Winter Garden Homes for Sale

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Single Family

7059 PASTURELANDS PLACE, WINTER GARDEN, Florida 34787

3Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
1,863Sqft
One Story Home located in the Winter Garden community, INDEPENDENCE. The spacious homes sits on a corner lot with lots of natural light from all the windows. The home has 3 bedrooms, 2 bathrooms, a great room / kitchen combo with hardwood floors, dining room with hardwood floors, and a covered front porch. The monthly HOA payment includes a very nice Cable and Internet package.
$335,000

Single Family

15061 DRIFTWATER DRIVE, WINTER GARDEN, Florida 34787

5Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
3,170Sqft
The stunning Almeda two story home includes five bedrooms, three bathrooms, a detached two car garage, and a carport. Home has a bedroom and a full bath on first floor.Those who love cooking will love the oversized kitchen. The open-plan kitchen with breakfast nook looks onto the dining and family rooms. The master bedroom has a private bathroom with a walk-in shower and his and her sinks.
$423,500

Single Family

14160 SHOCKLACH DRIVE, WINTER GARDEN, Florida 34787

4Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
2,689Sqft
AMAZING DESIGNER TOUCHES! Great 2 story home with 3 bedrooms with possibility of 4th bedroom and 2.5 baths in the Main home along with formal dining room. Original Chambord floor plan option with Ashton Woods provided for dining room area as dining room, study or bedroom. The enclosure of the current dining room would be very easy. This would allow for 4 full bedrooms in the main home.
$509,900

Lots And Land

736 GARDEN WEST TERRACE, WINTER GARDEN, Florida 34787

6Picture(s)
0.15Acre
Enjoy TRAILSIDE living at it's finest! Garden West, a brand new community located just a half mile from downtown Winter Garden on the corner of Plant St, Brayton Rd and the West Orange Fitness Trail. Experience the convenience of urban living only a short ride in your golf cart or walk to downtown shops, markets and restaurants.
$230,000

Lots And Land

740 GARDEN WEST TERRACE, WINTER GARDEN, Florida 34787

5Picture(s)
0.19Acre
Enjoy TRAILSIDE living at it's finest! Garden West, a brand new community located just a half mile from downtown Winter Garden on the corner of Plant St, Brayton Rd and the West Orange Fitness Trail. Experience the convenience of urban living only a short ride in your golf cart or walk to downtown shops, markets and restaurants.
$225,000

Townhouse

6034 ASHLEAF MAPLE WAY, WINTER GARDEN, Florida 34787

3Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
1,772Sqft
Pre-Construction. To be built. Ryan Homes at Hamilton Gardens is the perfect blend of location and lifestyle, surrounded by nature while close to everything. Experience this one-of-a-kind community where restaurants, retail, entertainment, and wellness are within strolling distance at Hamlin Town Center.
$288,990

Single Family

5988 PAINTED LEAF DRIVE, WINTER GARDEN, Florida 34787

4Bedroom(s)
4Bathroom(s)
3Parking(s)
25Picture(s)
3,136Sqft
Pre-Construction. To be built. Ryan Homes at Hamilton Gardens is the perfect blend of location and lifestyle, surrounded by nature while close to everything. Experience this one-of-a-kind community where restaurants, retail, entertainment, and wellness are within strolling distance at Hamlin Town Center.
$435,990

Single Family

5976 PAINTED LEAF DRIVE, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,890Sqft
Pre-Construction. To be built. Ryan Homes at Hamilton Gardens is the perfect blend of location and lifestyle, surrounded by nature while close to everything. Experience this one-of-a-kind community where restaurants, retail, entertainment, and wellness are within strolling distance at Hamlin Town Center.
$416,990

Single Family

5673 SURPRISE LILY DRIVE, WINTER GARDEN, Florida 34787

3Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
2,058Sqft
Pre-Construction. To be built. Ryan Homes at Hamilton Gardens is the perfect blend of location and lifestyle, surrounded by nature while close to everything. Experience this one-of-a-kind community where restaurants, retail, entertainment, and wellness are within strolling distance at Hamlin Town Center.
$370,990

Single Family

5718 SURPRISE LILY DRIVE, WINTER GARDEN, Florida 34787

3Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,138Sqft
Under Construction. Ryan Homes at Hamilton Gardens is the perfect blend of location and lifestyle, surrounded by nature while close to everything. Experience this one-of-a-kind community where restaurants, retail, entertainment, and wellness are within strolling distance at Hamlin Town Center. Abundant amenities; including a resort-style pool and cabana, dog park, sports lawn, playgrounds.
$351,990

Single Family

5799 SURPRISE LILY DRIVE, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,890Sqft
Pre-Construction. To be built. Ryan Homes at Hamilton Gardens is the perfect blend of location and lifestyle, surrounded by nature while close to everything. Experience this one-of-a-kind community where restaurants, retail, entertainment, and wellness are within strolling distance at Hamlin Town Center.
$417,485

Single Family

16013 TOLLINGTON ALLEY, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,781Sqft
Under Construction. The Wekiva delivers 4-beds, 3 ½-baths, a 2-car alley-load garage in the back, and an inviting porch in the front. The impressive 2-story foyer will wow you upon entry. A bedroom with its own full bath is located up front, creating the perfect spot for guests. The flow of the family room, kitchen, and dining room creates a great entertaining layout.
$435,880

Lots And Land

17818 & 17922 OLD YMCA ROAD, WINTER GARDEN, Florida 34787

5Picture(s)
10Sqft
Welcome to Horizons West, one of the fastest growing suburban areas in the United States. Here is an opportunity to own 10 acres of land nestled in one of the hottest areas of Central Florida. The property lies 1.4 miles from Orange County National Golf Center and Lodge, 2.7 miles from Orlando Health Emergency Room and Medical Pavilion, 2.8 miles from the new High School opening in 2021, 2.
$1,275,000

Rental

16253 PEBBLE BLUFF LOOP, WINTER GARDEN, Florida 34787

3Bedroom(s)
2Bathroom(s)
2Parking(s)
10Picture(s)
1,700Sqft
Waterleigh is a resort-style living community. Situated on a picturesque setting of over 1,400 acres and more than a dozen lakes and clear water ponds, Waterleigh is located just a short drive to nearby shopping, dining and major entertainment attractions.
$2,050

Rental

1315 EASTERN PECAN PLACE, WINTER GARDEN, Florida 34787

1Bedroom(s)
1Bathroom(s)
25Picture(s)
838Sqft
Spacious and Immaculate RESORT STYLE Condo, gated community, 1 Bedroom, 1 Bath with Solarium (bonus room), all appliances. MONTHLY RENT INCLUDES WATER, SEWER, exterior maintenance. Amenities include: community pool, BBQ area, fitness center, interior basketball and racquetball, volleyball, tennis courts. Near Winter Garden Shopping Center, Restaurants, Colonial & Turnpike.
$1,200

Rental

2125 OAKINGTON STREET, WINTER GARDEN, Florida 34787

4Bedroom(s)
2Bathroom(s)
2Parking(s)
1,806Sqft
Beautifully maintained 4/2 in fabulous Stoneybrook West. *Rent includes Spectrum Digital Cable & High-Speed Internet* Very large, double-sized screened in rear patio. Oversized bedrooms. Close to SBW Town Center (Fitness/Pool/Courts) and walking distance to desirable Whispering Oak Elementary School.
$2,000

Condominium

225 SOUTHERN PECAN CIRCLE, WINTER GARDEN, Florida 34787

2Bedroom(s)
2Bathroom(s)
1Parking(s)
12Picture(s)
1,264Sqft
Great Investment property 2 Bedroom 2 Bathroom Condominium in the community of Southern pines . Tennant occupied at 1,300.
$179,900

Townhouse

9507 AMBER CHESTNUT WAY, WINTER GARDEN, Florida 34787

3Bedroom(s)
3Bathroom(s)
4Parking(s)
25Picture(s)
1,937Sqft
Corner lot townhome with extra grass area on the side, across the street from the playground. Like new end-unit townhouse with 3 bedrooms, a flex room on the first floor, 2.5 baths. From your front covered porch, open the door to an amazing two-story foyer that brings in great natural light. On your right, double doors leads to a flex room with a large closet .
$315,000

Townhouse

1311 AZALEA WAY, WINTER GARDEN, Florida 34787

2Bedroom(s)
2Bathroom(s)
12Picture(s)
938Sqft
CHECK OUT THIS 2 BEDROOM 2 BATH TOWNHOME LOCATED IN WESTSIDE TOWNHOME COMMUNITY, BEAUTIFUL COMMUNITY POOL, LIVING DINING ROOM COMBO OFF OF ENTRY KITCHEN INCLUDES A BREAKFAST BAR. MASTER SUITE BOASTS EN-SUITE BATHROOM, RELAX IN A SCREENED IN LANAI OVERLOOKING NICE FENCED BACKYARD , CONVENIENTALLY LOCATED TO EVERYTHING WHILE MAINTAINING PRIVACY.
$139,900

Single Family

7749 MINUTEMEN LOOP, WINTER GARDEN, Florida 34787

5Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
4,000Sqft
FULLY FURNISHED!!!!!! READY TO MOVE IN!!!!!Come and see this stunning Taylor Morrison home in Overlook at Hamlin. Beautiful home, fully furnished, with many upgrades and very well decorated with furniture from the best stores in Orlando. With 4000 sqft, 5 bedrooms, 3 1/2 baths, plus an office, loft and a bonus room... Master bedroom located on first floor and 4 more bedrooms on second floor...
$640,000

Single Family

13792 JOMATT LOOP, WINTER GARDEN, Florida 34787

5Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
4,105Sqft
This amazing 5 bed/3.5 bath home was built by Taylor Morrison in 2019. With over 4,100 SqFt it also offers an office, high ceiling and much more. The separate living room and dining rooms welcome you into the home with an open floor plan. There are 4 bedroom and a loft upstairs and the master bedroom and the office are downstairs.
$539,900

Townhouse

901 WALKERS GROVE LANE, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
1,895Sqft
NEW ON THE MARKET AND IT'S WHERE EVERYONE WANTS TO LIVE! Do we love the historical Downtown Winter Garden? Oh...YES!! Here’s your opportunity to be a resident in this family-friendly Golf Cart District of town.
$375,000

Single Family

15515 MARINA BAY DRIVE, WINTER GARDEN, Florida 34787

4Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
2,500Sqft
UPGRADED HOME on LAKE VIEW LOT! Most Popular CLEARDEN MODEL HOME with 4 Bedrooms, 3. 5 Baths on PREMIUM LAKE VIEW and DISNEY Fireworks View Lot! Great Features Include GOURMET KITCHEN with Espresso Cabinets with Crown Molding, GRANITE Counters, DESIGNER BACK SPLASH, Large Island, BUTLER PANTRY and Spacious Walk-In Pantry.
$375,000

Single Family

5539 BOWMAN DRIVE, WINTER GARDEN, Florida 34787

3Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
2,148Sqft
Move-in ready home, with decorative upgrades in one of the area's most desirable neighborhoods! TOUR THE HOME WITH THE VIDEO TOUR at https://youtu.be/7vDvoAAwFAk. Step in to this lovely Craftsman-style home and the cool color palette, tile floors, and stunning 2-story foyer will greet you with elegance.
$385,000

Lots And Land

15220 SUNSET OVERLOOK CIRCLE, WINTER GARDEN, Florida 34787

7Picture(s)
0.23Acre
Build Your Dream Home in the beautiful Johns Lake Pointe Community! This interior lot is currently available within The Overlook section of Johns Lake Pointe. The community features a resort-style pool, tennis courts, playground and clubhouse that includes a gym, yoga room, gathering area and kitchen. 85 X 120 lot. Additional lot available.
$188,900

Lots And Land

15226 SUNSET OVERLOOK CIRCLE, WINTER GARDEN, Florida 34787

7Picture(s)
0.24Acre
Build Your Dream Home in the beautiful Johns Lake Pointe Community! This interior lot is currently available within The Overlook section of Johns Lake Pointe. The community features a resort-style pool, tennis courts, playground and clubhouse that includes a gym, yoga room, gathering area and kitchen. Additional lot available.
$188,900

Single Family

1126 PORTMOOR WAY, WINTER GARDEN, Florida 34787

3Bedroom(s)
2Bathroom(s)
18Picture(s)
1,676Sqft
One or more photo(s) has been virtually staged. This Winter Garden home offers stainless steel appliances, a breakfast bar, a master bathroom with dual sinks, a sitting vanity, a separate tub and shower, an enclosed patio, and a two-car garage. This home is vacant and cleaned regularly.
$289,000

Townhouse

8712 EUROPEAN FAN PALM ALLEY, WINTER GARDEN, Florida 34787

3Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,052Sqft
This may be your last opportunity to own in Lakeshore Preserve for under $400,000!!! All townhomes are sold out. This Toll Brothers Dante unit shows better than the model. Sellers put in all the upgrades and then some after purchase. The home is situated in a premier location on the lushly-landscaped green space (mews) and has lots of windows to enjoy the views.
$395,000

Lots And Land

17805 MARSH ROAD, WINTER GARDEN, Florida 34787

10Picture(s)
9.81Acre
Incredible opportunity to own nearly 10 acres, high and dry, overlooking John’s Lake. This prime property sits right in the path of development to the West of the Waterside on Johns Lake complex and offers maximum potential.
$1,250,000

Single Family

2029 WHITE FEATHER LOOP, Oakland, Florida 34787

3Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
1,909Sqft
Why wait to build? This immaculate, move-in ready 3-bedroom, 2.5-bath home with 1,909 sq. ft. awaits! This home is perfectly situated with no neighbors on one side, rear garage, and gorgeous green space views in the Oakland Trails community. This community features a wonderful POOL, playground, pavilion and dog park all being only minutes from the West Orange Trail.
$359,900

Single Family

15647 MARINA BAY DRIVE, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
3Parking(s)
25Picture(s)
2,348Sqft
Don't miss the opportunity to own one of the most beautiful WATERFRONT homes in Waterleigh! Located on a premium lot with a huge water system of ponds this is one of the most desirable streets in this high end Winter Garden community. This home is situated right across the street from direct lakefront homes on Lake Hickory Nut. From the moment you arrive you will be IMPRESSED.
$550,000

Single Family

16454 OLIVE HILL DRIVE, WINTER GARDEN, Florida 34787

3Bedroom(s)
3Bathroom(s)
2Parking(s)
23Picture(s)
2,020Sqft
Mortgage fail - Back on the Market - Why wait 12 moths to Build? Living is easy in this impressive, generously spacious residence just minutes from shops, restaurants, and nearby parks perfect for enjoying the Florida sun. 3 bedrooms and two-and-a-half bathrooms combine with generous living space and stylish finishes.
$395,000

Single Family

7705 TANGERINE KNOLL LOOP, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,240Sqft
Home Sweet Home! This immaculate single story is a 4 bedroom, 2.5 full bath, 2240 sq, ft home built by Dream Finders in 2018! A beautiful keyless glass door greets you as you enter this lovely 10 ft ceiling open floor plan home offering everything for exceptional family living and entertaining.
$425,000

Single Family

1787 WHITE FEATHER LOOP, Oakland, Florida 34787

3Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,183Sqft
It really is all about Location and this Meritage community hit the nail on the head! Tucked away enough to feel private yet convenient enough to the Turnpike, SR50 and adjacent to Killarney Station on the West Orange Trail for your evening walks or bike rides with the family.
$364,900

Single Family

14018 EARLSMEDE COURT, WINTER GARDEN, Florida 34787

3Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
1,593Sqft
Completely RENOVATED KITCHEN with all Stainless Steel appliances and new Granite countertops throughout the home. Amazing 3b 2b home in a cul-de-sac is in move-in ready and has everything you've been looking for.
$305,999

Townhouse

16225 QUIET VISTA DRIVE, WINTER GARDEN, Florida 34787

3Bedroom(s)
3Bathroom(s)
1Parking(s)
25Picture(s)
1,814Sqft
Welcome home! This beautiful 1-year old home is located in the highly sought out community of Waterleigh + spacious corner unit. Enjoy your front porch with gorgeous views of the pond. As you walk through the front door you will see the stunning kitchen and living area. Bedrooms and laundry located upstairs with additional storage area under the staircase.
$310,000

Single Family

5723 HAMLIN GROVES TRAIL, WINTER GARDEN, Florida 34787

3Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
2,124Sqft
Overlook at Hamlin. One of Winter Garden’s most desirable communities. Enjoy relaxing sunsets from you charming front porch watching the bikers and joggers pass by on the trails that lead to the town center just a short distance away. This amazing 2019 built home has it all. Better than new this abode features over 2100sf of light, bright and luxurious living.
$375,000

Single Family

16245 WIND VIEW LANE, WINTER GARDEN, Florida 34787

6Bedroom(s)
5Bathroom(s)
2Parking(s)
25Picture(s)
2,884Sqft
One or more photo(s) has been virtually staged. This marvelous one of a kind home streams natural light as you go through the front door. This open floor plan is spacious and ready for entertainment. This home is priced to sell, as the home was recently built in 2016. Newer roof, newer appliances and overall newer home.
$429,900

Single Family

959 MARSH REED DRIVE, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
3,477Sqft
METICULOUSLY MAINTAINED, CORNER LOT HOME IN WINTER GARDEN, FLORIDA!!! This large home is a show stopper inside and out. Take a look at its well landscaped yard and brick paver driveway... They are just a taste of what you’ll find inside. As you enter the home there’s an office that can easily be a flex space and utilized as a playroom or even another bedroom.
$440,000

Single Family

8385 TOPSAIL PLACE, WINTER GARDEN, Florida 34787

4Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
2,660Sqft
Buyer financing fell through...Now's your chance!! You will instantly fall in love the moment you step on to the RICH WOOD FLOORING in the airy two-story foyer. Meet 8385 Topsail Place; a Bavaro Palm Beach floorplan from Toll Brothers that has been meticulously cared for by its owners who love living in the desirable Lakeshore community. EXPLORE THE HOME WITH A 360 TOUR at https://www.
$575,000

Single Family

1232 HULL ISLAND DRIVE, Oakland, Florida 34787

5Bedroom(s)
4Bathroom(s)
3Parking(s)
25Picture(s)
3,722Sqft
Welcome home to this lakefront 5-bed, 4-bath, 3-car garage plan. Upon entry you can’t help but notice the upgraded angled staircase. The formal dining room offers access, past a butler’s pantry alcove and walk-in pantry to the kitchen and open-concept great room. This space is where the lake living begins, with beautiful views of Lake Apopka to soak in.
$805,665

Single Family

2532 OAKINGTON STREET, WINTER GARDEN, Florida 34787

3Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
1,614Sqft
You will fall in love with this perfect single story family home located in the highly desirable Stoneybrook West neighborhood of Winter garden! As you enter this beautiful home you will notice the spacious volume ceilings in the family room areas. There is plenty of natural light and upgraded laminated floors that welcome you into this lovely home.
$305,988

Single Family

15774 SHOREBIRD LANE, WINTER GARDEN, Florida 34787

5Bedroom(s)
5Bathroom(s)
3Parking(s)
25Picture(s)
3,811Sqft
AMAZING HOME IN POPULAR WINTER GARDEN HOME NEAR DISNEY! This Lakeshore Reserve by Toll Brothers home is a Spanish Colonial Madeira, an award winning model recently recognized by Parade of Homes. The moment you enter this two-story home, you are greeted by gorgeous wood flooring that runs throughout the entire first floor.
$865,000

Single Family

14541 SUNBRIDGE CIRCLE, WINTER GARDEN, Florida 34787

6Bedroom(s)
5Bathroom(s)
3Parking(s)
25Picture(s)
4,436Sqft
***Why wait to build? – take advantage of today’s LOW interest rates!*** Stunning move in ready 6 Bed/5 Bath POOL home in the desirable GATED ‘Bradford Creek’ community.
$789,900

Single Family

16131 WIND VIEW LANE, WINTER GARDEN, Florida 34787

3Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,216Sqft
FLEXIBLE FLOOR PLAN! Desirable BELLAKE Model with 3 Bedrooms, 2.5 Bath Plus FLEX Room – perfect for Home OFFICE, Formal Dining or Play Room! Great Features Include Large Porch facing COMMUNITY PARK with DISNEY FIREWORKS Views, GOURMET KITCHEN with LARGE ISLAND, Cabinets with Crown Molding, GRANITE Counters, SS Appliances, and Corner Walk-In PANTRY.
$369,500

Single Family

1038 PORTMOOR WAY, WINTER GARDEN, Florida 34787

3Bedroom(s)
2Bathroom(s)
2Parking(s)
23Picture(s)
2,178Sqft
NEW LOWER PRICE TO SELL!! Come home to the privacy you deserve in this exceptional 3 bedroom, 2 bath home with a spacious kitchen with granite countertops and separate dining area for informal, quaint family meals. Split floor plan with ceramic tile throughout. The master bedroom has a separate Office/Nursery attached and easily turned into a 4th bedroom has window and closet.
$334,000

Single Family

15506 TIDAL COVE ALLEY, WINTER GARDEN, Florida 34787

3Bedroom(s)
2Bathroom(s)
2Parking(s)
23Picture(s)
1,689Sqft
Welcome to the quiet, sought-after neighborhood of Waterleigh in Winter Garden, surrounded by relaxing views of Lake Hickory Nut (great sunsets). Short drive to Hamlin Town Center, 429, 192 / Margaritaville (Sunset Walk), Disney Parks. -Open floor plan. 3 bedrooms, 2 baths, single family home.
$320,000

Single Family

16741 OLIVE HILL DRIVE, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,608Sqft
*Owner Motivated* *Price Just Reduced for Quick sale!* This home less than a year old, is move in ready* NOW* Why wait 9-12 months to build? This home still has the builders Home Warranty! The perfect place for your family to call home. This well designed home was one of the most popular models in Hawksmoor. Great for a growing family! It has 4 bedrooms,2.
$418,900
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