117,322

Dutchess County, NY Homes

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  • 178 Charles Colman Blvd, Pawling, NY 12564
    178 Charles Colman Blvd, Pawling, NY 12564
    178 Charles Colman Blvd, Pawling, NY 12564
    /22

    $1,350,000

    • Land
    • 3.9 Acres
    • $346,154 per Acre

    178 Charles Colman Blvd, Pawling, NY 12564

    Exclusive Mixed-Use Property in Pawling N.Y.! Incredible Investment or Business Opportunity offering a rare blend of Residence, Greenhouse, Floral Shop, & Nursery.This beautiful Sprawling estate boasts a Commercial c & Residential component? with a 2,500 sqft greenhouse fully-equipped floral shop with retail space There is Ample parking & easy accessibility for Commercial

    Agent Photo

    Vince Buccieri

    Today Realty Corp.

    (845) 280-5951

    178 Charles Colman Blvd, Pawling, NY 12564
  • 80 Sterling Dr, Wappingers Falls, NY 12590
    80 Sterling Dr, Wappingers Falls, NY 12590
    80 Sterling Dr, Wappingers Falls, NY 12590
    /12

    $2,450 - $3,235 per month

    RiverBend at Wappingers Falls Apartments

    1 - 2 Beds

    80 Sterling Dr, Wappingers Falls, NY 12590

    Established in the vibrant southeast Wappingers Falls area, Riverbend at Wappingers Falls is the pleasant sanctuary you've been waiting for. This is a cozy suburban retreat with big-town convenience nearby. Be in the heart of Poughkeepsie in a matter of minutes with quick access to Highway 9 and the commuter rail service, or keep things close to home with plenty to see and do right around the

    80 Sterling Dr, Wappingers Falls, NY 12590
  • 69 Roundhill Rd, Hopewell Junction, NY 12533

    $780,000 Sold Nov 24, 2025

    • 2,498 Sq Ft
    • $312/SF
    • 21 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2014

    69 Roundhill Rd, Hopewell Junction, NY 12533

    Accepted Offer. No HOA Fees – NOT in a Flood Zone (FEMA Letter Available) – Luxury Living with In-Ground Pool!In the prestigious Stoneridge Subdivision, this 2014 Colonial delivers peace of mind, privacy, and resort-style comfort on a level 1.51-acre lot. From the stone walkway and manicured landscaping to the timeless curb appeal, every detail speaks of quality. MAIN LEVEL: Sun-filled and

    Umesh Shrestha BHHS Hudson Valley Properties

    69 Roundhill Rd, Hopewell Junction, NY 12533
  • 489 Grape Hollow Rd, East Fishkill, NY 12531
    489 Grape Hollow Rd, East Fishkill, NY 12531
    489 Grape Hollow Rd, East Fishkill, NY 12531
    /24

    $590,000

    • Land
    • 63.9 Acres
    • $9,233 per Acre

    489 Grape Hollow Rd, East Fishkill, NY 12531

    Calling out for BUILDERS, HUNTERS, MULTI FAMILY HOMES OR LUXURY home owner desiring total privacy!! 63.9 acres of woodland in the Hudson Valley, undeveloped parcel. Prior approval ( needs to be updated by the buyer and engineer ) by the town for a 4 parcel to a 10 plot subdivision and has 3 wells drilled on parcels already, build less homes as desired with larger land parcels. OR Build a dream

    Agent Photo

    Philip Bisesto

    HomeSmart Homes & Estates

    (845) 683-5349

    489 Grape Hollow Rd, East Fishkill, NY 12531
  • 16 Bangall Amenia Rd, Stanfordville, NY 12581
    16 Bangall Amenia Rd, Stanfordville, NY 12581
    16 Bangall Amenia Rd, Stanfordville, NY 12581
    /26

    $3,500 per month

    • 3 Beds
    • 1.5 Baths
    • 1,502 Sq Ft
    • House for Rent

    16 Bangall Amenia Rd, Stanfordville, NY 12581

    Welcome to this beautifully updated 3-bedroom, 2 bath home located in the heart of the hamlet of Bangall—one of the Hudson Valley’s most desirable and picturesque enclaves. Perfectly positioned between Mashomack Polo Club and the Millbrook Horse Trials, this home offers an unmatched blend of country charm and convenience. Just minutes to Amenia, Millbrook, Pine Plains, and Clinton Corners, it’s

    Richard Brenner Rich Brenner Realty, LLC

    16 Bangall Amenia Rd, Stanfordville, NY 12581
  • 56 Hoof Print Rd, Millbrook, NY 12545

    $580,000 Sold Nov 24, 2025

    • 2,100 Sq Ft
    • $276/SF
    • 26 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1974

    56 Hoof Print Rd, Millbrook, NY 12545

    Tucked back from the road on 1.8 acres, this fully renovated Millbrook home begins with a front door that tells its story—elevated design, natural warmth, and a welcome that carries throughout. Step inside to a gracious foyer where natural light and a herringbone-patterned floor create a refined first impression. Upstairs, the main living area was reimagined as an open plan that invites

    Jennifer Enloe Four Seasons Sothebys Intl

    56 Hoof Print Rd, Millbrook, NY 12545
  • 126 Old Hopewell Rd, Wappingers Falls, NY 12590
    126 Old Hopewell Rd, Wappingers Falls, NY 12590
    126 Old Hopewell Rd, Wappingers Falls, NY 12590
    /34

    $1,100,000

    • 4 Beds
    • 5 Baths
    • 7,693 Sq Ft

    126 Old Hopewell Rd, Wappingers Falls, NY 12590

    Recent update to the Town Code, SHORT-TERM RENTALS AND AIRBNBS ARE NOW PERMITTED in the Town of Wappinger with an application and permit, creating an excellent opportunity for an income-producing property.! Welcome to this incredible 4-bedroom 7,693 square-feet Contemporary home offering an additional 1,444 square-feet of an indoor pool and entertaining area. This home is situated privately on

    Agent Photo

    Michael Dunstan

    RE/MAX Town & Country

    (845) 609-1293

    126 Old Hopewell Rd, Wappingers Falls, NY 12590
  • 80 Jefferson Blvd, Fishkill, NY 12524
    80 Jefferson Blvd, Fishkill, NY 12524
    80 Jefferson Blvd, Fishkill, NY 12524
    /28

    $2,245 - $3,515 per month

    Eagle Rock Apartments at Fishkill

    1 - 3 Beds

    80 Jefferson Blvd, Fishkill, NY 12524

    Welcome to your private oasis. Eagle Rock Apartments at Fishkill, formerly known as Village at Merritt Park, in New York's picturesque Dutchess County, offers pet-friendly one, two, and three bedroom apartments with newly renovated interiors and resort-caliber amenities. You'll feel a world away, surrounded by woods and the soothing sounds of the Fishkill Creek that borders the community. But you

    80 Jefferson Blvd, Fishkill, NY 12524
  • 1 Shelley Rd, Poughkeepsie, NY 12603

    $460,000 Sold Nov 24, 2025

    • 1,684 Sq Ft
    • $273/SF
    • 13 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1975

    1 Shelley Rd, Poughkeepsie, NY 12603

    The charming Raised Ranch sits on a beautiful corner lot with a fully fenced in backyard. This 3 bedroom, 1 1/2 Bath home has been well maintained. The main level features hardwood floors, large windows for natural light, and a spacious living area. The lower level offers additional living space, perfect for a Family Room, Home Office, or Recreational Area. You will also find a 1/2 Bath and

    John DiDio Century 21 Alliance Rlty Group

    1 Shelley Rd, Poughkeepsie, NY 12603
  • 0 Cascade Mt Perrys Corners Rd Unit KEYH6310518, Amenia, NY 12501
    0 Cascade Mt Perrys Corners Rd Unit KEYH6310518, Amenia, NY 12501
    0 Cascade Mt Perrys Corners Rd Unit KEYH6310518, Amenia, NY 12501
    /26

    $2,513,600

    • Land
    • 206.14 Acres
    • $12,194 per Acre

    0 Cascade Mt Perrys Corners Rd Unit KEYH6310518, Amenia, NY 12501

    An opportunity to own a magnificent combination of two rural properties. Explore this enchanting yet tranquil 206.14 acres of rolling hills, mature forests and ample meadow that is currently in organic crop production. There are a couple of steep slopes that contribute to buffering a few captivating and extremely private home sites. The terrain is ideal for a retreat and multiple dwellings. Maybe

    Agent Photo

    Larry Havens

    Havens Real Estate

    (845) 460-1037

    0 Cascade Mt Perrys Corners Rd Unit KEYH6310518, Amenia, NY 12501
  • 58 On the Green Unit 60, Verbank, NY 12585
    58 On the Green Unit 60, Verbank, NY 12585
    58 On the Green Unit 60, Verbank, NY 12585
    /36

    $3,500 per month

    • 3 Beds
    • 1 Bath
    • 1,382 Sq Ft
    • House for Rent

    58 On the Green Unit 60, Verbank, NY 12585

    Charming one level home located on a scenic road just minutes to the Village of Millbrook. The house features an updated kitchen and bathroom. The interior has been freshly painted and the beautiful floors are new. Large windows in the dining and living room offer great views of the property. There are three bedrooms and one full bathroom. In the basement, there is plenty of room for storage and

    Susan Whalen George T Whalen Real Estate

    58 On the Green Unit 60, Verbank, NY 12585
  • 96 Old Post Rd N, Red Hook, NY 12571

    $371,000 Sold Nov 24, 2025

    • 1,296 Sq Ft
    • $286/SF
    • 91 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1850

    96 Old Post Rd N, Red Hook, NY 12571

    Step into a home that radiates character and comfort. This move-in ready property seamlessly blends vintage charm—think exposed wooden beams and warm textures—with modern updates designed for everyday living. The open-concept kitchen features a central island and contemporary finishes, making it a natural hub for entertaining. It flows effortlessly into a welcoming dining area and a cozy living

    Leigh Bahnatka BHHS Hudson Valley Properties

    96 Old Post Rd N, Red Hook, NY 12571
  • 0 Perrys Corners Rd Unit KEYM419993, Amenia, NY 12501
    0 Perrys Corners Rd Unit KEYM419993, Amenia, NY 12501
    0 Perrys Corners Rd Unit KEYM419993, Amenia, NY 12501
    /14

    $2,034,630

    • Land
    • 156.51 Acres
    • $13,000 per Acre

    0 Perrys Corners Rd Unit KEYM419993, Amenia, NY 12501

    Indulge in breathtaking privacy, featuring a couple of extraordinary homesites harmoniously integrated into the enchanting landscape of meadows and woodlands. This premium land offering maintains a commitment to organic farming, ensuring a connection to nature. Tucked away from the road, this is an optimal setting for those desiring a distinguished location with ample space for exploration,

    Agent Photo

    Larry Havens

    Havens Real Estate

    (845) 493-3228

    0 Perrys Corners Rd Unit KEYM419993, Amenia, NY 12501
  • 57 Cannon St, Poughkeepsie, NY 12601
    57 Cannon St, Poughkeepsie, NY 12601
    57 Cannon St, Poughkeepsie, NY 12601
    /43

    $1,369 - $1,792 per month

    Luckey Platt

    Studio - 3 Beds

    57 Cannon St, Poughkeepsie, NY 12601

    Located in the heart of Dutchess county, the post-industrial Luckey Platt building offers newly renovated studios, one, two and three bedroom apartments, as well as new amenities and community work spaces on each floor. With easy access to nearby restaurants, local markets & shops, entertainment, parks, nature and a quick walk to the Poughkeepsie train station, Luckey Platt provides the ideal

    57 Cannon St, Poughkeepsie, NY 12601
  • 29 Perry Rd, Hyde Park, NY 12538

    $215,000 Sold Nov 24, 2025

    • 1,680 Sq Ft
    • $128/SF
    • 23 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    29 Perry Rd, Hyde Park, NY 12538

    Lovely Co-Op community at the sought-after Hidden Brook Estates! This spacious 28’x60’ (1,680 sq. ft.) Holiday Homes manufactured home, built in 1985 by the community’s developer, offers 2 bedrooms, 2 baths, and a family room. Enjoy vaulted ceilings, an open floor plan, and great natural light. The kitchen features a center island with a new glass cooktop, and the dining room includes two

    Frances Chiu Realty Center Hudson Valley

    29 Perry Rd, Hyde Park, NY 12538
  • 0 Cascade Mountain Rd Unit 419986, Amenia, NY 12501
    0 Cascade Mountain Rd Unit 419986, Amenia, NY 12501
    0 Cascade Mountain Rd Unit 419986, Amenia, NY 12501
    /15

    $479,000

    • Land
    • 49.63 Acres
    • $9,651 per Acre

    0 Cascade Mountain Rd Unit 419986, Amenia, NY 12501

    Discover the perfect spot for your modern or log home - a private parcel perched on a hill, embraced by the tranquility of the forest. These idyllic home sites provide an ideal retreat from the hustle and bustle of city life. Just minutes away from the Wassaic Train Station and the Harlem Valley Rail Trail, this location invites you to plan your escape. Lace up your hiking boots and schedule a

    Agent Photo

    Larry Havens

    Havens Real Estate

    (845) 470-5991

    0 Cascade Mountain Rd Unit 419986, Amenia, NY 12501
  • 218 New York 199, Red Hook, NY 12571
    218 New York 199, Red Hook, NY 12571
    218 New York 199, Red Hook, NY 12571
    /7

    $1,650 per month

    • 2 Beds
    • 1 Bath
    • 600 Sq Ft
    • Apartment for Rent

    218 New York 199, Red Hook, NY 12571

    Very clean updated 2-bedroom apartment in quiet well maintained complex. Great location within 5 minutes to Red Hook Village. Security Deposit, First Month's Rent and 1/2-month broker fee. Good credit, references and verifiable income a must. 1 year lease. Available immediately.

    Catherine Mondello Mondello Upstate Properties

    218 New York 199, Red Hook, NY 12571
  • 42 Willow Dr, Hopewell Junction, NY 12533

    $560,000 Sold Nov 24, 2025

    • 2,245 Sq Ft
    • $249/SF
    • 11 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1982

    42 Willow Dr, Hopewell Junction, NY 12533

    Discover the potential of this charming colonial-style home now available for sale by estate. Nestled on a beautiful 1.2 acres of lush property offering an incredible opportunity for buyers willing to invest some tender love and care for remarkable equity growth. This home features hardwood flooring, enhancing its warm and inviting atmosphere. The kitchen seamlessly connects to a cozy family

    Geraldine Brucale BHHS Hudson Valley Properties

    42 Willow Dr, Hopewell Junction, NY 12533
  • 225 Route 22, Pawling, NY 12564
    225 Route 22, Pawling, NY 12564
    225 Route 22, Pawling, NY 12564
    /33

    $9,750,000

    • Land
    • 558.35 Acres
    • $17,462 per Acre

    225 Route 22, Pawling, NY 12564

    Unparalleled Opportunity Awaits! Discover this breathtaking 558+ acre parcel, just 90 minutes from Manhattan, offering a canvas of endless possibilities for personal and commercial endeavors. Whether you envision a sprawling family compound or a premier commercial facility, this land is primed for your dreams. Featuring level terrain, extensive trails, and vibrant pastures, this property is

    Agent Photo

    Shaylene Neumann

    Houlihan Lawrence Inc.

    (845) 377-2512

    225 Route 22, Pawling, NY 12564
  • 51 Hillside Rd, Pine Plains, NY 12567
    51 Hillside Rd, Pine Plains, NY 12567
    51 Hillside Rd, Pine Plains, NY 12567
    /50

    $2,900 - $2,940 per month

    Stissing Farms

    2 Beds

    51 Hillside Rd, Pine Plains, NY 12567

    Live the way you've always wanted without compromising style or quality. At Stissing Farm Townhomes, our apartment residences are designed with you in mind. Now you really can have it all . . . lifestyle included.Pine Plains was named One of the Best Small Towns in New York by !

    51 Hillside Rd, Pine Plains, NY 12567
  • 5 Homestead Farm Ln, Millerton, NY 12546

    $1,850,000 Sold Nov 24, 2025

    • Land
    • 164 Acres
    • $11,280 per Acre
    • 1,147 Days On Market

    5 Homestead Farm Ln, Millerton, NY 12546

    Once in a lifetime opportunity to acquire one of the last remaining unrestricted working farms in Northern Dutchess County, NY. Choice building sites, panoramic views and seclusion yet convenient to New York City, Metro North commuter train and nearby area amenities including Millerton, NY, Litchfield County, CT, Troutbeck Inn, Millbrook, NY and Silo Ridge. 2 of 2 divided plots. 171 acres.

    Andrew Gates Houlihan Lawrence Inc.

    5 Homestead Farm Ln, Millerton, NY 12546
  • 1875 New Hackensack Rd, Poughkeepsie, NY 12603
    1875 New Hackensack Rd, Poughkeepsie, NY 12603
    /2

    $50,000

    • Land
    • 1.6 Acres
    • $31,250 per Acre

    1875 New Hackensack Rd, Poughkeepsie, NY 12603

    Set on approximately 1.6 acres of wooded land in the Town of LaGrange, this parcel offers a rare mix of privacy, convenience, and potential water access to Wappingers Creek, a NYS registered trout stream. It is currently classified in tax records as residential vacant land, making it an attractive canvas for a custom home, spec build, or long term land investment, subject to all required

    Agent Photo

    Jessica Melendez

    eXp Realty

    (845) 390-2849

    1875 New Hackensack Rd, Poughkeepsie, NY 12603
  • 62 Talmadge St Unit 2, Poughkeepsie, NY 12601
    62 Talmadge St Unit 2, Poughkeepsie, NY 12601
    62 Talmadge St Unit 2, Poughkeepsie, NY 12601
    /5

    $2,000 per month

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft
    • Apartment for Rent

    62 Talmadge St Unit 2, Poughkeepsie, NY 12601

    Available for immediate occupancy. 2 bedroom/1 bath second floor rental in downtown Poughkeepsie. Freshly painted, new appliances and oak floors throughout. Rent includes heat, water, sewer and trash! Excellent location, a stone throw from the Poughkeepsie Train Station, Walkway Over the Hudson, Culinary, Marist College, restaurants, shops and more! Act fast!

    Justin LaFalce KW MidHudson

    62 Talmadge St Unit 2, Poughkeepsie, NY 12601
  • 5 Harvard St, Red Hook, NY 12571

    $400,000 Sold Nov 24, 2025

    • 1,108 Sq Ft
    • $361/SF
    • 26 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1958

    5 Harvard St, Red Hook, NY 12571

    Welcome to 5 Harvard Street – Your Dream Home Awaits!This fully renovated gem offers 3 bedrooms and 1 full bath, nestled within the desirable Red Hook School District. As soon as you step inside, you'll be captivated by the meticulous attention to detail, stunning finishes, and an open-concept layout that flows effortlessly from one room to the next.The living room, featuring a decorative

    Ronald Green KW MidHudson

    5 Harvard St, Red Hook, NY 12571
  • 0 Echo Ln, Fishkill, NY 12524
    0 Echo Ln, Fishkill, NY 12524
    /2

    $20,000

    • Land
    • 2.65 Acres
    • $7,547 per Acre

    0 Echo Ln, Fishkill, NY 12524

    A 2.65 acre wooded parcel located close to Beacon and I-84. This parcel appears to be landlocked and it is unknown if there is a right-of-way to the property.

    Agent Photo

    Omar Harper

    Epique Realty

    (845) 773-8385

    0 Echo Ln, Fishkill, NY 12524
  • 1 Town View Dr, Wappingers Falls, NY 12590
    1 Town View Dr, Wappingers Falls, NY 12590
    1 Town View Dr, Wappingers Falls, NY 12590
    /26

    $2,165 - $3,450 per month

    Vista Point Apartments

    1 - 3 Beds

    1 Town View Dr, Wappingers Falls, NY 12590

    If you are seeking an apartment home with the convenience of the city and the tranquility of the country, look no further than Vista Point Apartments. We offer one, two, and three bedroom apartments for rent in Wappingers Falls, New York. Enjoy a resort-inspired living experience in your bright and spacious new home outfitted with a beautiful kitchen and a brand new Stainless Steel Appliance

    1 Town View Dr, Wappingers Falls, NY 12590
  • 12 W Wind Rd, Pawling, NY 12564

    $688,000 Sold Nov 24, 2025

    • 2,920 Sq Ft
    • $236/SF
    • 146 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1986

    12 W Wind Rd, Pawling, NY 12564

    Nestled on over two serene acres and backing to a tranquil nature preserve, this beautifully maintained home offers the perfect blend of peace, privacy, and natural beauty. With breathtaking seasonal views of the surrounding woodlands, the setting is ideal for quiet reflection or lively gatherings. Though the tax card shows four-bedrooms, this spacious home lives like a five-bedroom, offering

    Doris Jean William Raveis Real Estate

    12 W Wind Rd, Pawling, NY 12564
  • 115 Innis Ave, Poughkeepsie, NY 12601
    115 Innis Ave, Poughkeepsie, NY 12601
    115 Innis Ave, Poughkeepsie, NY 12601
    /28

    $385,000 Pending

    • 5 Beds
    • 2 Baths
    • 2,328 Sq Ft

    115 Innis Ave, Poughkeepsie, NY 12601

    Rare 2-Family Opportunity in the Town of Poughkeepsie – Arlington Schools! Whether you're looking to live in one and rent the other, or add a solid investment to your portfolio, this well-maintained 2-family home checks all the boxes. Featuring a 2-bedroom unit and a flexible 2–3 bedroom unit, both offer updated kitchens and bathrooms, separate utilities, and private outdoor space—including an

    Agent Photo

    Karen Briscoe-Reed

    KW MidHudson

    (845) 209-0924

    115 Innis Ave, Poughkeepsie, NY 12601
  • 1342 Route 44 Unit 4, Pleasant Valley, NY 12569
    1342 Route 44 Unit 4, Pleasant Valley, NY 12569
    1342 Route 44 Unit 4, Pleasant Valley, NY 12569
    /15

    $1,100 per month

    • 2 Beds
    • 1 Bath
    • 500 Sq Ft
    • Apartment for Rent

    1342 Route 44 Unit 4, Pleasant Valley, NY 12569

    Very nice studio apartment which includes heat and hot water. This is a second-floor studio in very nice condition and just 1 minute from town and local shops. The landlord will pay for garbage, heat, hot water and tenant pays electric and cable. There is plenty of parking and EZ commute to TSP about 4 minutes away. There are security camera's and very bright lighting at night for both the

    Patricia Cannizzaro Century 21 Alliance Rlty Group

    1342 Route 44 Unit 4, Pleasant Valley, NY 12569
  • 5705 Boulder Way, Wappingers Falls, NY 12590

    $400,000 Sold Nov 24, 2025

    • 1,801 Sq Ft
    • $222/SF
    • 90 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    5705 Boulder Way, Wappingers Falls, NY 12590

    Nestled in the sought-after Holly Ridge subdivision of West Fishkill, this charming three-bedroom, two-and-a-half-bathroom townhouse offers approximately 1,800 sq. ft. of thoughtfully designed living space, complemented by a substantial unfinished walk-out lower level, perfect for customization into a recreation room, home office, gym, or workshop. Enter to a welcoming main floor optimized for

    Ryan Sylvestri RE/MAX Town & Country

    5705 Boulder Way, Wappingers Falls, NY 12590

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