View 41 Rutledge Avenue Highland Mills, NY MLS# 968339
$635,000
3

Beds

3.0

Baths

2,328

Sq.Ft.

41 Rutledge Avenue

Highland Mills, NY

Courtesy of HOMESMART HOMES & ESTATES
View 62 Woodland Road Highland Mills, NY MLS# 975825
$579,900
4

Beds

2.1

Baths

2,100

Sq.Ft.

62 Woodland Road

Highland Mills, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 9 Lily Court Highland Mills, NY MLS# 977150
$119,995
3

Beds

2.0

Baths

980

Sq.Ft.

9 Lily Court

Highland Mills, NY

Courtesy of EXIT REALTY CONNECTIONS
The time to sell is now! THE TIME TO SELL IS NOW!
View 41 Serpi Road Highland Mills, NY MLS# 976052
$779,000
5

Beds

2.1

Baths

2,180

Sq.Ft.

41 Serpi Road

Highland Mills, NY

Courtesy of LOOP REALTY INC
View 28 Olympus Road Highland Mills, NY MLS# 973610
$499,900
4

Beds

2.0

Baths

1,588

Sq.Ft.

28 Olympus Road

Highland Mills, NY

Courtesy of Weichert Realtors - Monroe
View 29 Lexington Avenue Highland Mills, NY MLS# 970964
$629,900
3

Beds

1.1

Baths

1,632

Sq.Ft.

29 Lexington Avenue

Highland Mills, NY

Courtesy of HOWARD HANNA RAND REALTY
View 52 Woodland Road Highland Mills, NY MLS# 971134
$599,000
4

Beds

2.0

Baths

2,368

Sq.Ft.

52 Woodland Road

Highland Mills, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 34 Cranberry Drive Highland Mills, NY MLS# 971385
$2,937,000
Studio

Beds

0.0

Baths

37,462

Sq.Ft.

34 Cranberry Drive

Highland Mills, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 4 Aspen Court Highland Mills, NY MLS# 971407
$384,900
3

Beds

1.1

Baths

1,426

Sq.Ft.

4 Aspen Court

Highland Mills, NY

Courtesy of HOWARD HANNA RAND REALTY
View 1906 Rosewood Court Highland Mills, NY MLS# 967054
$335,000
2

Beds

2.0

Baths

1,086

Sq.Ft.

1906 Rosewood Court

Highland Mills, NY

Courtesy of HOWARD HANNA RAND REALTY
View 5 Oldwyck Crescent Highland Mills, NY MLS# 954754
$759,000
4

Beds

2.1

Baths

2,510

Sq.Ft.

5 Oldwyck Crescent

Highland Mills, NY

Courtesy of KELLER WILLIAMS REALTY
View 7 Country Hollow Highland Mills, NY MLS# 965404
$740,000
4

Beds

2.1

Baths

2,006

Sq.Ft.

7 Country Hollow

Highland Mills, NY

Courtesy of PREFERRED PROPERTIES REAL ESTA
View 1408 Rosewood Court Highland Mills, NY MLS# 928854
$340,000
2

Beds

2.0

Baths

1,084

Sq.Ft.

1408 Rosewood Court

Highland Mills, NY

Courtesy of Weichert Realtors - Monroe
View 221 Smith Clove Road Highland Mills, NY MLS# 956130
    1 of 50
    OPEN HOUSE: Sunday 5/3 12:00 PM - 2:00 PM
    $1,290,000
    4

    Beds

    4.1

    Baths

    5,142

    Sq.Ft.

    221 Smith Clove Road

    Highland Mills, NY

    Courtesy of SERHANT LLC
    View 14 Woodbine Drive Highland Mills, NY MLS# 960461
    $434,900
    3

    Beds

    2.1

    Baths

    1,363

    Sq.Ft.

    14 Woodbine Drive

    Highland Mills, NY

    Courtesy of ARC REALTY 1 IN SALES
    View 1004 Cypress Court Highland Mills, NY MLS# 956053
    $349,900
    2

    Beds

    1.1

    Baths

    1,084

    Sq.Ft.

    1004 Cypress Court

    Highland Mills, NY

    Courtesy of HOMESMART HOMES & ESTATES
    View 27 Westend Drive Highland Mills, NY MLS# 953774
    $199,000
    Studio

    Beds

    0.0

    Baths

    8,568

    Sq.Ft.

    27 Westend Drive

    Highland Mills, NY

    Courtesy of PREFERRED PROPERTIES REAL ESTA
    View 29 Westend Drive Highland Mills, NY MLS# 953783
    $199,000
    Studio

    Beds

    0.0

    Baths

    9,968

    Sq.Ft.

    29 Westend Drive

    Highland Mills, NY

    Courtesy of PREFERRED PROPERTIES REAL ESTA
    View 36 Paradise Hill Highland Mills, NY MLS# 952623
    $175,000
    1

    Beds

    1.0

    Baths

    598

    Sq.Ft.

    36 Paradise Hill

    Highland Mills, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 21 Castleton Drive Highland Mills, NY MLS# 948094
    $1,100,000
    4

    Beds

    4.1

    Baths

    3,855

    Sq.Ft.

    21 Castleton Drive

    Highland Mills, NY

    Courtesy of KELLER WILLIAMS REALTY

    About Highland Mills

    Highland Mills is a hamlet in the town of Woodbury, next to the New York State Thruway (Interstate 87).  It has total area of 1.7 square miles and a population around 3,500.  Highland Mills is rich in history and heir to a number of fine older homes and vintage architecture.  There is a wide selection of recreational choices available: local parks, lakes, a beach, athletic leagues, ball fields, hiking and biking trails, tennis courts, and golf courses.

    Listings in Highland Mills, NY

    55

    Estimated median home price

    $615,000
    Highland Mills NY Homes for Sale & Properties

    Weichert Realtors is one of the nation's leading providers of Highland Mills, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Highland Mills, NY.

    Homes for Sale by Price in Highland Mills, NY

    PriceCount
    $0 - 100K0
    $100K - 200K4
    $200K - 300K2
    $300K - 400K5
    $400K - 500K7
    $500K - 600K9
    $600K - 700K9
    $700K - 800K5
    $800K - 900K6
    $900K - 1M3
    $1M - Max5

    Homes for Sale by Type in Highland Mills, NY

    Property TypeCount
    Single Family43
    Townhouse0
    Condo5
    Commercial3
    Rental6
    Lots and Land3
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home1
    Farms0

    (Data as of 4/30/2026)

    Information deemed reliable but not guaranteed.

    The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

    The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

    Information Copyright 2021, OneKey® MLS. All Rights Reserved.