Location: Winter Garden
Do Not Show Listings
14501 GROVE RESORT AVE #1203, WINTER GARDEN, FL 34787
$340,000147 Days on yellowkey MLS ID: S5144506
REDUCED by $10,000 (2.9%) on 07/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 2016Monthly Fee: $998 Tax: $6,233 (2024)Community: Grove Resort And Spa Hotel CondominiumSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,233
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: GREAT $10K PRICE REDUCTION: NEW PRICE $340,000.00 MOTIVATED SELLER. WELCOME TO THE GROVE RESORT & WATERPARK, A CONDO HOTEL LOCATED CLOSE TO DISNEY AND ALL THE ORLANDO ATTRACTIONS. THIS BEAUTIFUL LUXURY FULLY FURNISHED 3 BEDROOM/2 BATHROOM JASMINE DESIGN CONDO HAS GREAT WATER VIEWS FROM THE SCREENED BALCONY ON THE 2ND FLOOR. YOU CAN OWN A BEAUTIFUL VACATION CONDO AT THE GROVE RESORT THAT OFFERS PROFESSIONAL ON SITE PROPERTY MANAGEMENT SERVICES TO OWNERS AND THEIR GUESTS. THE GROVE RESORT HAS MANY AMENITIES INCLUDING: WATERPARK, LAZY RIVER, SWIMMING POOLS, WATER SLIDES, SPA, INDOOR & OUTDOOR DINING, FITNESS CENTER, LAKE AUSTIN FOR FISHING AND PADDLE BOATING, SHOPPING AND MUCH MORE.
Listing is courtesy of: SACKS REALTY GROUP, INC. (321-354-4057)
Listing Agent: Denise Sacks (321-354-4057)
14501 GROVE RESORT AVE #1443, WINTER GARDEN, FL 34787
$290,000147 Days on yellowkey MLS ID: S5144504
REDUCED by $10,000 (3.3%) on 07/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 2016Monthly Fee: $983 Tax: $6,434 (2024)Community: Grove Resort & Spa Hotel Condo ISpa: NoCondo
Taxes:$6,434
Remarks: GREAT $10K PRICE REDUCTION: NEW PRICE $290,000.00 MOTIVATED SELLER. WELCOME TO THE GROVE RESORT & WATERPARK, A CONDO HOTEL LOCATED CLOSE TO DISNEY AND ALL THE ORLANDO ATTRACTIONS. THIS BEAUTIFUL LUXURY FULLY FURNISHED 2 BEDROOM/2 BATHROOM BIRCH DESIGN CONDO HAS GREAT COURTYARD VIEWS FROM THE SCREENED BALCONY ON THE 4TH FLOOR. YOU CAN OWN A BEAUTIFUL VACATION CONDO AT THE GROVE RESORT THAT OFFERS PROFESSIONAL ON SITE PROPERTY MANAGEMENT SERVICES TO OWNERS AND THEIR GUESTS. THE GROVE RESORT HAS MANY AMENITIES INCLUDING: WATERPARK, LAZY RIVER, SWIMMING POOLS, WATER SLIDES, SPA, INDOOR & OUTDOOR DINING, FITNESS CENTER, LAKE AUSTIN FOR FISHING AND PADDLE BOATING, SHOPPING AND MUCH MORE.
1085 CHASE DR, WINTER GARDEN, FL 34787
$587,00033 Days on yellowkey MLS ID: O6417827
REDUCED by $13,000 (2.2%) on 07/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2967 Built: 2002Monthly Fee: $41 Tax: $3,262 (2025)Community: Island Pointe SubSingle Family
Taxes:$3,262
Elementary School: Dillard Street Elem
High School: Ocoee High
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: Virtually Staged. Welcome to ISLAND POINTE, one of Winter Garden’s most desirable communities, ideally located in the area's sought-after GOLF COURSE DISTRICT, just minutes from Historic Downtown Winter Garden and the vibrant Plant Street corridor. Here, you can embrace the true Florida lifestyle—hop on your golf cart and enjoy easy access to award-winning restaurants, boutique shopping, breweries, the famous Winter Garden Farmers Market, and year-round community events. This beautifully maintained CUSTOM BUILT home offers nearly 3,000 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms, 3 full bathrooms, a DEDICATED OFFICE, and a highly functional open floor plan perfect for today's lifestyle. From the moment you enter, you'll appreciate the architectural character of the elegant rounded corners, soaring living spaces, and abundant natural light. Designed with both privacy and functionality in mind, the home features a highly desirable three-way split bedroom floor plan, making it ideal for families, guests, multigenerational living, or those who work from home. The dedicated office provides the perfect remote workspace while maintaining separation from the bedroom wings. At the heart of the home is a chef-inspired kitchen designed for entertaining, featuring an OVERSIZED BREAKFAST BAR, DOUBLE PANTRIES, abundant cabinetry, and generous prep space. The kitchen flows seamlessly into the main living area, where a stunning three-panel pocket sliding glass door opens the home to the outdoors, creating the ultimate indoor-outdoor Florida lifestyle. The spacious primary suite serves as a private retreat, while the secondary bedrooms are thoughtfully positioned throughout the home for maximum comfort and privacy. Outside you will find your private backyard retreat, complete with a covered lanai and a convenient outdoor shower, perfect after gardening, outdoor activities, or future pool days. The FULLY FENCED backyard offers plenty of room to design and build the custom pool of your dreams, while still leaving ample space for outdoor entertaining, pets, play areas, or gardening. Major updates include ROOF(2019) WATER HEATER(2021) and two HVAC systems, ensuring comfort and efficiency throughout the home. Car enthusiasts will love the OVERSIZED DRIVEWAY with a 2-car garage and extended space specifically designed to accommodate a golf cart or even just extra storage making it easy to take advantage of Winter Garden's golf-cart-friendly lifestyle. Combining a prime location, flexible floor plan, major system updates, and room to create your own backyard oasis, this home offers an exceptional opportunity in one of Winter Garden's most sought-after neighborhoods. Schedule your private showing today.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Nicole Dege (443-404-9293)
9506 BOLERO RD, WINTER GARDEN, FL 34787
$749,00028 Days on yellowkey MLS ID: O6419794
0 Days Off yellowkey (back on 7/8/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2020Monthly Fee: $267 Tax: $6,938 (2025)Community: Waterleigh Ph 3ASpa: YesSingle Family
Taxes:$6,938
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Under contract-accepting backup offers. Welcome to your dream home and backyard oasis! This popular “Bellmore” floor plan has everything you will need. This sprawling 1 story home is perfect for entertaining featuring an open concept living area complete with family room/kitchen/dining combo. The stunning kitchen features a wall oven and wall microwave, cooktop, and large walk-in pantry. The best part of the house is the backyard where you will find a covered, screened in lanai perfect for dining à la Fresca with a gorgeous saltwater pool that is the perfect space for lounging and living the Florida lifestyle. The pool has all the works, including a spa, a heater with automation technology so you can fire up the spa right from your phone, pool lights for night swimming, pebble tech finish, and is surrounded by gorgeous Travertine tile. You will love the privacy and quiet of having NO REAR NEIGHBORS a corner lot, and cul de sac street. Located in the sought after Horizon West area zoned for “A” schools including Atwater Bay Elementary, Water Spring Middle School, and Horizon West High. Along with its amazing location, the Waterleigh community also offers a beautiful clubhouse with resort style pool, miniature golf course, beach volleyball, grills, picnic areas, water view, walking trails, and "bark parks" for your furry friends; making it a perfect place for the family lifestyle. Don't like mowing the lawn and weeding the shrubs? No problem, the HOA takes care of that for you here. Love the Florida golf cart life? You can take your street legal golf to the community pool, and join the neighbors for lots of fun, holiday golf cart parades!! Within minutes you have loads of shopping and activities including Hamlin center, Flamingo Crossings shopping center, and Disney parks and resorts! All you have to do is move in and start enjoying the lifestyle of all Waterleigh has to offer! The sellers have done all the work to make this home perfectly move in ready including custom built in closets (2023), NEW exterior paint (2026), water softener (2024), new washer and dryer (2026), added laundry room cabinets (2026), 3 garage overhead storage racks (2023), expanded the tile into all the bedrooms (2025), and installed multiple ring cameras (2020) around the property that will convey to buyer.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Taylar Colangelo, Llc (781-413-7054)
15680 ORANGE HARVEST LOOP, WINTER GARDEN, FL 34787
$530,00019 Days on yellowkey MLS ID: O6422130
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2011 Built: 2016Monthly Fee: $365 Tax: $6,270 (2025)Community: Hickory Hammock Ph 1CTownhouse
Taxes:$6,270
Elementary School: Whispering Oak Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Welcome to your own private retreat, where every day feels like a vacation. Nestled within a gated community with no direct rear neighbors, providing added privacy and open space behind the home, this beautifully maintained 3-bedroom, 2.5-bath townhouse, built in 2016, offers over 2,200 square feet of thoughtfully designed living space, a spacious 2-car garage, and premium upgrades throughout. The monthly HOA fee of just $366 provides exceptional value while supporting the community's outstanding amenities and low-maintenance lifestyle. This exceptional home features a whole-house water filtration system, durable epoxy-coated garage floors, and double-pane, hurricane-impact tinted windows that provide enhanced energy efficiency, comfort, storm protection, and added privacy. From the moment you step inside, you'll feel right at home. The open-concept floor plan is warm and inviting, creating the perfect setting for everyday living and unforgettable gatherings. The modern kitchen flows effortlessly into the spacious living and dining areas, making it easy to stay connected with family and friends. Step outside to your private covered lanai, where you can enjoy your morning coffee, unwind after a long day, and relax in the privacy of your backyard with no direct rear neighbors—the perfect setting for peaceful mornings, quiet evenings, and enjoying the beauty of nature. Upstairs, a generous loft provides the flexibility today's homeowners desire. Whether you envision a cozy media room, productive home office, children's playroom, fitness area, or a second family room, this versatile space easily adapts to your lifestyle. Beyond your front door, you'll discover a community designed for relaxation and recreation. Residents enjoy resort-style amenities, including a sparkling swimming pool, an elegant clubhouse, scenic walking trails, a private boat dock with beautiful water views, and a family-friendly park with open green spaces perfect for picnics, outdoor activities, and creating lasting memories. Perfectly located, this home offers the ideal blend of convenience, privacy, and low-maintenance living. Families will appreciate the proximity to Whispering Oak Elementary, Hamlin Middle School, and West Orange High School. You'll also be just minutes from healthcare facilities, Publix, shopping, dining, entertainment, and major highways, making commuting throughout Central Florida quick and convenient. Whether you're searching for your first home, upgrading your lifestyle, or looking for the perfect low-maintenance retreat, this home offers more than just beautiful living space—it offers comfort, quality, and a place where lasting memories are made. Move in with confidence and enjoy the perfect combination of modern upgrades, resort-style amenities, and a prime location. Schedule your private showing today and discover why this exceptional home is the perfect place to begin your next chapter.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Fina Perez (407-780-6680)
15081 GROVESIDE RD, WINTER GARDEN, FL 34787
$510,58015 Days on yellowkey MLS ID: O6422882
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1846 Built: 2026Monthly Fee: $247 Tax: $1,210 (2025)Community: Parkview At HamlinTownhouse
Taxes:$1,210
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Under Construction. 3 Level Townhome with 3 Bedrooms! Ready August 2026! This stunning new construction townhome, The Lantana End Unit, features a popular farmhouse exterior and offers 1,846 square feet of thoughtfully designed living space. With 3 bedrooms, 2 full bathrooms, and a powder room, this home combines style and functionality throughout. As you enter through the charming front porch and impressive 8-foot entry door, you're welcomed by a spacious flex room, perfect for a home office, gym, or additional living area. Upstairs, luxury vinyl plank flooring leads you into the open-concept main living area, where the living room, dining room, and kitchen flow seamlessly together. The gourmet kitchen is designed to impress with a large eat-in island, 42-inch cabinets with crown molding, quartz countertops, and soft-close drawers. A wall of windows fills the dining area and kitchen with an abundance of natural light, creating a bright and inviting atmosphere. On the third level, the generously sized primary suite features a spacious walk-in closet and a private ensuite bathroom with dual vanities and a glass-enclosed shower. Two secondary bedrooms, a full guest bathroom, and a conveniently located laundry room complete the upper floor.
Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)
Listing Agent: Adam Schott (407-270-2747)
15619 GIANT FOXTAIL CT, WINTER GARDEN, FL 34787
$1,450,00015 Days on yellowkey MLS ID: O6422589
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3086 Built: 2021Monthly Fee: $360 Tax: $21,033 (2025)Community: Lakeshore Preserve Ph 4Single Family
Taxes:$21,033
Elementary School: Panther Lake Elementary
Remarks: Captivating water and golf course views set the stage for a chic and distinguished single-story residence in Lakeshore Preserve. This better-than-new home boasts a great room floorplan with split bedroom layout, sliding pocket doors, an exceptional screened pool patio area with hybrid saltwater and chlorine pool with sun shelf and water features, plus tranquil lake beyond. Elegant white on white kitchen with stainless appliances, gas cooktop with hood, waterfall quartz island, and an abundance of cabinetry including a few lighted glass showplace cubicles with doors. Graced with wood-look tile flooring and transitional neutral grays and whites throughout this home offers a clean-look elegant canvas. Landscape lighting creates an elegant ambiance at night. Enjoy a nearly carefree lifestyle with exterior yard maintenance included in your monthly HOA fee. 1-gig high-speed internet is also included. Community features resort-style amenities including a waterfront community pool, cabanas, walking trails, and access to Lake Panther via a community ramp for canoes, kayaks, and other non-motorized watercraft. There’s also a community clubhouse with fitness center and activity spaces. Top-rated Panther Lake Elementary is located within the neighborhood and Horizon High School is across the street. Orange County National Golf Center is just minutes away. Enjoy nightly fireworks from the Magic Kingdom at Walt Disney World and easy access to the SR-429 to connect to downtown Orlando. Welcome to Horizon West’s best address for lifestyle, luxury, and livability.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
931 KYLEE ALY, WINTER GARDEN, FL 34787
$766,00078 Days on yellowkey MLS ID: O6404673
0 Days Off yellowkey (back on 6/20/2026)
REDUCED by $1,000 (0.1%) on 06/16/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2831 Built: 2022Monthly Fee: $393 Tax: $9,637 (2025)Community: Oakland ParkSingle Family
Taxes:$9,637
Elementary School: Tildenville Elem
Remarks: Under contract-accepting backup offers. ***Seller to offer up to $17,000 toward buyer's closing cost & or rate buy down.*** There is a distinct rhythm to life in Oakland Park that cannot be replicated anywhere else in Central Florida. It is a refined balance of Old Florida charm and modern luxury, where tree-lined streets, curated green spaces, and intentional design create a true sense of place. As you enter the community, everything feels elevated and thoughtfully composed, with the 22-mile West Orange Trail serving as the heartbeat that connects residents to both nature and one another. At 931 Kylee Alley, this lifestyle is fully realized. Positioned on a prominent corner lot, this David Weekley Stoneybrook residence showcases timeless architecture with a clean, sophisticated presence. One of the greatest luxuries here is the ease of ownership. The homeowners' association provides full landscaping maintenance, allowing the property to remain in pristine condition without demanding your time. Your weekends are yours to enjoy, not manage. Inside, the home immediately impresses with intentional sightlines and natural light. Built in 2022, the design feels both current and enduring. Soaring ceilings and expansive windows, complemented by custom plantation shutters, create a bright yet grounded atmosphere. The gourmet kitchen anchors the home, featuring an oversized island with sleek, solid surface countertops that serve as the perfect setting for gathering, entertaining, or everyday living. The floor plan is designed for both connection and privacy. The main level offers a flexible and refined space that can function as a guest suite or executive-style home office. Upstairs, the private quarters provide a peaceful retreat. The primary suite is expansive and serene, complete with a spa-inspired bath designed for relaxation at the end of the day. Living here means immediate access to the West Orange Trail and the best of Winter Garden. Bike to Plant Street, enjoy the Saturday Farmers Market, or simply take in the charm of one of Central Florida’s most sought-after destinations. Within Oakland Park, residents enjoy resort-style amenities, including multiple pools, a clubhouse, and a dog park, all contributing to a true lock-and-leave lifestyle. From an investment perspective, this property stands out. It offers an exceptional price per square foot for Oakland Park, with pricing thoughtfully adjusted to reflect the opportunity for upstairs flooring customization. In a community where demand continues to outpace supply, especially for newer construction on premium corner lots, this home represents both immediate value and long-term upside. 931 Kylee Alley is more than a home. It is a strategic acquisition within one of Winter Garden’s most desirable communities.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
13014 SUNSET GARDEN LN, WINTER GARDEN, FL 34787
$584,000102 Days on yellowkey MLS ID: O6398349
REDUCED by $3,000 (0.5%) on 06/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2143 Built: 2026Monthly Fee: $80 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 end of 2026. Single family Bungalow. The Montpelier 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 primary suite is highlighted by a large walk-in closet and a private bath with dual vanities, separate shower, and private water closet. There's still time to personalize this home with your preferred design upgrades.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Dayene Grubert (863-521-4474)
13008 SUNSET GARDEN LN, WINTER GARDEN, FL 34787
$644,000102 Days on yellowkey MLS ID: O6398339
INCREASED by $3,000 (0.5%) on 05/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2460 Built: 2026Monthly Fee: $80 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Remarks: Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion end of 2026 Bungalow featuring a private in-law suite above a detached 2-car garage. A charming covered entry welcomes you into an open and expansive floor plan with seamless flow between the great room, kitchen, and dining area — ideal for both everyday living and entertaining. Enjoy outdoor Florida living with a covered lanai and a spacious private courtyard offering direct access to the detached garage and guest suite. The primary bedroom retreat includes a generous walk-in closet and a well-appointed bath with dual vanities, separate shower, and private water closet. Located in the highly sought-after Horizon West community, this thoughtfully designed home combines elegance, functionality, and flexible living space. Schedule your showing today.
9189 BUSACO PARK WAY, WINTER GARDEN, FL 34787
$1,300,00052 Days on yellowkey MLS ID: O6410698
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3424 Built: 2015Monthly Fee: $158 Tax: $7,174 (2025)Community: Watermark Ph 1BSpa: NoSingle Family
Taxes:$7,174
Remarks: Welcome to an exceptional residence where luxury, lifestyle, and location converge in one of Winter Garden’s most desirable communities. Situated on a hard to find oversized premium corner lot, this stunning 4-bedroom, 4-full bath home offers 3,424 square feet of thoughtfully designed living space, perfectly positioned to capture serene park views in the front and tranquil pond vistas in the rear. From the moment you arrive, the home’s elevated presence and expansive setting set the tone. Inside, you are greeted by a light-filled, open-concept layout designed for both elegant entertaining and everyday comfort. The spacious floor plan flows seamlessly, enhanced by refined finishes and generous living areas. At the heart of the home, the kitchen and great room spaces connect effortlessly to the outdoors, where your private resort-style retreat awaits, outdoor living at its finest! Step outside to your private POOL (built in 2022)—a true showpiece designed for relaxation and entertaining. The fully fenced backyard with a sleek metallic fence offers both privacy and unobstructed views, creating the perfect balance of security and openness. Whether hosting gatherings or enjoying a quiet evening, the backdrop of the pond and open skies delivers an unparalleled sense of tranquility. And as the sun sets, prepare for a truly magical experience—nightly views of the MAGIC KINGDOM FIREWORKS right from your backyard create a one-of-a-kind ambiance that elevates everyday living into something extraordinary. INTERIOR HIGHLIGHTS: 4 Bedrooms | 4 Full Bathrooms. A spacious DEN located in the first floor is currently set as a guest room, with the convenience of a full bathroom in the first floor with access to the pool. A spacious BONUS ROOM located on the second floor– ideal for a media room, office, or playroom. Expansive GREAT ROOM and entertaining areas including a STUDY SPACE off of the kitchen and a DINETTE SPACE. A thoughtfully designed layout with functional flow! Recent Update:A/C UNIT REPLACED in late 2025, offering peace of mind and energy efficiency for years to come. Park views from the front – providing openness and privacy. Pond views from the rear – creating a serene and picturesque backdrop. Oversized corner lot enhances curb appeal and outdoor space. This is more than just a home—it’s a lifestyle property that blends natural beauty, luxury amenities, and a prime location. From quiet mornings overlooking the pond to evenings watching Disney fireworks, every day here feels elevated.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Sulamit Sanchez (305-528-7778)
16461 OLIVE HILL DR, WINTER GARDEN, FL 34787
$569,900170 Days on yellowkey MLS ID: O6379181
REDUCED by $19,000 (3.2%) on 06/03/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2008 Built: 2019Monthly Fee: $127 Tax: $7,241 (2024)Community: HawksmoorSingle Family
Taxes:$7,241
Remarks: Beautiful modern single-family home featuring 3 bedrooms and 2.5 bathrooms, thoughtfully designed for comfort and style. The open-concept kitchen showcases quartz countertops, a breakfast island, luxury backsplash, and tall gray cabinets, creating a sleek and functional space.The first floor offers elegant tile plank flooring, a versatile flex space ideal for a home office or study, a convenient half bath, and extra storage with a closet under the stairs.Enjoy outdoor living in the extended screened patio, perfect for BBQs and gatherings, plus additional green space with the option to add a fence for extra privacy. Spacious bedrooms throughout, with a bright and inviting primary suite.Amazing Winter Garden location on Avalon Rd, just minutes from Hamlin, Flamingo Crossings, theme parks, FL-429, Orange County National Golf Center, Clermont, Windermere, and top-rated schools.The community features clubhouse, resort-style pool, fitness center, splash area, trails, playground, dog park, and soccer field perfect for the whole family.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Lizandra Troisi Passos (321-337-9448)
22 WINDTREE LN #203, WINTER GARDEN, FL 34787
$169,900225 Days on yellowkey MLS ID: S5139914
REDUCED by $10,000 (5.6%) on 06/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1983Monthly Fee: $300 Tax: $875 (2025)Community: Windtree Gardens Condo Ph 01Condo
Taxes:$875
Remarks: MOTIVATED SELLER. THE BEST VALUE IN WINTER GARDEN | NEW ROOF | MOVE-IN READY. Stop your search at the LOWEST-PRICED, MOVE-IN-READY home in one of Central Florida’s most coveted zip codes. This solid BLOCK-STRUCTURE residence at 22 Windtree Ln #203 features a BRAND-NEW ROOF and unbeatable proximity to the magic of DOWNTOWN WINTER GARDEN. Just minutes from your front door, you can explore the boutiques of PLANT STREET, grab a craft brew at CROOKED CAN, or enjoy the famous weekly FARMERS MARKET. For the outdoor enthusiast, IMMEDIATE ACCESS to the WEST ORANGE TRAIL offers miles of scenic biking and jogging, while nearby LAKE APOPKA provides stunning sunsets. Whether you’re commuting via easy highway access or heading to WALT DISNEY WORLD just a short drive away, this home offers an INCREDIBLE LIFESTYLE at a price point that simply doesn't exist elsewhere in the area. Don’t miss the BEST DEAL IN TOWN—schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Daniel Betancourt (407-375-9142)
17673 LAKE STAR RD, WINTER GARDEN, FL 34787
$866,86549 Days on yellowkey MLS ID: TB8515334
5 Days Off yellowkey (back on 7/7/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2791 Built: 2026Monthly Fee: $84 Tax: $12,000 (2026)Community: Northlake At OvationSingle Family
Taxes:$12,000
Tax Year: 2026
Remarks: Under Construction. Welcome to Northlake at Ovation! Gorgeous brand new home located in the highly desirable Horizon West area of Winter Garden. This beautiful two story home has an open kitchen with plenty of upgrades from the AW Collection Harmony such as beautiful 42 inch cabinets, all stainless steel appliances including stove, dishwasher, and microwave. Large island with upgraded quartz countertop perfect for gatherings that is open to the family room that has tall two story ceiling with many windows. Main living space features wood look tile flooring and bedrooms with upgraded carpet for comfort. Enjoy the amenities with a swim in the community pool, clubhouse, playground, and dog park. This home is conveniently located to top rated schools, shopping, grocery stores, Horizon West restaurants, and Walt Disney World.
Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)
Listing Agent: Reed Williams (813-918-4491)
217 W STORY RD, WINTER GARDEN, FL 34787
$450,00029 Days on yellowkey MLS ID: O6417750
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1952 Tax: $6,017 (2025)Community: Pleasant ParkSpa: NoSingle Family
Taxes:$6,017
Remarks: Welcome to 217 W. Story Road, a beautifully located home in Downtown Winter Garden, Florida, offering the walkable, golf cart friendly lifestyle that has made Winter Garden real estate some of the most sought after in Central Florida. Situated just a few blocks from the iconic Plant Street Market, this home places you in the center of everything that makes historic Downtown Winter Garden one of the area's premier destinations. Enjoy convenient access to local restaurants, boutique shopping, coffee shops, breweries, and the award winning West Orange Trail. Spend your weekends at the popular Winter Garden Farmers Market, live entertainment events, and seasonal festivals, all just minutes from your front door. Located in the highly desirable golf cart district, residents can easily access Downtown Winter Garden's newest restaurants and exciting developments that continue to enhance the area's charm and long term appeal. With close proximity to Winter Garden Village, major highways, Walt Disney World, and all that Central Florida has to offer, this location combines small town character with modern convenience. Whether you're searching for a home near Plant Street Market, a property in the golf cart district, or a home in historic Downtown Winter Garden, 217 W. Story Road offers a rare opportunity to experience one of the most desirable lifestyles in Winter Garden, FL.
14501 GROVE RESORT AVE #1114, WINTER GARDEN, FL 34787
$239,50094 Days on yellowkey MLS ID: O6400258
REDUCED by $30,000 (11.1%) on 06/18/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1544 Built: 2016Monthly Fee: $904 Tax: $7,003 (2025)Community: Grove Resort And SpaCondo
Taxes:$7,003
Remarks: Amazing opportunity to own an all-inclusive condominium just minutes from Disney! Located on the first floor of the highly desirable Building One, Unit 1114 is just steps from the resort’s incredible amenities, pools and water park, making it easy for owners and guests to enjoy everything the community has. This spacious 3-bedroom, 3-bath ground-floor unit features one of the largest and most versatile floorplans at The Grove Resort & Waterpark, offering convenient first-floor access, a more residential feel, and peaceful conservation views. Designed for comfort and privacy, the layout includes two en-suite bedrooms plus a private third bedroom, ideal for guests or flexible use. The primary suite boasts a private solarium and sitting room, creating the perfect space to relax and unwind while enjoying serene Florida scenery. The largest layout in the resort with separate living areas give this condo the comfort and functionality of a true vacation home rather than a typical hotel-style unit. The Grove Resort offers a true resort-style experience with exceptional amenities including multiple pools, Surfari Surf Park, Lake Austin with fishing dock and paddleboats, Escape Spa, fitness center, on-site restaurants, sundry shop, arcade, and youth activity center. Located just 3 miles from the Western Way entrance to Walt Disney World and minutes from Universal Studios and Orlando’s top attractions, this property combines luxury, convenience, and excellent income potential in one of Orlando’s most sought-after resort communities.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Alexis Mckenzie (321-438-9670)
14501 GROVE RESORT AVE #1721, WINTER GARDEN, FL 34787
$249,500102 Days on yellowkey MLS ID: O6397131
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 2017Monthly Fee: $904 Tax: $7,146 (2025)Community: Grove Resort And Spa Hotel CondominiumCondo
Taxes:$7,146
Remarks: Looking for a Vacation Home in Orlando, this unit is a rare find with the Best Views in the Resort! This stunning 7th-floor condo at The Grove Resort & Spa offers breathtaking water views and front-row unobstructed seats to Disney fireworks reflecting over the lake each night. This fully furnished, all-inclusive condo-hotel provides a truly hands-off investment opportunity with onsite property management and a full-service rental program. Located in Building 1, this luxury 3-bedroom, 2-bath unit is perfectly situated just steps from restaurants, pool and resort amenities. Features an open floor plan with modern furnishings and all necessary housewares. The spacious primary suite includes a king bed, while both guest bedrooms have queen beds for comfortable guest accommodations. The fully equipped kitchen features stainless steel appliances, including refrigerator, range, microwave, and dishwasher. A private laundry closet with washer and dryer adds convenience for guests. Owners and guests alike will enjoy relaxing on the private screened balcony overlooking the water.The Grove Resort has exceptional amenities including multiple resort pools, Surfari Surf Park, Lake Austin with fishing dock and paddleboats, Escape Spa, fitness center, on-site restaurants, sundry shop, arcade, and youth activity center. Ideally located just minutes from Walt Disney
16104 SANDHILL RD, WINTER GARDEN, FL 34787
$1,020,00055 Days on yellowkey MLS ID: O6411589
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1364 Built: 1988Monthly Fee: $3 Tax: $2,191 (2025)Community: Lake Avalon GrovesSingle Family
Taxes:$2,191
Remarks: Rare opportunity to own nearly 5 acres in the coveted Lake Avalon Rural Settlement—where horses, heritage oaks, and peaceful country living meet the convenience of Winter Garden. Escape the hustle and discover one of Winter Garden's last remaining rural neighborhoods. Set on 4.85 fully fenced acres, this picturesque property offers expansive green pastures, majestic oak and heritage trees, and the quiet, open spaces that have become increasingly difficult to find. Bring your horses, livestock, and four-legged companions. The property features a barn with tack room, two stalls with run-outs, multiple pasture areas, and plenty of room to enjoy the outdoor lifestyle Lake Avalon Rural is known for. A long driveway leads to a comfortable 3-bedroom, 2-bath home, perfectly positioned to take advantage of the property's natural beauty and peaceful surroundings. Located within the highly desirable Lake Avalon Rural Settlement, residents enjoy a unique blend of country charm and modern convenience. This close-knit community is known for its' equestrian lifestyle, small farms, wide-open spaces, and commitment to preserving the area agricultural heritage and country character. Despite its tranquil setting, you're only minutes from Historic Downtown Winter Garden, Fowler Grove, Hamlin Town Center, major highways, area attractions, shopping, dining, and top-rated schools. Whether you're dreaming of a horse property, hobby farm, or simply a private retreat beneath the shade of towering oaks, this exceptional property offers the space, freedom, and lifestyle you've been searching for. Experience the peace of country living without sacrificing the convenience of city amenities.
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Cheryl Gritzer (407-222-6530)
10264 LOVE STORY ST, WINTER GARDEN, FL 34787
$899,00064 Days on yellowkey MLS ID: O6409005
REDUCED by $16,000 (1.7%) on 07/07/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3295 Built: 2018Monthly Fee: $228 Tax: $11,228 (2025)Community: Storey Grove Ph 1B-2Spa: NoSingle Family
Taxes:$11,228
Remarks: Welcome to this exceptional 5-bedroom, 3-bath residence offering luxury, comfort, and unbeatable location. Situated on a private conservation lot with no rear neighbors, this home features a stunning saltwater pool, spacious screened lanai, and a fully fenced backyard designed for relaxation and entertaining. Enjoy nightly Disney fireworks and beautiful sunset views right from your own backyard. Inside, you’ll find elegant upgrades including luxury vinyl plank flooring with a warm oak finish, high-end details, and custom woodwork throughout. The thoughtful layout includes a private downstairs office, a first-floor guest suite with full bath, and a large upstairs bonus room offering flexible living space for any lifestyle. A three-car garage provides ample parking and storage. Located in a highly sought-after community with resort-style amenities—pool, clubhouse, fitness center, playgrounds, dog park, and walking trails. Zoned for top-rated Water Spring schools, including walking distance to Water Spring Elementary and proximity to Horizon West High School. Just minutes from Disney, SR-429, Flamingo Crossings, dining, and shopping.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Camila Ricchetti (407-308-7484)
16788 MUSKGRASS DR, WINTER GARDEN, FL 34787
$1,550,000138 Days on yellowkey MLS ID: O6388174
REDUCED by $50,000 (3.1%) on 07/07/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4733 Built: 2025Monthly Fee: $86Community: Lake Star At Ovation Phase 1BSingle Family
Taxes:$0
Remarks: Stunning single-story luxury residence located in the highly desirable Lake Star at Ovation community in Winter Garden. Built in 2025 by M/I Homes, this expansive home offers over 4,700 sqft of heated living space with 5 bedrooms and 4.5 bathrooms, designed with a modern open-concept layout and high-end finishes throughout. The home features a spacious 3-car garage plus additional storage space, providing both functionality and convenience. The gourmet kitchen includes built-in appliances such as a cooktop, wall oven, microwave, dishwasher, range hood, and wine refrigerator, complemented by elegant stone countertops and a large island ideal for entertaining. Situated on a premium corner homesite, the property offers exceptional privacy with scenic pond views from both the backyard and side of the home. The backyard overlooks tranquil water followed by a conservation area and an additional lake beyond the tree line, creating a layered natural backdrop that ensures long-term privacy with no future construction directly behind the property. From the backyard and main living areas, residents can also enjoy seasonal views of the Disney fireworks in the distance. Located in one of Horizon West’s fastest-growing communities, close to top-rated Water Spring schools, Hamlin Town Center, major highways, and Walt Disney World, this home presents a rare opportunity to own a newer luxury residence with privacy, views, and an exceptional location. Private showings by appointment only. Please contact the listing agent directly to schedule a tour.
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Pedro Vieira Neto (407-865-1672)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.