Recently Sold Maitland Homes

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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
/2
$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
/2
$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
/2
$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
/2
$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
/2
$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
/2
$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
/2
$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
/2
$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 $306,157

Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

250 Orange Place, Maitland, FL 32751
/2
$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
/2
$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 $984,895

Last Listing Agent Amanda Binns STRICKLAND REALTY GROUP INC

1421 Sunnyside Dr, Maitland, FL 32751
/2
$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
/2
$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
/46
$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
/2
$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
/2
$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
/2
$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
/2
$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
/2
$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
/2
$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
/2
$215,000

Sold Mar 19, 2026

2329 Shadow View Cir, Maitland, FL 32751
- 3 Beds
- 2.5 Baths
- 1,583 Sq Ft
- Built 2000
Last Sold Summary
- $136/SF
Current Estimated Value $226,800

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

2329 Shadow View Cir, Maitland, FL 32751
/2
$170,000

Sold Nov 03, 2025

860 Park Lake Cir Unit 53, Maitland, FL 32751
- 3 Beds
- 2.5 Baths
- 1,486 Sq Ft
- Built 1972
Last Sold Summary
- 15% Below List Price
- $114/SF
- 73 Days On Market
Current Estimated Value $189,698

Last Listing Agent Shahrin Alam COLDWELL BANKER REALTY

860 Park Lake Cir Unit 53, Maitland, FL 32751
/2
$600,000

Sold Aug 31, 2026

204 Quayside Cir Unit 503, Maitland, FL 32751
- 2 Beds
- 2 Baths
- 1,203 Sq Ft
- Built 1984
Last Sold Summary
- 6% Below List Price
- $499/SF
- 0 Days On Market
Current Estimated Value $566,313

Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

204 Quayside Cir Unit 503, Maitland, FL 32751
/2
$8,925,000

Sold May 07, 2026

1640 E Adams Dr, Maitland, FL 32751
- 5 Beds
- 8 Baths
- 8,174 Sq Ft
- Built 1991
Last Sold Summary
- 25% Below List Price
- $1,092/SF
- 310 Days On Market
Current Estimated Value $8,945,385

Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY

1640 E Adams Dr, Maitland, FL 32751
/2
$365,000

Sold Jun 01, 2026

1140 S Orlando Ave Unit F1, Maitland, FL 32751
- 2 Beds
- 2 Baths
- 816 Sq Ft
- Built 1969
Last Sold Summary
- 8% Below List Price
- $447/SF
- 80 Days On Market
Current Estimated Value $363,667

Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

1140 S Orlando Ave Unit F1, Maitland, FL 32751
/2
$372,000

Sold Jun 24, 2026

2040 Bobtail Dr Unit 1, Maitland, FL 32751
- 3 Beds
- 2 Baths
- 1,382 Sq Ft
- Built 1998
Last Sold Summary
- 1% Above List Price
- $269/SF
- 3 Days On Market
Current Estimated Value $372,337

Last Listing Agent Michael Wathen COLDWELL BANKER REALTY

2040 Bobtail Dr Unit 1, Maitland, FL 32751
/2
$675,000

Sold Dec 30, 2025

1655 Sunnyside Dr, Maitland, FL 32751
- 3 Beds
- 2 Baths
- 1,418 Sq Ft
- Built 1950
Last Sold Summary
- 7% Below List Price
- $476/SF
- 55 Days On Market
Current Estimated Value $682,250

Last Listing Agent Joseph Sipp KELLER WILLIAMS WINTER PARK

1655 Sunnyside Dr, Maitland, FL 32751
/2
$130,000

Sold Jul 13, 2026

1275 Lake Shadow Cir Unit 13206, Maitland, FL 32751
- 1 Bed
- 1 Bath
- 672 Sq Ft
- Built 2000
Last Sold Summary
- 19% Below List Price
- $193/SF
- 136 Days On Market
Current Estimated Value $137,867

Last Listing Agent Trevin Perez REDFIN CORPORATION

1275 Lake Shadow Cir Unit 13206, Maitland, FL 32751
/2
$779,500

Sold Jan 15, 2026

421 Arapaho Trail, Maitland, FL 32751
- 3 Beds
- 2 Baths
- 1,813 Sq Ft
- Built 1958
Last Sold Summary
- $430/SF
- 19 Days On Market
Current Estimated Value $775,925

Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

421 Arapaho Trail, Maitland, FL 32751
/2
$1,575,000

Sold Oct 30, 2025

135 James Place, Maitland, FL 32751
- 5 Beds
- 4.5 Baths
- 3,885 Sq Ft
- Built 2003
Last Sold Summary
- 6% Below List Price
- $405/SF
- 213 Days On Market
Current Estimated Value $1,625,833

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

135 James Place, Maitland, FL 32751
/2
$620,000

Sold Aug 11, 2026

910 Gamewell Ave, Maitland, FL 32751
- 3 Beds
- 2 Baths
- 2,214 Sq Ft
- Built 1964
Last Sold Summary
- 7% Below List Price
- $280/SF
- 59 Days On Market
Current Estimated Value $641,611

Last Listing Agent Sarah Tomlinson COMPASS FLORIDA LLC

910 Gamewell Ave, Maitland, FL 32751
/2
$766,500

Sold Aug 14, 2026

320 White Oak Cir, Maitland, FL 32751
- 4 Beds
- 2 Baths
- 2,681 Sq Ft
- Built 1973
Last Sold Summary
- 12% Below List Price
- $286/SF
- 105 Days On Market
Current Estimated Value $795,612

Last Listing Agent Susan Filebark OVERSTREET REAL ESTATE INC

320 White Oak Cir, Maitland, FL 32751
/2
$600,000

Sold Feb 02, 2026

2167 Mohawk Trail, Maitland, FL 32751
- 3 Beds
- 2 Baths
- 2,162 Sq Ft
- Built 1962
Last Sold Summary
- 4% Below List Price
- $278/SF
- 32 Days On Market
Current Estimated Value $606,436

Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

2167 Mohawk Trail, Maitland, FL 32751
/2
$362,500

Sold Jul 14, 2026

1393 Benevolent St, Maitland, FL 32751
- 3 Beds
- 2.5 Baths
- 1,674 Sq Ft
- Built 2005
Last Sold Summary
- 4% Below List Price
- $217/SF
- 53 Days On Market
Current Estimated Value $374,562

Last Listing Agent Daniel Rencher RENCHER REALTY GROUP

1393 Benevolent St, Maitland, FL 32751
/2
$3,500,000

Sold Dec 16, 2025

1770 E Adams Dr, Maitland, FL 32751
- Land
- 1.45 Acres
- $2,413,793 per Acre
Last Sold Summary
- 10% Below List Price
- 148 Days On Market
Current Estimated Value $3,546,746

Last Listing Agent Jacqueline Hughes PREMIER SOTHEBY'S INTL. REALTY

1770 E Adams Dr, Maitland, FL 32751
/2
$565,000

Sold Apr 21, 2026

2136 Mohican Trail, Maitland, FL 32751
- 3 Beds
- 2 Baths
- 1,929 Sq Ft
- Built 1963
Last Sold Summary
- $293/SF
- 0 Days On Market
Current Estimated Value $565,960

Last Listing Agent Cheryl Geluso RE/MAX ASSURED

2136 Mohican Trail, Maitland, FL 32751
/2
$2,535,000

Sold Sep 05, 2025

705 N Lake Sybelia Dr, Maitland, FL 32751
- 5 Beds
- 4 Baths
- 3,949 Sq Ft
- Built 2024
Last Sold Summary
- 15% Below List Price
- $642/SF
- 70 Days On Market
Current Estimated Value $2,556,382

Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

705 N Lake Sybelia Dr, Maitland, FL 32751
/2
$1,425,000

Sold Jan 26, 2026

123 Hollie Ct, Maitland, FL 32751
- 3 Beds
- 3 Baths
- 2,004 Sq Ft
- Built 2019
Last Sold Summary
- 4% Below List Price
- $711/SF
- 6 Days On Market
Current Estimated Value $1,422,226

Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY

123 Hollie Ct, Maitland, FL 32751
/2
$249,500

Sold Jul 16, 2026

616 Villa Cir Unit 536, Maitland, FL 32751
- 2 Beds
- 2 Baths
- 1,256 Sq Ft
- Built 1979
Last Sold Summary
- 1% Below List Price
- $199/SF
- 5 Days On Market
Current Estimated Value $249,222

Last Listing Agent Jessica Loomis NESTA REAL ESTATE CONSULTANTS

616 Villa Cir Unit 536, Maitland, FL 32751
/2
$765,000

Sold Nov 19, 2025

380 White Oak Cir, Maitland, FL 32751
- 4 Beds
- 2.5 Baths
- 2,705 Sq Ft
- Built 1977
Last Sold Summary
- 4% Below List Price
- $283/SF
- 46 Days On Market
Current Estimated Value $789,799

Last Listing Agent Vincent Scarlatos CORCORAN PREMIER REALTY

380 White Oak Cir, Maitland, FL 32751

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