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Browse All Winter Garden FL Between $300K - $400K Properties for Sale

$364,500
3 Beds 3 Baths Longleaf/Oakland Rep SubDv. 34787 Zip Code
Welcome to 1511 Sweet Apple Street, a well-maintained, stunning, and ready-to-move-in townhouse located in the highly desirable Longleaf at Oakland community. Built in 2019, this beautifully maintained home offers 3 spacious bedrooms, 2.5 bathrooms, and 1,620 square feet of bright, open-concept living space designed for both relaxation and entertaining. The inviting front porch is the perfect place to enjoy your morning coffee. Inside, abundant natural light flows through the numerous windows, enhancing the spacious open-concept layout. The large and contemporary kitchen features an island, stainless steel appliances, granite countertops, and an oversized pantry, with premium finishes that seamlessly flow into the main living and dining areas, making it ideal for both everyday living and entertaining. Upstairs, the primary suite serves as your private retreat, featuring an En-suite bath and ample closet space, alongside two additional bedrooms perfect for family, guests, or a dedicated home office. Step outside to the private courtyard, perfect for grilling and enjoying Florida’s beautiful weather with plenty of space for outdoor seating or even a hot tub. The two-car garage offers private rear entry into the home with a spacious driveway that provides additional parking along with guest parking nearby. There is additional parking in the front of this home also. Enjoy being just steps away from the beautiful community pool overlooking the pond and the neighborhood playground. This home and community provides everything the Florida Lifestyle has to offer ! Living here means embracing an incredible Central Florida lifestyle. The Longleaf community features a sparkling resort-style pool with a cabana, a playground, and scenic walking paths. Best of all, you are just steps away from the historic West Orange Trail and the Oakland Nature Preserve, making outdoor adventures effortless. When you want to head out for dinner or shopping, the vibrant culture of downtown Winter Garden and the famous Plant Street Market are only minutes away. Plus, with quick access to major highways like the Florida Turnpike and SR-429, you are seamlessly connected to all of Orlando's world-class theme parks, dining, and entertainment. Don't miss the opportunity to make this beautiful turnkey property your own!

1511 Sweet Apple Street, Oakland

$379,000
3 Beds 3 Baths Villas/Tucker Oaks SubDv. 34787 Zip Code
Welcome to your beautifully updated home in the gated community of Winter Garden. This charming residence offers 3 bedrooms, 2.5 baths, 2-car garage, and approximately 1,737 sq. ft. of comfortable living space. In 2025, this home underwent a $53K renovation, featuring a modern kitchen with 42” shaker white cabinets with undermount lighting and quartz counters, stainless steel appliances, and a double oven for added convenience. The renovation also includes kitchen and bathroom upgrades, frameless shower doors, LVP flooring on the upstairs level and stairs, interior and exterior paint, new drapes, and elevated finishes throughout. Additional details include crown molding and 5” baseboards. Enjoy peace of mind with an A/C unit (3 years old) and a new roof (2025). Relax or entertain on the screen-covered patio with pond views. The garage floors feature non-slip coating, and the home includes all-new light fixtures, ceiling fans, and updated lighting. Additional benefits include a security system for added safety and convenience. Community amenities include a pool, playground, dog park, basketball courts, BBQ grills, and walking trails, perfect for everyday enjoyment. Located near Downtown Plant St, Fowler’s Grove, and with convenient access to 429 and the Florida Turnpike, you’re close to dining, shopping, entertainment, and major travel routes. Schedule your showing today!

1424 Scarlet Oak Loop, Winter Garden

$359,999
3 Beds 3 Baths Orchard SubDv. 34787 Zip Code
Under contract-accepting backup offers. Some photos are Virtually Staged. WELCOME to a HOME that truly stands out in THE ORCHARD, a desirable GATED COMMUNITY in WINTER GARDEN! This beautifully updated 3-BEDROOM, 2.5-BATHROOM TOWNHOME is perfectly positioned with NO REAR NEIGHBORS and a BEAUTIFUL OPEN GREEN SPACE BEHIND THE HOME, offering a peaceful and private setting. From the moment you arrive, the inviting PRIVATE ENTRYWAY and spacious ATTACHED 2-CAR GARAGE set the tone for the comfort and convenience this home offers. Step inside to discover NO CARPET ON THE FIRST FLOOR, UPDATED LAMINATE FLOORING, and numerous recent updates throughout. The home features NEW LIGHT FIXTURES AND CEILING FANS (2026), NEW FAUCETS (2026), and NEW CARPET UPSTAIRS (2026). Major systems have also been thoughtfully updated, including a NEW HVAC SYSTEM (2021) and ROOF (2020). The WASHER AND DRYER (2024) add even more value and convenience. The open-concept main living area seamlessly connects the living room, dining area, and kitchen, creating a warm and welcoming space for both everyday living and entertaining. The kitchen features GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, ABUNDANT CABINETRY, a LARGE WALK-IN PANTRY, and a BREAKFAST BAR WITH PENDANT LIGHTING. A versatile FLEX ROOM just off the main living area provides endless possibilities and can easily serve as a HOME OFFICE, PLAYROOM, EXERCISE ROOM, OR ADDITIONAL SITTING AREA. A convenient HALF BATH WITH UPDATED FIXTURES, large storage closet, and direct access to the garage complete the first floor. A DEDICATED LAUNDRY AREA adds even more convenience to the home’s thoughtful design. From the dining area, sliding glass doors open to the PEACEFUL BACKYARD SETTING, where you can relax and enjoy the expansive green space and the added privacy of NO REAR NEIGHBORS. Upstairs, the NEW CARPET INSTALLED IN 2026 continues into the spacious loft, currently used as an office and complemented by additional cabinetry. The generous PRIMARY SUITE features a MASSIVE WALK-IN CLOSET WITH A WINDOW and a private ensuite bathroom offering DUAL SINKS, a STANDING SHOWER, SEPARATE JETTED SOAKING TUB, and PRIVATE WATER CLOSET. Two additional bedrooms are thoughtfully located on the opposite side of the primary suite and share a full bathroom featuring a TUB AND SHOWER COMBINATION. The HOA COVERS THE EXTERIOR OF THE HOME, LAWN MAINTENANCE, AND COMMON AREAS, providing added convenience and peace of mind. Residents of THE ORCHARD enjoy GATED SECURITY, a TRANQUIL COMMUNITY POOL, and PLAYGROUND, all in a prime WINTER GARDEN LOCATION just minutes from shopping, dining, top-rated schools, and the charm of DOWNTOWN WINTER GARDEN. TASTEFULLY UPDATED, WELL-MAINTAINED, AND MOVE-IN READY, this townhome offers an exceptional combination of STYLE, COMFORT, PRIVACY, AND CONVENIENCE, with many of the major updates already completed for you. Come see why you will love calling THE ORCHARD HOME!

242 Winter Nellis Circle, Winter Garden

$369,500
3 Beds 3 Baths Stoneybrook West Unit 8 SubDv. 34787 Zip Code
Move-in ready and freshly updated! Welcome to Westbrook at Stoneybrook West, a well-established townhome community in the heart of Winter Garden. This spacious 3-bedroom, 2.5-bath townhome offers approximately 1,650 square feet of comfortable living space, an attached 2-car garage, and something increasingly hard to find—the major refreshing and punch-list work has already been done for you. The home has just undergone an extensive owner-funded refresh designed to make it truly move-in ready. Brand-new wood-look luxury vinyl plank flooring now runs throughout the main living area, while brand-new carpet has been installed on the stairs and throughout the upstairs bedrooms and hallway. The interior has also received extensive paint and touch-up work, including walls, trim, baseboards, doors and other areas as needed. Beyond the visible improvements, a comprehensive top-to-bottom maintenance and repair list addressing the little things that so often get left for the next homeowner—from drywall and texture repairs, caulking and sealing, blinds and lighting to bathroom fixtures, plumbing adjustments, HVAC registers, hardware and numerous preventative-maintenance items throughout the property. Even the covered patio was pressure washed and refreshed. The result is a home that feels clean, updated, well cared for and ready to enjoy from day one—without inheriting a long list of projects after closing. The main level features an open living and dining area with plenty of room to entertain, while all three bedrooms are conveniently located upstairs. The spacious primary suite includes a private bath and walk-in closet, and the covered outdoor patio provides additional space to relax and enjoy the Florida weather. Westbrook offers residents a community pool, playground, sidewalks and plenty of guest parking, all in a location that puts everyday conveniences close by. Publix, Walgreens, restaurants and shopping are just minutes away, with Winter Garden Village and Historic Downtown Winter Garden also within easy reach. Spend the weekend exploring the brick-lined streets of Plant Street, visiting the Saturday Farmers Market, or enjoying miles of biking and walking along the West Orange Trail. With convenient access to SR-429, SR-50 and Florida’s Turnpike, commuting throughout Central Florida, Downtown Orlando, the airport and the theme parks is a breeze. If you've been waiting for a Winter Garden townhome where you can simply unpack and start enjoying your new home instead of immediately tackling projects, this is the one. Schedule your private showing today!

1327 Priory Circle Unit 1327, Winter Garden

$365,000
3 Beds 3 Baths Orchard A1-A26 B1 B2 C D1-D4 SubDv. 34787 Zip Code
Virtually Staged. Welcome to this beautifully updated 3-bedroom, 2.5-bath townhome with a 2-CAR GARAGE in the GATED Orchard community of Winter Garden! Recent improvements include FRESH INTERIOR PAINT, UPDATED KITCHEN & BATHS, LUXURY VINYL PLANK FLOORING throughout the main level, BRAND NEW CARPET upstairs, stylish NEW LIGHT FIXTURES, a NEW GARAGE DOOR OPENER, and UPDATED ROOF (2024), creating a home that feels fresh, modern, and truly MOVE IN READY. Inside, the light-filled OPEN CONCEPT floor plan is designed for both everyday living and entertaining. The modern flooring creates a cohesive feel throughout the main living areas, while the kitchen - delivering ample storage and counter space, STAINLESS STEEL APPLIANCES and a breakfast bar - overlooks the spacious living and dining areas, keeping everyone connected. A convenient half bath completes the first floor. Upstairs, the PRIMARY SUITE is ideally situated at the back of the home and offers a generous WALK-IN CLOSET and a private en-suite bath. Bedrooms two and three are positioned at the front of the home, with the third bedroom also featuring its own walk-in closet. The guest bath and second-floor laundry closet are centrally located for added convenience. Step outside to enjoy a rear patio overlooking a sizable green space with NO REAR NEIGHBORS, creating a peaceful setting for relaxing outdoors. Charming curb appeal, a COVERED FRONT PORCH with an arched entry, and well-kept landscaping enhance this home's appeal. The Orchard offers the LOW MAINTENANCE lifestyle you have been looking for, with the HOA covering exterior maintenance while residents enjoy a GATED ENTRANCE, COMMUNITY POOL, playground, and tree-lined streets. Located just minutes from Winter Garden Village, you will love having exceptional shopping, dining, entertainment, TOP-RATED SCHOOLS, and easy access to SR 535, SR 50, the Florida Turnpike, and SR 429, putting everything Central Florida has to offer within easy reach. This is the perfect opportunity to enjoy stylish, low-maintenance living in one of Winter Garden's most desirable communities. Call today to schedule a tour and let Golden Russet Drive welcome you HOME!

13765 Golden Russet Drive, Winter Garden

$309,000
2 Beds 3 Baths Daniels Lndg A-J SubDv. 34787 Zip Code
Under contract-accepting backup offers. LISTED AT APPRAISED VALUE! Welcome to this beautifully updated townhome in the highly desirable gated community of Daniels Landing in Winter Garden. Combining modern upgrades with an ideal location, this move-in-ready residence offers the perfect blend of style, comfort, and convenience. Step inside to discover an inviting open-concept main level featuring a spacious living room, a well-appointed kitchen with granite countertops, ample cabinetry, a dining area, and a convenient half bath for guests. Luxury wood plank flooring flows throughout the living room and both bedrooms, creating a warm and cohesive feel. Upstairs, you'll find two generously sized primary suites, each complete with walk-in closets and private en-suite bathrooms. The bathrooms were fully renovated in 2025 with designer tile flooring, new vanities, LED mirrors, beautifully tiled showers, new toilets, and contemporary fixtures, creating spa-inspired spaces you'll love. A conveniently located upstairs laundry area adds to the home's thoughtful layout. Extensive recent improvements provide exceptional peace of mind, including a complete HVAC system replacement (2022), new garage door and garage door opener (2025), professionally cleaned air ducts with a UV air purification system (2025), new ceiling fans throughout (2025), and a full suite of brand-new LG stainless steel appliances including the refrigerator, dishwasher, microwave, washer, and dryer (2025). Enjoy Florida living in your private courtyard, accessible from the rear-entry garage, offering a quiet outdoor retreat for relaxing or entertaining. Residents of Daniels Landing enjoy an array of community amenities, including a resort-style pool, fitness center, clubhouse, playground, and gated entry. Ideally situated just minutes from the award-winning Downtown Winter Garden, the West Orange Trail, shopping, dining, major highways, and approximately 20 minutes from Walt Disney World, this exceptional home offers the perfect combination of low-maintenance living and an unbeatable location.

241 Deepcove Road, Winter Garden

$389,990
3 Beds 2 Baths Regal Pointe Ph 02 47/133 SubDv. 34787 Zip Code
Hidden Gems Don't Stay Hidden Long. 234 Grand Royal Circle is the kind of home that stops buyers mid-scroll and makes them say out loud that they did not expect this. Character is the first thing you feel when you walk through the door. Arched doorways carry you through the layout with a warmth and elegance that newer construction spends years and significant money trying to recreate. Rich laminate flooring runs through the main living spaces. Vaulted ceilings create volume and light that make every room feel intentional. And the details, a gallery mirror wall at the entry, a dramatic arched window flooding the flex room with natural light. The kitchen has been updated throughout. Shaker cabinetry, granite countertops, a tile backsplash, stainless steel appliances, upgraded hood and a peninsula with bar seating that opens to the living area and keeps everyone connected. The primary ensuite delivers a double vanity, soaking tub, and clean cabinetry in a bath that feels calm and considered. The flex room is a genuine bonus space, bright, private, and ready to become whatever the next owner needs it to be. The fenced backyard, and a footprint that gives you real outdoor space in one of the most walkable and sought after corridors in Winter Garden. The mature oak canopy makes it feel even larger and is the kind of backyard that earns its own conversation. And then there is the location. Plant Street, Winter Garden's celebrated downtown heart, is right here. The farmers market, award winning restaurants, craft breweries, and community events that make this the most desirable city in Central Florida are not a drive away. They are a walk away. This home is an awesome opportunity in the truest sense of the word. The right buyer is going to recognize exactly what this is the moment they step inside.

234 Grand Royal Circle, Winter Garden

$328,000
3 Beds 3 Baths Tucker Oaks SubDv. 34787 Zip Code
Virtually Staged. Welcome to this beautifully maintained end-unit townhome located in the desirable gated community of Tucker Oaks in Winter Garden, offering extra privacy, abundant natural light, and a premium pond-view lot with additional backyard space. Conveniently situated right next to the community amenities, this home combines comfort, style, and an exceptional location. Step inside to an inviting open-concept floor plan featuring a spacious living room, dining area, and kitchen that flow seamlessly together, making it perfect for both everyday living and entertaining. The kitchen is beautifully appointed with tall cabinetry, granite countertops, stainless steel appliances, and a large walk-in pantry, while a versatile flex room offers the perfect space for a home office, formal dining room, playroom, or additional living area. A beautifully renovated half bathroom and an indoor laundry room add convenience to the first floor. Upstairs, you'll find like-new carpet (2020) throughout, two spacious guest bedrooms, a full guest bathroom, and a relaxing primary suite featuring an elegant tray ceiling and tranquil pond views. The en-suite bathroom offers a double-sink vanity, a garden tub/shower combination, and a generous walk-in closet. Additional features include a new air conditioning system (2026), new roof (2024), new water heater (2024) and a large garage with tall ceilings, providing excellent storage space. Enjoy peaceful mornings overlooking the pond and all the benefits of living in a gated community with nearby amenities including a pool and dog park. This move-in-ready home offers the perfect combination of thoughtful upgrades, functional living space, and an unbeatable location.

1668 Scarlet Oak Loop Unit C, Winter Garden

$400,000
3 Beds 3 Baths Hickory Hammock Phase 2b SubDv. 34787 Zip Code
Under contract-accepting backup offers. Welcome to this beautifully maintained end-unit townhome in the highly sought-after Hickory Hammock at Johns Lake! Filled with natural light from additional windows and offering extra green space rarely found with townhome living, this move-in-ready home combines comfort, style, and an unbeatable Winter Garden location. The open-concept floor plan features a spacious great room, dining area, and a well-appointed kitchen with granite countertops, stainless steel appliances, and abundant cabinet space—perfect for everyday living and entertaining. Upstairs, the private primary suite provides a relaxing retreat, while two additional bedrooms and an upstairs laundry room offer comfort and convenience for family and guests. Enjoy peaceful mornings or relaxing evenings on the covered patio overlooking lush green space. Hickory Hammock is a gated, virtual guard community surrounded by Johns Lake, Lake Burnett, and Lake Claire, offering resort-style amenities including a community pool, clubhouse, fitness center, tennis courts, sand volleyball, dog park, playgrounds, parks, and a community fishing pier. Ideally located just minutes from Historic Downtown Winter Garden, Winter Garden Village, SR-429, the Florida Turnpike, top-rated schools, shopping, dining, and Central Florida's world-famous attractions, this home offers the perfect blend of convenience and lifestyle. Don't miss this exceptional opportunity—schedule your private showing today!

15190 Sunrise Grove Ct, Winter Garden

$395,000
3 Beds 3 Baths Waterleigh Ph 4a SubDv. 34787 Zip Code
Welcome to the highly sought-after Waterleigh community in Winter Garden, where resort-style living meets everyday convenience! This beautiful Dr. Horton Ibis Model offers 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed two-story layout in a desirable middle-unit townhome. Step inside to an open-concept floor plan featuring a spacious kitchen with granite countertops, ample cabinetry, and all appliances included—making this home truly move-in ready. The washer and dryer are conveniently located on the second floor alongside all three bedrooms, adding ease to your daily routine. Enjoy peace of mind with an air conditioning system and hot water heater that are only 1.5 years old. Outside, a paver driveway leads to the attached one-car garage, providing both curb appeal and functionality. Living in Waterleigh means enjoying exceptional community amenities, including three resort-style pools, a state-of-the-art fitness center, tennis courts, sand volleyball, scenic walking trails, playgrounds, and beautifully maintained green spaces. The HOA takes care of lawn maintenance and mulch, allowing you to spend more time enjoying everything this incredible community. Ideally located near top-rated schools, shopping, dining, major highways, and all that Winter Garden has to enjoy, this home is the perfect combination of comfort, convenience, and Florida living. Don't miss your opportunity to own in one of Central Florida's most desirable master-planned communities!

13158 Bounty Avenue, Winter Garden

$380,000
3 Beds 3 Baths Watermark Ph 3 SubDv. 34787 Zip Code
Discover refined, low-maintenance living in this impeccably cared-for townhome located in the sought-after Watermark community of Horizon West. Built by Meritage Homes in 2018 with a focus on energy efficiency, this residence combines comfort, style, and everyday functionality. The main level showcases an open-concept layout with elegant tile flooring throughout, leading into a well-appointed kitchen designed for both daily living and entertaining. Highlights include 42-inch cabinetry with crown molding, polished granite countertops, and a spacious walk-in pantry. Step outside to a private brick-paver lanai, along with access to a detached two-car garage. Upstairs, you’ll find all three bedrooms, including a peaceful primary suite featuring dual granite vanities and a generous walk-in closet. The secondary bedrooms are equally well-sized, sharing a full bathroom with granite finishes. An upstairs laundry room—with washer and dryer included—adds extra convenience. This home is complete with all essential appliances. Living in the Watermark community means enjoying an array of resort-style amenities such as a pool, spa, fitness center, tennis courts, splash pad, playground, picnic areas, and a beautifully appointed clubhouse ideal for gatherings. Conveniently located near top-rated schools, Hamlin Town Center, Walt Disney World, and major roadways including 429, 408, 192, and the Turnpike, this home offers a lifestyle. Don’t miss the opportunity to enjoy everything Florida living has to offer in this vibrant and amenity-rich community. Property is tenant occupied. Showings by appointment only. Listing Agent can provide a video tour of the property upon request.

14031 Picard Alley, Winter Garden

$400,000
3 Beds 3 Baths Summerlake Grvs Ph 2 SubDv. 34787 Zip Code
Discover this **stunning and meticulously maintained** 3-bedroom, 2.5-bath home, presented in **excellent condition**. The interior has been **freshly painted**, featuring **granite countertops** in both the kitchen and bathrooms. The kitchen is equipped with **stainless steel appliances**, a **spacious island**, a large breakfast bar, and an inviting eat-in area. Enjoy **new flooring throughout the downstairs** in this lovely home. The **generous primary bedroom** is located upstairs and includes an ensuite bath with dual sinks, a roomy shower, and a walk-in closet. The secondary bedrooms are thoughtfully arranged in a **split plan**, ensuring privacy from the primary suite. Convenience continues with a downstairs laundry room featuring hookups. Step outside to a **private, expansive paved lanai**, perfect for entertaining, barbecuing, or relaxing. A large **green space** is just off the front porch. Located just 10 minutes from Disney property, this home is close to all parks, restaurants, shopping, and entertainment. Hamlin Town Center is only a few miles away, and **Orange County National**, the largest golf course in Florida, is nearby. The community offers **resort-style amenities** just steps away, including a pool, two parks, a dog park, pickleball courts, green spaces, and tennis facilities. Enjoy low-maintenance living with the HOA covering exterior upkeep, including roof care, yard maintenance, exterior painting, and lawn care. This home is situated in a **top-rated school district** and boasts a **superb location** with ample parking. Townhomes in this **highly sought-after community** rarely become available. This property is **move-in ready** for its new owners! All info should be verified.

8019 Jeremy Joseph Alley, Winter Garden

$369,900
2 Beds 3 Baths Orchard Hills Ph 4 SubDv. 34787 Zip Code
Welcome to Cypress Hill Road, featuring a beautifully maintained townhome located in the highly desirable Horizon West area of Winter Garden. Built in 2018, this move-in-ready residence offers approximately 1,594 square feet of thoughtfully designed living space featuring 2 spacious bedrooms, 2.5 bathrooms, and a rear-entry two-car garage. Step inside to discover an open-concept floor plan that seamlessly blends the living, dining, and kitchen areas, creating the perfect space for both everyday living and entertaining. Pride of ownership is evident throughout, with the home having been exceptionally maintained and cared for. Upstairs, you'll find two generously sized bedroom suites, each designed for comfort and privacy. The spacious secondary bedroom is a standout feature, offering its own private en-suite bathroom and a large walk-in close, making it ideal for guests, roommates, or a growing family. The primary suite provides a relaxing retreat with ample space and storage. Outside, enjoy the low-maintenance lifestyle that townhome living provides while taking advantage of the incredible community amenities nearby. Residents enjoy access to resort-style amenities, including community pools, playgrounds, walking trails, parks, sports courts, and beautifully maintained common areas that make this one of Winter Garden's most sought-after communities. Conveniently located near shopping, dining, entertainment, major roadways, and top-rated schools, this home places you in the heart of everything Horizon West and Winter Garden has to explore. Don't miss your opportunity to own this meticulously maintained townhome in one of Central Florida's most desirable locations. Schedule your private showing today!

5863 Cypress Hill Road, Winter Garden

$400,000
2 Beds 2 Baths Esplanade At Mckinnon Groves SubDv. 34787 Zip Code
Under Construction. What's Special: Dedicated Study | Close to Park. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Caicos at 11291 Silver Trumpet Loop in Esplanade at McKinnon Groves! Step into a thoughtfully designed layout where the foyer opens into a bright great room, creating a comfortable and welcoming central living space. The great room flows seamlessly to the extended covered lanai, offering a beautiful indoor-outdoor connection that is perfect for relaxing or entertaining. The adjacent kitchen features a functional layout with easy access to the dining area, making everyday living feel effortless. Privately positioned at the rear, the primary suite offers a peaceful retreat with a well-appointed bath and generous closet space for added comfort. Near the front of the home, a versatile study is enhanced with pocket doors, providing flexibility for a quiet workspace or cozy retreat. A secondary bedroom and shared full bath are thoughtfully placed nearby, offering privacy and convenience. A dedicated laundry room and attached two-car garage add everyday functionality, while the covered front porch creates a warm and inviting entry. The overall design blends comfort, flow, and smart use of space for easy living. Additional Highlights Include: extended vinyl flooring, 8' doors, tray ceilings, and garden fence. Photos are for representative purposes only. MLS#O6412965 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!

11291 Silver Trumpet Loop, Winter Garden

$320,000
2 Beds 2 Baths Grove Residence & Spa Hotel Condo Ii SubDv. 34787 Zip Code
Welcome to the 4-Star rated Grove Resort & Spa Orlando! This high floor, Cypress model corner unit offers a spacious, split bedroom, open layout with over 1,400+ SF of living area. This model features an oversized Primary Suite with separate corner sitting area and guest bedroom features 2 queen size beds. This condo sleeps 8! Other features include a modern interior with solid wood cabinets and solid surface countertops in the kitchen and baths, stainless steel appliances, in-unit laundry room, and all furniture & furnishings included and ready for your turn-key vacation resort. The resort features outstanding amenities including 2 on-site restaurants, spa, fitness center, arcade game room, three pools, private access to Lake Austin, FREE SHUTTLES TO DISNEY PARKS and the on-site SURFARI WATER PARK complete with lazy river, pool-side restaurant and bar, and a FLOWRIDER® double surf simulator. This is a Walt Disney World Good Neighbor® Hotel and less than 5 miles from the world famous Walt Disney World® Resort and Theme Parks. Also, just 3.9 miles to the new Flamingo Crossings Town Center with 40+ shops and restaurants. This amazing condo-hotel unit also offers the convenience of an in-house, on-site hotel rental program which provides rental income when not in your personal use and features a VIP Check-In for condo owners. ALL UTILITIES, CABLE, AND INTERNET INCLUDED IN MONTHLY MAINTENANCE!

Winter Garden

$325,000
3 Beds 3 Baths Grove Resort And Spa Hotel Condominium Ii SubDv. 34787 Zip Code
Experience resort-style ownership in this beautifully appointed 2-bedroom, 2-bathroom condo located at 14501 Grove Resort Ave, Unit 1614 in the highly sought-after Grove Resort & Water Park in Winter Garden. This spacious, fully furnished unit features an open-concept layout with a modern kitchen complete with granite countertops, stainless steel appliances, and rich wood cabinetry, seamlessly flowing into a bright living and dining area with sliding glass doors that lead to a private screened balcony overlooking lush grounds and water views. The primary suite offers generous space, large windows for natural light, and an en-suite bathroom with dual vanities, soaking tub, and separate walk-in shower, while the second bedroom provides comfortable accommodations for guests or additional occupants. Thoughtful finishes, high ceilings, and durable flooring throughout create a clean and inviting interior designed for both relaxation and durability in a hospitality setting. This property is part of a mandatory, professionally managed hotel rental program, offering a truly hands-off ownership experience. The exclusive rental manager maintains full control over leasing and daily operations, including marketing, bookings, cleaning, and maintenance, allowing owners to enjoy passive income potential without the responsibilities of self-management. The Grove Resort is a premier destination known for its exceptional amenities, including multiple resort-style pools, a lazy river, water slides, a full-service water park, on-site restaurants and bars, a fitness center, spa services, and lakefront activities on Lake Austin. Ideally located just minutes from Walt Disney World, this property offers convenient access to Orlando’s world-famous attractions, including Universal Studios and SeaWorld, as well as nearby shopping and dining at Winter Garden Village, Hamlin Town Center, and a wide variety of local restaurants. Major roadways such as FL-429 and US-192 provide easy connectivity throughout Central Florida, and Orlando International Airport is within a reasonable drive for both domestic and international travel. Whether you are seeking a turnkey investment opportunity or a vacation property within a world-class resort environment, this unit offers a unique blend of comfort, convenience, and income potential in one of Central Florida’s most desirable destinations.

14501 Grove Resort Avenue Unit 1614, Winter Garden

$350,000
3 Beds 2 Baths Grove Resort And Spa Hote Condominium 3 SubDv. 34787 Zip Code
Virtually Staged. Virtually Staged. Turn-Key, Fully Furnished 3-Bedroom Condo at The Grove Resort & Water Park!Welcome to your personal slice of paradise at The Grove Resort & Water Park, one of Orlando’s most sought-after vacation destinations just 10 minutes from Walt Disney World! This beautifully appointed 3-bedroom, 2-bathroom model offers 1,396 sq ft of spacious living, located on a high floor with tranquil views from your private screened balcony—the perfect spot to unwind after a day of adventure.Inside, you’ll find a fully equipped kitchen with quartz countertops and stainless steel appliances, seamlessly connecting to an open-concept living and dining area designed for comfort and entertaining. The primary suite features a king-size bed, luxurious en-suite bathroom with double vanity, soaking tub, and separate glass shower. Two additional bedrooms with queen-size beds and a second full bathroom ensure privacy and comfort for family and guests alike.Indulge in resort-style living with world-class amenities, including Surfari Water Park with dual water slides, a FlowRider® double surf simulator, lazy river, multiple pools, spa, fitness center, arcade, mini golf, and Lake Austin access for fishing, paddle boating, and lakeside relaxation. The resort offers on-site dining, alfresco market, and complimentary shuttle service to Disney,making your vacation effortless and unforgettable.The Grove’s professional management team can handle everything, from maintenance to short-term rentals, ensuring your investment works for you even when you’re away. HOA fees cover all utilities, including electricity, water, cable, and high-speed internet.Whether you're seeking a luxurious vacation home or a high-demand investment property, this turn-key condo offers the ultimate Florida lifestyle.

14501 Grove Resort Avenue Unit 3737, Winter Garden

$310,000
3 Beds 3 Baths Tucker Oaks SubDv. 34787 Zip Code
Motivated seller, all offers considered. Welcome to your new dream home! Located in the gated community of Tucker Oaks, this 2-story townhome offers 3 bedrooms, 2.5 bathrooms, and 1,544 square feet of comfortable, thoughtfully designed living space. As a corner unit backing to a peaceful conservation area, you’ll enjoy added privacy and tranquil views with no rear neighbors! Step inside to an open-concept first floor where high ceilings, recessed lighting, and natural light create a warm and inviting atmosphere. The layout is ideal for both everyday living and entertaining, with a seamless flow between the living, dining, and kitchen spaces. A conveniently located half bath downstairs adds ease and privacy when hosting guests. The kitchen is designed for functionality and style, featuring stainless steel appliances, crown-molded cabinetry, ample counter space, and a breakfast bar that’s perfect for quick meals or morning coffee. Upstairs, all bedrooms and full bathrooms are tucked away for optimal privacy. The primary suite offers a spacious retreat with a large closet and a private en suite bath complete with a generous vanity and a roomy shower, making it perfect for starting your day or winding down in the evening. Additional bedrooms provide comfortable space for family, guests, or a home office setup. Beyond the home, Tucker Oaks offers amenities including a community pool, playground, dog park, and sidewalks for enjoying the outdoors. The location places you just minutes from major highways, making commuting simple, while also being close to downtown Winter Garden where you can explore local farmers markets, community events, and boutique shopping. The nearby West Orange Trail offers even more ways to stay active and enjoy the Florida sunshine. With theme parks like Walt Disney World and Universal Studios just 25 minutes away, this home combines convenience, comfort, and lifestyle all in one. Don't wait on this amazing opportunity, schedule your private showing TODAY!!!

15316 Oak Apple Court Unit B, Winter Garden

$400,000
3 Beds 3 Baths Hamilton Gardens Ph 2a & 2b SubDv. 34787 Zip Code
Under contract-accepting backup offers. LOCATION! LOCATION! LOCATION! This beautifully refreshed two-story townhome offers the perfect blend of comfort, privacy, and convenience in the highly desirable Hamilton Gardens community. The home is truly move-in ready, featuring a freshly painted interior, professionally deep-cleaned carpet and tile, and a brand-new ceiling fan in the living room—creating a crisp, welcoming atmosphere from the moment you walk in. The open-concept floor plan includes a bright kitchen with granite countertops, a spacious pantry, and clear sightlines to the dining area and great room, making it ideal for both everyday living and entertaining. Large windows with blinds fill the home with natural light, enhancing the airy, open feel throughout. A private outdoor courtyard leads to the rear-entry two-car detached garage, offering both convenience and privacy. Storage is abundant with a large pantry, under-stairs closet, and an oversized walk-in closet in the owner’s suite. Upstairs, you’ll find three generous bedrooms, two full bathrooms, and a convenient second-floor laundry room. The owner’s suite overlooks beautiful mature trees and features an exceptionally large walk-in closet. With no rear neighbors, the home provides a peaceful and private setting rarely found in this area. Hamilton Gardens offers resort-style amenities including a beach-entry pool, cabana, dog park, sports lawn, playgrounds, and scenic garden pathways. Residents also enjoy nightly views of the Disney fireworks right from the community—an unforgettable perk of living here. Located just moments from Hamlin Town Center, you’ll have restaurants, cafés, entertainment, and a weekly farmers market less than a mile away. Convenient access to SR-429, A-rated schools, top medical facilities, Winter Garden Village, Historic Downtown Winter Garden, and Windermere makes this an unbeatable location. A truly move-in-ready home offering privacy, convenience, and resort-style living—come see it today!

6212 Aralia Ivy Lane, Winter Garden

$350,000
2 Beds 3 Baths Longleaf/Oakland Rep SubDv. 34787 Zip Code
Under contract-accepting backup offers. PRICE Improvement and this home can be purchased with NO INCOME VERIFICATION! Be sure to ask about the details! Skip the projects, this 2020 built home is ready for you! This open-concept layout creates a bright and inviting space perfect for entertaining. The kitchen, where matching marble countertops and cabinetry create a clean and cohesive look. A charming office nook on the first floor provides the perfect spot for working from home or managing daily tasks while staying connected to the living areas. Upstairs, each bedroom is thoughtfully designed as its own private suite, complete with a full bathroom and walk in closet, offering comfort and privacy for all occupants. The layout provides flexibility for a variety of living arrangements while maintaining a sense of personal space throughout. Enjoy quiet evenings on the private patio featuring outdoor lighting and a smart home dimmer system that sets the perfect ambiance. A covered walkway leads to the detached garage, offering convenience and protection from the elements. The garage also includes space for a personal workout setup, creating an easy option for staying active at home. Located in a convenient Central Florida area with easy access to major roadways, shopping, dining, and everyday essentials. Enjoy peace of mind with a newer construction and an added UV light system in the HVC to inmporve indoor air quality. It is truly ready for its new owner to come in and live.

2117 Gopher Tortoise Terrace, Oakland

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