Recently Sold Maitland Homes

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  $290,000 Sold Oct 17, 2025

  305 W Lake Faith Dr Unit H139, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,739 Sq Ft
  • Built 1974

  Last Sold Summary

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

  Current Estimated Value $290,976

  Last Listing Agent Giovanni Vasquez MAGNO REALTY CORP

  305 W Lake Faith Dr Unit H139, Maitland, FL 32751
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  $239,000 Sold Oct 14, 2025

  1711 Shadow View Cir, Maitland, FL 32751

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

  Last Sold Summary

  • 16% Below List Price
  • $151/SF
  • 322 Days On Market

  Last Listing Agent Jeff Jones MARK SPAIN REAL ESTATE

  1711 Shadow View Cir, Maitland, FL 32751
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  $215,000 Sold Jul 11, 2025

  2425 Legacy Lake Dr Unit 2425, Maitland, FL 32751

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

  Last Sold Summary

  • 20% Below List Price
  • $136/SF
  • 124 Days On Market

  Current Estimated Value $240,052

  Last Listing Agent Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

  2425 Legacy Lake Dr Unit 2425, Maitland, FL 32751
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  $474,900 Sold May 16, 2025

  1998 Michael Tiago Cir, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,691 Sq Ft
  • Built 2013

  Last Sold Summary

  • $176/SF
  • 2 Days On Market

  Current Estimated Value $482,062

  Last Listing Agent Ozzie Quiroz COLDWELL BANKER RESIDENTIAL RE

  1998 Michael Tiago Cir, Maitland, FL 32751
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  $240,000 Sold Apr 21, 2025

  1000 Winderley Place Unit 122, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,164 Sq Ft
  • Built 1982

  Last Sold Summary

  • 4% Below List Price
  • $206/SF
  • 24 Days On Market

  Current Estimated Value $242,963

  Last Listing Agent Jean Chalifour COLDWELL BANKER RESIDENTIAL RE

  1000 Winderley Place Unit 122, Maitland, FL 32751
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  $475,000 Sold Dec 29, 2025

  1938 Michael Tiago Cir, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,708 Sq Ft
  • Built 2011

  Last Sold Summary

  • 4% Below List Price
  • $175/SF
  • 74 Days On Market

  Last Listing Agent Robin Mitchell ROBIN MITCHELL REALTY

  1938 Michael Tiago Cir, Maitland, FL 32751
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  $6,650,000 Sold Jun 27, 2025

  119 Whitecaps Cir, Maitland, FL 32751

  • 4 Beds
  • 5.5 Baths
  • 6,800 Sq Ft
  • Built 2004

  Last Sold Summary

  • $978/SF

  Current Estimated Value $6,535,764

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

  119 Whitecaps Cir, Maitland, FL 32751
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  $550,000 Sold May 02, 2025

  1870 Geronimo Trail, Maitland, FL 32751

  • Land
  • 0.27 Acre
  • $2,037,037 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 113 Days On Market

  Current Estimated Value $549,795

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

  1870 Geronimo Trail, Maitland, FL 32751
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  $455,000 Sold Nov 10, 2025

  741 Robinhood Dr, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,239 Sq Ft
  • Built 1985

  Last Sold Summary

  • 1% Above List Price
  • $367/SF
  • 18 Days On Market

  Last Listing Agent Dan Samatulski MAINFRAME REAL ESTATE

  741 Robinhood Dr, Maitland, FL 32751
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  $227,900 Sold Feb 03, 2025

  1100 Lake Shadow Cir Unit 2305, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft
  • Built 2000

  Last Sold Summary

  • $217/SF
  • 39 Days On Market

  Current Estimated Value $220,476

  Last Listing Agent Lisa Hoad HOAD REALTY GROUP LLC

  1100 Lake Shadow Cir Unit 2305, Maitland, FL 32751
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  $550,000 Sold Jul 01, 2025

  2040 Mohawk Trail, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,754 Sq Ft
  • Built 1961

  Last Sold Summary

  • 6% Below List Price
  • $314/SF
  • 17 Days On Market

  Current Estimated Value $558,382

  Last Listing Agent Nicole Seybold FANNIE HILLMAN & ASSOCIATES

  2040 Mohawk Trail, Maitland, FL 32751
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  $515,000 Sold Sep 10, 2025

  204 Quayside Cir Unit 601, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,270 Sq Ft
  • Built 1984

  Last Sold Summary

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

  Current Estimated Value $487,546

  Last Listing Agent Travis Cepregi KELLER WILLIAMS WINTER PARK

  204 Quayside Cir Unit 601, Maitland, FL 32751
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  $970,000 Sold Jul 31, 2025

  91 Minnehaha Cir, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 2,826 Sq Ft
  • Built 1971

  Last Sold Summary

  • 1% Below List Price
  • $343/SF
  • 6 Days On Market

  Current Estimated Value $964,159

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

  91 Minnehaha Cir, Maitland, FL 32751
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  $458,000 Sold Dec 26, 2025

  2133 Falkner Rd, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 1,779 Sq Ft
  • Built 1998

  Last Sold Summary

  • 2% Above List Price
  • $257/SF
  • 5 Days On Market

  Last Listing Agent Jason Asa LPT REALTY, LLC

  2133 Falkner Rd, Maitland, FL 32751
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  $2,770,000 Sold Sep 11, 2025

  216 N Lake Sybelia Dr, Maitland, FL 32751

  • 5 Beds
  • 5.5 Baths
  • 4,697 Sq Ft
  • Built 2021

  Last Sold Summary

  • 4% Below List Price
  • $590/SF
  • 3 Days On Market

  Current Estimated Value $2,779,855

  Last Listing Agent Kevin Acker RE/MAX 200 REALTY

  216 N Lake Sybelia Dr, Maitland, FL 32751
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  $970,000 Sold Sep 04, 2025

  2031 Chippewa Trail, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 2,385 Sq Ft
  • Built 1961

  Last Sold Summary

  • $407/SF

  Current Estimated Value $949,387

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

  2031 Chippewa Trail, Maitland, FL 32751
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  $700,000 Sold Jun 02, 2025

  1641 E Horatio Ave, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 2,618 Sq Ft
  • Built 1957

  Last Sold Summary

  • $267/SF
  • 22 Days On Market

  Current Estimated Value $738,818

  Last Listing Agent Erin Baker FANNIE HILLMAN & ASSOCIATES

  1641 E Horatio Ave, Maitland, FL 32751
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  $2,800,000 Sold Mar 28, 2025

  125 Whitecaps Cir, Maitland, FL 32751

  • Land
  • 1.55 Acres
  • $1,806,452 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 11 Days On Market

  Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

  125 Whitecaps Cir, Maitland, FL 32751
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  $230,000 Sold Nov 14, 2025

  1825 Shadow View Cir, Maitland, FL 32751

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

  Last Sold Summary

  • 8% Below List Price
  • $145/SF
  • 110 Days On Market

  Last Listing Agent Chuck Lemire PLATINUM REAL ESTATE

  1825 Shadow View Cir, Maitland, FL 32751
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  $235,000 Sold Jan 29, 2026

  613 Orange Tree Ct Unit 507, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,256 Sq Ft
  • Built 1974

  Last Sold Summary

  • 3% Below List Price
  • $187/SF
  • 10 Days On Market

  Last Listing Agent Deborah Morris KELLER WILLIAMS ADVANTAGE REALTY

  613 Orange Tree Ct Unit 507, Maitland, FL 32751
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  $490,000 Sold Jun 20, 2025

  1171 Covewood Trail, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 2,054 Sq Ft
  • Built 1967

  Last Sold Summary

  • 7% Below List Price
  • $239/SF
  • 2 Days On Market

  Current Estimated Value $503,554

  Last Listing Agent Rhonda Chesmore KELLY PRICE & COMPANY LLC

  1171 Covewood Trail, Maitland, FL 32751
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  $412,500 Sold Mar 24, 2025

  206 Quayside Cir Unit 404, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,270 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Below List Price
  • $325/SF
  • 17 Days On Market

  Last Listing Agent Kris Kennedy COMPASS FLORIDA LLC

  206 Quayside Cir Unit 404, Maitland, FL 32751
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  $275,000 Sold Sep 23, 2025

  1460 Lake Shadow Cir Unit 7102, Maitland, FL 32751

  • 4 Beds
  • 2 Baths
  • 1,372 Sq Ft
  • Built 2000

  Last Sold Summary

  • 8% Below List Price
  • $200/SF
  • 83 Days On Market

  Current Estimated Value $274,035

  Last Listing Agent Lorie Gullian KELLER WILLIAMS ELITE PARTNERS III REALTY

  1460 Lake Shadow Cir Unit 7102, Maitland, FL 32751
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  $855,000 Sold Jan 07, 2026

  939 Versailles Cir, Maitland, FL 32751

  • 4 Beds
  • 2.5 Baths
  • 2,732 Sq Ft
  • Built 1980

  Last Sold Summary

  • 7% Below List Price
  • $313/SF
  • 72 Days On Market

  Last Listing Agent Nicole Dege REDFIN CORPORATION

  939 Versailles Cir, Maitland, FL 32751
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  $267,500 Sold May 23, 2025

  1000 Winderley Place Unit 237, Maitland, FL 32751

  • 2 Beds
  • 2 Baths
  • 1,164 Sq Ft
  • Built 1982

  Last Sold Summary

  • 2% Below List Price
  • $230/SF
  • 24 Days On Market

  Current Estimated Value $264,817

  Last Listing Agent Bill Miller RE/MAX CENTRAL REALTY

  1000 Winderley Place Unit 237, Maitland, FL 32751
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  $545,000 Sold Sep 10, 2025

  1758 Bobtail Dr, Maitland, FL 32751

  • 4 Beds
  • 3 Baths
  • 2,304 Sq Ft
  • Built 1997

  Last Sold Summary

  • 4% Below List Price
  • $237/SF
  • 69 Days On Market

  Current Estimated Value $532,358

  Last Listing Agent Kelly Althof CENTRAL FLORIDA REALTY EXPERTS

  1758 Bobtail Dr, Maitland, FL 32751
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  $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 $819,535

  Last Listing Agent Jonathan Ruiz KELLER WILLIAMS WINTER PARK

  125 White Oak Cir, Maitland, FL 32751
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  $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 $648,704

  Last Listing Agent Bobby Christiano COLDWELL BANKER RESIDENTIAL RE

  955 Gamewell Ave, Maitland, FL 32751
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  $1,920,000 Sold Mar 19, 2025

  1100 S Lake Sybelia Dr, Maitland, FL 32751

  • 5 Beds
  • 4 Baths
  • 3,726 Sq Ft
  • Built 1951

  Last Sold Summary

  • 2% Below List Price
  • $515/SF
  • 11 Days On Market

  Current Estimated Value $1,899,690

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

  1100 S Lake Sybelia Dr, Maitland, FL 32751
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  $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

  Last Listing Agent Justin Pekarek ORLANDO PROPERTY ADVISORS

  1550 Ridgewood Ave, Maitland, FL 32751
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  $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

  Last Listing Agent Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

  735 Gamewell Ave, 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

  Current Estimated Value $554,968

  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 $1,840,610

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

  251 W Trotters Dr, 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

  Current Estimated Value $1,356,891

  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 $937,806

  Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

  2106 Tuscarora Trail, 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 $466,850

  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 $1,185,046

  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 $927,041

  Last Listing Agent Sylvester Harding SIERRA REALTY GROUP LLC

  400 W Trotters Dr, 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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