Oakland Florida Real Estate

Oakland, Florida, offers a charming and vibrant community with a thriving real estate market. Situated near the scenic Lake Apopka, this small town provides a peaceful and picturesque setting for residents to call home. The area's natural beauty, including the lake's expansive shoreline, adds to the appeal of Oakland's real estate.

With its close proximity to popular neighboring cities like Winter Garden and Ocoee, Oakland benefits from an array of amenities and opportunities. Winter Garden, known for its historic downtown and thriving arts scene, offers residents easy access to unique shops, restaurants, and cultural events. Ocoee, on the other hand, provides a suburban feel with various shopping centers, recreational parks, and a strong sense of community.

The real estate market in Oakland, Florida, features a diverse range of properties, including spacious single-family homes, charming townhouses, and luxury estates. The town's growth and development have attracted buyers and investors looking for an idyllic location within reach of urban conveniences. Whether seeking a tranquil lakeside retreat or a family-friendly neighborhood, Oakland offers a variety of options for those looking to invest in its real estate market.

Latest Real Estate in Oakland Florida

$799,000
4 Beds ⋅ 4 Baths ⋅ O6440859 MLS
Amazing, 4 bedroom, 3.5 bath 3327sqft, WATERFRONT home in highly desirable Waterleigh west of Disney. This luxurious home has a large covered and paved front porch to watch the morning rise and day go by and a large covered back paved patio to enjoy those peaceful, colorful, sunsets over the water with about 50 feet of frontage. The foyer and front formal dining room have elegant arched hallways and coffered ceilings. Walk into the main living area through the main hall or through the Butlers pantry to the Gourmet kitchen. Next to the Butlers pantry is a large walk-in closet pantry for extra storage. The Gourmet kitchen has light, tiered, cabinets with crown molding, all stainless steel appliances, and accented by gorgeous Quartz counters. glass cooktop with separate built in microwave and oven. (French door fridge with bottom freezer will be installed.) The large sink island features the sink and breakfast bar overlooking the family and cafe area with plenty of windows and door for great neutral light and amazing views of the water and large back yard . The home has tall ceilings and tiled with wood plank type tile throughout the first floor except for the first floor Master bedroom. The Master also faces West overlooking the pond for great sunset views. Very large with coffered ceilings and lots of light. The cute double doors lead into the spacious master-bath with large separate vanities, double sinks, separate shower stall, separate toilet room, garden tub, linen closet, and Massive clothes closet. Back in the main great room is a hall filled with more cabinet storage space, leading to the large laundry room, garage, and stairs. The beautiful wood stairs and iron rail leads up to a spacious 20x18 loft/game room. All of the bedrooms have walk-in closets. One has a separate private bath, and the other two split bedrooms share a hall bath split with dual sinks and separate room for baths and toilet for maximum use. The home has modern decor styled raised panel doors throughout and plenty of storage space. This home has Smart technology for easy use and remote functionality. This amazing home is in the highly desirable community “Waterleigh.” Located just off the 429 west of Disney, This community amenities include a huge resort style pool, fitness gym, club house, dog park, huge sports fields, playground, beach volleyball, Tennis, lake view BBQ/picnic area, with sidewalks that wind around the scenic lakes, nature, and community for a relaxing and enjoyable lifestyle with periodic fitness stops if you choose. Fast and easy access anywhere. New Florida Hospital, restaurants and shopping are all close and many more are being built nearby. Great schools; Water Spring Elementary, Water Spring Middle, and Horizon Highschool.

8819 Sonoma Coast Drive, Winter Garden

Courtesy of SPRING REALTY ONE LLC

$599,000
3 Beds ⋅ 3 Baths ⋅ O6441370 MLS
Welcome home to Hawksmoor, a highly sought-after community in Horizon West and Winter Garden. This home is like new, as it was used primarily as a Vacation home. Just minutes from the theme parks and major highways. This spacious bungalow-style home offers 2,372 sq ft of contemporary design for today's lifestyle. The highlight of the home is the upgraded Gourmet Kitchen, complete with light cabinetry, a beautiful backsplash, etc. Just off the Kitchen is a wonderful space for entertaining friends and family. In addition, you have a private office on the first floor.. Dining room chandelier along with washer & Dryer do not convey upstairsyou'll find an expansive loft that provides multiple options as a Media Room, playroom, game room, etc. Two additional bedrooms upstairs are a very generous size to be used as bedrooms or guest rooms.. The primary suite features a beautiful tray Ceiling,a luxurious en-suite bathroom, and abundant closet Space. A second-floor laundry is ideal for the entire family. to much to list of the multilpe amenties offered by theis sought after community. Call to view this like new home before it is to late.!

16614 Wingspread Loop, Winter Garden

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

$2,399,000
5 Beds ⋅ 5 Baths ⋅ O6433000 MLS
Welcome to 15675 Panther Lake Drive, an exceptional lakefront residence within the prestigious Lakeshore Preserve community of Winter Garden, where refined interiors, expansive water views, and effortless Florida living come together in a beautifully curated setting. Offered fully furnished, this sophisticated five-bedroom, five-bathroom residence has been thoughtfully enhanced with custom millwork, elevated finishes, and carefully selected upgrades throughout. The heart of the home is an expansive open-concept living space, seamlessly connecting the family room, dining area, and kitchen while framing beautiful views of the lake. Designed equally for intimate everyday living and sophisticated entertaining, the main level also features a dedicated coffee station, generous pantry and storage spaces, laundry room, and a private primary suite offering the convenience of first-floor living. One of the three garage bays has been thoughtfully transformed into a fully equipped private fitness studio, creating a dedicated wellness space within the residence while offering the flexibility to be converted back to garage use if desired. Upstairs, four additional bedrooms are complemented by a spacious loft and private home office. Expansive windows throughout the upper level capture the lake views and bring an abundance of natural light into the home. Beyond its interiors, the property's waterfront setting creates a sense of openness and tranquility, offering a beautiful lake view and access, summer kitchen, Florida room, heated pool and a spa. It is a true oasis from morning through evening. Ideally positioned in Winter Garden, the residence provides the privacy and distinction of an upscale community while remaining conveniently connected to the area's exceptional dining, shopping, entertainment, and lifestyle destinations. 15675 Panther Lake Drive represents a rare opportunity to acquire a fully furnished*, beautifully appointed lakefront home where comfort, functionality, and the Florida lifestyle exist in perfect balance.

15675 Panther Lake Drive, Winter Garden

Courtesy of NOBSKA REAL ESTATE LLC

$660,000
3 Beds ⋅ 3 Baths ⋅ O6441092 MLS
Located in the desirable Winding Bay community in Horizon West, this impeccably maintained home offers 3 spacious bedrooms, 2.5 bathrooms and a versatile flex room that can easily serve as a home office, playroom or potential 4th bedroom. Luxury tile flooring, upgraded in 2025, flows throughout the entire home for a clean and consistent look that is stylish, durable and easy to maintain. The kitchen serves as the centerpiece of the main living space, featuring an oversized island, custom range hood, upgraded cabinetry with crown molding, hard-wired under-cabinet lighting and abundant counter and storage space. Crown molding, oversized baseboards, decorative columns, and custom finishes bring an elevated feel and distinctive detail to the interior. The spacious owner’s suite features plantation shutters and a beautiful en-suite bathroom, fully upgraded in 2026 with floor-to-ceiling tile, modern finishes and a large walk-in closet. The two secondary bedrooms share a convenient Jack-and-Jill bathroom. Double sliding doors lead to the screened lanai with sun shades, overlooking the fully fenced backyard with iron fencing. In the evening, relax outdoors and enjoy views of the Disney fireworks in the distance, adding a special touch to the Florida lifestyle. Additional features include an extended driveway with pavers, gutters, whole-home security camera system, whole-home water softener, reverse osmosis filtration in the kitchen and a dedicated garage outlet for an additional refrigerator or freezer. Solar panels provide an added energy-efficiency benefit, with electric bills averaging approximately $34 during the hot summer months. With no carpet, extensive upgraded tile flooring, flexible living space, a renovated owner’s bathroom, solar panels, and numerous thoughtful upgrades, this Horizon West home is truly move-in ready. This home offers convenient access to shopping, dining, schools, major roadways, and the many amenities throughout Winter Garden and West Orange County. Schedule your showing today!

10750 Petrillo Way, Winter Garden

Courtesy of KELLER WILLIAMS ADVANTAGE III

$469,500
3 Beds ⋅ 2 Baths ⋅ S5156916 MLS
Situated in the sought-after Waterleigh community, one of the most popular communities in Horizon West/Winter Garden this stunning 3-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and convenience. This home is perfect for those seeking a tranquil and inviting living environment. Upon entering, you'll be greeted by a warm and inviting atmosphere that flows throughout the entire home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a space that is perfect for both everyday living and entertaining. The kitchen features modern appliances, ample counter space, and a great circulation area. You will love cooking in the well-appointed kitchen with stainless steel appliances, a walk-in pantry, and an ample island w/ bar top seating that is perfect for gatherings. The kitchen has a WATER FILTRATION SYSTEM; system running to the fridge and a separate water faucet on the island. Whether you're preparing a quick meal or hosting a dinner party, this kitchen is sure to impress. The adjacent dining area is spacious and offers a lovely backdrop for enjoying meals with family and friends. The master suite offers privacy as it is separate from the other rooms located in the home, complete with a spacious bedroom, a walk-in closet, and an In-suite bathroom. The additional bedrooms are well-appointed, providing comfort and convenience for family members or guests. The home offers a large laundry room and a drop zone area situated next to the two-car garage perfect for your keys, tools, shoes…etc…. Located just minutes from DISNEY, in a family-friendly, GOLF CART FRIENDLY community, The owners of this home have access to a range of RESORT STYLE amenities, including 2 clubhouses with 2 beautiful large pools, a splash pad, 2 fitness centers with play area, miniature golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park, community dock, water-view walking trails. Location benefits include conveniently at the entrance of the community a new Publix shopping center, near Highway 429, and Highway 192, restaurants, and shopping at Flamingo Crossings, Hamlin, and Winter Garden Village. All lawn maintenance is provided through the community..... THE HOUSE HAS SOLAR PANELS. The seller will pay on the day of closing the debt he currently has with the solar panel financier. In this way, the Buyer has an ADDITIONAL DISCOUNT on the purchase of the property.

9456 Komika Lane, Winter Garden

Courtesy of GILVAN REALTY CORP.

$825,000
4 Beds ⋅ 4 Baths ⋅ O6440957 MLS
Welcome to this beautifully designed 4-bedroom, 3.5-bath home offering stylish upgrades and exceptional indoor-outdoor living in the charming Town of Oakland. From the inviting covered entry and brick-paver driveway to the bright, open interior, every space has been thoughtfully designed for comfortable everyday living and effortless entertaining. The impressive kitchen features abundant cabinetry, expansive countertops, stainless-steel appliances, a natural gas cooktop, built-in oven and microwave, subway-tile backsplash, and an oversized center island with generous seating. Fabulous pantry features custom shelving and refrigerator. The kitchen flows seamlessly into the spacious living area, highlighted by a dramatic floor-to-ceiling accent wall with a sleek electric fireplace and built-in cabinetry. The formal dining room offers soaring ceilings, abundant natural light, and an elegant statement fixture. The spacious first-floor primary suite provides a peaceful retreat with a tray ceiling and a luxurious ensuite bathroom featuring a large glass-enclosed shower, separate soaking tub, dual-sink vanity, huge walk-in closet and distinctive designer finishes. Upstairs, you will find three additional bedrooms and a versatile bonus room—perfect for a home office, media room, playroom, or additional gathering space. One of the upstairs bedrooms includes a private ensuite bathroom, providing an ideal arrangement for guests. Sliding glass doors open to a private, screened outdoor oasis featuring an extended brick-paver patio, covered dining space, multiple conversation areas, and a relaxing 8-person spa—perfect for enjoying Florida living throughout the year. A privacy fence enhances the peaceful backyard setting. Residents of Hull Island enjoy access to a community pool, dog park, playground, and picnic area. The neighborhood also offers convenient access to the Oakland Nature Preserve, 22-mile West Orange Trail, and downtown Oakland. Enjoy the town’s Thursday farmers market, Arts and Heritage Center, local coffee shop, and Speer Park, with vibrant downtown Winter Garden just minutes away. Conveniently located near major highways, theme parks, downtown Orlando, Orlando International Airport, restaurants, shopping, and hospitals, this exceptional Oakland home combines contemporary style, thoughtful design, and an outstanding Central Florida lifestyle. You're only an hours' drive to some of Florida's finest beaches. Schedule your private showing today!

1016 Catori Road, Winter Garden

Courtesy of HOMEVEST REALTY

$1,495,000
4 Beds ⋅ 4 Baths ⋅ O6440357 MLS
FRONT PORCH CHARM, WEST ORANGE TRAIL VIEWS, AND A HOME FULL OF CHARACTER IN THE HEART OF OAKLAND! Start your mornings from the covered front porch and porch swing, taking in the peaceful surroundings and views of the West Orange Trail just beyond your front door. Step inside to soaring spaces, abundant natural light, and architectural details that immediately make an impression. A grand staircase leads to a striking bridge-style balcony overlooking the family room, while a beautiful brick gas-burning fireplace anchors the living space and creates a warm, inviting centerpiece for gathering and entertaining. Designed with both everyday living and flexibility in mind, the spacious floor plan features a formal dining room, dedicated office, bonus room, and enclosed sunroom offering even more space to relax and enjoy the Florida lifestyle year-round. A generously sized walk-in closet provides exceptional storage, while thoughtful features such as a central vacuum system add everyday convenience. Roof Replacement in 2025 and HVAC replacement in 2022 add peace of mind for years to come. Located within Oakland's golf cart district, this home offers extra garage space for your golf cart, bikes, and moreWhether you're enjoying coffee on the porch swing, relaxing beside the fireplace, or simply taking in the peaceful small-town atmosphere, this home offers a wonderful combination of space, character, and location in sought-after Oakland. Come experience the charm and lifestyle that make this community such a special place to call home!

137 Petris Avenue, Oakland

Courtesy of REGENCY REAL ESTATE LLC

$950,000
5 Beds ⋅ 4 Baths ⋅ O6440424 MLS
Virtually Staged. Welcome to this impressive 5-bedroom, 4-bath home with a 3-car garage in the highly desirable Hawksmoor community of Horizon West. Built in 2021, this beautifully designed two-story home offers an exceptionally flexible floor plan, generous indoor and outdoor living spaces, peaceful water and natural views, plus an outstanding energy feature a Tesla whole-home backup power system with solar.One of the home's most valuable upgrades is its Tesla backup battery and solar system designed to provide whole-home backup power. The sellers currently enjoy an electric bill of approximately $34 per month, and the entire solar and battery system will transfer to the new buyer at no additional cost, providing an exceptional combination of energy efficiency, backup power and long-term value.From the moment you arrive, the home makes a great first impression with attractive architectural details, mature landscaping, a paver driveway and three-car garage. Step inside to a welcoming foyer and a dedicated private office, providing an ideal space for working or studying from home.The heart of the home is the expansive open-concept living area, where the kitchen, dining and family rooms flow seamlessly together. The spacious kitchen features an oversized center island with abundant seating, extensive cabinetry and counter space, gas cooktop, built-in oven and microwave, stainless steel appliances and a separate walk-in pantry. Large sliding glass doors fill the living area with natural light and create a wonderful connection to the outdoor living space.The first floor also features a bedroom and full bath, offering excellent flexibility for overnight guests, extended family or multigenerational living.Upstairs, the oversized primary suite provides a relaxing retreat with a tray ceiling, multiple windows and beautiful views. The spacious primary bath features dual vanities, a soaking tub and separate walk-in shower. Additional bedrooms and baths provide plenty of room, while the conveniently located upstairs laundry room makes everyday living easier.An expansive upstairs loft/family room provides an entirely separate living area with endless possibilities as a media room, game room, playroom, fitness area or second family room.Outdoor living is another standout feature. Large sliding doors open to an extended covered lanai overlooking the spacious fenced backyard, water and natural green space beyond. Whether enjoying your morning coffee, entertaining friends or relaxing at the end of the day, this peaceful setting provides an inviting extension of the home with plenty of usable yard space.Beyond the property, Hawksmoor offers an amenity-rich lifestyle with a resort-style community pool, clubhouse, fitness center, playground and outdoor recreation. Located in Horizon West, the community provides convenient access to shopping, dining and entertainment at Hamlin, area parks and trails, SR-429, Walt Disney World and the many attractions of Central Florida. Historic Downtown Winter Garden, with its restaurants, shops, farmers market and West Orange Trail, is also within easy reach.

16773 Wingspread Loop, Winter Garden

Courtesy of COLDWELL BANKER REALTY

$889,900
4 Beds ⋅ 3 Baths ⋅ G5117627 MLS
A rare opportunity in highly sought-after Oakland Park—this beautifully furnished, turnkey home offers **4 spacious bedrooms, 3 full bathrooms, including a first-floor bedroom and full bath ideal for guests, extended family, or an in-law arrangement**, plus the exceptional Winter Garden lifestyle buyers are looking for. Tall ceilings, 8-foot doors, elegant architectural details, high-end décor, and thoughtfully designed living spaces create an elevated yet comfortable feel throughout. (If the buyer prefers not to keep the furniture and furnishings, they can be excluded from the sale.) The showpiece kitchen is truly the heart of the home, featuring premium quartz countertops, a 5-burner gas range, stainless steel hood, striking designer backsplash, and spacious walk-in pantry. The spa-inspired primary suite offers an expansive private bathroom and generous walk-in closet, creating the perfect retreat. And for a little extra personality, the home even has its very own “Harry Potter” closet! Enjoy Florida living from the inviting screened front porch, complete with a porch swing perfect for morning coffee, an afternoon book, or relaxing at the end of the day. The back patio and fenced yard provide another comfortable setting for entertaining, outdoor dining, or simply enjoying the beautiful Florida weather. An expansive 3-car garage offers exceptional space and storage. Offered fully furnished with beautiful, high-end furnishings and décor, this home is truly turnkey—just bring your suitcase and start enjoying the lifestyle. Located near highly regarded schools and just moments from the West Orange Trail, walk, bike, take your golf cart, or drive to charming Downtown Winter Garden, the Farmers Market, restaurants, shopping, and entertainment. Move in before the holidays and experience everything this incredible community has to offer, including festive neighborhood traditions and upcoming celebrations such as the golf cart parade, fall festival, and more. An exceptional opportunity to own a remarkably equipped home in one of the area’s most desirable communities at an amazing value.

226 Hammock Preserve Loop, Winter Garden

Courtesy of OLYMPUS EXECUTIVE REALTY INC

$1,399,999
5 Beds ⋅ 5 Baths ⋅ O6436608 MLS
Your chance to own the FORMER MODEL for entire community. Set behind the GATED ENTRY of Lake Roberts Landing with community fishing pier to 116 acre Lake Roberts. THE IDEAL FLOOR PLAN you have been waiting for, 5 beds, office, movie theatre and bonus.. PLUS this rare gem... Primary bed and an additional En Suite on 1st floor !!! Incredible street presence and MASSIVE fenced back yard. Oversized covered lanai with summer kitchen provides the ideal place to relax and entertain. Screen enclosed pool and spa with paver deck competes the perfect back yard to embrace the Florida Lifestyle. Entering the home you are greeting with soaring ceilings of a foyer replicating a great hall feel. Formal dining and private office (on top of the 5 bedrooms) flank the entry, Both boasting amazing detail and carpentry that would be expected in the former model. Pass the wet bar for entertaining to the formal living room with same soaring ceiling height as the foyer itself. The heart of the home well appointed with timeless wood cabinets, lots of workspace and vented cook top too. The family room overlooks the pool, yard and lanai. DOWNSTAIRS MASTER is incredible and a RARE SECOND EN SUITE DOWNSTAIRS is perfect for guests or aging family members. Ascend the showstopping curved staircase to the equipped home theatre and additional BONUS ROOM. 2 large secondary bedrooms with jack and jill set up PLUS another EN SUITE/ 2nd primary bedroom on the 2nd floor. ALL beds have a walk-in closet too ! 3 car tandem garage, tile roof. Minutes to 429 expressway, countless shopping and dining options in literally every direction. Sought after K-12 school district plus Foundation Academy and Windermere Preparatory school campuses minutes away. Disney less than 15 away and 20 to Downtown Orlando. This is truly an amazing opportunity for one buyer. Move fast, this is one that is priced to sell.

1720 Lake Roberts Landing Drive, Winter Garden

Courtesy of ACCORD REAL ESTATE SERVICES

$649,900
4 Beds ⋅ 3 Baths ⋅ O6440321 MLS
WALK ON IN AND CALL IT HOME! Welcome to this beautiful, almost-new K. Hovnanian home, where thoughtful design, spacious living, and stylish upgrades come together beautifully. As you enter, you’re greeted by a welcoming foyer. To the right are two generously sized bedrooms and a full bathroom. Continue down the hall and discover a functional nook that’s perfect for a home office, study area, or homework station. With its own charming barn door, this space can easily be closed off for added privacy. Just to the right, French barn doors open to a versatile flex space that can be used as an office, formal dining room, or even a fourth bedroom—whatever best suits your lifestyle. Step into the spacious great room and prepare to be impressed! Gorgeous exposed beams create a warm and inviting atmosphere, while the chef-inspired kitchen is the true centerpiece. Featuring ample counter space, a beautiful white farmhouse sink, built-in oven, freestanding oven, stylish range hood, and stunning backsplash, this kitchen is both functional and beautifully appointed. The oversized primary suite offers a peaceful retreat, with a spacious bedroom and a luxurious ensuite bathroom designed with comfort in mind. Enjoy a large walk-in shower, freestanding soaking tub, dual vanities, and an enormous walk-in closet. This thoughtfully designed home also features a generously sized laundry room and mudroom, an oversized garage, and a beautiful lot with a fully fenced backyard—perfect for entertaining, relaxing, or enjoying time outdoors. And the location is just as impressive! Zoned for highly desirable schools and conveniently located near the 429, Turnpike, and 408, with easy access to Disney, shopping, dining, and so much more. With its spacious layout, beautiful finishes, and fantastic location, this home is sure to impress. Schedule your private showing today before this one is SOLD!

13184 Dendy Way, Winter Garden

Courtesy of VOSS REALTY INC

$479,000
3 Beds ⋅ 3 Baths ⋅ O6440410 MLS
Under contract-accepting backup offers. WINTER GARDEN LIVING AT ITS BEST! | ORIGINAL OWNERS | FULLY PAID-OFF SOLAR | TESLA EV CHARGER | UPDATED FIRST-FLOOR LAMINATE FLOORING | ABUNDANT NATURAL LIGHT | OVERSIZED PRIMARY RETREAT | FENCED BACKYARD + PAVERS | LATHAM PARK NORTH | Welcome to 8931 Doddington Way, a beautifully maintained, original-owner home located in the highly sought-after Latham Park North community in the heart of Horizon West. Purchased directly from Ashton Woods in 2016, this premium home features elevated builder finishes, including upgraded flat-textured walls for a more refined look than typically found throughout the neighborhood and surrounding area. Downstairs, an abundance of windows fills the home with natural light, creating a bright and welcoming atmosphere throughout the main living spaces. Updated laminate flooring spans the first floor, giving the home a clean, cohesive look while connecting the kitchen, dining, and living areas. Custom built-ins, including an entertainment center and mudroom, add both character and functionality. An additional flex space offers even more versatility and is perfectly suited for a small home office, butler’s pantry, pet room, or additional storage. Upstairs, the home transitions into its private living spaces, highlighted by an impressively spacious primary room. The oversized primary bedroom offers plenty of room to create a true retreat and is complemented by a large walk-in closet and expansive ensuite bathroom featuring a generously sized walk-in shower. Additional bedrooms complete the upper level, along with a full guest bathroom featuring a shower/tub combination and a conveniently located upstairs laundry room with gas dryer. Outside, the fully fenced backyard has been enhanced with added pavers for additional outdoor living and entertaining space, along with French drains and whole-home gutters for added functionality. The home also offers several high-value modern features, including a FULLY PAID-OFF solar system with no solar loan or lease to assume, a Tesla Wall Connector for at-home EV charging, a whole-home water system, and whole-home surge protection. Additional improvements include exterior paint in 2023, a new refrigerator in 2025 (which makes four styles of ice), and a new garage door opener and keypad in 2025. Located within Latham Park North, residents enjoy community amenities including a pool, playground, sidewalks, and green spaces, all just minutes from Hamlin’s shopping, dining, entertainment, and everyday conveniences. Easy access to SR-429 keeps Downtown Winter Garden, Orlando, and Central Florida attractions within easy reach. 8931 Doddington Way is a home you won’t want to miss. Schedule your private showing today!

8931 Doddington Way, Winter Garden

Courtesy of KELLER WILLIAMS WINTER PARK

$629,000
5 Beds ⋅ 4 Baths ⋅ O6439560 MLS
Virtually Staged. Welcome to 5506 New Independence Pkwy, offering a flexible floor plan with 5 bedrooms, 3.5 bathrooms, and a dedicated office in the highly sought-after Independence community of Winter Garden. Step inside to a bright, refreshed interior featuring a renovated kitchen with white cabinetry, quartz countertops, an oversized island with seating, stainless steel appliances, and updated finishes. New luxury vinyl plank flooring adds a fresh, modern look throughout the primary and upstairs living areas, while tile flooring provides durability in the main living spaces. The versatile layout offers plenty of room to live, work, and entertain. The dedicated office provides a separate workspace, while the 5th bedroom upstairs can easily be converted back into an open loft to fit your needs. The primary suite features a spacious bath with dual sinks, granite countertops, a soaking tub, and separate shower. Outside, enjoy a covered rear patio, fenced backyard, and plenty of space to create your own outdoor retreat, including the potential to add a pool. A rear-entry garage and welcoming front porch complete the home. Located in Winter Garden's popular Independence community, this home combines flexible living space, thoughtful updates, and a backyard ready for your vision. Schedule your private showing today and see everything 5506 New Independence Pkwy has to offer!

5506 New Independence Parkway, Winter Garden

Courtesy of REAL BROKER, LLC

$749,000
4 Beds ⋅ 3 Baths ⋅ O6440149 MLS
Welcome home to this stunning pool home with a beautiful water view in desirable Westfield Lakes! Offering 2,335 square feet in a triple-split design, this home features a screened pool overlooking the water and an impressive list of recent improvements, including roof (2023), AC (2019), water heater (2023), whole-home repipe (2021), pool resurfacing and new tile (2020), repainted kitchen cabinets (2026) and fully remodeled bathrooms. Enjoy the Florida lifestyle from your screened pool and lanai, whether starting the day with coffee by the water, taking an afternoon swim or entertaining family and friends. Westfield Lakes is known for its mature tree-lined streets, beautifully landscaped entrances and welcoming neighborhood atmosphere. Residents enjoy Lake Beulah with two fishing docks, scenic ponds with lighted fountains, tennis and pickleball courts, and two playgrounds. The neighborhood is also home to abundant wildlife, including sandhill cranes, herons, egrets, bald eagles and owls. With the Roper YMCA, Southwest Aquatics and two dog parks nearby, this home offers a wonderful combination of space, recreation and convenience. A screened pool, peaceful water view, major updates and plenty of space all in beautiful Westfield Lakes.

12021 Windstone Street, Winter Garden

Courtesy of CENTURY 21 CARIOTI

$925,000
5 Beds ⋅ 4 Baths ⋅ O6440648 MLS
Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Discover the perfect blend of luxury, comfort, and convenience in this stunning Mahogany Grand home. Thoughtfully designed for both everyday living and entertaining, this exceptional two-story residence offers 5 bedrooms, 4 full bathrooms, a loft, and a spacious 3-car garage. The open-concept living area seamlessly connects the gourmet kitchen, café, and gathering room, creating an expansive and inviting space. Soaring ceilings and an elegant tray ceiling enhance the sense of openness, while a large pocket sliding glass door extends the living space onto the covered lanai, filling the home with natural light and creating the perfect blend of indoor and outdoor living. At the heart of the home, the gourmet kitchen showcases stacked soft-close cabinetry, quartz countertops, and built-in Whirlpool stainless steel appliances, including a natural gas cooktop, range hood, and a refrigerator. Whether preparing everyday meals or hosting special gatherings, this kitchen is designed to impress. Privately situated in the back corner of the home, the spacious owner's suite offers a peaceful retreat and features an owner's suite extension, providing additional space for a sitting area, fitness nook, workspace, or whatever best suits your lifestyle. The spa-inspired en suite bath includes a walk-in closet, linen closet, walk-in shower with a rain shower head, and a private enclosed water closet. Three additional first-floor bedrooms and two bathrooms provide comfort and privacy for everyone. Upstairs, enjoy an additional 709 square feet of flexible living space, complete with a generous loft, private fifth bedroom, and full bathroom, making it ideal for a media room, guest suite, home office, or multigenerational living. Completing the home is a spacious 3-car garage with ample room for vehicles, storage, and hobbies. Don't miss the opportunity to tour this exceptional home and experience everything it has to offer.

285 Crystal Wood Drive, Winter Garden

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC

$724,999
4 Beds ⋅ 4 Baths ⋅ O6439183 MLS
FORMER BUILDER MODEL HOME - and it shows. When a builder builds their own model, they hold nothing back, and this 4-bedroom, 3.5-bath, 2,958 sq ft home in Waterside on John's Lake is the proof: Upgrades everywhere! Gourmet kitchen with stacked cabinets, 8-foot doors throughout, recessed lighting, wood panel on ceiling, a whole-home speaker system, plus so much more! A finish package that is nearly impossible to replicate today. The open kitchen-living-dining space was designed to entertain. The kitchen is finished wall to wall with stacked upper cabinets plus crown molding, lighted glass-front uppers, quartz countertop, double built-in ovens, gas cooktop, decorative tile backsplash and an oversized island with seating. A butler's pantry and a fully built-out walk-in pantry with its own seating area keep everything in place, and the laundry room is also finished with custom cabinetry, a sink and extra countertop space. Across the room, a floor-to-ceiling stacked-stone wall anchors the living area, with an electric fireplace and the TV and entertainment system built right in, framed by lighted shelving and cabinets. A dedicated study sits off the dining room with its own work island, wall-to-wall shelving and a wood-planked ceiling. A first-floor bedroom with an en-suite bath makes an ideal guest or in-law suite, plus a powder bath for visitors. Upstairs, the primary suite features a wood beam ceiling and a walk-in closet outfitted with a custom shelving system. The primary bath is built around an oversized walk-in glass shower spanning an entire wall, with dual vanities opposite. Two additional bedrooms, a full bath, and a generous loft with a built-in media center complete the second level. Bidets in the baths. Engineered hardwood in the loft and primary bedroom, wood-look tile downstairs. Outside, a screened lanai with a tongue-and-groove wood ceiling opens to a private paver courtyard. The 2-car garage is already fitted with a NEMA 14-50 EV charging outlet, providing extra storage and parking for your Tesla or other electric car. Best of all: NO FRONT NEIGHBORS. The community pool and amenity center sit directly across the street with plenty of guest parking, and there are water views of John's Lake from the front of the home. Waterside on John's Lake offers something most communities do not: a true lap pool with lane markers for training and distance swimming, plus a separate leisure pool. Add a playground, fitness center, clubhouse and oak-canopied trails with picnic and grill areas leading to a lakefront pier for an evening walk or a little fishing. Minutes from Winter Garden Village, Hamlin and SR-429, with downtown Winter Garden's Plant Street, farmers market and the West Orange Trail just up the road - and Disney a short drive away. Model homes are built to sell a neighborhood. Here is your chance to own one - schedule your private showing today.

16924 Tradewind Point, Winter Garden

Courtesy of REAL BROKER, LLC

$520,000
3 Beds ⋅ 2 Baths ⋅ O6440379 MLS
WELCOME TO WATERLEIGH – RESORT-STYLE LIVING IN WINTER GARDEN! “TENANT-OCCUPIED – START GENERATING RENTAL INCOME FROM DAY ONE” Discover this beautiful 3-bedroom, 2-bathroom single-family home located at 16704 Point Rock Drive in the highly desirable Waterleigh community of Winter Garden. This well-designed home features a bright OPEN-CONCEPT FLOOR PLAN that seamlessly connects the living, dining and kitchen areas, creating a comfortable space for everyday living and entertaining. The home also offers a 2-CAR GARAGE and a functional single-story layout. What truly sets this property apart is the WATERLEIGH LIFESTYLE. Residents enjoy access to an impressive collection of resort-style amenities, including multiple community pools and amenity centers, fitness centers, playgrounds, sports fields, mini-golf, beach volleyball, community garden, walking and nature trails, scenic lakes and ponds, and beautiful outdoor spaces throughout the community. Waterleigh offers the perfect combination of residential comfort and resort-style living in one of Winter Garden's most desirable areas. Conveniently located near shopping, dining, schools, entertainment and Central Florida's world-famous attractions, with easy access to major roadways connecting you to the greater Orlando area. Whether you're looking for your primary residence or a home where you can enjoy the Florida lifestyle every day, this property offers much more than a house—it's an opportunity to become part of the Waterleigh lifestyle. Schedule your private showing today!

16704 Point Rock Drive, Winter Garden

Courtesy of EXP REALTY LLC

$749,999
4 Beds ⋅ 5 Baths ⋅ O6440306 MLS
Experience luxury and versatility in this exceptional CUSTOM 2025-BUILT RESIDENCE, where thoughtful design, impressive scale, and high-end finishes come together to create a truly one-of-a-kind home. Featuring 4 BEDROOMS AND 5 PRIVATE ENSUITE BATHROOMS, WITH EVERY BEDROOM FEATURING ITS OWN ENSUITE, this home offers an extraordinary level of comfort, privacy, and flexibility rarely found in Winter Garden. Designed with luxury in mind, the home showcases 12-FOOT CEILINGS THROUGHOUT, including the impressive 2-CAR GARAGE, elegant PORCELAIN TILE FLOORING, and CUSTOM MATCHING QUARTZ COUNTERTOPS THROUGHOUT THE KITCHEN AND FURNITURE TOPS. Each ensuite bathroom features its own UNIQUE CUSTOM DESIGN, with spacious layouts, luxurious finishes, and distinctive details that give every bathroom its own character. The expansive open-concept living areas create an incredible atmosphere for both everyday living and entertaining, while the ENCLOSED FRONT LANAI, REAR LANAI, AND PAVED PERGOLA extend the living space outdoors and provide multiple areas to gather, relax, and enjoy the Florida lifestyle. The home's flexible design offers even more potential. Two bedrooms are currently separated by a drywall partition originally incorporated for an Airbnb concept, which can easily be removed to create a more open configuration or customized to suit your needs. Whether you're looking for an impressive primary residence, a multigenerational home, private guest accommodations, or an investment opportunity, this property offers flexibility that is hard to find. Opportunities like this are rare. Located just minutes from Downtown Winter Garden and within the coveted Golf Cart District, residents can enjoy easy access to Plant Street, the weekly farmers market, local dining, boutiques, breweries, parks, community events, and the West Orange Trail. Zoned for “A-RATED” Tildenville Elementary and West Orange High School, this home brings together everything today's buyer is looking for — custom construction, exceptional space, luxury finishes, versatility, and an unbeatable location. This isn't simply a new home — it's a custom-built opportunity designed to stand out.

809 Burch Avenue, Winter Garden

Courtesy of LPT REALTY, LLC

$712,735
4 Beds ⋅ 3 Baths ⋅ G5117579 MLS
Virtually Staged. Pre-Construction. To be built. Welcome to the Biscayne, a thoughtfully designed two-story home offering the perfect balance of space, comfort, and flexibility. Featuring four bedrooms and three bathrooms, this floor plan is ideal for both everyday living and entertaining. The main level showcases an open-concept layout where the dining area flows seamlessly into the expansive great room and well-appointed kitchen, creating a welcoming space for gatherings. A versatile flex room on the first floor offers endless possibilities and can be used as a home office, fitness space, or optional guest bedroom. Step outside to the covered patio, perfect for relaxing or hosting outdoor get-togethers. Upstairs, a spacious primary suite complete with a walk-in closet and private bath, providing a comfortable retreat at the end of the day. A bonus room adds additional living space, ideal for a media room, playroom, or secondary lounge. The conveniently located upstairs laundry room enhances everyday functionality. Located in the desirable Hamlin Meadows community, residents enjoy a thoughtfully planned neighborhood with a variety of homesites, including rear-load townhomes and single-family homes. Just minutes from Hamlin Town Center, you’ll have easy access to shopping, dining, and entertainment

17108 Haggerty Hollow Drive, Winter Garden

Courtesy of OLYMPUS EXECUTIVE REALTY INC

$839,000
6 Beds ⋅ 4 Baths ⋅ S5157229 MLS
Come view this beautiful new Meritage UPGRADE home in FULLERS OAKS at the corner lot and big back yard you can build your dream pool . Perfect opportunity for you to own and enjoy a beautiful energy-efficient home all year long. This home is a SIX -bedroom, four-bath, three-car garage p with lots of natural lighting.a The floor plan includes a gourmet kitchen, granite countertops, a huge walk-in pantry, The beautiful kitchen also includes stainless steel appliances and 42-inch designer cabinetry with crown molding. Also, on the first floor, you will find an oversized office/bonus room and a guest bedroom with a separate full bath. You will love the huge master suite located on the second floor, featuring granite vanities, a glass walk-in shower, garden tub, separate toilet room and a huge walk-in closet. On the second floor, you will love the other three bedrooms, each with huge walk-in closets, two large walk-in closets in the hallway, which gives you plenty of space for everything you own and a huge media room that will be great for family movie night. The possibilities in this home are endless, something you will not want to miss.cAllister Landing is Located just a few minutes from the shops, restaurants and entertainment in Historic Downtown Winter Garden, McAllister Landing offers lakeside living in large, beautiful homes. Community amenities will include a dock on Lake Apopka, parks and walking trails. it is short drive to winter garden village and 5 min to turnpike , at winter garden but without winter garden rush hour traffic 25 min from downtown , 20 min from Maitland come see it yourself

1707 Fullers Oak Loop, Winter Garden

Courtesy of NUMBER 1 BROKER, LLC

$635,000
4 Beds ⋅ 4 Baths ⋅ O6440090 MLS
Under contract-accepting backup offers. Waterside at John’s Lake | 4 Bedrooms | 3.5 Bathrooms | Corner Lot | Fenced Backyard | Solar Panels | Turn-Key | Fully Furnished & Decorated UNDER CONTRACT – ACCEPTING BACKUP OFFERS Beautiful turn-key, fully furnished and professionally decorated two-story home located in the desirable Waterside at John’s Lake community in Winter Garden. This spacious residence features 4 bedrooms, 3 full bathrooms, and 1 half bathroom, situated on a corner lot with a fully fenced backyard, no rear neighbors, and plenty of green space, offering privacy and a peaceful setting. The home features a bright and open layout designed for comfortable living and entertaining. The spacious kitchen offers stainless steel appliances, beautiful wood cabinetry, quartz countertops, a large center island, and a pantry. The home also features solar panels, providing an added energy-efficient benefit. The primary suite is conveniently located on the first floor and offers a spacious walk-in closet, dual vanity, and a large walk-in shower. Upstairs, you will find a versatile loft area, an additional suite, and two more generously sized bedrooms, providing plenty of space for family, guests, or a home office. Residents of Waterside at John’s Lake enjoy excellent community amenities, including a resort-style pool, fitness center, playground, sidewalks leading to the community pier, and beautiful outdoor spaces. Ideally located in Winter Garden, this home offers the perfect combination of space, privacy, comfort, and resort-style community amenities. With the property being fully furnished, decorated, and truly turn-key, it is ready for its new owner to enjoy from day one. The property is currently UNDER CONTRACT and ACCEPTING BACKUP OFFERS. Don't miss this opportunity!

1527 Viscaya Cove Boulevard, Winter Garden

Courtesy of WRA BUSINESS & REAL ESTATE

$375,000
3 Beds ⋅ 3 Baths ⋅ O6440200 MLS
PRICED TO SELL! STONE CREEK -Sought After Community in Winter Garden, Great Open Floor Plan "The Cypress" with 1846 sq ft under air, Kitchen has newer stainless-steel appliances, washer and dryer also included. Practical floor plan with large loft area perfect for remote workers or additional living space. Double car garage, large fenced in yard big enough to add a pool! Nice walkable community with spacious park/playground, benches and walking areas. Excellent Location in Central Florida- Approximately 10 minutes to downtown Winter Garden shops, restaurants and entertainment. 5 Minutes to the 429 Expressway!!! 20 Minutes to Downtown Orlando, 30 minutes to Disney and attractions. Looking for a Cash Buyer!

15279 Harrowgate Way, Winter Garden

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

$1,348,900
4 Beds ⋅ 4 Baths ⋅ O6440016 MLS
Ideally located in the highly sought-after Hamlin area of Winter Garden, this beautifully maintained pool home offers the perfect combination of comfort, convenience, and Florida living with beautiful lake Hancock views. Enjoy easy access to shopping, dining, entertainment, major roadways, outdoor recreation, and the many attractions and amenities throughout Winter Garden and Horizon West. Designed for effortless everyday living and entertaining, the residence features bright, spacious interiors that flow seamlessly into the outdoor living area. The private saltwater pool can be heated using either solar energy or gas, providing flexibility and year-round enjoyment. Fully paid-off solar panels offer an exceptional advantage, with no solar lease or financing obligation for the new owner. Additional improvements include one brand-new air-conditioning system, a second A/C system replaced less than three years ago, and a whole-home water softener and filtration system with reverse osmosis for drinking water. Fresh landscaping enhances the home’s curb appeal and creates a welcoming first impression. With its energy-efficient features, valuable recent upgrades, resort-style outdoor space, and desirable location, this move-in-ready property presents an exceptional opportunity to enjoy the best of the Winter Garden lifestyle. Pictures will be posted soon.

15240 Shonan Gold Drive, Winter Garden

Courtesy of FLORIDA CONNEXION PROPERTIES

$675,900
4 Beds ⋅ 3 Baths ⋅ FC321273 MLS
Welcome to this beautiful and impeccably maintained 4-bedroom, 2.5-bath home in the desirable Johns Landing community of Oakland! This exceptional family home offers space, comfort, flexibility, and all the features buyers are looking for. The spacious floor plan includes a large bonus room and an additional room currently being used as an office, which can easily be converted back to a bedroom to suit your family's needs. The heart of the home is the generously sized kitchen, complete with a convenient kitchen nook—perfect for everyday meals, morning coffee, and family gatherings. Wood and carpet flooring add warmth and character throughout the home. Step outside and prepare to be impressed by the enclosed patio, featuring a spectacular built-in bar and entertaining area that truly sets this home apart. It is the perfect place to relax, entertain family and friends, watch the big game, or create unforgettable memories year-round. This home has been lovingly cared for and is immaculate inside and out. The roof is approximately three years old, the water heater is approximately three years old, and the air-conditioning system was recently serviced approximately three months ago. Located in the gated Johns Landing community, residents enjoy an array of amenities and recreational opportunities. This is more than a house—it is a beautiful place to call home, with the space, features, and flexibility today's buyers desire. Come see it for yourself—you'll immediately appreciate the pride of ownership and everything this special home exemplifies. Schedule your private showing today; this one is truly worth seeing!

239 Largovista Drive, Winter Garden

Courtesy of APPROVED PATRIOT REALTY LLC

$770,000
4 Beds ⋅ 3 Baths ⋅ O6437980 MLS
Welcome to 14975 Winter Stay Drive, where the work has already been done and the upgrades go far beyond builder basics. Thoughtfully improved inside and out, this Horizon West home pairs a warm, finished feel with the kind of practical upgrades you will appreciate for years to come. At the heart of the home, the kitchen features KitchenAid appliances installed in 2024. LVP flooring was added in 2025 and flows throughout the bedrooms. Plantation shutters, installed in 2026, add a polished finishing touch. Even the laundry room has been elevated with built-in cabinetry, granite countertops and additional storage. Outside is where this home really sets itself apart. The custom gunite pool, completed in 2024, features a swim shelf, heater AND chiller, upgraded screen enclosure and child safety fence, making it just as enjoyable in the heat of summer as it is on a cool Florida evening. The covered lanai was transformed into an outdoor living space with a fireplace, TV accent wall and recessed lighting, creating a true extension of the home for entertaining or relaxing year-round. The upgrades continue behind the scenes with a fully paid 15kW solar system, generator back-feed hookup, French drains along the east-facing gutters and downspouts, and overhead garage storage racks. Located in Winter Garden's sought-after Horizon West area, this is a home that has been intentionally upgraded, carefully maintained and designed to be lived in. Skip the projects and start enjoying the pool, the outdoor living space and everything this home has to offer from day one.

14975 Winter Stay Drive, Winter Garden

Courtesy of REAL BROKER, LLC

$569,500
4 Beds ⋅ 4 Baths ⋅ O6440015 MLS
Under contract-accepting backup offers. Welcome to resort-style living in the highly desirable Waterleigh community! This beautifully maintained home combines comfort, thoughtful upgrades, and an incredible Horizon West location just minutes from Walt Disney World. Upon entering, you’ll find a private first-floor bedroom complete with a walk-in closet and its own full bathroom, creating an ideal space for guests, extended family, or a private home office. Continue into the open-concept living and dining areas, where the spacious layout provides the perfect setting for everyday living and entertaining. The interior was professionally painted and enhanced with upgraded Hunter ceiling fans throughout, updated vanity and lighting fixtures, a new entry pendant light, and a beautiful dining room chandelier! Upstairs, the spacious primary suite features a large walk-in closet and private en-suite bathroom. Two additional generously sized bedrooms provide plenty of space for family, guests, or a home office. The upstairs loft adds valuable flexible living space and is just steps from your private screened-in balcony, complete with an exterior ceiling fan, creating the perfect place to relax and enjoy the Florida evenings! Step outside to the screened-in lanai featuring FLORIDA GLASS for additional privacy and comfort, overlooking a FULLY FENCED backyard. Additional improvements include RAIN GUTTERS, a newer washing machine, a transferable Massey Total Coverage Termite Protection Plan with the most recent renewal completed in August 2026, and an HVAC Platinum Plus Maintenance Plan with preventative maintenance most recently completed in May 2026! One of the best benefits of living in Waterleigh is the low-maintenance lifestyle, with HOA-INCLUDED LAWN MAINTENANCE allowing you to spend more time enjoying the incredible RESORT-STYLE AMENITIES, beautiful community spaces, golf cart-friendly streets, and year-round community events. Enjoy being just minutes from Disney and even catching views of the Disney fireworks from within the community. The location is hard to beat, with convenient access to shopping, dining, Publix, and everything Horizon West has to enjoy. Even more is coming to the area, including the NEW HORIZON WEST LIBRARY and HORIZON WEST REGIONAL PARK, along with a new county park featuring basketball and pickleball courts COMING SOON to the community! Families will also appreciate being zoned for highly rated local schools, including ATWATER BAY ELEMENTARY. This is more than a home, it’s the Waterleigh lifestyle. Enjoy resort-style amenities, HOA-included lawn maintenance, highly rated schools, nearby shopping and recreation, and the magic of Disney just minutes away. Schedule your private showing today and discover everything 16644 Point Rock Drive has waiting for you!

16644 Point Rock Drive, Winter Garden

Courtesy of LIFESTYLE INTERNATIONAL REALTY

$850,000
4 Beds ⋅ 4 Baths ⋅ O6439973 MLS
Under Construction. Rare opportunity to finish a custom AR Homes "Carrabelle" build exactly the way you want it - priced to reflect its current stage. 166 Hammock Preserve Loop is roughly three-quarters complete: framing, block construction, roof, windows, and drywall are in, and the home is currently paused at that stage. What's left is the fun part - flooring, cabinetry, fixtures, paint, and finishes - which means the next owner gets to select every surface in a 3,186-square-foot, four-bedroom, four-bath custom home instead of settling for someone else's choices. The Carrabelle plan delivers a two-story, open-concept layout on a 6,914-square-foot corner homesite in Oakland Park: a first-floor guest suite and flex room, a dramatic 21-foot foyer, an open kitchen and great room with decorative beams, a covered lanai and cabana with an open-air courtyard and fireplace, and a second-floor primary suite with a spa-style bath and walk-in closet. A three-car garage and an optional suite above it round out the plan. Full floor plan available on request. Sold AS IS. The original building permit has expired and is disclosed; a buyer will need to re-permit to resume construction. AR Homes has provided an itemized estimate to complete the home - available to serious buyers - along with the original plan set and specifications, so you're not guessing at scope. This is a straightforward, priced-to-reflect-its-stage opportunity for a buyer (or a buyer working with their own GC) who wants a real custom home in Oakland Park without paying new-construction-complete pricing for it. Located in the sought-after Oakland Park community, with tree-lined streets, walking trails, and community events, close to downtown Winter Garden's shops and dining. Cash, conventional, or construction/renovation financing. Buyer and buyer's agent to verify all information including HOA details, permit status, and completion costs. Seller makes no representations or warranties regarding the condition or completeness of existing work.

166 Hammock Preserve Loop, Winter Garden

Courtesy of GOYAL & DECOSTER REALTY

$415,000
3 Beds ⋅ 3 Baths ⋅ O6439948 MLS
Welcome to this beautifully updated 3 bedroom, 2.5 bath home in the heart of Winter Garden, perfectly positioned for convenience, comfort, and everyday living. Enjoy being just 5 minutes from Winter Garden Village, 10 minutes from Downtown Winter Garden and Plant Street Market, and walking distance to top-rated Whispering Oak Elementary. Thoughtfully updated and move-in ready, this home offers a turnkey experience with major upgrades including a Brand New Water Heater (2026), New HVAC (2022 serviced bi-annually, most recent service in August 2026), New Roof (2019), New Vinyl Fence (2022), New Kitchen Appliances (2022), Upgraded Bathrooms (2022), and an Updated Kitchen (2022). Inside, the open concept floor plan is enhanced by high ceilings and a spacious living area that overlooks the remodeled kitchen. The kitchen features a large island, quartz countertops, subway tile backsplash, ample storage, and stainless steel appliances. The adjacent dining area seamlessly opens to a screened-in patio creating an inviting space for relaxing and enjoying indoor/outdoor living. The fully fenced backyard provides shade and plenty of room for outdoor activities. Upstairs, the spacious owner’s suite features a walk-in closet and a fully remodeled ensuite bath with double vanities, tiled floors, and a glass-enclosed shower. Two additional bedrooms share an updated bathroom featuring new tile, a new vanity, and a tub. Residents also enjoy neighborhood amenities including a newer playground with sunshades and turf, along with a nearby path leading to open green space with basketball courts, baseball and soccer fields—all en route to Whispering Oak Elementary. With thoughtful updates, desirable community amenities, and an exceptional Winter Garden location, this home is ready to welcome its next owner. Schedule your tour today!

1415 Sherbourne Street, Winter Garden

Courtesy of ALL REAL ESTATE & INVESTMENTS

$180,000
2 Beds ⋅ 2 Baths ⋅ S5156278 MLS ⋅ Building 3 BLDG.
Own your piece of the Orlando vacation market at The Grove Resort & Water Park! Located on the 4th floor of Building 3, near the water park, this fully furnished 2-bedroom, 2-bath condo offers the perfect combination of a personal vacation retreat and investment opportunity. The Grove is a Walt Disney World Good Neighbor Hotel located just minutes from the parks, with complimentary shuttle service to Walt Disney World. Owners and guests enjoy resort-style amenities including Surfari Water Park with a lazy river, water slides and FlowRider surf simulator, multiple pools, spa, fitness center, mini golf, arcade, and on-site restaurants and bars. With an on-site rental management program and a prime location near Central Florida’s top attractions, this turnkey condo offers an easy, hands-off ownership opportunity while giving you your own place to enjoy when visiting Orlando.

14501 Grove Resort Avenue Unit 3403, Winter Garden

Courtesy of FLEXWAY REALTY LLC

$749,430
2 Beds ⋅ 2 Baths ⋅ O6439937 MLS
Under Construction. Step into the Mystique, a single-story new construction home situated just a short walk away from the community amenities offering 2 spacious bedrooms, 2 beautifully appointed bathrooms, an enclosed flex room—perfect for a home office or quiet retreat, and a 2-car garage with additional tandem storage space. The open-concept layout seamlessly connects the gourmet kitchen, café, and gathering room, creating an airy atmosphere. The many windows bathe the entire space in natural light, elevating the overall feeling of openness. The heart of the home is the chef-inspired kitchen, where 42” soft-close cabinetry meets luxurious quartz countertops and a decorative tile backsplash. The Whirlpool stainless steel appliances—including a built-in natural gas cooktop and a refrigerator—ensure you have everything you need for both everyday meals and special occasions. The kitchen flows effortlessly into the café and gathering room, where a zero-corner sliding glass door leads to the extended covered lanai, making this home ideal for seamless indoor-outdoor living. Retreat to the luxurious owner’s suite, a serene sanctuary with a spacious walk-in closet and a spa-like en suite bathroom. Dual vanity sinks, a walk-in shower with a rain shower head and a built-in bench, an enclosed toilet, and a linen closet complete the tranquil space. The additional spare bedroom and bathroom, along with the enclosed flex room, provide ample space for everyone. The upgraded laundry room with built-in cabinetry, quartz countertop, utility sink, and a Whirlpool washer and dryer make daily tasks a breeze. Designer-curated finishes elevate every corner of this home, including wood-look tile flooring throughout, pendant light pre-wire and under cabinet lighting in the kitchen, 2” faux wood blinds, and brushed nickel hardware and plumbing fixtures. The 2-car garage offers extra tandem storage space with an epoxy finish on the floor, ensuring that every part of your home is both beautiful and practical. With its stunning design and thoughtful touches, the Mystique home provides the perfect blend of luxury and functionality for today’s lifestyle.

13056 Sandcastle Drive, Winter Garden

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC

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