Location: Winter Garden
Do Not Show Listings
10294 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787
$459,90040 Days on yellowkey MLS ID: O6407798
REDUCED by $9,000 (1.9%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1689 Built: 2019Monthly Fee: $245 Tax: $7,600 (2025)Community: Waterleigh Ph 2C-1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,600
Elementary School: None
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: One or more photo(s) has been virtually staged. MOVE-IN READY with a gourmet kitchen and a layout built for real life. Welcome to Waterleigh living at its finest, where thoughtful design, beautiful upgrades, and everyday comfort come together in a home that feels both elevated and inviting from the moment you walk in. Situated on a rare oversized 145-foot-deep homesite, this beautifully maintained SINGLE STORY Laurel floor plan offers 3 Bedrooms, 2 Full Bathrooms, an extended paver driveway, a larger backyard, and the kind of open, easy flow that simply makes life feel good. From quiet mornings on the covered lanai to gathering with family and friends around the kitchen island, every space in this home was designed to be lived in, enjoyed, and remembered. At the heart of the home is the stunning GOURMET KITCHEN featuring a large granite island, walk-in pantry, upgraded pendant lighting, gorgeous Toscana stained glass accents, and BRAND NEW SS Appliances, including a French Door Refrigerator with in door ice and water. The kitchen opens seamlessly into the spacious dining and family room areas, creating a warm and welcoming space filled with natural light and perfect for both entertaining and everyday living. The private primary suite offers a peaceful retreat with plenty of room for a king sized bed and oversized furniture, while the spa like ensuite bath features DUAL SINKS, an Oversized walk-in shower with tiled bench, and a generous walk-in closet. The thoughtfully designed split floor plan places Bedrooms 2 and 3 along with the secondary bath toward the front of the home, offering added privacy and flexibility. The rear-entry garage creates a functional mudroom-style entry complete with a laundry room, built-in storage cabinetry, and granite countertop workspace, providing added organization and separation between the garage and main living areas. Additional features throughout the home include Extensive Tile Flooring, upgraded designer light fixtures, wood window sills, window blinds throughout, a spacious laundry room, and a convenient drop zone with extra cabinetry near the garage entry, the little details that make everyday living feel effortless. Built with energy efficiency in mind, the home also helps keep utility costs lower while maintaining year round comfort. And beyond the home itself, Waterleigh offers the kind of Florida lifestyle that blends resort-style amenities, outdoor living, and everyday convenience. Residents enjoy access to 4 resort-style pools, 3 clubhouses with fitness centers, tennis courts, pickleball, volleyball, playgrounds, parks, putt putt golf, scenic walking trails, and community events throughout the year that truly make the neighborhood feel connected and alive. Even better, the HOA handles lawn maintenance including mowing, trimming, fertilizing, and mulch, giving you more time to enjoy your home instead of maintaining it. Perfectly located near Disney, Hamlin Town Center, shopping, dining, SR-429, and I-4, this home is also zoned for highly regarded schools, including Atwater Bay Elementary, Water Spring Middle School, and Horizon High School. Beautifully upgraded, thoughtfully designed, and move in ready, this is more than just a house, it’s the kind of home that makes everyday life feel a little more beautiful in so many ways.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Sabrina Freeman (407-446-5541)
1645 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787
$450,0009 Days on yellowkey MLS ID: O6416732
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1219 Built: 1997Monthly Fee: $25 Tax: $3,719 (2025)Community: Crown Point SpgsSingle Family
Taxes:$3,719
High School: None
Middle School: None
Remarks: Virtually Staged. Welcome home to this beautifully renovated 3-bedroom, 2-bathroom residence in the heart of Winter Garden! Ideally located just 6 minutes from the charm and excitement of Plant Street and Downtown Winter Garden, you'll enjoy easy access to award-winning restaurants, local boutiques, the weekly farmers market, and community events while still having a peaceful place to call home. Inside, this move-in ready home has been completely transformed from top to bottom. Updates include new flooring throughout, fresh interior paint, updated baseboards, stylish new ceiling fans, and new blinds. The stunning kitchen features new appliances, upgraded countertops, and a designer backsplash, creating a space that's both functional and beautiful. Both bathrooms have been fully renovated with modern finishes, offering a fresh and luxurious feel. The improvements continue outside with fresh exterior paint, professional landscaping, a welcoming new front door, and a LeafFilter gutter protection system for added convenience and peace of mind. Step into the oversized backyard, where mature trees provide shade and character, and you'll find plenty of space to design the pool of your dreams, create an outdoor entertaining area, or simply enjoy the privacy and tranquility of your own backyard retreat. With extensive updates, an unbeatable location, and a spacious lot, this Winter Garden gem offers the perfect blend of comfort, style, and convenience. Roof 2018, Hot Water Heater 2026. Don't miss your opportunity to make it yours!
Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)
Listing Agent: Lana Larrivee (407-341-8814)
6279 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787
$546,49025 Days on yellowkey MLS ID: O6412141
2 Days Off yellowkey (back on 6/14/2026)
REDUCED by $15,500 (2.8%) on 06/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1913 Built: 2026Monthly Fee: $152 Tax: $1,372 (2024)Community: Silverleaf OaksSpa: NoSingle Family
Taxes:$1,372
Elementary School: Hamlin Elementary
Tax Year: 2024
Middle School: Hamlin Middle
Remarks: Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Haddock bungalow, a brand-new home that combines modern design and ultimate comfort. This home includes 3 spacious bedrooms, 2 full bathrooms, a powder room, a loft, a covered lanai, and a 2-car rear-load detached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. The kitchen boasts a large center island, a convenient storage pantry, and Whirlpool stainless steel appliances—including a vented microwave. Elkins white cabinetry, a decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite and en suite bathroom, two spare bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a glass-enclosed shower, quartz-topped dual vanity, private water closet, and linen closet. Throughout the entire first floor, bathrooms, and laundry room enjoy the beauty and convenience of ceramic tile. Plush, stain-resistant Shaw carpet covers the stairs, loft, and bedrooms, adding comfort and style. Smart home features include a smart thermostat, a smart doorbell, and LED downlights—ensuring your home is as connected as it is stunning. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787
$729,90052 Days on yellowkey MLS ID: O6400896
REDUCED by $20,000 (2.7%) on 06/14/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2931 Built: 2016Monthly Fee: $235 Tax: $5,441 (2025)Community: Hickory Hammock Ph 2ASingle Family
Taxes:$5,441
Elementary School: Whispering Oak Elem
High School: West Orange High
Remarks: MOVE-IN READY | CONSERVATION LOT with SERENE LAKE BURNETT INLET VIEWS | GATED COMMUNITY | Welcome to this beautifully upgraded 4-bedroom, 2.5-bath home offering nearly 3,000 square feet of living space on a **PREMIUM CONSERVATION LOT** in the highly sought-after GATED COMMUNITY of HICKORY HAMMOCK. Perfectly positioned across from a PARK WITH SITTING BENCHES and sidewalk and next to a LUSH GREEN SPACE ON THE RIGHT side. Enjoy the tranquil scenery from the screened lanai of the Lake Burnett Inlet, framed by majestic oak trees draped in spanish moss. This property delivers PRIVACY, NATURE, AND EXCEPTIONAL CURB APPEAL Inside, you’ll find a bright **OPEN-CONCEPT LAYOUT featuring tile flooring throughout the first floor and luxury vinyl plank flooring on the second floor. This home boasts **CROWN MOLDING, **CUSTOM WINDOW CASINGS, **CUSTOM FEATURE WALL in the dining room and designer touches throughout. The spacious kitchen is the heart of the home with 42” cabinetry, stainless steel appliances, pantry, dry island, and a seamless flow into the great room and dining areas, perfect for entertaining and everyday living. A dedicated office/flex room on the first floor, offers the ideal work-from-home setup or bonus living space. Upstairs you will find additional living space in the oversized game room. The spacious primary suite features a cozy window bench seat, LARGE WALK-IN CLOSET, DUAL VANITIES, SOAKING TUB, WALK-IN SHOWER and private water closet. GENEROUSLY SIZED SECONDARY BEDROOMS, with two offering walk-in closets. Step outside to the screened lanai and enjoy peaceful water and conservation views from the FULLY FENCED BACKYARD with aluminum fencing, featuring dual side gates. Additional upgrades include **FRESH EXTERIOR PAINT, **NEW WATER HEATER** **NEW DISHWASHER** **NEWER WASHER AND DRYER** **GUTTERS WITH PREMIUM LEAF PROTECTION** **PRE-WIRING FOR A SECURITY SYSTEM. Residents of Hickory Hammock enjoy **RESORT-STYLE AMENITIES** including a Clubhouse, Resort Style Pool, Fitness Center, Tennis Courts, Sand Volleyball Courts, Fishing Pier, Playground, Walking Trails, Community Parks and Golf Cart Friendly Streets. Conveniently located near top-rated schools, shopping, dining, and major roadways. Only a short 10 minute drive to the Winter Garden Village or Downtown Winter Garden where you can enjoy a variety of restaurants, boutiques, Plant Street Market, coffee shops as well as the Farmer's Market on Saturday mornings. This is the Florida lifestyle Buyers have been waiting for. Schedule your private showing today.
Listing is courtesy of: CARIS REALTY AND INVESTMENTS INC (407-595-0009)
Listing Agent: Janelle Conway (407-595-0009)
5960 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$597,99643 Days on yellowkey MLS ID: G5112227
INCREASED by $40,873 (7.3%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Remarks: Virtually Staged. Under Construction. Welcome to this beautifully designed newer-construction, the Amelia, a charming single-story bungalow in the highly sought-after Avalon Woods community of Winter Garden! Built in 2026, this spacious residence offers modern finishes, an open-concept layout, and a prime location just minutes from Hamlin Town Center, shopping, dining, top-rated schools, and major highways. Inside, you’ll find a bright and inviting floor plan featuring a large kitchen with upgraded cabinetry, stainless steel appliances, stone countertops, and an oversized island overlooking the main living and dining areas — perfect for entertaining. The spacious primary suite offers a private retreat with a walk-in closet and a well-appointed bathroom with dual vanities and a large walk-in shower.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
16545 BROADWATER AVE, WINTER GARDEN, FL 34787
$849,900105 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
Taxes:$3,668
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
$549,90046 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
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
$799,90088 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
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
$515,00012 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
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
$680,00035 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
$515,00041 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
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)
3286 MAINSAIL CT, WINTER GARDEN, FL 34787
$889,00028 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
$900,000121 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
$1,699,000109 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
$530,00012 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
$769,99010 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
Elementary School: Water Spring Elementary
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
13410 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787
$794,99048 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
$725,000183 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
$477,00021 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)
5048 PALMETTO PARK DR, WINTER GARDEN, FL 34787
$990,00014 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 Agent: Jan Sample (407-415-1412)
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