View 910 GAMEWELL AVENUE Maitland, FL MLS# O6404438
  • Virtual Tour
1 of 39
$655,000
3

Beds

2.0

Baths

2,214

Sq.Ft.

910 GAMEWELL AVENUE

Maitland, FL

Courtesy of COMPASS FLORIDA LLC
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 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 1001 VERSAILLES COURT Maitland, FL MLS# O6401795
  • Virtual Tour
1 of 53
$998,000
4

Beds

3.0

Baths

3,625

Sq.Ft.

1001 VERSAILLES COURT

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
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 140 WIGWAM PLACE Maitland, FL MLS# O6401560
  • Virtual Tour
1 of 35
$629,900
3

Beds

3.0

Baths

2,236

Sq.Ft.

140 WIGWAM PLACE

Maitland, FL

Courtesy of LPT REALTY, LLC
View 245 QUAYSIDE CIRCLE Maitland, FL MLS# O6401831
$485,000
3

Beds

2.1

Baths

1,652

Sq.Ft.

245 QUAYSIDE CIRCLE

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 204 QUAYSIDE CIRCLE 201 Maitland, FL MLS# O6394791
  • Virtual Tour
1 of 33
$482,000
2

Beds

2.0

Baths

1,270

Sq.Ft.

204 QUAYSIDE CIRCLE 201

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 1511 E HORATIO AVENUE Maitland, FL MLS# O6401235
$719,000
4

Beds

3.0

Baths

2,676

Sq.Ft.

1511 E HORATIO AVENUE

Maitland, FL

Courtesy of FLORIDA REALTY INVESTMENTS
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 1244 E LAKE COLONY DRIVE Maitland, FL MLS# O6402702
  • Virtual Tour
1 of 37
OPEN HOUSE: Sunday 6/7 1:00 PM - 3:00 PM
$1,790,000
4

Beds

5.0

Baths

4,478

Sq.Ft.

1244 E LAKE COLONY DRIVE

Maitland, FL

Courtesy of COMPASS FLORIDA LLC
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 921 N THISTLE LANE Maitland, FL MLS# R4911080
$999,000
4

Beds

3.0

Baths

2,300

Sq.Ft.

921 N THISTLE LANE

Maitland, FL

Courtesy of VISTA NATIONAL MANAGEMENT INC
View 51 OAKLEIGH LANE Maitland, FL MLS# O6399404
  • Virtual Tour
1 of 38
$1,175,000
4

Beds

4.0

Baths

4,149

Sq.Ft.

51 OAKLEIGH LANE

Maitland, FL

Courtesy of OPENDOOR BROKERAGE LLC
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

Courtesy of MY REALTY GROUP, LLC.
View 987 BRIGHTWATER CIRCLE Maitland, FL MLS# O6401747
  • Virtual Tour
1 of 60
$1,100,000
5

Beds

4.0

Baths

3,270

Sq.Ft.

987 BRIGHTWATER CIRCLE

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 101 MARINER WAY Maitland, FL MLS# O6396663
  • Virtual Tour
1 of 43
$769,000
4

Beds

2.0

Baths

2,413

Sq.Ft.

101 MARINER WAY

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 2130 DELORAINE TRAIL Maitland, FL MLS# O6397018
  • Virtual Tour
1 of 37
OPEN HOUSE: Sunday 6/7 12:00 PM - 2:00 PM
$799,000
3

Beds

2.0

Baths

2,175

Sq.Ft.

2130 DELORAINE TRAIL

Maitland, FL

Courtesy of COMPASS FLORIDA LLC
View 1776 BOBTAIL DRIVE Maitland, FL MLS# G5110747
  • Virtual Tour
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 2112 CHIPPEWA TRAIL Maitland, FL MLS# O6394702
  • Virtual Tour
1 of 63
$965,000
4

Beds

3.1

Baths

2,407

Sq.Ft.

2112 CHIPPEWA TRAIL

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

111

Estimated median home price

$675,000
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 14
$300K - 400K 15
$400K - 500K 10
$500K - 600K 5
$600K - 700K 7
$700K - 800K 11
$800K - 900K 9
$900K - 1M 11
$1M - Max 22

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 66
Townhouse 7
Condo 32
Commercial 1
Rental 29
Lots and Land 3
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 6/5/2026)

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 6/5/2026.