50 total properties
Did you mean the neighborhood Highland?
View 534 Route 44 55 Highland, NY MLS# 926573
$399,000
3

Beds

2.1

Baths

1,104

Sq.Ft.

534 Route 44 55

Highland, NY

Courtesy of FOUR SEASONS SOTHEBYS INTL
View 6 Smith Terrace Highland, NY MLS# 20255064
$399,900
4

Beds

3.0

Baths

1,728

Sq.Ft.

6 Smith Terrace

Highland, NY

UlsterCountyNY
Courtesy of EXP REALTY
View 22 Washington Avenue Highland, NY MLS# 923946
$389,000
4

Beds

1.1

Baths

1,458

Sq.Ft.

22 Washington Avenue

Highland, NY

Courtesy of THOMAS ZENGEN
The time to sell is now! THE TIME TO SELL IS NOW!
View 748 State Route 44 55 Highland, NY MLS# 923157
$110,000
Studio

Beds

0.0

Baths

91,476

Sq.Ft.

748 State Route 44 55

Highland, NY

Courtesy of EXP REALTY
View 8 Sunny Brook Circle Highland, NY MLS# 922084
$299,000
2

Beds

1.1

Baths

1,120

Sq.Ft.

8 Sunny Brook Circle

Highland, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 224 Vineyard Avenue Highland, NY MLS# 20254798
  • New Construction
1 of 3
$469,000
3

Beds

2.0

Baths

1,600

Sq.Ft.

224 Vineyard Avenue

Highland, NY

UlsterCountyNY
Courtesy of START HOME SMART, INC.
View 25 Mile Hill Road Highland, NY MLS# 919253
$425,000
4

Beds

2.0

Baths

1,516

Sq.Ft.

25 Mile Hill Road

Highland, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 0 White Street Highland, NY MLS# 20254746
$50,000
Studio

Beds

0.0

Baths

0 White Street

Highland, NY

UlsterCountyNY
Courtesy of KW MID-HUDSON
View White Street Highland, NY MLS# 918384
$50,000
Studio

Beds

0.0

Baths

59,233

Sq.Ft.

White Street

Highland, NY

Courtesy of KW MIDHUDSON
View 38 Roxanne Boulevard Highland, NY MLS# 915112
$369,000
3

Beds

2.1

Baths

1,707

Sq.Ft.

38 Roxanne Boulevard

Highland, NY

Courtesy of BERARDI REALTY
View 38 Roxanne Boulevard Highland, NY MLS# 20254443
$369,000
3

Beds

2.1

Baths

1,707

Sq.Ft.

38 Roxanne Boulevard

Highland, NY

UlsterCountyNY
Courtesy of BERARDI REALTY
View 307 Vineyard Avenue Highland, NY MLS# 20253952
$419,000
4

Beds

2.0

Baths

2,128

Sq.Ft.

307 Vineyard Avenue

Highland, NY

UlsterCountyNY
Courtesy of BHHS HUDSON VALLEY PROP-NP
View 224 Vineyard Avenue Highland, NY MLS# 20253965
$185,000
Studio

Beds

0.0

Baths

224 Vineyard Avenue

Highland, NY

UlsterCountyNY
Courtesy of START HOME SMART, INC.
View 29 Oakes Road Highland, NY MLS# 899839
$399,900
2

Beds

2.0

Baths

1,056

Sq.Ft.

29 Oakes Road

Highland, NY

Courtesy of CENTURY 21 ALLIANCE RLTY GROUP
View Haviland Road Highland, NY MLS# 899872
$150,000
Studio

Beds

0.0

Baths

65,340

Sq.Ft.

Haviland Road

Highland, NY

Courtesy of CENTURY 21 ALLIANCE RLTY GROUP
View 241 Upper North Road Highland, NY MLS# 20253255
$365,000
2

Beds

2.0

Baths

1,300

Sq.Ft.

241 Upper North Road

Highland, NY

UlsterCountyNY
Courtesy of RE/MAX TOWN & COUNTRY
View 69 North Road Highland, NY MLS# 20253038
$129,000
2

Beds

1.0

Baths

1,225

Sq.Ft.

69 North Road

Highland, NY

UlsterCountyNY
Courtesy of HOWARD HANNA RAND REALTY
View 69 North Road Highland, NY MLS# 887942
$129,000
2

Beds

1.0

Baths

1,225

Sq.Ft.

69 North Road

Highland, NY

Courtesy of HOWARD HANNA RAND REALTY
View 334 Pancake Hollow Road Highland, NY MLS# 20252630
$450,000
3

Beds

2.0

Baths

2,715

Sq.Ft.

334 Pancake Hollow Road

Highland, NY

UlsterCountyNY
Courtesy of KELLER WILLIAMS REALTY HV NORT
View 334 Pancake Hollow Road Highland, NY MLS# 882608
$450,000
3

Beds

2.0

Baths

2,715

Sq.Ft.

334 Pancake Hollow Road

Highland, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY

About Highland

Listings in Highland, NY

86

Estimated median home price

$399,900
Highland NY Homes for Sale & Properties

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

Homes for Sale by Price in Highland, NY

PriceCount
$0 - 100K7
$100K - 200K8
$200K - 300K13
$300K - 400K16
$400K - 500K14
$500K - 600K15
$600K - 700K0
$700K - 800K0
$800K - 900K2
$900K - 1M1
$1M - Max10

Homes for Sale by Type in Highland, NY

Property TypeCount
Single Family43
Townhouse0
Condo6
Commercial8
Rental13
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 1/1/2026)

Information deemed reliable but not guaranteed.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Copyright 2026 by the Multiple Listing service of Ulster County, Inc. All Rights Reserved.

The data relating to real estate on this web site comes in part from the IDX of the Multiple Listing service of Ulster County, Inc. Real estate listings held by brokerage firms other that Weichert Realtors are marked with IDX logo and the detailed information about them includes the name of the listing broker.

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.