5 Bedroom Homes for Sale in Dutchess County, NY

price
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1-41 of 99 Homes
5+ beds
$2,725,000 | 26 Mountain Farm Road, Millerton, NY 12546
1/23
Listed By Compass

$2,725,000

5
Bedrooms
7,690
Square Feet
21.9
Acres

26 Mountain Farm Road, Millerton, NY 12546

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Listings are only private online. All buyers & agents can access in our offices or by contacting Compass.
$11,500,000 | 129 West Meadow Lane, Millbrook, NY 12545
1/33
Listed By Compass

$11,500,000

5
Bedrooms
6,054
Square Feet
130.86
Acres

129 West Meadow Lane, Millbrook, NY 12545

$1,900,000 | 5020 Highway 9G, Tivoli, NY 12583
1/48
Listed By Compass

$1,900,000

6
Bedrooms
3,687
Square Feet
34.84
Acres

5020 Highway 9G, Tivoli, NY 12583

$2,150,000 | 33 Davis Street, Beacon, NY 12508
1/56

Listing Courtesy of Houlihan Lawrence, Inc.; Houlihan Lawrence Inc.

Open: 6/14 12:00PM - 02:00PMNew

$2,150,000

5
Bedrooms
3,523
Square Feet
0.19
Acres

33 Davis Street, Beacon, NY 12508

$1,300,000 | 64 South Quaker Hill Road, Pawling, NY 12564
1/41

Listing Courtesy of McGrath Realty Inc

Open: 6/14 12:00PM - 02:00PMNew

$1,300,000

5
Bedrooms
4,248
Square Feet
24.53
Acres

64 South Quaker Hill Road, Pawling, NY 12564

$1,975,000 | 565 Highway 308, Rhinebeck, NY 12572
1/25

Listing Courtesy of Rouse + Co Real Estate, LLC

$1,975,000

5
Bedrooms
3,140
Square Feet
12.22
Acres

565 Highway 308, Rhinebeck, NY 12572

$859,000 | 6 Country Club Road, Hopewell Junction, NY 12533
1/50

Listing Courtesy of Eleven Real Estate Group Inc.

$859,000

5
Bedrooms
4,058
Square Feet
1.45
Acres

6 Country Club Road, Hopewell Junction, NY 12533

$599,000 | 51 Worrall Avenue, Poughkeepsie, NY 12603
1/22

Listing Courtesy of BHHS Hudson Valley Properties

$599,000

5
Bedrooms
Unavailable
Square Feet
0.08
Acres

51 Worrall Avenue, Poughkeepsie, NY 12603

$1,250,000 | 303 Hicks Hill Road, Stanfordville, NY 12581
1/43

Listing Courtesy of Staley Real Estate, LLC

$1,250,000

5
Bedrooms
2,482
Square Feet
87.88
Acres

303 Hicks Hill Road, Stanfordville, NY 12581

$1,350,000 | 750 Highway 292, Holmes, NY 12531
1/50

Listing Courtesy of BHHS Hudson Valley Properties

$1,350,000

11
Bedrooms
Unavailable
Square Feet
3.8
Acres

750 Highway 292, Holmes, NY 12531

$419,900 | 23 Virginia, Poughkeepsie, NY 12601
1/18

Listing Courtesy of BHHS Hudson Valley Properties

$419,900

5
Bedrooms
Unavailable
Square Feet
0.17
Acres

23 Virginia, Poughkeepsie, NY 12601

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

Listing Courtesy of Ally Realty

$1,150,000

6
Bedrooms
3,155
Square Feet
0.53
Acres

121 Old Glenham Road, Fishkill, NY 12524

$895,000 | 121 Andrews Road, LaGrangeville, NY 12540
1/50

Listing Courtesy of Houlihan Lawrence Inc.

$895,000

6
Bedrooms
3,260
Square Feet
5.5
Acres

121 Andrews Road, LaGrangeville, NY 12540

a view of a yard
1/19

Listing Courtesy of KW MidHudson

$3,200,000

8
Bedrooms
8,928
Square Feet
34.03
Acres

4-8 Donlo Drive, Fishkill, NY 12524

a view of a house with backyard and sitting area
1/4

Listing Courtesy of BHHS Hudson Valley Properties

$2,850,000

5
Bedrooms
4,500
Square Feet
2.7
Acres

39 Mountain Lane, Beacon, NY 12508

a view of a house with a yard and potted plants
1/30

Listing Courtesy of Houlihan Lawrence Inc.

$675,000

5
Bedrooms
2,836
Square Feet
3
Acres

956 Pumpkin Lane, Clinton Corners, NY 12514

a view of a house with a small window
1/34

Listing Courtesy of Four Seasons Sotheby's Int.

$790,000

5
Bedrooms
2,906
Square Feet
0.84
Acres

420 Rhinecliff Road, Rhinebeck, NY 12572

$790,000 | 420 Rhinecliff Road, Rhinebeck, NY 12572
1/34

Listing Courtesy of Four Seasons Sotheby's Int.

$790,000

5
Bedrooms
3
Bathrooms
2,906
Square Feet
0.84
Acres

420 Rhinecliff Road, Rhinebeck, NY 12572

$3,850,000 | 52 Pells Road, Rhinebeck, NY 12572
1/28

Listing Courtesy of Four Seasons Sothebys Intl

$3,850,000

7
Bedrooms
6,089
Square Feet
14.75
Acres

52 Pells Road, Rhinebeck, NY 12572

$1,120,000 | 33 Cliff Street, Beacon, NY 12508
1/48

Listing Courtesy of KW MidHudson

$1,120,000

5
Bedrooms
2,363
Square Feet
0.23
Acres

33 Cliff Street, Beacon, NY 12508

a car parked in front of a building
1/48

Listing Courtesy of Century 21 Alliance Realty Grp

$730,000

5
Bedrooms
3,444
Square Feet
0.38
Acres

12 South Parsonage Street, Rhinebeck, NY 12572

a front view of a house with a yard and trees
1/17

Listing Courtesy of Real Broker NY LLC

$375,000

6
Bedrooms
1,932
Square Feet
0.08
Acres

12 May Street, Poughkeepsie, NY 12603

$449,999 | 33 Manitou Avenue, Poughkeepsie, NY 12603
1/15

Listing Courtesy of eXp Realty

$449,999

6
Bedrooms
Unavailable
Square Feet
0.08
Acres

33 Manitou Avenue, Poughkeepsie, NY 12603

a brick house with a small yard and a large window
1/26

Listing Courtesy of Century 21 Hudson Valley Rlty.

$549,000

7
Bedrooms
Unavailable
Square Feet
0.18
Acres

152 Cannon Street, Poughkeepsie, NY 12601

an aerial view of a house with a big yard and large trees
1/59

Listing Courtesy of Corcoran Country Living

$1,675,000

5
Bedrooms
6,498
Square Feet
3.04
Acres

1429 Jackson Corners Road, Red Hook, NY 12571

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

Listing Courtesy of Serhant LLC

$5,000,000

8
Bedrooms
15,000
Square Feet
25.5
Acres

618 Quaker Hill Road, Pawling, NY 12564

a view of a house with a yard and garage
1/25

Listing Courtesy of KW MidHudson

$350,000

6
Bedrooms
Unavailable
Square Feet
0.07
Acres

95 Cannon Street, Poughkeepsie, NY 12601

a house view with a garden space
1/38

Listing Courtesy of Coldwell Banker Realty

$600,000

5
Bedrooms
2,504
Square Feet
3
Acres

31 South White Rock Road, Holmes, NY 12531

$599,000 | 42 Yates Boulevard, Poughkeepsie, NY 12601
1/50

Listing Courtesy of BHHS Hudson Valley Properties

$599,000

5
Bedrooms
5,637
Square Feet
1.1
Acres

42 Yates Boulevard, Poughkeepsie, NY 12601

$699,000 | 8 Fox Terrace, Poughkeepsie, NY 12603
1/32

Listing Courtesy of Coldwell Banker Realty

$699,000

40
Bedrooms
3,774
Square Feet
0.11
Acres

8 Fox Terrace, Poughkeepsie, NY 12603

$625,000 | 7 Ridgewood Terrace, Poughkeepsie, NY 12603
1/46

Listing Courtesy of BHHS Hudson Valley Properties

$625,000

6
Bedrooms
3,164
Square Feet
0.58
Acres

7 Ridgewood Terrace, Poughkeepsie, NY 12603

$4,499,000 | 1198 Highway 82, Hopewell Junction, NY 12533
1/18

Listing Courtesy of Four Seasons Sothebys Intl

$4,499,000

6
Bedrooms
5,088
Square Feet
165.17
Acres

1198 Highway 82, Hopewell Junction, NY 12533

a front view of house with yard and green space
1/40

Listing Courtesy of K. Fortuna Realty, Inc.

$975,000

5
Bedrooms
4,531
Square Feet
2.2
Acres

10 Quail Ridge Road, Hyde Park, NY 12538

a front view of a house with a garden and tree
1/37

Listing Courtesy of Houlihan Lawrence Inc.

$975,000

5
Bedrooms
1,960
Square Feet
3.92
Acres

37 Sheffield Road, Amenia, NY 12501

a garden with lots of trees and flowers
1/45

Listing Courtesy of Houlihan Lawrence Inc.

$3,750,000

7
Bedrooms
6,138
Square Feet
114.31
Acres

151 Benson Hill Road, Wassaic, NY 12592

an aerial view of a city
1/4

Listing Courtesy of K. Fortuna Realty, Inc.

$700,000

9
Bedrooms
3,828
Square Feet
0.07
Acres

50 Academy Street, Poughkeepsie, NY 12601

$499,000 | 13 Tree Top Lane, Poughkeepsie, NY 12603
1/40

Listing Courtesy of BHHS Hudson Valley Properties

$499,000

5
Bedrooms
2,706
Square Feet
0.4
Acres

13 Tree Top Lane, Poughkeepsie, NY 12603

$1,143,000 | 13 Chestnut Street, Hopewell Junction, NY 12533
1/50

Listing Courtesy of BHHS Hudson Valley Properties

$1,143,000

5
Bedrooms
6,326
Square Feet
0.63
Acres

13 Chestnut Street, Hopewell Junction, NY 12533

$589,000 | 7 Hujay Terrace, Wappingers Falls, NY 12590
1/41

Listing Courtesy of eXp Realty

Virtual Tour

$589,000

5
Bedrooms
2,180
Square Feet
0.94
Acres

7 Hujay Terrace, Wappingers Falls, NY 12590

a view of a house with a yard
1/2

Listing Courtesy of K. Fortuna Realty, Inc.

$569,900

5
Bedrooms
Unavailable
Square Feet
1.2
Acres

1221 Highway 9G, Hyde Park, NY 12538

$365,000 | 83 Albany Street, Poughkeepsie, NY 12601
1/21

Listing Courtesy of Hudson Property Services, LLC

$365,000

5
Bedrooms
Unavailable
Square Feet
0.17
Acres

83 Albany Street, Poughkeepsie, NY 12601

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