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Recently Sold Maitland, FL Homes

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  • /2

    $255,000

    Sold Dec 08, 2025

    240 Cherrywood Dr, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,161 Sq Ft
    • Built 1959

    Last Sold Summary

    • 9% Below List Price
    • $220/SF
    • 6 Days On Market

    Current Estimated Value $277,064

    Last Listing Agent Martha Grasty EXP REALTY LLC

    240 Cherrywood Dr, Maitland, FL 32751
  • /2

    $620,000

    Sold Aug 13, 2026

    623 Woodley Rd, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft
    • Built 1958

    Last Sold Summary

    • 3% Above List Price
    • $350/SF
    • 4 Days On Market

    Current Estimated Value $573,855

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    623 Woodley Rd, Maitland, FL 32751
  • /2

    $330,000

    Sold Dec 30, 2025

    735 Gamewell Ave, Maitland, FL 32751

    • 2 Beds
    • 1 Bath
    • 938 Sq Ft
    • Built 1952

    Last Sold Summary

    • $352/SF
    • 2 Days On Market

    Current Estimated Value $336,312

    Last Listing Agent Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

    735 Gamewell Ave, Maitland, FL 32751
  • /2

    $385,000

    Sold Feb 24, 2026

    210 Magnolia Rd Unit 106, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,394 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Below List Price
    • $276/SF
    • 16 Days On Market

    Current Estimated Value $387,566

    Last Listing Agent Sue Gilman KELLER WILLIAMS WINTER PARK

    210 Magnolia Rd Unit 106, Maitland, FL 32751
  • /2

    $555,000

    Sold Oct 01, 2025

    1771 Chinook Trail, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,704 Sq Ft
    • Built 1959

    Last Sold Summary

    • 4% Below List Price
    • $326/SF
    • 20 Days On Market

    Current Estimated Value $570,975

    Last Listing Agent Hazel Sun RE/MAX 200 REALTY

    1771 Chinook Trail, Maitland, FL 32751
  • /2

    $595,000

    Sold May 05, 2026

    2466 Fieldingwood Rd, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 1,765 Sq Ft
    • Built 1972

    Last Sold Summary

    • 1% Below List Price
    • $337/SF
    • 2 Days On Market

    Current Estimated Value $566,958

    Last Listing Agent Kristine McKinley RE/MAX TOWN & COUNTRY REALTY

    2466 Fieldingwood Rd, Maitland, FL 32751
  • /2

    $239,000

    Sold May 08, 2026

    602 Villa Cir Unit 543, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,256 Sq Ft
    • Built 1979

    Last Sold Summary

    • 4% Below List Price
    • $190/SF
    • 49 Days On Market

    Current Estimated Value $239,711

    Last Listing Agent Odel Ximinies COLDWELL BANKER REALTY

    602 Villa Cir Unit 543, Maitland, FL 32751
  • /2

    $515,000

    Sold Nov 07, 2025

    2162 Lake Howell Preserve Ct, Maitland, FL 32751

    • 3 Beds
    • 3.5 Baths
    • 2,188 Sq Ft
    • Built 2021

    Last Sold Summary

    • 6% Below List Price
    • $235/SF
    • 27 Days On Market

    Last Listing Agent Mark Raumaker SERHANT

    2162 Lake Howell Preserve Ct, Maitland, FL 32751
  • /2

    $335,000

    Sold Oct 03, 2025

    180 N Lakewood Cir, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Built 1971

    Last Sold Summary

    • 22% Below List Price
    • $319/SF
    • 301 Days On Market

    Current Estimated Value $324,463

    Last Listing Agent Todd Norwood BESPOKE REAL ESTATE

    180 N Lakewood Cir, Maitland, FL 32751
  • /2

    $1,350,000

    Sold Oct 01, 2025

    2047 Howell Branch Rd, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 2,960 Sq Ft
    • Built 1986

    Last Sold Summary

    • 10% Below List Price
    • $456/SF
    • 28 Days On Market

    Current Estimated Value $1,369,657

    Last Listing Agent Shelby Smith KELLY PRICE & COMPANY LLC

    2047 Howell Branch Rd, Maitland, FL 32751
  • /2

    $469,450

    Sold Jul 01, 2026

    1928 South Blvd, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 1,879 Sq Ft
    • Built 1969

    Last Sold Summary

    • 2% Below List Price
    • $250/SF
    • 3 Days On Market

    Current Estimated Value $467,752

    Last Listing Agent Doori Sung LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

    1928 South Blvd, Maitland, FL 32751
  • /2

    $650,000

    Sold May 21, 2026

    2600 Mohawk Trail, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,265 Sq Ft
    • Built 1965

    Last Sold Summary

    • 3% Below List Price
    • $287/SF
    • 42 Days On Market

    Current Estimated Value $655,574

    Last Listing Agent Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

    2600 Mohawk Trail, Maitland, FL 32751
  • /2

    $900,000

    Sold Mar 03, 2026

    1619 Druid Rd, Maitland, FL 32751

    • 5 Beds
    • 4 Baths
    • 3,769 Sq Ft
    • Built 1958

    Last Sold Summary

    • 5% Below List Price
    • $239/SF
    • 30 Days On Market

    Current Estimated Value $945,534

    Last Listing Agent Mark Adams KELLER WILLIAMS REALTY AT THE PARKS

    1619 Druid Rd, Maitland, FL 32751
  • /2

    $1,196,200

    Sold Apr 10, 2026

    51 Oakleigh Ln, Maitland, FL 32751

    • 4 Beds
    • 5 Baths
    • 4,149 Sq Ft
    • Built 1972

    Last Sold Summary

    • 11% Below List Price
    • $288/SF
    • 14 Days On Market

    Current Estimated Value $1,130,969

    Last Listing Agent Ricardo Adames LA ROSA REALTY CW PROPERTIES L

    51 Oakleigh Ln, Maitland, FL 32751
  • /2

    $410,000

    Sold Aug 03, 2026

    200 Moseley Ave, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,625 Sq Ft
    • Built 2026

    Last Sold Summary

    • 11% Below List Price
    • $252/SF
    • 34 Days On Market

    Current Estimated Value $350,799

    Last Listing Agent Brianna Grant SYCHAR REALTY

    200 Moseley Ave, Maitland, FL 32751
  • /2

    $650,000

    Sold Feb 13, 2026

    1100 Willowbrook Trail, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 2,964 Sq Ft
    • Built 1966

    Last Sold Summary

    • 23% Below List Price
    • $219/SF
    • 103 Days On Market

    Current Estimated Value $692,393

    Last Listing Agent Skip Kirst COLLADO REAL ESTATE

    1100 Willowbrook Trail, Maitland, FL 32751
  • /50

    $780,000

    Sold Sep 11, 2026

    791 Sequoia Trail, Maitland, FL 32751

    • 5 Beds
    • 3.5 Baths
    • 4,144 Sq Ft
    • Built 1961

    Last Sold Summary

    • 46% Below List Price
    • $188/SF
    • 322 Days On Market

    Current Estimated Value $1,031,647

    Last Listing Agent David Van Wormer VANWORMER REALTY & DEVELOPMENT

    791 Sequoia Trail, Maitland, FL 32751
  • /2

    $255,000

    Sold Sep 29, 2025

    1140 S Orlando Ave Unit J2, Maitland, FL 32751

    • 1 Bed
    • 1 Bath
    • 816 Sq Ft
    • Built 1969

    Last Sold Summary

    • $312/SF
    • 0 Days On Market

    Current Estimated Value $253,885

    Last Listing Agent Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

    1140 S Orlando Ave Unit J2, Maitland, FL 32751
  • /2

    $600,000

    Sold Apr 09, 2026

    2462 Markingham Rd, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 1968

    Last Sold Summary

    • 4% Below List Price
    • $250/SF
    • 19 Days On Market

    Current Estimated Value $599,949

    Last Listing Agent Steven Kwong CHARLES RUTENBERG REALTY ORLANDO

    2462 Markingham Rd, Maitland, FL 32751
  • /2

    $475,000

    Sold Apr 24, 2026

    1140 S Orlando Ave Unit C2, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,224 Sq Ft
    • Built 1964

    Last Sold Summary

    • 5% Below List Price
    • $388/SF
    • 15 Days On Market

    Current Estimated Value $454,425

    Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    1140 S Orlando Ave Unit C2, Maitland, FL 32751
  • /2

    $220,000

    Sold Nov 19, 2025

    3006 Legacy Villas Dr, Maitland, FL 32751

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Built 2000

    Last Sold Summary

    • 17% Below List Price
    • $172/SF
    • 73 Days On Market

    Current Estimated Value $223,797

    Last Listing Agent Jeralia Kolb CHARLES RUTENBERG REALTY ORLANDO

    3006 Legacy Villas Dr, Maitland, FL 32751
  • /39

    $535,000

    Sold Apr 17, 2026

    1531 Glastonberry Rd, Maitland, FL 32751

    • 3 Beds
    • 2.5 Baths
    • 1,575 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Below List Price
    • $340/SF
    • 18 Days On Market

    Current Estimated Value $531,236

    Last Listing Agent Brandon Frank ROUTE REAL ESTATE

    1531 Glastonberry Rd, Maitland, FL 32751
  • /2

    $549,000

    Sold Jun 01, 2026

    2021 Mohican Trail, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,798 Sq Ft
    • Built 1962

    Last Sold Summary

    • $305/SF
    • 0 Days On Market

    Current Estimated Value $554,738

    Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    2021 Mohican Trail, Maitland, FL 32751
  • /2

    $525,000

    Sold Jan 22, 2026

    1220 Winston Rd, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 1,724 Sq Ft
    • Built 1964

    Last Sold Summary

    • 5% Above List Price
    • $305/SF
    • 3 Days On Market

    Current Estimated Value $528,393

    Last Listing Agent Kristine McKinley RE/MAX TOWN & COUNTRY REALTY

    1220 Winston Rd, Maitland, FL 32751
  • /2

    $995,000

    Sold Oct 27, 2025

    1630 Chinook Trail, Maitland, FL 32751

    • 3 Beds
    • 3 Baths
    • 2,742 Sq Ft
    • Built 1966

    Last Sold Summary

    • $363/SF
    • 33 Days On Market

    Current Estimated Value $997,545

    Last Listing Agent Darein Washington KELLER WILLIAMS ADVANTAGE REALTY

    1630 Chinook Trail, Maitland, FL 32751
  • /2

    $1,165,000

    Sold Feb 17, 2026

    1750 Cheyenne Trail, Maitland, FL 32751

    • 5 Beds
    • 3 Baths
    • 2,868 Sq Ft
    • Built 2014

    Last Sold Summary

    • 3% Below List Price
    • $406/SF
    • 22 Days On Market

    Current Estimated Value $1,177,738

    Last Listing Agent Kyle Grafton FANNIE HILLMAN & ASSOCIATES

    1750 Cheyenne Trail, Maitland, FL 32751
  • /2

    $113,000

    Sold Aug 10, 2026

    550 Flemming Way Unit 100, Maitland, FL 32751

    • 2 Beds
    • 1 Bath
    • 1,051 Sq Ft
    • Built 1973

    Last Sold Summary

    • 19% Below List Price
    • $108/SF
    • 34 Days On Market

    Current Estimated Value $137,360

    Last Listing Agent Brandy Ray LOKATION

    550 Flemming Way Unit 100, Maitland, FL 32751
  • /2

    $315,000

    Sold Feb 20, 2026

    1000 Winderley Place Unit 142, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,538 Sq Ft
    • Built 1982

    Last Sold Summary

    • 2% Below List Price
    • $205/SF
    • 23 Days On Market

    Current Estimated Value $317,951

    Last Listing Agent Sandi Peery RE/MAX TOWN & COUNTRY REALTY

    1000 Winderley Place Unit 142, Maitland, FL 32751
  • /2

    $395,000

    Sold Nov 20, 2025

    637 Magnolia Dr, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,851 Sq Ft
    • Built 1968

    Last Sold Summary

    • 18% Below List Price
    • $213/SF
    • 89 Days On Market

    Current Estimated Value $432,021

    Last Listing Agent Dione Collier-Larkin ADAIR REALTY INC

    637 Magnolia Dr, Maitland, FL 32751
  • /2

    $600,000

    Sold Nov 10, 2025

    107 Tangelo Ct, Maitland, FL 32751

    • 3 Beds
    • 3 Baths
    • 1,820 Sq Ft
    • Built 1956

    Last Sold Summary

    • 9% Above List Price
    • $330/SF
    • 4 Days On Market

    Current Estimated Value $616,088

    Last Listing Agent Beth Logullo KELLER WILLIAMS WINTER PARK

    107 Tangelo Ct, Maitland, FL 32751
  • /2

    $485,000

    Sold May 21, 2026

    1106 Charming St, Maitland, FL 32751

    • 3 Beds
    • 2.5 Baths
    • 1,870 Sq Ft
    • Built 2006

    Last Sold Summary

    • 2% Below List Price
    • $259/SF
    • 13 Days On Market

    Current Estimated Value $481,809

    Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY

    1106 Charming St, Maitland, FL 32751
  • /2

    $500,000

    Sold Dec 16, 2025

    113 Gem Lake Dr, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,538 Sq Ft
    • Built 1939

    Last Sold Summary

    • 13% Below List Price
    • $325/SF
    • 642 Days On Market

    Current Estimated Value $514,464

    Last Listing Agent Darryl Donkel HOME WISE REALTY GROUP, INC.

    113 Gem Lake Dr, Maitland, FL 32751
  • /2

    $364,000

    Sold Jun 23, 2026

    1321 Benevolent St, Maitland, FL 32751

    • 3 Beds
    • 2.5 Baths
    • 1,751 Sq Ft
    • Built 2006

    Last Sold Summary

    • 8% Below List Price
    • $208/SF
    • 97 Days On Market

    Current Estimated Value $363,570

    Last Listing Agent Shirley Jones COLDWELL BANKER REALTY

    1321 Benevolent St, Maitland, FL 32751
  • /2

    $178,900

    Sold Nov 26, 2025

    107 Cherrywood Gardens Dr Unit 8, Maitland, FL 32751

    • 2 Beds
    • 1.5 Baths
    • 953 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Above List Price
    • $188/SF
    • 5 Days On Market

    Last Listing Agent Francis Zipeto KELLER WILLIAMS CLASSIC

    107 Cherrywood Gardens Dr Unit 8, Maitland, FL 32751
  • /2

    $361,200

    Sold Oct 31, 2025

    2570 Derbyshire Rd, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 1,857 Sq Ft
    • Built 1964

    Last Sold Summary

    • 16% Below List Price
    • $195/SF
    • 19 Days On Market

    Current Estimated Value $526,869

    Last Listing Agent Richard Traynor FLORIDA ONE REAL ESTATE LLC

    2570 Derbyshire Rd, Maitland, FL 32751
  • /2

    $703,000

    Sold Jun 26, 2026

    1761 Tippicanoe Trail, Maitland, FL 32751

    • 3 Beds
    • 2.5 Baths
    • 2,066 Sq Ft
    • Built 1964

    Last Sold Summary

    • 7% Below List Price
    • $340/SF
    • 35 Days On Market

    Current Estimated Value $707,104

    Last Listing Agent Jeff Clark COLDWELL BANKER REALTY

    1761 Tippicanoe Trail, Maitland, FL 32751
  • /2

    $507,500

    Sold Dec 04, 2025

    702 Green Meadow Ave, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,621 Sq Ft
    • Built 1969

    Last Sold Summary

    • 17% Below List Price
    • $194/SF
    • 181 Days On Market

    Current Estimated Value $548,541

    Last Listing Agent Cheryl Geluso RE/MAX ASSURED

    702 Green Meadow Ave, Maitland, FL 32751
  • /2

    $150,000

    Sold Oct 24, 2025

    1125 Lake Shadow Cir Unit 5305, Maitland, FL 32751

    • 1 Bed
    • 1 Bath
    • 672 Sq Ft
    • Built 2000

    Last Sold Summary

    • 6% Below List Price
    • $223/SF
    • 32 Days On Market

    Current Estimated Value $150,965

    Last Listing Agent Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    1125 Lake Shadow Cir Unit 5305, Maitland, FL 32751
  • /2

    $450,000

    Sold Mar 06, 2026

    736 Forest Glen Ct, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 1,647 Sq Ft
    • Built 1973

    Last Sold Summary

    • 14% Below List Price
    • $273/SF
    • 188 Days On Market

    Current Estimated Value $464,242

    Last Listing Agent Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    736 Forest Glen Ct, Maitland, FL 32751
  • /2

    $770,000

    Sold Dec 11, 2025

    51 Oakleigh Ln, Maitland, FL 32751

    • 4 Beds
    • 5 Baths
    • 4,149 Sq Ft
    • Built 1972

    Last Sold Summary

    • 9% Below List Price
    • $186/SF
    • 47 Days On Market

    Current Estimated Value $1,130,969

    Last Listing Agent Milton James COLDWELL BANKER REALTY

    51 Oakleigh Ln, Maitland, FL 32751

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