Winter Garden Homes with Maintenance Free Community Extras

Welcome to Winter Garden, a charming city located in Orange County, Florida. Known for its historic downtown area, Winter Garden offers a perfect blend of small-town charm and modern amenities. Residents enjoy a vibrant community with tree-lined streets, local shops, and delicious dining options.

If you're looking for a home with maintenance-free community extras, Winter Garden has you covered. Imagine coming home to a beautifully landscaped neighborhood where someone else takes care of the yard work. You can spend your weekends relaxing by the pool, playing tennis, or socializing with neighbors without worrying about maintenance tasks.

In Winter Garden, you can find a variety of homes with maintenance-free community extras, perfect for those seeking a hassle-free lifestyle. Whether you prefer a cozy townhome or a spacious single-family residence, there are options to suit every taste and budget.

Experience the convenience and comfort of living in a maintenance-free community in Winter Garden. Explore the available homes and discover the perfect place to call home in this picturesque city in Orange County, Florida.

Newest Winter Garden Homes with Maintenance Free Community Extras

5128 Breezy Acres Street, Winter Garden image

5128 Breezy Acres Street, Winter Garden $859,500

Welcome to your dream home in the highly desirable community of Wincey Groves! This stunning 5-bedroom, 3.5-bath single-family residence, built in 2021, boasts contempora...

5 Beds
4 Baths
Wincey Grvs Ph 2 SubDv.
34787 Zip Code

7301 Wild Blackberry Trail, Winter Garden image

7301 Wild Blackberry Trail, Winter Garden $2,860,000

Virtually Staged. The photo showing Disney fireworks is the only pic that is virtually staged. This beautiful Hancock Lake family friendly home is custom built for maximu...

6 Beds
6 Baths
Signature Lks-Pcl 01d Ph 02 - Independence SubDv.
34787 Zip Code

405 Southern Pecan Circle Unit 108, Winter Garden image

405 Southern Pecan Circle Unit 108, Winter Garden — 405 $249,000 ▼

Welcome to this beautifully maintained 2-bedroom, 2-bath first-floor unit with a 1-car garage, located in the highly desirable gated community of Southern Pines in the he...

2 Beds
2 Baths
Southern Pines Condo SubDv.
34787 Zip Code

14501 Grove Resort Avenue Unit 2703, Winter Garden image

14501 Grove Resort Avenue Unit 2703, Winter Garden $295,000

NEWEST TOWER | TOP FLOOR | FOUNTAIN VIEW This is resort-style living at its absolute finest. This Fountain View Palm Unit in Tower 2 — the newest and most beautifully app...

2 Beds
2 Baths
Grove Residence & Spa Hotel Condo Ii SubDv.
34787 Zip Code

9572 Waterway Passage Drive, Winter Garden image

9572 Waterway Passage Drive, Winter Garden $859,900

Your private Florida retreat awaits in the highly sought-after Waterleigh community of Winter Garden! This beautifully upgraded and move-in-ready D.R. Horton Cresswell of...

4 Beds
4 Baths
Waterleigh Ph 2b SubDv.
34787 Zip Code

15929 Moonlight Bay Street, Winter Garden image

15929 Moonlight Bay Street, Winter Garden $569,000

Property in a prime area right behind the Disney parks that lets you enjoy the parks' fireworks. In an excellent community to live in, just 1 block from one of the commun...

4 Beds
4 Baths
Waterleigh Ph 3b 3c & 3d SubDv.
34787 Zip Code

200 Southern Pecan Circle Unit 104, Winter Garden image

200 Southern Pecan Circle Unit 104, Winter Garden — 200 $290,000 ▼

**Click the Virtual Tour Link for 3-D walk-through tour** Welcome home to this well maintained FIRST FLOOR 3-bedroom, 2-bath condominium in Winter Garden, ideally locate...

3 Beds
2 Baths
Southern Pines SubDv.
34787 Zip Code

8873 Fountain Palm Alley, Winter Garden image

8873 Fountain Palm Alley, Winter Garden — Townhome $565,000

Luxury Toll Brothers End-Unit Townhome in Lakeshore Preserve! This beautifully maintained CICERO Spanish Colonial floorplan offers an open-concept layout with 10' ceiling...

3 Beds
3 Baths
Lakeshore Preserve SubDv.
34787 Zip Code

8150 Red Stopper Lane, Winter Garden image

8150 Red Stopper Lane, Winter Garden — N/A $405,000 ▼

Virtually Staged. VALUE PRICED LUXURY IN SUMMERLAKE! This MOVE-IN-READY, Energy Star Certified townhome offers the perfect blend of style, comfort, luxury and convenience...

3 Beds
3 Baths
Summerlake SubDv.
34787 Zip Code

15725 Sweet Limetta Drive, Winter Garden image

15725 Sweet Limetta Drive, Winter Garden $695,000 ▼

Spacious single-story living in the heart of Horizon West! Offering 2,571 square feet, this beautifully upgraded 3-bedroom, 2.5-bath home features an oversized dedicated...

3 Beds
3 Baths
Highlands/Summerlake Grvs Ph 2 SubDv.
34787 Zip Code

15709 Shorebird Lane, Winter Garden image

15709 Shorebird Lane, Winter Garden $849,900

Welcome to this stunning Toll Brothers Sanibel Spanish Colonial model, where timeless architecture meets modern luxury in the highly sought-after Lakeshore Preserve commu...

4 Beds
4 Baths
Lakeshore Preserve Ph 1 SubDv.
34787 Zip Code

304 Eron Way Unit 2, Winter Garden image

304 Eron Way Unit 2, Winter Garden — 304 $165,900 ▼

Priced to sell!! Gorgeous 2 bedrooms-2 bathrooms Corner property condominium in Winter Garden. Open floorplan with a living/dining room combo. Nice size eat in kitchen wi...

2 Beds
2 Baths
Townhomes Winter Garden SubDv.
34787 Zip Code