View 249 W LAKE FAITH DRIVE 205 Maitland, FL MLS# O6406744
$339,000
3

Beds

2.0

Baths

1,739

Sq.Ft.

249 W LAKE FAITH DRIVE 205

Maitland, FL

View 2154 FENNELL STREET Maitland, FL MLS# O6406585
  • Virtual Tour
1 of 31
$420,000
3

Beds

2.0

Baths

1,642

Sq.Ft.

2154 FENNELL STREET

Maitland, FL

Courtesy of PARK PLACE REALTY ASSOCIATES
View 1150 LAKE SHADOW CIRCLE 3304 Maitland, FL MLS# A4693485
$139,900
2

Beds

2.0

Baths

1,048

Sq.Ft.

1150 LAKE SHADOW CIRCLE 3304

Maitland, FL

Courtesy of JOSEPH WALTER REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1140 S ORLANDO AVENUE E2 Maitland, FL MLS# O6404875
$235,000
1

Beds

1.0

Baths

612

Sq.Ft.

1140 S ORLANDO AVENUE E2

Maitland, FL

Courtesy of METRO CITY REALTY
View 1375 LAKE SHADOW CIRCLE 11103 Maitland, FL MLS# O6405605
$199,000
2

Beds

1.0

Baths

898

Sq.Ft.

1375 LAKE SHADOW CIRCLE 11103

Maitland, FL

Courtesy of M2M REALTY
View 814 PARK LAKE CIRCLE 8 Maitland, FL MLS# O6404876
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1 of 30
$216,000
2

Beds

1.1

Baths

1,432

Sq.Ft.

814 PARK LAKE CIRCLE 8

Maitland, FL

Courtesy of NEXTHOME NEIGHBORHOOD REALTY
View 1000 WINDERLEY PLACE 226 Maitland, FL MLS# O6402450
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1 of 25
OPEN HOUSE: Saturday 6/20 12:00 PM - 2:00 PM
$315,000
3

Beds

2.0

Baths

1,538

Sq.Ft.

1000 WINDERLEY PLACE 226

Maitland, FL

Courtesy of INVESTOR'S REAL ESTATE LLC
View 1375 LAKE SHADOW CIRCLE 11203 Maitland, FL MLS# O6402311
$174,900
2

Beds

1.0

Baths

898

Sq.Ft.

1375 LAKE SHADOW CIRCLE 11203

Maitland, FL

Courtesy of USCO CAPITAL GROUP
View 2150 TORTOISE SHELL DRIVE Maitland, FL MLS# O6392895
$424,900
4

Beds

2.0

Baths

1,512

Sq.Ft.

2150 TORTOISE SHELL DRIVE

Maitland, FL

Courtesy of LPT REALTY, LLC
View 204 QUAYSIDE CIRCLE 201 Maitland, FL MLS# O6394791
  • Virtual Tour
1 of 33
$467,000
2

Beds

2.0

Baths

1,270

Sq.Ft.

204 QUAYSIDE CIRCLE 201

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 1100 LAKE SHADOW CIRCLE 2307 Maitland, FL MLS# S5148098
$200,000
2

Beds

2.0

Baths

1,111

Sq.Ft.

1100 LAKE SHADOW CIRCLE 2307

Maitland, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 1393 BENEVOLENT STREET Maitland, FL MLS# O6399560
  • 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

View 1776 BOBTAIL DRIVE Maitland, FL MLS# G5110747
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1 of 42
$519,999
4

Beds

3.0

Baths

2,344

Sq.Ft.

1776 BOBTAIL DRIVE

Maitland, FL

Courtesy of THE FLORIDA PROPERTY SHOP SALE
View 1000 WINDERLEY PLACE 239 Maitland, FL MLS# O6395472
$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
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1 of 15
$299,900
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
$332,500
3

Beds

2.1

Baths

1,563

Sq.Ft.

1010 WINDERLEY PLACE 127

Maitland, FL

Courtesy of DON HARKINS REALTY LLC
View 210 ALPINE DRIVE Maitland, FL MLS# O6395056
  • Virtual Tour
1 of 13
$527,300
2

Beds

2.0

Baths

1,328

Sq.Ft.

210 ALPINE DRIVE

Maitland, FL

Courtesy of PREMIUM PROPERTIES R.E SERVICE
View 1440 LAKE SHADOW CIRCLE 8305 Maitland, FL MLS# O6397395
$190,000
2

Beds

2.0

Baths

1,048

Sq.Ft.

1440 LAKE SHADOW CIRCLE 8305

Maitland, FL

Courtesy of INNOVATIVE REALTY, LLC
View 1140 S ORLANDO AVENUE F8 Maitland, FL MLS# O6392367
$469,900
2

Beds

2.0

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE F8

Maitland, FL

Courtesy of HAMILTON GROUP REALTY

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

119

Estimated median home price

$649,000
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 9
$200K - 300K 16
$300K - 400K 14
$400K - 500K 11
$500K - 600K 7
$600K - 700K 9
$700K - 800K 11
$800K - 900K 7
$900K - 1M 10
$1M - Max 25

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 71
Townhouse 8
Condo 33
Commercial 1
Rental 29
Lots and Land 4
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 6/18/2026)

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 6/19/2026.