Maitland Homes $500K–$750K for Sale

Every home priced $500K–$750K 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

22 Homes $500K–$750K in the Maitland area

2607 Derbyshire Rd, FL2607 Derbyshire Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$519,900

2607 Derbyshire Rd

Maitland, FL 32751

3 bd · 2 ba · 1,828 sqft

Indian Hills Unit 1 Rep

MLS ID #TB8564572, OFFERPAD BROKERAGE FL, LLC.

Listing provided by Stellar MLS

1140 S Orlando Avenue #H-16, FL1140 S Orlando Avenue #H-16, FL
Stellar MLS
ActiveCondominium360°

$625,000

1140 S Orlando Avenue #H-16

Maitland, FL 32751

2 bd · 1 ba · 891 sqft

Lake Maitland Terrace

MLS ID #O6438189, PREMIER SOTHEBY'S INTL. REALTY.

Listing provided by Stellar MLS

1404 Caring Ct, FL1404 Caring Ct, FL
Stellar MLS
ActiveSingle Family Residence360°

$609,000

1404 Caring Ct

Maitland, FL 32751

3 bd · 3 ba · 2,110 sqft

Enclave At Maitland A-F

MLS ID #G5113516, ROCK SPRINGS REALTY, LLC.

Listing provided by Stellar MLS

1060 Gregory Dr, FL1060 Gregory Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$529,000

1060 Gregory Dr

Maitland, FL 32751

3 bd · 2 ba · 1,734 sqft

Druid Hills Estates 1st Add

MLS ID #O6445281, KELLER WILLIAMS WINTER PARK.

Listing provided by Stellar MLS

2080 Goldwater Ct, FL2080 Goldwater Ct, FL
Stellar MLS
ActiveSingle Family Residence360°

$729,000

2080 Goldwater Ct

Maitland, FL 32751

4 bd · 2 ba · 2,280 sqft

Maitland Highlands

MLS ID #O6426674, REAL BROKER, LLC.

Listing provided by Stellar MLS

1501 Oranole Rd, FL1501 Oranole Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$650,000

1501 Oranole Rd

Maitland, FL 32751

3 bd · 4 ba · 2,807 sqft

Bretton Woods

MLS ID #O6438242, CHARLES RUTENBERG REALTY ORLANDO.

Listing provided by Stellar MLS

1241 Pryde Dr, FL1241 Pryde Dr, FL
Stellar MLS
ActiveSingle Family Residence

$645,000

1241 Pryde Dr

Maitland, FL 32751

3 bd · 3 ba · 1,902 sqft

Lake Sybelia Shores Second Add

MLS ID #O6425578, SOUTHERN REALTY ENTERPRISES.

Listing provided by Stellar MLS

2050 Thunderbird Trl, FL2050 Thunderbird Trl, FL
Stellar MLS
ActiveSingle Family Residence360°

$749,000

2050 Thunderbird Trl

Maitland, FL 32751

4 bd · 3 ba · 2,033 sqft

Highland Park Estates

MLS ID #O6448337, FANNIE HILLMAN & ASSOCIATES.

Listing provided by Stellar MLS

1741 Lyndale Blvd, FL1741 Lyndale Blvd, FL
Stellar MLS
ActiveSingle Family Residence

$699,000

1741 Lyndale Blvd

Maitland, FL 32751

3 bd · 2 ba · 1,495 sqft

Dixie Terrace Ut No 2

MLS ID #O6453164, FANNIE HILLMAN & ASSOCIATES.

Listing provided by Stellar MLS

2141 Falkner Rd, FL2141 Falkner Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$510,000

2141 Falkner Rd

Maitland, FL 32751

4 bd · 3 ba · 2,295 sqft

Winfield

MLS ID #S5159176, HOME WISE REALTY GROUP, INC..

Listing provided by Stellar MLS

1241 Manchester Rd, FL1241 Manchester Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$535,000

1241 Manchester Rd

Maitland, FL 32751

4 bd · 2 ba · 2,038 sqft

English Estates Unit 2

MLS ID #S5154880, EG ORLANDO LLC.

Listing provided by Stellar MLS

623 Green Meadow Ave, FL623 Green Meadow Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$525,000

623 Green Meadow Ave

Maitland, FL 32751

4 bd · 2 ba · 1,909 sqft

Forest Brook

MLS ID #O6448059, PREMIER SOTHEBYS INT'L REALTY.

Listing provided by Stellar MLS

200 Seneca Trl, FL200 Seneca Trl, FL
Stellar MLS
ActiveSingle Family Residence360°

$550,000

200 Seneca Trl

Maitland, FL 32751

3 bd · 2 ba · 1,605 sqft

Dommerich Estates 1st Add

MLS ID #O6445899, KELLY PRICE & COMPANY LLC.

Listing provided by Stellar MLS

223 Quayside Cir #C11, FL223 Quayside Cir #C11, FL
Stellar MLS
ActiveTownhouse360°

$537,000

223 Quayside Cir #C11

Maitland, FL 32751

3 bd · 3 ba · 1,734 sqft

Moorings On Lake Maitland Condo Bldg 05

MLS ID #O6447408, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

616 Lake Howell Rd, FL616 Lake Howell Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$550,000

616 Lake Howell Rd

Maitland, FL 32751

4 bd · 2 ba · 2,300 sqft

Forest Brook 2nd Sec

MLS ID #O6449406, NETWORTH REALTY OF ORLANDO, LLC.

Listing provided by Stellar MLS

1540 E Horatio Ave, FL1540 E Horatio Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$514,900

1540 E Horatio Ave

Maitland, FL 32751

4 bd · 2 ba · 1,939 sqft

Hollieanna Shores

MLS ID #O6435957, LUXE HUNTER REAL ESTATE.

Listing provided by Stellar MLS

356 Croton Dr, FL356 Croton Dr, FL
Stellar MLS
ActiveSingle Family Residence

$515,000

356 Croton Dr

Maitland, FL 32751

4 bd · 2 ba · 2,259 sqft

Druid Hills Park

MLS ID #V4951793, PAUL NIEMI REALTY.

Listing provided by Stellar MLS

1310 Winston Rd, FL1310 Winston Rd, FL
Stellar MLS
ActiveSingle Family Residence

$635,000

1310 Winston Rd

Maitland, FL 32751

4 bd · 3 ba · 2,197 sqft

English Estates Unit 2

MLS ID #O6446286, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

2494 Castlewood Rd, FL2494 Castlewood Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$545,000

2494 Castlewood Rd

Maitland, FL 32751

4 bd · 2 ba · 2,482 sqft

English Woods

MLS ID #O6419597, LA ROSA REALTY CW PROPERTIES L.

Listing provided by Stellar MLS

1100 S Orlando Ave #306, FL
Stellar MLS
ActiveCondominium

$599,900

1100 S Orlando Ave #306

Maitland, FL 32751

2 bd · 2 ba · 1,125 sqft

West Cove

MLS ID #O6447927, BECK REALTY LLC.

Listing provided by Stellar MLS

307 Lemon St, FL307 Lemon St, FL
Stellar MLS
ActiveDuplex360°

$525,000

307 Lemon St

Maitland, FL 32751

4 bd · 2 ba · 1,012 sqft

Calhouns Sub

MLS ID #O6439287, HOME REALTY GROUP LLC.

Listing provided by Stellar MLS

1776 Bobtail Dr, FL1776 Bobtail Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$519,999

1776 Bobtail Dr

Maitland, FL 32751

4 bd · 3 ba · 2,344 sqft

Winfield

MLS ID #G5110747, THE FLORIDA PROPERTY SHOP SALE.

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 4, 2026 at 6:38 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