Recently Sold Homes in Maitland, FL

212 homes

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SOLD
SEP 9, 2025
$915,000
4 Beds
3 Baths
2,299 sqft
2021 Chippewa Trl,
Maitland, FL 32751
STELLAR NON-MEMBER OFFICE
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SOLD
SEP 8, 2025
$1,075,000
5 Beds
5 Baths
4,545 sqft
307 Running Wind Ln,
Maitland, FL 32751
HARMONY KEY REALTY
SOLD
SEP 5, 2025
$2,535,000
5 Beds
4 Baths
3,949 sqft
705 N Lake Sybelia Dr,
Maitland, FL 32751
KELLY PRICE & COMPANY LLC
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SOLD
SEP 5, 2025
$1,153,000
4 Beds
3 Baths
3,500 sqft
1353 W Lake Colony Dr,
Maitland, FL 32751
ALL REAL ESTATE & INVESTMENTS
SOLD
SEP 5, 2025
$410,000
4 Beds
2 Baths
1,809 sqft
2132 Tortoise Shell Dr,
Maitland, FL 32751
KELLER WILLIAMS WINTER PARK
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SOLD
SEP 5, 2025
$210,000
3 Beds
3 Baths
1,328 sqft
607 Waverly Ln #403,
Maitland, FL 32751
DABBY REAL ESTATE ADVISORS, LLC
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SOLD
SEP 4, 2025
$970,000
4 Beds
3 Baths
2,385 sqft
2031 Chippewa Trl,
Maitland, FL 32751
STELLAR NON-MEMBER OFFICE
SOLD
SEP 2, 2025
$960,000
4 Beds
3 Baths
2,949 sqft
2106 Tuscarora Trl,
Maitland, FL 32751
COLDWELL BANKER RESIDENTIAL RE
SOLD
AUG 29, 2025
$632,000
3 Beds
2 Baths
1,938 sqft
489 Penny Ln,
Maitland, FL 32751
COLDWELL BANKER RESIDENTIAL RE
SOLD
AUG 27, 2025
$500,000
3 Beds
2 Baths
2,404 sqft
958 Versailles Cir,
Maitland, FL 32751
SOLD
AUG 26, 2025
$524,900
3 Beds
2 Baths
2,130 sqft
2621 Queen Mary Pl,
Maitland, FL 32751
ADAIR REALTY INC
SOLD
AUG 21, 2025
$465,000
2 Beds
2 Baths
1,248 sqft
1100 S Orlando Ave #301,
Maitland, FL 32751
ON ME REALTY

Recently Sold Homes Near Maitland, FL

We found 30 more homes matching your filters just outside Maitland

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SOLD
MAY 20, 2026
$3,278,530
4 Beds
4.5 Baths
3,897 sqft
700 Pinetree Rd,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
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SOLD
MAY 20, 2026
$518,000
4 Beds
2 Baths
1,798 sqft
2319 Hunterfield Rd,
Maitland, FL 32751
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SOLD
MAY 19, 2026
$1,500,000
2 Beds
2 Baths
2,281 sqft
246 Palmer Ave,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
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SOLD
MAY 19, 2026
$1,425,000
4 Beds
3 Baths
2,306 sqft
850 Juanita Rael,
Winter Park, FL 32789
PHIL KEAN REAL ESTATE LLC
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SOLD
MAY 19, 2026
$1,500,000
246 Palmer Ave #2,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
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SOLD
MAY 19, 2026
$99,500
1 Bed
1 Bath
625 sqft
944 Lake Destiny Rd #F,
Altamonte Springs, FL 32714
LPT REALTY, LLC
SOLD
MAY 18, 2026
$325,000
3 Beds
2 Baths
1,231 sqft
5408 Milan Dr,
Orlando, FL 32810
COLONIALTOWN REALTY
SOLD
MAY 18, 2026
$830,000
3 Beds
1 Bath
1,318 sqft
1741 Oakhurst Ave,
Winter Park, FL 32789
STELLAR NON-MEMBER OFFICE
SOLD
MAY 18, 2026
$320,500
4 Beds
2 Baths
1,703 sqft
8117 Plantation Dr,
Orlando, FL 32810
HOMEVEST REALTY
SOLD
MAY 18, 2026
$3,978,550
4 Beds
4.5 Baths
4,665 sqft
2020 Via Tuscany,
Winter Park, FL 32789
VISTA CAY REALTY COMPANY
SOLD
MAY 18, 2026
$495,000
4 Beds
2 Baths
1,750 sqft
2636 Talbot Rd,
Fern Park, FL 32730
SYNCHRONICITY REAL ESTATE SOLUTIONS
SOLD
MAY 15, 2026
$1,300,000
3 Beds
3.5 Baths
3,215 sqft
1661 Woodland Ave,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
MAY 15, 2026
$285,000
3 Beds
2 Baths
1,020 sqft
2900 Oranole Rd,
Orlando, FL 32810
REAL ESTATE HOUSE FL INC
SOLD
MAY 15, 2026
$4,720,000
5 Beds
5.5 Baths
4,738 sqft
1302 Raintree Pl,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
MAY 15, 2026
$7,164,000
5 Beds
6.5 Baths
5,006 sqft
1821 Pinetree Rd,
Winter Park, FL 32789
ONE LUXURY INTERNATIONAL LLC
SOLD
MAY 15, 2026
$264,000
3 Beds
1 Bath
1,014 sqft
3202 Kathleen Dr,
Orlando, FL 32810
LOCAL CHOICE REALTY LLC
SOLD
MAY 15, 2026
$398,000
3 Beds
2 Baths
1,408 sqft
344 Banyan Dr,
Maitland, FL 32751
REMAX SUNSTATE REALTY
SOLD
MAY 15, 2026
$435,000
3 Beds
2 Baths
1,576 sqft
7445 Betty St,
Winter Park, FL 32792
LISTY, LLC
SOLD
MAY 15, 2026
$90,000
Lakewood Cir #1,
Maitland, FL 32751
STRONG FOUNDATION REALTY LLC
SOLD
MAY 13, 2026
$401,000
3 Beds
2 Baths
1,395 sqft
354 Hickory Dr,
Maitland, FL 32751
KELLER WILLIAMS ADVANTAGE REALTY
SOLD
MAY 13, 2026
$136,000
2 Beds
2 Baths
897 sqft
902 Lake Destiny Rd #C,
Altamonte Springs, FL 32714
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
MAY 12, 2026
$440,000
5 Beds
3 Baths
1,945 sqft
3642 Periwinkle Dr,
Winter Park, FL 32792
HONEST REAL ESTATE COMPANY
SOLD
MAY 12, 2026
$140,000
2 Beds
2 Baths
1,009 sqft
2729 Maitland Crossing Way #204,
Orlando, FL 32810
HOUSE HUNTING IN FLORIDA LLC
SOLD
MAY 11, 2026
$330,000
3 Beds
2 Baths
1,566 sqft
5533 Satel Dr,
Orlando, FL 32810
OPENDOOR BROKERAGE LLC
SOLD
MAY 8, 2026
$1,675,000
5 Beds
4.5 Baths
3,851 sqft
1560 Woodland Ave,
Winter Park, FL 32789
CREEGAN GROUP
SOLD
MAY 8, 2026
$390,000
3 Beds
2 Baths
1,776 sqft
4116 Cobble Stone Ct,
Orlando, FL 32810
RE/MAX 200 REALTY
SOLD
MAY 8, 2026
$378,000
4 Beds
3 Baths
1,888 sqft
300 Monticello Dr,
Altamonte Springs, FL 32701
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
MAY 8, 2026
$445,000
3 Beds
2.5 Baths
2,312 sqft
2420 Firstlight Way,
Winter Park, FL 32792
ATRIUM REALTY, LLC
SOLD
MAY 8, 2026
$650,000
4 Beds
2.5 Baths
1,770 sqft
1098 Wildmeadow Run,
Winter Park, FL 32792
PREMIER SOTHEBY'S INTL. REALTY
SOLD
MAY 7, 2026
$280,000
3 Beds
2 Baths
1,100 sqft
1714 Mosher Dr,
Orlando, FL 32810
DGL REALTY, LLC

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511