Winter Garden Homes with Split Bedroom Interior Features

Winter Garden Homes with Split Bedroom Interior Features

Welcome to Winter Garden, Florida—a vibrant city that beautifully blends small-town charm with modern conveniences. Nestled just west of Orlando, Winter Garden is known for its picturesque downtown area, rich history, and an abundance of outdoor activities. The city boasts a delightful array of parks, scenic lakes, and the popular West Orange Trail, perfect for walking, biking, or simply enjoying the beautiful Florida sunshine.

One of the standout features of homes in Winter Garden is the split bedroom interior design. This thoughtful layout provides homeowners with enhanced privacy and functionality, making it ideal for families or those who love to entertain. Typically, the master suite is situated on one side of the home, while additional bedrooms are located on the opposite side. This separation not only maximizes space but also allows for a peaceful retreat, where you can unwind after a long day.

With a variety of architectural styles and price points, Winter Garden's real estate market offers something for everyone. From charming bungalows to spacious modern homes, you’ll find properties that cater to diverse tastes and lifestyles. The community is known for its friendly atmosphere, excellent schools, and an array of shopping and dining options that make everyday living a pleasure.

Whether you’re looking to buy your first home or seeking a serene place to retire, Winter Garden is a fantastic choice. Experience the perfect blend of comfort and convenience in a community that truly feels like home. Come explore Winter Garden today, and discover the joys of living in this enchanting Florida city!

Newest Winter Garden Homes with Split Bedroom Interior Features

5960 Flowering Cherry Bend, Winter Garden
$604,990
3 Beds ⋅ 2 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
**Location, location, location!** This brand-new Dream Finders home is perfectly positioned in the highly desirable Hamlin area, just minutes from Hamlin schools, the Hamlin Town Center, shopping, dining, and quick access to State Road 429. From here, convenience is truly at your doorstep. While the location shines, this home packs an impressive amount of functionality into 1,772 square feet. The open-concept design features a spacious kitchen with quartz countertops, wood cabinetry, stainless-steel appliances, and a large island overlooking the living and dining areas. The split-bedroom layout offers a private primary suite on one side of the home, complete with dual sinks, a soaking tub, separate shower, and walk-in closet. Two additional bedrooms are tucked away in their own separate wing, creating a comfortable and flexible space for family, guests, or a home office. With modern finishes, a covered patio, backyard, and two-car garage, this move-in-ready home delivers big on comfort, convenience, and personality—all in one of Hamlin’s most sought-after locations.

5960 Flowering Cherry Bend, Winter Garden
922 Marsh Reed Drive, Winter Garden
$679,000
5 Beds ⋅ 3 Baths ⋅ Johns Lake Pointe A & S SubDv. ⋅ 34787 Zip Code
Picture a Saturday here. Coffee at the kitchen island while the pool glistens under the Florida sun. Cannonballs by noon, burgers on the grill by five, and a movie night in the loft once everyone dries off. Welcome to 922 Marsh Reed Drive, a 5 bedroom, 3 full bath saltwater pool home in Johns Lake Pointe that has been cared for like a prized possession and is ready for its next chapter. The first impression sets the tone: tropical landscaping, a brick paver driveway, a three car garage, and a covered front porch with a cheery red door. Step inside and the tiled foyer opens to a formal dining room framed by tall windows and warm natural light, the kind of room that turns holiday dinners and Sunday suppers into traditions. Keep walking and the home opens up. The kitchen is the true gathering spot, with 42" espresso cabinets, granite counters, a tiled backsplash, stainless appliances, built-in double wall ovens, pendant lighting, and a large island where homework, snacks, and conversation all happen at once. A walk-in pantry with custom shelving keeps the grocery runs organized. The eat-in dining area sits right off the kitchen with sliding glass doors to the pool, so you can keep an eye on the swimmers while dinner comes together. The family room flows right alongside, finished with crown molding, plantation shutters, and wiring for surround sound. Game day, movie night, or a lazy Sunday nap, this room handles it all. Hosting overnight company? A first-floor bedroom next to a full bath makes a private guest retreat or a quiet home office away from the upstairs bustle. Head up the staircase with wrought iron spindles and you’ll find a huge loft that gives everyone room to spread out: game room, playroom, homework zone, or second living room. Three secondary bedrooms share a full bath, and the laundry room is right here on the second floor with custom cabinetry, which means no more hauling baskets up and down the stairs. The primary suite is split to its own side of the second floor, with windows on two sides and room for a reading chair. The en suite bath feels like a getaway, with dual sinks and granite counters, a frameless glass shower, a separate garden tub for long soaks, and two walk-in closets so nobody has to negotiate for hanger space. Then there’s the backyard, where this home really shines. The saltwater pool is heated by solar panels, extending swim season well beyond summer. An extended paver deck has room for a full grill lineup, a dining table, and lounge chairs, with an electric retractable awning for shade when you want it. Vinyl privacy fencing wraps the entire yard, giving you a private oasis with plenty of grass for playing catch or running through the sprinkler. Smart upgrades work quietly in the background: rain gutters around the entire home, French drains in the yard, whole-home water softening system, and a central vacuum in the garage. Life in Johns Lake Pointe adds even more to love, with a resort-style community pool, clubhouse, fitness center, tennis courts, playground, and walking trails. Bike the West Orange Trail, catch the Saturday farmers market in Historic Downtown Winter Garden, explore Tucker Ranch, or shop and dine at Winter Garden Village, all just minutes away. SR 429, SR 408, and the Florida Turnpike make commutes and theme park days easy. Homes like this don’t come along often. Schedule your private showing and see why this one is ready to feel like yours.

922 Marsh Reed Drive, Winter Garden
13728 Fox Glove Street, Winter Garden
$649,900
5 Beds ⋅ 4 Baths ⋅ Stoneybrook West Ut 04 48 48 SubDv. ⋅ 34787 Zip Code
Spacious 5-bedroom, 3.5-bath home with 3,391 square feet overlooking the 14th hole of the golf course in Stoneybrook West. The main floor features a primary suite, a second bedroom with its own en-suite bathroom, and a separate powder room. Upstairs are three additional bedrooms and a full bathroom. The home features high ceilings, an open floor plan, plenty of natural light, and a 2-car garage. Sliding glass doors open to a large covered patio and screened-in private pool with golf course views. Recent improvements include a new roof (2025), upstairs AC (2025), and downstairs AC (2022). Stoneybrook West is a 24-hour guard-gated community with a clubhouse, fitness center, community pool, tennis courts, playground, and access to Black Lake with a private boat ramp. Conveniently located near Winter Garden Village, downtown Winter Garden, and SR-429.

13728 Fox Glove Street, Winter Garden
8199 Gray Kingbird Drive, Winter Garden
$715,000
4 Beds ⋅ 3 Baths ⋅ Summerlake Pd Ph 4b SubDv. ⋅ 34787 Zip Code
Welcome to a spacious and energy-conscious home offering flexible living spaces, exceptional storage and a convenient location just minutes from Hamlin. The open-concept main living area connects the kitchen, dining space and family room—perfect for both everyday living and entertaining. The kitchen features granite countertops, abundant cabinetry, stainless steel appliances, a gas range and a generous island with seating. The first-floor primary suite offers a comfortable retreat with an en-suite bath and two walk-in closets. Upstairs, you’ll find three spacious bedrooms and an oversized bonus room—currently used as a home gym and equally suited for a second living room, media room, playroom or home office. Plentiful closets provide storage throughout the home. Outside, the large fenced backyard offers plenty of room for pets, play and outdoor living. Additional highlights include a tankless gas water heater and fully paid solar panels. The seller reports average electric bills of approximately $50 per month; usage may vary. Enjoy easy access to Hamlin’s growing collection of restaurants, shopping, entertainment and community events.

8199 Gray Kingbird Drive, Winter Garden
15625 Murcott Harvest Loop, Winter Garden
$650,000
3 Beds ⋅ 3 Baths ⋅ Highlands At Summerlake Groves Phase 1 SubDv. ⋅ 34787 Zip Code
Beautifully appointed SINGLE-STORY home in the highly desirable Summerlake community of Horizon West! The GOURMET KITCHEN is sure to impress with a massive center island, stainless steel appliances, GAS COOKTOP, built-in wall oven and microwave, stunning backsplash, and walk in pantry. 8 FOOT DOORS, CROWN MOLDING, and Phillips Hue SMART LIGHTING are some of the additional design upgrades. You will love the open, inviting floor plan. The open office offers flexibility and can easily be converted into a 4TH BEDROOM. Enjoy energy efficiency and significant savings with SOLAR PANELS, which will be PAID IN FULL AT CLOSING, and an average electric bill of approximately $30 per month! Additional energy upgrades include a TANKLESS WATER HEATER and a NEW HIGH-EFFICIENCY AC SYSTEM with TWO UV FILTERS. Summerlake is a natural gas community offering an impressive array of amenities, including a clubhouse, RESORT-STYLE POOL, fitness center, tennis and basketball courts, playgrounds, parks, and miles of walking and biking paths, with scenic boardwalks connecting lakes and natural areas. The HOA also includes CABLE AND INTERNET! Conveniently located near Hamlin Town Center for shopping, dining, coffee shops, and entertainment, with additional shopping and restaurants at Winter Garden Village. Enjoy the charm of Historic Downtown Winter Garden, Plant Street Market, the weekly farmers market, and the West Orange Trail. Golf enthusiasts will appreciate nearby Orange County National Golf Center. Easy access to SR-429 puts Walt Disney World and the greater Orlando area within easy reach. This home offers the perfect combination of style, comfort, energy efficiency, and an outstanding Horizon West lifestyle!

15625 Murcott Harvest Loop, Winter Garden
906 Woodson Hammock Circle, Winter Garden
$550,000
4 Beds ⋅ 2 Baths ⋅ Fullers Crossing Ph 01 44/14 SubDv. ⋅ 34787 Zip Code
ONE-OWNER CAMBRIDGE-BUILT HOME WITH A POOL, SPA & PRIVATE FENCED BACKYARD! Pride of ownership shines throughout this well-maintained home featuring mature landscaping, a white vinyl privacy fence, and easy-care porcelain tile and engineered wood flooring throughout—no carpet! The traditional floor plan offers formal living and dining rooms, while the kitchen features stainless steel appliances, with ALL kitchen and laundry appliances included. Step outside and discover the perfect place to relax or entertain in the oversized screened patio overlooking an Artesian-built inground pool and spa. A utility shed provides additional storage, and the fully fenced backyard offers added privacy and room to enjoy the outdoors. Enjoy the outstanding lifestyle that Winter Garden has to offer, including popular shopping, dining, entertainment, golf cart-friendly accessibility, the West Orange Trail, and fishing and water sports on beautiful Lake Apopka. Convenient access to SR 429 and other major highways and toll roads makes commuting and reaching Central Florida's world-famous attractions a breeze. A wonderful opportunity to enjoy the Winter Garden lifestyle with the added bonus of your own private pool and spa!

906 Woodson Hammock Circle, Winter Garden
9991 Schroeder Alley, Winter Garden
$378,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Phase 2d SubDv. ⋅ 34787 Zip Code
Welcome home to 9991 Schroeder Alley, tucked away in Winter Garden’s highly coveted, resort-style community of Waterleigh! From the moment you step inside, you will feel the perfect blend of modern comfort and effortless Florida living. This stunning townhome has been meticulously maintained and offers ultimate peace of mind with major structural upgrades already taken care of—featuring a brand-new HVAC system (2026) and a solid roof and water heater (both 2019). You won't have to spend a dime on the big-ticket items; you can simply move in, unpack, and start living your best life. New dishwasher (2026) and that the washer and dryer convey. What truly sets this home apart is the incredible lifestyle that comes with it. Living in Waterleigh feels like being on a permanent vacation. You are just steps away from world-class amenities, including multiple resort-style pools, dynamic fitness centers, a beautiful community clubhouse, beach volleyball, tennis and pickleball courts, dog parks, and scenic walking trails around clean, peaceful lakes. Located in the heartbeat of Horizon West, you are only minutes away from the charming shops and dining at the Horizon West Regional Center, Winter Garden schools, and local favorites like the Winter Garden Village. Best of all? You are so close to Disney World that you can end your evenings watching the nightly fireworks light up the sky right from your neighborhood. Whether you’re looking for a low-maintenance sanctuary or a vibrant, active community to call home, this Horizon West gem is the one you’ve been waiting for. Schedule your tour today and fall in love with the Waterleigh lifestyle!

9991 Schroeder Alley, Winter Garden
2004 Lake Roberts Landing Drive, Winter Garden
$640,000
4 Beds ⋅ 3 Baths ⋅ Lake Roberts Landing SubDv. ⋅ 34787 Zip Code
Welcome to 2004 Lake Roberts Landing Drive, an exclusive gated community in the heart of Winter Garden. This spacious single-story home has 4 bedrooms, 2.5 bathrooms, and a beautiful pond view. The split-bedroom floor plan gives everyone their own space. The primary suite sits apart from the secondary bedrooms for added privacy. Generous living and dining areas make it easy to entertain or relax with family. At the heart of the home, the kitchen has a breakfast bar, plenty of counter space, and a pantry. It opens to the family room, so you can cook and still be part of the conversation. The primary suite is a peaceful retreat, with a spacious bedroom, dual vanities, a garden tub, and a separate shower. Step out to the covered lanai and enjoy the views. It's an ideal spot for morning coffee, dinner outdoors, or unwinding at the end of the day. Lake Roberts Landing offers the privacy of a gated neighborhood. It's close to shopping, dining, and entertainment in Winter Garden, with easy access to SR 429. Don't miss this chance to own a lakefront home in one of Winter Garden's most desirable gated communities. Schedule your private showing today.

2004 Lake Roberts Landing Drive, Winter Garden
1218 Painted Bunting Avenue, Oakland
$517,500
3 Beds ⋅ 2 Baths ⋅ Longleaf/Oakland Rep SubDv. ⋅ 34787 Zip Code
Virtually Staged. **WELCOME HOME** Pond views, beautiful upgrades, and an unbeatable location just minutes from Downtown Winter Garden! BUILT IN 2020 with FRESH EXTERIOR PAINT (2026), this SINGLE-STORY home in the charming Longleaf at Oakland community offers a sought-after floor plan, stylish finishes, and a fantastic location with no direct front or rear neighbors. A welcoming COVERED FRONT PORCH overlooks a peaceful community pond, creating a tranquil setting to relax and enjoy the view. Inside, LUXURY VINYL PLANK FLOORING flows throughout the home, complementing the light, bright, and OPEN LIVING SPACES. The home chef will appreciate the well-appointed kitchen featuring QUARTZ COUNTERTOPS, timeless cabinetry topped with crown molding, a gray ARABESQUE MOSAIC TILE BACKSPLASH, stainless steel appliances, a BUILT-IN OVEN and microwave, cooktop with vent hood, and a spacious ISLAND with PENDANT LIGHTING. A convenient BUILT-IN WORK SPACE just off the kitchen is ideal for a home office or homework station. The thoughtfully designed floor plan offers comfortable bedrooms and beautifully finished bathrooms with granite countertops and gray cabinetry, plus CUSTOM CLOSET built-ins in one of the secondary bedrooms. POCKET SLIDING GLASS DOORS open to the SCREENED LANAI, complete with roller shades for added comfort and privacy. Beyond the porch, a FENCED BACKYARD provides a rare bonus for this style of home, offering outdoor space while still enjoying the convenience of a 2-CAR REAR FACING GARAGE with epoxy flooring. Additional street parking is available out front. Even better, the HOA takes care of the lawn maintenance! Longleaf at Oakland is a quaint, welcoming community with a pool and playground just steps from your front door. Outdoor enthusiasts will love being just a 5-minute stroll from the West Orange Trail, while the shops, restaurants, farmers market, and charm of Historic Downtown Winter Garden are all less than 10 minutes away! Commuters will appreciate quick access to the Florida Turnpike, SR 50, and SR 429, with Lake Apopka, parks, shopping, and everyday conveniences all nearby. ZONED FOR TOP RATED SCHOOLS - Tildenville Elementary, Lakeview Middle, and West Orange High School. Enjoy the benefits of NEWER CONSTRUCTION, thoughtful UPGRADES, LOW MAINTENANCE LIVING, and a prime Oakland location without sacrificing proximity to everything Winter Garden has to offer. Schedule your tour today!

1218 Painted Bunting Avenue, Oakland
6099 Flowering Cherry Bend, Winter Garden
$829,496
4 Beds ⋅ 3 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
Under Construction. Find room to spread out in this thoughtfully configured Biscayne, Elevation B, at Avalon Woods. Four bedrooms and three full baths include a first-floor bedroom and full bath, giving you flexibility for guests or a home office. The open great room, dining area and gourmet kitchen make it easy to stay connected, with laminate flooring adding warmth to the main living spaces. The kitchen brings together an island, quartz countertops, white cabinetry, a built-in oven, electric cooktop, microwave and range hood. Upstairs, the extended primary suite offers generous walk-in storage and a spa-style shower, while a spacious bonus room gives you another place to relax, play or gather. Two additional upstairs bedrooms and an upstairs laundry room with cabinets and a sink add everyday convenience. Open the hidden sliding glass door to the covered rear lanai for a quiet morning or an easy evening outdoors. A covered front porch, stone accents and an attached two-car garage complete the picture. Discover the possibilities of this home under construction in Winter Garden.

6099 Flowering Cherry Bend, Winter Garden
10732 Petrillo Way, Winter Garden
$899,990
5 Beds ⋅ 6 Baths ⋅ Winding Bay Ph 1b SubDv. ⋅ 34787 Zip Code
**Experience the Best of Florida Living in Horizon West!** Welcome to the (en)suite life, where luxury, space, and exceptional living come together in this beautifully appointed pool home. Nestled in a highly sought-after Horizon West community with low HOA fees, this impressive two-story residence offers the highly desirable Grayson floor plan, a rare three-car tandem garage, and an abundance of thoughtfully designed living space. Inside, elegant crown molding adds a touch of sophistication, while the gourmet kitchen, featuring beautiful stone countertops and an oversized island, serves as the perfect gathering place for family and friends. The thoughtfully designed first floor features a private owner's retreat overlooking the sparkling pool and tranquil pond, complete with an upgraded tray ceiling and a spa-inspired bathroom with an oversized shower. An additional ensuite bedroom on the main level provides the perfect accommodations for guests or multigenerational living, while a dedicated private office offers an ideal work-from-home environment. Upstairs, discover three additional generously sized bedrooms, including two more ensuite bedrooms, all with spacious walk-in closets. A versatile loft provides additional space for recreation or relaxation, while the private theater/media room creates the ultimate setting for movie nights and entertainment. Step outside to your screened-in pool and lanai, where peaceful pond views and breathtaking Florida sunsets create the perfect backdrop for morning coffee, evening relaxation, or entertaining guests. With five bedrooms, four ensuite bedrooms, multiple living and entertainment spaces, and a location in one of Horizon West's desirable communities, this exceptional home offers the space, flexibility, and lifestyle today's buyers are looking for. Thanks to the recent amendment passing, this is your chance to own this beautiful home with lower property taxes.**Don't miss the opportunity to make this extraordinary home yours! Schedule your private showing today!**

10732 Petrillo Way, Winter Garden
231 Tbd Drive, Winter Garden
$973,550
5 Beds ⋅ 5 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Discover the Griffin by Toll Brothers at Westhaven at Ovation in Winter Garden, with estimated completion by the end of 2027! This beautifully designed home features an impressive foyer, formal dining room, and spacious kitchen overlooking the breakfast area and great room. The great room opens to a covered lanai, creating the perfect space for everyday living and entertaining. Upstairs, the primary suite offers a large walk-in closet and a private bath with a separate shower and private water closet. A spacious loft and generously sized secondary bedrooms provide additional flexibility. Experience the quality craftsmanship and thoughtful design of Toll Brothers. Model home available for walkthrough!

231 Tbd Drive, Winter Garden
Start Your Search

How much is your home worth?

Get instant property value now!