Location: Winter Garden
Keyword(s): Bridgewater Middle
Keyword(s) Middle School: Bridgewater Middle
Do Not Show Listings
5460 BOWMAN DR, WINTER GARDEN, FL 34787
$585,00041 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,917
Elementary School: Independence Elementary
High School: Horizon High School
Tax Year: 2025
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
$639,0008 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)
15121 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787
$874,9007 Days on yellowkey MLS ID: O6416065
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4042 Built: 2016Monthly Fee: $180 Tax: $552 (2024)Community: Signature Lakes Ph 3B-4Single Family
Taxes:$552
Tax Year: 2024
Remarks: Welcome to 15121 Evergreen Oak Loop, a stunning 6-bedroom, 4-bathroom home offering over 4,200 square feet of thoughtfully designed living space in one of Winter Garden's most desirable communities. Situated on an oversized homesite with no rear neighbors, this exceptional property combines space, comfort, and privacy with beautiful conservation views and breathtaking Florida sunsets. The heart of the home is the expansive gourmet kitchen featuring stainless steel appliances, a large center island, abundant cabinetry, and an open-concept design that flows seamlessly into the main living areas—perfect for entertaining family and friends. Flexible living spaces include a first-floor bedroom and full bath, ideal for guests, a home office, or multigenerational living. Upstairs, you'll find a spacious theater room complete with reclining theater seating, projector, screen, and surround sound system—all included with the home—creating the ultimate space for movie nights, sporting events, and gaming. The luxurious primary suite serves as a private retreat with a spa-inspired bath, dual vanities, soaking tub, separate shower, and oversized walk-in closet. Step outside to enjoy peaceful conservation views from multiple outdoor living spaces, offering a level of privacy rarely found in Horizon West. Whether you're enjoying your morning coffee or winding down in the evening, this home provides the perfect backdrop for Florida living. Location is everything, and this home delivers. Just minutes away is the newly opened Horizon West Regional Park, a 215-acre recreational destination featuring an inclusive playground, walking and biking trails, picnic pavilions, athletic fields, open green space, and recreational facilities. Future phases are planned to bring additional trails, expanded recreational amenities, and nature-focused areas, adding even more value to this already exceptional location. Residents enjoy convenient access to top-rated schools, shopping, dining, major highways, Disney attractions, and everything that makes Horizon West one of Central Florida's most sought-after places to live. Offering an ideal combination of size, functionality, entertainment, and location, this is a rare opportunity to own a truly special home in the heart of Winter Garden.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Adam Jackson (407-572-6252)
WINTER GARDEN, FL 34787
$599,00063 Days on yellowkey MLS ID: O6399369
REDUCED by $20,000 (3.2%) on 05/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1827 Built: 2001Monthly Fee: $320 Tax: $4,811 (2025)Community: Woodbridge On GreenSingle Family
Taxes:$4,811
Elementary School: Keene Crossing Elementary
Remarks: Welcome to Woodbridge on the Green—one of Winter Garden’s best-kept secrets, ideally situated next to West Orange Country Club. Enjoy your own private waterfront retreat, where tranquil surroundings and breathtaking sunsets over the water create the perfect setting to share unforgettable moments with family and friends! This beautifully maintained waterfront home offers exceptional curb appeal and a spacious, single-story layout designed for comfortable living. Step inside to an inviting open floor plan filled with natural light and waterfront views. High ceilings and stylish luxury flooring enhance the home’s modern feel, creating a bright and airy atmosphere throughout. The well-appointed kitchen features custom countertops, rich wood cabinetry, and a full appliance package, with culinary nook overlooking the peaceful & gorgeous waterfront—perfect for both everyday living and entertainment. The generously sized primary suite provides a peaceful retreat, complete with closet, dual vanities, and a walk-in shower. Unwind on the screened-in lanai, where you can enjoy tranquil water views, mature oak trees, and beautiful Florida sunsets—your own private outdoor oasis. Living in Woodbridge on the Green means embracing a low-maintenance, resort-style lifestyle. The HOA takes care of all landscaping and exterior painting, and residents enjoy access to a private boat and RV storage area within the community. Recent upgrades add even more value and peace of mind, including a new AC system (2025), garage door opener (2026). Located within an “A”-rated school district, including Windermere High School—one of Florida’s top-ranked schools—this home is also just minutes from Winter Garden Village, major roadways, dining, shopping, Disney and the Magic Kingdom and all Central Florida area attractions. It is the responsibility of all prospective buyers and their agents to independently confirm the accuracy of all listing information, including measurements, specifications, and all other material details. No representations or warranties are made as to the completeness or accuracy of such information.
Listing is courtesy of: RAVENSCROFT REALTY GROUP (407-855-0005)
Listing Agent: Tom Ravenscroft, Jr. (407-222-7660)
15607 SYLVESTER PALM DR, WINTER GARDEN, FL 34787
$749,00025 Days on yellowkey MLS ID: O6410558
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2092 Built: 2017Monthly Fee: $281 Tax: $10,040 (2025)Community: Lakeshore Preserve Ph 1Single Family
Taxes:$10,040
Elementary School: Water Spring Elementary
Remarks: Welcome to this stunning modern single-story home featuring a full CRESTRON Whole-Home Smart System, located in the highly sought-after Lakeshore Preserve community in Winter Garden. Built in 2017, this beautifully maintained residence offers approximately 2,092 square feet of living space situated on a 7,719 square foot lot. Inside, you’ll find 3 spacious bedrooms, 2 full bathrooms, and an open-concept layout that seamlessly connects the living, dining, and kitchen areas — creating the perfect space for both everyday living and entertaining. The stylish kitchen is equipped with modern appliances, including a built-in oven, cooktop, dishwasher, and disposal, along with solid surface countertops designed for both function and style. Additional upgrades and features include central heating and air conditioning, a tankless water heater, and an attached two-car garage. Residents of Lakeshore Preserve enjoy access to exceptional community amenities such as a clubhouse, resort-style pool, and recreational facilities. Offering a move-in ready lifestyle in one of Winter Garden’s most desirable communities, 15607 Sylvester Palm Drive combines modern comfort, smart-home convenience, and the ease of single-level living.
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: Corey Smith (407-927-0599)
1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787
$1,046,000249 Days on yellowkey MLS ID: O6346377
INCREASED by $46,000 (4.6%) on 06/11/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3863 Built: 2017Monthly Fee: $180 Tax: $10,792 (2024)Community: TwinwatersSingle Family
Taxes:$10,792
Elementary School: Hamlin Elementary
High School: West Orange High
Remarks: Back on the Market- Buyer’s Financing Fell through! No fault of the Seller. The home successfully completed the contract process, Inspections, i.e. Four Point, Wind Mitigation, and WDO along with the Appraisal. Now 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.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Jay Winston (407-497-1112)
6460 MAKRUT LIME DR, WINTER GARDEN, FL 34787
$869,00010 Days on yellowkey MLS ID: O6414802
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3103 Built: 2018Monthly Fee: $142 Tax: $10,250 (2025)Community: Hamlin ReserveSingle Family
Taxes:$10,250
Remarks: FULLY FURNISHED!! Welcome to the home you've been waiting for in the highly desirable Hamlin Reserve community by Ashton Woods! This beautifully fully furnished 4-bedroom, 3.5-bath residence offers 3,103 square feet of thoughtfully designed living space and is truly move-in ready. Featuring premium flooring throughout, an open-concept layout, and a gourmet kitchen with a large quartz island and high-end stainless steel appliances, this home perfectly blends style and functionality for modern living. The spacious primary suite provides a private retreat, while three additional bedrooms with plenty of room for family and guests. Step outside to the covered lanai and private backyard, ideal for enjoying your morning coffee or hosting weekend gatherings. All appliances are included, making your transition effortless. Located in the sought-after Hamlin Reserve, residents enjoy a low HOA of just $140/month, which includes access to the community pool, playground, clubhouse, and dog park—with NO CDD fees. One of the community's greatest advantages is its walkability to Hamlin Town Center, where you'll find Publix, PopStroke, coffee shops, restaurants, shopping, and entertainment just a short stroll away. Conveniently situated near SR-429, Historic Downtown Winter Garden, Walt Disney World, and zoned for A-rated Horizon West schools, this exceptional home offers the perfect combination of luxury, location, and lifestyle. Don't miss this opportunity—schedule your private showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jenny Mahet, Pa (973-722-2894)
15061 VALVERSE ALY, WINTER GARDEN, FL 34787
$720,000115 Days on yellowkey MLS ID: O6384956
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2934 Built: 2017Monthly Fee: $328 Tax: $8,730 (2025)Community: Overlook 2/Hamlin Ph 2 & 5Single Family
Taxes:$8,730
Remarks: This 5-bedroom, 3.5-bath home in Winter Garden's Hamlin area offers 2,934 square feet plus two things most listings can't: a fully detached in-law suite with its own kitchen and private entrance, and an owned 10.63 kW Tesla solar system, 25 panels paired with two Powerwalls, paid in full at closing. Here's what that energy setup actually means for you. The 25 solar panels generate power from the sun. The two Tesla Powerwalls store it, so the home runs on its own clean energy day and night, not just when the sun is out. The result shows up on the bill. Over the last six months, electricity on this home has run between $33 and $123 a month, averaging under $80, in a 2,934 square foot house with year-round AC. Most homes this size in Florida pay a multiple of that. When a storm takes out the grid, your home doesn't go dark. The Powerwalls switch over automatically and keep the essentials running: AC, refrigerator, lights, internet. Tesla's Storm Watch even charges the batteries to full before severe weather hits, so you're covered through hurricane season without lifting a finger. The system is EV-ready too, so you can charge an electric vehicle at home on your own solar power. And because it's owned outright and paid off at closing, there's no solar lease or loan to assume. You just get the savings. The detached in-law suite is a fully separate space with a full kitchen and its own entrance, ideal for multigenerational living, a long-term guest, a private home office, or rental income potential. Inside the main home, an open layout ties the kitchen, living, and dining areas together for easy everyday living and entertaining. The primary suite is a private retreat, with four additional bedrooms giving you room to use the space however you need. The location is a genuine strength. Bass Park is a short walk away for morning runs and weekends outside, Publix at Hamlin Cove sits under a mile from the door, Foundation Academy's Tilden Campus is close by, and you're minutes from Central Florida's major theme parks and transit connections. Schedule a private showing and see the suite and the energy system for yourself.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Maegan Bagley (207-333-9037)
15025 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787
$505,00027 Days on yellowkey MLS ID: O6410108
REDUCED by $5,000 (1.0%) on 06/08/2026
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: 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)
6166 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787
$649,00065 Days on yellowkey MLS ID: O6399123
3 Days Off yellowkey (back on 6/7/2026)
REDUCED by $15,900 (2.4%) on 06/02/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2818 Built: 2018Monthly Fee: $142 Tax: $6,366 (2025)Community: Hamlin ReserveSingle Family
Taxes:$6,366
Remarks: Under contract-accepting backup offers. Located in Hamlin Reserve, this two-story Winter Garden home includes recent updates, energy-efficient features, and convenient access to nearby shopping, dining, and major roadways. Updates include BRAND-NEW VINYL PLANK FLOORING UPSTAIRS, a BRAND-NEW SEER 18 VARIABLE-SPEED HVAC SYSTEM installed in February 2026, and OWNED, FULLY PAID-OFF SOLAR with an average electric bill of approximately $47 each month. The exterior features a board-and-batten two-story elevation, covered front entry, and landscaped yard. Inside, engineered hardwood flooring extends through the main level. The front dining area offers natural light, while electric blinds in the dining and family rooms add convenience. The kitchen includes shaker cabinetry, granite countertops, a large center island with undermount sink, gas cooktop with range hood, stainless steel appliances, pendant lighting, a granite-integrated disposal pressure switch, and lanai speaker cables pre-run to the family room TV location. The kitchen opens to the main living area, with a half bath also located on the first floor. Upstairs, the original loft has been permanently enclosed with walls and a door, creating a closed media room / bonus room that can be used as a second living area, office, playroom, gaming room, or flex space. The primary suite includes an upgraded en suite bath with enhanced shower and quartz countertops. Three additional bedrooms provide space for additional occupants, guests, or work-from-home needs. Additional updates include the February 2026 variable-speed, dual-zone SEER 18 HVAC system with a 10-year warranty and fully paid-off solar with no lease or assumption required. Hamlin Reserve includes nearby community boat and RV storage. The home is located near Hamlin Town Center, Publix, Cinépolis, PopStroke, restaurants, fitness studios, SR-429, Disney, and Downtown Orlando.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Simi Lakhani (407-408-7393)
6408 FLAT LEMON DR, WINTER GARDEN, FL 34787
$550,00072 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)
15615 HONEYBELL DR, WINTER GARDEN, FL 34787
$389,90037 Days on yellowkey MLS ID: O6406267
1 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1584 Built: 2017Monthly Fee: $418 Tax: $6,085 (2025)Community: Hamlin ReserveTownhouse
Taxes:$6,085
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated townhome in the highly desirable Hamlin Reserve community of Winter Garden, offering the perfect blend of comfort, style, and low-maintenance living. This move-in ready home stands out from the competition with fresh interior paint and brand new flooring, creating a clean, modern feel from the moment you walk in. Featuring a functional and spacious layout, this property is ideal for both primary residence buyers and investors seeking a well-maintained home in a prime location. Bright, open living spaces flow seamlessly, making it perfect for everyday living and entertaining. Located in Hamlin Reserve, you’ll enjoy easy access to Hamlin Town Center, shopping, dining, and major highways, and you are just a short drive to Walt Disney World, making this area highly attractive for both homeowners and long-term investment potential. You’re also minutes from Horizon West and everything Winter Garden has to offer. As a townhome, it provides the benefit of lower maintenance compared to single-family homes, making it an excellent option for busy homeowners or those looking for a lock-and-leave lifestyle. With its recent upgrades, prime location, and standout condition, this home is a rare opportunity in today’s market. Schedule your private showing today.
Listing Agent: Arturo Ortiz (407-502-8752)
5686 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$434,90014 Days on yellowkey MLS ID: O6410760
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.
Listing is courtesy of: CONDO METROPOLIS, LLC (407-901-5161)
Listing Agent: Marcus Burke (407-394-4628)
6100 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$950,00017 Days on yellowkey MLS ID: O6412033
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: One or more photo(s) has been 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 Agent: Crystal Taylor (407-607-6585)
14501 GROVE RESORT AVE #3630, WINTER GARDEN, FL 34787
$284,50051 Days on yellowkey MLS ID: S5148670
REDUCED by $5,000 (1.7%) on 06/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1265 Built: 2009Monthly Fee: $904 Tax: $6,696 (2024)Community: Grove Residence & Spa Hotel Condo 3Condo
Taxes:$6,696
Remarks: Experience the perfect blend of investment opportunity and resort lifestyle at 14501 Grove Resort Ave., Unit 3630 in the highly sought-after Grove Resort & Water Park Orlando. This fully furnished 2-bedroom, 2-bath condo-hotel residence is turnkey and ready to generate income or serve as your personal vacation retreat. Step inside to a spacious, open-concept layout designed for comfort and functionality, featuring a fully equipped kitchen, generous living area, and private balcony—ideal for relaxing after a day of enjoying everything Orlando has to offer. Each bedroom is thoughtfully designed to accommodate guests with ease, making this unit perfectly suited for short-term rental use within this professionally managed resort. Set within a 106-acre tropical oasis, The Grove Resort delivers a true destination experience. Guests and owners enjoy access to a full-scale on-site water park, multiple pools, a lazy river, surf simulator, on-site dining, fitness center, and more. This amazing condo-hotel unit also offers the convenience of an in-house, on-site hotel rental program which provides rental income when not in your personal use and features a VIP Check-In for condo owners. ALL UTILITIES, CABLE, AND INTERNET INCLUDED IN MONTHLY MAINTENANCE! As a Walt Disney World Good Neighbor Hotel, the resort offers complimentary transportation to Disney, Universal Orlando, and SeaWorld—adding unmatched convenience and appeal for visitors. Located just minutes from Walt Disney World, this property places you at the center of one of the world’s top vacation markets. Whether you're looking to expand your portfolio or own a piece of Orlando’s thriving hospitality-driven real estate, this unit checks all the boxes. Own where the world vacations—schedule your private showing today.
Listing is courtesy of: IMAGINE GLOBAL (407-603-1411)
Listing Agent: Christina Daugherty (407-921-9025)
15591 HONEYBELL DR, WINTER GARDEN, FL 34787
$389,90032 Days on yellowkey MLS ID: O6408635
1 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1584 Built: 2017Monthly Fee: $418 Tax: $5,979 (2025)Community: Hamlin ReserveTownhouse
Taxes:$5,979
Remarks: A home that doesn’t just offer a place to live—but a lifestyle to love. Experience modern living at its finest in this beautifully appointed home, privately set within one of Hamlin’s most desirable locations. A chef inspired kitchen showcases sleek 42" cabinetry, quartz surfaces, a generous island with designer lighting, and top tier appliances. The fenced backyard with elegant brick pavers leads to a rear entry 2 car garage, creating a seamless blend of style and function. The refined primary suite features a spacious walk in closet and a spa like bath with dual vanities, while upstairs laundry adds everyday convenience. Perched at one of Hamlin’s highest elevations, this residence offers unmatched access to luxury amenities, scenic trails, waterfront leisure, premier dining, boutique shopping, and the renowned Winter Garden lifestyle. A sophisticated retreat in a community experiencing exceptional growth. Sunset walks along the water, weekend movies at the luxury theater, fresh finds at the local markets, and endless dining and shopping options. Just minutes from Winter Garden Village and the charm of historic Plant Street, this is a place where convenience meets connection, and where every day feels a little more inspired.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Claudia Panella (407-947-5026)
15047 GAULBERRY RUN, WINTER GARDEN, FL 34787
$1,525,00033 Days on yellowkey MLS ID: O6408283
1 Days Off yellowkey (back on 5/31/2026)
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4964 Built: 2013Monthly Fee: $198 Tax: $10,739 (2026)Community: Signature Lks-Pcl 01D Ph 02Single Family
Taxes:$10,739
Tax Year: 2026
Remarks: Under contract-accepting backup offers. This is the one you’ve been waiting for! Tucked away on a peaceful cul-de-sac and situated on an expansive half-acre corner lot, this stunning Horizon West home, in the highly sought-after community of Independence, offers exceptional curb appeal, privacy and luxury living at every turn. Inside, experience soaring, double-height ceilings and an abundance of natural light that fills the spacious, open-concept living area. The thoughtfully designed floor plan features a private office, a formal dining room and an oversized main living space with incredible two-story ceilings and breathtaking views of the resort-style pool and outdoor entertaining areas. At the heart of the home is the chef’s kitchen, complete with extensive cabinetry and storage, a large center island and top-of-the-line stainless steel appliances, perfectly designed for both everyday living and entertaining. The spacious owner’s suite is a true retreat, featuring custom walk-in closets and a spa-inspired bath designed for relaxation. An additional main-level living space offers incredible flexibility and can easily serve as a private guest retreat or multigenerational living suite. Upstairs, entertainment takes center stage with a spacious bonus and playroom, an included pool table and an impressive, dedicated private home theater, featuring luxury powered seating for eight with a built-in projector and amazing quality in-wall surround sound for the ultimate movie-night experience. Outside, enjoy your private backyard oasis. The inviting and refreshing oversized pool showcases a stone wall spillover water feature and Baja sun shelf, all surrounded by lush landscaping for added privacy. The expansive lanai offers two separate seating areas, plus a natural gas fire pit and outdoor kitchen, creating the perfect setting for family fun and entertaining. Beyond the pool area, you’ll find more than 2,000 square feet of private, fenced backyard space with lush grass, shaded by mature trees, ideal for play, pets or relaxing outdoors. Additional upgrades include an oversized, three-car garage plus workspace, a dependable, powerful 20-kilowatt-hour Kohler whole-house generator, two tankless water heaters, a newly-upgraded HVAC and pool equipment and newer pool solar panels, all offering added efficiency and peace of mind. In a community known for its beautiful lake views, incredible scenery and abundant natural wildlife, this home also offers nightly views of Disney fireworks, spectacular sunsets over Lake Hancock and unforgettable rocket launches, all from inside and around this beautiful home. Experience this incredible home in the ideal location for yourself, and discover luxury living at its finest.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Lynda Miller (407-620-2924)
15143 KIRSTY ALY, WINTER GARDEN, FL 34787
$654,900274 Days on yellowkey MLS ID: O6344886
REDUCED by $4,100 (0.6%) on 05/24/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2934 Built: 2017Monthly Fee: $328 Tax: $9,868 (2025)Community: Overlook 2/Hamlin Ph 2 & 5Single Family
Taxes:$9,868
Remarks: Welcome to this beautifully maintained 5-bedroom, 3.5-bathroom move in ready home, ideally situated on a desirable corner lot in the heart of Hamlin, Winter Garden. With a thoughtfully designed layout, this home features one bedroom on the main floor—perfect for guests or multi generational living—and three additional bedrooms upstairs, offering plenty of space and privacy for the whole family. The home boasts soaring open ceilings that create a bright, airy atmosphere throughout. The upgraded kitchen is a true highlight, featuring modern finishes, high-end appliances, and ample space for cooking and entertaining. Adding even more value is the detached mother-in-law suite, offering flexibility for extended family, a private office, or rental income potential. Recently repainted exterior, elegant plantation shutters throughout the entire home, upgraded carpet, screen enclosure, upgraded 8 feet door downstair and upstairs, and the advantage of a spacious corner lot offering extra privacy and curb appeal. Located just minutes from top-rated schools, shopping, dining, and entertainment, this home perfectly combines luxury, functionality, and location in one of Winter Garden’s most sought-after communities.
Listing is courtesy of: ARION REALTY (407-564-8888)
Listing Agent: Jin Cheng (561-346-5225)
5443 BOWMAN DR, WINTER GARDEN, FL 34787
$649,00031 Days on yellowkey MLS ID: O6408812
0 Days Off yellowkey (back on 5/29/2026)
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2656 Built: 2015Monthly Fee: $339 Tax: $7,564 (2025)Community: Overlook 2/HamlinSpa: NoSingle Family
Taxes:$7,564
Remarks: Under contract-accepting backup offers. Luxury lakeview living with private apartment above the garage. Welcome to your dream home, where luxury, comfort and thoughtful design come together in one of Hamlin’s sought-after communities. This exceptional residence features four spacious bedrooms, each with its own en-suite bath on the second floor, including one bedroom with en-suite bath conveniently on the first floor, plus an additional half bath for guest convenience. A standout feature is the desirable private Next Gen suite above the garage, offering incredible flexibility for multigenerational living, extended guests, a home office or potential rental income. Enjoy peaceful water views that create the perfect backdrop for both relaxing mornings and beautiful Florida sunsets. In a top-rated A-rated school district, this home offers not only luxury living but also outstanding educational opportunities. Enjoy a walkable lifestyle with direct access to dining, cafés, boutique shopping, fitness studios, parks and entertainment all nearby. This vibrant, growing community offers unmatched convenience and everyday enjoyment right outside your doorstep. More than just a home, this is a place where neighbors become friends and lasting memories are made in one of Central Florida's desirable areas. Schedule your private showing today and experience it for yourself!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Carolina Medeiros (305-753-1943)
14345 WABASSO LOOP, WINTER GARDEN, FL 34787
$735,000133 Days on yellowkey MLS ID: O6376609
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2878 Built: 2022Monthly Fee: $192 Tax: $10,615 (2025)Community: Tilden Place/Winter GardenSingle Family
Taxes:$10,615
Remarks: Located within the gated community of Tilden Place, this thoughtfully designed home offers exceptional flexibility and everyday comfort in one of Winter Garden’s most convenient locations. The main level features a private primary suite along with three additional bedrooms, including an en suite option ideal for guests, multigenerational living, or a home office. Upstairs, a spacious loft, bedroom, and full bath create a separate retreat perfect for teens, visitors, or work-from-home needs. Light-filled living and dining areas flow into the kitchen, which is well-appointed with a gas range, double ovens, generous counter space, a walk-in pantry, and breakfast bar—designed to support both everyday living and effortless entertaining. Sliding doors open to a screened porch, extending the living space outdoors for relaxed mornings and evenings. Enjoy close proximity to A-rated schools, including Keene’s Crossing, Bridgewater Middle, Windermere High, and nearby Foundation Academy. Just minutes from downtown Winter Garden, the West Orange Trail, shopping, dining, and daily conveniences, with easy access to SR 429, Orlando International Airport, and the attractions Central Florida is known for.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Hilary Hall (407-902-9311)
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