Maitland Florida Homes for Sale

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103 total properties
View 101 MARINER WAY Maitland, FL MLS# O6396663
  • Recently Listed with 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
  • Recently Listed with Virtual Tour
1 of 40
$850,000
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
  • Recently Listed with Virtual Tour
1 of 42
$524,999
4

Beds

3.0

Baths

2,344

Sq.Ft.

1776 BOBTAIL DRIVE

Maitland, FL

Courtesy of THE FLORIDA PROPERTY SHOP SALE
The time to sell is now! THE TIME TO SELL IS NOW!
View 1161 CHARMING STREET Maitland, FL MLS# O6395711
  • Recently Listed
1 of 44
$599,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

1161 CHARMING STREET

Maitland, FL

Courtesy of CORCORAN PREMIER REALTY
View 2112 CHIPPEWA TRAIL Maitland, FL MLS# O6394702
  • Virtual Tour
1 of 54
$965,000
4

Beds

3.1

Baths

2,407

Sq.Ft.

2112 CHIPPEWA TRAIL

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 1000 WINDERLEY PLACE 239 Maitland, FL MLS# O6395472
  • Recently Listed with Virtual Tour
1 of 33
$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
  • Recently Listed with Virtual Tour
1 of 15
$304,999
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
  • Recently Listed
1 of 34
$339,000
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
  • Recently Listed with Virtual Tour
1 of 13
$550,000
2

Beds

2.0

Baths

1,328

Sq.Ft.

210 ALPINE DRIVE

Maitland, FL

Courtesy of PREMIUM PROPERTIES R.E SERVICE
View 2600 MOHAWK TRAIL Maitland, FL MLS# O6392479
  • Recently Listed with Virtual Tour
1 of 52
$669,000
4

Beds

2.1

Baths

2,265

Sq.Ft.

2600 MOHAWK TRAIL

Maitland, FL

Courtesy of FLORIDA ONE REAL ESTATE LLC
View 1420 LYNDALE BOULEVARD Maitland, FL MLS# O6394855
  • Recently Listed with Virtual Tour
1 of 27
$1,100,000
4

Beds

2.1

Baths

2,470

Sq.Ft.

1420 LYNDALE BOULEVARD

Maitland, FL

Courtesy of RE/MAX ASSURED
View 1750 POCAHONTAS PATH Maitland, FL MLS# O6394358
  • Recently Listed with Virtual Tour
1 of 38
$679,000
3

Beds

2.0

Baths

1,922

Sq.Ft.

1750 POCAHONTAS PATH

Maitland, FL

Courtesy of COMPASS FLORIDA LLC
View 1140 S ORLANDO AVENUE F8 Maitland, FL MLS# O6392367
  • Recently Listed with Virtual Tour
1 of 64
$479,900
2

Beds

2.0

Baths

816

Sq.Ft.

1140 S ORLANDO AVENUE F8

Maitland, FL

Courtesy of HAMILTON GROUP REALTY
View 1106 CHARMING STREET Maitland, FL MLS# TB8489671
  • Virtual Tour
1 of 18
$495,000
3

Beds

2.1

Baths

1,870

Sq.Ft.

1106 CHARMING STREET

Maitland, FL

Courtesy of FLAT FEE MLS REALTY
View 1100 S ORLANDO AVENUE 306 Maitland, FL MLS# O6392583
$649,000
2

Beds

2.0

Baths

1,125

Sq.Ft.

1100 S ORLANDO AVENUE 306

Maitland, FL

Courtesy of COLDWELL BANKER REALTY
View 150 SENECA TRAIL Maitland, FL MLS# O6389696
$745,000
4

Beds

3.0

Baths

2,221

Sq.Ft.

150 SENECA TRAIL

Maitland, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1000 S ORLANDO AVENUE B25 Maitland, FL MLS# O6391679
$335,000
2

Beds

2.0

Baths

952

Sq.Ft.

1000 S ORLANDO AVENUE B25

Maitland, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1610 LYNDALE BOULEVARD Maitland, FL MLS# G5109784
  • Virtual Tour
1 of 36
$1,049,950
4

Beds

3.1

Baths

2,598

Sq.Ft.

1610 LYNDALE BOULEVARD

Maitland, FL

Courtesy of CAPITAL EQUITY REAL ESTATE CO
View 103 WHITECAPS CIRCLE Maitland, FL MLS# O6382220
  • New Construction
1 of 10
$2,000,000
5

Beds

4.1

Baths

3,695

Sq.Ft.

103 WHITECAPS CIRCLE

Maitland, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 2136 MOHICAN TRAIL Maitland, FL MLS# O6364370
  • Virtual Tour
1 of 48
$565,000
3

Beds

2.0

Baths

1,929

Sq.Ft.

2136 MOHICAN TRAIL

Maitland, FL

Courtesy of RE/MAX ASSURED

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

103

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

Price Count
$0 - 100K 0
$100K - 200K 5
$200K - 300K 16
$300K - 400K 11
$400K - 500K 9
$500K - 600K 11
$600K - 700K 7
$700K - 800K 10
$800K - 900K 8
$900K - 1M 6
$1M - Max 20

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 51
Townhouse 7
Condo 34
Commercial 3
Rental 25
Lots and Land 6
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 4/12/2026)

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 4/13/2026.