Location: Winter Garden
Do Not Show Listings
5121 PASSION FLOWER WAY, WINTER GARDEN, FL 34787
$579,00076 Days on yellowkey MLS ID: O6376887
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2114 Built: 2025Monthly Fee: $148 Tax: $2,349 (2025)Community: Silverleaf Reserve/Hamlin Ph 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,349
Elementary School: Hamlin Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Beautiful bungalow on a premium corner lot,(U$8,000), ideally located directly across from the community pool and soccer field. This home features multiple upgrades( U$39.700) throughout and an excellent layout for comfortable living. Silverleaf offers the convenience of having both the elementary and middle schools located within the community, making it an exceptional choice for families. Prime location in one of Winter Garden’s most desirable neighborhoods.
Listing is courtesy of: MIAMI REALTY SOLUTION GROUP (786-361-7289)
Listing Agent: Gisele Verzola Barreto (407-913-7004)
16232 ROCK COAST DR, WINTER GARDEN, FL 34787
$925,00042 Days on yellowkey MLS ID: O6385935
REDUCED by $15,000 (1.6%) on 04/12/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3491 Built: 2017Monthly Fee: $270 Tax: $7,627 (2024)Community: Waterleigh Ph 1CSpa: YesSingle Family
Taxes:$7,627
Elementary School: Panther Lake Elementary
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: Welcome to your dream home and backyard oasis! This beautiful GAS HEATED SALTWATER POOL home has everything you will need! Downstairs boasts an open concept floor plan with a brand new kitchen, one of the only ones in Waterleigh. The sellers completely gutted the kitchen in 2025 during a 100k kitchen renovation and installed custom, high end Fabuwood cabinetry with drawer slide outs, and high end GE CAFE appliances including a GAS STOVE. This home is perfect for entertaining, having an open concept layout with a kitchen/living open space, while also boasting classic charm with a formal dining room off the kitchen. Situated off the front entryway is flex room that can easily be closed in with French doors to create a home office, playroom, formal sitting room, or exercise room! Out back, you will find a covered, screened in lanai perfect for dining à la Fresca with a gorgeous pool that is the perfect space for lounging and living the Florida lifestyle. You will love the privacy having NO REAR NEIGHBORS. Upstairs has 4 bedrooms, 3 FULL baths, and a sizable loft, perfect for families giving space for everyone to spread out. There’s even space for your furry friends with the fenced in back yard. Located in the sought after Horizon West area zoned for “A” schools including Panther Lake Elementary, Water Spring Middle School, and Horizon West High. Along with its amazing location, the Waterleigh community also offers a beautiful clubhouse with resort style pool, miniature golf course, beach volleyball, grills, picnic areas, water view, walking trails, and "bark parks" for your furry friends; making it a perfect place for the family lifestyle. Don't like mowing the lawn and weeding the shrubs? No problem, the HOA takes care of that for you here. Love the Florida golf cart life? You can take your street legal golf to the community pool, and join the neighbors for lots of fun, holiday golf cart parades! Good thing you have plenty of storage space in your 3 car garage! Within minutes you have loads of shopping and activities including Hamlin center, Flamingo Crossings shopping center, and Disney parks and resorts! All you have to do is move in and start enjoying the lifestyle of all Waterleigh has to offer!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Taylar Colangelo, Llc (781-413-7054)
9014 MORGANA CT, WINTER GARDEN, FL 34787
$2,190,00098 Days on yellowkey MLS ID: O6371050
REDUCED by $35,000 (1.6%) on 04/12/2026
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
Elementary School: None
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)
706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,337,00016 Days on yellowkey MLS ID: O6394059
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4019 Built: 2018Monthly Fee: $188 Tax: $17,895 (2025)Community: Canopy Oaks Ph 1Single Family
Taxes:$17,895
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: A home designed for the way you live today, where walls of glass open completely, blending indoor and outdoor spaces into one seamless experience. Located in the gated community of Canopy Oaks, this A.R. Bailey Homes LLC Delray model offers elevated design, flexibility, and everyday convenience. Well-maintained and only eight years young, this residence is set within an intimate enclave of just 49 homesites, offering a rare sense of privacy while remaining ideally positioned on Roper Road between Winter Garden’s historic downtown district and the Winter Garden Village shopping complex. The location further enhances its appeal with walkability to West Orange High School. From the moment you arrive, the home makes a lasting impression with high-end driveway pavers, a durable concrete tile roof, woodgrain garage doors, stone facade accents and grand 8-foot solid wood arched double entry doors. Inside, the layout unfolds with intention, balancing elegant design and functional living. The first-floor primary suite offers a peaceful retreat with a soaking tub, an oversized walk-in shower with dual heads and a bench, dual granite vanities and a custom closet system. A secondary first-floor, en-suite bedroom or office provides flexibility, while upstairs features a second primary suite, two additional ensuite bedrooms, a loft, a guest half bath and a covered rear balcony for added privacy and comfort. At the center of the home, the kitchen is designed to bring people together, featuring a natural gas cooktop with exterior venting, a built-in oven, upgraded KitchenAid appliances, a pot filler, 42-inch cabinetry with crown molding, a tile backsplash, under-cabinet lighting, a walk-in pantry and a large island that opens to the great room with coffered ceilings. Just beyond, a wine cellar with an iron gate adds a distinctive focal point for entertaining. The true standout is the home’s seamless indoor-outdoor connection. A full corner-opening glass wall, along with three-panel stackable sliding doors, extends both the dining and great rooms to a covered lanai with a motorized retractable screen, creating a natural flow for entertaining or everyday living. The spacious backyard, framed by a concrete stucco privacy wall, offers a blank canvas for a future pool or custom outdoor retreat. Thoughtful upgrades continue throughout, including motorized custom light filtering roller shades in the dining and great rooms, dual tankless water heaters, two AC units with zoned climate control, a mudroom, a reading nook and elegant iron stair railings. Residents of Canopy Oaks also enjoy a nature trail and a children’s play park. With proximity to downtown Winter Garden, Winter Garden Village, area hospitals, shopping, dining and major roadways including the Florida Turnpike, 429, 408 and I-4, this home presents a compelling opportunity to experience a lifestyle where design, comfort and location come together effortlessly.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Lisa Rutkowski (407-793-2416)
14140 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787
$997,0004 Days on yellowkey MLS ID: O6397262
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2346 Built: 1984Monthly Fee: $71 Tax: $10,303 (2025)Community: Country LakesSingle Family
Taxes:$10,303
High School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. A beautifully updated Winter Garden residence offering 4 bedrooms, 3 baths, and a thoughtfully designed layout that balances everyday comfort with effortless entertaining. Generous living spaces, recent luxury vinyl flooring, and seamless indoor-outdoor flow define the home's inviting character. The screened pool and spa create a standout backyard setting, with multiple direct access points from the home and a dedicated full bath ideally positioned for poolside use. Recent updates include a recent roof, updated pool, interior painting, garage repainting and a new range. A substantial backyard storage building provides valuable additional flexibility for storage, equipment, or workshop space. Residents also enjoy community tennis court and a boat ramp with access to Lake Tilden. Covered outdoor seating and expansive screened enclosure complete the experience, offering a private and functional retreat for relaxing or entertaining. Currently has no backyard neighbors. This home has close proximity to hospitals, shopping and more. The home is located in the desirable Country Lake Estates.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Sandra Farris (713-398-5321)
304 ERON WAY #2, WINTER GARDEN, FL 34787
$199,900124 Days on yellowkey MLS ID: O6366946
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1984 Tax: $2,151 (2025)Community: Townhomes Of Winter Garden CondoCondo
Taxes:$2,151
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: NEW PRICE. CONVENIENT 1 STORY CORNER 2/2 TOWNHOME, WITH 2 ASSIGNED PARKING SPACES, NEARBY THE HIGHWAY 50 AND THE WINTER GARDEN VILLAGE MALL WITH SUPERMARKET, LOWES, RESTAURANTS, BANKS, SHOPPING, ETC.
Listing is courtesy of: WINDERMERE REALTY GROUP (407-383-3147)
Listing Agent: Ramon Rosquete (352-207-4238)
15393 SANDFIELD LOOP, WINTER GARDEN, FL 34787
$985,00016 Days on yellowkey MLS ID: O6391325
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4303 Built: 2014Monthly Fee: $114 Tax: $7,809 (2025)Community: Reserve At Carriage PointeSpa: NoSingle Family
Taxes:$7,809
Remarks: This pristine Taylor Morrison Abbott floor plan, offered for sale for the very first time, sits on an oversized corner lot behind the gated entrance of The Reserve at Carriage Pointe in Winter Garden. Impeccably maintained and lovingly cared for since new, this home delivers everything on your must-have list with thoughtful upgrades and timeless appeal. As you arrive, the upgraded stone facade and side-entry garage make a striking first impression. Inside, soaring ceilings welcome you into a cavernous great room flooded with natural Florida light. A fully paid-off 12.8 KW solar system conveys with the sale, significantly reducing your monthly electric bills and enhancing long-term energy efficiency. The Abbott plan offers a versatile layout with four bedrooms, three-and-a-half baths, two bonus rooms, a dedicated home office, and a formal dining room. The kitchen impresses with 42-inch espresso cabinets featuring ornate trim, a natural gas cooktop, double convection ovens, and abundant counter space perfect for meal preparation and entertaining. The main floor primary suite serves as a private sanctuary, complete with two walk-in closets, a large shower, garden jetted tub, and a generous double vanity. Upstairs, the two bonus rooms provide excellent flexibility—one is a finished home theater (all equipment will convey) this could be an ideal gym or easily convertible to a fifth bedroom if needed. Main bonus room pool table conveys too ! Outside is where this home truly shines, the expansive corner lot features a fully fenced yard, an extended covered lanai, and a generous pool deck surrounding an incredible pool , creating the ultimate setting to enjoy Central Florida’s year-round sunshine. Also under the massive screen enclosure is full summer kitchen with side burner and sink. The Patio furniture is all negotiable. The Reserve at Carriage Pointe is a charming, gated enclave offering a peaceful retreat with unmatched convenience. You’re just minutes from endless shopping and dining options in every direction, including a quick 15-minute drive to historic downtown Winter Garden for its vibrant events, unique shops, and popular Saturday farmers market. Downtown Orlando and Disney’s front gates are only about 20 minutes away. Families benefit from the highly sought-after school district, with Foundation Academy nearby and Windermere Preparatory School a short drive further. Rarely does a home in this desirable area combine such generous living space, premium features, energy-saving solar, and an enviable location at this value. Once it’s gone, it’s truly gone—don’t miss this exceptional opportunity
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
15111 TEA TREE DR, WINTER GARDEN, FL 34787
$797,3984 Days on yellowkey MLS ID: G5110910
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2688 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Remarks: One or more photo(s) has been virtually staged. The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering FOUR bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully positioned for privacy. An additional bedroom and a flexible bonus room on the second floor provide ample space for family members or guests.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
6237 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787
$557,5894 Days on yellowkey MLS ID: G5110909
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Welcome to the Amelia, a charming single-story bungalow, located in the highly sought-after new community of Avalon Woods in Hamlin, Winter Garden. This thoughtfully designed home features a welcoming front porch, a covered breezeway, and a private courtyard, perfect for both relaxing and entertaining. Inside, additional windows have been added throughout, filling the home with abundant natural light and creating a bright, open feel. With its functional single-level layout, the Amelia offers effortless living while combining modern comfort with timeless bungalow charm. Located just minutes from the popular shopping and dining destinations of Winter Garden Village and historic downtown Winter Garden, Avalon Woods places residents close to everything they need. Nearby parks, trails, and recreational areas offer plenty of opportunities for outdoor enjoyment, while the area’s top-rated schools make it an excellent choice for families. With easy access to major roadways like SR-429 and the Florida Turnpike, commuting to Downtown Orlando, the theme parks, or neighboring communities is convenient and efficient. Avalon Woods delivers the perfect balance of comfort, connection, and community in one of Central Florida’s most desirable locations.
15039 GROVESIDE RD, WINTER GARDEN, FL 34787
$490,3804 Days on yellowkey MLS ID: O6398354
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1846 Built: 2026Monthly Fee: $247 Tax: $1,375 (2025)Community: Parkview At HamlinTownhouse
Taxes:$1,375
Remarks: Under Construction. Under Construction. Ready in June! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by your spacious flex space. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.
Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)
Listing Agent: Adam Schott (407-270-2747)
12780 SUNSET WALK DR, WINTER GARDEN, FL 34787
$465,0004 Days on yellowkey MLS ID: O6398355
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1760 Built: 2026Monthly Fee: $150 Tax: $400 (2025)Community: Westhaven At OvationTownhouse
Taxes:$400
Elementary School: Water Spring Elementary
Remarks: Under Construction. Toll Brothers New Construction at Winter Garden Horizonwest. Estimate completion Fall 2026. Our Kellogg Townhome features a covered entry that leads to an open and expansive living space, L shape cabinet kitchen, and dining. The home features a spacious courtyard with access to the detached 2 cars garage. The master bedroom is highlighted by a large walk-in closet and a private bath with dual vanities and separate shower.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Dayene Grubert (863-521-4474)
196 SUNSET GARDEN LN, WINTER GARDEN, FL 34787
$580,0004 Days on yellowkey MLS ID: O6398349
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2143 Built: 2026Monthly Fee: $80 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Taxes:$2,326
Remarks: Under Construction. Toll Brothers New Construction at Winter Garden Horizon West. Estimate completion end of 2026. Single family Bungalow. This home features a covered entry that leads to a spacious foyer and an expansive guest suite. The living area includes a dining room, with breakfast bar, great room, and access to the courtyard. The second-floor features 2 bedrooms and a master suite is highlighted by a large walk-in closet and a private bath with dual vanities, separate shower, and private water closet.
15027 GROVESIDE RD, WINTER GARDEN, FL 34787
$492,6304 Days on yellowkey MLS ID: O6398345
Remarks: Under Construction. Ready in June! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by your spacious study and storage closet. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.
195 SUNSET GARDEN LN, WINTER GARDEN, FL 34787
$641,0004 Days on yellowkey MLS ID: O6398339
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2460 Built: 2026Monthly Fee: $80 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Remarks: Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion end of 2026 Bungalow featuring a private in-law suite above a detached 2-car garage. A charming covered entry welcomes you into an open and expansive floor plan with seamless flow between the great room, kitchen, and dining area — ideal for both everyday living and entertaining. Enjoy outdoor Florida living with a covered lanai and a spacious private courtyard offering direct access to the detached garage and guest suite. The primary bedroom retreat includes a generous walk-in closet and a well-appointed bath with dual vanities, separate shower, and private water closet. Located in the highly sought-after Horizon West community, this thoughtfully designed home combines elegance, functionality, and flexible living space. Schedule your showing today.
648 ORANGE BELT LOOP, WINTER GARDEN, FL 34787
$499,99048 Days on yellowkey MLS ID: S5144591
REDUCED by $25,010 (4.8%) on 04/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1688 Built: 2018Monthly Fee: $338 Tax: $4,171 (2024)Community: Heritage/Plant StreetTownhouse
Taxes:$4,171
Elementary School: Dillard Street Elem
Remarks: Welcome to your opportunity to own in one of the most desirable locations near downtown Winter Garden—just off iconic Plant Street. This beautiful 3-bedroom, 2.5-bath home offers nearly 1,700 square feet of thoughtfully designed living space in an unbeatable setting. Step inside to an expansive great room featuring stylish wood-look tile and an open-concept layout that seamlessly connects the living, dining, and kitchen areas—perfect for entertaining. The kitchen is designed for both function and style, offering abundant stylish cabinetry, gorgeous backsplash, elegant gold hardware, granite countertops, gas stove and generous prep space. A screened courtyard with pavers creates a more private/secure outdoor retreat between the home and the detached 2-car garage. Whether you envision an outdoor lounge, garden oasis, or entertainment space, the possibilities are endless. Upstairs you will find upgraded- low maintenance flooring through out and your own private owner’s retreat. The spacious primary suite features a walk-in closet and an impressive ensuite bath designed to impress. Two additional bedrooms share a full bathroom, offering flexibility for guests, family, or a home office setup. A convenient half bath is located downstairs for visitors. Enjoy your summer months cooling off in the community which is located just a couple of minutes from your front door. This community is ideally positioned between the West Orange Trail Park and the Winter Garden Branch Library, and just minutes from the 429 for easy commuting. If you like to run or bike this home is the perfect place for you since it is located along the West Orange Trail. Walk—or hop on your golf cart—to downtown Winter Garden where you’ll enjoy the vibrant atmosphere of Plant Street Market, known for its local food vendors, craft brews, artisan goods, and year-round community events. Located close to the community pool and surrounded by everything that makes Winter Garden special, this home truly offers the lifestyle buyers are searching for. Lower utility bills since it's an inside unit, double pane windows and a tankless water heater. Schedule your private showing today and experience why this location is so highly sought after.
Listing is courtesy of: CORCORAN CONNECT LLC (407-953-9118)
Listing Agent: Milinda Knollinger (321-624-7384)
628 ORANGE BELT LOOP, WINTER GARDEN, FL 34787
$525,00035 Days on yellowkey MLS ID: O6389653
0 Days Off yellowkey (back on 4/11/2026)
REDUCED by $4,900 (0.9%) on 04/04/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1850 Built: 2018Monthly Fee: $336 Tax: $3,620 (2025)Community: Heritage At Plant Street Community AssocSpa: NoTownhouse
Taxes:$3,620
Remarks: Under contract-accepting backup offers. Live the downtown Winter Garden lifestyle in this beautifully upgraded CORNER UNIT townhome in the sought-after community of Heritage at Plant Street—perfectly located in the GOLF CART DISTRICT with direct access to the renowned WEST ORANGE TRAIL. Built in 2018 by M/I Homes and meticulously maintained by its original owners, this 2-story, 3 bedroom, 2.5 bath townhome with a 2-car garage offers the ideal combination of low-maintenance living, thoughtful upgrades, and a prime corner location. With HOA-covered exterior maintenance—including the roof and grounds—you’ll spend less time on upkeep and more time enjoying everything downtown living has to offer. The coveted corner placement provides extra privacy, abundant natural light, and a common area GRASSY SIDE YARD perfect for pets or play, while a large guest parking lot sits conveniently just steps from the front door. Inside, the Windham II floor plan features soaring ceilings and a bright, open layout. A light-filled den off the foyer with three large windows offers flexibility as a home office, playroom, or second living space. The heart of the home is the DESIGNER KITCHEN, showcasing slate GE Profile appliances, a NATURAL GAS COOKTOP AND CUSTOM RANGE HOOD, stacked convection wall oven and microwave, and 42" dark shaker cabinetry with hardware. SILESTONE countertops, tiled backsplash, under-cabinet LED lighting, and stylish pendant lights complete the space. The large island with breakfast bar and included barstools opens seamlessly to the dining area and great room, creating the perfect setup for entertaining. Corner-unit placement provides windows on two sides of the great room and dining area, creating a bright, naturally lit living space. The entire first floor features durable large format ceramic tile flooring, while the staircase has been upgraded with dark engineered wood for a polished, low-maintenance look. A spacious laundry room with full-size washer and gas dryer, upper cabinets, and an oversized under-stair storage nook adds everyday convenience. Upstairs, the private primary suite offers a large walk-in closet and an elegant en-suite bath with raised-height dark shaker cabinetry, Silestone double vanity, and a tiled walk-in shower with seamless glass enclosure. Two additional bedrooms share a well-appointed bathroom with matching finishes and a tiled tub/shower combination. Step outside through the French door with built-in blinds to your private, screened brick-paver courtyard, offering both covered and open seating areas—perfect for relaxing or entertaining while overlooking the grassy side yard. The adjoining two car garage with alley access includes screened sliders for a cross breeze into the patio area. Energy-efficient features include ENERGY STAR double-pane Low-E windows, HVAC, insulation, and appliances. The ROOF, HVAC, and INSTANT HOT GAS WATER HEATER were installed in 2018 and have been regularly serviced. The home also features modern high end, noise free ceiling fans with remotes in all bedrooms and living areas, faux wood blinds throughout, and a NEUTRAL INTERIOR PALETTE ready for your personal style. Residents enjoy neighborhood amenities including a POOL and DOG PARK, all just minutes from the shops, dining, and vibrant atmosphere of historic downtown Winter Garden. Spring into the season of easy living—this rare corner-unit opportunity is your key to enjoy everything downtown Winter Garden is famous for.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Kim Blaylock (407-497-9321)
18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$745,000114 Days on yellowkey MLS ID: S5140531
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: 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. Seller is offering $10,000 concessions to buyers.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Jacqueline Cepeda (407-954-1983)
1261 WINTER GREEN WAY, WINTER GARDEN, FL 34787
$255,00081 Days on yellowkey MLS ID: O6372438
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1984Monthly Fee: $63 Tax: $2,520 (2024)Community: Village Grove Phase 2Townhouse
Taxes:$2,520
Elementary School: SunRidge Elementary
Remarks: Under contract-accepting backup offers. Welcome to your new home in the heart of Winter Garden! Featuring a brand new roof and water heater 2026! This beautifully designed home offers the perfect blend of comfort, style, and modern amenities, making it an ideal choice for families and individuals alike. Step inside to discover a spacious interior featuring an open kitchen to the living space, providing ample storage and a contemporary feel. The kitchen is equipped with whirlpool matching appliances, granite countertops, also in all bathrooms. Large windows filling the space with natural light that add a touch of elegance. Step outside to your private fenced in backyard, where you can enjoy the Florida sunshine on your patio or host barbecues with friends and family. Residents have access to community amenities such as a swimming pool, playgrounds, and walking trails. Location is key, and this home does not disappoint! Situated in walking distance to downtown Winter Garden, you’ll have easy access to charming shops, renowned restaurants, and the vibrant farmers market held weekly. Plus, you are just a short drive away from all Central Florida attractions, including the beautiful beaches and major highways. With a low monthly HOA fee of just $63, which includes access to a community pool and yard maintenance, you can enjoy a worry-free lifestyle in this fantastic neighborhood. Don’t miss your chance to own this turn key home in one of the most desirable communities. THIS PROPERTY QUALIFIES FOR A $5,000 CREDIT WHEN USING FINANCING WITH PNC BANK LENDER! CERTAIN REQUIREMENTS DO APPLY! Schedule your private showing today and make 1261 Wintergreen Way your new home.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Jason Lygren (407-756-9402)
2439 BALFORN TOWER WAY, WINTER GARDEN, FL 34787
$570,00047 Days on yellowkey MLS ID: O6386373
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2508 Built: 2008Monthly Fee: $243 Tax: $3,490 (2025)Community: Stoneybrook West DSpa: NoSingle Family
Taxes:$3,490
Elementary School: Whispering Oak Elem
Remarks: Under contract-accepting backup offers. *Video Tour Available!* Experience the best of Florida living in the heart of Stoneybrook West, where resort-style amenities and a true sense of community come together. Behind 24-HOUR GUARD GATED ENTRANCE, you’ll find everything you need to live like you’re on vacation year-round—an Olympic-sized swimming POOL, splash zone, FITNESS CENTER, playground, tennis, basketball and pickleball courts, a fishing pier, plus a PRIVATE BOAT RAMP on Black Lake. Even better, the quarterly HOA INCLUDES SPECTRUM INTERNET AND CABLE, making life here as convenient as it is enjoyable. Tucked away on a quiet CUL-DE-SAC STREET with no through traffic, this home offers both privacy and charm from the moment you arrive. Warm curb appeal welcomes you inside to rich WOOD FLOORS and soaring ceilings that create a light, airy Florida feel. At the front of the home, the FORMAL LIVING AND DINING ROOMS provide flexible space for entertaining or working from home, highlighted by a welcoming staircase. Designed for gathering, the OPEN FLOOR PLAN seamlessly connects the family room and eat-in kitchen. The kitchen features abundant QUARTZ COUNTERTOPS, upgraded cabinetry, and a pantry to keep everything organized. Double sliding doors from both the kitchen and family room open to a SCREENED PATIO OVERLOOKING A PEACEFUL POND—no rear neighbors, just tranquil views and evening sunsets. Upstairs, you’ll find the bedrooms along with a convenient laundry room. The primary suite is spacious with wood floors, double sinks, quartz countertops, a water closet, and WALK-IN CLOSET. The RENOVATED SECOND BATHROOM offers a beautifully tiled shower and tub with a built-in shampoo niche. Generously sized secondary bedrooms feature deep closets for all your storage needs. Additional upgrades include a NEWER ROOF (2021), NEWER WATER HEATER (2024), ceiling fans throughout the home and patio, a convenient half bath downstairs, new irrigation panel, updated faucets and shower head in the primary bath, newer microwave and refrigerator, window blinds and exceptional storage throughout. This is more than a home—it’s your opportunity to embrace the Florida lifestyle, where sunny days, waterfront adventures, and a vibrant community are all right outside your door.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Tennille Biggers (850-628-4455)
5526 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787
$649,000128 Days on yellowkey MLS ID: O6365476
REDUCED by $31,000 (4.6%) on 04/11/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2240 Built: 2013Monthly Fee: $184 Tax: $8,004 (2025)Community: Signature LakesSingle Family
Taxes:$8,004
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bath single-family home in the highly desirable Winter Garden area. Built in 2013, this attractive two-story residence offers a thoughtful layout with spacious living areas, comfortable bedrooms, and well-appointed bathrooms. The home features durable concrete block construction with a stucco exterior and drywall interior finishes, providing lasting quality and a neutral backdrop for any décor style. The first floor includes inviting living and dining spaces ideal for everyday living and entertaining, while the second floor provides additional bedrooms and flexible-use areas to suit a variety of lifestyle needs. With five bedrooms, this property easily accommodates guests, home office needs, or multi-generational living. As part of the Independence community, residents enjoy a wide array of amenities including two clubhouses, two resort-style swimming pools, fitness centers, tennis and basketball courts, multiple playgrounds and parks, walking and biking paths, and private boat-ramp and water-access facilities. The neighborhood offers easy access to shopping, dining, schools, and major roadways, making this home a perfect blend of comfort, convenience, and community living. The property also features a beautiful and modern pool that enhances the backyard and creates a truly unique space for family and friends. The inviting front porch is the perfect spot to enjoy a relaxing weekend coffee.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Any Alves (407-455-0618)
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