Open Houses in Winter Garden, FL

16 homes

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OPEN SAT, 11AM TO 3PM

ABOUT THIS HOME
Open House in Winter Garden, FL:
Welcome to the highly desirable Oakland Trails community, where this exceptional 2019 Meritage Home offers a blend of luxury, convenience, and modern living. Situated just 30 minutes from Orlando’s top attractions like Disney, Universal, and Downtown, this home is perfectly located for both entertainment and tranquility. The Oakland Trails community is known for its top-rated schools, extensive walking and biking trails, a clubhouse, and easy access to the charming Old Town Winter Garden with its array of restaurants, breweries, and shops. The community offers a pool, dog park, and a welcoming atmosphere, all while providing a spacious environment with wide lots and beautiful entryway

$560,000

3 beds2.5 baths2,089 sq ft

2065 White Feather Loop, Oakland, FL 34787

Dog park • Clubhouse • Community pool

OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
Open House in Winter Garden, FL:
Thoughtfully designed with no rear neighbors, this exceptional new construction residence offers timeless elegance, refined craftsmanship, and modern luxury in a setting that feels both private and connected. A welcoming front porch sets the tone for what unfolds inside, where interiors show the attention to detail, featuring curated finishes, wallpaper, and engineered hardwood throughout. The living room and kitchen are seamlessly connected in an open floor plan, creating a sophisticated yet inviting space ideal for both daily living and entertaining. The kitchen is a true centerpiece, featuring a farmer's sink, quartz countertops, a 6-burner KitchenAid gas range and KitchenAid 5-door refr

$995,000

5 beds4.5 baths3,578 sq ft

7650 Tangerine Knoll Loop, Winter Garden, FL 34787

Quartz countertops • No rear neighbors • Bonus room

OPEN SAT, 7PM TO 8PM

ABOUT THIS HOME
Open House in Winter Garden, FL:
MOVE-IN READY | EASY OWNER FINANCING AVAILABLE | FURNITURE NEGOTIABLE WITH PURCHASE Welcome to an exceptional opportunity in the heart of Winter Garden’s highly sought-after Wincey Groves community. This beautifully upgraded Sweetwater model by Dream Finders Homes, built in 2021, offers over 4,700 square feet of refined living space with 7 bedrooms and 4.5 bathrooms, plus two additional flex rooms that can easily convert this home into a 9-bedroom layout. Thoughtfully designed for both everyday comfort and elevated entertaining, this move-in-ready residence delivers a rare combination of space, sophistication, and flexibility in one of Central Florida’s most desirable locatio

$900,000

7 beds4.5 baths4,720 sq ft

5074 Breezy Acres St, Winter Garden, FL 34787

Flexible layout • Dedicated home gym • Private retreat

OPEN SAT, 1PM TO 4PM3D WALKTHROUGH

ABOUT THIS HOME
Open House in Winter Garden, FL:
The Perfect Turnkey Home on A Premium OVERSIZED FENCED CORNER Lot with a private spa/hot tub! Better than NEW 5 Bedroom LENNAR Columbia Model. Why wait months for a new construction when you can own a turnkey, fully upgraded, barely lived in model that’s no longer even available to build? Whether you're looking for a primary residence or a high value investment, this home delivers modern style, thoughtful upgrades, and a layout that works for families, guests, or multi-generational living. This exceptional 5 bedroom, 2.5 bath home offers 2,370 sq. ft. of thoughtfully designed living space, with a first-floor primary suite, and a long list of premium upgrades, up to $65k worth, that

$499,900

5 beds2.5 baths2,370 sq ft

3085 Armstrong Ave, Clermont, FL 34714

Private spa hot tub • Screened in patio • 4,791 sq ft lot

OPEN SAT, 12PM TO 4PM3D WALKTHROUGH

ABOUT THIS HOME
Open House in Winter Garden, FL:
LUXURY RENOVATED 4-BED HOME WITH NEW ROOF + AC — OVERSIZED 3-CAR GARAGE — MOVE-IN READY This beautifully renovated 4-bed, 2.5-bath single-family home in the heart of Winter Garden (34787) is truly move-in ready — offering a luxury 2025 redesign from top to bottom. Located in the highly desirable Golf Cart District, this home sits on a quiet cul-de-sac just minutes from Downtown Winter Garden, Plant Street Market, and the West Orange Trail. The interior features a bright open floor plan with dramatic double-height ceilings, brand-new tile flooring downstairs and durable LVP upstairs, all-new baseboards and trim, and a fully updated 2025 kitchen with stone countertops and

$697,000

4 beds3 baths2,319 sq ft

1005 Chase Dr, Winter Garden, FL 34787

En suite bathroom • Open floor plan • Brand new roof

Property at 14512 Bahama Swallow Blvd, Winter Garden, FL 34787, 4 beds, 4 baths

$610,000

4 beds4 baths2,572 sq ft

14512 Bahama Swallow Blvd, Winter Garden, FL 34787

Property at 15783 Tangerine Dream Ct, Winter Garden, FL 34787, 5 beds, 5 baths

$2,150,000

5 beds5 baths4,478 sq ft

15783 Tangerine Dream Ct, Winter Garden, FL 34787

Property at 6032 Zen Way, Clermont, FL 34714, 3 beds, 2.5 baths

$432,990

3 beds2.5 baths1,782 sq ft

6032 Zen Way, Clermont, FL 34714

Property at 10231 Meadow Brook Dr, Winter Garden, FL 34787, 3 beds, 2 baths

$482,000

3 beds2 baths1,685 sq ft

10231 Meadow Brook Dr, Winter Garden, FL 34787

Property at 15976 Citrus Knoll Dr, Winter Garden, FL 34787, 5 beds, 3.5 baths

$949,000

5 beds3.5 baths2,953 sq ft

15976 Citrus Knoll Dr, Winter Garden, FL 34787

Property at 15693 Kinnow Mandarin Ln, Winter Garden, FL 34787, 4 beds, 3 baths

$440,000

4 beds3 baths2,033 sq ft

15693 Kinnow Mandarin Ln, Winter Garden, FL 34787

Property at 312 N Park Ave, Winter Garden, FL 34787, 3 beds, 2 baths

$600,000

3 beds2 baths1,701 sq ft

312 N Park Ave, Winter Garden, FL 34787

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

$673,690

4 beds3.5 baths2,911 sq ft

3068 Namaste Dr, Clermont, FL 34714

Property at 15669 Citrus Harvest Rd, Winter Garden, FL 34787, 4 beds, 3.5 baths

$940,000

4 beds3.5 baths3,407 sq ft

15669 Citrus Harvest Rd, Winter Garden, FL 34787

Property at 11864 Shine View Ln, Winter Garden, FL 34787, 4 beds, 3.5 baths

$636,075

4 beds3.5 baths2,489 sq ft

11864 Shine View Ln, Winter Garden, FL 34787

Property at 3359 Hanging Tide St, Winter Garden, FL 34787, 4 beds, 4.5 baths

$685,000

4 beds4.5 baths2,920 sq ft

3359 Hanging Tide St, Winter Garden, FL 34787

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OPEN SUN, 2PM TO 5PM

ABOUT THIS HOME
Open House in Winter Garden, FL:
Wonderful 3-bedroom, 2-bathroom home located in a highly desirable and centrally located gated community. This property offers exceptional value with a low HOA fee that includes cable and internet, along with access to a variety of community amenities. The amenities are just steps away and include a lap pool, tennis courts, pickleball, basketball, parks and more! The interior features luxury vinyl plank flooring throughout the main living areas, plush new carpeting in all bedrooms, vaulted ceilings, and plantation shutters on most windows. The kitchen is a chef's delight, equipped with granite countertops, quality KitchenAid stainless steel appliances, and ample cabinet space. Both bathroom

$425,000

3 beds2 baths1,501 sq ft

288 Wescliff Dr, Ocoee, FL 34761

Gated community • Community amenities • Pickleball

OPEN SAT, 12:30PM TO 2:30PM3D WALKTHROUGH

ABOUT THIS HOME
Open House in Winter Garden, FL:
Welcome to this beautifully maintained 4 bedroom, 4 bath home in the desirable Providence Community, located within the top rated Windermere school district. Bright, open living spaces feature 10 foot ceilings, elegant architectural details, and a thoughtful split multigenerational floor plan perfect for everyday living and entertaining. The spacious owner’s suite offers patio access and a spa inspired bath, while the gourmet kitchen shines with granite countertops, stainless steel appliances, solid wood cabinetry, and a breakfast bar that opens to the family room. Enjoy relaxing evenings on the enclosed paver patio and oversized lot. Additional highlights include a three-car garage,

$725,000

4 beds4 baths3,129 sq ft

13649 Zori Ln, Windermere, FL 34786

Solid wood cabinetry • Gourmet kitchen • Enclosed paver patio

OPEN FRI, 11AM TO 2PM3D WALKTHROUGH

ABOUT THIS HOME
Open House in Winter Garden, FL:
Beautifully updated one-story home in Eden Isle, a cozy lakefront community with a private boat ramp in Windermere! This 4-bedroom, 3-bath property boasts a brand-new roof, fresh interior paint, and new carpet in all bedrooms. The open layout offers spacious living areas, while the split-bedroom design provides ample privacy for all, and a versatile layout suitable for life’s everchanging needs. Enjoy an oversized backyard and a large rear covered lanai that is perfect for outdoor entertainment or relaxing in the shade. The home includes a 2-car garage plus an additional 1-car garage, both attached, providing ample storage and parking. Located in a sought-after gated community with a

$649,900

4 beds3 baths2,285 sq ft

6368 Sedona Leaf Ct, Windermere, FL 34786

Gated community • Private boat ramp • Oversized backyard

OPEN SAT, 12PM TO 2PMVIDEO TOUR

ABOUT THIS HOME
Open House in Winter Garden, FL:
MOVE-IN READY and thoughtfully upgraded, this spacious residence is located in the established Windermere Landing community and offers serene pond views, energy-efficient construction, and a flexible layout designed for modern living. From the moment you arrive, recent improvements are immediately apparent, including a FULL INTERIOR REPAINT, NEW LUXURY VINYL PLANK FLOORING throughout the main living areas, and FRESHLY PAINTED CABINETRY, creating a clean and cohesive presentation throughout the home. The exterior showcases a TILE ROOF and stone accents, reflecting durable construction and classic curb appeal. Upon entry, the home opens to a bright and open interior filled with natural light.

$1,225,000

7 beds5 baths4,751 sq ft

6146 Golden Dewdrop Trl, Windermere, FL 34786

Tile roof • Led lighting • Stone accents

OPEN SUN, 1PM TO 4PM3D & VIDEO TOUR

ABOUT THIS HOME
Open House in Winter Garden, FL:
Welcome home to this beautifully updated 4-bedroom, 3.5-bath home with an office that includes a closet, allowing it to be easily used as a 5th bedroom, located in the gated community of Forestbrooke. The first floor features brand-new luxury vinyl flooring, volume ceilings, and crown molding. The spacious kitchen offers an oversized island, 42" solid wood cabinets with dovetail drawers, solid surface countertops, breakfast bar, and stainless steel appliances, opening to the family room—perfect for entertaining. The first-floor primary suite includes dual walk-in closets, patio access, and a spa-like bath with dual vanities, jetted tub, and separate shower. Upstairs features new

$614,900

5 beds3.5 baths3,814 sq ft

3278 Fawnwood Dr, Ocoee, FL 34761

Gated community • Solid wood cabinets • Oversized island

OPEN SAT, 11AM TO 1PM3D WALKTHROUGH

ABOUT THIS HOME
Open House in Winter Garden, FL:
Welcome to this well-appointed 3-bedroom, 2-bath, single-story home featuring a bright open and split floor plan designed for comfort, privacy, and effortless entertaining. The home offers high ceilings, a spacious living area, and a large pantry, creating both function and flow throughout. A 2-car garage and interior laundry room add everyday convenience. Step outside to your private screened-in pool oasis, complete with a covered lounging area, perfect for relaxing or hosting guests year-round. A new roof provides peace of mind, while low HOA fees make this home an exceptional value. Residents enjoy access to community amenities including a community pool, tennis courts, and basketball co

$339,900

3 beds2 baths1,583 sq ft

206 Rochester Loop, Davenport, FL 33897

Open floor plan • Community pool • Tennis courts

Property at 3823 Ryegrass St, Clermont, FL 34714, 3 beds, 2 baths

$385,000

3 beds2 baths1,753 sq ft

3823 Ryegrass St, Clermont, FL 34714

Property at 770 Siena Palm Dr #203, Kissimmee, FL 34747, 1 bed, 1 bath

$256,000

1 bed1 bath792 sq ft

770 Siena Palm Dr #203, Kissimmee, FL 34747

Property at 908 Yew Ct, Kissimmee, FL 34747, 3 beds, 3 baths

$879,000

3 beds3 baths2,149 sq ft

908 Yew Ct, Kissimmee, FL 34747

Property at 614 Challenger Ave, Davenport, FL 33897, 2 beds, 2 baths

$229,000

2 beds2 baths1,248 sq ft

614 Challenger Ave, Davenport, FL 33897

Property at 16707 Broadford Ln, Clermont, FL 34714, 4 beds, 2.5 baths

$410,000

4 beds2.5 baths2,211 sq ft

16707 Broadford Ln, Clermont, FL 34714

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 6947 Cucamelon Ct, Windermere, FL 34786, 5 beds, 5.5 baths

$999,000

5 beds5.5 baths3,680 sq ft

6947 Cucamelon Ct, Windermere, FL 34786

Property at 501 E Oakland Ave, Winter Garden, FL 34787, 4 beds, 3.5 baths

$875,000

4 beds3.5 baths3,448 sq ft

501 E Oakland Ave, Winter Garden, FL 34787

Property at 1211 Challenger Ave, Davenport, FL 33897, 3 beds, 2 baths

$339,000

3 beds2 baths1,414 sq ft

1211 Challenger Ave, Davenport, FL 33897

Property at 791 Wolf Creek St, Clermont, FL 34711, 2 beds, 2 baths

$315,000

2 beds2 baths1,256 sq ft

791 Wolf Creek St, 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 2995 Sanctuary Dr, Clermont, FL 34714, 4 beds, 2.5 baths

$540,000

4 beds2.5 baths2,425 sq ft

2995 Sanctuary Dr, Clermont, FL 34714

Based on information submitted to the MLS GRID as of Thu Jan 01 2026. 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 16 open houses for sale in Winter Garden at a median listing price of $642K. 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 68 days and receive 2 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, 48 homes have been sold in Winter Garden. In addition to houses in Winter Garden, there were also 19 condos, 27 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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