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 1009 GROVE ST 1009 Maitland, FL MLS# O6353973
  • Virtual Tour
1 of 28
$220,000
2

Beds

1.1

Baths

1,353

Sq.Ft.

1009 GROVE ST 1009

Maitland, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 385 LIME STREET Maitland, FL MLS# O6354715
  • Virtual Tour
1 of 13
$419,900
4

Beds

2.0

Baths

1,680

Sq.Ft.

385 LIME STREET

Maitland, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
The time to sell is now! THE TIME TO SELL IS NOW!
View 1507 GROVE STREET 557 Maitland, FL MLS# S5137010
  • Adult Community with Virtual Tour
1 of 16
$239,900
3

Beds

2.0

Baths

1,256

Sq.Ft.

1507 GROVE STREET 557

Maitland, FL

Courtesy of TRANSCONTINENTAL REALTY GROUP,
View 1000 WINDERLEY PLACE 222 Maitland, FL MLS# O6353306
$309,000
2

Beds

2.0

Baths

1,164

Sq.Ft.

1000 WINDERLEY PLACE 222

Maitland, FL

Courtesy of TRUST EQUITY GROUP LLC
View 335 W LAKE FAITH DRIVE S Maitland, FL MLS# O6351302
  • Virtual Tour
1 of 45
OPEN HOUSE: Saturday 1/24 12:00 PM - 2:00 PM
$269,900
2

Beds

2.1

Baths

1,456

Sq.Ft.

335 W LAKE FAITH DRIVE S

Maitland, FL

Courtesy of GATE PROPERTIES & MANAGEMENT INC
View 1291 BLESSING STREET Maitland, FL MLS# O6346774
$385,000
3

Beds

2.1

Baths

1,674

Sq.Ft.

1291 BLESSING STREET

Maitland, FL

Courtesy of PALMANO GROUP RE BROKERAGE LLC
View 1000 WINDERLEY PLACE 239 Maitland, FL MLS# O6349726
$315,900
2

Beds

2.0

Baths

1,164

Sq.Ft.

1000 WINDERLEY PLACE 239

Maitland, FL

Courtesy of GALLERY PROPERTIES INTERNATIONAL
View 204 QUAYSIDE CIRCLE 304 Maitland, FL MLS# O6345967
$455,000
2

Beds

2.0

Baths

1,270

Sq.Ft.

204 QUAYSIDE CIRCLE 304

Maitland, FL

Courtesy of GALLERY PROPERTIES INTERNATIONAL
View 1601 GROVE STREET 552 Maitland, FL MLS# O6348620
$230,000
2

Beds

2.0

Baths

1,087

Sq.Ft.

1601 GROVE STREET 552

Maitland, FL

Courtesy of CREEGAN GROUP
View 1503 GROVE STREET 559 Maitland, FL MLS# O6342190
    1 of 25
    OPEN HOUSE: Sunday 1/25 12:00 PM - 3:00 PM
    $249,000
    3

    Beds

    2.0

    Baths

    1,256

    Sq.Ft.

    1503 GROVE STREET 559

    Maitland, FL

    Courtesy of DABBY REAL ESTATE ADVISORS, LLC
    View 731 BUCHER ROAD Maitland, FL MLS# O6343634
    • Virtual Tour
    1 of 33
    $425,000
    3

    Beds

    1.1

    Baths

    1,523

    Sq.Ft.

    731 BUCHER ROAD

    Maitland, FL

    Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
    View 204 QUAYSIDE CIRCLE 604 Maitland, FL MLS# O6343281
    • Virtual Tour
    1 of 19
    OPEN HOUSE: Saturday 1/24 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 1000 S ORLANDO AVENUE A31 Maitland, FL MLS# O6342920
    $360,000
    2

    Beds

    2.0

    Baths

    952

    Sq.Ft.

    1000 S ORLANDO AVENUE A31

    Maitland, FL

    Courtesy of COMPASS FLORIDA LLC
    View 1460 LAKE SHADOW CIRCLE 7107 Maitland, FL MLS# O6341459
    $230,000
    4

    Beds

    2.0

    Baths

    1,372

    Sq.Ft.

    1460 LAKE SHADOW CIRCLE 7107

    Maitland, FL

    Courtesy of MAINFRAME REAL ESTATE
    View 1140 S ORLANDO AVENUE 16 Maitland, FL MLS# TB8420863
    $459,000
    2

    Beds

    1.0

    Baths

    816

    Sq.Ft.

    1140 S ORLANDO AVENUE 16

    Maitland, FL

    Courtesy of JACK KELLER INC
    View 1460 LAKE SHADOW CIRCLE 7204 Maitland, FL MLS# O6333225
    $199,900
    3

    Beds

    2.0

    Baths

    1,243

    Sq.Ft.

    1460 LAKE SHADOW CIRCLE 7204

    Maitland, FL

    Courtesy of LPT REALTY, LLC
    View 1100 LAKE SHADOW CIRCLE 2206 Maitland, FL MLS# O6332803
    $205,000
    2

    Beds

    2.0

    Baths

    1,048

    Sq.Ft.

    1100 LAKE SHADOW CIRCLE 2206

    Maitland, FL

    Courtesy of PARK AVENUE REALTY 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 1375 LAKE SHADOW CIRCLE 11208 Maitland, FL MLS# O6328432
    $195,000
    2

    Beds

    1.0

    Baths

    898

    Sq.Ft.

    1375 LAKE SHADOW CIRCLE 11208

    Maitland, FL

    Courtesy of LPT REALTY, 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

    95

    Estimated median home price

    $525,000
    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

    PriceCount
    $0 - 100K0
    $100K - 200K8
    $200K - 300K24
    $300K - 400K11
    $400K - 500K4
    $500K - 600K8
    $600K - 700K10
    $700K - 800K6
    $800K - 900K3
    $900K - 1M5
    $1M - Max16

    Homes for Sale by Type in Maitland, FL

    Property TypeCount
    Single Family40
    Townhouse5
    Condo42
    Commercial1
    Rental28
    Lots and Land5
    Condo/Town/CoOp0
    CoOp0
    Multi Family2
    Mobile Home0
    Farms0

    (Data as of 1/22/2026)

    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 1/23/2026.