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.
24+ Homes Under $500K in the Maitland area


$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


$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


$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


$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


$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


$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


$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


$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


$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


$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


$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


$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


$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


$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


$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


$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


$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


$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


$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


$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


$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


$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


$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


$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
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