Recently Sold Winter Garden, FL Homes

/2
$550,000

Sold Jan 12, 2026

1814 Delafield Dr, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,582 Sq Ft
- Built 2004
Last Sold Summary
- 4% Below List Price
- $213/SF
- 75 Days On Market
Current Estimated Value $546,188

Last Listing Agent Janelle Conway CARIS REALTY AND INVESTMENTS INC

1814 Delafield Dr, Winter Garden, FL 34787
/33
$775,990

Sold Sep 08, 2025

13128 Faro Ct, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,719 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $209/SF
- 9,382 Days On Market
13128 Faro Ct, Winter Garden, FL 34787
/2
$1,096,429

Sold May 18, 2026

15178 Tea Tree Dr, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 3,108 Sq Ft
- Built 2026
Last Sold Summary
- 10% Above List Price
- $353/SF
- 0 Days On Market
Current Estimated Value $990,000

Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

15178 Tea Tree Dr, Winter Garden, FL 34787
/13
$550,885

Sold Sep 23, 2025

5106 Railroad Vine Aly, Winter Garden, FL 34787
- 4 Beds
- 2.5 Baths
- 2,011 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $274/SF
- 234 Days On Market
Current Estimated Value $559,684

5106 Railroad Vine Aly, Winter Garden, FL 34787
/43
$461,940

Sold Dec 24, 2025

5765 Citrus Park Dr, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,881 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $246/SF
- 34 Days On Market
Current Estimated Value $462,915

DRB Homes Parkview at Hamlin

5765 Citrus Park Dr, Winter Garden, FL 34787
/15
$763,990

Sold Dec 18, 2025

15221 Blue Peacock Ln Unit 37292427, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 3,291 Sq Ft
Last Sold Summary
- $232/SF
- 124 Days On Market
Current Estimated Value $748,513

15221 Blue Peacock Ln Unit 37292427, Winter Garden, FL 34787
/2
$538,000

Sold Nov 19, 2025

16454 Silver Brook Way, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,788 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $301/SF
- 232 Days On Market
Current Estimated Value $525,583

16454 Silver Brook Way, Winter Garden, FL 34787
/2
$942,900

Sold Aug 04, 2025

748 Duff Dr, Winter Garden, FL 34787
- 4 Beds
- 4 Baths
- 3,806 Sq Ft
- Built 2004
Last Sold Summary
- 1% Below List Price
- $248/SF
- 2 Days On Market
Current Estimated Value $937,045

Last Listing Agent Steven Sargent CONTEMPORARY REALTY GROUP

748 Duff Dr, Winter Garden, FL 34787
/2
$895,000

Sold Nov 06, 2025

521 N Pollard St, Winter Garden, FL 34787
- Land
- 1 Acre
- $895,000 per Acre
Last Sold Summary
- 59 Days On Market
Current Estimated Value $906,000

Last Listing Agent Blaine Dooley REGENCY REAL ESTATE LLC

521 N Pollard St, Winter Garden, FL 34787
/2
$2,461,000

Sold Oct 15, 2025

7717 Green Mountain Way, Winter Garden, FL 34787
- 7 Beds
- 5.5 Baths
- 5,320 Sq Ft
- Built 2018
Last Sold Summary
- 7% Below List Price
- $463/SF
- 18 Days On Market
Current Estimated Value $2,451,902

Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

7717 Green Mountain Way, Winter Garden, FL 34787
/16
$549,065

Sold Sep 23, 2025

16538 Silver Brook Way, Winter Garden, FL 34787
- 4 Beds
- 2.5 Baths
- 2,114 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $260/SF
- 206 Days On Market
Current Estimated Value $530,305

16538 Silver Brook Way, Winter Garden, FL 34787
/2
$750,000

Sold Nov 14, 2025

14757 Glade Hill Park Way, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,935 Sq Ft
- Built 2018
Last Sold Summary
- 3% Below List Price
- $256/SF
- 51 Days On Market
Current Estimated Value $766,270

Last Listing Agent Mark Hide CLOCK TOWER REALTY

14757 Glade Hill Park Way, Winter Garden, FL 34787
/2
$510,000

Sold Apr 28, 2026

628 Orange Belt Loop, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,850 Sq Ft
- Built 2018
Last Sold Summary
- 4% Below List Price
- $276/SF
- 31 Days On Market
Current Estimated Value $514,312

Last Listing Agent Kim Blaylock HOMEVEST REALTY

628 Orange Belt Loop, Winter Garden, FL 34787
/2
$975,000

Sold Apr 30, 2026

6155 Hamlin Reserve Blvd, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,778 Sq Ft
- Built 2019
Last Sold Summary
- $258/SF
- 1 Day On Market
Current Estimated Value $969,091

Last Listing Agent Mahmoud Mango DALTON WADE INC

6155 Hamlin Reserve Blvd, Winter Garden, FL 34787
/2
$547,000

Sold Sep 02, 2025

2315 Black Lake Blvd, Winter Garden, FL 34787
- 4 Beds
- 2 Baths
- 2,161 Sq Ft
- Built 2006
Last Sold Summary
- $253/SF
- 24 Days On Market
Current Estimated Value $551,305

Last Listing Agent Jeremy Gamble SIMPLESHOWING INC

2315 Black Lake Blvd, Winter Garden, FL 34787
/2
$672,114

Sold Jun 30, 2025

15543 Gentle Rain Dr Unit 197, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,500 Sq Ft
- Built 2025
Last Sold Summary
- 1% Below List Price
- $269/SF
- 67 Days On Market
Current Estimated Value $667,503

Last Listing Agent Gretta Akellino K HOVNANIAN FLORIDA REALTY

15543 Gentle Rain Dr Unit 197, Winter Garden, FL 34787
/2
$575,000

Sold Mar 20, 2026

8131 White Pelican St, Winter Garden, FL 34787
- 4 Beds
- 2.5 Baths
- 2,697 Sq Ft
- Built 2013
Last Sold Summary
- $213/SF
- 3 Days On Market
Current Estimated Value $575,765

Last Listing Agent Jared Lippelgoos COLDWELL BANKER REALTY

8131 White Pelican St, Winter Garden, FL 34787
/2
$727,500

Sold May 29, 2026

264 Blue Stone Cir, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,538 Sq Ft
- Built 1996
Last Sold Summary
- $287/SF
- 5 Days On Market
Current Estimated Value $694,716

Last Listing Agent Ariel Vargas EXP REALTY LLC

264 Blue Stone Cir, Winter Garden, FL 34787
/2
$610,000

Sold Feb 09, 2026

14481 Breakwater Way, Winter Garden, FL 34787
- 5 Beds
- 3 Baths
- 3,690 Sq Ft
- Built 2016
Last Sold Summary
- 9% Below List Price
- $165/SF
- 189 Days On Market
Current Estimated Value $623,833

Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

14481 Breakwater Way, Winter Garden, FL 34787
/2
$494,990

Sold Mar 30, 2026

15321 Hamlin Park Dr, Winter Garden, FL 34787
- 3 Beds
- 3.5 Baths
- 2,072 Sq Ft
- Built 2026
Last Sold Summary
- $239/SF
Current Estimated Value $492,983

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

15321 Hamlin Park Dr, Winter Garden, FL 34787
/2
$560,000

Sold May 05, 2026

15707 Signature Dr, Winter Garden, FL 34787
- 6 Beds
- 3 Baths
- 2,714 Sq Ft
- Built 2013
Last Sold Summary
- 4% Below List Price
- $206/SF
- 369 Days On Market
Current Estimated Value $559,220

Last Listing Agent John Silva JOHN SILVA REALTY & ASSOCIATES

15707 Signature Dr, Winter Garden, FL 34787
/2
$520,000

Sold Jul 18, 2025

5015 Railroad Vine Aly, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,011 Sq Ft
- Built 2024
Last Sold Summary
- 11% Below List Price
- $259/SF
- 195 Days On Market
Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

5015 Railroad Vine Aly, Winter Garden, FL 34787
/2
$350,000

Sold Jan 22, 2026

227 W Bay St, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 1,338 Sq Ft
- Built 1956
Last Sold Summary
- $262/SF
Current Estimated Value $356,461

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

227 W Bay St, Winter Garden, FL 34787
/2
$929,000

Sold Apr 27, 2026

3383 Current Ave, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,975 Sq Ft
- Built 2021
Last Sold Summary
- 4% Below List Price
- $234/SF
- 41 Days On Market
Current Estimated Value $938,149

Last Listing Agent Monza Adnan OLYMPUS EXECUTIVE REALTY INC

3383 Current Ave, Winter Garden, FL 34787
/2
$315,000

Sold Oct 02, 2025

154 Avalon Rd, Winter Garden, FL 34787
- 4 Beds
- 1.5 Baths
- 1,452 Sq Ft
- Built 1973
Last Sold Summary
- 6% Below List Price
- $217/SF
- 88 Days On Market
Current Estimated Value $325,396

Last Listing Agent Mohamed Jaffar HOMESMART

154 Avalon Rd, Winter Garden, FL 34787
/2
$910,000

Sold Apr 15, 2026

14553 Driftwood Ct, Winter Garden, FL 34787
- 5 Beds
- 5 Baths
- 4,744 Sq Ft
- Built 2015
Last Sold Summary
- 6% Below List Price
- $192/SF
- 47 Days On Market
Current Estimated Value $913,992

Last Listing Agent Jennifer Gibbons THE WILKINS WAY LLC

14553 Driftwood Ct, Winter Garden, FL 34787
/2
$665,000

Sold Dec 04, 2025

2644 Slagrove Ct Unit 4, Winter Garden, FL 34787
- 5 Beds
- 3 Baths
- 3,336 Sq Ft
- Built 2003
Last Sold Summary
- 11% Below List Price
- $199/SF
- 181 Days On Market
Current Estimated Value $666,039

Last Listing Agent Irhelma Pieterse STOCKWORTH REALTY GROUP

2644 Slagrove Ct Unit 4, Winter Garden, FL 34787
/2
$435,000

Sold Aug 01, 2025

15477 Blackbead St, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,784 Sq Ft
- Built 2018
Last Sold Summary
- 2% Below List Price
- $244/SF
- 27 Days On Market
Current Estimated Value $442,100

Last Listing Agent Mindy Colon CORCORAN PREMIER REALTY

15477 Blackbead St, Winter Garden, FL 34787
/2
$789,344

Sold May 21, 2026

6019 Flowering Cherry Bend, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,688 Sq Ft
- Built 2026
Last Sold Summary
- 9% Below List Price
- $294/SF
- 0 Days On Market
Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

6019 Flowering Cherry Bend, Winter Garden, FL 34787
/2
$730,000

Sold Dec 10, 2025

12892 Harvest Rain Ave, Winter Garden, FL 34787
- 4 Beds
- 4.5 Baths
- 2,837 Sq Ft
- Built 2025
Last Sold Summary
- 6% Below List Price
- $257/SF
- 52 Days On Market
Last Listing Agent Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

12892 Harvest Rain Ave, Winter Garden, FL 34787
/2
$475,000

Sold Feb 16, 2026

64 Zachary Wade St, Winter Garden, FL 34787
- 4 Beds
- 2 Baths
- 1,888 Sq Ft
- Built 2001
Last Sold Summary
- 1% Below List Price
- $252/SF
- 8 Days On Market
Current Estimated Value $476,248

Last Listing Agent Jennifer Tyre REALTY AND COMPANY INT., LLC

64 Zachary Wade St, Winter Garden, FL 34787
/2
$635,000

Sold Dec 01, 2025

546 Egret Place Dr, Oakland, FL 34787
- 5 Beds
- 4 Baths
- 3,156 Sq Ft
- Built 2014
Last Sold Summary
- 2% Below List Price
- $201/SF
- 44 Days On Market
Current Estimated Value $643,577

Last Listing Agent Matthew Blanco MARK SPAIN REAL ESTATE

546 Egret Place Dr, Oakland, FL 34787
/2
$869,000

Sold Oct 15, 2025

16696 Otterchase Ln, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,934 Sq Ft
- Built 2020
Last Sold Summary
- 13% Below List Price
- $296/SF
- 90 Days On Market
Current Estimated Value $877,429

Last Listing Agent Amy Moline EXP REALTY LLC

16696 Otterchase Ln, Winter Garden, FL 34787
/2
$551,000

Sold Dec 11, 2025

3286 Hanging Tide St, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 2,224 Sq Ft
- Built 2021
Last Sold Summary
- $248/SF
- 15 Days On Market
Current Estimated Value $560,731

Last Listing Agent Manny del Valle KELLER WILLIAMS WINTER PARK

3286 Hanging Tide St, Winter Garden, FL 34787
/2
$1,095,000

Sold Dec 08, 2025

8836 Lakeshore Pointe Dr, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 3,104 Sq Ft
- Built 2019
Last Sold Summary
- 7% Below List Price
- $353/SF
- 84 Days On Market
Current Estimated Value $1,091,504

Last Listing Agent Karen Ledet EXP REALTY LLC

8836 Lakeshore Pointe Dr, Winter Garden, FL 34787
/2
$565,000

Sold Jul 07, 2025

7834 Minutemen Loop, Winter Garden, FL 34787
- 4 Beds
- 2 Baths
- 1,952 Sq Ft
- Built 2017
Last Sold Summary
- 3% Above List Price
- $289/SF
- 3 Days On Market
Current Estimated Value $566,899

Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

7834 Minutemen Loop, Winter Garden, FL 34787
/2
$407,500

Sold Jul 02, 2025

14474 Prunningwood Place, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,476 Sq Ft
- Built 2005
Last Sold Summary
- 1% Below List Price
- $276/SF
- 6 Days On Market
Current Estimated Value $405,759

Last Listing Agent Andrew Philippone INDEPENDENCE REALTY GROUP LLC

14474 Prunningwood Place, Winter Garden, FL 34787
/2
$775,000

Sold Sep 30, 2025

405 Courtlea Park Dr, Winter Garden, FL 34787
- 4 Beds
- 4 Baths
- 2,686 Sq Ft
- Built 2007
Last Sold Summary
- 2% Below List Price
- $289/SF
- 93 Days On Market
Current Estimated Value $768,993

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

405 Courtlea Park Dr, Winter Garden, FL 34787
/2
$1,350,000

Sold Jan 30, 2026

15332 Johns Lake Pointe Blvd, Winter Garden, FL 34787
- 4 Beds
- 4.5 Baths
- 4,123 Sq Ft
- Built 2014
Last Sold Summary
- 4% Below List Price
- $327/SF
- 22 Days On Market
Current Estimated Value $1,339,138

Last Listing Agent Denise Gregorie CLOCK TOWER REALTY

15332 Johns Lake Pointe Blvd, Winter Garden, FL 34787
/34
$569,989

Sold Feb 23, 2026

13037 Serene Glade Rd, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,836 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $310/SF
- 96 Days On Market
Current Estimated Value $561,333

Dream Finders Homes Serenade at Ovation - Bungalows

13037 Serene Glade Rd, Winter Garden, FL 34787

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