View 1000 WINDERLEY PLACE 141 Maitland, FL MLS# O6417569
  • Virtual Tour
1 of 32
OPEN HOUSE: Sunday 8/2 1:00 PM - 3:00 PM
$295,000
2

Beds

2.0

Baths

1,275

Sq.Ft.

1000 WINDERLEY PLACE 141

Maitland, FL

Courtesy of EXP REALTY LLC
View 1140 S ORLANDO AVENUE H3 Maitland, FL MLS# O6415783
$419,900
2

Beds

1.1

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE H3

Maitland, FL

View 1010 WINDERLEY PLACE 149 Maitland, FL MLS# O6417777
$429,900
3

Beds

2.0

Baths

1,651

Sq.Ft.

1010 WINDERLEY PLACE 149

Maitland, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1440 LAKE SHADOW CIRCLE 8201 Maitland, FL MLS# O6416664
$184,900
2

Beds

2.0

Baths

1,111

Sq.Ft.

1440 LAKE SHADOW CIRCLE 8201

Maitland, FL

View 1150 Lake Shadow Circle 3307 Maitland, FL MLS# B26040252
$250,000
2

Beds

2.0

Baths

1,111

Sq.Ft.

1150 Lake Shadow Circle 3307

Maitland, FL

View RIDGEWOOD AVENUE Maitland, FL MLS# O6414703
$119,900
Studio

Beds

0.0

Baths

RIDGEWOOD AVENUE

Maitland, FL

View 2847 SHADOW VIEW CIRCLE 2847 Maitland, FL MLS# O6414837
$210,000
2

Beds

2.0

Baths

1,280

Sq.Ft.

2847 SHADOW VIEW CIRCLE 2847

Maitland, FL

View 206 MOSELEY AVENUE Maitland, FL MLS# O6414097
  • New Construction with Virtual Tour
1 of 20
$440,000
3

Beds

2.0

Baths

1,838

Sq.Ft.

206 MOSELEY AVENUE

Maitland, FL

View 200 MOSELEY AVENUE Maitland, FL MLS# O6413652
  • New Construction with Virtual Tour
1 of 25
$410,000
3

Beds

2.0

Baths

1,625

Sq.Ft.

200 MOSELEY AVENUE

Maitland, FL

View 2401 LEGACY LAKE DRIVE 2401 Maitland, FL MLS# O6412788
$355,000
4

Beds

2.0

Baths

1,707

Sq.Ft.

2401 LEGACY LAKE DRIVE 2401

Maitland, FL

View 1507 GROVE STREET Maitland, FL MLS# O6412094
  • Virtual Tour
1 of 22
$231,000
3

Beds

2.0

Baths

1,256

Sq.Ft.

1507 GROVE STREET

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 892 PARK LAKE CIRCLE 69 Maitland, FL MLS# O6411386
$225,000
2

Beds

1.1

Baths

1,353

Sq.Ft.

892 PARK LAKE CIRCLE 69

Maitland, FL

View 1140 S ORLANDO AVENUE I14 Maitland, FL MLS# O6410595
$325,000
2

Beds

1.1

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE I14

Maitland, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 249 W LAKE FAITH DRIVE 205 Maitland, FL MLS# O6406744
  • Virtual Tour
1 of 31
OPEN HOUSE: Sunday 8/2 1:00 PM - 3:00 PM
$315,000
3

Beds

2.0

Baths

1,739

Sq.Ft.

249 W LAKE FAITH DRIVE 205

Maitland, FL

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

View 1140 S ORLANDO AVENUE E2 Maitland, FL MLS# O6404875
$199,450
1

Beds

1.0

Baths

612

Sq.Ft.

1140 S ORLANDO AVENUE E2

Maitland, FL

View 814 PARK LAKE CIRCLE 8 Maitland, FL MLS# O6404876
$215,000
2

Beds

1.1

Baths

1,432

Sq.Ft.

814 PARK LAKE CIRCLE 8

Maitland, FL

View 1375 LAKE SHADOW CIRCLE 11203 Maitland, FL MLS# O6402311
$169,900
2

Beds

1.0

Baths

898

Sq.Ft.

1375 LAKE SHADOW CIRCLE 11203

Maitland, FL

View 2150 TORTOISE SHELL DRIVE Maitland, FL MLS# O6392895
$399,900
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
$467,000
2

Beds

2.0

Baths

1,270

Sq.Ft.

204 QUAYSIDE CIRCLE 201

Maitland, FL

Courtesy of COLDWELL BANKER 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

118

Estimated median home price

$599,000
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

PriceCount
$0 - 100K0
$100K - 200K12
$200K - 300K17
$300K - 400K14
$400K - 500K10
$500K - 600K9
$600K - 700K6
$700K - 800K10
$800K - 900K8
$900K - 1M9
$1M - Max23

Homes for Sale by Type in Maitland, FL

Property TypeCount
Single Family66
Townhouse9
Condo35
Commercial1
Rental20
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 8/1/2026)

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 8/1/2026.