Location: Winter Garden
Do Not Show Listings
15183 SERENADE DR, WINTER GARDEN, FL 34787
$789,0007 Days on yellowkey MLS ID: O6398436
1 Days Off yellowkey (back on 4/19/2026)
Bed: 7 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4438 Built: 2010Monthly Fee: $167 Tax: $3,859 (2024)Community: Belle Meade Ph 02 HSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,859
Elementary School: Whispering Oak Elem
High School: West Orange High
Tax Year: 2024
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Priced below market value and packed with exceptional upgrades, this stunning home in the highly sought-after Belle Meade community is an incredible opportunity. Offering over 4,400 square feet of living space, this spacious 7-bedroom, 4-bathroom residence features oversized bedrooms and soaring ceilings on both levels, creating an open and airy feel throughout. Designed for both comfort and entertaining, the upstairs bonus room includes its own bar, while the air-conditioned sunroom provides the perfect space to relax and enjoy year-round. Step outside to a fully fenced backyard set on more than a quarter acre, complete with two mature mango trees for a true Florida touch. This home also offers outstanding peace of mind with major recent improvements, including a new roof in 2023, new windows, a whole-house water filtration system, and fully paid-off solar panels—an incredible value and long-term savings for the next owner. Families will love the top-rated school zoning for Whispering Oak Elementary, Sunridge Middle, and West Orange High, along with the added convenience of being directly across from Foundation Academy, one of Winter Garden’s premier private schools. For recreation and leisure, West Orange Country Club is just one mile away, offering golf, tennis, and more. Ideally located near Historic Downtown Winter Garden, Winter Garden Village, Hamlin, and New Independence, this home also provides easy access to Disney, Universal, Orlando International Airport, and major highways including the 429, Turnpike, and 408. This is the perfect blend of size, upgrades, location, and value—schedule your private showing today.
Listing is courtesy of: COMPLETE FLORIDA REALTY LLC (407-222-7281)
Listing Agent: Brandt Myers (407-758-7166)
15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787
$579,9004 Days on yellowkey MLS ID: O6396640
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2626 Built: 2013Monthly Fee: $128 Tax: $6,746 (2025)Community: Johns Lake Pointe A & SSingle Family
Taxes:$6,746
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Location! Location! Located just 10 minutes from historic downtown Winter Garden and adjacent to the John Lake Conservation Area, you'll also enjoy easy walking and biking access to Tucker Ranch, the future site of a holistic wellness center, teaching farm, playground and family activity hub. Welcome to your move-in ready haven in Winter Garden's highly desirable Johns Lake Pointe community! This expansive 2,626 sq. ft. home sits on a generous 0.25-acre corner lot. Enjoy the comfort of a newer A/C unit and handler installed in January 2025 and freshly painted interiors (2022) that create a crisp, modern ambiance. The spacious eat-in kitchen features a large island with seating for four, ample cabinetry, a custom pantry, and extensive counter space—perfect for gatherings or morning routines. The first floor features a flexible private bonus room that can easily serve as a home office, study, or a welcoming fifth bedroom for overnight guests. The primary suite includes a beautifully crafted walk-in closet, while the custom laundry room offers built-in cabinetry and a convenient hanging bar for added functionality. Just beyond the living space, the screened-in lanai invites you to relax and unwind. Situated on a prime corner lot, the property also boasts a generously sized yard with endless potential for outdoor enjoyment. The epoxy-coated two-car garage is both functional and stylish, freshly painted and equipped with motion-sensor lighting for your convenience. This Meritage home is solid construction with 6 panel doors throughout and spray foam insulation in the attic. Community amenities include a pool, clubhouse, fitness center, yoga studio, pickleball and tennis courts—everything you need for a vibrant, active lifestyle. With its thoughtful design, abundant amenities, and unbeatable location, this home offers the perfect blend of comfort, convenience, and community.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lauren Marason (610-223-7086)
711 BURCH AVE, WINTER GARDEN, FL 34787
$400,000272 Days on yellowkey MLS ID: O6328082
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1154 Built: 2003 Tax: $1,837 (2024)Community: BurchshireSingle Family
Taxes:$1,837
Remarks: Welcome to this lovely 3-bedroom, 2-bath home, just minutes from the heart of Downtown Winter Garden. Freshly painted inside and out, with a brand-new kitchen countertop, it feels fresh, modern, and move-in ready. The layout is cozy and practical—perfect for families or anyone looking to enjoy all the charm and convenience of Winter Garden living. One great bonus is the additional room with its own private entrance—perfect for a home office or a guest space. Step outside to your own private backyard retreat. Shops, restaurants, parks, and the West Orange Trail just a short drive away, this home offers the perfect blend of comfort, character, and location in one of Central Florida’s most desirable communities.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Carina Davis (407-242-2925)
393 LAKE AMBERLEIGH DR, WINTER GARDEN, FL 34787
$615,00094 Days on yellowkey MLS ID: O6374079
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2684 Built: 2002Monthly Fee: $117 Tax: $2,690 (2025)Community: AmberleighSingle Family
Taxes:$2,690
Remarks: Located in a quiet, gated community within a highly rated school zone, this well-maintained home offers comfort, privacy, and thoughtful upgrades. The home features two AC systems, including a main unit with an electronic air cleaner, a high-efficiency water heater, and a whole-house reverse osmosis and water softening system, along with updated double-pane windows on the back of the home. A NEW ROOF (2024) adds long-term peace of mind. Inside, you'll find 18.5-foot ceilings in the family room, plantation shutters, custom drapes, and ceiling fans, with wood flooring and travertine tile that complement each other throughout. The kitchen is finished with granite countertops, tile backsplash, a cherry wood bar top, and quality appliances. With a private backyard that is great for cookouts you can enjoy the gated living in a home ideally located near major highways, Central Florida attractions, and Downtown Winter Garden. - Schedule your tour today!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Dominick Florio (321-377-4045)
6166 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787
$675,0005 Days on yellowkey MLS ID: O6399123
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2818 Built: 2018Monthly Fee: $142 Tax: $6,366 (2025)Community: Hamlin ReserveSingle Family
Taxes:$6,366
Elementary School: Independence Elementary
High School: Horizon High School
Middle School: Bridgewater Middle
Remarks: Welcome to Hamlin Reserve, where thoughtful upgrades, everyday efficiency, and location come together in one of Winter Garden’s most desirable addresses. A BRAND-NEW SEER 18 VARIABLE-SPEED HVAC SYSTEM installed in February 2026 and OWNED, FULLY PAID-OFF SOLAR with an average electric bill of approximately $47 each month immediately set this home apart. From the moment you arrive, the board-and-batten two-story elevation, covered front entry, and manicured landscaping create a polished first impression. Inside, engineered hardwood floors added by the seller at the time of construction bring warmth and continuity across the main level. The front dining space is filled with natural light and offers a comfortable, welcoming setting for everyday meals or gatherings. Electric blinds in both the dining and family rooms add a clean, modern touch while also bringing practical convenience already in place for the next owner. As you move into the heart of the home, the kitchen opens up as the main focal point of the first floor. The deluxe kitchen upgrade package features white shaker cabinetry, black granite countertops, a large center island with undermount sink, a gas cooktop with range hood, stainless steel appliances, and pendant lighting that adds character without overpowering the space. Thoughtful details like the granite-integrated disposal pressure switch and lanai speaker cables pre-run to the family room TV location reflect a level of planning that buyers will appreciate. The open-concept living area connects naturally to the rear of the home, creating strong flow for daily living and easy entertaining, while a main-level half bath offers convenience for guests. Upstairs, the original loft has been permanently enclosed with walls and a door to create a true media room, giving this floor plan a valuable bonus space that can easily function as a second living area, office, playroom, or flex room. The primary suite offers a more private retreat, and the upgraded en suite bath includes an enhanced shower and quartz countertops that add a refined finish to the space. Three additional bedrooms provide flexibility for family, guests, or work-from-home needs. What truly strengthens the value here is the combination of major system upgrades already completed for the next owner. The new HVAC system, installed in February 2026, is a variable-speed, dual-zone SEER 18 system with a 10-year warranty, representing a significant recent investment in comfort and efficiency. The solar system is fully paid off, with no lease and no assumption required, offering the long-term benefit of energy savings with the simplicity buyers want. Together, these features make a meaningful difference in both monthly ownership costs and peace of mind. Hamlin Reserve also offers lifestyle value beyond the home itself. Community boat and RV storage is right down the road, a practical amenity not commonly found in many Horizon West communities. Hamlin Town Center is just minutes away with convenient access to Publix, Cinépolis, PopStroke, restaurants, fitness studios, and a growing mix of retail and service options. The area is served by highly regarded Orange County schools, with easy access to SR-429 placing Disney less than 10 miles away and Downtown Orlando within a convenient drive. Positioned, upgraded, and MOVE-IN READY, this home offers a strong opportunity in the Winter Garden market. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Simi Lakhani (407-408-7393)
604 FOSTER AVE, WINTER GARDEN, FL 34787
$400,0008 Days on yellowkey MLS ID: O6389095
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1275 Built: 1975 Tax: $1,633 (2024)Community: Westchester PlaceSingle Family
Taxes:$1,633
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Situated just two blocks outside the Golf Cart District and directly across from Veterans Memorial Park, this property offers a lifestyle that blends convenience, privacy, and outdoor living. BRAND NEW ROOF JUST INSTALLED! (April 2026, 10-yr warranty) Set on a rare double lot, the home welcomes you with mature landscaping, an orchid tree in the front yard, stylish Bermuda hurricane shutters, and a covered front porch that provides a charming place to relax and enjoy the neighborhood. Inside, the spacious layout features durable porcelain wood-grain tile flooring installed in 2017, a bright living area, and a generous kitchen designed for everyday functionality and gathering. Major updates provide peace of mind, including all new double-pane windows installed in 2021, a water heater replaced in 2020, HVAC from 2019 (installed 2021) under warranty with American Air & Heat, and upgraded WiFi. Outside is where the property truly shines. The fully fenced backyard offers exceptional privacy with mature landscaping, fruit trees including kumquat, green apple, mango, and pineapple, along with bananas, plantains, pecan, and raised herb beds featuring aloe, basil, spearmint, and Italian oregano. Entertain or unwind on the recently resealed paver patio or under the pergola, while the powered shed with custom shelving and ramp provides flexible space for hobbies or storage. Additional features include a large private driveway, gutters, double weather-stripped front doors, and a chicken coop. With extensive updates, functional living space, and a backyard designed for gardening, relaxing, and entertaining, this home offers a unique opportunity to enjoy both comfort and outdoor lifestyle.
Listing Agent: Jackie Isham (407-917-8954)
2621 SHIREHALL LN, WINTER GARDEN, FL 34787
$475,00044 Days on yellowkey MLS ID: O6386585
REDUCED by $25,000 (5.0%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2003Monthly Fee: $243 Tax: $3,181 (2024)Community: Stoneybrook West Ut 04 48 48Spa: NoSingle Family
Taxes:$3,181
Remarks: PRICE IMPROVEMENT. Welcome to this beautifully maintained 3-bedroom, 2-bath home nestled in a 24 hour guard-gated golf community offering resort-style living. Enjoy tranquil mornings from the screened lanai overlooking a serene pond, creating the perfect setting for relaxation or entertaining. The thoughtfully designed floor plan features spacious living areas, abundant natural light, and comfortable bedrooms ideal for both everyday living and guests. The spacious primary suite has a beautiful water view with ensuite having dual sinks, garden tub and walk in shower. This spilt bedroom plan adds to the convenience of privacy, noise reduction and efficient space management. The open Kitchen overlooks the family room and has a breakfast area with center island and granite countertops. The interior has just been painted first of March, New water heater 4/2026. Residents enjoy access to an impressive array of amenities, including a championship golf course, clubhouse, resort-style pool, fitness center, tennis and pickleball courts, walking and biking trails, and an active social calendar. Conveniently located near shopping, dining, and entertainment, this home offers the perfect blend of comfort, security, and lifestyle. Please call for your showing today.
Listing Agent: Barbara Waltman (407-616-2790)
10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787
$1,170,000150 Days on yellowkey MLS ID: O6361968
5 Days Off yellowkey (back on 4/2/2026)
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4305 Built: 2020Monthly Fee: $159 Tax: $13,997 (2024)Community: Watermark Ph 4Single Family
Taxes:$13,997
Elementary School: Panther Lake Elementary
Middle School: Hamlin Middle
Remarks: Under contract-accepting backup offers. Welcome Home! This beautifully renovated 4,305 sq. ft. single-family residence offers the perfect blend of modern upgrades and inviting comfort, located in one of Winter Garden’s well sought-after communities. Discover elegant porcelain tile flooring throughout the first floor, leading to a spacious, updated kitchen featuring quartz countertops, a smart cooktop, and decorative glass cabinetry, ideal for both everyday living and entertaining. The gorgeous master suite includes a custom built-in walk-in closet, providing both style and functionality. With 6BR/5BA, there’s plenty of space for family and guests alike. Enjoy Florida living at its finest in your outdoor oasis, complete with a gazebo and a built-in fire pit seating area, perfect for relaxing evenings or weekend gatherings. The three-car split garage adds convenience and ample storage.Recently renovated and freshly painted, this home is truly move-in ready. Located in a wonderful community offering two sparkling pools and a playground, you’ll love the nearby amenities that make Winter Garden such a special place to live. Tour Today!
Listing Agent: Shi Knoblock (407-719-8651)
869 BENDING OAK TRL, WINTER GARDEN, FL 34787
$535,000160 Days on yellowkey MLS ID: O6358341
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1975 Built: 2012Monthly Fee: $109 Tax: $5,262 (2024)Community: Oaks/Brandy Lake 01 Rep A & BSingle Family
Taxes:$5,262
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath home located in The Oaks at Brandy Lake; Situated in the highly desirable golf cart district of Winter Garden. The home offers an open-concept layout featuring a spacious dining and living area with sliding glass doors that leads to a covered patio and FENCED back and side yard. The kitchen includes stainless steel appliances (New Refrigerator 2024), (New Garbage Disposal 2025) and generous counter space. The home features FULLY PAID SOLAR PANELS and rear 2-car garage (New Garage Door Opener 2025) and ample parking in the front of the home. Residents have access to community amenities including a pool and playground. Conveniently located a little over 1 mile away from Downtown Winter Garden, you can enjoy the weekly Farmer's Market and plethora of shops and restaurants. You also have access to major highways (about a 5 minute drive to 429 and Turnpike).
Listing Agent: Xiomara Pratts (407-993-2865)
16749 HARPER COVE DR, WINTER GARDEN, FL 34787
$515,000Listed 04/19/2026 9:11AM MLS ID: O6400511
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2014 Built: 2019Monthly Fee: $257 Tax: $7,287 (2024)Community: Waterleigh Ph 2C-1Single Family
Taxes:$7,287
Middle School: Water Spring Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 2.5-bath two-story home featuring a rear-load 2-car garage, ideally located in one of the area’s most desirable master-planned communities. Designed for modern living, the open-concept floor plan showcases durable tile flooring throughout the main level for easy maintenance. The kitchen is a true centerpiece, complete with granite countertops, white cabinetry, stainless steel appliances, and a large center island—perfect for entertaining or everyday living. The spacious first-floor primary suite is filled with natural light and features a walk-in closet, dual-sink granite vanity, and an oversized walk-in shower. Upstairs, you’ll find brand new carpet, a versatile loft space, two additional bedrooms, and a full bathroom with a dual-sink vanity and tub/shower combination—ideal for guests or family. Waterleigh continues to stand out as one of the premier communities in Horizons West, offering resort-style amenity centers, multiple pools, splash pads, indoor and outdoor fitness areas, scenic lakes and ponds, walking and nature trails, beach volleyball courts, playgrounds, and sports fields. A Publix is conveniently located at the community entrance, and lawn maintenance is included for added ease. This is Florida living at its best—whether you're an investor or end user. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Tara Garkowski (407-405-8829)
9354 MCLAREN ALY, WINTER GARDEN, FL 34787
$529,50038 Days on yellowkey MLS ID: O6390060
REDUCED by $15,500 (2.8%) on 04/17/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2014 Built: 2020Monthly Fee: $257 Tax: $614 (2025)Community: Waterleigh Ph 3ASingle Family
Taxes:$614
Elementary School: Water Spring Elementary
Remarks: Welcome to resort-style living in the HIGHLY sought-after Waterleigh community in Winter Garden! This beautifully maintained home offers the perfect blend of comfort, upgrades, and an unbeatable location just minutes from world-class attractions and everyday conveniences! Situated on a special lot with an open green area right in front of the home, you’ll enjoy a sense of space that’s perfect for families to play, neighbors to gather, or simply relaxing outdoors while enjoying the peaceful surroundings. Step inside and you’ll immediately notice the beautiful luxury vinyl plank and ceramic tile flooring throughout the home, NO carpet, giving the space a clean, modern feel while also being durable and easy to maintain. The layout is designed with convenience in mind, featuring the primary suite on the first floor, creating a peaceful retreat with privacy and easy access at the end of the day. The laundry room is also located downstairs, making daily routines simple and efficient. Upstairs, you’ll find two additional bedrooms along with a versatile loft space that can easily become a playroom, movie lounge, study area, or even a home office, perfect for growing families or anyone who wants flexible living space! One of the highlights of this home is the extended lanai with a screened birdcage enclosure, creating a comfortable outdoor living area where you can enjoy morning coffee, host weekend barbecues, or unwind in the evenings while enjoying the Florida breeze. Additional thoughtful touches include an upgraded blind for the screened door, and a Murphy bed upstairs that will remain with the home, offering extra convenience for guests or multi-use spaces. Living in Waterleigh means enjoying a lifestyle that truly feels like a year-round vacation. Residents have access to four incredible amenity centers with multiple resort-style pools, fitness centers, tennis courts, pickleball courts, sand volleyball, walking trails, and even mini putt-putt. Even better, LANDSCAPING IS INCLUDED in the HOA, allowing you to spend less time on yard work and more time enjoying the community. The home is also just a short distance from the Phase 3 amenity center, making it easy to take advantage of everything Waterleigh offers. Families love the location, especially being zoned for highly rated schools including Atwater Bay Elementary School, Water Spring Middle School and Horizon High School. Everyday conveniences are right within the community, including Publix, a nail salon, and dining options like McDonald's and Jersey Mike's! Waterleigh is also a golf-cart-friendly neighborhood. You’ll also appreciate being just minutes from entertainment and shopping like PopStroke, Cinépolis Luxury Cinemas, and TJ Maxx! Residents can even catch glimpses of the fireworks from Walt Disney World Resort lighting up the sky! If you’ve been looking for a home where comfort, community, and lifestyle come together, this is the kind of place where lasting memories are made. Schedule your private showing today!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Fanny Stollmeyer (704-905-0698)
13259 SERENE GLADE RD, WINTER GARDEN, FL 34787
$778,531Listed 04/18/2026 5:21PM MLS ID: G5111211
0 Days Off yellowkey (back on 4/18/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2689 Built: 2026Monthly Fee: $160Community: Serenade At OvationSingle Family
Taxes:$0
Remarks: One or more photo(s) has been virtually staged. Under Construction. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly presents Serenade at Ovation. Nestled amidst picturesque lakes and pristine conservation areas, our collection of award-winning single-family homes and contemporary townhomes beckons you. Embracing the essence of classic Florida architectural styles, each residence seamlessly blends indoor and outdoor living. Enrich your life with Winter Garden's local history and charm, while relishing easy access to top-tier schools, Orlando's business hubs, delectable dining, iconic attractions, and endless entertainment. Whether indulging in nearby theme parks or exploring local shopping, your options are limitless. Within the community, relish leisurely walks to the pavilion, let the little ones thrive at the tot lot, and embrace tranquil evenings under the starlit sky. At Serenade at Ovation, a meticulously crafted home designed by experts eagerly awaits, ready to cocoon your cherished memories within the embrace of Florida living.“includes high speed fiber optic internet”
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
636 S PARK AVE, WINTER GARDEN, FL 34787
$298,900Listed 04/18/2026 3:46PM MLS ID: O6400433
Bed: 4 Bath: 1.5 Gar: 2 Liv Area Sq Ft: 1272 Built: 1953 Tax: $3,751 (2025)Community: BurchshireSingle Family
Taxes:$3,751
Remarks: Location! Location! This 4 bedroom 1 1/2 bath Winter Garden home is a block away from Veterans Memorial Park, and close to Downtown Historic Winter Garden. Home appears larger than records indicate, and has 4 full bedrooms and 1 1/2 baths. Almost 1/4 Acre Lot (.22). Newer roof (2021), Newer A/C, Newer Kitchen with Wood Cabinets, Granite, and SS Appliances. Tile floors in Great Room, and wood laminate floors in bedrooms. Large 544 Sq Ft 2 Car Garage with Work Shop Area. Large partially fenced lot.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: David Kravitz (407-656-7653)
12050 BRACCO ST, WINTER GARDEN, FL 34787
$489,900Listed 04/18/2026 4:40PM MLS ID: O6398494
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1770 Built: 2023Monthly Fee: $110 Tax: $7,195 (2025)Community: Highland RidgeSingle Family
Taxes:$7,195
Remarks: Modern Living Meets Prime Location in Horizon West! Welcome to this stunning 2023-built Meritage Home in the sought-after Highland Ridge community. This energy-efficient "Bungalow" style residence features 3 bedrooms, 2.5 bathrooms, and a versatile second-floor loft—perfect for a home office or media room. The open-concept main floor boasts a gourmet kitchen with a large quartz island, sleek cabinetry, and stainless steel appliances, all flowing into a bright living area bathed in natural light thanks to its desirable Southern exposure. Energy Efficiency: Built with Meritage’s signature spray-foam insulation and Energy Star appliances, ensuring year-round comfort and significantly lower utility bills. Community & Location: Enjoy resort-style amenities including a pool, cabana, pickleball courts, and playground. Ideally located just minutes from Walt Disney World via Western Way and walking distance to the vibrant Flamingo Crossings Town Center for dining, shopping, and entertainment. Quick access to SR-429 makes commuting a breeze. Don’t miss your chance to own a like-new home in Winter Garden’s fastest-growing corridor!
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Clarisse Sousa (407-873-0458)
936 KYLEE ALY, WINTER GARDEN, FL 34787
$675,00024 Days on yellowkey MLS ID: O6393910
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1772 Built: 2022Monthly Fee: $356 Tax: $6,058 (2025)Community: Oakland ParkSingle Family
Taxes:$6,058
Middle School: Legacy Middle
Remarks: Move-in ready 3-bedroom, 2.5-bathroom single-family home in the Oakland Park community of Winter Garden, Florida. Built in 2022, turnkey condition, full appliance package included, and a low-maintenance 0.05-acre homesite designed for connected daily living without the upkeep. Oakland Park is one of those Winter Garden communities people move to on purpose. Tree-lined streets, walkable sidewalks, and a thoughtfully planned layout keep daily essentials, dining, and recreation close, while the neighborhood itself still feels calm and connected. Morning coffee runs, evening walks, and simple daily rhythms all find an easy place here. Opening the door to 936 Kylee Alley, there's an immediate sense of ease. Natural light carries across the main level as the entry gives way to connected living, dining, and kitchen spaces, creating a layout that works the way life actually happens. With approximately 1,614 square feet of heated living space, this two-story single-family home is scaled for real life. Room to gather, room to retreat, and a layout that stays connected without feeling crowded. The kitchen features white shaker cabinets, quartz countertops, a kitchen island with bar seating, black pendant lighting, and stainless steel appliances including a refrigerator, range, built-in oven, microwave, and dishwasher. The open dining area sits adjacent with a sputnik-style chandelier and large windows filling the space with natural light. Hardwood-style flooring runs through the main level. Upstairs, all three bedrooms including the primary suite are grouped together, creating a quieter, more private living area away from the main floor. The primary suite includes a walk-in closet, double vanity, and a tiled shower. A shared full bathroom serves the two additional bedrooms. The upstairs laundry room with washer and dryer included keeps the daily routine on one level. Carpeted bedrooms and ceiling fans throughout add comfort. The private courtyard-style patio offers outdoor entertaining space. Scaled for morning coffee, evening drinks, or a few favorite plants without the yard work. The attached two-car garage and compact lot reinforce the low-maintenance lifestyle this Oakland Park home is designed to support. Located in Oakland Park in Winter Garden, this home provides convenient access to downtown Winter Garden, the West Orange Trail, Hamlin Town Center, SR-429, and SR-50. The Florida Turnpike, Orlando's theme parks, and the broader Central Florida corridor are all within reach. Shopping, dining, and commuter routes sit close by in a well-maintained, association-managed community. If you are looking for a move-in ready single-family home with 2022 construction, a practical two-story layout, and a connected Winter Garden lifestyle, 936 Kylee Alley in Oakland Park is best experienced in person. Winter Garden, FL 34787. Schedule your private showing today or request additional details to take the next step.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Nelson Cruz Pa (407-901-9939)
12928 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$916,000Listed 04/18/2026 3:41PM MLS ID: O6400451
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3626 Built: 2026Monthly Fee: $80 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Taxes:$2,326
Remarks: Under Construction. Welcome to the sought-after Delray floorplan by Toll Brothers in Westhaven at Ovation. This spacious two-story home offers over 3,600 square feet with 5 bedrooms, 3.5 bathrooms, and a 2-car garage. The open-concept design features a large great room, a well-appointed kitchen with center island and walk-in pantry, and a casual dining area that flows to the covered lanai. A first-floor guest suite provides added convenience, while upstairs includes a versatile loft and generously sized secondary bedrooms. The primary suite offers dual walk-in closets and a spa-inspired bath, creating a comfortable retreat.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Devahn Powell (571-234-7236)
204 SUNSET GARDEN LN, WINTER GARDEN, FL 34787
$690,270Listed 04/18/2026 1:49PM MLS ID: O6400441
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2686 Built: 2026Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Remarks: Under Construction. Stunning new construction by Toll Brothers in desirable Horizon West, Winter Garden, estimated completion early 2027. This bungalow-style home features a covered entry, elegant foyer, and private first-floor guest suite. The open-concept layout offers a spacious dining area, designer kitchen with breakfast bar, and great room with access to a private courtyard, perfect for indoor-outdoor living. Upstairs includes two secondary bedrooms and a luxurious primary suite with walk-in closet and spa-inspired bath featuring dual vanities, separate shower, and private water closet. A standout feature is the detached garage with a private suite above, complete with full bath and loft, ideal for guests, office, or flexible living space.
5715 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787
$730,000Listed 04/18/2026 1:02PM MLS ID: O6400221
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2240 Built: 2021Monthly Fee: $115 Tax: $9,328 (2025)Community: Wincey Grvs Ph 2Spa: YesSingle Family
Taxes:$9,328
Remarks: More pictures coming soom! Located in one of Hamlin's most sought-after master-planned communities, this beautifully maintained 4-bedroom, 3 full-bath home delivers the kind of lifestyle that's rarely available at this price point — with the upgrades, the location, and the details that actually matter. The open floor plan flows naturally from a chef-worthy kitchen featuring a generous island, marble backsplash, and thoughtfully placed in-cabinet outlets for a clean, uncluttered aesthetic. Every bathroom has been upgraded, and the primary suite offers a walk-in shower and walk-in closets — because storage should never be an afterthought. No carpet. Anywhere. Vinyl floors run throughout the entire home — low maintenance, elegant, and built to last. Step outside and you'll find your own private retreat: a screened-in patio overlooking a backyard with a pool and spa, where evenings end with something you simply can't buy — a front-row view of Walt Disney World's fireworks, completely free, every night. The laundry room is a full room — with shelving, cabinets, a sink, and a folding area. The solar panel system (leased) keeps energy costs in check without compromising comfort. The community itself offers a playground and pet park, and the location is exceptional: less than 5 minutes to SR-429, 10 minutes to Winter Garden Village, 15 minutes to Disney, and 30 minutes to Orlando International Airport. Zoned for top-rated schools.
Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)
Listing Agent: Caroline De Castro Marcellini (561-319-9009)
13617 SALAMANDER ST, WINTER GARDEN, FL 34787
$549,90031 Days on yellowkey MLS ID: O6391534
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2216 Built: 2022Monthly Fee: $291 Tax: $7,653 (2025)Community: Waterleigh Ph 4ASingle Family
Taxes:$7,653
Remarks: NEARLY NEW "BELLAKE" MODEL HOME featuring 3 bedrooms and 2.5 bathrooms, situated on a PREMIUM LOT just a short Walk to the BRAND NEW Phase 4 POOL & GYM, Atwater Bay Elementry School, Waterfront Park and Community Playground! Excellent features include Upgraded Rectangular Tile throughout the first floor! A GOURMET KITCHEN with Shaker Cabinets, GRANITE Countertops, and Stainless Steel Appliances (including a French-door Refrigerator) an oversized ISLAND and a LARGE Walk-In Pantry. Great OPEN CONCEPT FLOOR PLAN: The kitchen opens directly into the dining area, and the family room overlooks a COVERED PATIO—offering the perfect space for RELAXING, Chilling and Grilling! The FLEX SPACE at the front of the home serves perfectly as an Office or Formal Dining Room - or ADD a DOOR and Make Bedroom 4! SUPERIOR STORAGE options abound, including a DROP ZONE area with a Closet and 6 Feet of Cabinetry and Counter Space! PLUS there is a HUGE under the stairs Storage Closet AND a front Hallway Closet! A convenient Powder Room completes the First Floor. Upstairs, you will find a spacious Primary Suite with a Bath featuring DOUBLE SINKS, LARGE Shower, Upgraded Cabinets, Granite Counters, a Linen Closet and a generous 10' x 6' Walk-In Closet. Bedrooms 2 and 3 share a Full bathroom with DOUBLE Sinks! The Laundry Room includes a Front Load Washer and Dryer! This Energy Efficient home SAVES you $$$ on Utility bills. Gutters have been added, and the LONG Driveway provides ample additional Parking Space. The HOA handles all Lawn Maintenance, allowing you to fully ENJOY this PREMIER Lifestyle Community—which boasts 4 RESORT Style Pools, 3 Clubhouses, 3 Fitness Centers, Beach Volleyball, Tennis Courts, Parks, Playgrounds, Special Events, and Vews of the DISNEY Fireworks! Zoned for the NEW Atwater Bay Elementary, Water Spring Middle, and Horizon High School. Close to theme parks, shops, restaurants, and the 429!
Listing Agent: Joann Best (407-963-2981)
12626 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787
$607,000129 Days on yellowkey MLS ID: O6365821
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2500 Built: 2025Monthly Fee: $96 Tax: $2,290 (2025)Community: Osprey Ranch Ph 1Single Family
Taxes:$2,290
Remarks: One or more photo(s) has been virtually staged. Ask about a lender provided RATE BUY-DOWN CREDIT on this home ** Seller may consider buyer concessions if made in an offer ** Welcome to Osprey Ranch, where style, convenience, and that “brand new home” feeling come together in one of Winter Garden’s most sought-after communities! Completed in January 2025, this two-story residence offers the benefit of new construction without the wait, ZONED FOR “A” RATED SCHOOLS and surrounded by everything that makes Osprey Ranch living so desirable. Step inside to find a modern layout anchored by WOOD LOOK TILE FLOORS throughout the main living areas, upgraded hardware and fixtures, and an on-trend design that feels fresh from top to bottom. The OPEN CONCEPT living, dining, and kitchen spaces flow seamlessly, with TRIPLE SLIDING GLASS DOORS opening to a privacy fenced PAVER PATIO – your tranquil spot for morning coffee, play space, or weekend grilling. The home chef’s dream kitchen checks every box – UPGRADED STAINLESS STEEL APPLIANCES, a walk-in pantry, chic pendant lighting, an ISLAND with bar seating, and a tiled backsplash that ties the whole look together. A MAIN FLOOR BEDROOM & FULL BATH provide ideal flexibility for guests, multi-generational living, or a private workspace. There’s also a cozy den/office tucked away off the main living area – perfect for remote work or a quiet reading nook. Upstairs, the layout continues to impress where a light-filled LOFT offers a second living space, play area, homework zone, or media spot. The PRIMARY SUITE is positioned at one end of the home for added privacy and features a WALK-IN CLOSET and a stylish en-suite bath with modern finishes. Two additional bedrooms share a third full bath, and all upstairs bedrooms enjoy the comfort of plush carpeting. Osprey Ranch is a new, well-planned community with amenities including a dog park, playground, and pool, plus easy access to SR 429, shopping, dining, Disney Parks, resort areas, and every convenience you could need or want! If you have been searching for light, bright, stylish living in a prime Winter Garden location – with the bonus of being brand new – this is the home that delivers it all. Call today to schedule a tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
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