Homes For Sale in Winter Garden 34787 - 688 homes

Remarks: Under contract-accepting backup offers. This charming 3 bedroom, 2 bath home offers a fantastic opportunity to make it your own. Featuring a fully fenced backyard, the property provides privacy and plenty of space for outdoor living, pets, or entertaining. Located just a short distance from Winter Garden Village and historic Plant Street, you’ll enjoy easy access to shopping, dining, and local events. With so much potential, this home is perfect for buyers looking to add their personal touch in a highly desirable location.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Claire Jesso (407-436-5039)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to an incredible opportunity to own a fully remodeled home just minutes from the heart of Downtown Winter Garden and iconic Plant Street. Enjoy the best of “small-town charm meets everyday convenience” with easy access to the Winter Garden Farmers Market, boutique shopping, local coffee spots, award-winning restaurants, breweries, and year-round community events. This move-in ready home offers 2 bedrooms and a bright, comfortable layout perfect for a first-time buyer, downsizer, or anyone wanting to be close to everything Winter Garden has to offer. Major updates provide peace of mind, including a roof approximately 4 years old, new A/C, new water heater, and new appliances. Don’t miss your chance to live near one of Central Florida’s most loved downtowns while enjoying the benefits of a beautifully updated home.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Erica Diaz (407-897-5400)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this never-lived-in townhome offering serene water views, modern finishes, and an exceptional location in Winter Garden. Thoughtfully designed for comfort and functionality, this home features a 2-car garage along with a large rear parking pad, providing ample parking and convenience. The main level offers a bright, open living space anchored by a beautifully designed new kitchen, ideal for both everyday living and entertaining. With all bedrooms located upstairs, the layout provides privacy while maximizing living and gathering space on the main floor. The primary suite overlooks the water, offering peaceful, unobstructed views that create a relaxing retreat at the end of the day. Winter Garden is known for its historic charm, vibrant community, and modern amenities. Enjoy easy access to the area’s renowned dining, shopping, and local events, as well as proximity to the West Orange Trail for outdoor recreation. Major destinations such as Walt Disney World, Universal Studios, and SeaWorld are just a short drive away. Convenience is unmatched with quick access to SR-429, SR-408, the Florida Turnpike, Highway 50, and 192, as well as nearby hospitals and a new medical center. This location offers the perfect balance of lifestyle and accessibility in one of Central Florida’s most desirable cities. Property Highlights: Brand-new, never lived in Water view with unobstructed outlook from the primary suite All bedrooms upstairs Open main living area with modern kitchen 2-car garage plus large rear parking pad Close to hospitals, shopping, dining, and major highways Minutes to Downtown Winter Garden and Central Florida attractions This is a rare opportunity to enjoy new construction living with a water view in an unbeatable Winter Garden location. Schedule your private showing today and experience the best of Central Florida living.

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

Listing Agent: Roo Klaers (407-493-5615)

Remarks: Discover this charming 2-bedroom, 1.5-bath townhouse located just 2 miles—about 5 minutes—from downtown Winter Garden. Perfectly positioned for convenience and entertainment, this home offers a lifestyle you’ll love. Enjoy being a short walk to Publix, close to abundant shopping and dining, and only 30 minutes from Disney and other world-class theme parks. Commuters will appreciate quick access to the Turnpike and 429, both just 2 miles away. Inside, the home is in excellent condition and features renovated bathrooms along with high ceilings that create a bright, spacious feel. Whether you’re seeking a cozy place to call home or a solid investment property, this townhouse checks all the boxes. Lawn care is included in the HOA, making maintenance effortless. Nestled in a vibrant community and offering one of the best locations in Winter Garden, this townhome won’t stay on the market long. Schedule your showing today and make it yours!

Listing is courtesy of: EXIT REALTY TRI-COUNTY (352-385-3948)

Listing Agent: Joshua Cromwell (407-690-8420)

Remarks: Experience refined luxury in this stunning Winter Garden residence designed for both elegance and comfort! This open-concept floor plan is beautifully enhanced by crown molding throughout the first floor and abundant natural light. Entering into the foyer you will find a full shiplap wall and a dedicated office with glass French doors that provides a comfortable work-from-home space. The gourmet kitchen is a true showstopper with a large kitchen island, open shelving, and a full wall of backsplash to the ceiling. This kitchen showcases elevated finishes and natural gas cooking, every chef's dream! The first-floor primary suite offers a private retreat, with a rain shower head and freestanding tub in the ensuite bathroom, built-in shelving in the primary closet, and windows overlooking the expansive woods behind the home! The spacious living room and extended outdoor travertine patio both feature surround sound speakers - perfect for indoor/outdoor entertaining! Head outside through the stacking sliding doors with automatic shades and impact glass to find an elevated pool with a large sun deck and water feature, as well as a panoramic screen enclosure overlooking serene, wooded views with NO REAR NEIGHBORS - a private outdoor oasis! Upstairs you will find three secondary bedrooms, one with its own private ensuite, and a spacious loft that offers a flexible living or media space. This home has also been thoughtfully designed with NO CARPET - it features ONLY engineered hardwood throughout and ceramic tile in all bathrooms, delivering timeless style and effortless maintenance in a truly exceptional setting. Every inch of this home has been carefully selected, from the central vacuum to the smart rack in the garage, making this is a truly stunning place to call home. Schedule your private showing today!

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

Listing Agent: Jasmine Martz (407-756-8344)

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: Under contract-accepting backup offers. Welcome to this beautifully designed 3 bedroom, 2.5 bathroom smart home located in the desirable community of Highland Ridge. The open floor plan features a modern kitchen with quartz countertops, solid wood cabinetry, and stainless steel appliances, perfect for entertaining. Upstairs you will find all of the bedrooms, the convenience of the laundry room, and a loft. This home comes complete with TESLA SOLAR PANELS making it the ultimate in energy efficiency and providing huge cost savings. Enjoy relaxing on the front covered porch or explore the incredible community amenities including a sparkling pool, playground, and basketball court. Conveniently located just minutes from major highways, shopping, dining, and the magic of Disney, this home blends comfort, sustainability, and prime location all in one. Don't miss out! Call for your showing today!

Listing is courtesy of: RE/MAX ASSURED (800-393-8600)

Listing Agent: Dana Gold (407-739-5900)

Remarks: Location, peace and ease with this updated 2/2 FIRST FLOOR condo in Winter Garden. You will love this condo placement in the rear of the community near the pond with fountain, community pool, rentable clubhouse, basketball courts and NO STAIRS. Enjoy the private setting while sitting on your screened porch with your favorite book or beverage and the frequent visits from the neighborhood ducks. The condo has been updated to include the cabinets, counters, updated bathrooms and tile floors throughout. Move in ready so just grab your things and come on. What's Nearby? ANYTHING you could need or want. Only 1.5 miles from downtown Winter Garden, 2.5 miles to Winter Garden Village, 15 miles to Walt Disney World® and other theme parks, 24 miles to MCO Orlando's International Airport/Brightline highspeed passenger train and just over an hour to dip your toes in salty water and sand on Florida's World Famous Beach in Daytona. Downstair units with perfect location do not come around often so book your private tour today and ask your REALTOR for the video walk through link.

Listing is courtesy of: BONJORN REAL ESTATE (352-394-2112)

Listing Agent: Mendy Bacon (407-383-7213)

Remarks: ***PRICE REDUCTION AND SELLER MOTIVATED*** Welcome to this luxurious 3 bedroom, 2 bath vacation condo at the Grove Resort and Waterpark. This top floor condo is an ideal retreat for those looking to experience the Magic of Disney World and enjoy a wide range of amenities. Its proximity to Disney (just 6 miles away) and the shuttle service provided make it a convenient choice for guests. The inclusion of a water park, flow rider surf experience, spa, restaurant, business center, and inhouse market means that there's something for everyone. Whether you're seeking relaxation, adventure, or convenience the grove resort has it all. The covered parking adds an extra layer of convenience and protection for guests' vehicles. The unit is FULLY FURNISHED and tastefully decorated which provides a comfortable and inviting atmosphere. The quartz counter tops and modern cabinets in the kitchen and bathrooms add a touch of elegance. The open floor plan is conducive to relaxation and socializing, providing plenty of space for guests to unwind after a day at the parks or in the pool. The screened balcony overlooking a beautiful view of well-manicured palm trees and a serene, picturesque view is a major benefit to the unit. Given its desirable location and the range of amenities offered, it's clear why The Grove is a highly sought-after vacation spot. Overall, this condo is a fantastic investment opportunity for those looking to provide a memorable vacation experience to guests while also having a spot for their own enjoyment.

Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)

Listing Agent: Troy Griffin (407-878-9611)

Remarks: Experience exceptional privacy and refined living in this beautifully designed 4-bedroom, 2.5-bath residence with a dedicated office nook, perfectly positioned on one of the most desirable lots in the community. This thoughtfully crafted one-story home offers effortless elegance, functional design, and seamless indoor-outdoor living. The versatile fourth bedroom—featuring striking double barn door entry—is currently utilized as a den/office/study (no closet), providing flexibility to suit your lifestyle. A centrally located office nook, tucked discreetly behind a stylish barn door in the hallway, enhances the home’s smart, streamlined floor plan while maintaining privacy and convenience. At the heart of the home, the expansive gourmet kitchen impresses with granite countertops, a farmhouse sink, double built-in ovens, a cozy coffee station, abundant cabinetry, and exceptional storage throughout. The kitchen opens beautifully to the great room, creating an ideal layout for entertaining and everyday living. The spacious primary suite offers a true retreat, complete with a spa-inspired bath, an incredibly generous walk-in closet, and serene finishes designed for comfort and relaxation. Two additional well-proportioned bedrooms provide ample space for family or guests. The oversized laundry room functions as a full-service utility space, offering extensive storage, workspace, and organization. Step outside to an oversized pavered, covered lanai overlooking a fully fenced yard with white PVC fencing—perfect for outdoor entertaining or quiet evenings at home. 2-car garage with professionally sealed flooring. Impeccably maintained and truly move-in ready, this residence delivers luxury, comfort, and thoughtful design at every turn.

Listing is courtesy of: RE/MAX SELECT GROUP (407-352-5800)

Listing Agent: Gail Higley (407-222-6633)

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: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to upscale townhome living in the highly sought-after Lakeview Pointe community, located in the heart of Horizon West’s exciting Hamlin entertainment district just minutes from Disney, shopping, dining, and everyday conveniences. This impeccably maintained 3-bedroom, 3-full bath, move-in-ready 2017 townhome offers over 1,800 square feet of thoughtfully designed living space with an open-concept layout filled with natural light, featuring versatile tile throughout the first level and new neutral color carpet on the stairs and second level. The gourmet kitchen serves as the centerpiece with 42-inch rich wood cabinetry, granite countertops, stainless steel appliances, pendant lighting over the breakfast bar, and a spacious walk-in pantry, while the main living and dining areas are ideal for both entertaining and everyday life. Upstairs, you’ll find two en-suite primary retreats, with dual vanities, granite counters, and large walk-in closets. Watch Magic Kingdom fireworks from your own rear bedroom window.  A conveniently located laundry room and small workspace complete the second level. A third bedroom on the main level offers flexibility for guests, multi-generational living, or a home office. Step outside to a private fully fenced pavered courtyard with a covered lighted walkway to the two-car garage, creating a charming outdoor space perfect for dining, entertaining, or relaxing. Lakeview Pointe residents enjoy resort-style amenities including a sparkling pool, splash pad, playground, fitness center, and even a dedicated Disney fireworks viewing area, all with exterior maintenance included for a low-maintenance, lock-and-leave lifestyle. Zoned for top-rated schools and offering easy access to major highways, this exceptional home delivers the perfect blend of luxury, convenience, and community—truly a lifestyle opportunity that checks every box and won’t last long!

Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)

Listing Agent: Ann Wargo (407-616-3041)

Remarks: The neighbors call this home the best kept secrets in Oasis. Sip your coffee from from the comfort of your backyard facing due east and enjoy the gorgeous sunrise, every morning!In the evening, you'll find great views of the Disney fireworks! You won't be able to find these beautiful views and gorgeous Pergola/Patio set up anywhere in the community! The seller spared no expense in making the backyard absolutely stunninig, featuring Italian Tile Pavers, Metal Pergola and a beautiful summer kitchen with gas grill with custom outdoor lighting. As soon as you walk into the home you'll be greeted with high ceilings, beautiful crown molding throughout and luxury vinyl floors.The homes open floor plan is perfect for entertaining, featuring a large kitchen island, plenty of cabinet and countertop space. The home has an electric stove currently however this is a gas community and the seller is happy to convert it back to a gas stovetop upon your request! The living room features tray ceilings and surround sound as well as custom smart blinds! The master bedroom and bathroom has everything you want and more! Featuring a gorgeous long walk in shower, dual Sinks and a spacious walk in master closet! With over 150,000 in options added to this property, this home is truly move in ready. This home comes with leased solar panels, whole house gas generator, finished garage floors. Outdoor furniture is negotiable. No Rear Neighbors, a quick walk to the brand new community clubhouse and just a short drive from everything you need! Only 2 miles from the Disney theme park entrance! Don't Wait! Schedule your showing today.

Listing is courtesy of: ENGEL & VOLKERS ORLANDO DR PHILLIPS (407-905-6700)

Listing Agent: John Hart (407-432-8612)

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 this beautifully upgraded 5 bedroom, 4 and a half bath pool and spa home located in the highly desirable, fully gated community of Oxford Chase! Zoned for top-rated schools, this home offers the perfect combination of luxury, privacy, and energy efficiency. This spacious residence features a 3-car garage, paver driveway, and impressive curb appeal. Inside, you’ll find thoughtfully designed living spaces including a formal dining room with a custom built-in bar, perfect for entertaining guests or hosting special occasions, multiple office spaces, upgraded flooring throughout, a large laundry room, private gated doggie retreat, and so much more. The primary suite is located on the first level, secluded for optimal privacy with oversized his and hers closets. Upstairs you'll find guest bedrooms, a large open air loft space, and plush movie theatre room. Step outside to your own gorgeous backyard oasis featuring a fully enclosed heated pool and spa, ideal for year-round Florida living. The backyard overlooks a peaceful green space with no rear neighbors, providing extra privacy and relaxing views. Enjoy outdoor entertaining with the fully equipped summer kitchen featuring a custom vented hood, perfect for grilling and gatherings. The home is also equipped with PAID IN FULL SOLAR PANELS offering incredible energy efficiency and the benefit of little to no electric bill. Located in a secure gated neighborhood close to top schools, shopping, dining, and major highways, this home truly has it all — privacy, premium upgrades, and resort-style outdoor living. Schedule your showing today!

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Jenna Palmero (407-697-8727)

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: Welcome to the Lakeview Community! This stunning single-family residence features 5 spacious bedrooms, 4 full bathrooms, and a convenient half bath. The open-concept kitchen and living area, equipped with stainless steel appliances and modern touches, seamlessly connect to the backyard through full retractable sliding doors. The first floor includes a comfortable mother-in-law suite with a private bathroom and a versatile flex room for added convenience. Upstairs, you'll find 4 additional bedrooms, a laundry room, and a spacious great room perfect for family time or relaxation. Outside, enjoy a comfortable and contemporary gazebo, ideal for entertaining or unwinding. This home also showcases a modern lamp set and an advanced lighting system, adding elegance and ambiance to every corner. With its thoughtful design, enlarged kitchen, and modern light switches, this fantastic floorplan has everything your family needs!

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Franklin Adrianza (786-241-2060)

Remarks: Under Construction. Welcome to this charming 2-story home nestled in the beautiful city of Winter Garden. This inviting home is now available for sale, offering a comfortable and spacious living experience in a serene neighborhood. Featuring 3 bedrooms and 2.5 bathrooms, this home provides ample space for your family to grow and create lasting memories. Step inside this cozy abode to discover a well-designed layout that maximizes living space. The home comes with a lanai, perfect for relaxing and enjoying the Florida sunshine. The kitchen is thoughtfully designed to cater to your culinary needs, with modern appliances and plenty of storage space. Outdoor enthusiasts will appreciate the outdoor space surrounding the home. Perfect for entertaining guests, enjoying a barbecue, or simply unwinding after a long day, the outdoor area adds an extra dimension to this charming home. Enjoy the tranquility of suburban living while being just a short distance away from shopping, dining, entertainment, and top-rated schools. Don't miss this opportunity to own a piece of paradise!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Stacie Brown Kelly (407-221-4954)

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)