Cypress Reserve Homes $500K–$750K for Sale

Every home priced $500K–$750K currently for sale in Cypress Reserve — pulled live from the Stellar MLS and updated continuously. Pair this with the free Cypress Reserve 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 Cypress Reserve

8932 Bismarck Palm Dr, FL8932 Bismarck Palm Dr, FL
Stellar MLS
ActiveTownhouse360°

$565,000

8932 Bismarck Palm Dr

Winter Garden, FL 34787

3 bd · 3 ba · 2,052 sqft

Lakeshore Preserve Ph 1

MLS ID #O6428241, DENIZ REALTY PARTNERS LLC.

Listing provided by Stellar MLS

644 Autumn Oaks Loop, FL644 Autumn Oaks Loop, FL
Stellar MLS
ActiveSingle Family Residence360°

$749,995

644 Autumn Oaks Loop

Winter Garden, FL 34787

5 bd · 3 ba · 3,102 sqft

Winter Oaks

MLS ID #O6429028, CONDO METROPOLIS, LLC.

Listing provided by Stellar MLS

7278 Twilight Bay Dr, FL7278 Twilight Bay Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$599,000

7278 Twilight Bay Dr

Winter Garden, FL 34787

4 bd · 2 ba · 2,014 sqft

Lakeview Pointe/Horizon West Ph

MLS ID #O6436600, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

23 Zachary Wade St, FL23 Zachary Wade St, FL
Stellar MLS
ActiveSingle Family Residence360°

$512,000

23 Zachary Wade St

Winter Garden, FL 34787

4 bd · 2 ba · 1,853 sqft

Lakeview Reserve 46/149

MLS ID #O6445265, WEMERT GROUP REALTY LLC.

Listing provided by Stellar MLS

14373 Breda Center Loop, FL14373 Breda Center Loop, FL
Stellar MLS
ActiveSingle Family Residence360°

$543,000

14373 Breda Center Loop

Winter Garden, FL 34787

4 bd · 3 ba · 2,488 sqft

Lake Hancock Preserve

MLS ID #O6435240, INTOP REALTY LLC.

Listing provided by Stellar MLS

17108 Harbor Oak Pkwy, FL17108 Harbor Oak Pkwy, FL
Stellar MLS
ActiveSingle Family Residence360°

$535,000

17108 Harbor Oak Pkwy

Winter Garden, FL 34787

4 bd · 3 ba · 2,690 sqft

0000095335

MLS ID #O6440831, SPRING REALTY ONE LLC.

Listing provided by Stellar MLS

9918 Pallida Hickory Way, FL9918 Pallida Hickory Way, FL
Stellar MLS
ActiveSingle Family Residence

$550,000

9918 Pallida Hickory Way

Winter Garden, FL 34787

3 bd · 3 ba · 1,892 sqft

Water Mark Phase 4

MLS ID #O6445324, REAL BROKER, LLC.

Listing provided by Stellar MLS

9561 Waterway Passage Dr, FL9561 Waterway Passage Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$700,000

9561 Waterway Passage Dr

Winter Garden, FL 34787

4 bd · 4 ba · 3,267 sqft

Waterleigh Ph 2b

MLS ID #O6426027, KELLER WILLIAMS CLASSIC.

Listing provided by Stellar MLS

16707 Sanctuary Dr, FL16707 Sanctuary Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$690,000

16707 Sanctuary Dr

Winter Garden, FL 34787

4 bd · 3 ba · 2,516 sqft

Sanctuary/Twin Waters

MLS ID #O6419784, YOUR HOME SOLD GUARANTEED REALTY.

Listing provided by Stellar MLS

13360 Sunny Retreat Ln, FL13360 Sunny Retreat Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$595,000

13360 Sunny Retreat Ln

Winter Garden, FL 34787

3 bd · 2 ba · 2,000 sqft

Del Webb Oasis

MLS ID #S5156584, FRONTLINE FLORIDA REALTY, INC..

Listing provided by Stellar MLS

8001 Pond Apple Dr, FL8001 Pond Apple Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$748,800

8001 Pond Apple Dr

Winter Garden, FL 34787

5 bd · 3 ba · 3,289 sqft

Summerlake

MLS ID #O6437864, RE/MAX PRIME PROPERTIES.

Listing provided by Stellar MLS

16933 Oakboro St, FL16933 Oakboro St, FL
Stellar MLS
ActiveSingle Family Residence360°

$560,000

16933 Oakboro St

Winter Garden, FL 34787

3 bd · 3 ba · 2,027 sqft

Waterleigh Ph 3a

MLS ID #R4910916, KIMBRIDGE REALTY, LLC.

Listing provided by Stellar MLS

4780 Terrace Bluff St, FL4780 Terrace Bluff St, FL
Stellar MLS
ActiveSingle Family Residence360°

$569,900

4780 Terrace Bluff St

Winter Garden, FL 34787

4 bd · 4 ba · 2,342 sqft

Enclave/Hamlin

MLS ID #O6446681, COMPASS FLORIDA LLC.

Listing provided by Stellar MLS

12349 Westfield Lakes Cir, FL12349 Westfield Lakes Cir, FL
Stellar MLS
ActiveSingle Family Residence360°

$740,500

12349 Westfield Lakes Cir

Winter Garden, FL 34787

4 bd · 3 ba · 2,777 sqft

Westfield Lakes Ph 04 A-F

MLS ID #O6445527, KELLER WILLIAMS ADVANTAGE REALTY.

Listing provided by Stellar MLS

15223 Evergreen Oak Loop, FL15223 Evergreen Oak Loop, FL
Stellar MLS
ActiveSingle Family Residence360°

$500,000

15223 Evergreen Oak Loop

Winter Garden, FL 34787

4 bd · 4 ba · 2,502 sqft

Signature Lakes Ph 3b-4 3b-5 & 3

MLS ID #G5118492, KELLER WILLIAMS ELITE PARTNERS III REALTY.

Listing provided by Stellar MLS

517 Garden Heights Dr, FL517 Garden Heights Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$589,900

517 Garden Heights Dr

Winter Garden, FL 34787

4 bd · 2 ba · 1,960 sqft

Garden Heights

MLS ID #O6446560, LOKATION.

Listing provided by Stellar MLS

1442 Coluso Dr, FL1442 Coluso Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$585,000

1442 Coluso Dr

Winter Garden, FL 34787

3 bd · 2 ba · 2,133 sqft

Magnolia Wood Fifth Add

MLS ID #V4951594, RE/MAX ADVANTAGE.

Listing provided by Stellar MLS

4540 Gliding Wave St, FL4540 Gliding Wave St, FL
Stellar MLS
ActiveSingle Family Residence360°

$560,000

4540 Gliding Wave St

Winter Garden, FL 34787

3 bd · 2 ba · 2,144 sqft

Lakeview Preserve Ph 2

MLS ID #O6442258, RUBIO REALTY INVESTMENTS LLC.

Listing provided by Stellar MLS

7584 Summerlake Groves St, FL7584 Summerlake Groves St, FL
Stellar MLS
ActiveSingle Family Residence

$525,000

7584 Summerlake Groves St

Winter Garden, FL 34787

3 bd · 3 ba · 2,175 sqft

Panther View

MLS ID #O6446076, CHARLES RUTENBERG REALTY ORLANDO.

Listing provided by Stellar MLS

12706 Grovehurst Ave, FL12706 Grovehurst Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$584,000

12706 Grovehurst Ave

Winter Garden, FL 34787

5 bd · 3 ba · 3,382 sqft

Grovehurst A-D

MLS ID #O6424010, OPENDOOR BROKERAGE LLC.

Listing provided by Stellar MLS

809 Burch Ave, FL809 Burch Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$749,999

809 Burch Ave

Winter Garden, FL 34787

4 bd · 5 ba · 3,543 sqft

Burchshire

MLS ID #O6440306, LPT REALTY, LLC.

Listing provided by Stellar MLS

16614 Wingspread Loop, FL16614 Wingspread Loop, FL
Stellar MLS
ActiveSingle Family Residence360°

$589,000

16614 Wingspread Loop

Winter Garden, FL 34787

3 bd · 3 ba · 2,372 sqft

Hawksmoor-Ph 1

MLS ID #O6441370, CHARLES RUTENBERG REALTY ORLANDO.

Listing provided by Stellar MLS

13026 Sunset Garden Ln, FL13026 Sunset Garden Ln, FL
Stellar MLS
ActiveSingle Family Residence360°

$583,000

13026 Sunset Garden Ln

Winter Garden, FL 34787

3 bd · 3 ba · 1,908 sqft

Westhaven At Ovation

MLS ID #O6400188, ORLANDO TBI REALTY LLC.

Listing provided by Stellar MLS

12792 Sunset Walk Dr, FL12792 Sunset Walk Dr, FL
Stellar MLS
ActiveTownhouse

$580,000

12792 Sunset Walk Dr

Winter Garden, FL 34787

4 bd · 3 ba · 1,930 sqft

Westhaven At Ovation

MLS ID #O6414001, ORLANDO TBI REALTY LLC.

Listing provided by Stellar MLS

More Cypress Reserve 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 October 2, 2026 at 4:37 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