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420 E Cypress Street, Winter Garden
$400,000
3 Beds ⋅ 2 Baths ⋅ Overstreet Crate SubDv. ⋅ 34787 Zip Code
Welcome to this stunning, fully renovated and fully furnished home, perfectly situated on an oversized lot in one of Winter Garden's most exciting and rapidly growing areas. Whether you're looking for a primary residence, a turnkey investment, or a second home, this move-in-ready property offers the perfect blend of comfort, style, and convenience. Inside, you'll find an open-concept floor plan filled with natural light, featuring all-new flooring, recessed lighting throughout, energy-efficient double-pane windows, and a beautifully updated kitchen complete with stainless steel appliances. Major improvements include a new roof and a 3.5-ton AC system, providing peace of mind for years to come. Step outside and enjoy the spacious, fully fenced backyard, offering plenty of room for entertaining, pets, play, or simply relaxing outdoors. Located just one mile from Historic Downtown Winter Garden, you'll enjoy easy access to award-winning dining, shopping, farmers markets, and community events, all while living in a welcoming, family-friendly neighborhood. Fully furnished, beautifully updated, and truly move-in ready, this home offers a rare opportunity to enjoy all that Winter Garden has to offer from day one.

420 E Cypress Street, Winter Garden

12253 S Bracco Street, Winter Garden
$499,000
3 Beds ⋅ 3 Baths ⋅ Highland Rdg Ph 2 SubDv. ⋅ 34787 Zip Code
BRAND NEW CONSTRUCTION – NEVER LIVED IN – MOVE-IN READY! This is a rare opportunity to own a truly brand-new home that has never been occupied since the day it closed. No previous residents, no wear and tear, no surprises. Just a fresh start in a home that feels exactly as the builder intended. Be the very first person to live here, create memories here, and even peel the protective plastic off the brand-new appliances! Located in the highly sought-after Highland Ridge community, this stunning energy-efficient home offers a spacious open-concept design perfect for today's lifestyle. The beautifully appointed kitchen features a large center island that flows seamlessly into the dining and living areas, creating the ideal space for entertaining and everyday living. Upstairs, a versatile loft provides endless possibilities: home office, media room, game room, fitness area, or additional family space. Built by Meritage Homes in 2024, this home showcases advanced energy-efficient construction designed to provide year-round comfort, healthier indoor air quality, and lower utility costs. Ideally located in the heart of Winter Garden, you'll enjoy convenient access to top-rated schools, shopping, dining, major employment centers, and world-famous Disney attractions just minutes away. Why wait months for new construction when you can move into a never-lived-in home today? Schedule your private tour and experience what "brand new" truly means!

12253 S Bracco Street, Winter Garden

5973 Cypress Hill Road, Winter Garden
$689,900
5 Beds ⋅ 4 Baths ⋅ Signature Lakes Ph 3b-4, 3b-5 & SubDv. ⋅ 34787 Zip Code
Virtually Staged. Freshly painted 5-bedroom, 3.5-bath home in Independence, Winter Garden, with a first-floor primary suite and nearly 3,500 sq ft! Welcome to 5973 Cypress Hill Road, a move-in-ready home in the heart of Horizon West, one of Central Florida's fastest-growing and most sought-after areas. It pairs generous space with resort-style community amenities, top-rated schools, and easy access to everything Winter Garden has to offer. Inside, a flexible floor plan gives you room to live the way you want. A formal living room, family room, and great room make it easy to host gatherings, set up a home office, accommodate multigenerational living, or just spread out. Take a look at the photos to picture how each space can work for you. The first-floor primary suite is a private retreat set apart from the secondary bedrooms. Every one of the five bedrooms has its own walk-in closet, lots of natural light, and comfortable carpet, so there's room for everyone and everything. The kitchen sits at the center of the home, with stainless steel appliances, plenty of cabinets, tile floors, and generous counter space for cooking and entertaining. The washer, dryer, and all kitchen appliances convey, which makes moving in that much easier. Out back, the screened lanai lets you enjoy Florida living all year, whether it's morning coffee, weekend cookouts, or a quiet evening outside. Other highlights include fresh interior paint, a newer HVAC system, a two-car garage, ceramic tile in the main living areas, and abundant storage throughout. Living in Independence means access to resort-style pools, a fitness center, parks, playgrounds, walking trails, sports courts, and community events all year long. You're minutes from Hamlin Town Center, downtown Winter Garden, shopping, dining, major highways, and Walt Disney World and the other Orlando-area attractions. The home is zoned for Independence Elementary, Bridgewater Middle School, and Windermere High School. If you've been looking for a spacious Winter Garden or Horizon West home for sale with a downstairs primary suite, a walk-in closet in every bedroom, resort-style amenities, and a central location, 5973 Cypress Hill Road belongs at the top of your list. Schedule your private showing today. All information is deemed reliable but not guaranteed and should be verified by all parties.

5973 Cypress Hill Road, Winter Garden

325 Crystal Wood Drive, Winter Garden
$1,600,000
5 Beds ⋅ 5 Baths ⋅ Winter Grv SubDv. ⋅ 34787 Zip Code
Welcome to Winter Grove in the charming city of Winter Garden. Ideally located just 1.2 miles from Winter Garden Village and approximately 2.8 miles from Historic Downtown Winter Garden, this intimate gated community offers the perfect blend of luxury, convenience, and privacy. Featuring spacious homesites and no CDD, residents enjoy easy access to premier shopping, dining, entertainment, and everything that makes this one of Central Florida’s most sought-after locations. Introducing the stunning Roseland model, a beautifully designed 5-bedroom, 5-bathroom residence with a 3-car garage, offering an exceptional balance of elegance, functionality, and thoughtfully curated finishes throughout. As you step through the impressive double glass entry doors, you are welcomed by a dramatic two-story foyer that immediately creates a grand first impression. Just off the entrance, an enclosed flex room provides endless possibilities—ideal as a home office, fitness room or additional living space—while the formal dining room creates the perfect setting for entertaining. Continuing through the home, a striking staircase featuring engineered hardwood plank treads and wrought iron balusters enhances the sophisticated design. Tucked beneath the staircase is a wine lover’s dream: a stylish wine cave complete with built-in cabinetry, quartz countertops, and designer tile backsplash. At the heart of the home, the open-concept kitchen is designed to impress, featuring built-in KitchenAid stainless steel appliances, including a gas-cooktop, oven, and beverage cooler. Beautiful two-tone soft-close cabinetry is paired with elegant quartz countertops, creating a timeless and refined aesthetic, while a spacious walk-in pantry provides abundant storage. The seamless flow between the kitchen, café, and gathering room creates an inviting and light-filled space, ideal for both everyday living and entertaining. Sliding doors lead to the covered lanai, which has already been pre-plumbed and pre-wired for a future outdoor kitchen, including electric, water, sewer, and natural gas connections—allowing the future owner to easily create their dream outdoor living space. Also located on the first floor is a spacious Multi-Gen Suite, perfect for guests or multigenerational living, complete with a walk-in closet and private bathroom. Upstairs, the luxurious owner’s suite occupies its own private wing, creating a peaceful retreat. An additional sitting area provides the perfect place to unwind or enjoy quiet moments. The spa-inspired owner’s bath showcases a freestanding soaking tub, oversized frameless glass shower and generous dual walk-in closets. The second floor also features additional well-appointed bedrooms, including two connected by a Jack-and-Jill bathroom and another with its own private en-suite bath, offering both comfort and privacy for family and guests. The upstairs laundry room, complete with cabinetry and a utility sink with quartz finishes, adds everyday convenience. Residents of Winter Grove also enjoy access to community amenities including a beautiful pond with walking trails. With an intelligently designed floor plan, carefully selected finishes, and a highly desirable location, this exceptional home offers the perfect blend of luxury, comfort, and lifestyle. Schedule your private tour today and experience this extraordinary home has to offer.

325 Crystal Wood Drive, Winter Garden

1692 Highbanks Circle, Winter Garden
$719,900
4 Beds ⋅ 4 Baths ⋅ Roper Reserve SubDv. ⋅ 34787 Zip Code
Located in the highly desirable Roper Reserve gated community, this beautifully maintained 4-bedroom, 3.5-bath home offers the perfect combination of comfort, space, and privacy. Situated on a premium lot with peaceful pond and conservation views, enjoy no rear neighbors and a tranquil setting just minutes from everything Winter Garden has to offer. The home features an open-concept layout with a newly upgraded kitchen showcasing quartz countertops, new cabinetry, stainless steel appliances, a large center island, and an oversized walk-in pantry. Upstairs, the oversized 4th bedroom/loft offers endless potential as a guest suite, game room, office, media room, or additional living space. Additional highlights include a formal dining area, spacious living areas, and a 3-car split garage. Conveniently located near top-rated schools, shopping, hospitals, major highways, Downtown Winter Garden, and just a short drive to Walt Disney World Resort. Community amenities include a fitness pavilion, playground, and direct access to the West Orange Trail.

1692 Highbanks Circle, Winter Garden

10103 Austrina Oak Loop, Winter Garden
$899,900
5 Beds ⋅ 4 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
Located in the Watermark community in Horizon West, this beautifully maintained home offers the perfect combination of space, privacy, and convenience in one of Central Florida’s fastest-growing areas. One of the home’s standout features is the spacious first-floor primary suite, providing both comfort and privacy with an ideal layout for everyday living. The oversized backyard backs directly to a wooded conservation area with no rear neighbors, creating a peaceful setting rarely found in newer communities. Zoned for highly rated schools and just minutes from Hamlin Town Center, Disney, SR-429, and Winter Garden Village, the location offers exceptional access to shopping, dining, entertainment, and major roadways while still maintaining a quiet residential feel. Residents of Watermark enjoy resort-style amenities including a clubhouse, fitness center, tennis courts, playgrounds, walking trails, community pool, and even Disney fireworks views throughout the neighborhood. With generous living spaces, a highly functional layout, and a premium homesite offering both privacy and natural views, this home is a rare opportunity in one of Winter Garden’s most sought-after communities. Seller offer $5000 credit toward closing.

10103 Austrina Oak Loop, Winter Garden

17372 Glossy Pomelo Way, Winter Garden
$1,550,000
5 Beds ⋅ 6 Baths ⋅ Lake Star/Ovation Ph 1b SubDv. ⋅ 34787 Zip Code
LAKE STAR WATERFRONT | 0.64-ACRE HOMESITE | 5 BEDROOMS | 5.5 BATHROOMS | 4-CAR GARAGE. Experience expansive lake and conservation views from this 2025 residence in Lake Star at Ovation. Approximately 4,977 heated square feet combine generous gathering spaces, upgraded finishes, and direct access to navigable Lake Star. High ceilings, an open floor plan, premium flooring, custom interior details, an upgraded kitchen, and smart-home features distinguish the interior. The primary suite and extended balcony overlook the lake and conservation area, creating a memorable setting for relaxing and entertaining. The oversized lakefront backyard provides space to explore a future pool and outdoor living design, subject to applicable approvals and site requirements. THERE IS NO EXISTING POOL. Pool and outdoor-living renderings depict concepts only; improvements shown in those renderings are not existing features or included construction. Enjoy a completed home in Winter Garden's Horizon West area with access to shopping, dining, and Central Florida destinations. Possession timing will be established in the purchase contract. Showings by appointment. Schedule a private tour to experience the home's scale, finishes, and waterfront setting.

17372 Glossy Pomelo Way, Winter Garden

Avalon Road, Winter Garden
$200,000
34787 Zip Code
PRIME WINTER GARDEN LAND OPPORTUNITY – 0.54 ACRES | R-2 ZONING Located along Avalon Rd in the highly desirable Winter Garden corridor, this 0.54-acre residential parcel offers an excellent opportunity for builders, investors, or end-users looking to secure land in one of Central Florida’s fastest-growing areas. Zoned R-2, the property allows for flexible residential development, ideal for a custom home or income-producing project. With 120 feet of frontage and nearly 200 feet of depth, the lot provides a well-proportioned footprint for efficient site planning and design. Situated in Flood Zone X (no flood insurance required) and with electricity, cable, and high-speed internet available nearby, this parcel presents a straightforward path for future development. The area continues to experience strong growth driven by proximity to major roadways, employment centers, and lifestyle amenities. Enjoy convenient access to the charm and energy of Historic Downtown Winter Garden, as well as major retail and dining at Winter Garden Village. The location also benefits from its connectivity to the greater Orlando market, making it attractive for both resale and rental strategies. Whether you're looking to build, hold, or invest, this parcel offers location, flexibility, and long-term upside in a proven growth market.

Avalon Road, Winter Garden

14099 Lochend Way, Winter Garden
$468,000
3 Beds ⋅ 3 Baths ⋅ Westhaven/Ovation SubDv. ⋅ 34787 Zip Code
Welcome to luxury living at its finest! Nestled in the prestigious West Haven at Ovation community in Winter Garden, this almost brand new 3-bedroom, 2.5-bathroom townhome is the epitome of modern elegance. As you step inside, you're greeted by an inviting open floor plan boasting an abundance of natural light and high-end finishes throughout. The spacious living area is perfect for entertaining guests or simply relaxing with your loved ones. Prepare to be dazzled by the gourmet kitchen, complete with sleek stainless steel appliances, granite countertops, stylish cabinetry, a convenient center island, refrigerator, washer and dryer. Upstairs, you'll find three generously sized bedrooms, including a luxurious master suite with a walk-in closet and a spa-like ensuite bathroom featuring dual vanities, a soaking tub, and a separate shower. Additional highlights of this stunning townhome include a private outdoor patio, perfect for enjoying your morning coffee or hosting al fresco dinners, as well as a two-car garage for your convenience. Conveniently located near top-rated schools, shopping, dining, and entertainment options, this is truly an opportunity not to be missed. Schedule your showing today and experience the pinnacle of luxury living in Winter Garden!

14099 Lochend Way, Winter Garden

461 Geranium Park Way, Winter Garden
$838,000
3 Beds ⋅ 4 Baths ⋅ Park Place At Winter Garden SubDv. ⋅ 34787 Zip Code
NEW PRICE! UPDATED END-UNIT TOWNHOME NEXT DOOR TO CROOKED CAN & PLANT STREET MARKET! Located in the heart of Downtown Winter Garden, 461 Geranium Park Way offers 2,432 square feet of beautifully updated living space and an exceptional walkable lifestyle. Coffee, dining, craft beer, the West Orange Trail, live music, festivals, community events, and the Saturday Farmers Market are all right outside your door. Leave the car in the garage, meet friends for dinner, enjoy a morning bike ride, or stroll downtown for an event—this is the kind of location that makes everyday life more convenient and enjoyable. The END-UNIT DESIGN brings in additional natural light and creates a more open, private feel than an interior townhome. Fresh paint throughout, wood-look tile flooring, crown molding, recessed lighting, updated fixtures, decorative wall trim, and a cohesive neutral palette give the home a bright, polished, move-in-ready feel. The main living level is spacious and connected, with the kitchen, dining, and living areas flowing together for both everyday comfort and entertaining. The kitchen features solid wood cabinetry, stone countertops, subway tile backsplash, stainless steel appliances, a NATURAL GAS RANGE, vent hood, pendant lighting, pantry storage, and an oversized island with seating. The adjoining dining and living areas offer generous room to gather, abundant natural light, and balcony access. The flexible three-level floor plan includes THREE ENSUITE BEDROOMS, giving every bedroom its own private bath. The first-floor ensuite bedroom is separated from the main living area, making it ideal for guests, extended family, a private office, hobbies, or multigenerational living. Upstairs, the spacious primary suite features a beautifully updated bath with dual vanities, new flooring, and a BRAND-NEW STEAM SHOWER with floor-to-ceiling tile, built-in bench, recessed niche, decorative tile accent, and a spa-inspired design. A third ensuite bedroom, upstairs laundry, generous closets, built-in shelving, and additional storage throughout provide exceptional everyday functionality. The ELEVATOR-READY DESIGN adds future flexibility, while NATURAL GAS SERVICE, a tankless water heater, central vacuum, balcony, landscaped courtyard setting, and a TWO-CAR GARAGE add comfort and convenience. With its END-UNIT POSITION, substantial living space, three private bedroom suites, updated condition, valuable storage, two-car garage, and location just steps from the best of Downtown Winter Garden, this home offers a rare combination of SPACE, PRIVACY, FLEXIBILITY, VALUE, AND WALKABILITY. Spend Saturday mornings at the Farmers Market, meet friends on Plant Street, hop on the West Orange Trail, enjoy festivals and live music, and come home without ever needing to move the car. Schedule your private showing today.

461 Geranium Park Way, Winter Garden

3208 Sailing Pier Avenue, Winter Garden
$1,000,000
5 Beds ⋅ 4 Baths ⋅ Ests/Lakeview Preserve SubDv. ⋅ 34787 Zip Code
MADE FOR THE SPOTLIGHT & PEOPLE ON THE MOVE This is a home that knows how to make an entrance—and how to make people want to stay. At 3208 Sailing Pier Avenue, every day begins with the knowledge that you’ve arrived somewhere special. Set within the gated Estates at Lakeview Preserve, this professionally designed model home was made for gatherings that linger. Morning light draws you from the first-floor primary suite to the covered lanai. Settle in with coffee and a breeze while the landscaped, vinyl-fenced yard offers a quiet start. Beyond the fence lies Scrub Point Preserve behind your property, with no other homes in between. Nearby trails lead toward the shores of Johns Lake. Back inside, a wall of fully retracting glass doors fill the great room with light and opens the home to the outdoors. The kitchen keeps pace with every occasion: white cabinetry, sweeping quartz surfaces, a generous island and a sunny breakfast area set the stage for a quiet morning or a house full of friends. An elegant dining room awaits a more formal evening. As guests gather, conversation moves from the island to the great room, then out to dinner on the lanai. Room to create as well as celebrate. Behind French doors, the first-floor office or studio offers a place to focus beneath a tray ceiling accented with light wood beams. Upstairs, two distinct entertainment spaces let imagination take the lead: one could be a music or podcast studio, alive with ideas and conversation; the other, a movie lounge, game room or retreat after the party. A Saturday morning might take you to the Winter Garden Farmers Market and out along the West Orange Trail. Hamlin Town Center, Winter Garden Village, Clermont and Disney-area attractions add even more possibilities nearby. Or let Johns Lake set the afternoon’s itinerary. The community offers a bird-watching dock, along with a pool, clubhouse, fitness center and playground. Head out on the water, or arrange a chartered seaplane pickup at the community dock and give your weekend an unforgettable start. As evening settles in, the music, the company and the open doors bring the day full circle. When guests have gone, the primary suite offers its own sense of occasion, with beamed insets in the tray ceiling and a beautifully finished bath with dual vanities and a generous walk-in shower. With 5 bedrooms, 4 baths, a French-door office, two upstairs lofts, 3,998 square feet and a three-car garage, there is space for the spotlight and all the life that happens beyond it. Three bedrooms are downstairs, including the primary; another en suite, and a guest room. Two additional bedrooms and a shared bath are upstairs. A drop zone and laundry room make everyday life easier. Lake County Schools earned an A for 2025–26. The fenced yard offers room for a future pool. Furniture, artwork and decor shown in photos are available by separate negotiation and are not included in the sale.

3208 Sailing Pier Avenue, Winter Garden

2017 Boss Hewett Street, Oakland
$639,000
4 Beds ⋅ 4 Baths ⋅ Hull Island/Oakland Ph 2 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Enjoy single-level living in lakefront Hull Island in this meticulously maintained 2,852 sq ft home built in 2022, with owned rooftop solar that keeps utility costs well below the Florida norm for a home this size. Four bedrooms, four full baths, and a two-car garage, all just minutes from historic Winter Garden's shops, restaurants, and Saturday farmers market. All four bedrooms, including the primary suite, plus the kitchen and all main living areas, are on the first floor. The only upstairs space is a private bonus suite with its own full bath, which functions equally well as a media room, flex room, or guest quarters well removed from the rest of the house. The foyer opens into a connected great room, dining area, and kitchen, with three sliding glass doors along the back wall looking out to a covered and screened lanai. Ceramic tile runs throughout the main living areas. The kitchen features the upgraded gas-range configuration with a Bosch refrigerator, GE stainless appliances, Silestone quartz counters, and an oversized island with seating. Finishes include 42-inch cabinets stacked to the 9'4" ceiling with crown molding. Inside: soft-close dovetail drawers, a three-tier pot and pan organizer, and a pull-out pantry. The owned rooftop solar system was installed in 2023 and carries a 25-year limited warranty through 2048. Combined with the tankless gas water heater, it helps keep monthly utility costs exceptionally low. The primary suite sits at the back of the first floor with a tray ceiling, dual raised-height vanities, a large walk-in shower with a built-in recessed shelf, and a walk-in closet with custom shelving that passes directly through to the laundry room. The upstairs bonus suite measures 18'8" x 25'6" and has its own full bath. It is pre-wired as a dedicated media space, with structured Cat6 throughout, a ceiling-mounted projector outlet, and TV and data chases ready for a wall-mounted display. Additional features include a two-car garage with a 220V/30A outlet suitable for Level 2 EV charging, a workshop, or additional appliances; a Ring doorbell, alarm system, and cameras that convey with the home; upgraded satin nickel interior door hardware with a coordinated front door handleset; upgraded light fixtures; and front gutters. Hull Island amenities include a community pool, clubhouse, playground, and community fishing pier, with the West Orange Trail at the community's doorstep.

2017 Boss Hewett Street, Oakland

14280 Braemar Street, Winter Garden
$499,000
3 Beds ⋅ 3 Baths ⋅ Highland Rdg SubDv. ⋅ 34787 Zip Code
PRICE IMPROVEMENT – NOW OFFERED AT $499,000! Exceptional opportunity to own a nearly new home in the highly sought-after Highland Ridge community of Winter Garden. Built in 2023, this beautifully maintained 3-bedroom, 2.5-bath residence offers a modern open-concept floor plan with stylish finishes throughout. The spacious kitchen features granite countertops, stainless steel appliances, ample cabinet space, and opens seamlessly to the living and dining areas, making it ideal for everyday living and entertaining. Upstairs, you’ll find a generous primary suite, two additional bedrooms, and a versatile loft space. At just $499,000, this home presents one of the best values in Winter Garden for a newer construction property. Conveniently located near Downtown Winter Garden, Hamlin Town Center, shopping, dining, entertainment, major highways, and top-rated schools. Community amenities include a playground, pool, and beautifully maintained common areas. Move-in ready and priced to sell—schedule your private showing today before this opportunity is gone!

14280 Braemar Street, Winter Garden

12513 Scarlett Sage Court, Winter Garden
$820,000
5 Beds ⋅ 3 Baths ⋅ Cambridge Crossing Ph 01a 45/21 SubDv. ⋅ 34787 Zip Code
Beautifully updated home featuring an open-concept layout with soaring high ceilings and tile flooring throughout the main living areas. The bedrooms are upgraded with luxury vinyl flooring, while the spacious loft showcases elegant bamboo flooring. The gourmet kitchen is a true showpiece, equipped with premium Thermador appliances, including a built-in refrigerator, cooktop, hood, oven, and microwave. A massive cook’s island with abundant storage underneath makes this space perfect for cooking and entertaining. This home offers 5 bedrooms and 3 full bathrooms, including a stunning primary suite with a double shower head and a separate soaking tub, separate vanities. Step outside to a private outdoor patio ideal for relaxing, grilling, or enjoying Florida evenings with family and friends. Located in the highly desirable Cambridge Crossing community, this home is zoned for excellent schools, including Lake Whitney Elementary, SunRidge Middle School, and West Orange High School. The neighborhood offers a prime Winter Garden location just minutes from Winter Garden Village, downtown Winter Garden, major highways, and an abundance of shopping, dining, and entertainment options. A rare gem to find. **This property is staged.

12513 Scarlett Sage Court, Winter Garden

13212 Social Lane, Winter Garden
$575,000
4 Beds ⋅ 3 Baths ⋅ Regency Oaks F SubDv. ⋅ 34787 Zip Code
Virtually Staged. SEVERAL PHOTOS HAVE BEEN VIRTUALLY STAGED !Welcome to this beautifully updated 4-bedroom, 2.5-bath home in the highly sought-after Regency Oaks community. Thoughtfully upgraded for long-term peace of mind, this residence features a newly replaced roof, a 2023 HVAC system (both indoor and outdoor units), and a 2023 water heater—major improvements that add exceptional value and confidence for the next owner. Step inside to discover a bright, open floor plan with luxury vinyl flooring throughout, offering durability, modern style, and easy maintenance. The remodeled kitchen showcases sleek modern cabinetry and quartz countertops, creating a fresh, contemporary space perfect for everyday living and entertaining. The spacious primary suite provides a comfortable retreat, complemented by three additional bedrooms ideal for family, guests, or a home office. With two full bathrooms and a convenient half bath, the layout is designed for both functionality and comfort. Enjoy Florida living at its best with a screen-enclosed patio and a fully paved backyard, offering a low-maintenance outdoor oasis perfect for gatherings, grilling, or quiet relaxation. Located just 15 minutes from Universal Studios and Disney Parks and less than a 2-minute walk to AdventHealth, this home is perfectly positioned for both families and professionals. Regency Oaks offers resort-style amenities including a sparkling pool, clubhouse, tennis courts, playground, and a scenic park—enhancing the lifestyle experience beyond your front door. This move-in-ready home combines modern upgrades, unbeatable convenience, and exceptional community features—an outstanding opportunity to enjoy the best of Winter Garden and Orlando living.

13212 Social Lane, Winter Garden

14006 Frasier Street, Winter Garden
$599,000
4 Beds ⋅ 3 Baths ⋅ Highland Ridge SubDv. ⋅ 34787 Zip Code
Stunning Corner Lot Home Welcome to this beautifully designed, home situated on a desirable corner lot in the sought-after Highland Ridge community in Winter Garden, FL. Built by Meritage Homes, this residence offers the perfect blend of modern style, comfort, and energy efficiency. The open-concept first floor features a spacious great room and dining area that flow seamlessly together, creating an ideal space for entertaining and everyday living. The gourmet kitchen is the heart of the home, complete with a large island overlooking the main living areas and patio—perfect for gatherings with family and friends. Upstairs, the private primary suite offers a relaxing retreat with an oversized walk-in closet, dual vanities, and a sleek walk-in shower. Thoughtfully designed throughout, the home showcases professionally curated finishes, including elegant granite or quartz countertops and stylish tile flooring. Additional highlights include a detached two-car garage, ample natural light, and smart, energy-efficient features designed to provide long-term savings, improved comfort, and healthier living. Located in a vibrant community with top-rated schools and convenient access to major employment centers, shopping, and dining, this home truly offers the best of modern Florida living. Furnishings may be negotiable, offering a convenient, move-in-ready opportunity for buyers.

14006 Frasier Street, Winter Garden

9th Street, Winter Garden
$299,000
34787 Zip Code
Developer alert! Secure this rare residential lot that has plans for the construction of FOUR (4) RESIDENTIAL UNITS. Incredible opportunity to secure a multi-family development site complete with fully drafted architectural plans for a 4-unit building. Skip months of initial design work and the associated architectural expenses because these plans are completed and ready for submission to the city for permitting. The property features a flat and clear lot located in a high-demand area with strong rental and resale potential. Ideal project for a builder or investor looking to streamline their timeline and maximize returns. Buyer to verify all utilities, zoning requirements, and city permitting processes. Sold as-is with plans included.

9th Street, Winter Garden

15518 Honey Mandarin Way, Winter Garden
$819,000
5 Beds ⋅ 5 Baths ⋅ Highlands/Summerlake Grvs Ph 2 SubDv. ⋅ 34787 Zip Code
Gourmet kitchen. Pool-ready fenced yard. Summer kitchen-ready lanai. Welcome home to Horizon West! This 2018 two-story home offers 5 bedrooms, 4.5 baths and 3,640 sq ft, and 3,640 sq ft, featuring premium luxury vinyl plank flooring across the stairs, main living areas, loft and upstairs bedrooms. The gourmet kitchen is the heart of the home: an oversized island, abundant cabinetry and an open flow into the family room, so the cook is always part of the conversation. Upstairs, a huge loft adapts to your lifestyle as a game room, media lounge or home office. The primary suite is a true retreat with a spa-style bath and walk-in closet. Step outside and the real potential appears. The covered lanai is already plumbed with water and sewer connections, ready for the summer kitchen you have been dreaming of. Beyond it, a fully fenced backyard with ample space for a pool lets you design your own private resort without paying a builder premium. Location seals the deal: minutes from the Orange County National Golf Center and Lodge, with what is considered "The largest driving range in the Nation", Hamlin Town Center shopping and dining, area schools and quick access to SR-429. Low HOA, NO CDD and a 2-car garage. Homes like this do not wait. Schedule your private showing today!

15518 Honey Mandarin Way, Winter Garden

15992 W Colonial Drive, Oakland
$3,200,000
41 Beds ⋅ 75 Baths ⋅ Lake Johns Motel Apts. & Tr. Pk SubDv. ⋅ 34787 Zip Code
15992 W Colonial Dr, Oakland, FL – 32-Unit Income Producing Multifamily Opportunity Exceptional opportunity to acquire a 32-unit income-producing asset in the heart of West Orange County, ideally positioned along the high-visibility W Colonial Dr / SR-50 corridor in the Town of Oakland. Situated on approximately 2.15 acres, this unique property offers a diverse mix of duplex-style residences, mobile home/RV units, and additional rental pads, creating multiple income streams and long-term upside. Currently generating $34,860 per month in gross rental income the property delivers immediate cash flow while offering significant future value-add and redevelopment potential. Located just minutes from the Florida Turnpike interchange, Downtown Winter Garden, Clermont, and the greater Orlando employment hubs, this site sits directly in the path of West Orange’s continued expansion. The C-1 zoning and strategic frontage on SR-50 make this an especially compelling opportunity for investors seeking stable income today with the flexibility for future repositioning. Whetherd workforce housing and RV income asset, repositioned into a boutique rental community, or held for future redevelopment, opportunities with this combination of location, scale, frontage, and in-place revenue are increasingly rare. (Seller is selling 112 units in total varying in diffrent locations this is 32 of those 112)

15992 W Colonial Drive, Oakland

6261 Flowering Cherry Bend, Winter Garden
$953,817
6 Beds ⋅ 4 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. ARLINGTON bonus 6 bedrooms. Discover the newest community by Dream Finders Homes in the highly sought-after Hamlin, Winter Garden. Welcome to the Arlington, an award-winning single-story open-concept home designed for modern living and effortless entertaining. The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, wrap-around cabinetry, and ample counter space, connecting directly to the living areas—perfect for everyday living and entertaining. The owner’s suite and additional main-floor bedrooms are thoughtfully placed to maximize privacy and comfort, making this home ideal for families or multi-generational living. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from schools, Hamlin Town Center, Hwy 429, and Disney. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.

6261 Flowering Cherry Bend, Winter Garden

14050 Fairway Willow Lane, Winter Garden
$599,000
3 Beds ⋅ 2 Baths ⋅ Woodbridge On Green SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained home in the highly sought-after Woodbridge on the Green community, overlooking West Orange Country Club and perfectly situated in the hub of Winter Garden. This waterfront home offers a blend of comfort, style, and convenience—ideal for anyone looking to enjoy the best of Central Florida living. Step inside to an inviting, light-filled layout featuring spacious living areas, high ceilings, and thoughtfully designed spaces that make everyday living effortless. The kitchen offers generous counter space, ample cabinetry, and a functional layout perfect for cooking, entertaining, or gathering with family. The primary suite provides a peaceful retreat with a well-appointed bathroom and plenty of closet space. Additional bedrooms are comfortably sized and versatile—ideal for guests, a home office, or a growing household. Outside, enjoy a very large private backyard on the pond, with room to relax, garden, or entertain. New concrete tile roof was installed in 2023. Woodbridge on the Green is known for its mature landscaping (fully HOA maintained), quiet streets, and welcoming atmosphere; the HOA also covers house painting on a rotating schedule and also yard lawncare, helping to ensure an immaculate community aesthetic. Located just minutes from Windermere, top-rated schools, major highways, and the charming Historic Downtown Winter Garden, this home offers unmatched convenience with shopping, dining, and entertainment right at your fingertips. This is a wonderful opportunity to own a home in one of Winter Garden’s most desirable neighborhoods—move-in ready and full of potential.

14050 Fairway Willow Lane, Winter Garden

9972 Pallida Hickory Way, Winter Garden
$553,690
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully upgraded home located in one of the most desirable areas of Winter Garden. Built in 2019, this property offers a perfect blend of modern finishes, functionality, and prime location. Step inside and enjoy a thoughtfully designed layout featuring upgraded flooring, elegant lighting fixtures, and luxury aluminum handrails that elevate the space. The kitchen stands out as the heart of the home, offering a clean and modern design ideal for both everyday living and entertaining. The primary suite is a true retreat with double walk-in closets and abundant natural light throughout the home, creating a bright and inviting atmosphere. Enjoy added privacy with no rear neighbors and peaceful conservation views—perfect for relaxing after a long day. Location is everything, and this home delivers. Conveniently situated just minutes from top-rated schools, shopping centers, restaurants, golf courses, and major highways, making daily commutes and weekend plans effortless. One of the standout features of this property is the solar panel system, which will be fully paid off at closing—providing significant long-term savings for the new homeowner. This is a rare opportunity to own a move-in ready, upgraded home in a prime Winter Garden location. Schedule your private showing today.

9972 Pallida Hickory Way, Winter Garden

680 Dunbar Avenue, Winter Garden
$465,000
4 Beds ⋅ 2 Baths ⋅ Overstreet Crate SubDv. ⋅ 34787 Zip Code
Pre-Construction. To be built. This is a pre-construction opportunity in partnership with Vazquez Family Builders. Final floor plan, square footage, and sales price will be determined by the buyer based on selected model and upgrades. Positioned on a desirable corner lot in the heart of Winter Garden, this pre-construction ranch-style home presents an exceptional opportunity to create your ideal living space. This home is planned for 1713 square feet of meticulously designed living space, featuring 4 spacious bedrooms, two full bathrooms, and an attached two-car garage. The open-concept layout will seamlessly connect the main living areas, creating an inviting environment for everyday life and entertaining. The absence of stairs makes this home highly accessible and a perfect "forever home or vacation property."

680 Dunbar Avenue, Winter Garden

15197 Blue Peacock Lane, Winter Garden
$699,000
3 Beds ⋅ 3 Baths ⋅ Osprey Ranch Ph 1 SubDv. ⋅ 34787 Zip Code
The Suncrest II is a spacious rear-load garage home featuring a convenient first-floor Extra Suite. With 10-foot ceilings and an expansive open-concept living area, this thoughtfully designed home offers approximately 2,500 square feet of comfortable living space with stylish finishes throughout. Currently being used as a builder’s model home, this property is being sold fully furnished with professional designer décor and is leased back to the builder through January 27, 2027, presenting an excellent investment opportunity with secured lease income during the lease term. At the rear of the home, the main living area is anchored by a beautifully designed gourmet kitchen, featuring stainless steel appliances, 42” light cabinetry, quartz countertops, and generous workspace, perfect for both everyday living and entertaining. The home also offers a spacious lanai and private courtyard-style lawn, ideal for outdoor enjoyment. Upstairs, you will find a versatile loft area along with three additional bedrooms, providing ample space for family, guests, or a home office. Located in Osprey Ranch, a beautiful community of new single-family homes in Winter Garden, FL, residents enjoy excellent amenities, a prime location, and thoughtfully designed homes, making this community a wonderful place to call home.

15197 Blue Peacock Lane, Winter Garden

1112 Juniper Hammock Court, Winter Garden
$485,000
4 Beds ⋅ 2 Baths ⋅ Fullers Crossing Ph 02 49 31 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this beautiful and spacious 4-bedroom, 2-bath home located in the desirable Fullers Crossing Community in charming Winter Garden. This well-maintained residence has over 2,500 square feet of comfortable living space, perfect for families and those who love to entertain. Step inside to discover a bright open floor plan featuring generous living and dining areas, a large kitchen with plenty of cabinet space, and a welcoming family room that flows seamlessly for everyday living. Conveniently located just minutes from shopping, dining, major highways, and the historic downtown district of Winter Garden, known for its popular farmers market, scenic trails and vibrant community events. You couldn't miss this incredible opportunity to own a beautiful home in one of the Central Florida's most sought-after areas. Contact agent to request your showing today! Some photos have been virtually staged.

1112 Juniper Hammock Court, Winter Garden

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