Quick Winter Garden FL MLS Search

Browse All Winter Garden FL Properties for Sale

$539,990
3 Beds 3 Baths O6374947 MLS
Under Construction. Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. This home features a two-car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterleigh, the Cordale includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

16840 Hobe Sound Court, Winter Garden

$725,000
4 Beds 3 Baths O6373845 MLS
No rear neighbors! Situated on a premium conservation lot with lake views, this fully furnished 4-bedroom, 3-bathroom two-story home in the desirable Waterleigh community offers privacy, upgrades, and true move-in-ready convenience. Exceptional curb appeal features a brick paver driveway and welcoming front porch. Inside, enjoy wood-look tile throughout the main living areas, a flexible formal sitting room ideal for entertaining or home office, and an open-concept layout filled with natural light. The upgraded kitchen showcases custom gray cabinetry, stainless steel appliances, designer backsplash, pendant lighting, and generous counter space, flowing seamlessly into the dining and family room. Large windows frame tranquil views of the conservation area and lake, creating a peaceful backdrop for everyday living and entertaining. A first-floor bedroom with full bathroom provides an ideal guest or multigenerational suite. Upstairs, the spacious primary retreat features a tray ceiling and spa-style bath with dual sinks, soaking tub, and separate shower. A large loft offers flexible space for media, office, or play area, also with serene backyard and water views. Two additional bedrooms and a full bath complete the upper level. Step outside to your private outdoor oasis featuring a covered brick-paver lanai with summer kitchen, perfect for entertaining, plus a fully fenced backyard with room to add a pool — all while enjoying the privacy of no rear neighbors and protected conservation behind the home. Waterleigh residents enjoy 3 resort-style pools, 2 clubhouses with fitness centers, walking trails, sand volleyball, dog park, fishing and observation pier, tennis courts, pickleball, playgrounds, and lawn maintenance included in HOA. Zoned for Water Spring Elementary, Water Spring Middle School, and Horizon High School. Prime location near Disney, shopping, dining, SR-429, I-4, SR-417, and Publix. With furniture, golf cart, seller credit, premium lot, outdoor kitchen, and EV-ready garage all included, this home offers outstanding value and an effortless move-in experience.Schedule your private showing today.

9611 Lost Creek Drive, Winter Garden

$595,000
4 Beds 4 Baths O6373345 MLS
Welcome to this beautiful 4-bedroom, 3.5-bath home located in the highly sought after community of Waterleigh in Winter Garden. This residence features tile throughout the first floor main living areas and has an open floor plan with sleek finishes and quartz countertops, creating a modern and stylish atmosphere. There is one bedroom on the first floor that can serve as an in-law or guest bedroom, while upstairs you'll find three additional bedrooms, including a spacious Primary bedroom. The upstairs includes a versatile loft area, perfect for a home office, playroom, or additional living space. This home offers not just a comfortable living space but a vibrant lifestyle within a master planned community. Enjoy access to a resort style clubhouse, multiple pools with a fitness center, playgrounds, and sports fields. Additional amenities include mini golf, walking and nature trails, beach volleyball, and all concrete block construction for durability. The home features smart home technology, and all landscaping is included for your convenience. The community is family friendly with an elementary and middle school located right inside, while the high school is just minutes away. As you arrive, you'll be greeted by a beautiful waterfall entrance. Waterleigh is golf cart friendly and conveniently located with a Publix at the front of the neighborhood. Situated in a prime location, you're just minutes from all that Orlando showcases. Enjoy nightly views of the Disney fireworks, with easy access to Disney World. Explore the heart of Horizon West, including Hamlin Town Center and Flamingo Crossings, both offering a wide variety of shopping, dining, and entertainment options. With quick access to the Turnpike, commuting around Orlando is a breeze. This is truly a fantastic place to live!

16031 Scarpetta Street, Winter Garden

$760,000
4 Beds 4 Baths O6373067 MLS
Welcome to this exceptional Barret floor plan in the exclusive Silverleaf Reserve by Meritage Homes, offering 4 spacious bedrooms, a versatile bonus room, a dedicated office, and an additional flex space currently used as a music room. Positioned on one of the best lots in the community, this home features stunning lake views, unmatched privacy, and a thoughtfully designed layout for both comfort and functionality. This residence is loaded with upgrades: luxury vinyl flooring throughout, elegant quartz countertops, soft-close cabinetry, designer glass-front cabinets, and beautiful under-cabinet lighting that adds charm and sophistication to the kitchen. The master bedroom is located on the second floor, making it perfect for families with young. On the first floor, a guest suite is conveniently located near the entrance, ideal for visitors or elderly family members. The home also includes a stylish powder room (half bath) for added convenience. The bonus room provides endless flexibility, whether as a media room, playroom, or additional lounge space, while the office is perfect for working from home. The unique music/flex room adds character and versatility to the home. Located in Winter Garden’s prime area, Silverleaf Reserve offers not only a premium lifestyle but also the convenience of two highly rated public schools (elementary and middle) right inside the community, along with easy access to shopping, dining, and major highways. This property is the perfect combination of modern design, luxury finishes, and an unbeatable location — a rare opportunity in the heart of Winter Garden.

5211 Citrus Leaf Boulevard, Winter Garden

$2,075,000
5 Beds 5 Baths O6371050 MLS
Under contract-accepting backup offers. This is more than a house ~ Lakefront retreat designed to stop you in your tracks the moment you walk through the door! Perfectly positioned on Hickorynut Lake within the exclusive Avalon Cove, this custom Jones Homes residence was built in 2022 and is one of only 49 homes in this intimate luxury enclave. From the instant you enter, you are met with a rare “water-on-water” moment – breathtaking panoramic lake views that frame the entire living space and set the tone for everything that follows. Designed for effortless living and unforgettable entertaining, Come home and immediately dive into the lake life. Expansive sliding glass doors dissolve the line between indoors and out, opening to a resort-style backyard featuring a saltwater pool, heated spa, pool ledge loungers, integrated lighting, and a pool crawler cleaning system. Motorized lanai screens, a built-in outdoor kitchen with gas grill, and a gas fire pit creating the ultimate sunset and entertainment zone – complete with water views and space to gather - there or on your private dock! Inside, the chef’s kitchen anchors the home with an oversized island seating up to eight, custom wood vent hood, gas cooktop, designer finishes, barn door accents, and thoughtful upgrades throughout. Custom wood beams add warmth and architectural interest, while the open layout flows seamlessly to living, dining, and outdoor spaces – ideal for hosting or relaxing in style. Luxury meets intelligence with over $30,000 in smart home upgrades, including full Alarm automation, indoor and outdoor security cameras, remote access controls, Sonos audio, and Bluetooth sound zones throughout the kitchen, living room, loft, lanai, and balcony. Motorized shades on both floors provide privacy and convenience at the touch of a button. A reverse osmosis water system enhances everyday living, and the first-floor laundry adds to the home’s thoughtful functionality. Both primary suites are beautiful, a spa-inspired primary bath, and a custom walk-in closet. A dedicated gaming room offers a turnkey entertainment space – perfect for family & friends fun for all ages. Step onto the front-facing balcony in the evenings and enjoy nightly Disney fireworks, a magical reminder of how close you are to it all. The epoxy-finished three-car garage includes an additional storage bay, offering space for vehicles, toys, and lake-life essentials. Outside, low-maintenance AstroTurf landscaping keeps the focus on enjoyment, not upkeep. Just minutes from Disney theme parks, shopping, dining, and with easy access to SR-429, this home is approximately 30–40 minutes from Orlando International Airport, making it ideal as a primary residence, second home, or luxury retreat. Comfortable, elevated, and completely move-in ready – this is lakefront living done right! Call today to schedule your tour and let us welcome you home!

9014 Morgana Court, Winter Garden

$182,000
2 Beds 2 Baths O6371713 MLS 373 BLDG.
Short Sale. SHORT SALE APPROVED READY TO CLOSE AND MOVE-IN READY and quietly positioned within a well-established Winter Garden community, this updated 2-bedroom, 2-bath condo offers a NEW ROOF, and an easy, comfortable lifestyle in one of Central Florida’s most desirable areas. Approaching the home, you’ll appreciate the tucked-away cul-de-sac location with paved private streets and sidewalks that create a calm, residential feel. Step inside through the front entrance and you’re immediately welcomed into a bright, open living space where natural light enhances the clean layout and efficient use of square footage. The living room feels inviting and functional, offering enough space to relax, entertain, or simply enjoy a quiet evening at home. Continuing through the home, the upgraded kitchen with GRANITE counter tops, anchors the main living area with modern appliances, ample cabinetry, and practical counter space. Its open connection to the living room allows for easy conversation while cooking, hosting, or enjoying everyday routines, making the space feel connected and intentional. The primary bedroom is set apart as a comfortable retreat, featuring brand-new carpeting and a private en-suite bathroom. The bathroom has been thoughtfully renovated with updated finishes that feel fresh and clean without excess. The secondary bedroom is well-sized and flexible, ideal for guests, a home office, or additional living space, with a second fully updated bathroom conveniently nearby. Throughout the condo, the layout flows efficiently from room to room, offering smart storage, comfortable proportions, and a low-maintenance design well suited for full-time living or long-term ownership. Assigned parking adds convenience, while the community’s shared amenities—including a COMMUNITY POOL—enhance the overall lifestyle. Located just minutes from downtown Winter Garden, residents enjoy close proximity to local shops, dining, farmers markets, and the West Orange Trail. Easy access to major highways makes commuting throughout Central Florida simple, whether heading toward downtown Orlando, major employment centers, or nearby attractions. This location is ideal for buyers exploring Orlando homes for sale or those planning an Orlando relocation home in a walkable, community-oriented area. While not intended as a short-term rental investment, this Winter Garden property represents a strong opportunity within the Central Florida real estate market for buyers seeking comfort, location, and value. Contact us today for a private tour or more details on this exceptional opportunity.

373 Eron Way Unit 47, Winter Garden

$790,000
5 Beds 5 Baths O6370049 MLS
Virtually Staged. This modern, move-in ready home offers the space, flexibility, and lifestyle features that are highly sought after in today's homes. Thoughtfully designed with an open concept, abundant natural light, and a well-planned layout throughout, it features five bedrooms, 4 and a half bathrooms, and a two-car garage, providing an ideal setup for growing households, multigenerational living, remote work, and entertaining. From the moment you arrive, an upgraded front door welcomes you into a bright interior with elevated finishes. Just off the entry is a versatile flex space with French doors, currently used as a home office but easily convertible into an additional bedroom if desired. The formal dining room follows, perfect for hosting holidays and special gatherings. The heart of the home opens to a spacious living room and kitchen, highlighted by higher ceilings and an open layout that allows upstairs areas to overlook the living spaces, creating an airy, connected feel. The kitchen features a large island, gas range, ample counter space, and a spacious pantry ideal for entertaining and everyday living. The sellers love this space for hosting family gatherings, parties, and celebrations. A full bedroom and upgraded bathroom with a walk-in closet are conveniently located on the main level. Upstairs, you’ll find four generously sized bedrooms, including a private primary suite with a large bedroom and an exceptionally spacious walk-in closet. One additional upstairs bedroom features its own private bathroom and walk-in closet, while the remaining bedrooms are thoughtfully positioned for comfort and privacy. A large loft provides a perfect second living area or main room. The upstairs laundry room adds convenience, and a huge attached storage area offers plenty of space for seasonal items and bulk shopping. The sellers have invested significantly in upgrades, including new flooring throughout, high-end stair railing for a modern look, updated tile and showers, custom lighting, upgraded appliances (purchased separately), and an expanded lanai for comfortable outdoor living. Step outside to enjoy the oversized backyard, offering ample space to build a swimming pool. From both the backyard and inside the home, you’ll enjoy a truly special feature: nightly views of Disney’s Magic Kingdom fireworks. The distance is just right close enough to enjoy the magic without the noise. This home also includes a solar panel system that will be fully paid off at closing, offering long-term energy savings and added value. Located in a tight-knit community known for festive events and a neighborly atmosphere, this home is just minutes from Disney, shopping, dining, and everyday conveniences. With comfort upgrades, energy efficiency, and an unbeatable lifestyle, this home truly stands out. This home is a thoughtfully upgraded opportunity in a location that truly feels magical—inside and out.

15755 Sweet Limetta Drive, Winter Garden

$210,000
2 Beds 2 Baths S5140877 MLS Building 1 BLDG.
Welcome to The Grove, a secluded condo-hotel set on the shores of Lake Austin. Turning into the community from Avalon Road, you will be pleasantly surprised driving to the community, with its palm tree lined streets and the water park, with the condo buildings towering overhead. This is a community that needs to be seen to be appreciated, especially with how much there is to do at the resort! Some of the attractions include the Surfari Water Park with FlowRider; pier on Lake Austin; Escape Spa; Flip Flop's Family Fun Center, and the Kids' Activity Center! This is a Good Neighbor Hotel® and offers daily shuttle bus service to Walt Disney World®, SeaWorld, and Universal Orlando! Let's discuss more about this 2-bedroom "Birch" unit! When you step through the door, you enter directly into the living space. The bedrooms are split, with the master suite on one side of the living space, and the other bedrooms on the other side.The unit features in-unit laundry, with full-size washer and dryer. The kitchen is well-equipped with all major appliances, so you can certainly cook here if desired. The living space is spacious, and also includes a dining area. Through the living space, you can enter the balcony which overlooks the one of the ponds at the resort. The master suite includes an ensuite bathroom that has a garden tub, separate tile shower, and dual vanities. There is one more ensuite bedroom on the opposite side, which also has a very large walk-in closet and an additional sliding glass door leading out to the balcony. This condo is turn-key and all bookings transfer when the unit is purchased. This is truly a hands-off investment, with on-site management handling everything for you. You can be making $ on the day of closing! Financial statements are available! Please note that this is a condo-hotel, so you could not live here full time due to zoning restrictions. No owner is permitted to live on-site and is only allotted for up to 179 nights in a calendar year usage. Owners cannot stay at the property more than 179 nights whether consecutively or split between different lengths of stay throughout different months. Condo Docs allow for up to one domesticated dog or cat in a non-aggressive breed that is 15 pounds or less to stay while the owner is here. As far as the hotel operations run, we do not allow hotel guests to bring pets (not a pet friendly hotel operation). Owners are permitted up to 30 nights Guest use in a calendar year. Anything additional to 30 nights results in a resort subsidy fee paid and deducted by the owner’s statement. Buyer will inherit the rental agreement as the seller is part of the rental program with the on-site management company. The agreement does not terminate upon the sale, transfer of title or conveyance of a property.

14501 Grove Resort Avenue Unit 1746, Winter Garden

$530,000
5 Beds 3 Baths S5140743 MLS
(3D tour link attached!) Motivated seller, just reduced $20K. Welcome to this well-appointed single-family home offering 2,455 sq. ft. of living space in the desirable Winter Garden area. Featuring 5 bedrooms and 3 full bathrooms, this residence provides generous space and flexibility for comfortable everyday living, guests, or work-from-home needs. All the bedrooms upstairs and the stairs are laminate flooring. Only the bedroom downstairs is carpet. The thoughtfully designed floor plan includes multiple living areas and a layout well suited for both relaxation and entertaining. With five bedrooms, the home offers versatility for growing households or those seeking additional space. Situated within a welcoming residential community, residents enjoy sidewalk-lined streets, green spaces, and a neighborhood-friendly atmosphere ideal for outdoor enjoyment and daily walks. When using our preferred lender, the buyer will receive a 1 percnt lender credit of the loan amount, which can be applied toward closing costs or an interest rate buydown. Conveniently located near major roadways, this home offers easy access to shopping, dining, parks, and schools, and is just a short drive from Walt Disney World, making it an excellent option for a primary residence, vacation home, or investment opportunity. This property presents a wonderful opportunity to enjoy space, location, and community living in one of Central Florida’s most sought-after areas.

15401 Porter Road, Winter Garden

$210,000
3 Beds 2 Baths O6369252 MLS
THIS IS A MUST-SELL UNIT. Vacation investment opportunity at The Grove Resort & Water Park, Orlando—welcome to Unit 2534. This fully furnished 3-bedroom, 2-bath CONDO-HOTEL is positioned in one of Central Florida’s highest-demand VACATION RENTAL communities. The spacious Jasmine floor plan sleeps 8 and includes a king suite, two queen beds in the guest room, and a pull-out sofa in the living room. Designed for durability and guest appeal, the unit features quartz countertops, stainless steel appliances, in-unit laundry, and an oversized screened balcony overlooking tranquil resort and conservation views. AS A SHORT-TERM RENTAL PROPERTY, owners are allowed personal use up to 179 days a year, with full on-site property management available to handle bookings, housekeeping, maintenance, and guest services year-round. This hassle-free model makes it ideal for out-of-state, international investors, or active vacation home investors seeking passive income. The Grove Resort is a full-service destination featuring Surfari Water Park with lazy river and FlowRider surf simulator, three additional pools, Lake Austin access for water sports and fishing, fitness center, arcade, indoor glow mini golf, restaurants, bars, spa, and 24-hour concierge. Daily Disney shuttles and proximity to major attractions that drive strong guest occupancy. HOA fee covers all utilities, including electric, water, cable, WiFi, pest control, and insurance—offering predictable, streamlined costs for owners. With high rental demand, professional management, and a below-market price point, this unit offers strong ROI potential in a market with continued tourism growth. Act now to capitalize on this prime income-producing asset in the heart of Orlando’s booming short-term rental zone. Agents, please Realtor's remarks for details.

14501 Grove Resort Avenue Unit 2534, Winter Garden

$270,000
3 Beds 3 Baths O6368187 MLS
Short Sale. Short Sale Opportunity – Fully Furnished 3BR/3BA Condo at The Grove Resort – Vacation Rental Only / No Full-Time Residency Investor Alert! Rare opportunity to own a FULLY FURNISHED and equipped 3-bedroom, 3-bath condo in the sought-after The Grove Resort, one of Orlando’s top vacation-only condo-hotel communities, just minutes from Disney. Turnkey for immediate rental. Large balcony, modern kitchen, and in-unit washer/dryer. High occupancy potential through the on-site rental program. Resort Amenities (included for guests): Surfari Water Park, surf simulator, water slides, laser river. Multiple resort-style pools, hot tubs & cabanas. Lake Austin access with fishing and water sports. Fitness center, arcade, full-service spa, on-site restaurants, bars, market, and conference center, 24/7 front desk, concierge, and gated community security. Prime Location, located in Winter Garden, FL, just minutes to Walt Disney World® and major Orlando attractions. Close to shopping, dining, and major highways. This unit is part of a condo-hotel program: no full-time residency allowed. Short-term rentals only. SHORT SALE – priced to sell fast! A great chance to secure a unit below market value in a high-demand tourist location. Ideal for investors looking for short-term rental income with professional management available on-site. Not suitable for full-time occupancy. Contact us today to schedule a showing and take advantage of this exceptional income-generating property!

14501 Grove Resort Avenue Unit 2527, Winter Garden

$649,000
3 Beds 3 Baths O6367937 MLS
Roper Reserve is a cozy gated community with a low HOA and just a few minutes from the bustling Downtown Winter Garden and the Winter Garden Village, that has shops and restaurants. This stunning Delaney model by Richmond American Homes, has been beautifully upgraded and blend's location, lifestyle and comfort. With large rooms and a versatile flex room, there is plenty of room in this home for everyone. The home features a gourmet kitchen with double ovens, gas appliances, and a tankless water heater, dual laundry rooms including one in the primary suite’s custom closet, and smart upgrades like a cyber space that fits a large desk, shelves and is lined with sound dampening tiles, it also includes extra outlets! Perfect working from home and housing electronics charging hub. Enjoy the AC garage, extra-wide brick paver driveway, UV light AC treatment, and beautifully finished bedrooms—one with sound-dampening and specialty lighting. The flex room shines with moody décor and copper ceiling tiles, while outside you’ll find a private pool, screened patio, outdoor kitchen, fruiting banana trees, and no rear neighbors for ultimate privacy. Whole house water softener, automatic window wireless window blinds. The home also features security cameras at various locations outside the home. Fiber Optics internet connection has just been installed into the community, making it very convenient for those working from home or for streaming!

1608 Highbanks Circle, Winter Garden

$529,990
3 Beds 3 Baths O6367156 MLS
Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. This home features a two-car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterlerigh, the Cordale includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

16821 Hobe Sound Court, Winter Garden

$1,000,000
5 Beds 4 Baths O6366636 MLS
Discover refined living in this impressive 5-bedroom, 4-bathroom Spanish-style estate home, beautifully positioned on a serene waterfront lot with peaceful conservation views and nightly Disney fireworks from your own backyard. This exceptional home blends elegance, comfort, and energy efficiency throughout its thoughtfully designed layout. Step through the grand, elegant entrance into a soaring cathedral-ceiling foyer that leads to spacious formal and casual gathering areas. The formal dining room sets the tone for entertaining, while the gourmet kitchen is a true showpiece—featuring an oversized island, dry bar, walk-in pantry, solid wood cabinets, granite countertops, elegant backsplash, and high-end stainless steel appliances. A striking stone accent wall with an electric fireplace adds warmth and style to the main living area, which opens through French doors to breathtaking water and conservation views. The first floor includes a comfortable guest bedroom with a walk-in closet, a full guest bath with convenient pool access, and a luxurious primary suite. The primary bedroom offers a huge walk-in closet, and a spa-inspired ensuite bathroom with garden tub, expansive walk-in shower with multiple rain shower heads, and dual vanities. Upstairs, a spacious loft with surround sound showcases elevated views of the water and conservation area—perfect for a media room or game space. On one side of the loft sits a private bedroom with its own full bath, ideal for guests or extended family. On the opposite side are two additional bedrooms connected by a Jack-and-Jill bathroom, providing comfort and privacy for everyone. Additional highlights include a tile roof, oversized garage, paver driveway, Smart thermostat, water softener and filtration system, and energy-efficient features for year-round comfort. Located in the highly desirable Watermark community, residents enjoy resort-style amenities including a sparkling pool, water park, cabanas, BBQ areas, playground, dog park, tennis and basketball courts, clubhouse with rooftop deck, weekly community activities, fitness center, and scenic walking trails. All of this—just minutes from top-rated schools, dining, shopping, Orange County National Golf Course, and Disney World. A perfect blend of elegance, comfort, and unmatched location—this waterfront estate is truly a must-see.

9207 Busaco Park Way, Winter Garden

$1,200,000
4 Beds 3 Baths O6365188 MLS
PRICE ADJUSTED to reflect recent appraisal, this rare parcel presents immediate value- with vacant land ready for expansion or additional income potential with future development. Discover an exceptional property in the heart of highly desirable GOLF CART DISTRICT of Winter Garden. Situated on an expansive parcel totaling 3/4 of an acre, this unique estate offers unmatched space, charm and potential with NO HOA- all within short distance to the 22 mile long West Orange Trail, Winter Garden Farms Market, Plant Street dining, shopping and breathtaking sunsets over Lake Apopka. This beautifully maintained three-bedroom, two-bath home features an office with custom wood built-ins and a light-filled breezeway framed in windows, perfect for a sunroom or additional living space. Gorgeous hardwood floors flow throughout, and the newly renovated bathroom showcases modern, floor-to-ceiling tile for a luxurious touch. Storage is abundant, including an oversized two-car garage with a half bath, ideal for hobbyist or future conversion opportunities. Outside, the property transforms into a private oasis featuring a sparkling heated saltwater pool, outdoor fireplace and lush mature landscaping complete with fruit trees - all fully fenced for privacy. This property offers potential to subdivide into two to three lots for an investment opportunity or the ability to expand the current Square Footage. A large shed, rated as a detached garage, on the property provides additional space for a workshop or equipment storage. There is ample room for all your recreational toys; golf-cart, boat, and more. The current owners also have plans for a kitchen renovation and poolside wraparound porch, which they are willing to share with the buyer - opening the door to greater customization. Whether you're seeking a serene retreat, developmental potential, or the charm of downtown Winter Garden living, this property is truly one of a kind. This private paradise location is a convenient commute to Downtown Orlando, Disney and other Orlando attractions. You're dream estate awaits.

205 Surprise Drive, Winter Garden

$314,900
2 Beds 2 Baths O6364192 MLS
Owner Motivated – Largest 2-Bedroom Floor Plan at The Grove Resort Orlando This exceptional 5th-floor condo offers rare convenience with high ceilings, spacious bedrooms, and immediate access to parking. The primary suite includes a generous sitting area, while the second bedroom features two full beds — an ideal layout for families, groups, or high-occupancy rentals. Positioned on the quieter side of the resort, this unit enjoys a peaceful setting with minimal noise from the amenities, making it a comfortable retreat for owners and guests alike. Fully furnished and turnkey, this condo is ready for immediate personal use or income generation. Just steps away are The Grove's signature amenities: three resort pools, a full waterpark, fitness center, on-site restaurants and bars, game room, glow-in-the-dark mini golf, a boat dock, and water activities on Lake Austin. Located only 15 minutes from Walt Disney World®, owners and guests enjoy the convenience of a daily resort shuttle. Universal's Epic Universe — the most significant theme park expansion in Orlando in decades — opened in 2025, further strengthening the area's appeal and rental revenue potential for years to come. Ownership is completely hands-free. The on-site professional hotel operator manages all marketing, bookings, guest services, repairs, and maintenance. Owners may use their condo anytime and earn income when not in residence. Don't miss this opportunity to own a premium, income-producing resort residence in one of Orlando's most sought-after vacation destinations.

14501 Grove Resort Avenue Unit 2536, Winter Garden

$529,990
3 Beds 3 Baths O6362478 MLS 1414 BLDG.
Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. This home features a two-car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterleigh, the Cordale includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

16845 Hobe Sound Court, Winter Garden

$1,270,000
5 Beds 4 Baths O6362090 MLS
Come take a look at this beautiful modern elevation and spacious home. Hawksmoor community offers a luxury lifestyle nestled in Winter Garden's popular Horizon West area. This spacious home is located on the corner lot with fenced in backyard. This home offers plenty of comfort and upgraded features inside and outside. Some features in this home are the well maintained wooden floors, baseboards, backsplash features and stone countertops across the home with plenty more! The kitchen is upgraded with stainless steel kitchen aid and newer appliances alongside having a walk in pantry with cabinets all around! The open layout living room with high ceilings creates the opportunity to bring in natural light and energy to this home. The master bedroom is located on the first floor and it offers a spacious walk in closet inside the master bathroom. A powder restroom is also located on the first floor of home, game room and the laundry room with sink , washer & dryer appliances to remain. Upstairs offers four spacious bedrooms, a large family room area as well alongside Jack and Jill bathroom in between bedrooms. Finally, outside the patio is a smart screened patio where a stunning summer kitchen sits for hosting cookouts. Beautiful amenities complement the luxurious lifestyle this community boasts and include a stunning, resort-style pool, splash pad, clubhouse with outdoor summer kitchen & grill, yoga lawn, shaded playground, and network of walking trails. The community offers a gym with weight machines, dumbbells, and a few options for cardio. The clubhouse can also be rented for special events. Commuters convenience approximately minutes from the SR429. Hawksmoor convenient location within Winter Garden means dining, shopping and entertainment are never far away. Refrigerator in garage and water softener do not convey to property, all appliances are included. Call to schedule your private showing.

16894 Wingspread Loop, Winter Garden

$205,000
2 Beds 2 Baths S5138971 MLS
****Perfect for SNOWBIRDS!! Stay here all winter and let the onsite management company rent out your unit the rest of the year!! Amazing opportunity to purchase a 2-bedroom/2-bathroom vacation condo at the beautiful Grove Resort in Orlando! This fully-furnished condo is very spacious, and has a full kitchen, laundry room, a screened-in balcony, and two bedrooms. There is a sleeper sofa in the living room, so it can sleep six. Buyers must enter into the onsite rental management company, who will do all the bookings, housekeeping, and maintenance for the condo. If owners want to use their condo, simply send an email and block off your desired dates. Owners can use their condo up to 179 nights per year. On site there are plenty amenities, including the Surfari Water Park, with large heated pool, lazy river, water slides, the Flowrider surfing experience, and delicious food and drinks can be purchased from the Longboard Bar and Grill. At the Springs Pools are there are three further pools and a large hot tub! Next to that you can wander down to Lake Austin and do some fishing, or paddle a swan boat! The Valencia Restaurant is a full-service venue where you can eat indoors or outdoors! A spacious 24-hour gym is also located near the Springs Pools. At the Front Desk area you will find the Marketplace, and gift shop, and the concierge who will help you with theme park tickets, restaurant bookings etc. A free daily shuttle to Disney is also available. Call now for more information!!****

14501 Grove Resort Avenue Unit 3304, Winter Garden

$796,000
5 Beds 3 Baths O6361226 MLS
Discover expansive living and modern sophistication in this STUNNING 5-bedroom, 3-bath home with a Spacious, Peaceful backyard in the highly desirable Oakland Trails community, minutes from the West Orange Trail and the Winter Garden Plant Street Market. Offering over 3,500 SQUARE FEET of beautifully designed space and built in 2019, this residence combines contemporary comfort with UPSCALE UPGRADES—creating a home that truly feels “better than new.” Step inside to an inviting OPEN-CONCEPT LAYOUT, where the chef’s kitchen overlooks the spacious living area. Recessed lighting, NEW TILE FLOORING on the main level (2023), and ceiling fans throughout (2020) elevate the home’s comfort and style. The entire home is also PREWIRED WITH CAT 6, ideal for high-speed connectivity. The DREAM KITCHEN is a showstopper with stylish cabinetry, stone countertops, a breakfast bar, built-in oven, cooktop stove with POT FILLER, tile backsplash, walk-in pantry, and a GALLEY-STYLE COFFEE BAR AREA—perfect for morning routines or entertaining. A spacious Kitchen dinette area overlooks the backyard, adding a warm and functional touch to the heart of the home. In the Living room, enjoy a CUSTOM ACCENT WALL (2023) and views of the large backyard through dual sliding glass doors. A separate Dining room offers flexibility for family gatherings or can easily serve as a formal living room. The first floor also includes a VERSATILE OFFICE/PLAYROOM, convenient under-stair storage, and ONE OF THE FIVE BEDROOMS—complete with laminate wood flooring—located next to a full bathroom, providing a perfect space for guests or multigenerational living. Upstairs, a GENEROUS LOFT creates a perfect secondary living area. The UPDATED PRIMARY SUITE (2025) features a beautiful tray ceiling, a LUXURIOUS EN SUITE BATH with dual vanities, a step-in shower, and a huge walk-in closet. Three additional bedrooms and another full bath offer plenty of comfortable space for family and guests. A paver driveway leads to the generous 3-CAR GARAGE featuring epoxy flooring, additional kitchen-style cabinetry, and PREWIRING for an electric vehicle. Outside, enjoy a large covered patio and an EXPANSIVE BACKYARD, ideal for future customization, gatherings, or play. Oakland Trails is loved for its peaceful setting and small-town charm, offering access to the West Orange Trail, playgrounds, green spaces, and TOP-RATED SCHOOLS. Ideally positioned near DOWNTOWN WINTER GARDEN, residents enjoy quaint dining and gatherings spots, PLANT STREET MARKET, charming shops, and easy access to SR 429 for seamless commuting. Every detail has been thoughtfully crafted for ELEVATED LIVING—come experience the exceptional quality and SOPHISTICATION this home offers. Schedule your showing today!

1970 Standing Rock Circle, Winter Garden

Start Your Search

Winter Garden Real Estate

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Winter Garden and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!