Recently Sold Maitland, FL Homes

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  $900,000 Sold Aug 29, 2025

  3011 Temple Trail, Winter Park, FL 32789

  • 5 Beds
  • 2.5 Baths
  • 2,406 Sq Ft
  • Built 1965

  Last Sold Summary

  • 10% Below List Price
  • $374/SF
  • 83 Days On Market

  Current Estimated Value $889,383

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  3011 Temple Trail, Winter Park, FL 32789
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  $185,000 Sold Apr 15, 2026

  2627 Maitland Crossing Way Unit 101, Orlando, FL 32810

  • 1 Bed
  • 1 Bath
  • 707 Sq Ft
  • Built 2000

  Last Sold Summary

  • 14% Below List Price
  • $262/SF
  • 252 Days On Market

  Current Estimated Value $192,644

  Last Listing Agent Martina Leonard CHARLES RUTENBERG REALTY ORLANDO

  2627 Maitland Crossing Way Unit 101, Orlando, FL 32810
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  $1,650,000 Sold May 01, 2026

  1016 Howell Branch Rd, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 3,142 Sq Ft
  • Built 1959

  Last Sold Summary

  • 3% Below List Price
  • $525/SF
  • 7 Days On Market

  Current Estimated Value $1,668,056

  Last Listing Agent Andrew Birr PLAID PROPERTIES, LLC

  1016 Howell Branch Rd, Winter Park, FL 32789
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  $99,750 Sold Mar 27, 2026

  954 Lake Destiny Rd Unit H, Altamonte Springs, FL 32714

  • 2 Beds
  • 1 Bath
  • 826 Sq Ft
  • Built 1973

  Last Sold Summary

  • 17% Below List Price
  • $121/SF
  • 184 Days On Market

  Current Estimated Value $115,360

  Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  954 Lake Destiny Rd Unit H, Altamonte Springs, FL 32714
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  $244,900 Sold Jul 30, 2025

  2300 Calloway Dr, Orlando, FL 32810

  • 3 Beds
  • 2 Baths
  • 864 Sq Ft
  • Built 1940

  Last Sold Summary

  • 9% Below List Price
  • $283/SF
  • 314 Days On Market

  Current Estimated Value $236,352

  Last Listing Agent Mariangeles Gomez Perez RE/MAX SIGNATURE

  2300 Calloway Dr, Orlando, FL 32810
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  $110,000 Sold Nov 17, 2025

  942 Lake Destiny Rd Unit B, Altamonte Springs, FL 32714

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

  Last Sold Summary

  • 8% Below List Price
  • $176/SF
  • 82 Days On Market

  Current Estimated Value $108,027

  Last Listing Agent Shaun Reed KELLER WILLIAMS CLASSIC

  942 Lake Destiny Rd Unit B, Altamonte Springs, FL 32714
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  $236,000 Sold Sep 23, 2025

  2615 Maitland Crossing Way Unit 104, Orlando, FL 32810

  • 3 Beds
  • 2 Baths
  • 1,205 Sq Ft
  • Built 2000

  Last Sold Summary

  • 3% Below List Price
  • $196/SF
  • 15 Days On Market

  Current Estimated Value $233,365

  Last Listing Agent Rick Belben BELBEN REALTY GROUP

  2615 Maitland Crossing Way Unit 104, Orlando, FL 32810
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  $335,000 Sold Apr 29, 2026

  2635 Kerwood Cir, Orlando, FL 32810

  • 3 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Built 1977

  Last Sold Summary

  • 4% Below List Price
  • $291/SF
  • 52 Days On Market

  Current Estimated Value $343,635

  Last Listing Agent Deborah Torrance Robinson EXP REALTY LLC

  2635 Kerwood Cir, Orlando, FL 32810
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  $1,050,000 Sold Jul 07, 2025

  2923 Cove Trail, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 3,377 Sq Ft
  • Built 1964

  Last Sold Summary

  • 2% Above List Price
  • $311/SF
  • 9 Days On Market

  Current Estimated Value $1,091,281

  Last Listing Agent Robin Delaney KELLER WILLIAMS ADVANTAGE III

  2923 Cove Trail, Winter Park, FL 32789
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  $205,000 Sold Oct 31, 2025

  2717 Maitland Crossing Way Unit 207, Orlando, FL 32810

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • Built 2000

  Last Sold Summary

  • 14% Below List Price
  • $193/SF
  • 174 Days On Market

  Current Estimated Value $204,589

  Last Listing Agent Abdullah Akel CHARLES RUTENBERG REALTY ORLANDO

  2717 Maitland Crossing Way Unit 207, Orlando, FL 32810
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  $245,000 Sold Aug 15, 2025

  2312 Calloway Dr, Orlando, FL 32810

  • 3 Beds
  • 1 Bath
  • 884 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Above List Price
  • $277/SF
  • 6 Days On Market

  Current Estimated Value $245,393

  Last Listing Agent Robert Foutz ASSIST 2 SELL FOUTZ REALTY

  2312 Calloway Dr, Orlando, FL 32810
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  $275,000 Sold May 12, 2025

  2913 Joyann St, Orlando, FL 32810

  • 3 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Built 1961

  Last Sold Summary

  • 14% Below List Price
  • $261/SF
  • 136 Days On Market

  Current Estimated Value $277,554

  Last Listing Agent Nicole Lane HUGHES HOMES REALTY

  2913 Joyann St, Orlando, FL 32810
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  $1,042,500 Sold Dec 19, 2025

  1341 Lyndale Blvd, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,388 Sq Ft
  • Built 2007

  Last Sold Summary

  • 20% Below List Price
  • $437/SF
  • 214 Days On Market

  Current Estimated Value $1,062,609

  Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

  1341 Lyndale Blvd, Winter Park, FL 32789
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  $1,475,000 Sold Nov 21, 2025

  1453 Lyndale Blvd, Winter Park, FL 32789

  • 5 Beds
  • 3.5 Baths
  • 3,292 Sq Ft
  • Built 2012

  Last Sold Summary

  • 8% Below List Price
  • $448/SF
  • 54 Days On Market

  Current Estimated Value $1,488,083

  Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

  1453 Lyndale Blvd, Winter Park, FL 32789
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  $303,000 Sold Jun 23, 2025

  7507 Duo Lakes Dr, Orlando, FL 32810

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1978

  Last Sold Summary

  • 2% Below List Price
  • $275/SF
  • 26 Days On Market

  Current Estimated Value $304,039

  Last Listing Agent Ali Yche SOUTHERN PRESTIGE REALTY INC

  7507 Duo Lakes Dr, Orlando, FL 32810
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  $309,900 Sold Aug 18, 2025

  7814 Plunkett Ave, Orlando, FL 32810

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Built 1968

  Last Sold Summary

  • 3% Below List Price
  • $233/SF
  • 19 Days On Market

  Current Estimated Value $308,050

  Last Listing Agent Natalie Patten DALTON WADE INC

  7814 Plunkett Ave, Orlando, FL 32810
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  $1,199,000 Sold Sep 22, 2025

  2525 Venetian Way, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 1,993 Sq Ft
  • Built 1953

  Last Sold Summary

  • 14% Below List Price
  • $602/SF
  • 115 Days On Market

  Current Estimated Value $1,182,761

  Last Listing Agent Kimberly Slinger KELLY PRICE & COMPANY LLC

  2525 Venetian Way, Winter Park, FL 32789
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  $180,000 Sold Sep 12, 2025

  116 Lincoln Blvd, Orlando, FL 32810

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft
  • Built 1957

  Last Sold Summary

  • 14% Below List Price
  • $250/SF
  • 36 Days On Market

  Current Estimated Value $177,010

  Last Listing Agent Fernando Barragan RE/MAX TOWN CENTRE

  116 Lincoln Blvd, Orlando, FL 32810
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  $1,980,000 Sold Oct 15, 2025

  1535 Williams Dr, Winter Park, FL 32789

  • 5 Beds
  • 3.5 Baths
  • 3,568 Sq Ft
  • Built 1968

  Last Sold Summary

  • 3% Below List Price
  • $555/SF
  • 0 Days On Market

  Current Estimated Value $1,919,040

  Last Listing Agent Katherine Mcelyea CHARLES RUTENBERG REALTY ORLANDO

  1535 Williams Dr, Winter Park, FL 32789
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  $6,111,000 Sold Dec 05, 2025

  1860 Summerland Ave, Winter Park, FL 32789

  • 5 Beds
  • 6 Baths
  • 5,022 Sq Ft
  • Built 1992

  Last Sold Summary

  • 8% Above List Price
  • $1,217/SF
  • 8 Days On Market

  Current Estimated Value $6,003,494

  Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

  1860 Summerland Ave, Winter Park, FL 32789
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  $25,000 Sold Sep 09, 2025

  1964 Bering Ave, Winter Park, FL 32789

  • Land
  • 8,712 Sq Ft
  • $125,000 per Acre

  Last Sold Summary

  • 55% Below List Price
  • 10 Days On Market

  Current Estimated Value $431,500

  Last Listing Agent Clarence Fields FIELDS OF PROSPER LLC

  1964 Bering Ave, Winter Park, FL 32789
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  $185,000 Sold Apr 30, 2026

  2651 Maitland Crossing Way Unit 103, Orlando, FL 32810

  • 3 Beds
  • 2 Baths
  • 1,205 Sq Ft
  • Built 2000

  Last Sold Summary

  • 12% Below List Price
  • $154/SF
  • 150 Days On Market

  Current Estimated Value $202,790

  Last Listing Agent Susan Schneider COLDWELL BANKER REALTY

  2651 Maitland Crossing Way Unit 103, Orlando, FL 32810
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  $282,000 Sold May 04, 2026

  132 Washington Ave, Orlando, FL 32810

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Below List Price
  • $282/SF
  • 28 Days On Market

  Current Estimated Value $265,829

  Last Listing Agent MaCall Brummage VALSTAR REALTY LLC

  132 Washington Ave, Orlando, FL 32810
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  $135,000 Sold Dec 02, 2025

  954 Lake Destiny Rd Unit F, Altamonte Springs, FL 32714

  • 2 Beds
  • 2 Baths
  • 897 Sq Ft
  • Built 1973

  Last Sold Summary

  • 23% Below List Price
  • $151/SF
  • 103 Days On Market

  Current Estimated Value $133,779

  Last Listing Agent Cathy Norman JASON MITCHELL REAL ESTATE FLO

  954 Lake Destiny Rd Unit F, Altamonte Springs, FL 32714
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  $263,600 Sold Oct 09, 2025

  240 People St, Eatonville, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,287 Sq Ft
  • Built 1966

  Last Sold Summary

  • 21% Below List Price
  • $205/SF
  • 347 Days On Market

  Current Estimated Value $271,060

  Last Listing Agent Stacy Bergmark CREEGAN GROUP

  240 People St, Eatonville, FL 32751

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