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7921 Iceland Gull Street, Winter Garden
$510,000
3 Beds ⋅ 3 Baths ⋅ O6431061 MLS
Under contract-accepting backup offers. Welcome home to this freshly painted, charming Craftsman- inspired residence offering 2193 square feet of thoughtfully designed living space in one of Winter Garden's most desirable communities! This beautifully maintained home features 3 spacious bedrooms, 2 1/2 baths and a versatile loft/bonus room- perfect for a home office, media room or play area. The heart of the home is the open-concept kitchen overlooking the dining and family room, complete with an EXTRAORDINARY walk-in pantry that provides exceptional storage. Tile flooring flows throughout the main living areas, while the primary suite features warm hardwood flooring. Upstairs, the loft and secondary bedrooms are finished with comfortable Berber carpet. Step outside to relax or entertain on the screened lanai, offering the perfect space to enjoy Florida's beautiful weather year-round. Residents enjoy outstanding community amenities, including a resort-style pool, clubhouse, tennis courts, zip line and a dog park. Summerlake also appreciates access to TOP-RATED "A" schools. Conveniently located with easy access to Disney, Universal, Sea World, shopping, dining, major highways and all that Central Florida has to offer, this home truly combines comfort, convenience and an exceptional lifestyle!

7921 Iceland Gull Street, Winter Garden
17322 Beachgrass Alley, Winter Garden
$669,990
4 Beds ⋅ 4 Baths ⋅ O6438247 MLS
Under Construction. Welcome to 17322 Beachgrass Alley in Winter Garden, Florida: a beautifully crafted new construction home built by M/I Homes. This 2-story single-family home offers 2,791 square feet of thoughtfully designed living space, featuring 4 bedrooms, 3 full bathrooms, and 1 half bathroom. Step inside to discover an open-concept living space that creates a seamless flow between gathering areas, perfect for everyday living and entertaining. The quality of design is evident throughout, with carefully selected finishes and attention to detail in every room. The owner's bedroom features a private en-suite bathroom and two walk-in closets, providing a comfortable retreat at the end of each day. The loft, the perfect space for movie night, game day, or just a second hang out, separates the owner’s suite from the secondary bedrooms, giving everyone the privacy they deserve. Enjoy outdoor living on the lanai, an ideal space for relaxing or hosting guests in the Florida climate. This home is situated in a well-established neighborhood with convenient proximity to parks and recreational spaces, making it an excellent choice for those who value an active lifestyle. The quality of design throughout this home reflects careful craftsmanship and a commitment to comfortable, functional living. Don't miss the opportunity to make this exceptional home yours.

17322 Beachgrass Alley, Winter Garden
402 E Maple Street, Winter Garden
$825,000
6 Beds ⋅ 6 Baths ⋅ G5117336 MLS
SIGNIFIGANT PRICE REDUCTION- SELLER IS MOTIVATED! RARE DUAL-RESIDENCE PROPERTY | NO HOA | MINUTES TO DOWNTOWN WINTER GARDEN Built in 2021 on a prime corner lot, this custom property features two complete attached residences under one roof. Designed for maximum privacy, each home faces a separate street, featuring its own street address, private covered front porch, and dedicated 2-car garage (4 garage spaces total). Ideal for house-hacking, multi-generational living, or long-term dual-rental income. --- KEY PROPERTY SPECS: Total Living Space: 2,876 heated sq ft Total Bed / Bath: 6 Bedrooms | 4 Full Baths | 2 Half Baths Layout: Identical two-story layouts (3 Beds / 2.5 Baths per side) Parking: 4 total garage bays (2 attached 2-car garages) + separate driveways Year Built: 2021 (Block construction, double-pane windows, zoned HVAC) HOA: None — no monthly fees, no restrictive rental caps --- THE RESIDENCES: Wilson Street Unit: Upgraded with luxury vinyl plank flooring, open-concept living, and an upgraded kitchen featuring stone countertops, gas cooking, and French doors leading out to patio space. Upstairs holds a primary suite with walk-in closet and private bath, plus two guest bedrooms and a second full bath. Maple Street Unit: Turnkey and low-maintenance with clean tile and durable laminate flooring. Features an open living/dining layout, powder bath on the main floor, and 3 bedrooms with 2 full baths upstairs. --- THE LOCATION: Minutes to Historic Downtown Winter Garden, Plant Street dining, breweries, and the award-winning Farmers Market Direct proximity to the West Orange Trail Quick access to SR-50, the 429, and Florida’s Turnpike for easy Central Florida commutes Live in one side and offset your mortgage with the other, keep extended family next door, or rent both for strong cash flow. Contact us today to schedule your private tour!

402 E Maple Street, Winter Garden
9982 Beach Port Drive, Winter Garden
$791,300
4 Beds ⋅ 4 Baths ⋅ O6437583 MLS
Under contract-accepting backup offers. WATER & CONSERVATION VIEW | NO REAR NEIGHBORS | THREE-CAR TANDEM GARAGE | POOL READY, FENCED YARD | NEW CARPET & FRESH PAINT | MOVE IN READY -- Located in Winter Garden's sought-after Waterleigh community, minutes from Walt Disney World. The home sits on a premium oversized homesite backing to conservation, with pond views and no rear neighbors. It is part of D.R. Horton's luxury Emerald Collection, built with upgrades like a concrete tile roof and an extended tandem garage. New carpet and fresh interior paint throughout. The flexible floor plan offers four bedrooms, a first-floor bonus room, and a spacious upstairs loft. A first-floor bedroom and full bath make an ideal setup for guests, multigenerational living, or a private home office. The gourmet kitchen offers quartz counters, a built-in oven, an induction cooktop, a range hood vented outside, a butler's pantry, and a walk-in pantry. It opens to the living room and a dining room with water views. Upstairs, the primary suite features a tray ceiling, a pond-view sitting area, a garden tub, and a walk-in shower. Outside, the screened lanai with brick pavers overlooks a fully fenced backyard with room to design your own custom pool. The 38-foot tandem garage adds an epoxy floor and a Tesla EV charger that conveys. Best of all, this is maintenance-free living: the HOA handles the lawn and landscaping for you, along with resort-style amenities including community pools, clubhouse, fitness center, parks, playgrounds, and a dog park. Close to Horizon West and Hamlin shopping and dining, with easy access to SR-429. Zoned for Atwater Bay Elementary, Water Spring Middle, and Horizon High School. Seller is a licensed Florida real estate sales associate.

9982 Beach Port Drive, Winter Garden
16753 Turtle Hatch Drive, Winter Garden
$1,159,000
4 Beds ⋅ 4 Baths ⋅ O6438081 MLS
Under contract-accepting backup offers. Exquisite Sanctuary with Private Pool in Gated Waterside! Welcome home to this meticulously maintained, one-story masterpiece situated in the heart of Waterside, Winter Garden's established, sought-after gated community. Offering an unparalleled blend of luxury and privacy, this spectacular residence invites you to enjoy calming lakefront views the moment you enter the neighborhood. From the moment you step through the charming front courtyard, the home showcases exceptional quality and elegant upgrades. The gourmet kitchen serves as the heart of this open-concept layout, featuring custom cabinetry and a sun-drenched breakfast room that overlooks your private pool and a serene conservation lot. Retreat to the thoughtfully designed primary suite—a true oasis featuring a spacious walk-in closet with custom built-ins, French door opening to the covered patio, and a spa-like ensuite bath complete with dual vanities, a private commode room, garden tub, and a separate walk-in shower. Custom craftsmanship highlights every detail of this home, from the elegant coffered ceilings in the dining room to custom cabinetry and built-in closets. Off the sunlit breakfast room, a dedicated office area with custom built-in counters provides a functional workspace. Outside, enjoy a freshly painted exterior (2024) and an inviting covered screened lanai featuring a built-in outdoor grill with a sleek bar—perfect for year-round entertaining. Designed for comfortable living and entertaining, the home features a 3-way split bedroom layout, a custom-built entertainment center in the family room, and a Sonos sound system with five separate zones throughout. Embrace the ultimate Florida lifestyle in your private backyard paradise. Designed for inviting entertaining, the space includes a custom pool, spa, and a built-in outdoor grill, all set against a tranquil green space with the privacy of no rear neighbors. Watch the sunset over the lake and unwind in your own personal oasis. Residents of Waterside enjoy an exclusive atmosphere with premier amenities, including a community pool, fitness center, clubhouse, and a playground. Ideally positioned just minutes from top-rated schools, shopping, Disney, downtown Winter Garden, and major roadways, including the 429, 408, and the Florida Turnpike.

16753 Turtle Hatch Drive, Winter Garden
1372 Roxy Lane, Winter Garden
$519,900
4 Beds ⋅ 3 Baths ⋅ O6437028 MLS
Under contract-accepting backup offers. Welcome home to Waterside on Johns Lake, a highly sought-after community in Winter Garden! This 4-bedroom, 3-full-bath, 2,030 sq. ft. single-family home sits on a desirable CORNER LOT and offers an open-concept floor plan with a great blend of functionality and living space. The first floor features a spacious great room with a custom shiplap accent wall and private in-wall electric fireplace, creating a comfortable space to relax or entertain. The great room flows seamlessly into the dining area and kitchen, which features 42-inch grey shaker cabinetry, quartz countertops, and a pantry. Also on the first floor is a full bathroom and a bedroom currently being used as an office, making it ideal for guests, a home office, or flexible living needs. A convenient mudroom with generous storage provides additional functionality. Step outside to a private patio with a dedicated seating and entertaining area, along with a large fenced-in side yard. The rear of the property features a detached 2-car garage and a private driveway with additional parking for two vehicles. Upstairs, the split-bedroom layout provides privacy and flexibility. The spacious primary suite features an oversized bedroom, walk-in closet, and private en-suite bathroom. Two additional bedrooms, a third full bathroom, and a dedicated laundry room complete the second floor. The location is hard to beat, with convenient access to Winter Garden Village, Hamlin, Horizon West, Downtown Winter Garden, and SR-429. Enjoy an easy drive to Central Florida's major attractions, including Disney, SeaWorld, and Universal Studios, as well as an abundance of shopping, dining, and entertainment options. Waterside on Johns Lake features resort-style amenities including a community pool and clubhouse, playground, park, fitness center, and community dock on Johns Lake. The home is also zoned for highly regarded A-rated schools, including Hamlin Elementary, Hamlin Middle, and West Orange High.

1372 Roxy Lane, Winter Garden
15124 Lemon Peel Alley, Winter Garden
$585,000
4 Beds ⋅ 4 Baths ⋅ O6438797 MLS
Welcome to 15124 Lemon Peel Aly, a beautifully upgraded two-story home in desirable Winter Garden offering approximately 2,500 square feet of thoughtfully designed living space. Featuring 4 bedrooms and 3.5 bathrooms, this home offers a spacious and versatile floor plan ideal for comfortable family living, entertaining, and multi-generational households. The main level features a welcoming living area, beautiful upgraded wood-look tile flooring, and a convenient half bathroom. The home also features quality carpeting in select areas, adding warmth and comfort to the living spaces. A natural gas connection adds convenience and flexibility for everyday living. Upstairs, the well-designed floor plan features two primary suites, along with two additional bedrooms and a full bathroom. A spacious loft provides valuable additional living space and can easily serve as a home office, media room, play area, or secondary gathering space. Thoughtfully upgraded finishes throughout the home give it a polished and comfortable feel, while the flexible bedroom layout provides excellent options for families, guests, or those seeking additional private living space. Residents can also enjoy access to the community swimming pool, offering an additional amenity for relaxation and outdoor enjoyment. Ideally located in Winter Garden, this home offers a combination of generous living space, an exceptional floor plan, quality finishes, and a convenient Central Florida lifestyle. Don’t miss the opportunity to make this beautiful and versatile home your own!

15124 Lemon Peel Alley, Winter Garden
6135 Flowering Cherry Bend, Winter Garden
$765,490
4 Beds ⋅ 4 Baths ⋅ G5117323 MLS
Virtually Staged. Under Construction. 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. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.

6135 Flowering Cherry Bend, Winter Garden
Winter Garden
$871,315
4 Beds ⋅ 3 Baths ⋅ G5117322 MLS
Virtually Staged. Pre-Construction. To be built. Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,740 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. Sample Images.

Winter Garden
14567 Cedar Hill Drive, Winter Garden
$1,199,000
5 Beds ⋅ 4 Baths ⋅ O6430207 MLS
Under contract-accepting backup offers. HAVE YOU BEEN SEARCHING FOR A 5-BEDROOM HOME with a DEDICATED OFFICE, PRIVATE THEATER/MEDIA ROOM, TWO BONUS SPACES, and nearly 5,000 SQUARE FEET—but it just hasn’t been there? NOW IT IS! This stunning 5-bedroom, 4-bath home offers an exceptional combination of SPACE, LUXURY, PRIVACY & FUNCTIONALITY, beautifully situated on a FENCED CONSERVATION LOT with NO REAR NEIGHBORS and FRESH SOD in the backyard. STORAGE GALORE! With GENEROUS CLOSETS, WALK-IN STORAGE, AN OVERSIZED WALK-IN PANTRY, and thoughtful storage throughout, this home truly has it all. METICULOUSLY MAINTAINED AND USED AS A VACATION HOME, the property has been kept in PRISTINE CONDITION. The OPEN-CONCEPT FLOOR PLAN features WOOD-LOOK TILE THROUGHOUT THE MAIN LEVEL, TRAY & COFFERED CEILINGS, CUSTOM BUILT-INS, NEW FIXTURES, and abundant natural light. The GOURMET KITCHEN offers 42-INCH CABINETRY, GRANITE COUNTERTOPS, DOUBLE WALL OVENS, COOKTOP, STAINLESS-STEEL APPLIANCES, LARGE ISLAND, and an OVERSIZED WALK-IN PANTRY with abundant cabinet and counter space, all overlooking the spacious family room. The FIRST-FLOOR PRIMARY SUITE is a true retreat with a SITTING AREA, DUAL WALK-IN CLOSETS, and SPA-INSPIRED PRIMARY BATH featuring a double-sink granite vanity, garden tub, and separate shower. The primary closet is CUSTOM DESIGNED BY CALIFORNIA CLOSETS for exceptional organization. Upstairs features FOUR ADDITIONAL SPACIOUS BEDROOMS, EACH WITH A WALK-IN CLOSET, plus a LOFT/ GAME ROOM, DEDICATED MEDIA/THEATER ROOM, and multiple bonus spaces perfect for a HOME OFFICE, MOVIE NIGHTS, GAME DAYS, OR GUESTS. A JACK-AND-JILL BATHROOM WITH SEPARATE VANITIES adds convenience. Step outside to your PRIVATE BACKYARD OASIS featuring a BEAUTIFUL HEATED SALTWATER POOL & SPA, COMPLETED IN 2025, creating the perfect setting for relaxing and entertaining. The POOL PUMP and HVAC WERE UPGRADED IN 2025 to a variable-speed, high-efficiency system for enhanced performance and energy efficiency. INTEGRATED POOL LIGHTING within the screen enclosure creates the perfect evening ambiance. The SCREEN-ENCLOSED REAR PATIO WITH BRICK PAVERS overlooks the peaceful conservation area, providing exceptional privacy. Additional highlights include STONE ELEVATION, COVERED FRONT PORCH, FRESHLY EPOXIED TANDEM 3-CAR GARAGE FLOOR, TESLA CHARGER STATION, ALARM SYSTEM, POOL SAFETY GATE, and NO DIRECT REAR NEIGHBORS. WATER FILTRATION & EXTRAS INCLUDED! The CULLIGAN WATER SYSTEM, WHOLE-HOUSE FILTRATION SYSTEM, WATER SOFTENER, AND REVERSE OSMOSIS DRINKING WATER SYSTEM all stay with the home. Plus, the POOL TABLE IS INCLUDED with the purchase. Enjoy RESORT-STYLE COMMUNITY AMENITIES, including a clubhouse with fitness center and monthly activities, RESORT-STYLE POOL, PLAYGROUNDS & DOG PARK, with MONTHLY HOA FEE INCLUDING LAWN CARE. Ideally located minutes from HORIZON WEST RESTAURANTS & SHOPPING, CINÉPOLIS LUXURY DINE-IN MOVIE THEATERS, CRAFT & FARMERS MARKETS, WINTER GARDEN VILLAGE & DISNEY, with easy access to SR 429, FLORIDA’S TURNPIKE, SR 408 & DOWNTOWN ORLANDO. TOP-RATED SCHOOLS add even more appeal to this incredible location.

14567 Cedar Hill Drive, Winter Garden
2108 Tillman Avenue, Winter Garden
$849,000
5 Beds ⋅ 4 Baths ⋅ O6437773 MLS
Under contract-accepting backup offers. Welcome home to 2108 Tillman Avenue, a beautifully maintained Mediterranean-style pool home located in the sought-after gated community of Bronson’s Landing in Winter Garden. Offering five bedrooms plus a dedicated office, four full bathrooms, a three-car garage, and an incredibly versatile floor plan, this move-in-ready home combines generous living space with the relaxed Florida lifestyle. From the moment you arrive, the home makes an inviting impression with its paver driveway, mature landscaping, and classic barrel-tile roof. Inside, you’ll find a bright and spacious interior featuring brand-new carpet, plantation shutters, crown molding, bamboo flooring throughout the main living areas, and multiple spaces designed for both everyday living and entertaining. The home also features surround sound throughout both the interior and outdoor living areas, creating the perfect atmosphere for entertaining inside or by the pool. The kitchen is truly the heart of the home, offering abundant cabinetry and counter space, a center island, breakfast bar, stainless steel appliances, and an adjoining breakfast nook overlooking the pool and lanai. The expansive family room flows seamlessly from the kitchen and opens through French doors to the outdoor living area, creating an ideal setup for entertaining. The spacious primary suite is conveniently located on the first floor and features a recessed ceiling, two large walk-in closets, and French doors providing direct access to the pool. The ensuite bath includes dual vanities, a garden tub, walk-in shower, and private water closet. Additional first-floor bedrooms provide excellent flexibility for family and guests, while the dedicated office is perfect for working from home.Upstairs, additional living space offers even more versatility and can easily serve as a guest suite, media room, game room, fitness area, playroom, or second family room.Step outside and enjoy your own private Florida retreat. The fully fenced backyard features a screened-in pool with waterfall, tropical landscaping, and a spacious covered paver lanai with plenty of room for outdoor dining, entertaining, or simply relaxing by the pool. Additional improvements include BOTH HVAC SYSTEMS REPLACED IN 2020 and a NEW WATER HEATER IN 2024, providing added peace of mind. The oversized three-car garage offers excellent space for vehicles, storage, and more.Bronson’s Landing offers the privacy of a gated community while placing you just minutes from Winter Garden Village, shopping, restaurants, medical facilities, highly regarded area schools, and convenient access to SR-429 and Florida’s Turnpike. Historic Downtown Winter Garden and Plant Street, Walt Disney World, and Downtown Orlando are all within easy reach. With five bedrooms plus an office, four full baths, a screened private pool, three-car garage, major mechanical updates, and an outstanding Winter Garden location, 2108 Tillman Avenue offers the space, flexibility, and lifestyle today’s buyers are looking for. Come experience everything this exceptional home has to offer.

2108 Tillman Avenue, Winter Garden
5887 Cypress Hill Road, Winter Garden
$450,000
3 Beds ⋅ 3 Baths ⋅ O6438059 MLS
Under contract-accepting backup offers. Welcome to 5887 Cypress Hill Rd, a beautifully maintained 3-bedroom, 2.5-bath home located in the highly desirable Orchard Hills community of Winter Garden. Built in 2017, this spacious 1,810-square-foot home offers an inviting open floor plan with high ceilings, modern finishes, and plenty of natural light. The kitchen features granite countertops and opens seamlessly to the main living and dining areas, making it ideal for both everyday living and entertaining. The primary suite offers a comfortable retreat with a walk-in closet, while the additional bedrooms provide plenty of space for family, guests, or a home office. Enjoy the convenience of a 2-car garage, low-maintenance living, and a location just minutes from Winter Garden Village, shopping, dining, entertainment, and major roadways including the 429. Orchard Hills residents enjoy fantastic amenities including a community pool, clubhouse, fitness center, playground, dog park, sidewalks, and lawn maintenance included with the HOA. With its combination of comfort, convenience, and an exceptional Winter Garden location, this home is a must-see!

5887 Cypress Hill Road, Winter Garden
2204 Romanum Drive, Winter Garden
$539,000
4 Beds ⋅ 3 Baths ⋅ S5156590 MLS
Welcome to this beautifully maintained and thoughtfully decorated 4-bedroom, 3-bathroom, single-story family home in the quiet and highly sought-after Alexander Ridge neighborhood of Winter Garden. From the moment you enter, you’ll appreciate the warm, welcoming atmosphere and the open, bright and spacious floor plan, featuring a desirable three-way split bedroom layout that offers privacy and flexibility for family and guests. The home features numerous upgrades, including ceramic tile flooring, laminate flooring in all bedrooms, crown molding, a paved lanai and a fully fenced backyard. Major recent improvements include a NEW AC and a NEW ROOF in 2024, while the water heater is approximately four years old. The beautifully upgraded kitchen features recessed lighting, 42-inch maple espresso cabinetry, quartz countertops, stainless steel appliances and a convenient island with seating—perfect for casual breakfasts or entertaining. The spacious primary suite offers his-and-hers fitted closets and a private en-suite bathroom. A second bedroom also enjoys its own en-suite bathroom, while the remaining two bedrooms share a well-appointed hall bathroom, making this an ideal layout for families or visiting guests. The family room opens through sliding glass doors onto a paved, screened lanai overlooking the private, fully fenced backyard with no rear neighbors. It’s the perfect setting to enjoy your morning coffee, unwind after a long day or entertain friends and family while enjoying the Florida lifestyle. Alexander Ridge offers wonderful community amenities, including a community pool and playground, with LAWN CARE INCLUDED IN THE HOA. The location is equally impressive, with convenient access to major highways, shopping, dining and all that desirable Winter Garden has to offer. Don’t miss this fantastic opportunity to own a move-in-ready Florida home in a wonderful community and an unbeatable location!

2204 Romanum Drive, Winter Garden
17077 Wingspread Loop, Winter Garden
$1,349,000
5 Beds ⋅ 5 Baths ⋅ O6437444 MLS
Virtually Staged. Welcome to this beautifully upgraded home in Winter Garden, where thoughtful design, exceptional upgrades, and resort-style outdoor living come together. From the moment you enter, you’ll appreciate the attention to detail, quality finishes, and extensive improvements throughout. The heart of the home is the fully upgraded gourmet kitchen, featuring upgraded cabinetry, an oversized island, upgraded backsplash, upgraded pendant lighting, and a custom pantry. The movie room takes entertaining to the next level with a built-in wet bar featuring upgraded cabinetry, creating the perfect space for movie nights, game days, and gatherings. The home features CoreTec luxury vinyl plank flooring throughout and on the stairs, complemented by upgraded stair handrails and wrought-iron banisters. Additional comfort and convenience upgrades include an Ecowater water softener, Grundfos circulating pump, purified cold-water filtration at the kitchen sink, and Nu-Calgon UV light sanitizers for both air-handler coils. Step outside to your own private oasis featuring an impressive in-ground pool and outdoor living package by Kura Pools, complete with an 8' x 8' spa, heater, chiller, and screened enclosure. The backyard has been enhanced with newly planted hibiscus and Christmas palms, while an AI-powered Govee outdoor lighting system lets you illuminate and customize the outdoor space for any season or occasion. Additional upgrades include a dedicated 600V electrical panel for pool equipment, an included Tesla EV charger, garage door openers, a laundry room tub, upgraded pedestal in the first-floor powder room, plantation-style shutters on the main floor family room and primary suite, and manual roller shades in select areas. Security and convenience are also top priorities with an Amazon Ring security system featuring indoor and outdoor cameras throughout the home. This exceptional property combines luxury, functionality, entertainment, and outdoor living in one of Winter Garden’s desirable communities. With an extensive list of upgrades already completed, this home offers an opportunity to enjoy a truly turnkey lifestyle with little left to do but move in and enjoy.

17077 Wingspread Loop, Winter Garden
2716 Gorst Rd, Winter Garden
$859,000
5 Beds ⋅ 5 Baths ⋅ O6437314 MLS
Under contract-accepting backup offers. Welcome to 2716 Gorst Rd, a spacious 5-bedroom, 5-bathroom pool home in the sought-after StoneyBrook West community in Winter Garden, offering beautiful water views from the screened-in private pool and an inviting Florida outdoor setting perfect for relaxing, entertaining, and enjoying year-round outdoor living. Inside, the home offers a spacious and flexible floor plan with five bedrooms and five full bathrooms, including multiple bedrooms with private en-suite baths. The kitchen features a center island and opens to the family room, providing a comfortable and functional space for everyday living and entertaining. Major highlights include a new roof installed in 2025 and a spacious three-car garage. School assignments include Whispering Oak Elementary, SunRidge Middle School, and West Orange High School. School assignments should be independently verified with Orange County Public Schools. Located in the StoneyBrook West golf community, this home offers a great combination of space, water views, outdoor living, community amenities, and convenient access to shopping, dining, entertainment, major highways, and the many attractions and conveniences of Winter Garden. With water views, a private pool, five bedrooms, five full bathrooms, and a three-car garage, this home offers an exceptional opportunity to enjoy the Winter Garden lifestyle.

2716 Gorst Rd, Winter Garden
1345 Winter Green Way, Winter Garden
$225,000
2 Beds ⋅ 2 Baths ⋅ O6436146 MLS ⋅ 1345 BLDG.
Under contract-accepting backup offers. Virtually Staged. Newly updated & move in ready! This 2 bedroom townhome has a 1/2 bath on the main level with 2 bedrooms sharing a bath on the 2nd floor. The renovation included the kitchen and bathrooms utilizing wood tone cabinets and a neutral palette that is more classic than trendy. Kitchen is fully equip with stainless appliances, decent storage and a window overlooking the backyard. The first floor is all tile keeping it cool and low maintenance. All of the main living space is downstairs with an open concept dining and living room leaving flexibility to make the space work for your lifestyle. Stairs lead to the 2 bedrooms and bath tucked away upstairs. The bathroom has a cute design with extra storage and wood laminate flooring throughout, no carpet!! French doors lead to a private fenced backyard offering you room to relax, try your hand at gardening and entertain! Grass seed is being put down in the back yard. Out front, a small area is tucked behind a privacy wall and topped with a pergola-style roof. The main roof on these building is tile, truly the strongest choice for Florida's inclement weather! The front entry also includes a screen door, perfect for enjoying Florida's cooler days. With a low HOA & a Winter Garden address, this freshly updated townhome offers an appealing price point and access to all Central Florida has to offer. This area has grown immensely over the past several years bringing yes, some traffic, but more than makes up for it in opportunity and activities than ever!!! You can still find that hometown feel you see in movies, with the weekly Farmer’s Market in Historic Downtown, soccer and baseball fields bustling on Saturday mornings! Monthly and seasonal events are also abundant and so fun! Pop over to Epic or Disney for the afternoon or enjoy delicacies from around the world at Epcot! All just a short drive from home!

1345 Winter Green Way, Winter Garden
7179 Spring Park Drive, Winter Garden
$535,000
4 Beds ⋅ 3 Baths ⋅ O6436688 MLS
Under contract-accepting backup offers. Located in the vibrant Lakeview Pointe community within Horizon West, this model-like 4-bedroom with a 2-car detached garage perfectly combines the best location with sophisticated style. Positioned across from the neighborhood pool, splash pad, playground, fitness center, park and central mailboxes, the property welcomes you with a manicured lawn, mature landscaping and a charming covered front porch. Inside, the light-filled, open-concept layout features luxury vinyl flooring and a chef-inspired all-white kitchen equipped with quartz countertops, crown-molded cabinetry, stainless steel appliances and a spacious island breakfast bar. A highly convenient downstairs guest bedroom offers ideal accommodations for visitors or multi-generational living, while the upper level hosts a versatile loft space alongside the primary suite complete with tray ceilings, dual vanities and two walk-in closets. You have a direct view to DISNEY FIREWORKS from the primary bedroom and bathroom. Step outside to unwind on the screened and paved lanai, your own pest-free outdoor retreat. Positioned less than 10 minutes from Walt Disney World, residents have a dedicated neighborhood fireworks viewing station. Everyday convenience is unmatched with Hamlin Town Center featuring Publix, Target, Cinepolis Luxury Cinemas and top-tier dining just minutes away. Popstroke Golf and the renowned Orange County National Golf Center are close by, plus effortless commuting via SR-429. Low HOA and No CDD, the community covers lawn care, irrigation, mulching and all of the resort-style amenities. Fun food trucks come to the neighborhood every third Wednesday of the month. You may also enjoy scenic biking and walking trails and a COMMMUNITY DOCK with access to Huckleberry Lake, delivering an elevated, lock-and-leave lifestyle.

7179 Spring Park Drive, Winter Garden
1009 Spring Loop Way, Winter Garden
$475,000
3 Beds ⋅ 2 Baths ⋅ O6434327 MLS
Under contract-accepting backup offers. Welcome to a home where the Florida lifestyle takes center stage. Tucked within the established Crown Point Springs community on a spacious corner lot, this is the kind of place where mornings start slowly, weekends are spent outside, and some of Winter Garden’s favorite destinations are just minutes from home. The backyard is truly where this home comes to life. Start your morning with coffee on the lanai overlooking the backyard, pick fresh fruit from your own fruit trees, and spend the afternoon floating in the screened-in pool. The fenced yard adds another layer of privacy and functionality, while the pool enclosure creates a space made for everything from quiet afternoons with a book to weekend barbecues with family and friends. It’s easy to imagine the rhythm of life here—music playing by the pool, dinner on the patio, kids or pets enjoying the fenced yard, and evenings winding down with a drink overlooking the water. Inside, comfortable gathering spaces make everyday living just as enjoyable. The kitchen offers plenty of countertop space, stainless steel appliances, and a tiled backsplash, whether you're making a quick breakfast before heading downtown or preparing dinner for a house full of friends. When cooler Florida evenings arrive, the wood-burning fireplace creates the perfect setting for a cozy night at home. The home has also benefited from a number of improvements over the past several years, including a 2024 roof and HVAC system, 2023 water heater and microwave, 2024 dishwasher, and 2021 pool pump. The pool was also resurfaced in 2022, and the interior was painted in 2021. But what the owners have loved most extends beyond the property itself. Crown Point Springs is a great community with friendly neighbors, a low HOA, and golf-cart accessibility, all while being close to the heart of Downtown Winter Garden. That means weekends don't have to involve much planning. Take the golf cart out for a ride, spend Saturday morning exploring the Downtown Winter Garden Farmers Market, grab brunch or browse the shops along Plant Street, or hop on your bike for a ride along the West Orange Trail. After your nearby activities, head home for an afternoon by your own pool. It's a lifestyle that gives you the best of both worlds—the energy and charm of Winter Garden when you want it and your own private retreat when you're ready to come home. Pool days, golf-cart rides, and Plant Street nights—this is the Winter Garden lifestyle you've been waiting for.

1009 Spring Loop Way, Winter Garden
1424 Scarlet Oak Loop, Winter Garden
$379,000
3 Beds ⋅ 3 Baths ⋅ O6436325 MLS ⋅ 1424 BLDG.
Under contract-accepting backup offers. Welcome to your beautifully updated home in the gated community of Winter Garden. This charming residence offers 3 bedrooms, 2.5 baths, 2-car garage, and approximately 1,737 sq. ft. of comfortable living space. In 2025, this home underwent a $53K renovation, featuring a modern kitchen with 42” shaker white cabinets with undermount lighting and quartz counters, stainless steel appliances, and a double oven for added convenience. The renovation also includes kitchen and bathroom upgrades, frameless shower doors, LVP flooring on the upstairs level and stairs, interior and exterior paint, new drapes, and elevated finishes throughout. Additional details include crown molding and 5” baseboards. Enjoy peace of mind with an A/C unit (3 years old) and a new roof (2025). Relax or entertain on the screen-covered patio with pond views. The garage floors feature non-slip coating, and the home includes all-new light fixtures, ceiling fans, and updated lighting. Additional benefits include a security system for added safety and convenience. Community amenities include a pool, playground, dog park, basketball courts, BBQ grills, and walking trails, perfect for everyday enjoyment. Located near Downtown Plant St, Fowler’s Grove, and with convenient access to 429 and the Florida Turnpike, you’re close to dining, shopping, entertainment, and major travel routes. Schedule your showing today!

1424 Scarlet Oak Loop, Winter Garden
217 Harbor Drive, Winter Garden
$499,900
3 Beds ⋅ 2 Baths ⋅ O6437038 MLS
A rare opportunity in downtown Winter Garden awaits! This beautifully maintained 3 bedroom, 2 bathroom home presents a chance to enjoy the vibrant lifestyle of downtown Winter Garden's golf cart district, complete with a new roof and a water heater less than two years old. A spacious driveway and manicured front lawn create a welcoming first impression. Inside, the home features a functional layout designed with both comfort and entertaining in mind. The dining area sits just off the entry and connects directly to the kitchen, making everything from casual dinners to larger gatherings feel seamless. The kitchen combines practicality with charm, featuring stainless steel appliances, built-in shelving, high ceilings, and a bright atmosphere. Overlooking the living room, it keeps the main living spaces connected while adding convenience to everyday life.The living room serves as a cozy gathering space centered around a functioning wood-burning fireplace, creating the perfect setting for relaxing evenings at home. A thoughtful split-bedroom layout provides added privacy, with the primary suite positioned separately from the secondary bedrooms. The primary bedroom includes direct access to the oversized screened-in patio and a private en suite bathroom featuring a tub and separate shower. The additional bedrooms are generously sized with natural light and ample storage, providing comfortable accommodations for family members, guests, or a home office. Step outside and enjoy an oversized screened-in patio complete with a ceiling fan, giving you the ideal place to relax outdoors while staying protected from Florida's elements and pests. Beyond the patio, the large fenced backyard provides plenty of room for four-legged friends, and little ones to roam freely without worry, or to accommodate fun activities like gardening or hosting loved ones. The options are limitless! A dedicated shed adds additional outdoor storage for tools, bikes, and recreational gear. Another standout benefit is the extremely low HOA, with the current HOA paid through June 2027, giving the next owner even more value and peace of mind. Living within Winter Garden's golf cart district means you can easily enjoy the area's beloved farmers market, boutique shopping, local restaurants, community festivals, and events without having to go far. Major highways are also conveniently nearby, along with excellent schools. With a new roof, newer water heater, spacious outdoor living areas, and an unbeatable downtown Winter Garden location, this home presents an exciting opportunity to create a space that truly reflects your style and vision. Come see the possibilities, make this home your own, and start enjoying the Winter Garden lifestyle today. Schedule your private tour!

217 Harbor Drive, Winter Garden
7618 Bluejack Oak Drive, Winter Garden
$559,900
5 Beds ⋅ 3 Baths ⋅ O6436702 MLS
Under contract-accepting backup offers. Welcome to this spacious and inviting two-story home in the desirable Summerlake community! Offering five bedrooms and three full bathrooms, this thoughtfully designed home provides plenty of room for comfortable everyday living and entertaining. Relax on the welcoming front porch before stepping inside, where the living room offers flexible space for a home office, den, or study. Continue into the open-concept family room, dinette, and kitchen, the perfect gathering place for family and friends. The kitchen features stainless steel appliances, a gas range, ample cabinetry, and a center island with additional seating. A guest bedroom and full bathroom complete the first floor, providing a private and convenient space for visitors. Upstairs, the spacious primary suite is privately located at the rear of the home and includes a walk-in closet and an en-suite bathroom with dual vanities, a garden tub, and a separate shower. Three additional bedrooms, a full bathroom with dual sinks, and a conveniently located laundry room complete the second floor. Sliding glass doors from the family room open to a covered rear lanai, offering a comfortable space to relax and enjoy the outdoors. The home also features a rear-entry garage. Residents of Summerlake enjoy an impressive selection of community amenities, including a clubhouse, resort-style pool, fitness center, dog park, playground, parks, sidewalks, and tennis courts. This wonderful home combines space, comfort, and an amenity-rich lifestyle—schedule your private showing today!

7618 Bluejack Oak Drive, Winter Garden
14751 Field Daisy Drive, Winter Garden
$560,000
3 Beds ⋅ 3 Baths ⋅ O6436927 MLS ⋅ Taylor Morrison BLDG.
Under Construction. What's Special: Close to Amenities | Flat Lot | Dedicated Home Office | Low HOA Dues. New Construction - November Completion! Welcome to the Ashwood at 14751 Field Daisy Drive in Harvest at Ovation! Welcome to this thoughtfully designed two-story home! Just off the foyer, a private study provides the perfect space for working from home or pursuing hobbies. The open-concept great room flows into the kitchen and dining area, creating an inviting space for everyday living. The kitchen is appointed with quartz countertops, a refrigerator wall cabinet, and a convenient trash roll out for added functionality. Upstairs, the spacious primary suite offers a relaxing retreat with a generous bathroom and walk-in closet, while two secondary bedrooms, a full bathroom, and laundry room complete the second floor. Enjoy outdoor living on the covered lanai and the convenience of a two-car garage. Tile flooring throughout the first floor and whole house blinds add style and comfort throughout. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: French doors at study, oak treads & painted riser at stairs, pre-plumb for future laundry tub. Photos are for representative purposes only.

14751 Field Daisy Drive, Winter Garden
16050 Honey Harvest Street, Winter Garden
$560,000
3 Beds ⋅ 4 Baths ⋅ O6436917 MLS ⋅ Taylor Morrison BLDG.
Under Construction. What's Special: Flat Lot | 3 Full Baths | Bonus Room. New Construction – November Completion! Welcome to the Ashwood at 16050 Honey Harvest Street in Harvest at Ovation! This warm and inviting two-story home blends comfort, flexibility, and effortless everyday living. A charming front porch opens to a bright foyer with a private study, while the heart of the home features a spacious great room that flows into the beautifully designed kitchen with a large island, walk-in pantry, and inviting lanai for indoor-outdoor gatherings. Upstairs, the serene primary suite offers a relaxing retreat with a spa-inspired bath and generous walk-in closet, while two secondary bedrooms share a full bath. The top-floor game room with its own bath provides the perfect space for entertaining, hobbies, or cozy evenings at home. Thoughtfully designed and filled with natural flow, this home is made for connection and comfort. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: Wet bar at game room, game room with full bath above garage, covered extended lanai, pre-plumb for future laundry tub, and whole house blinds. Photos are for representative purposes only. MLS#O6436917

16050 Honey Harvest Street, Winter Garden
15873 Gem View Street, Winter Garden
$414,000
2 Beds ⋅ 2 Baths ⋅ O6435893 MLS ⋅ Del Webb BLDG.
Affordable luxury in Winter garden! Welcome to one of Central Florida's premier 55+ communities. This beautifully appointed Ellenwood villa offers 2 bedrooms, 2 baths each with walk-in showers, a versatile flex room and a bright, open layout designed for easy Florida living. It has a pretty view with no homes behind it. Gorgeous luxury vinyl plank flooring flows throughout the home with no carpet, creating a clean, modern look and low-maintenance lifestyle. Ceiling fans have been added in both bedrooms and the living room for added comfort. The stylish kitchen features a gas range, while the home also includes an electric washer and gas dryer. The extended lanai is already plumbed for water and gas; perfect for an outdoor kitchen. Epoxy garage floors and sealed pavers ensure years of maintenance-free driveway. Del Webb Oasis delivers an exceptional resort-style lifestyle with an impressive pool, inviting fire pits, sun cabanas, a well-equipped fitness center, dedicated yoga and movement studio, plus both pickleball and tennis courts. Whether your ideal day includes staying active, relaxing poolside, or spending time with neighbors, the amenities offer something for nearly every lifestyle. The location is equally impressive. Enjoy convenient access to Walt Disney World and Hamlin Town Center, both less than 15 minutes away, along with nearby shopping, dining, entertainment, and everything Winter Garden has to offer. Beautiful finishes, thoughtful upgrades, outstanding amenities, and an unbeatable Central Florida location make this Del Webb Oasis villa an exceptional place to call home.

15873 Gem View Street, Winter Garden
12349 Silk Mimosa Alley, Winter Garden
$652,990
4 Beds ⋅ 4 Baths ⋅ O6436494 MLS
Under Construction. .

12349 Silk Mimosa Alley, Winter Garden
17392 Sweet Moro Drive, Winter Garden
$459,922
3 Beds ⋅ 3 Baths ⋅ TB8542299 MLS ⋅ 22 BLDG.
Under Construction. Welcome to The Kendall II, a beautifully designed home in the highly sought-after Northlake at Ovation community of Winter Garden. This spacious two-story floorplan combines modern design with everyday functionality, offering open-concept living spaces filled with natural light. Featuring the AW Collection Coastal, the stylish kitchen features 42” cabinets, quartz countertops, tiled backsplash and stainless steel appliances, perfect for both entertaining and family gatherings. Upstairs, the private primary suite offers a peaceful retreat with a large walk-in closet and spa-inspired bathroom. The detached two car garage offers a private courtyard space for Florida living. Ideally located just 30 minutes from Orlando International Airport, 20 minutes from Walt Disney World® and other theme parks, and 30 minutes from Celebration, this home places you close to the best of Central Florida. Residents will appreciate access to great schools and the charm of downtown Winter Garden, known for its local shops, dining, and historic character. Community amenities include clubhouse, pool, playground and dog park. *Representation images and renderings are for illustrative purposes. Actual options and design finishes of home may vary.

17392 Sweet Moro Drive, Winter Garden
3224 Irish Peach Drive, Winter Garden
$540,000
4 Beds ⋅ 3 Baths ⋅ O6436309 MLS
This thoughtfully designed residence offers 4 bedrooms, 3 full bathrooms, and a versatile den ideal for a home office, guest room, or flexible living space. Crown molding throughout adds an elegant finishing touch, while the spacious, functional layout provides comfort for everyday living and entertaining. Located in the highly desirable Horizon West/Hamlin area, the home offers exceptional convenience. Major routes, including State Road 429, State Road 408, and Florida's Turnpike, are easily accessible, and Disney is approximately 15 minutes away. Winter Garden Village provides nearby shopping, dining, and entertainment, while Horizon West Regional Park is just five minutes away. The property is only a few blocks from Foundation Academy and is surrounded by highly regarded schools. Impeccably maintained and ideally located, this beautiful home presents an outstanding opportunity to enjoy the comfort, convenience, and lifestyle Horizon West has to offer.

3224 Irish Peach Drive, Winter Garden
15819 Gem View Street, Winter Garden
$400,000
2 Beds ⋅ 2 Baths ⋅ O6434476 MLS
Under contract-accepting backup offers. Minutes from Walt Disney World | Resort-Style 55+ Living | Low-Maintenance Villa | Located in guard-gated Del Webb Oasis, this beautifully upgraded Ellenwood villa has been used only as a personal vacation residence and offers an exceptional combination of location, condition, and carefree living. Exterior maintenance is handled through the community, leaving more time to enjoy the extensive resort-style amenities or nearby Walt Disney World. Inside, 10-foot ceilings, 8-foot doors, abundant windows, luxury vinyl plank flooring, porcelain tile baths, upgraded lighting and fixtures, and extensive recessed LED lighting create a bright, polished interior. The white kitchen features 42-inch soft-close shaker style cabinetry, quartz countertops, subway tile backsplash, and a gas range. The primary bath offers a glass-enclosed step-in shower. A covered paver lanai includes gas and water connections for a future summer kitchen. Additional features include a Nest thermostat, tankless water heater, gutters, paver driveway, and two-car garage. Del Webb Oasis is a guard-gated 55+ community with a clubhouse, resort-style pool, fitness and recreation amenities, and an active lifestyle just minutes from Disney, shopping, dining, and entertainment. No CDD Fees.

15819 Gem View Street, Winter Garden
445 Spring Leap Circle, Winter Garden
$419,900
4 Beds ⋅ 2 Baths ⋅ O6432875 MLS
Under contract-accepting backup offers. Exceptional value in the heart of Winter Garden! This estate sale presents a rare opportunity to own a well-maintained home at an attractive price in one of Central Florida’s most sought-after communities. The open-concept floor plan is highlighted by soaring cathedral ceilings, creating a bright, spacious feel throughout the main living areas. Elegant French doors add charm and architectural character, while fresh exterior paint enhances the home’s curb appeal. Step outside to enjoy the fully fenced backyard, offering privacy and plenty of space for outdoor entertaining, pets, gardening, or play. Conveniently located just minutes from Winter Garden Village and historic Downtown Winter Garden, you'll enjoy easy access to shopping, dining, entertainment, parks, and the West Orange Trail as well as a community playground. A fantastic opportunity to add your personal touches and enjoy all that Winter Garden has to offer. Estate sale pricing makes this one a must-see! You’re home.

445 Spring Leap Circle, Winter Garden
12528 Gold Honeysuckle Street, Winter Garden
$1,085,669
5 Beds ⋅ 4 Baths ⋅ O6435672 MLS
Under Construction. .

12528 Gold Honeysuckle Street, Winter Garden