Location: Winter Garden , 34787
Do Not Show Listings
7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787
$545,00041 Days on yellowkey MLS ID: O6402423
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 2016Monthly Fee: $253 Tax: $5,148 (2025)Community: Lakeview Pointe/Horizon West PSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,148
Elementary School: Summerlake Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Welcome to 7190 Enchanted Lake Drive—your exclusive gateway to the vibrant Horizon West lifestyle. Seize the rare opportunity to own a highly sought-after 4-bedroom, 3-bathroom residence in the coveted Lakeview Pointe community, where modern luxury meets unmatched convenience. This beautifully maintained 2,294 sq. ft. home is designed for effortless entertaining, featuring an expansive open-concept first floor where abundant natural light creates a warm and inviting atmosphere. The upgraded chef's kitchen is an absolute showstopper, boasting 42-inch white cabinets, a new KitchenAid dishwasher, and a convection range. It flows seamlessly into the main living spaces, making it the perfect centerpiece for both intimate family meals and lively gatherings. Step outside to your private screened patio—an idyllic outdoor oasis designed for relaxing in the Florida breeze year-round. Everyday practicality is beautifully elevated by a charming covered walkway leading to the detached 2-car garage, while the freshly painted exterior ensures striking curb appeal and long-term durability. Inside, experience a higher standard of living with custom built-in closets throughout, offering premium storage solutions rarely found at this price point. Best of all, you can end your evenings on the cozy front porch, the ultimate spot to unwind and take in the spectacular nightly Disney fireworks—a truly magical and unique feature that makes this house feel like home.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Mark Gardner (689-248-8585)
8275 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$555,00068 Days on yellowkey MLS ID: TB8496196
REDUCED by $10,000 (1.8%) on 06/09/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2019 Built: 2017Monthly Fee: $312 Tax: $5,109 (2025)Community: Waterleigh Ph 1BSpa: YesSingle Family
Taxes:$5,109
Elementary School: Panther Lake Elementary
Middle School: Water Spring Middle
Remarks: Welcome to Waterleigh Phase 1 in Horizon West, Winter Garden, one of the most desirable communities in the area, known for resort-style amenities, scenic lakes, and top-rated schools. This rare one-story Arbor floor plan offers an open-concept layout with a highly sought after private fenced backyard with new landscape - perfect for relaxing, entertaining, and enjoying Florida living at its best. This home features an extended screened-in lanai & patio upgrade with a hot tub, cozy electric fireplace, dedicated home gym space, tandem 3-car garage, fresh exterior and interior paint. The home gym can be easily converted into a fourth bedroom, with drawings/plans available. This home is move-in ready with thoughtful upgrades. Minutes from Hamlin Town Center, shopping, dining, and entertainment, plus quick access to Disney and major highways. Top rated schools: Panther Lake Elementary, Water Springs Middle School, Horizon High School. Please schedule a showing to come view this rare opportunity to own a single-story home in Waterleigh Phase 1.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Timothy Shepard (727-204-9618)
1532 SCARLET OAK LOOP #70B, WINTER GARDEN, FL 34787
$345,000120 Days on yellowkey MLS ID: S5143993
REDUCED by $4,000 (1.1%) on 05/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1544 Built: 2012Monthly Fee: $282 Tax: $3,423 (2024)Community: Tucker OaksTownhouse
Taxes:$3,423
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Wonderful primary residence or rental investment opportunity! This beautifully maintained 3-bedroom, 2.5-bath condo in the central and peaceful Tucker Oaks community offers the perfect blend of comfort and convenience with a spacious and practical layout. The main level offers a well-appointed kitchen with granite countertops, 42” cabinetry, and a newer refrigerator, seamlessly connected to the living and dining areas, plus a generous laundry room and half bath. The second level offers three generously sized bedrooms, including a comfortable owner’s suite featuring high-velocity impact windows for added efficiency and peace of mind, along with a spacious primary bathroom complete with a relaxing garden tub. The two additional bedrooms share a well-maintained hall bath. Major updates provide peace of mind: NEW A/C (2025), NEW roof (2024), and hot water heater (2023). The attached two-car garage offers secure parking and valuable additional storage space. Residents enjoy access to the community pool — ideal for relaxing weekends or cooling off on warm Florida days. Centrally located just off Route 50 with easy access to major highways, this home is minutes from historic downtown Winter Garden, known for its charming shops, dining options, weekly Farmers Market, and events throughout the year. Outdoor enthusiasts will love the proximity to the West Orange Trail and Oakland Nature Preserve as well as the Arts and Heritage Center in Town of Oakland. The new Costco in Clermont adds even more convenience. Move-in ready and waiting for its next owner, this condo offers low-maintenance living in a prime location. Schedule your private showing today!
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: David Hartigan (407-955-1156)
17569 SEIDNER RD, WINTER GARDEN, FL 34787
$599,99922 Days on yellowkey MLS ID: G5112869
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1408 Built: 1984Monthly Fee: $3 Tax: $5,144 (2025)Community: Lake Avalon HeightsSingle Family
Taxes:$5,144
Remarks: Lookign for a slice of Old Florida? This can be your quiet, private Log Cabin on 1.3 acres with Lake Avalon frontage, wooded lot with Large Oaks and Azaleas. This enchanting home is 3 bedrooms, 2.5 baths, with large great room and kitchen/dining room combo. All bedrooms are upstairs. Enjoy your evenings on 1 of 2 porches that run the length of the home on both the front and the back of the home. The wooded lot has beautiful Oaks, and is a slice of old Florida where you can enjoy birding, and gardening. This home has a separate oversized garage, and a storage shed for your toys. Enjoy the private lakefront, (residents only) access to Lake Avalon, a fisherman's paradise! Situated in the rural community of Lake Avalon Heights with a low HOA, it is located close to shopping, Attractions, and highway access. This home has been meticulously maintained, and you can make it yours and move in with no worries!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Debbie Hauert (321-303-9179)
303 SOUTHERN PECAN CIR #107, WINTER GARDEN, FL 34787
$223,500129 Days on yellowkey MLS ID: S5143459
0 Days Off yellowkey (back on 6/13/2026)
REDUCED by $4,000 (1.8%) on 05/21/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 838 Built: 2005Monthly Fee: $343 Tax: $2,540 (2024)Community: Southern PinesSpa: YesCondo
Taxes:$2,540
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Freshly painted 1-bedroom, 1 bath. Ready to move-in. Laminate floors in the dining area, living room, and bedroom. Kitchen and Bath have ceramic tiles. Southern Pines has many amenities, like in door basketball court, a Racketball court, tennis, Volleyball, a car wash, a dog park, playground. Fully equipped Gym and theatre, Pool table in the clubhouse, BBQ Grills and a kitchen area with only a small refrigerator and sink, Great counter space with tables and chairs for small partiescual. Owner financing available, call for details. NEW PRICE!!!!
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Maria Lloret (407-929-1994)
279 DOE RUN DR, WINTER GARDEN, FL 34787
$599,00019 Days on yellowkey MLS ID: TB8513595
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2435 Built: 2005Monthly Fee: $57 Tax: $2,489 (2025)Community: Deerfield Place 57/1Single Family
Taxes:$2,489
Remarks: Virtually Staged. Discover your dream home in the heart of vibrant Winter Garden! This charming 3/2.5 with spacious loft offers modern upgrades galore—brand-new roof & carpet (2026), stunning 2025 kitchen remodel, fresh downstairs flooring, new water heater, epoxy garage with ceiling-mounted storage rack, elegant crown molding, 6” baseboards, wooden trim/chairail moldings, wainscoting picture frames, widened driveway, new exterior paint, and huge walk-in master closet. Enjoy a fully fenced backyard oasis with expansive 24x24 pavers on a generous 6,048 sq ft lot (Flood Zone X). Low HOA in this neighborhood. Minutes to downtown, shops, dining & highways—your perfect Central Florida lifestyle awaits! Some photos are virtually staged.
Listing is courtesy of: FLORIDA EXECUTIVE REALTY 2 (813-832-5400)
Listing Agent: Jerry Cionci (941-779-4717)
705 GARDEN WEST TER, WINTER GARDEN, FL 34787
$1,275,00044 Days on yellowkey MLS ID: O6403363
REDUCED by $25,000 (1.9%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2698 Built: 2020Monthly Fee: $232 Tax: $10,345 (2025)Community: Garden WestSingle Family
Taxes:$10,345
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Nestled within the intimate Garden West enclave — just 11 exclusive homesites — this 4-bedroom, 3-bathroom J&J Building masterpiece spans 2,698 square feet of meticulously curated living space and sits directly on the West Orange Trail. Lace up your sneakers and you're seconds from one of Florida's premier multi-use trails, stretching 22 scenic miles through the heart of West Orange County. Located in the heart of Winter Garden's beloved Golf Cart District, Downtown Winter Garden's vibrant Plant Street is just a half mile away — putting award-winning restaurants, the beloved Saturday farmers market, boutique shops, and year-round community events right at your doorstep. From the moment you arrive, the Florida-inspired architecture, lush professionally re-landscaped grounds with low-voltage landscape lighting, and inviting covered front porch signal that every detail has been considered. Inside, the owners have transformed this already exceptional home into something truly turnkey. Two stunning shiplap feature walls anchor the main living spaces, while all-new designer lighting fixtures — inside and out — have been upgraded throughout and are fully programmable via the Leviton app, so you can set the perfect ambiance from anywhere. The chef's kitchen remains the heart of the home, featuring a Dacor 36" gas range, Samsung Pro dark stainless appliances, quartz countertops, subway tile backsplash, and ceiling-height cabinets beneath a one-of-a-kind shiplap vented hood. A reverse osmosis water filtration system at the kitchen sink adds a thoughtful, health-forward touch. Natural oak hardwood floors, crown molding, and custom woven wood window treatments on the first floor carry sophistication from room to room, while cordless blinds keep the second floor clean and effortless. The main floor offers an open living area with a guest bedroom and full bath — ideal for visitors or multigenerational living. The living room features a mounted, tilt-and-extend TV (included) paired with a Sonos sound system, controlled seamlessly by app for both the living room and lanai. Upstairs, the primary suite, two additional bedrooms, and a versatile loft provide space to spread out. Step outside and the screened lanai — enclosed with premium no-see-um screen material — becomes a true outdoor living room. Backyard café string lights, a mounted TV (included), Sonos audio, a natural gas BBQ stub-out, a retractable privacy blind, and no rear neighbors make this the ultimate Florida entertaining space. Additional outdoor power outlets and thoughtfully designed landscape lighting round out the backyard experience. Built for efficiency and peace of mind, the home features spray foam insulated block walls, energy-efficient double-pane windows, a radiant roof barrier, and a tankless gas water heater. Programable keyless entry locks secure all exterior doors, including the garage. The detached two-car garage — complete with a dedicated golf cart bay and overhead SafeRack storage — connects to the main house via a covered breezeway, a nod to the community's lifestyle-first design. This is more than a home. It's a lifestyle — trail, town, golf cart community, and turnkey luxury all in one.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Alexis Anderson (561-670-5901)
243 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,374,50090 Days on yellowkey MLS ID: O6391909
REDUCED by $24,000 (1.7%) on 05/22/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3097 Built: 2004Monthly Fee: $58 Tax: $6,565 (2025)Community: Lakeview Reserve 46/149Single Family
Taxes:$6,565
Remarks: PRICE IMPROVEMENT! Refined Waterfront Living in Winter Garden’s Coveted Golf Cart District! Set within one of Downtown Winter Garden’s most desirable gated enclaves, this exceptional waterfront residence offers a rare blend of sophistication, privacy, and effortless Florida living—perfectly positioned in the highly sought-after golf cart district. Designed to maximize light and livability, the interiors are bright and inviting. Recent enhancements include new exterior paint (2026), a tankless water heater (2026), and a added ensuite bathroom (2026) making two primary suites on the second floor. Generous storage is thoughtfully integrated with expansive closet space, while a whole-home water softener and purification system, including an under-sink filter, ensures elevated everyday comfort. At the heart of the home, the gourmet kitchen is both functional and beautifully appointed, featuring dual sinks, a dedicated prep island, and upgraded soft-close cabinetry. The oversized three-car garage provides ample room for vehicles, storage, or recreational needs. Outdoors, the lifestyle truly unfolds. A recently resurfaced covered boat dock—complete with lift, lighting, fan, and sink—offers direct access to one of Florida’s largest spring-fed lakes, part of the Harris Chain and extending to the St. Johns River and Atlantic Ocean. The expansive grounds are enriched by mature, fruit-bearing trees including mango, avocado, star fruit, and citrus, creating a lush, private retreat. Surrounded by natural beauty, the property attracts an impressive array of wildlife. Unforgettable sunrises and sunsets can be enjoyed from multiple vantage points, including the living spaces, patio, dock, and three north-facing bedrooms with water views. This is a home that seamlessly balances elegance and ease—offering a rare opportunity to experience serene waterfront living in one of Winter Garden’s most iconic settings.
17723 JAPONICA BLOOM DR, WINTER GARDEN, FL 34787
$414,900118 Days on yellowkey MLS ID: O6383994
REDUCED by $5,000 (1.2%) on 06/11/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1584 Built: 2024Monthly Fee: $266 Tax: $6,064 (2025)Community: Northlake At OvationTownhouse
Taxes:$6,064
Elementary School: Water Spring Elementary
Remarks: Why wait for new construction? Move-In Ready Newer Home in Northlake at Ovation! One of Winter Garden's Best Kept Secrets. This Hidden Community is tucked away among beautiful conservation areas of Horizon's West. Ashton Woods most desirable floor plan (The Kendall ll) is an Award Winning 3 Bedrooms, 2 full bathrooms and one half bath with 1584 Square feet of living area, Brick Paver Courtyard and Full Size 2 Car Garage. The First Floor Open plan has wood grain ceramic tile throughout. Your Kitchen is open to the family/living room and dining area overlooking the private courtyard. Quartz countertops, Stainless steel appliances and designer fixtures and lighting add a sense of class and sophistication to this Modern Craftsman style home. Second floor offers a large Owner Suite with a walk-in closet and Luxury Bath including double vanity sinks and a spacious shower. Two additional nice size bedrooms and a second full bath are separated by the upstairs Loft and Landing area. Northlake offers a beautiful Clubhouse, Community Pool, Dog Run and Playground. Conveniently located just south of Seidel Road off Avalon. New shopping center with Publix, Restaurants and Shops is right around the corner. Excellent Schools, Bike Paths and easy access to Disney, the 429 and I-4. Enjoy the Heart and Soul of Winter Gardens Hidden Gem.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Thad Czapka (407-257-4253)
393 LAKE AMBERLEIGH DR, WINTER GARDEN, FL 34787
$615,000153 Days on yellowkey MLS ID: O6374079
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2684 Built: 2002Monthly Fee: $117 Tax: $2,690 (2025)Community: AmberleighSingle Family
Taxes:$2,690
Remarks: Located in a quiet, gated community within a highly rated school zone, this well-maintained home offers comfort, privacy, and thoughtful upgrades. The home features two AC systems, including a main unit with an electronic air cleaner, a high-efficiency water heater, and a whole-house reverse osmosis and water softening system, along with updated double-pane windows on the back of the home. A NEW ROOF (2024) adds long-term peace of mind. Inside, you'll find 18.5-foot ceilings in the family room, plantation shutters, custom drapes, and ceiling fans, with wood flooring and travertine tile that complement each other throughout. The kitchen is finished with granite countertops, tile backsplash, a cherry wood bar top, and quality appliances. With a private backyard that is great for cookouts you can enjoy the gated living in a home ideally located near major highways, Central Florida attractions, and Downtown Winter Garden. - Schedule your tour today!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Dominick Florio (321-377-4045)
1061 PORTMOOR WAY, WINTER GARDEN, FL 34787
$535,00013 Days on yellowkey MLS ID: G5113349
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1804 Built: 2001Monthly Fee: $243 Tax: $6,801 (2025)Community: Stoneybrook West 44/134Single Family
Taxes:$6,801
Elementary School: Whispering Oak Elem
Remarks: Welcome to 1061 Portmoor Way, a single-story 4-bedroom, 2-bathroom home located in the highly desirable Stoneybrook West community—a 24-hour manned, guard-gated golf community known for its resort-style living. This home features inviting modern living spaces that flow seamlessly to a fully fenced backyard with a patio, creating the perfect setting for outdoor relaxation and entertaining. New Roof installed in 2020, water heater installed in 2022, stainless steel appliances, modernized kitchen, tiled floor in kitchen, bathrooms and laundry room. Residents of Stoneybrook West benefit from an outstanding amenity lifestyle, including 24-hour security, a clubhouse, fitness center, resort-style pool, tennis, basketball and volleyball courts, playground, fishing dock, and a boat ramp with access to Black Lake. The community is also home to Stoneybrook West Golf Club and SB Prime restaurant and bar. HOA dues include internet and Spectrum TV, offering added convenience and value. Ideally located minutes from Winter Garden Village, downtown Winter Garden, and SR-429, this home provides easy access to shopping, dining, entertainment, and everyday essentials while still offering a peaceful, gated community setting.
Listing is courtesy of: ENGEL & VOLKERS CLERMONT (407-905-6700)
Listing Agent: Lisa Reed (407-509-7995)
33 TIMBERCREEK PINES CIR, WINTER GARDEN, FL 34787
$555,00027 Days on yellowkey MLS ID: O6408941
REDUCED by $7,000 (1.2%) on 06/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1584 Built: 2004Monthly Fee: $46 Tax: $7,326 (2025)Community: Timbercreek Pines A B C & DSingle Family
Taxes:$7,326
Elementary School: Dillard Street Elem
Remarks: Welcome to this beautifully renovated single-story gem nestled in the heart of Historic Winter Garden, one of Central Florida’s most sought-after communities. Perfectly situated just two blocks from vibrant downtown Winter Garden and iconic Plant Street, this home offers the ultimate blend of historic charm, modern luxury, and walkable convenience. Located within the highly desirable golf cart district and just moments from the renowned West Orange Trail, you’ll enjoy easy access to cobblestone streets, boutique shopping, coffee houses, award-winning restaurants, and the beloved Saturday Farmer’s Market — all right outside your door. Completely renovated from top to bottom, inside and out, this move-in ready home showcases exceptional attention to detail and thoughtful upgrades throughout. Step inside to discover a bright open floor plan enhanced by luxury vinyl plank flooring, upgraded 6-inch baseboards, updated light fixtures, neutral designer finishes, and ceiling fans in every bedroom. The stunning remodeled kitchen serves as the heart of the home, featuring crisp white cabinetry, elegant quartz countertops, modern backsplash, dark designer hardware, LED lighting, stainless appliances, and an oversized island with seating for six — perfect for entertaining family and friends. The bathrooms have been tastefully updated to blend timeless character with modern functionality, while the inside laundry room and abundant storage, including two hallway closets near the secondary bedrooms, add everyday convenience. Outdoor living shines with a newly added tiled screened lanai complete with new sliding doors and windows that create seamless indoor-outdoor flow. The expansive fenced backyard is a private oasis featuring fresh landscaping, a Magnolia tree, Orange tree, and Avocado tree — the perfect setting to relax and enjoy Florida living year-round. Additional highlights include a brand-new AC unit, anti-slip garage floor coating, and a 6-foot white vinyl privacy fence. This one-of-a-kind home perfectly captures the charm of Historic Winter Garden while offering the modern updates today’s buyers desire. WELCOME HOME.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Peyton Blanton (407-462-7891)
5040 BREEZY ACRES ST, WINTER GARDEN, FL 34787
$680,00028 Days on yellowkey MLS ID: O6409467
REDUCED by $10,000 (1.4%) on 06/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2724 Built: 2020Monthly Fee: $115 Tax: $6,524 (2025)Community: Wincey Grvs Ph 1Spa: NoSingle Family
Taxes:$6,524
Remarks: Virtually Staged. BETTER THAN NEW WITH FULLY PAID-OFF SOLAR PANELS AND WHOLE-HOME WATER FILTRATION SYSTEM AT CLOSING! Beautifully designed 4-bedroom, 3.5-bath home with a bonus room upstairs featuring a walk-in closet and full bathroom, ideally located in the highly desirable Hamlin area of Winter Garden. Situated on a premium lot with no rear neighbors, this home offers both privacy and convenience in one exceptional package. The welcoming bungalow-style exterior opens to a spacious, modern interior filled with upgrades throughout, including soaring ceilings, tall doors, premium windows, designer lighting, custom Bali window shades, huge closets, and a downstairs laundry room. The thoughtfully designed split-bedroom floor plan offers privacy and functionality, with the main living areas and bedrooms located on the first floor, while the upstairs bonus room provides incredible flexibility as a guest suite, media room, office, or additional living space. The gourmet kitchen features a massive island, quartz countertops, stylish backsplash, range hood, and walk-in pantry, all overlooking the open living and dining spaces, making it ideal for entertaining and everyday living. Step outside to the covered rear porch and enjoy the fenced backyard with no rear neighbors and room for a future pool. Additional highlights include fully paid-off solar panels and a whole-home water filtration system, both to be paid off by the seller at closing. Conveniently located near Hamlin Town Center, SR-429, Walt Disney World, Orlando International Airport, shopping, dining, and major attractions, this home is zoned for Hamlin Elementary, Hamlin Middle, and Horizon West High School. This is Florida living at its finest.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
461 GERANIUM PARK WAY, WINTER GARDEN, FL 34787
$900,00047 Days on yellowkey MLS ID: O6403758
REDUCED by $50,000 (5.3%) on 05/11/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2432 Built: 2019Monthly Fee: $490 Tax: $9,812 (2025)Community: Park Place At Winter GardenTownhouse
Taxes:$9,812
Remarks: UPDATED TOWNHOME NEXT DOOR TO CROOKED CAN & PLANT STREET MARKET! Located in the heart of Downtown Winter Garden, 461 Geranium Park Way offers one of the most connected lifestyles available — coffee, dining, craft beer, the West Orange Trail, live music, community events, and the Saturday Farmers Market are all right outside your door. Inside, the home feels practically new, with fresh paint throughout and a beautifully maintained interior that shows no obvious wear and tear. The home is bright, polished, and truly move-in ready with wood-look tile flooring, crisp white trim, crown molding, recessed lighting, modern door hardware, decorative wall trim, and a clean neutral design throughout. The open main living level is ideal for everyday living and entertaining, with the kitchen, dining, and living areas flowing together in one spacious, connected layout. The kitchen features light cabinetry, stone countertops, subway tile backsplash, stainless steel appliances, a NATURAL GAS RANGE, vent hood, pendant lighting, and an oversized island with seating. The dining and living areas offer generous space, abundant natural light, balcony access, and a comfortable layout that feels open, stylish, and easy to live in. The flexible three-level design provides space for guests, work-from-home needs, hobbies, or multi-generational living, while the ELEVATOR-READY layout offers a valuable option for future convenience. Additional highlights include NATURAL GAS SERVICE, tankless water heater, updated fixtures, excellent storage, and a cohesive modern feel throughout. The primary bath features new flooring and a BRAND NEW STEAM SHOWER with floor-to-ceiling tile, built-in bench, recessed niche, decorative tile accent, and a spa-inspired look. With its fresh interior, updated finishes, open main living level, natural gas features, flexible layout, and unmatched Downtown Winter Garden location, this home offers a rare blend of comfort, convenience, and everyday enjoyment. Spend Saturday mornings at the farmers market, meet friends on Plant Street, hop on the West Orange Trail, and come home to a beautifully updated space just steps from it all. Schedule your private showing today.
Listing is courtesy of: THE ROSENBLOOM TEAM (407-376-4454)
Listing Agent: Cindy Rosenbloom (407-876-9175)
5460 BOWMAN DR, WINTER GARDEN, FL 34787
$585,00040 Days on yellowkey MLS ID: O6402308
REDUCED by $30,000 (4.9%) on 06/10/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2474 Built: 2016Monthly Fee: $328 Tax: $8,917 (2025)Community: Overlook At HamlinSpa: NoSingle Family
Taxes:$8,917
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: **Video Tour Available** Welcome to Overlook at Hamlin, where an active, vibrant lifestyle is built right into your everyday routine. Just minutes from restaurants and entertainment including PopStroke, Ford’s Garage, Agave Bandido, Cinepolis and world-famous theme parks, this home places you at the center of it all while offering peaceful views of Lake Hancock from its inviting front porch—perfect for morning coffee or winding down after a full day. Inside, the layout is designed to keep up with your pace. A bright, private office with French doors makes working from home or managing your schedule effortless. The open-concept family room flows seamlessly into the eat-in kitchen, creating a natural hub for gathering and staying connected. With granite countertops, stainless steel appliances, a gas range, a walk-in pantry and a spacious island, this kitchen is ready for everything from quick breakfasts to hosting friends. Outside you’ll find a generous screened patio—ideal for relaxing, stretching, or enjoying Florida’s year-round sunshine. There’s even a removable fence to create a separate play space! The detached garage has a covered walkway to the main house, so there are no worries about carrying groceries in during one of our famous Florida rain showers. The garage apartment adds incredible flexibility, featuring a kitchenette, full bath, and large closet—perfect for guests, a home studio, or a private fitness or wellness space. In the main house, you’ll find a versatile loft that can easily transform into a home gym, yoga studio, or creative retreat. The primary suite offers a calming escape with a tray ceiling, spa-like bathroom with a frameless tiled shower, and a walk-in closet. A 2nd upstairs bedroom and full bath provide comfortable accommodations for family or guests. Thoughtful upgrades like plantation shutters, ceiling fans, fire sprinklers in the home to help keep insurance rates low and durable large plank tile flooring enhance both style and functionality, while the upstairs laundry room and downstairs half bath add everyday convenience. Best of all, the HOA takes care of lawn maintenance—freeing up your time to enjoy the community’s exceptional amenities, including a beautiful pool, fitness center, and fishing pier. Cap off your evenings with breathtaking rocket launches and nightly theme park fireworks lighting up the sky. This is more than a home—it’s a lifestyle designed to keep you moving, connected, and inspired.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Tennille Biggers (850-628-4455)
15162 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787
$639,0007 Days on yellowkey MLS ID: O6413232
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2418 Built: 2015 Tax: $8,787 (2025)Community: Signature Lakes Ph 3B-4, 3B-5 &Spa: NoSingle Family
Taxes:$8,787
High School: Windermere High School
Remarks: Welcome home to the best of Florida living in the Winter Garden community of Independence, known for its resort style pools, clubhouses, fitness centers, playgrounds, walking paths, and outdoor spaces surrounding Lake Hancock and Lake Speer including boat ramp accessibility. Located in the heart of Horizon West, this lovely home is a walk or bike ride away from Hamlin town center with its restaurants, coffee shops, and shopping! This beautiful 4 bedroom, 3.5 bathroom home boasts several upgrades including appliances, air conditioning and flooring! From kindergarten to graduation this home is zoned for all highly rated schools including Independence Elementary, Bridgewater Middle and Windermere High. Inside this spacious two-story home features an open and inviting layout with a kitchen designed to be the heart of the home — complete with granite countertops, generous cabinet space, and plenty of room to entertain. The four spacious bedrooms provide flexibility for family, guests, a home office, fitness space, or whatever best fits your needs. As an added bonus, the second story provides a great view the nightly Magic Kingdom fireworks. Being just a short drive to Walt Disney World, Universal Studios, the enchanting Downtown Winter Garden, plus the up and coming Horizon West farmers markets, breweries and shopping, this location rivals the best that Central Florida has to offer. Welcome home - to Independence!
Listing is courtesy of: PROMAX PROPERTY SOLUTIONS (407-647-3377)
Listing Agent: David Murray (407-647-3377)
12253 S BRACCO ST, WINTER GARDEN, FL 34787
$499,00016 Days on yellowkey MLS ID: S5150840
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1788 Built: 2024Monthly Fee: $110 Tax: $6,803 (2025)Community: Highland Rdg Ph 2Single Family
Taxes:$6,803
Remarks: BRAND NEW CONSTRUCTION – NEVER LIVED IN – MOVE-IN READY! This is a rare opportunity to own a truly brand-new home that has never been occupied since the day it closed. No previous residents, no wear and tear, no surprises. Just a fresh start in a home that feels exactly as the builder intended. Be the very first person to live here, create memories here, and even peel the protective plastic off the brand-new appliances! Located in the highly sought-after Highland Ridge community, this stunning energy-efficient home offers a spacious open-concept design perfect for today's lifestyle. The beautifully appointed kitchen features a large center island that flows seamlessly into the dining and living areas, creating the ideal space for entertaining and everyday living. Upstairs, a versatile loft provides endless possibilities: home office, media room, game room, fitness area, or additional family space. Built by Meritage Homes in 2024, this home showcases advanced energy-efficient construction designed to provide year-round comfort, healthier indoor air quality, and lower utility costs. Ideally located in the heart of Winter Garden, you'll enjoy convenient access to top-rated schools, shopping, dining, major employment centers, and world-famous Disney attractions just minutes away. Why wait months for new construction when you can move into a never-lived-in home today? Schedule your private tour and experience what "brand new" truly means!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Gil Semedo (617-860-9165)
12554 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$599,000266 Days on yellowkey MLS ID: O6346537
1 Days Off yellowkey (back on 6/13/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2743 Built: 2025Monthly Fee: $96 Tax: $1,862 (2024)Community: Osprey Ranch-Ph 1Single Family
Taxes:$1,862
Remarks: This tenant-occupied home, rented for $3,400/month until June 30, 2026, presents an excellent investment opportunity with immediate income. Located in the desirable Osprey Ranch community of Winter Garden, the property features 4 bedrooms, 3.5 bathrooms, and 2,743 heated square feet of living space. The functional floor plan includes a modern kitchen with all appliances and a laundry room with washer and dryer. Osprey Ranch, in the highly sought-after Horizon West area, offers a lifestyle of comfort and recreation. Community amenities include a resort-inspired pool and cabana currently under construction, plus a splash pad, playground, and dog park. Showings must be scheduled in advance with the listing agent.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Adriana Pl Franzoi (407-924-0872)
2202 ROMANUM DR, WINTER GARDEN, FL 34787
$565,00062 Days on yellowkey MLS ID: O6398743
REDUCED by $14,900 (2.6%) on 06/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1889 Built: 2015Monthly Fee: $211 Tax: $3,839 (2025)Community: Alexander RidgeSingle Family
Taxes:$3,839
Remarks: Welcome to your next home in the heart of Winter Garden—where location, lifestyle, and upgrades come together seamlessly. This beautifully updated 3-bedroom, 2-bathroom home with an additional 135-square-foot flex space is perfectly positioned just 20 minutes from Disney, 15 minutes from Downtown Winter Garden, and only 10 minutes to Winter Garden Village, giving you easy access to everything Central Florida has to offer. Step inside to find brand-new luxury vinyl flooring, fresh exterior paint (2024), and a bright, open feel that makes the home both inviting and functional. The additional 135-square-foot living space under air conditioning, complete with elegant French doors, offers endless possibilities as a home office, playroom, fitness room, or second living area. Out back, enjoy your own private putting green—ideal for unwinding or entertaining guests. And with HOA-maintained landscaping, you can say goodbye to yard work and hello to low-maintenance living. Major updates bring peace of mind, including a new roof (2024), new AC unit (2025), and new gutters (2024). Additional features include a garage with epoxy flooring, a hybrid hot water heater, and a sleek GE Slate appliance package that adds a modern touch to the kitchen. This home checks all the boxes—location, upgrades, and lifestyle. Schedule your private showing today and experience it for yourself.
Listing Agent: Trevor Zwick (863-303-6114)
16330 BRISK BREEZE ALY, WINTER GARDEN, FL 34787
$540,000167 Days on yellowkey MLS ID: G5106012
REDUCED by $10,000 (1.8%) on 06/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2170 Built: 2018Monthly Fee: $245 Tax: $7,556 (2024)Community: Waterleigh Ph 2ASingle Family
Taxes:$7,556
Remarks: Welcome home to this beautifully maintained 3-bedroom, 2.5-bath residence with a bonus room/office, built in 2018 and thoughtfully designed for both comfort and functionality. From the moment you step inside, you’ll appreciate the open-concept layout and high ceilings that create a light, airy feel—perfect for hosting gatherings or enjoying quiet evenings at home. This move-in-ready home features brand-new carpet throughout the upstairs and all bedrooms, along with fresh interior paint (December 2025) and new exterior paint (May 2025), giving it a clean, modern feel throughout. Upstairs, all three bedrooms and two full bathrooms give you a private retreat, highlighted by a spacious primary suite with a walk-in closet featuring custom built-ins designed to keep everything organized and within reach. Enjoy Florida living year-round on the covered outdoor patio, ideal for morning coffee or winding down at the end of the day. A separate laundry room adds everyday convenience, while HOA-maintained landscaping allows you to spend more time enjoying your home and less time on upkeep. Located in a vibrant community offering parks, a resort-style pool, and clubhouse, this home combines lifestyle, comfort, and convenience in one exceptional package. Don’t miss your chance to make this inviting Winter Garden home your own.
Listing is courtesy of: NARROW ROAD REALTY (352-589-8100)
Listing Agent: Nicholas Barber (407-574-1651)
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