Homes For Sale in Winter Garden 34787 - 799 homes

Remarks: Price reduced & now offering $7,000 towards closing or rate buy down! Tucked inside the gated community of Roper Reserve with a low HOA and just 5 minutes from Winter Garden Village and charming Downtown Winter Garden, this beautifully upgraded home offers the perfect blend of location & lifestyle. Featuring 3 spacious bedrooms plus a versatile additional room (ideal for an office, playroom, or guest space) and 2 bathrooms, the thoughtful split floor plan provides privacy with a secluded primary suite and oversized custom closet system. Inside, you’ll find extensive updates including fresh paint, upgraded bathroom fixtures and mirrors, designer lighting and fans, custom blinds, and French doors leading out to the pool deck. The kitchen is a standout with $50,000 in builder upgrades, a gourmet layout, Samsung Bespoke appliances, and a stylish coffee bar complete with mini fridge. Custom closet systems throughout add both beauty and function. Step outside to your private backyard retreat featuring a heated pool with travertine deck, fully fenced yard, and an impressive tiki hut equipped with a grill, burner, TV, and two refrigerators—perfect for entertaining year-round. The exterior is also plumbed for an outdoor sink and shower. Additional highlights include a garage with shark-coated floors, bike rack and shelving, security cameras, Nest system, living room TV, Home Warranty and even pool lounge chairs and umbrella included. This move-in-ready home combines thoughtful upgrades, indoor-outdoor living, and an unbeatable location close to shopping, dining, and everything Winter Garden has to offer.

Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)

Listing Agent: Lana Larrivee (407-341-8814)

Remarks: Welcome to this charming single-family residence in the highly desirable Black Lake Park community of Winter Garden. This well-maintained home features 4 (3 bedrooms + 1 study)and 2 full bathrooms with a functional open floor-plan that seamlessly connects living, dining, and kitchen areas — perfect for everyday living and entertaining. The spacious interior offers approximately 2,365 sq. ft. of living area on a ±8,178 sq. ft. lot with no rear neighbors and lush landscaping for added privacy. Situated in a vibrant community with amenities including tennis and basketball courts, playground, pool and outdoor recreation areas, this property is conveniently located minutes from Winter Garden Village dining and shopping, major roadways (including the 429), and top-rated schools.

Listing is courtesy of: INTERNATIONAL REAL ESTATE LLC (407-760-5150)

Listing Agent: Anahi Rosario (407-721-9777)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria with Bonus floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage,

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria with Bonus with 6 Bedrooms floorplan is a thoughtfully designed home featuring four bedrooms and two and a half bathrooms on the 1st floor and 2 additional bedrooms and 2 baths on the 2nd floor, along with the bonus room., with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Sample Images The Anna Maria floor plan is a beautifully designed one-story home offering four bedrooms and two and a half bathrooms, thoughtfully arranged for comfortable everyday living. The open-concept layout features a spacious great room that flows effortlessly into the kitchen and dining area, creating an inviting space for entertaining or relaxing at home. The private primary suite includes a well-appointed ensuite bath and a generous walk-in closet. A covered patio extends the living space outdoors, while the two-car garage adds convenience and functionality. With 2,235 square feet of well-designed living space, the Anna Maria delivers both style and practicality in a layout that fits most lifestyles.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 5 bedrooms and 4.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a bedroom and a full bathroom. As we head up to the second floor, we are greeted with a loft area and four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey 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.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 5 bedrooms and 4.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a bedroom and bathroom. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey 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.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly sought-after community of Highlands at Summerlake Groves in Winter Garden offering comfort, functionality, and serene lake views. The open concept kitchen is the heart of the home, featuring a large center island, perfect for entertaining and casual dining. The kitchen flows seamlessly into the spacious great room – perfect for everyday living and entertaining. The private home office features elegant double French doors, creating the ideal space for working from home or a quiet retreat. The luxurious primary suite is a true retreat boasting an oversized walk-in closet, spa-like bathroom with a jacuzzi style tub, walk in shower and private toilet room. The inside laundry room includes a washer and dryer for added convenience, and a water softener system is already in place. Relax on the inviting front porch, perfect for morning coffee or evening conversations. Step out to the screened lanai and unwind while taking in peaceful lake views with no rear neighbors—offering exceptional privacy and a serene backdrop. Completing the home is a 2-car garage and thoughtful details throughout. Ideally located just minutes from the world-famous Walt Disney World Resort theme parks, as well as premier shopping, dining, movie theaters, and entertainment venues, this home offers the perfect blend of everyday convenience and resort-style living. Community amenities include a resort-style pool, playground, tennis courts, dog park, soccer field, and expansive green spaces perfect for relaxation and recreation. This move-in-ready home combines style, comfort, and a desirable setting—schedule your private showing today!

Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)

Listing Agent: Cynthia Davis (407-619-2937)

Remarks: Gorgeous Lakeview Condo at The Grove Resort & Water Park Orlando! Perfect for snowbirds or investors, this fully furnished 2-bedroom, 2-bath Palm floor plan offers 1,265 sq ft with modern décor and a strong short-term rental history. Owner’s suite features a king bed; guest rooms are ideal for families and groups. Enjoy owner use up to 180 days/year with professional on-site rental management when you’re away. Resort amenities include Safari Water Park (FlowRider, lazy river, slides), multiple heated pools, spa, fitness center, Lake Austin activities, arcade, and on-site dining. Located just 3 miles from Walt Disney World, with complimentary transportation to major theme parks. Low-maintenance, income-producing resort living—enjoy it when you want and earn when you’re not!

Listing is courtesy of: WATSON REALTY CORP., REALTORS (352-243-7374)

Listing Agent: Darryl Love (321-332-5514)

Remarks: Gorgeous Lakeview Condo at The Grove Resort & Water Park Orlando! Perfect for snowbirds or investors, this fully furnished 3-bedroom, 2-bath Palm floor plan offers 1,396 sq ft with modern décor and a strong short-term rental history. Owner’s suite features a king bed; guest rooms are ideal for families and groups. Enjoy owner use up to 180 days/year with professional on-site rental management when you’re away. Resort amenities include Safari Water Park (FlowRider, lazy river, slides), multiple heated pools, spa, fitness center, Lake Austin activities, arcade, and on-site dining. Located just 3 miles from Walt Disney World, with complimentary transportation to major theme parks. Low-maintenance, income-producing resort living—enjoy it when you want and earn when you’re not!

Listing is courtesy of: WATSON REALTY CORP., REALTORS (352-243-7374)

Listing Agent: Darryl Love (321-332-5514)

Remarks: Welcome to 5706 Cypress Hill Rd, a 3-bedroom, 2.5-bath townhome located in the Orchard Hills community of Winter Garden. With 1,886 sq ft of living space, this home offers an open layout that flows comfortably between the kitchen, dining, and living areas, making it practical for everyday living. Orchard Hills features amenities including a community pool, fitness center, playgrounds, dog park, and green spaces. The location provides convenient access to major roadways, shopping, dining, and area attractions. Excellent investment opportunity

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Mariana Nossa (407-455-9565)

Remarks: Welcome to Grove Resort! Located on the second floor of Building 3, this unit is your launchpad for unforgettable Central Florida adventures. This fully furnished, two-bedroom, two-bathroom condo offers fantastic pond views and easy access to the main resort pool area. This property is perfectly positioned for both vacation home buyers and savvy investors. As a buyer, you'll love the resort-style living with amenities including multiple pools, a thrilling water park, a full-service spa, on-site restaurants, a state-of-the-art fitness center, and a large game room. For investors, this unit presents a compelling opportunity in Central Florida's booming tourism market. Located just minutes from Orlando's world-famous attractions like Walt Disney World, Universal Studios, and SeaWorld, as well as a plethora of upscale shopping and diverse dining options, this property promises strong rental potential. With the flexibility to use it as a personal escape while also generating income, this isn't just a condo—it's a lifestyle and a smart investment in a piece of paradise where every day feels like a celebration.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: Dan Palmer (407-925-2432)

Remarks: One or more photo(s) has been virtually staged. Under Construction. Sample ImagesPorter Town Home – Stylish Living Beautiful townhome offering 1,715 sq. ft. of thoughtfully designed living space, featuring three bedrooms, two and a half baths, and a spacious two-car garage with a charming paver driveway. Step inside to impressive tall ceilings, enhancing the natural light and creating a bright, open, and airy atmosphere throughout. Elegant linen cabinets and sleek quartz countertops, perfectly paired with durable, designer-inspired RevWood laminate flooring that flows seamlessly across the first floor. A perfect blend of style, functionality, and modern comfort—ideal for everyday living and effortless entertaining.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Cindy Sapp (352-516-2843)

Remarks: Your Dream Home is closer than you think! Oxford Chase is a Gorgeous Boutique Estate Home Community by Mattamy Homes. Cambridge/Tuscany model floorplan, Craftsman/Bungalow style 1-story home with 3-car finished garage with remotes (2+1). Great split floorplan with luxury vinyl throughout. Gorgeous gourmet kitchen and oversized covered lanai. Full appliance package. Once inside, a formal foyer and coat closet welcomes everyone who enters. This three-way split floorplan has 2 bedrooms with a shared full bath at the front of the home. The owner’s suite and the third bedroom with private bathrooms are separated by the living areas for added privacy. The oversized L-shaped kitchen is never short of prep space or storage space with its banks of 42" cabinets. The chef's gourmet kitchen is accented with an oversized waterfall island. Whirlpool stainless steel appliances. wine refrigerator, granite countertops, Subway Tile backsplash, wine storage cabinet, gas range top with stainless steel range hood, and in-wall oven. You will definitely have a place for everything in the walk-in pantry. The dining room and great room are accented by 9'4" tray ceilings and arched doorways. Upgraded Faucets and Hardware. The dining room has a custom designer stone wall feature. A triple 8-foot sliding glass door in the living room opens up to the spacious covered lanai. Open Lanai is pre-plumbed for an outdoor kitchen. Ceiling fans and tray ceilings throughout the home. Upgraded Lighting Fixtures and Fans. The primary suite has rear-facing windows to take advantage of natural light. With massive walk-in closets, dual sink vanities, and a separate shower with an oversized soaking tub. Make-up vanity. Laundry room off the walk-in closet in the primary bedroom. This home is built with features that meet the Energy Star® 3.1 home building requirements and is third party verified for energy efficiency. In addition, the Cambridge is backed by M/I Homes' industry leading 10-Year Transferable Structural Warranty. The community's commitment to an active lifestyle is further evidenced by the walking and biking trails that wind through the gated neighborhood, providing a scenic and safe environment for residents to stay active and enjoy the outdoors. The community is also strategically located near major highways, making it easy for residents to commute to work or explore the surrounding areas. Shopping and dining options are plentiful, with several grocery stores, restaurants, and retail outlets just a short drive away. Additionally, the community is in proximity to top-rated schools, making it an ideal choice for families.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Sean Flatley (609-208-8204)

Remarks: Pre-Construction. To be built. This is a pre-construction opportunity in partnership with Vazquez Family Builders. Final floor plan, square footage, and sales price will be determined by the buyer based on selected model and upgrades. Positioned on a desirable corner lot in the heart of Winter Garden, this pre-construction ranch-style home presents an exceptional opportunity to create your ideal living space. This home is planned for 1713 square feet of meticulously designed living space, featuring 4 spacious bedrooms, two full bathrooms, and an attached two-car garage. The open-concept layout will seamlessly connect the main living areas, creating an inviting environment for everyday life and entertaining. The absence of stairs makes this home highly accessible and a perfect "forever home or vacation property."

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Jorge Barcelo (407-267-8415)

Remarks: Price drastically reduced for quick sale !!! Located in a gated community, this beautiful and well maintained home offers no rear neighbors and serene views of a protected conservation area, providing privacy and peaceful living. Inside, you’ll find durable vinyl plank flooring installed in 2024, granite countertops, and an island in the kitchen. New A/C installed on 07/23/2025. Fresh interior paint throughout home in 2024. Loft can be converted into a 4th bedroom- county records already shows 4 bedrooms. Perfectly positioned under 30 minutes from Disney, Universal Studios, Downtown Orlando, and Downtown Winter Garden, this home combines convenience with tranquility—ideal for full-time living or an investment opportunity. All measurements are approximate and should be verified.

Listing is courtesy of: LIBERTY HOME SALES INC (321-256-0500)

Listing Agent: Subhas Sawh (407-402-1350)

Remarks: Welcome to this stunning two-story Tortola floor plan by Taylor Morrison, ideally located in the gated community of Lakeview Preserve in Winter Garden. Perfectly positioned on an oversized 75-foot-wide corner homesite with no rear neighbors, this home offers exceptional privacy, beautiful rear views, and a welcoming front porch that sets the tone from the moment you arrive. The elegant double-door entry opens to a dramatic two-story foyer featuring porcelain tile flooring and a staircase accented with open spindles and upgraded iron balusters. Throughout both the first and second floors, 9-foot ceilings and 8-foot doors enhance the home’s open, airy feel and upscale architectural presence. This thoughtfully designed residence offers five bedrooms and four-and-a-half baths, including two private ensuite bedrooms, making it ideal for multigenerational living or hosting guests with comfort and privacy. The spacious family room impresses with a double tray ceiling, surround sound system, additional LED lighting, ceiling fans, and blinds, thoughtful upgrades that make this home truly move-in ready. Designed for those who love to cook and entertain, the gourmet kitchen is a showstopper, featuring rich dark wood–tone cabinetry beautifully contrasted by quartz countertops and a striking backsplash. Stainless steel appliances, a cooktop with pot filler, farmhouse sink, and an elegant island with three pendant lights complete the space. Abundant additional cabinetry and counter space provide excellent everyday functionality while serving perfectly as a buffet or servery for holiday gatherings and special occasions. Disappearing sliding glass doors open to the extended screened-in lanai, seamlessly blending indoor and outdoor living and creating the ideal setting to enjoy Florida’s lifestyle year-round. In addition to the primary suite, the first floor offers a private ensuite bedroom, thoughtfully designed with its own full bath which is ideal for guests, extended family, multigenerational living, or a luxurious home office suite. The large primary suite, conveniently located on the first floor, features a tray ceiling and a spa-inspired bath with quartz countertops, framed mirrors, and a beautifully tiled shower with a built-in bench. Additional highlights include a built-in drop zone, a large laundry room with double sinks, and a three-car garage configuration consisting of a two-car garage plus a separate single-car garage, offering an abundance of garage parking and generous driveway space. Upstairs, the secondary bedrooms provide privacy, comfort, and versatility, including a second ensuite bedroom, making this home exceptionally well-suited for guests or family. Completing the upper level is a spacious game room or additional family room, offering flexible living space ideal for movie nights, a play area, or a casual retreat. Residents of Lakeview Preserve enjoy outstanding community amenities including a resort-style pool, park, playground, fitness center, and walking trails. This exceptional home delivers elegant design, thoughtful upgrades, flexible living spaces, and a beautiful setting within one of Winter Garden’s most desirable gated communities. WELCOME HOME!

Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)

Listing Agent: Amy Kidwell Pa (407-848-8042)

Remarks: ***Beautiful and spacious fully-furnished fifth floor 2-bedroom condo located in The Grove Resort and Water Park! This condo easily sleeps six, with a screened in balcony for enjoying those evening sunsets! A full washer and dryer is located off the fully equipped kitchen, and overlooks the family room with dining area. Every unit has a sleeper sofa for extra sleeping also! The primary bedroom has a king bed, and a large en-suite bathroom with separate tub and shower! The second bedroom has two double beds, with a door directly into the second full bathroom, giving you the choice of also making this room an en-suite! The condo is located in The Grove Resort, with its fantastic amenities, including the Surfari Water Park, with large pool, lazy river, water slides, splash area, and the Flowrider surf simulator! Enjoy delicious food and drinks from the Longboard Bar and Grill, with optional poolside service! In addition, there are three more pools and a hot tub located near beautiful Lake Austin, at the Springs Pools! The tropical landscaping around truly makes you feel on vacation! The 24/7 gym is located next to the Springs Pools, along with the Valencia full service restaurant, where you can eat indoors, or outdoors!! The Grove Resort provides free daily transportation to and from Disney, although it is only a short car ride away! Call now for more information!!***

Listing is courtesy of: FLARE PROPERTIES LLC (407-729-3930)

Listing Agent: Lesley O'Neal (407-729-3930)

Remarks: ***Beautiful 2-bedroom Palm model condo located on the fifth floor at The Grove Resort and Water Park. This fully-furnished condo is professionally managed by the onsite property rental team, and owners can use it themselves for up to 179 nights per year! This spacious condo offers a full kitchen, with separate room with full washer and dryer, and is open to the large living room with screened-in balcony where you can enjoy the sunsets every night! The large primary bedroom has a king bed, and an en-suite with dual sinks, and separate tub and shower. The second bedroom has two double beds, and has direct access to the second full bathroom. Owners can enjoy the many amenities at The Grove, including the Surfari Water Park, with large pool, lazy river, water slides, splash area, and the Flowrider Surf Simulator! If you are hungry or thirsty there is the Longboard Bar and Grill ready to serve up your favorites! In addition, there are three more pools and a hot tub located near Lake Austin at The Springs Pools! Also next to the pools are the 24/7 gym, and Valencia restaurant, where you can enjoy eating indoors, or outdoors! The Grove Resort provides a free daily shuttle to and from Disney, which is also just a short car ride away. Have the best of both worlds, and make an income, while enjoying the property that you own with friends and family! Call now for more details!!***

Listing is courtesy of: FLARE PROPERTIES LLC (407-729-3930)

Listing Agent: Lesley O'Neal (407-729-3930)

Remarks: Welcome to Historic Winter Garden, Florida — No HOA! Where small-town charm, community, and modern living come together and you keep more of what's yours with no HOA fees. Built in 2023, this beautifully designed 4-bedroom, 2-bath home with a 1-car garage offers the perfect blend of contemporary comfort and timeless neighborhood character. Start your mornings on the inviting front porch, the ideal spot for coffee, fresh air, and easy neighborhood conversations. Step inside to an open-concept layout that feels bright, spacious, and instantly welcoming, whether you're hosting friends or enjoying a quiet evening in. The modern kitchen impresses with granite countertops, sleek cabinetry, and generous workspace, flowing seamlessly into the main living areas. Laminate flooring throughout the main living spaces adds a clean, low-maintenance finish. Beyond your front door, downtown Winter Garden is just minutes away, one of Central Florida's most beloved historic districts. Spend your weekends at the popular Saturday Farmers Market, dining at local restaurants ranging from cozy cafés to fine dining, or soaking in the seasonal festivals and community events that give this area its unmistakable energy. Newer construction. Modern finishes. A welcoming, active community. And no HOA. This Winter Garden gem checks every box, so don't miss your chance to make it yours.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nicole Mickle (407-353-0826)