Country Homes for Sale in Highland Town, NY

20 Homes for Sale

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Price Drop: $5K

Photo 3 of Sale Pending at 30 Woods Rd, Yulan, NY 12792 | MLS# 977778 | Listing updated on 2026-10-07

Photo 1 of Sale Pending at 30 Woods Rd, Yulan, NY 12792 | MLS# 977778 | Listing updated on 2026-10-07

Photo 2 of Sale Pending at 30 Woods Rd, Yulan, NY 12792 | MLS# 977778 | Listing updated on 2026-10-07

$390,000

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2Bds

1Ba

1,008sqft

Sale Pending

30 Woods Rd, Yulan, NY 12792

Payne Team Llc

Photo 3 of Single family home for sale at 609 State Route 55, Eldred, NY 12732 | MLS# 974964 | Listing updated on 2026-10-06

Photo 1 of Single family home for sale at 609 State Route 55, Eldred, NY 12732 | MLS# 974964 | Listing updated on 2026-10-06

Photo 2 of Single family home for sale at 609 State Route 55, Eldred, NY 12732 | MLS# 974964 | Listing updated on 2026-10-06

$199,000

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2Bds

1Ba

860sqft

Single family home for sale

609 State Route 55, Eldred, NY 12732

Century 21 Geba Realty

3D Tour

Photo 3 of Single family home for sale at 142 Split Rock Dr, Highland, NY 12719 | MLS# 1059037 | Listing updated on 2026-10-06

Photo 1 of Single family home for sale at 142 Split Rock Dr, Highland, NY 12719 | MLS# 1059037 | Listing updated on 2026-10-06

Photo 2 of Single family home for sale at 142 Split Rock Dr, Highland, NY 12719 | MLS# 1059037 | Listing updated on 2026-10-06

$425,000

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4Bds

3Ba

2,240sqft

Single family home for sale

142 Split Rock Dr, Highland, NY 12719

Catskills Home Services

3D Tour

Photo 3 of Single family home for sale at 86 Beaver Brk Rd, Narrowsburg, NY 12764 | MLS# 958290 | Listing updated on 2026-09-30

Photo 1 of Single family home for sale at 86 Beaver Brk Rd, Narrowsburg, NY 12764 | MLS# 958290 | Listing updated on 2026-09-30

Photo 2 of Single family home for sale at 86 Beaver Brk Rd, Narrowsburg, NY 12764 | MLS# 958290 | Listing updated on 2026-09-30

$649,000

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4Bds

5Ba

3,940sqft

Single family home for sale

86 Beaver Brk Rd, Narrowsburg, NY 12764

Kw Hudson Valley United

Price Drop: $14K

Photo 3 of Sale Pending at 236 Lakeview Dr Rd, Highland Lake, NY 12743 | MLS# 975945 | Listing updated on 2026-09-25

Photo 1 of Sale Pending at 236 Lakeview Dr Rd, Highland Lake, NY 12743 | MLS# 975945 | Listing updated on 2026-09-25

Photo 2 of Sale Pending at 236 Lakeview Dr Rd, Highland Lake, NY 12743 | MLS# 975945 | Listing updated on 2026-09-25

$435,000

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3Bds

2Ba

1,322sqft

Sale Pending

236 Lakeview Dr Rd, Highland Lake, NY 12743

Century 21 Geba Realty

Photo 3 of Single family home for sale at 76 Timber Lake Dr, Highland, NY 12792 | MLS# 1039419 | Listing updated on 2026-09-24

Photo 1 of Single family home for sale at 76 Timber Lake Dr, Highland, NY 12792 | MLS# 1039419 | Listing updated on 2026-09-24

Photo 2 of Single family home for sale at 76 Timber Lake Dr, Highland, NY 12792 | MLS# 1039419 | Listing updated on 2026-09-24

$694,000

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3Bds

3Ba

1,900sqft

Single family home for sale

76 Timber Lake Dr, Highland, NY 12792

Country House Realty Inc

Hot

Photo 3 of Single family home for sale at 167 Timber Lake Dr, Highland, NY 12732 | MLS# 1029181 | Listing updated on 2026-09-26

Photo 1 of Single family home for sale at 167 Timber Lake Dr, Highland, NY 12732 | MLS# 1029181 | Listing updated on 2026-09-26

Photo 2 of Single family home for sale at 167 Timber Lake Dr, Highland, NY 12732 | MLS# 1029181 | Listing updated on 2026-09-26

$1,050,000

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3Bds

3Ba

2,815sqft

Single family home for sale

167 Timber Lake Dr, Highland, NY 12732

Anatole House Llc

3D Tour

Photo 3 of Single family home for sale at 223 Yulan Barryville Rd, Highland, NY 12719 | MLS# 1024716 | Listing updated on 2026-09-18

Photo 1 of Single family home for sale at 223 Yulan Barryville Rd, Highland, NY 12719 | MLS# 1024716 | Listing updated on 2026-09-18

Photo 2 of Single family home for sale at 223 Yulan Barryville Rd, Highland, NY 12719 | MLS# 1024716 | Listing updated on 2026-09-18

$180,000

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1Bd

1Ba

777sqft

Single family home for sale

223 Yulan Barryville Rd, Highland, NY 12719

Kw Hudson Valley United

3D Tour

Photo 3 of Sale Pending at 173 Yulan Barryville Rd, Highland, NY 12719 | MLS# 908161 | Listing updated on 2026-09-17

Photo 1 of Sale Pending at 173 Yulan Barryville Rd, Highland, NY 12719 | MLS# 908161 | Listing updated on 2026-09-17

Photo 2 of Sale Pending at 173 Yulan Barryville Rd, Highland, NY 12719 | MLS# 908161 | Listing updated on 2026-09-17

$399,900

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3Bds

3Ba

2,000sqft

Sale Pending

173 Yulan Barryville Rd, Highland, NY 12719

Exit Realty Connections

Photo 3 of Single family home for sale at 55 Woods Rd, Barryville, NY 12719 | MLS# 1002637 | Listing updated on 2026-09-14

Photo 1 of Single family home for sale at 55 Woods Rd, Barryville, NY 12719 | MLS# 1002637 | Listing updated on 2026-09-14

Photo 2 of Single family home for sale at 55 Woods Rd, Barryville, NY 12719 | MLS# 1002637 | Listing updated on 2026-09-14

$2,325,000

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4Bds

3Ba

2,965sqft

Single family home for sale

55 Woods Rd, Barryville, NY 12719

Compass Greater Ny, Llc

Hot

Photo 3 of Single family home for sale at 113 Airport Rd, Eldred, NY 12732 | MLS# 1007741 | Listing updated on 2026-09-14

Photo 1 of Single family home for sale at 113 Airport Rd, Eldred, NY 12732 | MLS# 1007741 | Listing updated on 2026-09-14

Photo 2 of Single family home for sale at 113 Airport Rd, Eldred, NY 12732 | MLS# 1007741 | Listing updated on 2026-09-14

$1,395,000

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4Bds

5Ba

4,852sqft

Single family home for sale

113 Airport Rd, Eldred, NY 12732

Compass Greater Ny, Llc

Photo 3 of Single family home for sale at 17 Collins Rd, Eldred, NY 12732 | MLS# 1012464 | Listing updated on 2026-09-11

Photo 1 of Single family home for sale at 17 Collins Rd, Eldred, NY 12732 | MLS# 1012464 | Listing updated on 2026-09-11

Photo 2 of Single family home for sale at 17 Collins Rd, Eldred, NY 12732 | MLS# 1012464 | Listing updated on 2026-09-11

$485,000

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--Bds

2Ba

5,600sqft

Single family home for sale

17 Collins Rd, Eldred, NY 12732

Century 21 Geba Realty

Price Drop: $15.1K

Photo 3 of Sale Pending at 94 Airport Rd, Highland, NY 12732 | MLS# 967910 | Listing updated on 2026-09-10

Photo 1 of Sale Pending at 94 Airport Rd, Highland, NY 12732 | MLS# 967910 | Listing updated on 2026-09-10

Photo 2 of Sale Pending at 94 Airport Rd, Highland, NY 12732 | MLS# 967910 | Listing updated on 2026-09-10

$199,900

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2Bds

1Ba

884sqft

Sale Pending

94 Airport Rd, Highland, NY 12732

Century 21 Geba Realty

Photo 3 of Single family home for sale at 140 Highland Lake Rd, Highland Lake, NY 12743 | MLS# 938207 | Listing updated on 2026-09-28

Photo 1 of Single family home for sale at 140 Highland Lake Rd, Highland Lake, NY 12743 | MLS# 938207 | Listing updated on 2026-09-28

Photo 2 of Single family home for sale at 140 Highland Lake Rd, Highland Lake, NY 12743 | MLS# 938207 | Listing updated on 2026-09-28

$239,000

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2Bds

2Ba

1,020sqft

Single family home for sale

140 Highland Lake Rd, Highland Lake, NY 12743

Century 21 Geba Realty

3D Tour

Photo 3 of Single family home for sale at 87 Airport Rd, Highland, NY 12732 | MLS# 952895 | Listing updated on 2026-08-24

Photo 1 of Single family home for sale at 87 Airport Rd, Highland, NY 12732 | MLS# 952895 | Listing updated on 2026-08-24

Photo 2 of Single family home for sale at 87 Airport Rd, Highland, NY 12732 | MLS# 952895 | Listing updated on 2026-08-24

$329,000

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3Bds

3Ba

2,000sqft

Single family home for sale

87 Airport Rd, Highland, NY 12732

Century 21 Geba Realty

Photo 3 of Single family home for sale at 3 Rennenberg Rd, Highland, NY 12743 | MLS# 1036631 | Listing updated on 2026-08-16

Photo 1 of Single family home for sale at 3 Rennenberg Rd, Highland, NY 12743 | MLS# 1036631 | Listing updated on 2026-08-16

Photo 2 of Single family home for sale at 3 Rennenberg Rd, Highland, NY 12743 | MLS# 1036631 | Listing updated on 2026-08-16

$385,000

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2Bds

1Ba

1,092sqft

Single family home for sale

3 Rennenberg Rd, Highland, NY 12743

Century 21 Geba Realty

3D Tour

Photo 3 of Single family home for sale at 21 Crawford Rd, Highland, NY 12732 | MLS# 982448 | Listing updated on 2026-08-07

Photo 1 of Single family home for sale at 21 Crawford Rd, Highland, NY 12732 | MLS# 982448 | Listing updated on 2026-08-07

Photo 2 of Single family home for sale at 21 Crawford Rd, Highland, NY 12732 | MLS# 982448 | Listing updated on 2026-08-07

$699,000

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3Bds

2Ba

1,605sqft

Single family home for sale

21 Crawford Rd, Highland, NY 12732

Payne Team Llc

Photo 3 of Sale Pending at 90 Hillside Rd, Highland, NY 12719 | MLS# 929416 | Listing updated on 2026-08-02

Photo 1 of Sale Pending at 90 Hillside Rd, Highland, NY 12719 | MLS# 929416 | Listing updated on 2026-08-02

Photo 2 of Sale Pending at 90 Hillside Rd, Highland, NY 12719 | MLS# 929416 | Listing updated on 2026-08-02

$515,000

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3Bds

1Ba

1,808sqft

Sale Pending

90 Hillside Rd, Highland, NY 12719

Payne Team Llc

Photo 3 of Sale Pending at 39 Hartung Rd, Highland Lake, NY 12743 | MLS# 998011 | Listing updated on 2026-07-16

Photo 1 of Sale Pending at 39 Hartung Rd, Highland Lake, NY 12743 | MLS# 998011 | Listing updated on 2026-07-16

Photo 2 of Sale Pending at 39 Hartung Rd, Highland Lake, NY 12743 | MLS# 998011 | Listing updated on 2026-07-16

$119,000

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3Bds

1Ba

720sqft

Sale Pending

39 Hartung Rd, Highland Lake, NY 12743

Century 21 Geba Realty

Photo 3 of Single family home for sale at 11 Fairway Dr, Highland Lake, NY 12743 | MLS# 994193 | Listing updated on 2026-07-08

Photo 1 of Single family home for sale at 11 Fairway Dr, Highland Lake, NY 12743 | MLS# 994193 | Listing updated on 2026-07-08

Photo 2 of Single family home for sale at 11 Fairway Dr, Highland Lake, NY 12743 | MLS# 994193 | Listing updated on 2026-07-08

$529,000

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3Bds

2Ba

2,354sqft

Single family home for sale

11 Fairway Dr, Highland Lake, NY 12743

Payne Team Llc

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No. of Homes

Single Family Homes for Sale in Highland Town

Homes With Acreage in Highland Town

Homes for Sale in Highland Town With AC

Ranch Homes for Sale in Highland Town

Historic Homes for Sale Highland Town

Waterfront Houses for Sale in Highland Town

Land for Sale in Highland Town

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Patio Homes for Sale in Highland Town

Houses for Sale in Highland Town With Pool

Multi Family Homes for Sale in Highland Town

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Manufactured Homes for Sale in Highland Town

Duplex Homes for Sale in Highland Town

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1 Bedroom Homes for Sale in Highland Town, NY

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Based on information from OneKey MLS, through Oct 8, 2026, 11:01 AM. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.