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Single Family Homes for Sale in Winter Garden, FL

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Welcome to your dedicated resource for single family homes for sale in Winter Garden, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Winter Garden, FL agent, The Nest Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the single family properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Single Family Homes for Sale in Winter Garden, FL

4 Beds ⋅ 4 Baths ⋅ Storey Grove Ph 1b SubDv. ⋅ 34787 Zip Code

Located in the heart of Horizon West, 17167 Writing Aly offers the space, flexibility, and location buyers are looking for in Winter Garden. Just minutes from Hamlin Town Center, the 429, Disney, and Downtown Winter Garden, this home is positioned in one of Central Florida’s fastest-growing areas while still offering a true neighborhood feel with community green spaces, walking paths, and resort-style amenities nearby. Inside, the freshly repainted interior feels bright, clean, and move-in ready. The open-concept main living area flows seamlessly into the kitchen and dining spaces, creating a layout that works well for both everyday living and entertaining. One of the standout features of this floorplan is the rare dual primary suite setup, with one primary bedroom conveniently located downstairs and a second oversized primary suite upstairs, giving flexibility for multi-generational living, guests, or added privacy. Step outside to your private outdoor courtyard, perfect for grilling, relaxing, or creating an inviting entertaining space between the home and detached two-car garage. With thoughtful layout options, fresh interior updates, and a location close to everything Horizon West has to offer, this home checks boxes that are hard to find at this price point.

17167 Writing Alley, Winter Garden

5 Beds ⋅ 5 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code

This beautifully maintained Toll Brothers Delray floor plan is 2 years new and sits on one of the community’s most desirable lots, directly overlooking the scenic community park. With excellent curb appeal, a covered front porch, and a long brick paver driveway, the home welcomes you from the moment you arrive. Step inside the dramatic two-story foyer and discover an open, light-filled floor plan with thoughtfully chosen upgrades, neutral colors, and high-end finishes throughout. The heart of the home is the expansive kitchen featuring a large prep island, built-in ovens, vented cooktop, walk-in pantry, and abundant cabinetry for all your storage needs. A convenient downstairs bedroom with a full bath offers ideal space for guests or multigenerational living. Upstairs, a spacious bonus room provides flexible living options, while the impressive primary suite steals the show with two walk-in closets, a luxurious garden bath, oversized shower, and dual vanities. Every bedroom is generously sized, giving family members their own private retreats. Just around the corner, the brand-new community clubhouse with its modern contemporary design is scheduled to open in July, bringing a state-of-the-art fitness center and sparkling community pool within easy walking distance. Perfectly located just minutes from Disney, major highways, top-rated shopping, and dining, this home is also zoned for highly sought-after K-12 schools. Why wait to build when you can move into this like-new Delray now and settle in before the new school year begins? A rare opportunity to own an upgraded Toll Brothers home in an unbeatable location.

14102 Lochend Way, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Lakeshore Preserve Ph 5 SubDv. ⋅ 34787 Zip Code

Stunning home 4 bedrooms all suites, located in the Lakeshore community. This beautiful residence offers a perfect blend of modern elegance and comfort. House just has been used from Original owner twice a year since built as a second home, looks brand new! Fully upgraded Kitchen with High end Jen Air appliances, Quartz Waterfall Island countertop, upgraded cabinets and quartz countertops thru out the house.. Extensive custom Carpentry work thru out the house. Deep Lot with plenty of space for a large pool with pre wired and pre plumbing for a future summer kitchen. Residents enjoy resort-style amenities, including clubhouse, fitness center, resort-style pool and proximity to top-rated schools, shopping, and major highways.

8289 Topsail Place, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Hawksmoor-Ph 1 SubDv. ⋅ 34787 Zip Code

Stunning single-story home featuring 3 bedrooms and 2.5 bathrooms, situated in the highly sought-after Hawksmoor community. This property boasts modern tile and carpet flooring, complemented by elegant granite countertops and a spacious 2-car garage. Residents can enjoy top-tier community amenities, including a resort-style pool, walking trails, and a playground. Strategically located, you are just minutes away from historic downtown Winter Garden, Disney, and premier theme parks. With an abundance of shopping, dining, and entertainment nearby, plus quick access to SR 429 and Florida’s Turnpike, your daily commute will be a breeze.

16466 Olive Hill Drive, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Northlake/Ovation Ph 1 SubDv. ⋅ 34787 Zip Code

Welcome to this stunning, nearly new home, just two years old and thoughtfully designed for modern living. Perfectly positioned directly across from a beautiful conservation area and just steps from the community amenities center, this exceptional residence offers the ideal blend of comfort, convenience, and style. As you enter through the inviting front porch, you'll find a private first-floor bedroom and full bathroom—perfect for guests, in-laws, or a home office. The heart of the home features a gourmet kitchen that seamlessly flows into the spacious open-concept living and dining areas, creating the perfect space for entertaining and everyday living. Step through elegant French doors to enjoy the extended covered lanai and side yard, offering plenty of outdoor living space. The oversized driveway and two-car garage provide ample parking and storage. Upstairs, you'll discover two additional bedrooms, a full bathroom, and an expansive primary suite designed as a true retreat. The luxurious primary bathroom features dual vanities, an oversized walk-in shower, and a spacious walk-in closet. Located within a highly sought-after school district and just minutes from Orlando Health Hospital, Hamlin Town Center, and Flamingo Crossings Town Center, this home offers unparalleled convenience to shopping, dining, entertainment, and major roadways. This move-in-ready gem truly has everything you've been looking for. Schedule your private showing today and experience the lifestyle this exceptional home has to offer!

11165 Green Citron Alley, Winter Garden

3 Beds ⋅ 2 Baths ⋅ Park Ave Estates SubDv. ⋅ 34787 Zip Code

Discover this move-in ready 3-bedroom, 2-bathroom CBS construction home in Winter Garden, FL, nestled in the highly sought-after Park Avenue Estates community. Just minutes from downtown Winter Garden, award-winning dining, shopping, and the popular farmers market, this home offers the perfect mix of charm and convenience. Featuring a newer roof, a low HOA, and access to a community pool, you’ll enjoy a relaxed lifestyle in one of Central Florida’s most vibrant neighborhoods. The nearby West Orange Trail is perfect for biking, morning runs, or evening strolls surrounded by Florida’s natural beauty. This move-in ready home places you close to everything, from boutiques and restaurants to top-rated Winter Garden schools. Whether you’re enjoying local amenities or simply relaxing at home, this property provides the ideal opportunity to experience the best of Winter Garden living.

338 Windford Court, Winter Garden

2 Beds ⋅ 2 Baths ⋅ Del Webb Oasis Ph 3 SubDv. ⋅ 34787 Zip Code

2 bedrooms plus den, 2 bathroom.. Built in 2024, this like-new home is located on a premium cul-de-sac lot within a sought-after community in Winter Garden. Offering exceptional privacy with no rear neighbors, the backyard provides a peaceful setting to relax and enjoy Florida's outdoor lifestyle. The community is designated as 55+; however, buyers of 25 years old are permitted to purchase within the community. This beautifully maintained residence combines modern construction, energy-efficient features, and a desirable open floor plan with access to outstanding community amenities. Conveniently located near shopping, dining, entertainment, and major roadways, this home offers the perfect blend of comfort, privacy, and convenience.

15806 Gem View St, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Lakeshore Preserve Ph 2 SubDv. ⋅ 34787 Zip Code

Imagine coming home to space, style, and ease—where every detail is already done. This move-in-ready Toll Brothers home offers 4 bedrooms, 3.5 baths, and 3,304 sq. ft. in one of Horizon West’s most desirable communities. From the Tuscan-inspired curb appeal and welcoming front porch to the bright, open living spaces, this home was designed for comfort, flexibility, and effortless entertaining. The chef’s kitchen features a large island and flows seamlessly into the family room and covered lanai. With two primary suites, including one on the main level, the floor plan is ideal for guests, multigenerational living, or a private owner’s retreat. The oversized backyard offers room to create your dream outdoor oasis, including space for a future pool. Enjoy resort-style amenities with lawn care included, a clubhouse, fitness center, parks, playgrounds, and a lakeside pool overlooking Panther Lake. Located minutes from top-rated schools, Hamlin Town Center, Disney, and everything Horizon West has to offer. Luxury without waiting. Space without compromise. This is where your next chapter begins.

15149 Canoe Place, Winter Garden

5 Beds ⋅ 3 Baths ⋅ Signature Lakes Ph 3b-4 3b-5 & 3 SubDv. ⋅ 34787 Zip Code

Virtually Staged. HUGE CORNER LOT featuring 5 bedrooms, 3 full bathrooms and a 3 car garage with Epoxy flooring in a highly desirable neighborhood! With new fresh paint throughout, this move-in-ready home offers space, comfort, and versatility. The oversized backyard offers endless possibilities for customization, outdoor entertaining, and recreation. The spacious owner's suite is complete with two walk-in closets and a private en-suite bathroom. Upstairs, the expansive bonus room offers endless possibilities as a home theater, game room, in-law suite, or large bedroom. In addition to the owner's suite and bonus room, you'll find three generously sized secondary bedrooms upstairs that provide ample space and flexibility. Downstairs features another room with a closet and it has a connecting full bathroom, making it ideal for an office or additional guest room. The beautifully upgraded kitchen is the heart of the home, offering the perfect space for cooking, dining, and creating lasting memories. Featuring two expansive living rooms on the main level plus a formal dining room, this home is ideal for both entertaining guests and enjoying quality time together. With a versatile floor plan, generous living spaces, and endless possibilities, come experience everything this remarkable property has to offer. This is more than a house, it's a place to call home. Some photos have been virtually staged to illustrate potential furniture placement, room functionality, and design possibilities, helping buyers envision the home's full potential.

6100 Cypress Hill Road, Winter Garden

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

3 Beds ⋅ 2 Baths ⋅ Waterside/Johns Lake Ph 2a SubDv. ⋅ 34787 Zip Code

Motivated sellers! Welcome to this highly sought-after home in the infamous Waterside Johns Lake. This adorable 3-bedroom, 2-bath home is truly a gem! This freshly painted home has delightful curb appeal, featuring an oasis of flowers and shrubs and a charming porch, perfect for sitting out and savoring life as it passes. This open floor plan is enhanced by modern high-end finishes throughout. The kitchen boasts of like-new cabinets, quartz countertops, stainless steel appliances, a walk-in pantry, and an oversized kitchen island that overlooks the family room, with the dining area conveniently located just off the kitchen, great for entertaining! The ceramic tile runs throughout with luxury Vinal plank fitted floors in two of the bedrooms. The living areas flow seamlessly together, creating an inviting space for everyday use. The primary suite offers both comfort and convenience, complete with a generous walk-in closet, dual vanities, quartz counters, and a walk-in shower. The laundry room is spacious and comes with a separate washer and dryer. The garage is located next to the laundry room, providing direct access into your home. Sliding doors open onto your own screened-in patio, perfect for enjoying the evenings or grilling out. This home has a newer roof 2025, a new tankless water heater 2026. Waterside at Johns Lake offers resort-style amenities, including a fully equipped gym, large well maintained swimming pool and a club house, this is all located just over the street for your convenience. There is easy access to all major highways including 429 and Florida's Turnpike for seamless access to downtown Orlando, area theme parks, and Orlando International Airport. Schedule your showing today! This won't last long.

17035 Harbor Oak Parkway, Winter Garden

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

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