399 MILLWOOD PLACE
WINTER GARDEN FL 34787
Residential / Single Family Residence
3 Bed · 2 Bath · 1,696 SqFt · $277/SqFt
Days on Market: 3
County: Orange
Legal Subdivision Name: COVINGTON CHASE PH 2A
Year built: 2015
Garage: Yes 2 vehicles
Welcome to this beautifully updated home located in the highly desirable golf cart district of Winter Garden. This property has been thoughtfully renovated inside and out, offering modern upgrades and timeless appeal. The kitchen was fully remodeled in 2024 and features quartz countertops, a high end stove, oven, refrigerator, and microwave, making it perfect for cooking and entertaining. The spacious primary bedroom provides a comfortable retreat, while all rooms feature new carpet installed in 2025. The water heater is only 4 months old, and the roof is just 10 months old, ensuring peace of mind for years to come. Additional ... Read more....»
15326 BEAMLEIGH ROAD
WINTER GARDEN FL 34787
Residential / Single Family Residence
3 Bed · 2 Bath · 1 Half Bath · 1,828 SqFt · $254/SqFt
Days on Market: 5
County: Orange
Legal Subdivision Name: STONE CREEK 44/131
Year built: 2001
Garage: Yes 2 vehicles
Welcome to Winter Garden! This 3-bedroom, 2.5-bath home features an open floor plan with luxury vinyl floors, a modern kitchen with quartz countertops and stainless steel appliances, and a cozy family room with built-ins and LED fireplace. Upstairs offers a versatile loft and split bedrooms for privacy. Enjoy a screened lanai, fenced backyard, and a garage with epoxy flooring, workbench, shelving, and 220-amp EV outlet. Walking distance to Whispering Oaks Elementary and Publix, minutes to Winter Garden Village, Downtown Winter Garden, and Plant Street. Less than 30 minutes to Disney and Universal. Community includes a newly renovated playground.
711 BURCH AVENUE
WINTER GARDEN FL 34787
Residential / Single Family Residence
3 Bed · 2 Bath · 1,154 SqFt · $390/SqFt
Days on Market: 45
County: Orange
Legal Subdivision Name: BURCHSHIRE
Year built: 2003
Garage: No
Welcome to this lovely 3-bedroom, 2-bath home, just minutes from the heart of Downtown Winter Garden. Freshly painted inside and out, with a brand-new kitchen countertop, it feels fresh, modern, and move-in ready. The layout is cozy and practical—perfect for families or anyone looking to enjoy all the charm and convenience of Winter Garden living. One great bonus is the additional room with its own private entrance—perfect for a home office or a guest space. Step outside to your own private backyard retreat, complete with a gazebo that’s ideal for relaxing or entertaining, plus a shed for extra storage. And with shops, ... Read more....»
14804 COSCESTER STREET
WINTER GARDEN FL 34787
Residential / Single Family Residence
3 Bed · 2 Bath · 1 Half Bath · 1,456 SqFt · $295/SqFt
Days on Market: 45
County: Orange
Legal Subdivision Name: BLACK LAKE
Year built: 2025
Garage: Yes 2 vehicles
Welcome to your dream home in the highly sought-after community of Winter Garden! This beautiful New Constitution home with NO HOA maintained 3-bedroom, 2.5- bathroom residence offers the perfect blend of comfort, style, and convenience. Featuring an open-concept layout with abundant natural light, the home boasts a spacious modern kitchen with granite countertops, stainless steel appliances, and a large island perfect for entertaining. The inviting area flows seamlessly to the large backyard, ideal for outdoor gathering or quiet relaxation.The primary suite is a private retreat with a spa-like bathroom, dual vanities, and a walk-in closet. Additional highlights include a formal ... Read more....»
13532 PEARL BEACH STREET
WINTER GARDEN FL 34787
Residential / Single Family Residence
2 Bed · 2 Bath · 1,579 SqFt · $269/SqFt
Days on Market: 1
County: Orange
Complex/CommunityName: DEL WEBB OASIS
Legal Subdivision Name: DEL WEBB OASIS
Year built: 2024
Garage: Yes 2 vehicles
All photos and videos shown are of model homes. All homes are sold unfurnished. Del Webb Oasis offers the famous 55+ lifestyle and a location just minutes away from world-famous Orlando attractions! This world-class, resort-style luxurious boutique community features natural gas single-family and villa homes nestled in wooded conservation. Del Webb Oasis offers an abundance of resort-style amenities with social events and activities centered in the clubhouse and planned by a full-time Lifestyle Director. The amenities include a resort-style zero-entry pool with lap lanes and sun shelf, private poolside cabanas, a spa and outdoor fire pits with fireworks views, a ... Read more....»
18 W VINING STREET
WINTER GARDEN FL 34787
Residential / Single Family Residence
2 Bed · 1 Bath · 948 SqFt · $448/SqFt
Days on Market: 1
County: Orange
Legal Subdivision Name: ELLMAN PARK
Year built: 1938
Garage: No
One or more photo(s) has been virtually staged. Downtown Winter Garden charmer in the Golf Cart District—set on a picturesque brick street, this beautifully updated 2 bedroom, 1 bath home sits on an oversized 0.24-acre lot with approximately 75 feet of frontage. Substantially remodeled in 2019, it blends classic character with modern comfort and welcomes you with a wide front porch perfect for morning coffee and sunset chats. Inside, light-filled living spaces and a smart, flexible layout make the home live larger than its size, and the convenience of an interior laundry with washer and dryer located inside adds everyday ... Read more....»
329 W BAY STREET
WINTER GARDEN FL 34787
Residential / Single Family Residence
2 Bed · 1 Bath · 1,004 SqFt · $418/SqFt
Days on Market: 1
County: Orange
Legal Subdivision Name: LAKE VIEW ADD
Year built: 1946
Garage: Yes 1 vehicles
Investor special or perfect project home just steps from historic Downtown Winter Garden! This 2-bedroom, 1-bath bungalow sits on a generous lot and offers tons of potential for renovation or redevelopment. Bring your vision to life—restore its original charm or reimagine the space entirely. The location can’t be beat—walk or bike to the West Orange Trail, popular shops, restaurants, and the weekly farmers market. With its prime downtown location and solid bones, 329 W Bay Street is a rare opportunity to create your dream home or next investment property in one of Central Florida’s most sought-after communities.
1548 TIVERTON BOULEVARD
WINTER GARDEN FL 34787
Residential / Single Family Residence
3 Bed · 2 Bath · 1,277 SqFt · $313/SqFt
Days on Market: 61
Cumulative Days on Market: 353
County: Orange
Legal Subdivision Name: STONE CRK
Year built: 2003
Garage: Yes 2 vehicles
LOCATION, LOCATION, LOCATION!!! PRICED REDUCTION FOR A QUICK SALE!!!! Charming Home in Desirable Winter Garden. Welcome to 1548 Tiverton Blvd — a beautifully new renovated home in Winter Garden Florida. This property offers the perfect blend of comfort, functionality, and Florida charm. As you step inside, you'll be greeted by a spacious and open floor plan designed for modern living and entertaining. The home features good sized bedrooms, a well-appointed kitchen with modern appliances. Enjoy relaxing mornings or cozy evenings on a large yard. New roof and A/C Located just minutes from historic Downtown Winter Garden, top-rated schools, Winter Garden Village with shopping, ... Read more....»
618 FOSTER AVENUE
WINTER GARDEN FL 34787
Residential / Single Family Residence
3 Bed · 2 Bath · 1,010 SqFt · $371/SqFt
Days on Market: 25
County: Orange
Legal Subdivision Name: WESTCHESTER PLACE
Year built: 1961
Garage: No
Newly renovated INCOME PRODUCING 3-bedroom, 2-bathroom home nestled in the heart of downtown Winter Garden! Hop onto your golf cart or take a few moments' walk towards numerous shops, restaurants, the local farmer's market and all of the other charm that downtown has to offer. This home has been fully renovated with brand new roof, interior paint, luxury vinyl plank flooring, new appliances, stackable washer dryer, granite counter tops, and has an oversized fully fenced yard perfect for entertaining. Great tenant currently in place with a signed lease through 9/1/2026 that is assumable to buyer. Come see it today!
1352 DANIEL COVE DRIVE
WINTER GARDEN FL 34787
Residential / Single Family Residence
3 Bed · 2 Bath · 1,342 SqFt · $265/SqFt
Days on Market: 21
County: Orange
Legal Subdivision Name: DANIEL CROSSING
Year built: 1998
Garage: Yes 2 vehicles
This beautifully maintained 3-bedroom, 2-bath home with a 2-car garage offers the perfect blend of comfort, style, and convenience. Nestled in a quiet and desirable Winter Garden community, this home provides the ideal setting for both relaxation and entertaining.Step inside to discover a bright, open floor plan filled with natural light. The spacious living room flows seamlessly into the dining area and kitchen, making it perfect for gatherings with family and friends. A versatile flex and a cozy breakfast nook for casual dining.The primary suite is a peaceful retreat with a walk-in closet and an en-suite bathroom designed for comfort. ... Read more....»
636 COKE AVENUE
WINTER GARDEN FL 34787
Residential / Single Family Residence
2 Bed · 1 Bath · 914 SqFt · $372/SqFt
Days on Market: 190
County: Orange
Legal Subdivision Name: WESTCHESTER PLACE
Year built: 1952
Garage: Yes 1 vehicles
Updated 2 Bedroom, 1 Bath Home Near Downtown Winter Garden. Welcome to your dream home! This beautifully updated 2-bedroom, 1-bath home is located just minutes from the heart of downtown Winter Garden, Florida. Property Highlights: Fully updated with brand-new cabinetry throughout the home, giving it a sleek, modern look. Stylish bathroom completely renovated with updated fixtures and finishes. New elegant and durable flooring that complements the home's fresh, contemporary design. Freshly painted interior and exterior for a clean, vibrant feel. New roof ensuring peace of mind and energy efficiency. Just minutes away from the charming shops, restaurants, and entertainment of downtown ... Read more....»
271 DANIELS POINTE DRIVE
WINTER GARDEN FL 34787
Residential / Single Family Residence
3 Bed · 2 Bath · 1,300 SqFt · $262/SqFt
Days on Market: 171
County: Orange
Legal Subdivision Name: DANIELS CROSSING
Year built: 1996
Garage: Yes 2 vehicles
Welcome to this beautiful home, perfectly situated in the heart of Winter Garden! This freshly updated property features brand-new flooring and fresh paint, offering a modern and inviting atmosphere. Enjoy the serene pond view from your backyard, with no rear neighbors, ensuring privacy and tranquility. This home is waiting for its owner or investor —a perfect opportunity to make it your own! Located just from shopping centers, and a variety of restaurants, this home offers both convenience and quality living. Don’t miss out on this fantastic opportunity!
338 WINDFORD COURT
WINTER GARDEN FL 34787
Residential / Single Family Residence
3 Bed · 2 Bath · 1,050 SqFt · $314/SqFt
Days on Market: 6
County: Orange
Legal Subdivision Name: PARK AVE ESTATES
Year built: 1996
Garage: Yes 1 vehicles
Discover this move-in ready 3-bedroom, 2-bathroom CBS construction home in Winter Garden, FL, nestled in the highly sought-after Park Avenue Estates community. Just minutes from downtown Winter Garden, award-winning dining, shopping, and the popular farmers market, this home offers the perfect mix of charm and convenience. Featuring a newer roof, a low HOA, and access to a community pool, you’ll enjoy a relaxed lifestyle in one of Central Florida’s most vibrant neighborhoods. The nearby West Orange Trail is perfect for biking, morning runs, or evening strolls surrounded by Florida’s natural beauty. This move-in ready home places you close to everything, from ... Read more....»
515 9TH STREET
WINTER GARDEN FL 34787
Residential / Single Family Residence
3 Bed · 2 Bath · 770 SqFt · $374/SqFt
Days on Market: 7
Cumulative Days on Market: 285
County: Orange
Legal Subdivision Name: MERCHANTS SUB
Year built: 1951
Garage: No
Discover an incredible opportunity just minutes from the vibrant and historic Downtown Winter Garden! This beautifully updated 3 bedroom, 2 bathrooms home is located in an unincorporated area, giving buyers added flexibility and income potential while keeping maintenance simple and affordable. The open layout, modern finishes, and durable features make it an excellent option for first-time homeowners looking for convenience and low upkeep, or investors seeking a smart addition to their portfolio. With close access to major highways, top-rated schools, shopping, dining, and the West Orange Trail, this home combines comfort, location, and opportunity under $290K, making it one of ... Read more....»
1125 LINCOLN TERRACE
WINTER GARDEN FL 34787
Residential / Single Family Residence
3 Bed · 1 Bath · 814 SqFt · $325/SqFt
Days on Market: 10
County: Orange
Legal Subdivision Name: BAY ST PARK
Year built: 1961
Garage: No
**Seller Concessions or Mortgage Rate Buy Down Available* DISCOVER THE SERENE BEAUTY OF THIS STUNNING HOME! GORGEOUS 3-BEDROOM, 1-BATHROOM, 1-CARPORT HOME boasting a SPACIOUS FLOOR PLAN that effortlessly blends functionality with modern style. From the moment you step inside, you’ll be greeted by an OPEN-CONCEPT LIVING AREA filled with NATURAL LIGHT, creating a warm and inviting atmosphere. Cook like a pro in the NEWER KITCHEN featuring NEW QUARTZ COUNTERTOPS and SLEEK STAINLESS STEEL APPLIANCES—perfect for culinary enthusiasts. This home is LOADED WITH UPGRADES, including: New Roof with 30-Year Shingles, New HVAC System, New Laminate Flooring Throughout, Renovated Bathrooms, Fresh ... Read more....»
364 N WEST CROWN POINT ROAD
WINTER GARDEN FL 34787
Residential / Single Family Residence
2 Bed · 1 Bath · 920 SqFt · $271/SqFt
Days on Market: 1
County: Orange
Legal Subdivision Name: LOVELESS & SEWELL ADD
Year built: 1973
Garage: No
Great Opportunity for a solid home on a half acre lot. Two bedrooms with an open floor plan. Lots of upgrades. Near Downtown Winter Garden and all the cafes and shops on Historic Plant Street. Close to the 429, Florida Turnpike, the 408 and 15 minutes to Downtown Orlando. This one will not last. Call for more details.
143 W MORGAN STREET
WINTER GARDEN FL 34787
Residential / Single Family Residence
2 Bed · 1 Bath · 780 SqFt · $186/SqFt
Days on Market: 11
County: Orange
Legal Subdivision Name: G T SMITH SUB 4
Year built: 1940
Garage: No
***PLEASE DO NOT GO SEE HOME WITHOUT AN APPOINTMENT APPROVED BY LISTING AGENT***** Prime Winter Garden Location – Investor special to renovate or build new! Welcome to 143 W Morgan Street in Winter Garden, Florida — a rare opportunity to own a piece of property in one of Central Florida’s most desirable communities. This 2-bedroom, 1-bathroom fixer upper offers 780 sq. ft. of living space on a generous .17-acre lot with no HOA — meaning no fees, no restrictions, and the freedom to truly make it your own. Built in 1940, this single-story residence sits in unincorporated Orange County and is zoned ... Read more....»
The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.
