Location: Winter Garden
Do Not Show Listings
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,637
Elementary School: Tildenville Elem
High School: West Orange High
Tax Year: 2025
Middle School: Lakeview Middle
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
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
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
Elementary School: Panther Lake Elementary
Middle School: Hamlin Middle
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
Tax Year: 2024
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)
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
Elementary School: None
High School: None
Tax Year: 2026
Middle School: None
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
Elementary School: Dillard Street Elem
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.
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)
16613 POINT ROCK DR, WINTER GARDEN, FL 34787
$499,000158 Days on yellowkey MLS ID: R4910718
1 Days Off yellowkey (back on 7/7/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1689 Built: 2022Monthly Fee: $230 Tax: $6,373 (2024)Community: Waterleigh Ph 4ASingle Family
Taxes:$6,373
Remarks: School in area, Publix in area.
Listing is courtesy of: CREDIT HOME CORP (407-723-7994)
Listing Agent: Alfredo Olivares (407-690-7874)
9969 LOST CREEK DR, WINTER GARDEN, FL 34787
$1,299,00027 Days on yellowkey MLS ID: O6419414
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3910 Built: 2021Monthly Fee: $271 Tax: $12,281 (2025)Community: Waterleigh Ph 3B 3C & 3DSpa: YesSingle Family
Taxes:$12,281
Remarks: Virtually Staged. Wake up to WATERFRONT SUNRISES, unwind beside your RESORT-STYLE POOL & SPA, and enjoy DISNEY FIREWORKS from your backyard every night. Situated on an OVERSIZED LAKEFRONT LOT spanning more than 1/3 ACRE with over 250 FEET OF DEPTH, this stunning 5 BEDROOM, 3.5 BATHROOM home offers the perfect blend of luxury, privacy, and lifestyle. The highly desirable NORTH HAVEN FLOOR PLAN features WOOD-LOOK TILE FLOORING, WROUGHT IRON STAIR RAILINGS, SMART HOME TECHNOLOGY, and a spacious OPEN-CONCEPT DESIGN. The GOURMET KITCHEN is appointed with QUARTZ COUNTERTOPS, UPGRADED CABINETRY WITH CROWN MOLDING, STAINLESS STEEL APPLIANCES, SUBWAY TILE BACKSPLASH, WALK-IN PANTRY, and a LARGE CENTER ISLAND perfect for entertaining. The PRIMARY SUITE is a private retreat featuring FRENCH DOORS TO THE LANAI, an OVERSIZED WALK-IN CLOSET, and beautiful WATER VIEWS. Upstairs, the expansive LOFT provides flexible space for a MEDIA ROOM, GAME ROOM, or HOME OFFICE. Step outside to your private backyard oasis featuring a HEATED POOL, OVERSIZED SPA, WATERFALLS, SUN SHELF, SALTWATER SYSTEM, PANORAMIC SCREEN ENCLOSURE, EXTENDED PAVER DECK, and PROFESSIONAL LANDSCAPING. Additional upgrades include FULLY PAID SOLAR PANELS, NEW AC COILS, SMART LIGHTING, LEVEL 2 EV CHARGER, and a 3-CAR GARAGE. As an added bonus, HOA guidelines allow for the ability to BUILD A PRIVATE DOCK, creating a rare opportunity to further enhance your LAKEFRONT LIFESTYLE. Located directly across from the future 5-acre community park, planned to feature playgrounds, basketball courts, walking trails, picnic pavilions, open green space, and recreational amenities, this home offers an exciting lifestyle enhancement just steps away. Another unique benefit is that all school pickup and drop-off traffic is routed through Atwater Bay Drive rather than directly in front of the home, helping maintain a quieter, more peaceful streetscape during school hours. Conveniently located near TOP-RATED SCHOOLS, SHOPPING, DINING, DISNEY, and major highways, this exceptional home offers luxury living at its finest.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Sabrina Freeman (407-446-5541)
16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787
$1,399,900149 Days on yellowkey MLS ID: S5144064
REDUCED by $60,000 (4.1%) on 05/23/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4263 Built: 2017Monthly Fee: $178 Tax: $16,938 (2024)Community: TwinwatersSingle Family
Taxes:$16,938
Remarks: Experience refined elegance in this beautifully maintained residence located in one of Winter Garden’s most desirable communities. Designed for modern living, the home offers bright open spaces, a stylish kitchen, and inviting bedrooms that blend comfort with sophistication. Step outside to a private, resort-style backyard with over $200,000 invested, creating an exceptional outdoor oasis perfect for entertaining or unwinding in total privacy. Ideally positioned near top-rated schools, upscale dining, shopping, major highways, Downtown Winter Garden, Disney attractions, and Orlando—this home delivers luxury, location, and lifestyle at its finest.
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Yuliana Naim (818-434-9717)
3262 HANGING TIDE ST, WINTER GARDEN, FL 34787
$735,000190 Days on yellowkey MLS ID: S5141634
REDUCED by $15,000 (2.0%) on 07/07/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3663 Built: 2021Monthly Fee: $132 Tax: $10,508 (2025)Community: Lakeview Preserve Ph 2Single Family
Taxes:$10,508
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Welcome to the Lakeview Community! This stunning single-family residence features 5 spacious bedrooms, 4 full bathrooms, and a convenient half bath. The open-concept kitchen and living area, equipped with stainless steel appliances and modern touches, seamlessly connect to the backyard through full retractable sliding doors. The first floor includes a comfortable mother-in-law suite with a private bathroom and a versatile flex room for added convenience. Upstairs, you'll find 4 additional bedrooms, a laundry room, and a spacious great room perfect for family time or relaxation. Outside, enjoy a comfortable and contemporary gazebo, ideal for entertaining or unwinding. This home also showcases a modern lamp set and an advanced lighting system, adding elegance and ambiance to every corner. With its thoughtful design, enlarged kitchen, and modern light switches, this fantastic floorplan has everything your family needs!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Franklin Adrianza (786-241-2060)
9976 BEACH PORT DR, WINTER GARDEN, FL 34787
$1,274,00023 Days on yellowkey MLS ID: O6420960
0 Days Off yellowkey (back on 6/29/2026)
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3910 Built: 2020Monthly Fee: $260 Tax: $11,868 (2025)Community: Waterleigh Ph 2C-2 & 2C-3Spa: YesSingle Family
Taxes:$11,868
Remarks: Outstanding Pool Home! This spacious plan with 5 Bedrooms, 3.5 Baths, Tile Roof, 3 Car Garage and Fenced Yard is only minutes from Disney! DELUXE Heated Pool and Spa has Water and Conservation Views! Luxury upgrades throughout the home. Located Close to Disney, Shopping, Dining, 429, I-4, and a NEW PUBLIX!
Listing Agent: Joann Best (407-963-2981)
9360 MCLAREN ALY, WINTER GARDEN, FL 34787
$575,00061 Days on yellowkey MLS ID: O6408913
REDUCED by $20,000 (3.4%) on 07/07/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2020Monthly Fee: $257 Tax: $7,373 (2025)Community: WaterleighSingle Family
Taxes:$7,373
Remarks: **SELLER MOTIVATED - NEW PRICE*** Welcome to this beautifully appointed, move-in-ready home located in the highly desirable, resort-style master-planned community of Waterleigh in Winter Garden. This home offers the perfect blend of modern sophistication and everyday functionality across a bright, open-concept design. From the moment you enter through the front door, the airy foyer welcomes you with elegant, durable ceramic tile in a natural wood-grain finish. This flooring flows seamlessly through the main living areas, which are accented by striking arched doorways and a beautifully crafted staircase. The heart of the home is the stylish chef's kitchen, which shines with pristine shaker-style cabinetry, expansive granite countertops, a classic tiled backsplash and a generous center island with an undermount double sink and an extended breakfast bar perfect for casual dining. Fully equipped with sleek stainless-steel appliances and a dedicated built-in beverage cooler station, this culinary space overlooks a main living zone flooded with natural Florida sunshine through large windows with custom blinds. The primary bedroom ensuite features dual vanity sinks, stone countertops and a massive walk-in closet. Upstairs, the second-floor balcony is the place to unwind after a long day or start your morning with sun salutations. A brick-paved backyard patio, double pane hurricane resistent windows and a rear-entry garage provide ultimate privacy and includes electric vehicle charger. Living in Waterleigh means enjoying a vacation-style lifestyle every day. With HOA-included lawn and ground maintenance, you have nothing left to do but relax and enjoy the community's premier amenities, including multiple resort-style pools, fitness centers and tennis and pickleball courts. Plus, you are just minutes from Disney's Magic Kingdom, upscale shopping at Winter Garden Village, historic downtown Winter Garden and Orlando International Airport.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Leslie Heimer (407-494-9833)
1028 SPRING LANDING DR, WINTER GARDEN, FL 34787
$539,99957 Days on yellowkey MLS ID: O6410232
4 Days Off yellowkey (back on 7/7/2026)
REDUCED by $10,001 (1.8%) on 06/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2275 Built: 1990Monthly Fee: $25 Tax: $3,703 (2026)Community: Crown Point SpringsSingle Family
Taxes:$3,703
High School: Ocoee High
Remarks: Under contract-accepting backup offers. Virtually Staged. 1028 Spring Landing Dr offers the perfect combination of comfort, style, and location in one of Central Florida's most desirable communities. This beautifully upgraded and meticulously maintained 4-bedroom, 3.5-bathroom home features a spacious fenced backyard, ideal for entertaining, pets, or enjoying Florida living year-round. Inside, you'll find gorgeous wood-look tile flooring throughout, adding both elegance and durability to the home's modern feel. Major updates provide peace of mind for the next owner, including a new roof installed in 2019, fresh exterior paint, and a brand-new A/C system replaced in 2025. Pride of ownership shines throughout every detail of this move-in-ready property. Conveniently located just minutes from vibrant Downtown Winter Garden, residents can enjoy easy access to the award-winning farmers market, local dining, boutique shopping, the West Orange Trail, parks, breweries, and community events. With quick access to major highways, Disney attractions, and all that Central Florida has to offer, this home truly delivers both lifestyle and convenience.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787
$1,649,99965 Days on yellowkey MLS ID: O6408835
REDUCED by $25,000 (1.5%) on 07/07/2026
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4104 Built: 2023Monthly Fee: $203 Tax: $19,016 (2024)Community: Oakland ParkSingle Family
Taxes:$19,016
Remarks: Virtually Staged. Modern Luxury in the Heart of Winter Garden’s Golf Cart District! Welcome to 1101 Eagles Pass Way, an exquisite 6-bedroom, 5-bathroom home situated on a desirable corner lot in the sought-after Oakland Park community—one of the few neighborhoods within Winter Garden’s beloved golf cart district. Just one block from Lake Apopka and less than two miles from the historic downtown shops and restaurants, this home beautifully blends modern luxury with small-town charm. Step inside to discover designer finishes and thoughtful craftsmanship throughout. The gourmet kitchen features top-end Monogram appliances, including a 36” dual-fuel range, warming oven, and a 48” side-by-side refrigerator and freezer. Upgraded quartz countertops, a brick backsplash and hearth with built-in electric fireplace, and engineered hardwood floors elevate the open-concept main living areas. Additional luxury touches include Brizo faucets, custom plantation shutters, and floating shelving systems in every bedroom closet. The owner’s suite offers a spa-inspired retreat with a 6-foot soaking tub, while the upgraded pantry with butcher block countertop, dimmer switches, and ceiling fans throughout enhance everyday comfort. An in-law suite featuring a full bath, family room, and a private staircase above the garage provides the perfect space for guests, extended family, or a private home office. Enjoy peaceful mornings and sunset evenings from the screened front and side porches, adding to the home’s charm and livability. Located in Oakland Park, residents enjoy resort-style amenities including two community pools, multiple parks and playgrounds, scenic walking and biking trails, a clubhouse, and direct access to the West Orange Trail. With tree-lined streets, lake views, and friendly front-porch living, this award-winning community captures the very best of Winter Garden living.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Kevin Sullivan (321-663-3457)
12632 CLEAR SAPPHIRE DRIVE, WINTER GARDEN, FL 34787
$575,00016 Days on yellowkey MLS ID: S5152652
Bed: 4 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 2148 Built: 2025Monthly Fee: $96 Tax: $2,290 (2025)Community: Osprey RanchSpa: NoSingle Family
Taxes:$2,290
Remarks: BEST PRICE IN FLAMINGO CROSSING AREA IN WINTER GARDEN, THE SELLER WILL CONTRIBUTE UP TO $ 8000 TOWARD CLOSING COST OR BUYER RATE ON FINANCING. This is an amazing Bungalow style house with 4 bedrooms and 3 bathrooms, on second floor there are 3 bedrooms, two bathrooms and area that maybe use has work-office place or Tv place, on main floor there are a guest suite, bathroom and amazing open concept Kitchen, walking closet and spacious dining and living area that face a nice open space area with a lanai completely fenced...this house is located on the very beautiful Osprey Ranch Community and few feet away from the Community Pool and social areas..
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Gianni Montano (407-683-5067)
402 EGRET PLACE DR, WINTER GARDEN, FL 34787
$659,00085 Days on yellowkey MLS ID: O6402689
REDUCED by $16,000 (2.4%) on 06/17/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2711 Built: 2013Monthly Fee: $128 Tax: $4,659 (2025)Community: Johns Lake PointeSingle Family
Taxes:$4,659
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Now offering a $10,000 Seller credit toward Buyer Closing Costs—an incredible opportunity in highly sought-after Johns Lake Pointe. Welcome to this beautifully appointed one-story home featuring 4 bedrooms, 3 bathrooms, a 3-car garage, and 2,711 square feet of thoughtfully designed living space. Perfectly situated on a desirable corner lot with a charming front porch, this home offers the ideal blend of comfort, functionality, and Florida living. From the moment you step inside, you'll appreciate the flexible and functional layout designed to accommodate today's lifestyle. The front of the home offers a spacious private office and formal dining room, providing the perfect spaces for working from home, hosting gatherings, or creating a quiet retreat. At the heart of the home, the open-concept kitchen and family room create an inviting space for everyday living and entertaining. The kitchen features stainless steel appliances, granite countertops, a stylish backsplash, abundant cabinetry, and a large center island overlooking the main living area. Enjoy the beauty and durability of premium Mohawk RevWood select laminate flooring throughout the home, creating a seamless, modern look with no carpet. The desirable split-bedroom floor plan provides privacy for family and guests, while the spacious primary suite serves as a relaxing retreat complete with a garden tub, frameless glass shower, and generous walk-in closet. Designed with convenience in mind, the home features a large drop zone with built-in storage just off the 3-car garage, which has been upgraded with new Polyaspartic flooring coating for a clean, polished finish. Ample storage and closet space can be found throughout the home. Step outside to the covered lanai and private backyard, perfect for outdoor dining, relaxing evenings, entertaining guests, or providing plenty of room for pets and play. Located in the highly sought-after Johns Lake Pointe community, residents enjoy resort-style amenities just a short walk away, including a community pool, clubhouse, fitness center, yoga room, tennis and pickleball courts, and playground. Surrounded by natural beauty and conveniently located just minutes from Johns Lake, Tucker Oaks Park, Historic Downtown Winter Garden, the West Orange Trail, Winter Garden Village, and major roadways, this exceptional location offers the perfect blend of recreation, convenience, and community. Beautifully maintained and move-in ready, this home truly checks all the boxes. Schedule your private showing today!
Listing Agent: Denise Gregorie (407-463-0080)
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