Winter Garden Homes for Sale

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Single Family

329 S WOODLAND STREET, WINTER GARDEN, Florida 34787

2Bedroom(s)
2Bathroom(s)
2Parking(s)
10Picture(s)
1,576Sqft
WOW, PRICED TO SELL and walking distance to Plant Street ( 3 blocks away !!!)... 2 things rarely spoken in the same sentence. 1 block off Dillard and ZONED R-2, this craftsman home set on large corner lot is the definition of southern charm. Lushly landscaped grounds lead to the front screen porch.
$248,800

Residential

720 SURPRISE DRIVE, WINTER GARDEN, Florida 34787

3Bedroom(s)
2Bathroom(s)
1Parking(s)
10Picture(s)
1,395Sqft
Harken back to the days of small town USA and you have found Winter Garden. This home is centrally located to everything that everyone wants to do in this quaint town. If you like boating the public boat ramp is only two minutes from your front door.
$375,000

Lots And Land

0 W PLANT, WINTER GARDEN, Florida 34787

27Picture(s)
2.09Sqft
What an extraordinary opportunity build your dream estate in 2.09 acres of prime beautiful wooded property.This property is literally across the street from top rated Tildenville Elementary school, and walking distance to the beautiful and historic center of Winter Garden where you will find restaurants, cafes, and boutiques. This rare find is full of charm.
$290,000

Lots And Land

1401 W PLANT, WINTER GARDEN, Florida 34787

10Picture(s)
4.53Acre
What an extraordinary opportunity build your dream estate in almost 5 acres of prime beautiful wooded property. Two properties side by side (Seller will divide) Parcel 1 is: 2.438 Acres $380K /Parcel 2 is 2.094 Acres $290K.
$670,000

Townhouse

157 S. PARK AVE- WINTER GARDEN- Florida 34787

3Bedroom(s)
4Bathroom(s)
2Parking(s)
10Picture(s)
2,432Sqft
Under Construction. DEVELOPER CLOSEOUT! $7K to apply toward GOLF CART purchase or CLOSING COSTS! Close quickly on this luxury new construction townhome! Voted Top Townhome Project by Orlando Business Journal. Timing is right for PARK PLACE at WINTER GARDEN, a 32 unit luxury town-home community in Downtown Winter Garden.
$589,000

Townhouse

471 W. SMITH STREET- WINTER GARDEN- Florida 34787

2Bedroom(s)
3Bathroom(s)
2Parking(s)
10Picture(s)
1,777Sqft
DEVELOPER CLOSEOUT! $7K credit to apply towards a GOLF CART purchase or towards closing costs! Model unit - Custom Interior Design by Stone Designs, the exclusive designer for Park Place. Built with the latest building codes, energy efficiency, architectural details, and craftsmanship, it features 2 car garage, 2 bedrooms + office or bonus room, 2.5 baths of luxury urban style living.
$489,000

Single Family

419 N BOYD STREET, WINTER GARDEN, Florida 34787

3Bedroom(s)
2Bathroom(s)
2Parking(s)
10Picture(s)
1,783Sqft
NEW PRICE REDUCTION!!!! PRICED TO SELL!!!! Don't miss out on this 3 Bedroom 2 Bath Pool home located just 2 blocks North of Historic Downtown Winter Garden! The possibilities are endless with this home.
$350,000

Single Family

64 E CREST AVENUE, WINTER GARDEN, Florida 34787

4Bedroom(s)
2Bathroom(s)
10Picture(s)
2,248Sqft
You will fall in love with this beautiful Winter garden home, located on a charming brick road in the golf cart district, a short stroll from Plant Street and the Downtown Winter Garden area. Perfect for any family, it has been updated to include gorgeous hardwood floors. a stunning kitchen with a farmhouse sink, new quartz countertops and under cabinet lighting.
$424,900

Residential

WINTER GARDEN, Florida 34787

2Bedroom(s)
2Bathroom(s)
10Picture(s)
1,375Sqft
Reside, vacation and EARN INCOME at your privately owned residence at Orlando’s unique, 4-star resort featuring a waterpark 5 miles away from Disney at The Grove Resort & Waterpark! The third floor, two large bedrooms, 2 bathrooms, Birch floor plan unit in Tower 1 overlooks the three pools of the Springs Pools, the Valencia Restaurant, and the lake! Also, you may enjoy the fireworks
$349,900

Townhouse

WINTER GARDEN- Florida 34787

3Bedroom(s)
3Bathroom(s)
2Parking(s)
1Picture(s)
1,649Sqft
Great opportunity for investors and/or cash buyers. Amazing townhome in awesome community in wonderful condition and tenant occupied. Almost new AC, freshly painted half year ago, laminate flooring.
$270,000

Rental

14891 WINTER STAY DRIVE, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
3Parking(s)
10Picture(s)
2,656Sqft
Beautiful Marina Eco smart floor plan home with 4 bedrooms, 3 full bathrooms and 3 Car Garage overlooking the renowned Panther Lake Golf Course. It is located in an extra-large lot with beautiful views and open spaces. Quartz tops throughout the house, beautiful rectangular title in common areas, shutters, refrigerator with coffee machine and French door.
$3,000

Single Family

711 CLIMBING OAKS COURT, WINTER GARDEN, Florida 34787

5Bedroom(s)
3Bathroom(s)
2Parking(s)
10Picture(s)
2,836Sqft
Move-in-ready!This Beautiful property has been extremely well maintained and loved! It has a Great Location and Great Floor Plan. Upon entry you'll be greeted by the elevated ceilings, custom tile work, huge living room and an amazing rod iron staircase with hardwood flooring. One bedroom and full bathroom on the main floor is currently being used as an office.
$394,000

Rental

14723 WINTER STAY DRIVE, WINTER GARDEN, Florida 34787

4Bedroom(s)
4Bathroom(s)
3Parking(s)
10Picture(s)
3,505Sqft
This Lennar Built Preston model home was just built and looking for it's first occupant. With over two stories, this single family home includes four bedrooms & three and half bathrooms. Families will love the open air feel of the kitchen, breakfast nook & family room, perfect for entertaining guests. Additional space includes a living room & a game room on the second floor.
$3,000

Single Family

14549 WINTER STAY DRIVE- WINTER GARDEN- Florida 34787

4Bedroom(s)
4Bathroom(s)
2Parking(s)
1Picture(s)
2,960Sqft
Great house well maintained in amazing community of Watermark. Fenced backyard, screened porch, balcony, front porch, bonus room, office, with 1 master bedroom downstairs, cozy and awesome floor plan.
$459,000

Single Family

14831 WINTER STAY DRIVE, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
3Parking(s)
20Picture(s)
2,662Sqft
Beautiful single story 4 bedroom, 3 bath, 3 car garage with unobstructed views of the Orange County National Golf Course.
$495,000

Lots And Land

ALPS STREET, WINTER GARDEN, Florida 34787

1Picture(s)
5.01Acre
Beautiful 5-Acre site with majestic Oak trees on this fabulous piece of Property. Ideal building site for your dream home with space for a barn and horses. Level lot - easy to build on - Perfect for those who are looking for privacy in convenient location - with beautiful shade trees! Two minutes away from shopping and restaurants.
$449,000

Commercial

16250 W COLONIAL, WINTER GARDEN, Florida 34787

5Picture(s)
4.41Acre
COMMERCIAL 5 (+-) ACRES DIRECT HWY 50 FRONTAGE. SEE SURVEY IN PHOTOS, HIGH TRAFFIC AREA WITH RED LIGHT AND ROAD ON EACH SIDE.
$2,500,000

Lots And Land

9775 SEIDEL ROAD, WINTER GARDEN, Florida 34787

2Picture(s)
9.99Acre
Please find attached Boundary and Topographic Survey for more precise information
$750,000

Rental

16279 TALIESIN STREET, WINTER GARDEN, Florida 34787

3Bedroom(s)
2Bathroom(s)
2Parking(s)
3Picture(s)
1,682Sqft
Brand new house - you'll be the first tenants! Nestled within Winter Garden's beautiful Horizon West area. The unique architectural details and mix of modern, craftsman and prairie-inspired designs add to the unique streetscapes of this community.
$2,000

Rental

16226 FIREDRAGON DRIVE, WINTER GARDEN, Florida 34787

5Bedroom(s)
3Bathroom(s)
2Parking(s)
10Picture(s)
2,138Sqft
If you want to live in a "brand New" house, this is the place. Brand new 2-story, 5 bedroom and 3 bathroom house located in Hamilton Gardens, the highly desired Horizon West Community. Four (4) bedrooms on the second story of the home. Step in through the tiled foyer and you will find a spacious kitchen/living/dining combo and Lanai. One bedroom or studio is on the first floor.
$2,300

Lots And Land

10033 FOX MEADOW TRAIL, WINTER GARDEN, Florida 34787

5Picture(s)
5.06Acre
Discover this amazing HIGH and DRY 5 ACRE homesite among the rolling country hills of West Orange County just over the Lake County line. On a very peaceful, quiet and private country street, lot lined with beautiful long leaf pine trees and border fenced with Cypress Wood rail/no climb fence. HOA Dues $1,000 per year include 1 GB High Speed Dedicated Fiber Optic Internet.
$549,900

Single Family

16647 TOCCOA ROW, WINTER GARDEN, Florida 34787

5Bedroom(s)
4Bathroom(s)
2Parking(s)
10Picture(s)
3,413Sqft
PRICE REDUCED! You will NOT find another opportunity like this in Winter Garden! This GORGEOUS 5 bed 4 bath home is located in the heart of Winter Garden close to shopping, "A" rated schools, 15 minutes from Disney, and just a 30 minutes from the airport! Location is ideal but WAIT until you see the stunning interior! Highly upgraded wood plank tile flooring throughout the first floor living area
$499,900

Lots And Land

8090 SUMMERLAKE PARK BOULEVARD- WINTER GARDEN- Florida 34787

1Picture(s)
8Acre
***Recently REDUCED!! Days on Market is higher due to Property being marketed previously with another lot. Rare land for sale in a desirable area. Build your DREAM home in Winter Garden with this 8 acre lot. Actual buildable acreage is unknown. Convenient location-approximately 10 minutes to Walt Disney World, shops and restaurants. Just minutes to the 429 and Orange County National Golf Center.
$369,000

Common Interest

14501 GROVE RESORT AVE, Winter Garden, Florida 34787

3Bedroom(s)
2Bathroom(s)
10Picture(s)
1,396Sqft
Luxury vacation rental within The Grove Resort and Spa. Beautifully furnished with modern furniture and fixtures that make for a one-of-a-kind vacation property. This fully furnished 3 bedroom 2 bath unit can sleep up to 8 people and has a gourmet kitchen with stainless steel appliances and quartz counters.
$350,000

Commercial

5400 HAMLIN GROVES TRAIL- WINTER GARDEN- Florida 34787

4Picture(s)
40,000Sqft
Pre-Construction. To be built. This is an empty land and we are building retail, medical and office space of about 40,000 sq ft. We are in the permitting phase and will start construction of building in beginning of 2019 and will be completed by third quarter of 2019.
$1

Commercial

4640 OLD WINTER GARDEN ROAD- ORLANDO- Florida 32811

1Picture(s)
4,800Sqft
Rental of one bay in C3 zoned auto repair shop area. This unit is approx. 900 sq ft and has two pedestrian doors and two 10 ft high roll up bay doors. It also has one bathroom. The space also has additional storage area (approx. 200 sq ft) built up above the bathroom.
$1,000

Single Family

14636 PORTER ROAD, WINTER GARDEN, Florida 34787

4Bedroom(s)
3Bathroom(s)
3Parking(s)
10Picture(s)
2,821Sqft
GORGEOUS, UPGRADED tiled roof, ONE STORY home in desired community of Summerlake! 4 bedrooms and 3 bathrooms, upgraded throughout. The kitchen is fantastic! Granite counters also on the island/breakfast bar with pendant lighting, stainless steel appliances, range with gas cooktop, tiled backsplash and upgraded cabinet package with hardware.
$499,900

Lots And Land

N WEST CROWN, WINTER GARDEN, Florida 34787

3Picture(s)
0.23Acre
Vacant land located in the City of Winter Garden in an area where there are new construction homes going up all around! This land, which measures .23 acres, allows you a great opportunity to build and home in one of Florida's most sought-after cities, Winter Garden. Downtown Winter Garden is a short 5-minute drive away. The area is growing fast in popularity, demand, and value.
$55,000

Single Family

16623 BROADWATER AVENUE, WINTER GARDEN, Florida 34787

7Bedroom(s)
6Bathroom(s)
4Parking(s)
10Picture(s)
5,141Sqft
Welcome to this gorgeous 7 bed, 6 bath home on John’s Lake! This Granada floor plan will truly impress you with all its upgrades & custom details.
$1,149,000

Residential

16518 Menorca Dr, #1124- Winter Garden- Florida 34787

2Bedroom(s)
2Bathroom(s)
10Picture(s)
1,056Sqft
This two bedroom two bath home is located on a corner lot within walking distance to the Clubhouse. It features a built-in cabinet in the dining area which is great for extra storage. It has a long carport and a large shed. The roof was replaced in 2016 and the A/C unit in 2014.
$49,900

Residential

14754 Sugura Dr, #2101, Winter Garden, Florida 34787

2Bedroom(s)
2Bathroom(s)
10Picture(s)
This adorable two bedroom two bath home has been very well maintained. It features updated bathrooms and a nice living area. There is laminate wood flooring in the kitchen and hallway and brand new carpets. The home home has updated plumbing and the roof was replaced in 2017 and A/C unit refurbished in 2016.
$51,900

Residential

16641 Rialto Dr, #4295, Winter Garden, Florida 34787

3Bedroom(s)
2Bathroom(s)
10Picture(s)
1,120Sqft
This adorable three bedroom two bath home is being sold fully furnished. It features a spacious kitchen with ceramic tile and laminate wood floors in the living room. The home is a split floor plan and features side-by-side parking. It has double pane windows and has been very well-maintained. At this price, it will not last long.
$72,900

Residential

14712 Vamora Dr, #2090, Winter Garden, Florida 34787

3Bedroom(s)
2Bathroom(s)
10Picture(s)
1,248Sqft
This three bedroom two bath home features an updated kitchen with granite counter tops. It has ceramic tile and laminate wood flooring throughout the home. It also has double-pane windows and an extra concrete slab for side-by-side parking. Priced-to-sell, this home will not last.
$62,500

Residential

14423 Huelva St, #3110, Winter Garden, Florida 34787

2Bedroom(s)
2Bathroom(s)
10Picture(s)
1,176Sqft
This two bedroom two bath home features laminate wood flooring in the kitchen and dining areas. It has a large side-by-side carport for extra parking and an extended outdoor patio which is great for barbecues and entertaining.
$64,900

Residential

14419 Huelva St, #3111, Winter Garden, Florida 34787

2Bedroom(s)
2Bathroom(s)
10Picture(s)
1,026Sqft
This two bedroom two bath home is located in Phase 3 of our community. It features updated hardware and fixtures in the kitchen and bathrooms as well as laminate wood floors in the guest bath. The roof was replaced in 2012 and the A/C unit in 2019.
$56,900

Single Family

14249 Nieves Circle, #4078- Winter Garden- Florida 34787

3Bedroom(s)
2Bathroom(s)
10Picture(s)
1,248Sqft
This three bedroom home has no rear neighbors and features new laminate wood floors in the living and dining areas. Both bathrooms have been updated with new vanities and fixtures as well as high toilets. Laundry room has been freshly painted and floors updated and kitchen features a new LED fixture. The home also has double pane windows with a transferable warranty.
$89,900

Single Family

14456 Nieves Circle, #4271- Winter Garden- Florida 34787

3Bedroom(s)
2Bathroom(s)
10Picture(s)
1,848Sqft
This spacious three bedroom home is over 1,800 Sq Ft. It features an open living and dining area as well as an updated kitchen with soft close cabinets and granite counter tops. The home has finished drywall in the living, dining and master bedroom as well as laminate wood flooring and new carpets in the bedrooms. It has a handicap accessible guest bathroom with updated shower and outside ramp.
$109,900

Single Family

14500 Tulipan Ct, #5062- Winter Garden- Florida 34747

3Bedroom(s)
2Bathroom(s)
10Picture(s)
1,792Sqft
This spacious three bedroom two bath home with a den is located at the end of a cul-de-sac. The home features a well-designed kitchen which overlooks the open living and dining area. The master bedroom has a den which can be used as an office or sitting room. There is a large deck on the outside of the home and a side-by-side carport. The roof was replaced in 2016 and the A/C unit in 2015.
$119,900

Residential

14453 Palos Place, #3087, Winter Garden, Florida 34787

2Bedroom(s)
2Bathroom(s)
10Picture(s)
864Sqft
This two bedroom two bath home has been updated with new kitchen cabinets and counter tops. It features laminate wood flooring in the living and kitchen areas. The bathrooms have been updated with new vanities and toilets. The home also features an attachment with ample space and two car garage.
$49,900

Commercial

2720 OLD WINTER GARDEN ROAD, ORLANDO, Florida 32805

6Picture(s)
4,041Sqft
This is a Commercial Property zoned C3...(grandfathered)..It has a warehouse which was used to paint and repair autos..a bungalow next to it .(in tear down condition) and the "used to be" that was burnt down bungalow ..(not torn down to save on impact fees)..it is fenced and includes another small parcel making the acreage at approx 1.2 acres ..
$1,500,000

Commercial

4640 OLD WINTER GARDEN ROAD- ORLANDO- Florida 32811

2Picture(s)
4,800Sqft
Amazing opportunity to purchase this building which has been used for 30+ years as a diesel repair shop. Zoned C-3, this location would be perfect for Auto Dealer, Auto Service, Body Shop, Commercial, Professional Service, or retail/wholesale/warehouse use. This building features multiple bays with many (9) roll up doors.
$695,000

Single Family

16569 BROADWATER AVENUE, WINTER GARDEN, Florida 34787

7Bedroom(s)
4Bathroom(s)
3Parking(s)
10Picture(s)
4,497Sqft
Winter Garden Behemoth. SEVEN BEDROOM POOL HOME with 3 car garage, tile roof, HUGE BONUS ROOM , DEDICATED HOME THEATRE ROOM, DOWNSTAIRS OWNERS RETREAT, ADDIITONAL DOWNSTAIRS BED & BATH and ALL the BEDROOMS are OVERSIZED.
$665,000

Rental

15349 SHONAN GOLD DRIVE- WINTER GARDEN- Florida 34787

4Bedroom(s)
3Bathroom(s)
2Parking(s)
10Picture(s)
2,204Sqft
Welcome to desirable Horizon West! Come and discover all Hamlin Reserve has to offer in growing Winter Garden. You will fall in love with this previous model home and it's flowing open concept, formal dining room and the modern upgraded kitchen in this 4 bedroom, 3 bath home.
$2,350

Rental

1368 UNION CLUB DRIVE, WINTER GARDEN, Florida 34787

3Bedroom(s)
3Bathroom(s)
2Parking(s)
10Picture(s)
2,484Sqft
One or more photo(s) has been virtually staged. ***Showings are allowed during our current times or feel free to call for a VIRTUAL tour!*** WATERFRONT community w/ homes over a million! PARK side gem w/ oversized yard (~1/4 acre), private drive, two front PORCHES, & backyard screened patio! $400 home WARRANTY included.
$2,990

Residential Lease

9542 BOLERO ROAD, WINTER GARDEN, Florida 34787

4Bedroom(s)
4Bathroom(s)
2Parking(s)
27Picture(s)
3,224Sqft
New construction in Waterligh Community with breathtaking two story open floorplan, 4 bedrooms 3.5 baths, and 2 car garage. This home is inviting from the moment you enter! Great for entertaining with the cafe just off the large kitchen for casual dining, includes stainless steel appliances and granite counter tops and lots of cabinet space.
$3,500

Residential

14306 Menorca Ct, #1138, Winter Garden, Florida 34787

3Bedroom(s)
2Bathroom(s)
10Picture(s)
1,387Sqft
Spacious new three-bedroom, two-bath home. This split floorplan home has a large galley style eat-in kitchen and a 120 square foot screen room. Home has a large laundry room.
$136,000

Single Family

16616 Rialto Dr, #4281, Winter Garden, Florida 34787

3Bedroom(s)
2Bathroom(s)
10Picture(s)
1,344Sqft
This beautifully updated, three bedroom two bath home with a garage has been well-maintained. It features an updated kitchen with granite counter tops, new appliances and eucalyptus wood flooring. Both bathrooms have been updated. The master bath features a full marble shower. The home has double-pane windows, a six zone irrigation system and vapor barrier.
$124,900

Single Family

875 HEISTON LANE- WINTER GARDEN- Florida 34787

4Bedroom(s)
3Bathroom(s)
2Parking(s)
10Picture(s)
2,781Sqft
This 2 Year New Home, is Absolutely Breathtaking. You will want to move right in and unpack-as there's literally nothing else to do. Master Bedroom, Master Bathroom, All Living/Dining/Family etc. Downstairs. Popular Oakland Park where prices on some homes are much higher-won't last long. Community has 2 Pools, Fantastic Clubhouse, Community Park around a Lake.
$539,800
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