Location: Winter Garden
Do Not Show Listings
16545 BROADWATER AVE, WINTER GARDEN, FL 34787
$849,900103 Days on yellowkey MLS ID: O6389243
REDUCED by $5,000 (0.6%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3036 Built: 2017Monthly Fee: $184 Tax: $3,668 (2024)Community: TwinwatersSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,668
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: NOT JUST A PLACE TO LIVE…THIS HOME IS A REAL STUNNER!! From the ALLURING CURB APPEAL to the BEAUTIFULLY DESIGNED and FUNCTIONAL FLOOR PLAN, this 4 BEDROOM, 3 BATHROOM, 3036sf home will SURPASS YOUR EXPECTATIONS! Upon entrance, you will encounter the designated 13’x11’ OFFICE/DEN/CRAFT ROOM to the left with DOUBLE DOORS for easy furniture placement. To the right of the foyer, there is a 14’x11’ BEDROOM next to a FULL BATHROOM which would be perfect for overnight guests. The 23’x13’ LIVING ROOM includes a DINING AREA OPTION if desired. The living room hallway leads to 2 ADDITIONAL 13’x11’ BEDROOMS and a POOL PLANNED FULL BATH which opens to the patio. The chef in your household will love the16’x13’ KITCHEN featuring HIGH QUALITY KitchenAid STAINLESS STEEL APPLIANCES, CERAMIC TILE BACKSPLASH, NUMEROUS 42” CABINETS, plenty of COUNTER SPACE including a CENTER ISLAND and a BREAKFAST BAR. The BUTLER PANTRY has additional cabinets and drawers with a WALK-IN PANTRY. The kitchen opens to a 20’x16’ FAMILY ROOM and a 2nd DINING AREA with DOUBLE AND TRIPLE SLIDERS to the rear patio. The 13’x14’ PRIMARY SUITE has an entryway from the Dining Area with an ART NICHE for displaying your favorite piece. LUXURY IS EVIDENT in the PRIMARY ENSUITE BATHROOM as shown by an OVERSIZED SOAKING TUB, a SPACIOUS WALK-IN SHOWER with DUAL SHOWERHEADS, HIS and HERS VANITIES, a WATER CLOSET and an L-SHAPED WALK-IN CLOSET PROFESSIONALLY DESIGNED with BUILT-IN SHELVES, DRAWERS and CABINETRY. ADDITIONAL INTERIOR FEATURES of this home include NEW CARPET in the BEDROOMS; GRANITE COUNTERTOPS THROUGHOUT, TRIPLE SPLIT BEDROOM PLAN; VAULTED CEILINGS; SECURITY SYSTEM; COPIOUS STORAGE and NATURAL LIGHT, and an INDOOR LAUNDRY ROOM with a WASHER & DRYER, DEEP BASIN SINK and CABINETRY. HIGHLIGHTS OF THE REAR YARD include a 12’x40’ COVERED BACK PORCH with a SUMMER KITCHEN to include a REFRIGERATOR, SINK, JENN-AIR STYLE GAS COOKTOP and GRILL, and DUAL TERRACE CEILING FANS. For privacy, there is a BLOCK WALL FENCE at the rear of the yard and an ECO-FRIENDLY PRIVACY SCREEN OF MATURE BAMBOO on each side which shines beautifully THROUGH the automatic GARDEN NIGHT DECORATIVE REFLECTORS. ADDITIONAL EXTERIOR FEATURES INCLUDE A FRENCH DRAINAGE SYSTEM for flood prevention, ALL AROUND GUTTERS, a TILE ROOF, a 3 CAR GARAGE with EPOXY STYLE FLOORING, and BRICK PAVERS covering the DRIVEWAY and FRONT PORCH ENTRYWAY. The popular TWINWATERS COMMUNITY offers a COMMUNITY POOL WITH GATHERING AREAS, a PLAYGROUND and an enjoyable WALKING TRAIL. TWINWATERS is DESIRABLY LOCATED just minutes from the WINTER GARDEN VILLAGE, HISTORIC DOWNTOWN WINTER GARDEN, CENTRAL FLORIDA ATTRACTIONS, MAJOR HIGHWAYS and so much more. DON’T DELAY! THIS IS AN AMAZING VALUE IN A COMMUNITY OF MILLION DOLLAR PLUS HOMES. Call us today for your private showing!
Listing is courtesy of: REAL ESTATE FIRM OF ORLANDO (407-581-5550)
Listing Agent: Donna Cox (407-694-8685)
921 BENDING OAK TRL, WINTER GARDEN, FL 34787
$549,90044 Days on yellowkey MLS ID: O6405328
REDUCED by $20,000 (3.5%) on 06/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2517 Built: 2012Monthly Fee: $125 Tax: $3,791 (2025)Community: Oaks/Brandy Lake 01 Rep A & BSingle Family
Taxes:$3,791
Elementary School: Tildenville Elem
High School: West Orange High
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: Virtually Staged. Welcome home to 921 Bending Oak Trail in highly sought-after, downtown, golf cart district of Winter Garden! This spacious 4-bedroom, 2.5-bath home is perfectly situated on a private oversized corner lot with serene pond views, offering both privacy and a peaceful backdrop. The thoughtfully designed layout features a first-floor primary suite and convenient downstairs laundry room. The main living areas showcase updated modern, stone-like tile flooring, while the kitchen offers a large walk-in pantry that extends under the staircase for exceptional storage. The spacious Living Room and covered patio are wired for a surround sound system and have beautiful water views from the windows and paver patio. Upstairs, you’ll find generously sized secondary bedrooms, including one with an oversized walk-in closet, along with a large loft ideal for a home office, playroom, or flex space, all featuring engineered hardwood flooring. Enjoy outdoor living with a spacious entertaining area and the added benefit of a rear-entry garage accessed through a private, owners-only alleyway where you can also enter the home without climbing any stairs. Major updates include a roof replacement in 2025, making this home as practical as it is beautiful. Lastly, the location is incredible, the neighborhood is extremely well maintained, offering a tranquil walking community around Brandy Lake and duck filled ponds, a sparkling community pool, entertaining pavilion, community greenspace, and perfect playground for the little ones.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Claire Sims Llc (203-767-8109)
15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787
$799,90086 Days on yellowkey MLS ID: O6393190
REDUCED by $10,000 (1.2%) on 06/10/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3902 Built: 2005Monthly Fee: $243 Tax: $7,653 (2025)Community: Stoneybrook WestSingle Family
Taxes:$7,653
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: Virtually Staged. SOLAR SYSTEM WILL BE PAID OFF BY THE SELLER AT CLOSING, $65,000 VALUE! Seller offering RATE BUY-DOWN so Buyer will enjoy lower monthly payments! Nestled on this beautifully remodeled and RECENTLY PAINTED home located on a premier OVERSIZED CORNER LOT within the guard-gated enclave of STONEYBROOK WEST, this stunning 5-bedroom, 3-bathroom residence offers the ultimate Winter Garden lifestyle. The home has been meticulously enhanced with MODERN UPDATES, ensuring a MOVE-IN-READY experience for today’s discerning buyer. SAVE ON UTILITY BILLS WITH THE WHOLE HOUSE SOLAR SYSTEM AND ELECTRIC CAR CHARGER. Inside, the open-concept layout is anchored by a SPACIOUS KITCHEN featuring quartz countertops, a central island, and HIGH-END STAINLESS STEEL APPLIANCES, all flowing into a spacious family room warmed by a classic fireplace. High-volume ceilings—reaching 9.25 feet on the main floor and an impressive 10.50 feet in the massive upstairs bonus room—create an airy, grand atmosphere throughout. The well-appointed laundry room includes a GE ULTRA WASHER AND DRYER, along with a STAINLESS STEEL UTILITY SINK for added convenience. The garage is equally impressive, featuring a heavy-duty Husky organizational system that provides exceptional storage and functionality. Retreat to the primary suite, where tray ceilings and a private walk-out balcony offer a peaceful vantage point overlooking the championship golf course. The lifestyle here extends far beyond the front door. Stoneybrook West is a premier “live-play” community boasting 24-hour staffed security and a spectacular waterfront clubhouse perched on the shores of Black Lake. For the outdoor enthusiast, the amenities are unmatched: enjoy private lake access via a community boat ramp and the rare convenience of an on-site boat storage lot. Whether you are hitting the links on the championship golf course, working out in the fitness center, or relaxing at the resort-style pool, every day feels like a vacation. Perfectly positioned for convenience, you are just 6 minutes from Winter Garden Village, 18 minutes from Walt Disney World, and only 30 minutes from Orlando International Airport. This home combines the security of a gated community, the luxury of recent high-end improvements, and the rare perk of Florida lake living. Call today to schedule your private showing!
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Daniel Betancourt (407-375-9142)
15073 VALVERSE ALY, WINTER GARDEN, FL 34787
$515,00010 Days on yellowkey MLS ID: O6416182
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1892 Built: 2017Monthly Fee: $339 Tax: $4,172 (2025)Community: Overlook 2/Hamlin Ph 2 & 5Single Family
Taxes:$4,172
Elementary School: Independence Elementary
High School: Horizon High School
Middle School: Bridgewater Middle
Remarks: Beautiful home in The Cove at Hamlin Now Available. This is part of the highly desirable Overlook at Hamlin community in Winter Garden. This home has been Well Maintained, and Tastefully Upgraded by the Original Owner. Amenities and Upgrades include: Gourmet Kitchen (with 42" Cabinetry, Gas Range, Farmer's Sink, Large Center Island), Hardwood Flooring, Plantation Shutters throughout, Shiplap Accent Walls, Custom Wine Room, and more. Improvements continued to the Outdoors as well with a Large Screened Paver Patio Outdoor Living Area, Summer Kitchen complete with TV mount, and Fenced Yard (wrought iron). Relax on the front porch overlooking the community park, or take advantage of the resort-style amenities including a clubhouse, fitness center, pool, splash pad, pavilion, event space, sports lawn, amphitheater, fire pit, canoes, private boat ramp and playground. Landscaping is maintained by the community. Located just minutes from SR 429, Florida’s Turnpike, shopping, dining, medical facilities, and the major theme parks, this home combines modern comfort with unbeatable convenience in one of Winter Garden’s most sought-after neighborhoods. Don't miss your opportunity to own this amazing home. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Mike Long (407-325-4104)
4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787
$680,00033 Days on yellowkey MLS ID: S5150274
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2868 Built: 2015Monthly Fee: $187 Tax: $10,422 (2025)Community: Orchard Hills Ph 2Single Family
Taxes:$10,422
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Remarks: Located in the highly sought-after community of Orchard Hills, this stunning home offers the epitome of Central Florida living. Orchard Hills is a community that attracts buyers from all walks of life, making it an ideal investment. This spacious, single-story residence boasts 5 bedrooms, 3 full bathrooms, and one half-bath, ready for you to move in. From the moment you step inside, you'll be captivated by the expansive open spaces that flow seamlessly, creating a welcoming and bright ambiance. The well-thought-out design ensures that every corner of the home feels expansive and filled with natural light. The heart of this home is, without a doubt, its gourmet kitchen. Equipped with modern stainless steel appliances, gleaming granite countertops, and a generous center island, this kitchen is a chef's dream. Whether you're preparing a quick meal or hosting a large gathering, you'll have all the space and amenities you need. Adjacent to the kitchen, the ample living area provides the ideal space to relax and enjoy moments with your loved ones. Washer & Dryer do NOT convey. Click Virtual Tour 1 to visit the Property. New Laminated Floors and interior painting, refresh up the living space.
Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)
Listing Agent: Liana Primera De Hernandez (786-816-7167)
1431 VISCAYA COVE BLVD, WINTER GARDEN, FL 34787
$515,00039 Days on yellowkey MLS ID: O6407306
REDUCED by $20,000 (3.7%) on 05/18/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2030 Built: 2022Monthly Fee: $215 Tax: $7,429 (2025)Community: Waterside/Johns Lake Ph 2CSingle Family
Taxes:$7,429
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Welcome to this beautifully designed 2022-built home freshly painted, move in ready and located in the highly sought-after Waterside at Johns Lake community in Winter Garden! Offering 4 bedrooms, 3 full bathrooms, and over 2,030 square feet of thoughtfully designed living space, this move-in ready home combines modern style, functionality, and an unbeatable location. Step inside to an open-concept floorplan featuring a spacious great room, abundant natural light, ceramic tile flooring in the main living areas, and seamless flow between the kitchen, dining, and living spaces — ideal for entertaining and everyday living. The kitchen features solid surface countertops, modern appliances, ample cabinetry, and overlooks the main gathering areas for easy living and hosting. The flexible layout includes a desirable first-floor bedroom and full bath perfect for guests, multigenerational living, or a private home office. Upstairs, the spacious primary suite offers a walk-in closet and relaxing retreat feel, while additional bedrooms provide generous space and versatility. Additional features include central air, public utilities, inside laundry, ceiling fans, walk-in closets, split-bedroom design, and modern finishes throughout. Located in Waterside on Johns Lake, residents enjoy resort-style community amenities including a community pool, playground, walking trails, green spaces, and scenic surroundings. Conveniently located near Downtown Winter Garden, Horizon West, Hamlin, Winter Garden Village, SR-429, Florida Turnpike, Disney, shopping, dining, hospitals, golf, and top-rated schools. Enjoy easy access to everything Central Florida has to offer while living in one of Winter Garden’s fastest-growing and most desirable communities.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Cassie Lamoureux (407-432-9180)
2205 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787
$750,00068 Days on yellowkey MLS ID: O6398720
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3747 Built: 2000Monthly Fee: $90 Tax: $10,152 (2025)Community: Wintermere PointeSpa: NoSingle Family
Taxes:$10,152
Elementary School: Lake Whitney Elem
Remarks: Located in the GATED community of Wintermere Pointe in Winter Garden, FL, this spacious .25 acre, 5-bedroom, 3-bath pool home for sale in Winter Garden offers nearly 3,750 square feet of well-designed living space just minutes from Winter Garden Village, Windermere, Walt Disney World, AdventHealth Winter Garden, SR 429, and the Florida Turnpike. Designed for both everyday living and entertaining, the home features an open-concept layout with formal living and dining rooms, a large family room, and a centrally located kitchen that flows seamlessly into the main living areas. A DOWNSTAIRS BEDROOM and full bath provide flexibility for guests, multi-generational living, or a private home office, while upstairs, the expansive primary suite offers a true retreat with a soaking tub , separate shower, dual vanities, and two walk-in closets. Additional bedrooms are generously sized, and both a LOFT and a large BONUS ROOM create endless possibilities for a media room, game room, home gym, or additional living space. High ceilings and natural light enhance the open feel throughout the home, while the layout offers both functionality and comfort. Step outside to a screened-in PRIVATE POOL, covered lanai and extended paver patio, perfect for enjoying Florida living in Winter Garden year-round, all set on a .25 ACRE LOT with mature landscaping and a FULLY FENCED backyard for added privacy. Wintermere Pointe is a well-established gated community in Winter Garden, Florida offering tennis courts, a playground, and a LOW HOA, and is zoned for Lake Whitney Elementary, SunRidge Middle, and West Orange High. If you’re searching for homes for sale in Winter Garden FL with a pool, gated community, and flexible layout, this home offers space, location, and lifestyle in one of Central Florida’s most desirable areas.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alexis Bress (407-900-0771)
3286 MAINSAIL CT, WINTER GARDEN, FL 34787
$889,00026 Days on yellowkey MLS ID: O6411073
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4293 Built: 2023Monthly Fee: $208 Tax: $12,028 (2024)Community: Ests/Lakeview PreserveSingle Family
Taxes:$12,028
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to your dream home in the highly sought-after Lakeview Preserve Estates, where modern luxury meets refined living. This exceptional designer-furnished residence offers 5 bedrooms, 4 bathrooms, over 4,000 square feet of thoughtfully curated living space, and a spacious 3-car garage, all situated on an oversized homesite with ample room to create your own private outdoor oasis and custom pool retreat. Designed with sophistication in mind, this turnkey home showcases soaring ceilings, abundant natural light, luxury wood-look tile flooring throughout the main level, and an expansive open-concept floor plan ideal for both grand entertaining and everyday comfort. At the heart of the home is the gourmet chef’s kitchen, featuring quartz countertops, 42-inch shaker-style cabinetry, an oversized center island, designer finishes, and a massive walk-in pantry that seamlessly flows into the spacious living and dining areas. The first floor offers an incredibly desirable layout with three bedrooms, including two private primary suites. The main owner’s retreat serves as a luxurious sanctuary featuring a spa-inspired bathroom with dual vanities, an oversized walk-in shower, and custom walk-in closets. A second primary suite with its own full bathroom provides the perfect setup for multi-generational living, long-term guests, or added privacy. An additional bedroom and full bathroom are also conveniently located on the main level. Upstairs, you’ll find generously sized secondary bedrooms, a large bonus/game room, and an additional living area perfectly suited for entertaining, a media room, home office, or flexible multi-generational living space. Located within the exclusive gated community of Lakeview Preserve near Johns Lake, residents enjoy resort-style amenities including a luxury clubhouse, state-of-the-art fitness center, zero-entry pool, splash pad, playground, scenic lakeside trails, and private kayak launch access. Ideally positioned just minutes from SR-429, Walt Disney World, Winter Garden Village, Downtown Winter Garden, Clermont, and top-rated schools, this impeccably maintained home delivers the perfect blend of luxury, lifestyle, and convenience. Schedule your private showing today and experience the elegance and comfort of Lakeview Preserve living.
Listing is courtesy of: WYNNMORE REALTY LLC (407-535-0335)
Listing Agent: Cora Johnson (407-535-0335)
5416 GOLDEN APPLE DR, WINTER GARDEN, FL 34787
$900,000119 Days on yellowkey MLS ID: O6384645
REDUCED by $49,999 (5.3%) on 06/04/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3104 Built: 2021Monthly Fee: $115 Tax: $8,275 (2024)Community: Wincey Grvs Ph 2Single Family
Taxes:$8,275
Remarks: Welcome to Wincey Groves — a beautiful 5-bedroom, 3.5-bathroom residence that showcases true model-home elegance and elevated Florida living. Built in 2021 and impeccably maintained, this stunning home features premium finishes, thoughtful design, and high-end upgrades throughout. At the heart of the home, the designer gourmet kitchen impresses with stainless steel appliances, an oversized quartz island, granite countertops, and soaring 10-foot ceilings that create an open, light-filled atmosphere. Custom built-in cabinetry and upgraded custom millwork add both functionality and refined style, elevating the home’s overall luxury appeal. The serene primary suite offers a beautiful bay window overlooking the pool, while spacious custom walk-in closets and a versatile fifth bedroom provide flexibility for a private in-law suite or guest retreat. Upstairs, a grand bonus room with wet bar delivers endless possibilities — from an elegant entertainment lounge to a private office or media space. Step outside into your resort-style oasis featuring a heated saltwater pool powered by solar panels, surrounded by lush tropical landscaping on a privately fenced corner lot where you can enjoy nightly Disney fireworks. Designed for modern convenience, this fully integrated smart home includes advanced automation throughout, over $10,000 in motorized electric window treatments, custom window coverings, and a newly upgraded garage with modern finishes. Perfectly located just one mile from Hamlin Town Center — offering upscale shopping, dining, cinema, and entertainment — with top-rated schools nearby and quick access to major highways and all Disney attractions. This exceptional residence blends luxury, technology, and lifestyle — a truly turnkey opportunity you’ll know instantly is THE ONE.
Listing is courtesy of: GOLDEN KEY REAL ESTATE SOLUTIONS LLC (407-801-8283)
Listing Agent: Marcia Vieira (781-706-8190)
720 LAKE BRIM DR, WINTER GARDEN, FL 34787
$1,699,000107 Days on yellowkey MLS ID: O6387519
REDUCED by $26,000 (1.5%) on 06/14/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3781 Built: 2020Monthly Fee: $208 Tax: $14,831 (2025)Community: Oakland ParkSpa: NoSingle Family
Taxes:$14,831
Remarks: PARADE of HOMES-OAKLAND PARK! Experience refined Florida living in the heart of Winter Garden, where timeless architecture, thoughtful design, & an unbeatable location come together in this exceptional custom-built residence. Situated on an expansive corner lot (~1/4 acre) overlooking one of the community’s most beloved PARKS, this four-bedroom (w/ room for a 5th & office), four-bath luxury HEATED POOL home offers privacy, space, & picturesque views. You’re moments from stunning sunsets, a walk by the LAKE, multiple parks & playgrounds, the community clubhouse, & direct access to the scenic WEST ORANGE TRAIL— a 22-mile paved trail ideal for biking, jogging, & casual strolls. From the moment you arrive, the stunning brick-accented front porch sets the tone, offering a welcoming space to relax while enjoying tranquil park views. Inside, rich wood flooring flows throughout the main living areas, complementing the home’s elevated finishes, such as crown molding, wainscoting, trim work, & custom built-ins. The chef’s kitchen is a true showpiece. Outfitted with premium Thermador & JennAir appliances, QUARTZITE counters, custom cabinetry, designer fixtures, a walk-in pantry, & spacious gathering space, this kitchen was designed for both everyday living & elegant entertaining. The adjacent dining & living areas are bathed in natural light, enhanced by multiple French doors that frame panoramic views of the pool and backyard retreat. The indoor-outdoor connection is simply spectacular. Step outside to your private oasis featuring a sparkling resort-style pool (runs with an ozonator) with travertine decking, generous covered lanai, & an outdoor kitchen equipped with a mini fridge & 48 inch griddle. Each of the four bedrooms is generously sized, offering comfort & versatility for family & guests. One generously sized bedroom is downstairs, which has access to the pool & park through French doors. The primary suite serves as a luxurious retreat with a spa-like bath & dual closets, while all four baths (three en-suite) are thoughtfully designed with quality finishes (marble upstairs, quartzite downstairs). Need an elevator? There's space for the addition! A well-appointed MUDROOM adds everyday convenience & organization, seamlessly blending practicality with style. Additional FEATURES: whole house water filtration system, in-ceiling speakers in the living room, the lanai by the pool, & front porch, tankless water heaters, hard wired cameras inside/out, ample storage, landscape lighting, Cat 6 wiring w/ WiFi access points, & an OVERSIZED garage (~2 1/2). Just a short GOLF CART ride away, you’ll find the charm & vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, community connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks. Custom built POOL homes are RARE to market in Oakland Park. Make this DREAM home your reality today!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Ashley Boyd (321-209-5540)
913 BENDING OAK TRL, WINTER GARDEN, FL 34787
$530,00010 Days on yellowkey MLS ID: O6409986
1 Days Off yellowkey (back on 6/14/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2212 Built: 2012Monthly Fee: $125 Tax: $3,860 (2025)Community: Oaks/Brandy Lake 01 Rep A & BSingle Family
Taxes:$3,860
Remarks: Under contract-accepting backup offers. Located in Winter Garden’s sought after Golf Cart District, this spacious two story home offers a flexible floor plan and a convenient location close to downtown shopping, dining, entertainment, parks, and local events. A welcoming front elevation and beautifully maintained landscaping create great curb appeal, while the oversized homesite provides added outdoor space and privacy. Inside, the open concept layout is designed for both everyday living and entertaining. The kitchen features abundant cabinetry, generous counter space, and a large breakfast bar overlooking the living and dining areas. Sliding glass doors lead to a screened lanai and fully fenced backyard, creating an ideal space to enjoy Florida’s outdoor lifestyle. A first floor bedroom with an adjacent full bath offers flexibility for guests, a home office, or multi purpose use. Upstairs, the remaining bedrooms are thoughtfully arranged to provide comfortable separation of space. Recent updates include a newer AC system and a roof that is approximately one year old, offering added peace of mind. Conveniently located with easy access to major roadways, shopping, dining, recreation, and everything that makes Winter Garden one of Central Florida’s most desirable destinations, this home combines space, functionality, and location in one exceptional opportunity.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Jonathan Fadoul (347-366-7105)
13404 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787
$769,9908 Days on yellowkey MLS ID: G5113736
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2689 Built: 2026Monthly Fee: $160Community: Serenade At OvationSingle Family
Taxes:$0
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Virtually Staged. Under Construction. The Biscayne floorplan offers a spacious two-story design that perfectly balances functionality and flexibility, ideal for growing families. The open-concept design flows seamlessly from the dining room into the expansive great room, making it perfect for entertaining. A covered patio extends your living space outdoors, ideal for relaxing or hosting gatherings. A bonus room on this level provides additional versatility, perfect for a playroom or media space. SAMPLE IMAGE
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
13410 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787
$794,99046 Days on yellowkey MLS ID: G5112004
0 Days Off yellowkey (back on 5/6/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3076 Built: 2026Monthly Fee: $160Community: Serenade At OvationSingle Family
Remarks: Virtually Staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. Anna Maria Bonus offers 5 Bedrooms, 3 baths and a 2 Car Garage. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly present 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 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.“It includes high-speed fiber optic internet”
18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$725,000181 Days on yellowkey MLS ID: S5140531
REDUCED by $20,000 (2.7%) on 06/13/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2924 Built: 2023Monthly Fee: $300 Tax: $1,706 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$1,706
Remarks: Short Sale. Beautiful home located in one of Winter Garden’s most prestigious communities, Waterleigh. This property offers conservation views, no rear neighbors, and a fully fenced backyard, providing privacy and tranquility. Features include brick exterior, no carpet throughout, a whole-house water filtration system, and innovative stairway lighting that activates as you walk, guiding each step with modern design and added safety. The gourmet kitchen is ideal for everyday living and entertaining. The layout offers 4 bedrooms and 3 full bathrooms, two spacious living areas, one on the main level and a large upstairs family room, plus a versatile loft. Waterleigh offers spectacular resort-style amenities, including three large pools, fitness center, multiple event and clubhouse spaces, as well as schools and shopping within the community. An exceptional opportunity in a highly desirable residential area.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Jacqueline Cepeda (407-954-1983)
1906 SHERBOURNE ST, WINTER GARDEN, FL 34787
$477,00019 Days on yellowkey MLS ID: S5151079
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2029 Built: 2002Monthly Fee: $46 Tax: $2,815 (2025)Community: Stone Creek 44/131Single Family
Taxes:$2,815
Remarks: Experience luxury living in one of Winter Garden’s most desirable areas. This beautifully upgraded single-family home offers 4 spacious bedrooms and 2.5 elegant bathrooms, blending modern comfort with timeless sophistication. From the moment you step inside, you are welcomed by an open-concept design filled with natural light, enhanced by high-quality porcelain tile flooring throughout, adding elegance, durability, and a sleek modern finish to the entire home. The gourmet-style kitchen, fully renovated in June 2024, showcases contemporary finishes, modern design, and exceptional functionality for even the most discerning buyer. The outdoor space features a spacious covered patio, perfect for extending your living area, ideal for entertaining, enjoying Florida’s year-round weather, or relaxing in privacy. A 2-car garage adds convenience and everyday practicality. Recent upgrades provide lasting value and peace of mind, including a newer roof (2021) and an energy-efficient A/C system (2017), ensuring comfort and reliability for years to come. Located in a highly sought-after Winter Garden community, this home places you just minutes from upscale dining, boutique shopping, parks, and the vibrant lifestyle that makes this area so desirable. A rare opportunity to own a move-in-ready home that perfectly combines luxury, style, and location. Schedule your private showing today and experience elevated living at its finest.
Listing Agent: Esperanza Valencia (407-242-3799)
9014 MORGANA CT, WINTER GARDEN, FL 34787
$2,075,000165 Days on yellowkey MLS ID: O6371050
REDUCED by $100,000 (4.6%) on 06/11/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4436 Built: 2022Monthly Fee: $424 Tax: $24,481 (2025)Community: Avalon CoveSpa: YesSingle Family
Taxes:$24,481
Remarks: This is more than a house ~ Lakefront retreat designed to stop you in your tracks the moment you walk through the door! Perfectly positioned on Hickorynut Lake within the exclusive Avalon Cove, this custom Jones Homes residence was built in 2022 and is one of only 49 homes in this intimate luxury enclave. From the instant you enter, you are met with a rare “water-on-water” moment – breathtaking panoramic lake views that frame the entire living space and set the tone for everything that follows. Designed for effortless living and unforgettable entertaining, Come home and immediately dive into the lake life. Expansive sliding glass doors dissolve the line between indoors and out, opening to a resort-style backyard featuring a saltwater pool, heated spa, pool ledge loungers, integrated lighting, and a pool crawler cleaning system. Motorized lanai screens, a built-in outdoor kitchen with gas grill, and a gas fire pit creating the ultimate sunset and entertainment zone – complete with water views and space to gather - there or on your private dock! Inside, the chef’s kitchen anchors the home with an oversized island seating up to eight, custom wood vent hood, gas cooktop, designer finishes, barn door accents, and thoughtful upgrades throughout. Custom wood beams add warmth and architectural interest, while the open layout flows seamlessly to living, dining, and outdoor spaces – ideal for hosting or relaxing in style. Luxury meets intelligence with over $30,000 in smart home upgrades, including full Alarm automation, indoor and outdoor security cameras, remote access controls, Sonos audio, and Bluetooth sound zones throughout the kitchen, living room, loft, lanai, and balcony. Motorized shades on both floors provide privacy and convenience at the touch of a button. A reverse osmosis water system enhances everyday living, and the first-floor laundry adds to the home’s thoughtful functionality. Both primary suites are beautiful, a spa-inspired primary bath, and a custom walk-in closet. A dedicated gaming room offers a turnkey entertainment space – perfect for family & friends fun for all ages. Step onto the front-facing balcony in the evenings and enjoy nightly Disney fireworks, a magical reminder of how close you are to it all. The epoxy-finished three-car garage includes an additional storage bay, offering space for vehicles, toys, and lake-life essentials. Outside, low-maintenance AstroTurf landscaping keeps the focus on enjoyment, not upkeep. Just minutes from Disney theme parks, shopping, dining, and with easy access to SR-429, this home is approximately 30–40 minutes from Orlando International Airport, making it ideal as a primary residence, second home, or luxury retreat. Comfortable, elevated, and completely move-in ready – this is lakefront living done right! Call today to schedule your tour and let us welcome you home!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
5048 PALMETTO PARK DR, WINTER GARDEN, FL 34787
$990,00012 Days on yellowkey MLS ID: O6412376
0 Days Off yellowkey (back on 6/13/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4933 Built: 2016Monthly Fee: $188 Tax: $9,538 (2025)Community: Orchard Hills Ph 3Single Family
Taxes:$9,538
Remarks: Under contract-accepting backup offers. Located in the highly sought-after Orchard Hills community and served by top-rated A-rated schools, this Beazer-built home offers nearly 5,000 square feet of thoughtfully designed living space. Features include a dedicated home office, expansive bonus room, media room, fitness space, and flexible living areas designed for the way families live today. An outdoor fireplace and entertaining area extend the living space beyond the walls of the home, while the tile roof and quality finishes add lasting value. Residents enjoy resort-style amenities including a community pool, fitness center, playground and walking trails. Conveniently located near Foundation Academy and Windermere Preparatory School. A rare opportunity to enjoy exceptional space, versatility, and community amenities in one of Winter Garden's most desirable neighborhoods.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jan Sample (407-415-1412)
1544 MISTFLOWER LN, WINTER GARDEN, FL 34787
$469,90020 Days on yellowkey MLS ID: O6407815
0 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2348 Built: 2005Monthly Fee: $55 Tax: $7,220 (2025)Community: Winter Garden Trls 01-3Spa: NoSingle Family
Taxes:$7,220
Elementary School: William Frangus Elem
High School: Ocoee High
Remarks: Under contract-accepting backup offers. This 4-bedroom, 2-bathroom single-story home offers a versatile and comfortable layout featuring a blend of carpet, wood, and ceramic flooring throughout. The interior is designed for spacious living, highlighted by oversized secondary bedrooms equipped with full-length mirrors that add both depth and functionality. The living spaces flow seamlessly to the outdoors, where a screen-enclosed back patio provides a private, pest-free retreat for year-round relaxation. Complete with an attached two-car garage, this home perfectly balances practical amenities with a diverse mix of quality interior finishes.
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
11036 ROBERT FROST DR, WINTER GARDEN, FL 34787
$649,99023 Days on yellowkey MLS ID: O6410350
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2136 Built: 2021Monthly Fee: $221 Tax: $8,394 (2025)Community: Storey Grove Ph 3Single Family
Taxes:$8,394
Remarks: Amazing Single Family, 4 bedrooms and 3 full bathrooms with fenced backyard for privacy and extra security. Designed for comfort and modern living, this property offers creating a clean and elegant look with modern title flooring. All pictures are real, no virtual staging or AI. The community offers excellent amenities, including a resort-style pool, fitness center, basketball court, playground, and clubhouse for residents to enjoy. Ideally located next to top-rated schools, this home allows children to walk to school, making daily routines easier and safer. The property also sits on a premium lot adjacent to a walking path, providing additional privacy and open space. This is a fantastic opportunity to own a beautiful home in a highly desirable community.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Rodrigo Khoury Francisco (407-308-6489)
12103 EASTMOOR DR, WINTER GARDEN, FL 34787
$445,00031 Days on yellowkey MLS ID: O6409071
REDUCED by $5,000 (1.1%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1604 Built: 2024Monthly Fee: $225 Tax: $6,795 (2025)Community: Encore/Ovation Ph 4BSingle Family
Taxes:$6,795
Remarks: Welcome to this BEAUTIFULLY MAINTAINED 3-bedroom, 2-bath home in the highly desirable Encore at Ovation community in Winter Garden, where modern style, energy efficiency, and LOW-MAINTENANCE LIVING come together perfectly. Built in 2024, this single-story residence still FEELS BRAND NEW and currently stands out as the only home available in the neighborhood, making it a RARE OPPORTUNITY in one of Winter Garden’s most sought-after communities. From the moment you arrive, the home impresses with its beautiful landscaping, charming front porch, and EXCEPTIONAL CURB APPEAL. The HOA even includes LAWN AND LANDSCAPE MAINTENANCE, allowing you to enjoy a carefree lifestyle in this walkable community. Step through the elegant GLASS-PANELED FRONT DOOR into a bright and inviting open-concept layout where the Living Room, Dining area, and Kitchen flow seamlessly together beneath SOARING CATHEDRAL CEILINGS. Windows throughout the home fill the space with ABUNDANT NATURAL LIGHT, enhancing the airy and welcoming atmosphere while STYLISH TILE FLOORING throughout the main living areas adds both beauty and easy maintenance. The bright designer Kitchen is the heart of the home, featuring white cabinetry, quartz countertops, a FARMHOUSE SINK, stainless steel SAMSUNG APPLIANCES, a gas stove, closet pantry, and a spacious breakfast bar, creating the perfect space for entertaining or everyday living.The thoughtfully designed SPLIT-BEDROOM FLOOR PLAN offers both comfort and privacy. Tucked away at one end of the home, the Primary suite serves as a peaceful retreat, featuring a spacious walk-in closet and a BEAUTIFULLY DESIGNED EN SUITE BATH with dual sinks, a step-in shower, and a linen closet. On the opposite side of the home, two additional bedrooms each feature their own WALK-IN CLOSETS and share a full bath, making them ideal for guests, family, or a home office. Conveniently located near the primary suite, the Laundry Room comes complete with STORAGE CABINETRY, washer, and dryer for added functionality. Step outside to enjoy the COVERED SIDE PATIO with paver stone flooring, a perfect private space for morning coffee or evening relaxation. A private entrance from the patio leads directly to the REAR-FACING GARAGE with EPOXY FLOORING, preserving the home’s charming streetscape and curb appeal. Residents of Encore at Ovation enjoy OUTSTANDING AMENITIES, including a sparkling resort-style pool, clubhouse, fitness center, dog park, playground, included internet service, and LAWN AND LANDSCAPE MAINTENANCE—creating a true resort-inspired lifestyle. Located in Winter Garden, this home is JUST MINUTES from Walt Disney World Resort, making world-class entertainment, dining, and shopping incredibly convenient. You’ll also enjoy EASY ACCESS to Hamlin Town Center, featuring popular restaurants, boutiques, movie theaters, and waterfront dining, as well as NEARBY GOLF COURSES, nature trails, and MAJOR ROADWAYS for commuting throughout Central Florida. Zoned for TOP-RATED SCHOOLS and offering a perfect blend of modern design, ENERGY EFFICIENCY, and low-maintenance living, this exceptional Encore at Ovation home is an incredible opportunity to enjoy the very best of the Winter Garden lifestyle. Call and schedule your tour today!
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