Recently Sold Maitland, FL Homes

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  $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

  Last Listing Agent Abby Greenberg COMPASS FLORIDA LLC

  1434 Winston Rd, Maitland, FL 32751
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  $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

  Last Listing Agent Martha Grasty RE/MAX ASSURED

  240 Cherrywood Dr, Maitland, FL 32751
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  $270,000 Sold Mar 14, 2025

  395 Sultana Ln, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1978

  Last Sold Summary

  • 27% Below List Price
  • $201/SF
  • 102 Days On Market

  Current Estimated Value $302,219

  Last Listing Agent Tansey Soderstrom REAL ESTATE FIRM OF ORLANDO

  395 Sultana Ln, Maitland, FL 32751
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  $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

  Last Listing Agent Hazel Sun RE/MAX 200 REALTY

  1771 Chinook Trail, Maitland, FL 32751
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  $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 $1,847,338

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

  251 W Trotters Dr, Maitland, FL 32751
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  $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
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  $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

  Last Listing Agent Todd Norwood BESPOKE REAL ESTATE

  180 N Lakewood Cir, Maitland, FL 32751
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  $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

  Last Listing Agent Shelby Smith KELLY PRICE & COMPANY LLC

  2047 Howell Branch Rd, Maitland, FL 32751
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  $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 $937,058

  Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

  2106 Tuscarora Trail, Maitland, FL 32751
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  $350,000 Sold Mar 12, 2025

  157 Birchwood Dr, Maitland, FL 32751

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

  Last Sold Summary

  • $301/SF
  • 3 Days On Market

  Current Estimated Value $346,606

  Last Listing Agent Marion McGrath ABSOLUTE REALTY GROUP, LLC

  157 Birchwood Dr, Maitland, FL 32751
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  $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 $467,726

  Last Listing Agent Barry Macchione REMAX EXPERTS

  1970 Michael Tiago Cir, Maitland, FL 32751
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  $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
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  $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 $1,148,480

  Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

  960 Brightwater Cir, Maitland, FL 32751
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  $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 $934,507

  Last Listing Agent Sylvester Harding SIERRA REALTY GROUP LLC

  400 W Trotters Dr, Maitland, FL 32751
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  $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 $445,263

  Last Listing Agent Jason Moulton SHAHRAM SONDI + CO.

  1925 Poinsetta Ln, Maitland, FL 32751
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  $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

  Last Listing Agent Jeralia Kolb REAL LIVING R E SOLUTIONS

  3006 Legacy Villas Dr, Maitland, FL 32751
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  $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 $690,389

  Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

  1821 Mohican Trail, Maitland, FL 32751
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  $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 $520,749

  Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

  510 W Faith Terrace, Maitland, FL 32751
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  $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

  Last Listing Agent Darein Washington KELLER WILLIAMS ADVANTAGE REALTY

  1630 Chinook Trail, Maitland, FL 32751
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  $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

  Last Listing Agent Dione Collier-Larkin ADAIR REALTY INC

  637 Magnolia Dr, Maitland, FL 32751
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  $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

  Last Listing Agent Beth Logullo KELLER WILLIAMS WINTER PARK

  107 Tangelo Ct, Maitland, FL 32751
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  $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 $514,158

  Last Listing Agent Veronica Figueroa EXP REALTY LLC

  Unlisted Address
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  $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

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

  113 Gem Lake Dr, Maitland, FL 32751
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  $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
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  $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

  Last Listing Agent Richard Traynor FLORIDA ONE REAL ESTATE LLC

  2570 Derbyshire Rd, Maitland, FL 32751
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  $416,000 Sold Mar 22, 2025

  1930 Rogers Ave, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Below List Price
  • $256/SF
  • 4 Days On Market

  Current Estimated Value $416,519

  Last Listing Agent Adrian Shipp KELLER WILLIAMS CLASSIC

  1930 Rogers Ave, Maitland, FL 32751
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  $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 $305,736

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

  1000 Winderley Place Unit 143, Maitland, FL 32751
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  $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 $661,355

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

  1055 Thunder Trail, Maitland, FL 32751
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  $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 $740,008

  Last Listing Agent Steven Luppert COMPASS FLORIDA LLC

  986 Stonewood Ln, Maitland, FL 32751
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  $555,000 Sold Jan 07, 2025

  1230 Hollyridge Trail, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,641 Sq Ft
  • Built 1983

  Last Sold Summary

  • 2% Below List Price
  • $338/SF
  • 50 Days On Market

  Current Estimated Value $535,232

  Last Listing Agent Joseph Cosgrove JAMIESON PROPERTIES, INC.

  1230 Hollyridge Trail, Maitland, FL 32751
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  $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

  Last Listing Agent Cheryl Geluso RE/MAX ASSURED

  702 Green Meadow Ave, Maitland, FL 32751
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  $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

  Last Listing Agent Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  1125 Lake Shadow Cir Unit 5305, Maitland, FL 32751
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  $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 $378,421

  Last Listing Agent Marcela Fischer PRISTINE INTERNATIONAL REALTY LLC

  2041 Warrens Ave, Maitland, FL 32751
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  $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

  Last Listing Agent Milton James COLDWELL BANKER RESIDENTIAL RE

  51 Oakleigh Ln, Maitland, FL 32751
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  $689,000 Sold Sep 10, 2025

  1850 Geronimo Trail, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 1959

  Last Sold Summary

  • 7% Below List Price
  • $397/SF
  • 42 Days On Market

  Current Estimated Value $678,263

  Last Listing Agent Bobby Livera BALDWIN PARK REALTY LLC

  1850 Geronimo Trail, Maitland, FL 32751
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  $595,000 Sold Feb 24, 2025

  1415 Caring Ct, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 2,110 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Below List Price
  • $282/SF
  • 39 Days On Market

  Current Estimated Value $598,925

  Last Listing Agent Donna Bryant COLDWELL BANKER RESIDENTIAL RE

  1415 Caring Ct, Maitland, FL 32751
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  $800,000 Sold May 22, 2025

  2031 Dyan Way, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 2,213 Sq Ft
  • Built 1970

  Last Sold Summary

  • $362/SF

  Current Estimated Value $785,014

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

  2031 Dyan Way, Maitland, FL 32751
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  $510,000 Sold Feb 10, 2025

  1450 Ridgewood Ave, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,549 Sq Ft
  • Built 1950

  Last Sold Summary

  • 34% Below List Price
  • $329/SF
  • 76 Days On Market

  Current Estimated Value $534,658

  Last Listing Agent Ashley Swindell DIBS REALTY, LLC

  1450 Ridgewood Ave, Maitland, FL 32751
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  $410,000 Sold Jul 18, 2025

  326 Banyan Dr, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 2,538 Sq Ft
  • Built 1960

  Last Sold Summary

  • 22% Below List Price
  • $162/SF
  • 476 Days On Market

  Current Estimated Value $443,570

  Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

  326 Banyan Dr, Maitland, FL 32751
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  $221,647 Sold Sep 23, 2025

  802 Park Lake Cir Unit 2, Maitland, FL 32751

  • 2 Beds
  • 2.5 Baths
  • 1,432 Sq Ft
  • Built 1972

  Last Sold Summary

  • 18% Below List Price
  • $155/SF
  • 119 Days On Market

  Current Estimated Value $223,048

  Last Listing Agent Tom Graves FUN HOMES

  802 Park Lake Cir Unit 2, Maitland, FL 32751

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