Winter Garden Real Estate

Winter Garden Real Estate

Welcome to Winter Garden, Florida – a hidden gem nestled just west of Orlando, where charming small-town vibes meet modern amenities. Known for its rich history and vibrant community, Winter Garden boasts a delightful blend of picturesque landscapes, thriving downtown, and a strong sense of belonging.

The heart of Winter Garden is its historic downtown area, where you can stroll along beautifully restored brick streets lined with unique boutiques, cozy cafes, and delectable eateries. The weekly farmers market is a local favorite, offering fresh produce, artisanal goods, and a chance to mingle with friendly neighbors.

For outdoor enthusiasts, Winter Garden is a paradise. The West Orange Trail, a scenic 22-mile-long pathway, winds through lush landscapes and is perfect for biking, walking, or jogging. The city is also home to several beautiful parks, including the expansive Lake Apopka, which provides stunning views and abundant opportunities for fishing and kayaking.

Families will appreciate the top-rated schools and community-focused events that make Winter Garden an ideal place to raise children. Throughout the year, the city hosts various festivals and celebrations, fostering a sense of community spirit that is both welcoming and warm.

With its perfect blend of charm, convenience, and natural beauty, Winter Garden is more than just a place to live; it’s a lifestyle. Whether you’re looking for a quaint home in a friendly neighborhood or a vibrant community to call your own, Winter Garden is ready to welcome you with open arms. Discover your new home in this enchanting city today!

Newest Listings in Winter Garden

3 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code

Welcome to Southern Pines, one of Winter Garden's most desirable gated condominium communities. This spacious second floor 3 bedroom, 2 bathroom condo offers approximately 1,453 square feet of comfortable living space with an open, functional layout that is perfect for everyday living, working from home, or entertaining family and friends. The unit offers luxury vinyl flooring, the kitchen overlooks the living and dining areas, creating a bright and inviting gathering space, while the split bedroom floor plan provides added privacy for the primary suite. The generous primary bedroom features a walk in closet, and the two additional bedrooms offer excellent space for guests, family, or a home office. Southern Pines is known for its outstanding amenities, including a resort style pool and spa, clubhouse with a gaming area and a movie room, fitness center, indoor basketball and racquetball courts, tennis courts, playground, picnic and barbecue area, and beautifully maintained grounds. The monthly condominium fee also covers valuable services including water, sewer, trash, cable, internet, exterior maintenance, grounds maintenance, and security, making ownership both convenient and low maintenance. Ideally located just minutes from Historic Downtown Winter Garden, Winter Garden Village, major shopping and dining, the West Orange Trail, SR 429, the Florida Turnpike, Highway 50, and world famous attractions such as #Disney and #Universal, this home offers an exceptional combination of location, lifestyle, and value. Whether you are looking for your primary residence, a second home, or an investment opportunity, this move in ready condo is one you will not want to miss. Schedule your private showing today and discover everything Southern Pines has to offer.

142 Southern Pecan Circle Unit 204, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code

Under Construction. Waterleigh presents the Seacliff. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11833 Shine View Lane, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Stoneybrook West SubDv. ⋅ 34787 Zip Code

Stoneybrook West is situated amongst great schools, restaurants, shopping, is near the 429, Turnpike, 408, historical downtown Winter Garden and of course the theme parks. The HOA INCLUDES lightning speed fiber optic SPECTRUM INTERNET AND CABLE, access to the Olympic-sized COMMUNITY POOL, splash pad, clubhouse with FITNESS CENTER, basketball, pickleball and tennis COURTS, a community BOAT RAMP with LIMITED BOAT STORAGE and a FISHING PIER. This home sits in the quiet Masthead Landing neighborhood with charming curb appeal. Upon entry you’ll be greeted by the spacious foyer and beautiful staircase. FRENCH DOORS lead to the PRIVATE OFFICE with abundant sunlight. There’s plenty of space for the family to relax and entertain between the formal living and dining rooms and the family room open to the kitchen. The PICTURE WINDOW provides an unobstructed POND VIEW. The eat-in kitchen has a WALK-IN PANTRY plus a closet pantry, GRANITE countertops, tile backsplash, and stainless-steel appliances. Convenience awaits in the spacious LAUNDRY ROOM with a utility sink, storage, dryer and NEW WASHING MACHINE (2025). The primary bedroom upstairs has the beautiful POND VIEW, laminate flooring, a walk-in closet with built-in shelving, a garden tub and RENOVATED SHOWER. The secondary bedrooms share the hall bathroom. Outside you’ll find a spacious SCREENED PATIO and a 2-car garage with storage racks. Interior features include a half bath downstairs, BUILT-IN SPEAKERS and MOTORIZED SHADES in the living room, touch-sensitive kitchen faucet, ceiling fans, fantastic storage, new closet doors in one bedroom, impact windows in the primary bedroom and new toilets throughout. Exterior features include LIGHTNING RODS and GUTTERS. NEW WINDOWS were installed in 2019/2022, the roof was replaced in 2017, and the water heater was replaced in 2018. This home is ready and waiting for you!

14827 Masthead Landing Circle, Winter Garden

3 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo I SubDv. ⋅ 34787 Zip Code

Property in excellent condition ready to go, very good source of extra revenue, do not let I pass, very rare 3 bedrooms for this vacation condo.

14501 Grove Resort Avenue Unit 1409, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code

Under Construction. Waterleigh presents the Bellmore. This all concrete block constructed, one-story layout features 4 bedrooms and 3 bathrooms. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This community has stainless steel appliances, making cooking a piece of cake. Bedroom one, located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with double bowl vanity, and spacious shower/tub space as well as a spacious walk in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall a drop zone welcomes you from the garage where you will find a fourth bedroom and full bathroom. This home features a space to fit all your needs. Like all homes in Waterleigh, the Bellmore includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11923 Shine View Lane, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Orchard Hills Ph 3 SubDv. ⋅ 34787 Zip Code

Welcome to this well-maintained home in the highly desirable Orchard Hills community of Horizon West. Enjoy NO CDD fee, a LOW HOA that includes lawn care, and an A-rated school zone. Built in 2017, this thoughtfully designed house offers approximately 2500 sqft with 3 bedrooms + 1 downstairs den/office(convertible to a 4th bedroom) + 1 upstairs loft/retreat + 3 full bathrooms. The modern bright, open floor plan is perfect for both everyday living and entertaining. Upgrades include gorgeous wood-look tile flooring throughout the main living areas and the primary bedroom, plus an upgraded kitchen featuring 42" cabinets and beautiful quartz countertops. For ultimate flexibility, the main level downstairs hosts a full bathroom adjacent to a private office/den which easily serves as a 4th bedroom or guest suite. Upstairs, the expansive primary bedroom boasts a walk-in closet, dual sinks, separate tub and shower, and a private wraparound balcony. Additional highlights include a multi-functional Loft upstairs, a 2.5-car garage and an extra-long driveway that provides plenty of parking. Only 4 mins to Keene's Crossing Elementary and middle school, around 12 mins to Windermere High School and Windermere Preparatory School. Orchard Hills is an amazing community features clubhouse, resort-style pool, state-of-the-art fitness, recreation room, playground, dog park, walking/biking trails, playgrounds, sports field, and a picnic area with grills. Only a few mins to shopping centers, including Hamlin Shopping Center, Stoneybrook West Village, Winter Garden Village, Winter Garden Hospital. 10 mins to Orange County National Golf Center and Lodge. Short drive to Disney World, downtown Winter Garden, Windermere and Orlando. Schedule a showing Today!

14699 Magnolia Ridge Loop, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code

Waterleigh presents the Bellake. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. The kitchen overlooks the dining and great room, while having view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen features an island with bar seating, plentiful cabinet and counter space and stainless steel appliances, making entertaining a breeze. The first floor also features a flex room that provides an area for work or play and half bathroom. As we head up to the second floor, we are greeted with Bedroom one which includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well. This home features a two car garage located at the rear of the home complete with drop zone as you enter the home. Like all homes in Waterleigh, the Bellake includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

16810 Hobe Sound Court, Winter Garden

4 Beds ⋅ 2 Baths ⋅ Orange Cove SubDv. ⋅ 34787 Zip Code

Virtually Staged. 721 Sunburst Cove Ln is a one-story Winter Garden home with a well-equipped kitchen featuring stainless steel appliances, perfect for daily meal preparation and cleanup. The living area flows seamlessly to a covered patio, extending the living space outdoors for relaxation or entertaining. The primary bedroom includes a walk-in closet for convenient clothing and storage organization, while the primary bathroom has double sinks for added counter space and smoother daily routines. A two-car garage adds parking and storage utility, making this home a practical choice for those seeking comfort and convenience.. Included 100-Day Home Warranty with buyer activation

721 Sunburst Cove Lane, Winter Garden

6 Beds ⋅ 6 Baths ⋅ Signature Lks-Pcl 01d Ph 02 SubDv. ⋅ 34787 Zip Code

Virtually Staged. This beautiful Hancock Lake family friendly home is custom built for maximum lakefront enjoyment including a private covered dock protecting a 20’ +/- boat and 2 jet skis. Motor boat or pontoon your family around the lake, drop a line in or ski on one of the best skiing lakes in the area. The cul-de-sac lot is 1.29 acres with a BIG fenced yard, manicured gardening beds for your green thumb and plenty of room for outdoor games and pets. The extended screened patio has a sleek outdoor Kitchen with durable Weatherstrong cabinetry, cabana bath and a custom salt pool showcasing a water slide, Fiber optic lighting, solar heated and whimsical Disney characters embedded in the rock’s facade. Relax to lake views, or pull down the projector screen for a movie then watch the Disney’s fireworks nightly over the lake. The home has a freshly painted exterior and interior with crown trim throughout. The Kitchen space is designed for multiple chefs with newer appliances, walk-in pantry, island and informal seating. The first level’s primary suite with patio access was previously a media room complete with surround sound that remains intact. The loft with a balcony overlooking the patio and lake is prepped for entertaining. Two additional ensuites, 3 more bedrooms and a laundry room are also on the upper level. Both A/C Systems, all patio doors, reinforced exterior balcony railings and LR/DR bamboo engineered hardwood flooring are updated. The community offers a wide selection of amenities from boat ramp to pools for residents to enjoy.

7301 Wild Blackberry Trail, Winter Garden

5 Beds ⋅ 5 Baths ⋅ Silverleaf Reserve/Hamlin Ph 2 SubDv. ⋅ 34787 Zip Code

Luxurious Fully Furnished 5-Bedroom Home in Winter Garden Experience the perfect blend of elegance, comfort, and convenience in this stunning fully furnished two-story home located in the highly desirable Winter Garden area. Designed with both style and functionality in mind, this exceptional residence offers 5 spacious bedrooms, 4 full bathrooms, and 1 half bathroom, providing plenty of room for families of all sizes. The thoughtfully designed open-concept floor plan creates a seamless flow between the expansive living and dining areas, making it ideal for everyday living and entertaining. At the heart of the home is a beautifully appointed kitchen featuring solid wood cabinetry, stone countertops, and a full suite of included appliances, offering both timeless style and modern convenience. The luxurious primary suite serves as a private retreat with a generous walk-in closet and an elegant en-suite bathroom. The additional bedrooms are equally well-designed and include built-in closets, providing excellent storage and comfort for family members or guests. Upstairs, you'll also find a spacious loft that offers endless possibilities as a second living area, media room, home office, or playroom. Step outside to enjoy the convenience of a 2-car attached garage and the peace of mind that comes with owning a meticulously maintained, move-in-ready home. Being fully furnished, this property is perfect for buyers seeking a seamless transition without the hassle of furnishing an entire home. Ideally situated in Winter Garden, this home offers easy access to major highways, shopping, dining, entertainment, and highly rated schools, making it an outstanding choice for those seeking both convenience and an exceptional lifestyle. Don't miss this incredible opportunity to own a beautifully furnished home in one of Central Florida's most desirable communities. Schedule your private showing today and discover everything this remarkable property has to provide.

16091 Silver Brook Way, Winter Garden

3 Beds ⋅ 2 Baths ⋅ Lift Station/Cobblestone/Winte SubDv. ⋅ 34787 Zip Code

Bright, open living meets a polished, move-in-ready feel in Winter Garden. A flowing tile-floor plan creates an effortless backdrop for daily living and entertaining, anchored by a standout kitchen with crisp white cabinetry, stainless steel appliances, dramatic stone countertops and backsplash, recessed lighting, and an oversized waterfall island with seating. The generous primary retreat offers a large walk-in closet and an en-suite bath with dual sinks, a soaking tub, and a separate tiled shower. Well-proportioned secondary bedrooms offer versatile space, while the interior laundry room and two-car garage add everyday convenience. Sliding glass doors open to a covered, screened lanai, an inviting spot for morning coffee, outdoor dining, or relaxing with views of the expansive backyard. The home’s welcoming curb appeal is enhanced by an arched entry, shutters, and established landscaping. Enjoy the best of Winter Garden living, with Historic Downtown Winter Garden’s boutiques, dining, farmers market, and community events, plus the beloved West Orange Trail for walking, biking, and exploring.

356 Black Springs Lane, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Grove Residence & Spa Hotel Condo Li SubDv. ⋅ 34787 Zip Code

**Spacious 3-bedroom, 3-bathroom fully-furnished condo located on the fourth floor of the beautiful Grove Resort and Water Park! This condo has a full kitchen, full washer and dryer, large primary bedroom with sitting area, large primary bathroom with dual sinks and separate shower and tub, a second bedroom with its own ensuite bathroom, and a third bedroom and bathroom. The screened-in balcony overlooks the central fountain area, so the location is only a short stroll away from any amenities! You have the Surfari water park with a large heated pool, lazy river, water slides, splash area, and the Flowrider surfing experience! The Longboard Bar and Grill is located inside the water park for delicious meals, snacks and drinks! Or visit the Springs Pools area which has three further pools, and the relaxing hot tub! Located next to the Valencia Restaurant, the outdoor bar is also located there, and the 24/7 gym! Take a stroll down to Lake Austin and try your hand at fishing, kayaking, or paddle a swan boat!! For indoor fun visit Flip Flops, the 6000 sf games arcade with glow-in-the-dark mini golf!! For your convenience for food, gifts and sundries, we have the Marketplace, located at the Front Desk area. A free daily shuttle to the Disney parks is also provided for owners and guests. Enjoy ownership of a vacation condo, while having the onsite management company place bookings in your unit while you are not there! It is a completely hands-free experience! Call now for more details!!**

14501 Grove Resort Avenue Unit 3401, Winter Garden

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