Location: Winter Garden
Do Not Show Listings
14736 FIELD DAISY DR, WINTER GARDEN, FL 34787
$550,000128 Days on yellowkey MLS ID: O6391435
1 Days Off yellowkey (back on 5/19/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2149 Built: 2026Monthly Fee: $229Community: Harvest At OvationSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Under Construction. What's Special: Close to Amenities | Close to Trails | North Facing Lot | Popular Plan | Covered Extended Lanai. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Newberry at 14736 Field Daisy Drive in Harvest at Ovation! The Newberry bungalow floor plan is a true representation of modern living and the perfect space for all of your entertainment needs and desires. The 2149 sq. ft. two-story home with 3 bedrooms, 3.5 bathrooms and a 2-car detached garage presents prospective homebuyers with both the basic features and intricate details that will make this bungalow their dream home. Enter through the foyer into the expansive gathering room, as you pass by one of the secondary bedrooms and baths. The marvelous designer kitchen overlooks the first-floor space, complementing it with the sunny lanai that sits parallel to it. Upstairs, you'll find your striking owner's suite, matched with a spacious owner's bath with a dual-sink vanity and sizeable shower! The third bedroom and bathroom, and laundry room all share the second floor with your private haven, overlooking the first floor through the overlook. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: Shower at bath 2, covered extended lanai with pavers, 8' interior doors, laundry sink. Photos are for representative purposes only. MLS#O6391435
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
170 WINDTREE LN, WINTER GARDEN, FL 34787
$204,90068 Days on yellowkey MLS ID: S5150050
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1985 Tax: $2,782 (2025)Community: Windtree Gardens Condo Ph 06Condo
Taxes:$2,782
Elementary School: None
High School: None
Middle School: None
Remarks: Great opportunity to own in the heart of Winter Garden! This beautifully updated 2-bedroom, 2-bath condo features a fully renovated kitchen, updated flooring throughout with NO carpet, and a functional open layout perfect for comfortable living or investment purposes. Conveniently located near shopping, dining, major roads, and just minutes from Winter Garden Village and Winter Garden Plaza. Whether you are looking for a primary residence or an income-producing property, this is an excellent opportunity at a great price. Community amenities include pool and recreational areas. Don’t miss out!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Romina Cabanas (941-744-7331)
14501 GROVE RESORT AVE #3611, WINTER GARDEN, FL 34787
$220,000146 Days on yellowkey MLS ID: TB8481342
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1396 Built: 2018Monthly Fee: $998 Tax: $7,177 (2024)Community: Grove Residence & Spa Hotel Condo 3Condo
Taxes:$7,177
Tax Year: 2024
Remarks: Exceptional Vacation Investment Opportunity at The Grove Resort & Water Park – Orlando Welcome to this fully furnished 3-bedroom, 2-bath condo-hotel located in the highly sought-after The Grove Resort & Water Park Orlando — one of Central Florida’s premier short-term rental destinations. Featuring the spacious and popular Jasmine floor plan, this residence comfortably accommodates up to eight guests with a private king suite, two queen beds in the secondary bedroom, and a sleeper sofa in the living area. Thoughtfully designed for both durability and guest satisfaction, the unit showcases quartz countertops, stainless steel appliances, in-unit washer and dryer, and a large screened balcony offering peaceful views of the resort and surrounding conservation area. This property operates as a short-term rental, allowing owners up to 179 days of personal use annually while benefiting from full-service, on-site management. The professional management team handles reservations, housekeeping, maintenance, and guest services—making ownership truly hands-off and ideal for out-of-state or international investors seeking passive income. The resort itself delivers a true destination experience, highlighted by the renowned Surfari Water Park featuring a lazy river and FlowRider surf simulator, along with multiple pools, lake access for water activities, fitness center, arcade, glow mini golf, on-site dining, spa services, and 24-hour concierge. Convenient shuttle service to Disney and close proximity to major attractions continue to drive strong occupancy rates year-round. The HOA fee provides exceptional value, covering utilities including electricity, water, cable, WiFi, pest control, and insurance—creating predictable ownership expenses. With continued tourism growth in the Orlando market, strong rental demand, and professional management already in place, this property presents an outstanding opportunity to own a high-performing income-producing asset in one of Florida’s most dynamic vacation corridors. Schedule your showing today and secure your place in this thriving short-term rental market.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Michele Ranjbar (813-895-6122)
419 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787
$874,990112 Days on yellowkey MLS ID: O6395693
3 Days Off yellowkey (back on 5/19/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2650 Built: 2026Monthly Fee: $240 Tax: $1,955 (2025)Community: Winter GroveSpa: NoSingle Family
Taxes:$1,955
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Under Construction. Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Step into the Imperial by Pulte Homes, where luxury and convenience seamlessly combine to create a truly elevated living experience. This remarkable 5-bedroom, 3.5-bathroom home with a 2-car garage offers unparalleled craftsmanship and thoughtful design throughout. The open-concept layout flows effortlessly, creating an expansive, airy feel that exudes both sophistication and comfort. On the first floor, discover a private en suite bedroom with a walk-in closet and elegant quartz countertops—a perfect retreat for guests. At the heart of the home, the chef-inspired kitchen is a true masterpiece, featuring 42” soft-close cabinetry, striking quartz countertops and decorative tile backsplash. Whirlpool stainless steel appliances, including a built-in natural gas cooktop and a refrigerator, make cooking a pleasure. The kitchen seamlessly connects to the café and gathering room, where a sliding glass door opens to the covered lanai, enhancing the flow of indoor-outdoor living. The first floor also offers a convenient powder room, perfect for guests. Upstairs, the luxurious owner’s suite is a private sanctuary, featuring a spacious walk-in closet and a spa-like en suite bathroom with quartz-topped dual vanity sinks and a frameless glass enclosed shower. The loft area provides the perfect space to unwind, while three additional bedrooms and a bathroom complete the upper level. For added convenience, a thoughtfully located upstairs laundry room with utility sink simplifies everyday tasks. Beautiful wood-look luxury vinyl plank flooring is found throughout the main living areas of the first-floor, at the stair case, and first floor bedroom, while plush, stain-resistant Shaw carpet can be found throughout the upstairs bedrooms and loft, and tile complements the bathrooms and laundry room. Designer-curated finishes elevate every corner of this home, including pendant light pre-wire and under cabinet lighting in the kitchen, brushed nickel plumbing fixtures and hardware, 2” faux wood blinds, and Whirlpool washer and dryer enhance the home's style and comfort. This home is equipped with a smart thermostat, smart doorbell, and LED downlights, ensuring your home is as connected as it is beautiful. This home offers the perfect combination of luxury, convenience, and modern design—an ideal place to live and relax. Schedule a tour today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
17106 BEACHGRASS ALY, WINTER GARDEN, FL 34787
$799,99066 Days on yellowkey MLS ID: O6407735
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1983 Built: 2025Monthly Fee: $172 Tax: $10,166 (2025)Community: Lake Star At OvationSpa: NoSingle Family
Taxes:$10,166
Remarks: **Model Home for Sale** Step inside the Jensen model home and experience a thoughtfully designed space that blends modern style with everyday livability. This two-story home welcomes you with a bright, open-concept first floor where the family room, dining area, and kitchen flow together effortlessly—perfect for hosting friends or enjoying a relaxed night in. The kitchen is the heart of the home, showcasing crisp white cabinetry, sleek hardware, built-in stainless steel appliances, and an oversized island with seating that’s ideal for casual meals and entertaining. Designer pendant lighting and light wood-look flooring add warmth and sophistication throughout the main living space. Upstairs, the private owner’s suite creates a peaceful retreat, complete with tray ceiling detail, a spacious walk-in closet, and a well-appointed en-suite bath. Two additional secondary bedrooms, a full hall bath, and an conveniently located laundry room make the second floor both functional and comfortable. At the back of the home, the covered lanai extends your living space outdoors and creates the ultimate entertaining zone. Wood-plank ceilings, a ceiling fan, built-in grill area, and a spa-style hot tub set the stage for relaxing evenings and weekend gatherings in true Florida style. With its charming exterior, rear-load garage, and designer finishes throughout, the Jensen model home perfectly reflects the lifestyle waiting for you at Lake Star at Ovation.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Stacie Brown Kelly (407-221-4954)
17013 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$455,75267 Days on yellowkey MLS ID: G5112484
0 Days Off yellowkey (back on 5/17/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1772 Built: 2026Monthly Fee: $225Community: Hamlin MeadowsTownhouse
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Sage floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Sage floor plan offers modern living tailored to meet everyday needs with style and functionality. Sample Image
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
17425 LAKE INGRAM RD, WINTER GARDEN, FL 34787
$1,199,999104 Days on yellowkey MLS ID: O6397109
Bed: 4 Bath: 1.5 Gar: 2 Liv Area Sq Ft: 2246 Built: 1977 Tax: $9,794 (2025)Community: Mt Park Orange GroveSingle Family
Taxes:$9,794
Remarks: Rare opportunity to own 6.8 acres in the heart of Horizon West! Zoned A1 with NO HOA. Zoned for top rated schools. Bring your horses, goats, chickens and build your dream home. The property is located at the end of a dead end street. Very private and isolated. One side of the property is flanked by retention ponds, the other side is the future home of a community park, and far in the backyard is Hamlin Elementary and Middle Schools. The home has been gutted and ready to customize your ideal floor plan. Plenty of room on the land to add a barn, ADU, or workshop. The lot contains wetland so a pond ebbs and flows on the property bringing all sorts of life to the land. Enjoy the tranquil ranch life with beautiful sunsets while remaining within minutes of shopping, restaurants, Disney, and access to the 429. Refer to Orange County Land Use Table for property use. Check with county to verify all current and future use.
Listing is courtesy of: THE PROPERTY PROS REAL ESTATE, INC (407-879-7591)
Listing Agent: Tamar Hill (818-445-8263)
7280 WINDY WILLOW ST, WINTER GARDEN, FL 34787
$493,58369 Days on yellowkey MLS ID: G5112439
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Sage floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Sage floor plan offers modern living tailored to meet everyday needs with style and functionality.
17007 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$491,49069 Days on yellowkey MLS ID: G5112438
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1764 Built: 2026Monthly Fee: $225Community: Hamlin MeadowsTownhouse
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Porter floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Porter floor plan offers modern living tailored to meet everyday needs with style and functionality. Sample Images
1075 CHASE DR, WINTER GARDEN, FL 34787
$625,000143 Days on yellowkey MLS ID: O6386607
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2125 Built: 2015Monthly Fee: $41 Tax: $2,734 (2024)Community: Island Pointe SubSingle Family
Taxes:$2,734
Remarks: Welcome to 1075 Chase Drive-located in downtown Winter Garden, just minutes from the charm and energy of Plant Street. This rare, newer-construction single-story home offers a blend of modern comfort and timeless style that’s sure to impress. As you enter, custom tile in the foyer sets the tone, with a versatile flex room to the right—perfect for a home office, formal dining room, playroom, or whatever suits your lifestyle.The open-concept design seamlessly connects the kitchen, dining, and family areas, creating an ideal space for entertaining. The large kitchen island is perfect for cooking, casual meals, or hosting friends and family. Sliding glass doors open to create an effortless indoor-outdoor living experience—perfect for those quintessential Florida days. The split floor plan offers privacy, with the primary suite serving as a true retreat, complete with high ceilings, a double vanity, and a spa-like shower. On the opposite side of the home, you’ll find three additional spacious bedrooms, each with plantation shutters and high end laminate flooring. After a long day, unwind on your fully screened back porch with space for multiple seating areas, or head to the side yard to tend your garden. The thoughtfully designed outdoor living space offers plenty of room for grilling, dining, and relaxing—an entertainer’s dream. Just minutes from your front door, Winter Garden’s vibrant Plant Street awaits, offering an award-winning farmer’s market, local dining, boutique shopping, art galleries, Crooked Can Brewery, the West Orange Trail, and year-round festivals.This is a rare opportunity to own a beautifully crafted home in one of Winter Garden’s most desirable neighborhoods—where modern living meets small-town charm. Call for your private showing today.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Katie Bray (407-779-6677)
7007 TWILIGHT BAY DR, WINTER GARDEN, FL 34787
$465,000138 Days on yellowkey MLS ID: O6388545
REDUCED by $2,990 (0.6%) on 04/07/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1845 Built: 2024Monthly Fee: $180 Tax: $1,742 (2024)Community: MezzanoTownhouse
Taxes:$1,742
Remarks: Attention investors!! Welcome to this beautiful townhome like new and rented until April 2027!!! Is located in the desirable Mezzano community in Winter Garden. This well-maintained property features a modern open-concept layout with spacious living and dining areas, perfect for both relaxing and entertaining. The main level includes a versatile flex space that can be used as a home office, study, guest space, or playroom, providing extra functionality. The kitchen offers contemporary cabinetry, quality appliances, and ample counter space.Residents enjoy a low-maintenance lifestyle with convenient access to shopping, dining, major highways, and top-rated schools. The community is ideally located just minutes from Winter Garden Village, downtown Winter Garden, and other popular Central Florida attractions. Whether you're looking for a primary residence, second home, or investment opportunity, this property offers comfort, convenience, and a great location in one of Winter Garden’s growing communities. Schedule your private showing today and experience everything this home has. Priced to sell!!!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Andrea Dale Gonzalez (407-984-1426)
15130 TEA TREE DR, WINTER GARDEN, FL 34787
$926,58273 Days on yellowkey MLS ID: G5112226
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2026Monthly Fee: $150 Tax: $18,489 (2025)Community: Avalon WoodsSingle Family
Taxes:$18,489
Remarks: One or more photo(s) has been virtually staged. Welcome to Arlington with Bonus! This stunning 3,108 square foot, two-story floor plan boasts 4 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own! SAMPLE IMAGE
9456 KOMIKA LN W #1, WINTER GARDEN, FL 34787
$468,150173 Days on yellowkey MLS ID: S5142815
REDUCED by $1,850 (0.4%) on 05/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 2020Monthly Fee: $262 Tax: $5,902 (2025)Community: Waterleigh Phase 3ASingle Family
Taxes:$5,902
Remarks: Gorgeous, Gorgeous, Situated in the sought-after Waterleigh community, one of the most popular communities in Horizon West/Winter Garden this stunning 3-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and convenience. This home is perfect for those seeking a tranquil and inviting living environment. Upon entering, you'll be greeted by a warm and inviting atmosphere that flows throughout the entire home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a space that is perfect for both everyday living and entertaining. The kitchen features modern appliances, ample counter space, and a great circulation area. You will love cooking in the well-appointed kitchen with stainless steel appliances, a walk-in pantry, and an ample island w/ bar top seating that is perfect for gatherings. The kitchen has a WATER FILTRATION SYSTEM system running to the fridge and a separate water faucet on the island. Whether you're preparing a quick meal or hosting a dinner party, this kitchen is sure to impress. The adjacent dining area is spacious and offers a lovely backdrop for enjoying meals with family and friends. The master suite offers privacy as it is separate from the other rooms located in the home, complete with a spacious bedroom, a walk-in closet, and an In-suite bathroom. The additional bedrooms are well-appointed, providing comfort and convenience for family members or guests. The home offers a large laundry room and a drop zone area situated next to the two-car garage perfect for your keys, tools, shoes…etc…. Located just minutes from DISNEY, in a family-friendly, GOLF CART FRIENDLY community, The owners of this home have access to a range of RESORT STYLE amenities, including 2 clubhouses with 2 beautiful large pools, a splash pad, 2 fitness centers with play area, miniature golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park, community dock, water-view walking trails. Location benefits include conveniently at the entrance of the community a new Publix shopping center, near Highway 429, and Highway 192, restaurants, and shopping at Flamingo Crossings, Hamlin, and Winter Garden Village. All lawn maintenance is provided through the community..... THE HOUSE HAS SOLAR PANELS. The seller will pay on the day of closing the debt he currently has with the solar panel financier. In this way, the Buyer has an ADDITIONAL DISCOUNT on the purchase of the property.
Listing is courtesy of: GILVAN REALTY CORP. (954-825-5722)
Listing Agent: Gilberto Imery (561-927-5412)
907 EASLEY AVE, WINTER GARDEN, FL 34787
$865,00072 Days on yellowkey MLS ID: O6406147
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2252 Built: 2017Monthly Fee: $208 Tax: $4,712 (2025)Community: Oakland ParkSingle Family
Taxes:$4,712
Remarks: OAKLAND PARK---a PARADE of HOMES winning community! Nestled beneath a canopy of mature trees and perfectly positioned across from a PARK, this charming home welcomes you with a spacious covered front porch where you can relax and enjoy nature and the peaceful surroundings. Thoughtfully designed with warmth and character throughout, the home features rich WOOD flooring, beautiful custom ACCENT WALLS, and a stunning staircase that adds style and sophistication to the inviting interior. Offering 3 bedrooms, 2.5 baths, a dedicated formal dining space, and a small bonus area upstairs suitable for an OFFICE—-a functional yet elegant layout, this home was designed with the homeowner in mind. The kitchen is beautifully appointed with stone countertops, tile backsplash, abundant cabinetry, and a built-in desk area that adds both charm and convenience. A dedicated COFFEE BAR creates the perfect morning retreat, while the walk-in pantry and additional secondary pantry provide exceptional storage space. The downstairs spacious laundry room is equally impressive, featuring a utility sink and extensive counter space ideal for organization and everyday functionality. The living room is embraced with natural light from an abundance of windows overlooking the backyard, while extended FRENCH DOORS create a seamless connection to the covered outdoor living space, enhancing the home’s warm and welcoming atmosphere. A convenient half bath and entry door are located adjacent to the covered porch, offering seamless indoor-outdoor living. The outdoor space is already enhanced with pavers, creating a polished and low-maintenance setting ideal for entertaining, relaxing, or future customization. With ample room to design and build a POOL, the backyard offers endless possibilities to create your dream oasis. The upstairs PRIMARY SUITE offers a relaxing retreat complete with dual sinks, an oversized walk-in shower, linen closet, a separate private water closet, and a generously sized walk-in closet. Two additional bedrooms and one full bath are located upstairs. Blending comfort, charm, and thoughtful design, this beautifully customized home offers an exceptional opportunity to enjoy cozy living spaces, stunning outdoor potential, and timeless character in a picturesque PARK setting. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Ashley Boyd (321-209-5540)
6044 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$579,82071 Days on yellowkey MLS ID: G5112346
0 Days Off yellowkey (back on 5/13/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Berkley, a thoughtfully designed bungalow that blends charm, functionality, and modern comfort. This brand-new home offers 4 bedrooms, 3 bathrooms, and 2,102 sq. ft. of living space. The inviting front porch sets the tone, while inside, abundant natural light flows through thoughtfully placed windows. A bedroom and full bath on the first floor provide flexibility for guests or multi-generational living, while the upstairs keeps the remaining bedrooms together for privacy. Enjoy seamless indoor-outdoor living with a covered breezeway and private courtyard, perfect for gatherings or a quiet retreat. Nestled in Avalon Woods, you’ll love the convenience of being just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
15136 TEA TREE DR, WINTER GARDEN, FL 34787
$959,64773 Days on yellowkey MLS ID: G5112230
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3543 Built: 2026Monthly Fee: $150 Tax: $298 (2025)Community: Avalon WoodsSingle Family
Taxes:$298
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully designed Tidewater Bonus newer-construction home in the highly sought-after Avalon Woods community of Winter Garden! Built in 2026, this spacious residence offers modern finishes, an open-concept layout, and a prime location just minutes from Hamlin Town Center, shopping, dining, top-rated schools, and major highways. Inside, you’ll find a bright and inviting floor plan featuring a large kitchen with upgraded cabinetry, stainless steel appliances, stone countertops, and an oversized island overlooking the main living and dining areas — perfect for entertaining. The spacious primary suite offers a private retreat with a walk-in closet and a well-appointed bathroom with dual vanities and a large walk-in shower.
14501 GROVE RESORT AVE #1440, WINTER GARDEN, FL 34787
$245,000296 Days on yellowkey MLS ID: O6348465
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 2016Monthly Fee: $875 Tax: $6,682 (2025)Community: Grove ResortCondo
Taxes:$6,682
Remarks: Seller is offering $5,000 toward the buyer’s closing costs, making this fully furnished condo at The Grove Resort & Water Park Orlando an even better opportunity for a vacation home, Airbnb-style investment, or personal getaway. Just minutes from Walt Disney World Resort and close to Universal Orlando Resort and SeaWorld Orlando, this 4th-floor condo-hotel unit offers peaceful fountain and rotunda views inside one of Central Florida’s most popular resort destinations. Whether you use it for your own vacations or let the on-site management company handle rentals, this is a true turnkey investment with serious vacation vibes. The resort itself is packed with amenities that keep guests coming back year after year. Spend your days floating through the lazy river, riding the water slides, surfing the FlowRider, relaxing in a private cabana, or grabbing drinks and food without ever leaving the property. There’s also a full-service spa, multiple restaurants and bars, resort pools, aquatic splash areas, and access to Lake Austin for kayaking and paddle boating. Inside the condo, you’ll find a modern, comfortable space designed for easy stays. The full kitchen, spacious living area, private balcony, and in-unit washer and dryer make it feel more like a stylish apartment than a hotel room. Large bedrooms and thoughtful finishes make it ideal for both personal use and guest satisfaction. Owning at The Grove gives you the flexibility of a fully managed investment property while still having your own Orlando escape whenever you want it. With nonstop tourism demand and resort amenities guests actually want to use, this is one of the easiest ways to own a low-maintenance vacation property near Disney.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
634 FOSTER AVE, WINTER GARDEN, FL 34787
$285,000234 Days on yellowkey MLS ID: TB8451057
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 696 Built: 1951 Tax: $3,778 (2024)Community: Westchester PlaceSpa: NoSingle Family
Taxes:$3,778
Remarks: Charming bungalow that's been completely renovated and is now move-in ready! Rebuilt down to the studs in 2022, with all-new systems and finishes, new roof, electrical, plumbing, central HVAC, flooring and appliances, makes it a very solid investment—whether as a starter home or potentially as a bed-and-breakfast (B&B) option. With two bedrooms and one bath, this bungalow would make for a cozy and functional space. The inside laundry is a great modern convenience, and a breakfast bar is perfect for casual meals. Walking distance to Plant Street the vibrant downtown area of Winter Garden, known for its historic charm and many local businesses. You will enjoy access to the popular indoor artisan food hall, a craft brewery, restaurants, and shops. Outdoor enthusiasts will love being close to West Orange bike trail and Veterans Memorial Park. It is a 2 minute walk to Colonial and Hyde Park bus stop.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
9940 BLACK BEAR LN, WINTER GARDEN, FL 34787
$2,050,000433 Days on yellowkey MLS ID: O6309917
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3110 Built: 2027 Tax: $4,423 (2024)Community: Acreage & UnrecSingle Family
Taxes:$4,423
Remarks: Pre-Construction. To be built. This Custom Single-Story Modern Farmhouse by Lionshead Homes is a showstopper! Set on a serene 5-acre private oasis. Plenty of space for farm animals or just enjoy the open space and tranquil surroundings. Lionshead Homes has recently built custom homes near this property. So Buyers may view a recently completed home to get an idea of fit and finish and our quality craftmanship. Located in the Avalon Rural Settlement, you'll enjoy the country lifestyle without sacrificing proximity to shopping, entertainment and the suburban lifestyle of Hamlin and Winter Garden. Call for more information or to schedule a viewing appointment.
Listing is courtesy of: HAMLIN REALTY (321-299-4279)
Listing Agent: Edward Guerrette Llc (321-299-4279)
17422 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787
$671,41572 Days on yellowkey MLS ID: G5112284
0 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2235 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage, all contributing to the 2,235 square feet of carefully utilized living space. Sample Image
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