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$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
$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
$640,000
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 included. 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
$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
$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
$1,160,000
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
$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