Location: Winter Garden , 34787
Do Not Show Listings
92 WINDTREE LN #201, WINTER GARDEN, FL 34787
$218,000198 Days on yellowkey MLS ID: O6371247
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1984Monthly Fee: $300 Tax: $2,362 (2024)Community: Windtree Gardens Condo Ph 03Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,362
Elementary School: Maxey Elem
High School: West Orange High
Tax Year: 2024
Middle School: Lakeview Middle
Remarks: Don’t miss this great investment opportunity in the heart of Winter Garden. This 2-bedroom, 2-bath condo offers laminated floors and is already rented, generating income from day one. Home features updated plumbing with a complete repipe. Located just minutes from Downtown Winter Garden, with easy access to restaurants, shops, parks, and major highways. Not a gated community, offering easy access and low-maintenance living. Perfect for investors seeking a stable, income-producing property.
Listing is courtesy of: ROMAN'S PRO REALTY LLC (407-610-1970)
Listing Agent: Maria Perez (407-496-2336)
6122 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$774,54950 Days on yellowkey MLS ID: G5113307
0 Days Off yellowkey (back on 6/3/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2515 Built: 2026Monthly Fee: $150 Tax: $298 (2025)Community: Avalon WoodsSingle Family
Taxes:$298
Elementary School: Hamlin Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
7531 SILVER VALLEY ST, WINTER GARDEN, FL 34787
$552,27550 Days on yellowkey MLS ID: G5113297
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 15' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways
14501 GROVE RESORT AVE #3211, WINTER GARDEN, FL 34787
$271,00066 Days on yellowkey MLS ID: O6408877
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 2018Monthly Fee: $998 Tax: $6,512 (2025)Community: Grove Resort And SpaCondo
Taxes:$6,512
Elementary School: None
High School: None
Middle School: None
Remarks: Highly motivated seller, The Grove Resort and Waterpark is a short-term rental complex. This Unit is the Jasmine Model (1,396 sq.ft) located on the second floor of condominium III. It is a 3-bedroom, 2-Bathroom Unit. King size bed in the Master Bedroom and the guest rooms will have one Queen size bed. Sleeper sofa in the living room. Excellent opportunity for investment and fun since the owner is authorized to make personal owner reservations for a maximum of 179 consecutive nights. Amenities include 3 pools, a waterpark, a fitness center, a boat dock and water activities with access to Lake Austin. full service concierge, 24 hours security, complementary shuttle service to Disney World, Universal Studios and SeaWorld.
Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)
Listing Agent: Diana Salonia (786-223-7502)
156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787
$1,149,950140 Days on yellowkey MLS ID: O6384801
REDUCED by $50,050 (4.2%) on 06/03/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3170 Built: 2018Monthly Fee: $188 Tax: $7,979 (2024)Community: Stanton EstatesSingle Family
Taxes:$7,979
Elementary School: Dillard Street Elem
Remarks: **We've just introduced a significant price reduction, creating an exceptional opportunity for new owners. ** **Welcome to Golf Cart Life in Historic Downtown Winter Garden** Nestled within Stanton Estates — an exclusive enclave of just 45 luxury homes — this contemporary masterpiece places you in the heart of **Winter Garden’s vibrant Golf Cart District**, where every day feels like a getaway. Built in 2018, this one-story multigenerational estate offers 3,170 sq ft of refined living on a nearly 1/3-acre lot, just a quick golf cart ride from **Plant Street’s award-winning restaurants, live music, boutique shops, the famous Saturday Farmer’s Market, the Crooked Can Brewery, and the scenic West Orange Trail**. Take a look at Virtual Tour Link 2 to see all the exciting and fun things available to you in the downtown and historic area of Winter Garden. Inside, soaring 12-ft ceilings and natural light flow through an open, flexible layout with four bedrooms, four full baths, and a private office. The gourmet kitchen anchors the home with solid wood cabinetry, quartz countertops, an oversized island, walk-in pantry, and a full suite of KitchenAid Professional appliances with natural gas. The primary suite features a recessed ceiling, expansive custom walk-in closet, and a spa-inspired bath. Fully retractable sliders open to a covered lanai surrounded by mature, professionally designed landscaping and privacy fencing — your own private Florida retreat after a day of exploring downtown. Premium upgrades include smart-home technology, motorized shades, whole-home water filtration, 8-ft solid core doors, custom cabinetry, a three-car tandem garage with brick paver driveway, and a brand-new tankless gas water heater (2025). Just minutes from Disney, Universal, and SeaWorld, with seamless access to SR-429, the Turnpike, and 408, this address blends luxury living with the unbeatable charm and excitement of Downtown Winter Garden. Opportunities like this in Stanton Estates are rare. **Welcome to the lifestyle everyone wants**
Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)
Listing Agent: Joe Thomas, Jr (813-724-1922)
14501 GROVE RESORT AVE #3630, WINTER GARDEN, FL 34787
$284,50086 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
Elementary School: Water Spring Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
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)
14501 GROVE RESORT AVE #3535, WINTER GARDEN, FL 34787
$369,990250 Days on yellowkey MLS ID: S5138632
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1434 Built: 2018Monthly Fee: $1,025 Tax: $7,024 (2024)Community: Grove Resort And Spa Hotel Condominium 3Condo
Taxes:$7,024
Remarks: New reduced Price: $369,990. GREAT NEW OWNER FINANCING AVAILABLE: CONTACT US FOR ADDITIONAL INFORMATION. BEAUTIFUL 2 BED/2 BATH LUXURY FULLY FURNISHED CYPRESS DESIGN CONDO WITH GREAT VIEWS. Welcome to The Grove Resort & Waterpark, an exquisite condo hotel just minutes from the enchanting Walt Disney World in Orlando, Florida. Presenting a luxurious Cypress design two-bedroom, two-bath condo that is fully furnished with luxury upgrades and nestled in a prime location boasting serene views. Take the opportunity to own a slice of paradise in one of the world's most sought-after vacation destinations. The Grove Resort and Waterpark is a haven of fun and relaxation, featuring a plethora of amenities including: thrilling water park; relaxing lazy river; Exciting water slides; Multiple swimming pools; tranquil spa; The picturesque Lake Austin for fishing and paddle boating. indulge in a variety of dining experiences with both indoor and outdoor settings, engage in retail therapy with on-site shopping, stay active in the state-of-the-art fitness center, and unwind in the full-service spa. The resort also caters to business and events with its well-equipped conference rooms. Embrace the luxury. Dive into the excitement. Make it yours. Take advantage of this opportunity
Listing is courtesy of: SACKS REALTY GROUP, INC. (321-354-4057)
Listing Agent: Denise Sacks (321-354-4057)
11283 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$909,46679 Days on yellowkey MLS ID: O6405091
2 Days Off yellowkey (back on 6/2/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3225 Built: 2025Monthly Fee: $199 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry and a half bath. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Off of the family room customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a game room and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Wterleigh, the Torrey includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
14501 GROVE RESORT AVE #3424, WINTER GARDEN, FL 34787
$230,000192 Days on yellowkey MLS ID: S5141575
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 2018Monthly Fee: $875 Tax: $7,613 (2024)Community: Grove Residence & Spa Hotel Condo 3Condo
Taxes:$7,613
Remarks: Luxury fully furnished 2-bedroom, 2-bathroom condo-hotel located in a high-demand resort area of Orlando. This unit offers a spectacular water park view and is part of a professionally managed resort, designed exclusively for short-term rentals. The layout features a spacious living area with access to a private balcony, a fully equipped kitchen, and a split-bedroom floor plan ideal for guests. Resort amenities include pools, spa, fitness center, restaurants, bars, playgrounds, and 24-hour security. An excellent turnkey investment opportunity in a prime tourist location, minutes from major attractions, with strong rental demand and long-term appreciation potential.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Maria Carvajal (551-331-8154)
15518 HONEY MANDARIN WAY, WINTER GARDEN, FL 34787
$869,900111 Days on yellowkey MLS ID: O6396204
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3640 Built: 2018Monthly Fee: $113 Tax: $11,489 (2025)Community: Highlands/Summerlake Grvs Ph 2Single Family
Taxes:$11,489
Elementary School: Summerlake Elementary
Remarks: Stunning 5-bedroom, 4.5-bath home located in the highly sought-after Highlands at Summerlake Groves in Horizon West. Built in 2018, this spacious two-story residence offers over 3,600 square feet of living space with an open-concept layout, a gourmet kitchen with oversized island, and a large upstairs loft perfect for entertainment or a home office. The primary suite features a walk-in closet and spa-style bathroom. Conveniently located near Hamlin Town Center, top-rated schools, and major highways including 429, this home combines modern comfort with prime location.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Alexandre Zapparoli Llc (321-444-8701)
13869 EASDALE ALY, WINTER GARDEN, FL 34787
$411,995164 Days on yellowkey MLS ID: O6381162
0 Days Off yellowkey (back on 3/2/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1760 Built: 2026Monthly Fee: $149 Tax: $400 (2025)Community: Westhaven At OvationTownhouse
Taxes:$400
Middle School: Water Spring Middle
Remarks: Under Construction. Toll Brothers new construction in Horizon West, Winter Garden — estimated completion summer 2026. This Kellogg Townhome features a covered entry leading into an open and expansive living, L-shaped kitchen, and dining area. The home offers a spacious private courtyard with access to the detached two-car garage. The owner’s suite is highlighted by a large walk-in closet and a private bath with dual vanities and a separate shower.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Devahn Powell (571-234-7236)
12915 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$594,000164 Days on yellowkey MLS ID: O6381156
0 Days Off yellowkey (back on 5/5/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2143 Built: 2026Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Taxes:$2,326
Remarks: Under Construction. Toll Brothers New Construction at Winter Garden Horizon West. Estimate completion July 2026. Single family Bungalow. This home features a covered entry that leads to a spacious foyer and an expansive guest suite. The living area includes a dining room, with breakfast bar, great room, and access to the courtyard. The second-floor features 2 bedrooms and a master suite is highlighted by a large walk-in closet and a private bath with dual vanities, separate shower, and private water closet.
Listing Agent: Dayene Grubert (863-521-4474)
12940 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$919,000164 Days on yellowkey MLS ID: O6381140
0 Days Off yellowkey (back on 2/14/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3894 Built: 2026Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Remarks: Under Construction. Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion Summer 2026. The wide and elongated foyer create an impressive entry into this home, with large formal dining room and spacious kitchen. The well-equipped kitchen features a walk-in pantry and an open view of the breakfast area and great room. The great room opens out to a covered lanai. The master bedroom/ on the second floor includes a large walk-in closet and a private bath with a free-standing tub, a separate shower with a seat, and a private toilet area. The second floor features a spacious loft, and large secondary bedrooms. The Griffin is well planned for a comfortable, luxurious lifestyle. Model home available for walkthrough.
12911 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$548,000169 Days on yellowkey MLS ID: O6379918
5 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2062 Built: 2026Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Remarks: Under Construction. Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion Summer 2026. This home is conducive for entertaining with its open floor plan. This home features a covered entry that leads to an open and expansive living space, kitchen, and dining. The home features covered lanai and a spacious courtyard with access to the detached 2 cars garage. The master bedroom is highlighted by a large walk-in closet and a private bath with dual vanities, separate shower, and private water closet.
16555 WINGSPREAD LOOP, WINTER GARDEN, FL 34787
$791,000327 Days on yellowkey MLS ID: O6340280
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3093 Built: 2019Monthly Fee: $120 Tax: $9,566 (2024)Community: Hawksmoor-Ph 1Single Family
Taxes:$9,566
Remarks: This stunning 4-bedroom, 3.5-bath residence sits proudly in the highly sought-after Hawksmoor community of Winter Garden. Designed with a modern open-concept layout and upgraded with premium finishes, this home blends elegance, functionality, and comfort. Perfectly positioned near the Orange County National Golf Center and Lodge—home to the nation’s largest driving range—this property also offers quick access to Orlando Health Hospital, brand-new top-rated schools, shopping, fine dining, and entertainment. With Highway 429 just minutes away, world-famous Orlando theme parks are practically at your doorstep. House is leased until Nov/2026 and buyer must honor the contract. Step inside and be welcomed by soaring ceilings and a bright, spacious floor plan. The luxurious primary suite with a spa-inspired ensuite is conveniently located on the main level, while the second floor offers three beautifully designed bedrooms, a bonus living/play area, and ample space for family or guests. A flex room on the first floor can serve as a home office, library, or formal dining area. At the heart of the home, you’ll find a chef’s kitchen featuring stainless steel appliances, custom 42" cabinetry, oversized granite island seating up to six, walk-in pantry, and butler’s bar connecting to the dining/flex space. Perfect for both everyday living and entertaining. Outside your door, Hawksmoor provides resort-style amenities, including a zero-entry pool with splash area, clubhouse with private rental options, fitness center, yoga lawn, Zen garden, and community walking trails around picturesque lakes and ponds. This is more than just a house—it’s a lifestyle. Don’t miss the chance to make this exceptional property your new home in one of Winter Garden’s most desirable communities.
14501 GROVE RESORT AVE #1237, WINTER GARDEN, FL 34787
$210,000526 Days on yellowkey MLS ID: O6279915
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 2016Monthly Fee: $805 Tax: $6,171 (2024)Community: The Grove ResortCondo
Taxes:$6,171
Remarks: Welcome to The Grove Resort & Water Park, a premier condo-hotel nestled in the vibrant heart of Winter Garden, FL. This beautifully furnished 2-bedroom, 2-bathroom unit is designed for ultimate comfort and convenience, making it an incredible investment opportunity or a perfect vacation retreat. Step inside to find a spacious open floor plan, featuring a stylish kitchen with modern appliances, sleek countertops, and ample storage. The inviting living and dining areas flow effortlessly onto a private screened balcony, where you can unwind and soak in the tranquil surroundings. The primary suite is a true retreat, offering a spa-like en-suite bathroom complete with a soaking tub, separate glass-enclosed shower, and dual vanities. A generously sized second bedroom and full bathroom ensure plenty of space for guests to feel right at home. As a resident or guest at The Grove Resort, you’ll enjoy world-class amenities, including a thrilling water park with slides, a lazy river, surf simulator, multiple pools, a full-service spa, fitness center, and on-site dining options. Plus, with 24-hour concierge service and a hassle-free rental program, this property offers both luxury and convenience. Located just minutes from Walt Disney World and Orlando’s top attractions, this condo presents an unparalleled opportunity to own a slice of paradise. Don’t miss out—schedule your private tour today!
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Allan Kardosh (407-499-4466)
17124 BEACHGRASS ALY, WINTER GARDEN, FL 34787
$559,99066 Days on yellowkey MLS ID: O6408024
0 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1983 Built: 2026Monthly Fee: $112 Tax: $6,874 (2025)Community: Lake Star At OvationSpa: NoSingle Family
Taxes:$6,874
Remarks: Under Construction. Welcome to 17124 Beachgrass Alley, in Winter Garden, Florida: a new construction home built by M/I Homes, offering 1,983 square feet of thoughtfully designed living space. This home features a well-crafted floorplan combining quality design with everyday functionality. This home features 3 bedrooms, 2.5 bathrooms, an open-concept living space perfect for daily living and entertaining, a lanai, and a 2-car rear-load garage This home showcases an open-concept living space that creates a seamless flow between the family room, kitchen, and dining area, making it ideal for both relaxed evenings and hosting guests. The floorplan is designed with intention, ensuring each room serves a clear purpose while maintaining a cohesive feel throughout. Upstairs, the owner's bedroom offers a private retreat, complete with an en-suite bathroom and walk-in closet for added convenience. The overall layout reflects a commitment to quality design, with clean lines and functional spaces that make everyday living comfortable. Situated in a desirable Winter Garden neighborhood, this home benefits from proximity to parks and outdoor recreation areas, providing easy access to green spaces for families and individuals alike. The surrounding neighborhood offers a welcoming atmosphere with well-maintained streets and a sense of connection to the outdoors.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Stacie Brown Kelly (407-221-4954)
1158 ORANGE SEASON LN, WINTER GARDEN, FL 34787
$525,00056 Days on yellowkey MLS ID: O6402123
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2444 Built: 2017Monthly Fee: $366 Tax: $7,010 (2025)Community: Hickory Hammock Ph 1CTownhouse
Taxes:$7,010
Middle School: SunRidge Middle
Remarks: Located in the gated community of Hickory Hammock, this beautiful corner-unit townhouse offers 3 bedrooms, 2.5 bathrooms, and a spacious upstairs loft perfect for a home office, media room, or flex space. This well-maintained home features stylish upgrades throughout, including wood-look ceramic tile downstairs and engineered hardwood flooring upstairs, along with brand-new paint and carpet for a fresh, move-in-ready feel. The open living areas lead to a screened back porch overlooking a peaceful green park area with no rear or side neighbors, creating a rare sense of privacy and open space. Additional highlights include a 2-car garage, washer and dryer included, whole-home water filtration system, and UV lights installed on the AC unit for enhanced air quality and efficiency. Residents of Hickory Hammock enjoy outstanding resort-style amenities, including a community pool, volleyball courts, and lake access with a private dock perfect for fishing and enjoying the waterfront lifestyle. With its premium corner location, thoughtful upgrades, and exceptional community amenities, this home offers the perfect blend of comfort, convenience, and low-maintenance living in sought-after Winter Garden.
Listing is courtesy of: OAK AVENUE REAL ESTATE LLC (407-720-5000)
Listing Agent: Tracey Mcfadden (321-217-7808)
17588 LAKE STAR RD, WINTER GARDEN, FL 34787
$1,185,000133 Days on yellowkey MLS ID: O6387269
REDUCED by $10,000 (0.8%) on 04/25/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4026 Built: 2024Monthly Fee: $84 Tax: $3,806 (2024)Community: Northlake At OvationSingle Family
Taxes:$3,806
Remarks: Step into better-than-new living with this beautifully upgraded home that rival's today's new construction--without the wait. This exceptional five-bedroom, four-bathroom home situated on Lake Star located in the highly desirable Horizon West area. The inviting entryway leads to a spacious, bright, and open-concept layout filled with abundant natural light and wood look plank tile flooring on the lower level. This Ashton Woods "Superior" floor plan has been upgraded to include a downstairs 5th Bedroom/In-law suite. The gourmet kitchen features a neutral color palette, sleek quartz countertops, lots of cabinet storage, under cabinet lighting, a white farmhouse apron front single bowl sink, modern appliances, including a stainless-steel wall-mounted vent hood, smooth surface cooktop, built-in oven and microwave complemented by a tile backsplash. An open-concept design seamlessly connects the kitchen to the expansive family room, providing an ideal space for entertaining. The first-floor primary bedroom suite offers a tray ceiling and a luxurious bath featuring double vanities, garden tub and a walk in glass framed shower with multiple headed jets. Three additional well-appointed bedrooms upstairs provide ample space for family and guests. The home also features a formal dining room, a den, and a spacious game room, offering versatile living options. A beautiful, stained oak staircase with open stair rails. Elegant finishes, including plantation shutters on all the windows and neutral tones create a timeless aesthetic throughout the residence. Outdoors, the property boasts a well-maintained exterior, and a paver driveway leading to the two-car garage. The spacious lot includes a covered lanai with plumbing already in place to create a summer kitchen of your dreams, and a scenic lakefront view, providing a peaceful and tranquil setting. The community amenities include a clubhouse, a pool, a dog walk park, and a playground, offering convenient recreational opportunities. Conveniently located near shopping, dining, top-rated schools and world-famous Orlando attractions, including Disney parks, Downtown Winter Garden and 40 minutes to the Orlando International Airport. This home is also within minutes of Florida's Western Beltway 429, providing easy access to the area's major thoroughfares. Why wait months for new construction when you can have it all--right now?
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Dee Lund (407-925-7781)
15591 GENTLE RAIN DR, WINTER GARDEN, FL 34787
$730,00055 Days on yellowkey MLS ID: O6411803
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2896 Built: 2025Monthly Fee: $99 Tax: $1,890 (2025)Community: Osprey Ranch Ph 1Spa: NoSingle Family
Taxes:$1,890
Remarks: Welcome to this beautifully upgraded home in Winter Garden, where style, comfort, and thoughtful design come together seamlessly. From the moment you step inside, you’re greeted by an open, bright, and airy layout, enhanced by elegant farmhouse-inspired finishes and abundant natural light throughout. The main home features no carpet, creating a clean and modern aesthetic, while stunning custom built-in cabinetry in the kitchen, living room, and bedrooms adds both sophistication and functionality. At the center of the home, the spacious kitchen is designed to impress, featuring a large island perfect for entertaining, elegant finishes, and seamless flow into the living and dining spaces. Every detail has been thoughtfully selected, and with tons of upgrades throughout, this home feels elevated at every turn. One of the standout features is the private studio above the garage, ideal for guests, extended family, a home office. Located in the desirable Osprey Ranch community, this home is just minutes from Walt Disney World and everyday conveniences. Even better, you are just steps from the resort style amenities, including the community pool, splash pad, cabana, and playground, offering the perfect blend of lifestyle, convenience, and community living.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Carolina Fortes Ribeiro (407-956-7674)
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