View 1161 CHARMING STREET Maitland, FL MLS# O6446305
  • Recently Listed
1 of 43
$585,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

1161 CHARMING STREET

Maitland, FL

Courtesy of CORCORAN PREMIER REALTY
View 1931 MICHAEL TIAGO CIRCLE Maitland, FL MLS# O6445127
  • Recently Listed with Virtual Tour
1 of 94
$450,000
3

Beds

2.1

Baths

2,100

Sq.Ft.

1931 MICHAEL TIAGO CIRCLE

Maitland, FL

Courtesy of PARKVIEW REAL ESTATE
View 223 QUAYSIDE CIRCLE C11 Maitland, FL MLS# O6447408
  • Recently Listed with Virtual Tour
1 of 47
OPEN HOUSE: Saturday 10/10 11:00 AM - 1:00 PM
$537,000
3

Beds

2.1

Baths

1,734

Sq.Ft.

223 QUAYSIDE CIRCLE C11

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 200 SENECA TRAIL Maitland, FL MLS# O6445899
  • Recently Listed with Virtual Tour
1 of 38
OPEN HOUSE: Sunday 10/11 2:00 PM - 4:00 PM
$550,000
3

Beds

2.0

Baths

1,605

Sq.Ft.

200 SENECA TRAIL

Maitland, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 161 WHITE OAK CIRCLE Maitland, FL MLS# O6445112
$899,000
4

Beds

3.0

Baths

2,886

Sq.Ft.

161 WHITE OAK CIRCLE

Maitland, FL

Courtesy of PARKVIEW REAL ESTATE
View 307 LEMON STREET Maitland, FL MLS# O6439287
  • Recently Listed with Virtual Tour
1 of 35
$525,000
4

Beds

2.0

Baths

1,012

Sq.Ft.

307 LEMON STREET

Maitland, FL

Courtesy of HOME REALTY GROUP LLC
View 911 THUNDER TRAIL Maitland, FL MLS# O6445385
  • Recently Listed
1 of 36
OPEN HOUSE: Saturday 10/10 1:00 PM - 3:00 PM
$925,000
5

Beds

3.0

Baths

2,351

Sq.Ft.

911 THUNDER TRAIL

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1010 WINDERLEY PLACE 100 Maitland, FL MLS# O6444498
  • Recently Listed
1 of 33
OPEN HOUSE: Saturday 10/10 11:00 AM - 1:00 PM
$349,000
2

Beds

2.1

Baths

1,640

Sq.Ft.

1010 WINDERLEY PLACE 100

Maitland, FL

Courtesy of REAL BROKER, LLC
View 1122 CHARMING STREET Maitland, FL MLS# O6442753
$599,000
3

Beds

3.1

Baths

2,268

Sq.Ft.

1122 CHARMING STREET

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 514 WIGMAN DRIVE Maitland, FL MLS# O6441473
  • Recently Listed with Virtual Tour
1 of 27
$335,900
3

Beds

2.0

Baths

1,148

Sq.Ft.

514 WIGMAN DRIVE

Maitland, FL

Courtesy of LPT REALTY, LLC
View 2414 CHINOOK TRAIL Maitland, FL MLS# O6440908
$825,000
3

Beds

3.0

Baths

2,297

Sq.Ft.

2414 CHINOOK TRAIL

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1257 BLESSING STREET Maitland, FL MLS# O6439283
$405,000
3

Beds

2.1

Baths

1,751

Sq.Ft.

1257 BLESSING STREET

Maitland, FL

Courtesy of EXIT REAL ESTATE RESULTS
View 27 N CALHOUN AVENUE Maitland, FL MLS# O6438524
  • New Construction with Virtual Tour
1 of 62
$440,000
4

Beds

2.0

Baths

1,809

Sq.Ft.

27 N CALHOUN AVENUE

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 2637 LEGACY VILLAS DRIVE 2637 Maitland, FL MLS# OM731401
$200,000
2

Beds

2.0

Baths

1,280

Sq.Ft.

2637 LEGACY VILLAS DRIVE 2637

Maitland, FL

Courtesy of EXP REALTY SOUTH LLC
View 431 ARAPAHO TRAIL Maitland, FL MLS# O6437084
  • Virtual Tour
1 of 34
$699,000
4

Beds

3.0

Baths

1,965

Sq.Ft.

431 ARAPAHO TRAIL

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 856 PARK LAKE CIRCLE 51 Maitland, FL MLS# O6437665
$228,000
2

Beds

1.1

Baths

1,353

Sq.Ft.

856 PARK LAKE CIRCLE 51

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 790 S LAKE SYBELIA DRIVE Maitland, FL MLS# O6436185
$950,000
3

Beds

2.1

Baths

2,021

Sq.Ft.

790 S LAKE SYBELIA DRIVE

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 790 S LAKE SYBELIA DRIVE Maitland, FL MLS# O6436414
$950,000
0.0

Baths

790 S LAKE SYBELIA DRIVE

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1150 LAKE SHADOW CIRCLE 3305 Maitland, FL MLS# OM730553
$175,000
2

Beds

2.0

Baths

1,048

Sq.Ft.

1150 LAKE SHADOW CIRCLE 3305

Maitland, FL

Courtesy of EXP REALTY SOUTH LLC
View 1540 E HORATIO AVENUE Maitland, FL MLS# O6435957
$514,900
4

Beds

2.0

Baths

1,939

Sq.Ft.

1540 E HORATIO AVENUE

Maitland, FL

Courtesy of LUXE HUNTER REAL ESTATE

About Maitland

Known for its natural beauty, crystal lakes, fine museums, art center, and civic center, the community of Maitland chose "Partners in Progress through Participation" for its motto. The town is justly proud of its recognition as one of the top neighborhoods in Central Florida.  The city has welcomed a number of corporations and businesses as well as residential growth in recent decades.  The handsome Maitland Center is now one of the largest office parks in the entire region, home to an impressive number of Fortune 500 companies.  Civic pride and a commitment to preserving a high quality of life are evident throughout the community.  The town is constantly investing in renovations that balance the preservation of historic sites with the creation of a progressive, modern atmosphere. Parks accented with brick sidewalks and streetscape beautification like decorative crosswalks abound.  The local Cultural Corridor provides an array of events and performances.  Many of the region's most popular festivals occur at the local Enzian Theatre, a premier venue for independent and art films.

Listings in Maitland, FL

86

Estimated median home price

$517,450
Maitland FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Maitland, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Maitland, FL.

Homes for Sale by Price in Maitland, FL

PriceCount
$0 - 100K0
$100K - 200K10
$200K - 300K17
$300K - 400K9
$400K - 500K6
$500K - 600K7
$600K - 700K3
$700K - 800K7
$800K - 900K3
$900K - 1M4
$1M - Max20

Homes for Sale by Type in Maitland, FL

Property TypeCount
Single Family42
Townhouse6
Condo27
Commercial2
Rental17
Lots and Land8
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 10/7/2026)

Information deemed reliable but not guaranteed.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 10/8/2026.