View 1000 WINDERLEY PLACE 226 Maitland, FL MLS# O6402450
$325,000
3

Beds

2.0

Baths

1,538

Sq.Ft.

1000 WINDERLEY PLACE 226

Maitland, FL

Courtesy of INVESTOR'S REAL ESTATE LLC
View 1074 HAMLET DRIVE Maitland, FL MLS# O6331672
  • Virtual Tour
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 551 RUFFEL STREET Maitland, FL MLS# S5146986
  • Virtual Tour
1 of 15
$299,900
3

Beds

1.1

Baths

1,162

Sq.Ft.

551 RUFFEL STREET

Maitland, FL

Courtesy of RESIDENTIAL MATCHMAKERS LLC
The time to sell is now! THE TIME TO SELL IS NOW!
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 860 Town CIRCLE #119 Maitland, FL MLS# O6183646
$295,000
3

Beds

3.0

Baths

1,575

Sq.Ft.

860 Town CIRCLE #119

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View MECHANIC STREET Maitland, FL MLS# O6269001
  • Virtual Tour
1 of 12
$265,000
Studio

Beds

0.0

Baths

MECHANIC STREET

Maitland, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 824 TOWN CIRCLE 101 Maitland, FL MLS# O6384312
$264,990
3

Beds

2.1

Baths

1,565

Sq.Ft.

824 TOWN CIRCLE 101

Maitland, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 868 TOWN CIRCLE 123 Maitland, FL MLS# O6406031
  • Virtual Tour
1 of 33
$260,000
3

Beds

2.1

Baths

1,565

Sq.Ft.

868 TOWN CIRCLE 123

Maitland, FL

Courtesy of EPIQUE REALTY, INC.
View 616 VILLA CIRCLE 536 Maitland, FL MLS# O6410478
  • Recently Listed with Virtual Tour
1 of 37
$252,000
2

Beds

2.0

Baths

1,256

Sq.Ft.

616 VILLA CIRCLE 536

Maitland, FL

Courtesy of NESTA REAL ESTATE CONSULTANTS
View 1130 MECHANIC STREET Maitland, FL MLS# O6379054
  • Virtual Tour
1 of 22
$250,000
Studio

Beds

0.0

Baths

1130 MECHANIC STREET

Maitland, FL

Courtesy of PALMANO GROUP RE BROKERAGE LLC
View 1140 S ORLANDO AVENUE E2 Maitland, FL MLS# O6404875
  • Recently Listed with Virtual Tour
1 of 32
$235,000
1

Beds

1.0

Baths

612

Sq.Ft.

1140 S ORLANDO AVENUE E2

Maitland, FL

Courtesy of METRO CITY REALTY
View 1175 LAKE SHADOW CIRCLE 4308 Maitland, FL MLS# O6361097
$234,000
4

Beds

2.0

Baths

1,372

Sq.Ft.

1175 LAKE SHADOW CIRCLE 4308

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 2837 SHADOW VIEW CIRCLE 2837 Maitland, FL MLS# O6382993
$225,000
2

Beds

2.0

Baths

1,280

Sq.Ft.

2837 SHADOW VIEW CIRCLE 2837

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 1009 GROVE ST 1009 Maitland, FL MLS# O6353973
  • Virtual Tour
1 of 27
$219,500
2

Beds

1.1

Baths

1,353

Sq.Ft.

1009 GROVE ST 1009

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 814 PARK LAKE CIRCLE 8 Maitland, FL MLS# O6404876
  • Recently Listed with Virtual Tour
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 1927 LEGACY COVE DRIVE 1927 Maitland, FL MLS# O6409051
  • Recently Listed with Virtual Tour
1 of 40
$215,000
2

Beds

2.0

Baths

1,280

Sq.Ft.

1927 LEGACY COVE DRIVE 1927

Maitland, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 1140 S ORLANDO AVENUE E-11 Maitland, FL MLS# O6359203
$210,000
1

Beds

1.0

Baths

612

Sq.Ft.

1140 S ORLANDO AVENUE E-11

Maitland, FL

Courtesy of NEXTHOME BEST RESULTS REAL ESTATE
View 1375 LAKE SHADOW CIRCLE 11103 Maitland, FL MLS# O6405605
  • Recently Listed with Virtual Tour
1 of 25
$209,777
2

Beds

1.0

Baths

898

Sq.Ft.

1375 LAKE SHADOW CIRCLE 11103

Maitland, FL

Courtesy of M2M 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 1325 LAKE SHADOW CIRCLE 12202 Maitland, FL MLS# O6373693
$199,000
2

Beds

2.0

Baths

1,111

Sq.Ft.

1325 LAKE SHADOW CIRCLE 12202

Maitland, FL

Courtesy of RE/MAX TOWN & COUNTRY 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

114

Estimated median home price

$692,500
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 8
$200K - 300K 15
$300K - 400K 14
$400K - 500K 9
$500K - 600K 7
$600K - 700K 4
$700K - 800K 12
$800K - 900K 11
$900K - 1M 11
$1M - Max 23

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 67
Townhouse 8
Condo 32
Commercial 2
Rental 24
Lots and Land 3
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 5/23/2026)

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 5/24/2026.