Location: Winter Garden
Keyword(s): Bridgewater Middle
Keyword(s) Middle School: Bridgewater Middle
Do Not Show Listings
5973 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$734,90052 Days on yellowkey MLS ID: O6412179
REDUCED by $5,100 (0.7%) on 07/21/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3532 Built: 2017Monthly Fee: $195 Tax: $9,630 (2025)Community: IndependneceSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,630
Elementary School: Independence Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: Welcome to 5973 Cypress Hill Road, an exceptional 5-bedroom, 3.5-bathroom home offering nearly 3,500 square feet of thoughtfully designed living space in the highly sought-after Independence community of Winter Garden. Located in the heart of Horizon West, one of Central Florida's fastest-growing and most desirable areas, this move-in-ready home combines spacious living, resort-style amenities, top-rated schools, and unbeatable convenience. Seller is willing to help with buyers closing costs Step inside and discover a versatile floor plan designed for today's lifestyle. Multiple living spaces, including a formal living room, family room, and great room, provide the flexibility needed for entertaining, working from home, multigenerational living, or simply enjoying time with family. The spacious first-floor primary suite offers a private retreat away from the secondary bedrooms, while each of the five bedrooms features its own walk-in closet, abundant natural light, and comfortable carpeting. With room for everyone and everything, this home delivers the space buyers are searching for. At the heart of the home, the kitchen features stainless steel appliances, ample cabinetry, tile flooring, and generous workspace for meal preparation and entertaining. The washer, dryer, and all kitchen appliances convey with the sale, making your transition seamless. Step outside to the screened lanai and enjoy Florida living year-round. Whether you're enjoying your morning coffee, hosting weekend barbecues, or unwinding after a long day, this outdoor living space provides the perfect setting. Additional highlights include a newer HVAC system, a two-car garage, ceramic tile flooring in the main living areas, and abundant storage throughout the home. Residents of Independence enjoy access to an impressive collection of community amenities, including resort-style swimming pools, a fitness center, parks, playgrounds, walking trails, sports courts, and year-round community events. The location places you just minutes from Hamlin Town Center, downtown Winter Garden, shopping, dining, entertainment, major highways, and world-renowned attractions including Walt Disney World. Families will appreciate the home's location within the highly regarded school zones for Independence Elementary, Bridgewater Middle School, and Windermere High School. If you've been searching for a spacious Winter Garden home for sale with a downstairs primary suite, walk-in closets in every bedroom, resort-style community amenities, and convenient access to everything Central Florida has to offer, 5973 Cypress Hill Road deserves a spot at the top of your list. Schedule your private showing today and experience the Independence lifestyle for yourself. All information provided is deemed reliable but not guaranteed. All buyers should verify all information provided
Listing is courtesy of: NEARBY REALTY (407-349-7533)
Listing Agent: Michael Ellingson (970-978-8101)
7725 PURPLE FINCH ST, WINTER GARDEN, FL 34787
$530,00055 Days on yellowkey MLS ID: O6410286
1 Days Off yellowkey (back on 7/21/2026)
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: Under contract-accepting backup offers. **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 is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
6408 FLAT LEMON DR, WINTER GARDEN, FL 34787
$550,000106 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
High School: Horizon High School
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)
8156 WOOD SAGE DRIVE, WINTER GARDEN, FL 34787
$444,000132 Days on yellowkey MLS ID: V4947783
REDUCED by $5,000 (1.1%) on 07/01/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1853 Built: 2018Monthly Fee: $315 Tax: $3,792 (2025)Community: SummerlakeTownhouse
Taxes:$3,792
Remarks: Winter Garden – Rare, immaculate end-unit townhome in highly sought-after Summerlake, fully updated and truly MOVE-IN READY. Step onto the charming front porch—perfect for morning coffee as the neighborhood comes to life—and then into a bright, open interior with soaring ceilings, a freshly painted interior, and an inviting floor plan. The chef’s kitchen features abundant real wood cabinetry, upgraded granite countertops, and a cozy eat-in area, all overlooking a spacious family room ideal for gatherings. Large windows fill the space with natural light and frame your private rear courtyard—an outdoor area with serious potential. Think Italian courtyard villa vibes: brick pavers, twinkling lights, lush greenery, and maybe that pizza oven you’ve been dreaming about. The courtyard serves as a true extension of your living space, whether you envision a gardener’s paradise, a peaceful retreat, or a stylish entertaining area. Beyond the courtyard, you’ll find a generous 2-car garage, perfect for vehicles and extra storage. Upstairs, the home offers 3 bedrooms and 2.5 baths, all meticulously maintained, including NEW carpet upstairs and tasteful updates throughout. Living in Summerlake means more than owning a home—it’s a lifestyle. With top-tier amenities, nearby shopping, dining, and everything Winter Garden has to offer, this is the perfect place to call home.
Listing is courtesy of: APARO-GRIFFIN PROPERTIES INC (386-738-2845)
Listing Agent: Kathy Aparo-Griffin (386-748-0173)
7701 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787
$2,250,000124 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 is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Vanessa Ferreira (407-800-6383)
5079 PALMETTO PARK DR, WINTER GARDEN, FL 34787
$930,00012 Days on yellowkey MLS ID: G5114492
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3866 Built: 2017Monthly Fee: $190 Tax: $6,877 (2026)Community: Orchard Hills Ph 3Single Family
Taxes:$6,877
Elementary School: Keene Crossing Elementary
Tax Year: 2026
Remarks: Welcome to this beautifully maintained 5-bedroom, 3.5-bath home with a spacious 3-car garage, offering the perfect blend of comfort, style, energy efficiency, and location. From the moment you step inside, you’ll appreciate the soaring ceilings, open living spaces, and thoughtful upgrades throughout. The custom stone fireplace, bring an inviting ambiance to those cozy evenings or when entertaining guests year round. At the heart of the home is the gourmet kitchen, featuring granite countertops, built-in appliances, abundant cabinetry, and plenty of space for cooking and entertaining. The adjoining living area is highlighted by a built-in fireplace, creating a warm and inviting focal point for family gatherings. One of the home’s standout features is the fully owned solar system, helping keep monthly electric costs exceptionally low—averaging approximately $33 per month. The exterior has been recently painted, adding fresh curb appeal. Step outside to the expansive backyard designed with possibilities in mind. The generous outdoor space offers ample room to add a pool whilst still leaving plenty of space for a dedicated grilling and outdoor dining area. Whether you're hosting summer barbecues, family gatherings or relaxing with friends, the spacious yard provides the ideal setting for creating your own private outdoor retreat. The modern floor plan offers five bedrooms and 3.5 bathrooms, providing flexibility for families, guests, or a home office, along with a generous 3-car garage for vehicles and additional storage. Ideally located in one of Winter Garden’s most desirable communities, this home is zoned for highly rated schools and offers convenient access to Walt Disney World, SR-429, downtown Orlando, and Orlando International Airport (MCO), making commuting, travel, shopping, dining, and entertainment easily accessible. If you’re looking for a move-in-ready home with premium features, exceptional energy savings, generous living space, and an outstanding location, this home is ready to welcome you.
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Claire Brooks (407-967-5829)
14301 WHITE MOSS WAY, WINTER GARDEN, FL 34787
$949,99923 Days on yellowkey MLS ID: G5114391
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4053 Built: 2015Monthly Fee: $190 Tax: $9,701 (2026)Community: Orchard HillsSpa: NoSingle Family
Taxes:$9,701
Remarks: Virtually Staged. Beautifully maintained 5-bedroom, 3.5-bath home with over 4,000 square feet in the highly sought-after Orchard Hills community. Situated on a spacious corner lot, this home offers an ideal floor plan with the primary suite on the first floor and expansive living spaces designed for both everyday living and entertaining. The gourmet kitchen features stainless steel appliances, double wall ovens, an oversized center island, abundant cabinetry, a butler’s pantry, and a large walk-in pantry, all overlooking the open family room and screened lanai. This home is loaded with valuable upgrades, including a SOLAR energy system that helps keep electric costs exceptionally low, with most monthly electric bills averaging around just $33. Additional improvements include a HYBRID energy-efficient water heater, a Pelican whole-house WATER FILTRATION system, and CUSTOM his-and-hers walk-in closets in the primary suite. There is NO CARPET throughout the home, with luxury vinyl plank flooring covering the entire second floor for a modern, low-maintenance finish. The spacious first-floor primary suite offers a private retreat with dual custom walk-in closets and an elegant en-suite bath featuring dual vanities, a makeup station, an oversized walk-in shower, and a soaking tub. Upstairs, you’ll find four additional bedrooms, two full bathrooms, a large loft, and a separate bonus/media room, providing flexible space for family, guests, or working from home. The back yard is fully fenced and plenty of room for a pool. Residents of Orchard Hills enjoy resort-style amenities including a community pool, fitness center, clubhouse, playground, dog park, and walking trails with the pool and clubhouse being a couple of minutes walk. The home is zoned for highly rated schools and is conveniently located just minutes from Walt Disney World, the rapidly growing Hamlin Town Center, shopping, dining, and entertainment. With easy access to SR 429, the Florida Turnpike, and SR 408, commuting is simple, and Orlando International Airport is within easy reach. Combining energy efficiency, extensive upgrades, generous living space, and an exceptional location, this home is truly move-in ready.
15037 LAKE BESSIE LOOP, WINTER GARDEN, FL 34787
$1,045,00033 Days on yellowkey MLS ID: O6418541
0 Days Off yellowkey (back on 7/20/2026)
REDUCED by $55,000 (5.0%) on 07/06/2026
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
Taxes:$11,662
Remarks: Under contract-accepting backup offers. 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)
14802 SPEER LAKE DR, WINTER GARDEN, FL 34787
$1,690,0006 Days on yellowkey MLS ID: O6425462
1 Days Off yellowkey (back on 7/20/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3742 Built: 2014Monthly Fee: $195 Tax: $20,904 (2025)Community: IndependenceSpa: YesSingle Family
Taxes:$20,904
Remarks: Under contract-accepting backup offers. Enjoy Disney fireworks nightly from your own backyard. Welcome to 14802 Speer Lake Drive, a stunning 5+ bedroom, 4.5-bath lakefront estate in the highly sought-after Independence community, offering the best of both worlds: Winter Garden charm paired with top-rated Windermere schools. Set on the shores of Lake Speer, this 3,742 sq ft home delivers the ultimate Central Florida lifestyle complete with a private dock and boat lift, a sparkling infinity-edge pool, and front-row views of nightly Disney fireworks from your own backyard. Inside, this well maintained home impresses at every turn. The gourmet kitchen features double ovens, a built-in wine fridge, and a counter-depth refrigerator, perfect for entertaining. Retreat to the oversized primary suite, complete with a private flex space ideal for a home office, nursery, or sitting room, plus a generously sized walk-in closet built for serious storage. Beyond the home itself, Independence offers resort-style community amenities including a community pool, tennis courts, a fitness center, walking trails, and a clubhouse — all just minutes from Winter Garden Village, historic downtown Winter Garden, and Orlando's theme parks. Lakefront living, A-rated schools, Disney views, and low Winter Garden taxes — this rare combination won't last long. Schedule your private showing of 14802 Speer Lake Drive today.
Listing is courtesy of: DIAMOND REAL ESTATE GROUP (407-279-0448)
Listing Agent: Tiphany Weeks (407-797-2931)
6100 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$875,00051 Days on yellowkey MLS ID: O6412033
REDUCED by $75,000 (7.9%) on 07/20/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3777 Built: 2016Monthly Fee: $195 Tax: $11,678 (2025)Community: Signature Lakes Ph 3B-4 3B-5 & 3Single Family
Taxes:$11,678
Remarks: Virtually Staged. HUGE CORNER LOT featuring 5 bedrooms, 3 full bathrooms and a 3 car garage with Epoxy flooring in a highly desirable neighborhood! With new fresh paint throughout, this move-in-ready home offers space, comfort, and versatility. The oversized backyard offers endless possibilities for customization, outdoor entertaining, and recreation. The spacious owner's suite is complete with two walk-in closets and a private en-suite bathroom. Upstairs, the expansive bonus room offers endless possibilities as a home theater, game room, in-law suite, or large bedroom. In addition to the owner's suite and bonus room, you'll find three generously sized secondary bedrooms upstairs that provide ample space and flexibility. Downstairs features another room with a closet and it has a connecting full bathroom, making it ideal for an office or additional guest room. The beautifully upgraded kitchen is the heart of the home, offering the perfect space for cooking, dining, and creating lasting memories. Featuring two expansive living rooms on the main level plus a formal dining room, this home is ideal for both entertaining guests and enjoying quality time together. With a versatile floor plan, generous living spaces, and endless possibilities, come experience everything this remarkable property has to offer. This is more than a house, it's a place to call home. Some photos have been virtually staged to illustrate potential furniture placement, room functionality, and design possibilities, helping buyers envision the home's full potential.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Crystal Taylor (407-607-6585)
7773 MINUTEMEN LOOP, WINTER GARDEN, FL 34787
$875,0006 Days on yellowkey MLS ID: O6425792
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3393 Built: 2014Monthly Fee: $215 Tax: $7,123 (2025)Community: Overlook At HamlinSingle Family
Taxes:$7,123
Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bath home with a dedicated office, offering the perfect blend of elegance, comfort, and functionality in the highly desirable Overlook at Hamlin community of Winter Garden. Thoughtfully designed for today's lifestyle, this spacious floor plan features a sought-after first-floor primary suite, providing a private retreat with convenience and flexibility. From the moment you enter, you'll appreciate the pride of ownership evident throughout. Gorgeous wood flooring flows through the main living areas, complemented by brand-new carpet and fresh interior paint for a truly move-in-ready feel. The dedicated office is ideal for working from home, studying, or creating a quiet flex space. The heart of the home is the open-concept living area, where a beautiful gas fireplace creates a warm and inviting focal point. The spacious kitchen overlooks the family room and dining area, making it easy to entertain while staying connected with family and guests. Step outside to one of the home's standout features—an oversized covered lanai and an expansive screened enclosure that extends your living space outdoors. Whether you're enjoying your morning coffee, dining al fresco, or hosting gatherings, this incredible outdoor retreat is designed for year-round Florida living. Upstairs, you'll find generously sized secondary bedrooms that provide plenty of space for family and guests, while the thoughtful layout offers privacy and versatility for every stage of life. Located in the sought-after Hamlin area, residents enjoy exceptional resort-style amenities, including a private community boat ramp with access to Lake Hancock, a lakeside clubhouse, fitness center, community pool, playgrounds, parks, walking trails, and waterfront recreation. Just minutes from Hamlin Town Center, Walt Disney World, shopping, dining, entertainment, top-rated schools, and major highways, this location offers unmatched convenience and an exceptional lifestyle. With fresh interior paint, gorgeous wood floors, new carpet, a first-floor primary suite, dedicated office, gas fireplace, and an incredible screened outdoor living space, this meticulously maintained home is truly move-in ready and offers everything today's buyers are looking for.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Shelley Dawson (407-492-1900)
14543 WHITTRIDGE DR, WINTER GARDEN, FL 34787
$574,90015 Days on yellowkey MLS ID: G5114561
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2224 Built: 2006Monthly Fee: $195 Tax: $8,699 (2025)Community: IndependenceSingle Family
Taxes:$8,699
Remarks: Discover refined living in this charming 3-bedroom, 2-bathroom home located in the desirable Independence community. This property offers a serene backdrop, backing directly onto a tranquil pond and conservation area. Relax on your screened-in rear porch overlooking the water, or enjoy the classic appeal of the L-shaped front porch—complete with a swing for those quiet afternoons. Inside, you will find an expansive formal dining area seamlessly connected to the living room, ideal for entertaining. The home features a recently replaced A/C system in 2025, premium tile and laminate flooring throughout, providing a clean, low-maintenance, and modern aesthetic in every room. The heart of the home is the open kitchen, featuring 42-inch cabinetry, granite countertops, a functional breakfast bar, and a cozy casual dining nook. The primary suite serves as a true retreat, boasting double-door entry, a spacious walk-in closet, and a bath equipped with a garden tub and dual vanities. Independence living offers unmatched value, with HOA fees covering your Spectrum cable and high-speed internet. Residents enjoy a premium lifestyle with access to two clubhouses, two resort-style pools, fitness centers, tennis and basketball courts, dog parks, and boat access to both Lake Speer and Lake Hancock.
Listing is courtesy of: RE/MAX TITANIUM GROUP (352-241-6363)
Listing Agent: Stephen Misciagno (352-874-6638)
15524 HONEYBELL DR, WINTER GARDEN, FL 34787
$419,00036 Days on yellowkey MLS ID: O6416374
0 Days Off yellowkey (back on 7/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1902 Built: 2017Monthly Fee: $418 Tax: $3,454 (2025)Community: Hamlin ReserveTownhouse
Taxes:$3,454
Remarks: Look no further!!!! This beautifully upgraded 4-bedroom, 3-bathroom townhome offers the perfect blend of luxury, style, and convenience in the highly sought-after Hamlin Reserve community. Thoughtfully enhanced with designer finishes throughout, this spacious residence is truly one of a kind and ready for its next owner. From the moment you enter, you'll appreciate the custom ceramic tile flooring, expanded luxury recessed lighting, and open-concept design that creates a bright and inviting atmosphere. The first floor features a generously sized bedroom and full bath, providing the perfect space for guests, a home office, fitness room, or multigenerational living. At the heart of the home is the spectacular, completely remodeled and expanded chef’s kitchen, renovated in 2024. Designed to impress, it features a massive custom 5' x 8' quartz island, abundant cabinetry, farmhouse sink, wine refrigerator, custom wood range hood, ceiling-height designer backsplash, a large walk-in pantry, and a new range installed in 2024. The kitchen seamlessly flows into the dining and family rooms, creating the ideal setting for entertaining family and friends. Step outside to your private, fully paved courtyard, complete with a dedicated dog run and plenty of space for outdoor dining and relaxation. The courtyard leads directly to the spacious two-car garage, offering both convenience and functionality. A beautifully remodeled open staircase leads to the second floor, where you'll find a desirable split-bedroom layout designed for privacy and comfort. The spacious primary retreat features a private balcony, creating the perfect place to enjoy your morning coffee or unwind at the end of the day. The luxurious en-suite bathroom offers dual vanities, a glass-enclosed shower, and a large walk-in closet. Two additional bedrooms, a full bathroom, and a conveniently located laundry room complete the upper level. Residents enjoy a maintenance-free lifestyle with HOA-covered exterior maintenance, landscaping, and roof care, along with access to outstanding community amenities including a resort-style pool, clubhouse, playground, dog park, and beautifully maintained green spaces. Location is everything, and this home delivers. Situated just a short walk or quick five-minute drive from Hamlin Town Center, you'll enjoy easy access to exceptional shopping, dining, entertainment, and everyday conveniences, including Cinépolis Luxury Cinemas. Nearby attractions include Orlando Health Horizon West Hospital, Orange County National Golf Center, Horizon West Regional Park, and major highways for effortless commuting. Best of all, all Walt Disney World parks are just 15 minutes away. This exceptional townhome offers luxury upgrades, an unbeatable location, and a lifestyle you'll love. Schedule your private showing today—you will not be disappointed!
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Mark Hide (407-832-7332)
4642 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787
$565,000142 Days on yellowkey MLS ID: S5144794
REDUCED by $10,000 (1.7%) on 07/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2149 Built: 2021Monthly Fee: $281 Tax: $6,500 (2024)Community: Enclave At HamlinSingle Family
Taxes:$6,500
Tax Year: 2024
Remarks: Live in the heart of Hamlin! Welcome to this beautifully upgraded 3 bedroom, 2.5 bath home in the highly sought after Enclave at Hamlin, one of Winter Garden's most desirable communities. Built in 2021, this move in ready home offers over 2,100 square feet of thoughtfully designed living space with modern finishes, smart upgrades, and an unbeatable location just minutes from Hamlin Town Center. Inside, you'll find an open concept floor plan filled with natural light, fresh interior paint, upgraded flooring, and stylish lighting throughout. The kitchen is the centerpiece of the home, featuring Level 5 quartz countertops, a large island wrapped in custom porcelain tile, stainless steel appliances, and plenty of cabinet space, making it perfect for everyday living and entertaining. Upstairs, the spacious primary suite includes a custom walk in closet and an upgraded en suite bathroom with quartz countertops. Two additional bedrooms, a full bath, and an updated laundry room complete the second floor. This home also includes valuable upgrades rarely found at this price point, including a whole home water filtration and softener system, APCO X Ultra air purification system, five Arlo security cameras that convey, and pre wiring for additional smart home connectivity. Outside, enjoy the privacy of a rear entry two car garage and a low maintenance yard that leaves more time to enjoy everything Hamlin has to offer. Located just minutes from Hamlin Town Center, you'll have easy access to waterfront dining, shopping, coffee shops, fitness studios, entertainment, Publix, Cinepolis Luxury Cinemas, top rated schools, and major highways including the 429, making commuting to Disney, downtown Orlando, and Orlando International Airport convenient. Opportunities like this in Hamlin don't come along often. Schedule your private showing today and see why so many buyers are choosing to call this community home. Ask about the special financing available through our preferred lender, including a temporary rate buydown for qualified buyers. Contact the listing agent for eligibility and program details.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Shanta Navarro (407-747-0549)
9240 BRADLEIGH DR, WINTER GARDEN, FL 34787
$1,050,00016 Days on yellowkey MLS ID: O6421967
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4124 Built: 2018Monthly Fee: $116 Tax: $13,272 (2025)Community: Latham Park SouthSingle Family
Taxes:$13,272
Remarks: Welcome to this exceptional home in the highly sought-after Latham Park community, where luxury, space, and privacy come together. Situated on a premium conservation lot with no rear neighbors, this beautifully upgraded residence offers the perfect blend of elegance, comfort, and functionality. Featuring 6 bedrooms, 5 full bathrooms, and 1 half bathroom, this thoughtfully designed floor plan is ideal for multigenerational living and effortless entertaining. The first floor offers two private bedroom suites, perfect for guests or extended family, along with a convenient half bath. Upstairs, you'll find four additional bedrooms, including a spacious owner's suite and a newly added sixth bedroom with its own private en-suite bath. The remaining bedrooms are served by one full bath and a Jack-and-Jill bathroom, providing comfort and convenience for everyone. Designed with premium finishes throughout, this home features genuine hardwood flooring in the main living areas, adding timeless elegance that sets it apart from standard vinyl flooring. The gourmet kitchen and all bathrooms showcase beautiful granite countertops, enhancing both style and durability. The open-concept layout seamlessly connects the kitchen, dining, and living areas, while the expanded family room provides even more space for gathering and entertaining. An enlarged secondary bedroom offers additional flexibility for guests, a home office, or a private retreat. Additional highlights include a 3-car garage, generous living spaces, and breathtaking conservation views that provide exceptional privacy and a peaceful natural backdrop. Ideally located just minutes from top-rated schools, shopping, dining, major highways, and Walt Disney World, this move-in-ready home presents a rare opportunity to own one of the finest properties in one of Winter Garden's most desirable communities. Don't miss your chance to own this exceptional conservation-lot home featuring six bedrooms, premium upgrades, expanded living spaces, and an unbeatable location!
Listing is courtesy of: FLORIDA SCANDI REALTY LLC (407-982-7224)
Listing Agent: Flavia Cabral (407-470-4992)
7460 JOHN HANCOCK DR, WINTER GARDEN, FL 34787
$2,295,00092 Days on yellowkey MLS ID: O6400891
REDUCED by $150,000 (6.1%) on 07/14/2026
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: Under contract-accepting backup offers. 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)
8873 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787
$565,00014 Days on yellowkey MLS ID: O6423477
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2162 Built: 2018Monthly Fee: $600 Tax: $6,875 (2025)Community: Lakeshore PreserveTownhouse
Taxes:$6,875
Remarks: Luxury Toll Brothers End-Unit Townhome in Lakeshore Preserve! This beautifully maintained CICERO Spanish Colonial floorplan offers an open-concept layout with 10' ceilings, 8' doors, wood-look tile flooring, and abundant natural light. The gourmet kitchen features a center island, 42" cabinets, Diamond white-quartz countertops, stainless steel appliances, natural gas cooking, a large pantry, and a new oversized single-basin sink. The first-floor owner's suite includes a spacious walk-in shower and dual vanities. Upstairs you'll find two generous bedrooms, a loft, and a charming wraparound balcony. A covered walkway connects the home to the attached two-car garage. Recent upgrades include new landscaping, French doors added to the kitchen, water-resistant laminate flooring throughout the upstairs, updated quartz countertops in the kitchen and guest bath, upgraded lighting and staircase chandelier, new refrigerator, washer and dryer, saltwater softener system, patio pavers, and added garage storage. The home has been meticulously maintained with annual HVAC servicing and regular tankless water heater maintenance. Enjoy resort-style living at Lakeshore Preserve with a lakefront clubhouse, fitness center, gathering room, catering kitchen, resort pool, kayaking, and paddleboarding. Ideally located in Horizon West, just minutes from Disney, Universal, shopping, dining, and major retail centers.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sangerald Hynds, Pa (813-766-0084)
1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787
$1,046,00021 Days on yellowkey MLS ID: G5114517
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3863 Built: 2017Monthly Fee: $187 Tax: $10,792 (2024)Community: TwinwatersSingle Family
Taxes:$10,792
Elementary School: Hamlin Elementary
High School: West Orange High
Remarks: Back on the market through no fault of the seller! This home successfully passed the buyer’s 4-Point Inspection, Wood-Destroying Organism (WDO) Inspection, and appraisal, demonstrating its excellent condition. The appraisal has already been completed, and the seller has the appraisal and inspections in hand for you peace of mind. Unfortunately, the previous buyer was unable to secure financing, creating a second opportunity for you to own this beautiful home. The seller is highly motivated and welcomes all reasonable offers. This move-in-ready property is ready for its next owner with no inspection surprises from the previous transaction.Welcome to this stunning architectural masterpiece nestled in the heart of Twinwaters, one of Winter Garden’s most sought-after communities. This elegant two-story home seamlessly blends sophistication and comfort, offering over 3,600 square feet of beautifully designed living space. Step through the grand entryway to find soaring ceilings, expansive windows that fill the home with natural light, and designer finishes that exude contemporary luxury. The gourmet chef’s kitchen is a true showpiece—featuring 42” custom cabinetry, gleaming quartz countertops, a massive entertainment island, stainless steel appliances, and a walk-in pantry, perfect for culinary enthusiasts and family gatherings alike. The open-concept great room flows effortlessly into a spacious dining area and covered lanai, ideal for both indoor and outdoor entertaining. Upstairs, the luxurious primary suite offers a serene retreat with a spacious walk-in closets, a spa-inspired bathroom with a deep soaking tub, frameless glass shower, and dual vanities. A versatile loft provides additional space for a home theater, gym, or play area, while the first-floor guest suite ensures comfort and privacy for visitors. The private backyard invites you to create your own oasis—whether adding a pool, summer kitchen, or lush garden escape. Enjoy resort-style amenities including a community pool, playground, and picturesque walking trails, all surrounded by pristine lakes and lush landscaping. Twinwaters is ideally situated near Horizon West, top-rated schools, fine dining, boutique shopping, and major highways for an easy commute to downtown Orlando and world-famous attractions. This home truly embodies the ultimate blend of luxury, location, and lifestyle—a rare opportunity to live beautifully in one of Central Florida’s premier communities. Special financing options may be available! Qualified buyers may be able to purchase this home with NO MONEY DOWN or through NO INCOME VERIFICATION loan programs, subject to lender approval, program availability, and borrower qualifications. Don’t miss this incredible opportunity. Schedule your private showing today and ask how this home could be yours with little to no money out of pocket!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jay Winston (407-497-1112)
15025 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787
$490,00061 Days on yellowkey MLS ID: O6410108
0 Days Off yellowkey (back on 7/17/2026)
REDUCED by $15,000 (3.0%) on 07/03/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $195 Tax: $8,019 (2025)Community: Signature Lakes Ph 3B-4 3B-5 3B-Single Family
Taxes:$8,019
Remarks: Under contract-accepting backup offers. Motivated seller. New paint and new flooring throughout. This home features two primary suites — one downstairs and one upstairs. Located in an area with all A-rated schools. Close to Disney World, and you can even enjoy Disney fireworks from the front yard. The home is conveniently located near Super Walmart, Winter Garden Village shopping centers, and top-rated restaurants. The Independence Community Association offers outstanding amenities, including: 2 community pools, green spaces & park areas, tennis & basketball courts, a main clubhouse with fitness & arcade, 2nd clubhouse with fitness & billiards, community boat ramp to ski-able Lake Hancock, dog park, bike & walking paths. HoA fee covers basic TV CABLE and WIFI.
Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)
Listing Agent: Bo Zhang (407-848-8486)
9296 BOLERO RD, WINTER GARDEN, FL 34787
$799,00019 Days on yellowkey MLS ID: O6422122
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2020Monthly Fee: $193 Tax: $9,402 (2025)Community: Waterleigh Phs 3B 3C & 3DSingle Family
Taxes:$9,402
Elementary School: Water Spring Elementary
Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bath home built in 2020, ideally situated on a premium corner lot at the end of a quiet cul-de-sac in the highly desirable Waterleigh community. Offering an open-concept layout with luxury vinyl flooring, a spacious kitchen featuring a large island, modern finishes, and seamless living and dining areas, this home is perfect for everyday living and entertaining. Relax on the covered lanai while enjoying peaceful water views and breathtaking Florida sunsets. Residents enjoy resort-style amenities including multiple pools, fitness centers, tennis courts, playgrounds, walking trails, dog parks, BBQ and picnic areas, and lawn maintenance, all just minutes from top-rated schools, shopping, dining, hospitals, major highways, Flamingo Crossings, and Walt Disney World. This exceptional home offers the perfect combination of comfort, convenience, and resort-style living—schedule your private showing today!
Listing Agent: Any Alves (407-455-0618)
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