Neighborhoods in Dutchess County, NY

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  Washington

  Founded in 1788 and set 90 miles north of New York City, Washington is a small Dutchess County town of 4,500 offering single-family homes with acreage, scenic countryside and Millbrook, the town’s vibrant hub of charming boutiques and restaurants. “Washington is just the town in which Millbrook, the village, is located,” says Ernie Acampora, an

  • Average Value

    $938K

  • List Price

    $303K - $35.7M

  • For Sale

    Homes For Sale

    22 Listings

  Washington
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  Rhinebeck

  Rhinebeck, NY, blends small-town charm with rural beauty. Its village offers local shops and historic homes. Residents enjoy hiking trails, sailing, and annual fairs. The town has highly rated schools and lower crime risk.

  • Average Value

    $891K

  • List Price

    $383K - $5.7M

  • For Sale

    Homes For Sale

    17 Listings

  Rhinebeck
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  Stanford

  Founded in 1793 and set 95 miles north of New York City, Stanford is a Dutchess County town offering rustic seclusion with a diverse range of homes dating from the late 18th century through today. “It’s a beautiful rural area with a strong history of community,” says Steve Bruman, a Realtor with Corcoran Country Living and co-owner of

  • Average Value

    $763K

  • List Price

    $314K - $3.3M

  • For Sale

    Homes For Sale

    8 Listings

  Stanford
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  Clinton Town

  Founded in 1788 and set 90 miles north of New York City, Clinton Town is a small, Dutchess County area known for its rural tranquility and tucked-away single-family homes with historic charm and spacious, tree-lined lots. “It’s the kind of town where it’s easy access to the city, but it’s also easy to be surrounded by nature with a sense of

  • Average Value

    $727K

  • List Price

    $400K - $3.8M

  • For Sale

    Homes For Sale

    16 Listings

  Clinton Town
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  Milan

  Buyers seek homes in Milan for its expansive rural atmosphere, as the town has around 2,500 residents spread across 36 square miles. Despite hosting the occasional local diner, most folks in Milan venture to neighboring villages like Red Hook for any shopping and dining needs. “It’s more rural farmland and woods. Over the last 2 years, [the market

  • Average Value

    $723K

  • List Price

    $250K - $8.9M

  • For Sale

    Homes For Sale

    16 Listings

  Milan
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  Union Vale

  Founded in 1827 and tucked away in the pastoral countryside of Dutchess County, Union Vale is a small town of 4,500 that’s a quiet alternative to New York City’s urban bustle about 77 miles south. “There are a lot of benefits in that particular area,” says Marc Maclean, a real estate broker with Houlihan Lawrence Inc., who has over seven years of

  • Average Value

    $646K

  • List Price

    $443K - $2.2M

  • For Sale

    Homes For Sale

    12 Listings

  Union Vale
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  Beacon

  Beacon, NY, is a scenic Hudson Valley city with a revitalized Main Street. The Dia Art Foundation museum near the waterfront and highly rated schools add to its appeal. Convenient train access connects Beacon to New York City.

  • Average Value

    $638K

  • List Price

    $339K - $1.8M

  • For Sale

    Homes For Sale

    30 Listings

  Beacon
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  North East

  The Town of North East consists of New York farmlands and rural abodes, with the village of Millerton serving as the commercial center. Established in 1788, the town has long been known as a rail-accessible farming hub and later held iron mines and foundries through the Industrial Revolution. Today, the town is known for its bountiful land market

  • Average Value

    $628K

  • List Price

    $172K - $10.1M

  • For Sale

    Homes For Sale

    9 Listings

  North East
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  East Fishkill

  Lauded for its scenery and accessibility, East Fishkill sits in the Middle Hudson Valley, known for its sprawling greenery and serene waterways. Dutchess County is rising in popularity as river towns like Beacon and Rhinebeck are becoming weekend getaways for Manhattan residents, making convenience close at hand for towns like East Fishkill. “East

  • Average Value

    $619K

  • List Price

    $200K - $1.5M

  • For Sale

    Homes For Sale

    35 Listings

  East Fishkill
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  LaGrange

  New York's Middle Hudson Valley is known for its scenic views and busy river towns. LaGrange, 5 miles from downtown Poughkeepsie, is abundant in farmland yet less than 10 miles from Poughkeepsie’s train station and local eateries. While many residents commute to work in Westchester County, 47 miles away, or New York City, 76 miles away, others may

  • Average Value

    $558K

  • List Price

    $328K - $1.8M

  • For Sale

    Homes For Sale

    28 Listings

  LaGrange
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  Beekman

  Set 73 miles north of New York City in Dutchess County, Beekman is a picturesque town known for its tranquil woodlands, charming local restaurants and rich historical heritage. Established in 1788, Beekman was originally a farming and mill town but has since evolved into a quiet residential area. “It’s a suburban community with a rural setting

  • Average Value

    $553K

  • List Price

    $79K - $1M

  • For Sale

    Homes For Sale

    19 Listings

  Beekman
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  Wappinger

  In the Middle Hudson Valley, Wappinger, 10 miles from downtown Poughkeepsie and 77 miles from New York City, is appreciated for its accessibility to major roadways and trains. The town is bisected by U.S. Route 9, a popular commercial hub with strip malls and shopping centers. “Wappinger is a decent mix,” says Omar Harper, a Dutchess County

  • Average Value

    $537K

  • List Price

    $180K - $2.2M

  • For Sale

    Homes For Sale

    40 Listings

  Wappinger
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  Poughkeepsie

  Poughkeepsie, NY, sits 75 miles from Manhattan on the Hudson River. This artistic city features galleries, museums, and the Walkway Over the Hudson. Residents enjoy numerous parks and highly rated schools nearby.

  • Average Value

    $422K

  • List Price

    $149K - $847K

  • For Sale

    Homes For Sale

    79 Listings

  Poughkeepsie
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  Red Hook

  The community of Red Hook, New York, revolves around a lively town village, strong agricultural roots and highly rated education in the Hudson Valley. Situated close to the Hudson River and about 100 miles north of New York City, the village offers a small-town feel and a tranquil natural setting compared to its city counterpart and surrounding

  • Average Value

    $606K

  • List Price

    $256K - $2M

  • For Sale

    Homes For Sale

    20 Listings

  Red Hook
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  Fishkill

  Fishkill, NY combines history and convenience. It features highly rated schools, dining on Main Street, and shopping on Route 9. Community events and parks enhance local life, with easy access to Beacon's train station.

  • Average Value

    $525K

  • List Price

    $212K - $1.1M

  • For Sale

    Homes For Sale

    58 Listings

  Fishkill
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  Hyde Park Township

  History and beauty are around almost every corner in Hyde Park Township, often playing off each other. Ordered gardens sprawl around historic mansions with impressive architecture and views of the Hudson River. There’s a Vanderbilt Mansion here, and Franklin Roosevelt was born and lived in the township. His house, now on the National Register of

  • Average Value

    $453K

  • List Price

    $258K - $2.2M

  • For Sale

    Homes For Sale

    28 Listings

  Hyde Park Township
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  Pawling

  Pawling, NY combines rural charm with NYC commuter access via MTA. The town features parklands, Whaley Lake, and highly rated schools. Residents enjoy local traditions like the farmers market and Pawling Concert Series.

  • Average Value

    $590K

  • List Price

    $321K - $5.2M

  • For Sale

    Homes For Sale

    23 Listings

  Pawling
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  Amenia

  Amenia is a rural New York town set in the Hudson Valley near the Connecticut border. It's the last stop on the Metro-North Railroad and offers an abundance of outdoor recreation. “We are a four-season destination, which is unique to the Dutchess County environment. Fall is spectacular, winter is amazing, and we have skiing close by. … There are a

  • Average Value

    $550K

  • List Price

    $238K - $7M

  • For Sale

    Homes For Sale

    12 Listings

  Amenia
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  Pine Plains

  • Average Value

    $533K

  • List Price

    $266K - $7.5M

  • For Sale

    Homes For Sale

    10 Listings

  Pine Plains
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  Pleasant Valley

  Just 84 miles north of NYC, Pleasant Valley offers a peaceful escape in the wooded hills of Dutchess County. Hamlets like Pleasant Valley and Salt Point offer mid-century homes, mom-and-pop shops, and friendly faces that create a true community vibe.

  • Average Value

    $522K

  • List Price

    $200K - $1.5M

  • For Sale

    Homes For Sale

    19 Listings

  Pleasant Valley
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  Spackenkill

  In Spackenkill, residents have the necessities while living in suburban serenity just south of Poughkeepsie. While residents can access the larger city's amenities, their own community has plenty to offer, especially its restaurants. “Culinary is always a driving force around here,” says Justin LaFalce, an agent and the leader of the Hudson Valley

  • Average Value

    $510K

  • List Price

    $371K - $1.1M

  • For Sale

    Homes For Sale

    6 Listings

  Spackenkill
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  Red Oaks Mill

  Red Oaks Mill residents experience both Poughkeepsie's suburban amenities and LaGrange's spread-out, rural feel, as the community splits the two areas. “It’s quiet and private, yet relevant, because you’re close to everything,” says Justin LaFalce, an agent and the leader of the Hudson Valley team at Keller Williams Realty Partners. LaFalce says

  • Average Value

    $465K

  • List Price

    $362K - $707K

  • For Sale

    Homes For Sale

    10 Listings

  Red Oaks Mill
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  Dover

  Dover, NY, offers rural hi-ranches in the Taconic Mountains. The town has hiking trails and the West Mountain State Forest alongside two Metro North stations and a few local eateries. Seasonal activities are found in nearby areas.

  • Average Value

    $450K

  • List Price

    $208K - $1.9M

  • For Sale

    Homes For Sale

    12 Listings

  Dover
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  Crown Heights

  Crown Heights is much more than a small hamlet south of Poughkeepsie – it’s home to many of that city’s largest employers. “For a lot of IBMers who worked in the Poughkeepsie plant, that was their starting home,” says Patricia Cannizzaro, an associate broker with Century 21 Alliance Realty Group who has sold several homes in Poughkeepsie. This

  • Average Value

    $441K

  • List Price

    $368K - $492K

  • For Sale

    Homes For Sale

    3 Listings

  Crown Heights
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  Haviland

  Haviland delivers quiet suburban living with classic homes, affordable co‑op options, and quick access to Hyde Park’s historic estates. With local parks, small businesses and easy Taconic and Hudson Line commuting, it offers space, value and small‑town charm close to NYC.

  • Average Value

    $419K

  • List Price

    $170K - $833K

  • For Sale

    Homes For Sale

    8 Listings

  Haviland

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