View 1175 LAKE SHADOW CIRCLE 4105 Maitland, FL MLS# O6359268
$248,000
3

Beds

2.0

Baths

1,243

Sq.Ft.

1175 LAKE SHADOW CIRCLE 4105

Maitland, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 206 QUAYSIDE CIRCLE 404 Maitland, FL MLS# O6358836
$570,000
2

Beds

2.0

Baths

1,270

Sq.Ft.

206 QUAYSIDE CIRCLE 404

Maitland, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 400 BOYNTON ROAD Maitland, FL MLS# O6356755
$525,000
3

Beds

2.0

Baths

1,520

Sq.Ft.

400 BOYNTON ROAD

Maitland, FL

Courtesy of Winter Park - WEICHERT, REALTORS® - Hallmark Properties
The time to sell is now! THE TIME TO SELL IS NOW!
View 1009 GROVE ST 1009 Maitland, FL MLS# O6353973
  • Virtual Tour
1 of 28
$225,000
2

Beds

1.1

Baths

1,353

Sq.Ft.

1009 GROVE ST 1009

Maitland, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 385 LIME STREET Maitland, FL MLS# O6354715
  • Virtual Tour
1 of 13
$419,900
4

Beds

2.0

Baths

1,680

Sq.Ft.

385 LIME STREET

Maitland, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1507 GROVE STREET 557 Maitland, FL MLS# S5137010
  • Adult Community with Virtual Tour
1 of 16
$239,900
3

Beds

2.0

Baths

1,256

Sq.Ft.

1507 GROVE STREET 557

Maitland, FL

Courtesy of TRANSCONTINENTAL REALTY GROUP,
View 1000 WINDERLEY PLACE 222 Maitland, FL MLS# O6353306
$309,000
2

Beds

2.0

Baths

1,164

Sq.Ft.

1000 WINDERLEY PLACE 222

Maitland, FL

Courtesy of TRUST EQUITY GROUP LLC
View 335 W LAKE FAITH DRIVE S Maitland, FL MLS# O6351302
$269,900
2

Beds

2.1

Baths

1,456

Sq.Ft.

335 W LAKE FAITH DRIVE S

Maitland, FL

Courtesy of GATE PROPERTIES & MANAGEMENT INC
View 225 QUAYSIDE CIRCLE Maitland, FL MLS# O6338754
  • Virtual Tour
1 of 39
$595,000
3

Beds

2.1

Baths

1,734

Sq.Ft.

225 QUAYSIDE CIRCLE

Maitland, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1291 BLESSING STREET Maitland, FL MLS# O6346774
$385,000
3

Beds

2.1

Baths

1,674

Sq.Ft.

1291 BLESSING STREET

Maitland, FL

Courtesy of PALMANO GROUP RE BROKERAGE LLC
View 1000 WINDERLEY PLACE 239 Maitland, FL MLS# O6349726
$315,900
2

Beds

2.0

Baths

1,164

Sq.Ft.

1000 WINDERLEY PLACE 239

Maitland, FL

Courtesy of GALLERY PROPERTIES INTERNATIONAL
View 1938 MICHAEL TIAGO COURT Maitland, FL MLS# O6347147
$490,000
4

Beds

2.1

Baths

2,708

Sq.Ft.

1938 MICHAEL TIAGO COURT

Maitland, FL

Courtesy of ROBIN MITCHELL REALTY
View 735 GAMEWELL AVENUE Maitland, FL MLS# O6348005
  • Virtual Tour
1 of 26
$330,000
2

Beds

1.0

Baths

938

Sq.Ft.

735 GAMEWELL AVENUE

Maitland, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 204 QUAYSIDE CIRCLE 304 Maitland, FL MLS# O6345967
$455,000
2

Beds

2.0

Baths

1,270

Sq.Ft.

204 QUAYSIDE CIRCLE 304

Maitland, FL

Courtesy of GALLERY PROPERTIES INTERNATIONAL
View 1601 GROVE STREET 552 Maitland, FL MLS# O6348620
$250,000
2

Beds

2.0

Baths

1,087

Sq.Ft.

1601 GROVE STREET 552

Maitland, FL

Courtesy of CREEGAN GROUP
View 1503 GROVE STREET 559 Maitland, FL MLS# O6342190
$249,000
3

Beds

2.0

Baths

1,256

Sq.Ft.

1503 GROVE STREET 559

Maitland, FL

Courtesy of DABBY REAL ESTATE ADVISORS, LLC
View 731 BUCHER ROAD Maitland, FL MLS# O6343634
  • Virtual Tour
1 of 33
$445,000
3

Beds

1.1

Baths

1,523

Sq.Ft.

731 BUCHER ROAD

Maitland, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
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 1000 S ORLANDO AVENUE A31 Maitland, FL MLS# O6342920
$375,000
2

Beds

2.0

Baths

952

Sq.Ft.

1000 S ORLANDO AVENUE A31

Maitland, FL

Courtesy of COMPASS FLORIDA LLC
View 1460 LAKE SHADOW CIRCLE 7107 Maitland, FL MLS# O6341459
$230,000
4

Beds

2.0

Baths

1,372

Sq.Ft.

1460 LAKE SHADOW CIRCLE 7107

Maitland, FL

Courtesy of MAINFRAME 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

93

Estimated median home price

$419,900
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 - 300K24
$300K - 400K12
$400K - 500K7
$500K - 600K9
$600K - 700K12
$700K - 800K1
$800K - 900K4
$900K - 1M3
$1M - Max11

Homes for Sale by Type in Maitland, FL

Property TypeCount
Single Family39
Townhouse6
Condo40
Commercial1
Rental24
Lots and Land5
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 12/23/2025)

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 12/27/2025.