Recently Sold Maitland, FL Homes

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  $277,000

  Sold Oct 31, 2025

  1040 Hamlet Dr, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,146 Sq Ft
  • Built 1994

  Last Sold Summary

  • 10% Below List Price
  • $242/SF
  • 180 Days On Market

  Current Estimated Value $287,384

  Last Listing Agent Bianca Botelho RE/MAX ASSURED

  1040 Hamlet Dr, Maitland, FL 32751
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  $99,000

  Sold Apr 17, 2026

  2426 Branch Way Unit 200, Maitland, FL 32751

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft
  • Built 1973

  Last Sold Summary

  • 6% Below List Price
  • $180/SF
  • 7 Days On Market

  Last Listing Agent Yuly Rodriguez DOUGLAS EDMUND REAL ESTATE LLC

  2426 Branch Way Unit 200, Maitland, FL 32751
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  $352,500

  Sold Sep 19, 2025

  106 Oakwood Dr, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,877 Sq Ft
  • Built 1963

  Last Sold Summary

  • 6% Below List Price
  • $188/SF
  • 12 Days On Market

  Current Estimated Value $621,215

  Last Listing Agent Paul Bastien RE/MAX ASSURED

  106 Oakwood Dr, Maitland, FL 32751
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  $975,000

  Sold Aug 15, 2025

  360 Lake Seminary Cir, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,436 Sq Ft
  • Built 1966

  Last Sold Summary

  • $400/SF

  Current Estimated Value $1,870,314

  Last Listing Agent Mel Bernstein PREMIER SOTHEBYS INT'L REALTY

  360 Lake Seminary Cir, Maitland, FL 32751
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  $865,000

  Sold Aug 15, 2025

  141 Dommerich Dr, Maitland, FL 32751

  • 4 Beds
  • 3.5 Baths
  • 3,299 Sq Ft
  • Built 2005

  Last Sold Summary

  • 20% Below List Price
  • $262/SF
  • 45 Days On Market

  Current Estimated Value $935,897

  Last Listing Agent Sanjeev Malik EXP REALTY LLC

  141 Dommerich Dr, Maitland, FL 32751
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  $200,000

  Sold Jul 24, 2026

  1831 Shadow View Cir, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 1,583 Sq Ft
  • Built 2000

  Last Sold Summary

  • $126/SF
  • 4 Days On Market

  Current Estimated Value $216,782

  Last Listing Agent Taylor Hetherington Britton Group, Inc.

  1831 Shadow View Cir, Maitland, FL 32751
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  $350,000

  Sold Nov 19, 2025

  2065 Derbyshire Rd, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft
  • Built 1959

  Last Sold Summary

  • 7% Below List Price
  • $245/SF
  • 29 Days On Market

  Current Estimated Value $434,727

  Last Listing Agent Cheryl Geluso RE/MAX ASSURED

  2065 Derbyshire Rd, Maitland, FL 32751
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  $375,125

  Sold Dec 30, 2025

  1241 Manchester Rd, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 2,038 Sq Ft
  • Built 1963

  Last Sold Summary

  • 16% Below List Price
  • $184/SF
  • 90 Days On Market

  Current Estimated Value $583,486

  Last Listing Agent Suzy Masson OLDE TOWN BROKERS INC

  1241 Manchester Rd, Maitland, FL 32751
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  $236,000

  Sold Apr 17, 2026

  1503 Grove St Unit 559, Maitland, FL 32751

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

  Last Sold Summary

  • 5% Below List Price
  • $188/SF
  • 167 Days On Market

  Current Estimated Value $235,434

  Last Listing Agent Michael Dabby DABBY REAL ESTATE ADVISORS, LLC

  1503 Grove St Unit 559, Maitland, FL 32751
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  $405,000

  Sold Jul 15, 2026

  1295 Blessing St, Maitland, FL 32751

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

  Last Sold Summary

  • 2% Below List Price
  • $231/SF
  • 33 Days On Market

  Current Estimated Value $410,671

  Last Listing Agent Adrian Jiminez MARKET CONNECT REALTY LLC

  1295 Blessing St, Maitland, FL 32751
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  $1,000,000

  Sold Mar 20, 2026

  984 Brightwater Cir, Maitland, FL 32751

  • 5 Beds
  • 4 Baths
  • 3,569 Sq Ft
  • Built 1996

  Last Sold Summary

  • $280/SF
  • 4 Days On Market

  Current Estimated Value $1,011,606

  Last Listing Agent Gale Milgrim KELLER WILLIAMS WINTER PARK

  984 Brightwater Cir, Maitland, FL 32751
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  Sold Jul 07, 2026

  1150 Lake Shadow Cir Unit 3307, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft
  • Built 2000

  Last Sold Summary

  • 23 Days On Market

  Current Estimated Value $247,996

  1150 Lake Shadow Cir Unit 3307, Maitland, FL 32751
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  $107,000

  Sold May 29, 2026

  508 Banyon Tree Cir Unit 202, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft
  • Built 1973

  Last Sold Summary

  • $89/SF
  • 0 Days On Market

  Current Estimated Value $125,281

  Last Listing Agent Dania Khreiche KELLER WILLIAMS ADVANTAGE REALTY

  508 Banyon Tree Cir Unit 202, Maitland, FL 32751
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  $765,000

  Sold Sep 29, 2025

  1770 Chinook Trail, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 2,054 Sq Ft
  • Built 1959

  Last Sold Summary

  • 13% Below List Price
  • $372/SF
  • 77 Days On Market

  Current Estimated Value $773,538

  Last Listing Agent Troy Stevens FLORIDA PROPERTY LLC

  1770 Chinook Trail, Maitland, FL 32751
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  $410,000

  Sold Jan 16, 2026

  301 Clark St, Maitland, FL 32751

  • 4 Beds
  • 4 Baths
  • 2,582 Sq Ft
  • Built 1964

  Last Sold Summary

  • 18% Below List Price
  • $159/SF
  • 204 Days On Market

  Current Estimated Value $421,207

  Last Listing Agent Jennifer Garrison GARRISON REALTY GROUP LLC

  301 Clark St, Maitland, FL 32751
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  $218,000

  Sold Feb 11, 2026

  1810 Shadow View Cir Unit 1810, Maitland, FL 32751

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

  Last Sold Summary

  • 22% Below List Price
  • $170/SF
  • 236 Days On Market

  Current Estimated Value $219,512

  Last Listing Agent Jayesh Khatri RE/MAX INNOVATION

  1810 Shadow View Cir Unit 1810, Maitland, FL 32751
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  $899,000

  Sold Nov 03, 2025

  121 Mariner Way, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,828 Sq Ft
  • Built 1971

  Last Sold Summary

  • $318/SF
  • 4 Days On Market

  Current Estimated Value $916,915

  Last Listing Agent MaryAnne Branner PREMIER SOTHEBY'S INTL. REALTY

  121 Mariner Way, Maitland, FL 32751
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  $525,000

  Sold May 07, 2026

  1662 Bobtail Dr, Maitland, FL 32751

  • 5 Beds
  • 2.5 Baths
  • 2,398 Sq Ft
  • Built 1997

  Last Sold Summary

  • $219/SF
  • 1 Day On Market

  Current Estimated Value $520,481

  Last Listing Agent Anne-Marie Wurzel MAINFRAME REAL ESTATE

  1662 Bobtail Dr, Maitland, FL 32751
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  $885,000

  Sold Jun 30, 2026

  535 Pawnee Trail, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • Built 1957

  Last Sold Summary

  • 8% Below List Price
  • $354/SF
  • 51 Days On Market

  Current Estimated Value $886,563

  Last Listing Agent Shirley Welch BHHS FLORIDA REALTY

  535 Pawnee Trail, Maitland, FL 32751
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  $260,000

  Sold Jun 17, 2026

  868 Town Cir Unit 123, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft
  • Built 1979

  Last Sold Summary

  • $166/SF
  • 4 Days On Market

  Current Estimated Value $260,894

  Last Listing Agent Myriam Balthazar EPIQUE REALTY INC.

  868 Town Cir Unit 123, Maitland, FL 32751
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  $225,000

  Sold Dec 30, 2025

  1514 Legacy Club Dr, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 1,583 Sq Ft
  • Built 2000

  Last Sold Summary

  • 8% Below List Price
  • $142/SF
  • 36 Days On Market

  Last Listing Agent Virginia Bellhorn WATSON REALTY CORP

  1514 Legacy Club Dr, Maitland, FL 32751
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  $580,000

  Sold Feb 03, 2026

  2318 Castlewood Rd, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 2,335 Sq Ft
  • Built 1973

  Last Sold Summary

  • 5% Below List Price
  • $248/SF
  • 143 Days On Market

  Current Estimated Value $580,884

  Last Listing Agent Ronda the Re Christiansen KELLER WILLIAMS ADVANTAGE REALTY

  2318 Castlewood Rd, Maitland, FL 32751
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  $1,220,000

  Sold Oct 01, 2025

  1653 Cheyenne Trail, Maitland, FL 32751

  • 6 Beds
  • 4 Baths
  • 3,996 Sq Ft
  • Built 1958

  Last Sold Summary

  • 13% Below List Price
  • $305/SF
  • 80 Days On Market

  Current Estimated Value $1,252,501

  Last Listing Agent Anna Lohr URBANISTA BROKERS

  1653 Cheyenne Trail, Maitland, FL 32751
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  $291,000

  Sold Jun 02, 2026

  250 Orange Place, Maitland, FL 32751

  • 1 Bed
  • 1 Bath
  • 564 Sq Ft
  • Built 1940

  Last Sold Summary

  • 27% Below List Price
  • $516/SF
  • 60 Days On Market

  Current Estimated Value $321,566

  Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

  250 Orange Place, Maitland, FL 32751
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  $400,000

  Sold Jan 16, 2026

  380 Banyan Dr, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 1971

  Last Sold Summary

  • 15% Below List Price
  • $285/SF
  • 103 Days On Market

  Current Estimated Value $399,813

  Last Listing Agent James Angelo FLORIDA HOMES REALTY & MORTGAGE

  380 Banyan Dr, Maitland, FL 32751
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  $792,150

  Sold Dec 15, 2025

  195 E Faith Terrace, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 2,502 Sq Ft
  • Built 1957

  Last Sold Summary

  • 7% Below List Price
  • $317/SF
  • 35 Days On Market

  Current Estimated Value $789,128

  Last Listing Agent Jane Fochler ONE LUXURY INTERNATIONAL LLC

  195 E Faith Terrace, Maitland, FL 32751
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  $320,000

  Sold Jan 07, 2026

  2155 Fennell St, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,822 Sq Ft
  • Built 1997

  Last Sold Summary

  • 19% Below List Price
  • $176/SF
  • 127 Days On Market

  Current Estimated Value $474,889

  Last Listing Agent Benjamin Urrutia CHARLES RUTENBERG REALTY ORLANDO

  2155 Fennell St, Maitland, FL 32751
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  $236,000

  Sold Oct 30, 2025

  530 Ruffel St, Maitland, FL 32751

  • 3 Beds
  • 1.5 Baths
  • 1,449 Sq Ft
  • Built 1966

  Last Sold Summary

  • 6% Below List Price
  • $163/SF
  • 172 Days On Market

  Current Estimated Value $245,049

  Last Listing Agent Marian Coaxum KELLER WILLIAMS REALTY AT THE PARKS

  530 Ruffel St, Maitland, FL 32751
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  $975,000

  Sold May 22, 2026

  1421 Sunnyside Dr, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,116 Sq Ft
  • Built 1966

  Last Sold Summary

  • 25% Below List Price
  • $461/SF
  • 160 Days On Market

  Current Estimated Value $982,044

  Last Listing Agent Amanda Binns STRICKLAND REALTY GROUP INC

  1421 Sunnyside Dr, Maitland, FL 32751
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  $254,000

  Sold Jan 30, 2026

  2824 Shadow View Cir, Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 1,583 Sq Ft
  • Built 2000

  Last Sold Summary

  • 6% Below List Price
  • $160/SF
  • 32 Days On Market

  Current Estimated Value $253,880

  Last Listing Agent Susan Taliaferro COLDWELL BANKER REALTY

  2824 Shadow View Cir, Maitland, FL 32751
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  $485,000

  Sold Jul 22, 2026

  1106 Charming St, Maitland, FL 32751

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

  Last Sold Summary

  • 1% Below List Price
  • $259/SF
  • 3 Days On Market

  Current Estimated Value $485,550

  Last Listing Agent Donna Bryant COLDWELL BANKER REALTY

  1106 Charming St, Maitland, FL 32751
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  $996,000

  Sold Mar 24, 2026

  251 W Ventris Ave, Maitland, FL 32751

  • 2 Beds
  • 2.5 Baths
  • 3,474 Sq Ft
  • Built 1901

  Last Sold Summary

  • 1% Above List Price
  • $287/SF

  Current Estimated Value $993,348

  Last Listing Agent Lisa Vanlandingham Saltwater Real Estate

  251 W Ventris Ave, Maitland, FL 32751
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  $897,000

  Sold Feb 17, 2026

  821 Woods Ct, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 2,309 Sq Ft
  • Built 1965

  Last Sold Summary

  • 3% Below List Price
  • $388/SF
  • 6 Days On Market

  Current Estimated Value $899,422

  Last Listing Agent Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

  821 Woods Ct, Maitland, FL 32751
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  $405,000

  Sold Jul 31, 2026

  1327 Chipola Trail, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,538 Sq Ft
  • Built 1969

  Last Sold Summary

  • 2% Below List Price
  • $263/SF
  • 23 Days On Market

  Current Estimated Value $414,749

  Last Listing Agent Abbas Sultanali ALPHA EQUITY REALTY & MANAGEMENT INC

  1327 Chipola Trail, Maitland, FL 32751
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  $705,000

  Sold Sep 30, 2025

  2501 Mohawk Trail, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,591 Sq Ft
  • Built 1963

  Last Sold Summary

  • 1% Above List Price
  • $272/SF
  • 6 Days On Market

  Current Estimated Value $741,134

  Last Listing Agent Maria Van Warner FANNIE HILLMAN & ASSOCIATES

  2501 Mohawk Trail, Maitland, FL 32751
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  $1,153,000

  Sold Sep 05, 2025

  1353 W Lake Colony Dr, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 3,500 Sq Ft
  • Built 1996

  Last Sold Summary

  • 6% Below List Price
  • $329/SF
  • 2 Days On Market

  Current Estimated Value $1,174,374

  Last Listing Agent Scotti Gallegos ALL REAL ESTATE & INVESTMENTS

  1353 W Lake Colony Dr, Maitland, FL 32751
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  $240,000

  Sold Nov 14, 2025

  1140 S Orlando Ave Unit F2, Maitland, FL 32751

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • Built 1969

  Last Sold Summary

  • 8% Below List Price
  • $294/SF
  • 19 Days On Market

  Current Estimated Value $245,711

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

  1140 S Orlando Ave Unit F2, Maitland, FL 32751
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  $275,000

  Sold Sep 17, 2025

  1440 Lake Shadow Cir Unit 8102, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,111 Sq Ft
  • Built 2000

  Last Sold Summary

  • 5% Below List Price
  • $248/SF
  • 21 Days On Market

  Current Estimated Value $246,094

  Last Listing Agent Rose Kemp RE/MAX EXCLUSIVE COLLECTION

  1440 Lake Shadow Cir Unit 8102, Maitland, FL 32751
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  $915,000

  Sold Sep 09, 2025

  2021 Chippewa Trail, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 2,299 Sq Ft
  • Built 1962

  Last Sold Summary

  • $398/SF

  Current Estimated Value $910,904

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

  2021 Chippewa Trail, Maitland, FL 32751
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  $575,000

  Sold Dec 08, 2025

  448 Plumhollow Ln, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,574 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Above List Price
  • $223/SF
  • 2 Days On Market

  Current Estimated Value $587,141

  Last Listing Agent Tara Haefner KELLER WILLIAMS HERITAGE REALTY

  448 Plumhollow Ln, Maitland, FL 32751

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