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$417,000
3 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bathroom block ranch home in Winter Park Pines. Nestled behind a stunning mature oak tree, this home offers comfort, charm, and convenience in one of Central Florida’s most desirable communities. The large driveway leads to a 2-car garage ensuring plenty of space to park for you and your guests. Step onto the covered front porch and into a thoughtfully designed layout. A comfortable, open dining room and kitchen greet you just off the entryway to the right, perfect for hosting or everyday living. The kitchen flows naturally into the spacious living room with plenty of natural light, providing a warm and inviting gathering space. Down the hall, you’ll find an updated full guest bathroom with a shower/tub combo and two comfortable guest bedrooms. The private master suite is situated at the end of the hall, and offers an updated attached bathroom with a walk-in shower. Enjoy Florida living year-round in the screened-in back porch or relax in the private, fenced-in backyard—ideal for pets, family time, or entertaining. A newer roof (December 2023) offers peace of mind for the future. Windows throughout the home include beautiful plantation shutters. The home is situated in a sought-after school zone—including Winter Park High—and just minutes from Cady Way Trail, Ward Park, Cady Way Community Pool, Lake Baldwin Dog Park, Winter Park Pines Golf Club, and Park Avenue which offers shopping, dining, and entertainment. This home is ready for its next owners, so schedule your appointment today!

2774 Banchory Road, Winter Park

$205,000
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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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