Maitland Homes Under $500K for Sale

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

Maitland Market ReportCall 321.373.3536

24+ Homes Under $500K in the Maitland area

2308 Haywood Ct #100, FL2308 Haywood Ct #100, FL
Stellar MLS
ActiveCondominium360°

$215,000

2308 Haywood Ct #100

Maitland, FL 32751

3 bd · 2 ba · 1,612 sqft

Carrington Park A Condo

MLS ID #O6439694, MY FLORIDA HOME CENTER REAL ESTATE.

Listing provided by Stellar MLS

1140 S Orlando Ave #E1, FL1140 S Orlando Ave #E1, FL
Stellar MLS
ActiveCondominium360°

$286,000

1140 S Orlando Ave #E1

Maitland, FL 32751

2 bd · 1 ba · 816 sqft

Lake Maitland Terrace Apts

MLS ID #O6429461, KELLER WILLIAMS WINTER PARK.

Listing provided by Stellar MLS

1140 S Orlando Ave #J12, FL1140 S Orlando Ave #J12, FL
Stellar MLS
ActiveCondominium

$213,000

1140 S Orlando Ave #J12

Maitland, FL 32751

2 bd · 1 ba · 816 sqft

Lake Maitland Terrace Apts

MLS ID #O6451478, TARA MOORE REAL ESTATE.

Listing provided by Stellar MLS

603 Waverly Ln #405b, FL603 Waverly Ln #405b, FL
Stellar MLS
ActiveCondominium360°

$239,000

603 Waverly Ln #405b

Maitland, FL 32751

3 bd · 3 ba · 1,328 sqft

Park Lake Grove Condo

MLS ID #O6425900, SANDRONI HOLDINGS REAL ESTATE LLC.

Listing provided by Stellar MLS

1357 Benevolent St, FL1357 Benevolent St, FL
Stellar MLS
ActiveTownhouse360°

$425,000

1357 Benevolent St

Maitland, FL 32751

3 bd · 3 ba · 1,725 sqft

Enclave/Maitland A-F

MLS ID #O6454046, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

1507 Grove St, FL1507 Grove St, FL
Stellar MLS
ActiveCondominium360°

$230,000

1507 Grove St

Maitland, FL 32751

3 bd · 2 ba · 1,256 sqft

Park Lake Villas Condo

MLS ID #O6452309, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

1553 Glastonberry Rd, FL1553 Glastonberry Rd, FL
Stellar MLS
ActiveSingle Family Residence

$369,999

1553 Glastonberry Rd

Maitland, FL 32751

3 bd · 2 ba · 1,376 sqft

Northgate

MLS ID #V4949086, LA ROSA REALTY CW PROPERTIES L.

Listing provided by Stellar MLS

812 Park Lake Cir #7, FL812 Park Lake Cir #7, FL
Stellar MLS
ActiveCondominium360°

$299,000

812 Park Lake Cir #7

Maitland, FL 32751

3 bd · 3 ba · 1,565 sqft

Park Lake Twnhs

MLS ID #O6426486, TRIDENT REALTY.

Listing provided by Stellar MLS

761 Robinhood Dr, FL761 Robinhood Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$450,000

761 Robinhood Dr

Maitland, FL 32751

3 bd · 2 ba · 1,154 sqft

Greenwood Gardens Sec 01

MLS ID #O6434035, RE/MAX ASSURED.

Listing provided by Stellar MLS

1605 Grove St #550, FL1605 Grove St #550, FL
Stellar MLS
ActiveCondominium360°

$200,000

1605 Grove St #550

Maitland, FL 32751

3 bd · 2 ba · 1,256 sqft

Park Lake Villas Condo

MLS ID #O6450169, CREEGAN GROUP.

Listing provided by Stellar MLS

1140 S Orlando Ave #D16, FL1140 S Orlando Ave #D16, FL
Stellar MLS
ActiveCondominium360°

$479,000

1140 S Orlando Ave #D16

Maitland, FL 32751

2 bd · 1 ba · 816 sqft

Lake Maitland Terrace Apts

MLS ID #TB8563591, JACK KELLER INC.

Listing provided by Stellar MLS

2329 Coawood #103, FL2329 Coawood #103, FL
Stellar MLS
ActiveCondominium

$139,900

2329 Coawood #103

Maitland, FL 32751

2 bd · 2 ba · 1,206 sqft

Carrington Park A Condo

MLS ID #O6421431, NEXTHOME SUNSHINE REALTY.

Listing provided by Stellar MLS

2365 Sierra Ln #2365, FL2365 Sierra Ln #2365, FL
Stellar MLS
ActiveCondominium360°

$339,500

2365 Sierra Ln #2365

Maitland, FL 32751

2 bd · 3 ba · 1,323 sqft

Sierra Condo Ph 1

MLS ID #R4912212, KIMBRIDGE REALTY, LLC.

Listing provided by Stellar MLS

1140 S Orlando Ave #K15, FL1140 S Orlando Ave #K15, FL
Stellar MLS
ActiveCondominium360°

$420,000

1140 S Orlando Ave #K15

Maitland, FL 32751

2 bd · 2 ba · 816 sqft

Lake Maitland Terrace Apts

MLS ID #O6450713, FANNIE HILLMAN & ASSOCIATES.

Listing provided by Stellar MLS

1325 Lake Shadow Cir #12103, FL1325 Lake Shadow Cir #12103, FL
Stellar MLS
ActiveCondominium360°

$199,000

1325 Lake Shadow Cir #12103

Maitland, FL 32751

2 bd · 2 ba · 1,048 sqft

Visconti West

MLS ID #O6452783, DALTON WADE INC.

Listing provided by Stellar MLS

448 Banyon Tree Cir #206, FL448 Banyon Tree Cir #206, FL
Stellar MLS
ActiveCondominium360°

$120,000

448 Banyon Tree Cir #206

Maitland, FL 32751

3 bd · 2 ba · 1,428 sqft

Carrington Park A Condo

MLS ID #O6448873, MIAMI TANGO INVESTMENTS REALTY.

Listing provided by Stellar MLS

1140 S Orlando Ave #E11, FL1140 S Orlando Ave #E11, FL
Stellar MLS
ActiveCondominium360°

$188,900

1140 S Orlando Ave #E11

Maitland, FL 32751

1 bd · 1 ba · 612 sqft

Lake Maitland Terrace Apts

MLS ID #O6421126, IAD REAL ESTATE.

Listing provided by Stellar MLS

1010 Winderley Pl #100, FL1010 Winderley Pl #100, FL
Stellar MLS
ActiveTownhouse

$349,000

1010 Winderley Pl #100

Maitland, FL 32751

2 bd · 3 ba · 1,640 sqft

Villas Lake Destiny

MLS ID #O6444498, REAL BROKER, LLC.

Listing provided by Stellar MLS

1140 S Orlando Ave #G3, FL1140 S Orlando Ave #G3, FL
Stellar MLS
ActiveCondominium360°

$299,000

1140 S Orlando Ave #G3

Maitland, FL 32751

2 bd · 2 ba · 816 sqft

Lake Maitland Terrace Apts

MLS ID #O6431089, PREMIER SOTHEBY'S INTL. REALTY.

Listing provided by Stellar MLS

2517 Caper Ln #207, FL2517 Caper Ln #207, FL
Stellar MLS
ActiveCondominium

$99,000

2517 Caper Ln #207

Maitland, FL 32751

1 bd · 1 ba · 550 sqft

Carrington Park A Condo

MLS ID #O6445466, LPT REALTY, LLC.

Listing provided by Stellar MLS

559 Flemming Way #203, FL559 Flemming Way #203, FL
Stellar MLS
ActiveCondominium360°

$103,000

559 Flemming Way #203

Maitland, FL 32751

1 bd · 1 ba · 550 sqft

Carrington Park A Condo

MLS ID #O6441148, MIAMI TANGO INVESTMENTS REALTY.

Listing provided by Stellar MLS

895 Park Lake Cir #75, FL895 Park Lake Cir #75, FL
Stellar MLS
ActiveTownhouse360°

$174,900

895 Park Lake Cir #75

Maitland, FL 32751

2 bd · 2 ba · 1,353 sqft

Park Lake Twnhs

MLS ID #O6422482, DAPORE REALTY INC.

Listing provided by Stellar MLS

2312 Sierra Ln #2312, FL2312 Sierra Ln #2312, FL
Stellar MLS
ActiveCondominium360°

$349,600

2312 Sierra Ln #2312

Maitland, FL 32751

2 bd · 3 ba · 1,440 sqft

Sierra Condo Ph 1

MLS ID #R4912215, KIMBRIDGE REALTY, LLC.

Listing provided by Stellar MLS

1931 Michael Tiago Cir, FL1931 Michael Tiago Cir, FL
Stellar MLS
ActiveTownhouse360°

$440,000

1931 Michael Tiago Cir

Maitland, FL 32751

3 bd · 3 ba · 2,100 sqft

Maitland Village

MLS ID #O6445127, PARKVIEW REAL ESTATE.

Listing provided by Stellar MLS

More Maitland 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 8:23 AM 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