Cypress Landing Homes Under $500K for Sale

Every home priced under $500K currently for sale in Cypress Landing — pulled live from the Stellar MLS and updated continuously. Pair this with the free Cypress Landing market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.

24+ Homes Under $500K in Cypress Landing

114 Winter Ridge Cir, FL114 Winter Ridge Cir, FL
Stellar MLS
ActiveSingle Family Residence360°

$185,000

114 Winter Ridge Cir

Orlando, FL 32835

2 bd · 1 ba · 858 sqft

Winter Ridge

MLS ID #O6393420, LA ROSA REALTY LLC.

Listing provided by Stellar MLS

2648 Robert Trent Jones Dr #227, FL2648 Robert Trent Jones Dr #227, FL
Stellar MLS
ActiveCondominium360°

$237,900

2648 Robert Trent Jones Dr #227

Orlando, FL 32835

3 bd · 2 ba · 1,295 sqft

Madison At Metrowest

MLS ID #O6390608, LAFAYETTE REALTY GROUP LLC.

Listing provided by Stellar MLS

4302 Conroy Club Dr, FL4302 Conroy Club Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$444,900

4302 Conroy Club Dr

Orlando, FL 32835

3 bd · 2 ba · 1,987 sqft

Conroy Club 47/86

MLS ID #O6436396, BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY.

Listing provided by Stellar MLS

3567 Shallot Dr #103, FL3567 Shallot Dr #103, FL
Stellar MLS
ActiveCondominium

$295,000

3567 Shallot Dr #103

Orlando, FL 32835

2 bd · 3 ba · 1,546 sqft

Stonebridge Lakes Ph 19

MLS ID #O6446794, BB GROUP REALTY CORP.

Listing provided by Stellar MLS

5962 Westgate Dr #204, FL5962 Westgate Dr #204, FL
Stellar MLS
ActiveCondominium360°

$125,000

5962 Westgate Dr #204

Orlando, FL 32835

1 bd · 1 ba · 566 sqft

Central Park

MLS ID #O6417689, COLFAX REALTY INTERNATIONAL IN.

Listing provided by Stellar MLS

6413 Astor Village Ave #303, FL6413 Astor Village Ave #303, FL
Stellar MLS
ActiveCondominium360°

$174,900

6413 Astor Village Ave #303

Orlando, FL 32835

1 bd · 1 ba · 945 sqft

Hamptons/Metrowest

MLS ID #O6418142, COMPASS FLORIDA LLC.

Listing provided by Stellar MLS

6033 W Amelia St, FL6033 W Amelia St, FL
Stellar MLS
ActiveSingle Family Residence360°

$219,900

6033 W Amelia St

Orlando, FL 32835

2 bd · 1 ba · 1,152 sqft

Avondale

MLS ID #O6408294, MAINSTAY BROKERAGE LLC.

Listing provided by Stellar MLS

6611 Time Square Ave #105, FL6611 Time Square Ave #105, FL
Stellar MLS
ActiveCondominium360°

$269,000

6611 Time Square Ave #105

Orlando, FL 32835

3 bd · 3 ba · 1,634 sqft

Hamptons/Metrowest

MLS ID #O6443757, MAGNUS REALTY GROUP LLC.

Listing provided by Stellar MLS

313 S Observatory Dr, FL313 S Observatory Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$240,000

313 S Observatory Dr

Orlando, FL 32835

3 bd · 1 ba · 1,474 sqft

Orla Vista Heights

MLS ID #O6413628, KELLER WILLIAMS REALTY AT THE PARKS.

Listing provided by Stellar MLS

7270 Westpointe Blvd #933, FL7270 Westpointe Blvd #933, FL
Stellar MLS
ActiveCondominium360°

$219,000

7270 Westpointe Blvd #933

Orlando, FL 32835

2 bd · 2 ba · 1,127 sqft

Bermuda Dunes Private Residence

MLS ID #O6431046, URBAN-O REAL ESTATE SOLUTIONS.

Listing provided by Stellar MLS

6169 Froggatt St, FL6169 Froggatt St, FL
Stellar MLS
ActiveSingle Family Residence360°

$486,995

6169 Froggatt St

Orlando, FL 32835

4 bd · 2 ba · 2,039 sqft

Stonebridge Lakes J & K

MLS ID #O6431392, RE/MAX TOWN & COUNTRY REALTY.

Listing provided by Stellar MLS

6336 Buford St #305, FL6336 Buford St #305, FL
Stellar MLS
ActiveCondominium360°

$350,000

6336 Buford St #305

Orlando, FL 32835

3 bd · 2 ba · 1,810 sqft

Promenade

MLS ID #S5158746, LA ROSA REALTY LLC.

Listing provided by Stellar MLS

313 Lucile Way, FL313 Lucile Way, FL
Stellar MLS
ActiveSingle Family Residence

$275,000

313 Lucile Way

Orlando, FL 32835

2 bd · 2 ba · 1,145 sqft

Westmont

MLS ID #O6445798, MARK SPAIN REAL ESTATE.

Listing provided by Stellar MLS

641 Conroy St, FL641 Conroy St, FL
Stellar MLS
ActiveSingle Family Residence360°

$253,000

641 Conroy St

Orlando, FL 32835

3 bd · 2 ba · 1,104 sqft

Grandview

MLS ID #O6446431, CENTURY 21 CARIOTI.

Listing provided by Stellar MLS

2558 Robert Trent Jones Dr #1410, FL2558 Robert Trent Jones Dr #1410, FL
Stellar MLS
ActiveCondominium360°

$230,000

2558 Robert Trent Jones Dr #1410

Orlando, FL 32835

2 bd · 2 ba · 1,150 sqft

Madison/Metrowest

MLS ID #O6446123, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

507 Enka Ave, FL507 Enka Ave, FL
Stellar MLS
Active360°

$399,000

507 Enka Ave

Orlando, FL 32835

2.11 acres

Westmont

MLS ID #O6381020, EXP REALTY LLC.

Listing provided by Stellar MLS

106 Red Rose Cir, FL106 Red Rose Cir, FL
Stellar MLS
ActiveSingle Family Residence360°

$390,000

106 Red Rose Cir

Orlando, FL 32835

3 bd · 2 ba · 1,536 sqft

Roseview Subdivision

MLS ID #O6443600, LPT REALTY, LLC.

Listing provided by Stellar MLS

6141 Metrowest Blvd #305, FL6141 Metrowest Blvd #305, FL
Stellar MLS
ActiveCondominium360°

$215,000

6141 Metrowest Blvd #305

Orlando, FL 32835

3 bd · 2 ba · 1,285 sqft

Serenata Condominium

MLS ID #S5154547, A+ HOME RENTALS LLC.

Listing provided by Stellar MLS

6141 Metrowest Blvd #201, FL6141 Metrowest Blvd #201, FL
Stellar MLS
ActiveCondominium360°

$220,000

6141 Metrowest Blvd #201

Orlando, FL 32835

4 bd · 2 ba · 1,417 sqft

Serenata Condo

MLS ID #S5155220, A+ HOME RENTALS LLC.

Listing provided by Stellar MLS

6336 Buford St #209, FL6336 Buford St #209, FL
Stellar MLS
ActiveCondominium

$299,000

6336 Buford St #209

Orlando, FL 32835

3 bd · 2 ba · 2,010 sqft

Promenade Ph 01

MLS ID #O6379650, KELLER WILLIAMS ADVANTAGE REALTY.

Listing provided by Stellar MLS

3480 Soho St #101, FL3480 Soho St #101, FL
Stellar MLS
ActiveCondominium

$184,900

3480 Soho St #101

Orlando, FL 32835

3 bd · 2 ba · 1,260 sqft

Hamptons/Metrowest

MLS ID #O6365407, CHARLES RUTENBERG REALTY ORLANDO.

Listing provided by Stellar MLS

4618 Conroy Club Dr, FL4618 Conroy Club Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$479,000

4618 Conroy Club Dr

Orlando, FL 32835

3 bd · 2 ba · 1,688 sqft

Conroy Club

MLS ID #O6418899, LAKESIDE REALTY WINDERMERE INC.

Listing provided by Stellar MLS

3315 Parkchester Square Blvd #206, FL3315 Parkchester Square Blvd #206, FL
Stellar MLS
ActiveCondominium360°

$136,900

3315 Parkchester Square Blvd #206

Orlando, FL 32835

2 bd · 1 ba · 1,035 sqft

Hamptons/Metrowest

MLS ID #L4963952, MERCER REAL ESTATE.

Listing provided by Stellar MLS

3368 Robert Trent Jones Dr #40108, FL3368 Robert Trent Jones Dr #40108, FL
Stellar MLS
ActiveCondominium360°

$300,000

3368 Robert Trent Jones Dr #40108

Orlando, FL 32835

3 bd · 2 ba · 1,962 sqft

Stonebridge Reserve Ph 03

MLS ID #O6445097, URBAN-O REAL ESTATE SOLUTIONS.

Listing provided by Stellar MLS

More Cypress Landing 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 4:24 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