Homes with Pools for Sale in Dutchess County, NY

224 homes

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ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
Unique, exquisite & impeccable; these are the best descriptors for 17 Audubon Trl. This meticulously maintained and tastefully renovated home offers resort style amenities conducive to relaxing or entertaining for the most discerning buyer. Fully custom home loaded with incredible upgrades includes chef's kitchen complete with soapstone counters, Wolf range, Sub-Zero refrigerator and massive walk-in pantry. Kitchen flows seamlessly to huge dining room, sitting area perfect for coffee or cocktails and living room complete w/ wide plank flooring, beamed ceiling and fireplace. Generously sized mudroom, entry foyer, powder room & kitchen all include radiant heating. Expansive primar

$1,350,000

4 beds4 baths4,552 sq ft

17 Audubon Trl, Salt Point, NY 12578

Dual marble vanity • Radiant heating • Chef's kitchen

Listing by BHHS Hudson Valley Properties

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
This Lovely 2-Bedroom Co-op can be found in the wooded, parklike Country Club setting of Rombout Village. Offering one-Level Living at it's finest, with private entry, Galley Kitchen into Dining Room, and Large Living Room with Sliding Glass Doors to private Deck facing woods. Spacious 2-Bedrooms, Primary Bedroom with private Bath, 2nd large Bedroom, full Guest Bath, central air and great storage. Modern common Laundry nearby, multiple locations in complex. You'll enjoy the camaraderie of this community, gardening, grilling/picnic area, surrounded by woods, with sloping path to private, fenced inground pool with clubhouse. This unit is located in the cluster of Buildings on the Right side a

$239,900

2 beds1.5 baths1,050 sq ft

113 Sterling St #113, Beacon, NY 12508

Private deck • Great storage • Galley kitchen

Listing by RE/MAX Town & Country

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
Come and view this beautiful Condo Welcome to The Regency a premier 55 + community in Fishkill NY. This is a perfect area for all your needs . Close to Shopping many restaurants and area of major highways to make it very commuter friendly and resort style living. This is a very spacious 1 Bedroom which has one full very large master bathroom off the master bedroom and walk in closet also in main bedroom. There is a full bathroom off the main living area also . There is a extra room off the living room which can be used as a guest bedroom , office or a media room the living room has a very nice deck to sit outside and enjoy . You can move right in the unit it was just newly painter

$490,000

1 bed2 baths1,499 sq ft

732 Regency Dr, Fishkill, NY 12524

Private large garage • Exercise room • Beautiful clubhouse

Listing by Real Estate Connection Corp

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
Your Private Hudson Valley Resort Awaits at 7 Hujay Terrace Discover the perfect blend of sophisticated modern upgrades and an unparalleled outdoor lifestyle in this meticulously maintained Wappingers Falls retreat. Set within a tranquil, established neighborhood known for its spacious lots and scenic beauty, this home offers a "vacation-at-home" experience just minutes from the vibrant amenities of the Hudson Valley. The interior is a masterpiece of functional luxury, anchored by a gourmet kitchen featuring granite countertops, custom cabinetry, and high-end double wall ovens. Every major system has been thoughtfully updated for ultimate peace of mind, including a newer roof, si

$570,000

5 beds3 baths2,180 sq ft

7 Hujay Ter, Wappingers Falls, NY 12590

Custom cabinetry • Newer roof • Gourmet kitchen

Listing by eXp Realty

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Dutchess County, NY:
Welcome to this distinctive Dutch-style Tudor home set on over 2 private acres in sought-after Hopewell Junction. Offering nearly 2,800 square feet, this 4 bedroom, 2.5 bath home is filled with warmth, character, and thoughtful updates throughout. Rich wood trim, architectural ceilings, and timeless design details create a welcoming feel from the moment you enter. The main level offers a spacious entry foyer, formal living and dining rooms, a well-appointed kitchen with oversized pantry and sliding glass doors leading to the backyard, a comfortable family room, and a versatile den ideal for a home office, playroom, or additional living space featuring two sliding glass doors that open to a

$725,000

4 beds2.5 baths2,798 sq ft

137 Blue Hill Rd, Hopewell Junction, NY 12533

2.12 acre lot • 2 garage spots • Pool

Listing by eXp Realty

Property at 2740 South Rd Unit A2, Poughkeepsie, NY 12601, 2 beds, 1.5 baths

$240,000

2 beds1.5 baths1,000 sq ft

2740 South Rd Unit A2, Poughkeepsie, NY 12601

Listing by K. Fortuna Realty, Inc.

Property at 44 Woods Rd, Tivoli, NY 12583, 3 beds, 2 baths

$549,000

3 beds2 baths1,872 sq ft

44 Woods Rd, Tivoli, NY 12583

Listing by Mondello Upstate Properties

Property at 71 Starbarrack Rd, Red Hook, NY 12571, 4 beds, 3.5 baths

$2,495,000

4 beds3.5 baths4,942 sq ft

71 Starbarrack Rd, Red Hook, NY 12571

Listing by Rouse + Co Real Estate LLC

Property at 60 Traver Rd, Pleasant Valley, NY 12569, 4 beds, 3 baths

$799,000

4 beds3 baths3,114 sq ft

60 Traver Rd, Pleasant Valley, NY 12569

Listing by KW MidHudson

Property at 57 E Van Buren Way, Hopewell Junction, NY 12533, 3 beds, 2.5 baths

$775,000

3 beds2.5 baths2,718 sq ft

57 E Van Buren Way, Hopewell Junction, NY 12533

Listing by K. Fortuna Realty, Inc.

Property at 408 Field Rd, Red Hook, NY 12571, 3 beds, 1 bath

$480,000

3 beds1 bath1,000 sq ft

408 Field Rd, Red Hook, NY 12571

Listing by RE/MAX Town & Country

Property at 51 Milan Hill Rd, Red Hook, NY 12571, 4 beds, 3 baths

$675,000

4 beds3 baths2,400 sq ft

51 Milan Hill Rd, Red Hook, NY 12571

Property at 46 Camelot Rd, Poughkeepsie, NY 12601, 3 beds, 2 baths

$729,000

3 beds2 baths2,030 sq ft

46 Camelot Rd, Poughkeepsie, NY 12601

Listing by BHHS Hudson Valley Properties

Property at 7 Loudon Dr #8, Fishkill, NY 12524, 2 beds, 1 bath

$335,000

2 beds1 bath1,071 sq ft

7 Loudon Dr #8, Fishkill, NY 12524

Listing by Century 21 Alliance Rlty Group

Property at 5 Mulberry Pl, Hopewell Junction, NY 12533, 4 beds, 3.5 baths

$750,000

4 beds3.5 baths3,134 sq ft

5 Mulberry Pl, Hopewell Junction, NY 12533

Listing by BHHS Hudson Valley Properties

Property at 150 Rinaldi Blvd Unit A, Poughkeepsie, NY 12601, 1 bed, 1 bath

$165,000

1 bed1 bath850 sq ft

150 Rinaldi Blvd Unit A, Poughkeepsie, NY 12601

Listing by BHHS Hudson Valley Properties

Property at 5548 Route 82, Clinton Corners, NY 12514, 4 beds, 3 baths

$1,399,000

4 beds3 baths3,337 sq ft

5548 Route 82, Clinton Corners, NY 12514

Listing by BHHS Hudson Valley Properties

Property at 13 Chestnut St, Hopewell Junction, NY 12533, 5 beds, 4.5 baths

$1,099,000

5 beds4.5 baths6,326 sq ft

13 Chestnut St, Hopewell Junction, NY 12533

Listing by BHHS Hudson Valley Properties

Property at 89 Deer Pond Rd, Verbank, NY 12585, 4 beds, 2.5 baths

$550,000

4 beds2.5 baths2,600 sq ft

89 Deer Pond Rd, Verbank, NY 12585

Listing by BHHS Hudson Valley Properties

Property at 29 Hillview Dr, Poughkeepsie, NY 12603, 4 beds, 2.5 baths

$598,900

4 beds2.5 baths2,266 sq ft

29 Hillview Dr, Poughkeepsie, NY 12603

Listing by BHHS Hudson Valley Properties

Property at 22 Prospect St, Staatsburg, NY 12580, 3 beds, 1.5 baths

$425,000

3 beds1.5 baths1,906 sq ft

22 Prospect St, Staatsburg, NY 12580

Listing by United RE Hudson Valley Edge

Property at 129 W Meadow Ln, Millbrook, NY 12545, 5 beds, 6.5 baths

$11,500,000

5 beds6.5 baths6,054 sq ft

129 W Meadow Ln, Millbrook, NY 12545

Listing by Compass Greater NY, LLC

Property at 365 Tower Hill Rd, Wassaic, NY 12592, 4 beds, 6.5 baths

$16,500,000

4 beds6.5 baths7,500 sq ft

365 Tower Hill Rd, Wassaic, NY 12592

Listing by Compass Greater NY, LLC

Property at 121 Andrews Rd, Lagrangeville, NY 12540, 6 beds, 4.5 baths

$895,000

6 beds4.5 baths3,260 sq ft

121 Andrews Rd, Lagrangeville, NY 12540

Listing by Houlihan Lawrence Inc.

Property at 64 Hudson View Ter, Hyde Park, NY 12538, 2 beds, 3.5 baths

$529,000

2 beds3.5 baths2,270 sq ft

64 Hudson View Ter, Hyde Park, NY 12538

Listing by Weichert REALTORS

Property at 621 Sheafe #162, Poughkeepsie, NY 12601, 3 beds, 2 baths

$199,999

3 beds2 baths1,100 sq ft

621 Sheafe #162, Poughkeepsie, NY 12601

Listing by eXp Realty

Property at 5 Rowell Ln, Wappingers Falls, NY 12590, 4 beds, 2 baths

$539,900

4 beds2 baths2,328 sq ft

5 Rowell Ln, Wappingers Falls, NY 12590

Listing by YourHomeSold Guaranteed Realty

Property at 191 Sylvan Lake Rd #1, Hopewell Junction, NY 12533, 2 beds, 1 bath

$74,999

2 beds1 bath800 sq ft

191 Sylvan Lake Rd #1, Hopewell Junction, NY 12533

Listing by Houlihan Lawrence Inc.

Property at 49 Barkit Kennel Rd, Pleasant Valley, NY 12569, 3 beds, 2.5 baths

$1,395,000

3 beds2.5 baths3,920 sq ft

49 Barkit Kennel Rd, Pleasant Valley, NY 12569

Listing by United RE Hudson Valley Edge

Property at 15 Kirby Hill Rd, Pawling, NY 12564, 4 beds, 3.5 baths

$14,995,000

4 beds3.5 baths3,942 sq ft

15 Kirby Hill Rd, Pawling, NY 12564

Listing by McGrath Realty Inc

Property at 126 Perrys Corners Rd, Amenia, NY 12501, 3 beds, 3 baths

$399,000

3 beds3 baths1,296 sq ft

126 Perrys Corners Rd, Amenia, NY 12501

Listing by Havens Real Estate

Property at 46 Ledgerock Ln, Hyde Park, NY 12538, 5 beds, 7.5 baths

$11,250,000

5 beds7.5 baths14,800 sq ft

46 Ledgerock Ln, Hyde Park, NY 12538

Listing by Corcoran Country Living

Property at 151 Benson Hill Rd, Dover Plains, NY 12522, 7 beds, 6 baths

$3,750,000

7 beds6 baths6,138 sq ft

151 Benson Hill Rd, Dover Plains, NY 12522

Listing by Houlihan Lawrence Inc.

Property at 10 Skyline Dr #10, Fishkill, NY 12524, 2 beds, 2 baths

$340,000

2 beds2 baths1,071 sq ft

10 Skyline Dr #10, Fishkill, NY 12524

Listing by BHHS Hudson Valley Properties

Property at 1963 Salt Point Tpke, Salt Point, NY 12578, 4 beds, 4.5 baths

$4,950,000

4 beds4.5 baths3,390 sq ft

1963 Salt Point Tpke, Salt Point, NY 12578

Listing by Compass Greater NY, LLC

Property at 123-179 Sisters Hill Rd, Stanfordville, NY 12581, 12 beds, 6.5 baths

$2,500,000

12 beds6.5 baths9,552 sq ft

123-179 Sisters Hill Rd, Stanfordville, NY 12581

Listing by Giner Real Estate Inc.

Property at 191 Sylvan Lake Rd #30, Hopewell Junction, NY 12533, 2 beds, 1 bath

$84,999

2 beds1 bath860 sq ft

191 Sylvan Lake Rd #30, Hopewell Junction, NY 12533

Listing by Houlihan Lawrence Inc.

Property at 43 Meeting House Rd, Pawling, NY 12564, 5 beds, 5.5 baths

$1,799,000

5 beds5.5 baths5,390 sq ft

43 Meeting House Rd, Pawling, NY 12564

Listing by Douglas Elliman Real Estate

Property at 67 Academy St, Poughkeepsie, NY 12601, 6 beds, 6 baths

$675,000

6 beds6 baths3,744 sq ft

67 Academy St, Poughkeepsie, NY 12601

Listing by Century 21 Hudson Valley Rlty.

Property at 136 Hudson Pointe Dr, Poughkeepsie, NY 12601, 2 beds, 2.5 baths

$850,000

2 beds2.5 baths3,450 sq ft

136 Hudson Pointe Dr, Poughkeepsie, NY 12601

Listing by Serhant LLC

Property at 5 Mccarthy Rd, Holmes, NY 12531, 4 beds, 3.5 baths

$2,500,000

4 beds3.5 baths— sq ft

5 Mccarthy Rd, Holmes, NY 12531

Listing by Houlihan Lawrence Inc.

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Based on information submitted to the MLS GRID as of Tue Sep 22 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 224 homes with pools for sale in Dutchess County at a median listing price of $550K. 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 61 days and receive 3 offers. This map is refreshed with the newest listings in Dutchess County every 15 minutes.

In the past month, 239 homes have been sold in Dutchess County. In addition to houses in Dutchess County, there were also 115 condos, 1 townhouse, and 76 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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