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Home › Winter Garden › Latest Listings

Latest Winter Garden Real Estate Listings

Winter Garden is enjoying the hot Florida real estate market. Below are the twenty five newest home listings in Winter Garden. This list updates hourly, so make sure to bookmark this page and check back often.

25 Most Recent Winter Garden Home Listings

665 Canopy Estates Drive, Winter Garden image
665 Canopy Estates Drive, Winter Garden $1,499,900

Virtually Staged. EXCEPTIONAL LUXURY IN THE HEART OF WINTER GARDEN! Welcome to this stunning 5-bedroom, 4.5-bathroom pool home nestled within Canopy Oaks, an exclusive, P...

  • 5 Beds
  • 5 Baths
  • Canopy Oaks Ph 1 SubDv.
  • 34787 Zip Code
8154 Common Teal Court, Winter Garden image
8154 Common Teal Court, Winter Garden $645,000

Virtually Staged. Welcome to 8154 Common Teal Court, a beautiful home in Winter Garden’s sought-after Summerlake community, where comfortable living and thoughtful design...

  • 4 Beds
  • 3 Baths
  • Summerlake Pd Ph 4b SubDv.
  • 34787 Zip Code
Winter Garden image
Winter Garden $239,900

Welcome to Winter Garden! This charming 3-bedroom home offers 815 square feet of comfortable living space and is full of updates. The beautifully renovated kitchen featur...

  • 3 Beds
  • 1 Baths
  • Bay St Park SubDv.
  • 34787 Zip Code
159 9th Street, Winter Garden image
159 9th Street, Winter Garden $369,900

Enjoy the best of Winter Garden living in this beautifully built 2024 home! This property features 3 bedrooms, 2 bathrooms, with 1,188 square feet of thoughtfully designe...

  • 3 Beds
  • 2 Baths
  • Loveless J S Add 01 SubDv.
  • 34787 Zip Code
14347 Braemar Street, Winter Garden image
14347 Braemar Street, Winter Garden $493,000

Built in 2024 by Meritage Homes, this pristine 4-bedroom, 2.5-bathroom bungalow in Horizon West’s Highland Ridge delivers energy-efficient modern living at its finest. Th...

  • 4 Beds
  • 3 Baths
  • Highland Ridge SubDv.
  • 34787 Zip Code
10067 Austrina Oak Loop, Winter Garden image
10067 Austrina Oak Loop, Winter Garden $1,150,000

Welcome home this beautifully renovated 6-bedroom, 5-bathroom home offering 4,305 sq. ft. of stylish living in a desirable Winter Garden community. Features include eleg...

  • 6 Beds
  • 5 Baths
  • Watermark Ph 4 SubDv.
  • 34787 Zip Code
8877 Lakeshore Pointe Drive, Winter Garden image
8877 Lakeshore Pointe Drive, Winter Garden $650,000

Welcome to this stunning, completely remodeled home in beautiful Winter Garden! Offering 4 spacious bedrooms, 3.5 luxurious bathrooms, and a separate guest house. This ex...

  • 4 Beds
  • 4 Baths
  • Lakeshore Preserve Ph 1 SubDv.
  • 34787 Zip Code
8900 Sonoma Coast Drive, Winter Garden image
8900 Sonoma Coast Drive, Winter Garden $745,000

Enjoy resort-style living in Waterleigh, a master-planned community in Horizon West, Winter Garden. This single-story home offers 3 bedrooms, 2 full bathrooms, a half bat...

  • 3 Beds
  • 3 Baths
  • Waterleigh Ph 3b 3c & 3d SubDv.
  • 34787 Zip Code
480 W Plant Street, Winter Garden image
480 W Plant Street, Winter Garden — Na $785,000

In the heart of Historic Downtown Winter Garden, this three-story townhome in Park Place offers a rare blend of architectural character, flexible living spaces, and an ex...

  • 2 Beds
  • 3 Baths
  • Park Place/Winter Garden SubDv.
  • 34787 Zip Code
Winter Garden image
Winter Garden $530,000

Welcome to modern Hamlin living in this beautiful END-UNIT townhome in highly desirable Winter Garden! Built in 2025 and offering 3 bedrooms, 3.5 bathrooms and over 2,000...

  • 3 Beds
  • 4 Baths
  • Parkview At Hamlin SubDv.
  • 34787 Zip Code
13846 Fresh Ivy Street, Winter Garden image
13846 Fresh Ivy Street, Winter Garden $699,000

Beautifully appointed and thoughtfully designed, this home offers an exceptional opportunity to enjoy the Del Webb Oasis lifestyle—with the **seller covering the buyer's ...

  • 2 Beds
  • 3 Baths
  • Del Webb Oasis Ph 3 SubDv.
  • 34787 Zip Code
7183 Summerlake Groves Street, Winter Garden image
7183 Summerlake Groves Street, Winter Garden $465,000

Located in the desirable Horizon West area of Winter Garden, this home features an open floor plan, neutral finishes, and a functional layout designed for comfortable eve...

  • 3 Beds
  • 3 Baths
  • Highlands/Summerlake Grvs Ph 2 SubDv.
  • 34787 Zip Code
5567 Cypress Hill Road, Winter Garden image
5567 Cypress Hill Road, Winter Garden $519,995

Stunning 3-bedroom, 2-bathroom home located in the beautiful and desirable Orchard Hills subdivision of Winter Garden, FL. This home boasts a split bedroom plan, offering...

  • 3 Beds
  • 2 Baths
  • Orchard Hills Ph 2 SubDv.
  • 34787 Zip Code
15633 Panther Lake Drive, Winter Garden image
15633 Panther Lake Drive, Winter Garden $2,395,000

**Organic Modern Design. Intelligently Connected. Effortlessly Luxurious.** Discover extraordinary lakefront living in Winter Garden's Lakeshore Preserve community. Re...

  • 4 Beds
  • 5 Baths
  • Lakeshore Preserve Ph 2 SubDv.
  • 34787 Zip Code
16549 Parable Way, Winter Garden image
16549 Parable Way, Winter Garden $545,000

Virtually Staged. 2023 build new house! Highly desirable Storey Grove community! NO CDD.Low HOA fee! Beautifully maintained 4-bedroom, 3.5-bath home in the highly desira...

  • 4 Beds
  • 4 Baths
  • Storey Grove SubDv.
  • 34787 Zip Code
14501 Grove Resort Avenue Unit 3239, Winter Garden image
14501 Grove Resort Avenue Unit 3239, Winter Garden — Building 3 $165,000

***Amazing opportunity to own a vacation condo at the beautiful Grove Resort and Water Park in Orlando! Ideal for SNOWBIRDS, you can stay in your unit up to 179 nights p...

  • 2 Beds
  • 2 Baths
  • Grove Resort And Spa Hotel Condominium SubDv.
  • 34787 Zip Code
14503 Avenue Of The Rushes, Winter Garden image
14503 Avenue Of The Rushes, Winter Garden $850,000

Pro Pics Coming Soon - 1st time on the market * Welcome to this beautiful and incredibly maintained home offering 4 bedrooms, 3.5 bathrooms, and approximately 3,315 squar...

  • 4 Beds
  • 4 Baths
  • Signature Lakes SubDv.
  • 34787 Zip Code
13055 Sandcastle Drive, Winter Garden image
13055 Sandcastle Drive, Winter Garden $874,990

Step into the Renown, a new construction, single-story home situated within walking distance of the amenity center offering 3 spacious bedrooms, 3 beautifully appointed f...

  • 3 Beds
  • 4 Baths
  • Del Webb Oasis SubDv.
  • 34787 Zip Code
390 Grove Court, Winter Garden image
390 Grove Court, Winter Garden $585,000

LOCATION, LIFESTYLE & CHARM JUST BLOCKS FROM HISTORIC DOWNTOWN WINTER GARDEN! *** NO HOA *** Enjoy the best of Winter Garden living in this ideally located 3-bedroom, 2-b...

  • 3 Beds
  • 2 Baths
  • Westlake Manor 1st Add SubDv.
  • 34787 Zip Code
14492 Sunbridge Circle, Winter Garden image
14492 Sunbridge Circle, Winter Garden $1,060,000

Welcome to the gated community of Bradford Creek in Winter Garden. This luxurious home has 5 bedrooms, 4 bathrooms and a 3-car garage. The kitchen features an over extend...

  • 5 Beds
  • 4 Baths
  • Bradford Crk-Ph Ii SubDv.
  • 34787 Zip Code
15102 Stuttgart Alley, Winter Garden image
15102 Stuttgart Alley, Winter Garden $525,000

Amazing 4 bedroom 2.5 bath home in the Watermark community near the heart of Hamlin off 429. Built in 2020 with 2204sf, this home offers an open floor plan with great st...

  • 4 Beds
  • 3 Baths
  • Watermark Ph 4 SubDv.
  • 34787 Zip Code
14026 Frasier Street, Winter Garden image
14026 Frasier Street, Winter Garden — Meritage Homes $464,900

SELLER OFFERING $10,000 TOWARDS BUYER CLOSING COST WITH AN ACCEPTABLE OFFER!! Welcome to this beautiful 2023-built home in the desirable Highland Ridge community of Winte...

  • 3 Beds
  • 3 Baths
  • Highland Ridge SubDv.
  • 34787 Zip Code
6707 Marmalade Alley, Winter Garden image
6707 Marmalade Alley, Winter Garden — 1 $480,000

Virtually Staged. Virtually Staged. Welcome to modern living in the heart of Winter Garden! This beautifully upgraded 4-bedroom, 3.5-bath corner-unit townhome offers a sp...

  • 4 Beds
  • 4 Baths
  • Hamlin Reserve SubDv.
  • 34787 Zip Code
2010 Boss Hewett Street, Oakland image
2010 Boss Hewett Street, Oakland $1,450,000

Beautiful 2022-built home in Hull Island featuring 5 bedrooms, 4 full bathrooms, approximately 3,781 heated square feet, a private pool, and a two-car garage. Open-concep...

  • 5 Beds
  • 4 Baths
  • Hull Island/Oakland Ph 2 SubDv.
  • 34787 Zip Code
9380 Bolshoi Alley, Winter Garden image
9380 Bolshoi Alley, Winter Garden — 00 $455,000

SELLER PROVIDING UP TO $10,000 TOWARD BUYER CLOSING COSTS! Welcome to this nearly NEW townhome in the heart of highly desirable Horizon West! Built in 2025, this 3-bedroo...

  • 3 Beds
  • 3 Baths
  • Tribute/Ovation SubDv.
  • 34787 Zip Code
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Realtor David MyersDavid Myers
Your Winter Garden
Neighborhood Expert
Call/Text: 407.801.3286
Winter Garden Home Buyers Guide

Winter Garden Areas

  • Downtown Winter Garden
  • Horizon West
  • Oakland
  • Winter Garden Village

Downtown Winter Garden Area Neighborhoods

  • Downtown Winter Garden
  • Brandy Creek
  • Chapin Station
  • Courtlea Oaks
  • Courtlea Park
  • Covington Chase
  • Crown Point Springs
  • Daniels Crossing
  • Fullers Crossing
  • Fullers Landing
  • Heritage Plant Street
  • Island Pointe
  • Kings Bay
  • Lake Cove Pointe
  • Lakeview Reserve
  • Lakeview Village Estates
  • Magnolia Wood
  • McAllister Landing
  • Oakglen Estates
  • Oaks at Brandy Lake
  • Park Place
  • Regal Pointe
  • Stanton Estates
  • Sterling Pointe
  • Timbercreek Pines
  • Traditions
  • Trails Winter Garden
  • Tuscany
  • Walkers Grove
  • Winter Oaks

Winter Garden Village Area Neighborhoods

  • Alexander Ridge
  • Amberleigh
  • Avalon Reserve
  • Avalon Ridge
  • Banana Bay Estates
  • Bay Isle
  • Belle Meade
  • Black Lake Park
  • Black Lake Preserve
  • Bradford Creek
  • Bronsons Landing
  • Canopy Oaks
  • Carriage Pointe
  • Cobblestone
  • Country Lakes
  • Cypress Reserve
  • Daniels Landing
  • Deerfield Place
  • Emerald Ridge
  • Estates Lakeview Preserve
  • Foxcrest
  • Glynwood
  • Grove Park
  • Grovehurst
  • Hickory Hammock
  • Johns Lake Pointe
  • Lake Roberts Landing
  • Lakeview Preserve
  • Orange Cove
  • The Orchard
  • Oxford Chase
  • Regency Oaks
  • Reserve Carriage Pointe
  • Roper Reserve
  • Sanctuary Twin Waters
  • Southern Pines
  • Stone Creek
  • Stoneybrook West
  • Sunset Lakes
  • Tilden Place
  • Twinwaters
  • Waterside
  • Westfield Lakes
  • Windermere Crossing
  • Windward Cay
  • Winter Grove
  • Wintermere Harbor
  • Wintermere Pointe
  • Woodbridge on Green

Horizon West Area Neighborhoods

  • Avalon Cove
  • Cove At Hamlin
  • Del Webb Oasis
  • Enclave at Hamlin
  • Encore at Ovation
  • Hamilton Gardens
  • Hamlin Pointe
  • Hamlin Reserve
  • Hamlin Ridge
  • Hawksmoor
  • Harvest at Ovation
  • Highland Ridge
  • Highlands Summerlake
  • Horizon Isle
  • Independence
  • Isles Of Lake Hancock
  • Lake Hancock Preserve
  • Lakeshore
  • Lakeside at Hamlin
  • Lake Star at Ovation
  • Lakeview Pointe
  • Latham Park
  • Mezzano
  • Northlake at Ovation
  • Orchard Hills
  • Orchard Park
  • Osprey Ranch
  • Overlook At Hamlin
  • Panther View
  • Parkview at Hamlin
  • Ravenna
  • Sanctuary at Hamlin
  • Serenade at Ovation
  • Silverleaf Oaks
  • Silverleaf Reserve
  • Storey Grove
  • Summerlake
  • Summerlake Groves
  • Tribute at Ovation
  • Waterleigh
  • Watermark
  • Westhaven Ovation
  • Wincey Groves
  • Winding Bay

Oakland Area Neighborhoods

  • Deer Island
  • Downtown Oakland
  • Hull Island
  • Johns Cove
  • Johns Landing
  • Lake Apopka Sound
  • Longleaf at Oakland
  • Oakland Hills
  • Oakland Park
  • Oakland Trails
  • Trailside Station
  • Tucker Oaks
  • Verde Park

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Realtor David Myers - Your Orlando Neighborhood Expert

Winter Garden FYI

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Florida Neighborhood Realty Team
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549B Water Street
Celebration, FL 34747
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