Homes with Pools for Sale in Dutchess County, NY

779 homes

Sort:

Recommended

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
First time on the market, one owner. Great raised ranch, large enough for the extended family. This versatile home offers 4+ bedrooms and two full baths, providing flexible living space for a variety of needs. The main level features a functional layout with an open concept kitchen and a bonus room for all you entertaining. Pellet stove to help in the winter months. Hardwood flooring throughout. The lower level includes an assessory apartment offering added flexibility for extended living, guest space or multi generational living. This property offers both convenience and adaptability. Set on a level acre lot. A great opportunity for buyers seeking space, functionality and a desirable neigh

$499,000

4 beds2 baths2,171 sq ft

32 Elizabeth Dr, Hopewell Junction, NY 12533

1.02 acre lot • 5 parking spots • Built 1977

Listing by KW MidHudson

NEW 14 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
Charming Cape nestled on a quiet cul-de-sac. The sun-filled living room with fireplace flows seamlessly into the dining room, featuring a bay window overlooking the level backyard. The kitchen opens to the dining room, making it ideal for entertaining. The main level offers a bedroom, den/guest room, and a beautifully updated full bath. Upstairs, you’ll find a spacious primary bedroom with a sitting area, a large third bedroom, and a full bath. Laundry is located in the full unfinished basement with Bilco doors. A one-car garage is conveniently located off the kitchen. Enjoy outdoor living under the large covered patio—perfect for BBQs and relaxing. Gleaming hardwood floors high

$435,000

3 beds2 baths1,764 sq ft

22 Wendover Dr, Poughkeepsie, NY 12601

Living room • Level backyard • Bay window

Listing by BHHS Hudson Valley Properties

NEW 12 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
Beautifully maintained home, with a spacious primary bedroom with a Jack and Jill bathroom which leads the hallways of the other 2 well sized bedrooms. The house is filled with natural sunlight and new flooring. A lovely enclosed sunroom overseeing a well maintained back yard. A spacious lower level area that can be used as a guest room or kids play area. Laundry room and utility area with storage area. Lower level also leads to the garage. A/C unit installed in 2020, Roof is like new installed in 2014 and a New boiler installed in 2024. Close to Taconic Parkway, Metro North Trains and shopping and dining within walking distance of town of Pleasant Valley.

$400,000

3 beds1 bath1,248 sq ft

72 Martin Rd, Pleasant Valley, NY 12569

Enclosed sunroom • Laundry room • Utility area

Listing by VIP Realty Home Inc.

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
This 2-bedroom, 1-bath condominium in Beacon offers a thoughtful layout and a comfortable, low-maintenance lifestyle with scenic Hudson River views just 3 blocks from Main Street or Beacon Metro North Train Station. The living area is bright and open, anchored by large sliding glass doors that lead to a private balcony overlooking the river and surrounding trees, an ideal spot for morning coffee or unwinding at the end of the day. With approximately 800 square feet, the space feels efficient yet open, making everyday living easy and functional. The home features an updated kitchen with modern cabinetry, stainless steel appliances, and durable countertops. Neutral finishes, brand new commerc

$295,000

2 beds1 bath800 sq ft

4 Colonial Rd #96, Beacon, NY 12508

$566 HOA • Parking • Built 1970

Listing by eXp Realty

NEW 15 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
Two - family home in the City of Poughkeepsie producing $2500/month in rental income. This basic duplex features separate units and a functional layout. - Conveniently located downtown, near public transportation and major highways. - Suitable for owner-occupant or investor.

$325,000

2 beds1 bath1,226 sq ft

101 N Clinton St, Poughkeepsie, NY 12601

Two family home • Separate units • Functional layout

Listing by KW MidHudson

Property at 3 Glade Rd, Poughkeepsie, NY 12601, 4 beds, 2 baths

$394,900

4 beds2 baths1,598 sq ft

3 Glade Rd, Poughkeepsie, NY 12601

Listing by Century 21 Hudson Valley Rlty.

Property at 11 Appleblossom Ln, Hopewell Junction, NY 12533, 2 beds, 3.5 baths

$679,900

2 beds3.5 baths2,912 sq ft

11 Appleblossom Ln, Hopewell Junction, NY 12533

Listing by Century 21 Alliance Rlty Group

Property at 145 Mountain View Dr, Holmes, NY 12531, 3 beds, 2 baths

$520,000

3 beds2 baths1,631 sq ft

145 Mountain View Dr, Holmes, NY 12531

Listing by Regency Real Estate

Property at 13 Edna Dr, Hyde Park, NY 12538, 5 beds, 3 baths

$589,000

5 beds3 baths3,597 sq ft

13 Edna Dr, Hyde Park, NY 12538

Listing by BHHS Hudson Valley Properties

Property at 104 North Garden Dr, Pawling, NY 12564, 9 beds, 12 baths

$39,000,000

9 beds12 baths55,000 sq ft

104 North Garden Dr, Pawling, NY 12564

Listing by Julia B Fee Sothebys Int. Rlty

Property at 266 Sylvan Lake Rd Unit A-13, Hopewell Junction, NY 12533, 1 bath

$37,500

0 beds1 bath500 sq ft

266 Sylvan Lake Rd Unit A-13, Hopewell Junction, NY 12533

Listing by Houlihan Lawrence Inc.

Property at 118 Elmcrest Dr, Fishkill, NY 12524, 1 bed, 1.5 baths

$370,000

1 bed1.5 baths944 sq ft

118 Elmcrest Dr, Fishkill, NY 12524

Listing by Compass Greater NY, LLC

Property at 10 Helin Rd, Hopewell Junction, NY 12533, 3 beds, 3 baths

$565,000

3 beds3 baths2,225 sq ft

10 Helin Rd, Hopewell Junction, NY 12533

Listing by Coldwell Banker Realty

Property at 126 Curry Rd, Wappingers Falls, NY 12590, 3 beds, 2 baths

$323,000

3 beds2 baths2,514 sq ft

126 Curry Rd, Wappingers Falls, NY 12590

Listing by 1st Independent Realty Grp

Property at 2 Bridle Way, Pawling, NY 12564, 3 beds, 3.5 baths

$479,900

3 beds3.5 baths3,467 sq ft

2 Bridle Way, Pawling, NY 12564

Listing by AI Realty Brokerage LLC

Property at 9 Brook Pl, Wappingers Falls, NY 12590, 4 beds, 2.5 baths

$559,000

4 beds2.5 baths2,352 sq ft

9 Brook Pl, Wappingers Falls, NY 12590

Listing by KFortuna All Aspects Realty

Property at 34 Adriance Ave, Poughkeepsie, NY 12601, 4 beds, 2.5 baths

$515,000

4 beds2.5 baths2,374 sq ft

34 Adriance Ave, Poughkeepsie, NY 12601

Listing by eXp Realty

Property at 7 Smith St, Red Hook, NY 12571, 4 beds, 3 baths

$299,900

4 beds3 baths2,400 sq ft

7 Smith St, Red Hook, NY 12571

Listing by Greene Realty Group

Property at 15 Valley View Rd, Hyde Park, NY 12538, 3 beds, 2 baths

$399,999

3 beds2 baths2,185 sq ft

15 Valley View Rd, Hyde Park, NY 12538

Listing by KFortuna All Aspects Realty

Property at 106 New Hamburg Rd, Wappingers Falls, NY 12590, 3 beds, 2 baths

$399,999

3 beds2 baths1,359 sq ft

106 New Hamburg Rd, Wappingers Falls, NY 12590

Listing by Century 21 Alliance Rlty Group

Property at 69 Beacon St, Beacon, NY 12508, 2 beds, 1 bath

$475,000

2 beds1 bath1,136 sq ft

69 Beacon St, Beacon, NY 12508

Listing by BHHS Hudson Valley Properties

Property at 6 Coach Lantern Dr, Hopewell Junction, NY 12533, 4 beds, 2.5 baths

$579,888

4 beds2.5 baths2,370 sq ft

6 Coach Lantern Dr, Hopewell Junction, NY 12533

Listing by BHHS Hudson Valley Properties

Property at 95 Smithtown Rd, Fishkill, NY 12524, 3 beds, 2 baths

$499,000

3 beds2 baths1,400 sq ft

95 Smithtown Rd, Fishkill, NY 12524

Listing by Howard Hanna Rand Realty

Property at 19 Maryland Ave, Poughkeepsie, NY 12603, 4 beds, 2 baths

$379,000

4 beds2 baths1,776 sq ft

19 Maryland Ave, Poughkeepsie, NY 12603

Listing by eXp Realty

Property at 74 Brandy Ln, Wappingers Falls, NY 12590, 3 beds, 2 baths

$600,000

3 beds2 baths1,839 sq ft

74 Brandy Ln, Wappingers Falls, NY 12590

Listing by Keller Williams Realty Partner

Property at 21 Harvey St, Hyde Park, NY 12538, 3 beds, 2.5 baths

$329,000

3 beds2.5 baths1,652 sq ft

21 Harvey St, Hyde Park, NY 12538

Listing by KW MidHudson

Property at 3 Mews Ct, Fishkill, NY 12524, 2 beds, 2.5 baths

$369,000

2 beds2.5 baths1,479 sq ft

3 Mews Ct, Fishkill, NY 12524

Listing by Houlihan Lawrence Inc.

Property at 1907 Magnolia Walk, Poughkeepsie, NY 12603, 3 beds, 2.5 baths

$325,000

3 beds2.5 baths1,440 sq ft

1907 Magnolia Walk, Poughkeepsie, NY 12603

Listing by Four Seasons Sothebys Intl

Property at 105 Oak Ridge Rd, Hopewell Junction, NY 12533, 3 beds, 2.5 baths

$499,000

3 beds2.5 baths1,782 sq ft

105 Oak Ridge Rd, Hopewell Junction, NY 12533

Listing by Exit Realty Connections

Property at 28 S Brett St, Beacon, NY 12508, 3 beds, 2 baths

$750,000

3 beds2 baths1,930 sq ft

28 S Brett St, Beacon, NY 12508

Listing by Compass Greater NY, LLC

Property at 141 Poplar Hill Rd, Wassaic, NY 12592, 4 beds, 3 baths

$389,900

4 beds3 baths2,912 sq ft

141 Poplar Hill Rd, Wassaic, NY 12592

Listing by Rising Star Realty

Property at 26 Cooper #510, Arlington, NY 12603, 1 bed, 1 bath

$120,000

1 bed1 bath840 sq ft

26 Cooper #510, Arlington, NY 12603

Listing by BHHS Hudson Valley Properties

Property at 137 S Highland Rd, Wappingers Falls, NY 12590, 3 beds, 1 bath

$483,976

3 beds1 bath2,094 sq ft

137 S Highland Rd, Wappingers Falls, NY 12590

Listing by Locqube New York, Inc.

Property at 95 Sutton Park Rd, Poughkeepsie, NY 12603, 5 beds, 1.5 baths

$479,000

5 beds1.5 baths2,386 sq ft

95 Sutton Park Rd, Poughkeepsie, NY 12603

Listing by eXp Realty

Property at 83 Marple Road Ext, Poughkeepsie, NY 12603, 4 beds, 2 baths

$489,900

4 beds2 baths1,766 sq ft

83 Marple Road Ext, Poughkeepsie, NY 12603

Property at 12 Robert Dr, Hyde Park, NY 12538, 4 beds, 1.5 baths

$325,000

4 beds1.5 baths2,489 sq ft

12 Robert Dr, Hyde Park, NY 12538

Listing by BHHS Hudson Valley Properties

Property at 91 Clove Branch Rd, Hopewell Junction, NY 12533, 3 beds, 1 bath

$375,000

3 beds1 bath1,593 sq ft

91 Clove Branch Rd, Hopewell Junction, NY 12533

Listing by River Realty Services, Inc.

Property at 19 Rose Ln, Wappingers Falls, NY 12590, 3 beds, 4 baths

$584,925

3 beds4 baths2,106 sq ft

19 Rose Ln, Wappingers Falls, NY 12590

Listing by Century 21 Alliance Rlty Group

Property at 134 Brookside Ln, Lagrangeville, NY 12540, 4 beds, 3.5 baths

$699,000

4 beds3.5 baths3,000 sq ft

134 Brookside Ln, Lagrangeville, NY 12540

Listing by Houlihan Lawrence Inc.

Property at 31 Pleasant Ridge Dr, Poughkeepsie, NY 12603, 4 beds, 3 baths

$625,000

4 beds3 baths2,982 sq ft

31 Pleasant Ridge Dr, Poughkeepsie, NY 12603

Listing by Keller Williams Realty Partner

Property at 15 Wright Ave, Hyde Park, NY 12538, 3 beds, 2 baths

$439,000

3 beds2 baths2,458 sq ft

15 Wright Ave, Hyde Park, NY 12538

Listing by eXp Realty

Viewing page 1 of 19

Based on information submitted to the MLS GRID as of Sat Dec 27 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 779 homes with pools for sale in Dutchess County at a median listing price of $540K. 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 65 days and receive 3 offers. This map is refreshed with the newest listings in Dutchess County every 15 minutes.

In the past month, 200 homes have been sold in Dutchess County. In addition to houses in Dutchess County, there were also 88 condos, 1 townhouse, and 63 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.

More real estate resources for Dutchess County, NY

Nearby Counties

Cities

Nearby Counties with Homes with Pools

Nearby Cities with Homes with Pools

More to explore in Dutchess County, NY

How to buy a house in Dutchess County, NY

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in New York

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.