Pending Listings in Winter Garden, FL

285 homes

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PENDING3D WALKTHROUGH

ABOUT THIS HOME
Pending Listing in Winter Garden, FL:
PREFERRED LENDER CONTRIBUTING $8,190 FOR RATE BUY DOWN OR ADDITIONAL CLOSING COSTS! Don’t miss this stunning 4-bedroom, 4-bathroom home located in the desirable Wincey Groves community in Winter Garden. This spacious residence features a functional 3-way split floor plan with a massive upstairs loft and bonus room currently used as a gym with luxury vinyl flooring. The open-concept kitchen boasts granite countertops, a farmhouse sink, and a layout ideal for entertaining. Enjoy elegant touches like a stone accent wall in the living room, recessed lighting, custom wallpaper, and ceiling fans in every bedroom. A disappearing sliding glass door leads to the screened-in patio, overlookin

$825,000

4 beds4 baths3,278 sq ft

5427 Orange Orchard Dr, Winter Garden, FL 34787

7,523 sq ft lot • $115 HOA • 2 garage spots

PENDING

ABOUT THIS HOME
Pending Listing in Winter Garden, FL:
Under Construction. Luxury New Home by RockWell Homes. Experience the ultimate in modern luxury with this stunning new home on oversize home site with room for a pool (lot#130). This spacious 5 bedroom, 4-bathroom design offers the perfect combination of style, functionality, and comfort. The home features a 3-car garage and both a covered front porch and a covered backyard lanai, ideal for outdoor relaxation or entertaining. The heart of the home is the chef-inspired kitchen, which includes solid surface countertops, an island, and high-end stainless steel gas appliances, such as a cooktop, oven, microwave, and dishwasher. The kitchen also features an undermount sink with a Delta faucet, a

$800,000

5 beds4 baths2,670 sq ft

16235 Honey Harvest St, Winter Garden, FL 34787

7,288 sq ft lot • $101 HOA • 3 garage spots

PENDING3D WALKTHROUGH

ABOUT THIS HOME
Pending Listing in Winter Garden, FL:
Under contract-accepting backup offers. INCREDIBLE UPDATE! REDUCED PRICE AND NOW INCLUDES ALL MODEL HOME FURNITURE, DECOR, APPLIANCES, KITCHENWARE! Stunning Model Home on one of the best Executive lots in Lakeshore Preserve! Discover this immaculate model home—lightly used as a second residence—nestled in one of the area’s most sought-after neighborhoods. All of the upscale furniture, decor, artwork and kitchenware create an easy turnkey move. Boasting every builder upgrade, this property delivers resort-style living both inside and out. You are greeted with a dramatic 2-story foyer, beautiful engineered wood flooring, accent walls with shiplap, and custom ceiling treatmen

$1,170,000

4 beds3.5 baths3,104 sq ft

8836 Lakeshore Pointe Dr, Winter Garden, FL 34787

6,275 sq ft lot • $385 HOA • 2 garage spots

PENDING3D WALKTHROUGH

ABOUT THIS HOME
Pending Listing in Winter Garden, FL:
Brand new, energy-efficient home available NOW! This home’s family room is open to a functional kitchen that features a casual dining area. Flex room makes an excellent office or hobby space. The primary suite offers a corner soaking tub, separate shower, and dual vanities. Now selling from the mid $500's, Silverleaf Reserve offers spacious open floorplan concepts fit for every lifestyle. Located in the heart of Winter Garden, you'll have easy access to eateries and entertainment alike. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

$711,195

4 beds2 baths2,080 sq ft

5254 Citrus Leaf Blvd, Winter Garden, FL 34787

0.23 acre lot • $148 HOA • 2 garage spots

PENDINGVIDEO TOUR

ABOUT THIS HOME
Pending Listing in Winter Garden, FL:
New Single-Story Home by RockWell Homes. Introducing a beautifully designed, new single-story home perfect for modern living. This home offers 4 spacious bedrooms, 3 bathrooms, and a functional layout with a breakfast nook, and a 2-car garage (lot #106). The inviting exterior includes a covered front porch and a covered backyard lanai, with multiple upscale design upgrades. Step inside to discover a thoughtfully designed kitchen featuring an eat-in island, solid surface countertops, and high-end stainless-steel appliances, including a gas cooktop, microwave, oven, dishwasher, and vent hood. The three secondary bedrooms boast generous closet space with two full bathrooms. Additional highligh

$715,000

4 beds3 baths2,120 sq ft

13069 Sunrise Harvest Dr, Winter Garden, FL 34787

6,012 sq ft lot • $102 HOA • 2 garage spots

Property at 17877 Phil C Peters Rd, Winter Garden, FL 34787, 3 beds, 2 baths

$765,000

3 beds2 baths2,501 sq ft

17877 Phil C Peters Rd, Winter Garden, FL 34787

Property at 14671 Bahama Swallow Blvd, Winter Garden, FL 34787, 4 beds, 2.5 baths

$599,900

4 beds2.5 baths2,464 sq ft

14671 Bahama Swallow Blvd, Winter Garden, FL 34787

Property at 15471 Honeybell Dr, Winter Garden, FL 34787, 3 beds, 2.5 baths

$389,990

3 beds2.5 baths1,584 sq ft

15471 Honeybell Dr, Winter Garden, FL 34787

Property at 13187 Calming Breeze Way, Winter Garden, FL 34787, 3 beds, 2.5 baths

$499,990

3 beds2.5 baths1,836 sq ft

13187 Calming Breeze Way, Winter Garden, FL 34787

Property at 753 Orange Belt Loop, Winter Garden, FL 34787, 4 beds, 3.5 baths

$775,000

4 beds3.5 baths3,074 sq ft

753 Orange Belt Loop, Winter Garden, FL 34787

Property at 15505 Belle Meade Dr, Winter Garden, FL 34787, 6 beds, 5 baths

$764,900

6 beds5 baths4,686 sq ft

15505 Belle Meade Dr, Winter Garden, FL 34787

Property at 15083 Grove Lake Dr, Winter Garden, FL 34787, 3 beds, 2.5 baths

$456,590

3 beds2.5 baths1,846 sq ft

15083 Grove Lake Dr, Winter Garden, FL 34787

Property at 9213 Holliston Creek Pl, Winter Garden, FL 34787, 4 beds, 3.5 baths

$750,000

4 beds3.5 baths3,443 sq ft

9213 Holliston Creek Pl, Winter Garden, FL 34787

Property at 16538 Silver Brook Way, Winter Garden, FL 34787, 4 beds, 2.5 baths

$549,065

4 beds2.5 baths2,114 sq ft

16538 Silver Brook Way, Winter Garden, FL 34787

Property at 14815 Driftwater Dr, Winter Garden, FL 34787, 4 beds, 2.5 baths

$439,000

4 beds2.5 baths1,997 sq ft

14815 Driftwater Dr, Winter Garden, FL 34787

Property at 16098 Johns Lake Overlook Dr, Winter Garden, FL 34787, 5 beds, 4.5 baths

$2,225,000

5 beds4.5 baths4,434 sq ft

16098 Johns Lake Overlook Dr, Winter Garden, FL 34787

Property at 4587 Gliding Wave St, Winter Garden, FL 34787, 4 beds, 2.5 baths

$578,800

4 beds2.5 baths2,286 sq ft

4587 Gliding Wave St, Winter Garden, FL 34787

Property at 14089 Title Way, Winter Garden, FL 34787, 4 beds, 2.5 baths

$449,999

4 beds2.5 baths1,992 sq ft

14089 Title Way, Winter Garden, FL 34787

Property at 15046 Grove Lake Dr, Winter Garden, FL 34787, 4 beds, 3.5 baths

$479,990

4 beds3.5 baths1,846 sq ft

15046 Grove Lake Dr, Winter Garden, FL 34787

Property at 5644 Vinyasa Rd, Clermont, FL 34714, 4 beds, 3.5 baths

$651,690

4 beds3.5 baths2,911 sq ft

5644 Vinyasa Rd, Clermont, FL 34714

Property at 1224 Union Club Dr, Winter Garden, FL 34787, 5 beds, 5.5 baths

$1,775,000

5 beds5.5 baths5,441 sq ft

1224 Union Club Dr, Winter Garden, FL 34787

Property at 15613 Camp Dubois Cres, Winter Garden, FL 34787, 6 beds, 3 baths

$566,500

6 beds3 baths2,630 sq ft

15613 Camp Dubois Cres, Winter Garden, FL 34787

Property at 15148 Lake Bessie Loop, Winter Garden, FL 34787, 5 beds, 4.5 baths

$815,000

5 beds4.5 baths3,668 sq ft

15148 Lake Bessie Loop, Winter Garden, FL 34787

Property at 15052 Grove Lake Dr, Winter Garden, FL 34787, 3 beds, 2.5 baths

$449,990

3 beds2.5 baths1,846 sq ft

15052 Grove Lake Dr, Winter Garden, FL 34787

Property at 16029 Honey Harvest St, Oakland, FL 34787, 5 beds, 4.5 baths

$775,000

5 beds4.5 baths3,101 sq ft

16029 Honey Harvest St, Oakland, FL 34787

Property at 340 Lakeview Rd, Winter Garden, FL 34787, 5 beds, 5.5 baths

$2,750,000

5 beds5.5 baths4,286 sq ft

340 Lakeview Rd, Winter Garden, FL 34787

Property at 284 Donald Dr, Winter Garden, FL 34787, 4 beds, 4.5 baths

$1,650,000

4 beds4.5 baths3,438 sq ft

284 Donald Dr, Winter Garden, FL 34787

Property at 14481 Breakwater Way, Winter Garden, FL 34787, 5 beds, 3 baths

$655,000

5 beds3 baths3,690 sq ft

14481 Breakwater Way, Winter Garden, FL 34787

Property at 9535 Beautiful Way, Winter Garden, FL 34787, 4 beds, 3.5 baths

$779,900

4 beds3.5 baths3,451 sq ft

9535 Beautiful Way, Winter Garden, FL 34787

Property at 14419 Magnolia Ridge Loop, Winter Garden, FL 34787, 5 beds, 3 baths

$699,900

5 beds3 baths2,514 sq ft

14419 Magnolia Ridge Loop, Winter Garden, FL 34787

Property at 9380 Bolshoi Aly, Winter Garden, FL 34787, 3 beds, 2.5 baths

$429,990

3 beds2.5 baths1,691 sq ft

9380 Bolshoi Aly, Winter Garden, FL 34787

Property at 18141 Cider Mill Ln, Horizon West, FL 34787, 3 beds, 2.5 baths

$449,990

3 beds2.5 baths1,816 sq ft

18141 Cider Mill Ln, Horizon West, FL 34787

Property at 215 S Boyd St, Winter Garden, FL 34787, 6 beds, 4 baths

$750,000

6 beds4 baths2,470 sq ft

215 S Boyd St, Winter Garden, FL 34787

Property at 2237 Wintermere Pointe Dr, Winter Garden, FL 34787, 4 beds, 2 baths

$519,000

4 beds2 baths1,950 sq ft

2237 Wintermere Pointe Dr, Winter Garden, FL 34787

Property at 14897 Evergreen Oak Loop, Winter Garden, FL 34787, 3 beds, 2.5 baths

$414,000

3 beds2.5 baths1,748 sq ft

14897 Evergreen Oak Loop, Winter Garden, FL 34787

Property at 15313 Lebeau Loop, Winter Garden, FL 34787, 4 beds, 3.5 baths

$725,000

4 beds3.5 baths2,545 sq ft

15313 Lebeau Loop, Winter Garden, FL 34787

Property at 15058 Grove Lake Dr, Winter Garden, FL 34787, 4 beds, 3.5 baths

$466,490

4 beds3.5 baths1,881 sq ft

15058 Grove Lake Dr, Winter Garden, FL 34787

Property at 1030 Bending Oak Trl, Winter Garden, FL 34787, 4 beds, 2.5 baths

$500,000

4 beds2.5 baths2,212 sq ft

1030 Bending Oak Trl, Winter Garden, FL 34787

Property at 11063 Hollow Bay Dr, Horizon West, FL 34787, 5 beds, 4.5 baths

$949,831

5 beds4.5 baths3,225 sq ft

11063 Hollow Bay Dr, Horizon West, FL 34787

Property at 16444 Silver Grv, Winter Garden, FL 34787, 4 beds, 2 baths

$680,000

4 beds2 baths2,080 sq ft

16444 Silver Grv, Winter Garden, FL 34787

Property at 10172 Storey Grove Way, Winter Garden, FL 34787, 4 beds, 3 baths

$535,000

4 beds3 baths2,042 sq ft

10172 Storey Grove Way, Winter Garden, FL 34787

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Based on information submitted to the MLS GRID as of Thu Nov 13 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Pending Listings in Winter Garden

There are currently 285 pending listings for sale in Winter Garden at a median listing price of $649K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winter Garden stay on the market for 70 days and receive 1 offers. Popular neighborhoods include Lake Avalon Groves, Village of Bridgewater, Signature Lakes, Stoneybrook West, and Bella Collina. This map is refreshed with the newest listings in Winter Garden every 15 minutes.

In the past month, 53 homes have been sold in Winter Garden. In addition to houses in Winter Garden, there were also 23 condos, 30 townhouses, and 1 multi-family unit for sale in Winter Garden last month. Winter Garden is a minimally walkable city in Orange County with a Walk Score of 30. Winter Garden is home to approximately 33,581 people and 9,677 jobs. Find your dream home in Winter Garden using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winter Garden are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winter Garden. Our Winter Garden real estate stats and trends will give you more information about home buying and selling trends in Winter Garden. If you're looking to sell your home in the Winter Garden area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winter Garden with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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