View 32 Pearce Drive Highland Mills, NY MLS# 983753
  • Recently Listed
1 of 38
$989,900
4

Beds

3.1

Baths

5,440

Sq.Ft.

32 Pearce Drive

Highland Mills, NY

Courtesy of DIMATTEO REALTY LLC
View 2 Olympus Road Highland Mills, NY MLS# 977872
  • Recently Listed
1 of 2
$630,000
5

Beds

3.0

Baths

2,112

Sq.Ft.

2 Olympus Road

Highland Mills, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 17 Pine Hill Road Highland Mills, NY MLS# 980393
  • Recently Listed with Virtual Tour
1 of 35
$599,000
2

Beds

1.0

Baths

1,224

Sq.Ft.

17 Pine Hill Road

Highland Mills, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 42 Rutledge Avenue Highland Mills, NY MLS# 982717
  • Recently Listed
1 of 40
$569,500
4

Beds

2.1

Baths

2,052

Sq.Ft.

42 Rutledge Avenue

Highland Mills, NY

Courtesy of Weichert Realtors - Rockland County Regional Office
View 25 Hollis Street Highland Mills, NY MLS# 980731
  • Recently Listed
1 of 22
$539,999
3

Beds

2.1

Baths

1,784

Sq.Ft.

25 Hollis Street

Highland Mills, NY

Courtesy of OVERSOUTH LLC
View 12 Redwood Drive Highland Mills, NY MLS# 980963
  • Recently Listed
1 of 14
$249,925
3

Beds

1.1

Baths

1,388

Sq.Ft.

12 Redwood Drive

Highland Mills, NY

Courtesy of CENTURY 21 ALLIANCE RLTY GROUP
View 3 Emory Road Highland Mills, NY MLS# 960068
$685,000
5

Beds

2.1

Baths

2,625

Sq.Ft.

3 Emory Road

Highland Mills, NY

Courtesy of Weichert Realtors - Monroe
View 41 Rutledge Avenue Highland Mills, NY MLS# 968339
  • Recently Listed
1 of 25
$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
  • Recently Listed
1 of 50
$537,500
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
  • Recently Listed
1 of 17
$119,995
3

Beds

2.0

Baths

980

Sq.Ft.

9 Lily Court

Highland Mills, NY

Courtesy of EXIT REALTY CONNECTIONS
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
$625,000
4

Beds

2.0

Baths

2,368

Sq.Ft.

52 Woodland Road

Highland Mills, NY

Courtesy of HOULIHAN LAWRENCE INC.
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
$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
$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
$1,290,000
4

Beds

4.1

Baths

5,142

Sq.Ft.

221 Smith Clove Road

Highland Mills, NY

Courtesy of SERHANT LLC

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

49

Estimated median home price

$599,999
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 - 400K7
$400K - 500K4
$500K - 600K8
$600K - 700K7
$700K - 800K6
$800K - 900K3
$900K - 1M4
$1M - Max4

Homes for Sale by Type in Highland Mills, NY

Property TypeCount
Single Family37
Townhouse0
Condo5
Commercial3
Rental9
Lots and Land3
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 4/13/2026)

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.

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