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Dutchess County With Swimming Pool Real Estate Search

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Dutchess County NY Homes with Swimming Pools for Sale

Here you will find all the Dutchess County NY homes for sale with swimming pools. For a complete list, you can choose to view all the Dutchesse County homes with pools for sale as a list, or displayed on a map:

Homes for Sale in Lexington Hills 

Dutchess County NY Homes With Swimming Pools Overview

Are you looking for a home for sale with a swimming pool in Dutchess County, New York? Dutchess County offers a beautiful scenic setting, often with a mountain backdrop and lots of creeks and lakes. What better way to enjoy the wonderful New York summer than hanging out at your backyard at your own private pool? There are homes for sale in Dutchess County with swimming pools at all different price ranges. 

Dutchess County NY Homes With Swimming Pools Search

DUTCHESS COUNTY HOMES WITH POOLS FOR SALE BY PRICE
  • All Dutchess County Homes with Pools
  • Under $300,000
  • $300,000 - $400,000
  • $400,000 - $500,000
  • $500,000 - $800,000
  • $800,000 plus
 

Dutchess County Lifestyle

Dutchess County is a beautiful place to live, especially if you are looking for something more country, with lower housing prices and real estate tax than the counties closer to New York City County. It is located just North of Westchester and Putnam Counties, around 1.5 hours from New York City. Commuting to New York City is convenient with the Metro North Rail Lines.

Dutchess County has plenty to offer. There are plenty of hiking opportunities available at Beacon and the Hudson Highlands area. There are two rail trails and the Walkway Over the Hudson, for those who want to walk or bike across the river. For golf lovers, there are 16 golf courses located in the county. There are plenty of farms to visit, while shopping and dining are conveniently located along Route 9 in the county.

If you are looking for culture and arts events, there are six historical estates in the county, all of which have beautiful gardens and offer tours and events. For dining, you will find the world renowned Culinary Institute of America with its cafe and restaurants that are open to the public. Vassar College and Marist College offer sporting events, a great art museum, and cultural events like concerts and plays, speaker visits, etc. 

Dutchess County NY Commute

Dutchess County is located a little over one hour from New York City and Albany, on the East side of the Hudson River. Major roads in the county include the interstate 84, which goes East to West and connects to New England , and the Taconic State Parkway, which travels North to South.

For residents who need to travel to New York City, there are Metro North train lines that have frequent trains to Grand Central Station, making Dutchess County a popular commuter area. 

Looking for more communities like this?

  • See all popular Dutchess County Communities
  • See all Dutchess County Condos and Townhouses for Sale
  • See all Dutchess County 55+ Active Adult Communities
  • See all New Construction Homes for Sale in Dutchess County
  • See all Foreclosure Homes for Sale in Dutchess County

 Dutchess County Towns | Dutchess County School Districts

13-17 Clark Heights, Pleasant Valley image
13-17 Clark Heights, Pleasant Valley $599,000

Rare opportunity to secure two single family homes on the same property. Main house is a 3 bedroom, 1.5 bath cape cod, which has been tastefully updated and is loaded wit...

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  • 4 Beds
  • 3 Baths
  • 1048916 MLS
  • ACTIVE Status
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3 Hook Road Unit #72A, Poughkeepsie image
3 Hook Road Unit #72A, Poughkeepsie $199,999

Welcome to 3 Hook Road, Unit 72A, a charming 2-bedroom, 1.5-bath condo at The Arbor Condominiums, offering comfortable living, thoughtful updates, and a convenient Poughk...

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  • 2 Beds
  • 2 Baths
  • 1047305 MLS
  • ACTIVE Status
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44 Fairfax Road, Fishkill image
44 Fairfax Road, Fishkill $425,000

Welcome to 44 Fairfax Road, where comfort and simplicity come together. This inviting three-bedroom, one-bath ranch offers easy one-level living and a comfortable layout ...

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  • 3 Beds
  • 1 Baths
  • 1048394 MLS
  • ACTIVE Status
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10 Meadow Lane, Pleasant Valley image
10 Meadow Lane, Pleasant Valley $499,000

Welcome to 10 Meadow Lane, where generous living space, thoughtful updates, and inviting indoor and outdoor amenities come together on over an acre of beautifully landsca...

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  • 3 Beds
  • 2 Baths
  • 1047289 MLS
  • ACTIVE Status
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23 Westview Drive, Poughkeepsie image
23 Westview Drive, Poughkeepsie $499,000

Nestled at the end of a peaceful cul-de-sac, this inviting home welcomes you with a charming, spacious front porch. Inside, you’ll find generous living spaces, three well...

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  • 3 Beds
  • 2 Baths
  • 1047690 MLS
  • ACTIVE Status
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60 Celeste Drive, Dover Plains image
60 Celeste Drive, Dover Plains $220,000

Welcome to Tally Ho, a desirable 55+ community in Dover Plains, where comfortable living meets convenience. This well-maintained 2021 28'x52' manufactured home offers a 1...

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  • 3 Beds
  • 2 Baths
  • 1047515 MLS
  • ACTIVE Status
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2800 Route 82, Pleasant Valley image
2800 Route 82, Pleasant Valley $650,000

Set beautifully near the center of almost 8 private acres, this cherished home has been owned by the same family for nearly 50 years and offers a setting that invites you...

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  • 3 Beds
  • 3 Baths
  • 1044510 MLS
  • ACTIVE Status
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21 Dennis Road, Wappingers Falls image
21 Dennis Road, Wappingers Falls $600,000

Welcome to 21 Dennis Road! This spacious raised ranch offers a flexible layout, tasteful updates, and an incredible backyard setup perfect for entertaining. This Home Off...

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  • 4 Beds
  • 3 Baths
  • 1045818 MLS
  • ACTIVE Status
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18 English Way, Pleasant Valley image
18 English Way, Pleasant Valley $675,000

Perfectly situated at the end of a cul-de-sac, this cared for Colonial sits on a picturesque country acre, located in the Cambridge Estates. Thoughtfully updated and beau...

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  • 4 Beds
  • 3 Baths
  • 1045390 MLS
  • ACTIVE Status
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6 Russett Lane, Wappingers Falls image
6 Russett Lane, Wappingers Falls $589,000

Raised ranch built in 1977. Main level features cathedral ceilings through living room and dining room. Bright kitchen with granite countertops and heated floor, three be...

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  • 5 Beds
  • 2 Baths
  • 1044919 MLS
  • ACTIVE Status
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1317 Saratoga Lane, Fishkill image
1317 Saratoga Lane, Fishkill $400,000

Some homes just feel good the moment you enter and 1317 Saratoga Lane is one of them. Nestled in the sought-after Van Wyck Mews community, this charming 2-bedroom, 2-bat...

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  • 2 Beds
  • 2 Baths
  • 1045053 MLS
  • ACTIVE Status
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16 Exeter Road, Poughkeepsie image
16 Exeter Road, Poughkeepsie $560,000

Welcome to 16 Exeter Rd, Poughkeepsie, NY 12603, a spacious and versatile home offering 3 bedrooms, 3 full bathrooms, and a finished basement—providing plenty of room to ...

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  • 3 Beds
  • 3 Baths
  • 1044814 MLS
  • ACTIVE Status
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415 Gardenia Drive, Rhinebeck image
415 Gardenia Drive, Rhinebeck $699,500

Welcome to The Gardens at Rhinebeck II, an upscale community of beautifully maintained homes. This 2-bedroom, 2.5-bath, 1,495-square-foot condo is stylish and move-in rea...

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  • 2 Beds
  • 3 Baths
  • 1041074 MLS
  • ACTIVE Status
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21 Smith Street, Red Hook image
21 Smith Street, Red Hook $725,000

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 bas...

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  • 3 Beds
  • 2 Baths
  • 1042315 MLS
  • ACTIVE Status
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140 Hurds Corners Road, Pawling image
140 Hurds Corners Road, Pawling $599,000

Set on over an acre and a half of pure enchantment, this charming predominantly one-level ranch-style home offers thoughtfully designed living space in a private and whim...

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  • 3 Beds
  • 2 Baths
  • 1042803 MLS
  • ACTIVE Status
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35 Old Farm Road, Rhinebeck image
35 Old Farm Road, Rhinebeck $3,250,000

Tucked into 12 private wooded acres just eight minutes from the Village of Rhinebeck, 35 Old Farm Road is the kind of property that gets nearly everything right: exceptio...

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  • 3 Beds
  • 6 Baths
  • 1037641 MLS
  • ACTIVE Status
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8 Angela Court, Hopewell Junction image
8 Angela Court, Hopewell Junction $985,000

Welcome to this exceptional 4-bedroom, 4-bath Colonial home offering 4,684 square feet of beautifully designed living space on over 2.5 private acres. Thoughtfully design...

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  • 4 Beds
  • 4 Baths
  • 1032703 MLS
  • ACTIVE Status
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61 High View Road, Fishkill image
61 High View Road, Fishkill $1,550,000

This gorgeous Four Bedroom Colonial welcomes you with exceptional curb appeal & an elegant presence from the street. Offering Three full floors of beautifully appointed l...

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  • 4 Beds
  • 4 Baths
  • 1034392 MLS
  • ACTIVE Status
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8 Hampton Road, Poughkeepsie image
8 Hampton Road, Poughkeepsie $550,000

Welcome HOME! 8 Hampton Rd is a spacious 5-bedroom, 3-bath Split Level offering over 2,500 square feet of living space in the heart of the Town of Poughkeepsie, within th...

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  • 5 Beds
  • 3 Baths
  • 1039910 MLS
  • ACTIVE Status
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2806 Bennington Drive, Fishkill image
2806 Bennington Drive, Fishkill $440,000

Welcome to Van Wyck Mews by Toll Brothers, where easy, one-level living meets exceptional space, thoughtful upgrades and an amenity-filled lifestyle! Impeccably maintaine...

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  • 2 Beds
  • 2 Baths
  • 1039857 MLS
  • ACTIVE Status
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34 Hillview Circle, Poughkeepsie image
34 Hillview Circle, Poughkeepsie $430,000

Tucked away on a quiet cul-de-sac, this inviting property offers a desirable combination of privacy, convenience, and outdoor enjoyment. Located in the Arlington School D...

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  • 4 Beds
  • 3 Baths
  • 1037847 MLS
  • ACTIVE Status
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52 Kingwood Park, Poughkeepsie image
52 Kingwood Park, Poughkeepsie $799,000

Welcome to this beautifully maintained 3000sf, 4BDRM, 3.5 bath home on 1.3 park like acres, in one of the area's most desirable neighborhoods with top tier SPACKENKILL sc...

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  • 4 Beds
  • 4 Baths
  • 1038034 MLS
  • ACTIVE Status
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21 Village Park Drive Unit #2C, Fishkill image
21 Village Park Drive Unit #2C, Fishkill $229,000

Welcome home to this spacious 1 bedroom, 1 bathroom center-level end-unit condo, ideally situated in a highly desirable community offering a wonderful blend of comfort an...

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  • 1 Beds
  • 1 Baths
  • 1037393 MLS
  • ACTIVE Status
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14 Storm Drive, Poughquag image
14 Storm Drive, Poughquag $699,000 ▼

A Countryside Retreat with Pool, Pond and Pastoral Views! There’s a particular kind of quiet that only comes with three private acres, and this home wears it well. Set ba...

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  • 4 Beds
  • 4 Baths
  • 1036509 MLS
  • ACTIVE Status
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416 Saratoga Lane, Fishkill image
416 Saratoga Lane, Fishkill $425,000

Nestled in a highly desirable area just six minutes from I-84 and minutes from Route 9, this beautifully maintained 2-bedroom, 2-bathroom condo offers the perfect blend o...

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  • 2 Beds
  • 2 Baths
  • 1033791 MLS
  • ACTIVE Status
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10 Old Mill Drive, Poughkeepsie image
10 Old Mill Drive, Poughkeepsie $674,000 ▼

Welcome to your own private Hudson Valley retreat! This spacious 5-bedroom, 3.5-bath Colonial in the Spackenkill School district offers the perfect blend of comfort, vers...

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  • 5 Beds
  • 4 Baths
  • 1036031 MLS
  • ACTIVE Status
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22 Bank Street, Beacon image
22 Bank Street, Beacon $599,900

This charming three-bedroom, one-bathroom home at 22 Bank St in Beacon offers the perfect blend of convenience and outdoor living. Situated on a large, partially fenced l...

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  • 3 Beds
  • 2 Baths
  • 1034487 MLS
  • ACTIVE Status
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1668 Route 9 Unit #3N, Wappingers Falls image
1668 Route 9 Unit #3N, Wappingers Falls $245,000

The sunny, spacious condo in the desireable Woodhill Green neighborhood features ALL BRAND NEW tastefull and elegant interior finishes and appliances. Renovated with qual...

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  • 1 Beds
  • 1 Baths
  • 1030820 MLS
  • ACTIVE Status
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23 Scarborough Lane Unit #A, Wappingers Falls image
23 Scarborough Lane Unit #A, Wappingers Falls $249,000

Welcome home to The Pavilion! This move-in ready, ground-level 2-bedroom condo offers the perfect blend of comfort, convenience, and low-maintenance living in a quiet, we...

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  • 2 Beds
  • 1 Baths
  • 1033725 MLS
  • ACTIVE Status
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26 Monroe Drive, Poughkeepsie image
26 Monroe Drive, Poughkeepsie $499,888

Welcome Paramount Estates, this rare piece of cinematic lore. Built in1964 this architectural ranch style home is nestled within the legendary bounds of the historic Par...

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  • 3 Beds
  • 2 Baths
  • 1034364 MLS
  • ACTIVE Status
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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . 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.

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Dutchess County Resources

  • Dutchess County Area Map
  • Dutchess County School Map
  • Commute to New York City Info
  • Dutchess County Popular Communities
  • Dutchess County New Homes for Sale
  • Dutchess County Adult 55+ Homes for Sale
  • Dutchess County Homes Close to Metro North
  • Dutchess County Multi-Family Properties for Sale
  • Dutchess County Horse Properties
  • Dutchess County Commercial Properties
  • Dutchess County Land for Sale
  • Dutchess County Foreclosures for Sale
  • Dutchess County Homes with Water Views
  • Dutchess County Homes with Swimming Pools
  • Hudson Valley Real Estate Market Report

Dutchess County Towns

  • Amenia
  • Beacon
  • Beekman
  • Clinton
  • Dover
  • East Fishkill
  • Fishkill
  • Hopewell Junction
  • Hyde Park
  • Lagrange
  • Milan
  • Millbrook
  • Millerton
  • Northeast
  • Pawling
  • Pleasant Valley
  • City of Poughkeepsie
  • Town of Poughkeepsie
  • Red Hook
  • Rhinebeck
  • Stanford
  • Union Vale
  • Wappinger
  • Washington

Dutchess County School Districts

  • Arlington
  • Beacon
  • Dover
  • Hyde Park
  • Millbrook
  • Pawling
  • Pine Plains
  • Poughkeepsie
  • Red Hook
  • Rhinebeck
  • Spackenkill
  • Wappingers
  • Webutuck

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