3 Bedroom Homes for Sale in Winter Garden, FL

3 Beds ⋅ 4 Baths ⋅ 30 North Park SubDv. ⋅ 34787 Zip Code

Downtown Winter Garden becomes part of everyday life at this one-of-nine residence at 30 North Park, where a covered balcony overlooks the West Orange Trail and Plant Street’s dining, shops, and gathering spots are only a short stroll away. Arranged across three thoughtfully designed levels, the home balances connected gathering spaces with room to work and unwind. The main level brings the kitchen, dining area, and living room together beneath tall ceilings. An oversized island anchors the kitchen, complemented by quartz countertops, tall two-tone cabinetry, stainless steel appliances, and natural-gas cooking. Decorative wood beams, built-ins, and a gas fireplace feature wall give the living room character, while sliding glass doors extend the space to the balcony. Each of the three bedroom suites includes a walk-in closet and private full bathroom. Two suites occupy the upper level, including the primary with fitted closet storage, dual sinks, a glass-enclosed shower, and a separate water closet, while the second-level suite is currently arranged as a window-lined office. A ground-level bonus room with an adjoining fourth full bath creates another adaptable space for media, fitness, hobbies, or guests. Engineered hardwood and designer tile keep the interior carpet-free, while upper-level laundry, a tankless water heater, zoned HVAC, spray-foam ceiling insulation, and an attached rear-entry two-car garage add practical convenience. From quiet time on the balcony to mornings on the trail and evenings along Plant Street, this home pairs polished, flexible interiors with a distinctly downtown Winter Garden lifestyle.

72 N Park Avenue Unit 8, Winter Garden

$1,050,000

3 Beds ⋅ 3 Baths ⋅ Cooper & Sewell Add SubDv. ⋅ 34787 Zip Code

Welcome to a beautifully renovated Historic Craftsman in the highly desired Golf Cart District of Downtown Winter Garden! ??his charming Winter Garden historic home offers the character, craftsmanship, and timeless details of a classic home with the peace of mind of extensive modern updates. The roof was replaced in 2024, and the home features all-new electrical, plumbing, HVAC, and thoughtful renovations throughout while preserving the charm that makes historic homes so special. inside, you'll find a dedicated home office, inviting living spaces, and original character blended seamlessly with modern finishes and everyday functionality. Outside, two charming porches provide the perfect spots to enjoy your morning coffee, relax with friends, or take in the character of this established neighborhood. Location is everything, and this home puts you right in the heart of the Downtown Winter Garden lifestyle. Located within the highly sought-after Golf Cart District and in close proximity to Downtown Winter Garden, you can easily enjoy the weekly farmers market, seasonal festivals, local restaurants, boutique shops, entertainment, and community events. If you've been searching for a historic home in Winter Garden, a renovated Craftsman, a move-in-ready home with major systems already updated, a golf-cart-friendly property, or a home close to Downtown Winter Garden, this is a rare opportunity to enjoy historic charm without sacrificing modern comfort.

206 N Highland Avenue, Winter Garden

14140 Country Estate Drive, Winter Garden

$969,000

3 Beds ⋅ 3 Baths ⋅ Country Lakes SubDv. ⋅ 34787 Zip Code

Virtually Staged. Your Own Florida Paradise - Private, Elegant and Rare. Arrive in Winter Garden and escape into a private garden paradise unlike anything around it. More than an acre of mature trees, colorful plantings, and beautifully landscaped grounds create a serene backdrop with no rear neighbors...a setting that feels wonderfully removed, yet keeps every convenience close at hand. The recently resurfaced screened pool showcases beautiful new tile and a spa with water overflow; the pool and spa are professionally serviced weekly. An impressive 40-foot covered lanai extends the living space outdoors for year-round entertaining, quiet afternoons and sunset dinners among the gardens. The adaptable three-to-four-bedroom, three-bath floor plan offers effortless flexibility for guests, a home office or multigenerational living. A custom entertainment center with integrated surround sound adds a distinctive focal point to the main living area. A recently replaced roof, recent water heater and cooktop, and a fully serviced air-conditioning system make this an outstanding primary residence or seasonal Florida retreat. Lake Tilden and Black Lake access, boat ramps, tennis courts and a community pavilion complete the experience; near hospitals, fine dining, premier shopping, downtown Winter Garden, major roadways and world-famous attractions.

14140 Country Estate Drive, Winter Garden

$960,200

3 Beds ⋅ 2 Baths ⋅ 001 SubDv. ⋅ 34787 Zip Code

Auction Property. Discover the quieter side of Winter Garden. Set back from the roadway in an established rural setting, this property offers a sense of seclusion and a spacious, larger-lot environment. The surrounding area features acreage homes, wooded parcels, and open land, creating a distinctive country atmosphere. Enjoy the appeal of a peaceful setting with shopping, dining, and everyday conveniences available in the greater Winter Garden and Clermont areas. A unique auction opportunity for those seeking privacy and a location beyond the typical subdivision.

9901 Avalon Woods Drive, Winter Garden

$900,000

3 Beds ⋅ 3 Baths ⋅ Esplanade At Mckinnon Groves SubDv. ⋅ 34787 Zip Code

Under Construction. What's Special: Dedicated Study | Close to Amenities | Covered Lanai. New Construction - December Completion! Welcome to the Cresta at 17742 Sedona Street in Esplanade at McKinnon Groves! This home features an open-concept layout that seamlessly connects the great room, dining area, and gourmet kitchen with upgraded appliances, abundant cabinetry, and a large center island. Extended vinyl flooring flows through the main living areas, complemented by tray ceilings and 8' interior doors. French doors open to a private study. The primary suite offers a spacious bedroom, spa-inspired bathroom, and walk-in closet. Two additional bedrooms, including one with an en-suite bathroom, plus a full bathroom, covered lanai, laundry room, courtyard entry, and three-car garage complete the home. Additional Highlights Include: 42" cabinetry in the kitchen and laundry room, whole-house blinds. Photos are for representative purposes only. MLS#O6427570. Esplanade at McKinnon Groves offers resort-style living in a gated Winter Garden community surrounded by natural beauty. Planned amenities include a fitness center, movement studio, resort pool and spa, Bahama Bar, pickleball, tennis, and bocce courts. Residents will also enjoy yoga lawns, a Bark Park, rose garden, scenic trails, concierge services, and year-round events. Zoned for Lake County schools, it blends everyday convenience with an active lifestyle.

17742 Sedona Street, Winter Garden

$899,999

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

Built to Impress. Upgraded to Perfection. Welcome to Del Webb Oasis. From the moment you step through the craftsman-style entry onto hardwood floors that run seamlessly through every living space, it becomes clear that every decision in this home was made with intention — and that intention was excellence. Through French glass doors, a private den with tray ceiling offers the quiet focus space today's buyer genuinely needs. Then the kitchen stops you cold. A dramatic galley-style gourmet space with rich wood cabinetry stacked to the ceiling, quartz countertops, gas cooktop with vented hood, built-in wall oven, stainless appliances and a scalloped tile backsplash that earns its own admiration. It connects directly to the side bar — wine refrigerator, diamond-lattice wine rack, quartz countertops and matching backsplash — making the entertaining potential here truly exceptional. The great room beneath soaring double tray ceilings flows naturally through wall-to-wall sliding glass doors to the screened lanai, where a full summer kitchen with granite countertops, built-in grill, stainless hood, refrigerator and sink overlooks a lush conservation backdrop and an oversized fenced yard that is genuinely rare in this community. The primary suite is a proper sanctuary — tray ceiling, dual closets and a spa-caliber ensuite with a dual-sink charcoal vanity, quartz countertops and a floor-to-ceiling tiled walk-in shower with dual shower heads, built-in bench, decorative accent and mosaic tile floor. Two well-proportioned additional bedrooms, a full bath, a polished powder room and a laundry room with cabinetry, utility sink, and full-size washer and dryer complete the picture. Smart home technology, custom water filtration and just off the garage entry, a custom built-in drop zone with beadboard detail, bench, hooks, and shelving creates the perfect transition from the garage into the home — organized, intentional, and exactly where it should be. Now — the address. Del Webb Oasis is not just a community; it's a destination. A boutique, gated 55+ enclave in the heart of Winter Garden, just 2 miles from Disney — close enough that on some evenings, the fireworks are yours to watch from the neighborhood. The 12,000-square-foot clubhouse features a coffee bar, wine lockers, lounge, fitness center, yoga and aerobics studio, arts and crafts room, billiards room, and an indoor-outdoor bar and tavern. Outside: a zero-entry resort pool with lap lanes, spa, cabanas, pickleball and tennis courts, bocce ball, community garden, fire pit, and walking paths. The HOA covers exterior maintenance,and internet — because the only thing on your schedule here is living well. Winter Garden itself offers award-winning Saturday farmers markets, boutique dining on Plant Street, West Orange Trail access, and a charming downtown that genuinely feels like a small town despite being minutes from every major Central Florida corridor.

15084 Canopy Cover Drive, Winter Garden

144 Tildenville School Road, Winter Garden

$899,900

3 Beds ⋅ 1 Baths ⋅ N/A SubDv. ⋅ 34787 Zip Code

The real story of 144 Tildenville School Road is the land. Opportunities to own over an acre this close to Historic Downtown Winter Garden are becoming increasingly hard to find. Beneath a canopy of beautiful mature trees, this property offers something that cannot easily be recreated: space, privacy, character, and a location within Winter Garden’s golf cart district. The existing 3 bedroom home offers nearly 1,500 square feet of living space, but step into the backyard and you quickly understand what makes this property special. This is land meant to be enjoyed. Picture evenings beneath the trees with string lights glowing overhead, friends gathered around the custom built pizza oven, dinner being prepared in the summer kitchen, music playing, and plenty of room for everyone to spread out. For the next owner, the possibilities are just as compelling as the lifestyle already here. Enjoy the property as it is, create your own private retreat, expand upon the existing outdoor spaces, or simply appreciate the increasingly rare luxury of having over an acre of land near the heart of Winter Garden. And despite the privacy, you are still connected to the lifestyle that makes this area so desirable. Being within Winter Garden’s golf cart district means trips toward Historic Downtown Winter Garden can become part of the routine. Spend Saturday mornings at the Farmers Market, enjoy dinner along Plant Street, explore local shops and restaurants, or spend an afternoon on the West Orange Trail before heading home to your own piece of Winter Garden. Homes can be renovated. Kitchens can be changed. Finishes can be replaced. But you cannot manufacture another acre of mature, established land in a location like this. That is what makes 144 Tildenville School Road different. It is not simply a home for sale. It is an opportunity to own a substantial piece of Winter Garden, with the space to enjoy today and the possibilities to make it something entirely your own tomorrow.

144 Tildenville School Road, Winter Garden

$899,000

3 Beds ⋅ 3 Baths ⋅ Oakland Parka F1 & F2 SubDv. ⋅ 34787 Zip Code

Welcome to 1362 Union Club Drive in Oakland Park, where a charming park-front setting and inviting outdoor spaces create a wonderful place to call home. A large front porch overlooks the park, providing the perfect spot to enjoy your morning coffee, relax with a book or take in the neighborhood scenery. With no rear neighbor, the home also offers a wonderful sense of privacy. This 3-bedroom, 2.5-bath home features all bedrooms upstairs, including a spacious primary suite that also enjoys peaceful park views. The main living areas are downstairs, with convenient access to the backyard and pool. Outside, you'll find a beautiful pavered pool area that offers plenty of space for relaxing and entertaining. Between the park views from the front porch and the private setting in back, this home offers exceptional outdoor living. Located in the desirable Oakland Park community of Winter Garden, this home presents an opportunity to enjoy one of the area's sought-after neighborhood settings while adding your own personal touches inside.

1362 Union Club Drive, Winter Garden

$899,000

3 Beds ⋅ 4 Baths ⋅ Estates At Lakeview Preserve SubDv. ⋅ 34787 Zip Code

Welcome to an exceptional Winter Garden residence where refined finishes, thoughtful upgrades, and effortless indoor-outdoor living come together beautifully. Ideally situated in the Estates at Lakeview Preserve, 3292 Windbeam Ct. offers an elevated lifestyle in a beautifully appointed home designed for both everyday living and entertaining. Meticulously maintained and enhanced with nearly $75,000 in upgrades, this residence showcases sophisticated design and exceptional attention to detail throughout. Restoration Hardware lighting, custom millwork, elegant window treatments, plantation shutters, and high-end finishes create a cohesive, polished aesthetic. Beautiful wood-look tile flooring and crown molding flow throughout the main living areas, while custom wall accents in the family room add warmth and architectural character. The stunning Restoration Hardware lighting collection makes an immediate impression, from the dramatic entry chandelier and kitchen pendants to the living and dining room chandeliers, primary bedroom chandelier, and custom picture lighting. The beautifully appointed kitchen combines style and functionality with Statuario quartz countertops and upgraded 42-inch soft-close cabinetry, creating an inviting space for gathering. The luxurious primary suite is a true retreat, featuring a custom Closets by Design walk-in closet and an impressive spa-inspired super shower. A second closet connects directly to the laundry room and is outfitted with upgraded cabinetry, countertops, and sink for exceptional organization and convenience. A versatile enclosed flex room provides the perfect setting for a private home office, study, or additional living space. The split-bedroom floor plan offers generously sized secondary bedrooms, each featuring its own ensuite bath. Pocket sliding doors seamlessly open to the oversized screened-in lanai, extending the living space outdoors and creating an ideal setting for morning coffee, relaxed evenings, or entertaining guests. The outdoor living area features a custom screen enclosure, and plumbing for your new outdoor kitchen, while the fully enclosed yard provides added privacy and functionality. Additional exterior and garage enhancements include gutters, and an epoxy-finished garage floor. Further upgrades include a Puragain whole-house water filtration system with reverse osmosis drinking water, adding comfort and convenience to an already exceptional home. The Estates at Lakeview Preserve is a private section featuring spacious 70-foot homesites and three-car garages, while residents enjoy access to the exceptional amenities of Lakeview Preserve, including a resort-style pool, playground, fitness center, kayak launch, and community dock with access to Johns Lake. Every detail has been thoughtfully selected and beautifully executed, offering the next owner a truly move-in-ready home with an impressive collection of upgrades in one of Winter Garden’s desirable communities. Don’t miss the opportunity to make this exceptional residence your own!

3292 Windbeam Court, Winter Garden

129 S Park Avenue Unit 8E, Winter Garden

$889,000

3 Beds ⋅ 4 Baths ⋅ Park Place/Winter Garden SubDv. ⋅ 34787 Zip Code

Fully furnished, turnkey Urban retreat in Downtown Winter Garden — perfect for snowbirds, recent life-chapters, or anyone craving an active, walkable Florida lifestyle. This immaculate three-story townhome at Park Place offers 2,030 sq ft of stylish, move-in ready living with 3 beds, 3.5 baths and a custom elevator for easy access to every level. Why you’ll love it? Move-in ready: thoughtfully curated furnishings and decor — unpack, relax, entertain. Ideal for flexible living: private first-floor guest suite with full en-suite bath — perfect for in-laws, guests, or a live-work setup. Entertainer’s kitchen: chef-inspired with oversized island, breakfast bar, stainless appliances and gas range. Private primary level: spa bath with dual vanities, soaking tub and large walk-in shower. Comfortable modern features: natural gas, ceramic floors, plantation shutters, tankless water heater and rear-entry 2-car garage. Accessibility: custom elevator makes all three levels effortless. Location: You can live steps away from Winter Garden’s Plant Street scene — Plant Street Market, Crooked Can Brewing, Award winning Restaurants, Boutique shops, and the 22 mile long West Orange Trail. Enjoy year round festivals, dining, weekly farmers’ markets and nightlife within easy walking distance, plus quick access to major highways and all Orlando’s Theme Parks and attractions. Perfect fit for: Northern snowbirds seeking low-maintenance seasonal living, those starting fresh after a divorce who want an elegant, turnkey sanctuary, or anyone who values design-forward, walkable downtown life. Schedule a tour and see how effortlessly this home fits your next chapter.

129 S Park Avenue Unit 8E, Winter Garden

$874,000

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

Virtually Staged. Welcome home! The neighbors call this one of the best kept secrets in Oasis. One of the few homes in the community that have an amazing view of the Disney fireworks from your screened-in porch. The seller has spared no expense in making this home move-in ready. As soon as you walk in, you'll be greeted by high ceilings, beautiful tile floors and plenty of light. This home features the maximum amount of recessed lighting offered by the builder in every single room. This home has a gourmet kitchen, featuring an oversized kitchen island and plenty of cabinet/countertop space and a KitchenAid refrigerator. The corner pantry features a custom closet by design buildout. This beautiful kitchen will bring out your inner chef. In addition, the kitchen overlooks the dining room and living room, ideal for entertaining. The home features custom smart blinds throughout the first floor. The seller spared no expense in upgrading this property, featuring custom closets by design in the main bedroom, mudroom and laundry room as well as the garage. This home comes with full home water purification system. Fully paid-off solar panels at closing. The upstairs loft and third bedroom have exotic wood throughout. Minutes from Walt Disney World Resort, Hamlin Town Center and downtown Winter Garden. Contact the listing agent today to schedule.

13355 Sunny Retreat Lane, Winter Garden

$840,000

3 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

OAKLAND PARK---a PARADE of HOMES winning community! Nestled beneath a canopy of mature trees and perfectly positioned across from a PARK, this charming home welcomes you with a spacious covered front porch where you can relax and enjoy nature and the peaceful surroundings. Thoughtfully designed with warmth and character throughout, the home features rich WOOD flooring, beautiful custom ACCENT WALLS, and a stunning staircase that adds style and sophistication to the inviting interior. Offering 3 bedrooms, 2.5 baths, a dedicated formal dining space, and a small bonus area upstairs suitable for an OFFICE—-a functional yet elegant layout, this home was designed with the homeowner in mind. The kitchen is beautifully appointed with stone countertops, tile backsplash, abundant cabinetry, and a built-in desk area that adds both charm and convenience. A dedicated COFFEE BAR creates the perfect morning retreat, while the walk-in pantry and additional secondary pantry provide exceptional storage space. The downstairs spacious laundry room is equally impressive, featuring a utility sink and extensive counter space ideal for organization and everyday functionality. The living room is embraced with natural light from an abundance of windows overlooking the backyard, while extended FRENCH DOORS create a seamless connection to the covered outdoor living space, enhancing the home’s warm and welcoming atmosphere. A convenient half bath and entry door are located adjacent to the covered porch, offering seamless indoor-outdoor living. The outdoor space is already enhanced with pavers, creating a polished and low-maintenance setting ideal for entertaining, relaxing, or future customization. With ample room to design and build a POOL, the backyard offers endless possibilities to create your dream oasis. The upstairs PRIMARY SUITE offers a relaxing retreat complete with dual sinks, an oversized walk-in shower, linen closet, a separate private water closet, and a generously sized walk-in closet. Two additional bedrooms and one full bath are located upstairs. Blending comfort, charm, and thoughtful design, this beautifully customized home offers an exceptional opportunity to enjoy cozy living spaces, stunning outdoor potential, and timeless character in a picturesque PARK setting. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!

907 Easley Avenue, Winter Garden

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