Pending Listings in Winter Garden, FL

283 homes

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SOLD OCT 17, 2025

ABOUT THIS HOME
Pending Listing in Winter Garden, FL:
Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 5 bedrooms and 4.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community include stainless steel appliances, making cooking a piece of cake. Located off the family room is a b

$815,000 Last sold price

5 beds4.5 baths3,225 sq ft

16164 Point Rock Dr, Oakland, FL 34787

SOLD SEP 29, 2025

ABOUT THIS HOME
Pending Listing in Winter Garden, FL:
Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a

$828,296 Last sold price

5 beds4.5 baths3,225 sq ft

16146 Point Rock Dr, Oakland, FL 34787

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Winter Garden, FL:
Come and live the ultimate in luxury vacation home ownership at The Grove. This stunning new resort offers the finest in fully-furnished, turnkey vacation condos, offering spectacular views from this High floor Superior view condo with luxurious amenities. Perfectly situated near the Disney theme parks. The Grove offers homeowners a plethora of amenities including the world-class Safari Water Park, Flip-Flops Kids Arcade featuring Black-Lite lit Putt-Putt Golf, multiple on-site restaurants, Elements Bar & Lounge, and more. Grove's hotel rental program turns their vacation home into a money-making venture. With up to five owners per unit, you and your family can make memories and incom

$299,900

3 beds2 baths1,396 sq ft

14501 Grove Resort Ave #3611, Winter Garden, FL 34787

$875 HOA • 2 garage spots • Community pool

(954) 536-7980

PENDING

ABOUT THIS HOME
Pending Listing in Winter Garden, FL:
Duplex home in Downtown Winter Garden! 3 bedroom and 2 bathrooms on each side with a total of 6 bedrooms and 4 bathrooms. One block from Plant street in Winter Garden!

$750,000

4 beds4 baths2,268 sq ft

214 S Main St, Winter Garden, FL 34787

0.32 acre lot • Garage • Walker's paradise

PENDING

ABOUT THIS HOME
Pending Listing in Winter Garden, FL:
Custom well maintained home in gated Deer Island Community with breath taking views including Fireworks views from Disney and other Central Florida attractions. Room measurements are estimated.

$2,199,900

5 beds4 baths3,258 sq ft

17585 Deer Isle Cir, Winter Garden, FL 34787

1 acre lot • $206 HOA • 2 garage spots

Property at 6529 Shore Juniper St, Winter Garden, FL 34787, 4 beds, 3 baths

$970,460

4 beds3 baths3,108 sq ft

6529 Shore Juniper St, Winter Garden, FL 34787

Property at 14201 Crest Palm Ave, Windermere, FL 34786, 4 beds, 4 baths

$1,125,970

4 beds4 baths3,100 sq ft

14201 Crest Palm Ave, Windermere, FL 34786

Property at 14250 Crest Palm Ave, Windermere, FL 34786, 4 beds, 3 baths

$1,174,935

4 beds3 baths3,100 sq ft

14250 Crest Palm Ave, Windermere, FL 34786

Property at 14238 Crest Palm Ave, Windermere, FL 34786, 6 beds, 4 baths

$1,222,740

6 beds4 baths4,222 sq ft

14238 Crest Palm Ave, Windermere, FL 34786

Property at 13181 Calming Breeze Way, Winter Garden, FL 34787, 3 beds, 2.5 baths

$551,930

3 beds2.5 baths2,078 sq ft

13181 Calming Breeze Way, Winter Garden, FL 34787

Property at 5931 Flowering Cherry Bnd, Winter Garden, FL 34787, 4 beds, 3.5 baths

$829,965

4 beds3.5 baths2,688 sq ft

5931 Flowering Cherry Bnd, Winter Garden, FL 34787

Property at 16120 Leyland Cypress Ln, Winter Garden, FL 34787, 4 beds, 3.5 baths

$856,897

4 beds3.5 baths2,515 sq ft

16120 Leyland Cypress Ln, Winter Garden, FL 34787

Property at 6309 Wild Persimmon Way, Winter Garden, FL 34787, 4 beds, 3.5 baths

$709,990

4 beds3.5 baths2,515 sq ft

6309 Wild Persimmon Way, Winter Garden, FL 34787

Property at 6019 Flower Cherry Bnd, Winter Garden, FL 34787, 4 beds, 3.5 baths

$867,899

4 beds3.5 baths2,688 sq ft

6019 Flower Cherry Bnd, Winter Garden, FL 34787

Property at 15267 Maritime Pine Dr, Winter Garden, FL 34787, 6 beds, 4 baths

$1,094,820

6 beds4 baths3,907 sq ft

15267 Maritime Pine Dr, Winter Garden, FL 34787

Property at 1734 Sherbourne St, Winter Garden, FL 34787, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths1,828 sq ft

1734 Sherbourne St, Winter Garden, FL 34787

Property at 14325 Cedar Hill Dr, Winter Garden, FL 34787, 4 beds, 3 baths

$625,000

4 beds3 baths2,218 sq ft

14325 Cedar Hill Dr, Winter Garden, FL 34787

Property at 16695 Herongate Dr, Winter Garden, FL 34787, 3 beds, 2 baths

$520,000

3 beds2 baths1,685 sq ft

16695 Herongate Dr, Winter Garden, FL 34787

Property at 8906 Sonoma Coast Dr, Winter Garden, FL 34787, 4 beds, 4.5 baths

$1,125,000

4 beds4.5 baths3,426 sq ft

8906 Sonoma Coast Dr, Winter Garden, FL 34787

Property at 3087 Mindfullness Dr, Clermont, FL 34714, 3 beds, 2.5 baths

$383,390

3 beds2.5 baths1,834 sq ft

3087 Mindfullness Dr, Clermont, FL 34714

Property at 1352 Scarlet Oak Loop, Winter Garden, FL 34787, 3 beds, 2.5 baths

$368,000

3 beds2.5 baths1,589 sq ft

1352 Scarlet Oak Loop, Winter Garden, FL 34787

Property at 410 S Main St, Winter Garden, FL 34787, 5 beds, 4 baths

$750,000

5 beds4 baths2,813 sq ft

410 S Main St, Winter Garden, FL 34787

Property at 16850 Oakboro St, Winter Garden, FL 34787, 4 beds, 3.5 baths

$597,000

4 beds3.5 baths2,472 sq ft

16850 Oakboro St, Winter Garden, FL 34787

Property at 2973 Good Vibes Way, Clermont, FL 34714, 5 beds, 3 baths

$530,340

5 beds3 baths2,643 sq ft

2973 Good Vibes Way, Clermont, FL 34714

Property at 3110 Mindfullness Dr, Clermont, FL 34714, 3 beds, 2.5 baths

$449,340

3 beds2.5 baths2,186 sq ft

3110 Mindfullness Dr, Clermont, FL 34714

Property at 1041 Sadie Ln, Winter Garden, FL 34787, 3 beds, 2 baths

$469,000

3 beds2 baths1,709 sq ft

1041 Sadie Ln, Winter Garden, FL 34787

Property at 139 Faulkner St, Winter Garden, FL 34787, 3 beds, 2 baths

$550,000

3 beds2 baths1,591 sq ft

139 Faulkner St, Winter Garden, FL 34787

Property at 7448 Pomelo Grove Dr, Winter Garden, FL 34787, 4 beds, 3 baths

$809,000

4 beds3 baths2,683 sq ft

7448 Pomelo Grove Dr, Winter Garden, FL 34787

Property at 10432 Austrina Oak Loop, Winter Garden, FL 34787, 3 beds, 2.5 baths

$480,000

3 beds2.5 baths1,745 sq ft

10432 Austrina Oak Loop, Winter Garden, FL 34787

Property at 11111 Hollow Bay Dr, Clermont, FL 34787, 5 beds, 4 baths

$790,746

5 beds4 baths2,866 sq ft

11111 Hollow Bay Dr, Clermont, FL 34787

Property at 112 Southern Pecan Cir #102, Winter Garden, FL 34787, 3 beds, 2 baths

$298,900

3 beds2 baths1,340 sq ft

112 Southern Pecan Cir #102, Winter Garden, FL 34787

Property at 1326 Winter Green Way, Winter Garden, FL 34787, 3 beds, 1.5 baths

$225,000

3 beds1.5 baths1,200 sq ft

1326 Winter Green Way, Winter Garden, FL 34787

Property at 14700 Spotted Sandpiper Blvd, Winter Garden, FL 34787, 3 beds, 2 baths

$575,000

3 beds2 baths2,340 sq ft

14700 Spotted Sandpiper Blvd, Winter Garden, FL 34787

Property at 15594 Hamlin Blossom Ave, Winter Garden, FL 34787, 4 beds, 2.5 baths

$779,900

4 beds2.5 baths3,091 sq ft

15594 Hamlin Blossom Ave, Winter Garden, FL 34787

Property at 8156 Water Blossom Ln, Winter Garden, FL 34787, 3 beds, 2.5 baths

$744,990

3 beds2.5 baths2,571 sq ft

8156 Water Blossom Ln, Winter Garden, FL 34787

Property at 3063 Mindfullness Dr, Clermont, FL 34714, 3 beds, 2.5 baths

$379,990

3 beds2.5 baths1,873 sq ft

3063 Mindfullness Dr, Clermont, FL 34714

Property at 11846 Shine View Ln, Winter Garden, FL 34787, 3 beds, 2.5 baths

$579,190

3 beds2.5 baths2,216 sq ft

11846 Shine View Ln, Winter Garden, FL 34787

Property at 18025 Millhouse Way, Horizon West, FL 34787, 5 beds, 4.5 baths

$890,321

5 beds4.5 baths3,225 sq ft

18025 Millhouse Way, Horizon West, FL 34787

Property at 15166 Tea Tree Dr, Oakland, FL 34787, 4 beds, 3 baths

$943,160

4 beds3 baths3,108 sq ft

15166 Tea Tree Dr, Oakland, FL 34787

Property at 16175 Leyland Cypress Ln, Winter Garden, FL 34787, 4 beds, 3 baths

$920,308

4 beds3 baths3,108 sq ft

16175 Leyland Cypress Ln, Winter Garden, FL 34787

Property at 1065 Lincoln Ter, Winter Garden, FL 34787, 3 beds, 2 baths

$289,000

3 beds2 baths910 sq ft

1065 Lincoln Ter, Winter Garden, FL 34787

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Based on information submitted to the MLS GRID as of Wed Nov 12 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 283 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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