97 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 105 TANGELO COURT Maitland, FL MLS# O6364116
  • Recently Listed with Virtual Tour
1 of 13
$1,799,000
5

Beds

4.1

Baths

3,203

Sq.Ft.

105 TANGELO COURT

Maitland, FL

Courtesy of COMPASS FLORIDA LLC
View 2270 DELORAINE TRAIL Maitland, FL MLS# O6361653
  • Recently Listed with Virtual Tour
1 of 34
$850,000
4

Beds

2.0

Baths

2,000

Sq.Ft.

2270 DELORAINE TRAIL

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1100 LAKE SHADOW CIRCLE #2203 Maitland, FL MLS# O6363746
  • Recently Listed with Virtual Tour
1 of 24
$199,995
2

Beds

2.0

Baths

1,048

Sq.Ft.

1100 LAKE SHADOW CIRCLE #2203

Maitland, FL

Courtesy of BRIC REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1125 LAKE SHADOW CIRCLE #5308 Maitland, FL MLS# O6363018
  • Recently Listed with Virtual Tour
1 of 42
$180,000
1

Beds

1.0

Baths

672

Sq.Ft.

1125 LAKE SHADOW CIRCLE #5308

Maitland, FL

Courtesy of LA ROSA REALTY CW PROPERTIES L
View 353 W LAKE FAITH DRIVE #116 Maitland, FL MLS# O6352070
  • Recently Listed with Virtual Tour
1 of 38
$359,900
2

Beds

2.0

Baths

1,403

Sq.Ft.

353 W LAKE FAITH DRIVE #116

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 2167 MOHAWK TRAIL Maitland, FL MLS# O6357458
  • Recently Listed
1 of 43
OPEN HOUSE: Sunday 12/14 1:00 PM - 3:00 PM
$625,000
3

Beds

2.0

Baths

2,162

Sq.Ft.

2167 MOHAWK TRAIL

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 223 QUAYSIDE CIRCLE #C Maitland, FL MLS# O6362370
  • Recently Listed
1 of 50
$575,000
3

Beds

2.1

Baths

1,734

Sq.Ft.

223 QUAYSIDE CIRCLE #C

Maitland, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1421 SUNNYSIDE DRIVE Maitland, FL MLS# O6358123
  • Recently Listed with Virtual Tour
1 of 55
$1,300,000
4

Beds

2.1

Baths

2,116

Sq.Ft.

1421 SUNNYSIDE DRIVE

Maitland, FL

Courtesy of STRICKLAND REALTY GROUP INC
View 1175 LAKE SHADOW CIRCLE #4308 Maitland, FL MLS# O6361097
  • Recently Listed with Virtual Tour
1 of 74
$259,000
4

Beds

2.0

Baths

1,372

Sq.Ft.

1175 LAKE SHADOW CIRCLE #4308

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 1511 E HORATIO AVENUE Maitland, FL MLS# O6361230
  • Recently Listed
1 of 31
$719,900
4

Beds

3.0

Baths

2,676

Sq.Ft.

1511 E HORATIO AVENUE

Maitland, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 1000 WINDERLEY PLACE #128 Maitland, FL MLS# O6358225
  • Recently Listed with Virtual Tour
1 of 11
$267,900
2

Beds

2.0

Baths

1,275

Sq.Ft.

1000 WINDERLEY PLACE #128

Maitland, FL

Courtesy of DOVER INTERNATIONAL CO., INC.
View 620 CHICKAPEE TRAIL Maitland, FL MLS# O6365227
  • Virtual Tour
1 of 55
$525,000
4

Beds

2.0

Baths

1,910

Sq.Ft.

620 CHICKAPEE TRAIL

Maitland, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 204 QUAYSIDE CIRCLE #604 Maitland, FL MLS# O6343281
$525,000
2

Beds

2.0

Baths

1,270

Sq.Ft.

204 QUAYSIDE CIRCLE #604

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1150 LAKE SHADOW CIRCLE #3104 Maitland, FL MLS# O6294079
$215,000
2

Beds

2.0

Baths

1,048

Sq.Ft.

1150 LAKE SHADOW CIRCLE #3104

Maitland, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 2133 FALKNER ROAD Maitland, FL MLS# O6363314
  • Virtual Tour
1 of 21
$459,900
4

Beds

3.0

Baths

1,779

Sq.Ft.

2133 FALKNER ROAD

Maitland, FL

Courtesy of LPT REALTY, LLC
View 221 WHITE OAK CIRCLE Maitland, FL MLS# O6361867
  • Virtual Tour
1 of 54
$869,000
4

Beds

2.0

Baths

2,500

Sq.Ft.

221 WHITE OAK CIRCLE

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 755 CRANES COURT Maitland, FL MLS# O6299581
  • Virtual Tour
1 of 49
$1,419,000
5

Beds

4.1

Baths

4,566

Sq.Ft.

755 CRANES COURT

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 10 MINNEHAHA CIRCLE Maitland, FL MLS# O6351426
  • Virtual Tour
1 of 23
$679,000
4

Beds

3.0

Baths

1,995

Sq.Ft.

10 MINNEHAHA CIRCLE

Maitland, FL

Courtesy of CREEGAN GROUP
View 2525 NATIVE COURT Maitland, FL MLS# O6360777
  • Virtual Tour
1 of 41
$625,000
4

Beds

2.1

Baths

2,240

Sq.Ft.

2525 NATIVE COURT

Maitland, FL

Courtesy of REAL ESTATE PROS
View 1275 LAKE SHADOW CIRCLE #13102 Maitland, FL MLS# O6360372
$174,000
1

Beds

1.0

Baths

707

Sq.Ft.

1275 LAKE SHADOW CIRCLE #13102

Maitland, FL

Courtesy of REDFIN CORPORATION

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

104

Estimated median home price

$450,000
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 27
$300K - 400K 14
$400K - 500K 9
$500K - 600K 6
$600K - 700K 10
$700K - 800K 7
$800K - 900K 6
$900K - 1M 3
$1M - Max 15

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 50
Townhouse 7
Condo 37
Commercial 2
Rental 22
Lots and Land 6
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 11/11/2025)

Information deemed reliable but not guaranteed.

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 2025 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 12/9/2025.