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 223 QUAYSIDE CIRCLE C Maitland, FL MLS# O6362370
$575,000
3

Beds

2.1

Baths

1,734

Sq.Ft.

223 QUAYSIDE CIRCLE C

Maitland, FL

Courtesy of KELLY PRICE & COMPANY LLC
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 1024 KEWANNEE TRAIL Maitland, FL MLS# O6331331
  • Virtual Tour
1 of 51
$549,900
4

Beds

2.1

Baths

1,845

Sq.Ft.

1024 KEWANNEE TRAIL

Maitland, FL

Courtesy of GLORY INTL. REAL ESTATE CO
View 721 GAMEWELL AVENUE Maitland, FL MLS# O6383594
  • Virtual Tour
1 of 44
$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 1695 E HORATIO AVENUE Maitland, FL MLS# O6309191
  • Virtual Tour
1 of 19
$529,000
4

Beds

2.1

Baths

1,939

Sq.Ft.

1695 E HORATIO AVENUE

Maitland, FL

Courtesy of VISTA REALTY INVESTMENT
View 204 QUAYSIDE CIRCLE 604 Maitland, FL MLS# O6343281
  • Virtual Tour
1 of 19
$525,000
2

Beds

2.0

Baths

1,270

Sq.Ft.

204 QUAYSIDE CIRCLE 604

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
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
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 206 QUAYSIDE CIRCLE 302 Maitland, FL MLS# G5108815
  • Recently Listed with Virtual Tour
1 of 53
$515,000
2

Beds

2.0

Baths

1,203

Sq.Ft.

206 QUAYSIDE CIRCLE 302

Maitland, FL

Courtesy of ERA GRIZZARD REAL ESTATE
View 1140 S ORLANDO AVENUE C2 Maitland, FL MLS# O6376623
$499,000
2

Beds

2.0

Baths

1,224

Sq.Ft.

1140 S ORLANDO AVENUE C2

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1140 S ORLANDO AVENUE 16 Maitland, FL MLS# TB8420863
$459,000
2

Beds

1.0

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE 16

Maitland, FL

Courtesy of JACK KELLER INC
View 204 QUAYSIDE CIRCLE 304 Maitland, FL MLS# O6345967
  • Virtual Tour
1 of 21
$455,000
2

Beds

2.0

Baths

1,270

Sq.Ft.

204 QUAYSIDE CIRCLE 304

Maitland, FL

Courtesy of GALLERY PROPERTIES INTERNATIONAL
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 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 250 ORANGE PLACE Maitland, FL MLS# O6384786
  • Recently Listed with Virtual Tour
1 of 20
$400,000
1

Beds

1.0

Baths

564

Sq.Ft.

250 ORANGE PLACE

Maitland, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
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 1321 BENEVOLENT STREET Maitland, FL MLS# O6377413
  • Virtual Tour
1 of 33
$389,000
3

Beds

2.1

Baths

1,751

Sq.Ft.

1321 BENEVOLENT STREET

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 1291 BLESSING STREET Maitland, FL MLS# O6346774
  • Virtual Tour
1 of 34
$379,900
3

Beds

2.1

Baths

1,674

Sq.Ft.

1291 BLESSING STREET

Maitland, FL

Courtesy of PALMANO GROUP RE BROKERAGE LLC
View 353 W LAKE FAITH DRIVE 116 Maitland, FL MLS# O6352070
$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

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

99

Estimated median home price

$570,000
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 20
$300K - 400K 10
$400K - 500K 5
$500K - 600K 10
$600K - 700K 7
$700K - 800K 8
$800K - 900K 4
$900K - 1M 6
$1M - Max 22

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 43
Townhouse 8
Condo 38
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 3/5/2026)

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 3/5/2026.