View 1140 S ORLANDO AVENUE C2 Maitland, FL MLS# O6376623
  • Recently Listed with Virtual Tour
1 of 27
OPEN HOUSE: Sunday 2/1 2:00 AM - 4:00 PM
$499,000
2

Beds

2.0

Baths

1,224

Sq.Ft.

1140 S ORLANDO AVENUE C2

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1301 DRUID ISLE ROAD Maitland, FL MLS# O6374072
$649,990
4

Beds

3.0

Baths

2,162

Sq.Ft.

1301 DRUID ISLE ROAD

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1447 CARING COURT Maitland, FL MLS# O6364719
  • Virtual Tour
1 of 77
$625,000
3

Beds

2.1

Baths

2,110

Sq.Ft.

1447 CARING COURT

Maitland, FL

Courtesy of KELLER WILLIAMS HERITAGE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 223 QUAYSIDE CIRCLE C Maitland, FL MLS# O6362370
1 of 50
OPEN HOUSE: Sunday 2/1 2:00 PM - 4:00 PM
$575,000
3

Beds

2.1

Baths

1,734

Sq.Ft.

223 QUAYSIDE CIRCLE C

Maitland, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 2525 NATIVE COURT Maitland, FL MLS# O6360777
  • Virtual Tour
1 of 41
$599,000
4

Beds

2.1

Baths

2,240

Sq.Ft.

2525 NATIVE COURT

Maitland, FL

Courtesy of REAL ESTATE PROS
View 206 QUAYSIDE CIRCLE 404 Maitland, FL MLS# O6358836
$570,000
2

Beds

2.0

Baths

1,270

Sq.Ft.

206 QUAYSIDE CIRCLE 404

Maitland, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2167 MOHAWK TRAIL Maitland, FL MLS# O6357458
$625,000
3

Beds

2.0

Baths

2,162

Sq.Ft.

2167 MOHAWK TRAIL

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 400 BOYNTON ROAD Maitland, FL MLS# O6356755
$525,000
3

Beds

2.0

Baths

1,520

Sq.Ft.

400 BOYNTON ROAD

Maitland, FL

Courtesy of Winter Park - WEICHERT, REALTORS® - Hallmark Properties
View 708 THUNDER TRAIL Maitland, FL MLS# G5103293
  • Virtual Tour
1 of 37
OPEN HOUSE: Sunday 2/1 11:00 AM - 2:00 PM
$635,000
4

Beds

2.0

Baths

1,907

Sq.Ft.

708 THUNDER TRAIL

Maitland, FL

Courtesy of REALTY EXECUTIVES IN THE VILLAGES
View 225 QUAYSIDE CIRCLE Maitland, FL MLS# O6338754
  • Virtual Tour
1 of 39
OPEN HOUSE: Sunday 2/1 2:00 PM - 4:00 PM
$595,000
3

Beds

2.1

Baths

1,734

Sq.Ft.

225 QUAYSIDE CIRCLE

Maitland, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 204 QUAYSIDE CIRCLE 604 Maitland, FL MLS# O6343281
  • Virtual Tour
1 of 19
OPEN HOUSE: Saturday 1/31 12:00 PM - 2:00 PM
$525,000
2

Beds

2.0

Baths

1,270

Sq.Ft.

204 QUAYSIDE CIRCLE 604

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1024 KEWANNEE TRAIL Maitland, FL MLS# O6331331
  • Virtual Tour
1 of 51
$550,000
4

Beds

2.1

Baths

1,845

Sq.Ft.

1024 KEWANNEE TRAIL

Maitland, FL

Courtesy of GLORY INTL. REAL ESTATE CO
View 1695 E HORATIO AVENUE Maitland, FL MLS# O6309191
  • Virtual Tour
1 of 19
$529,000
4

Beds

2.1

Baths

1,939

Sq.Ft.

1695 E HORATIO AVENUE

Maitland, FL

Courtesy of VISTA REALTY INVESTMENT

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

93

Estimated median home price

$459,000
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 25
$300K - 400K 11
$400K - 500K 5
$500K - 600K 8
$600K - 700K 9
$700K - 800K 5
$800K - 900K 3
$900K - 1M 5
$1M - Max 15

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 38
Townhouse 4
Condo 43
Commercial 1
Rental 27
Lots and Land 5
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 1/28/2026)

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 1/29/2026.