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$545,000
5 Beds ⋅ 3 Baths ⋅ O6427731 MLS
Welcome to this beautifully maintained 5-bedroom, 3-bathroom home in the highly sought-after Independence community, one of Orlando's premier master-planned neighborhoods. Move-in ready and thoughtfully updated, this home features newly installed flooring, fresh interior paint, abundant natural light, and an open-concept floor plan designed for comfortable everyday living and effortless entertaining. A spacious front porch offers the perfect place to relax while enjoying peaceful neighborhood views. Inside, the well-appointed kitchen overlooks the expansive living area, creating a seamless flow for gatherings with family and friends. The first-floor primary suite provides a private retreat with a generously sized bedroom and an oversized en-suite bathroom. Step outside to the covered rear lanai, ideal for morning coffee, outdoor dining, or simply unwinding at the end of the day. Residents of Independence enjoy an exceptional lifestyle with resort-style amenities, including a community pool, fitness center, tennis courts, playgrounds, soccer fields, scenic walking trails with exercise stations, and dog parks. Located within a highly rated A-school district and just minutes from shopping, dining, healthcare, and everyday conveniences, this home also offers easy access to Walt Disney World and Orlando's world-famous attractions.

15621 Signature Drive, Winter Garden

Courtesy of BEST ORLANDO PROPERTY MANAGEMENT LLC

$420,000
3 Beds ⋅ 3 Baths ⋅ TB8526735 MLS ⋅ N/A BLDG.
Welcome to this beautifully maintained 3-bedroom, 3-bath townhome located in the highly sought-after Independence community in Winter Garden. Situated on an oversized corner lot, this home offers over 1,800 square feet of thoughtfully designed living space featuring an open floor plan, a formal dining area, and a spacious eat-in kitchen with 42-inch cabinetry, granite countertops, a breakfast bar, and pantry. Upstairs, you'll find generously sized bedrooms, upgraded wood flooring, and a beautifully renovated primary bathroom featuring an oversized walk-in shower. French doors lead to a private lanai and custom patio, creating the perfect space for relaxing or entertaining outdoors. Ideally located just minutes from Hamlin Town Center, Walt Disney World, top-rated schools, shopping, dining, and major highways, this home combines comfort, style, and convenience in one of Winter Garden's most desirable communities.

14778 Peekskill Drive, Winter Garden

Courtesy of KELLER WILLIAMS SUBURBAN TAMPA

$440,000
3 Beds ⋅ 3 Baths ⋅ O6422713 MLS
Welcome home to this beautifully maintained 3-bedroom, 2.5-bath residence offering 1,690 square feet of thoughtfully designed living space in the highly sought-after community of Independence in Winter Garden. Perfectly positioned on a quiet street, this home has been lovingly cared for and is truly move-in ready. Recent updates provide peace of mind for years to come, including a new roof (2024), a 5-year-old HVAC system, a 1-year-old water heater, fresh interior paint throughout, stylish new light fixtures, and beautiful luxury vinyl plank flooring throughout the main living areas. The thoughtfully designed floor plan features a highly desirable first-floor primary suite, offering comfort and privacy, while the additional bedrooms upstairs provide the perfect layout for family, guests, or a home office. The bright and inviting living spaces create a warm atmosphere that's ideal for both everyday living and entertaining. Location is everything, and this home delivers. Just minutes from Walt Disney World, the vibrant Hamlin Town Center, and Winter Garden Village, you'll enjoy convenient access to an abundance of shopping, dining, entertainment, and everyday conveniences. Commuters will appreciate the quick access to State Road 429, the Florida Turnpike, and other major roadways, making travel throughout Central Florida a breeze. Living in Independence means more than owning a home, it's embracing a lifestyle. Residents enjoy resort-style amenities including multiple community pools, clubhouses, fitness centers, parks, playgrounds, scenic walking trails, tennis and basketball courts, plus access to beautiful lakes throughout the community. Filled with love and meticulously maintained, this exceptional home is ready to welcome its next owners. Don't miss your opportunity to own in one of Winter Garden's most desirable communities.

7007 Old Greenfield Lane, Winter Garden

Courtesy of COLDWELL BANKER REALTY

$574,900
3 Beds ⋅ 2 Baths ⋅ G5114561 MLS
Discover refined living in this charming 3-bedroom, 2-bathroom home located in the desirable Independence community. This property offers a serene backdrop, backing directly onto a tranquil pond and conservation area. Relax on your screened-in rear porch overlooking the water, or enjoy the classic appeal of the L-shaped front porch—complete with a swing for those quiet afternoons. Inside, you will find an expansive formal dining area seamlessly connected to the living room, ideal for entertaining. The home features a recently replaced A/C system in 2025, premium tile and laminate flooring throughout, providing a clean, low-maintenance, and modern aesthetic in every room. The heart of the home is the open kitchen, featuring 42-inch cabinetry, granite countertops, a functional breakfast bar, and a cozy casual dining nook. The primary suite serves as a true retreat, boasting double-door entry, a spacious walk-in closet, and a bath equipped with a garden tub and dual vanities. Independence living offers unmatched value, with HOA fees covering your Spectrum cable and high-speed internet. Residents enjoy a premium lifestyle with access to two clubhouses, two resort-style pools, fitness centers, tennis and basketball courts, dog parks, and boat access to both Lake Speer and Lake Hancock.

14543 Whittridge Drive, Winter Garden

Courtesy of RE/MAX TITANIUM GROUP

$645,000
3 Beds ⋅ 2 Baths ⋅ O6421933 MLS
Independence ** MULTIPLE OFFERS RECD. Seller reviewing all by 12 noon 7/8/26 ** POOL HOME-YES! CONSERVATION LOT-YES! ** NEW ROOF & NEW GUTTERS with Leafguard filters 2021 ** Prime location across from a greenspace and a few doors down from the 10' walking/bike path that extends through all of Independence & up to the Hamlin shopping ** Less than a mile from Independence Elementary School and +/- 1/2 mile - to main clubhouse ** TONS OF UPGRADES ** NEWER AC unit, hot water heater 2020, NEW AC Capacitor 2026 ** NEW LUXURY LAMINATE FLOORS 2026 in all bedrooms, closets and hallways (5 yr warranty) ** Custom stamped concrete 2021 frame around the sparkling pool resurfaced with Pebbletech finish 2018 and equipped with a newer pool chlorinator in 2025 ** The fully resurfaced & sealed pool patio area 2024 features a stamped concrete edge and new LED spot lights 2026 ** Beautiful kitchen with white cabinetry & remodeled items include new hardware, striking granite counters, faucet and sink 2019 ** All appliances are included - refrigerator, washer and dryer 2019, gas stove, microwave and dishwasher ** Remodeled primary bathroom 2020 with new 3/4 seamless glass shower, new granite counters, new vanity hardware, 2 new sinks & faucet & chandelier lighting ** 2nd bath remodel 2019 features a NEW MARBLE vanity, new toilet and 2 new chandeliers ** Other upgrades incl: New tinted windows - Huper Optik with lifetime window tint 2022, Aluminum black fence 2022, New attic insulation 2020, NEW RING doorbell 2026, RING video doorbell Pro installed 2020, sprinkler system widened in back butterfly garden 2026, NEW hidden screened door on the front door 2026, all new lighting and ceiling fans 2022-23, 2 new french drains installed on both sides of the home for better drainage and more ** 2 CAR ATTACHED GARAGE with people door ** LOW HOA fees $194.69 incl cable & internet which currently includes HBO and Max! Incredible amenities including 2 community pools, play areas, a lg community park plus other neighborhood green space and play areas thru-out the neighborhood, loads of sidewalks & conservation thru-out... All room measurements are approximate from the Builder floor plan. Buyer to verify measurements. Overhead metal storage shelves and bookcases in the garage are included **

6587 Old Carriage Road, Winter Garden

Courtesy of INDEPENDENCE REALTY GROUP LLC

$435,000
3 Beds ⋅ 2 Baths ⋅ G5114589 MLS
Welcome to 6843 Point Hancock Drive, a beautifully maintained 3-bedroom, 2-bathroom home offering 1,720 square feet of thoughtfully designed living space in the highly sought-after Independence community of Winter Garden. From the moment you arrive, you'll appreciate the home's inviting curb appeal and functional single-story floor plan. Inside, the open-concept design creates a bright and welcoming atmosphere, with spacious living and dining areas that flow seamlessly into the kitchen—perfect for everyday living and entertaining. The well-appointed kitchen offers ample cabinet and countertop space, making meal preparation a breeze. The spacious primary suite provides a relaxing retreat with a walk-in closet and private en-suite bathroom, while the two additional bedrooms offer flexibility for family, guests, or a home office. Every room has been designed with comfort and functionality in mind. Step outside and enjoy your private backyard, ideal for relaxing, grilling, or spending time with family and friends. Living in Independence means enjoying one of Central Florida's premier master-planned communities. Residents have access to resort-style amenities, including multiple community pools, clubhouses, fitness centers, tennis and basketball courts, playgrounds, scenic walking and biking trails, parks, and private boat ramps providing access to beautiful Lake Hancock. The HOA also includes high-speed internet and cable, adding exceptional value and convenience. Ideally located just minutes from Hamlin Town Center, Horizon West, Walt Disney World, top-rated schools, shopping, dining, and major highways, this home offers the perfect combination of comfort, convenience, and an outstanding lifestyle. Don't miss your opportunity to own this exceptional home in one of Winter Garden's most desirable communities. Schedule your private showing today!

6843 Point Hancock Drive, Winter Garden

Courtesy of FLORIDA REAL ESTATE CENTER LLC

$599,900
4 Beds ⋅ 4 Baths ⋅ O6418786 MLS
Welcome to this spacious 4-bedroom, 3-bathroom move-in ready home with master bedroom downstairs. High quality Vinyl plant floor through out second floor! Roof and AC are orignal and in good condition. The seller is very motivated, the home is in very good condition, although it is priced aggressively low which allows enough room for future new owners to do further updates after closing. Located in the resort style Signature Lakes/Independence community, this property will be your ideal home with its great open floor plan and a large covered lanai at the back overlooking conservation, perfect for relaxation. Home owners have easy access to community amenities, including community pools, fitness centers, tennis and basketball courts, scenic walking/biking trails, two boat ramps for access to Lake Speer & Lake Hancock, and much much more! Independence community is known for its HOA hosted seasonal festivals, July 4th Fireworks Spectacular, & Summer Splash Bashes with lots of family friendly activities. It's close to schools, Orange County Park and Sports Plex, the Hamlin Retail Center, Fowlers Grove, and have easy access to the 429 highway, The HOA includes cable and internet, adding to the home's value and convenience. Buyers verify with HOA about fees and by laws

6137 Waterside Island Lane, Winter Garden

Courtesy of TOPSKY REALTY INC

$520,000
3 Beds ⋅ 3 Baths ⋅ O6416462 MLS
Welcome to 15183 Bridgewater Crossings Blvd, a 3-bedroom, 2 full/1 half bath home with a versatile bonus room featuring newly installed sliding barn doors, perfect for a home office, playroom, or guest space. Fresh exterior and interior paint, new ceiling fans and crown molding in the living room, kitchen, and primary bedroom add character throughout. Enjoy Florida living from your fully fenced in backyard with rear porch, or relax on your front porch, where you can view the nightly Disney fireworks. Located in the highly desirable Horizon West area, this amenity-rich community offers two pools, two clubhouses with fitness centers, an arcade room, billiards, tennis, basketball courts, dog parks, walking and bike paths, expansive green spaces, and a community boat ramp with access to Lake Hancock. HOA INCLUDES CABLE and Wi-Fi. Enjoy exceptional convenience with SR 429 minutes away, providing quick access throughout Central Florida. Minutes from Hamlin Town Center, where you can enjoy the new recreational destination Horizon West Regional Park, PopStroke, Cinepolis, shopping & dining galore, the new Horizon West Library and Orange County National Golf. Bonus... you are so close to the magic of Downtown Winter Garden, Disney World and zoned for top-rated schools. This home offers the perfect blend of comfort, recreation and location! ALL INFORMATION CONTAINED HEREIN IS FROM SOURCES DEEMED RELIABLE, HOWEVER, NO REPRESENTATION OR WARRANTY IS MADE TO THE ACCURACY THEREOF.

15183 Bridgewater Crossings Boulevard, Winter Garden

Courtesy of REALTY HUB

$2,350,000
6 Beds ⋅ 4 Baths ⋅ A4697264 MLS
Experience luxury lakefront living at its finest on beautiful Lake Hancock in this stunning two story, Mediterranean-inspired estate. Perfectly positioned to capture breathtaking orange and purple sunset views, this exceptional home offers 6 bedrooms, 4 bathrooms, a private office, theater room, wine cellar and an open-concept design tailored for premier indoor/outdoor living. The gourmet kitchen is the heart of the home, featuring a large center island, granite countertops, custom cabinetry, walk-in pantry, stainless steel appliances, gas cooktop, and adjoining breakfast area. Stunning painted wooden beams warm the formal dining room and great room. The expansive great room showcases a gas fireplace and the pocket sliding door seamlessly connects to outdoor paradise. Retreat to the luxurious main-level owner’s suite complete with two walk-in closets, a gas fireplace, spa-like bath, private lanai access, and panoramic lake views. A main-floor guest suite with private bath provides added convenience and flexibility. Upstairs, you’ll find four spacious bedrooms and two full bathrooms, including a convenient Jack-and-Jill layout. Designed for entertaining, the upper level also features an expansive family room complete with a wet bar and direct access to a screened lanai overlooking the lake. A pre-wired theater room is the perfect setting for movie nights, game days, and unforgettable gatherings. Outdoor living is second to none with a covered lanai, cabana, summer kitchen, infinity-edge pool and spa, pergola and screened second-floor porch, creating the ultimate waterfront lifestyle. A private wooden dock extends into Lake Hancock, creating the perfect launch point for boating adventures, casting a line at sunset, or unwinding while enjoying the peaceful lakefront setting. Additional highlights include beautiful tile flooring throughout, two tankless water heaters, laundry rooms on both levels, abundant storage space, and a multi-generational layout that can accommodate family and guests alike. 3 car attached garage. Oversized red-paver driveway. Lake Hancock is a 475-acre freshwater ski lake highly celebrated for its clean, clear water and active recreation lifestyle. Signature Lakes offers residents clubhouses, multiple community pools, fitness center, sports courts, walking trails, community boat ramp and nightly views of Disney Magic Kingdom fireworks!! Located in one of Winter Garden’s most desirable lakefront settings, this remarkable property offers a rare opportunity to enjoy luxury, recreation, and endless unforgettable views right from your backyard!

15592 Avenue Of The Arbors, Winter Garden

Courtesy of EXP REALTY LLC

$599,000
4 Beds ⋅ 3 Baths ⋅ O6409661 MLS
Such a Charming, Family-Friendly 4 Bedroom 2.5 Bath Home in Beautiful Winter Garden. The bungalow-style porch is extremely inviting as you enter the home. Arched doorways, recessed lighting, French doors, transom windows, and a separate office on the first floor. Tons of natural lighting. The kitchen includes solid granite countertops, solid wood cabinetry, custom tile backsplash, and an island storage prep station. and a Pantry! Oversized primary bedroom upstairs, with an ensuite bathroom leading to a roomy walk-in closet with pocket doors. Ensuite Bath includes a glass-walled shower with a separate spa-style tub. Dual sinks with plenty of counter space. Solid wood cabinetry and Stone countertops. 3 additional Bedrooms on the second floor. Full laundry room with cabinetry. Welcome to Independence, one of the most desirable communities in Central Florida! Ideally located within walking distance of A-rated schools, shopping, dining, and fun for the whole family. Whether envisioning a pool, an expanded patio, or simply more room to relax and play, this space is a true standout in the neighborhood. Residents of Signature Lakes enjoy resort-style amenities including two clubhouses, tennis and basketball courts, two swimming pools, dog parks, scenic walking and biking trails, and beautifully landscaped green spaces. These neighborhoods would be inspired by the traditional aesthetic of Colonial America, with streets named after agricultural methods, explorers, authors, artists, and more. The "icon" for the community is the Mall, situated at the entrance to the community off Ficquette Rd. Two large stone obelisks, alight with gas torches in the evening, give way to the sparkling 512-foot reflecting pond surrounded by emerald green lawn and stately mature oak trees. At the Tower Green stands the five-story brick Clock Tower, trimmed by ornamental gardens and capped with a copper spire. The Town Square Residents Club ends the Mall, with its colonnaded façade and tall cupola drawing inspiration from Georgian colonial buildings of historic Philadelphia, New York, and Boston. This prime Winter Garden location offers quick access to SR-429 and is minutes from shopping, dining, and entertainment. This home is the perfect blend of style, comfort, and location, and is ready to welcome its next owner. At Independence, they are proud to be among the finest master planned communities in Horizon West. Full of dramatic architectural flourishes, surrounded by the majesty of natural Florida, and home to a lifestyle that's second to none, we welcome you to explore this beautiful community and discover that this unique place truly is what life should be.

6316 Manuscript Street, Winter Garden

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS

$824,900
6 Beds ⋅ 4 Baths ⋅ O6416065 MLS
Under contract-accepting backup offers. Welcome to 15121 Evergreen Oak Loop, a stunning 6-bedroom, 4-bathroom home offering over 4,200 square feet of thoughtfully designed living space in one of Winter Garden's most desirable communities. Situated on an oversized homesite with no rear neighbors, this exceptional property combines space, comfort, and privacy with beautiful conservation views and breathtaking Florida sunsets. The heart of the home is the expansive gourmet kitchen featuring stainless steel appliances, a large center island, abundant cabinetry, and an open-concept design that flows seamlessly into the main living areas—perfect for entertaining family and friends. Flexible living spaces include a first-floor bedroom and full bath, ideal for guests, a home office, or multigenerational living. Upstairs, you'll find a spacious theater room complete with reclining theater seating, projector, screen, and surround sound system—all included with the home—creating the ultimate space for movie nights, sporting events, and gaming. The luxurious primary suite serves as a private retreat with a spa-inspired bath, dual vanities, soaking tub, separate shower, and oversized walk-in closet. Step outside to enjoy peaceful conservation views from multiple outdoor living spaces, offering a level of privacy rarely found in Horizon West. Whether you're enjoying your morning coffee or winding down in the evening, this home provides the perfect backdrop for Florida living. Location is everything, and this home delivers. Just minutes away is the newly opened Horizon West Regional Park, a 215-acre recreational destination featuring an inclusive playground, walking and biking trails, picnic pavilions, athletic fields, open green space, and recreational facilities. Future phases are planned to bring additional trails, expanded recreational amenities, and nature-focused areas, adding even more value to this already exceptional location. Residents enjoy convenient access to top-rated schools, shopping, dining, major highways, Disney attractions, and everything that makes Horizon West one of Central Florida's most sought-after places to live. Offering an ideal combination of size, functionality, entertainment, and location, this is a rare opportunity to own a truly special home in the heart of Winter Garden.

15121 Evergreen Oak Loop, Winter Garden

Courtesy of DALTON WADE INC

$619,000
4 Beds ⋅ 4 Baths ⋅ O6413232 MLS
Under contract-accepting backup offers. Welcome home to the best of Florida living in the Winter Garden community of Independence, known for its resort style pools, clubhouses, fitness centers, playgrounds, walking paths, and outdoor spaces surrounding Lake Hancock and Lake Speer including boat ramp accessibility. Located in the heart of Horizon West, this lovely home is a walk or bike ride away from Hamlin town center with its restaurants, coffee shops, and shopping! This beautiful 4 bedroom, 3.5 bathroom home boasts several upgrades including appliances, air conditioning and flooring! From kindergarten to graduation this home is zoned for all highly rated schools including Independence Elementary, Bridgewater Middle and Windermere High. Inside this spacious two-story home features an open and inviting layout with a kitchen designed to be the heart of the home — complete with granite countertops, generous cabinet space, and plenty of room to entertain. The four spacious bedrooms provide flexibility for family, guests, a home office, fitness space, or whatever best fits your needs. As an added bonus, the second story provides a great view the nightly Magic Kingdom fireworks. Being just a short drive to Walt Disney World, Universal Studios, the enchanting Downtown Winter Garden, plus the up and coming Horizon West farmers markets, breweries and shopping, this location rivals the best that Central Florida has to offer. Welcome home - to Independence!

15162 Evergreen Oak Loop, Winter Garden

Courtesy of PROMAX PROPERTY SOLUTIONS

$380,000
3 Beds ⋅ 3 Baths ⋅ S5151359 MLS ⋅ 00 BLDG.
Well keep and move in ready corner unit townhouse at the beautiful signature lake at winter garden ,brand new vinyl plank floor at the first floor this 3 bedroom and 2.5 bath room townhouse have 1750 sqft and feature big court yard between the garage you can enjoy the outdoors living on the big courtyard , the oversize front porch is welcome to their new owner , the first floor feature all ceramic title ,have living room and the work space at the front the house and the the kitchen offer gorgeous granite counter tops , wood cabinet and pendant lighting , open up the family room , also have powder room at the first floor , upstair you have 3 bedroom big walk in closet at the master bedroom and dual sink at the master bathroom and one more full bath to share for the other bedroom , signature lake is sought after community at winter garden , feature resort style pool and state of the art gym and club house many event for the residence for the community , grade A school . it is close located next to the Hamlin shopping center and the winter garden village close to 429 and 535 , the HOA fee include cable include HBO and high speed internet from sepcturm . , this is turn key townhouse is ideal for who enjoy low maintenance lifestyle .

14903 Driftwater Drive, Winter Garden

Courtesy of NUMBER 1 BROKER, LLC

$875,000
5 Beds ⋅ 3 Baths ⋅ O6412033 MLS
Virtually Staged. HUGE CORNER LOT featuring 5 bedrooms, 3 full bathrooms and a 3 car garage with Epoxy flooring in a highly desirable neighborhood! With new fresh paint throughout, this move-in-ready home offers space, comfort, and versatility. The oversized backyard offers endless possibilities for customization, outdoor entertaining, and recreation. The spacious owner's suite is complete with two walk-in closets and a private en-suite bathroom. Upstairs, the expansive bonus room offers endless possibilities as a home theater, game room, in-law suite, or large bedroom. In addition to the owner's suite and bonus room, you'll find three generously sized secondary bedrooms upstairs that provide ample space and flexibility. Downstairs features another room with a closet and it has a connecting full bathroom, making it ideal for an office or additional guest room. The beautifully upgraded kitchen is the heart of the home, offering the perfect space for cooking, dining, and creating lasting memories. Featuring two expansive living rooms on the main level plus a formal dining room, this home is ideal for both entertaining guests and enjoying quality time together. With a versatile floor plan, generous living spaces, and endless possibilities, come experience everything this remarkable property has to offer. This is more than a house, it's a place to call home. Some photos have been virtually staged to illustrate potential furniture placement, room functionality, and design possibilities, helping buyers envision the home's full potential.

6100 Cypress Hill Road, Winter Garden

Courtesy of DALTON WADE INC

$734,900
5 Beds ⋅ 4 Baths ⋅ O6412179 MLS
Welcome to 5973 Cypress Hill Road, an exceptional 5-bedroom, 3.5-bathroom home offering nearly 3,500 square feet of thoughtfully designed living space in the highly sought-after Independence community of Winter Garden. Located in the heart of Horizon West, one of Central Florida's fastest-growing and most desirable areas, this move-in-ready home combines spacious living, resort-style amenities, top-rated schools, and unbeatable convenience. Seller is willing to help with buyers closing costs Step inside and discover a versatile floor plan designed for today's lifestyle. Multiple living spaces, including a formal living room, family room, and great room, provide the flexibility needed for entertaining, working from home, multigenerational living, or simply enjoying time with family. The spacious first-floor primary suite offers a private retreat away from the secondary bedrooms, while each of the five bedrooms features its own walk-in closet, abundant natural light, and comfortable carpeting. With room for everyone and everything, this home delivers the space buyers are searching for. At the heart of the home, the kitchen features stainless steel appliances, ample cabinetry, tile flooring, and generous workspace for meal preparation and entertaining. The washer, dryer, and all kitchen appliances convey with the sale, making your transition seamless. Step outside to the screened lanai and enjoy Florida living year-round. Whether you're enjoying your morning coffee, hosting weekend barbecues, or unwinding after a long day, this outdoor living space provides the perfect setting. Additional highlights include a newer HVAC system, a two-car garage, ceramic tile flooring in the main living areas, and abundant storage throughout the home. Residents of Independence enjoy access to an impressive collection of community amenities, including resort-style swimming pools, a fitness center, parks, playgrounds, walking trails, sports courts, and year-round community events. The location places you just minutes from Hamlin Town Center, downtown Winter Garden, shopping, dining, entertainment, major highways, and world-renowned attractions including Walt Disney World. Families will appreciate the home's location within the highly regarded school zones for Independence Elementary, Bridgewater Middle School, and Windermere High School. If you've been searching for a spacious Winter Garden home for sale with a downstairs primary suite, walk-in closets in every bedroom, resort-style community amenities, and convenient access to everything Central Florida has to offer, 5973 Cypress Hill Road deserves a spot at the top of your list. Schedule your private showing today and experience the Independence lifestyle for yourself. All information provided is deemed reliable but not guaranteed. All buyers should verify all information provided

5973 Cypress Hill Road, Winter Garden

Courtesy of NEARBY REALTY

$575,000
4 Beds ⋅ 3 Baths ⋅ O6410574 MLS
Virtually Staged. Welcome to this beautifully maintained former model home located in the highly sought-after Winter Garden area, just minutes from Magic Kingdom, shopping, dining, and top community amenities including pools, tennis courts, basketball courts, and a dog park. This spacious 4-bedroom, 2.5-bath residence combines thoughtful upgrades, functional living spaces, and exceptional curb appeal. Step inside to discover upgraded ceramic tile flooring throughout the main living areas, an open-concept layout, and a dedicated office/flex room featuring custom built-in desks and cabinetry—perfect for working from home. The expansive gourmet kitchen offers granite countertops, upgraded cabinetry, stainless steel appliances, oversized island seating, and abundant storage space ideal for entertaining and everyday living. The first floor flows seamlessly into the oversized great room and large screened covered lanai, creating the perfect indoor-outdoor lifestyle. A spacious laundry room includes built-in cabinetry, utility sink, and folding station for added convenience. Upstairs, the generous primary suite features dual vanities, a garden tub, walk-in shower, and spacious walk-in closet. Three additional bedrooms and a full bathroom provide comfortable accommodations for family and guests. The second upstairs bathroom was updated with a new vanity in 2024. This home has been extensively improved with major recent upgrades including: NEW ROOF (2022) Solar panels (2023) NEW fence (2021) Fresh exterior paint (2026) New refrigerator (2024) Washer & dryer (2021) HVAC (2014) Updated blinds throughout Ring security system, Ring cameras, and smart front door lock Water softener system Reverse osmosis system in kitchen Enjoy the oversized yard, exceptional cabinet and storage space, and the premium feel that comes with owning a former model home. This move-in-ready property offers the perfect combination of comfort, upgrades, energy efficiency, and prime Central Florida living. Schedule your private showing today!

14542 Black Cherry Trail, Winter Garden

Courtesy of DALTON WADE INC

$490,000
4 Beds ⋅ 4 Baths ⋅ O6410108 MLS
Under contract-accepting backup offers. Motivated seller. New paint and new flooring throughout. This home features two primary suites — one downstairs and one upstairs. Located in an area with all A-rated schools. Close to Disney World, and you can even enjoy Disney fireworks from the front yard. The home is conveniently located near Super Walmart, Winter Garden Village shopping centers, and top-rated restaurants. The Independence Community Association offers outstanding amenities, including: 2 community pools, green spaces & park areas, tennis & basketball courts, a main clubhouse with fitness & arcade, 2nd clubhouse with fitness & billiards, community boat ramp to ski-able Lake Hancock, dog park, bike & walking paths. HoA fee covers basic TV CABLE and WIFI.

15025 Evergreen Oak Loop, Winter Garden

Courtesy of CENTURY 21 CARIOTI

$618,000
4 Beds ⋅ 4 Baths ⋅ O6408574 MLS
Welcome to this beautiful residence located in the highly sought-after Independence community (Signature Lakes) in Winter Garden! This spacious two-story home features 4 bedrooms and 3.5 bathrooms with a thoughtfully designed layout ideal for comfortable everyday living. The primary suite is conveniently located on the first floor, while three additional bedrooms upstairs provide flexibility and privacy for family or guests. Inside, you’ll find a bright and open floor plan with upgraded vinyl flooring throughout the entire home, offering both durability and a modern aesthetic with no carpet anywhere in the house. The kitchen opens seamlessly to the living and dining areas, creating an inviting atmosphere perfect for entertaining and daily living. A downstairs laundry room and generous living spaces add to the home’s functionality and appeal. Located within close proximity to top-rated schools, scenic walking trails, parks, and resort-style community amenities including pools, clubhouses, fitness centers, playgrounds, tennis courts, and lake access. The HOA includes cable TV, high-speed internet, and community maintenance, with no CDD fees. Currently tenant occupied, this property presents an excellent opportunity for both investors and owner-occupants. Tenants are willing to vacate, offering flexibility for buyers seeking either immediate rental income or a future primary residence in one of Winter Garden’s most desirable master-planned communities.

15111 Driftwood Bend Street, Winter Garden

Courtesy of TOPSKY REALTY INC

$723,000
5 Beds ⋅ 4 Baths ⋅ O6403837 MLS
Under contract-accepting backup offers. There are homes that simply check the boxes… And then there are homes that instantly make you feel something the moment you walk through the door. This former model home tucked inside one of Winter Garden’s most loved communities, Independence. From the soaring ceilings to the warm engineered wood floors flowing throughout the home, every space feels bright, open, and inviting. Picture slow mornings in the beautiful open kitchen with granite countertops and beautiful color cabinetry while sunlight pours into the living spaces. Imagine family gatherings that effortlessly flow from the spacious living room to the dining area, creating the perfect setting for birthdays, holidays, movie nights, and everyday moments that matter most. The layout was designed for real life and comfort. Downstairs, the private primary suite creates a peaceful retreat, while the additional guest suite and the office flexibility for multigenerational living, remote work, or welcoming visitors. Upstairs opens into oversized bedrooms, a Jack and Jill bathroom, and a huge bonus space ready for game nights, a media room, or a second family lounge. But what truly makes this home special is the lifestyle waiting right outside your front door. Located in the highly desirable Independence community in Winter Garden, residents enjoy one of Horizon West’s most vibrant master planned communities filled with scenic walking and biking trails, beautifully maintained green spaces, community parks, playgrounds, clubhouses, fitness centers, resort style pools, and sports courts. Top rated schools, shopping, restaurants, Outside, life becomes even better. Disney just minutes away create the kind of Florida lifestyle.

7187 Wild Strawberry Run, Winter Garden

Courtesy of RE/MAX EXCLUSIVE COLLECTION

$335,000
2 Beds ⋅ 3 Baths ⋅ O6404288 MLS ⋅ 14090 BLDG.
Under contract-accepting backup offers. Experience the perfect blend of modern updates, resort-style amenities, and Disney-area convenience in this beautifully renovated townhouse located in the highly desirable Independence community. Thoughtfully updated throughout, the home features stylish new flooring, fresh interior paint, modern lighting fixtures, and a brand-new roof—providing a truly move-in-ready experience. The inviting living area enjoys peaceful, unobstructed views with no front-facing neighbors, creating the perfect backdrop to enjoy the Magic Kingdom’s dazzling nightly fireworks. Ample guest parking is conveniently located directly in front of the home, adding to the everyday convenience. Step outside to a spacious backyard and enjoy the covered walkway leading to the two-car garage—an ideal combination of comfort and functionality. Residents of Independence enjoy access to two resort-style clubhouses featuring pools, state-of-the-art fitness centers, tennis and basketball courts, and playgrounds, offering endless opportunities for recreation and relaxation. The HOA includes internet, cable, exterior maintenance, grounds maintenance, and pest control, making this property an excellent choice as a primary residence, vacation home, or investment opportunity.

14090 Avenue Of The Groves, Winter Garden

Courtesy of RE/MAX TOWN CENTRE

$375,000
3 Beds ⋅ 3 Baths ⋅ O6400788 MLS ⋅ 5618 BLDG.
This two-story townhome consists of three bedrooms, two and a half bathrooms, and a two-car rear load garage. The kitchen, family room, combination living room and dining room, and a laundry room with washer and dryer are located on the first floor. The upstairs master suite has a private bathroom and a walk-in closet. Independence Townhomes offers residents maintenance-free living without sacrificing amenities. Amenity highlights include an on-site boat launch, swimming pool, fitness center, sports courts, and more! Must see!!

5618 Water Rose Road, Winter Garden

Courtesy of SUNNY 365 REALTY GROUP

$488,000
4 Beds ⋅ 3 Baths ⋅ S5146601 MLS ⋅ 5413 BLDG.
Beautiful 4-bedroom, 2.5-bathroom townhouse located in the desirable Winter Garden area. The primary bedroom is conveniently located downstairs, offering comfort and privacy, while upstairs you’ll find additional spacious bedrooms. This home features a modern layout perfect for everyday living and entertaining, along with a cozy patio, a 2-car garage, and ample natural light throughout. The community also offers great amenities including a pool and clubhouse, tennis court and more ...Located in a quiet community, close to everything you need. Perfect for living or investing.Ideally located near Publix, Walmart, major expressways, and just minutes from Winter Garden Village, Walt Disney World Resort, cinemas, restaurants, and more. All appliances and the pergola on the patio are included.

5413 New Independence Parkway, Winter Garden

Courtesy of MD3 HOMES LLC

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