Location: Winter Garden
Keyword(s): Bridgewater Middle
Keyword(s) Middle School: Bridgewater Middle
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15037 LAKE BESSIE LOOP, WINTER GARDEN, FL 34787
$1,100,00018 Days on yellowkey MLS ID: O6418541
Bed: 7 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3938 Built: 2022Monthly Fee: $160 Tax: $11,662 (2025)Community: Lakeside/Hamlin 60Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,662
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: Welcome to luxury living in the highly sought-after Lakeside at Hamlin community in Winter Garden, Florida. Built in 2022 and situated on a spacious corner lot, this beautifully upgraded home combines elegant design, modern technology, and exceptional outdoor living. This two-story home is just under 4,000 square feet of living space, features seven true bedrooms, four spacious bathrooms, ample closets, a two-car garage with a paver driveway, a fenced backyard, and a screened-in pool, with the oversized kitchen flowing seamlessly into the living room and dining room. Additional upgrades include: * Smart thermostats * Security system * Irrigation system * CAT 6 wiring * New blinds throughout * Custom closet systems * Stainless-steel kitchen appliances, washer and dryer * Natural-gas community * HOA includes fiber-optic cable * Fenced backyard * Screened pool enclosure and pool equipment. Step through the covered front porch and arched entryway into a bright and inviting interior featuring high ceilings, recessed lighting, crown molding, tall baseboards, built-in art niches, designer doors, and hardware. French doors and abundant natural light create a warm atmosphere throughout. The heart of the home is an impressive chef's kitchen complete with custom cabinetry, a large center island with a deep stainless sink, a solid surface cooktop, an upgraded vent hood, stainless steel appliances, a glass tile backsplash, a coffee station, and an oversized breakfast counter perfect for casual dining and entertaining. The luxurious primary suite offers a spa-inspired bath with dual vanities, solid-surface countertops, an oversized walk-in closet with custom organizers and a folding table, dual showerheads, and upgraded finishes throughout. Bedroom Two offers a full private ensuite bathroom downstairs, perfect for guests or family wanting extra privacy. Bedrooms Four and Five are currently used as private home offices. Upstairs, Bedroom Six is used as a home gym, and Bedroom Seven is used as a media room. Both bedrooms have large walk-in closets and share a spacious bathroom upstairs. Designed for Florida living, the backyard is truly exceptional. Enjoy your private screened custom pool featuring a sun shelf, all surrounded by a beautifully fenced yard with professional landscaping and irrigation. The expansive sealed paver patio is already plumbed for a future summer kitchen or wet bar, creating the ideal setting for outdoor entertaining. Built with attention to detail and thoughtfully enhanced inside and out, this move-in-ready residence offers the perfect blend of luxury, comfort, and convenience. Quickly access SR429 around the corner. Walk to the brand-new retail plaza across the street for a dentist, women's health clinic, plastic surgery center, Foxtail Coffee, Degree Wellness Yoga, and a Sensory Play Cafe. You are 10 minutes from Hamlin Town Center and have easy access to Disney, Downtown Winter Garden, and major highways.
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
5686 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$399,00033 Days on yellowkey MLS ID: O6410760
REDUCED by $23,000 (5.5%) on 06/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1712 Built: 2019Monthly Fee: $330 Tax: $6,441 (2025)Community: Orchard Hills Ph 4Townhouse
Taxes:$6,441
Remarks: Investor opportunity in the highly desirable Orchard Hills community of Winter Garden. This well-maintained two-story townhome offers 3 bedrooms, 2.5 bathrooms, and approximately 1,712 square feet of living space with an open-concept layout, spacious family room, and private balcony overlooking peaceful tree and wooded views. The kitchen is equipped with modern appliances including built-in oven, cooktop, microwave, dishwasher, disposal, refrigerator, and electric water heater. Residents enjoy access to resort-style community amenities including a pool, fitness center, playground, park, sidewalks, and beautifully maintained common areas. Conveniently located near Winter Garden Village, Hamlin shopping and dining, top-rated schools, and quick access to SR-429, this property offers a combination of location, lifestyle, and investment potential in one of Central Florida’s most sought-after communities. The property is currently tenant-occupied. Current tenant is paying: $2325 per month until 2/28/27.
Listing is courtesy of: CONDO METROPOLIS, LLC (407-901-5161)
Listing Agent: Marcus Burke (407-394-4628)
7187 WILD STRAWBERRY RUN, WINTER GARDEN, FL 34787
$723,00065 Days on yellowkey MLS ID: O6403837
0 Days Off yellowkey (back on 6/29/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3602 Built: 2007Monthly Fee: $200 Tax: $11,214 (2025)Community: Signature Lks-Pcl 01D Ph 02Spa: NoSingle Family
Taxes:$11,214
Elementary School: Independence Elementary
High School: Horizon High School
Remarks: Under contract-accepting backup offers. There are homes that simply check the boxes… And then there are homes that instantly make you feel something the moment you walk through the door. This former model home tucked inside one of Winter Garden’s most loved communities, Independence. From the soaring ceilings to the warm engineered wood floors flowing throughout the home, every space feels bright, open, and inviting. Picture slow mornings in the beautiful open kitchen with granite countertops and beautiful color cabinetry while sunlight pours into the living spaces. Imagine family gatherings that effortlessly flow from the spacious living room to the dining area, creating the perfect setting for birthdays, holidays, movie nights, and everyday moments that matter most. The layout was designed for real life and comfort. Downstairs, the private primary suite creates a peaceful retreat, while the additional guest suite and the office flexibility for multigenerational living, remote work, or welcoming visitors. Upstairs opens into oversized bedrooms, a Jack and Jill bathroom, and a huge bonus space ready for game nights, a media room, or a second family lounge. But what truly makes this home special is the lifestyle waiting right outside your front door. Located in the highly desirable Independence community in Winter Garden, residents enjoy one of Horizon West’s most vibrant master planned communities filled with scenic walking and biking trails, beautifully maintained green spaces, community parks, playgrounds, clubhouses, fitness centers, resort style pools, and sports courts. Top rated schools, shopping, restaurants, Outside, life becomes even better. Disney just minutes away create the kind of Florida lifestyle.
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Carmelo Nuccio (321-441-6951)
6323 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787
$560,00027 Days on yellowkey MLS ID: O6415343
REDUCED by $10,000 (1.8%) on 06/19/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2177 Built: 2018Monthly Fee: $425 Tax: $8,526 (2025)Community: Hamlin ReserveSingle Family
Taxes:$8,526
Remarks: Expansive private backyard. Covered brick paver patio. Carpet free interior. Wood look tile and luxury vinyl throughout. Upgraded kitchen with black cabinetry, quartz countertops, and stainless steel appliances. Fenced yard. 2 car garage. Community pool, park, playground, and dog park. Prime Winter Garden location near Hamlin, SR 429, shopping, dining, medical facilities, entertainment, and top rated schools. Located in the highly desirable Hamlin Reserve community, this home offers one of the features buyers value most in Winter Garden: an expansive private backyard. The covered brick paver patio and spacious lawn create a rare outdoor setting for relaxing, entertaining, family time, pets, or simply enjoying more privacy. Inside, the home is carpet free and designed for both comfort and easy maintenance. Modern wood look tile and luxury vinyl flooring run throughout the home, creating a clean, stylish, and low maintenance living experience. The upgraded kitchen features black cabinetry, quartz countertops, stainless steel appliances, and a functional layout that connects seamlessly to the open living and dining areas. The first floor feels bright, practical, and inviting, with excellent natural light and flexible living space for everyday living. Upstairs, the spacious primary suite includes a walk in closet and private bathroom, while the additional bedrooms offer comfortable options for family, guests, or a home office. The home also offers great storage, a fenced backyard, and a 2 car garage. Hamlin Reserve continues to be one of Winter Garden’s most convenient and sought after locations, with access to a community pool, park, playground, and dog park. Just minutes from Hamlin, SR 429, shopping, dining, medical facilities, entertainment, and top rated schools, this location delivers both lifestyle and long term value. Currently tenant occupied, this property offers flexibility for the next owner. It can serve as a future primary residence or as an investment opportunity with immediate rental income potential. With the recent price improvement, private backyard, carpet free interior, and prime Hamlin Reserve location, this home deserves serious attention. Schedule your showing before this opportunity is gone.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jessica Souza Meuli (305-527-9574)
5091 PALMETTO PARK DR, WINTER GARDEN, FL 34787
$650,00018 Days on yellowkey MLS ID: G5114001
0 Days Off yellowkey (back on 6/26/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2224 Built: 2018Monthly Fee: $190 Tax: $5,711 (2025)Community: Orchard Hills Phase 3Single Family
Taxes:$5,711
Remarks: Under contract-accepting backup offers. Stunning Upgraded 4-Bedroom Home in Desirable Winter Garden! Welcome to 5091 Palmetto Park Drive, where quality upgrades, thoughtful design, and Florida living come together! Situated on an oversized 50’ x 135’ homesite, this beautifully maintained home offers exceptional features inside and out, making it truly move-in ready. From the moment you arrive, you’ll appreciate the custom details including an elegant custom glass front door, crown molding throughout the home, and beautiful tile flooring throughout—no carpet! The chef-inspired kitchen has been tastefully updated with: * New granite countertops * Designer backsplash * KitchenAid refrigerator (transferable warranty to 2030) * Whirlpool oven * KitchenAid dishwasher (transferable warranty to 2030). The spacious primary suite features a custom walk-in closet and an upgraded en-suite bath with a large walk-in shower. Throughout the home you’ll find custom closets, handcrafted built-in cabinetry including a beautiful custom queen Murphy bed/office wall unit with built in desk, decorative wall niches, and a built-in ironing board in the utility room. Additional upgrades include: * Fully PAID-OFF SOLAR PANELS (current homeowner pays approximately $33/month electric bill for the entire home) * Whole-house water filtration system * Vivint smart security system with sensors and 4 cameras (subscription transferable) * Comfort height toilets * New A/C evaporator coil * Garage epoxy flooring * Custom garage storage shelving * Garage utility sink * Additional garage storage * Exterior painted with premium lifetime acrylic paint. Step outside to enjoy your expansive 40’ x 20’ travertine lanai, featuring both covered and uncovered entertaining areas with plenty of room to add a pool. Outdoor furniture is negotiable. Additional highlights: * Oversized lot * Custom glass shower in guest bathroom with niche * Two decorative interior wall niches, comfort height toilets * TVs and select furniture may be available separately. Orchard Hills has community swimming pool, fitness centre, dog park and community organised events. The HOA fee covers lawns mowed, blown and edged and best of all NO CDD fee for the community. Prime Winter Garden Location Enjoy living in one of Central Florida’s most sought-after communities! * Minutes to Historic Downtown Winter Garden with award-winning restaurants, boutiques, breweries, and the popular Farmers Market. * Easy access to the West Orange Trail. * Approximately 20–25 minutes to Downtown Orlando. * Around 25–30 minutes to Walt Disney World Resort. * Approximately 35–45 minutes to Orlando International Airport. * Roughly 75–90 minutes to Florida’s East Coast beaches, including Cocoa Beach and New Smyrna Beach. * Convenient access to SR-429, Florida’s Turnpike, and major shopping, dining, and medical facilities. Highly Rated Schools Located within the Orange County Public Schools district, with easy and quick access to highly regarded area private schools. This meticulously maintained home offers energy efficiency, premium upgrades, exceptional outdoor living, and an unbeatable Winter Garden location. Schedule your private showing today—this one won’t last!
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Claire Brooks (407-967-5829)
6316 MANUSCRIPT ST, WINTER GARDEN, FL 34787
$599,00024 Days on yellowkey MLS ID: O6409661
REDUCED by $20,000 (3.2%) on 06/26/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2608 Built: 2011Monthly Fee: $195 Tax: $8,654 (2025)Community: Signature Lakes Ph 02 A B H I JSingle Family
Taxes:$8,654
Remarks: Such a Charming, Family-Friendly 4 Bedroom 2.5 Bath Home in Beautiful Winter Garden. The bungalow-style porch is extremely inviting as you enter the home. Arched doorways, recessed lighting, French doors, transom windows, and a separate office on the first floor. Tons of natural lighting. The kitchen includes solid granite countertops, solid wood cabinetry, custom tile backsplash, and an island storage prep station. and a Pantry! Oversized primary bedroom upstairs, with an ensuite bathroom leading to a roomy walk-in closet with pocket doors. Ensuite Bath includes a glass-walled shower with a separate spa-style tub. Dual sinks with plenty of counter space. Solid wood cabinetry and Stone countertops. 3 additional Bedrooms on the second floor. Full laundry room with cabinetry. Welcome to Independence, one of the most desirable communities in Central Florida! Ideally located within walking distance of A-rated schools, shopping, dining, and fun for the whole family. Whether envisioning a pool, an expanded patio, or simply more room to relax and play, this space is a true standout in the neighborhood. Residents of Signature Lakes enjoy resort-style amenities including two clubhouses, tennis and basketball courts, two swimming pools, dog parks, scenic walking and biking trails, and beautifully landscaped green spaces. These neighborhoods would be inspired by the traditional aesthetic of Colonial America, with streets named after agricultural methods, explorers, authors, artists, and more. The "icon" for the community is the Mall, situated at the entrance to the community off Ficquette Rd. Two large stone obelisks, alight with gas torches in the evening, give way to the sparkling 512-foot reflecting pond surrounded by emerald green lawn and stately mature oak trees. At the Tower Green stands the five-story brick Clock Tower, trimmed by ornamental gardens and capped with a copper spire. The Town Square Residents Club ends the Mall, with its colonnaded façade and tall cupola drawing inspiration from Georgian colonial buildings of historic Philadelphia, New York, and Boston. This prime Winter Garden location offers quick access to SR-429 and is minutes from shopping, dining, and entertainment. This home is the perfect blend of style, comfort, and location, and is ready to welcome its next owner. At Independence, they are proud to be among the finest master planned communities in Horizon West. Full of dramatic architectural flourishes, surrounded by the majesty of natural Florida, and home to a lifestyle that's second to none, we welcome you to explore this beautiful community and discover that this unique place truly is what life should be.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Sean Flatley (609-208-8204)
4896 PALMETTO PARK DR, WINTER GARDEN, FL 34787
$699,00067 Days on yellowkey MLS ID: OM723891
1 Days Off yellowkey (back on 6/26/2026)
REDUCED by $30,000 (4.1%) on 06/23/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2888 Built: 2016Monthly Fee: $188 Tax: $8,086 (2025)Community: Orchard Hills Ph 2Single Family
Taxes:$8,086
Remarks: Located in the highly sought-after Orchard Hills community, this upgraded “Hayes II” residence offers 5 bedrooms, 4 full baths, and a thoughtfully designed open-concept layout. Originally showcased by the builder, the home features curated upgrades and a layout that balances everyday functionality with refined design.A dramatic two-story foyer sets the tone upon entry, leading into a formal dining space ideal for hosting. The kitchen is designed for both form and function, featuring 42-inch cabinetry, granite countertops, stainless steel appliances, double ovens, and a spacious island that flows seamlessly into the breakfast area and main living space. A first-floor bedroom and full bath provide flexibility for guests or a private office. Upstairs, the primary suite offers generous proportions, a custom walk-in closet, and a well-appointed bath with dual vanities, soaking tub, and separate shower. Additional bedrooms are well-sized, with ample closet space, and the laundry room is conveniently located on the second level. Outdoor living is just as inviting, with an oversized screened lanai with plenty of room to add a pool and/or outdoor kitchen. The east-west orientation allows for natural light throughout the day and beautiful sunset views, and the fully fenced yard enhances privacy. Crowned with a timeless Spanish tile roof, the home is further enhanced by a new dual-zoned HVAC system (2024), providing efficient, balanced comfort throughout. Additional highlights include upgraded flooring throughout the upper level, tinted double-pane windows, a finished garage with overhead storage, and a larger homesite within the community. Residents of Orchard Hills enjoy an amenity-rich lifestyle, including a pool, clubhouse, fitness center, playgrounds, dog park, grilling area, and frequent events. The HOA covers exterior maintenance, lawn care, landscaping, and outdoor pest prevention - making life truly low-maintenance. Just minutes from Disney World, major highways, shopping and dining, this home is a rare opportunity you won't want to miss!
Listing is courtesy of: REMAX REALTY ONE (352-795-2441)
Listing Agent: Laura Bush (904-687-5170)
15162 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787
$619,00027 Days on yellowkey MLS ID: O6413232
REDUCED by $20,000 (3.1%) on 06/22/2026
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
Remarks: Under contract-accepting backup offers. 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)
14531 CEDAR HILL DR, WINTER GARDEN, FL 34787
$699,00053 Days on yellowkey MLS ID: O6408070
0 Days Off yellowkey (back on 6/18/2026)
REDUCED by $50,000 (6.7%) on 06/03/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3510 Built: 2014Monthly Fee: $187 Tax: $6,330 (2025)Community: Orchard Hills Ph 1Single Family
Taxes:$6,330
Remarks: Under contract-accepting backup offers. Welcome to 14531 Cedar Hill Dr., a stunning home located in the highly sought-after Orchard Hills community of Winter Garden. This spacious residence offers 5 bedrooms, 4 full bathrooms, and over 3,500 square feet of beautifully designed living space, perfect for both everyday living and entertaining. Enjoy a huge private backyard with no rear neighbors, creating a peaceful retreat ideal for relaxing or hosting gatherings. The expansive screened-in patio extends your living space outdoors, while inside you’ll find a massive loft/game room, perfect for movie nights, play space, or a home office setup. The oversized primary suite is a true sanctuary, featuring ample space to unwind and a luxurious en-suite bath. Additional bedrooms are generously sized, offering comfort and flexibility for family, guests, or multigenerational living. Residents of Orchard Hills enjoy resort-style amenities, including a sparkling pool, fitness center, dog park, playground, and barbecue area. Conveniently located near Horizon West and the popular Hamlin area, this home is just minutes from shopping, dining, entertainment, and downtown Winter Garden. This exceptional home combines space, privacy, and location—don’t miss the opportunity to make it yours!
Listing is courtesy of: REAL BROKER, LLC (407-922-8986)
Listing Agent: Denise Pellegrino (352-978-9720)
7725 PURPLE FINCH ST, WINTER GARDEN, FL 34787
$530,00040 Days on yellowkey MLS ID: O6410286
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2195 Built: 2016Monthly Fee: $252 Tax: $6,665 (2025)Community: Summerlake Pd Ph 3BSingle Family
Taxes:$6,665
Elementary School: Summerlake Elementary
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 7725 Purple Finch Street in Winter Garden, a 2-story home offering 3 bedrooms, 2.5 bathrooms, an open floorplan, and a comfortable layout designed for everyday living, with a VA assumable mortgage available. With the main living areas on the first floor and all bedrooms positioned upstairs, the home provides a practical separation between shared spaces and private retreats. Inside, the open layout connects the living, dining, and kitchen areas, creating an easy flow for daily routines, hosting, and relaxing. The kitchen overlooks the main living space, keeping the home bright, connected, and functional. Upstairs, the 3-bedroom layout offers flexibility for residents, guests, a home office, or additional storage, while the 2.5 bathrooms add convenience for both everyday use and visitors. The home also includes several recent updates that add value and peace of mind. The roof was replaced in June 2026, and the exterior was painted in 2026, giving the home a refreshed look. The AC system was replaced in 2024 with a Goodman unit installed by Global Cooling and includes a UV light. Upstairs flooring was replaced in 2025 with hybrid waterproof and scratch-resistant flooring. Additional updates include a Springwell salt-free whole-house water filtration system installed in 2023 and a washer and dryer replaced in 2026. Outdoor living is easy to enjoy with a covered front porch that creates a welcoming entry and a space for seating. The open patio provides additional room for outdoor dining, grilling, plants, or a small lounge setup. The community offers a strong amenity package, including a pool, clubhouse, fitness center, dog park, park, and playground, giving residents convenient options for recreation and everyday enjoyment close to home. Residents can also enjoy views of Disney fireworks from the community park, adding a unique touch to evenings in the neighborhood. Located in Winter Garden, the home is near shopping, dining, schools, parks, trails, and major roadways, with access to the area’s popular local destinations and the broader Central Florida region.
Listing Agent: Thomas Nickley, Jr (407-629-4420)
7701 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787
$2,250,000109 Days on yellowkey MLS ID: O6391690
REDUCED by $100,000 (4.3%) on 06/25/2026
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4072 Built: 2021 Tax: $16,827 (2025)Community: Summerlake Pd Ph 2A & 2BSpa: YesSingle Family
Taxes:$16,827
Remarks: Experience of luxury living in this 2021 custom-built contemporary masterpiece by Davila Homes with acess to Lake Hancock-a highly sought after ski lake. Boasting five bedrooms, a dedicated office and a loft, this residence seamlessly blends modern design with the tranquility of lakeside living. Step inside to discover an open, sunlit space connecting the living room, dining area, and chef's kitchen. Expansive windows frame panoramic lake views, creating an inviting atmosphere throughout. The owner's bedroom, complete with a custom walk-in closet, provides comfort and convenience. Beyond the ordinary, this home features a expansive windows, surround sound throughout the home and an oversized laundry room. The floor-to-ceiling stackable sliding doors allow you to step outside to your private paradise with a saltwater pool with a spa and a boat dock. Enjoy a low-maintenance turf yard, ensuring lush greenery year-round. As part of a vibrant community, residents enjoy access to Resident's Club, featuring a state-of-the-art fitness center, business center, resort-style pool with splash pad, playground, tennis and basketball courts. Conveniently located just minutes from the Hamlin Center and 429, this residence offers a perfect blend of serenity and accessibility. Don't miss the chance to call this lakefront haven home.
Listing Agent: Vanessa Ferreira (407-800-6383)
5460 BOWMAN DR, WINTER GARDEN, FL 34787
$585,00060 Days on yellowkey MLS ID: O6402308
1 Days Off yellowkey (back on 6/25/2026)
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
Remarks: Under contract-accepting backup offers. **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)
15183 BRIDGEWATER CROSSINGS BLVD, WINTER GARDEN, FL 34787
$520,00015 Days on yellowkey MLS ID: O6416462
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1998 Built: 2017Monthly Fee: $195 Tax: $6,636 (2025)Community: Signature Lakes Ph 3B-4, 3B-5 &Single Family
Taxes:$6,636
Remarks: Welcome to 15183 Bridgewater Crossings Blvd, a 3-bedroom, 2 full/1 half bath home with a versatile bonus room featuring newly installed sliding barn doors, perfect for a home office, playroom, or guest space. Fresh exterior and interior paint, new ceiling fans and crown molding in the living room, kitchen, and primary bedroom add character throughout. Enjoy Florida living from your fully fenced in backyard with rear porch, or relax on your front porch, where you can view the nightly Disney fireworks. Located in the highly desirable Horizon West area, this amenity-rich community offers two pools, two clubhouses with fitness centers, an arcade room, billiards, tennis, basketball courts, dog parks, walking and bike paths, expansive green spaces, and a community boat ramp with access to Lake Hancock. HOA INCLUDES basic CABLE and Wi-Fi. Enjoy exceptional convenience with SR 429 minutes away, providing quick access throughout Central Florida. Minutes from Hamlin Town Center, where you can enjoy the new recreational destination Horizon West Regional Park, PopStroke, Cinepolis, shopping & dining galore, the new Horizon West Library and Orange County National Golf. Bonus... you are so close to the magic of Downtown Winter Garden, Disney World and zoned for top-rated schools. This home offers the perfect blend of comfort, recreation and location! ALL INFORMATION CONTAINED HEREIN IS FROM SOURCES DEEMED RELIABLE, HOWEVER, NO REPRESENTATION OR WARRANTY IS MADE TO THE ACCURACY THEREOF.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Valerie Winch (518-339-2940)
6408 FLAT LEMON DR, WINTER GARDEN, FL 34787
$550,00091 Days on yellowkey MLS ID: O6396757
0 Days Off yellowkey (back on 6/6/2026)
REDUCED by $20,000 (3.5%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 2019Monthly Fee: $142 Tax: $8,155 (2025)Community: Hamlin ReserveSingle Family
Taxes:$8,155
Remarks: Under contract-accepting backup offers. Tucked inside Hamlin Reserve in the heart of Horizon West, this beautifully maintained one-story home offers the kind of lifestyle buyers are looking for: modern, low-maintenance, and close to everything. Built in 2019 and still feeling like new, this 3-bedroom, 2-bath home with 1,979 heated square feet blends comfort, function, and thoughtful upgrades in all the right ways. From the moment you step inside, the open layout feels bright, welcoming, and easy to live in. Hardwood Laminate flooring runs throughout the entire home, including the bathrooms, creating a clean and cohesive look. The flexible dining room offers extra versatility and could easily become a private office, playroom, or enclosed flex space with French doors. The backyard is set up to be enjoyed, with a fully fenced yard ideal for pets, plus a built-in patio deck and firepit that make it easy to picture cozy evenings outside, weekend gatherings, or quiet mornings at home. Solar panels help drastically reduce the monthly electric bill, and the sellers will pay them off at closing, giving the next owner an added benefit from day one. Living in Hamlin Reserve means enjoying a community pool and being just minutes from the 429, Disney, shopping, grocery stores, dining, and all the energy and convenience that make Horizon West one of Central Florida’s most desirable places to call home. With no CDD, a move-in ready condition, and a location that continues to grow, this home is an ideal fit for buyers looking for both lifestyle and value. SAVE BIG: 1% Broker credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred broker.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Clementine Costantini (407-692-5453)
7460 JOHN HANCOCK DR, WINTER GARDEN, FL 34787
$2,445,00077 Days on yellowkey MLS ID: O6400891
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4817 Built: 2020Monthly Fee: $210 Tax: $17,060 (2025)Community: Overlook At HamlinSingle Family
Taxes:$17,060
Remarks: Experience lakefront luxury at its finest. Situated on the pristine shores of Lake Hancock in Overlook at Hamlin, this 2020-built Mediterranean masterpiece offers the perfect blend of elegance and recreation. Boasting 6 spacious bedrooms and 5.5 baths, this home features an open-concept layout with soaring cathedral ceilings and high-end finishes throughout. The gourmet kitchen, complete with a massive island and walk-in pantry, flows seamlessly into the living areas—all offering stunning water views. Step outside to your private oasis featuring a salt-water pool and a custom composite dock (2022) ready for skiing or sunset cruises. With the primary suite on the main floor and a massive upstairs game room, there is space for everyone. Enjoy the best of Winter Garden living with top-rated schools and world-class community amenities.
Listing is courtesy of: VISTA CAY REALTY COMPANY (407-996-4656)
Listing Agent: Mauro Costa (321-231-6800)
4231 OAK LODGE WAY, WINTER GARDEN, FL 34787
$659,95025 Days on yellowkey MLS ID: O6416590
1 Days Off yellowkey (back on 6/23/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2821 Built: 2015Monthly Fee: $188 Tax: $9,739 (2025)Community: Orchard Hills Ph 1Spa: NoSingle Family
Taxes:$9,739
Remarks: Under contract-accepting backup offers. Virtually Staged. ORCHARD HILLS HOME FOR SALE **HOA takes care of front and back lawn maintenance **4-Bedroom **3.5-Bathrooms **2-car Garage **Fresh Interior Painting **New Coach Lights **Two-Story Foyer ** As soon as you enter there is a OFFICE/Flex room with a half Bathroom for convenience and also connects to a Coffee/Cocktail Bar for enjoyment. *Open Floor Plan features: Gourmet Kitchen with a BUILT-IN Double Oven, Cooktop, Microwave and Dishwasher and a BIG Kitchen Island. *Ceramic Tile in Wet Areas *Neutral color Luxury Vinyl Plank throught *9ft CEILINGS *DOWNSTAIRS Master Suite with Space for a Seating Area *Master Suite Large Walk-In Closet *Master Bathroom has a FLOATING TUB and Separate Shower. UPSTAIRS: You will find a LOUNGE/GAME ROOM and the other 3 BEDROOMS with 2 FULL BATHROOMS. There is Laundry Room with enough space for storage and a COVERED Screened Lanai Porch overlooking the FENCED yard for Privacy. The yard is a good size for a Private Pool in the future. NO REAR NEIGHBORS **Walking Distance to COMMUNITY POOL, FITNESS, CLUBHOUSE. This home is located near TOP RATED Schools and Modern Hospital with easy commute to DisnweyWorld, Dr Phillips Restaurant Row and Shopping at Winter Garden Village and the New HAMLIN. Call for your Private Showing.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Avi Maganda (321-287-5340)
5966 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$695,000165 Days on yellowkey MLS ID: O6376219
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2839 Built: 2017Monthly Fee: $195 Tax: $9,648 (2025)Community: Signature Lakes Ph 3B-4, 3B-5 & 3B-7 83/27 Lot 184Single Family
Taxes:$9,648
Remarks: Price Improvement – Welcome to 5966 Cypress Hill Rd, located in the highly sought-after Independence community of Winter Garden. This well-maintained home offers a rare blend of privacy, space, and lifestyle amenities. Situated on a larger-than-average lot with no rear neighbors, the home backs up to an open area, creating a peaceful and private setting—perfect for relaxing or entertaining. Features include a covered side lanai, extended driveway, and detached garage, offering both functionality and additional space. Enjoy resort-style living in Independence, including: • Two private boat ramps with access to Lake Speer and Lake Hancock • Two clubhouses, pools, fitness centers, and sports courts • Internet included through Spectrum as part of the HOA • Walking trails, parks, and frequent community events • Internet included through Spectrum as part of the HOA The home is zoned for top-rated schools and conveniently located near shopping, dining, and major highways. Solar System: Property includes a solar system with an existing loan. Buyer to assume solar loan. Note: Water softener not included but may be purchased separately. Solar loan assumption required; details available upon request.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Mahmoud Mango (321-830-4678)
15138 SHONAN GOLD DR, WINTER GARDEN, FL 34787
$2,799,95021 Days on yellowkey MLS ID: O6417357
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5551 Built: 2019Monthly Fee: $230 Tax: $35,838 (2025)Community: Overlook 2/Hamlin Ph 3 & 4Spa: NoSingle Family
Taxes:$35,838
Remarks: Experience the pinnacle of lakefront luxury in this extraordinary custom estate situated along the shores of Lake Hancock, offering over 104 feet of private waterfront frontage. Encompassing more than 5,600 square feet of meticulously designed living space, this remarkable residence seamlessly blends timeless elegance with modern comfort. Upon entering, you are welcomed by soaring ceilings, expansive living spaces, abundant natural light, and designer finishes throughout. The thoughtfully designed open floor plan is ideal for both everyday living and grand-scale entertaining. At the heart of the home, the gourmet chef’s kitchen features premium appliances, custom cabinetry, generous prep space, and a spacious breakfast area overlooking the water. The luxurious first-floor primary suite serves as a private retreat, showcasing breathtaking lake views, a spa-inspired bathroom, and an oversized walk-in closet. Each additional bedroom is generously appointed with its own en-suite bath, providing exceptional comfort and privacy for family and guests alike. Upstairs, enjoy an immersive cinematic experience in the fully equipped private home theater. Step outside to discover a true resort-style setting, complete with an infinity-edge saltwater pool, covered lanai with fireplace, and a fully equipped outdoor kitchen designed for year-round entertaining. A private dock extends into Lake Hancock, providing direct access for boating, fishing, paddleboarding, or simply enjoying spectacular sunset views. As evening falls, take in the magical sight of Walt Disney World fireworks reflecting across the water. Located within one of Horizon West’s most desirable communities, residents enjoy an exceptional lifestyle with access to resort-style amenities including a community pool, tennis courts, fitness center, banquet facilities, scenic walking paths, and neighborhood parks. Conveniently located just minutes from premier shopping, fine dining, entertainment, and top-rated schools, this is a rare opportunity to own one of Central Florida’s most impressive waterfront estates.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Matt Tomaszewski (407-719-5956)
15367 GILLIGAN CT, WINTER GARDEN, FL 34787
$590,00022 Days on yellowkey MLS ID: O6417175
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2156 Built: 2020Monthly Fee: $300 Tax: $7,397 (2025)Community: Winding Bay Ph 1BSingle Family
Taxes:$7,397
Elementary School: Water Spring Elementary
Remarks: Welcome to your dream home! Built in 2020, this stunning two-story single-family residence perfectly blends modern design, comfort, and functionality. Featuring 4 spacious bedrooms, 2 full bathrooms, and 1 half bath, this home offers the ideal layout for both everyday living and entertaining. Step inside to discover an open-concept floor plan filled with natural light, contemporary finishes, and thoughtfully designed living spaces that create a warm and inviting atmosphere. The modern kitchen seamlessly connects to the main living and dining areas, making it perfect for gatherings with family and friends. The generously sized bedrooms provide comfort and privacy, while the primary suite offers a relaxing retreat after a long day. Conveniently located in a desirable area, this property combines accessibility, comfort, and modern living. Whether you're looking for your primary residence or a smart investment opportunity, this home is ready to exceed your expectations. Property have tenants living month by month.
Listing is courtesy of: PAK HOME REALTY (909-351-5105)
Listing Agent: Ivanna Mendoza Heredia (417-335-1572)
13878 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787
$569,90034 Days on yellowkey MLS ID: O6413152
0 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2115 Built: 2017Monthly Fee: $190 Tax: $5,643 (2025)Community: Orchard Pk/Stillwater Xing PhSingle Family
Taxes:$5,643
Remarks: Welcome Home to this beautifully maintained 4-bedroom, 3-bathroom property located in the highly sought-after Orchard Park community in Winter Garden. Offering over 2,100 square feet of thoughtfully designed living space, this spacious single-story residence features an open-concept floor plan that seamlessly connects the kitchen, dining, and living areas, creating the perfect setting for both everyday living and entertaining. Recent updates completed in May 2026 include a freshly repainted interior, brand new sod, AC system serviced and cleaned, and new carpet in the primary bedroom, providing peace of mind and a truly move-in ready experience. The well-appointed gourmet kitchen showcases granite countertops, a built-in oven and cooktop, abundant cabinetry, a spacious pantry, and overlooks the main living areas enhanced by luxury vinyl flooring throughout. Plantation shutters are on the windows along the rear of the home, adding both style and functionality while enhancing the home's natural light and views of the backyard. The private primary suite serves as a relaxing retreat with a walk-in closet and en-suite bathroom, while three additional bedrooms and two full bathrooms offer flexibility for family, guests, or a home office. Additional interior highlights include abundant natural light, a spacious laundry room, and ample storage throughout. Step outside to your own backyard oasis where an expansive covered lanai overlooks a fully fenced yard featuring an extended paver patio, custom fire pit, and outdoor grill, creating the ideal setting for entertaining, outdoor dining, or simply enjoying Florida evenings at home. Ideally situated just minutes from Hamlin Town Center, shopping, dining, entertainment, top-rated schools, and convenient access to SR-429, this home offers the perfect balance of location and lifestyle. Residents enjoy access to community amenities including a resort-style pool, playground, dog park, and scenic sidewalks throughout the neighborhood. HOA fees includes your Lawncare! Combining comfortable indoor living, impressive outdoor entertaining space, recent updates, and an unbeatable Winter Garden location, this exceptional home is ready to welcome its next owners. Schedule your showing today!
Listing is courtesy of: HOGAN REALTY GROUP INC (321-474-2004)
Listing Agent: Kaitlin Sidders (407-797-2985)
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