94 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 1250 N MAITLAND AVENUE Maitland, FL MLS# O6222186
  • Virtual Tour
1 of 9
$3,990,900
Studio

Beds

0.0

Baths

1250 N MAITLAND AVENUE

Maitland, FL

Courtesy of AG REALTY SERVICES LLC
View 127 WHITECAPS CIRCLE Maitland, FL MLS# O6367169
  • Recently Listed
1 of 10
$3,495,000
Studio

Beds

0.0

Baths

127 WHITECAPS CIRCLE

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 125 WHITECAPS CIRCLE Maitland, FL MLS# O6345537
  • Virtual Tour
1 of 14
$2,995,000
Studio

Beds

0.0

Baths

125 WHITECAPS CIRCLE

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 450 S ORLANDO AVENUE Maitland, FL MLS# O6325704
  • Virtual Tour
1 of 17
$2,975,000
3,851

Sq.Ft.

450 S ORLANDO AVENUE

Maitland, FL

Courtesy of PROPERTY INVESTMENT BROKERS
View 604 MINNEHAHA LANE Maitland, FL MLS# O6335825
  • Virtual Tour
1 of 54
$2,750,000
6

Beds

5.1

Baths

6,163

Sq.Ft.

604 MINNEHAHA LANE

Maitland, FL

Courtesy of HOMEVEST REALTY
View 631 LAKE CATHERINE DRIVE Maitland, FL MLS# O6366479
$1,975,000
3

Beds

3.0

Baths

2,351

Sq.Ft.

631 LAKE CATHERINE DRIVE

Maitland, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 105 TANGELO COURT Maitland, FL MLS# O6364116
  • New Construction with Virtual Tour
1 of 13
$1,799,000
5

Beds

4.1

Baths

3,203

Sq.Ft.

105 TANGELO COURT

Maitland, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 255 W GEORGE AVENUE Maitland, FL MLS# O6275397
  • Virtual Tour
1 of 53
$1,700,000
5

Beds

4.0

Baths

4,814

Sq.Ft.

255 W GEORGE AVENUE

Maitland, FL

Courtesy of REAL BROKER, LLC
View 123 HOLLIE COURT Maitland, FL MLS# O6357907
$1,485,000
3

Beds

3.0

Baths

2,004

Sq.Ft.

123 HOLLIE COURT

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 755 CRANES COURT Maitland, FL MLS# O6299581
  • Virtual Tour
1 of 49
$1,419,000
5

Beds

4.1

Baths

4,566

Sq.Ft.

755 CRANES COURT

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 67 CYPRESS LANE Maitland, FL MLS# O6371328
  • Recently Listed with Virtual Tour
1 of 43
$1,339,000
4

Beds

3.0

Baths

2,292

Sq.Ft.

67 CYPRESS LANE

Maitland, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1421 SUNNYSIDE DRIVE Maitland, FL MLS# O6358123
  • Virtual Tour
1 of 55
$1,300,000
4

Beds

2.1

Baths

2,116

Sq.Ft.

1421 SUNNYSIDE DRIVE

Maitland, FL

Courtesy of STRICKLAND REALTY GROUP INC
View 1750 CHEYENNE TRAIL Maitland, FL MLS# O6369539
$1,200,000
5

Beds

3.0

Baths

2,868

Sq.Ft.

1750 CHEYENNE TRAIL

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 791 SEQUOIA TRAIL Maitland, FL MLS# O6340919
  • Virtual Tour
1 of 50
$1,199,000
5

Beds

3.1

Baths

4,144

Sq.Ft.

791 SEQUOIA TRAIL

Maitland, FL

Courtesy of VANWORMER REALTY & DEVELOPMENT
View 890 CRANES COURT Maitland, FL MLS# O6370776
  • Virtual Tour
1 of 64
$1,100,000
4

Beds

3.1

Baths

3,221

Sq.Ft.

890 CRANES COURT

Maitland, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 219 QUAYSIDE CIRCLE B9 Maitland, FL MLS# O6352851
$995,000
2

Beds

2.1

Baths

1,459

Sq.Ft.

219 QUAYSIDE CIRCLE B9

Maitland, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1619 DRUID ROAD Maitland, FL MLS# O6371665
  • Recently Listed with Virtual Tour
1 of 62
$950,000
5

Beds

4.0

Baths

3,769

Sq.Ft.

1619 DRUID ROAD

Maitland, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1897 Belford COURT Maitland, FL MLS# O6183490
$932,500
4

Beds

3.0

Baths

3,013

Sq.Ft.

1897 Belford COURT

Maitland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 821 WOODS COURT Maitland, FL MLS# O6372381
  • Virtual Tour
1 of 47
$927,000
4

Beds

2.0

Baths

2,309

Sq.Ft.

821 WOODS COURT

Maitland, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1416 CARING COURT Maitland, FL MLS# O6334089
  • Virtual Tour
1 of 38
$925,000
4

Beds

3.1

Baths

3,451

Sq.Ft.

1416 CARING COURT

Maitland, FL

Courtesy of PALMANO GROUP RE BROKERAGE LLC

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

91

Estimated median home price

$455,000
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 8
$200K - 300K 24
$300K - 400K 11
$400K - 500K 4
$500K - 600K 8
$600K - 700K 10
$700K - 800K 4
$800K - 900K 1
$900K - 1M 5
$1M - Max 16

Homes for Sale by Type in Maitland, FL

Property Type Count
Single Family 38
Townhouse 5
Condo 40
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 1/16/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

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 1/19/2026.