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Dutchess County Real Estate Search

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Dutchess County School District Map with School Ratings
Dutchess County School District Map, New York.
Districts are color coded based on the school district ratings from Greatschools.org

Dutchess County School Districts Real Estate

There are 13 public school districts in Dutchess County, New York. Some districts are small, while Arlington and Wappinger Central School Districts are among the largest in the state.

You can click on the links below for more information about each Dutchess County school district. Click on the links to view the homes for sale in each school district. You can also real estate listings by high schools, middle schools and elementary schools.

List of Dutchess County School Districts:

  • Arlington Central School District
  • Beacon City School District
  • Dover Union Free School District
  • Hyde Park Central School District
  • Millbrook Central School District
  • Pawling Central School District
  • Pine Plains Central School District
  • Poughkeepsie City School District
  • Red Hook Central School District
  • Rhinebeck Central School District
  • Spackenkill Union Free School District
  • Wappinger Central School District
  • Webutuck Central School District

To learn more about the towns and villages in Dutchess County, please visit our Dutchess County towns and villages page.

Dutchess County NY Real Estate Search

 

DUTCHESS COUNTY HOMES FOR SALE BY PRICE
  • All Dutchess County Listings
  • Under $200,000
  • $200,000 - $300,000
  • $300,000 - $400,000
  • $400,000 - $500,000
  • $500,000 - $600,000
  • $600,000 - $800,000
  • $800,000 - $1 million
  • $1 million plus
DUTCHESS COUNTY HOMES FOR SALE BY TYPE
  • New Homes
  • Condos and Townhouses
  • Multifamily
  • Commercial Properties
  • Land
  • Waterfront Homes or with Water Views
  • Homes with Swimming Pools
  • 55+ Active Adult Homes
  • Horse Farm Properties
  • Foreclosures
 

 

 

45 Hitchcock Lane, Millbrook image
45 Hitchcock Lane, Millbrook $65,000,000

The Hitchcock Estate is an exceptional property in size, location and history. The property has 2078 acres intact since the first owner assembled it from 5 area farms in ...

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  • 10 Beds
  • 8 Baths
  • H6314256 MLS
  • ACTIVE Status
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Woodward Hill,Stissng Mount, Hicks Hill, Route 199, Pine Plains image
Woodward Hill,Stissng Mount, Hicks Hill, Route 199, Pine Plains $36,000,000

A once-in-a-lifetime opportunity to own 1,945 acres of pristine land, with expansive road frontage and multiple contiguous parcels. This estate includes 4 single-family h...

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  • H6332462 MLS
  • ACTIVE Status
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213 Greenhaven Road, Poughquag image
213 Greenhaven Road, Poughquag $24,875,000

The Springs at Beekman is a fully approved, shovel-ready 199-lot single-family subdivision on 370 acres in the Town of Beekman, Dutchess County. All governmental approval...

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  • 994352 MLS
  • ACTIVE Status
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365 Tower Hill Road, Wassaic image
365 Tower Hill Road, Wassaic $16,500,000

Introducing Sky House. This 7,500-square-foot modern estate atop 138 acres of meadows, woodland, and rolling hills in Millbrook’s storied hunt country is a study in sere...

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  • 4 Beds
  • 8 Baths
  • 1002180 MLS
  • ACTIVE Status
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15 Kirby Hill Road, Pawling image
15 Kirby Hill Road, Pawling $14,995,000

Kirby Hill Farm, an exceptional equestrian estate set on 247 acres of Quaker Hill's finest countryside. The turnkey, multi-discipline, equestrian facility offers 4 barns...

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  • 4 Beds
  • 4 Baths
  • 965662 MLS
  • ACTIVE Status
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17 River Road N, Wappingers Falls image
17 River Road N, Wappingers Falls $13,900,000

Where Exclusive Luxury Meets the Hudson. Chelsea Retreat is a distinctive enclave of luxury homes; designed to elevate your everyday life. Whether you're seeking a serene...

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  • 4 Beds
  • 6 Baths
  • 1003426 MLS
  • ACTIVE Status
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129 W Meadow Lane, Millbrook image
129 W Meadow Lane, Millbrook $11,500,000

Set in the hills above Millbrook, West Meadow is encircled as far as the eye can see by endless, heart-stopping views of the entire Hudson Valley. The house and pool sit ...

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  • 5 Beds
  • 7 Baths
  • 1007235 MLS
  • ACTIVE Status
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147 Moadock Road, Millerton image
147 Moadock Road, Millerton $11,250,000

Privately set on 50 acres with sweeping Western views of the Catskill Mountains, this extraordinary Shekomeko estate embodies the very best of Hudson Valley country livin...

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  • 5 Beds
  • 6 Baths
  • 1020209 MLS
  • ACTIVE Status
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46 Ledgerock Lane, Hyde Park image
46 Ledgerock Lane, Hyde Park $11,250,000

Ledgerock is a modern masterpiece by modernist architect, Lee Ledbetter and the only estate in the Hudson Valley that lies DIRECTLY on a bluff overlooking the Hudson Rive...

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  • 5 Beds
  • 8 Baths
  • 810504 MLS
  • ACTIVE Status
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40 Morton Road, Rhinebeck image
40 Morton Road, Rhinebeck $9,750,000 ▼

Stonecrest on the Hudson is a stunningly designed home on 16 inspiringly landscaped acres with extensive views of the river and the Catskills. A creation of stone, metal,...

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  • 8 Beds
  • 6 Baths
  • 915710 MLS
  • ACTIVE Status
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225 Route 22, Pawling image
225 Route 22, Pawling $9,750,000

Unparalleled Opportunity Awaits! Discover this breathtaking 558+ acre parcel, just 90 minutes from Manhattan, offering a canvas of endless possibilities for personal and ...

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  • H6215756 MLS
  • ACTIVE Status
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225 Route 22, Pawling image
225 Route 22, Pawling $9,750,000

Unparalleled Opportunity Awaits! Discover this breathtaking 558+ acre parcel, just 90 minutes from Manhattan, offering a canvas of endless possibilities for personal and ...

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  • H6215066 MLS
  • ACTIVE Status
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10 Old Route 9, Staatsburg image
10 Old Route 9, Staatsburg $9,500,000

Belvedere Mansion at Pawling Manor An Enduring Hudson Valley Landmark of Rare Pedigree Set on 9.52 secluded acres just minutes from Rhinebeck, Belvedere Mansion at Pawl...

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  • 25 Beds
  • 25 Baths
  • 957965 MLS
  • ACTIVE Status
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10 Old Route 9, Staatsburg image
10 Old Route 9, Staatsburg $9,500,000

Belvedere Mansion at Pawling Manor An Enduring Hudson Valley Landmark of Rare Pedigree Set on 9.52 secluded acres just minutes from Rhinebeck, Belvedere Mansion at Pawl...

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  • 957930 MLS
  • ACTIVE Status
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33 Firehouse Lane, Red Hook image
33 Firehouse Lane, Red Hook $9,500,000 ▼

A modern and well constructed 36 unit complex consisting of 24 town homes 8 -one & two bedroom apartments and 8 commercial rentals . Top quality construction well main...

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  • H6304822 MLS
  • ACTIVE Status
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292 Wood Duck Road, Amenia image
292 Wood Duck Road, Amenia $8,650,000 ▼

Refined Luxury. Rare Direct Lakefront Home within the Coveted Silo Ridge Community. 5 Luxurious En-suite Bedrooms Including 2 on Main Level. Jaw Dropping Great Room with ...

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  • 5 Beds
  • 7 Baths
  • 955653 MLS
  • ACTIVE Status
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156 Sharon Station Road, Amenia image
156 Sharon Station Road, Amenia $8,600,000

Set amid rolling fields and protected countryside, Hounds Pond Farm captures the essence of Hudson Valley living. Spanning 342 acres in the scenic Amenia Valley, the land...

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  • 986998 MLS
  • ACTIVE Status
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7775 Albany Post Road, Red Hook image
7775 Albany Post Road, Red Hook $7,500,000 ▼

Premier 300-Acre Agricultural & Investment Estate on Route 9 – Turnkey Dairy & Creamery Operation Discover a rare and significant investment opportunity in the heart of t...

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  • 968961 MLS
  • ACTIVE Status
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Wassaic image
Wassaic $7,500,000 ▼

West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with for...

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  • 6 Beds
  • 8 Baths
  • 961772 MLS
  • ACTIVE Status
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151 Rowe Road, Red Hook image
151 Rowe Road, Red Hook $6,995,000

Crestline is a visionary to-be-built residence offering 6,216 finished square feet of meticulously designed living space, including three bedroom suites and four-and-a-ha...

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  • 3 Beds
  • 5 Baths
  • 948111 MLS
  • ACTIVE Status
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Wappingers Falls image
Wappingers Falls $5,550,000

A once-in-a-generation Hudson River offering. Reached by a private pedestrian bridge, this extraordinary estate includes its own private island in the Hudson River, a se...

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  • 4 Beds
  • 4 Baths
  • 978910 MLS
  • ACTIVE Status
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3585 Route 82, Millbrook image
3585 Route 82, Millbrook $5,500,000

Welcome to Sunset Ridge Farm. A discreet tree-lined drive with expansive views of two aerated ponds and rolling hills leads to this breathtaking modern farmhouse estate. ...

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  • 4 Beds
  • 6 Baths
  • 854229 MLS
  • ACTIVE Status
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1135 Duell Road, Stanfordville image
1135 Duell Road, Stanfordville $5,400,000 ▼

Perched atop 40.9 private acres, this exceptional custom-built estate offers unrivaled privacy and sweeping panoramic views of the Catskill Mountains. Blending timeless c...

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  • 3 Beds
  • 4 Baths
  • 956925 MLS
  • ACTIVE Status
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4918 Route 82, Salt Point image
4918 Route 82, Salt Point $5,250,000

Spanning nearly just over 12 pristine acres, Bloomvale is a masterfully preserved waterfall estate. Situated along the rushing waters of the Wappinger Creek in the histor...

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  • 5 Beds
  • 4 Baths
  • 1030151 MLS
  • COMING SOON Status
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347 Main Street, Poughkeepsie image
347 Main Street, Poughkeepsie $5,250,000 ▼

347 Main Street, Poughkeepsie is a multi-tenant office/medical asset on 1.17ac with leasing and development upside in a growing Central Business District. The subject pr...

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  • 976196 MLS
  • ACTIVE Status
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1297 Route 343, Dover Plains image
1297 Route 343, Dover Plains $5,000,000

Nestled in the heart of the Town of Washington’s breathtaking countryside, this extraordinary 332+ acre property offers a rare opportunity to own an expansive and remarka...

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  • 995039 MLS
  • ACTIVE Status
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618 Quaker Hill Road, Pawling image
618 Quaker Hill Road, Pawling $5,000,000

Set high atop the storied crest of Quaker Hill, Elmwood Farm is a legacy estate where Hudson Valley history, architectural grandeur, and pastoral beauty converge. Approac...

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  • 8 Beds
  • 13 Baths
  • 968589 MLS
  • ACTIVE Status
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300 Beekman Poughquag Road Unit #2, Poughquag image
300 Beekman Poughquag Road Unit #2, Poughquag $5,000,000

Turn-Key Automotive & Salvage Operation – Hudson Valley, NY Asking Price: $5,000,000 Rare opportunity to own a fully equipped and licensed automotive facility in the hea...

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  • 891331 MLS
  • ACTIVE Status
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1963 Salt Point Turnpike, Salt Point image
1963 Salt Point Turnpike, Salt Point $4,950,000

Bradford Hill Farm is a purpose-built country estate set across more than 68 acres, offering a rare combination of privacy, scale, and thoughtful design. Located near the...

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  • 4 Beds
  • 5 Baths
  • 952077 MLS
  • ACTIVE Status
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1198 Route 82, Hopewell Junction image
1198 Route 82, Hopewell Junction $4,499,000

Historic Gem of a Family Farm situated within the urban neighborhoods of Hopewell Junction, just two miles off of the Taconic Parkway, this unique offering with rolling h...

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  • 6 Beds
  • 2 Baths
  • 998467 MLS
  • ACTIVE Status
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1198 82 Route, Hopewell Junction image
1198 82 Route, Hopewell Junction $4,499,000

Historic Gem of a Family Farm situated within the urban neighborhoods of Hopewell Junction, just two miles off of the Taconic Parkway, this unique offering with rolling h...

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  • 926124 MLS
  • ACTIVE Status
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101 N Tower Hill Road, Millbrook image
101 N Tower Hill Road, Millbrook $4,495,000

**TO BE BUILT** Prepare to be impressed. Nestled on nearly 8 private acres in the heart of Millbrook, this exceptional custom-built estate offers nearly 6,000 square feet...

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  • 4 Beds
  • 5 Baths
  • 1006093 MLS
  • ACTIVE Status
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8032-8060 Rt-82, Pine Plains image
8032-8060 Rt-82, Pine Plains $4,495,000

Cedar Ridge Farm is a premier 246-acre equestrian estate set in the heart of Dutchess County, offering exceptional land quality, extensive infrastructure, and the rare sc...

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  • 7 Beds
  • 4 Baths
  • 947632 MLS
  • ACTIVE Status
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53 Market Lane, Clinton Corners image
53 Market Lane, Clinton Corners $4,480,000

Perfectly positioned atop more than 54 breathtaking acres in the heart of the Hudson Valley, this inviting country retreat offers exceptional privacy and sweeping natural...

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  • 3 Beds
  • 4 Baths
  • 1028057 MLS
  • ACTIVE Status
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3461 Route 9G, Rhinebeck image
3461 Route 9G, Rhinebeck $4,250,000

The Canopy House Named for the towering canopy of mature trees that defines its landscape, The Canopy House is a home shaped as much by light as by architecture. Here, t...

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  • 7 Beds
  • 5 Baths
  • 1026060 MLS
  • ACTIVE Status
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296-302 Stanford Road, Millbrook image
296-302 Stanford Road, Millbrook $4,250,000

Completely reimagined and renovated in 2026, this exceptional Millbrook compound offers an extraordinary blend of timeless architecture, modern luxury, and refined crafts...

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  • 4 Beds
  • 5 Baths
  • 1012988 MLS
  • ACTIVE Status
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468 TRIPP Road, Pine Plains image
468 TRIPP Road, Pine Plains $4,250,000

We welcome this 1834 restored farm into our Luxury Collection of Hudson Valley properties. This magnificent property makes the perfect country compound. Completely update...

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  • 6 Beds
  • 5 Baths
  • 978953 MLS
  • ACTIVE Status
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12 Hunns Lake Road, Stanfordville image
12 Hunns Lake Road, Stanfordville $4,000,000

A rare opportunity to acquire a long-standing retail bulk landscape supply and composting business including all contracts and equipment. With over 25 years of establishe...

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  • 986706 MLS
  • ACTIVE Status
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926 Turkey Hill Road, Red Hook image
926 Turkey Hill Road, Red Hook $3,999,000 ▼

Nearly 30 secluded acres of rolling meadows and woodlands unfold into breathtaking panoramic views of the Catskill Mountains. This is a place to slow down and reconnect. ...

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  • 6 Beds
  • 6 Baths
  • 921530 MLS
  • ACTIVE Status
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1515-1517 Route 83, Pine Plains image
1515-1517 Route 83, Pine Plains $3,995,000 ▼

Set far back from one of the Hudson Valley’s most prestigious and scenic roads, this stunningly restored 1830s colonial farmhouse is a masterclass in combining historic c...

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  • 10 Beds
  • 7 Baths
  • 953909 MLS
  • ACTIVE Status
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70-98 Ryan Road, Pine Plains image
70-98 Ryan Road, Pine Plains $3,950,000 ▼

An intoxicating opportunity to own a 343 acre swathe of spectacular farmland, proudly eligible for the National Register of Historic Places, that encompasses several impr...

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  • 1018855 MLS
  • ACTIVE Status
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42 Hy Vue Terrace, Millerton image
42 Hy Vue Terrace, Millerton $3,950,000

Welcome to the Hudson Valley Dream Home - Introduced by Hudson Valley Magazine In a region celebrated for its natural beauty and creative spirit, a new standard of luxury...

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  • 4 Beds
  • 6 Baths
  • 931962 MLS
  • ACTIVE Status
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52 Pells Road, Rhinebeck image
52 Pells Road, Rhinebeck $3,850,000

WhistleWood Farm A rare multi-use estate set on just under 40 acres in the heart of Rhinebeck, NY. Currently operating as a successful bed-and-breakfast, event venue, and...

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  • 7 Beds
  • 7 Baths
  • 1003365 MLS
  • ACTIVE Status
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Forest Drive, Hyde Park image
Forest Drive, Hyde Park $3,800,000

ATTENTION BUILDERS, DEVELOPERS & INVESTORS! PRESTIGIOUS WOODED 31 LOT SUB-DIVISION IN HISTORICAL HYDE PARK. HAVE ABOUT 45 CUSTOMERS INTERESTED AND WOULD BE HAPPY TO HAVE ...

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  • 976765 MLS
  • ACTIVE Status
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151 Benson Hill Road, Dover Plains image
151 Benson Hill Road, Dover Plains $3,750,000

Rarely does an offering of this scale and provenance come to market. Set across more than 114 acres, Honey Lane Farm is a private estate of exceptional beauty—three disti...

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  • 7 Beds
  • 7 Baths
  • 990563 MLS
  • ACTIVE Status
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401 Woodmont Road, Hopewell Junction image
401 Woodmont Road, Hopewell Junction $3,699,000 ▼

Welcome to Cloud Walk Estate, a once-in-a-lifetime opportunity to own the entire summit of a private mountain in East Fishkill, NY. Encompassing nearly 120 acres across t...

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  • 5 Beds
  • 7 Baths
  • 888909 MLS
  • ACTIVE Status
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3531 Route 82, Millbrook image
3531 Route 82, Millbrook $3,500,000

Set on 5.85 private acres just under 90 minutes from Manhattan, Three Ponds Estate is a fully remodeled 4 bedroom, 3.5 bath residence designed by the owner and designer b...

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  • 4 Beds
  • 4 Baths
  • 1014296 MLS
  • ACTIVE Status
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317 Skunks Misery Road, Millerton image
317 Skunks Misery Road, Millerton $3,495,000

Rarely does a property of this caliber become available. Spanning approximately 234 acres across two contiguous parcels (162 acres and 71.5 acres), this exceptional offer...

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  • 1014454 MLS
  • ACTIVE Status
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505-1 Pumpkin Lane, Clinton Corners image
505-1 Pumpkin Lane, Clinton Corners $3,495,000

(To Be Built) A one of a kind property, Fieldhouse is sited on a gently rolling 10 acre property with quintessential Hudson Valley views. Open skies abound in this pictu...

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  • 4 Beds
  • 4 Baths
  • 868978 MLS
  • ACTIVE Status
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62 Livingston Street, Rhinebeck image
62 Livingston Street, Rhinebeck $3,250,000

A Victorian on one of Rhinebeck’s most walkable blocks, minutes on foot from the Village center. Deep green shingle-and-clapboard exterior, cream gingerbread trim, and a ...

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  • 4 Beds
  • 4 Baths
  • 1022134 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 New Homes for Sale
  • Dutchess County Condos and Townhouses
  • Dutchess County Adult 55+ Homes for Sale
  • Dutchess County Popular Communities
  • 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 School Districts

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

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

Community Info by County

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School District Info by County

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