Winter Garden, FL Homes

/59
$149,900 Pending
- 3 Beds
- 2 Baths
- 1,360 Sq Ft
14236 El Pico St Unit 4208, Winter Garden, FL 34787

SELLER MOTIVATED--Welcome to the vibrant lifestyle you've earned! This charming 3-bedroom, 2-bathroom home is in a highly sought-after all-age community in Winter garden, offering the perfect blend of comfort and convenience. Imagine being just 5 miles from the magic of Walt Disney World - ideal for visiting family or enjoying a spontaneous day out! Enjoy true peace of mind with key updates

Lisa Dobbs LISA DOBBS LLC

14236 El Pico St Unit 4208, Winter Garden, FL 34787
/20
$2,880 per month
- 3 Beds
- 2.5 Baths
- 2,184 Sq Ft
- House for Rent
14434 Whittridge Dr, Winter Garden, FL 34787

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2939.90. That covers your base rent, $2880.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Smart

14434 Whittridge Dr, Winter Garden, FL 34787
/2
$625,000 Sold Jul 23, 2025

6275 Hamlin Reserve Blvd, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,410 Sq Ft
- Built 2017
Last Sold Summary
- 7% Below List Price
- $259/SF
- 220 Days On Market
Current Estimated Value $618,486

Last Listing Agent Elle Probst EXP REALTY LLC

6275 Hamlin Reserve Blvd, Winter Garden, FL 34787

/12
Est $546,710 Not Listed For Sale

10187 Shallow Water Dr, Winter Garden, FL 34787
- 3 Beds
- 3 Baths
- 2,040 Sq Ft
- Built 2018
10187 Shallow Water Dr, Winter Garden, FL 34787

Last Sold Summary
- $267/SF
- 43 Days On Market
Last Sold Price $545,000

Last Listing Agent Elle Probst EXP REALTY LLC

/2
$1,029,335 Pending
- 6 Beds
- 4 Baths
- 4,222 Sq Ft
15261 Maritime Pine Dr, Winter Garden, FL 34787

One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington with Bonus! This stunning two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative

Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

15261 Maritime Pine Dr, Winter Garden, FL 34787
/27
$2,825 per month
- 3 Beds
- 2.5 Baths
- 1,670 Sq Ft
- Townhouse for Rent
15493 Bay Bridge St, Winter Garden, FL 34787

Welcome to 15493 Bay Bridge St, a beautiful modern townhome located in the desirable Tribute at Ovation community in Winter Garden. This thoughtfully designed floor plan features an open-concept main level with a spacious living area, dining space, and a stylish kitchen ideal for both daily living and entertaining. Upstairs, the comfortable bedrooms include a private primary suite with ample

Ashley Porto GLASSTONE GROUP INC

15493 Bay Bridge St, Winter Garden, FL 34787
/2
$500,000 Sold Aug 29, 2025

519 Hearthglen Blvd, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 3,009 Sq Ft
- Built 2007
Last Sold Summary
- 20% Below List Price
- $166/SF
- 137 Days On Market
Current Estimated Value $548,778

Last Listing Agent Lauren Graham COLDWELL BANKER HUBBARD HANSEN

519 Hearthglen Blvd, Winter Garden, FL 34787

/2
Est $686,678 Not Listed For Sale

10145 Beach Port Dr, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 2,840 Sq Ft
- Built 2018
10145 Beach Port Dr, Winter Garden, FL 34787

Last Sold Summary
- 1% Above List Price
- $239/SF
- 89 Days On Market
Last Sold Price $680,000

Last Listing Agent Warren Davis, PA CENTURY 21 CARIOTI

/19
$589,000
- 4 Beds
- 3.5 Baths
- 2,477 Sq Ft
16137 Wind View Ln, Winter Garden, FL 34787

Price Improvement! This beautiful home offers the best value in the neighborhood with a perfect balance of comfort, style and convenience in one of Winter Garden's most sought-after communities-Waterleigh....offering the best resort-like amenities in all of Winter Garden!A preferred lender credit of up to $2,000 toward buyer's closing costs is being offered. This 4 Bedroom, 3.5 Bathroom

leslie weeks IRON VALLEY REAL ESTATE CENTRAL FLORIDA

16137 Wind View Ln, Winter Garden, FL 34787
/20
$2,666 per month
- 2 Beds
- 2 Baths
- 1,192 Sq Ft
- Condo for Rent
9223 Vintage Hills Way Unit 5208, Winter Garden, FL 34787

Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $2865/mo12-Month+ Stay base rent: starts at $2666/moLanding's apartments at Vintage Horizon

9223 Vintage Hills Way Unit 5208, Winter Garden, FL 34787
/14
$534,000 Sold Sep 23, 2025

5003 Railroad Vine Aly, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,788 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $299/SF
- 265 Days On Market
5003 Railroad Vine Aly, Winter Garden, FL 34787

/40
Est $792,745 Not Listed For Sale

8001 Key West Dove St, Winter Garden, FL 34787
- 5 Beds
- 5 Baths
- 3,842 Sq Ft
- Built 2013
8001 Key West Dove St, Winter Garden, FL 34787

Last Sold Summary
- 2% Below List Price
- $210/SF
- 12 Days On Market
Last Sold Price $805,000

Last Listing Agent Michelle Dunkley RE/MAX

/17
$613,990 New Construction
- 4 Beds
- 3.5 Baths
- 2,780+ Sq Ft
Wekiva Plan at Lake Star at Ovation - Avenue Collection, Winter Garden, FL 34787

Fall in love with this 4 bedroom, 3 1⁄2 bath, with 2-car ally-load garage home. The Wekiva offers 3 elevations, each with various sized front porches and accents of stone, shutters, siding, or shaker shingles.

M/I Homes Builder

12025 Encore at Ovation Way Unit 36456346, Winter Garden, FL 34787
/23
$2,700 per month
- 3 Beds
- 2.5 Baths
- 1,691 Sq Ft
- Townhouse for Rent
8019 Jeremy Joseph Aly, Winter Garden, FL 34787

3 Bedroom, 2.5 Bath Town Home for rent in Winter Garden, FL 34787. Range, Refrigerator, D/W, Disposal, Central Heat and A/C. 2 car garage, Courtyard, Community Pool & tennis courts.

Rick Sein REALSOURCE PROPERTY MANGNT LLC

8019 Jeremy Joseph Aly, Winter Garden, FL 34787
/2
$311,000 Sold Apr 08, 2025

230 Hennis Rd, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 1,150 Sq Ft
- Built 1940
Last Sold Summary
- 5% Above List Price
- $270/SF
- 17 Days On Market
Current Estimated Value $293,123

Last Listing Agent Viliane Bazile KELLER WILLIAMS ELITE PARTNERS III REALTY

230 Hennis Rd, Winter Garden, FL 34787

/9
Est $264,129 Not Listed For Sale

417 Southern Pecan Cir Unit 208, Winter Garden, FL 34787
- 2 Beds
- 2 Baths
- 1,264 Sq Ft
- Built 2005
417 Southern Pecan Cir Unit 208, Winter Garden, FL 34787

Last Sold Summary
- $208/SF
- 2 Days On Market
Last Sold Price $263,000

Last Listing Agent Alejandro Hernandez HP PROPERTY SOLUTIONS, LLC

/97
$1,290,000
- 5 Beds
- 5 Baths
- 3,458 Sq Ft
16689 Toccoa Row, Winter Garden, FL 34787

Luxurious 5-bedroom 5-bathroom home with TWO MASTER SUITES. The primary suite is on the second floor. The second suite is located on the first floor. 8 x 48 Ceramic tile with warm wood-look throughout the entire home. Massive Kitchen Island. Quartz Waterfall for Kitchen Island. Farmhouse Undermount Cast Iron Kitchen Sink. Butler’s Pantry area and Large Walk-in pantry between the Kitchen and

Charisma Marin CHARISMA REALTY CORP

16689 Toccoa Row, Winter Garden, FL 34787
/15
$2,515 per month
- 3 Beds
- 2.5 Baths
- 1,372 Sq Ft
- House for Rent
1738 Sherbourne St, Winter Garden, FL 34787

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

1738 Sherbourne St, Winter Garden, FL 34787
/2
$545,250 Sold Apr 11, 2025

734 Rainfall Dr, Winter Garden, FL 34787
- 4 Beds
- 2 Baths
- 2,470 Sq Ft
- Built 2007
Last Sold Summary
- 3% Below List Price
- $221/SF
- 54 Days On Market
Current Estimated Value $554,303

Last Listing Agent Kim Blaylock HOMEVEST REALTY

734 Rainfall Dr, Winter Garden, FL 34787

/2
Est $2,055,148 Not Listed For Sale

15162 Shonan Gold Dr, Winter Garden, FL 34787
- 6 Beds
- 5.5 Baths
- 4,817 Sq Ft
- Built 2019
15162 Shonan Gold Dr, Winter Garden, FL 34787

Last Sold Summary
- 7% Below List Price
- $457/SF
- 79 Days On Market
Last Sold Price $2,200,000

Last Listing Agent Drew Ross LAKEFIELD REALTY GROUP LLC

/43
$447,990 New Construction
- 3 - 4 Beds
- 2.5 - 3.5 Baths
- 1,846+ Sq Ft
Lantana Plan at Parkview at Hamlin, Winter Garden, FL 34787

Spacious 3 Level Townhome with 2-Car Rear Garage and up to 1,881 Sq. Ft.! Adjacent the front entry is a spacious flex space with the option to choose either a private study or a 4th bedroom and full bathroom. The 2nd floor offers an expansive living room and a rear kitchen with the option of a chef's kitchen and large island that overlooks to the cafe area. The 3rd floor boasts a primary suite

DRB Homes Builder

6684 Juneberry Way Unit 36475876, Winter Garden, FL 34787
/32
$2,780 per month
- 3 Beds
- 2.5 Baths
- 1,567 Sq Ft
- Townhouse for Rent
10070 Tawny Meadow Aly, Winter Garden, FL 34787

This beautiful, well-maintained townhome is located in the highly sought-after Waterleigh Community, just steps from the pool, tennis courts, childcare, and nearby Elementary, Middle, and High schools. The two-story layout offers 3 bedrooms, 2.5 bathrooms, a 1-car garage, and a driveway with space for two additional cars. Waterleigh is conveniently located near Publix, McDonald's, Walmart at New

Cristiane Carneiro Spfndola Rocha L WRA BUSINESS & REAL ESTATE

10070 Tawny Meadow Aly, Winter Garden, FL 34787
/2
$725,000 Sold May 13, 2025

12655 Dallington Terrace, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,630 Sq Ft
- Built 2007
Last Sold Summary
- $276/SF
- 2 Days On Market
Current Estimated Value $735,055

Last Listing Agent Ashlen Hayward THE AGENCY FL

12655 Dallington Terrace, Winter Garden, FL 34787

/36
Est $389,304 Not Listed For Sale

6334 Hamlin Reserve Blvd, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,570 Sq Ft
- Built 2018
6334 Hamlin Reserve Blvd, Winter Garden, FL 34787

Last Sold Summary
- 3% Below List Price
- $255/SF
- 4 Days On Market
Last Sold Price $400,000

Last Listing Agent Jackie Millan KELLER WILLIAMS ADVANTAGE III

/29
$663,990 New Construction
- 4 Beds
- 3.5 Baths
- 3,327 Sq Ft
SEA CLIFF Plan at Waterleigh, Winter Garden, FL 34787

Waterleigh presents the Seacliff, available to build in Winter Garden, Florida. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an

D.R. Horton Builder

10482 Atwater Bay Dr Unit 36202694, Winter Garden, FL 34787
/18
$2,949 per month
- 4 Beds
- 2.5 Baths
- 1,913 Sq Ft
- House for Rent
6566 Breeze Filled Ln, Winter Garden, FL 34787

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3046.90. That covers your base rent, $2949.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

6566 Breeze Filled Ln, Winter Garden, FL 34787
/2
$750,000 Sold Dec 19, 2025

15242 Heron Hideaway Cir, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 4,247 Sq Ft
- Built 2012
Last Sold Summary
- 12% Below List Price
- $177/SF
- 155 Days On Market
Current Estimated Value $786,523

Last Listing Agent Pat Hancock THOMAS LYNNE REALTY GROUP LLC

15242 Heron Hideaway Cir, Winter Garden, FL 34787

/2
Est $636,008 Not Listed For Sale

10272 Atwater Bay Dr, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 2,840 Sq Ft
- Built 2018
10272 Atwater Bay Dr, Winter Garden, FL 34787

Last Sold Summary
- 4% Above List Price
- $215/SF
- 93 Days On Market
Last Sold Price $610,000

Last Listing Agent Lin Zheng BAMYOU REALTY

/11
$510,990 New Construction
- 3 Beds
- 2.5 Baths
- 1,803+ Sq Ft
Baldwin Plan at Lake Star at Ovation - Avenue Collection, Winter Garden, FL 34787

It’s love at first sight with this 1,602 square foot plan, offering 3 bedrooms, 2 1⁄2 baths, and an alley-loaded garage. Best of all this home is 100% Energy Star 3.1 certifies which means it will save you on the recurring utility costs of owning a home. Some of the energy saving features include Core Fill insulation in the block walls, R-38 ceiling insulation, Radiant Roof Barrier, Low-E double

M/I Homes Builder

12025 Encore at Ovation Way Unit 36481413, Winter Garden, FL 34787
/18
$2,750 per month
- 3 Beds
- 2 Baths
- 1,440 Sq Ft
- House for Rent
1419 Spring Ridge Dr, Winter Garden, FL 34787

Welcome home to Winter Garden! This beautiful home is located a short distance away from the wonderful downtown of Winter Garden and even closer to the West Orange Trail. The perfect blend of living on a quiet street just outside all the excitement with excellent restaurants, great bars and weekend adventures. This 3 bedroom 2 bathroom home features a split floorplan with ample room ready for

Joe Joynt COLDWELL BANKER REALTY

1419 Spring Ridge Dr, Winter Garden, FL 34787
/2
$40,000 Sold Mar 10, 2025

12961 Reaves Rd, Winter Garden, FL 34787
- Land
- 2.39 Acres
- $16,736 per Acre
Last Sold Summary
- 53% Below List Price
- 7 Days On Market
Current Estimated Value $395,500

Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

12961 Reaves Rd, Winter Garden, FL 34787

/67
Est $1,298,490 Not Listed For Sale

10345 Atwater Bay Dr, Winter Garden, FL 34787
- 5 Beds
- 3.5 Baths
- 3,911 Sq Ft
- Built 2018
10345 Atwater Bay Dr, Winter Garden, FL 34787

Last Sold Summary
- 13% Below List Price
- $382/SF
- 3 Days On Market
Last Sold Price $1,495,000

Last Listing Agent JoAnn Best CHARLES RUTENBERG REALTY ORLANDO

/3
$772,990 New Construction
- 5 Beds
- 3.5 Baths
- 3,550 Sq Ft
Ellington Plan at Hamlin Meadows - 60' Homesites, Winter Garden, FL

The Ellington is a spacious two-story home offers 3,550 square feet of elegant living, featuring 5 bedrooms and 3.5 bathrooms, along with a generous 3-car garage. The primary suite is conveniently located on the first floor, alongside the laundry for easy access. Upstairs, you’ll find four additional bedrooms and a massive game room—perfect for family fun! Relax and unwind outside under the

Dream Finders Homes Builder

0 Hamlin Meadows St Unit 39127940, Winter Garden, FL
/16
$2,470 per month
- 3 Beds
- 2 Baths
- 1,483 Sq Ft
- House for Rent
457 Regal Downs Cir, Winter Garden, FL 34787

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

457 Regal Downs Cir, Winter Garden, FL 34787
/2
$524,900 Sold Jan 12, 2026

14649 Old Thicket Trace, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,436 Sq Ft
- Built 2006
Last Sold Summary
- $153/SF
- 14 Days On Market
Current Estimated Value $529,117

Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

14649 Old Thicket Trace, Winter Garden, FL 34787

/52
Est $518,371 Not Listed For Sale

16301 Pebble Bluff Loop, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,014 Sq Ft
- Built 2018
16301 Pebble Bluff Loop, Winter Garden, FL 34787

Last Sold Summary
- 1% Above List Price
- $256/SF
- 20 Days On Market
Last Sold Price $515,000

Last Listing Agent Elizabeth Binder REDFIN CORPORATION

/8
$509,990 New Construction
- 3 Beds
- 3.5 Baths
- 2,072 Sq Ft
Haines II End Unit Plan at Parkview at Hamlin, Winter Garden, FL 34787

The Haines II End Unit is a three-story townhome offering three bedrooms, three full bathrooms, one half bathroom, and a two-car garage. As an end unit, this home provides additional windows for enhanced natural light. Enjoy an open-concept main floor, private upper-level suites, and a flexible first-floor space perfect for a guest room or office. Thoughtful design details, abundant natural

Ashton Woods Builder

15501 Hamlin Park Dr Unit 36467723, Winter Garden, FL 34787
/52
$3,300 per month
- 4 Beds
- 3 Baths
- 2,120 Sq Ft
- House for Rent
13069 Sunrise Harvest Dr, Winter Garden, FL 34787

This charming 4 Bedroom, 3 Bath Single Family Home For Rent at 13069 Sunrise Harvest Dr. Winter Garden, FL 34787. This house has a Range, Refrigerator, D/W, Disposal, Washer & Dryer, Central A/C.

Rick Sein REALSOURCE PROPERTY MANGNT LLC

13069 Sunrise Harvest Dr, Winter Garden, FL 34787
/2
$670,000 Sold Apr 11, 2025

15089 Night Heron Dr, Winter Garden, FL 34787
- 4 Beds
- 2.5 Baths
- 2,683 Sq Ft
- Built 2018
Last Sold Summary
- 1% Below List Price
- $250/SF
- 9 Days On Market
Current Estimated Value $667,208

Last Listing Agent Sammi Li TOPSKY REALTY INC

15089 Night Heron Dr, Winter Garden, FL 34787

/2
Est $527,183 Not Listed For Sale

8926 Bismarck Palm Dr, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,052 Sq Ft
- Built 2018
8926 Bismarck Palm Dr, Winter Garden, FL 34787

Last Sold Summary
- 2% Above List Price
- $251/SF
- 139 Days On Market
Last Sold Price $515,000

Last Listing Agent Michelle Dunkley RE/MAX

Showing Results 401 - 440, Page 11 of 18

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