50 Newest Listings - Homes For Sale In Winter Garden FL.

Virtually Staged. Prime North Winter Garden Location with Lake Apopka Views! This solidly built block home offers an ideal combination of location, updates, flexible outd...

3 Beds
2 Baths
Westlake Manor 1st Add SubDv.
34787 Zip Code

10625 Atwater Bay Drive, Winter Garden image

10625 Atwater Bay Drive, Winter Garden $590,000

Virtually Staged. The appeal isn’t just the house—it’s the lifestyle that comes with the community. Welcome to 10625 Atwater Bay Drive, Winter Garden, FL 34787, where co...

4 Beds
3 Baths
Waterleigh Ph 2d SubDv.
34787 Zip Code

7921 Iceland Gull Street, Winter Garden image

7921 Iceland Gull Street, Winter Garden $510,000

Welcome home to this freshly painted, charming Craftsman- inspired residence offering 2193 square feet of thoughtfully designed living space in one of Winter Garden's mos...

3 Beds
3 Baths
Summerlake Pd Ph 1b-A Rep SubDv.
34787 Zip Code

2039 Harbor Cove Way, Winter Garden image

2039 Harbor Cove Way, Winter Garden $730,000

Welcome home to this one-story pool home situated on an oversized lot that overlooks a pond! ***NEW WINDOWS, NEW COMMODES, 2022 ROOF, 2020 SMART POOL*** Tucked into the b...

4 Beds
3 Baths
Wintermere Harbor Ph 02 48 21 SubDv.
34787 Zip Code

15526 Mango Isle Street, Winter Garden image

15526 Mango Isle Street, Winter Garden $777,000

PRIVATE HEATED POOL & SPA with panoramic screen enclosure on premium pond front lot. Welcome home to 15526 Mango Isle Street, a stunning single-story home nestled in the...

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

17425 Water Hemlock Road, Winter Garden image

17425 Water Hemlock Road, Winter Garden $814,990

Under Construction. Welcome to this stunning new construction home at Lake Star At Ovation in Winter Garden, FL. Built by M/I Homes, this 2-story home offers 2,753 square...

4 Beds
3 Baths
Lake Star At Ovation SubDv.
34787 Zip Code

17431 Water Hemlock Road, Winter Garden image

17431 Water Hemlock Road, Winter Garden $789,990

Under Construction. Welcome to this stunning new construction home located at Lake Star At Ovation in Winter Garden, FL. Built by M/I Homes, this 2-story home offers 2,34...

4 Beds
3 Baths
Lake Star At Ovation SubDv.
34787 Zip Code

17419 Water Hemlock Road, Winter Garden image

17419 Water Hemlock Road, Winter Garden $939,990

Under Construction. Welcome to this stunning new construction home at Lake Star At Ovation, Winter Garden, FL. Built by M/I Homes, this 2-story home offers 3,610 square f...

5 Beds
4 Baths
Lake Star At Ovation SubDv.
34787 Zip Code

17937 Lake Star Road, Winter Garden image

17937 Lake Star Road, Winter Garden $889,990

Under Construction. Welcome to this stunning new construction home by M/I Homes, located at Lake Star At Ovation in Winter Garden, Florida. This 2-story home offers 3,032...

4 Beds
4 Baths
Lake Star At Ovation SubDv.
34787 Zip Code

17943 Lake Star Road, Winter Garden image

17943 Lake Star Road, Winter Garden $949,990

Under Construction. Welcome to your new home at 17955 Lake Star Road in Winter Garden, a thoughtfully designed quick move-in opportunity ready when you are! This beautifu...

5 Beds
5 Baths
Lake Star At Ovation SubDv.
34787 Zip Code

17322 Beachgrass Alley, Winter Garden image

17322 Beachgrass Alley, Winter Garden $669,990

Under Construction. Welcome to 17322 Beachgrass Alley in Winter Garden, Florida: a beautifully crafted new construction home built by M/I Homes. This 2-story single-famil...

4 Beds
4 Baths
Lake Star At Ovation SubDv.
34787 Zip Code

502 Palm Drive, Winter Garden $719,500

Experience the perfect blend of comfort, charm, and functionality in this beautiful Winter Garden home! Featuring 4 bedrooms and 2.5 baths, this spacious residence offers...

4 Beds
3 Baths
Winter Garden Shores Rep SubDv.
34787 Zip Code

14145 Creekbed Circle, Winter Garden image

14145 Creekbed Circle, Winter Garden $739,000

Welcome to your ideal Florida sanctuary at 14145 Creekbed Cir! Nestled in the highly sought-after, gated community of Bradford Creek in Winter Garden, this stunning, 4-be...

4 Beds
4 Baths
Bradford Creek SubDv.
34787 Zip Code

7608 Summerlake Groves St, Winter Garden image

7608 Summerlake Groves St, Winter Garden $590,000

Prepare to be impressed with this beautiful 5-bedroom, 3-bathroom home with an attached rear load 2 car garage. This former model home features on open concept floor plan...

5 Beds
3 Baths
Panther View SubDv.
34787 Zip Code

113 W Division Street, Winter Garden image

113 W Division Street, Winter Garden $469,900

Fully Renovated and Move-In Ready! This beautiful 4-bedroom, 2-bath home features a spacious open-concept layout with bright and modern living areas. The designer kitche...

4 Beds
2 Baths
Winter Garden Shores Rep SubDv.
34787 Zip Code

16795 Turtle Hatch Drive, Winter Garden image

16795 Turtle Hatch Drive, Winter Garden $1,249,990

Beyond the gates of Waterside at Johns Lake, where tranquil lakefront living meets the energy of Winter Garden, 16795 Turtle Hatch Drive invites you into a home designed ...

5 Beds
5 Baths
Waterside/Johns Lake Ph 1 SubDv.
34787 Zip Code

9982 Beach Port Drive, Winter Garden image

9982 Beach Port Drive, Winter Garden $825,000

4 Beds
4 Baths
Waterleigh Ph 2c-2 & 2c-3 SubDv.
34787 Zip Code

1374 Viscaya Cove Boulevard, Winter Garden image

1374 Viscaya Cove Boulevard, Winter Garden $545,000

Beautiful 2021-built home in highly desirable Winter Garden! This spacious two-story residence offers 4 bedrooms, 3.5 baths, and approximately 2,492 square feet of living...

4 Beds
4 Baths
Waterside/Johns Lake Ph 2c SubDv.
34787 Zip Code

15124 Lemon Peel Alley, Winter Garden image

15124 Lemon Peel Alley, Winter Garden $627,500

Welcome to 15124 Lemon Peel Aly, a beautifully upgraded two-story home in desirable Winter Garden offering approximately 2,500 square feet of thoughtfully designed living...

4 Beds
4 Baths
Hamlin Reserve SubDv.
34787 Zip Code

526 First Cape Coral Drive, Winter Garden image

526 First Cape Coral Drive, Winter Garden $1,089,000

Welcome to an exceptional Winter Garden residence where modern luxury, thoughtful design, and resort-style living come together in one truly unique home. This extensiv...

4 Beds
5 Baths
Black Lake Park Ph 01 SubDv.
34787 Zip Code

735 Hurley Drive, Winter Garden $489,000

Single family residence

3 Beds
2 Baths
Orange Cove SubDv.
34787 Zip Code

16260 Silver Grove Blvd, Winter Garden image

16260 Silver Grove Blvd, Winter Garden $978,000

Welcome to a beautifully maintained home offering modern style, thoughtful design, and comfortable everyday living. The bright, open layout features a gourmet kitchen wit...

5 Beds
5 Baths
Silverleaf Reserve/Hamlin Ph 2 SubDv.
34787 Zip Code

8001 Pond Apple Drive, Winter Garden image

8001 Pond Apple Drive, Winter Garden $785,000

FIRST TIME EVER OFFERED FOR SALE BY THE ORIGINAL OWNER! This exceptional five-bedroom, three-bath residence with a dedicated office, expansive bonus room and three-car ta...

5 Beds
3 Baths
Summerlake SubDv.
34787 Zip Code

14567 Cedar Hill Drive, Winter Garden image

14567 Cedar Hill Drive, Winter Garden $1,199,000

HAVE YOU BEEN SEARCHING FOR A 5-BEDROOM HOME with a DEDICATED OFFICE, PRIVATE THEATER/MEDIA ROOM, TWO BONUS SPACES, and nearly 5,000 SQUARE FEET—but it just hasn’t been t...

5 Beds
4 Baths
Orchard Hills Ph 1 SubDv.
34787 Zip Code

2108 Tillman Avenue, Winter Garden image

2108 Tillman Avenue, Winter Garden $849,000

Welcome home to 2108 Tillman Avenue, a beautifully maintained Mediterranean-style pool home located in the sought-after gated community of Bronson’s Landing in Winter Gar...

5 Beds
4 Baths
Bronson's Landing SubDv.
34787 Zip Code

5887 Cypress Hill Road, Winter Garden image

5887 Cypress Hill Road, Winter Garden $475,000

Welcome to 5887 Cypress Hill Rd, a beautifully maintained 3-bedroom, 2.5-bath home located in the highly desirable Orchard Hills community of Winter Garden. Built in 2017...

3 Beds
3 Baths
Orchard Hills Ph 4 SubDv.
34787 Zip Code

13360 Sunny Retreat Lane, Winter Garden image

13360 Sunny Retreat Lane, Winter Garden $595,000

Virtually Staged. Virtually Staged. Best value on Wel Webb Oasis . Experience the renowned 55+ lifestyle at Del Webb Oasis, a world-class, resort-style boutique communit...

3 Beds
2 Baths
Del Webb Oasis SubDv.
34787 Zip Code

11006 Robert Frost Drive, Winter Garden image

11006 Robert Frost Drive, Winter Garden $629,000

Welcome to this beautifully maintained 4 bedroom, 3 bathroom corner lot home in the desirable Storey Grove community of Winter Garden. Built in 2021 and thoughtfully fini...

4 Beds
3 Baths
Storey Grove Ph 3 SubDv.
34787 Zip Code

13112 Dendy Way, Winter Garden $825,000

Welcome to luxury living in the heart of Horizon West! This stunning Santa Fe floorplan by K. Hovnanian Homes perfectly blends rustic charm with modern elegance, offering...

5 Beds
4 Baths
Horizon Isle SubDv.
34787 Zip Code

2204 Romanum Drive, Winter Garden $549,000

Welcome to this beautifully maintained and thoughtfully decorated 4-bedroom, 3-bathroom, single-story family home in the quiet and highly sought-after Alexander Ridge nei...

4 Beds
3 Baths
Alexander Ridge SubDv.
34787 Zip Code

14776 Magnolia Ridge Loop, Winter Garden image

14776 Magnolia Ridge Loop, Winter Garden $849,900

Welcome to your Dream home with a private Pool, located in Orchard Hills Community! This stunning residence perfectly blends elegance, comfort, and functionality in Winte...

4 Beds
4 Baths
Orchard Hills Ph 3 SubDv.
34787 Zip Code

12728 Charmed Drive, Winter Garden image

12728 Charmed Drive, Winter Garden $835,000

Virtually Staged. 2024 CONSTRUCTION • FIRST-FLOOR BEDROOM & FULL BATH • NO CARPET • SCHOOLS APPROXIMATELY 0.2 MILES AWAY • MINUTES FROM DISNEY• WHOLE HOUSE WATER SOFTENER...

5 Beds
5 Baths
Waterleigh Phases 4b And 4c SubDv.
34787 Zip Code

2471 Sky Stone Court, Oakland $559,000

Welcome to 2471 Skystone Ct, located in the desirable Oakland area! This spacious two-story home offers a thoughtfully designed floor plan with 4 bedrooms, 3.5 bathrooms,...

4 Beds
3 Baths
Oakland Trls Ph 1 SubDv.
34787 Zip Code

9357 Jaywood Road, Winter Garden $489,000

Welcome to this charming single story home in Waterleigh, offering 3 bedrooms, 2 bathrooms, and a bright, open concept layout designed for comfortable living and effortle...

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

17418 Honeybell Tangelo Court, Winter Garden image

17418 Honeybell Tangelo Court, Winter Garden $829,000

Under Construction. Near Walt Disney World Theme Parks! Welcome to the Eliot plan, a luxurious new home offering a perfect blend of elegance, comfort, and functionality w...

4 Beds
4 Baths
Northlake At Ovation SubDv.
34787 Zip Code

13235 Spring Grove Way, Winter Garden image

13235 Spring Grove Way, Winter Garden $595,000

Welcome to 13235 Spring Grove Way, a beautifully maintained, newer-construction home ideally situated in the heart of Horizon West. Built in 2021, this thoughtfully desig...

3 Beds
2 Baths
Encore/Ovation Ph 2 SubDv.
34787 Zip Code

2716 Gorst Rd, Winter Garden $859,000

Welcome to 2716 Gorst Rd, a spacious 5-bedroom, 5-bathroom pool home in the sought-after StoneyBrook West community in Winter Garden, offering beautiful water views from ...

5 Beds
5 Baths
Stoneybrook West Ut 4`` SubDv.
34787 Zip Code

2017 Portcastle Circle, Winter Garden image

2017 Portcastle Circle, Winter Garden $410,000

Location, location, location! Great opportunity to purchase a two-story 3/2.5 with a loft on the second floor and a fully fenced-in yard. The bright and functional floor...

3 Beds
3 Baths
Stone Crk A-1 & A-2 SubDv.
34787 Zip Code

7179 Spring Park Drive, Winter Garden image

7179 Spring Park Drive, Winter Garden $535,000

Located in the vibrant Lakeview Pointe community within Horizon West, this model-like 4-bedroom with a 2-car detached garage perfectly combines the best location with sop...

4 Beds
3 Baths
Lakeview Pointe/Horizon West P SubDv.
34787 Zip Code

1009 Spring Loop Way, Winter Garden image

1009 Spring Loop Way, Winter Garden $475,000

Welcome to a home where the Florida lifestyle takes center stage. Tucked within the established Crown Point Springs community on a spacious corner lot, this is the kind o...

3 Beds
2 Baths
Crown Point Spgs SubDv.
34787 Zip Code

217 Harbor Drive, Winter Garden $515,000

A rare opportunity in downtown Winter Garden awaits! This beautifully maintained 3 bedroom, 2 bathroom home presents a chance to enjoy the vibrant lifestyle of downtown W...

3 Beds
2 Baths
Harbor SubDv.
34787 Zip Code

13355 Sunny Retreat Lane, Winter Garden image

13355 Sunny Retreat Lane, Winter Garden $899,000

Virtually Staged. Welcome home! The neighbors call this one of the best kept secrets in Oasis. One of the few homes in the community that have an amazing view of the Disn...

3 Beds
3 Baths
Del Webb Oasis SubDv.
34787 Zip Code

1750 Standing Rock Circle, Oakland image

1750 Standing Rock Circle, Oakland $640,000

Welcome to this energy efficient two story home built in 2020, ideally located in the highly desirable Town of Oakland with direct access to the West Orange Trail and exc...

4 Beds
3 Baths
Oakland Trails SubDv.
34787 Zip Code

301 Valencia Court, Winter Garden $750,000

Welcome to 301 Valencia Ct., a well maintained 4bedroom 2.5 bath home situated on a large, beautifully landscaped lot with mature trees and established landscaping in des...

4 Beds
3 Baths
Valencia Shores SubDv.
34787 Zip Code

7278 Twilight Bay Drive, Winter Garden image

7278 Twilight Bay Drive, Winter Garden $599,000

This inviting split floor plan gives everyone space to unwind in comfort. The gourmet kitchen—complete with a central island—makes cooking effortless and flows seamlessly...

4 Beds
2 Baths
Lakeview Pointe/Horizon West Ph SubDv.
34787 Zip Code

14751 Field Daisy Drive, Winter Garden image

14751 Field Daisy Drive, Winter Garden — Taylor Morrison $560,000

Under Construction. What's Special: Close to Amenities | Flat Lot | Dedicated Home Office | Low HOA Dues. New Construction - November Completion! Welcome to the Ashwood a...

3 Beds
3 Baths
Harvest At Ovation SubDv.
34787 Zip Code

16050 Honey Harvest Street, Winter Garden image

16050 Honey Harvest Street, Winter Garden — Taylor Morrison $560,000 ▲

Under Construction. What's Special: Flat Lot | 3 Full Baths | Bonus Room. New Construction – November Completion! Welcome to the Ashwood at 16050 Honey Harvest Street in ...

3 Beds
4 Baths
Harvest At Ovation SubDv.
34787 Zip Code

15873 Gem View Street, Winter Garden image

15873 Gem View Street, Winter Garden — Del Webb $419,000

Affordable luxury in Winter garden! Welcome to one of Central Florida's premier 55+ communities. This beautifully appointed Ellenwood villa offers 2 bedrooms, 2 baths ea...

2 Beds
2 Baths
Del Webb Oasis Ph 3 SubDv.
34787 Zip Code

393 Lake Amberleigh Drive, Winter Garden image

393 Lake Amberleigh Drive, Winter Garden $600,000

Welcome to a home that feels as inviting as it is impressive, tucked into the quaint gated community of Amberleigh, just minutes from the charm of historic Downtown Winte...

3 Beds
3 Baths
Amberleigh SubDv.
34787 Zip Code

2491 Prairie View Drive, Winter Garden image

2491 Prairie View Drive, Winter Garden $925,000

5 bedrooms. 3 full baths. Nearly 3,740 SF. 3-car garage. Private screened pool. Gated community. Newer roof and A/C. Minutes from Winter Garden Village, AdventHealth, SR-...

5 Beds
3 Baths
Wintermere Pointe Ph 02 46/141 SubDv.
34787 Zip Code

Winter Garden Homes for Sale, Florida Real Estate & Community Guide

Winter Garden Homes for Sale

Searching for homes for sale in Winter Garden, Florida? You've found one of Central Florida's most sought-after communities. Located just west of Orlando, Winter Garden combines historic charm, award-winning parks, top-rated schools, luxury communities, and easy access to major attractions including Walt Disney World.

Whether you're looking for a luxury lakefront estate, a new construction home in Horizon West, a family-friendly neighborhood near top schools, or a downtown bungalow within walking distance of restaurants and entertainment, Winter Garden offers options for every lifestyle and budget.

Browse all Winter Garden homes for sale below and contact Paul Baker for expert local guidance and private home tours.

Why Buyers Love Winter Garden

Winter Garden has become one of the fastest-growing and most desirable cities in Florida. The city offers a unique blend of small-town charm and modern development, making it attractive to families, retirees, professionals, and investors alike.

Residents enjoy:

Historic Downtown Winter Garden
The West Orange Trail
Excellent schools
New construction communities
Easy access to SR-429 and Florida Turnpike
Proximity to Disney and Universal
Waterfront living opportunities
Family-friendly parks and recreation

The city consistently attracts homebuyers looking for a higher quality of life while remaining close to Orlando's employment centers and attractions. Winter Garden continues to be one of the strongest real estate markets in Central Florida.

Popular Winter Garden Communities

Waterleigh

One of Horizon West's premier master-planned communities featuring resort-style amenities, multiple clubhouses, fitness centers, lakes, trails, and highly rated schools.

Hawksmoor

Known for beautiful architecture, community pools, parks, and convenient access to Horizon West shopping and dining.

Watermark

Offers luxury homes, resort amenities, and a prime location near Disney and Hamlin Town Center.

Lakeshore Preserve

A gated lakefront community featuring upscale homes and waterfront views.

Overlook at Hamlin

Popular among buyers seeking newer homes close to Hamlin's shopping, restaurants, and entertainment.

Stoneybrook West

One of Winter Garden's most established gated golf communities featuring large homes, recreational amenities, and waterfront properties.

Independence

A master-planned community known for extensive amenities, parks, walking trails, and access to Lake Hancock.

New Construction Homes in Winter Garden

Winter Garden remains one of the most active new construction markets in Florida. Buyers can choose from nationally recognized builders offering modern floor plans, energy-efficient features, and warranty protection.

Popular builders include:

Toll Brothers
Pulte Homes
Ashton Woods
Taylor Morrison
Dream Finders Homes
Meritage Homes
D.R. Horton
K. Hovnanian Homes

Working with a Realtor during the new construction process can help buyers compare communities, negotiate incentives, and avoid costly mistakes.

Living in Winter Garden, Florida

Winter Garden offers something few Florida cities can match: a true sense of community.

Historic Downtown Winter Garden hosts weekly farmers markets, live entertainment, seasonal festivals, local restaurants, breweries, and boutique shopping. Residents enjoy year-round outdoor activities thanks to Florida's warm climate and the city's extensive park system.

The West Orange Trail runs directly through downtown and provides miles of walking, jogging, and cycling opportunities.

Families are attracted by highly regarded schools and the growing Horizon West area, which continues to add new shopping centers, restaurants, healthcare facilities, and recreational amenities.

With easy access to Orlando, Disney, major highways, and Orlando International Airport, Winter Garden continues to attract homebuyers from across the country.

Winter Garden Real Estate Market

The Winter Garden real estate market remains one of Central Florida's most desirable locations. Home values have remained strong due to continued population growth, limited land availability, strong school districts, and ongoing commercial development throughout Horizon West.

Homebuyers can find:

Whether you're purchasing your first home or upgrading to a luxury property, Winter Garden offers opportunities in nearly every price range.

Why Work With Paul Baker

When buying or selling a home in Winter Garden, local expertise matters.

Paul Baker specializes in Winter Garden, Horizon West, Clermont, Windermere, and surrounding Central Florida communities. Clients benefit from:

Local market expertise
New construction guidance
Community-specific knowledge
Personalized home searches
Strong negotiation skills
Fast response times
Access to the newest listings

For private tours, market reports, or assistance buying and selling real estate in Winter Garden, contact Paul Baker today.

Call or Text: 407-902-3188

Frequently Asked Questions

Is Winter Garden a good place to live?

Yes. Winter Garden consistently ranks among Central Florida's most desirable cities because of its schools, amenities, community atmosphere, and location.