32792 Zip Code FL 3+ Acre Real Estate, Homes for Sale

2 Beds ⋅ 3 Baths ⋅ Hidden Oaks Condo Ph 08 SubDv. ⋅ 32792 Zip Code

Modern Charm in Prime Winter Park Location! Step into this beautiful 2-bedroom, 2.5-bath townhome located in the desirable Hidden Oaks community of Winter Park. Freshly painted with brand-new carpeting throughout, this stylish 1,031 sq. ft. home offers both comfort and flair. Enjoy peace of mind with a new roof installed in 2023 and an updated A/C handler. The exterior is thoughtfully landscaped, enhancing the home’s inviting curb appeal. Conveniently located just: 10 minutes to Downtown Orlando, 15 minutes to Orlando International Airport, 10 minutes to shopping and dining, 15 minutes to Valencia College, 25 minutes to UCF, 30 minutes to Disney World. Top schools such as Aloma Elementary, Glenridge Middle School, and Winter Park High School. Whether you're looking for a place to call home or a savvy investment, this gem combines timeless design, modern updates, and unbeatable location. Don’t miss this opportunity!

3266 Oak Lake Place Unit 140, Winter Park

$470,000

4 Beds ⋅ 3 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Welcome home to the Winter Park Pines with tree lines streets, sidewalks on both sides of the street and a mailman that delivers to your door. This spacious 4-bedroom, 3-bath home offers the ideal canvas for customization, nestled in one of Winter Park’s most desirable neighborhoods. This diamond in the rough—brimming with charm and just waiting for your personal touch! Step inside through a beautiful beveled-edge wood front door into a bright and open foyer. The generous living room features a cozy wood-burning fireplace—perfect for relaxing evenings. The split floor plan offers privacy, with the primary suite tucked away from the other bedrooms, while three additional bedrooms sit on the opposite side of the home. Two bedrooms are connected by a classic Jack and Jill bathroom, and a third full bath—updated in 2020—includes direct access to the pool, perfect for guests. Additional living spaces include a family room and a sun-filled Florida room, ideal for gatherings, hobbies, or a peaceful retreat. Step outside to your own private oasis: a sparkling in-ground pool surrounded by mature, lush landscaping, creating the ultimate staycation setting. Located just minutes from Winter Park Pines Golf Course, Cady Way Pool and Trail, tennis and pickleball courts, Ward Park, playgrounds, and top-rated schools and colleges (Full Sail, Valencia, Rollins, UCF). Enjoy easy access to grocery stores, dining, shopping, the Crosby Center for Health & Wellbeing, Winter Park AdventHealth, AND MORE! Whether you're an investor or homeowner with a vision, this home offers the rare opportunity to restore and transform a classic gem in an unbeatable location! ROOF - 2014 HVAC - 2016 RE-PLUMBED - 2010 WATER HEATER - 2010

2920 Abbey Court, Winter Park

$425,000

3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code

Welcome to a charming and beautiful 3-bedroom, 2-bathroom home in one of Winter Park’s most convenient and sought-after locations! This home features hardwood floors throughout, on-trend paint colors, and stylish cabinetry that give it a fresh, modern feel. The oversized drive-through 2-car garage offers ample space for vehicles, storage, or even a workshop setup. Step out back to enjoy the expansive 35-foot screened patio—a perfect spot for relaxing or entertaining year-round. You’ll love the unbeatable walkable lifestyle, with shopping, dining, grocery stores, banking, and AdventHealth Winter Park all just around the corner. Plus, you’re only minutes from Park Avenue, Rollins College, the Winter Park YMCA, and Lakemont Elementary School. This home combines comfort, style, and location—making it a must-see for anyone looking to enjoy the best of Winter Park living!

524 Byron Road, Winter Park

$468,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Mid-Century Modern vibes in this spacious 3 bedroom, 2 bathroom home with an innovative courtyard design that offers scenic views of the expansive lot from almost every room. The house is nestled under a canopy of mature trees on one of the largest lots in Winter Park Pines. Kitchen and baths are original but recent updates include: ROOF 2019, HVAC 2017, REPLUMBED 2009, GARAGE DOOR REPLACED, LAMINATE FLOORING 2014, INTERIOR PAINT 2025, UPDATED VINYL WINDOWS AND SLIDING DOORS 2015(MOST). The L-shaped formal living and dining rooms feature terrazzo floors and the living room has a vaulted ceiling and sliding doors into the private courtyard. The kitchen features a pass-through window into the courtyard for all of your outdoor entertaining options as well as a nook space ideally suited for a booth, breakfast table or a special piece of furniture. The adjacent family room is anchored with a brick wood burning fireplace and hearth, and another set of sliding doors into the courtyard. The primary suite has a large walk-in closet, a spacious en-suite bath and sliding doors overlooking the enormous rear yard. The house and lot have endless potential and are ready for your personal touch. The oversized lot is perfect for a pool, swing set, pets or sporting activities. Ideally situated just minutes from the shops and restaurants of Park Avenue, Rollins College, UCF and Full Sail Universities, the Cady Way Trail, Winter Pines Golf Club, and a short drive to downtown Orlando and Orlando International Airport.

541 London Road, Winter Park

$530,000

3 Beds ⋅ 2 Baths ⋅ Glenmoor SubDv. ⋅ 32792 Zip Code

Welcome to 7682 Glenmoor Lane – Located in the established community of Glenmoor, zoned for Winter Park HS, Maitland Middle and Lakemont Elementary. This beautifully renovated Winter Park gem is situated on a generous 0.26-acre lot, this stunning single-family home blends timeless style with modern updates throughout. Step inside to discover custom tile flooring, solid wood cabinetry in both the kitchen and bathrooms, and custom tile work that adds elegance to every space. The thoughtfully designed kitchen features a sleek exhaust system, while the laundry room offers built-in cabinets and a desk—perfect for added functionality. The backyard is your private retreat, complete with a covered patio, expansive wood deck, and a gorgeous pool built in 2022, surrounded by a paver deck ideal for entertaining. A dedicated shed provides additional storage, and the spacious yard offers endless possibilities. Major upgrades include a new roof (2018), AC (2022), and water heater (2022), ensuring peace of mind for years to come

7682 Glenmoor Lane, Winter Park

$598,000

3 Beds ⋅ 3 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Charming Pool Home in Prime Winter Park Location Welcome to 2758 Banchory Road — a true gem nestled in the heart of the desirable Winter Park Pines community. This beautifully maintained 3-bedroom, 2-bath ranch-style home offers the ideal combination of comfort, privacy, and location. With a private swimming pool, lush landscaping, and no direct front neighbors on a quiet cul-de-sac street, this home is perfect for families or anyone seeking tranquility just minutes from city conveniences. Property Highlights Spacious backyard featuring a private pool—perfect for Florida living and entertaining. Fully fenced yard with a storage shed and dedicated area for pets or gardening. Open-concept layout with natural light, mature trees, and charming curb appeal. Located steps from the Cady Way Trail, ideal for biking, jogging, or weekend strolls. Unbeatable Location Just minutes to Downtown Winter Park with boutiques, restaurants, Rollins College, and Park Avenue. Close to Winter Pines Golf Club, Cady Way Park, and public tennis courts. Easy access to Baldwin Park, Full Sail University, Advent Health Winter Park, and the 417 expressway. Top-Rated School Zone Located within the Orange County Public Schools district, this home is zoned for: Aloma Elementary School (PK–5) ~ 0.7 miles Glenridge Middle School (6–8) ~ 1.6 miles Winter Park High School (9–12) ~ 0.6 miles Highly rated with International Baccalaureate (IB) and Advanced Placement (AP) programs Private schools nearby include Trinity Prep, Geneva School, Chesterton Academy, and St. Margaret Mary K–8. Why You’ll Love It Relax and entertain year-round with your private pool and covered patio. Walkable to trails and parks, bikeable to schools, and 10 minutes to Park Avenue. Family-friendly neighborhood with strong community feel and no HOA. A rare combination of location, schools, and lifestyle opportunities. “Solar panel debt is $70k and must be assumed by Buyer". Whether you’re relocating, downsizing, or looking for the perfect place to raise a family, this Winter Park beauty has it all. Schedule your private tour today!

2758 Banchory Road, Winter Park

$638,250

3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code

Welcome Home to your charming abode in Winter Park! This courtyard home is cozy, warm and inviting and waiting for you to make it yours. Well maintained, this home is move in ready! Walk into the foyer and you'll be greeted by cherry wood flooring as you step into the living room with high ceilings, beams, and a cozy fireplace. The living room is perfect for family meals, the dining space is connected to the living room and overlooks the golf course view. The Kitchen includes updated stainless steel appliances and a dining area to enjoy a meal with serene views. Down the hall are two generously sized bedrooms a laundry room and guest bath. Wake up overlooking your golf course view. The primary bedroom is your private oasis. The bathroom features double sinks so you don't have to share and an updated shower (updated 11/2024) This bedroom is also oversized with room for a King bed, and an additional sitting area. Location is everything, minutes to Semoran and University makes your commute easy, located in Winter Park Pines, a short distance from Cady way trail, and all the shopping and dining Baldwin and Winter Park have to offer. Come tour your dream home today! New Roof in 2020, Repipe in 2024, and HVAC updates in 2021/ Please note Patio Furniture in courtyard is included in current price.

1536 Golfside Drive, Winter Park

$255,000

2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 3 SubDv. ⋅ 32792 Zip Code

**This property qualifies for a closing cost credit up to $3,900 through the Seller’s preferred lender.** Charming Winter Park Townhome with Vaulted Ceilings and Sun-Filled Spaces. Welcome to 2398 Dominica Way, a beautifully maintained 2-bedroom, 2-bathroom townhome nestled in the heart of Winter Park. From the moment you arrive, you'll be drawn in by the inviting front patio, complete with a pergola and clear roofing—perfect for soaking up the sunshine while staying protected from Florida’s afternoon showers. Step inside and you’re greeted by a warm and functional layout. The kitchen, located just off the entry, boasts rich, warm cabinetry, sleek black and stainless steel appliances, and a serving window that opens into the spacious dining and living room combo, doubling as a breakfast bar for casual meals or entertaining guests. Continue into the main living area, where soaring vaulted ceilings and a wall of glass sliders flood the space with natural light and provide a beautiful view into the Florida room. Off to the left, a private hallway leads to the home’s bedrooms. The guest bedroom overlooks the front patio and features a ceiling fan and easy access to the second full bathroom, which includes a tub/shower combo. Across the hall, the primary suite offers a peaceful retreat with a walk-in closet, an ensuite bathroom with a walk-in shower, and private access to the rear porch through sliding glass doors. The spacious Florida room at the back of the home offers flexible indoor-outdoor living, with direct access to a shared grassy area—perfect for pets, gardening, or simply enjoying the fresh air. Whether you're a first-time homebuyer, downsizing, or looking for a low-maintenance lifestyle in a prime location, this gem in Winter Park is ready to welcome you home.

2398 Dominica Run, Winter Park

$1,120,000

4 Beds ⋅ 3 Baths ⋅ Tanglewood Sec 3 Rep SubDv. ⋅ 32792 Zip Code

Experience the best of Winter Park living in this stunning new custom-built pool home situated on a generous .29-acre lot just 1.9 miles from Park Avenue. Designed with a modern aesthetic and built to the highest standards, this 4-bedroom, 3-bath residence is a true showcase of craftsmanship and luxury. Step inside to discover a stunning vaulted great room where the kitchen, living, and dining areas flow seamlessly together, all bathed in natural light from custom windows and expansive 16-foot sliding glass doors. An impressive open staircase leads to a soaring second floor, where you’ll find hardwood flooring, three spacious bedrooms, and a versatile game room or flex space. At the heart of the home is a chef-inspired kitchen featuring SMEG Italian appliances, custom cabinetry, and a breathtaking Taj Mahal quartzite waterfall island. The primary suite offers a peaceful retreat with a spacious 19x13 bedroom, a luxurious bath featuring a walk-in shower, soaking tub, and a custom dual-sink vanity. Throughout the home, you’ll find Pella windows, designer lighting, and thoughtful custom finishes. Step outside to your fully fenced backyard oasis complete with a large sparkling pool, perfect for relaxing or entertaining. This is a rare opportunity to own a distinctive, move-in-ready home in one of Central Florida’s most sought-after neighborhoods.

5236 Lake Howell Road, Winter Park

$127,000

1 Beds ⋅ 1 Baths ⋅ Golfside Villas Condo SubDv. ⋅ 32792 Zip Code

PRICED TO SELL! Whether you're looking for a great home or an investment opportunity, THIS IS IT! This great unit has a LOW HOA, THAT INCLUDES THE WATER, adding even more value to it!! This AMAZING CONDO features an UPDATED KITCHEN and BATHROOM, along with beautiful WOOD FLOORING THROUGHOUT for a modern look. LOCATION, LOCATION! Ideally situated near Baldwin Park, Full Sail University, and Winter Park, with easy access to Downtown Orlando and Orlando International Airport. DON'T MISS your chance to own this conveniently located and move-in ready property! CALL US NOW to schedule your showing!

1000 S Semoran Boulevard Unit 716, Winter Park

$200,000

2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully upgraded 2-bedroom, 2-bathroom condo—an unbeatable value in sought-after Winter Park! Step inside to find ceramic tile flooring throughout, stylish lighting, and an open-concept living/dining area perfect for relaxing or entertaining. Enjoy the Florida lifestyle on your private screened-in porch overlooking a serene green space—with an extra storage closet for added convenience. The modern kitchen is a chef’s delight, featuring maple cabinetry, designer tile backsplash, granite countertops, and high-end stainless steel appliances, including a French door refrigerator. A full bathroom downstairs boasts a chic stand-up shower with glass enclosure, gorgeous tile work, and a granite vanity. Upstairs, you’ll find two generously sized bedrooms, including a primary suite with walk-in closet and an elegantly upgraded bathroom. The second bedroom is perfect for guests or a home office, offering built-in shelving and custom closet storage. A high-efficiency washer and dryer are conveniently tucked away. Enjoy peace of mind in this well-maintained, freshly painted 2-story community with a 2022 roof, no milestone inspection required, and low HOA fees covering water/sewer, exterior maintenance, and access to the sparkling pool & clubhouse. With 2 assigned parking spots and proximity to The University of Central Florida, Full Sail University, Rollins College, Advent Hospital, shopping, dining, and downtown Winter Park—you'll love the location! Don't miss this perfect blend of style, comfort, and convenience—schedule your private showing today!

4786 Tangerine Avenue Unit 4786, Winter Park

$365,000

3 Beds ⋅ 2 Baths ⋅ Cedar Ridge Unit 3 SubDv. ⋅ 32792 Zip Code

Nestled in the highly desirable Winter Park, Florida, 2008 Nottingdale Lane presents a meticulously updated and move-in-ready single-family home. This delightful residence offers 3 bedrooms and 2 bathrooms within a comfortable 1,278 square feet of living space, all without the encumbrance of a Homeowners Association (HOA). Situated on a generous 0.24-acre lot, the property boasts a fully fenced rear yard, providing privacy and ample space for outdoor enjoyment. Built in 1980, the home features classic block construction complemented by an appealing brick front exterior, ensuring enduring quality and curb appeal. Step inside to discover a functional layout designed for contemporary living. The heart of the home, the kitchen, has been beautifully updated with stainless steel appliances, gleaming granite countertops, and an abundance of rich wood cabinetry. The spacious master suite offers a private retreat, complete with sliding doors providing direct access to the rear patio, while the master bathroom has been elegantly remodeled. An expansive screened lanai extends the living space outdoors, creating an ideal setting for entertaining, al fresco dining, or simply relaxing in the Florida sunshine. This home is truly turnkey, featuring a freshly painted interior and exterior, an updated electrical panel, and modern lighting and fixtures throughout. Significant recent upgrades include a new water heater installed in July 2025, an AC system from 2018, and a roof from 2011, providing peace of mind for years to come. The established neighborhood offers unparalleled convenience to major roadways including 417, 436, Red Bug Lake Road, and Howell Branch Road, ensuring effortless commutes. Enjoy easy access to a diverse array of restaurants, shopping destinations, and local amenities, all while benefiting from the desirable Seminole County school district. This exceptional property offers a prime opportunity to experience the quintessential Winter Park lifestyle.

2008 Nottingdale Lane, Winter Park

$405,000

3 Beds ⋅ 2 Baths ⋅ Suburban Homes Sec 2 SubDv. ⋅ 32792 Zip Code

Tropical Vibes + Total Privacy in Winter Park! A rare find, indeed!! Tucked away at the very end of a quiet cul-de-sac, this charming block construction home offers the ultimate in peaceful vibes, comfort, and Florida living. Built in 1973, this one-story gem offers timeless durability with the added benefit of modern comfort and unmatched privacy. Set on a beautifully landscaped, oversized lot (0.34 acres) and surrounded by mature landscaping, flowering trees, and bamboo, you'll feel like you've been swept away to your very own tropical retreat while you unwind in the tranquil atmosphere by your private pool. Nestled among lush greenery, the soothing hush of nature, and shaded under a large screened enclosure and covered patio — the backyard is perfect for year-round entertaining or relaxing in the peace and quiet of the secluded neighborhood. The kitchen has been recently renovated with custom stone countertops and shaker-style cabinetry, while both bathrooms have been freshly updated with modern finishes. Located within the Winter Park school district — including Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High — this home is ideal for those looking for a quiet, established neighborhood with no through traffic. Whether it's a tranquil retreat or a place to create lasting memories, 5234 Ohio St offers a rare blend of location, privacy, and potential. Don’t miss your chance to own this slice of paradise — schedule your private showing today!

5234 Ohio Street, Winter Park

$1,065,000

4 Beds ⋅ 3 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code

Welcome to 1024 Wading Waters Circle—a rare offering in the gated, amenity-rich enclave of Hawk's Crest in Winter Park. This modern, single-story Palermo II model has been elevated far beyond builder-grade materials with over $300,000 in custom upgrades, blending refined design with seamless indoor-outdoor living and spectacular waterfront views. From the moment you arrive, this residence impresses with its expanded paver driveway, beautiful stone façade, and artfully curated landscaping with low-voltage and Phillips Hue lighting that transforms the home’s exterior by night. The stylish entry courtyard sets the tone for what awaits inside. Enter into a gallery-style foyer that opens to a bright, open-concept layout with wide-plank flooring, custom wood accent walls, designer lighting, built-in speakers throughout the home, and a crisp, modern aesthetic. The chef’s kitchen is a showpiece—outfitted with flat-panel two-tone cabinetry, quartz countertops, built-in JennAir appliances, and a waterfall-edge island. Matte black fixtures, a pot filler and a sleek integrated hood complete the space. The living and dining areas flow effortlessly to the expansive screened lanai, where the outdoor experience has been completely reimagined. Entertain in style with a custom-built summer kitchen featuring premium Hestan appliances, a gas grill, beverage fridge, sink, and stainless storage. A beautifully designed aluminum pergola, built for year-round enjoyment, provides a separate outdoor destination. The fenced backyard opens to serene water and fountain views, lush landscaping, and a charming cocktail citrus tree—offering an ideal setting for quiet mornings and sunset gatherings. The private primary suite is a peaceful retreat with large windows framing the water and includes a spa-like bath with double vanities, glass-enclosed shower and a custom walk-in closet. Three additional bedrooms and a dedicated office with glass French doors provide space for guests, work, and play. Additional highlights include a whole-home water filtration system, cloud-based security camera system, Wi-Fi dimmer switches controllable by phone, black aluminum fencing with three gates, and a spacious three-car garage equipped with a mini-split HVAC system and a Tesla 11.2-kilowatt solar system with a Tesla charger for added convenience. Residents of Hawks Crest indulge in a thoughtfully planned community featuring a resort-style swimming pool, virtual guard gate, clubhouse, fitness center, splash pad, playgrounds, dog park and access to Lake Howell. Park Maitland Preschool, Kelly's Ice Cream and Foxtail Coffee shop are at front of the neighborhood for added convenience. An exclusive respite, this home exemplifies a refined lifestyle for those who appreciate peaceful and convenient living. This is not just a home, it’s a lifestyle.

1024 Wading Waters Circle, Winter Park

$655,000

3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code

Welcome to 1640 Cypress Point – a home like no other in Winter Park. This beautifully maintained 3-bedroom, 2-bathroom home offers 1,704 sq. ft. overlooking a serene spring-fed pond and the Winter Park Pines Golf Course. Nestled on a quiet street with a cul-de-sac, this property combines privacy, natural beauty, and convenience in one exceptional location. As you walk up to the front door, you’ll notice an inviting and private courtyard area. Step inside to a light-filled entryway and an open layout accented by wood laminate flooring, fresh interior and exterior paint (2025), high ceilings, and a wood-burning fireplace with coquina rock detail and a wood mantel. The kitchen was remodeled in 2012, and features natural wood cabinetry, jade green granite countertops with a chiseled edge, stainless steel appliances, and a cozy dinette area, which looks out to the side yard through the sliding doors. Off of the living area you can access the third bedroom with french doors that lead out to the pool area. This space could also be used as a den or office space. Down the hall, the primary suite boasts a large walk-in closet, and Italian inspired ensuite bathroom with imported Italian tile in the walk-in shower, a marble vanity, and open shelving for plenty of storage. You can also access the side yard from the primary bedroom which leads out to a mulched patio area to enjoy your morning or sunset water views. The additional bedrooms share a hall bath with a granite vanity and tub/shower combo. Enjoy Florida living in your private backyard oasis! The sparkling pool, resurfaced with new coping in 2016, features three waterfalls and a decorative stone wall, all set against lush landscaping and sweeping views of the pond and 18 hole golf course.This home is located in a prime location just minutes from Cady Way Trail, Cady Way pool & courts, Winter Park Pines Golf Course, Center for Health and Wellbeing, Crosby Fitness Center, Ward Park, Showalter Field, YMCA, Advent Health Winter Park Hospital and less than 10 minutes to Historic Park Avenue fine dining and shopping. Close to Rollins College, UCF, Full Sail, and only 30 minutes to OIA airport. Zoned for top-rated Brookshire Elementary, Glenridge Middle, and Winter Park High.Don’t miss your chance to own this rare Winter Park gem—schedule your showing today! Roof 2017, HVAC 2017, Re-plumbed 2015, Water Heater 2009, Garage Door 2023

1640 Cypress Point Lane, Winter Park

$600,000

3 Beds ⋅ 3 Baths ⋅ Brookshire Heights 4th Add SubDv. ⋅ 32792 Zip Code

First time on the market! This one-owner, 3-bedroom, 3-bathroom single-family pool home offers the perfect blend of classic Florida charm and modern potential. Originally named The Polynesia, the home embraces open Florida living while offering distinct zones for privacy and comfort. A brand-new roof (2025) and 2 New HVAC 2024 , BOTH electrical panels 2025, and Water Heater 2025 provides peace of mind and a strong foundation for move-in readiness — or bring your vision and renovate to make it your own. Step outside and enjoy the expansive 700 sq ft covered patio overlooking the pool — perfect for summer nights, weekend gatherings, and all your entertainment needs. The spacious Florida room features a private en suite, making it an ideal option for a guest suite or fourth bedroom. The original primary bedroom was thoughtfully designed with an adjoining room that can function as a den, nursery, or expanded primary suite — offering flexibility to fit your lifestyle. A 2-car garage, generous layout, and a sparkling pool complete the package. Located just minutes from vibrant Park Avenue, Baldwin Park, and Rollins College, this home delivers unbeatable access to dining, shopping, and outdoor recreation. Don’t miss this rare opportunity to own a classic home in one of Central Florida’s most sought-after areas.

618 Blairshire Circle, Winter Park

$605,000

3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 3rd Add SubDv. ⋅ 32792 Zip Code

Expect to be impressed with this updated 3BR home in one of Winter Park’s well- established neighborhoods. It starts with great curb appeal – meticulously manicured front lawn, decorative paver stones surrounding the entryway and a 3-car garage! Step inside to space originally designed as formal living and dining rooms – versatile to arrange as you see fit. Walk back to the “WOW factor” – HUGE great room that’s open to a contemporary kitchen – a great gathering space. Kitchen boasts granite counters, island, separate breakfast bar, an abundance of cabinetry, walk-in pantry and recessed/pendant lighting. Don’t forget to check out the work room tucked away in the back, with its convenient built-in surfaces. Use for work, school, hobbies - whatever suits your needs. Split bedroom plan with primary suite on one side – ideal for privacy. Here you’ll enjoy two closets and an ensuite bath w/multiple shower heads. You will also have access to a private, walled courtyard giving you a quiet spot for relaxation. Out back, you’ll appreciate having a big, fenced yard (the lot is over ¼ acre), two handy storage sheds, and a covered patio off the great room – perfect spot for enjoying a BBQ. The home recently had a 4-point inspection and wind mitigation evaluation that were both found satisfactory. Great overall location – no HOA, in an excellent school district, 2 miles to Baldwin Park, SR 426, and SR 436 and 10 minutes to fabulous downtown Winter Park. This home shows well and is move-in ready. Come see all that makes it so special!

2478 Whitehall Circle, Winter Park

$335,000

2 Beds ⋅ 2 Baths ⋅ Hyde Park SubDv. ⋅ 32792 Zip Code

Welcome to Hyde Park, off Howell Branch Road in Seminole County. First time offered. Wonderful two-bedroom, two-bath split plan, with two-car garage and fireplace. The roof has been replaced as well as the air-conditioning unit. Over 1,400 heated square feet, with fabulous large porch (no rear neighbors). This is ready to decorate to your liking! Bring a paintbrush and replace flooring. Tons of potential with a lake, tennis court and basketball court. Easy lock and go. Vacant and ready.

3103 Ash Park Loop, Winter Park

$272,500

2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code

Welcome to the established and well-maintained community of Cedarwood Village, located in highly desirable Winter Park! TREE-LINED STREETS lead you to this completely REMODELED single-story, 2-bedroom, 2-bath BLOCK-CONSTRUCTED condominium offering nearly 1,300 square feet of interior living space, plus an enclosed SUNROOM for year-round enjoyment. As you enter the foyer, you’ll immediately appreciate the attention to detail and pride of ownership. LUXURY VINYL plank flooring and designer paint were completed in 2024, setting the tone for a stylish, move-in-ready home. The open living and dining area features VAULTED CEILINGS, two skylights, and luxury light fixtures, creating a bright and inviting space. From here, enjoy serene views of the enclosed lanai and lush green space beyond. A WET BAR complete with wine fridge adds a perfect touch for entertaining. The kitchen is thoughtfully designed with 18" tile flooring, 42" light-toned cabinets extending all the way to the ceiling, soft-close drawers, GRANITE countertops, a farmhouse sink, ceramic tile backsplash, recessed lighting, and newer appliances. A charming eat-in nook overlooks your PRIVATE COURTYARD and is accessible through Pella HURRICANE-RATED sliding glass doors—perfect for morning coffee or outdoor dining. A tile-accented passthrough with pendant lighting opens into the formal dining area. For added convenience, the laundry closet with a stackable WASHER AND DRYER is tucked right into the kitchen. The primary suite is a peaceful retreat, featuring both a WALK-IN and step-in closet, lanai access through hurricane-rated sliders with INTEGRATED BLINDS and a beautifully REMODELED ensuite bath with a stylish vanity, FLOOR TO CEILING TILE, a large walk-in shower with custom accent tile, and frameless glass shower doors. The spacious second bedroom also features a walk-in closet and attached access to the second remodeled bathroom, offering privacy while still serving guests comfortably. Additionally, this home is located across from green space, has designated parking spaces with RAMP ACCESS, and a private mailbox. Upgrades include a whole-home WATER FILTRATION SYSTEM installed in 2023 ($6,000 value), water heater (2023), AC (2017), Pella doors (2017), interior doors (2023), and a stylish front door with electronic security lock (2024)—providing comfort, style, and peace of mind. With low HOA dues, residents enjoy access to a sparkling community pool, clubhouse, tennis and basketball courts, pickleball, a FENCED DOG RUN, and a pet walk with waste stations. Monthly fees also cover roof and exterior building maintenance, pest control, and landscaping. This ideal Winter Park location is just minutes to Park Avenue, UCF, Rollins College, Full Sail University, shopping, restaurants, entertainment, and medical facilities.

2358 Sun Valley Circle, Winter Park

$350,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code

Pure Potential in Winter Park’s Eastbrook Community! Renovate or move-in, this is a great opportunity for an investor or homebuyer. Spacious 1,467 SF home with 3 bedrooms, 2 full baths, living & family room + a home office/den which could easily be converted into a 4th bedroom. New carpet in each bedroom. Fresh paint throughout. Attached 2-car garage with laundry. Custom built shed has plenty of room for storage and is ideal for an at-home workshop. Yard is partially fenced with a nice amount of green space. Home has been pre-inspected and owner completed all electrical repair recommendations. Roof 2019. Easy to show – schedule a property tour today.

2006 Ponderosa Avenue, Winter Park

$279,000

2 Beds ⋅ 3 Baths ⋅ Lazy Oaks Condo SubDv. ⋅ 32792 Zip Code

Step into refined living in this beautifully remodeled two-story condo, tucked within the charming Lazy Oaks community of Winter Park. Just over 1,200 sq ft, this 2-bedroom, 2.5-bath home offers tasteful updates, modern finishes, and effortless comfort—minutes from everything. The main floor features a spacious open layout with tiled flooring, combining kitchen, dining, and living areas. The kitchen boasts granite countertops, gray cabinetry, newer appliances, and a breakfast bar that opens to the living room. A cozyfireplace and sunroom invite relaxation, while a convenient half-bath completes the downstairs. Upstairs, the primary suite offers a beautifully updated en-suite bath with quartz countertops, dual sinks, and a glass-enclosed shower. A second bedroom and full bath, plus an upstairs laundry closet with washer and dryer, offer added functionality. Recent upgrades include a 2022 roof and 2023 A/C and water heater. A one-car carport is included. Lazy Oaks is a hidden gem—just minutes from downtown Winter Park, Rollins College, Full Sail, UCF, 417, and walkable to shopping, dining, and a full-service gym. Welcome home. This one’s truly special.

Winter Park

$690,000

3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 3rd Add SubDv. ⋅ 32792 Zip Code

FANTASTIC UPDATED AND EXPANDED WINTER PARK HOME JUST LISTED! Tucked away in a quiet, highly sought-after neighborhood and zoned for desired Winter Park schools, this home is one of the nicest and most rare opportunities to hit the market in some time! Beautifully and tastefully re-imagined, renovated and expanded in 2022! Located in one of the best specific locations in the neighborhood! Prominently sited on a large lot on a no through street this home and property boast a fantastic dramatic front elevation created by the extensive recent exterior rebuild and interior remodel. Dramatic gable and dormer over-framing, bright paint over new stucco finish and new garage addition really make a statement as you approach the home. Home has a bright, open and airy floor plan and a great floor plan offering superior function. Expansive Living/Dining/Kitchen combo with additional bonus sunroom/flex space flows perfectly out onto the rear patio and into the back yard making this entire outdoor area a fantastic natural extension of the interior living space! Expansive renovated kitchen with island seating! You will love the fabulous new master suite with rare oversized walk-in closet and boutique style master bath addition! Great oversized inside laundry and hard to come by storage area with easy access to garage, house and exterior. Garage is unusually large at 26 feet deep with epoxy floor coating, attic space above, and new garage door and opener. Owners took great pride and care when designing and executing this one-of-a-kind remodels for the area and it shows. Many system updates and renovations include: New Premium Roof (2022), Complete exterior redesign, kitchen remodel, and all interior cosmetic improvements, closet systems and renovations (2022). New 200 Amp Electrical Service (2022), New HVAC and Ductwork throughout home (2022), New attic insulation, driveway & patio pavers, landscaping and much more not mentioned all completed in late 2022! Attached feature sheet on MLS. This property really needs to be seen to be truly appreciated. PLEASE CLICK ON VIRTUAL TOUR LINK FOR EXTENSIVE WALK THROUGH VIDEO! This is an incredibly rare opportunity to secure a great home and property located in one of Winter Park’s most desirable neighborhoods. Zoned for top-rated schools—Brookshire Elementary, Glenridge Middle, and Winter Park High. Walk and bike to school! Just minutes away from DT Winter Park, Park Avenue retail, Winter Park Village, Rollins College, Baldwin Park, Corrine Drive shops and DT Orlando! A great home and property in one of Central Florida’s most dynamic areas!

2433 Whitehall Circle, Winter Park

$460,000

3 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code

Welcome to Wrenwood Heights Community!! Very well Maintain Pool Home on CUL-DE-SAC LOT!! Great community with no HOA. House located on spacious large lot 0.31 Acre. House features Open Concept with 3 bedroom and 2 bathroom! New Roff 2024. Pool was resurfaced in 2025. Fully Fenced Backyard with upgraded Paver patio and mature landscaping and Fruit trees. Community located in Winter Park close to parks, shopping, dining and main highways. Seminole County schools! Call today to schedule your private showing!

5331 Oak Court, Winter Park

$596,500

4 Beds ⋅ 3 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

Stylish, Updated & Move-In Ready in Gated Winter Park Community! Welcome to this impeccably maintained 4-bedroom, 2.5-bath home offering nearly 2,300 square feet of thoughtfully designed living space in the desirable Enclave at Aloma. From the charming covered front porch to the spacious screened lanai, every detail of this home has been crafted with comfort, style, and functionality in mind. Step inside to find high ceilings, abundant natural light, and rich hardwood flooring throughout the main level. A flexible front room can serve as a formal dining area, home office, or cozy den. The open-concept layout flows effortlessly into a spacious family room and a gourmet eat-in kitchen featuring upgraded quartz countertops, 42” cabinetry, stainless steel appliances, and a large center island—perfect for everyday living and entertaining. French doors lead to the expansive covered and screened lanai, offering a serene retreat that overlooks a private, fully fenced backyard with low-maintenance vinyl fencing. Upstairs, the primary suite is a peaceful haven with a completely renovated en-suite bathroom boasting dual vanities, modern finishes, and a large walk-in shower. Three additional bedrooms, a full bathroom, and a convenient laundry room are perfectly laid out around a versatile loft space that provides ample room for family, guests, or hobbies. Nestled in a quiet, gated community, this home is ideally located with easy access to SR-417, downtown Orlando, and top-rated schools including Trinity Prep, UCF, Rollins College, and Full Sail University. Just minutes from premier dining, shopping, and entertainment in Winter Park and Oviedo. Pride of ownership shoes throughout—original owners have lovingly maintained this home, and it’s truly move-in ready. Don’t miss this exceptional opportunity—schedule your private showing today!

7988 Pleasant Pine Circle, Winter Park

$435,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code

$10,00 credit being offered for buyers prepaids and closing costs. Here is a fantastic home in Winter Park Pines, a well-established and sought after community and location in Winter Park! This property is located on a corner lot and has a private pool as well as a two-car garage. This a great way to obtain home ownership at an affordable price. The construction is a Block/Brick built home making it a solid home unlike one you could buy new today. The Roof and AC have been more recently replaced (2020 and 2021) so the property has Good Bones as they say. There have been some updates over the years. There is a mix of the old style as well as some of the new making this the perfect property to make your own. This could be a great First-Time Buyer opportunity! The home is a full 3 bedroom and 2 bath with a lot of square footage at almost 1800 Square feet of living area. The master suite is very large with a walk-in closet. There is a nook area which was previously used as an office but has other possibilities. The Family/Living room has a step-up as well as a fireplace. Many of the homes in this community are either fully renovated at much higher prices or in a condition that isn’t comfortably habitable and requires a significant investment to make livable. This home is the best of both worlds. Own your piece of Winter Park zoned for Winter Park schools. Book your showing today before it is gone.

2708 Lion Heart Road, Winter Park

$324,000

3 Beds ⋅ 2 Baths ⋅ Temple Terrace Annex SubDv. ⋅ 32792 Zip Code

This home is nestled in the heart of Winter Park and just minutes away from local shopping strips, access to theme parks, Valencia College, UCF, and Central Florida's finest beaches.

1920 Magnolia Avenue, Winter Park

$474,998

3 Beds ⋅ 3 Baths ⋅ Arrowhead Cove Unit 02 SubDv. ⋅ 32792 Zip Code

Nestled in desirable Arrowhead Cove, this meticulously maintained 3-bedroom, 2.5-bath home represents the pinnacle of Winter Park living. With 1,906 square feet of thoughtfully designed space, this move-in-ready residence blends character, comfort, and convenience in Central Florida's most coveted school district. BONUS FEATURE: PRIVATE WELL IRRIGATION SYSTEM – Enjoy beautifully maintained landscaping year-round while keeping utility costs exceptionally low! This home features a dedicated well pump irrigation system that’s completely independent from city water, providing significant monthly savings and eco-friendly watering for the stunning renovated yard and lush landscaping. EXCEPTIONAL RECENT UPDATES NEW ROOF & SKYLIGHT (2024) – Complete peace of mind ENERGY-EFFICIENT WINDOWS (2017) – Maximum comfort and utility savings HVAC SYSTEM REPLACEMENT (2018) – New AC unit and air handler SMART HOME FEATURES – Nest thermostat and Protect alarms NEW GARAGE DOOR & SMART OPENER (2024) – Modern convenience POWER GENERATOR CONNECTION (2020) – Florida weather ready FRESH EXTERIOR PAINT (2021) – Pristine curb appeal RESORT-STYLE BACKYARD TRANSFORMATION (2023) The completely renovated backyard is a masterpiece that must be experienced in person: Brand new decorative pavers for elegant entertaining New privacy fencing for complete seclusion Custom playground perfect for active lifestyles Low-maintenance professional landscaping Expansive screened patio for year-round Florida living Fully fenced yard providing security and privacy STYLISH INTERIOR Open, airy layout maximizes natural light through oversized windows. Seamless flow from living and family rooms into large formal dining area makes entertaining effortless. Thoughtfully designed bedroom placement ensures privacy, while the spacious primary suite features walk-in closet, dressing area, full bath with walk-in shower, and additional half bath. UNPARALLELED WINTER PARK LIFESTYLE Step outside to the scenic Cady Way Trail for morning jogs, evening bike rides, or weekend nature walks. Enjoy Park Avenue's boutique shopping, world-class dining, and cultural events just minutes away. Publix, Target, Walmart, Costco, Aldi provide convenient daily shopping. Outdoor enthusiasts love proximity to Winter Pines Golf Club, Lake Baldwin, and Central Florida's extensive trail system. Coffee lovers appreciate nearby cafes, while foodies discover diverse restaurants from casual to fine dining. WORLD-CLASS SCHOOLS Lakemont Elementary – Top 50% Florida ranking, 61% math/ 59% reading proficiency Maitland Middle – Highly-rated Winter Park feeder school Winter Park High – Ranked #153 of 807 Florida high schools, 98% graduation rate Near Full Sail, UCF, and Rollins College COMMUNITY EXCELLENCE Arrowhead Cove offers low $100 annual HOA and optional Lake Nan access for peaceful waterfront recreation. Weekend farmers markets, community events, and seasonal festivals create vibrant neighborhood connections. The backyard transformation and thoughtful upgrades must be experienced in person. Schedule your private showing today and embrace the Winter Park lifestyle!

7602 Lodge Pole Trail, Winter Park

$298,000

4 Beds ⋅ 2 Baths ⋅ Eastbrook Subd Unit No 16 SubDv. ⋅ 32792 Zip Code

This Winter Park BLOCK home offers 4 bedrooms, 2 full bathrooms and all with no HOA. This home features a SPLIT FLOOR PLAN and NEW ROOF (2022). The oversized enclosed porch is perfect for entertaining or relaxing after a long day of work. Front screened in patio to enjoy as well. Storage will not be an issue, as there is a 2 CAR GARAGE You're also located in a very established community that's highly desirable while being close to all major highways and 10 minutes from excellent shopping, hospitals, dining, theme parks and so much more. Schedule a showing!

2206 Bonanza Avenue, Winter Park

$1,295,000

6 Beds ⋅ 4 Baths ⋅ Lakeside Estates SubDv. ⋅ 32792 Zip Code

Welcome to your WATERFRONT dream home in the prestigious Lakeside Estates, a private gated community situated on Garden Lake. Highly desirable cul-de-sac location and short stroll to the playground. The Kerrville model home is designed for stylish, easy living and offers an open floor plan with high-end finishes throughout. Impress your family and friends with the inviting foyer, 20+ ceilings, engineered hardwood floors, wrought iron staircase and open to the dining and living rooms. The spacious gourmet kitchen features granite countertops, upgraded tile backsplash, stainless steel appliances and pantry. The adjoining eat-in space and large family room provide the perfect space for gatherings. The secluded master suite is a private retreat, complete with a large walk-in closet and a spa-like bathroom – including updates with modern vanities, built-in Bluetooth speaker light settings including night light, and an enormous shower featuring rain, handheld and wall-mounted shower heads. Each of the five upstairs bedrooms is generously sized, with walk-in closets and great views. The upstairs bonus room has breathtaking views of the lake and can be used as a game room or play area for the family. The outdoor living space is equally impressive, featuring a large, saltwater pool and paved lanai overlooking private 21-acre Garden Lake, perfect for the most amazing sunsets and outdoor gatherings. The large backyard offers lots of room for play, while enjoying the stunning views of the lake. This home is designed with convenience and luxury in mind including a mudroom, huge office/playroom, and a large 3-car garage and additional storage. The 2025 upgraded finishes include new carpet in the bedrooms, freshly painted walls and upgraded Calcutta quartz in the powder bath. Security system and cameras can convey. Lakeside Estates offers exclusive access to a community pier, playground and a boat dock for non-motor kayaks, fishing, canoes, paddleboards, etc. You’ll enjoy a prime location near top-rated schools, parks, Seminole Trail shopping, and dining, with convenient access to Winter Park, Winter Springs, Oviedo, and UCF and close to major roads. Top rated Seminole County public schools and private schools Trinity Prep, Geneva School, Circle Christian and more. With only a handful of homes offering lakefront views, this property is truly one-of-a-kind. Don't miss out on the opportunity to make this luxurious, energy-efficient (energy efficient features) home your own!

1422 Via Sangro Place, Winter Park

$100,000

2 Beds ⋅ 2 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

What an opportunity !! A 2 bedroom 2 bath Condo located in Winter Park. Fantastic opportunity-priced to sell! 2 bedroom, 2 bath condo in The Colonies ready for new owner. Light and bright First floor unit features Eat-kitchen, tile floors throughout - no carpet! French doors with built-in blinds lead to spacious balcony. Both bedrooms have large Walk-In closets! *Inside laundry *A/C 2017 - Appliances sold ASIS. HOA includes water and trash. Community amenities include pool, tennis and playground. Just minutes to Full Sail, UCF & Valencia. Don’t miss out on this opportunity before is gone.

7429 Daniel Webster Drive Unit 13e A.K.A (A), Winter Park

$1,160,000

6 Beds ⋅ 4 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code

Exceptional Living Awaits in the Heart of Winter Park Nestled in the sought-after community of Waters Edge at Hawks Crest, this stunning 4268 square-foot energy-efficient home offers an exquisite blend of classic elegance and modern comfort. This Kerville II model, built by Meritage Homes in 2020, has been thoughtfully designed to be both welcoming and refined. From the moment you step through the front door, you’ll be captivated by the quality craftsmanship, thoughtful upgrades, and inviting spaces that make this home truly special. At the heart of the home is a chef-inspired kitchen, beautifully appointed with custom cabinetry, granite countertops, and a large center island that doubles as a breakfast bar. Stainless steel appliances make meal preparation effortless and enjoyable. Ample storage space, a butler’s pantry along with a sunlit breakfast area complete this culinary haven. The spacious family room flows seamlessly from the kitchen, featuring large sliding glass doors that open onto the private backyard oasis with the screened lanai and heated pool. The main floor also features a private en-suite bedroom with its own bathroom that offers direct access to the pool. Upstairs you will find four generous sized bedrooms and three full bathrooms. The luxurious master suite is a true retreat. Here, you’ll find an oversized dressing room/ walk-in closet, a newer spa-inspired en-suite bathroom complete with built ins, dual vanities, and a frameless glass shower. The additional bedrooms are spacious and bright, all with walk-in closets. Also featured on this level is the 6 th bedroom transformed into a dedicated home office which offers a quiet workspace and the versatile bonus room which can be tailored to fit your lifestyle—whether as a playroom, media center, or fitness studio. Waters Edge at Hawks Crest is a gated community featuring a resort style clubhouse with pool, fitness center, playgrounds, dog park, fishing dock and access to Lake Howell Don’t miss your chance to make this your forever home!

2080 Wood Thrush Ln, Winter Park

$272,500

2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code

Welcoming townhome on cul-de-sac with no rear neighbors. Step out onto your roomy 16 x 12 screened porch and take in the peaceful views of the tennis courts and green space—it’s the perfect spot to relax with your morning coffee or unwind after a long day. Inside, you’ll love the bright, open feel thanks to clerestory windows in the living room, freshly painted walls, and brand-new electrical panels for peace of mind. Easy-care 18” x 18” tile floors run throughout the home, and sliding glass doors from both the dining area and second bedroom open right out to the porch. The kitchen has a handy pass-through to the dining room and a bar where friends or family can pull up a barstool. Both bathrooms have tub-shower combos, and the primary bedroom features a walk-in closet and a big fixed window that lets in tons of natural light. The Windward Square community has something for everyone—multiple pools, tennis courts, a play area, and even a putting green. You’ll also have space for two possibly 3 cars to park right out front. Best of all, you’re close to great shopping and dining, with downtown Winter Park just a short drive away. Getting around is easy too, with quick access to 417 and only about 20 minutes to Orlando International Airport via Semoran Blvd.

2517 Windward Way, Winter Park

$510,000

4 Beds ⋅ 3 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Multiple offers received - please submit HIGHEST & BEST by THURSDAY, JULY 17th at 5:00 PM. Welcome to the most gorgeous waterfront property in Winter Park for UNDER $500,000! This charming 4 bedroom, 3 bath home is situated on a third of an acre with a stunning pool and water features overlooking a serene water view. The backyard truly must be seen to be believed! Guests will be just as captivated by the interior of this home. Discover flexibility and comfort in this beautifully designed home featuring dual primary suites — one upstairs and one down — each with its own private ensuite bath. Whether you're accommodating multi-generational living, hosting guests, or simply seeking extra privacy, this layout offers the ultimate in versatility. Thoughtfully designed living spaces and stylish finishes continue in the living spaces as well. Wood floors flow throughout the downstairs. The great room is bright and sunny from four (4) oversized windows as well as French Doors leading to the covered patio. Cooking is a delight with a newer gas stove and a kitchen overlooking the dining and living room. Storage abounds thanks to an indoor laundry room, an oversized two-car garage, and ample closet space in each bedroom. Enjoy home efficiency thanks to HVAC updates in 2023 and a tankless water heater installed in 2024. Winter Park is celebrated for its renowned shopping, dining, parks, and schools - and you could be close to it all in this home! Zoned Winter Park High School and its sports facilities are minutes away. Come discover the Winter Park lifestyle you have dreamed of. It is now obtainable in this incredible estate!

2739 Amsden Road, Winter Park

$255,000

3 Beds ⋅ 2 Baths ⋅ Villas Of Casselberry Ph 1 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Freshly updated and ready for easy living, this concrete-block villa delivers three bedrooms, including a versatile flex room, plus two full baths across a smart 1,080-square-foot, single-story layout. The curb appeal pops thanks to 2023 exterior paint, a brand-new roof (2023), and a privacy fence (2023) that frames the fully fenced backyard. Step inside to an open living-dining core that flows to a screened back porch, perfect for morning coffee or evening grilling, while an attached storage shed keeps tools and toys neatly tucked away. Key systems inspire confidence: the electrical panel has been upgraded, a new water heater arrived in 2024, the HVAC dates to 2015, and the bathrooms feature recently installed raised toilets. Add in the community pool, low $39/month HOA, and Seminole County school zoning, and you’ve found a turn-key Winter Park address that keeps both maintenance and monthly costs pleasantly low.

3005 Casselwood Street, Winter Park

$255,000

2 Beds ⋅ 2 Baths ⋅ Woodcrest Condo SubDv. ⋅ 32792 Zip Code

Gorgeous, fully renovated 2-bedroom / 2-bathroom condominium nestled in the heart of Winter Park along a beautiful and quiet tree lined street! The unit has new premium vinyl plank floors throughout. Living and dining room are open concept, perfect for entertaining! The updated kitchen features quartz counter tops, stainless appliances with new light and bright cabinetry. Bedrooms are a split floor plan with their own private baths and cedar closets. Both bathrooms are renovated with pristine subway tile and walk in showers. Roof and gutters recently replaced! Owner has spent over $30,000 in upgrades since purchasing in 2022. One assigned parking place. This is an amazing opportunity to live in Winter Park, just minutes from the historic Park Avenue District with shopping and dining, A+ schools, Advent Health Hospital, close to both Audubon Park and Baldwin Park. This 2/2 upstairs unit is in a quiet complex with only 18 units, a private pool, separate storage & laundry facilities on premise. These condos are rare and do go quickly! (Furniture is for sale)

1920 Woodcrest Drive Unit 15, Winter Park

$513,000

4 Beds ⋅ 3 Baths ⋅ Autumn Glen Ph 2 SubDv. ⋅ 32792 Zip Code

Welcome to your own private retreat, perfectly situated at the end of a quiet CUL-DE-SAC on one of the most SCENIC LOTS in the neighborhood. This beautiful home sits on a gorgeous, oversized 1/4-ACRE LOT with UNOBSTRUCTED WATER VIEWS and is framed by mature trees, creating a natural canopy that offers both beauty and privacy. Whether you're sipping your morning coffee or winding down in the evening, the serene water views and peaceful setting make every moment feel like a getaway. Step inside to discover a thoughtfully updated interior filled with NATURAL LIGHT AND WATER VIEWS from every window in the family and dining rooms. The spacious family room features soaring VAULTED CEILINGS and a stunning brick WOOD-BURNING FIREPLACE, creating a cozy yet open space that’s perfect for gatherings year-round. The custom kitchen is as functional as it is beautiful, featuring MODERN GRAY SHAKER SOFT-CLOSE CABINETS, GRANITE COUNTERTOPS, a copper sink and faucet, and top-of-the-line STAINLESS STEEL LG APPLIANCES, including a French door refrigerator and double oven—perfect for everyday living and elevated entertaining. MAJOR SYSTEMS UPGRADES have already been taken care of, including a NEW ROOF (2022), BRAND NEW A/C (2025), FULL REPIPE, EXTERIOR PAINTED (2023), and DOUBLE PANE INSULATED WINDOWS throughout. Upstairs, you'll find NEWER LUXURY VINYL PLANK FLOORING, offering both durability and a fresh, contemporary feel. The primary bedroom includes a WALK-IN CLOSET, and the INSIDE LAUNDRY ROOM is complete with built-in cabinetry for added storage and convenience. Don’t miss the under-stairs storage area—perfect for seasonal items or organizing household extras. Outside the charm continues with an extended paver driveway welcomes guests, while the EPOXY-FINISHED GARAGE FLOOR adds both style and practicality. Out back, a FULLY FENCED BACKYARD—featuring a charming vinyl picket fence—includes a spacious COVERED PAVER PATIO and low-maintenance turf, ideal for play, pets, or relaxing with family and friends. This home is truly MOVE-IN READY, combining CHARMING CURB APPEAL, SMART UPGRADES, and a RARE, PICTURESQUE SETTING. All located within an amenity-rich community featuring two newly resurfaced tennis/pickleball courts and a refreshed playground—perfect for your next season of outdoor fun. Zoned for EXCELLENT SEMINOLE COUNTY SCHOOLS, this home offers the best of Florida living where comfort meets nature—and every detail has been carefully considered.

1819 Shadyhill Terrace, Winter Park

$448,000

3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code

1% lender credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred lender. Ask for details! Step into comfort and style in this beautifully maintained townhome, built in 2020 and thoughtfully designed for modern living. The open-concept layout features granite countertops, sleek finishes, and an oversized, screened-in lanai that opens to a tranquil wooded backdrop—ideal for unwinding or entertaining. Upstairs, you'll find all the bedrooms, a spacious loft perfect for a home office or cozy den, and a conveniently located laundry room. The owner’s retreat impresses with a custom walk-in closet featuring built-in organization that blends function with luxury. An extra-deep two-car garage adds rare practicality, while the HOA takes care of all exterior maintenance, landscaping, internet, cable, as well as the community pool and gated entry, simplifying everyday life. Ideally situated in a vibrant and central location, you’re just minutes from Park Avenue’s boutique shopping, restaurants, and Central Park’s lush green spaces. Local favorites like Foxtail Coffee Co. and Kelly’s Homemade Ice Cream are nearby for daily delights, and UCF is only a short drive away. With excellent schools and a close-knit community vibe, this home delivers a perfect blend of privacy, convenience, and charm—all in a move-in-ready package.

1471 Broad Wing Lane, Winter Park

$605,000

4 Beds ⋅ 3 Baths ⋅ Lost Creek SubDv. ⋅ 32792 Zip Code

Buyer’s financing feel though the night before closing. The home has been inspected and it is in fine condition per inspectors’ reports! Tucked away on the tree-lined streets of the Lost Creek community, this contemporary two-story residence offers a rare blend of serenity and sophistication. Ideally located in sought-after Winter Park, this exceptional property offers exclusive creek-to-lake access leading to the sparkling waters of Lake Howell—just minutes away from vibrant city life and top-tier amenities. From the moment you arrive, the home makes a striking first impression with its stately architecture and bold navy double doors, creating a grand sense of arrival. Inside, a warm, welcoming foyer introduces an elegant layout, with a private office to one side and a formal dining room on the other—both adorned in rich wood flooring. The soaring ceilings of the great room bring in an abundance of natural light and airiness, while modern pendant lighting adds a contemporary flair. At the heart of the home lies a gourmet kitchen, beautifully appointed with crisp white Shaker cabinetry, Dovetail quartz countertops, and a sleek subway tile backsplash. The kitchen opens seamlessly to the sunny breakfast nook, with views of the lush, wooded preserve just beyond. The inviting family room centers around a cozy wood-burning fireplace, framed by built-ins and a custom art niche—perfect for showcasing treasured pieces. Step through French doors onto the lanai, where a wood-planked ceiling, ceiling fan, and wet bar create an effortless space for entertaining or quiet evenings under the stars. The primary suite, offers a tranquil escape with wood floors, crown molding, and soft blue hues that evoke a spa-like ambiance. The ensuite bath is equally luxurious, featuring an oversized vanity with framed mirror, a garden soaking tub, and a walk-in shower accented by coastal-inspired blue tile. Upstairs, a spacious open loft provides flexible living space ideal for a media room, home gym, or guest lounge. Two additional bedrooms complete the second floor, each generously sized and bathed in natural light. Step outside to your private backyard oasis, where a deck and firepit area offer peaceful moments overlooking the scenic landscape. A pathway leads to Howell Creek, where you can launch your own watercraft and enjoy a picturesque 15-minute cruise to 400-acre Lake Howell—a rare amenity in such a well-connected location. Additional highlights include: • New Roof (2021) • New Water Heater (2025) • Whole-Home Repipe (2017) • New A/C (2025) Ideally situated near premier dining, shopping, medical centers, and recreation—just minutes from Oviedo on the Park, Park Avenue, and Waterford Lakes Town Center. Top employers like Siemens, Lockheed Martin, and UCF are all within easy reach, along with quick access to the 417, making weekend getaways to the beaches or theme parks effortless. Zoned for top-rated Seminole County schools: Red Bug Elementary, Tuskawilla Middle, and Lake Howell High.

3102 Heartleaf Place, Winter Park

$265,000

2 Beds ⋅ 3 Baths ⋅ Lazy Oaks Condo SubDv. ⋅ 32792 Zip Code

Absolutely charming 2-bedroom, 2.5-bathroom townhome style condo in the heart of Winter Park with a brand new roof! As you enter the front door, you are greeted with the expansive, open design of the first floor that extends all the way through the bonus office room and into the grassy courtyard! The kitchen has been updated with new counter tops, a double sink, and wonderful, little coffee bar shelf. The dining room/living room combo comes with an updated light fixture and fully-operational wood-burning fireplace! The rear porch has been completely enclosed and sports plantation shutters, a ceiling fan, and beautiful wood laminate flooring. There is also a charming pull-out retractable desk in the closet under the stairs! The half guest bath on the first floor also holds an updated pedestal sink. Upstairs you will find a spacious primary bedroom that is filled with natural light from the large windows. It holds multiple closets, very high ceilings, and beautiful wood laminate flooring. The primary bath has been completely updated with high end tile flooring, a very modern glass and tile tub and shower, and an extended granite vanity with ample storage drawers. Bedroom 2 also has laminate flooring, a very large closet, and its own updated bathroom! In the garage you'll find much more storage area, the washer and dryer, and a BRAND NEW water heater! All of this rests in the very quiet and peaceful Lazy Oaks Community of Winter Park and the A-rated Lake Howell High School. Come view this wonderful property and make it yours today!

5164 Lazy Oaks Drive, Winter Park

$455,000

3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code

Experience refined living in the sought-after gated community of Hawks Crest. This elegant 3-bedroom, 2.5-bathroom home offers 1,964 sq ft of thoughtfully designed living space with a 2-car garage featuring a sleek epoxy finish. As you enter, natural light floods the spacious living room, highlighting the modern finishes and open layout. The gourmet kitchen is a chef’s dream—equipped with top-of-the-line stainless steel appliances, stone countertops, custom backsplash, and a generously sized center island perfect for casual dining or entertaining. A separate dining area and stylish half bath complete the main floor. Step outside to your covered patio overlooking a beautifully maintained yard, ideal for relaxing or weekend barbecues. Upstairs, you’ll find two large guest bedrooms, a full bath, a convenient laundry room, and a linen closet. The luxurious primary suite features tray ceilings, a spacious walk-in closet, and a well-appointed en suite bathroom for your comfort and privacy. Residents of Hawks Crest enjoy resort-style amenities, including a community pool, clubhouse with outdoor grills, and a playground—all in a prime location. This home is move-in ready and optional furniture is available upon request. Don’t miss the opportunity to own in one of the area’s most desirable communities. Schedule your private showing today!

2405 Firstlight Way, Winter Park

$405,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code

Fully Renovated Gem in Winter Park! Welcome to your dream home in one of Central Florida’s most sought-after neighborhoods—Winter Park. This beautifully renovated 3-bedroom, 2-bathroom residence blends timeless charm with modern updates, offering the perfect move-in-ready sanctuary for today’s lifestyle. Step inside and fall in love with the light-filled open layout, anchored by a stunning fireplace that adds warmth and character to the living space. Every inch of this home has been thoughtfully redesigned—from the brand-new luxury flooring to the freshly painted interior and exterior. The heart of the home is the all-new chef’s kitchen, featuring sleek quartz countertops, modern cabinetry, and upgraded fixtures that combine functionality with style. Both bathrooms have been completely remodeled with contemporary finishes, offering spa-like comfort every day. Additional upgrades include: New Roof, Fully Fenced-In Yard for privacy and pets, New Flooring Throughout, Modern Lighting and Hardware, and Gorgeous Curb Appeal That Pops with new landscaping! Set on a quiet residential street with top-rated schools nearby, this home offers unbeatable access to the best of Winter Park living. Enjoy quick commutes with easy access to major highways, and spend weekends exploring nearby boutique shopping, fine dining, parks, and premier malls just minutes away. Whether you're looking for a forever home or a smart investment, this turn-key property checks all the boxes. Location. Luxury. Lifestyle.?? Winter Park, FL ??? 3 Beds | ?? 2 Baths | ?? Fireplace | ?? Fully Renovated. This is the home you've been waiting for. Don’t miss your chance to own a slice of Winter Park paradise. Contact us today to be the first to tour!

3425 Ferndell Drive, Winter Park

$625,000

4 Beds ⋅ 3 Baths ⋅ Bear Gully Bay SubDv. ⋅ 32792 Zip Code

EXPECT TO BE IMPRESSED! Tucked away in a quaint and quiet Winter Park neighborhood, this beautifully maintained two-story 4-bedroom, 2.5-bath pool home sits on a lushly landscaped conservation lot with a charming paver walkway and inviting curb appeal. From the moment you step inside, you’ll appreciate the thoughtful updates and timeless character that make this home truly special.The newly renovated kitchen is a showstopper—featuring granite countertops, modern cabinetry, stylish backsplash, and recessed lighting—perfectly positioned to overlook the serene screened-in patio and saltwater pool, complete with a solar heating system for year-round enjoyment. The formal living and dining rooms offer volume ceilings, while the stunning two-story family room is anchored by a cozy wood-burning fireplace and custom built-ins, creating an ideal space for both entertaining and everyday living. The first-floor primary suite offers a peaceful retreat with an updated en-suite bathroom featuring granite counters, a clawfoot soaking tub, separate shower, and a spacious walk-in closet with California closet systems. Upstairs, you’ll find three generously sized bedrooms, an updated full bath, and a loft area—ideal for a home office, playroom, or second living space. Additional highlights include newer asphalt shingle roof (2020), a new HVAC system installed in 2023, and a vinyl privacy fence (2015) enclosing the St. Augustine-grassed backyard. The garage is fully functional with two remotes, and the home features a 13 x 5 inside laundry room, security system, and attic space above the garage. Flooring includes ceramic tile in most downstairs spaces, wood laminate in the living room, hardwood in the upstairs office, and carpet in two upper bedrooms (potentially over hardwood). The saltwater pool is owner-maintained, the setting—backing to conservation—makes it a private oasis. The home is connected to municipal sewer, has a termite protection plan, and is free of known structural or inspection concerns. The HOA fee is only $450 per year, covering common area maintenance, street lighting, and a festive neighborhood holiday celebration. Between the exceptional layout, upgrades, peaceful setting, and unbeatable location, 3759 Kinsley Place offers the perfect blend of style, space, and tranquility. Zoned for “A” rated schools and minutes from Trinity Prep, 417, UCF, shopping, and restaurants. WELCOME HOME!

3759 Kinsley Place, Winter Park

$331,985

2 Beds ⋅ 2 Baths ⋅ Winter Park Pines Patio Homes SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. BACK ON THE MARKET AFTER EXTENSIVE RENOVATIONS!!! BRAND NEW KITCHEN, BATHS, BRAND NEW GORGEOUS LUXURY VINYL PLANK FLOORING THROUGHOUT! BRAND NEW ROOF AS WELL! Some Photos are Virtually Staged for decorating options. Welcome to this beautiful 2-Bedroom, 2-Bathroom patio home located in desirable Winter Park. This duplex offers a range of amenities that will surely enhance your living experience. This beauty has BRAND NEW Luxury Vinyl flooring that looks like hardwood that is seamless throughout the ENTIRE home. The Kitchen is all BRAND NEW with Shaker Cabinets, tile backsplash and Quartz Counters, as well as one year old stainless steel appliances. There is an eat-in area space with wonderful natural light from the window looking to the backyard, perfect for enjoying your morning coffee. There is also a pantry as well as a separate closet with washer/dryer hookups. With a split floor plan, you'll have added privacy, and the vaulted ceilings add an airy and spacious ambiance. There is a huge Great Room to ensure no wasted space. Sliding Glass doors open to an open patio and fenced backyard, providing a private space for outdoor activities or simply relaxing in the fresh air. With the sliding glass door open, this is true indoor/outdoor FL living! The Primary Bedroom has a large walk-in closet, and the ensuite Bathroom is completely BRAND NEW with a double Vanity, and a separate area with a Walk in Shower and toilet that can be closed off. On the other side of the home is Bedroom 2 and the BRAND NEW Full Hall Bathroom with a tub/shower combination, and is accessed from the common hallway. The interior is painted a beautiful neutral decorator paint color throughout, creating a blank canvas for you to personalize and make it your own. Some other features are ceiling fans in Great Room and the Primary Bedroom, updated fixtures, brand new baseboards, and all handles and door knobs are updated as well. The one-car garage offers convenience and additional storage space. ROOF is BRAND NEW MAY 2025. Situated in the Winter Park School District, this home is perfect for those seeking quality education. Additionally, you'll enjoy the convenience of being close to shopping and dining options, making errands and nights out a breeze. Conveniently situated just minutes from Advent Health Winter Park, Rollins College, Full Sail University, and UCF. This location is also right around the corner from multiple parks, Cady Way Pool and the Winter Park Pines Golf Course. Don't miss the opportunity to make this recently renovated duplex yours and experience the comfort and convenience this gorgeous Winter Park gem has! This newly renovated, move in ready home will not last long!

638 Warrenton Road, Winter Park

$585,000

4 Beds ⋅ 3 Baths ⋅ Lost Creek SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Huge price reduction! This stunning 4-bedroom, 3-bathroom residence is situated on a desirable corner lot, offering ample space and privacy. This home was recently updated with a brand new HVAC system installed (May 2025), and a roof that’s only 4 years old (2021), complete plumbing repipe done in (2020). This home boasts both efficiency and peace of mind. Step inside to discover a modern open floor plan that promotes seamless living and entertaining. Enjoy the elegant ambiance created by high vaulted ceilings and tasteful finishes throughout. The (3) beautifully remodeled bathrooms, completed in 2024, provide a spa-like retreat, while the kitchen shines with granite countertops and stainless steel appliances, perfect for culinary enthusiasts. For added safety and convenience, the home is equipped with hurricane storm shutters and comes with a generator. Don’t miss this fantastic opportunity to own a beautifully updated home in a charming neighborhood, close to local amenities, world class restaurants and fine boutique shopping on Park Ave and one of the best school districts in Florida! Schedule your showing today!

3115 Heartleaf Place, Winter Park

$430,000

4 Beds ⋅ 2 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code

Winter Park delight. Discover the potential of this wonderful, spacious Seminole County residence nestled in a well-established neighborhood. Amazing split floor plan with tons of potential. Picture creating your ideal kitchen, updating the bathrooms to your taste and opening up the living spaces to create a more contemporary flow. Gorgeous backyard oasis pool with pavers and waterfall. Fresh exterior paint and tons of new flooring. This house is sparkling clean and is move-in ready for a growing family. Enjoy ample room for entertaining and everyday living. Sliding doors across the Florida room bring in the sunsets over the pool. Well-maintained pavers in front and back, new water heater and garage door. Updated, mature landscaping. Easy access to the 417 and Semoran Boulevard. Don’t miss out on this great value.

1006 Bradford Drive, Winter Park

$185,000

2 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

Welcome to easy living in the heart of Winter Park! This beautiful 1st-floor condo is move-in ready and packed with value—featuring a new electrical panel, in-unit washer and dryer, fresh interior paint, and popcorn ceilings removed for a modern, clean feel. Enjoy the convenience of a covered carport and peace of mind knowing this property is Fannie Mae eligible so you won't have any issue getting a loan on this condo! Tucked in a prime location near top-rated schools, Cady Way Trail, Showalter Field, Full Sail University, and Rollins College, this community is rich in amenities—offering three swimming pools, a tennis court, and a clubhouse for gatherings or relaxation. Walk to Publix, catch a film at the nearby movie theater, or explore the restaurants and shops just blocks away. Even Winter Park Hospital is minutes from your door. Water, sewer, and garbage services are all included in the condo fee, making this a great option for low-maintenance living. Whether you're a first-time buyer, downsizing, or seeking a smart investment, this is Winter Park living made simple. This unit is perfect for students attending Rollins or Full-sail. <iframe src="https://www.zillow.com/view-imx/6390f8f4-b27e-4ea5-a2cd-2698a3e3365a?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard" width="100%" height="790px" frameBorder="0" style="border: 0;"></iframe><br>Brought to you by <a href="" target="_blank">The A List</a>

200 St Andrews Boulevard Unit 802, Winter Park

$505,000

3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 1st Add SubDv. ⋅ 32792 Zip Code

Come create your dream home on this 70 X 125 lot or add your personal touch to this charming gem, located in the desirable Brookshire Heights neighborhood of Winter Park. The kitchen is equipped with sleek granite countertops and wood cabinetry, making it perfect for both style and functionality. The home was replumbed in 2001, and roof 2005. It also features an inside utility area and plenty of storage space throughout. Enjoy the outdoors with a spacious yard, complete with well water irrigation. Just a short walk to top-rated Winter Park schools and with easy access to the Cady Way Trail, this home is a must-see!

2565 Brookshire Avenue, Winter Park

$490,000

4 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Welcome to this stunning mid-century modern beauty where timeless design meets thoughtful, contemporary updates. Nestled in the highly sought-after neighborhood of Winter Park Pines, this 4-bedroom, 2-bathroom home offers over 1,500 sq ft of stylish, functional living space—and yes, your mail is still delivered to the front door! Step through a tastefully renovated entryway into an open, airy floor plan featuring a combined living and cozy sitting area with a wood-burning fireplace. The updated kitchen is a true showstopper, equipped with white and gray wood-grain shaker-style cabinets, quartz countertops, stainless steel appliances, a water filtration system, pantry space, and a breakfast bar with seating for three. A separate dining area offers plenty of space to entertain family and friends. Retreat to the spacious primary suite, large enough for a king-sized bed, with two closets and a renovated en-suite bathroom featuring marble flooring and accents, glass sliding shower doors, a sleek, contemporary vanity, and a smart recessed light with Bluetooth speaker. Three additional and well appointed bedrooms offer refurbished terrazzo flooring, ceiling fans and new closet doors. The spa-like hall bathroom boasts marble flooring and accents, subway-tiled tub/shower and wall, and an updated contemporary single vanity with added cabinetry. Enter the backyard oasis through a large set of glass sliding doors that open to a spacious 22' x 11' screened lanai, featuring charming Mexican tile flooring(complete with a refrigerator!)—perfect for relaxing or entertaining year-round. Beyond the lanai, enjoy a cobblestone-paved patio and a fully fenced backyard, offering both privacy and room to play or garden. With light gray LVP flooring throughout, ceiling fans, fresh interior and exterior paint, new front door, gutters, and spray insulation in the attic, no detail has gone unnoticed in this superbly updated home. Just minutes from Cady Way Pool, tennis and pickleball courts, playgrounds, Ward Park, and top-rated schools and colleges (Full Sail, Valencia, Rollins, UCF), this home offers unmatched access to both leisure and lifestyle. With nearby grocery stores, dining, shopping, and the Center for Health and Wellbeing, Crosby Fitness, Winter Park Advent Health, everything you need is right at your doorstep. Don’t miss this rare opportunity to own a home that offers the perfect blend of indoor elegance and outdoor living. Schedule your private showing today—this gem won’t last long! Roof - 2016 HVAC - 2016 Electrical - 2015(updated panel)

2844 Scarlet Road, Winter Park

$415,000

3 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 3rd Add SubDv. ⋅ 32792 Zip Code

**WATCH THE VIDEO TOUR!!** You’ll love the HUGE BACKYARD (0.3 ACRE LOT) & 4TH BONUS ROOM! Nestled in one of Winter Park's established neighborhoods with NO HOA! The backyard features mature landscaping and peaceful sunset views every night! Enjoy 3 bedrooms plus a 4th ROOM HOME OFFICE with a french door, offering flexibility as a dedicated workspace or turn into a bedroom! Major updates include NEW ROOF AND SOFFITS (2023), Newer HVAC SYSTEM (2021), UPDATED PLUMBING & ELECTRICAL, and UPDATED FLOORING. Featuring a SPLIT FLOOR PLAN with lots of NATURAL LIGHT throughout. The cozy front dining/living room welcomes you in with large windows. The primary bedroom has two closets and an ensuite bathroom that’s been updated over the years. The kitchen is spacious with ample counter space, with an open flow to the rear family room, giving great sightlines and connectivity. A NEW MAYTAG DISHWASHER with a bonus 3rd rack was installed in 2024. The family room leads to a COVERED AND SCREENED-IN BACK PATIO. The two bedrooms on the other side of the house features NEW LUXURY VINYL PLANK FLOORING (2024), and the HALLWAY BATHROOM has been updated with a NEW TILE SHOWER and REFINISHED TUB (2025), light fixture, and mirror. A door separates this wing for added privacy! As for the community, enjoy the convenience of sidewalks throughout the neighborhood. Amazing access to nearby grocery stores, local coffee & donut shops, convenience stores, and pharmacies. Just minutes from Costco Wholesale and nearby schools like Geneva, Trinity Prep, Master's Academy, the University of Central Florida. Easy access to Highway 417 and surrounded by top PARKS, PLAYGROUNDS and recreation such as Red Bug Lake Park, Kraft Azalea Garden, Baldwin Park, and Winter Park Village for shopping and dining. Don’t miss this warm Winter Park gem! **Make sure to WATCH THE VIDEO TOUR to see more of the home!**

7040 Betty St, Winter Park

$240,000

2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code

Seminole County and Winter Park! Centrally located on the border of Orange County, this well-established community of Cedarwood Village is conveniently located to beautiful Park Ave and all of the greater Orlando suburbs, locations and attractions. This well maintained single story cinderblock stucco has amble skylight natural light, open kitchen to family room, soaring vaulted ceilings and uniform beautiful wide panel water resistant vinyl flooring running throughout the entire residence. No carpet anywhere!! Nice dining area space to fit a large table, but also room in the kitchen for a small breakfast table by the window for morning coffee. The Primary bedroom suite has dual his and her closets and direct access to the screened private patio. The second bedroom has access to the front open and private patio. Other recent improvements are 5.25" high baseboards, range, water heater, door hardware and lighting. Roof was replaced in 2020. Additional locked storage in large closet on the patio. Community roads were recently repaved. This pet-friendly community is well maintained and offers a community pool, clubhouse and tennis courts. Winter Park Condo living at it's best with shopping, restaurants, UCF, Rollins College and Full Sail all minutes away.

2480 Tahoe Circle Unit 2480, Winter Park

$485,000

4 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 04 SubDv. ⋅ 32792 Zip Code

Welcome to 1921 Japonica Rd – Your Winter Park Retreat Awaits Tucked away on a quiet street just minutes from the heart of Winter Park, this beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of comfort, character, and potential. From the moment you arrive, you'll notice how lovingly this home has been cared for, offering peace of mind with newer roof (2021) and a complete HVAC system and ductwork replacement in 2023. Step inside to a thoughtfully designed split floor plan, ideal for privacy and flexibility. The main living areas boast updated flooring, while plush carpet adds comfort to the bedrooms. The kitchen is full of charm, and includes the stove, microwave, and refrigerator, making it immediately enjoyable with plenty of room for personal touches down the road. The home flows seamlessly into a spacious backyard oasis that is fully fenced, beautifully landscaped, and ready for your summer cookouts or weekend gatherings. Dreaming of a pool? The yard was thoughtfully prepared with future plans in mind, perfectly sized and situated for a custom pool addition. Additional features include a leaf filter gutter protection, mature trees, and a garden space just waiting to bloom. Perhaps what truly sets this home apart is its incredible location. Nestled in the sought-after Winter Woods neighborhood in the Seminole County side of Winter Park, you’re just 3.5 miles from the boutiques and bistros of iconic Park Avenue, close to Rollins College, and moments from Winter Park Village, where shopping, dining, and entertainment abound. Whether you're settling into your forever home or making a savvy move into one of Central Florida’s most desirable areas, 1921 Japonica Rd offers the charm, space, and location you've been searching for. Schedule your private showing today and experience the warmth, opportunity, and unbeatable lifestyle this home has to offer. All information provided in this listing, including but not limited to square footage, room dimensions, and property features, is deemed reliable but is not guaranteed. Buyers are advised to conduct their own investigations and due diligence to satisfy themselves regarding the accuracy of all information provided.

1921 Japonica Road, Winter Park

$279,000

2 Beds ⋅ 2 Baths ⋅ Villas Of Casselberry Phase 2 SubDv. ⋅ 32792 Zip Code

Move-In Ready and AFFORDABLE one-story townhouse with FENCED YARD, 1-Car Garage and LOW HOA!!!!Situated on a corner lot with a screened patio and no rear neighbors, it offers just the right mix of privacy and convenience. Inside, you’ll find ceramic tile and luxury vinyl flooring throughout...so no carpet in sight! A spacious kitchen, living and dining spaces, large bedrooms and 2 tastefully UPDATED Full Bathrooms... all topped off with a BRAND NEW ROOF! The layout is functional, the maintenance is easy, and it's move-in ready. All appliances stay- even the Washer & Dryer! Excellent investment for rental, perfect starter home and ideal for anyone looking for a turn-key, low maintenance property located in an established Seminole County neighborhood of Winter Park with community pool and low HOA!! Don't sleep on this one... it's a great deal!

3153 Greenwood St Unit Winter Spr, Winter Park

$195,000

2 Beds ⋅ 2 Baths ⋅ Coronation Add SubDv. ⋅ 32792 Zip Code

Incredible Investment Opportunity in a Desirable Location! This 2-bedroom, 1.5-bath home is full of potential and ready for a transformation. It's a fantastic opportunity for investors, flippers, or anyone seeking a high-potential investment. With just a little TLC, this property can be turned into a beautiful primary residence or a strong income-producing rental. Whether you're looking to renovate and resell or hold as a long-term asset, this home offers exceptional value in a growing market. Schedule your private showing today—opportunities like this don’t last long!

3220 Netherwood Drive, Winter Park

$198,000

2 Beds ⋅ 3 Baths ⋅ Hidden Oaks Condo Ph 7 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully updated 2-bedroom, 2.5-bath condo in the heart of Winter Park! Featuring ceramic tile and laminate wood flooring throughout, this home offers a modern feel with upgraded kitchen finishes, refreshed lighting, ceiling fans, and recently updated sinks, toilets, and flooring. The spacious layout provides comfort and convenience, with both bedrooms offering en-suite bathrooms and an additional half bath for guests. Ideally located near highly rated schools, shopping, dining, and major roadways. This is a must-see opportunity in one of Central Florida’s most sought-after areas! Call and book a showing today!

3247 Forest Oaks Court Unit 116, Winter Park

$320,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code

Fantastic Investment or Renovation Opportunity in Winter Park! Located in the desirable Eastbrook community, this 3-bedroom, 2-bathroom POOL home with ONLY ONE OWNER sits on an oversized .30 ACRE CORNER LOT on a quiet CUL-DE-SAC with no HOA. Offering 1715 square feet of living space, a 1-car garage, and a spacious fenced backyard, this property is a true blank canvas ready for your vision. Whether you're an investor, builder, or homeowner looking to customize your dream space, the possibilities here are endless. Restore and rejuvenate this property to suit your style while enjoying the benefits of being zoned for top-rated Seminole County schools. Some items to note are ROOF 2016, A/C 2006, WATER HEATER 2021. Ideally situated near the heart of Winter Park, you’re just minutes from boutique shopping and dining along Park Avenue, Rollins College, local museums, and Winter Park Hospital. Don’t miss the chance to unlock this home’s full potential and create something special in one of Central Florida’s most sought-after areas. Schedule your private showing today!

2020 Cocos Court, Winter Park

$719,000

5 Beds ⋅ 4 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

NEW PRICE! Seller Motivated – All Offers Welcome Discover your dream home in the prestigious gated community of Enclave at Aloma in Winter Park. This beautifully maintained 5-bedroom, 3.5-bath residence offers the perfect blend of elegance, comfort, and privacy—set on a tranquil lot with no rear neighbors. The moment you enter, you’ll be captivated by the rich engineered hardwood floors flowing throughout the first floor. The home features both a formal living and dining room, ideal for gatherings and special occasions. The gourmet kitchen is a true centerpiece, showcasing granite countertops, stainless steel appliances, and abundant cabinetry to inspire any home chef. A first-floor bedroom and half bath provide convenience and flexibility for guests or multi-generational living. Upstairs, enjoy a spacious game room designed for movie nights, play, or entertaining. The expansive primary suite offers a private retreat with a spa-like en-suite bathroom and double walk-in closets. Three additional bedrooms and two full bathrooms upstairs ensure plenty of space for everyone. Additional Highlights: Recently serviced A/C unit (2025). Seller providing 1 Year Whole Home Warranty for piece of mind. No rear neighbors. Water view. Impeccably maintained inside and out. Located minutes from Trinity Prep, top-rated Winter Park schools, shopping, and dining. Enjoy the exclusivity of a gated community while staying close to everything Winter Park has to offer. This home is more than a place to live—it’s a lifestyle. Schedule your private tour today before this exceptional property is gone.

7895 Pleasant Pine Circle, Winter Park

$170,000

2 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

Welcome to “Four Seasons” condominiums in Winter Park. This 2nd floor 2-bedroom 2 bath unit has a great view of the pool, tennis and shuffle court and is right outside your front door. The floor plan offers a nice-sized living dining area plus a spacious primary bedroom. Updates to the condo are… roof replaced in 2023, Re-piped 2025, new water heater 2025, AC 2017. Granite counter tops in the kitchen and hall bathroom. Updated primary bathroom shower. Four Seasons offers 3 pools, a tennis court, club house, fitness center and shuffleboard. Stacked washer/dryer in closet in back of unit in closet on back covered entryway. This Winter Park complex is very well maintained and nicely landscaped plus centrally located just minutes away from Sprouts, Publix, Starbucks, Winter Park hospital and several restaurants. Just minutes away from Park Ave for great dining and shopping options. Great Winter Park Schools, Brookshire Elementary, Glenridge Jr. High and Winter Park High School.

200 Saint Andrews Boulevard Unit 2607, Winter Park

$656,402

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

ACCEPTING BEST AND FINAL OFFERS BY 9AM ON MONDAY, 6/30! Welcome to this beautifully upgraded 3-bedroom, 2-bathroom pool home offering 1,779 square feet of thoughtfully and expertly designed living space, where no detail has been overlooked! Nestled in the highly desirable neighborhood of Winter Park Pines - where the mailman still delivers to your front door - this move-in-ready gem combines comfort, style, and convenience. Step inside to an airy open living and dining area highlighted by custom, designer features everywhere you turn. The living area flows seamlessly into a fully remodeled kitchen featuring striking gray and aqua blue cabinetry, a coordinating tile backsplash, quartz countertops, stainless steel appliances, and an oversized island with seating for four—perfect for entertaining. The spacious primary suite offers dual closets, ceiling fans, and direct access to the pool. The en-suite bathroom has been beautifully remodeled with a custom-tiled shower and sleek sliding glass enclosure. The hall bath also features a modern upgrade with a custom tile wall and designer finishes. Storage and efficiency has also been carefully considered as you step into a laundry/mud room with floor to ceiling cabinetry. Relax or entertain outdoors with your own private in-ground pool, surrounded by lush new landscaping and exterior lighting, and a fully fenced backyard. A covered lanai with a beautiful tiled floor will make you want to sink into a comfy chair for a cup of coffee or a glass of wine. Enjoy nearby access to the Cady Way Trail, Winter Park Pines Golf Course, Cady Way Pool, playground, tennis and pickleball courts, and top-tier medical facilities including AdventHealth Winter Park and the Crosby Wellness Center. Additionally, you are just minutes from UCF, Rollins College, Full Sail University, and A-rated Winter Park schools - Brookshire Elementary, Glenridge Middle School and Winter Park High School. This home is a wondrous and rare find in one of Winter Park’s most sought-after areas—schedule your private showing today! Metal Roof - 2017, HVAC - 2022, Plumbing - 2017, Electrical - 2018(new panel).

402 Saint Dunstan Way, Winter Park

$893,000

4 Beds ⋅ 5 Baths ⋅ Bear Gully Pointe SubDv. ⋅ 32792 Zip Code

Discover the exceptional Winter Park neighborhood of Bear Gully Pointe, a gated community rich with amenities and anchored by a 137-acre spring-fed lake. This meticulously crafted home sits in a private cul-de-sac and stretches over almost ½ acre with mature landscaping and includes a secluded, fenced back yard. Function is paramount with a three-way split floorplan with four bedrooms and 4.5 baths and over 3,400 square feet of mostly first-floor living. The upstairs enjoys a flexible bonus room and bath that can suit any buyer’s needs. Rich hardwood flooring throughout the main living areas and primary bedroom add warmth and beauty to this home. An open kitchen with 42-inch custom wood detailed cabinets, bar seating and center island adorned with granite countertops and natural gas cooking that would fulfill any chef's dream. The kitchen opens to the family room which has a built-in entertainment center and gas fireplace. The family and living rooms feature seamless glass doors to pool. The pool is shaded by an expansive screened enclosure and covered porch is generous to entertain guests or just relax and take in Florida sunshine. Lots of surrounding green space to roam or expand the home. Other features of the home include a three-car side entry garage with additional parking area, newer roof and skylights 2022, air-conditioning unit and blower by Frank Gay 2023, replumbed, freshly painted inside and out, updated floors in bedrooms and some appliances updated. An established community includes sidewalks, tennis courts, playground and lake to make outdoor activities a breeze. Easy access to SR 417, Winter Park, UCF, downtown Orlando, Orlando International and Sanford airports, Rollins and Trinity Prep. An incredible opportunity in Winter Park.

2890 Wild Ginger Court, Winter Park

$165,000

1 Beds ⋅ 1 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

Welcome to this spacious and beautifully updated first-floor condo with 1 bedroom, 1 bathroom in the heart of Winter Park, the highly sought after Four Seasons community. This unit offers the convenience of walk-up access and a covered carport just steps from your private screened patio and laundry inside the unit. The kitchen was remodeled in 2021 and features white shaker-style cabinetry, a tasteful mint green and white subway tile backsplash, stunning quartz countertops with a waterfall edge over the breakfast bar, newer white appliances, and closet pantry. There is also space for a dinette set off of the kitchen as well. The recently installed beautiful wood plank tile flooring in the kitchen and bathroom provide an elevated feel to this unit. The primary bedroom is spacious enough for a king size bedroom set, and includes a large walk-in closet with in-unit laundry and two large courtyard-facing windows. The bathroom was also remodeled in 2021 with a new vanity, light fixture, mirror and commode. The living space offers plenty of room to gather with family and friends. Enjoy indoor-outdoor living with a sliding glass door from the living room to the screened patio, where you can enjoy your morning coffee or a space to unwind with a good book and glass of wine in the evening. There is also an additional exterior storage closet on the patio and direct carport access to your covered parking spot #10. Community amenities include 3 swimming pools, clubhouse with fitness center, tennis and shuffleboard courts, and easy access to Showalter Field and the Cady Way Trail(Pool and Park). Just minutes from Ward Park, Winter Park Pines Golf Club, YMCA, Winter Park Advent Health, and Center for Health and Wellbeing. Easy access to grocery stores on Aloma such as Publix, Sprouts and Aldi, and plenty of dining/restaurant options. Less than 10 minutes to Park Ave in Downtown Winter Park for fine dining and shopping options. Centrally located with easy access to 436 and east access to the 417 and 408. Less than 30 minutes from the Orlando International Airport. Zoned for A-rated schools - Brookshire Elementary, Glenridge Middle School and Winter Park High School. Don't miss this opportunity, schedule an appointment today! --

200 Saint Andrews Boulevard Unit 601, Winter Park

$875,000

3 Beds ⋅ 2 Baths ⋅ Georgeann Homes SubDv. ⋅ 32792 Zip Code

MAJOR PRICE IMPROVEMENT! Live the Winter Park LAKEFRONT dream with this stunning 3-bedroom, 2-bath home on skiable LAKE WAUNATTA, offering breathtaking water views and endless amenities and NO HOA! The entire second floor is dedicated to the luxurious primary suite, complete with a spacious office, oversized closets, enjoy your morning coffee or evening glass of wine on your private balcony overlooking the lake and pool, a soaking tub, and a newly remodeled shower in the primary bathroom. Downstairs features an Open Floorplan with living, family, and den areas—perfect for entertaining. Step outside to your 2021 paver pool deck, above-ground SPA under a covered gazebo, and a 30’ x 10’ covered Mahogany patio with elegant Teak ceilings and hard wired outdoor stereo system with gorgeous outdoor lighting. Enjoy the water with a custom Mahogany dock, and store your RV or boat with ease thanks to generous side parking.2019 ROOF. This home truly blends comfort, style, and waterfront living. The lake fed irrigation system helps to lower your water bill. HVAC is well-maintained with service every 6 months. This home is zoned for all the top Winter Park schools! A little piece of paradise that is conveniently located to shopping, restaurants and SR 417! Sellers are Motivated!

7801 Georgeann St, Winter Park

$160,000

1 Beds ⋅ 1 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code

Renovated and the only first floor one-bedroom, one-bath beautiful condominium available and in a great interior location in the complex! Conveniently near various amenities, including a short walk across the street to Publix, TJ Maxx, shops and restaurants. Welcome home to this delightful open floor plan that optimizes the space, featuring a newer kitchen with a pass-through flowing into the spacious open living and dining area, overlooking the covered patio with a large storage closet and green space. Newer luxury vinyl flooring, a breeze to clean, adds to the appeal, no carpet and a stack washer and dryer, a rarity in this community! This is a well-established community that has recently undergone renovations. Amenities abound, including a pool, a clubhouse with a gym and tennis courts, all in a fantastic location in Winter Park, Seminole County. HOA fees include water, sewer, trash, pest control, basic internet and Wi-Fi. Roof new in 2018. You will love the ease of living near everything you need. Text or call to schedule a showing, easy to see!

141 Lewfield Circle Unit 141, Winter Park

$260,000

3 Beds ⋅ 2 Baths ⋅ Villas Of Casselberry Ph 1 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bath villa nestled in the highly sought-after community of Winter Park! This spacious home boasts an open floor plan, a convenient inside laundry room, and easy-to-maintain flooring—no carpet anywhere, and Solar panels! Step outside to a generously sized screened-in patio, perfect for relaxing or entertaining. Enjoy warm Florida days at the sparkling community pool just steps away. With a low HOA and a prime location close to top-rated shopping, dining, and entertainment, this home offers both comfort and convenience. Don’t miss your chance to own a piece of Winter Park!

3015 Casselwood Street, Winter Park

$140,000

1 Beds ⋅ 1 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Here is an amazing 1-bedroom, 1-bath condo in Winter Park's beautiful Four Seasons. It's on the 2nd floor, so you won't have to worry about noisy neighbors above you! The garden views are lovely, and it has a huge walk-in closet along with really spacious rooms. Plus, there's a nice screened balcony that's perfect for those cool summer nights. This place is move-in ready and super close to everything Winter Park has to offer—parks, schools, colleges, and museums are all just a quick commute away. If you love cooking, you'll enjoy the clean and efficient kitchen too! Four Seasons has some great amenities like tennis courts, shuffleboard, a laundry facility, a clubhouse, a brand-new fitness room, and three refreshing pools (including a kiddie pool for the little ones!). Rollins College, Full Sail University, and UCF are all just a short Vespa ride away. And if you're into the arts, you're in luck! The Morse Museum with its stunning Tiffany Glass display is nearby. Plus, you'll find exquisite boutique shops and fine dining on Park Ave.

200 St Andrews Boulevard Unit 911, Winter Park

$450,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 15 SubDv. ⋅ 32792 Zip Code

This POOL home is amazing in every way and is truly a must see! Original Owner with pride of ownership. Nestled in the highly coveted community of Eastbrook in Winter Park. A perfect location just minutes to everything. This residence boasts an array of desirable features. Three bedrooms and two full baths with oversized primary bedroom. As you enter through the new, striking front door and stunning foyer with coat closet, you are mesmerized by the beauty and flow of home. Separate formal dining room and expansive formal living area creating a stylish, classic feel. Split Floorplan, each with full bathroom, offering privacy and convenience. Stunning, oversized primary bedroom overlooking the sparkling pool. Substantial walk-in closet offering more than ample storage. Large kitchen-family combo. Kitchen centered between airy family room and spacious formal dining room. Striking stainless steel appliances. Pocket door in kitchen for chef's privacy. Gorgeous wood flooring throughout combining durability and elegance. Beautiful French Doors leading out to lanai and open swimming pool. Close to a quarter acre of land completely fenced for your fury family. Very large, screened in lanai with fabulous swimming pool. Oversized 2 car garage with an abundant of storage options both inside and out. Comes with washer and dryer. This is the ideal entertainment home. What more could you ask for…I-4 and 417 minutes away for Disney or a day at the Beach. Offering supermarket, restaurants, shopping and so much more. Close to Historical Downtown Winter Park and desired Park Avenue with weekly Farmer’s Market. Then you have the convenient SunRail taking you around Central Florida. Excellent A-Rated Seminole County Schools. Location, Location, Location. Welcome Home!!!

2151 Conifer Avenue, Winter Park

$530,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Wonderfully maintained and updated 3 bed/ 2 bath, pool home.

220 N Ranger Boulevard, Winter Park

$389,000

3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 02 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Incredible Value! Priced to sell below market value—this is your chance to secure a fully upgraded home at a price that won’t last long. Act fast before it's gone! Welcome to this beautifully updated 3-bedroom, 2-bathroom home located in the highly desirable Winter Park community with no HOA! This luxury home sits on a large, fully fenced lot and offers major system upgrades, including a 2018 roof and 2019 A/C unit, giving buyers peace of mind for years to come. Step inside to discover brand-new luxury vinyl plank flooring throughout and a completely remodeled kitchen featuring quartz countertops, soft-close custom cabinets with modern hardware, and high-end stainless steel appliances. The open layout is enhanced by stylish pendant lighting over the breakfast bar and flows seamlessly into the living and dining areas. Both bathrooms have been fully renovated with new vanities, upgraded tile, sleek fixtures, and touch-screen, color-changing mirrors. The primary en-suite offers a spa-like retreat with a rainfall shower head and a custom, heavy-duty sliding glass door. Enjoy the spacious backyard, enclosed fence for privacy and perfect for entertaining under the large, covered patio. Location highlights: Just minutes from Rollins College, Park Avenue, UCF, and Downtown Orlando! Convenient access to major roadways including SR-436, 426, 521, and 417, plus proximity to Full Sail University, golf courses, shopping, and top local dining. Don’t miss this move-in-ready gem with modern upgrades and an unbeatable location—schedule your showing today!

7331 Blue Jacket Place W, Winter Park

$600,000

3 Beds ⋅ 2 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code

Welcome to this delightful 3-bedroom, 2-bathroom single-family home located in the highly sought-after Brookshire Heights neighborhood of Winter Park. Step inside to discover an open-concept living area, perfect for entertaining or relaxing with family. The layout flows seamlessly from the living room to the dining area and kitchen, creating a bright and airy space filled with natural light. A screened-in side porch offers additional space for relaxing outdoors while enjoying the privacy of your yard. Nestled just minutes from downtown Winter Park and the historic Park Avenue District, you'll enjoy easy access to boutique shopping, fine dining, and cultural attractions. Outdoor enthusiasts will love the proximity to community playgrounds, scenic walking trails, and a neighborhood pool. Notable updates include luxury vinyl flooring (2022), new roof (2022), updated plumbing and electrical (2022), new ductwork with UV lights (2022), new kitchen appliances (2022) and a new water heater (2022). In 2023, the A/C system was replaced and enhanced with UV lights to reduce allergens. More recent improvements include overhead garage storage (2024), new exterior doors leading to the backyard and garage (2024), and brand-new ceiling fans in all bedrooms (2025).

2244 Brookshire Avenue, Winter Park

$65,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code

Discover affordable living in the heart of Winter Park at 167 Scottsdale Square, a spacious 1-bedroom, 1-bathroom condo just minutes from Full Sail University, UCF, and Downtown Orlando. This unit features an open floor plan, and access to community amenities. Whether you're a first-time buyer or investor, this location offers unbeatable convenience. Enjoy top-rated schools, nearby shopping, and easy access to major highways. Schedule your private tour today—this Winter Park gem won’t last long!

167 Scottsdale Square Unit 167, Winter Park

$415,000

3 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to 5210 Poinsetta Ave, your dream retreat in charming Winter Park, FL! This beautifully remodeled ranch-style home is a blend of modern elegance and comfort. As you enter, the foyer warmly invites you into a spacious living area, perfect for relaxing or entertaining friends. The sleek, modern kitchen is a chef's delight, featuring a state-of-the-art cooktop island, stainless steel appliances, and subtle geometric tile backsplash, all brilliantly illuminated by chic hanging lights. The home offers three inviting bedrooms and two elegantly designed bathrooms. The primary bathroom impresses with a luxurious walk-in shower, boasting elegant gray and white marble tiles and contemporary black fixtures. The second bathroom showcases a modern tub and black accents against stunning marble-patterned tiles. Step outside to your private oasis, where a lush green yard beckons for outdoor fun. Plenty of room to add that swimming pool. Additionally, peace of mind comes with a newly installed roof in 2022 and recent plumbing re-pipe. Centrally located to Orlando and Historic Downtown Winter Park and just minutes from top-rated schools, parks, shopping, and dining. Discover your perfect Florida haven today!

5210 Poinsetta Avenue, Winter Park

$368,000

4 Beds ⋅ 3 Baths ⋅ Eastbrook Sub SubDv. ⋅ 32792 Zip Code

Charming Winter Park Pool Home with Mother-In-Law Suite. Welcome to your own slice of paradise in the heart of Winter Park! This beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of comfort, functionality, and Florida living. The main home features 3 spacious bedrooms and 2 full bathrooms, with a bright and open layout that’s ideal for both everyday living and entertaining, Roof from 2019 and AC 2018, newer windows. Step outside to your private backyard oasis—complete with a sparkling pool, lush landscaping, and plenty of space for relaxing or hosting friends and family. What truly sets this property apart is the detached mother-in-law suite, featuring its own private entrance, 1 bedroom, 1 bathroom, and a fully equipped kitchenette, perfect for guests, extended family, or potential rental income. Located in one of Central Florida’s most desirable neighborhoods, you’ll enjoy top-rated schools, close proximity to Park Avenue, dining, shopping, and everything Winter Park has for you. Whether you’re looking for a multigenerational setup or a smart investment opportunity, this home has it all. Schedule your private showing today!

3430 Arbutus Lane, Winter Park

$806,000

4 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code

Impeccably Redesigned Pool Home in Coveted Winter Park Neighborhood Welcome to 1261 Burning Tree Lane, a beautifully updated 4-bedroom, 2-bathroom pool home located in the highly sought-after Greenview at Winter Pines subdivision. Tucked beneath a canopy of mature oak trees and surrounded by manicured landscaping, this architect-owned residence combines timeless design with thoughtful upgrades in one of Central Florida’s most desirable communities. Inside, you'll find a smart split floor plan with the primary suite privately situated on one side and three spacious bedrooms plus a second living area on the other. The heart of the home—its kitchen—was masterfully redesigned in 2019 to feature granite countertops, double ovens, stainless steel appliances, luxury vinyl plank and travertine tile flooring, and elegant lighting throughout. Every detail has been meticulously maintained: a new roof, gutter system with guards, fresh interior and exterior paint, new ceiling fans, and recessed lighting bring peace of mind and modern appeal. Step outside to your private oasis complete with a sparkling pool, privacy fencing, and a fully equipped outdoor bar with grill, fridge, and mounted TV—perfect for entertaining or relaxing under the stars. This home is zoned for top-rated Winter Park schools and just minutes from Winter Pines Golf Course, local marinas, and charming downtown Winter Park. With no HOA, families enjoy the freedom to live, play, and grow. Move-in ready and priced under $1 million, this home offers incredible value in an unbeatable location. Don’t miss your chance to own a piece of Winter Park paradise. Schedule your private tour today!

1261 Burning Tree Lane, Winter Park

$78,000

2 Beds ⋅ 2 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Priced to sell! This updated 1st Floor, 2 bed, 2 bath unit, with luxury tile (faux wood) floors and updated amenities, is a great starter home or investment property. Freshly painted and cleaned, ready to move in! The monthly HOA fee include amenities, water & trash pick up, Exterior and ground maintenance. As a resident of the Colonies subdivision, you'll enjoy access to a host of exclusive amenities, including a sparkling community pool, perfect for cooling off on hot summer days or lounging in the sun with a good book as well as tennis courts, dog park and a clubhouse. Conveniently located just moments from the vibrant shops, restaurants, and cultural attractions of downtown Winter Park, as well as top-rated schools and parks, this coveted unit offers the ultimate in luxury living with all the conveniences of modern-day life at your fingertips. Don't miss your opportunity to experience the epitome of luxury living in Winter Park. Schedule your private showing today and make your dream of owning this unit a reality.

3057 Aaron Burr Avenue Unit 1, Winter Park

$285,123

2 Beds ⋅ 2 Baths ⋅ Garden Grove SubDv. ⋅ 32792 Zip Code

Location, Location, Location! This 3-bedroom, 2-bathroom gem is perfect for families and offers everything you need to feel right at home. This one boasts a Great Room Plan that’s perfect for entertaining! The gally kitchen has a Breakfast Bar and overlooks the dining area and great room. The home offers a 3-way split The Master Suite has with Stall Shower and laminate flooring. You’ll also find easy to maintain laminate floors in the kitchen and in other areas. Cute plant shelving in the main living area. Beautiful french doors lead out to the screened Patio and spacious backyard that’s ideal for playtime, gardening, or weekend barbecues. The 2-Car Garage offers ample storage for your vehicles and more. You won’t find this unbeatable price in in Winter Park. The 3rd bedroom does not have a closet. This one is priced appropriately, so be ready to use hands, personal touches, and imagination. This home is situated in a highly desirable area with access to top-rated schools, medical facilities, shopping, dining, and convenient transportation options.

5588 Garden Grove Circle, Winter Park

$420,000

4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code

Meticulously maintained 4-bedroom, 2-bath concrete block home in desirable Winter Park, lovingly cared for by the same owners for 37 years. Upgrades include a remodeled kitchen, updated master and guest baths, double-pane windows, and re-piping (2014). HVAC and electrical panels replaced in 2016. Roof, screen porch, and patio updated in 2022. Enjoy the beautifully landscaped backyard with St. Augustine grass, white vinyl fencing, and a spacious screened porch. Side-entry garage offers ample space for RV or boat parking. Don’t miss this opportunity—schedule your private tour today!

5334 Cypress Drive, Winter Park

$125,000

2 Beds ⋅ 2 Baths ⋅ Whisperwood Condo 02 SubDv. ⋅ 32792 Zip Code

Step into this beautiful 2-bedroom, 2-bathroom condo, freshly painted and filled with natural light throughout. The open-concept floor plan is perfect for entertaining, while the split-bedroom layout ensures added privacy for residents or guests. The primary suite features a walk-in shower, ample storage, and a private en-suite bath. Enjoy serene views of lush green space and located in close proximity to the community pool for the ultimate convenience. Nestled between University Blvd and SR-50, this condo offers unbeatable proximity to UCF, Valencia College, and Full Sail University. With easy access to the 408 and 417, you're just 20 minutes from Downtown Orlando and 25 minutes to Orlando International Airport. Whether you’re a first-time homebuyer, college student, or savvy investor, this property is an excellent opportunity to own in one of Central Florida’s most sought-after areas.

7344 Swallow Run Unit 7344, Winter Park

$399,000

3 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 2nd Add SubDv. ⋅ 32792 Zip Code

Tucked away at the end of a quiet cul-de-sac with no HOA, this home sits on an oversized lot that offers exceptional space, privacy, and flexibility. The layout features a desirable split floor plan, providing separation between the primary suite and guest bedrooms, perfect for families, guests, or a home office setup. This property was recently updated with new flooring throughout, a fully redesigned kitchen, modernized bathrooms, and a newer AC system for improved efficiency and comfort. Outside, the expansive backyard is a standout, featuring a recently resurfaced pool and plenty of room for entertaining, gardening, or future additions. With its large lot, peaceful location, and tasteful improvements, this property is a rare find in Winter Park.

4959 Ardmore Drive, Winter Park

$779,000

4 Beds ⋅ 3 Baths ⋅ Preserve At Hawks Crest SubDv. ⋅ 32792 Zip Code

This stunning and stylish one-story home built by Meritage in the gated community of Hawk's Crest in Winter Park includes many new upgrades. This is the Pomelo model built with the upgraded kitchen package featuring built-in double ovens and stainless steel range hood. Beautiful quartz countertops on an oversized kitchen island with room for four seats. Other features include a walk-in pantry, under cabinet lighting, and stone backsplash. The luxurious kitchen opens into your dining and living areas. In the large living room is a new custom built-in electric fireplace with decorative trim moulding. The dining room is enhanced by custom board and batten and a view of the back covered lanai with motorized screens. The backyard features a new large extended patio for entertaining. The yard is fenced in with a view of conservation trees. A total of four bedrooms and three bathrooms. The front bedroom includes custom built-in shelves and storage, which is used as an office, but can also still be used as a bedroom. The primary bedroom has a private bathroom with a double vanity, linen closet and a large walk-in closet that could be customized for a future homeowner. The home also comes with new gutters. Other amenities in the Hawk's Crest community include a resort-style pool with clubhouse, splash pad, fitness center, BBQ grills, playgrounds, dog park, and a community fishing dock overlooking beautiful Lake Howell. At the front of the neighborhood shops and dining includes Kelly's Ice Cream, Foxtail Coffee, Sobol, Winter Park Pediatric Dentistry and Park Maitland's Preschool Campus.

2247 Marsh Sedge Lane, Winter Park

$465,000

3 Beds ⋅ 2 Baths ⋅ Lost Creek SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bath home offering 1,906 square feet of comfortable living space in the heart of Winter Park. Built in 1995, this home features a desirable split-bedroom floor plan, high ceilings, and tile flooring throughout the main living areas—perfect for everyday living and entertaining. The spacious layout includes both a formal living room and a separate family room, as well as an open-concept living and dining area that flows seamlessly into an eat-in kitchen with abundant natural light. The kitchen is equipped with stone or Corian countertops, a separate closet pantry, and French doors that lead directly to the screened-in patio. The primary suite is a peaceful retreat, complete with a walk-in closet, private access to the patio, and an ensuite bathroom featuring dual sinks, a walk-in shower, a soaking tub, and a private water closet. Two additional bedrooms offer generous closet space and share a well-appointed guest bathroom with a tub/shower combo. Enjoy outdoor living in the fully fenced backyard, accessible through sliding glass doors from the formal living room or the French doors off the kitchen and living room. A Dual Well System provides excellent utility savings—while the original well was installed approximately 10 years ago, a second well was added in 2021 to boost water output during dry seasons. Both wells operate on the same pump and contribute to reduced water bills. The home also includes an indoor laundry room, an attached 2-car garage, no popcorn ceilings, blinds throughout, and plenty of windows that allow for an abundance of natural light. Additional updates and features include a paver driveway and walkway, a covered front porch with charming curb appeal, a roof from 2017, A/C replaced in 2009, and a water heater replaced in 2015. All of this comes with a low HOA. Located in the highly desirable Lost Creek neighborhood within the top-rated Seminole County school district, this home offers both comfort and convenience in a fantastic Winter Park location near shopping, dining, and major roadways. Don’t miss the opportunity to make this your next home!

1173 Valley Creek Run, Winter Park

$86,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully updated 2-story condo located in the heart of Winter Park, just minutes from UCF, Full Sail University, major highways, shopping, and dining. Nestled on the second level, this inviting home offers a functional layout with 2 spacious bedrooms and a full bathroom upstairs, plus a convenient half bathroom on the main floor. Step inside to find stylish luxury vinyl plank flooring throughout, installed just two years ago, along with updated electrical including a new panel and outlets. Natural light floods the open living space through two sliding glass doors (2 years old), leading to a restructured balcony and an additional private balcony off the primary bedroom—both offering views of the community pool. Whether you're a first-time buyer, investor, or looking for a low-maintenance home in a highly desirable area, this condo is move-in ready and packed with thoughtful updates. Don’t miss this opportunity to own a piece of Winter Park charm!

208 Scottsdale Square Unit 208, Winter Park

$540,000

4 Beds ⋅ 3 Baths ⋅ Arrowhead Cove SubDv. ⋅ 32792 Zip Code

Set in a quiet Winter Park cul-de-sac community, this renovated four-bedroom pool home offers an opportunity to live the Florida lifestyle you’ve been craving. Stepping inside, you’ll be struck by the versatility of its inviting, open floor plan. Flanking the foyer on either side are the living room, dining room, and a flex space, all connected by stylish luxury vinyl plank flooring. Just beyond, a large seamless quartz counter island, complete with additional under counter storage, draws your attention into the beautiful, bright kitchen that will surely become a favorite gathering place for all who walk through your door. The home’s split floor plan allows for a private primary bedroom location. You’ll appreciate the room’s ample size, en suite bathroom, and walk-in closet with dressing area. An additional bedroom can be found down the hall, around the corner and is perfect for use as either a bedroom or an office. Another tastefully updated hall bathroom serves two bedrooms on the opposite side of the house. A lifestyle house should have a lanai, and this one does not disappoint. Its massive area adds valuable room for extending your living space and serves as the perfect transition area to the home’s screened-in pool. Surrounding the pool is a deck that’s large enough for multiple seating areas; outside the screen, you’ll have plenty of fully-fenced yard space to enjoy gardening beds, outdoor grilling, and more. A paver walkway running the length of the house blends charm and practicality, allowing easy movement from the front yard to the back. Finally, an oversized garage that’s been beautifully enhanced with epoxy floor coating completes this amazing property and makes everyday life so easy. Located between Lake Nan and Lake Waunatta, the Arrowhead Cove community is zoned for highly-rated Winter Park High School, and is mere minutes from Trinity Prep, Full Sail, Rollins, and UCF. And whether you prefer outdoor recreational activities or the pleasures of shopping and dining, you’ll appreciate living near the Cady Way Trail, Winter Pines Golf Club, and all the shops, restaurants, and museums of Winter Park’s trendy Park Avenue mecca. Don’t miss your chance to own this irresistible gem, set in the serene neighborhood you’ve been looking for. Schedule your private showing today!

7852 Broken Arrow Trail, Winter Park

$472,500

4 Beds ⋅ 4 Baths ⋅ Cedar Ridge Unit 1 SubDv. ⋅ 32792 Zip Code

Fully Renovated 4-Bedroom Home in Prime Winter Park Location – No HOA! Welcome to this beautifully updated block home in one of Winter Park's most desirable neighborhoods—offering modern upgrades, a spacious layout, and no HOA restrictions! Recently appraised at $518,000—appraisal is attached in the MLS for buyer confidence. This move-in-ready home features 4 full bedrooms and 3.5 bathrooms, including two ensuite bedrooms, ideal for guests or multi-generational living. Inside, you’ll find fresh paint throughout, new luxury vinyl plank flooring, 6-inch baseboards, and new recessed lighting that highlight the home's open and modern feel. The stunning all-new kitchen showcases 42” upper cabinets, dramatic marble countertops and backsplash, and stainless steel appliances—including a slide-in stove and counter-depth refrigerator for a sleek, refined look. All bathrooms have been fully updated with new vanities, mirrors, lighting, fixtures, and toilets. The custom 24x48 tile work in the showers and tub surrounds coordinates beautifully with the kitchen finishes, creating a seamless design throughout. Enjoy the outdoors in your large, private backyard, complete with mature landscaping and a vinyl privacy fence—perfect for relaxing or entertaining. A brand-new roof (June 2025) provides long-term value and peace of mind. Located near top-rated schools, shopping, dining, and parks—this is Winter Park living at its best. Don’t miss your chance to own this exceptional home!

1921 Heathwood Drive, Winter Park

$450,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Under contract but will accept back-up offers. Beautiful Pool Home in Desirable Winter Park Estates. Seller is Motivated. Welcome to this charming and thoughtfully updated pool home in the highly sought-after Winter Park Estates subdivision—zoned for top-rated schools, including Winter Park High School. This mid-century gem blends modern comfort with timeless style, located in one of Central Florida’s most beloved neighborhoods. Property Highlights: Sparkling saltwater in-ground pool with newer pavers and decorative lighting Three new awnings provide shade and style for relaxing poolside Covered rear porch with mid-century style masonry garden and succulent plants Summer kitchen—perfect for outdoor entertaining Newer vinyl fencing surrounds a private, spacious backyard Backyard shed for tool storage or a workshop space Modern kitchen with built-in lighting, hidden compartments, and custom cabinetry Updated bathrooms with stylish, contemporary finishes Wood-burning masonry fireplace for cozy ambiance Blinds-in-glass French doors provide elegant access to outdoor living spaces Interior laundry room for added convenience This home offers the best of both worlds: classic mid-century character with today's sought-after updates. Whether you’re hosting guests by the pool or enjoying a peaceful evening at home, this residence is built for comfort and enjoyment. All measurements are approximate and should be verified by the buyer and their agent.

2648 Amsden Road, Winter Park

$550,000

3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code

Tucked away on a peaceful cul-de-sac, 1387 Sawgrass Court welcomes you home. This pristine, 1867 sq ft, single-story residence stands out with its distinctive and mature landscaping, perfectly nestled within a tree-lined, golf-front community. Located on a serene pond along the 15th hole of Winter Park Pines Golf Course (WP18), it offers a retreat with no rear neighbors- ideal for quiet enjoyment and privacy. Step inside to a spacious foyer that opens to formal living room leading to formal dining room. The updated kitchen features a cozy breakfast nook with views of the lush backyard. A dedicated indoor laundry room with storage closet provides convenient access to the oversized side-entry two-car garage. The welcoming family room boasts vaulted ceilings with skylight creating an inviting space for gatherings and relaxation. The primary suite includes a beautifully updated shower and his-and-her closets. Zoned for Brookshire Elementary, Glenridge Middle and Winter Park High School. Recent updates include: New windows 2023-24, New AC 2022, New driveway 2022, New fence 2022, roof 2015, New electrical panel 2022, updated porcelain tile. WELCOME HOME!

1387 Sawgrass Court, Winter Park

$290,000

3 Beds ⋅ 1 Baths ⋅ N/A SubDv. ⋅ 32792 Zip Code

Welcome to a Rare Gem in Winter Park! Step into a vibrant slice of Winter Park history at 7102 Easter Street—a charming 1956-built home bursting with vintage character and endless possibilities! From the moment you arrive, you'll feel the warmth and nostalgia of this beautifully maintained residence, where classic mid-century style meets modern-day potential. Inside, you’ll find 3 generously sized bedrooms that create a cozy, welcoming atmosphere perfect for relaxing or entertaining. Original touches add a timeless charm, while the layout invites your personal touch to transform this into your dream home. But the real magic lies outside. Set on an oversized lot rarely found in Winter Park, the backyard is your canvas for unforgettable gatherings, tranquil mornings, or weekend fun with loved ones. Picture outdoor dinners under the stars, garden parties, or even building your own peaceful retreat surrounded by nature. With room for a garden, play area, or backyard sanctuary, the possibilities are truly endless. Location? Unbeatable. Just minutes from Full Sail University, and only 3 miles to the iconic Park Avenue, where you’ll find boutique shopping, award-winning dining, and cultural gems. And if you’re commuting to UCF, you’re just a quick 5-mile drive away. Everything you need—schools, parks, cafes, and convenience—is right at your doorstep. Whether you're a lover of vintage charm, a savvy renovator, or someone searching for a peaceful place to call home in one of Central Florida’s most sought-after neighborhoods, this is your chance. 7102 Easter Street isn’t just a house—it’s a lifestyle. A rare opportunity to own a piece of the past while creating the future you’ve always dreamed of. Don’t miss it—come experience the charm, space, and unbeatable location for yourself!

7102 Easter Street, Winter Park

$270,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Pines Condo SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Multiple Offers Received. Please present highest and best by 3pm on June 30th. Immaculate and move-in ready, this beautifully maintained 2 bed/2 bath one-story condo in sought after Winter Park Pines offers comfort, style and convenience. Step through your front courtyard, perfect for enjoying morning coffee and into a spacious great room featuring vaulted ceilings and skylights. The home is freshly updated with neutral tones, new lighting and new ceiling fans. The kitchen includes stainless steel appliances, a bar counter and a pass-thru window ideal for entertaining. A versatile Florida room, with closet storage, can serve as a dining area, office or workout space. The primary suite features a vaulted ceiling, walk-in closet and ensuite bath with a large walk-in shower. Additional features include tile flooring throughout, washer and dryer, French doors, a fenced rear pavered patio with refreshed landscaping, a detached one-car garage and adjacent parking space, 2 new electric panels, new roof is 2025 and a new water heater. Located minutes from Full Sail University, Cady Way Trail and the 18-hole Winter Park Pines golf course. Welcome home!

463 Warrenton Road Unit 463, Winter Park

$1,206,400

4 Beds ⋅ 4 Baths ⋅ Bear Gully Pointe SubDv. ⋅ 32792 Zip Code

Welcome to 4048 Gilder Rose Pl, an impressive four-bedroom, three and a half bathroom residence spanning over 3,300 square feet, located in Winter Park at Bear Gully Pointe, a gated community featuring a spring fed 137 acre lake. This beautifully updated home perfectly balances modern style with practical living, offering an inviting retreat for those seeking both comfort, sophistication and completely turn key. After entering the gated community and arriving at this show stopping residence, your guest will either be able to park in your circular drive way up front or your extra long side entrance that leads to your 3 car garage with epoxy floors and built in storage. The garage also includes a Tesla EV charger and tankless hot water heater. Once parking up front you'll step through the double front doors into a spacious, open-concept layout filled with natural light and accented by luxury vinyl plank flooring. Upon entering your grand foyer you will walk past the office with custom built ins on your left and your formal dining room on your right. Once you reach the hallway on your left your guests will be able to use the half bathroom, the hallway separates the half bathroom from the beautiful kitchen. The kitchen features custom cabinetry, quartz countertops, built-in stainless steel appliances, a gas cook top for the chef of the house and a central island that includes a wine fridge, ideal for both daily meals and entertaining guests. You will be able to enjoy meals at your eat in kitchen or the breakfast nook that flows into the living room. The primary suite is a true sanctuary, with a seating area to enjoy your morning coffee in front of the gas fireplace or outside on your private patio the Primary suite is complete with two generous walk-in closets and a luxurious en-suite bath, featuring dual vanities, a frameless glass shower, a soaking tub and plenty of natural light. Each additional bedroom is thoughtfully designed, providing comfort and privacy for family members or guests. There is enough space for families big and small, 4 bedrooms plus an office/bonus room. Walk through your brand new Pella Doors (not pictured, that's how new they are) to your own personal oasis, boasting a sparkling pool with a custom flagstone patio provides the perfect space for outdoor gatherings, all framed by lush, mature landscaping and a conservation view. Whether you're soaking up the Florida sun or hosting weekend barbecues with your summer kitchen that features built in speakers, a gas grill, a sink and plenty of chilled space for your beverages of choice, this space is designed for making memories. In the evening you'll want to gather around your built in wood burning fireplace. Situated in Winter Park, this home offers easy access to top-rated schools, boutique shopping, and award-winning dining, making it the perfect choice for those seeking the best of Central Florida living. This neighborhood is highly desirable for families looking to be near Tuskawilla and easy access to Trinity Prep. Don’t miss this opportunity to make this exceptional Winter Park residence your own – <iframe src="https://my.matterport.com/show/?m=JgcRhZG1izN" frameborder="0" width="853" height="480" allowfullscreen allow="xr-spatial-tracking"></iframe>

4048 Gilder Rose Place, Winter Park

$110,000

1 Beds ⋅ 1 Baths ⋅ Golfside Villas Condo SubDv. ⋅ 32792 Zip Code

NEW AC INSTALLED, PRICE REDUCTION, EXCELLENT INVESTMENT OPPORTUNITY, Great Tenant in place! Spacious Ground-Floor Apartment with Outdoor Terrace Discover this charming and spacious ground-floor apartment, perfect for comfortable living and entertaining. Featuring a private outdoor terrace, this property provides the ideal setting for enjoying fresh air and relaxation without ever needing to climb stairs. Key highlights of the property include: Two Entrances: Enjoy the convenience and flexibility of two separate entryways. NO CARPET, BRAND NEW AC Abundant Natural Light: Numerous windows provide ample sunlight and stunning views. Assigned Parking Space: Dedicated parking ensures hassle-free access to your home. Community Amenities: Access to a sparkling pool and a well-maintained laundry facility within the community. This prime location places you close to colleges, shopping centers, and major highways, ensuring easy commutes and access to daily conveniences. GENERATE INCOME FROM DAY ONE, DON'T WAIT UNTIL IT IS RENTED. Schedule your showing today!

1000 S Semoran Boulevard Unit 415, Winter Park

$2,500,000

5 Beds ⋅ 4 Baths ⋅ Acreage & Unrec SubDv. ⋅ 32792 Zip Code

This approximately 4200 square foot home is situated on a 1.68-acre gorgeous lakefront lot in the desirable Winter Park area. The property features a completely updated main house and a detached the three-car air-conditioned garage is a car collector's dream. The primary bedroom suite offers a tranquil retreat, with modern features, ample square footage and completely remodeled en suite bathroom. The remaining two bedrooms with remodeled hall bath provide comfortable accommodations for family and guests. The updated and remodeled interiors showcase a warm, modern, inviting ambiance, with thoughtful design elements throughout. The open floor plan allows for seamless indoor-outdoor living, with access to the lakefront and private boat dock. The lakefront location offers unparalleled privacy and access to the serene waters, creating a serene and peaceful living environment. The property's unique features, including the updated interiors, separate living spaces, and prime lakefront setting, make it an ideal choice for those seeking a distinctive and well-appointed home. Some of the upgrades include new roof in 2022, New HVAC systems in 2022, new water heater in 2022, new kitchen in 2024, new bathrooms in 2024, new designer light fixtures throughout the house in 2024, upgraded flooring in 2022, new expanded back porch deck in 2022 with stunning views of lake and natural setting, new interior paint in 2024, new exterior paint in 2022, upgraded mother-in-law, guest house, office space, separated rental or teenager's retreat, new boat lift in 2022, new paver driveway in 2022, new water softener in 2022. No HOA restrictions.

2652 Lake Howell Lane, Winter Park

$1,100,000

4 Beds ⋅ 4 Baths ⋅ Lake Florence Preserve SubDv. ⋅ 32792 Zip Code

Virtually Staged. Incredible Value!!! Major price reduction! Private Lakefront Living! Move-in Ready! Wake up to water views, quiet mornings and the kind of lifestyle that rarely becomes available in the Winter Park/Howell Branch area. Set along the shores of a private ski lake- Lake Florence, this single-level lakefront residence offers a serene retreat within an intimate gated enclave of just 28 homes. A setting that feels private and peaceful that is increasingly hard to find. Designed for both everyday comfort and effortless entertaining, the thoughtfully planned 4-bedroom, 3.5-bath layout includes a dedicated office, formal dining room and a desirable three-way split floor plan that provides flexibility and privacy for today’s lifestyle. At the heart of the home, the gourmet kitchen blends beauty and function with quartz countertops, a substantial center island, natural gas cooktop, 42" solid wood cabinetry, walk-in pantry, and a generous butler’s pantry—perfect for hosting or simply enjoying the flow of daily living. Rich wood flooring carries throughout the home connecting the kitchen seamlessly to the light-filled family room and casual dinette area. The primary suite is a true lakefront sanctuary featuring peaceful water views, two walk-in closets and a spa-inspired bath with dual sinks and an oversized shower with dual shower heads. Many upgrades are to be found through out this home such as an extra oversized storage closet, crown molding, custom mud room off of the laundry room, high ceilings, tray accents and abundant natural light to enhance the home’s relaxed, refined feel. Outdoors, the property transforms into a private lakefront escape. Enjoy sweeping water views, a sparkling pool and spa, custom rock waterfall, screened-in lanai and a fully fenced yard framed by tall privacy hedges and mature trees—ideal for quiet evenings or weekend gatherings. Direct lake frontage and access to a nearby community dock complete the lifestyle experience. A three-car garage with a separate AC wall unit offers added versatility—perfect for a workshop, home gym, or additional storage. Thoughtfully positioned, this home represents a rare opportunity to own a lakefront retreat that delivers serenity, lifestyle and value—all within close proximity to shopping, dining and top-rated schools in a prime location!

2922 Reef Knot Place, Winter Park

$910,000

4 Beds ⋅ 4 Baths ⋅ Eden Point SubDv. ⋅ 32792 Zip Code

FULLY FURNISHED HOME THAT IS MOVE-IN READY! ALL FURNITURE INCLUDED IN THE SALES PRICE! Amazing home located in a quiet gated subdivision in Winter Park near Trinity Prep. The home provides a wonderful layout with high ceilings and an open concept – perfect for entertaining. Updated kitchen with clean white cabinets, spacious chef’s island, and GE stainless steel appliances to cook a delicious meal that can be served in your extended dining room area! Beautiful light fixtures throughout the house and plush carpet on the 2nd floor as well. The owner’s suite on the first floor has it all – extra sitting room, dual vanities, walk-in shower with extra large rain head attachment, jacuzzi tub, and walk-in closet with built-in shelving. The second floor includes TWO loft spaces – perfect for a media room AND a separate play area/sitting room. Kids bedrooms include separate walk-in closets and jack & jill bathroom. The fenced in backyard area provides a calming pond view and large patio area to relax and enjoy the outdoors. Also included are solar panels which drastically reduce electricity costs. This home has it all!

1319 Heavenly Cove, Winter Park

$349,000

3 Beds ⋅ 2 Baths ⋅ Howell Estates SubDv. ⋅ 32792 Zip Code

Great investment opportunity in the prime location of Winter Park, Florida. Ideal for a growing family or investor. Well established neighborhood of Howell Estates, 3 bedroom, 2 full bathrooms, 1,637 square feet of living area with just over a quarter of an acre. Split plan bedrooms for added privacy. Exterior of the home is concrete block and stucco. The eat-in-kitchen and large family room sits in the heart of the home which creates a warm and social atmosphere. Nice large lot with patio in the back yard great for relaxing and entertaining family and friends. Newer roof replaced in 2021. Come and make it your own. No homeowners association. Great location! Conveniently located to nearby shopping, schools, banks, medical centers, and restaurants as well as easy access to major highways. Don't miss it. Priced to sell. Will Not Last!

1050 Reading Court, Winter Park

$560,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores SubDv. ⋅ 32792 Zip Code

A rare opportunity in the heart of Winter Park—this property sits on an oversized 0.31-acre corner lot in one of the area’s most desirable neighborhoods. This lot has no rear neighbors offering even more privacy. The existing home is owner-occupied, functional, and will be sold AS-IS, though it will require repairs. The true value lies in the land, offering outstanding potential for renovation, investment, or new construction. The street is experiencing a wave of redevelopment, with new homes selling well over the million-dollar range. Ideally located just minutes from Park Avenue, Baldwin Park, AdventHealth’s state-of-the-art hospital, and the Winter Park Wellness Center. Zoned for top-rated schools and just a short stroll to Cady Way Trail, Cady Way Pool & Pickleball Courts, Showalter Fields, and several nearby parks, this property offers an exceptional lifestyle and investment opportunity. Showings of the home will be accommodated only by limited request due to current occupancy.

1901 Loch Berry Road, Winter Park

$449,999

4 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 03 SubDv. ⋅ 32792 Zip Code

The home you’ve been waiting for is here! This beautifully remodeled gem in the desirable Woodcrest neighborhood of Winter Park is move-in ready and perfect for its next owner. Featuring a sparkling private pool, this home offers modern living with style and comfort. Inside, you’ll find an open-concept floor plan ideal for entertaining and everyday living. Luxury vinyl flooring runs throughout the home, complemented by a fully updated kitchen with advanced lighting, brand-new appliances, and sleek finishes. The kitchen flows seamlessly into the Florida room, where large newly installed windows give a clear view of the inviting pool area. Step through sliding glass doors from the kitchen to enjoy a covered back porch—great for outdoor dining—or access the fully updated laundry room, complete with a new water heater and plumbing. The fourth bedroom is set apart in a private in-law suite layout, just off the laundry room, with its own access to the pool. This oversized room features a walk-in closet with charming barn doors and a front-facing window for natural light—perfect for guests, a home office, or multi-generational living. Conveniently located near shopping, recreation, and top-rated schools, this home checks every box. Don’t miss your chance to own this stunning property—schedule your showing today!

7446 Houston Court E, Winter Park

$480,000

4 Beds ⋅ 4 Baths ⋅ Slovak Village SubDv. ⋅ 32792 Zip Code

BRAND NEW ROOF SEPTEMBER 2025! Here’s your opportunity to own a beautifully updated duplex that combines comfort, convenience, and investment potential all in one. Each side offers 2 bedrooms, 1.5 bathrooms, a private driveway, and its own attached garage—ideal for owner-occupants, investors, or those seeking a multi-generational living setup. From the moment you arrive, the lush landscaping and well-kept exterior create a warm, inviting atmosphere. Step into the renovated vacant unit and you’ll immediately notice the fresh paint and luxury vinyl plank flooring that runs throughout the main level. The airy living and dining areas are filled with natural light and offers generous space to relax or entertain. The kitchen has been completely refreshed with sleek granite countertops, stainless steel appliances, modern lighting, silver-toned fixtures, and ample cabinetry, making it as functional as it is stylish. Upstairs, both bedrooms are generously sized and share a fully updated bathroom with granite countertops, a modern vanity, and a tiled walk-in shower. In contrast, the tenant-occupied unit features a shower/tub combo, offering added flexibility. A half bathroom on the main floor adds convenience for guests, while both garages come equipped with washer and dryer hookups—ready for move-in. Step outside to discover a pair of patios tucked beneath shady trees, each fully fenced in for added privacy and space for pets to roam freely, with plenty of room to garden, hang a hammock, or host summer grill-outs. Both sides share the same thoughtful layout, and the home is tucked into a quiet, no-HOA neighborhood—so you can enjoy your space without added fees or restrictions. Conveniently located close to schools, shopping, dining, and everything you need for day-to-day living. Live in one side while earning rental income from the other—the current tenant is in place through 9/30/25, providing steady revenue from day one. With updates already complete and a prime location, this is a rare find you won’t want to miss. Schedule your showing today before it's gone!

2608 Dora Court, Winter Park

$485,000

4 Beds ⋅ 4 Baths ⋅ Slovak Village SubDv. ⋅ 32792 Zip Code

BRAND NEW ROOF SEPTEMBER 2025! Welcome to this fantastic income-producing duplex, offering the perfect blend of comfort, convenience, and opportunity. Each side features 2 bedrooms and 1.5 bathrooms, with its own attached garage and private driveway. From the moment you arrive, you’ll appreciate the meticulously maintained landscaping that enhances the curb appeal and sets a welcoming tone. Step inside the vacant unit to discover fresh renovations, including new paint and luxury vinyl plank flooring that flows seamlessly through the main living areas. The living and dining rooms are spacious and airy, making them ideal for both relaxation and entertaining. The beautifully updated kitchen features brand-new granite countertops, sleek silver fixtures, stainless steel appliances, upgraded lighting, and plenty of cabinetry for all your storage needs. Upstairs, you’ll find two generously sized bedrooms and a shared bathroom that has been thoughtfully renovated with a modern vanity, granite countertops, and a stylish tiled walk-in shower, while the occupied unit features a shower/tub combo for added versatility. A convenient half bath is located downstairs for guests, and each garage includes washer/dryer hookups, adding to the home’s functionality and move-in readiness. Out back, you’ll find two private patios surrounded by shady trees—the prime spot to unwind with a glass of wine and take in beautiful evening sunsets. Both units share an identical floor plan, and the property is nestled in a friendly, no-HOA neighborhood, giving you the freedom to live without added fees or restrictions. Centrally located, you'll be just minutes from top-rated schools, shopping, dining, and everyday essentials. Whether you’re seeking a smart investment, a multi-generational living solution, or the option to live on one side while generating rental income from the other, this duplex offers endless possibilities. The second unit is currently tenant-occupied through 2/28/26, providing immediate income for the new owner. Don’t miss your chance to own this amazing duplex with so much to see. Call today before this rare property is gone!

131 Stefanik Road, Winter Park

$450,000

3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code

Welcome to Hawks Crest – where modern living meets convenience and comfort. Built in 2019, this beautifully upgraded 3-bedroom, 2.5-bath townhome offers the perfect blend of style, function, and low-maintenance living—ready for you to move right in. From the moment you arrive, you’ll be charmed by the paver driveway and walkway framed by lush landscaping, leading to a bold, eye-catching front door. Step inside to find a versatile flex space ideal for a home office, gym, or playroom. The main level features soaring 9+ foot ceilings and tile wood flooring throughout. The open-concept layout effortlessly connects the living room, dining area, and chef-inspired kitchen—perfect for entertaining and everyday life. The kitchen showcases stunning quartz countertops, a stainless steel farmhouse sink, shaker-style cabinetry, and a large island with bar seating. Slide open the rear doors to your fully screened-in patio, a peaceful retreat to enjoy your morning coffee or unwind with evening drinks. Upstairs, a generous loft provides additional space for a second living area, playroom, or workspace. The expansive 23' x 14' primary suite is a true sanctuary, complete with tray ceilings, a luxurious en-suite bath featuring dual vanities, quartz countertops, a walk-in shower, private water closet, and a spacious walk-in closet. Two additional bedrooms—each with ceiling fans and walk-in closets—share a well-appointed full bathroom with quartz counters and a tub/shower combo. The laundry room is conveniently located upstairs and includes a washer and dryer. Hawks Crest is a gated community offering resort-style amenities including a sparkling pool, playground, parks, picnic areas, and more—all with low HOA fees that cover cable, internet landscaping, pool, entrance gate, playground, common areas, and exterior building and roof insurance . Ideally located just a 2-minute walk from the new Park Maitland Preschool and a 5-minute drive to Trinity Prep, one of Central Florida’s top private schools. You’ll also love the convenience of nearby favorites like Foxtail Coffee, Kelly’s Homemade Ice Cream, and The Ravenous Pig. Downtown Winter Park is only 10 minutes away, with easy access to major highways for commuting. Key Updates (2019): Roof | HVAC | Plumbing | Electrical. Don’t miss this opportunity to own a thoughtfully designed, move-in-ready home in one of Winter Park’s most sought-after communities—schedule your private tour today!

1624 Little Wren Lane, Winter Park

$362,000

3 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 32792 Zip Code

Entry for MLS credit only.

1295 Grand Road, Winter Park

$290,000

2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 2 SubDv. ⋅ 32792 Zip Code

Discover One of Winter Park’s Best-Kept Secrets — Windward Square! Welcome to your beautifully renovated 2-bedroom, 2-bath townhome in the highly sought-after Windward Square community. This move-in ready home boasts a bright, open floor plan, with a modern kitchen that flows effortlessly into the spacious living area. The fully updated kitchen features brand-new stainless steel appliances, including a refrigerator with ice maker, plus 42" upper cabinets — ideal for everyday living and entertaining. The primary suite offers a generous walk-in closet, and both bedrooms are filled with natural light. Step outside to your private, screened-in patio and fenced backyard — perfect for morning coffee or evening relaxation. Additional highlights: Three dedicated parking spaces Beautiful green space throughout the community Resort-style amenities at Windward Square include: Three swimming pools, including a dedicated kids' pool Tennis courts Playground Putting Green Welcoming clubhouse Located just minutes from Full Sail University, UCF, shopping, dining, and all that Winter Park has to offer. Zoned for top-rated schools, this townhome provides the perfect blend of comfort, convenience, and community living. Don’t miss your opportunity to own a home in one of Winter Park’s most charming and well-maintained neighborhoods!

2541 Leeward Way, Winter Park

$119,000

2 Beds ⋅ 2 Baths ⋅ Golfside Villas Condo SubDv. ⋅ 32792 Zip Code

Beautifully Remodeled 2-Bedroom Condo Near Full Sail. Great first home or investment property. Discover the perfect blend of comfort and convenience in this beautifully updated 2-bedroom, 2-bathroom second-floor condo, just a short walk from Full Sail University. Ideally located minutes from top hospitals, shopping, dining, and only 15-20 minutes from UCF and Orlando International Airport, easy access to sr436. Step inside to find a bright and inviting living space with tile and newly installed carpet flooring throughout. The community features a sparkling pool and a conveniently located laundry room with coin operated machines. HOA fees cover water, sewer, and exterior maintenance, making this an effortless living experience. The seller is looking for a fast closing.

1000 S Semoran Boulevard Unit 608, Winter Park

32792 Zip Code 3+ Acre Real Estate & Homes

Browse All 32792 Zip Code FL 3+ Acre Properties for Sale