393

Recently Sold Maitland, FL Homes

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  • /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 $581,073

    Last Listing Agent Abby Greenberg COMPASS FLORIDA LLC

    1434 Winston Rd, 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 $259,331

    Last Listing Agent Martha Grasty EXP REALTY LLC

    240 Cherrywood Dr, 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 $328,775

    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 $383,417

    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 $557,805

    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 $351,825

    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 $245,557

    Last Listing Agent Odel Ximinies COLDWELL BANKER REALTY

    602 Villa Cir Unit 543, 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 $1,871,361

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

    251 W Trotters Dr, 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 $325,437

    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 $1,318,168

    Last Listing Agent Shelby Smith KELLY PRICE & COMPANY LLC

    2047 Howell Branch Rd, 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 $928,242

    Last Listing Agent Brian Teach COLDWELL BANKER REALTY

    2106 Tuscarora Trail, 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 $645,891

    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 $902,225

    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 $1,279,273

    Last Listing Agent Ricardo Adames LA ROSA REALTY CW PROPERTIES L

    51 Oakleigh Ln, 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 $669,964

    Last Listing Agent Skip Kirst COLLADO REAL ESTATE

    1100 Willowbrook Trail, 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 $464,920

    Last Listing Agent Barry Macchione REMAX EXPERTS

    1970 Michael Tiago Cir, 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 $247,212

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

    1140 S Orlando Ave Unit J2, 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 $1,195,258

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    960 Brightwater Cir, 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 $609,375

    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 $481,899

    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 $221,046

    Last Listing Agent Jeralia Kolb REAL LIVING R E SOLUTIONS

    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 $545,713

    Last Listing Agent Brandon Frank ROUTE REAL ESTATE

    1531 Glastonberry Rd, 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 $503,363

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    510 W Faith Terrace, 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 $511,937

    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 $973,340

    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 $1,156,209

    Last Listing Agent Kyle Grafton FANNIE HILLMAN & ASSOCIATES

    1750 Cheyenne Trail, 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 $313,378

    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 $427,042

    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 $595,214

    Last Listing Agent Beth Logullo KELLER WILLIAMS WINTER PARK

    107 Tangelo Ct, Maitland, FL 32751
  • /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 $503,538

    Last Listing Agent Veronica Figueroa EXP REALTY LLC

    Unlisted Address
  • /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 $488,143

    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 $512,371

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

    113 Gem Lake Dr, 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 $534,240

    Last Listing Agent Richard Traynor FLORIDA ONE REAL ESTATE LLC

    2570 Derbyshire Rd, 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 $298,124

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

    1000 Winderley Place Unit 143, 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 $676,148

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

    1055 Thunder Trail, 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 $727,786

    Last Listing Agent Steven Luppert COMPASS FLORIDA LLC

    986 Stonewood Ln, 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 $535,707

    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 $148,575

    Last Listing Agent Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    1125 Lake Shadow Cir Unit 5305, Maitland, FL 32751

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