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Popular Dutchess County Communities Real Estate Search

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Dutchess County Popular Home Communities

Fishkill Van Wyck Mews

Here you will find all the Dutchess County NY homes for sale:

Homes for Sale in Dutchess

If you are looking for homes for sale in Dutchess County, you will find developments in all price range in the county. You will find condos, townhouses, single family home communities, and 55+ active adult communities in all price ranges. Many of the communities offer plenty of amenities, including swimming pools, tennis courts, lawn maintenance, etc.

Below are the more popular developments in Dutchess County. 

Popular Communites Homes for Sale in Dutchess County NY:

In Beacon, you will find the townhouse communities of Glendale Estates and Fishkill Landing. The communities in Beacon are conveniently close to the Beacon Metro North Train Station. For a newer development with both townhouses and single family homes, there is the Preserve on the Hudson development which has Hudson River views.

There are plenty of communities in Fishkill. There are several condo and townhouse communities, including the Commons, the Park, Round Hill, Elmcrest, Fox Ridge, Deer Crossing, and Holly Ridge. Overlook Pointe is a newer community of townhouses that has views of the Hudson River, with a club house, swimming pool, and playground. It is located close to another community of single family homes, Streamside Knolls, built by the same builder. Stony Kill is a community of large homes built in 2005.

Toll Brothers have many new developments in the Dutchess County. Most of the developments feature a club house and amenities like swimming pool and lawn maintenance. Some of the communities by Toll Brothers in Fishkill include the Van Wyck communities: Van Wyck Glen - consisting of single family homes, Van Wyck Meadows - consisting of three story townhouses, Van Wyck Mews - single story condos. Fishkill Woods is a new community of townhouses in Fishkill.

There are three 55+ community in Fishkill, the Regency at Fishkill, and Aveonis. Another large 55+ community is currently being built nearby - the Regency at Wappingers.

In the general areas around Hopewell Junction, you will find plenty of developments of townhouses and newer single family homes. Some of the larger townhouse communities including Fieldstone Farms, Wildflower Hill and Chelsea Cove. You will also find plenty of newer single family home communities in Hopewell Junction. Some of these communities include Arrowhead, Somerset Crossing, Deerwood, Winding Oak, Lake Vista, Little Switzerland, Birch Hill, and more. The Legends is a luxury community of single family homes, mostly on large lots.

There are also plenty of Toll Brothers built communities in Hopewell Junction, including Four Corners and Hopewell Glen, both of which have new homes being built, and have lots of amenities for the residents including clubhouse, swimming pools, tennis courts, and more. There are also some Toll Brother developments that are more private and are situated on larger lots, including Ronnymeade, Sagamor, Somerset Crossing, and Beekman Chase. 

Dalton Farms is located in the Town of Beekman. The large development is located on 560 acres, comprising of 468 single family homes, carriage homes, and townhouses. Dalton Farms offer plenty of amenities for its residents, featuring a swimming pool, tennis courts, basketball courts, playgrounds, and nature trails. There is also a equestrian facility on the development.

Hopewell Glen homes for sale in Hopewell Junction NY

Further North, a new single family home community is being built, Sleight Farm in Poughkeepsie, which belongs to the Arlington School District. A popular community, Dutchess Farm, was built around 2000 and has beautiful newer homes, surrounding a pond. Other communities include the Hills at Lagrange, Windance Estates, Cross Farms and Fox Meadows. There are several popular townhouse communities in Poughkeepsie, including Fox Hill, Stonebridge, Casperkill Ridge, Inwood Lake, and Pinebrook Estates. In the city of Poughkeepsie, the Hudson Pointe townhouse development is located along the riverfront and close to the Poughkeepsie train station. 

On the Eastern side of the county, there are several beautiful communities in the town of Pawling. Cedar Valley is a development of 150 townhomes; Deerfield Ponds is a community of 236 townhouses and single family homes, and the Highlands is a community of newer single family homes. 

In the Northern part of the county, there are several newer townhouse community that were built after 2002. The communities have lovely amenities like clubhouse and swimming pools. Pinebrook Estates and River Edge developments are in Hyde Park, and the Gardens at Rhinebeck is a little farther North, located close to the village of Rhinebeck and the Amtrak station. 

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

49 Millstream Court, Pawling image
49 Millstream Court, Pawling $699,000

End of a cul-de-sac, five minutes to the village of Pawling, and there's nothing left for you to fix. This colonial has been kept the way most people only promise to keep...

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  • 3 Beds
  • 3 Baths
  • 1046647 MLS
  • ACTIVE Status
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250 Highview Road, Dover Plains image
250 Highview Road, Dover Plains $670,000

Privately set on 3.6 acres in Dover Plains, this spacious Colonial offers a unique and versatile layout with plenty of room to make it your own. Built in 2005, the home f...

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  • 3 Beds
  • 4 Baths
  • 1049190 MLS
  • ACTIVE Status
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1402 Pondview Loop, Wappingers Falls image
1402 Pondview Loop, Wappingers Falls $484,900

Welcome to this beautiful end-unit townhome in the sought-after Holly Ridge community of Fishkill! Built in 2005, this inviting 2-bedroom, 2.5-bath home offers an abundan...

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  • 2 Beds
  • 3 Baths
  • 1049793 MLS
  • COMING SOON Status
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13-14 Creekside Place, Pleasant Valley image
13-14 Creekside Place, Pleasant Valley $899,900 ▼

Opportunities like this are exceptionally rare. Nestled on more than two peaceful acres along the picturesque Wappingers Creek, this one-of-a-kind property offers two bea...

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  • 5 Beds
  • 4 Baths
  • 1049263 MLS
  • ACTIVE Status
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15 Ferris, Red Hook image
15 Ferris, Red Hook $2,800,000

Set on 9.25 acres of open meadow in Milan, 15 Ferris Lane is a to-be-built contemporary country home conceived and designed by APS Designs, a multidisciplinary design stu...

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  • 3 Beds
  • 4 Baths
  • 1047722 MLS
  • ACTIVE Status
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559 Lake Road, Pine Plains image
559 Lake Road, Pine Plains $499,000

Welcome to 559 Lake Road in Pine Plains! Boasting direct views and access to Twin Island Lake, this beautiful property has it all, lake and mountain views! Whether you a...

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  • 2 Beds
  • 2 Baths
  • 1049475 MLS
  • ACTIVE Status
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8 Sarah Court, Rhinebeck image
8 Sarah Court, Rhinebeck $1,895,000

Feast your eyes on this gorgeous contemporary sited on 8 private acres between the Villages of Rhinebeck and Red Hook, offering 4 bedrooms and 3.5 baths in a total of 320...

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  • 4 Beds
  • 4 Baths
  • 1048583 MLS
  • ACTIVE Status
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428 Clinton Hollow Road, Salt Point image
428 Clinton Hollow Road, Salt Point $649,000

Enjoy Complete Peace and Quiet as you come home to this spacious Cape Cod with 3 Bedrooms and 3 Baths. As you enter the Center Hall you will be taking into an Enormous Li...

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  • 3 Beds
  • 3 Baths
  • 1048938 MLS
  • ACTIVE Status
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16 Kensington Lane, Poughkeepsie image
16 Kensington Lane, Poughkeepsie $695,000

Move right into this like-new 4-bedroom, 2.5-bath Colonial on a corner lot, in the Arlington School District, built in 2022 and offering over 2,685sq ft of beautifully ma...

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  • 4 Beds
  • 3 Baths
  • 1046889 MLS
  • ACTIVE Status
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136 Stratford Drive, Poughkeepsie image
136 Stratford Drive, Poughkeepsie $675,000 ▲

Built in 2017 and meticulously maintained, this home pairs thoughtful design with a sense of privacy, comfort, and ease, offering a flexible setting well suited to a vari...

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  • 4 Beds
  • 3 Baths
  • 1049068 MLS
  • ACTIVE Status
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9 Odell, Pleasant Valley image
9 Odell, Pleasant Valley $289,000

Brand-New 2026 Living in Pleasant Valley. Welcome to 9 Odell Lane, a brand-new 2026 model offering modern finishes, generous living space, and effortless low-maintenance...

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  • 3 Beds
  • 2 Baths
  • 1049009 MLS
  • ACTIVE Status
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20 Nesheiwat Drive, Lagrangeville image
20 Nesheiwat Drive, Lagrangeville $1,295,000

Welcome Home to a Brand-New Contemporary Sleek Masterpiece in the Heart of Lagrange! Located within Arlington Central School District, this exceptional new construction o...

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  • 4 Beds
  • 4 Baths
  • 1048716 MLS
  • ACTIVE Status
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155 S Quaker Lane, Hyde Park image
155 S Quaker Lane, Hyde Park $699,000

**NEW CONSTRUCTION** Welcome to this proposed brand-new Colonial at Shale Ridge, offering nearly 2,200 sqft of thoughtfully designed living space on just over an acre in ...

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  • 3 Beds
  • 3 Baths
  • 1048240 MLS
  • ACTIVE Status
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157 S Quaker Lane, Hyde Park image
157 S Quaker Lane, Hyde Park $649,500

**UNDER CONSTRUCTION - QUICK DELIVERY** Not your Father’s Raised Ranch! This proposed brand-new, custom bi-level home at Shale Ridge redefines modern living with over 2,3...

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  • 3 Beds
  • 3 Baths
  • 1048161 MLS
  • ACTIVE Status
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249 Main Street Unit #312, Beacon image
249 Main Street Unit #312, Beacon $529,000

Elevated Main Street Living with Cityscape & Hudson Highlands Views. Perched on the third-floor corner of 249 Main Street, this bright and beautifully positioned one-bedr...

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  • 1 Beds
  • 1 Baths
  • 1048010 MLS
  • ACTIVE Status
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5 Palmerton Drive, Wappingers Falls image
5 Palmerton Drive, Wappingers Falls $829,900

Welcome to The Regency at Wappinger!! Discover your dream lifestyle in this stunning detached home, perfectly situated within a highly sought-after 55+ active adult comm...

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  • 2 Beds
  • 3 Baths
  • 1036134 MLS
  • ACTIVE Status
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41 W Deer Trail, Pawling image
41 W Deer Trail, Pawling $597,500

WELCOME TO DEERFIELD PONDS AND ALL ITS AMENITIES! THIS BEAUTIFUL COLONIAL HOME HAS SO MUCH TO OFFER, SUCH AS GORGEOUS PROPERTY WITH MATURE TREES, NUMEROUS PERENNIAL GAR...

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  • 3 Beds
  • 3 Baths
  • 1047471 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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144 Shamrock Hills Drive, Wappingers Falls image
144 Shamrock Hills Drive, Wappingers Falls $1,699,999

Prepare to be captivated by this one-of-a-kind 5 bedroom, 4.5 bath luxury estate in the prestigious Old Hopewell Estates—an extraordinary residence that seamlessly blends...

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  • 5 Beds
  • 5 Baths
  • 1047350 MLS
  • ACTIVE Status
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60 Briarwood Lane, Millerton image
60 Briarwood Lane, Millerton $695,000

Set on 2.82 private acres in one of the Hudson Valley’s most beautiful areas, 60 Briarwood Lane is a completely reimagined three-bedroom, two-bath ranch offering easy one...

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  • 3 Beds
  • 2 Baths
  • 1047331 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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