Winter Garden Homes For Sale & Real Estate - 915 homes

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. ARLINGTON bonus 6 bedrooms. Discover the newest community by Dream Finders Homes in the highly sought-after Hamlin, Winter Garden. Welcome to the Arlington, an award-winning single-story open-concept home designed for modern living and effortless entertaining. The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, wrap-around cabinetry, and ample counter space, connecting directly to the living areas—perfect for everyday living and entertaining. The owner’s suite and additional main-floor bedrooms are thoughtfully placed to maximize privacy and comfort, making this home ideal for families or multi-generational living. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from schools, Hamlin Town Center, Hwy 429, and Disney. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.

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. Opportunity in Avalon Woods! Discover the newest community in highly sought-after Hamlin, Winter Garden. Welcome to the Carter, a thoughtfully designed bungalow that combines style, comfort, and modern functionality. This brand-new home offers 4 bedrooms, 3.5 bathrooms, and 2,520 sq. ft. of living space. The inviting front porch creates charming curb appeal, while inside, abundant natural light enhances the open-concept layout. The first floor features a bedroom with private bath, perfect for guests or multi-generational living, while the upstairs showcases spacious secondary bedrooms and a well-appointed primary suite. Outdoor living shines with a covered breezeway and private courtyard, ideal for gatherings, dining, or quiet relaxation. Located in Avalon Woods, residents will enjoy proximity to top-rated schools, Hamlin Town Center, Hwy 429, and Disney, all just minutes away.

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

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

Remarks: Back to the market. Financing fell through. This property is attractively priced for a quick sale and represents a rare opportunity to acquire the largest floor plan at The Grove Resort & Water Park. Located in building 3, just steps from the water park, residents will enjoy convenient access to amenities including a large pool, lazy river, water slides, splash area, Flowrider surf simulator, and the Longboard Bar and Grill. The unit is also close to FlipFlops, an entertainment area designed for family activities. Three distinct swimming pool areas provide a variety of leisure options for both owners and guests. The dock on Lake Austin offers a tranquil setting to appreciate the natural surroundings. On-site restaurants and a convenience store enhance the overall experience, while complimentary transportation to nearby theme parks is available for both guests and owners. Owners may utilize their property for up to 179 nights each year. We invite you to explore this exceptional vacation retreat.

Listing is courtesy of: REAL TERRA GROUP, LLC (407-334-3277)

Listing Agent: Wilson Lima Lima (407-334-3277)

Remarks: Under Construction. What's Special: Popular Plan | Secondary Bedroom with Attached Bath | Game Room | North Facing Lot. New Construction - July Completion! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Baldwin at 14744 Field Daisy Drive in Harvest at Ovation! Step inside this charming new home and discover a welcoming layout designed for everyday comfort. Just off the foyer, a secondary bedroom suite offers its own full bathroom and a large storage closet for added convenience. The formal dining room flows effortlessly into the great room with soaring ceilings and into the designer kitchen, where quartz countertops and a center island shine alongside the casual dining area. Luxury vinyl plank flooring extends throughout the main living area, creating a warm and cohesive feel. At the back of the home, the sunny lanai invites you to relax outdoors and also leads to the two-car garage. Upstairs, the exceptional primary suite features an impressive en-suite bath and a large walk-in closet, while two secondary bedrooms, a full bathroom, and a laundry room complete the floor. Above the garage, a spacious game room with a full bathroom and wet bar offers even more flexible living space. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails, all in a highly coveted location. Additional Highlights Include: Downstairs bedroom and full bathroom in place of flex, game room with full bathroom, and wet bar at game room. Photos are for representative purposes only. MLS#O6383550

Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)

Listing Agent: Michelle Campbell (407-756-5025)

Remarks: Under Construction. What's Special: Close to Park | Dedicated Study | Covered Patio | No Stairs | No Rear Neighbors. New Construction - August Completion! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Caicos at 11287 Silver Trumpet Loop in Esplanade at McKinnon Groves! This unique new twin villa home welcomes you with a side entry that opens into the heart of this charming home. The kitchen, dining area, and great room flow effortlessly together, creating an easygoing space perfect for everyday living. Sliding doors lead to the extended covered lanai, giving you a bright spot to enjoy the outdoors. The primary suite sits quietly at the back of the home with an en-suite bath and a spacious walk-in closet for a peaceful retreat. At the front of the home, a secondary bedroom with a nearby bathroom, the laundry room, and a dedicated study create a thoughtful and convenient layout. Additional Highlights Include: Study with French doors in place of flex, extended covered lanai, 8' interior doors, and garden fence. Photos are for representative purposes only. MLS#O6388502 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!

Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)

Listing Agent: Michelle Campbell (407-756-5025)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Amelia floor plan offers the ease of one-story living with a smart and stylish layout featuring three bedrooms, two bathrooms, and a two-car garage. A spacious great room flows effortlessly into the dining and kitchen areas, making entertaining and everyday living a breeze. The private primary suite is tucked away with a large walk-in closet and a well-appointed bath. Two additional bedrooms and a full bath provide flexibility for guests, kids, or a home office. With thoughtful touches like a lanai, a dedicated laundry room, and a roomy garage, the Amelia delivers comfort and convenience in one beautifully designed space.

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

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

Remarks: Experience of luxury living in this 2021 custom-built contemporary masterpiece by Davila Homes with acess to Lake Hancock-a highly sought after ski lake. Boasting five bedrooms, a dedicated office and a loft, this residence seamlessly blends modern design with the tranquility of lakeside living. Step inside to discover an open, sunlit space connecting the living room, dining area, and chef's kitchen. Expansive windows frame panoramic lake views, creating an inviting atmosphere throughout. The owner's bedroom, complete with a custom walk-in closet, provides comfort and convenience. Beyond the ordinary, this home features a expansive windows, surround sound throughout the home and an oversized laundry room. The floor-to-ceiling stackable sliding doors allow you to step outside to your private paradise with a saltwater pool with a spa and a boat dock. Enjoy a low-maintenance turf yard, ensuring lush greenery year-round. As part of a vibrant community, residents enjoy access to Resident's Club, featuring a state-of-the-art fitness center, business center, resort-style pool with splash pad, playground, tennis and basketball courts. Conveniently located just minutes from the Hamlin Center and 429, this residence offers a perfect blend of serenity and accessibility. Don't miss the chance to call this lakefront haven home.

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

Listing Agent: Vanessa Ferreira (407-800-6383)

Remarks: Welcome to this stunning 4-bedroom, 3.5-bath residence in the highly sought-after Waterleigh community. The popular Clearden floor plan features a thoughtfully designed layout with the owner's suite, two additional bedrooms, and a spacious loft on the second floor, plus a private guest suite conveniently located on the main level. The owner's bath showcases dual granite vanities and a generous walk-in closet. The stylish kitchen offers stainless steel appliances, granite countertops, and flows seamlessly into the expansive family room-perfect for entertaining. This two-story block concrete building lot premium is located in a strategic area of the community, with no neighbors in front or behind it. The home has central water softener system, automated blinds and has never had pets. Outside, you'll appreciate the brick paver driveway, extended rear patio, and a covered, screened lanai ideal for relaxing evenings. Waterleigh residents enjoy exceptional amenities, including two elegant clubhouses, resort-style pools, fully equipped fitness centers, putt-putt golf, beach volleyball, tennis courts, a lakeside BBQ and picnic area, a dog park, and much more. Schedule your visit today to see this beautiful home discover why this vibrant Winter Garden community is truly a must-see!

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Marcos Paulo Nero, Llc (407-923-5128)

Remarks: The Birch — 2 Bed / 2 Bath Condo-Hotel The only floorplan at The Grove with two true primary suites. Most two-bedroom resort units give you a primary suite and a noticeably smaller second room. Not the Birch. Both bedrooms are generously sized, both feature private en suite baths, and both feel like the primary suite — making this the ideal choice for two couples traveling together, multi-generational families, or anyone who refuses to give their guests a consolation prize room. Inside, you’ll find an open living and dining area, a full kitchen — not a kitchenette, a full laundry room, — and a private balcony. This acts like a home, not just a hotel room. As an owner, enjoy up to 179 days of personal use per year at no nightly charge, while your unit earns rental income through the resort’s fully managed program the rest of the time. Located just 3 miles from Walt Disney World® and minutes from the new Epic Universe, demand for premium accommodations in this corridor has never been stronger. Zero management hassle. · Two primary suites. · One exceptional investment.

Listing is courtesy of: MBI REALTY LLC (407-821-5036)

Listing Agent: Bill Traback (407-821-5036)

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 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: 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: 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: 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)