Winter Garden Homes for Sale

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Single Family

14623 AVENUE OF THE RUSHES, WINTER GARDEN, Florida 34787

6Bedroom(s)
5Bathroom(s)
3Parking(s)
25Picture(s)
4,195Sqft
Independence! Outstanding 5 bedrooms & 4 baths PLUS UNIQUE CARRIAGE HOUSE / In law suite above the 3 car garage w 1 bedroom, 1 bath and kitchen area ** Beautiful upgrades including the 7" crown molding, 5" baseboard trim and decorative trim around the windows thru-out the entire home *** 1st flr bedroom in main home or use as an office/den with a closet ** Formal living room w attractive gas
$599,890

Single Family

223 S HIGHLAND AVENUE, WINTER GARDEN, Florida 34787

4Bedroom(s)
2Bathroom(s)
21Picture(s)
1,650Sqft
WONT LAST LONG! Charming 1920's craftsman bungalow on a cobblestone street just one block from historic Downtown Winter Garden. Walk or golf cart to the farmers market, shops, restaurants, Plant Street Market. Enjoy easy access to the 22-mile West Orange Trail for biking, running, or hiking.
$399,900

Residential

15651 GROVE RESORT AVENUE, WINTER GARDEN, Florida 34787

2Bedroom(s)
2Bathroom(s)
25Picture(s)
1,375Sqft
Stunning luxury second /investment home in building 1. In the Grove Resort and Spa Orlando Florida. High finish, state of the art, two bedroom, fully furnished condotel. Stainless steel appliances, quartz counter tops. All utilities included in the association fee. The Grove Resort is located 5 minutes from Disney Springs. Free shuttle to Disney World theme parks every day from the Grove Resort.
$289,000

Single Family

737 TRANQUIL TRAIL, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
3Parking(s)
25Picture(s)
3,668Sqft
An oasis in your own backyard! This incredible, move in ready home is what you've been waiting for. The fantastic floorplan welcomes you in, with the formal dining room and gathering area separate from the open concept family room and kitchen. Newly renovated, this home is ideal for entertaining with family and friends.
$525,000

Single Family

14850 BLACK CHERRY TRAIL, WINTER GARDEN, Florida 34787

3Bedroom(s)
2Bathroom(s)
4Parking(s)
19Picture(s)
1,834Sqft
Independence neighborhood in Winter Garden, FL. Serene pond view from the front porch. Very close to Disney World with nightly fireworks viewing just a few steps outside the house. Great school zones with Independence Elementary and Bridgewater Middle both a bike ride away. 3 Bedroom, 2 bath. Spacious master bedroom with separate his/hers closets, double vanity sinks, and garden tub.
$327,500

Single Family

16021 CITRUS KNOLL DRIVE, WINTER GARDEN, Florida 34787

4Bedroom(s)
6Bathroom(s)
3Parking(s)
25Picture(s)
3,595Sqft
AMAZING, POOL/SPA HOME WITH POND VIEW IN A POPULAR, GATED WINTER GARDEN COMMUNITY OFFERS THE BEST IN FLORIDA LIVING! This Hickory Hammock home combines primarily first floor living with so many extras that you’ll quickly realize - it has it all! The moment you enter, you are greeted by wood grained tile flooring and custom light fixtures.
$699,000

Single Family

9115 LAKE HICKORY NUT DRIVE, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,268Sqft
Looking for a place to relax and enjoy the Florida lifestyle? Fish and ski out your back door in one of the cleanest chain of lakes in Orange county. This lovely 4 bedroom home has over 260' of lakefront. Sit on the screened in lanai and pool area or outside on the back deck all of which over look the lake.
$775,000

Single Family

2210 RICKOVER PLACE, WINTER GARDEN, Florida 34787

5Bedroom(s)
4Bathroom(s)
3Parking(s)
25Picture(s)
3,766Sqft
This exquisite 5 bedroom, 4 bathroom, 3 car garage plus bonus room home is located in the sought after Bronson's Landing gated community in Winter Garden.  Be prepared to be impressed as you enter the home you will notice the tall ceilings and living room with a beautiful stairwell leading you to the second story.
$519,000

Single Family

5567 CYPRESS HILL ROAD, WINTER GARDEN, Florida 34787

3Bedroom(s)
2Bathroom(s)
2Parking(s)
22Picture(s)
1,650Sqft
You’ll feel right at home as you enter this MOVE-IN READY one story 3 Bed/2 Bath home filled with upgrades throughout in the amenity filled neighborhood of Orchard Hills.
$329,900

Single Family

17013 TRADEWIND POINT, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,494Sqft
WHY WAIT FOR NEW CONSTRUCTION WHEN YOU CAN BUY THIS 2 YEAR OLD METICULOUSLY KEPT HOME WITH ADDED FIXTURES AND UPGRADES NOW! MOTIVATED SELLERS! Come and enjoy this beautiful 2-story home with no rear neighbors. Relax on your screened-in lanai while listening to music from the built in speakers, with an included DenonHeos amp.
$435,000

Single Family

5555 CYPRESS HILL ROAD, WINTER GARDEN, Florida 34787

3Bedroom(s)
3Bathroom(s)
25Picture(s)
2,350Sqft
EXQUISITE WINTER GARDEN HOME LOCATED IN ORCHARD HILLS. WATCH the DISNEY FIREWORKS FROM THIS LARGE CORNER LOT 3 BED/2.5BA MOVE-IN READY, open floor plan, FULL OF UPGRADES. This large CORNER lot provides a ton of Natural LIGHT that Brightens up the Kitchen, Dining, and Family Room.
$395,000

Single Family

16179 LEW GEM COURT, WINTER GARDEN, Florida 34787

5Bedroom(s)
5Bathroom(s)
3Parking(s)
25Picture(s)
4,845Sqft
This home is called the GRANDVIEW, and boy does it have just that! This amazing M/I Homes GRANDVIEW floorplan was built in 2015 and comes with one of the most SPECTACULAR VIEWS with a PRIVATE POOL in the backyard that stretches out to the POND & CONSERVATION area and is just perfectly framed for viewing the amazing Florida SUNRISE! With 4845 square feet perfectly designed living space, this
$819,990

Single Family

15210 SOUTHERN MARTIN STREET, WINTER GARDEN, Florida 34787

5Bedroom(s)
4Bathroom(s)
3Parking(s)
25Picture(s)
3,729Sqft
Location! Location! Location! This beatufull Golf and lake view property has 5 beds, 4 baths, 3 car garage, pool, balcony, and much more. Popular energy-efficient 3729 sq/ft Newcastle model built by M/I Homes in 2017. Saltwater and heated pool overlooking the tee #12 of Orange County National golf course. The entrance has an elegant double-height that provides a lot of light.
$649,700

Single Family

15985 SWEET MURCOTT COURT, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
3,402Sqft
Beautiful John's Lake Hickory Hammock community home! No rear neighbors, lawn has a scenic wooded view and privacy fencing. Gorgeous, 4 bedroom, 3 bath with a very spacious, refined, large kitchen, family room and gathering area for entertaining awaits its new owner. Construction completed with upgrades.
$524,900

Single Family

1656 JUNIPER HAMMOCK STREET, WINTER GARDEN, Florida 34787

5Bedroom(s)
5Bathroom(s)
3Parking(s)
25Picture(s)
3,816Sqft
Enjoy living in McAllister Landing along the shores of LAKE APOPKA in WINTER GARDEN. The HIGHTOWER model home is 3816 sqft. with 5 bedrooms & 4 ½ bathrooms and has an amazing curb appeal with a 3 CAR GARAGE, modern COBBLESTONE exterior and ENLARGED PORCH. Enter the foyer and find the grand dining room with extensive windows making the home light and bright.
$570,990

Townhouse

8024 JEREMY JOSEPH ALLEY, WINTER GARDEN, Florida 34787

3Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
1,644Sqft
From its spacious open floor plan to its private brick-paver courtyard, this energy-efficient townhouse is filled with features you will love! Located in the desirable Summerlake area of Winter Garden’s Horizon West, it is just a short walk from the community pool and overlooks a vast greenspace, offering terrific views from the master bedroom and great room.
$305,000

Single Family

17817 DANGLER ROAD, WINTER GARDEN, Florida 34787

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,785Sqft
11 acres in Avalon Rural Settlement. This is a rare find. Raw land in Avalon Rural Settlement is selling for $67,000 to $72,000 per acre. The value is in the land. We gave very little value to the home. The new owner is going to want a much bigger and newer home. Keep this one as a guest home or tear it down. There is a large barn/workshop constructed of block and newer metal roof.
$835,000

Single Family

531 SPRING LEAP CIRCLE, WINTER GARDEN, Florida 34787

4Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
1,886Sqft
Prime location...Move-in ready 4/2 home. Spacious split floor plan offers plenty of room to entertain in the spacious living/dining room combo, french door entry to office/den or bedroom, the kitchen has plenty of storage space and stainless steel appliances. Enjoy the Florida weather in the privacy of the covered lanai with no rear neighbors.
$315,000

Lots And Land

16825, 16829, 16812 W PHIL C PETERS ROAD, WINTER GARDEN, Florida 34787

10Picture(s)
22.04Acre
22 ACRES with LAKEFRONT on Flat Lake in three adjoining parcels (12.06, 5.14, & 4.83 acres) and NO HOA! Multiple homesites featuring mature oaks to build your dream home(s), farm/ horse ranch, family compound, nursery, etc.
$899,000

Lots And Land

17817 DANGLER ROAD, WINTER GARDEN, Florida 34787

25Picture(s)
11.39Acre
11 acres in Avalon Rural Estates. Extremely difficult to find this amount of acreage in Avalon Rural Estates. There is a home on the property with a new roof. The house is rough, we are giving very little value to the home. There is a large barn/work shop on the property - block construction with a newer metal roof.
$835,000

Condominium

14501 GROVE RESORT AVENUE, WINTER GARDEN, Florida 34787

3Bedroom(s)
2Bathroom(s)
1Parking(s)
9Picture(s)
1,396Sqft
Amazing JASMINE model. 3 beds / 2 bth, most open floor place The Grove has to offer.
$369,900

Condominium

14501 GROVE RESORT AVENUE, WINTER GARDEN, Florida 34787

2Bedroom(s)
2Bathroom(s)
1Parking(s)
7Picture(s)
1,375Sqft
PENTHOUSE!! Waterpark / Lake View. Located in desirable Phase 1 putting you directly above the Valencia, the resorts restaurants and Spa.
$369,900

Commercial

1165 E PLANT STREET, WINTER GARDEN, Florida 34787

10Picture(s)
1.62Acre
Large unit with 6 Offices.
$2,550

Residential

14501 GROVE RESORT AVENUE, WINTER GARDEN, Florida 34787

2Bedroom(s)
2Bathroom(s)
25Picture(s)
1,265Sqft
Zoned for Short Term Rental. This condo offers a fully-equipped kitchen, separate living and dining areas and an utility room. Set in the heart of The Grove Resort it is a perfect home away from home. The condo has all the amenities of a modern complex, in a lush tranquil setting. The condo is fully furnished with a screened in covered patio overlooking the central court yard.
$299,000

Rental

454 WESTPOINT GARDEN CIRCLE, WINTER GARDEN, Florida 34787

3Bedroom(s)
3Bathroom(s)
1Parking(s)
19Picture(s)
1,588Sqft
Just remodeled, Townhouse 3 bed 2.5 bath - Very spacious. Covered and screened patio. Nice, neat and well kept place, Vinyl floors on ground floor and carpeting in the bedrooms.
$1,700

Rental

15222 MURCOTT BLOSSOM BOULEVARD, WINTER GARDEN, Florida 34787

3Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,196Sqft
Great Location!! Great 4 BED TOWNHOME at the beautiful Highlands at Summerlake Groves! MUST SEE IT! This charming and cozy townhouse has lots of features as: stainless steel appliances, gas range, walk-in closet, granite counter tops, fenced patio, french doors, upstairs laundry, two vanities on master bathroom, 2 car garage and more.
$2,200

Single Family

728 LAKE BRIM DRIVE, WINTER GARDEN, Florida 34787

4Bedroom(s)
4Bathroom(s)
3Parking(s)
10Picture(s)
3,100Sqft
You will be mesmerized by the charm and beauty of this lovely Oakland Park, Downtown Winter Garden property! Located in the heart of downtown Winter Garden and the golf cart district.
$669,988

Condominium

14501 GROVE RESORT AVENUE, WINTER GARDEN, Florida 34787

3Bedroom(s)
3Bathroom(s)
25Picture(s)
1,544Sqft
Are you looking for your vacation home? A condo near Disney®? Luxury furnishings included and amenities that make you ask if you live at a water park? A piece of property that says WOW? Look no further than The Grove Resort, unit #3342. It is a rare breed of a unit, hand-selected for the privacy, the outside balcony and rare, 3 bedroom, 3 bath corner-unit condo.
$389,900

Single Family

15145 AVENUE OF THE ARBORS, WINTER GARDEN, Florida 34787

3Bedroom(s)
3Bathroom(s)
2Parking(s)
17Picture(s)
1,766Sqft
Looking for a community to call home? Or a fantastic investment opportunity? This is absolutely it! This AMAZING 3 Bedroom 2 1/2 bath home Located in the Independence Community, is perfect for anyone. As you enter the home you are greeted to ceramic tile floors throughout the Dining Room, Kitchen and Living Room. The kitchen has a breakfast bar for additional seating.
$335,000

Single Family

8137 KEY WEST DOVE STREET, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
3Parking(s)
25Picture(s)
2,895Sqft
Summerlake lovely corner lot overlooking pond and Fountain. One story Open Floor plan perfect for all of your gatherings. Welcoming Covered Front Porch brings you in to large foyer. Arched doorways throughout. Grand Combination Living and Dining Room with Laminate Flooring. Office is sizeable with decorative floor tile and views of the fountain from the 3 large windows.
$449,000

Residential

14501 GROVE RESORT AVENUE, WINTER GARDEN, Florida 34787

2Bedroom(s)
2Bathroom(s)
1Parking(s)
25Picture(s)
1,265Sqft
The Grove Resort Orlando is a great opportunity. The resort has a combination of luxury amenities and family fun for both owners and vacationers. Own a piece of paradise with our extraordinary real estate ownership opportunities, allowing you to own a vacation rental property in one of the world's premier vacation destinations.
$339,990

Single Family

15017 GAULBERRY RUN, WINTER GARDEN, Florida 34787

6Bedroom(s)
6Bathroom(s)
3Parking(s)
25Picture(s)
4,977Sqft
Welcome to your luxury dream home! This luxurious home, lakefront family property is a 6 bedroom, 4 full bathrooms, 2 half bathrooms, 3 car garage, home cinema, game room, 2 story home. The home includes a security system including 10 cameras, window and motion sensors. From the moment you approach the driveway you'll be thoroughly impressed by the grand stature of this magnificent property.
$1,170,000

Single Family

3105 W ORANGE COUNTRY CLUB DRIVE, WINTER GARDEN, Florida 34787

5Bedroom(s)
4Bathroom(s)
3Parking(s)
25Picture(s)
4,443Sqft
PRICE REDUCED by $75,000 !!!! Dont miss this will go quickly!!! Winter Garden ... EXCEPTIONAL CUSTOM Built HOME ON APPROACH ROAD TO WEST ORANGE COUNTRY CLUB, Golf & Tennis, Community swimming pool. 5 Bedrooms..4 Full Bathrooms..Guest/ Inlaw area.. 4,400 Sq Ft Heated living area. 1.08 acres lot surrounded by 30 acres of conservation area.. Excellent for Entertaining..
$749,000

Townhouse

8748 EUROPEAN FAN PALM ALLEY, WINTER GARDEN, Florida 34787

3Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,052Sqft
Have you been searching for a maintenance-free lifestyle, a townhome with a private pool and a 2-car garage, all in a community that offers resort-style amenities??? This is it!!! Welcome to the Lakeshore Preserve lifestyle, the best community in Horizons West. This may be your last opportunity to purchase in Lakeshore under $400,000 as all townhomes are sold out.
$395,000

Single Family

14278 MURCOTT BLOSSOM BOULEVARD, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,110Sqft
Ideal Corner lot with NO neighbors in front, green space provides great views of the DISNEY FIREWORKS EVERY NIGHT !One block away from the community pool, playground and fitness center. Lawn Maintenance Included in the HOA, Fanced yard, Large brick paver covered rear patio.
$363,800

Single Family

15555 GWINNETT DRIVE, WINTER GARDEN, Florida 34787

3Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
2,096Sqft
This Fabulous 3 bedroom, 3.5 bathroom, two-story home loaded with TONS of upgrades is in the highly desirable Hamlin community. Walking up to the home you will immediately recognize upgrades compared to neighboring homes. Unlike many 3 bedroom homes in this community, all 3 of the bedrooms are in the main home and not located above the garage making it a true 3 bedroom home.
$387,000

Single Family

17319 BAL HARBOUR DRIVE, WINTER GARDEN, Florida 34787

5Bedroom(s)
3Bathroom(s)
2Parking(s)
17Picture(s)
3,261Sqft
ALMOST NEW! Don't wait for a new home to be built! This home looks like a model home! The home has a chef inspired kitchen with a Natural gas cooktop, dual ovens and more... The large kitchen island open up to the Family room. The Dining room is also part of this area in its large alcove. The Master bedroom is downstairs and features a Super Shower.
$490,000

Single Family

14526 AVENUE OF THE RUSHES, WINTER GARDEN, Florida 34787

5Bedroom(s)
5Bathroom(s)
3Parking(s)
25Picture(s)
4,808Sqft
WELCOME TO YOUR DREAM HOME!! FURNITURE / BOAT / JET SKI INCLUDED ~ OUTSTANDING LAKE VIEWS THROUGHOUT THE OVERSIZED GLASS DOORS, CHEF'S KITCHEN WITH BUILT IN APPLIANCES, DOWNSTAIRS MASTER WITH POOL ACCESS, OUTDOOR KITCHEN AND GRILL, MEDIA ROOM AND MORE! This gorgeous 5 Bed / 5 Bath house features over 4,800 sq-ft with tons of natural light through the large windows, high end finishes including 24
$2,499,990

Single Family

2027 SANDY GARDEN LANE, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
3Parking(s)
24Picture(s)
2,555Sqft
Rare opportunity in Winter Garden Awaits! This beautiful pool home is located on one of the larger homesites in the sought after gated community of The Reserve at Carriage Pointe. Splash and swim year round in the newly built 12,000 gallon solar heated pool.
$474,900

Single Family

15356 HERON HIDEAWAY CIRCLE, WINTER GARDEN, Florida 34787

5Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
4,084Sqft
Come in and view this Beautiful 5 bedroom 4 bathroom Home with an additional Movie Theater/ Game Room & tons of Upgrades. This 4,084 sq ft Spacious property, comes with 42 inch cabinets in the kitchen, granite Countertops, Stainless steel appliances and a nice size fenced back yard for Family fun and entertainment.
$517,000

Single Family

14706 AVENUE OF THE RUSHES, WINTER GARDEN, Florida 34787

5Bedroom(s)
6Bathroom(s)
3Parking(s)
25Picture(s)
5,211Sqft
Easily one of the most remarkable homes on the market in Winter Garden today. This meticulously maintained estate-sized home boasts an open floorplan with 5 spacious bedrooms, 4.
$1,498,000

Single Family

15784 SWEET LIMETTA DRIVE, WINTER GARDEN, Florida 34787

5Bedroom(s)
5Bathroom(s)
2Parking(s)
25Picture(s)
3,635Sqft
Beautiful 5 bedroom and 4 and 1/2 bathrooms. It was built in 2019 by KHovnannian and the floor plan is "Xavier". This house also offers an office, separate dinning room and a loft upstairs. There is a guest bedroom on the first floor with a full bathroom. You will be amazed by the upgrades, such as Gourmet kitchen, upgraded counter tops, and much more.
$550,000

Lots And Land

1741 E BAY STREET, WINTER GARDEN, Florida 34787

6Picture(s)
0.15Acre
Build your perfect home! Vacant land for LOW price in Winter Garden, close to 429 and Downtown Winter Garden.
$38,000

Residential

14501 GROVE RESORT AVENUE, WINTER GARDEN, Florida 34787

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,396Sqft
Welcome to this vacation oasis at The Grove Resort and Water Park!!! This luxury resort condo-hotel is just minutes from Walt Disney World property, with this 5th floor condo boasting 3 bedrooms, 2 bathrooms, plenty of space to stretch your legs and great views from the screened in balcony overlooking the lagoon.
$329,000

Single Family

1940 PORTCASTLE CIRCLE, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
2Parking(s)
21Picture(s)
1,606Sqft
Back on the Market! Don't miss the chance to own this lovely renovated 4 bedroom, 2 1/2 bath home in Stone Creek community, has great highway access to 429 and Florida Turnpike. It's just a short drive to the Winter Garden Village at Fowler Groves where you will find great shopping and dining and it's right next to Whispering Oaks Elementary!...
$297,000

Single Family

8112 SUMMERLAKE GROVES STREET, WINTER GARDEN, Florida 34787

4Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
1,872Sqft
TALK ABOUT LOCATION... THIS IS A MUST SEE! Lovely, well-maintained, move-in ready, 4 bedroom 2 bathroom home, in the highly sought-after Winter Garden community of Summerlake. This home is fairly new, built in 2018 and boasts stainless steel appliances and beautiful granite countertops in this open concept beauty, Newer A/C and roof.
$337,500

Single Family

15030 ANDREW ALLEY, WINTER GARDEN, Florida 34787

5Bedroom(s)
5Bathroom(s)
2Parking(s)
25Picture(s)
2,804Sqft
One or more photo(s) has been virtually staged.
$428,900

Single Family

7193 WILD STRAWBERRY RUN, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
3,301Sqft
Meticulously maintained 4 bedroom home with tile roof in Signature Lakes. This open plan with high ceilings provides a light an airy feel. An office is adjacent to the foyer providing a convenient place for a study or playroom. The spacious family is open to the kitchen which includes granite, stainless steel, a large eat in bar area, and exquisite finishings.
$419,900
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