View 52 Woodland Road Highland Mills, NY MLS# 971134
  • Recently Listed
1 of 49
$625,000
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
  • Recently Listed
1 of 2
$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
  • Recently Listed
1 of 41
OPEN HOUSE: Sunday 3/22 12:00 PM - 2:00 PM
$384,900
3

Beds

1.1

Baths

1,426

Sq.Ft.

4 Aspen Court

Highland Mills, NY

Courtesy of HOWARD HANNA RAND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1906 Rosewood Court Highland Mills, NY MLS# 967054
  • Recently Listed with Virtual Tour
1 of 39
$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
  • Recently Listed
1 of 44
$769,000
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
  • Recently Listed
1 of 36
$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: Saturday 3/21 12:00 PM - 2:00 PM
    $1,395,000
    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 1004 Cypress Court Highland Mills, NY MLS# 954227
    $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
    $199,900
    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
    View 30 Trout Brook Road Highland Mills, NY MLS# 951601
    $775,000
    8

    Beds

    3.0

    Baths

    2,380

    Sq.Ft.

    30 Trout Brook Road

    Highland Mills, NY

    Courtesy of RODEO REALTY INC
    View 10 Hamilton Avenue Highland Mills, NY MLS# 950402
    $625,000
    4

    Beds

    2.0

    Baths

    2,552

    Sq.Ft.

    10 Hamilton Avenue

    Highland Mills, NY

    Courtesy of RE/MAX TOWN & COUNTRY
    View 13 Butternut Court Highland Mills, NY MLS# 949180
    $430,000
    3

    Beds

    2.1

    Baths

    1,704

    Sq.Ft.

    13 Butternut Court

    Highland Mills, NY

    Courtesy of Weichert Realtors - Monroe
    View 923 State Route 32 Highland Mills, NY MLS# 945796
    $550,000
    2,600

    Sq.Ft.

    923 State Route 32

    Highland Mills, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 15 Cranberry Drive Highland Mills, NY MLS# 944680
    $749,000
    5

    Beds

    3.0

    Baths

    4,136

    Sq.Ft.

    15 Cranberry Drive

    Highland Mills, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY

    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

    43

    Estimated median home price

    $529,900
    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 - 200K3
    $200K - 300K1
    $300K - 400K10
    $400K - 500K6
    $500K - 600K4
    $600K - 700K4
    $700K - 800K5
    $800K - 900K3
    $900K - 1M3
    $1M - Max4

    Homes for Sale by Type in Highland Mills, NY

    Property TypeCount
    Single Family31
    Townhouse0
    Condo5
    Commercial3
    Rental8
    Lots and Land3
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home0
    Farms0

    (Data as of 3/18/2026)

    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.