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:
Great investment opportunity. Fantastic location surrounded by well maintained homes. Three bedrooms, one full bathroom, hardwood floors, brick fireplace, large living room and dining room, laundry room with plumbing for half bath. Mature landscape, front porch, patio off kitchen. Full unfinished basement. One car garage under. Close to Marist College. Metro North. Shopping and schools.

$280,000

3 beds1 bath1,513 sq ft

88 Buckingham Ave, Poughkeepsie, NY 12601

Brick fireplace • Laundry room • Large living room

Listing by Houlihan Lawrence Inc.

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
Fully occupied & updated three family comprised of spacious three bedroom units. Separate utilities via three gas boilers and electric water heaters. Abundant off street parking. Ideal location directly across from Walkway Over the Hudson, plus just minutes from colleges, hospitals, restaurants, Route 9, Mid-Hudson Bridge and Poughkeepsie train station. An exceptional opportunity for an investor or owner occupant.

$599,000

9 beds3 baths3,900 sq ft

52 Parker Ave, Poughkeepsie, NY 12601

Separate utilities • Off street parking • Updated three family

Listing by BHHS Hudson Valley Properties

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
Extensively updated three family comprised of spacious three bedroom units. New kitchens, bathrooms, flooring & fresh paint throughout. Tastefully updated kitchens include granite counters. Bathrooms w/ tile showers. Replacement windows & separate utilities via three gas boilers and three electric water heaters. Ideal location directly across from Walkway Over the Hudson, plus just minutes from colleges, hospitals, restaurants, Route 9, Mid-Hudson Bridge and Poughkeepsie train station. An exceptional opportunity for an investor or owner occupant.

$599,000

9 beds3 baths3,900 sq ft

50 Parker Ave, Poughkeepsie, NY 12601

Separate utilities • Ideal location • Tile showers

Listing by BHHS Hudson Valley Properties

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
Cute 3 Bedrm, 2 Bath Ranch set on 1.4 acres in the town of E. Fishkill close to TSP, 84, a short drive to 2 train stations and move-in ready! You will love the pretty kitchen, tastefully up-dated in 2024. Both Baths have also been recently and tastefully up-dated. Step in the front door to the light, cheery living room with SGD to a pretty, light-filled 3 season porch. Generous sized Dining Room off the kitchen has lots of windows to let in the outside light. Continue through the dining room and step into the family room with French doors that open to a second porch that leads to the back outside area of the house. Down the hallway you will find the two baths. Continue on to the 3 bedrms al

$479,000

3 beds2 baths1,728 sq ft

101 Woodmont Rd, Hopewell Junction, NY 12533

1.4 acres • Security system • French doors

Listing by BHHS Hudson Valley Properties

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
Welcome to 379 South White Rock Road! This completely renovated country home nestled in the charming town of Pawling, NY offers an incredibly original blend of modern luxury and timeless rural charm. Rebuilt from the foundation up in 2023, very inch of this home has been meticulously reimagined and rebuilt by a master builder using who used premium top quality materials all throughout. The result is a living environment that exudes elegance and serenity. Step inside and discover an open-concept floorplan seamlessly connecting the living, dining, and kitchen areas. The spacious and flexible layout is perfect for simply enjoying daily life amidst a harmonious environment where nature’s

$720,000

3 beds2 baths1,822 sq ft

379 S White Rock Rd, Holmes, NY 12531

Custom cabinets • Huge patio • Flex space

Listing by Coldwell Banker Realty

Property at 216 North Rd, Red Hook, NY 12571, 4 beds, 2.5 baths

$1,250,000

4 beds2.5 baths3,360 sq ft

216 North Rd, Red Hook, NY 12571

Listing by Houlihan Lawrence Inc.

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 15 E Dogwood Dr, Poughkeepsie, NY 12601, 2 beds, 2 baths

$469,000

2 beds2 baths852 sq ft

15 E Dogwood Dr, Poughkeepsie, NY 12601

Listing by BHHS Hudson Valley Properties

Property at 322 Old Route 22, Pawling, NY 12564, 4 beds, 2 baths

$619,000

4 beds2 baths1,950 sq ft

322 Old Route 22, Pawling, NY 12564

Listing by BHHS Hudson Valley Properties

Property at 119 Stringham Rd #55, Lagrangeville, NY 12540, 2 beds, 1.5 baths

$375,000

2 beds1.5 baths1,368 sq ft

119 Stringham Rd #55, Lagrangeville, NY 12540

Listing by Houlihan Lawrence Inc.

Property at 90 Reilly Rd, Lagrangeville, NY 12540, 4 beds, 2.5 baths

$672,900

4 beds2.5 baths2,351 sq ft

90 Reilly Rd, Lagrangeville, NY 12540

Listing by BHHS Hudson Valley Properties

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 31 Yellow City Rd, Amenia, NY 12501, 3 beds, 2 baths

$474,900

3 beds2 baths2,088 sq ft

31 Yellow City Rd, Amenia, NY 12501

Property at 34 Lawrence Rd, Hyde Park, NY 12538, 4 beds, 2 baths

$400,000

4 beds2 baths2,220 sq ft

34 Lawrence Rd, Hyde Park, NY 12538

Listing by Keller Williams Realty

Property at 22-28 Ryan Rd, Pine Plains, NY 12567, 3 beds, 2 baths

$255,000

3 beds2 baths1,037 sq ft

22-28 Ryan Rd, Pine Plains, NY 12567

Listing by Real Broker NY LLC

Property at 39 Alda Dr, Poughkeepsie, NY 12603, 3 beds, 2 baths

$385,000

3 beds2 baths2,084 sq ft

39 Alda Dr, Poughkeepsie, NY 12603

Listing by Houlihan Lawrence Inc.

Property at 5108 Teaberry Ln #32, Fishkill, NY 12524, 2 beds, 2.5 baths

$529,000

2 beds2.5 baths1,902 sq ft

5108 Teaberry Ln #32, Fishkill, NY 12524

Listing by Toll Brothers Real Estate Inc.

Property at 63 Sasso Ln, Dover, NY 12594, 3 beds, 2 baths

$150,000

3 beds2 baths980 sq ft

63 Sasso Ln, Dover, NY 12594

Listing by McGrath Realty Inc

Property at 2467 Salt Point Tpke, Clinton Corners, NY 12514, 3 beds, 2 baths

$565,000

3 beds2 baths1,802 sq ft

2467 Salt Point Tpke, Clinton Corners, NY 12514

Listing by Four Seasons Sothebys Intl

Property at 324-326 Church St, Poughkeepsie, NY 12601, 6 beds, 2 baths

$469,000

6 beds2 baths2,708 sq ft

324-326 Church St, Poughkeepsie, NY 12601

Listing by BHHS Hudson Valley Properties

Property at 69 Round Hill Rd, Poughkeepsie, NY 12603, 4 beds, 2.5 baths

$599,900

4 beds2.5 baths2,292 sq ft

69 Round Hill Rd, Poughkeepsie, NY 12603

Listing by BHHS Hudson Valley Properties

Property at 618 Salt Point Tpke, Poughkeepsie, NY 12601, 2 beds, 3 baths

$575,000

2 beds3 baths2,106 sq ft

618 Salt Point Tpke, Poughkeepsie, NY 12601

Listing by Houlihan Lawrence Inc.

Property at 123 Creamery Rd, Hopewell Junction, NY 12533, 3 beds, 2 baths

$550,000

3 beds2 baths1,988 sq ft

123 Creamery Rd, Hopewell Junction, NY 12533

Listing by BHHS River Towns Real Estate

Property at 5 Northview Ln, Hopewell Junction, NY 12533, 4 beds, 2.5 baths

$625,000

4 beds2.5 baths2,284 sq ft

5 Northview Ln, Hopewell Junction, NY 12533

Listing by eXp Realty

Property at 50 Cunningham Ln, Poughquag, NY 12570, 3 beds, 2 baths

$600,000

3 beds2 baths1,648 sq ft

50 Cunningham Ln, Poughquag, NY 12570

Listing by BHHS Hudson Valley Properties

Property at 15 Paye Ave, Beacon, NY 12508, 5 beds, 2 baths

$650,000

5 beds2 baths2,028 sq ft

15 Paye Ave, Beacon, NY 12508

Listing by Compass Greater NY, LLC

Property at 111 S Hamilton St, Poughkeepsie, NY 12601, 4 beds, 1.5 baths

$415,000

4 beds1.5 baths1,895 sq ft

111 S Hamilton St, Poughkeepsie, NY 12601

Listing by BHHS Hudson Valley Properties

Property at 209 Crestwood Ct, Fishkill, NY 12524, 2 beds, 1.5 baths

$415,000

2 beds1.5 baths1,709 sq ft

209 Crestwood Ct, Fishkill, NY 12524

Listing by Keller Williams Realty

Property at 5 Wildwood Dr Unit 16D, Wappingers Falls, NY 12590, 1 bed, 1 bath

$135,000

1 bed1 bath727 sq ft

5 Wildwood Dr Unit 16D, Wappingers Falls, NY 12590

Listing by eXp Realty

Property at 12 Monell Pl, Beacon, NY 12508, 5 beds, 3.5 baths

$2,399,000

5 beds3.5 baths5,016 sq ft

12 Monell Pl, Beacon, NY 12508

Listing by eXp Realty

Property at 250 Maloney Rd, Wappingers Falls, NY 12590, 3 beds, 3.5 baths

$1,465,800

3 beds3.5 baths4,553 sq ft

250 Maloney Rd, Wappingers Falls, NY 12590

Listing by Closer Real Estate

Property at 4335 Albany Post Rd, Hyde Park, NY 12538, 4 beds, 2 baths

$210,000

4 beds2 baths1,955 sq ft

4335 Albany Post Rd, Hyde Park, NY 12538

Listing by Grist Mill Real Estate

Property at 20 Rural Ave, Wingdale, NY 12594, 4 beds, 1.5 baths

$499,900

4 beds1.5 baths1,848 sq ft

20 Rural Ave, Wingdale, NY 12594

Listing by Compass Greater NY, LLC

Property at 32 Lagrange Ave, Poughkeepsie, NY 12603, 4 beds, 2 baths

$417,000

4 beds2 baths2,025 sq ft

32 Lagrange Ave, Poughkeepsie, NY 12603

Property at 400 Round Lake (to Be Built) Rd Unit 2 & 2A, Rhinebeck, NY 12572, 4 beds, 3.5 baths

$2,700,000

4 beds3.5 baths3,920 sq ft

400 Round Lake (to Be Built) Rd Unit 2 & 2A, Rhinebeck, NY 12572

Listing by BHHS Hudson Valley Properties

Property at 43 Spruce Ridge Dr, Fishkill, NY 12524, 2 beds, 1.5 baths

$415,000

2 beds1.5 baths1,572 sq ft

43 Spruce Ridge Dr, Fishkill, NY 12524

Listing by Houlihan Lawrence Inc.

Property at 77 Brothers Rd, Wappingers Falls, NY 12590, 4 beds, 2.5 baths

$499,999

4 beds2.5 baths2,176 sq ft

77 Brothers Rd, Wappingers Falls, NY 12590

Listing by River Realty Services, Inc.

Property at 400 Round Lake Rd, Rhinebeck, NY 12572, 2 beds, 2 baths

$1,500,000

2 beds2 baths— sq ft

400 Round Lake Rd, Rhinebeck, NY 12572

Listing by BHHS Hudson Valley Properties

Property at 2123 New Hackensack Rd, Poughkeepsie, NY 12603, 3 beds, 1.5 baths

$484,000

3 beds1.5 baths1,824 sq ft

2123 New Hackensack Rd, Poughkeepsie, NY 12603

Listing by Realty Center Hudson Valley

Property at 120 South Rd, Holmes, NY 12531, 4 beds, 2.5 baths

$500,000

4 beds2.5 baths1,608 sq ft

120 South Rd, Holmes, NY 12531

Listing by Epique Realty

Property at 2607 Sylvan Loop, Wappingers Falls, NY 12590, 3 beds, 3.5 baths

$650,000

3 beds3.5 baths2,930 sq ft

2607 Sylvan Loop, Wappingers Falls, NY 12590

Listing by eXp Realty

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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 917 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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