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190 Roper Drive, Winter Garden
$750,000
3 Beds ⋅ 2 Baths ⋅ Westlake Manor 1st Add SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully renovated, turn-key home located just a 10-minute walk north of Downtown Winter Garden, tucked away in a beautiful established neighborhood with mature surroundings and an oversized 0.34-acre lot. With no HOA, a large fenced yard, and extensive upgrades inside and out, this property offers a rare combination of location, space, and quality. The home features block and slab construction with new stucco and approximately 1,750 square feet under air, including the original 1,500-square-foot footprint plus an additional 250-square-foot enclosed and finished porch. The well-designed floor plan offers 3 bedrooms and 2 bathrooms, along with an oversized interior storage/laundry room and an oversized two-car garage. The exterior has been completely refreshed with new stucco, fresh exterior paint, new vinyl fence, new soffits, updated exterior lighting, a new paver driveway, and a new landscaping package, creating exceptional curb appeal. The expansive lot is fully enclosed by a new vinyl privacy fence with a double gate providing convenient access to the rear yard for large vehicles, trailers, boats, or recreational equipment. A motion-sensor security light adds an additional layer of convenience and security. Roof 2019 and AC 2024. Inside, the renovation continues with new insulation, new ductwork, fresh paint and texture, new baseboards, luxury vinyl plank flooring, new ceiling fans and lighting, and updated door hardware throughout. The bathrooms have been completely redesigned with high-end custom tile work and designer finishes. The kitchen is a standout feature, offering 42-inch cabinetry, new appliances, a counter-depth Frigidaire Gallery refrigerator, slide-in range, and an oversized island finished with a stunning marble waterfall edge that coordinates beautifully with the marble backsplash. Bright, dimmable recessed lighting completes the space and creates an inviting atmosphere for both everyday living and entertaining. Additional features include an oversized storage/laundry room under air and an oversized two-car garage equipped with a new garage door opener and recessed lighting. Every detail has been thoughtfully addressed, creating a home that is truly move-in ready. Four-point, WDO, and wind mitigation reports are available in the MLS for review. With its proximity to Downtown Winter Garden, no HOA, expansive 0.40-acre lot, extensive renovation, and exceptional outdoor space, this is a property that offers the best of convenience, privacy, and modern living.

190 Roper Drive, Winter Garden

1539 Hawkesbury Court, Winter Garden
$560,000
3 Beds ⋅ 2 Baths ⋅ Tuscany SubDv. ⋅ 34787 Zip Code
Welcome to 1539 Hawkesbury Court, located in the desirable Winter Garden area of Central Florida! This single-family home offers an excellent opportunity to enjoy the convenience, amenities, and lifestyle that make Winter Garden a sought-after place to call home. Conveniently located near shopping centers, restaurants, grocery stores, parks, and everyday essentials, residents can enjoy easy access to a variety of local conveniences. Explore the charm of historic Downtown Winter Garden, known for its unique shops, local restaurants, cafés, and welcoming atmosphere. The popular West Orange Trail is nearby, offering miles of scenic paths for walking, jogging, and cycling. Winter Garden Village provides an array of retail stores, dining options, and entertainment for added convenience. The property's location also offers access to major roadways, including Florida's Turnpike and State Road 429, making travel throughout the greater Orlando area convenient. Enjoy proximity to recreational opportunities, golf courses, and outdoor activities, while remaining within reach of Orlando's employment centers, attractions, and entertainment destinations. Whether you're looking for a place to call home or exploring real estate opportunities in the growing Central Florida market, this property presents an opportunity to enjoy the many benefits of the Winter Garden lifestyle.

1539 Hawkesbury Court, Winter Garden

204 Harbor Drive, Winter Garden
$579,000
3 Beds ⋅ 2 Baths ⋅ The Harbor SubDv. ⋅ 34787 Zip Code
GOLF CART LIVING IN DOWNTOWN WINTER GARDEN! Welcome to 204 Harbor Drive, a single-story pool home in Winter Garden's sought-after Golf Cart District. Hop in your cart and head to historic Plant Street for dinner, the Saturday Farmers Market, or a morning ride on the West Orange Trail, and leave the car in the garage. This home boasts vaulted ceilings, a skylight, and ceiling fans give the open living area a bright, airy feel. A corner slate-tile fireplace with a wood mantel anchors the room, and a custom built-in wood bookcase wall adds warmth and storage. French doors open to the pool, so indoor and outdoor living flow together. The kitchen features rich wood cabinetry, countertops updated in 2016, a tile backsplash, stainless steel appliances, and a pantry, and it opens to the main living area for easy entertaining. Easy-care tile flooring runs throughout the main living spaces. The screened pool and spa are the centerpiece of the backyard, resurfaced and retiled in 2021, with cafe lighting for evening swims and gatherings. The larger backyard is fully fenced with a 6' white vinyl privacy fence (2020), a double swing gate on one side, and a pedestrian gate on the other. Mature trees and plenty of green space make room for pets, play, or a garden. The two-car garage has a newer door (2018), and the wide driveway offers ample parking. PEACE OF MIND, MAJOR UPDATES DONE: - Whole-home automatic standby generator (2023) with new interior and exterior electrical panels and automatic transfer capability, powered by a buried 500-gallon propane tank - Brand-new HVAC system (2025), a complete replacement with new ductwork and added return air vents - Architectural shingle roof (2016) - Whole-home repipe (2014) LOCATION: Tucked into a quiet neighborhood with green space and a pond nearby, with Lake Apopka visible on the horizon. Winter Garden has grown from a sleepy citrus town into one of Central Florida's most livable communities: - Plant Street and Historic Downtown: brick-paved main street with shops, restaurants, breweries, and the Garden Theatre - Plant Street Market: air-conditioned food hall open seven days a week with 20+ vendors and a craft brewery - Saturday Farmers Market: a beloved weekly tradition - West Orange Trail: 22 miles of flat, shaded, paved trail through downtown - Lake Apopka and Newton Park: a short golf cart ride away - Winter Garden Village: open-air shopping and dining just south of downtown - About 20 minutes to downtown Orlando, with convenient routes to Walt Disney World and major highways A downtown location, golf cart access, a screened pool and spa, a new A/C, and a whole-home generator rarely come together in one home. Schedule your private showing today!

204 Harbor Drive, Winter Garden

14501 Grove Resort Unit 2304, Winter Garden
$165,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condo 2 SubDv. ⋅ 34787 Zip Code
Short Sale. Experience the Ultimate Orlando Resort Lifestyle & Investment Opportunity! Welcome to The Grove Resort & Water Park, one of Central Florida’s premier vacation destinations, ideally located just minutes from Walt Disney World and close to Universal Studios, SeaWorld, Margaritaville Resort, shopping, dining, and Orlando International Airport. Enjoy a fully furnished, turnkey 2-bedroom, 2-bath condominium that offers the perfect blend of comfort, style, and investment flexibility. The spacious open-concept floor plan features a beautifully appointed kitchen, bright great room, oversized windows, and a private balcony overlooking the peaceful courtyard. The split-bedroom layout provides privacy, while two spa-inspired bathrooms feature garden tubs, tiled showers, and dual vanities. With a sleeper sofa in the living room, the residence comfortably accommodates up to six guests. Step outside your front door and discover an extraordinary resort experience. The spectacular Surfari Water Park features a FlowRider® surf simulator, dueling water slides, lazy river, splash park, activity pool, zero-entry pool, and private cabanas with food and beverage service. Additional amenities include multiple pools and hot tubs, a 20-acre activity lake with private dock, fishing, fitness center, full-service spa, arcade, game room, and an array of on-site dining options including Longboard Bar & Grill, Valencia Restaurant, Element Bar & Lounge, Alfresco Market, and Byte. Convenient shuttle transportation to Disney World, Universal Studios, and SeaWorld adds even more appeal for vacation guests. As a short-term rental property, owners may enjoy personal use, while professional on-site management can handle bookings, housekeeping, maintenance, and guest services. Whether you're looking for a personal Orlando getaway, a vacation home, or a hands-off investment opportunity, this property offers an exceptional combination of resort amenities, flexibility, convenience, and income potential. Experience the magic of Orlando while owning your own piece of the vacation lifestyle at The Grove Resort & Water Park!

14501 Grove Resort Unit 2304, Winter Garden

517 Garden Heights Drive, Winter Garden
$589,900
4 Beds ⋅ 2 Baths ⋅ Garden Heights SubDv. ⋅ 34787 Zip Code
Welcome home to 517 Garden Heights Drive, right in the heart of Winter Garden's golf cart district. This fully renovated 4-bedroom, 2-bath modern farmhouse sits on a third of an acre, about a mile from the shops, restaurants, and events on Plant Street, with Lake Apopka views right from your driveway. The big-ticket items are already taken care of: a brand-new roof (July 2025), new water heater (2025), and HVAC replaced in 2021. Inside, nearly 2,000 square feet has been completely refreshed with new tile flooring, fresh paint and texture, and modern wood accent paneling. The open floor plan centers around a shiplap fireplace, with new ceiling fans and light fixtures throughout. The kitchen is the true showpiece, featuring quartz countertops, shaker cabinets, gold hardware, stainless steel appliances, and statement pendant lighting. Both bathrooms were redesigned with custom tile and dual vanities, and the primary suite adds a sliding barn door and a spa-style bathroom. Step out to the screened-in porch with its own wet bar, overlooking a huge backyard made for weekend gatherings or slow mornings with coffee. A 2-car garage gives you plenty of room for storage, tools, and the golf cart. And no HOA! Move-in ready, beautifully updated, and minutes from everything that makes Winter Garden such a special place to call home. Come see it for yourself.

517 Garden Heights Drive, Winter Garden

1442 Coluso Drive, Winter Garden
$579,000
3 Beds ⋅ 2 Baths ⋅ Magnolia Wood Fifth Add SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained home in a desirable golf cart community, just 2 miles from historic Downtown Winter Garden! This home offers LVP and tile flooring, double-pane windows, a cozy wood-burning fireplace, a 6-year-old AC system, and a spacious Florida room with sliders for enjoying Florida living. The saltwater pool features a 5-year-old pump and heater, while recent exterior paint adds to the home's appeal. Outdoor amenities include an RV-ready setup with RV connection and a dedicated pad for your boat or RV, plus an oversized shed for additional storage. A whole-home generator, approximately 3 years old, with a 500-gallon propane tank provides added peace of mind. The beautifully landscaped property also features an impressive variety of fruit trees, including 5 peach, 2 plum, 2 nectarine, 1 apple, starfruit, small and large banana, pineapple, and lemon trees. Located in a golf cart-friendly community and minutes from Downtown Winter Garden's shopping, dining, and entertainment, this home offers a wonderful blend of convenience, comfort, and Florida lifestyle.

1442 Coluso Drive, Winter Garden

4540 Gliding Wave Street, Winter Garden
$560,000
3 Beds ⋅ 2 Baths ⋅ Lakeview Preserve Ph 2 SubDv. ⋅ 34787 Zip Code
Welcome to 4540 Gliding Wave St, located in the highly sought-after gated, waterfront community of Lakeview Preserve in Winter Garden! Built in 2022 by Pulte Homes, this beautifully maintained Spruce model offers an exceptional blend of modern design, thoughtful upgrades, & comfortable living. Featuring 3-beds/2-baths, a stunning office w/custom built-in cabinetry, a 2-car garage w/epoxy flooring, & 2,144 sq. ft. of thoughtfully designed living space. This home is sure to impress! As you enter, you are greeted by a spacious foyer & premium luxury vinyl plank flooring that flows seamlessly throughout the home. To your right, elegant double doors open into an impressive private office—an ideal space for working from home or creating a relaxing personal retreat. Continue into the heart of the home, where the kitchen, dining, & living areas come together in a breathtaking open-concept design. This expansive layout is perfect for entertaining guests, family, or simply enjoying everyday living. The gourmet kitchen is truly a showstopper! Featuring Pulte Homes’ coveted Chef’s Kitchen pkg, it boasts: Quartz countertops, Upgraded range countertop, Stylish range hood, oven w/microwave combo, beautiful kitchen island, Stainless steel appl, Elegant pendant lighting, & Under-cabinet lighting. This kitchen delivers both style & functionality. The entertaining continues as you open the sliding glass doors to the fully enclosed lanai, creating an inviting extension of your living space. Here, guests can relax & enjoy the peaceful surroundings while taking in the beautiful view of your premium homesite—w/no rear neighbors! And when the mood strikes, your built-in 5-speaker surround sound system sets the perfect atmosphere with your favorite easy-listening music. Retreat to the spacious owner's suite, this private sanctuary features a large walk-in closet with an amazing custom closet system, an oversized walk-in shower, abundant linen storage, & a double vanity. Add’l upgrades: Crown molding, Built-in drop zone w/cabinetry conveniently located at the garage entry, Security system, Reverse Osmosis System–under counter kitchen water filtration system, the home has also been pre-plumbed for a whole-house water softener, Gutters, LED lighting, Built-in pest control system. The HOA fee includes access to an impressive collection of resort-style amenities. Families will appreciate the community's proximity to highly rated schools, while outdoor enthusiasts will love the direct access to Johns Lake, complete with a kayak launch & dock. Lakeview Preserve offers convenient access to shopping, dining, entertainment, & outdoor recreation. Historic Downtown Winter Garden is approx. 8 miles away, while Winter Garden Village is less than 7 miles from the community. With easy access to State Road 50, 27 & the 429 Expy, residents enjoy convenient travel throughout Central Florida, including our world-famous attractions such as Walt Disney & Universal. Golf enthusiasts will appreciate the proximity to at least 4 major golf properties. For those who love walking, jogging, or cycling, the scenic 22-mile West Orange Trail is just 15 mins away. Combining modern upgrades, an open-concept design, resort-style amenities, & a prime Winter Garden location, this home offers the low-maintenance lifestyle you've been looking for! Don't miss this incredible opportunity, schedule your private showing today & discover why so many residents are proud to call Lakeview Preserve home!

4540 Gliding Wave Street, Winter Garden

23 Zachary Wade Street, Winter Garden
$512,000
4 Beds ⋅ 2 Baths ⋅ Lakeview Reserve 46/149 SubDv. ⋅ 34787 Zip Code
Virtually Staged. GATED COMMUNITY, NO REAR NEIGHBORS, JUST UNDER 1/4 ACRE LOT, AND COMMUNITY DOCK. Lakeview Reserve welcomes you HOME! This single story 4 bedroom, 2 bath home offers an inviting combination of space, updates and classic Winter Garden charm! Recent improvements include a NEW WATER HEATER (2024), NEW COUNTERTOPS (2024), FRESH PAINT (2024) and NEW FLOORING (2024) throughout much of the home, plus a NEWER ROOF (2021) and UPDATED A/C (2018). Mature landscaping and tree lined streets create beautiful curb appeal, while HIGH CEILINGS and plenty of natural light make the interior feel open and bright. The thoughtful SPLIT BEDROOM FLOOR PLAN features both formal and casual living spaces, giving you flexibility for everyday living and entertaining. The PRIMARY SUITE enjoys its own private wing, and both bathrooms offer convenient access to the generous SCREENED LANAI. At the heart of the home, the kitchen features updated countertops and is ready for your personal touch. Step outside to a spacious backyard with no rear neighbors and a large screened lanai that extends the living space outdoors, ideal INDOOR/OUTDOOR LIVING! Lakeview Reserve is an established GATED COMMUNITY with a LOW HOA and a COMMUNITY DOCK ON LAKE APOPKA. You will enjoy cruising around the GOLF CART DISTRICT, and easy access to HISTORIC DOWNTOWN WINTER GARDEN, the WEST ORANGE TRAIL, local shopping, dining and recreation. Zoned for TOP RATED SCHOOLS, Tildenville Elementary, Lakeview Middle and West Orange High, with convenient access to SR 50 and the Florida Turnpike. With a versatile layout, two car garage and a fantastic location close to everything Winter Garden has to offer, this home is ready for its next chapter. Call today and make it your next chapter as well!

23 Zachary Wade Street, Winter Garden

2548 Balforn Tower Way, Winter Garden
$444,900
3 Beds ⋅ 2 Baths ⋅ Stoneybrook West D SubDv. ⋅ 34787 Zip Code
Welcome home to this single-story 4-bedroom, 2-bath residence in Stoneybrook West, Winter Garden's 24-hour guard-gated golf community. Built in 2008 with solid block construction, the home offers 1,825 square feet of comfortable living space and an attached 2-car garage. NEW ROOF PENDING INSTALL! Residents enjoy resort-style amenities including a clubhouse, junior Olympic-size pool with splash pad, fitness center, tennis and basketball courts, playgrounds, and walking trails, plus a championship golf course and private access to Black Lake. The home has been professionally prepared for move-in, with all locks rekeyed and the irrigation system checked and set. Enjoy quick access to SR 429 for easy commutes toward Walt Disney World, I-4, and Florida's Turnpike, with shopping and dining at Stoneybrook West Village and Winter Garden Village just minutes away.

2548 Balforn Tower Way, Winter Garden

14501 Grove Resort Avenue Unit 2219, Winter Garden
$269,000
3 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condo 2 SubDv. ⋅ 34787 Zip Code
Welcome to Unit 2219 at The Grove Resort & Water Park Orlando, where resort-style living meets an exceptional ownership opportunity just minutes from Central Florida’s world-famous attractions. This beautifully appointed 3-bedroom, 2-bath residence comes fully furnished and ready to enjoy. The spacious open-concept layout provides plenty of room for owners and guests, while the private balcony overlooking a peaceful water view creates the perfect setting to relax after a day enjoying everything Orlando has to experience. The primary suite features a spacious bathroom with a separate walk-in shower and soaking tub, offering the comfort and convenience expected from a full-service resort residence. Owners have access to The Grove’s extensive resort-style amenities, including water attractions, multiple swimming pools, dining options, fitness facilities, spa services, recreational areas, and much more. For owners seeking a hands-off approach, The Grove offers an optional professional resort management and rental program, providing the convenience of having the property managed and rented when not being personally enjoyed. Whether you are looking for a Florida vacation home, a furnished resort property, or an investment opportunity with professional management available, Unit 2219 offers a unique combination of comfort, convenience, and resort amenities in the Orlando area.

14501 Grove Resort Avenue Unit 2219, Winter Garden

995 Sadie Lane, Winter Garden
$572,000
4 Beds ⋅ 2 Baths ⋅ Island Pointe Sub SubDv. ⋅ 34787 Zip Code
Welcome to 995 Sadie Ln, a beautifully updated 4-bedroom, 2-bath home offering over 2,000 square feet of comfortable, single-story living in desirable Winter Garden. Situated on an impressive .35-acre lot, this home features an inviting open floor plan, high ceilings, a stylish kitchen with stone countertops, and a spacious 3-car garage. Step outside to a large deck overlooking peaceful wooded views—the perfect setting for relaxing or entertaining since there is also an outdoor kitchen! Located just minutes from charming Historic Downtown Winter Garden, the West Orange Trail, dining, shopping, and entertainment, this home offers the space, location, and Florida lifestyle buyers are looking for! Roof 6 years old, water heater 5 years old, sliding doors replaced a year ago, deck repaired and painted a year ago.

995 Sadie Lane, Winter Garden

6345 Wild Persimmon Way, Winter Garden
$599,990
3 Beds ⋅ 2 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to the AMELIA model at 6345 Wild Persimmon Way, a residence located in the highly desirable Avalon Woods community of Winter Garden. This thoughtfully designed home combines modern finishes, functional living spaces, and the benefits of new construction. The open-concept floor plan creates a seamless flow between the kitchen, dining, and main living areas, making the home ideal for both everyday living and entertaining. The kitchen serves as the heart of the home with contemporary finishes, ample cabinetry, and generous prep space. Spacious bedrooms provide flexibility for family, guests, or a home office, while the private primary suite offers a comfortable retreat. Situated on an approximately 4,995-square-foot homesite, this property provides a low-maintenance outdoor spa

6345 Wild Persimmon Way, Winter Garden

776 Orange Belt Loop, Winter Garden
$710,000
3 Beds ⋅ 2 Baths ⋅ Heritage/Plant Street SubDv. ⋅ 34787 Zip Code
Virtually Staged. Location is everything in this highly sought-after Golf Cart District of Downtown Winter Garden, where location and lifestyle come together! Situated right off the scenic West Orange Trail, this home places you just moments from the charm, restaurants, shopping, and entertainment of historic Downtown Winter Garden. Best of all, this is a golf-cart-approved area, making it easy to enjoy everything this vibrant community has to offer without getting in the car. From the moment you arrive, you'll appreciate the lush landscaping, paver driveway, and charming front porch. Step inside to a welcoming foyer, with two spacious secondary bedrooms and a full bathroom conveniently located at the front of the home. Continue into the heart of the home, where the open-concept family room, dining area, and stunning gourmet kitchen create the perfect space for everyday living and entertaining. The kitchen features gas cooking, a wall oven, oversized island with sink, abundant upgraded cabinetry extending to the tall ceilings, a spacious walk-in pantry, and a convenient built-in drop zone. The home also offers a separate laundry room complete with washer and dryer and a laundry tub for added convenience. Privately tucked away at the rear of the home, the spacious primary suite provides a peaceful retreat. The spa-inspired primary bathroom features a large glass-enclosed shower, dual-sink vanity, separate water closet, and generous walk-in closet. Step outside to the screened-in lanai, complete with an electric retractable screen wall, creating an ideal setting for relaxing, entertaining, or enjoying Florida's beautiful weather. Additional features include a whole-home water filtration system, adding another level of comfort and convenience. And the location truly sets this home apart. Enjoy easy access to the 35-mile West Orange Trail, while being just minutes from Downtown Winter Garden's award-winning restaurants, charming local shops, Crooked Can Brewery, and the renowned Winter Garden Farmers Market. You'll love the genuine hometown atmosphere and the convenience of being able to experience so much of it by golf cart. With HOA dues that include lawn maintenance, this home offers a low-maintenance lifestyle in one of Winter Garden's most desirable areas. Homes in the Golf Cart District rarely come available and are highly sought after. Don't miss the opportunity to make this exceptional Downtown Winter Garden home your own!

776 Orange Belt Loop, Winter Garden

2107 Bay Line Road, Oakland
$615,000
3 Beds ⋅ 2 Baths ⋅ Hull Island/Oakland SubDv. ⋅ 34787 Zip Code
Welcome home to Hull Island, where thoughtful upgrades, a private preserve setting, and resort-style amenities come together. Extended driveway upgraded with builder. This beautifully maintained 3-bedroom, 2-bath home backs to protected conservation land with no rear neighbors. High ceilings, electronic shades, and abundant natural light give the home an open, airy feel. The chef’s kitchen features an oversized granite island, a gas stove, pot filler, 42-inch cabinets, and additional upper cabinetry for storage. Tile backsplash, built in conventional oven and microwave. From the kitchen, you can look out over the pool while preparing meals. The spacious primary bedroom has been updated to the larger size upgrade with the builder. Master bathroom features a double vanity and a very large walk in shower with dual showerheads and a built-in bench, providing both comfort and convenience. Built in 2024, this custom fully automated SALT WATER 7FT screened-in pool area and overhead waterfall is made for relaxing and entertaining. You can control everything for the pool and waterfall , the color, the raindrops you can make it heavy or light all from the fingertips of your phone. It includes a summer kitchen with a sink and a gas fire pit that you can control with your phone. The home also offers a washer and dryer, an electric tankless water heater, and a recently installed Generac natural-gas whole-house generator designed to turn on automatically during a power outage. This home also has an irrigation system heling you keep the landscaping looking its best year- round! This home also has a water softener! The HOA is $165 per month, with no CDD. Community amenities include a resort-style pool, playground, dog park, and a boardwalk leading to a dock and fishing pier on Lake Apopka. Residents also have a private entrance to the 120-acre Oakland Nature Preserve. Downtown Winter Garden, the West Orange Trail, farmers markets, shopping, dining, golf, and pickleball are all close by. Home built in 2021 builder: M/I Homes Of Orlando LLC With its preserve views, inviting outdoor space, and convenient location, and privacy this move-in-ready home is a rare find. The photos are not virtually staged—this home truly is breathtaking! Seller has an assumable mortgage at a low interest rate of 2.375%!!!

2107 Bay Line Road, Oakland

15193 Aqua Sol Lane, Winter Garden
$459,900
3 Beds ⋅ 2 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code
Welcome to Del Webb Oasis in Winter Garden, where everyday living feels like a getaway. Located right next to the clubhouse, allowing residents to easily walk to the community amenities, this 3-bedroom, 2-bath home offers approximately 1,579 square feet of comfortable living space. The spacious kitchen features a gas stove and plenty of cabinet storage, while the primary suite includes a large walk-in closet and a walk-in shower. Two additional bedrooms provide flexibility for guests, a home office, or hobbies, and the second bathroom also features a walk-in shower. The two-car garage includes an electric vehicle charging outlet and a convenient utility sink. With flexible indoor and outdoor spaces, energy-efficient features, and gas heating, the home is designed for comfortable everyday living. Residents can enjoy the Del Webb Oasis clubhouse, fitness center, resort-style pool, pickleball and tennis courts, walking trails, and a variety of social activities, all conveniently located near Winter Garden shopping, dining, and Orlando attractions. Del Webb Oasis is a 55+ community, and occupancy is subject to community requirements.

15193 Aqua Sol Lane, Winter Garden

14501 Grove Resort Avenue Unit 3703, Winter Garden
$178,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condo 1 SubDv. ⋅ 34787 Zip Code
Welcome to Your Premier Vacation Gateway at The Grove Resort & Water Park! Located just minutes from Walt Disney World and Orlando’s world-class attractions, this fully furnished 2-bedroom, 2-bathroom condo-hotel unit (#3703) offers the perfect blend of vacation luxury and income-generating potential! ***PRIME CENTRAL VIEW: Positioned directly facing the lush central garden and courtyard, providing a peaceful, scenic backdrop and elevated tropical views right from your private space. ***UNRIVALED RESORT AMENITIES: Guests and owners enjoy full access to the renowned Surfari Water Park, dual water slides, lazy river, FlowRider® surf simulator, zero-entry pools, spa, game room, and multiple on-site dining options. ***TURNKEY & HASSLE-FREE: Professionally managed with on-site rental program options, making personal vacation stays and short-term rentals seamless.*** Whether you're seeking a vacation home, a smart investment property, or a hybrid of both, Unit #3703 delivers unbeatable lifestyle and convenience in the heart of Central Florida's tourism corridor. Schedule your showing today!!

14501 Grove Resort Avenue Unit 3703, Winter Garden

3019 Cherry Orchard Lane, Winter Garden
$659,990
4 Beds ⋅ 2 Baths ⋅ Orchard Pk/Stillwater Xing Ph SubDv. ⋅ 34787 Zip Code
WELCOME TO 3019 CHERRY ORCHARD LANE, A BEAUTIFULLY REMODELED HOME IN THE HEART OF WINTER GARDEN! This stunning residence has just undergone an impressive transformation, offering a fresh, modern, move-in-ready interior that truly stands out in the neighborhood. The home features NEW INTERIOR AND EXTERIOR PAINT (2026), a COMPLETELY RENOVATED KITCHEN, and BEAUTIFULLY UPDATED BATHROOMS, all thoughtfully redesigned with contemporary finishes and attention to detail. Custom-designed office with built-in cabinetry and a Murphy bed seamlessly integrated into the cabinetry. Every improvement was carefully selected to create a bright, stylish, and welcoming atmosphere throughout the home. This is a rare opportunity to own a beautifully renovated property offering a level of updates and finishes that is difficult to find in the surrounding area. Ideally located in desirable Winter Garden, with convenient access to shopping, dining, entertainment, parks, major roadways, and everything this highly sought-after area. MOVE-IN READY and beautifully refreshed from the inside out, schedule your private showing and come see what makes this home truly special!

3019 Cherry Orchard Lane, Winter Garden

325 W Newell Street, Winter Garden
$575,000
2 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 34787 Zip Code
**Click the Link for Virtual Tour** RARE TURNKEY OPPORTUNITY IN THE HEART OF DOWNTOWN WINTER GARDEN! Just three blocks from Plant Street and located within the golf-cart district, this beautifully renovated 2-bedroom, 2-bathroom cottage combines one of Winter Garden?s most sought-after locations with the flexibility of a primary residence, second home or established short term rental. Thoughtfully renovated down to the studs in 2016, the home blends historic cottage character with extensive modern improvements including updated electrical and plumbing, engineered hardwood floors, renovated kitchen and baths, double-pane windows, natural gas tankless water heater, metal roof and A/C was replaced in 2022. The open floor plan features a charming window seat in the living room, while the primary suite offers a walk-in closet and en-suite bath with dual sinks and oversized shower. A second full bath provides direct exterior access to the backyard - convenient for outdoor entertaining or future pool. Outside, the nearly quarter-acre fenced property offers something increasingly difficult to find this close to downtown: room to enjoy. Relax on the restored rear deck beneath the mature shade tree, utilize the approximately 200-sq.-ft. powered shed as storage, workshop or hobby space, and enjoy the convenience of a carport and additional outdoor space. Leave the car at home and walk, bike or take your golf cart to Plant Street, the West Orange Trail, Plant Street Market, Crooked Can, restaurants, boutiques, the farmers market, festivals and downtown entertainment. Currently operating as a successful short-term rental with reservations extending through March 2027, this property offers immediate income potential and exceptional flexibility. For buyers interested in continuing the property as a short-term rental, existing reservations, furniture, and decor may be negotiated separately. Whether you're searching for a downtown residence, vacation home or investment property, this is an opportunity to own a distinctive piece of the Downtown Winter Garden lifestyle.

325 W Newell Street, Winter Garden

1118 Maidenmoor Road, Winter Garden
$460,000
4 Beds ⋅ 2 Baths ⋅ Stoneybrook West SubDv. ⋅ 34787 Zip Code
Welcome to the highly sought-after Brentwood model in the guard-gated golf community of Stoneybrook West! This 4-bedroom home offers a flexible floor plan with the option to use the fourth bedroom as a private home office, making it ideal for today’s lifestyle. The spacious kitchen opens to the family room, creating a comfortable gathering space highlighted by a cozy gas fireplace. Recent updates include a NEW HVAC system (2026), water heater (2023), roof (2018), new garbage disposal, gutters, and more. The primary suite features beautiful bay windows and a large walk-in closet. Enjoy Florida living year-round from the added covered and screened patio with tile flooring overlooking the fenced backyard. Additional highlights include attic storage with plywood flooring, providing valuable extra storage space. Located in the desirable Stoneybrook West community, residents enjoy an impressive array of amenities, including golf, clubhouse, pools, fitness facilities, tennis, pickleball, playgrounds, walking trails, and more. The community also offers lake access and boating for residents, including a private community boat launch. All of this is located in Winter Garden, one of Central Florida’s most sought-after and vibrant markets, offering convenient access to shopping, dining, entertainment, top-rated schools, major roadways, and everything the area has to offer. A flexible floor plan, important major-system updates, outdoor living space, and an exceptional guard-gated community make this Brentwood model a home worth seeing!

1118 Maidenmoor Road, Winter Garden

14501 Grove Resort Avenue Unit 2608, Winter Garden
$255,000
3 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 2 SubDv. ⋅ 34787 Zip Code
Beautiful **3-bedroom, 2-bathroom condo at The Grove Resort & Water Park**, offered **fully furnished and turnkey**! Enjoy the perfect combination of comfort, resort-style living, and investment potential in the Orlando area. The unit features a spacious living area, fully equipped kitchen, TVs throughout, in-unit washer and dryer, and a private balcony. The Grove offers outstanding amenities including heated pools, hot tub, Surfari Water Park, lazy river, water slides, splash area, FlowRider, 24-hour fitness center, restaurant, bar & grill, arcade, mini golf, and Lake Austin access. Conveniently located near Disney and Orlando’s world-famous theme parks, with complimentary daily shuttle service to Disney parks. Ideal as a vacation home, second home, or investment property. Rental opportunities may be available through the resort program, subject to applicable rules and requirements. **Fully furnished, fantastic amenities, and an unbeatable Orlando vacation lifestyle!**

14501 Grove Resort Avenue Unit 2608, Winter Garden

9456 Komika Lane, Winter Garden
$469,500
3 Beds ⋅ 2 Baths ⋅ Waterleigh Ph 3a SubDv. ⋅ 34787 Zip Code
Situated in the sought-after Waterleigh community, one of the most popular communities in Horizon West/Winter Garden this stunning 3-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and convenience. This home is perfect for those seeking a tranquil and inviting living environment. Upon entering, you'll be greeted by a warm and inviting atmosphere that flows throughout the entire home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a space that is perfect for both everyday living and entertaining. The kitchen features modern appliances, ample counter space, and a great circulation area. You will love cooking in the well-appointed kitchen with stainless steel appliances, a walk-in pantry, and an ample island w/ bar top seating that is perfect for gatherings. The kitchen has a WATER FILTRATION SYSTEM; system running to the fridge and a separate water faucet on the island. Whether you're preparing a quick meal or hosting a dinner party, this kitchen is sure to impress. The adjacent dining area is spacious and offers a lovely backdrop for enjoying meals with family and friends. The master suite offers privacy as it is separate from the other rooms located in the home, complete with a spacious bedroom, a walk-in closet, and an In-suite bathroom. The additional bedrooms are well-appointed, providing comfort and convenience for family members or guests. The home offers a large laundry room and a drop zone area situated next to the two-car garage perfect for your keys, tools, shoes…etc…. Located just minutes from DISNEY, in a family-friendly, GOLF CART FRIENDLY community, The owners of this home have access to a range of RESORT STYLE amenities, including 2 clubhouses with 2 beautiful large pools, a splash pad, 2 fitness centers with play area, miniature golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park, community dock, water-view walking trails. Location benefits include conveniently at the entrance of the community a new Publix shopping center, near Highway 429, and Highway 192, restaurants, and shopping at Flamingo Crossings, Hamlin, and Winter Garden Village. All lawn maintenance is provided through the community..... THE HOUSE HAS SOLAR PANELS. The seller will pay on the day of closing the debt he currently has with the solar panel financier. In this way, the Buyer has an ADDITIONAL DISCOUNT on the purchase of the property.

9456 Komika Lane, Winter Garden

16704 Point Rock Drive, Winter Garden
$520,000
3 Beds ⋅ 2 Baths ⋅ Waterleigh Phase 4a SubDv. ⋅ 34787 Zip Code
WELCOME TO WATERLEIGH – RESORT-STYLE LIVING IN WINTER GARDEN! “TENANT-OCCUPIED – START GENERATING RENTAL INCOME FROM DAY ONE” Discover this beautiful 3-bedroom, 2-bathroom single-family home located at 16704 Point Rock Drive in the highly desirable Waterleigh community of Winter Garden. This well-designed home features a bright OPEN-CONCEPT FLOOR PLAN that seamlessly connects the living, dining and kitchen areas, creating a comfortable space for everyday living and entertaining. The home also offers a 2-CAR GARAGE and a functional single-story layout. What truly sets this property apart is the WATERLEIGH LIFESTYLE. Residents enjoy access to an impressive collection of resort-style amenities, including multiple community pools and amenity centers, fitness centers, playgrounds, sports fields, mini-golf, beach volleyball, community garden, walking and nature trails, scenic lakes and ponds, and beautiful outdoor spaces throughout the community. Waterleigh offers the perfect combination of residential comfort and resort-style living in one of Winter Garden's most desirable areas. Conveniently located near shopping, dining, schools, entertainment and Central Florida's world-famous attractions, with easy access to major roadways connecting you to the greater Orlando area. Whether you're looking for your primary residence or a home where you can enjoy the Florida lifestyle every day, this property offers much more than a house—it's an opportunity to become part of the Waterleigh lifestyle. Schedule your private showing today!

16704 Point Rock Drive, Winter Garden

14501 Grove Resort Avenue Unit 3403, Winter Garden
$170,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort & Spa Hotel Condominium SubDv. ⋅ 34787 Zip Code
Own your piece of the Orlando vacation market at The Grove Resort & Water Park! Located on the 4th floor of Building 3, near the water park, this fully furnished 2-bedroom, 2-bath condo offers the perfect combination of a personal vacation retreat and investment opportunity. The Grove is a Walt Disney World Good Neighbor Hotel located just minutes from the parks, with complimentary shuttle service to Walt Disney World. Owners and guests enjoy resort-style amenities including Surfari Water Park with a lazy river, water slides and FlowRider surf simulator, multiple pools, spa, fitness center, mini golf, arcade, and on-site restaurants and bars. With an on-site rental management program and a prime location near Central Florida’s top attractions, this turnkey condo offers an easy, hands-off ownership opportunity while giving you your own place to enjoy when visiting Orlando.

14501 Grove Resort Avenue Unit 3403, Winter Garden

1553 Spring Ridge Circle, Winter Garden
$449,500
3 Beds ⋅ 2 Baths ⋅ Crown Point Springs SubDv. ⋅ 34787 Zip Code
Live in Winter Garden’s Golf Cart District! This charming 3 bed, 2 bath home with an office/den in one of Winter Garden’s most desirable communities, Crown Point Springs. This home has an open floor plan with split bedrooms, an enclosed patio, fenced yard, inside laundry room and a two-car attached garage. The foyer will welcome you into the home with the formal dining on your left and the French door enclosed office/den on your right (currently being used as a game/theatre room. You will love the ceramic tile floors in the formal dining and family rooms. Walk further into the heart of the home - the kitchen, that features painted cabinets and counters, a new stainless steel stove, dishwasher and fridge. The breakfast nook overlooks the yard. The kitchen is open to the family room that has a brick front wood burning fireplace. A French door leads to the enclosed patio – what a great space to enjoy your morning coffee or relax after a long day! The spacious yard is fenced in and there’s plenty of room for a pool. The owner’s suite is off the kitchen and features and en-suite bath with an updated “adult height” vanity with two sinks, a glass enclosed shower and a walk-in closet. The guest bedrooms are on the other side of the home and share the guest bath that features an updated “adult height” one sink vanity and a tub/shower combo. This home has been lovingly maintained! Additional updates include a new roof (2026), new garage door, new fan in the family room, interior paint, cabinets for additional storage in the laundry room and the washer & dryer are included! This home has leased solar panels that the Buyer will have to take over, making the electricity bill low. Community is located minutes away from downtown Winter Garden, half a mile from the West Orange Trail, close to Chapin Station where you can enjoy picnic areas, playground, a tennis and basketball court. Crown Point Springs is also close to Newton Park where you’ll find a boardwalk, boat ramp, grills, picnic tables and playground, etc. Take your golf cart to Plant Street’s restaurants, boutiques, theater, festivals, and the popular Saturday farmer’s market. Close to top-rated schools, Winter Garden Village, AdventHealth, Publix, 429, and the Florida Turnpike. Don't miss this chance to own a home in one of Central Florida’s most desirable communities. Schedule your showing today!

1553 Spring Ridge Circle, Winter Garden

431 Southern Pecan Circle Unit 101, Winter Garden
$274,500
3 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
ONE-YEAR HOME WARRANTY AVAILABLE WITH A FULL-PRICE OFFER! Welcome to this beautifully maintained 3-bedroom, 2-bathroom FIRST-FLOOR condo in the gated Southern Pines community of Winter Garden. Featuring a FRESH INTERIOR REPAINT (2026), UPDATED FIXTURES, a bright, open-concept layout, and NO CARPET THROUGHOUT FOR EASY MAINTENANCE, this home is truly move-in ready. Step inside to a spacious open living area offering a dedicated dining room and breakfast nook just off the kitchen. The kitchen features STAINLESS STEEL APPLIANCES, GRANITE COUNTERTOPS, NEUTRAL CABINETRY, and a pantry offering additional storage. The desirable split-bedroom floor plan provides added privacy, with the primary suite positioned on one side of the home and two additional bedrooms with a guest bathroom on the opposite side. All three generously sized bedrooms feature walk-in closets, providing plenty of storage throughout the home. Ideal as a primary residence or investment property, this low-maintenance condo offers excellent rental potential in a desirable Winter Garden location. HOA dues include internet and basic cable, adding further value and convenience. Southern Pines offers an impressive collection of resort-style amenities, including a pool and spa, fitness center, tennis courts, indoor basketball and volleyball courts, playground, dog park, clubhouse, theater room, billiards room, BBQ area, resident car wash station, and on-site management. Conveniently located near highly regarded public schools, Publix, Winter Garden Village, the West Orange Trail, and vibrant Downtown Winter Garden, with easy access to SR-429, Florida’s Turnpike, and major Orlando attractions. Whether you're searching for a comfortable primary residence or a great investment opportunity, this well-located Winter Garden condo delivers space, convenience, amenities, and value.

431 Southern Pecan Circle Unit 101, Winter Garden

14501 Grove Resort Avenue Unit 3534, Winter Garden
$199,000
3 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condominium SubDv. ⋅ 34787 Zip Code
***Beautiful bright and airy 3-bedroom, 2-bathroom condo in the Grove Resort and Water Park Resort!!! Ideal for snowbirds who want to stay a few months in the winter, and have the onsite rental management company rent out the unit to vacationers when not in use! Buyers have the best of both worlds when owning at The Grove! Stay up to 179 nights per year in your unit, and the management do the rest of the work and enable you to earn when you are not there! This unit has a lovely south-facing balcony on the fifth floor, plus it has all the comforts of home - spacious living room, TV's in main room and all bedrooms, full kitchen, full washer and dryer, and screened-in balcony to enjoy quiet time! The resort has amazing amenities - the Springs Pools area has three heated pools plus a hot tub! Located nearby is the Valencia Restaurant, the 24/7 gym, and the boardwalk takes you to Lake Austin where you can fish off the dock, or paddle a swan boat! A short stroll takes you to the Surfari Water Park with a large heated pool, lazy river, water slides, and splash area! Try your skill on the Flowrider surfing experiences where instructors will help you ride the waves! Enjoy delicious food and drinks at the Longboard Bar and Grill, while listening to the relaxing music played on the hidden speakers! All ages can enjoy the Flip Flops games arcade, which also has a 9-hole mini golf course! At the Front Desk area you will find the Marketplace, selling convenience items, food, drinks, Starbucks coffees, and gifts. The concierge will help you with theme park tickets, and if you need transportation to the Disney theme parks, there is a FREE daily shuttle! For more information please give me a call!!!***

14501 Grove Resort Avenue Unit 3534, Winter Garden

2420 Balforn Tower Way, Winter Garden
$599,900
3 Beds ⋅ 2 Baths ⋅ Stoneybrook West D SubDv. ⋅ 34787 Zip Code
Most evenings, unforgettable sunsets stretch across the pool and lake, casting a breathtaking glow over this premier cul-de-sac homesite. Set on an oversized lot with an expansive side yard, this residence enjoys one of Stoneybrook West’s most coveted vantage points—serene water views paired with sweeping Back 9 sceneries, including uninterrupted sightlines to the 13th green and 14th tee. Welcome home to an immaculate 3-bedroom, 2-bath split-plan retreat that is truly move-in ready. From the moment you step inside, you’ll feel the care, quality, and comfort woven throughout. Thoughtful upgrades include brand-new plantation shutters, a custom built-in kitchen nook with outlet, updated light fixtures and fans, and a new refrigerator. Major systems add peace of mind with a roof, HVAC, hot water heater, and interior paint all less than 3 years old. The open living area impresses with a striking white stone accent wall and durable wood-like tile flooring that flows seamlessly throughout the home. The primary suite features a barn-door entry to the bath and an exceptionally spacious walk-in closet. Step outside to your private oasis: a covered lanai overlooking a stunning saltwater pool with sun shelf and water features, all less than 5 years old. The backdrop is pure magic—tranquil water, golf course views, and sunsets that feel like a nightly masterpiece. The fully fenced yard includes fresh tree trimming and an extra-large side yard, ideal for pets, play, or future enhancements. Perfectly positioned on a quiet cul-de-sac next to the residents’ gate, this home blends privacy with convenience. Community amenities are exceptional: golf course, playgrounds, pickleball, tennis, basketball, hockey court, resort-style pool, gym, and the Stoneybrook restaurant. Zoned for highly rated schools and just minutes from Winter Garden Village with easy access to the 429, the location is unbeatable. Additional highlights include built-in garage storage and shelving, a fenced yard, and standout curb appeal. This home delivers comfort, style, and a lifestyle that’s hard to match. Call today for a private showing!

2420 Balforn Tower Way, Winter Garden

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