101 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 204 QUAYSIDE CIRCLE 504 Maitland, FL MLS# O6383019
  • Recently Listed with Virtual Tour
1 of 31
$515,000
2

Beds

2.0

Baths

1,270

Sq.Ft.

204 QUAYSIDE CIRCLE 504

Maitland, FL

Courtesy of LUXE HUNTER REAL ESTATE
View 159 LOOKOUT PLACE Maitland, FL MLS# O6381948
  • Recently Listed with Virtual Tour
1 of 9
$1,200,000
4,851

Sq.Ft.

159 LOOKOUT PLACE

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 824 TOWN CIRCLE 101 Maitland, FL MLS# O6384312
  • Recently Listed
1 of 28
$274,990
3

Beds

2.1

Baths

1,565

Sq.Ft.

824 TOWN CIRCLE 101

Maitland, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
The time to sell is now! THE TIME TO SELL IS NOW!
View 721 GAMEWELL AVENUE Maitland, FL MLS# O6383594
  • Recently Listed with Virtual Tour
1 of 44
OPEN HOUSE: Sunday 2/22 12:00 PM - 3:00 PM
$529,500
4

Beds

2.0

Baths

1,824

Sq.Ft.

721 GAMEWELL AVENUE

Maitland, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 781 GOLDWATER COURT Maitland, FL MLS# O6383680
  • Recently Listed with Virtual Tour
1 of 49
$925,000
5

Beds

3.0

Baths

2,550

Sq.Ft.

781 GOLDWATER COURT

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1000 KEWANNEE TRAIL Maitland, FL MLS# O6384067
  • Recently Listed
1 of 19
$650,000
3

Beds

2.0

Baths

2,044

Sq.Ft.

1000 KEWANNEE TRAIL

Maitland, FL

Courtesy of ABSOLUTE REALTY GROUP, LLC
View 1275 LAKE SHADOW CIRCLE 13206 Maitland, FL MLS# O6383068
  • Recently Listed with Virtual Tour
1 of 30
$160,000
1

Beds

1.0

Baths

672

Sq.Ft.

1275 LAKE SHADOW CIRCLE 13206

Maitland, FL

Courtesy of REDFIN CORPORATION
View 1771 CHEYENNE TRAIL Maitland, FL MLS# O6383407
  • Recently Listed
1 of 36
OPEN HOUSE: Sunday 2/22 2:00 PM - 4:00 PM
$775,000
3

Beds

2.0

Baths

1,643

Sq.Ft.

1771 CHEYENNE TRAIL

Maitland, FL

Courtesy of ANNE ROGERS REALTY GROUP INC
View 1150 LAKE SHADOW CIRCLE 3305 Maitland, FL MLS# O6374903
  • Recently Listed with Virtual Tour
1 of 19
$205,000
2

Beds

2.0

Baths

1,048

Sq.Ft.

1150 LAKE SHADOW CIRCLE 3305

Maitland, FL

Courtesy of CASTLE ROCK REALTY & MANAGEMENT INC
View 2837 SHADOW VIEW CIRCLE 2837 Maitland, FL MLS# O6382993
  • Recently Listed with Virtual Tour
1 of 36
$225,000
2

Beds

2.0

Baths

1,280

Sq.Ft.

2837 SHADOW VIEW CIRCLE 2837

Maitland, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 1140 S ORLANDO AVENUE F-1 Maitland, FL MLS# O6381321
  • Recently Listed with Virtual Tour
1 of 30
$395,000
2

Beds

2.0

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE F-1

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 814 N THISTLE LANE Maitland, FL MLS# O6382345
  • Virtual Tour
1 of 63
$699,000
4

Beds

2.0

Baths

2,136

Sq.Ft.

814 N THISTLE LANE

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 51 OAKLEIGH LANE Maitland, FL MLS# O6382624
  • Recently Listed with Virtual Tour
1 of 100
$1,399,999
4

Beds

5.0

Baths

4,149

Sq.Ft.

51 OAKLEIGH LANE

Maitland, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 2004 MICHAEL TIAGO CIRCLE Maitland, FL MLS# O6380430
  • Recently Listed
1 of 33
$430,000
3

Beds

2.1

Baths

2,167

Sq.Ft.

2004 MICHAEL TIAGO CIRCLE

Maitland, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1321 BENEVOLENT STREET Maitland, FL MLS# O6377413
  • Recently Listed with Virtual Tour
1 of 33
OPEN HOUSE: Sunday 2/22 2:00 PM - 4:00 PM
$394,900
3

Beds

2.1

Baths

1,751

Sq.Ft.

1321 BENEVOLENT STREET

Maitland, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 101 WHITECAPS CIRCLE Maitland, FL MLS# O6375435
  • New Construction with Virtual Tour
1 of 15
$2,150,000
5

Beds

4.1

Baths

4,004

Sq.Ft.

101 WHITECAPS CIRCLE

Maitland, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 1293 BLESSING STREET Maitland, FL MLS# O6380800
$355,000
3

Beds

2.1

Baths

1,674

Sq.Ft.

1293 BLESSING STREET

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 2514 TUSCARORA TRAIL Maitland, FL MLS# O6380728
  • Recently Listed with Virtual Tour
1 of 37
$839,000
4

Beds

2.1

Baths

3,000

Sq.Ft.

2514 TUSCARORA TRAIL

Maitland, FL

Courtesy of NOELKE REALTY
View 206 QUAYSIDE CIRCLE 103 Maitland, FL MLS# O6378756
  • Recently Listed with Virtual Tour
1 of 54
OPEN HOUSE: Sunday 2/22 12:00 PM - 4:00 PM
$750,000
2

Beds

2.0

Baths

1,270

Sq.Ft.

206 QUAYSIDE CIRCLE 103

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 602 VILLA CIRCLE 543 Maitland, FL MLS# O6379401
  • Virtual Tour
1 of 31
$249,000
3

Beds

2.0

Baths

1,256

Sq.Ft.

602 VILLA CIRCLE 543

Maitland, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE

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

100

Estimated median home price

$529,250
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

Price Count
$0 - 100K 0
$100K - 200K 7
$200K - 300K 21
$300K - 400K 13
$400K - 500K 6
$500K - 600K 8
$600K - 700K 9
$700K - 800K 7
$800K - 900K 3
$900K - 1M 8
$1M - Max 18

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 42
Townhouse 8
Condo 41
Commercial 1
Rental 24
Lots and Land 6
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 2/21/2026)

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

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 2/22/2026.