Winter Springs Pool Homes for Sale

Every pool home currently for sale in Winter Springs — pulled live from the Stellar MLS and updated continuously. Pair this with the free Winter Springs market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.

24+ Pool Homes in the Winter Springs area

652 Seven Oaks Blvd, FL652 Seven Oaks Blvd, FL
Stellar MLS
ActiveSingle Family Residence360°

$660,000

652 Seven Oaks Blvd

Winter Springs, FL 32708

5 bd · 4 ba · 3,480 sqft

Seven Oaks Two

MLS ID #O6454019, REAL BROKER, LLC.

Listing provided by Stellar MLS

909 Devon Creek Rd, FL909 Devon Creek Rd, FL
Stellar MLS
ActiveSingle Family Residence

$469,900

909 Devon Creek Rd

Winter Springs, FL 32708

4 bd · 3 ba · 2,256 sqft

Parkstone

MLS ID #O6440367, MARK SPAIN REAL ESTATE.

Listing provided by Stellar MLS

1105 Shadowbrook Trl, FL1105 Shadowbrook Trl, FL
Stellar MLS
ActiveSingle Family Residence360°

$650,000

1105 Shadowbrook Trl

Winter Springs, FL 32708

4 bd · 3 ba · 2,533 sqft

Winding Hollow Unit 4

MLS ID #O6449643, CALL IT CLOSED INTL REALTY.

Listing provided by Stellar MLS

1481 Casa Park Cir, FL1481 Casa Park Cir, FL
Stellar MLS
ActiveTownhouse360°

$234,000

1481 Casa Park Cir

Winter Springs, FL 32708

2 bd · 3 ba · 1,088 sqft

Casa Park Villas Ph 2

MLS ID #O6453524, CHARLES RUTENBERG REALTY ORLANDO.

Listing provided by Stellar MLS

161 Bear Springs Dr, FL161 Bear Springs Dr, FL
Stellar MLS
ActiveTownhouse360°

$500,000

161 Bear Springs Dr

Winter Springs, FL 32708

3 bd · 3 ba · 1,704 sqft

Hickory Grove Twnhms

MLS ID #O6450193, SHAHRAM SONDI + CO..

Listing provided by Stellar MLS

963 Sequoia Dr, FL963 Sequoia Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$420,000

963 Sequoia Dr

Winter Springs, FL 32708

3 bd · 2 ba · 1,831 sqft

Oak Forest Unit 2b

MLS ID #O6424067, OPENDOOR BROKERAGE LLC.

Listing provided by Stellar MLS

1000 Troon Trce, FL1000 Troon Trce, FL
Stellar MLS
ActiveSingle Family Residence360°

$412,000

1000 Troon Trce

Winter Springs, FL 32708

3 bd · 3 ba · 1,703 sqft

Greenbriar Sub Ph 1

MLS ID #O6440283, BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY.

Listing provided by Stellar MLS

288 Ringwood Dr, FL288 Ringwood Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$439,900

288 Ringwood Dr

Winter Springs, FL 32708

3 bd · 2 ba · 1,700 sqft

Deer Run Unit 23a

MLS ID #O6440707, KELLER WILLIAMS ADVANTAGE REALTY.

Listing provided by Stellar MLS

3755 Saint Lucie Ct, FL3755 Saint Lucie Ct, FL
Stellar MLS
ActiveSingle Family Residence360°

$515,000

3755 Saint Lucie Ct

Winter Springs, FL 32708

4 bd · 2 ba · 2,341 sqft

Hollowbrook Ph 2

MLS ID #O6453480, KELLER WILLIAMS ADVANTAGE REALTY.

Listing provided by Stellar MLS

506 Club Dr, FL506 Club Dr, FL
Stellar MLS
ActiveTownhouse360°

$199,000

506 Club Dr

Winter Springs, FL 32708

2 bd · 2 ba · 1,002 sqft

Cypress Club

MLS ID #O6362326, CALL IT CLOSED INTL REALTY.

Listing provided by Stellar MLS

4161 Aldergate Pl, FL4161 Aldergate Pl, FL
Stellar MLS
ActiveSingle Family Residence360°

$655,000

4161 Aldergate Pl

Winter Springs, FL 32708

4 bd · 3 ba · 2,729 sqft

Forrest Creek Estates

MLS ID #O6448054, RE/MAX CENTRAL REALTY.

Listing provided by Stellar MLS

1522 Eagle Nest Cir, FL1522 Eagle Nest Cir, FL
Stellar MLS
ActiveSingle Family Residence360°

$835,000

1522 Eagle Nest Cir

Winter Springs, FL 32708

4 bd · 4 ba · 2,597 sqft

Glen Eagle Unit 4

MLS ID #O6447970, THE AGENCY FL.

Listing provided by Stellar MLS

1354 Tarflower Dr, FL1354 Tarflower Dr, FL
Stellar MLS
ActiveTownhouse

$445,000

1354 Tarflower Dr

Winter Springs, FL 32708

4 bd · 3 ba · 1,643 sqft

Hickory Grove Twnhms

MLS ID #O6451380, KELLER WILLIAMS ADVANTAGE III.

Listing provided by Stellar MLS

702 Glasgow Ct, FL702 Glasgow Ct, FL
Stellar MLS
ActiveTownhouse360°

$299,990

702 Glasgow Ct

Winter Springs, FL 32708

4 bd · 3 ba · 1,878 sqft

Highland Patio Homes

MLS ID #O6451663, KELLER WILLIAMS HERITAGE REALTY.

Listing provided by Stellar MLS

1447 Bird Rd, FL1447 Bird Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$2,495,000

1447 Bird Rd

Winter Springs, FL 32708

6 bd · 6 ba · 6,132 sqft

Talis Crossing

MLS ID #O6446070, SIMPLICITY: A RE BROKERAGE CO.

Listing provided by Stellar MLS

1436 Winter Wharf Ln, FL1436 Winter Wharf Ln, FL
Stellar MLS
ActiveTownhouse360°

$399,000

1436 Winter Wharf Ln

Winter Springs, FL 32708

3 bd · 4 ba · 1,932 sqft

Jesups Landing

MLS ID #O6446719, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

604 Casa Park Court G, FL604 Casa Park Court G, FL
Stellar MLS
ActiveTownhouse360°

$235,000

604 Casa Park Court G

Winter Springs, FL 32708

2 bd · 2 ba · 1,088 sqft

Casa Park Villas Ph 1

MLS ID #O6453699, RE/MAX TOWN & COUNTRY REALTY.

Listing provided by Stellar MLS

1354 Casa Park Cir, FL1354 Casa Park Cir, FL
Stellar MLS
ActiveTownhouse360°

$245,000

1354 Casa Park Cir

Winter Springs, FL 32708

2 bd · 3 ba · 1,156 sqft

Casa Park Villas Ph 1

MLS ID #O6454132, KINGDOM KEY GROUP LLC.

Listing provided by Stellar MLS

1247 Stone Harbour Rd, FL1247 Stone Harbour Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$650,000

1247 Stone Harbour Rd

Winter Springs, FL 32708

4 bd · 2 ba · 2,103 sqft

Parkstone Unit 3

MLS ID #O6453137, SHORESTONE PROPERTY GROUP.

Listing provided by Stellar MLS

600 Northern Way #1108, FL600 Northern Way #1108, FL
Stellar MLS
ActiveCondominium360°

$215,000

600 Northern Way #1108

Winter Springs, FL 32708

3 bd · 3 ba · 1,411 sqft

Tuscany Place Ph 1

MLS ID #O6431829, ALFANO PROPERTY MANAGEMENT.

Listing provided by Stellar MLS

846 Benchwood Ct, FL846 Benchwood Ct, FL
Stellar MLS
ActiveSingle Family Residence360°

$385,000

846 Benchwood Ct

Winter Springs, FL 32708

3 bd · 2 ba · 1,812 sqft

Oak Forest Unit 3

MLS ID #O6453509, SERHANT.

Listing provided by Stellar MLS

627 Clearn Ct, FL627 Clearn Ct, FL
Stellar MLS
ActiveSingle Family Residence360°

$469,000

627 Clearn Ct

Winter Springs, FL 32708

5 bd · 4 ba · 1,986 sqft

The Highlands Sec Four Tracts A & B Rep

MLS ID #O6447316, RE/MAX TOWN & COUNTRY REALTY.

Listing provided by Stellar MLS

711 Thistle Pl, FL711 Thistle Pl, FL
Stellar MLS
ActiveSingle Family Residence360°

$269,900

711 Thistle Pl

Winter Springs, FL 32708

3 bd · 2 ba · 960 sqft

Wildwood

MLS ID #V4951586, FLORIDA REALTY INVESTMENTS.

Listing provided by Stellar MLS

1314 Augusta National Blvd, FL1314 Augusta National Blvd, FL
Stellar MLS
ActiveSingle Family Residence360°

$525,000

1314 Augusta National Blvd

Winter Springs, FL 32708

3 bd · 3 ba · 2,004 sqft

Country Club Village Unit 3

MLS ID #O6448720, RE/MAX TOWN & COUNTRY REALTY.

Listing provided by Stellar MLS

More Winter Springs Homes for Sale

MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of November 5, 2026 at 2:20 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA