Open Houses in Winter Garden, FL

15 homes

Sort:

Recommended

OPEN DEC 4, 12PM TO 3PM

ABOUT THIS HOME
Open House in Winter Garden, FL:
Luxury Home, Bavaro Model – Toll Brothers | 4 Bedrooms | Pool | Gourmet Area | Lakeshore We present this stunning two-story residence, the Bavaro model from the renowned Toll Brothers, which combines elegance, comfort, and contemporary design in every detail. With 4 bedrooms, 3 full bathrooms, and 1 powder room, this home has been carefully planned to provide the best in modern living. Upon entering, you are greeted by a spacious hall that leads to the modern open floor plan, providing seamless integration between the spaces. The gourmet kitchen, expertly designed, features ample countertops, a spacious island, and custom-designed wooden cabinets — ideal for those who appreci

$880,000

4 beds3.5 baths2,812 sq ft

15859 Shorebird Ln, Winter Garden, FL 34787

Master suite • Covered veranda • Private pool

OPEN TODAY, 12PM TO 2:30PMVIDEO TOUR

ABOUT THIS HOME
Open House in Winter Garden, FL:
One or more photo(s) has been virtually staged. Elegant and spacious living awaits at 4940 Palmetto Park Drive in the desirable community of Orchard Hills. This beautifully appointed 5-bedroom, 4-bath residence offers a thoughtfully designed floor plan featuring a formal living and dining room, a loft, private home office/den, and a dedicated media room – perfect for work, relaxation, or entertaining. As you step inside, you’re immediately greeted by an expansive open-concept layout, soaring ceilings, and an abundance of natural light that fills every corner with warmth and energy. The chef inspired kitchen impresses with custom cabinetry, premium stainless steel appliances, sle

$895,000

5 beds3.5 baths4,497 sq ft

4940 Palmetto Park Dr, Winter Garden, FL 34787

Custom cabinetry • Dedicated media room • Large island

OPEN DEC 4, 3PM TO 6PM3D WALKTHROUGH

ABOUT THIS HOME
Open House in Winter Garden, FL:
One or more photo(s) has been virtually staged. BACK ON MARKET! Welcome to The Dallington. This rare offering is like-new just listed in the exclusive neighborhood of "Foxcrest" in the hot location of Winter Garden South! This opulent four-bedroom/three-bath estate boasts 2,600 square feet of living space and over 3,400 total square feet deep within the community on a prime lot large enough for a pool set on a gorgeous conservation view. Forget the cookie cutter home where you're sitting on top of neighbor's home! As you arrive you'll notice the privacy, with no rear constructions will ever be built and only one other home on your peaceful street. Enter your home to a gorgeous din

$719,950

4 beds3 baths2,630 sq ft

12612 Dallington Ter, Winter Garden, FL 34787

Private office space • Large paved driveway • Mature landscaping

OPEN TODAY, 11AM TO 2PM

ABOUT THIS HOME
Open House in Winter Garden, FL:
This spacious two-story home offers 6 bedrooms, a large bonus loft, additional bedroom, featuring high-end structural and design upgrades throughout. Situated on a premium lot with no front or rear neighbors, the property provides beautiful water views from both the front and back, along with direct access to a navigable lake, ideal for boating and relaxation. Thoughtfully designed with premium finishes and attention to detail, this home stands out in the community. Conveniently located in a desirable Winter Garden area, it is close to top-rated schools, major highways, shopping, and dining. This exceptional new-construction home is ready for immediate move-in.

$1,475,000

6 beds4.5 baths4,676 sq ft

17384 Glossy Pomelo Way, Winter Garden, FL 34787

Water views • Large bonus loft • Premium lot

OPEN TODAY, 1PM TO 3PM3D WALKTHROUGH

ABOUT THIS HOME
Open House in Winter Garden, FL:
Welcome to this stunning architectural masterpiece nestled in the heart of Twinwaters, one of Winter Garden’s most sought-after communities. This elegant two-story home seamlessly blends sophistication and comfort, offering over 3,600 square feet of beautifully designed living space. Step through the grand entryway to find soaring ceilings, expansive windows that fill the home with natural light, and designer finishes that exude contemporary luxury. The gourmet chef’s kitchen is a true showpiece—featuring 42” custom cabinetry, gleaming quartz countertops, a massive entertainment island, stainless steel appliances, and a walk-in pantry, perfect for culinary enthusiast

$1,000,000

5 beds4 baths3,863 sq ft

1711 Amsel Falls Park Ter, Winter Garden, FL 34787

Custom cabinetry • Quartz countertops • Walk in pantry

Property at 6355 Glory Bower Dr, Winter Garden, FL 34787, 3 beds, 2.5 baths

$450,000

3 beds2.5 baths1,714 sq ft

6355 Glory Bower Dr, Winter Garden, FL 34787

Property at 3068 Namaste Dr, Clermont, FL 34714, 4 beds, 3.5 baths

$670,690

4 beds3.5 baths2,911 sq ft

3068 Namaste Dr, Clermont, FL 34714

Property at 9410 Bolshoi Aly, Winter Garden, FL 34787, 3 beds, 2.5 baths

$429,990

3 beds2.5 baths1,691 sq ft

9410 Bolshoi Aly, Winter Garden, FL 34787

Property at 626 Duff Dr, Winter Garden, FL 34787, 5 beds, 4.5 baths

$995,000

5 beds4.5 baths3,419 sq ft

626 Duff Dr, Winter Garden, FL 34787

Property at 11045 Bostwick Aly, Winter Garden, FL 34787, 4 beds, 3.5 baths

$649,000

4 beds3.5 baths2,292 sq ft

11045 Bostwick Aly, Winter Garden, FL 34787

Property at 11112 Hollow Bay Dr, Horizon West, FL 34787, 4 beds, 3 baths

$799,990

4 beds3 baths2,113 sq ft

11112 Hollow Bay Dr, Horizon West, FL 34787

Property at 16311 Lakelet Aly, Winter Garden, FL 34787, 3 beds, 2.5 baths

$414,990

3 beds2.5 baths1,567 sq ft

16311 Lakelet Aly, Winter Garden, FL 34787

Property at 6044 Zen Way, Clermont, FL 34714, 3 beds, 2.5 baths

$446,640

3 beds2.5 baths1,782 sq ft

6044 Zen Way, Clermont, FL 34714

Property at 3083 Mindfullness Dr, Clermont, FL 34714, 3 beds, 2.5 baths

$422,340

3 beds2.5 baths1,873 sq ft

3083 Mindfullness Dr, Clermont, FL 34714

Property at 13042 Serene Glade Rd, Winter Garden, FL 34787, 3 beds, 2.5 baths

$534,990

3 beds2.5 baths1,836 sq ft

13042 Serene Glade Rd, Winter Garden, FL 34787

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

OPEN TODAY, 11AM TO 4PMVIDEO TOUR

ABOUT THIS HOME
Open House in Winter Garden, FL:
Welcome to a Serene Retreat Just 4.5 Miles from Walt Disney World-Click below the photos for the video I just had completed on 11/29. Nestled within the highly desirable Rolling Hills community, this impeccably maintained and fully furnished residence blends refined style with effortless Florida living. From your private pool deck, enjoy sweeping pond views, the soothing sound of the illuminated fountain, and the magic of watching Disney fireworks in the distance. The interior is beautifully updated with light, neutral designer tones and elegant wood-look tile flooring (2023), enhancing the home’s clean, contemporary flow. Thoughtful improvements include a 2018 roof and, within th

$445,000

4 beds3 baths1,662 sq ft

7955 Heritage Entrance Blvd, Kissimmee, FL 34747

Illuminated fountain • Private pool deck • Sweeping pond views

OPEN TODAY, 11AM TO 3PM3D WALKTHROUGH

ABOUT THIS HOME
Open House in Winter Garden, FL:
Welcome to this beautifully updated 5-bedroom, 3.5-bath two-story home located in the desirable 24-hour guard-gated community of Westyn Bay. Offering an open and versatile floor plan, this residence features fresh interior and exterior paint, a beautifully maintained front garden, elegant crown molding, upgraded lighting, and multiple decorative wall panel accents throughout the office, dining room, entryway, living room (TV wall), and the primary bedroom. The main level opens with a bright formal dining room, followed by a stunning two-story living room with large windows and sliding doors for abundant natural light. The spacious kitchen overlooks the family room and includes upgraded cabi

$650,000

5 beds3.5 baths3,503 sq ft

626 Palio Ct, Ocoee, FL 34761

Front garden • Under stairs wet bar • Upgraded cabinetry

OPEN TODAY, 1PM TO 5PM

ABOUT THIS HOME
Open House in Winter Garden, FL:
Under Construction. Charming townhome in Oak Pointe, featuring 3 bedrooms, 2.5 baths, smart home technology, and a one-car garage. The kitchen has stainless-steel appliances, quartz countertops, and an island. Upstairs, the primary bedroom offers a walk-in closet and ensuite bath. Enjoy the outdoor living space with a covered lanai. Smart home technology enhances comfort and convenience throughout the home, making it ideal for modern living. * Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features,

$349,990

3 beds2.5 baths1,530 sq ft

3433 Wye Oak Dr, Apopka, FL 32703

Quartz countertops • Walk-in closet • Covered lanai

OPEN TODAY, 12PM TO 5PM

ABOUT THIS HOME
Open House in Winter Garden, FL:
Under Construction. Upon entering the Malibu III, guests are greeted by a grand foyer that leads to a home built for entertaining. The kitchen features an expansive island complemented with granite counter tops, a chef-worthy walk-in pantry, a dining room, and stainless-steel appliances. At 3,500+ square feet, the Malibu III boasts 7 bedrooms, 6.5 bathrooms, a 2nd-floor loft and a gathering room bathed in natural light from the adjacent lanai. The Malibu III includes 2 primary rooms, with one located on the 1st floor. Featuring generous walk-in closets and a bathroom with a double sink vanity, the primary rooms are the perfect oasis for guests to relax and unwind after a long day. Melt away

$805,990

7 beds6.5 baths3,544 sq ft

2371 Sea Rock Rose Trl, Kissimmee, FL 34747

Expansive island • Gathering room • Grand foyer

OPEN TODAY, 1PM TO 3PM3D WALKTHROUGH

ABOUT THIS HOME
Open House in Winter Garden, FL:
Step into a storybook cottage tucked in the heart of Windermere, where history whispers through every room and morning light dances across original 1915 details. Part of the early homestead still remains, giving this home a charm that simply can’t be recreated. The family room feels like a cozy tale come to life with its high ceilings, original wood floors, beadboard ceiling, and brick fireplace—the kind of spot that begs for gatherings, laughter, and quiet evenings by the fire. Sunlight pours through an abundance of windows, making every corner feel warm and cheerful. A sunny dinette awaits weekend breakfasts, while the formal living room offers a refined space for hosting or u

$885,000

2 beds1.5 baths2,115 sq ft

416 Magnolia St, Windermere, FL 34786

Brick fireplace • Sunny dinette • Original wood floors

OPEN TODAY, 2PM TO 4PM

ABOUT THIS HOME
Open House in Winter Garden, FL:
This Polo Park beauty features numerous recent updates, including a new roof and screened room added in 2019, plus a converted, heated and air-conditioned lanai—perfect for year-round enjoyment. Inside, you’ll find a spacious king-size master suite and a comfortably sized guest bedroom with access to an updated second bath. A brand-new air-conditioning unit was installed in 2025 for added peace of mind. Step outside to a backyard graced by a stunning Tabebuia (Pink Trumpet) tree, and enjoy the privacy of having no rear neighbors. The low-maintenance landscaping allows you to spend more time enjoying the vibrant lifestyle of this very active golf community—just minutes from

$229,000

2 beds2 baths1,248 sq ft

Undisclosed address, Davenport, FL 33897

Screened room • Heated lanai • Converted lanai

Property at 12060 Via Caselli Ln, Windermere, FL 34786, 4 beds, 3 baths

$499,999

4 beds3 baths1,786 sq ft

12060 Via Caselli Ln, Windermere, FL 34786

Property at 2804 Roccella Ct, Kissimmee, FL 34747, 4 beds, 3 baths

$399,900

4 beds3 baths1,581 sq ft

2804 Roccella Ct, Kissimmee, FL 34747

Property at 2221 Juniper Berry Dr, Minneola, FL 34715, 4 beds, 2 baths

$465,000

4 beds2 baths1,654 sq ft

2221 Juniper Berry Dr, Minneola, FL 34715

Property at 2442 Magnolia Reserve Rd, Ocoee, FL 34761, 3 beds, 2.5 baths

$384,999

3 beds2.5 baths1,752 sq ft

2442 Magnolia Reserve Rd, Ocoee, FL 34761

Property at 1265 Blarney St, Minneola, FL 34715, 6 beds, 5 baths

$725,000

6 beds5 baths4,732 sq ft

1265 Blarney St, Minneola, FL 34715

Property at 4780 Barbados Loop, Clermont, FL 34711, 3 beds, 2.5 baths

$519,000

3 beds2.5 baths2,662 sq ft

4780 Barbados Loop, Clermont, FL 34711

Property at 2799 Sweet Acacia Dr, Clermont, FL 34711, 4 beds, 2.5 baths

$583,990

4 beds2.5 baths2,529 sq ft

2799 Sweet Acacia Dr, Clermont, FL 34711

Property at 2803 Sweet Acacia Dr, Clermont, FL 34711, 4 beds, 2.5 baths

$574,990

4 beds2.5 baths2,529 sq ft

2803 Sweet Acacia Dr, Clermont, FL 34711

Property at 2782 Sweet Acacia Dr, Clermont, FL 34711, 4 beds, 3 baths

$602,990

4 beds3 baths2,278 sq ft

2782 Sweet Acacia Dr, Clermont, FL 34711

Property at 12136 Canyon Sun Trl, Windermere, FL 34786, 3 beds, 2.5 baths

$525,000

3 beds2.5 baths2,149 sq ft

12136 Canyon Sun Trl, Windermere, FL 34786

Property at 2252 Crossbow St, Clermont, FL 34715, 5 beds, 4 baths

$675,000

5 beds4 baths3,508 sq ft

2252 Crossbow St, Clermont, FL 34715

Property at 714 Siena Palm Dr #102, Kissimmee, FL 34747, 1 bed, 1 bath

$245,000

1 bed1 bath947 sq ft

714 Siena Palm Dr #102, Kissimmee, FL 34747

Property at 3328 Wax Berry Ct, Windermere, FL 34786, 4 beds, 4 baths

$975,000

4 beds4 baths2,636 sq ft

3328 Wax Berry Ct, Windermere, FL 34786

Property at 14347 Crest Palm Ave, Windermere, FL 34786, 4 beds, 3 baths

$1,079,004

4 beds3 baths3,100 sq ft

14347 Crest Palm Ave, Windermere, FL 34786

Based on information submitted to the MLS GRID as of Sun Nov 30 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.

Open Houses in Winter Garden

There are currently 15 open houses for sale in Winter Garden at a median listing price of $650K. 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, 56 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.

More real estate resources for Winter Garden, FL

Neighborhoods

Zip Codes

Nearby Cities

Nearby Cities with Open Houses

Nearby Neighborhoods with Open Houses

More to explore in Winter Garden, FL

How to buy a house in Winter Garden, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.