40 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 1393 BENEVOLENT STREET Maitland, FL MLS# O6399560
  • Recently Listed with Virtual Tour
1 of 43
$379,000
3

Beds

2.1

Baths

1,674

Sq.Ft.

1393 BENEVOLENT STREET

Maitland, FL

Courtesy of RENCHER REALTY GROUP
View 1400 LAKE SHADOW CIRCLE 10103 Maitland, FL MLS# S5147962
$155,000
1

Beds

1.0

Baths

672

Sq.Ft.

1400 LAKE SHADOW CIRCLE 10103

Maitland, FL

Courtesy of MY REALTY GROUP, LLC.
View 2113 FALKNER ROAD Maitland, FL MLS# V4948473
  • Recently Listed with Virtual Tour
1 of 32
OPEN HOUSE: Sunday 4/19 1:00 PM - 3:00 PM
$399,900
3

Beds

2.0

Baths

1,708

Sq.Ft.

2113 FALKNER ROAD

Maitland, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 2113 FALKNER ROAD Maitland, FL MLS# V4948473
  • Recently Listed with Virtual Tour
1 of 32
OPEN HOUSE: Sunday 4/19 1:00 PM - 3:00 PM
$399,900
3

Beds

2.0

Baths

1,708

Sq.Ft.

2113 FALKNER ROAD

Maitland, FL

Courtesy of LOCAL LIVING REALTY GROUP
View 1000 WINDERLEY PLACE 239 Maitland, FL MLS# O6395472
  • Recently Listed with Virtual Tour
1 of 33
$299,000
2

Beds

2.0

Baths

1,164

Sq.Ft.

1000 WINDERLEY PLACE 239

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 551 RUFFEL STREET Maitland, FL MLS# S5146986
  • Recently Listed with Virtual Tour
1 of 15
$304,999
3

Beds

1.1

Baths

1,162

Sq.Ft.

551 RUFFEL STREET

Maitland, FL

Courtesy of RESIDENTIAL MATCHMAKERS LLC
View 1010 WINDERLEY PLACE 127 Maitland, FL MLS# O6395028
  • Recently Listed
1 of 34
$339,000
3

Beds

2.1

Baths

1,563

Sq.Ft.

1010 WINDERLEY PLACE 127

Maitland, FL

Courtesy of DON HARKINS REALTY LLC
View 1440 LAKE SHADOW CIRCLE 8305 Maitland, FL MLS# O6397395
  • Recently Listed
1 of 24
$197,500
2

Beds

2.0

Baths

1,048

Sq.Ft.

1440 LAKE SHADOW CIRCLE 8305

Maitland, FL

Courtesy of INNOVATIVE REALTY, LLC
View 1000 S ORLANDO AVENUE B25 Maitland, FL MLS# O6391679
$335,000
2

Beds

2.0

Baths

952

Sq.Ft.

1000 S ORLANDO AVENUE B25

Maitland, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1140 S ORLANDO AVENUE F11 Maitland, FL MLS# O6388276
$349,000
2

Beds

1.1

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE F11

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1140 S ORLANDO AVENUE H-13 Maitland, FL MLS# O6387926
$449,000
2

Beds

1.0

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE H-13

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 220 ALPINE DRIVE Maitland, FL MLS# O6388051
  • Virtual Tour
1 of 25
$450,000
2

Beds

1.0

Baths

988

Sq.Ft.

220 ALPINE DRIVE

Maitland, FL

Courtesy of PREMIUM PROPERTIES R.E SERVICE
View 250 ORANGE PLACE Maitland, FL MLS# O6384786
  • Virtual Tour
1 of 20
$325,000
1

Beds

1.0

Baths

564

Sq.Ft.

250 ORANGE PLACE

Maitland, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1275 LAKE SHADOW CIRCLE 13206 Maitland, FL MLS# O6383068
$160,000
1

Beds

1.0

Baths

672

Sq.Ft.

1275 LAKE SHADOW CIRCLE 13206

Maitland, FL

Courtesy of REDFIN CORPORATION
View 1150 LAKE SHADOW CIRCLE 3305 Maitland, FL MLS# O6374903
$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
$225,000
2

Beds

2.0

Baths

1,280

Sq.Ft.

2837 SHADOW VIEW CIRCLE 2837

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 1140 S ORLANDO AVENUE F-1 Maitland, FL MLS# O6381321
$385,000
2

Beds

2.0

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE F-1

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 2004 MICHAEL TIAGO CIRCLE Maitland, FL MLS# O6380430
$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
  • Virtual Tour
1 of 35
OPEN HOUSE: Sunday 4/19 2:00 PM - 4:00 PM
$384,000
3

Beds

2.1

Baths

1,751

Sq.Ft.

1321 BENEVOLENT STREET

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 1140 S ORLANDO AVENUE E13 Maitland, FL MLS# O6381561
$245,000
2

Beds

1.0

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE E13

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK

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

110

Estimated median home price

$587,000
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 6
$200K - 300K 16
$300K - 400K 14
$400K - 500K 9
$500K - 600K 12
$600K - 700K 6
$700K - 800K 10
$800K - 900K 8
$900K - 1M 6
$1M - Max 23

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 56
Townhouse 8
Condo 35
Commercial 3
Rental 24
Lots and Land 6
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 4/17/2026)

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 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 4/17/2026.