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 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
The time to sell is now! THE TIME TO SELL IS NOW!
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 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
View 1460 LAKE SHADOW CIRCLE 7204 Maitland, FL MLS# O6333225
$219,900
3

Beds

2.0

Baths

1,243

Sq.Ft.

1460 LAKE SHADOW CIRCLE 7204

Maitland, FL

Courtesy of LPT REALTY, LLC
View 1100 LAKE SHADOW CIRCLE 2206 Maitland, FL MLS# O6332803
$205,000
2

Beds

2.0

Baths

1,048

Sq.Ft.

1100 LAKE SHADOW CIRCLE 2206

Maitland, FL

Courtesy of PARK AVENUE REALTY LLC
View 1074 HAMLET DRIVE Maitland, FL MLS# O6331672
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1 of 20
$308,000
3

Beds

2.0

Baths

1,076

Sq.Ft.

1074 HAMLET DRIVE

Maitland, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1375 LAKE SHADOW CIRCLE 11208 Maitland, FL MLS# O6328432
$195,000
2

Beds

1.0

Baths

898

Sq.Ft.

1375 LAKE SHADOW CIRCLE 11208

Maitland, FL

Courtesy of LPT REALTY, LLC
View 1140 S ORLANDO AVENUE I-5 Maitland, FL MLS# O6326801
$170,000
2

Beds

1.0

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE I-5

Maitland, FL

Courtesy of EXP REALTY LLC
View 1618 GULFVIEW DRIVE 417 Maitland, FL MLS# O6326164
$285,000
3

Beds

3.0

Baths

1,328

Sq.Ft.

1618 GULFVIEW DRIVE 417

Maitland, FL

Courtesy of NETWORTH REALTY OF ORLANDO, LLC
View 1275 LAKE SHADOW CIRCLE 13106 Maitland, FL MLS# O6319307
$178,000
1

Beds

1.0

Baths

672

Sq.Ft.

1275 LAKE SHADOW CIRCLE 13106

Maitland, FL

Courtesy of RE/MAX INNOVATION
View 320 EATON STREET Maitland, FL MLS# O6317969
$234,900
2

Beds

1.0

Baths

846

Sq.Ft.

320 EATON STREET

Maitland, FL

Courtesy of KARDOSH REALTY
View 2155 FENNELL STREET Maitland, FL MLS# O6316462
$395,000
3

Beds

2.0

Baths

1,822

Sq.Ft.

2155 FENNELL STREET

Maitland, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1810 SHADOW VIEW CIRCLE 1810 Maitland, FL MLS# O6310105
$228,500
2

Beds

2.0

Baths

1,280

Sq.Ft.

1810 SHADOW VIEW CIRCLE 1810

Maitland, FL

Courtesy of RE/MAX INNOVATION
View 2031 WARRENS AVENUE Maitland, FL MLS# O6310569
  • Virtual Tour
1 of 16
$169,900
2

Beds

1.0

Baths

520

Sq.Ft.

2031 WARRENS AVENUE

Maitland, FL

Courtesy of NEXTHOME NEIGHBORHOOD REALTY
View 2329 SHADOW VIEW CIRCLE 2329 Maitland, FL MLS# O6295926
$320,000
3

Beds

2.1

Baths

1,583

Sq.Ft.

2329 SHADOW VIEW CIRCLE 2329

Maitland, FL

Courtesy of LPT REALTY, LLC
View 1140 S ORLANDO AVENUE E-1 Maitland, FL MLS# O6296284
$209,900
2

Beds

1.0

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE E-1

Maitland, FL

Courtesy of UNITED REAL ESTATE PREFERRED

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 12/27/2025)

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.