392

Recently Sold Maitland, FL Homes

Section Image
  • 125 White Oak Cir, Maitland, FL 32751
    125 White Oak Cir, Maitland, FL 32751
    /2

    $825,000 Sold Sep 30, 2025

    125 White Oak Cir, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,524 Sq Ft
    • Built 1977

    Last Sold Summary

    • 3% Below List Price
    • $327/SF
    • 17 Days On Market

    Current Estimated Value $801,448

    Last Listing Agent Jonathan Ruiz KELLER WILLIAMS WINTER PARK

    125 White Oak Cir, Maitland, FL 32751
  • 955 Gamewell Ave, Maitland, FL 32751
    955 Gamewell Ave, Maitland, FL 32751
    /2

    $647,000 Sold Oct 31, 2025

    955 Gamewell Ave, Maitland, FL 32751

    • 3 Beds
    • 3 Baths
    • 2,491 Sq Ft
    • Built 1966

    Last Sold Summary

    • 6% Below List Price
    • $260/SF
    • 20 Days On Market

    Current Estimated Value $643,342

    Last Listing Agent Bobby Christiano COLDWELL BANKER REALTY

    955 Gamewell Ave, Maitland, FL 32751
  • 1550 Ridgewood Ave, Maitland, FL 32751
    1550 Ridgewood Ave, Maitland, FL 32751
    /2

    $507,200 Sold Dec 04, 2025

    1550 Ridgewood Ave, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft
    • Built 1989

    Last Sold Summary

    • 2% Below List Price
    • $288/SF
    • 46 Days On Market

    Current Estimated Value $529,171

    Last Listing Agent Justin Pekarek ORLANDO PROPERTY ADVISORS

    1550 Ridgewood Ave, Maitland, FL 32751
  • 1434 Winston Rd, Maitland, FL 32751
    1434 Winston Rd, Maitland, FL 32751
    /2

    $579,000 Sold Oct 10, 2025

    1434 Winston Rd, Maitland, FL 32751

    • 4 Beds
    • 2 Baths
    • 2,312 Sq Ft
    • Built 1971

    Last Sold Summary

    • $250/SF
    • 16 Days On Market

    Current Estimated Value $567,266

    Last Listing Agent Abby Greenberg COMPASS FLORIDA LLC

    1434 Winston Rd, Maitland, FL 32751
  • 240 Cherrywood Dr, Maitland, FL 32751
    240 Cherrywood Dr, Maitland, FL 32751
    /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 $260,825

    Last Listing Agent Martha Grasty EXP REALTY LLC

    240 Cherrywood Dr, Maitland, FL 32751
  • 735 Gamewell Ave, Maitland, FL 32751
    735 Gamewell Ave, 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 $327,739

    Last Listing Agent Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

    735 Gamewell Ave, Maitland, FL 32751
  • 210 Magnolia Rd Unit 106, Maitland, FL 32751
    210 Magnolia Rd Unit 106, 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 $322,298

    Last Listing Agent Sue Gilman KELLER WILLIAMS WINTER PARK

    210 Magnolia Rd Unit 106, Maitland, FL 32751
  • 1771 Chinook Trail, Maitland, FL 32751
    1771 Chinook Trail, 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 $552,270

    Last Listing Agent Hazel Sun RE/MAX 200 REALTY

    1771 Chinook Trail, Maitland, FL 32751
  • 251 W Trotters Dr, Maitland, FL 32751
    251 W Trotters Dr, Maitland, FL 32751
    /2

    $1,820,000 Sold Jun 07, 2025

    251 W Trotters Dr, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 3,524 Sq Ft
    • Built 1964

    Last Sold Summary

    • 4% Below List Price
    • $516/SF
    • 8 Days On Market

    Current Estimated Value $1,843,394

    Last Listing Agent Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

    251 W Trotters Dr, Maitland, FL 32751
  • 2162 Lake Howell Preserve Ct, Maitland, FL 32751
    2162 Lake Howell Preserve Ct, 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
  • 180 N Lakewood Cir, Maitland, FL 32751
    180 N Lakewood Cir, 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 $318,912

    Last Listing Agent Todd Norwood BESPOKE REAL ESTATE

    180 N Lakewood Cir, Maitland, FL 32751
  • 2047 Howell Branch Rd, Maitland, FL 32751
    2047 Howell Branch Rd, 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 $1,309,942

    Last Listing Agent Shelby Smith KELLY PRICE & COMPANY LLC

    2047 Howell Branch Rd, Maitland, FL 32751
  • 2106 Tuscarora Trail, Maitland, FL 32751
    2106 Tuscarora Trail, Maitland, FL 32751
    /2

    $960,000 Sold Sep 02, 2025

    2106 Tuscarora Trail, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 2,949 Sq Ft
    • Built 1961

    Last Sold Summary

    • 2% Below List Price
    • $326/SF
    • 65 Days On Market

    Current Estimated Value $923,749

    Last Listing Agent Brian Teach COLDWELL BANKER REALTY

    2106 Tuscarora Trail, Maitland, FL 32751
  • 1619 Druid Rd, Maitland, FL 32751
    1619 Druid Rd, 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 $921,569

    Last Listing Agent Mark Adams KELLER WILLIAMS REALTY AT THE PARKS

    1619 Druid Rd, Maitland, FL 32751
  • 1100 Willowbrook Trail, Maitland, FL 32751
    1100 Willowbrook Trail, 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 $694,743

    Last Listing Agent Skip Kirst COLLADO REAL ESTATE

    1100 Willowbrook Trail, Maitland, FL 32751
  • 1970 Michael Tiago Cir, Maitland, FL 32751
    1970 Michael Tiago Cir, Maitland, FL 32751
    /2

    $465,000 Sold Jul 25, 2025

    1970 Michael Tiago Cir, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,365 Sq Ft
    • Built 2012

    Last Sold Summary

    • 2% Below List Price
    • $197/SF
    • 10 Days On Market

    Current Estimated Value $452,134

    Last Listing Agent Barry Macchione REMAX EXPERTS

    1970 Michael Tiago Cir, Maitland, FL 32751
  • 1140 S Orlando Ave Unit J2, Maitland, FL 32751
    1140 S Orlando Ave Unit J2, 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

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

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

    $1,200,000 Sold Jul 14, 2025

    960 Brightwater Cir, Maitland, FL 32751

    • 4 Beds
    • 3.5 Baths
    • 3,870 Sq Ft
    • Built 1996

    Last Sold Summary

    • 2% Below List Price
    • $310/SF
    • 14 Days On Market

    Current Estimated Value $1,195,093

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    960 Brightwater Cir, Maitland, FL 32751
  • 400 W Trotters Dr, Maitland, FL 32751
    400 W Trotters Dr, Maitland, FL 32751
    /2

    $930,000 Sold Apr 28, 2025

    400 W Trotters Dr, Maitland, FL 32751

    • 4 Beds
    • 4 Baths
    • 3,189 Sq Ft
    • Built 1960

    Last Sold Summary

    • 28% Below List Price
    • $292/SF
    • 122 Days On Market

    Current Estimated Value $932,941

    Last Listing Agent Sylvester Harding SIERRA REALTY GROUP LLC

    400 W Trotters Dr, Maitland, FL 32751
  • 1925 Poinsetta Ln, Maitland, FL 32751
    1925 Poinsetta Ln, Maitland, FL 32751
    /2

    $448,000 Sold Apr 11, 2025

    1925 Poinsetta Ln, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,629 Sq Ft
    • Built 1970

    Last Sold Summary

    • $275/SF
    • 5 Days On Market

    Current Estimated Value $438,588

    Last Listing Agent Jason Moulton SHAHRAM SONDI + CO.

    1925 Poinsetta Ln, Maitland, FL 32751
  • 3006 Legacy Villas Dr, Maitland, FL 32751
    3006 Legacy Villas Dr, 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 $221,336

    Last Listing Agent Jeralia Kolb REAL LIVING R E SOLUTIONS

    3006 Legacy Villas Dr, Maitland, FL 32751
  • 1821 Mohican Trail, Maitland, FL 32751
    1821 Mohican Trail, Maitland, FL 32751
    /2

    $670,000 Sold May 02, 2025

    1821 Mohican Trail, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 2,180 Sq Ft
    • Built 1959

    Last Sold Summary

    • 1% Above List Price
    • $307/SF
    • 2 Days On Market

    Current Estimated Value $688,708

    Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    1821 Mohican Trail, Maitland, FL 32751
  • 510 W Faith Terrace, Maitland, FL 32751
    510 W Faith Terrace, Maitland, FL 32751
    /2

    $525,000 Sold Jun 26, 2025

    510 W Faith Terrace, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft
    • Built 1960

    Last Sold Summary

    • $314/SF
    • 7 Days On Market

    Current Estimated Value $492,378

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    510 W Faith Terrace, Maitland, FL 32751
  • 1220 Winston Rd, Maitland, FL 32751
    1220 Winston Rd, 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 $498,441

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

    1220 Winston Rd, Maitland, FL 32751
  • 1630 Chinook Trail, Maitland, FL 32751
    1630 Chinook Trail, 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 $966,423

    Last Listing Agent Darein Washington KELLER WILLIAMS ADVANTAGE REALTY

    1630 Chinook Trail, Maitland, FL 32751
  • 1750 Cheyenne Trail, Maitland, FL 32751
    1750 Cheyenne 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 $1,179,821

    Last Listing Agent Kyle Grafton FANNIE HILLMAN & ASSOCIATES

    1750 Cheyenne Trail, Maitland, FL 32751
  • 1000 Winderley Place Unit 142, Maitland, FL 32751
    1000 Winderley Place Unit 142, 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 $318,606

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

    1000 Winderley Place Unit 142, Maitland, FL 32751
  • 637 Magnolia Dr, Maitland, FL 32751
    637 Magnolia Dr, 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 $419,169

    Last Listing Agent Dione Collier-Larkin ADAIR REALTY INC

    637 Magnolia Dr, Maitland, FL 32751
  • 107 Tangelo Ct, Maitland, FL 32751
    107 Tangelo Ct, 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 $592,929

    Last Listing Agent Beth Logullo KELLER WILLIAMS WINTER PARK

    107 Tangelo Ct, Maitland, FL 32751
  • Unlisted Address
    Unlisted Address
    /2

    $526,000 Sold May 30, 2025

    Unlisted Address

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1955

    Last Sold Summary

    • 5% Above List Price
    • $313/SF
    • 1 Day On Market

    Current Estimated Value $511,403

    Last Listing Agent Veronica Figueroa EXP REALTY LLC

    Unlisted Address
  • 113 Gem Lake Dr, Maitland, FL 32751
    113 Gem Lake Dr, 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 $508,342

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

    113 Gem Lake Dr, Maitland, FL 32751
  • 107 Cherrywood Gardens Dr Unit 8, Maitland, FL 32751
    107 Cherrywood Gardens Dr Unit 8, 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
  • 2570 Derbyshire Rd, Maitland, FL 32751
    2570 Derbyshire Rd, 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 $440,537

    Last Listing Agent Richard Traynor FLORIDA ONE REAL ESTATE LLC

    2570 Derbyshire Rd, Maitland, FL 32751
  • 1000 Winderley Place Unit 143, Maitland, FL 32751
    1000 Winderley Place Unit 143, Maitland, FL 32751
    /2

    $305,000 Sold Jul 15, 2025

    1000 Winderley Place Unit 143, Maitland, FL 32751

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

    Last Sold Summary

    • 6% Below List Price
    • $198/SF
    • 135 Days On Market

    Current Estimated Value $296,360

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

    1000 Winderley Place Unit 143, Maitland, FL 32751
  • 1055 Thunder Trail, Maitland, FL 32751
    1055 Thunder Trail, Maitland, FL 32751
    /2

    $650,000 Sold Jun 30, 2025

    1055 Thunder Trail, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,351 Sq Ft
    • Built 1968

    Last Sold Summary

    • $276/SF

    Current Estimated Value $656,071

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    1055 Thunder Trail, Maitland, FL 32751
  • 986 Stonewood Ln, Maitland, FL 32751
    986 Stonewood Ln, Maitland, FL 32751
    /2

    $740,000 Sold Jul 18, 2025

    986 Stonewood Ln, Maitland, FL 32751

    • 4 Beds
    • 2.5 Baths
    • 2,195 Sq Ft
    • Built 1978

    Last Sold Summary

    • 5% Below List Price
    • $337/SF
    • 30 Days On Market

    Current Estimated Value $701,279

    Last Listing Agent Steven Luppert COMPASS FLORIDA LLC

    986 Stonewood Ln, Maitland, FL 32751
  • 702 Green Meadow Ave, Maitland, FL 32751
    702 Green Meadow Ave, 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 $527,199

    Last Listing Agent Cheryl Geluso RE/MAX ASSURED

    702 Green Meadow Ave, Maitland, FL 32751
  • 1125 Lake Shadow Cir Unit 5305, Maitland, FL 32751
    1125 Lake Shadow Cir Unit 5305, 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 $149,283

    Last Listing Agent Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    1125 Lake Shadow Cir Unit 5305, Maitland, FL 32751
  • 2041 Warrens Ave, Maitland, FL 32751
    2041 Warrens Ave, Maitland, FL 32751
    /2

    $380,000 Sold Sep 17, 2025

    2041 Warrens Ave, Maitland, FL 32751

    • 3 Beds
    • 2.5 Baths
    • 1,549 Sq Ft
    • Built 2025

    Last Sold Summary

    • 10% Below List Price
    • $245/SF
    • 101 Days On Market

    Current Estimated Value $373,182

    Last Listing Agent Marcela Fischer PRISTINE INTERNATIONAL REALTY LLC

    2041 Warrens Ave, Maitland, FL 32751
  • 736 Forest Glen Ct, Maitland, FL 32751
    736 Forest Glen Ct, 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 $455,219

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

    736 Forest Glen Ct, Maitland, FL 32751

Showing Results 41 - 80, Page 2 of 10

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