Location: Winter Garden
Do Not Show Listings
15591 GENTLE RAIN DR, WINTER GARDEN, FL 34787
$730,00039 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,890
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
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)
13181 TOOLCROSS WAY, WINTER GARDEN, FL 34787
$1,100,00039 Days on yellowkey MLS ID: O6410984
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3894 Built: 2024Monthly Fee: $83 Tax: $11,946 (2025)Community: Westhaven At OvationSingle Family
Taxes:$11,946
Remarks: Located in the highly desirable Westhaven at Ovation, this exceptional five bedroom, four bathroom home sits on one of the largest lots in the community with an impressive 0.28 acres, offering extra privacy, space, and an unbeatable setting. With no front or rear neighbors and peaceful pond views behind the home, this property delivers a rare combination of comfort and tranquility. Designed with both elegance and functionality in mind, the home features a spacious open layout with a large loft, an oversized covered lanai perfect for entertaining, and a charming front porch that creates a warm welcome. The gourmet kitchen is equipped with premium KitchenAid appliances and an LG InstaView Door-in-Door refrigerator, combining luxury and modern convenience. Thoughtful upgrades can be found throughout the home, including elegant open rail stairs with luxury vinyl flooring, floor-to-ceiling tile in the bathrooms, and custom-designed spaces in the primary suite closet, laundry room, and pantry for maximum organization and style. The laundry room also includes a utility sink, adding extra practicality for everyday living. The spacious primary suite and well-distributed floor plan provide comfort for the entire family, while the proximity to the community clubhouse adds even more convenience and lifestyle appeal. With a two car garage, exceptional finishes, and one of the best locations in the neighborhood, this home is truly a standout opportunity in Winter Garden.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Roberta Do Nascimento Ferreira Voto (407-346-9720)
15197 BLUE PEACOCK LN, WINTER GARDEN, FL 34787
$704,900116 Days on yellowkey MLS ID: O6390611
REDUCED by $5,100 (0.7%) on 05/18/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2440 Built: 2024Monthly Fee: $100 Tax: $8,695 (2025)Community: Osprey RanchSingle Family
Taxes:$8,695
Elementary School: None
High School: None
Middle School: None
Remarks: The Suncrest II is a spacious rear-load garage home featuring a convenient first-floor Extra Suite. With 10-foot ceilings and an expansive open-concept living area, this thoughtfully designed home offers approximately 2,500 square feet of comfortable living space with stylish finishes throughout. Currently being used as a builder’s model home, this property is being sold fully furnished with professional designer décor and is leased back to the builder through January 27, 2027, presenting an excellent investment opportunity with secured lease income during the lease term. At the rear of the home, the main living area is anchored by a beautifully designed gourmet kitchen, featuring stainless steel appliances, 42” light cabinetry, quartz countertops, and generous workspace, perfect for both everyday living and entertaining. The home also offers a spacious lanai and private courtyard-style lawn, ideal for outdoor enjoyment. Upstairs, you will find a versatile loft area along with three additional bedrooms, providing ample space for family, guests, or a home office. Located in Osprey Ranch, a beautiful community of new single-family homes in Winter Garden, FL, residents enjoy excellent amenities, a prime location, and thoughtfully designed homes, making this community a wonderful place to call home.
Listing is courtesy of: KICANTO REALTY (305-744-2297)
Listing Agent: Cristiane Leon (305-744-2297)
15143 KIRSTY ALY, WINTER GARDEN, FL 34787
$654,900293 Days on yellowkey MLS ID: O6344886
REDUCED by $4,100 (0.6%) on 05/24/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2934 Built: 2017Monthly Fee: $328 Tax: $9,868 (2025)Community: Overlook 2/Hamlin Ph 2 & 5Single Family
Taxes:$9,868
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Welcome to this beautifully maintained 5-bedroom, 3.5-bathroom move in ready home, ideally situated on a desirable corner lot in the heart of Hamlin, Winter Garden. With a thoughtfully designed layout, this home features one bedroom on the main floor—perfect for guests or multi generational living—and three additional bedrooms upstairs, offering plenty of space and privacy for the whole family. The home boasts soaring open ceilings that create a bright, airy atmosphere throughout. The upgraded kitchen is a true highlight, featuring modern finishes, high-end appliances, and ample space for cooking and entertaining. Adding even more value is the detached mother-in-law suite, offering flexibility for extended family, a private office, or rental income potential. Recently repainted exterior, elegant plantation shutters throughout the entire home, upgraded carpet, screen enclosure, upgraded 8 feet door downstair and upstairs, and the advantage of a spacious corner lot offering extra privacy and curb appeal. Located just minutes from top-rated schools, shopping, dining, and entertainment, this home perfectly combines luxury, functionality, and location in one of Winter Garden’s most sought-after communities.
Listing is courtesy of: ARION REALTY (407-564-8888)
Listing Agent: Jin Cheng (561-346-5225)
1209 CASTLEPORT RD, WINTER GARDEN, FL 34787
$659,000115 Days on yellowkey MLS ID: O6390760
REDUCED by $5,900 (0.9%) on 05/29/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2001Monthly Fee: $243 Tax: $4,030 (2025)Community: Stoneybrook WestSpa: NoSingle Family
Taxes:$4,030
Elementary School: Whispering Oak Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Welcome to 1209 Castleport Rd — your next chapter in Stoneybrooke West, a gorgeous golf-course community where everyday feels like a getaway. From the moment you arrive you’ll love the manicured fairways, peaceful walking paths, and neighborhood pride that make this community stand out. Step inside and imagine family mornings and movie nights in the bright, open living spaces. This home offers 5 spacious bedrooms and 3 full bathrooms — plenty of room for guests, a home office, or a hobby room. Thoughtful finishes and flexible room spaces make entertaining effortless and daily life comfortable. Location is everything: you’re minutes from theme parks, with fast highway connections for stress-free commutes and weekend escapes, plus easy access to shopping, dining, and services. Whether you’re teeing off on the greens, grabbing dinner nearby, or heading out for a day at the parks, 1209 Castleport Rd combines comfort, convenience, and that warm, community feel you’ve been looking for.
Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)
Listing Agent: Angela Magac (407-744-5557)
516 S HIGHLAND AVE, WINTER GARDEN, FL 34787
$500,00043 Days on yellowkey MLS ID: O6409675
1 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1716 Built: 1955 Tax: $709 (2025)Community: Rep Pt Pleasant Park SubSingle Family
Taxes:$709
Remarks: Under contract-accepting backup offers. Some Photos virtually staged. Solidly built mid-century home in an exceptional Downtown Winter Garden location, just moments from Plant Street shopping and dining, Crooked Can Brewing Company, Garden Theatre, the splash pad, and all the charm of the golf cart district. Enjoy dinner downtown, then take your golf cart to Newton Park to catch breathtaking sunsets over Lake Apopka. Hard to find, timeless charm and well maintained! Offering 1,716 sq. ft. per the property appraiser, including a spacious laundry room. The roof was replaced in 2016, windows have been updated, and the home includes a termite bond for added peace of mind. Rare opportunity to own a one owner (since the 60's) home, lovingly cared for in a Prime Downtown location~ Schedule your private showing today!
Listing is courtesy of: WINDSOR REALTY GROUP INC (407-877-3463)
Listing Agent: Lisa Bennett (407-877-3463)
10301 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787
$530,00040 Days on yellowkey MLS ID: O6411527
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2078 Built: 2020Monthly Fee: $154 Tax: $7,738 (2024)Community: Watermark Ph 4Single Family
Taxes:$7,738
Tax Year: 2024
Remarks: Tenant Occupied Through January 2027 – Excellent Investment Opportunity! Discover this beautifully crafted 3-bedroom, 2.5-bath home with 2,078 sqft of heated space, built in 2020, in the highly desirable Watermark Terrace community. Currently leased through January 2027, this property offers immediate rental income potential, with the possibility of lease continuation. Featuring a gourmet kitchen, spacious loft, solar panels, and a garage with extended driveway. Enjoy no rear neighbors and direct views of Horizon High School from the backyard. Conveniently located minutes from top-rated schools, golf courses, restaurants, and entertainment. Zoned for Panther Lake Elementary and Horizon High. Community amenities include four resort-style pools, tennis courts, a clubhouse, and playground. A great opportunity for investors seeking style, location, and long-term value.
Listing is courtesy of: OKKLA REALTY (954-621-7779)
Listing Agent: Rick Gradin (954-621-7779)
243 FLORIDA AVE, WINTER GARDEN, FL 34787
$335,00053 Days on yellowkey MLS ID: S5149991
2 Days Off yellowkey (back on 5/28/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1939 Tax: $2,090 (2025)Community: Shadow Lawn L/125 Lot 9 Blk FSingle Family
Taxes:$2,090
Remarks: Fully Renovated Turnkey Home in the Heart of Winter Garden, Better Than New! This beautifully reimagined 2-bedroom, 2-bath home has been transformed from the ground up. Every major system and finish is brand new, including the foundation, structural reinforcement, roof, windows, flooring, A/C system, and fully remodeled bathrooms, plus an ADDED second bathroom. The modern kitchen features a brand-new refrigerator, stove, and microwave. No projects, no deferred maintenance, no surprises. Just move in and start enjoying life. Minutes from historic downtown Winter Garden, Plant Street, the West Orange Trail, the Saturday Farmers Market, top dining and shopping, with quick access to SR 429 and the Florida Turnpike for easy commutes to Orlando, Disney, and MCO Airport. First-time buyers may qualify for up to $30,000 in down payment assistance through Orange County and additional Florida state programs. All financing welcome, including Cash, Conventional, FHA, and VA buyers. Turnkey homes like this don't last. Schedule your showing today!
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Laury Cruz Penalo De Gomez (407-456-3371)
276 SUMMER PINE ST, WINTER GARDEN, FL 34787
$874,000136 Days on yellowkey MLS ID: O6384565
REDUCED by $1,000 (0.1%) on 05/28/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3147 Built: 2025Monthly Fee: $240 Tax: $1,914 (2024)Community: Winter GroveSpa: NoSingle Family
Taxes:$1,914
Elementary School: SunRidge Elementary
Remarks: QUICK MOVE IN!!! NEWLY BUILT Highly Desirable Community and Location!! Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from Historic Downtown Winter Garden. This Gated New Community features single-family homes on large homesites without a CDD. Step into the Coral Grand by Pulte Homes, where Luxury and Convenience seamlessly combine to create a Truly Elevated Living Experience. This Remarkable 4-Bedroom 3-Bathroom 1-Flex Room Home, Offers an Oversized Driveway and Corner Lot. The Chef-Inspired Kitchen Features Upgraded Dana White Cabinetry (Soft Close), Oversized Quarts Countertops, Undercabinet Lighting, and Whirlpool Stainless Steel Appliances with Exhaust Fan Exterior, Making Cooking a True Pleasure. The Kitchen seamlessly connects to the Café and Extended Gathering room, where a Sliding Glass Door opens to the Covered Lanai, Enhancing the flow of Indoor-Outdoor Living. The Loft area provides the perfect space to unwind, with two additional bedrooms and one bathroom complete the upper level. This Elegant Home is Equipped with a Smart Nest Thermostat, Smart Google Doorbell, ensuring your home is as connected as it is Beautiful. This home offers the perfect combination of Luxury, Convenience, and Modern Design—an ideal place to live and relax. This Split Floorplan Design of the Home and Laundry Room maximizes Privacy, Useful Space, and Peace. Residents also enjoy all the proximity to Shopping Plazas, Restaurants, Parks, and Entertainment this area is known for. Call NOW and Schedule a tour today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Raymond Tong (954-940-1628)
261 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,645,000247 Days on yellowkey MLS ID: O6357233
REDUCED by $4,000 (0.2%) on 05/28/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3728 Built: 2005Monthly Fee: $67 Tax: $15,019 (2024)Community: Lakeview ReserveSpa: NoSingle Family
Taxes:$15,019
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: COMPLETELY REMODELED WATERFRONT HOUSE WITH COVERED PRIVATE DOCK AND BOAT LIFT ON THE LAGERST LAKE IN CENTRAL FLORIDA!!! Price can be reduced by $40,000 if the buyer is willing to assume a solar panel loan at 3.49%! Experience the ultimate LAKEFRONT living with this stunning, turnkey home on Lake Apopka in Winter Garden, in the heart of a highly desirable GOLF CART DISTRICT. Boasting over 3,700 sq. ft. of beautifully remodeled living space, this 4-bedroom, 3.5-bathroom residence combines modern luxury with waterfront charm, offering breathtaking sunrise and sunset views every day. Every inch of this home has been meticulously upgraded, creating a move-in-ready oasis with high ceilings, spacious open-concept living, and designer finishes throughout. Gorgeous porcelain tile and hardwood floors flow seamlessly across two stories, complemented by abundant natural light from all-new, upgraded windows. The gourmet kitchen is a chef’s dream, featuring quartz countertops, a large island with built-in cabinetry, stainless steel appliances, a backlit quartz bar, and a modern backsplash. Entertain effortlessly in the expansive dining room and living room, framing incredible LAKE APOPKA VIEWS, GORGEOUS SUNRISES AND BREATHTAKING SUNSETS! The master suite is a serene retreat with two walk-in closets, an oversized Jacuzzi bathroom, and stunning water vistas. Each bedroom boasts lake views, while a second-floor oversized loft offers privacy, a separate bathroom, and noise-reducing flooring—perfect for another master bedroom, home theater or office. A dedicated office/den at the entrance is ideal for remote work or study. Outdoor living is exceptional with two AC-ed and screened patios on the first and second floors, providing panoramic lake views. Boaters will love the expansive deep-water dock with a boat lift and the fun Margaritaville-themed bar. The backyard features a RECENTLY RESURFACED SALTWATER POOL with a new pump, new pool filter, a fully fenced private yard, fruit trees and mature, landscaped greenery creating a private and safe oasis. Additional highlights include NEW WINDOWS, NEW HVAC, new SOLAR PANELS (keeping the monthly ELECTRIC BILL AT $50), smart thermostat, upgraded irrigation and landscaping, a two-car garage with built-in storage and an extensive driveway to park multiple boats or vehicles. Located in a quiet, family-friendly gated community with golf-cart-friendly streets and DIRECT ACCESS to the scenic WEST ORANGE TRAIL. Enjoy Winter Garden’s historic downtown just minutes away, with A-rated schools, shopping, dining, and the famous weekend farmers market. Only 20 minutes to Downtown Orlando and close to Disney, Universal, and major highways without the traffic. There are six highly rated Golf Clubs within a 5-mile radius. This is more than a home—it’s a boater’s and fisherman’s paradise, a lakefront retreat, and a perfect family haven all in one. Don’t miss this rare opportunity to own a completely remodeled luxury waterfront home with unmatched views and lifestyle amenities on Lake Apopka, offering over 30,000 acres of endless water fun!
Listing is courtesy of: KELLER WILLIAMS EAGLE REALTY (305-757-1700)
Listing Agent: Marina Kostic (240-421-6466)
12469 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787
$1,039,00048 Days on yellowkey MLS ID: O6409038
0 Days Off yellowkey (back on 5/28/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3451 Built: 2004Monthly Fee: $85 Tax: $7,873 (2025)Community: Westfield LakesSpa: YesSingle Family
Taxes:$7,873
Elementary School: Lake Whitney Elem
Remarks: A rare and distinguished opportunity to own an exquisite lakefront estate in the coveted Westfield Lakes community on serene Lake Beulah. This impeccably maintained 5-bedroom, 4-bath home — plus an upstairs bonus room — offers 3,451 square feet of gracious, light-filled living with sweeping water views from nearly every room. Property features • Signature infinity saltwater pool with electric heater (installed 2015) and travertine pool decking; two covered lanais and dual sliding glass doors create seamless indoor–outdoor entertaining spaces • Expansive master suite with tray ceiling, intimate seating area overlooking the lake, and a newly reimagined master bath (2025) with freestanding soaking tub, luxurious shower and dual vanities • Elegant, balanced floor plan: private master wing opposite the secondary bedrooms; bedrooms 2 and 3 share a Jack-and-Jill bath; bedroom 4 adjoins a pool-access bath; upstairs bonus room includes a full bath; bedroom 5 at the front currently configured as a refined home office • Formal living and dining rooms framed by picturesque lake vistas; bright, open family room flows to the well-appointed kitchen; welcoming stained-glass double entry doors • Beautifully landscaped grounds, brick paver driveway and three-car garage Recent updates and mechanicals • Roof replaced 2017; new A/C units 2021; hot water heater 2023; exterior painting 2023 • Appliances and conveniences updated: stove 2023, refrigerator 2024, garbage disposal 2025 Community & location • Lake Beulah: an 18-acre spring-fed sanctuary where motorized boats are not permitted — prized for exceptional fishing and abundant wildlife • Westfield Lakes amenities include two community docks, tennis court and multiple playgrounds • Premier setting: directly across from West Orange High School and minutes from Winter Garden Village, historic downtown Winter Garden, major attractions and highways Offered optionally furnished for a modest additional investment. This is an elegant, turn-key lakeside residence — a private showing is highly recommended
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Mark Hide (407-832-7332)
13542 SUNSET LAKES CIR, WINTER GARDEN, FL 34787
$3,799,00054 Days on yellowkey MLS ID: O6402896
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5450 Built: 2022Monthly Fee: $69 Tax: $25,701 (2025)Community: Sunset LakesSpa: YesSingle Family
Taxes:$25,701
Remarks: A New Standard of Luxury...Welcome to 13542 Sunset Lakes Circle, the 5,450 square foot crown jewel of Sunset Lakes in highly sought after Winter Garden, set on 1.19 acres of pristine spring-fed Lake Roper lake frontage. Boasting the largest homesite in the community, this 2023 Sorenson Construction reimagined modern farmhouse features a no-expense-spared custom whole home renovation, including a new standing-seam metal roof, all-new windows, new enlarged pool, and high-end designer light fixtures throughout. From the moment you arrive, you’re surrounded by sweeping landscapes: a meandering hand-laid paver driveway and motor court, framed by mature canopy oaks and lush tropical gardens. Inside, you’re greeted by an open concept layout that centers around piercing lake views and a main level that unfolds effortlessly. Meticulous attention was given to the world-class chef's kitchen, which includes an oversized island with seating for six, integrated Miele appliances, a coveted pot filler, an artisan tile backsplash, and custom floor-to-ceiling cabinetry adorned with brushed-gold hardware. An open-concept dining and great room, complete with oak flooring, a stone fireplace, built-in cabinetry, and a tongue-and-groove ceiling highlighted by warm wood beams, creates a charming sense of belonging. The first-floor primary suite is its own sanctuary with a dramatic floating bed wall, a tray ceiling with decorative crossbeams, and direct access to the pool and lakeside terrace. The marble-esque spa bath offers a frameless walk-in shower, freestanding soaking tub, dual vanities, and a custom, handcrafted 11x26 walk-in closet. A dedicated and fully equipped exercise room lies behind French doors, with access to a courtyard perfect for outdoor yoga or morning coffee, an elegant powder room, a separate mudroom, and a full laundry. The upper level is built with multi-generational living in mind: three generous en-suite bedrooms, each private and impeccably finished with designer wallpaper touches; a flex room and a dedicated study; an open loft for gathering; and a fifth bedroom/game room, complete with custom-built-in bunk beds. The exterior of the home is unrivaled in the market with expansive zero-edge sliding glass doors dissolving the boundary between interior and exterior, opening to a full, expansive covered summer kitchen complete with built-in grill, dishwasher, beverage cooler, bar seating, and full pool bath. Beyond the motorized retractable screens awaits your elevated resort-caliber pool and spa framing the lake, and a private boat dock complete with electric boat cover and lift providing immediate access to Lake Roper, a world-renowned ski lake. A three-car garage accommodates everything from extended family needs to dedicated collecting. Additional notable features include, built in surround sound, three TV's, remote programmable lighting and European toilets. Ideally situated with effortless access to SR-429, historic Winter Garden, Windermere, Orlando, and the world's most celebrated theme parks, this is truly an address without equal. Schedule your private tour today.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Julie Bettosini, Pa (321-689-9594)
15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787
$594,000149 Days on yellowkey MLS ID: S5143009
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2695 Built: 2016Monthly Fee: $241 Tax: $8,470 (2024)Community: Summerlake Pd Ph 2C 2D 2ESingle Family
Taxes:$8,470
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: Welcome to this beautifully maintained 4-bedroom, 3.5-bath home located in the desirable Winter Garden area. This spacious residence offers a well-designed floor plan with generous living areas, ideal for both everyday living and entertaining. The home features a bright and open layout with abundant natural light, a large kitchen with ample cabinetry and counter space, and a seamless flow into the dining and living areas. The primary suite offers a private retreat with an en-suite bathroom and walk-in closet. Upstairs and/or additional bedrooms provide flexibility for guests, a home office, or multigenerational living. The 3.5 bathrooms ensure comfort and convenience for family and visitors alike. Enjoy outdoor living with a private backyard space perfect for relaxing or hosting gatherings. Conveniently located near major highways, shopping, dining, and entertainment, this property offers easy access to everything Winter Garden, and surrounding areas.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ceila Morales (888-883-8509)
638 ENGLISH LAKE DR, WINTER GARDEN, FL 34787
$949,00047 Days on yellowkey MLS ID: O6409735
1 Days Off yellowkey (back on 5/28/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3708 Built: 2005Monthly Fee: $85 Tax: $6,353 (2025)Community: Westfield LakesSingle Family
Taxes:$6,353
Remarks: Under contract-accepting backup offers. WELCOME HOME to this beautiful move-in ready 5 bedroom, 3.5 bath saltwater POOL home nestled in the sought after Westfield Lakes community! Perfectly blending comfort, style, and the very best of Florida living. From the moment you enter, you’ll appreciate the spacious and thoughtfully designed floorplan featuring a private home office, formal living room, formal dining room, and an expansive main living area enhanced by rich wood flooring and an abundance of natural light throughout. The heart of the home is the stunning gourmet kitchen, complete with granite countertops, 42-inch cabinetry with crown molding, a walk-in pantry, oversized center island, stainless steel appliances, breakfast bar, and plenty of prep space. The kitchen flows seamlessly into the main living area with French doors opening directly to the expansive screened lanai, creating the ultimate indoor outdoor lifestyle. Step outside to your own private outdoor oasis featuring sparkling heated saltwater pool overlooking a tranquil pond and conservation area with no rear neighbors. Upstairs, you’ll find a large loft area and 4 additional bedrooms. The primary suite serves as a true retreat, featuring a tray ceiling, dual walk-in closets, and a ensuite bath complete with dual vanities, soaking tub, and a separate walk-in shower. Enjoy peace of mind with a NEW ROOF (2022) and a fully updated saltwater pool system featuring a new pump, salt cell, and filter housing. Residents of Westfield Lakes enjoy outstanding community amenities including two playgrounds, tennis courts, and fishing docks on scenic Lake Beulah. Conveniently located just minutes from top-rated schools, shopping, dining, major highways, biking and walking trails, and everything that makes Central Florida living so desirable. Schedule your private showing today!
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Morgan Horsley (256-283-8747)
14345 WABASSO LOOP, WINTER GARDEN, FL 34787
$735,000152 Days on yellowkey MLS ID: O6376609
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2878 Built: 2022Monthly Fee: $192 Tax: $10,615 (2025)Community: Tilden Place/Winter GardenSingle Family
Taxes:$10,615
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Remarks: Located within the gated community of Tilden Place, this thoughtfully designed home offers exceptional flexibility and everyday comfort in one of Winter Garden’s most convenient locations. The main level features a private primary suite along with three additional bedrooms, including an en suite option ideal for guests, multigenerational living, or a home office. Upstairs, a spacious loft, bedroom, and full bath create a separate retreat perfect for teens, visitors, or work-from-home needs. Light-filled living and dining areas flow into the kitchen, which is well-appointed with a gas range, double ovens, generous counter space, a walk-in pantry, and breakfast bar—designed to support both everyday living and effortless entertaining. Sliding doors open to a screened porch, extending the living space outdoors for relaxed mornings and evenings. Enjoy close proximity to A-rated schools, including Keene’s Crossing, Bridgewater Middle, Windermere High, and nearby Foundation Academy. Just minutes from downtown Winter Garden, the West Orange Trail, shopping, dining, and daily conveniences, with easy access to SR 429, Orlando International Airport, and the attractions Central Florida is known for.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Hilary Hall (407-902-9311)
15505 SHOREBIRD LN, WINTER GARDEN, FL 34787
$2,500,00041 Days on yellowkey MLS ID: O6410839
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 5287 Built: 2020Monthly Fee: $431 Tax: $30,060 (2025)Community: Lakeshore Preserve Ph 4Spa: YesSingle Family
Taxes:$30,060
Elementary School: Panther Lake Elementary
Remarks: This extraordinary lake-view residence redefines luxury, comfort, and sophistication in the heart of Winter Garden. Located in the highly sought-after Lakeshore Preserve community, this stunning home impresses from the moment you arrive with an elegant paved driveway, beautifully manicured landscaping, and grand double entry doors leading into a dramatic two-story foyer with soaring ceilings and an unforgettable first impression. Designed for exceptional living and entertaining, the home features a sophisticated open-concept floor plan filled with abundant natural light and breathtaking lake views that create a serene and picturesque atmosphere throughout the property. The elegant dining area showcases stunning views of the pool and lake, creating the perfect setting for memorable gatherings with family and friends. The gourmet kitchen is truly a chef’s dream, featuring granite countertops, a spacious center island with seating, stainless steel appliances, designer tile backsplash, and a large walk-in pantry with custom built-in shelving. Overlooking the expansive living room, the space is enhanced by tray ceiling details and elegant recessed lighting, offering both warmth and sophistication. Sliding glass doors seamlessly connect the indoor and outdoor living spaces, opening to a spectacular pool deck and outdoor gourmet area designed for the ultimate Florida lifestyle. Relax while enjoying peaceful water views from your private backyard oasis — the perfect place to entertain, unwind, and enjoy Florida sunsets over the lake. The luxurious primary suite serves as a private retreat, featuring a spa-inspired bathroom with modern square sinks, a soaking tub, and a spacious walk-in rain shower. A separate laundry room provides ample cabinetry and additional storage for convenience and organization. Residents of Lakeshore Preserve enjoy outstanding resort-style amenities, including a clubhouse, resort-style swimming pool, fitness center, yoga room, playgrounds, dog park, sand volleyball court, fishing pier, and community canoes and kayaks. The HOA also maintains the community common areas, allowing for a truly low-maintenance lifestyle. Ideally located just minutes from Orange County National Golf Center, Walt Disney World Resort, premier shopping, dining, top-rated schools, and major highways, this impeccably maintained lakefront-inspired home offers the perfect combination of luxury, convenience, and lifestyle. A rare opportunity to own an exceptional lake-view home in one of Winter Garden’s most desirable communities.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Joao Freitas De Souza Freitas, Jr (407-342-6363)
3035 IRISH PEACH DR, WINTER GARDEN, FL 34787
$1,099,000147 Days on yellowkey MLS ID: O6381190
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3788 Built: 2018Monthly Fee: $190 Tax: $7,815 (2024)Community: Orchard Pk/Stillwater Xing PhSingle Family
Taxes:$7,815
Remarks: Under contract-accepting backup offers. BACK ON THE MARKET ? This home is ready to move-in — every detail has been fully addressed, reviewed, repaired, refreshed, and professionally prepared for its next owner. From structure to finishes, paint to touch-ups, nothing was overlooked. seller is motivated and open to reviewing serious offers. Our goal is to have this home under contract by Memorial Day Monday. Don’t miss this opportunity. **“This beautifully renovated home features numerous upgrades completed. Nearly all living areas and bedrooms have been updated, and almost every closet includes custom built-in cabinetry. The property offers 5 bedrooms, 4 and a half bathrooms, and 3,878 square feet of living space, situated on a generous 0.36-acre lot. On the main level, the home features two spacious living areas, a large kitchen, and a suite currently used as a home office, which can easily be converted back into a bedroom. The downstairs living room also includes a built-in fire pit, creating a warm and inviting atmosphere. The outdoor area is perfect for entertaining, with a heated pool and a fully equipped outdoor kitchen. The home is surrounded by lush greenery along the sides and backyard, offering privacy and a peaceful setting. Upstairs, there is a cozy media or movie room. The entire home was freshly painted inside and out less than 15 days ago. All major appliances are included — washer, dryer, dishwasher, and refrigerator — as well as all TVs throughout the home. The property may also be negotiated fully furnished, excluding decorative items. This home is truly move-in ready.”**
Listing Agent: Luana Ferreira Cabral (407-692-0564)
11072 SILVER SURFER ALY, WINTER GARDEN, FL 34787
$450,00058 Days on yellowkey MLS ID: O6406656
REDUCED by $10,000 (2.2%) on 05/28/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1770 Built: 2018Monthly Fee: $108 Tax: $3,977 (2025)Community: Storey Grove Ph 1B-2Spa: NoSingle Family
Taxes:$3,977
Remarks: Come see 11072 Silver Surfer Aly, recently updated with fresh interior paint and partial flooring replacement. The kitchen features all stainless steel appliances, an accent backsplash, a practical island, and a convenient walk-in pantry. The primary bedroom includes a walk-in closet for ample storage, and the primary bathroom contains double sinks. An exterior covered patio extends the living space. This home is a perfect blend of style and utility. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
11271 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$869,99669 Days on yellowkey MLS ID: O6403252
3 Days Off yellowkey (back on 5/27/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2866 Built: 2025Monthly Fee: $199 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Cresswell. This two-story all concrete block construction single-family home features 5 bedrooms and 4 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find the 5th bedroom along with a full bathroom. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area 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 Waterleigh, the Cresswell includes a Home is Connected 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)
1670 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787
$410,00070 Days on yellowkey MLS ID: O6403033
0 Days Off yellowkey (back on 5/26/2026)
REDUCED by $15,000 (3.5%) on 05/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1699 Built: 1995Monthly Fee: $50 Tax: $1,352 (2025)Community: Crown Point Springs Ut 2Single Family
Taxes:$1,352
Elementary School: Dillard Street Elem
High School: Ocoee High
Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bath home in the highly desirable Spring Ridge area of Winter Garden. Offering 1,699 square feet of thoughtfully designed living space, this move-in ready property combines comfort, charm, and major updates—including a NEW ROOF and A/C installed in 2020 for added peace of mind. Situated on an oversized quarter-acre lot, the home features standout curb appeal, mature landscaping, and a spacious fenced backyard with endless possibilities—whether you envision a pool, garden, play area, or the ultimate entertaining space. Inside, you’ll find a bright and inviting floor plan filled with natural light and comfortable living areas designed for both everyday living and hosting guests. The main living space is centered around a beautiful masonry fireplace, creating the perfect setting for cozy nights and memorable gatherings. The private primary suite offers a walk-in closet and ensuite bath with soaking tub, providing a relaxing retreat at the end of the day. Secondary bedrooms are generously sized and flexible for guests, family, or a home office setup. Located just minutes from top-rated schools, shopping, dining, parks, and major roadways, this is an incredible opportunity to own a well-cared-for home in one of Winter Garden’s most sought-after communities. Homes with this lot size, condition, and location don’t come around often—schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Milton James (407-572-4458)
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