2 Bedroom Homes for Sale in Windham, NY

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1-60 of 86 Homes
2+ beds
$2,250,000 | 33 Cuomo's Cove Road, Windham, NY 12496

Listing Courtesy of Atelier WM LLC; Corcoran Country Living

New

$2,250,000

5
Bedrooms
5,060
Square Feet
2.79
Acres

33 Cuomo's Cove Road, Windham, NY 12496

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$549,000 | 16 Hickory Hill Road, Windham, NY 12496
1/39

Listing Courtesy of Shaw Country Realty, Inc.

New

$549,000

3
Bedrooms
2,250
Square Feet
1.13
Acres

16 Hickory Hill Road, Windham, NY 12496

$2,500,000 | 75 Beaver Hill Road, Windham, NY 12496
1/35

Listing Courtesy of Venture Fox Realty Group

$2,500,000

4
Bedrooms
5,055
Square Feet
2
Acres

75 Beaver Hill Road, Windham, NY 12496

$1,950,000 | 22 Club Road, Windham, NY 12496
1/41

Listing Courtesy of Brainard Ridge Management

$1,950,000

4
Bedrooms
3,400
Square Feet
0.45
Acres

22 Club Road, Windham, NY 12496

$379,000 | 117 Maplecrest Road, Windham, NY 12439
1/31

Listing Courtesy of Coldwell Banker Village GreenW

$379,000

4
Bedrooms
1,414
Square Feet
0.5
Acres

117 Maplecrest Road, Windham, NY 12439

$6,500,000 | 226 Highway 296, Windham, NY 12496
1/47

Listing Courtesy of Atelier WM LLC

$6,500,000

16
Bedrooms
10,000
Square Feet
14.4
Acres

226 Highway 296, Windham, NY 12496

a front view of a house with a yard and garage
1/12

Listing Courtesy of Shaw Country Realty, Inc.

$499,000

2
Bedrooms
1,122
Square Feet
1.4
Acres

183 South Street, Windham, NY 12496

a view of a house with a backyard
1/32

Listing Courtesy of Bunce Realty

$210,000

2
Bedrooms
1,107
Square Feet
3
Acres

684 County Route 56, Maplecrest, NY 12454

a front view of a house with a garden
1/50

Listing Courtesy of Windstar Realty Group, LLC

$1,599,000

5
Bedrooms
4,056
Square Feet
0.34
Acres

5433 Highway 23, Windham, NY 12496

$2,050,000 | 13 Stonewall Lane, Windham, NY 12496
1/40

Listing Courtesy of Douglas Elliman Real Estate

$2,050,000

5
Bedrooms
3,150
Square Feet
0.04
Acres

13 Stonewall Lane, Windham, NY 12496

$1,800,000 | 26 Stonewall Lane, Windham, NY 12496
1/41

Listing Courtesy of Douglas Elliman Real Estate

$1,800,000

4
Bedrooms
2,770
Square Feet
0.04
Acres

26 Stonewall Lane, Windham, NY 12496

$119,600 | 366 Highway 296, Windham, NY 12439
1/8

REALHome Services & Solutions • MLS #S1704723

$119,600

3
Bedrooms
1,456
Square Feet
0.5
Acres

366 Highway 296, Windham, NY 12439

$1,330,000 | 305 Mitchell Hollow Road, Windham, NY 12496
1/42

Listing Courtesy of Four Seasons Sotheby's Int.

$1,330,000

4
Bedrooms
4,280
Square Feet
1.36
Acres

305 Mitchell Hollow Road, Windham, NY 12496

a view of a house with a garden
1/60

Listing Courtesy of Bunce Realty

$399,000

4
Bedrooms
1,717
Square Feet
0.02
Acres

274 County Road 65, Unit 89, Hensonville, NY 12439

$240,000 | 45 Quads Way, Unit 45, Windham, NY 12496
1/23

Listing Courtesy of Gallagher & Company

$240,000

2
Bedrooms
1,008
Square Feet

45 Quads Way, Unit 45, Windham, NY 12496

$299,000 | 135 Route 40 Windham Ny 12496, Hensonville, NY 12439
1/21

Listing Courtesy of Dugo Realty

$299,000

3
Bedrooms
1,040
Square Feet
0.5
Acres

135 Route 40 Windham Ny 12496, Hensonville, NY 12439

a aerial view of a house with swimming pool next to a yard
1/77

Listing Courtesy of Coldwell Banker Village GreenW

Virtual Tour

$949,000

3
Bedrooms
2,236
Square Feet
5.2
Acres

89 Sky Hill Road, Windham, NY 12496

a front view of a house with garden
1/13

Listing Courtesy of Shaw Country Realty, Inc.

$199,000

2
Bedrooms
893
Square Feet

394 Highway 296, Unit 3, Hensonville, NY 12439

$349,900 | 2635 County Road 10, Windham, NY 12496
1/20

Listing Courtesy of Greene County Realty

$349,900

2
Bedrooms
1,008
Square Feet
2.01
Acres

2635 County Road 10, Windham, NY 12496

a front view of a house with a yard
1/20

Listing Courtesy of Venture Fox Realty Group

$599,000

2
Bedrooms
1,204
Square Feet
5.01
Acres

406 Campbell Road, Windham, NY 12496

a front view of a house with swimming pool and porch
1/71

Listing Courtesy of Coldwell Banker Village GreenW

Virtual Tour

$1,275,000

3
Bedrooms
1,506
Square Feet

11 Whisper Creek Drive, Unit 301B, Windham, NY 12496

$899,000 | 5628 Highway 23, Windham, NY 12496
1/49

Windstar Realty Group LLC • MLS #R1697474

$899,000

6
Bedrooms
3,080
Square Feet
4.2
Acres

5628 Highway 23, Windham, NY 12496

$665,000 | 37 Cambridge Heights Road, Windham, NY 12496
1/79

Listing Courtesy of Bunce Realty

$665,000

3
Bedrooms
2,640
Square Feet
1.3
Acres

37 Cambridge Heights Road, Windham, NY 12496

a front view of a house with garden
1/43

Listing Courtesy of Bunce Realty

$479,000

3
Bedrooms
1,652
Square Feet
2
Acres

177 Mill Street, Windham, NY 12496

$464,000 | 10 Vets Road, Windham, NY 12496
1/55

Listing Courtesy of Bunce Realty

$464,000

6
Bedrooms
2,251
Square Feet
0.23
Acres

10 Vets Road, Windham, NY 12496

a front view of a house with garden
1/56

Listing Courtesy of Bunce Realty

$598,000

3
Bedrooms
1,718
Square Feet
0.38
Acres

320 Highway 296, Windham, NY 12439

$335,000 | 274 County Route 65 Route, Unit 68, Windham, NY 12496
1/33

Listing Courtesy of Gallagher & Company

$335,000

2
Bedrooms
1,295
Square Feet
0.02
Acres

274 County Route 65 Route, Unit 68, Windham, NY 12496

a bathroom with a double vanity sink and mirror
1/27

Listing Courtesy of Kennedy L I Realty

$565,000

5
Bedrooms
Unavailable
Square Feet
0.76
Acres

96 56th, Windham, NY 12496

a front view of a house with a yard
1/58

Listing Courtesy of Houlihan Lawrence Inc.

$3,649,000

5
Bedrooms
5,532
Square Feet
0.3
Acres

6 White Way, Windham, NY 12496

a front view of a house with a yard
1/29

Listing Courtesy of Welch Realty Inc.

$399,000

4
Bedrooms
1,227
Square Feet
0.48
Acres

5044 Highway 23, Windham, NY 12496

$335,000 | 110-2 Highridge Road, Windham, NY 12439
1/48

Listing Courtesy of Bunce Realty

$335,000

3
Bedrooms
1,464
Square Feet
0.32
Acres

110-2 Highridge Road, Windham, NY 12439

$297,000 | 504 County Route 40, Hensonville, NY 12439
1/22

Listing Courtesy of RE/MAX Capital

$297,000

2
Bedrooms
1,040
Square Feet
0.34
Acres

504 County Route 40, Hensonville, NY 12439

$895,000 | 2074-2080 County Road 10, Windham, NY 12496
1/63

Listing Courtesy of Windstar Realty Group, LLC

$895,000

3
Bedrooms
1,922
Square Feet
11.61
Acres

2074-2080 County Road 10, Windham, NY 12496

$790,000 | 97 Clarence D Lane Road, Unit D, Windham, NY 12496
1/36

Listing Courtesy of Windstar Realty Group, LLC

$790,000

4
Bedrooms
2,112
Square Feet
0.06
Acres

97 Clarence D Lane Road, Unit D, Windham, NY 12496

$407,000 | 274 Brooksburg Road, Unit 35, Hensonville, NY 12439
1/29

Listing Courtesy of RE/MAX Capital

$407,000

4
Bedrooms
2,058
Square Feet
0.02
Acres

274 Brooksburg Road, Unit 35, Hensonville, NY 12439

a front view of a building
1/7

Listing Courtesy of Shaw Country Realty, Inc.

$689,000

5
Bedrooms
Unavailable
Bathrooms
2,500
Square Feet
0.24
Acres

5355 Highway 23, Windham, NY 12496

$320,000 | 69 Windham Ridge Road, Unit 16F, Windham, NY 12496
1/28

Listing Courtesy of Re Max Capital

$320,000

3
Bedrooms
3
Bathrooms
1,520
Square Feet
0.03
Acres

69 Windham Ridge Road, Unit 16F, Windham, NY 12496

a front view of a house with a yard
1/42
Listed By Compass

$315,000

2
Bedrooms
1,542
Square Feet
1
Acres

689 Old Road, Windham, NY 12496

a front view of a house with garden
1/25

Listing Courtesy of Realmart Realty, LLC

$409,000

3
Bedrooms
3,683
Square Feet
5.09
Acres

2914 Route 10 Windham Ny 12496, Windham, NY 12496

$269,000 | 45 Windham Ridge Road, Unit C, Windham, NY 12496
1/16

Howard Hanna • MLS #R1682752

$269,000

2
Bedrooms
1,058
Square Feet

45 Windham Ridge Road, Unit C, Windham, NY 12496

a house view with a garden space
1/48

Listing Courtesy of Coldwell Banker Village GreenW

Virtual Tour

$389,000

2
Bedrooms
1,392
Square Feet
0.06
Acres

21 French Park Court, Unit 7B, Windham, NY 12496

a house view with a garden space
1/52

Listing Courtesy of Coldwell Banker Village GreenW

Virtual Tour

$547,000

3
Bedrooms
1,376
Square Feet
2.7
Acres

591-587 County Road 56, Windham, NY 12454

$565,000 | 96 56th, Windham, NY 12496
1/30

Listing Courtesy of Kennedy L I Realty

$565,000

5
Bedrooms
Unavailable
Square Feet
0.76
Acres

96 56th, Windham, NY 12496

$799,000 | 5429 Highway 23, Windham, NY 12496
1/31

Listing Courtesy of Shaw Country Realty, Inc.

$799,000

6
Bedrooms
2,468
Square Feet
0.04
Acres

5429 Highway 23, Windham, NY 12496

a view of a house with a backyard
1/34

Listing Courtesy of Coldwell Banker Village GreenW

Virtual Tour

$319,000

2
Bedrooms
1,238
Square Feet
0.07
Acres

55 Windham Ridge Road, Unit 15H, Windham, NY 12496

$699,000 | 24 Case Road, Windham, NY 12496
1/44

Listing Courtesy of Brainard Ridge Management

$699,000

4
Bedrooms
3,292
Square Feet
8.68
Acres

24 Case Road, Windham, NY 12496

$684,000 | 134 Magda Lane, Ashland, NY 12496
1/41

Listing Courtesy of Shaw Country Realty, Inc.

$684,000

5
Bedrooms
2,640
Square Feet
5.5
Acres

134 Magda Lane, Ashland, NY 12496

$564,000 | 49 Chase Drive, Hensonville, NY 12439
1/52

Listing Courtesy of Coldwell Banker Village GreenW

$564,000

6
Bedrooms
3
Bathrooms
1,680
Square Feet
0.59
Acres

49 Chase Drive, Hensonville, NY 12439

$789,000 | 559 Case Road, Ashland, NY 12496
1/33

Listing Courtesy of Iaquinta Premier Properties

$789,000

6
Bedrooms
4,368
Square Feet
7.77
Acres

559 Case Road, Ashland, NY 12496

a front view of a house with a yard
1/97

Listing Courtesy of Coldwell Banker Village GreenW

Virtual Tour

$1,349,000

4
Bedrooms
3,977
Square Feet
5.01
Acres

78 Buckskin Loop, Windham, NY 12496

a view of a house with backyard and patio
1/47

Listing Courtesy of Coldwell Banker Village GreenW

Virtual Tour

$749,000

4
Bedrooms
2,088
Square Feet
2.2
Acres

93 Maplewood Avenue, Windham, NY 12496

$575,000 | 149 Peck Road, Windham, NY 12454
1/37

Listing Courtesy of Gilcrest Properties

$575,000

3
Bedrooms
3
Bathrooms
1,545
Square Feet
5.2
Acres

149 Peck Road, Windham, NY 12454

$227,900 | 41 Quads Way, Unit 41, Windham, NY 12496
1/29

Listing Courtesy of RHR Realty Group

$227,900

2
Bedrooms
1,008
Square Feet

41 Quads Way, Unit 41, Windham, NY 12496

a view of a house with a big yard and large trees
1/22

Listing Courtesy of Real Broker NY LLC

$285,000

3
Bedrooms
1,446
Square Feet
0.5
Acres

542 Mitchell Hollow Road, Windham, NY 12496

a view of a house with a yard covered in snow
1/44

Listing Courtesy of Coldwell Banker Village GreenW

Virtual Tour

$449,000

4
Bedrooms
1,808
Square Feet
3.4
Acres

97 Carrington Road, Windham, NY 12496

a picture of city view
1/55

Listing Courtesy of Coldwell Banker Timberland

$575,000

7
Bedrooms
3,485
Square Feet
7.2
Acres

200-212 County Road 40, Windham, NY 12439

$269,000 | 5359 Main Street, Unit 2H, Windham, NY 12496
1/22

Listing Courtesy of Shaw Country Realty, Inc.

$269,000

2
Bedrooms
838
Square Feet

5359 Main Street, Unit 2H, Windham, NY 12496

$319,000 | 44 Loo Bridge Lane, Unit 14B, Windham, NY 12496
1/29

Listing Courtesy of Brainard Ridge Management

$319,000

2
Bedrooms
1,211
Square Feet
0.04
Acres

44 Loo Bridge Lane, Unit 14B, Windham, NY 12496

a view of a small white house
1/4

Listing Courtesy of Shaw Country Realty, Inc.

$799,000

3
Bedrooms
2,118
Square Feet
1.5
Acres

69 County Road 32C, Windham, NY 12496

$247,985 | 107 Route 40 Road, Hensonville, NY 12439
1/22

Listing Courtesy of RHR Realty Group

$247,985

2
Bedrooms
800
Square Feet
0.46
Acres

107 Route 40 Road, Hensonville, NY 12439

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