Homes with Pools for Sale in Dutchess County, NY

234 homes

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NEW 3 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
Tastefully updated 3 bedroom, 2.5 bathroom raised ranch with incredible backyard oasis. Ideal for relaxing or entertaining, this home includes an updated kitchen w/ quartz counters & stainless appliances, large living room loaded with natural light and dining room with sliding glass door leading to deck and incredible backyard complete with heated pool & massive patio. Primary bedroom w/ ensuite bathroom plus two additional bedrooms and full bathroom on main level. Lower level includes huge family room, laundry room, half bathroom and office/den. New flooring & fresh paint throughout. One car garage for storage. Enjoy the conveniences of 200 amp electric plus a 17kw standb

$499,000

3 beds2.5 baths2,000 sq ft

45 Nicole Ln, Wingdale, NY 12594

200 amp electric • Huge family room • Updated kitchen

Listing by BHHS Hudson Valley Properties

OPEN SAT, 12PM TO 2PMFLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
Welcome to this exquisite 4-bedroom Colonial with over 5,000 sq. ft in the prestigious Legends community. This gorgeous home is an entertainment paradise. Sprawling paver patio with heated saltwater pool and outdoor kitchen which includes a gas grill, sink, refrigerator, and oversized counter seating, all set beneath a beautiful pergola. Mature landscaping provides exceptional privacy. The brand-new gourmet kitchen, featured in Design and Decor magazine, is a chef’s dream with quartz countertops, an oversized center island, and top-of-the-line stainless steel appliances. A grand two-story foyer opens to gleaming hardwood floors throughout the main level. A private home office with cus

$1,240,000

4 beds3.5 baths4,668 sq ft

75 Spy Glass Hill Rd, Hopewell Junction, NY 12533

Gas grill • Custom built-ins • Paver patio

Listing by Houlihan Lawrence Inc.

OPEN SAT, 1PM TO 3PMFLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
Welcome HOME to 58 Pitcher Road! Built in 2021, this LIKE NEW and PICTURE PERFECT 4-bedroom, 2.5-bath Colonial offers an impressive 3,040 square feet of beautifully designed living space with a bright, open layout and quality finishes throughout. A dramatic two-story foyer with a beautiful staircase and hardwood-style flooring sets the tone as you enter. The main level offers an ideal combination of open living and flexible spaces, including a formal dining room, separate living room and dedicated home office. At the heart of the home is the gorgeous open-concept kitchen featuring crisp white cabinetry, quartz countertops, an oversized center island, stainless steel appliances, gas cooktop,

$799,995

4 beds2.5 baths3,040 sq ft

58 Pitcher Rd, Hopewell Junction, NY 12533

Open concept kitchen • Farmhouse sink • Vaulted ceilings

Listing by KW MidHudson

NEW 18 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
Pre-qualified buyers only please. This unique home is being offered for the first time in over ten years and it's a lot of house for the money. All large sized rooms on an oversized lot located at the end of a lovely street just minutes from everything. The entrance foyer has built in planters and an entire wall of custom stonework that opens up to an oversized living room with the same stonework and woodstove insert- even the wood is included for next winter's burning. There is a nice sized kitchen with a center island, and the laundry room is conveniently located right in the same room for your ease!! The dining room is there as well and has a bow window and even a built-in ironing board

$599,900

4 beds3 baths3,273 sq ft

58 Ireland Dr, Poughkeepsie, NY 12603

Custom stonework • Woodstove insert • Inground gunite pool

Listing by Dana Lynn Real Estate, LLC

NEW 20 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
Welcome to The Wildwood, a charming Colonial Bi-Level/Raised Ranch tucked away on a quiet dead-end street in the Village of Red Hook. With 3 bedrooms, 2 baths, a full basement, and a lovely screened-in summer porch off the kitchen, this home offers easy living with plenty of room to relax and enjoy the seasons. The kitchen was refreshed in 2020 with CoreTec flooring, painted cabinetry, new appliances, and updated hardware. The lower level offers a comfortable rec room with updated flooring and recessed lighting, a bonus room, and laundry room leading outside to the in-ground pool. A professionally installed pellet stove downstairs adds cozy winter warmth. Numerous improvements provide peace

$725,000

3 beds2 baths2,332 sq ft

21 Smith St, Red Hook, NY 12571

Harvey windows • Pellet stove • In ground pool

Listing by BHHS Hudson Valley Properties

Property at 140 Hurds Corners Rd, Pawling, NY 12564, 3 beds, 2 baths

$599,000

3 beds2 baths1,329 sq ft

140 Hurds Corners Rd, Pawling, NY 12564

Listing by McGrath Realty Inc

Property at 9 Debra Hill Rd, Poughkeepsie, NY 12603, 3 beds, 3 baths

$539,000

3 beds3 baths2,374 sq ft

9 Debra Hill Rd, Poughkeepsie, NY 12603

Listing by Clarke Realty & Associates LLC

Property at 117 Moonlight Dr, Stormville, NY 12582, 4 beds, 2.5 baths

$800,000

4 beds2.5 baths3,146 sq ft

117 Moonlight Dr, Stormville, NY 12582

Listing by Houlihan Lawrence Inc.

Property at 35 Old Farm Rd, Rhinebeck, NY 12572, 3 beds, 5.5 baths

$3,250,000

3 beds5.5 baths5,600 sq ft

35 Old Farm Rd, Rhinebeck, NY 12572

Listing by Compass Greater NY, LLC

Property at 125 Riverview Dr, Fishkill, NY 12524, 3 beds, 1.5 baths

$495,000

3 beds1.5 baths1,990 sq ft

125 Riverview Dr, Fishkill, NY 12524

Listing by eXp Realty

Property at 6 Kuchler Dr, Lagrangeville, NY 12540, 4 beds, 2.5 baths

$739,000

4 beds2.5 baths2,794 sq ft

6 Kuchler Dr, Lagrangeville, NY 12540

Listing by RE/MAX Town & Country

Property at 8 Angela Ct, Hopewell Junction, NY 12533, 4 beds, 3.5 baths

$985,000

4 beds3.5 baths4,684 sq ft

8 Angela Ct, Hopewell Junction, NY 12533

Listing by Julia B Fee Sothebys Int. Rlty

Property at 36 Tompkins Ln, Hopewell Junction, NY 12533, 3 beds, 3.5 baths

$775,000

3 beds3.5 baths2,653 sq ft

36 Tompkins Ln, Hopewell Junction, NY 12533

Listing by William Raveis-New York LLC

Property at 23 Monarch Dr, Hopewell Junction, NY 12533, 4 beds, 2.5 baths

$825,000

4 beds2.5 baths3,599 sq ft

23 Monarch Dr, Hopewell Junction, NY 12533

Listing by Coldwell Banker Realty

Property at 50 Pond Dr E, Rhinebeck, NY 12572, 2 beds, 2.5 baths

$545,000

2 beds2.5 baths1,472 sq ft

50 Pond Dr E, Rhinebeck, NY 12572

Listing by BHHS Hudson Valley Properties

Property at 7 Roundtree Ct, Beacon, NY 12508, 3 beds, 1.5 baths

$399,900

3 beds1.5 baths1,576 sq ft

7 Roundtree Ct, Beacon, NY 12508

Listing by Sams Realty

Property at 13-17 Clark Hts, Pleasant Valley, NY 12569, 4 beds, 2.5 baths

$615,000

4 beds2.5 baths1,804 sq ft

13-17 Clark Hts, Pleasant Valley, NY 12569

Listing by BHHS Hudson Valley Properties

Property at 12 Rebecca Dr, Pawling, NY 12564, 3 beds, 3 baths

$655,000

3 beds3 baths3,888 sq ft

12 Rebecca Dr, Pawling, NY 12564

Listing by McGrath Realty Inc

Property at 192 E Hook Rd, Hopewell Junction, NY 12533, 4 beds, 4 baths

$950,000

4 beds4 baths4,188 sq ft

192 E Hook Rd, Hopewell Junction, NY 12533

Listing by BHHS Hudson Valley Properties

Property at 2806 Bennington Dr, Fishkill, NY 12524, 2 beds, 2 baths

$440,000

2 beds2 baths1,281 sq ft

2806 Bennington Dr, Fishkill, NY 12524

Listing by Giner Real Estate Inc.

Property at 61 High View Rd, Fishkill, NY 12524, 4 beds, 3.5 baths

$1,550,000

4 beds3.5 baths4,567 sq ft

61 High View Rd, Fishkill, NY 12524

Listing by BHHS Hudson Valley Properties

Property at 34 Hillview Cir, Poughkeepsie, NY 12603, 4 beds, 2.5 baths

$430,000

4 beds2.5 baths2,262 sq ft

34 Hillview Cir, Poughkeepsie, NY 12603

Listing by Redfin Real Estate

Property at 8 Hampton Rd, Poughkeepsie, NY 12603, 5 beds, 3 baths

$550,000

5 beds3 baths2,528 sq ft

8 Hampton Rd, Poughkeepsie, NY 12603

Listing by KW MidHudson

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

$200,000

1 bed1 bath727 sq ft

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

Listing by Redfin Real Estate

Property at 809 Traver Rd, Pleasant Valley, NY 12569, 4 beds, 2 baths

$549,000

4 beds2 baths2,056 sq ft

809 Traver Rd, Pleasant Valley, NY 12569

Listing by The Machree Group, LLC

Property at 46 Mac Farlane Rd, Wappingers Falls, NY 12590, 6 beds, 2 baths

$434,900

6 beds2 baths2,796 sq ft

46 Mac Farlane Rd, Wappingers Falls, NY 12590

Listing by 1st Independent Realty Grp

Property at 9 Ash Ln, Hyde Park, NY 12538, 3 beds, 2 baths

$359,000

3 beds2 baths1,277 sq ft

9 Ash Ln, Hyde Park, NY 12538

Listing by Exit Realty Connections

Property at 734 Regency Dr, Fishkill, NY 12524, 2 beds, 2 baths

$539,500

2 beds2 baths1,499 sq ft

734 Regency Dr, Fishkill, NY 12524

Listing by Houlihan Lawrence Inc.

Property at 201 Roosevelt Dr, Fishkill, NY 12524, 4 beds, 3.5 baths

$699,000

4 beds3.5 baths3,925 sq ft

201 Roosevelt Dr, Fishkill, NY 12524

Listing by K. Fortuna Realty, Inc.

Property at 303 Bridgeview Dr, Poughkeepsie, NY 12601, 2 beds, 2.5 baths

$399,900

2 beds2.5 baths2,164 sq ft

303 Bridgeview Dr, Poughkeepsie, NY 12601

Listing by KW MidHudson

Property at 4 Broadview Rd, Poughkeepsie, NY 12603, 3 beds, 1.5 baths

$425,000

3 beds1.5 baths1,184 sq ft

4 Broadview Rd, Poughkeepsie, NY 12603

Listing by Keller Williams Prestige Prop

Property at 78 High Acres Dr, Poughkeepsie, NY 12603, 4 beds, 2.5 baths

$579,900

4 beds2.5 baths1,994 sq ft

78 High Acres Dr, Poughkeepsie, NY 12603

Listing by Keller Williams Prestige Prop

Property at 18 Flower Hill Rd, Poughkeepsie, NY 12603, 3 beds, 2 baths

$525,000

3 beds2 baths1,821 sq ft

18 Flower Hill Rd, Poughkeepsie, NY 12603

Listing by BHHS Hudson Valley Properties

Property at 197 Palen Rd, Hopewell Junction, NY 12533, 4 beds, 2 baths

$579,900

4 beds2 baths1,790 sq ft

197 Palen Rd, Hopewell Junction, NY 12533

Listing by Robert A. McCaffrey Realty Inc

Property at 125 Frost Hill Rd, Pleasant Valley, NY 12569, 4 beds, 3.5 baths

$975,000

4 beds3.5 baths4,135 sq ft

125 Frost Hill Rd, Pleasant Valley, NY 12569

Listing by BHHS Hudson Valley Properties

Property at 149 Washington St, Poughkeepsie, NY 12601, 4 beds, 2.5 baths

$465,000

4 beds2.5 baths2,905 sq ft

149 Washington St, Poughkeepsie, NY 12601

Listing by Keller Williams Hudson Valley

Property at 14 Alpine Dr Unit H, Wappingers Falls, NY 12590, 3 beds, 1.5 baths

$310,000

3 beds1.5 baths1,250 sq ft

14 Alpine Dr Unit H, Wappingers Falls, NY 12590

Listing by BHHS Hudson Valley Properties

Property at 149 Jackson St, Fishkill, NY 12524, 3 beds, 1 bath

$549,000

3 beds1 bath1,388 sq ft

149 Jackson St, Fishkill, NY 12524

Listing by ERA Insite Realty Services

Property at 21 Village Park Dr Unit 2C, Fishkill, NY 12524, 1 bed, 1 bath

$229,000

1 bed1 bath900 sq ft

21 Village Park Dr Unit 2C, Fishkill, NY 12524

Listing by Exit Realty Connections

Property at 48 Reynolds Rd, Poughquag, NY 12570, 4 beds, 4.5 baths

$699,000

4 beds4.5 baths3,426 sq ft

48 Reynolds Rd, Poughquag, NY 12570

Listing by Eleven Real Estate Group Inc.

Property at 32 Peter Cooper Dr, Poughkeepsie, NY 12601, 3 beds, 1 bath

$325,000

3 beds1 bath875 sq ft

32 Peter Cooper Dr, Poughkeepsie, NY 12601

Listing by Century 21 Alliance Rlty Group

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Based on information submitted to the MLS GRID as of Thu Aug 27 2026. 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 234 homes with pools for sale in Dutchess County at a median listing price of $570K. 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 54 days and receive 3 offers. This map is refreshed with the newest listings in Dutchess County every 15 minutes.

In the past month, 251 homes have been sold in Dutchess County. In addition to houses in Dutchess County, there were also 124 condos, 1 townhouse, and 77 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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