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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

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
13537 Splashing Isla Drive, Winter Garden image
13537 Splashing Isla Drive, Winter Garden $430,000

Virtually Staged. Welcome home to carefree villa living in the beautiful 55+ community of Del Webb Oasis. Follow a delightful pavered walkway past lush landscaping to re...

  • 3 Beds
  • 2 Baths
  • Del Webb Oasis Ph 2 SubDv.
  • 34787 Zip Code
730 Magnolia Street, Winter Garden image
730 Magnolia Street, Winter Garden $850,000

Under Construction. Virtually Staged. Under Construction. ***NEW CONSTRUCTION LUXURY HOME*** 5 bedrooms / 2.5 bathrooms ***Two-car garage ***Two-story home ***Luxurious ...

  • 5 Beds
  • 3 Baths
  • Winter Gdn Manor SubDv.
  • 34787 Zip Code
740 Magnolia Street, Winter Garden image
740 Magnolia Street, Winter Garden $850,000

Virtually Staged. Under Construction. ***NEW CONSTRUCTION LUXURY HOME*** 5 bedrooms / 2.5 bathrooms ***Two-car garage ***Two-story home ***Luxurious glass entry doors ***...

  • 5 Beds
  • 3 Baths
  • Winter Garden Manor SubDv.
  • 34787 Zip Code
2139 Tillman Avenue, Winter Garden image
2139 Tillman Avenue, Winter Garden $825,000

STOP YOUR SCROLL!!! It's not everyday a GORGEOUS home inside the beautiful gated community of Bronson's Landing is available but this Pool Home offers SO MUCH! This 4 bed...

  • 4 Beds
  • 4 Baths
  • Bronsons Landing SubDv.
  • 34787 Zip Code
14656 Pylon Court, Winter Garden image
14656 Pylon Court, Winter Garden $2,300,000

Welcome to this beautiful lake-view home in the desirable, gated Isles of Lake Hancock community in Horizon West / Winter Garden! This spacious 7-bedroom, 6.5-bathroom ho...

  • 7 Beds
  • 7 Baths
  • Isles/Lk Hancock Ph Iii SubDv.
  • 34787 Zip Code
5705 New Independence Parkway, Winter Garden image
5705 New Independence Parkway, Winter Garden — 5705 $399,900

WELCOME HOME TO 5705 NEW INDEPENDENCE PARKWAY! Discover the perfect blend of COMFORT, CHARM, and RESORT-STYLE LIVING in the highly desirable INDEPENDENCE / SIGNATURE LAKE...

  • 3 Beds
  • 2 Baths
  • Signature Lakes - Phase 2 SubDv.
  • 34787 Zip Code
17361 Bal Harbour Drive, Winter Garden image
17361 Bal Harbour Drive, Winter Garden $689,900

Welcome to this spacious 4-bedroom, 2.5-bath home offering approximately 2,931 square feet in the desirable Waterside at Johns Lake community. The open floor plan feature...

  • 4 Beds
  • 3 Baths
  • Waterside/Johns Lk-Ph 2b SubDv.
  • 34787 Zip Code
15311 Calming Balsam Alley, Winter Garden image
15311 Calming Balsam Alley, Winter Garden $699,900

Shows like a model home! This immaculate 5-bedroom, 4.5-bath home with nearly 3,000 sq ft in Enclave at Hamlin is extensively upgraded with luxury finishes throughout! Ra...

  • 5 Beds
  • 5 Baths
  • Enclave/Hamlin SubDv.
  • 34787 Zip Code
5513 New Independence Parkway, Winter Garden image
5513 New Independence Parkway, Winter Garden $575,000

Nestled in the heart of the desirable Winter Garden, this beautifully updated 3-bedroom, 2-bathroom SALTWATER POOL HOME offers 1,920 square feet of thoughtfully designed ...

  • 3 Beds
  • 2 Baths
  • Independence / Signature Lakes Ph 02 SubDv.
  • 34787 Zip Code
11947 Shine View Lane, Winter Garden image
11947 Shine View Lane, Winter Garden $942,771

Under Construction. Waterleigh presents the Torrey. A two-story all concrete block construction single-family home features 5 bedrooms and 4.5 bathrooms optimizing living...

  • 5 Beds
  • 5 Baths
  • Waterleigh SubDv.
  • 34787 Zip Code
13006 Serene Glade Road, Winter Garden image
13006 Serene Glade Road, Winter Garden $498,900

Winter Garden, Florida | Former Model Home | 3 Bedrooms | 2.5 Bathrooms FORMER MODEL HOME • DESIGNER UPGRADES • WINTER GARDEN THIS ONE WILL GET YOUR BUYERS’ ATTENTI...

  • 3 Beds
  • 3 Baths
  • Serenade/Ovation Ph 1 SubDv.
  • 34787 Zip Code
8943 Lakeshore Pointe Drive, Winter Garden image
8943 Lakeshore Pointe Drive, Winter Garden — Na $639,900

ONE OF THE PRETTIEST LOCATIONS AND VIEWS IN LAKESHORE!! SHOWS BETTER THAN A MODEL WITH TOO MANY UPGRADES TO LIST!!! LOCATION, LOCATION, LOCATION!!! FROM THE TIME YOU ARRI...

  • 3 Beds
  • 3 Baths
  • Lakeshore Preserve Phase I SubDv.
  • 34787 Zip Code
17664 Japonica Bloom Drive, Winter Garden image
17664 Japonica Bloom Drive, Winter Garden $940,000

Virtually Staged. Built in 2025, this Ashton Woods Duval II home in Northlake at Ovation offers 5 bedrooms, 4 full bathrooms, 1 half bathroom, and 3,663 square feet of li...

  • 5 Beds
  • 5 Baths
  • Northlake At Ovation Phase 2 & 3 SubDv.
  • 34787 Zip Code
87 Windtree Lane Unit K, Winter Garden image
87 Windtree Lane Unit K, Winter Garden — 87 $189,000

**Great location, attractive pricing, and plenty of potential in Windtree Gardens Community in Winter Garden ** Tucked away at the back of the community, this private fir...

  • 2 Beds
  • 2 Baths
  • Windtree Gardens Condo Ph 03 SubDv.
  • 34787 Zip Code
15023 Guava Bay Drive, Winter Garden image
15023 Guava Bay Drive, Winter Garden $835,000

Welcome to this beautifully 2021-built home offering 4 bedrooms, 3.5 bathrooms, and versatile living spaces designed for modern Florida living! The first floor features t...

  • 5 Beds
  • 4 Baths
  • Watermark Ph 4a SubDv.
  • 34787 Zip Code
5685 New Independence Parkway, Winter Garden image
5685 New Independence Parkway, Winter Garden — 5685 $464,999

INDEPENDENCE Community! This END unit is nothing like you have ever seen in the neighborhood before!! Offering stylish finishes, thoughtful improvements, and an exception...

  • 3 Beds
  • 3 Baths
  • Signature Lakes, Independence 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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