Winter Springs Homes $500K–$750K for Sale

Every home priced $500K–$750K 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+ Homes $500K–$750K 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

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

1496 Wescott Loop, FL1496 Wescott Loop, FL
Stellar MLS
ActiveSingle Family Residence

$659,900

1496 Wescott Loop

Winter Springs, FL 32708

4 bd · 3 ba · 3,180 sqft

Barrington Estates

MLS ID #TB8558088, TAH FLORIDA LLC.

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

811 Maple Leaf Loop, FL811 Maple Leaf Loop, FL
Stellar MLS
ActiveSingle Family Residence360°

$515,000

811 Maple Leaf Loop

Winter Springs, FL 32708

5 bd · 3 ba · 2,852 sqft

Seven Oaks

MLS ID #O6413927, OPENDOOR BROKERAGE LLC.

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

1329 Augusta National Blvd, FL1329 Augusta National Blvd, FL
Stellar MLS
ActiveSingle Family Residence360°

$529,900

1329 Augusta National Blvd

Winter Springs, FL 32708

3 bd · 2 ba · 1,616 sqft

Country Club Village Unit 3

MLS ID #O6422133, COLDWELL BANKER 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

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

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

248 Huntridge Way, FL248 Huntridge Way, FL
Stellar MLS
ActiveSingle Family Residence

$589,900

248 Huntridge Way

Winter Springs, FL 32708

4 bd · 3 ba · 2,840 sqft

Huntridge

MLS ID #O6436630, ACME REAL ESTATE FLORIDA LLC.

Listing provided by Stellar MLS

632 Tuskawilla Point Ln, FL632 Tuskawilla Point Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$574,900

632 Tuskawilla Point Ln

Winter Springs, FL 32708

4 bd · 3 ba · 1,917 sqft

Tuskawilla Point

MLS ID #TB8554337, AXEN REALTY, LLC.

Listing provided by Stellar MLS

699 N Endeavour Dr, FL699 N Endeavour Dr, FL
Stellar MLS
ActiveSingle Family Residence

$515,000

699 N Endeavour Dr

Winter Springs, FL 32708

4 bd · 2 ba · 1,931 sqft

Oak Forest Unit 6

MLS ID #O6439293, RE/MAX TOWN & COUNTRY REALTY.

Listing provided by Stellar MLS

957 Talon Pl, FL957 Talon Pl, FL
Stellar MLS
ActiveSingle Family Residence360°

$749,000

957 Talon Pl

Winter Springs, FL 32708

5 bd · 4 ba · 3,273 sqft

Northern Oaks

MLS ID #O6444158, ORANGE SLICE PROPERTIES.

Listing provided by Stellar MLS

1015 Antelope Trl, FL1015 Antelope Trl, FL
Stellar MLS
ActiveSingle Family Residence

$600,000

1015 Antelope Trl

Winter Springs, FL 32708

5 bd · 3 ba · 2,523 sqft

Winter Spgs Unit 4

MLS ID #O6426569, KELLER WILLIAMS ADVANTAGE REALTY.

Listing provided by Stellar MLS

201 Burgess Dr, FL201 Burgess Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$635,000

201 Burgess Dr

Winter Springs, FL 32708

4 bd · 3 ba · 3,046 sqft

Avery Park

MLS ID #O6442700, KELLER WILLIAMS WINTER PARK.

Listing provided by Stellar MLS

475 Verandah Ct, FL475 Verandah Ct, FL
Stellar MLS
ActiveSingle Family Residence360°

$699,900

475 Verandah Ct

Winter Springs, FL 32708

4 bd · 3 ba · 2,520 sqft

Barrington Estates

MLS ID #O6448046, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

864 Bentley Green Cir, FL864 Bentley Green Cir, FL
Stellar MLS
ActiveSingle Family Residence360°

$679,000

864 Bentley Green Cir

Winter Springs, FL 32708

4 bd · 3 ba · 2,272 sqft

Bentley Club At Bentley Green

MLS ID #O6441314, REAL BROKER, LLC.

Listing provided by Stellar MLS

116 Partridge Cir, FL116 Partridge Cir, FL
Stellar MLS
ActiveSingle Family Residence360°

$599,000

116 Partridge Cir

Winter Springs, FL 32708

3 bd · 3 ba · 2,272 sqft

Winter Spgs Unit 4

MLS ID #O6439706, RE/MAX TOWN & COUNTRY REALTY.

Listing provided by Stellar MLS

731 Seneca Meadows Rd, FL731 Seneca Meadows Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$559,900

731 Seneca Meadows Rd

Winter Springs, FL 32708

4 bd · 4 ba · 2,566 sqft

Parkstone Unit 3

MLS ID #O6438784, KUNERT REALTY INC.

Listing provided by Stellar MLS

943 March Hare Ct, FL943 March Hare Ct, FL
Stellar MLS
ActiveSingle Family Residence360°

$569,999

943 March Hare Ct

Winter Springs, FL 32708

4 bd · 2 ba · 1,985 sqft

Oak Forest Unit 5

MLS ID #O6440902, SCHMITT REALTY PLLC.

Listing provided by Stellar MLS

223 Blue Creek Dr, FL223 Blue Creek Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$665,000

223 Blue Creek Dr

Winter Springs, FL 32708

4 bd · 3 ba · 2,724 sqft

Chestnut Estates Ph 2

MLS ID #O6427702, PREMIER SOTHEBYS INT'L REALTY.

Listing provided by Stellar MLS

268 Tavestock Loop, FL268 Tavestock Loop, FL
Stellar MLS
ActiveSingle Family Residence360°

$557,900

268 Tavestock Loop

Winter Springs, FL 32708

4 bd · 3 ba · 2,415 sqft

Parkstone

MLS ID #O6407307, FUSILIER REALTY GROUP.

Listing provided by Stellar MLS

766 Andover Cir, FL766 Andover Cir, FL
Stellar MLS
ActiveSingle Family Residence360°

$550,000

766 Andover Cir

Winter Springs, FL 32708

3 bd · 2 ba · 1,735 sqft

Georgetowne Unit 3

MLS ID #O6442226, MILLENIUM REALTY GROUP.

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 4:44 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