Recently Sold Winter Garden, FL Homes

/33
$498,000

Sold Jul 07, 2026

9107 Grand Island Way, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,082 Sq Ft
- Built 2017
Last Sold Summary
- $239/SF
- 7 Days On Market
Current Estimated Value $495,513

Last Listing Agent Jeff Inman FL Home Group LLC

9107 Grand Island Way, Winter Garden, FL 34787
/2
$670,000

Sold Jan 21, 2026

17344 Bal Harbour Dr, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,817 Sq Ft
- Built 2020
Last Sold Summary
- 3% Below List Price
- $238/SF
- 12 Days On Market
Current Estimated Value $668,167

Last Listing Agent Chun Cai SPRING REALTY ONE LLC

17344 Bal Harbour Dr, Winter Garden, FL 34787
/2
$540,000

Sold Apr 22, 2026

1500 N Fullers Cross Rd, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 2,416 Sq Ft
- Built 2006
Last Sold Summary
- $224/SF
- 5 Days On Market
Current Estimated Value $539,465

Last Listing Agent Jorge Coello DENIZ REALTY PARTNERS LLC

1500 N Fullers Cross Rd, Winter Garden, FL 34787
/2
$1,008,840

Sold May 20, 2026

Unlisted Address
- 5 Beds
- 3.5 Baths
- 3,575 Sq Ft
- Built 2026
Last Sold Summary
- $282/SF
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

Unlisted Address
/2
$408,000

Sold Nov 26, 2025

6572 Calamondin Dr, Winter Garden, FL 34787
- 3 Beds
- 3 Baths
- 1,908 Sq Ft
- Built 2018
Last Sold Summary
- 9% Below List Price
- $214/SF
- 82 Days On Market
Current Estimated Value $422,725

Last Listing Agent Matt Mobley CENTURY 21 HANCOCK

6572 Calamondin Dr, Winter Garden, FL 34787
/2
$472,000

Sold Nov 25, 2025

16341 Lakelet Aly, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,817 Sq Ft
- Built 2025
Last Sold Summary
- 2% Below List Price
- $260/SF
- 159 Days On Market
Current Estimated Value $471,000

Last Listing Agent Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

16341 Lakelet Aly, Winter Garden, FL 34787
/2
$595,000

Sold Jan 06, 2026

14012 Peach Orchard Way, Winter Garden, FL 34787
- 4 Beds
- 2 Baths
- 2,516 Sq Ft
- Built 2016
Last Sold Summary
- $236/SF
- 5 Days On Market
Current Estimated Value $597,972

Last Listing Agent Abby Greenberg COMPASS FLORIDA LLC

14012 Peach Orchard Way, Winter Garden, FL 34787
/2
$662,000

Sold Jul 14, 2026

4231 Oak Lodge Way, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,821 Sq Ft
- Built 2015
Last Sold Summary
- 1% Above List Price
- $235/SF
- 10 Days On Market
Current Estimated Value $653,964

Last Listing Agent Avi Maganda EMPIRE NETWORK REALTY

4231 Oak Lodge Way, Winter Garden, FL 34787
/2
$595,000

Sold Mar 31, 2026

14430 Orchard Hills Blvd, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,471 Sq Ft
- Built 2016
Last Sold Summary
- $241/SF
- 5 Days On Market
Current Estimated Value $590,316

Last Listing Agent Cari Fitzgerald PREMIER SOTHEBYS INT'L REALTY

14430 Orchard Hills Blvd, Winter Garden, FL 34787
/2
$666,502

Sold Mar 10, 2026

17091 Haggerty Hollow Dr, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,515 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $265/SF
- 10 Days On Market
Current Estimated Value $669,000

Dream Finders Homes Hamlin Meadows - 40' Homesites

17091 Haggerty Hollow Dr, Winter Garden, FL 34787
/35
$67,000

Sold Oct 27, 2025

16526 Menorca Dr, Winter Garden, FL 34787
- 2 Beds
- 2 Baths
- Built 1988
Last Sold Summary
- 26% Below List Price
- 52 Days On Market
Last Listing Agent Chrissy Walter Sunset Home Sales

16526 Menorca Dr, Winter Garden, FL 34787
/25
$469,990

Sold Mar 18, 2026

17311 Beachgrass Aly, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 1,510 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $311/SF
- 6 Days On Market
Current Estimated Value $470,000

M/I Homes Lake Star at Ovation - Avenue Collection

17311 Beachgrass Aly, Winter Garden, FL 34787
/2
$935,000

Sold Jun 30, 2026

744 Lake Brim Dr, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,667 Sq Ft
- Built 2016
Last Sold Summary
- 6% Below List Price
- $351/SF
- 76 Days On Market
Current Estimated Value $937,941

Last Listing Agent Ashley Boyd BHHS FLORIDA REALTY

744 Lake Brim Dr, Winter Garden, FL 34787
/2
$2,775,000

Sold Apr 27, 2026

17737 Deer Isle Cir, Winter Garden, FL 34787
- 5 Beds
- 5 Baths
- 4,886 Sq Ft
- Built 2015
Last Sold Summary
- 6% Below List Price
- $568/SF
- 32 Days On Market
Current Estimated Value $2,722,758

Last Listing Agent Candace Cassidy PREMIER SOTHEBY'S INTL. REALTY

17737 Deer Isle Cir, Winter Garden, FL 34787
/2
$565,000

Sold May 27, 2026

15613 Porter Rd, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 2,089 Sq Ft
- Built 2015
Last Sold Summary
- 2% Below List Price
- $270/SF
- 7 Days On Market
Current Estimated Value $562,589

Last Listing Agent Tamar Hill THE PROPERTY PROS REAL ESTATE, INC

15613 Porter Rd, Winter Garden, FL 34787
/21
$429,990

Sold Sep 03, 2025

9410 Bolshoi Aly, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,691 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $254/SF
- 12 Days On Market
Current Estimated Value $425,422

9410 Bolshoi Aly, Winter Garden, FL 34787
/34
$507,975

Sold Jun 29, 2026

15056 Groveside Rd, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,846 Sq Ft
- Built 2026
Move in Ready Sold Summary
- 2% Above List Price
- $275/SF
- 25 Days On Market
Current Estimated Value $499,148

DRB Homes Parkview at Hamlin

15056 Groveside Rd, Winter Garden, FL 34787
/2
$899,000

Sold Nov 26, 2025

5115 Citrus Leaf Blvd, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 3,453 Sq Ft
- Built 2025
Last Sold Summary
- $260/SF
Current Estimated Value $909,463

Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

5115 Citrus Leaf Blvd, Winter Garden, FL 34787
/31
$459,990

Sold Nov 26, 2025

15505 Bay Bridge St, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,833 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $251/SF
- 6 Days On Market
Current Estimated Value $457,293

15505 Bay Bridge St, Winter Garden, FL 34787
/5
$694,240

Sold Feb 13, 2026

15168 Canopy Cover Dr, Winter Garden, FL 34787
- 2 Beds
- 2 Baths
- 1,943 Sq Ft
- Built 2026
Move in Ready Sold Summary
- 4% Below List Price
- $357/SF
- 4 Days On Market
Current Estimated Value $644,612

Del Webb Del Webb Oasis - Distinctive

15168 Canopy Cover Dr, Winter Garden, FL 34787
/2
$479,000

Sold May 08, 2026

1419 Hunterman Ln, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 2,840 Sq Ft
- Built 2005
Last Sold Summary
- $169/SF
- 7 Days On Market
Current Estimated Value $482,358

Last Listing Agent Robert Salmons ENTERA REALTY LLC

1419 Hunterman Ln, Winter Garden, FL 34787
/2
$1,600,000

Sold Dec 02, 2025

16629 Broadwater Ave, Winter Garden, FL 34787
- 5 Beds
- 5 Baths
- 4,048 Sq Ft
- Built 2016
Last Sold Summary
- 20% Below List Price
- $395/SF
- 220 Days On Market
Current Estimated Value $1,630,020

Last Listing Agent Sean Spencer PREMIER SOTHEBYS INT'L REALTY

16629 Broadwater Ave, Winter Garden, FL 34787
/2
$434,990

Sold Aug 21, 2025

15352 Burgtheater Dr, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,693 Sq Ft
- Built 2024
Last Sold Summary
- 11% Below List Price
- $257/SF
- 134 Days On Market
Current Estimated Value $434,796

Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

15352 Burgtheater Dr, Winter Garden, FL 34787
/2
$625,000

Sold Nov 14, 2025

617 Glenview Dr, Winter Garden, FL 34787
- 4 Beds
- 2 Baths
- 3,050 Sq Ft
- Built 1984
Last Sold Summary
- 4% Below List Price
- $205/SF
- 25 Days On Market
Current Estimated Value $624,892

Last Listing Agent Julia Meffen FLORIDA HOMES & LOANS INC.

617 Glenview Dr, Winter Garden, FL 34787
/2
$535,000

Sold Jul 17, 2026

11170 Hollow Bay Dr, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,474 Sq Ft
- Built 2025
Last Sold Summary
- 7% Below List Price
- $216/SF
- 19 Days On Market
Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

11170 Hollow Bay Dr, Winter Garden, FL 34787
/2
$550,000

Sold Oct 14, 2025

18 Cooledge St, Winter Garden, FL 34787
- 4 Beds
- 2 Baths
- 2,128 Sq Ft
- Built 2006
Last Sold Summary
- 11% Below List Price
- $258/SF
- 154 Days On Market
Current Estimated Value $562,311

Last Listing Agent Ty McTague KELLER WILLIAMS REALTY AT THE PARKS

18 Cooledge St, Winter Garden, FL 34787
/26
$739,990

Sold Sep 04, 2025

13122 Faro Ct, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,719 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $199/SF
- 9,378 Days On Market
13122 Faro Ct, Winter Garden, FL 34787
/2
$579,900

Sold Apr 24, 2026

14568 Spotted Sandpiper Blvd, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 1,997 Sq Ft
- Built 2013
Last Sold Summary
- 3% Below List Price
- $290/SF
- 17 Days On Market
Current Estimated Value $579,512

Last Listing Agent Jared Lippelgoos COLDWELL BANKER REALTY

14568 Spotted Sandpiper Blvd, Winter Garden, FL 34787
/2
$235,000

Sold Dec 03, 2025

1326 Winter Green Way, Winter Garden, FL 34787
- 3 Beds
- 1.5 Baths
- 1,200 Sq Ft
- Built 1985
Last Sold Summary
- 4% Above List Price
- $196/SF
- 6 Days On Market
Current Estimated Value $234,177

Last Listing Agent Anthony O'Reilly Brookes WINTER GARDEN REAL ESTATE

1326 Winter Green Way, Winter Garden, FL 34787
/2
$885,000

Sold Aug 06, 2026

7186 Early Gold St, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,625 Sq Ft
- Built 2017
Last Sold Summary
- $244/SF
- 3 Days On Market
Current Estimated Value $858,250

Last Listing Agent Deborah Chapman, LLC EXP REALTY LLC

7186 Early Gold St, Winter Garden, FL 34787
/2
$469,990

Sold Jun 29, 2026

18167 Cider Mill Ln, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,817 Sq Ft
- Built 2025
Last Sold Summary
- 4% Below List Price
- $259/SF
- 75 Days On Market
Current Estimated Value $483,000

Last Listing Agent Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

18167 Cider Mill Ln, Winter Garden, FL 34787
/2
$446,490

Sold Sep 17, 2025

13241 Calming Breeze Way, Winter Garden, FL 34787
- 3 Beds
- 3.5 Baths
- 1,715 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $260/SF
- 14 Days On Market
Current Estimated Value $443,037

Dream Finders Homes Serenade at Ovation - Townhomes

13241 Calming Breeze Way, Winter Garden, FL 34787
/30
$902,281

Sold Mar 12, 2026

12541 Gold Honeysuckle St, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,636 Sq Ft
- Built 2026
Move in Ready Sold Summary
- 1% Above List Price
- $342/SF
- 7 Days On Market
K. Hovnanian Homes Osprey Ranch

12541 Gold Honeysuckle St, Winter Garden, FL 34787
/2
$764,005

Sold Jun 12, 2026

5931 Flowering Cherry Bend, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,688 Sq Ft
- Built 2026
Last Sold Summary
- 8% Below List Price
- $284/SF
- 0 Days On Market
Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

5931 Flowering Cherry Bend, Winter Garden, FL 34787
/2
$495,000

Sold May 12, 2026

242 Black Springs Ln, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 1,909 Sq Ft
- Built 2007
Last Sold Summary
- 3% Below List Price
- $259/SF
- 9 Days On Market
Current Estimated Value $494,819

Last Listing Agent Asif (Steven) Kassim LIBERTY HOME SALES INC

242 Black Springs Ln, Winter Garden, FL 34787
/46
$574,990

Sold Feb 27, 2026

17329 Beachgrass Aly, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,510 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $229/SF
- 59 Days On Market
M/I Homes Lake Star at Ovation - Avenue Collection

17329 Beachgrass Aly, Winter Garden, FL 34787
/2
$600,000

Sold Mar 17, 2026

10356 Atwater Bay Dr, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,181 Sq Ft
- Built 2018
Last Sold Summary
- $275/SF
- 4 Days On Market
Current Estimated Value $595,003

Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

10356 Atwater Bay Dr, Winter Garden, FL 34787
/2
$510,000

Sold Mar 12, 2026

14932 Porter Rd, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 1,708 Sq Ft
- Built 2017
Last Sold Summary
- $299/SF
- 13 Days On Market
Current Estimated Value $506,986

Last Listing Agent Cari Fitzgerald PREMIER SOTHEBYS INT'L REALTY

14932 Porter Rd, Winter Garden, FL 34787
/2
$415,000

Sold Jul 24, 2026

9652 Amber Chestnut Way, Winter Garden, FL 34787
- 4 Beds
- 2.5 Baths
- 1,948 Sq Ft
- Built 2019
Last Sold Summary
- 7% Below List Price
- $213/SF
- 37 Days On Market
Current Estimated Value $428,701

Last Listing Agent Lauren Szesnat PRATT REALTY INC

9652 Amber Chestnut Way, Winter Garden, FL 34787
/2
$799,000

Sold Jan 27, 2026

6152 Meriwether Crescent, Winter Garden, FL 34787
- 5 Beds
- 3.5 Baths
- 3,367 Sq Ft
- Built 2011
Last Sold Summary
- 2% Below List Price
- $237/SF
- 10 Days On Market
Current Estimated Value $792,744

Last Listing Agent Ken Pozek REAL BROKER, LLC

6152 Meriwether Crescent, Winter Garden, FL 34787

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