Homes with Pools for Sale in Dutchess County, NY

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ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
A Peaceful Retreat Just Minutes from It All Set on over 2.5 acres of picturesque countryside, this spacious 2,000 sq. ft. home blends rural charm with modern convenience. Inside, you’ll find a bright eat-in kitchen, 3 comfortable bedrooms, an office or flex space, and 2 full bathrooms. The full basement and attached two-car garage offers potential for storage, projects and other possibilities . Surrounded by active farmland and close to Poughkeepsie, Eastdale, and Rhinebeck, this is where tranquility meets accessibility. AR4 ZONING (no further subdivision of the property).

$435,000

3 beds2 baths2,000 sq ft

1 Peach Rd, Poughkeepsie, NY 12601

Full basement • Active farmland • 2.59 acre lot

Listing by BHHS Hudson Valley Properties

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
Stunning Setting on Scenic Grape Hollow Road. Privately set on over 3 acres along a Designated Scenic Road, this charming Farmhouse/Cape blends country tranquility with inviting modern comfort. Beautifully maintained and freshly painted move-in condition, the home welcomes you with wide plank wood floors, oversized windows, and a bright, airy feel throughout. The kitchen, featuring a brick fireplace, opens directly to the backyard wonderful for summer entertaining or cozy winter evenings. A sun-filled living room and a charming dining room offer wonderful spaces for gathering. A first-floor home office with sliding door leads to the back porch. Upstairs, the primary suite features a full ba

$750,000

4 beds2.5 baths2,555 sq ft

331 Grape Hollow Rd, Holmes, NY 12531

3.22 acre lot • Built 1992 • Listed 15 days

Listing by Douglas Elliman Real Estate

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
New Price Exceptional Value in Van Wyck Meadows. Welcome to your new home! This beautifully updated residence offers the perfect blend of comfort and style, featuring three spacious bedrooms and two and a half bathrooms. With modern finishes and thoughtful upgrades throughout. 3 generously sized bedrooms provide ample space for relaxation and privacy, 2.5 bathrooms, including a convenient half-bath for guests. Enjoy stunning, updated hardwood floors that flow seamlessly throughout the main living areas, adding warmth and elegance to the home. The modern kitchen is a chef’s dream, complete with beautiful tile flooring, sleek Corian countertops—designer kitchen table with granite

$524,950

3 beds2.5 baths1,967 sq ft

733 Huntington Dr, Fishkill, NY 12524

Corian countertops • Tile flooring • Modern kitchen

Listing by K. Fortuna Realty, Inc.

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
Don't Miss This Opportunity To Own A Five Bedroom, Three Bath Home On A Quiet Cul-De-Sac In The Town Of Lagrange. Plenty Of Room For Your Family And Extended Family Members, Are In This 3 Level Colonial, Located In The Sought After Arlington School District And Just A 5 Minute Drive To The TSP. Cozy Around The Fireplace In The Family Room While Overlooking The Children Play In The Private, Level Backyard. Family Or Social Gatherings Can Appear Inviting In The Spacious Formal Living And Dining Rooms With The Added Bonus Of A Three Seasons Porch. Purchasing This Home May Insure That Your Comfort And Convenience Can Be Satisfied And Maintained, As Roof & Gutters Are 3 Years Old, New Furn

$503,000

5 beds2.5 baths2,128 sq ft

3 Manor Dr W, Poughkeepsie, NY 12603

Quiet cul-de-sac • Three seasons porch • B-dry system

Listing by Century 21 Hudson Valley Rlty.

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
This home is situated on a beautiful parcel of land where the only sound you'll hear is the wind whispering through the trees. Peace is apparent the second you arrive. Plenty of space to roam your wooded lot and yard. A wood shed, with electric service, several outbuildings and a cabin are also on the property but are not safe to enter. Possible artist shop potential for at least one. Some TLC to them and the patio will bring years of enjoyment. The home may require cosmetics such as a scrape and paint on some of the wood siding, but a new, very efficient System 2000 furnace was installed recently, as well as new pipes to replace old ones, a newer well pump, and owned water softener system

$350,000

3 beds1.5 baths2,035 sq ft

62 Ernest Rd, Stanfordville, NY 12581

Wood shed • Wooded lot • New well pump

Listing by KW MidHudson

Property at 72 Harrigan Rd, Hopewell Junction, NY 12533, 3 beds, 2 baths

$449,900

3 beds2 baths1,686 sq ft

72 Harrigan Rd, Hopewell Junction, NY 12533

Listing by Tassone Realty Corp.

Property at 9 Apple Smt, Lagrangeville, NY 12540, 4 beds, 3.5 baths

$849,000

4 beds3.5 baths5,401 sq ft

9 Apple Smt, Lagrangeville, NY 12540

Listing by BHHS Hudson Valley Properties

Property at 11 Square Woods Dr, Lagrangeville, NY 12540, 4 beds, 2.5 baths

$560,000

4 beds2.5 baths3,460 sq ft

11 Square Woods Dr, Lagrangeville, NY 12540

Listing by K. Fortuna Realty, Inc.

Property at 1 Mountainview Rd, Fishkill, NY 12524, 3 beds, 2 baths

$519,000

3 beds2 baths1,694 sq ft

1 Mountainview Rd, Fishkill, NY 12524

Listing by KW MidHudson

Property at 20 Lor Mar Ct, Wappingers Falls, NY 12590, 3 beds, 2.5 baths

$499,000

3 beds2.5 baths2,028 sq ft

20 Lor Mar Ct, Wappingers Falls, NY 12590

Listing by BHHS Hudson Valley Properties

Property at 634 Route 82, Hopewell Junction, NY 12533, 3 beds, 2 baths

$450,000

3 beds2 baths1,676 sq ft

634 Route 82, Hopewell Junction, NY 12533

Listing by KW MidHudson

Property at 17 Tamarack Hill Dr, Poughkeepsie, NY 12603, 3 beds, 2 baths

$489,000

3 beds2 baths2,072 sq ft

17 Tamarack Hill Dr, Poughkeepsie, NY 12603

Listing by Redfin Real Estate

Property at 2696 Route 52, Hopewell Junction, NY 12533, 3 beds, 3 baths

$535,000

3 beds3 baths2,357 sq ft

2696 Route 52, Hopewell Junction, NY 12533

Listing by Century 21 Alliance Rlty Group

Property at 1098 292 Rte, Holmes, NY 12531, 3 beds, 3 baths

$710,000

3 beds3 baths1,680 sq ft

1098 292 Rte, Holmes, NY 12531

Listing by BHHS Hudson Valley Properties

Property at 8 Mockingbird Ln, Poughkeepsie, NY 12601, 3 beds, 2 baths

$375,000

3 beds2 baths1,682 sq ft

8 Mockingbird Ln, Poughkeepsie, NY 12601

Listing by Krakower Realty, Ltd.

Property at 65 Worrall Ave, Poughkeepsie, NY 12603, 4 beds, 2 baths

$399,000

4 beds2 baths1,350 sq ft

65 Worrall Ave, Poughkeepsie, NY 12603

Listing by United RE Hudson Valley Edge

Property at 59 Spy Glass Hl, Hopewell Junction, NY 12533, 4 beds, 4.5 baths

$1,150,000

4 beds4.5 baths6,124 sq ft

59 Spy Glass Hl, Hopewell Junction, NY 12533

Listing by KW MidHudson

Property at 453 Pine Hill Rd, Pleasant Valley, NY 12569, 2 beds, 1 bath

$239,000

2 beds1 bath846 sq ft

453 Pine Hill Rd, Pleasant Valley, NY 12569

Listing by KW MidHudson

Property at 83 Sunny Ln, Stormville, NY 12582, 3 beds, 2.5 baths

$649,999

3 beds2.5 baths2,180 sq ft

83 Sunny Ln, Stormville, NY 12582

Listing by Keller Williams Realty

Property at 26 Miller Dr, Hopewell Junction, NY 12533, 3 beds, 2.5 baths

$525,000

3 beds2.5 baths1,790 sq ft

26 Miller Dr, Hopewell Junction, NY 12533

Listing by Compass Greater NY, LLC

Property at 60 Cherry Ln, Stormville, NY 12582, 2 beds, 1 bath

$199,900

2 beds1 bath861 sq ft

60 Cherry Ln, Stormville, NY 12582

Listing by BHHS Hudson Valley Properties

Property at 104 Susan Dr, Poughquag, NY 12570, 3 beds, 2 baths

$459,000

3 beds2 baths1,700 sq ft

104 Susan Dr, Poughquag, NY 12570

Listing by eXp Realty

Property at 2203 Mulberry Ct, Poughkeepsie, NY 12603, 3 beds, 1.5 baths

$299,000

3 beds1.5 baths1,252 sq ft

2203 Mulberry Ct, Poughkeepsie, NY 12603

Listing by eXp Realty

Property at 723 Beekman Rd #32, Beekman, NY 12533, 3 beds, 2 baths

$85,000

3 beds2 baths960 sq ft

723 Beekman Rd #32, Beekman, NY 12533

Listing by RE/MAX Town & Country

Property at 78 Star Mill Rd, Fishkill, NY 12524, 3 beds, 2.5 baths

$525,000

3 beds2.5 baths1,914 sq ft

78 Star Mill Rd, Fishkill, NY 12524

Listing by Century 21 Alliance Rlty Group

Property at 736 Regency Dr, Fishkill, NY 12524, 1 bed, 2 baths

$499,000

1 bed2 baths1,543 sq ft

736 Regency Dr, Fishkill, NY 12524

Listing by BHHS Hudson Valley Properties

Property at 13 Baldwin Dr, Wappingers Falls, NY 12590, 3 beds, 2 baths

$475,000

3 beds2 baths1,852 sq ft

13 Baldwin Dr, Wappingers Falls, NY 12590

Listing by Century 21 Alliance Rlty Group

Property at 20 Tiger Rd, Hopewell Junction, NY 12533, 3 beds, 1 bath

$350,000

3 beds1 bath960 sq ft

20 Tiger Rd, Hopewell Junction, NY 12533

Listing by Century 21 Alliance Rlty Group

Property at 95 Washington Ave, Beacon, NY 12508, 3 beds, 3 baths

$725,000

3 beds3 baths1,630 sq ft

95 Washington Ave, Beacon, NY 12508

Listing by Houlihan Lawrence Inc.

Property at 107 Noxon Rd, Poughkeepsie, NY 12603, 3 beds, 2 baths

$399,000

3 beds2 baths1,738 sq ft

107 Noxon Rd, Poughkeepsie, NY 12603

Listing by eXp Realty

Property at 16 Woodcrest Dr, Hopewell Junction, NY 12533, 4 beds, 2.5 baths

$579,000

4 beds2.5 baths2,328 sq ft

16 Woodcrest Dr, Hopewell Junction, NY 12533

Listing by BHHS Hudson Valley Properties

Property at 91 Velie Rd, Lagrangeville, NY 12540, 3 beds, 1.5 baths

$479,900

3 beds1.5 baths1,648 sq ft

91 Velie Rd, Lagrangeville, NY 12540

Listing by eXp Realty

Property at 5 Juniper Way, Wappingers Falls, NY 12590, 4 beds, 3.5 baths

$747,000

4 beds3.5 baths3,885 sq ft

5 Juniper Way, Wappingers Falls, NY 12590

Listing by Exit Realty Connections

Property at 126-128 Washington Ave, Beacon, NY 12508, 6 beds, 3 baths

$630,000

6 beds3 baths2,240 sq ft

126-128 Washington Ave, Beacon, NY 12508

Listing by Howard Hanna Rand Realty

Property at 39 W Pine Rd, Staatsburg, NY 12580, 2 beds, 1 bath

$329,000

2 beds1 bath1,017 sq ft

39 W Pine Rd, Staatsburg, NY 12580

Listing by K. Fortuna Realty, Inc.

Property at 327 Hynes Rd, Poughquag, NY 12570, 4 beds, 2.5 baths

$875,000

4 beds2.5 baths3,696 sq ft

327 Hynes Rd, Poughquag, NY 12570

Listing by KW MidHudson

Property at 34 Wilmar Ter, Poughkeepsie, NY 12601, 2 beds, 1.5 baths

$349,000

2 beds1.5 baths1,045 sq ft

34 Wilmar Ter, Poughkeepsie, NY 12601

Listing by K. Fortuna Realty, Inc.

Property at 53 Phillips St, Beacon, NY 12508, 4 beds, 2.5 baths

$795,000

4 beds2.5 baths2,140 sq ft

53 Phillips St, Beacon, NY 12508

Listing by K Fortuna Lighthouse Realty

Property at 88 Buckingham Ave, Poughkeepsie, NY 12601, 3 beds, 1 bath

$280,000

3 beds1 bath1,513 sq ft

88 Buckingham Ave, Poughkeepsie, NY 12601

Listing by Houlihan Lawrence Inc.

Property at 151 Lake Ln, Millerton, NY 12546, 2 beds, 1 bath

$220,000

2 beds1 bath768 sq ft

151 Lake Ln, Millerton, NY 12546

Listing by DUTCHESS COUNTRY REALTY INC. M

Property at 30 Myrtle Ave, Pine Plains, NY 12567, 3 beds, 2 baths

$490,000

3 beds2 baths1,298 sq ft

30 Myrtle Ave, Pine Plains, NY 12567

Listing by Houlihan Lawrence Inc.

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Based on information submitted to the MLS GRID as of Mon Dec 01 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Pools for Sale in Dutchess County

There are currently 916 homes with pools for sale in Dutchess County at a median listing price of $545K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Dutchess County stay on the market for 56 days and receive 4 offers. This map is refreshed with the newest listings in Dutchess County every 15 minutes.

In the past month, 261 homes have been sold in Dutchess County. In addition to houses in Dutchess County, there were also 98 condos, 1 townhouse, and 71 multi-family units for sale in Dutchess County last month. Find your dream home in Dutchess County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Dutchess County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Dutchess County. If you're looking to sell your home in the Dutchess County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Dutchess County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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