159

Colonial Homes for Sale in Dutchess County NY

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  • /20

    $410,000

    • 3 Beds
    • 2.5 Baths
    • 2,688 Sq Ft

    73 Meusel Rd, Pine Plains, NY 12567

    A large and roomy home is for sale in the charming Village of Pine Plains, NY. Situated in a residential neighborhood with views of the surrounding hills, the home sits well back from the road on a corner lot. On the first floor are two living rooms, a dining room, an eat-in kitchen, a powder room and a mudroom. Off the kitchen is a partially finished three season room and a deck. Upstairs is the

    David Norman Hall Houlihan Lawrence, Inc

    73 Meusel Rd, Pine Plains, NY 12567
  • /23

    $420,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft

    1379 Route 44, Pleasant Valley, NY 12569

    This Pleasant Valley Colonial in the Arlington School District offers a blend of classic character and practical updates on a spacious 0.62-acre lot. With 3 bedrooms and 2 full baths across 1,584 square feet, the layout includes a large living room with hardwood floors and a wood-burning fireplace, plus a formal dining room with French doors that create a natural flow for everyday living and

    Virginia Corbett eXp Realty

    1379 Route 44, Pleasant Valley, NY 12569
  • /33

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 2,194 Sq Ft

    4 Scenic Dr, Poughkeepsie, NY 12603

    Fully refreshed and ready for you to call home, this spacious 4-bedroom, 2.5-bath Colonial offers over 2,100 sq ft of comfortable living on a beautifully set .62-acre property in the sought-after Spackenkill area of Poughkeepsie . The heart of the home is the updated kitchen, featuring all new appliances, re-refinished cabinets, and brand-new countertops designed for both everyday living and

    Barbara Allen HomeSmart Homes & Estates

    4 Scenic Dr, Poughkeepsie, NY 12603
  • /35

    $8,000,000

    • 6 Beds
    • 8 Baths
    • 8,933 Sq Ft

    Unlisted Address

    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 formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open

    Joseph Lorino Brown Harris Stevens HV LLC

    Unlisted Address
  • /37

    $660,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 4 Baths
    • 1,960 Sq Ft

    1 Merrywood Rd, Wappingers Falls, NY 12590

    Welcome to this beautifully refreshed Colonial in the heart of Wappingers Falls. This move-in-ready home features 4 spacious bedrooms, 2 full baths, and 2 half baths, all set against a backdrop of fresh, neutral paint throughout. The master suite has been completely renovated, boasting a stunning new bathroom. Entertaining is effortless with a fully finished basement for extra living space and a

    Deysi Salguero Medrano Keller Williams Hudson Valley

    1 Merrywood Rd, Wappingers Falls, NY 12590
  • /29

    $2,500,000

    • 6 Beds
    • 6.5 Baths
    • 6,625 Sq Ft

    3302 Route 55, Pawling, NY 12564

    Welcome to your forever home, serene retreat and mini estate. Enjoy the 88 private acres with breath taking views. Mother Nature is at her best. Exceptional beauty for all four seasons. The unique and exquisite architectural design of this home lends to expansive living space, tucked behind gated entry. This home offers expansive living space, luxury and customize finishes throughout. A true

    STACI MACKIN Dixon Smith Realty

    3302 Route 55, Pawling, NY 12564
  • /50

    $11,750,000

    • 5 Beds
    • 6 Baths
    • 9,684 Sq Ft

    147 Moadock Rd, Millerton, NY 12546

    Exquisite Shekomeko Estate with Panoramic Catskill Mountain views. Nestled on 50 private acres in the heart of the Hudson Valley, this country estate offers timeless sophistication, refined comfort, and breathtaking views of the Catskills. Designed by architect Jimmy Crisp and completed in 2004, the residence spans over 9,684 finished square feet of thoughtfully curated living space. A tree-lined

    PAULA REDMOND Corcoran Country Living

    147 Moadock Rd, Millerton, NY 12546
  • /39

    $635,000

    • 3 Beds
    • 2.5 Baths
    • 2,448 Sq Ft

    18 Stephen Dr, Hopewell Junction, NY 12533

    Welcome to this beautiful home. Centrally located close to Taconic, I-84 & Metro North. Sunlit living space creates a warm open feel with skylights. Colonial, 3 bedrooms with fully updated 2.5 baths, den and family room on one acre level property. Primary heating is electric, offering individual control for each room, making the house very energy efficient. Has many amenities, fireplace, central

    SADHNA BHARGAVA Weichert Realtors

    18 Stephen Dr, Hopewell Junction, NY 12533
  • /28

    $489,000

    • 3 Beds
    • 3 Baths
    • 1,728 Sq Ft

    96 Daley Rd, Poughkeepsie, NY 12603

    Step inside 96 Daley Road and soak in the abundance of natural light with large east-facing picture windows, which complement the beautiful hardwood floors throughout the open floor plan on the main level. To your left, a spacious living room leading to sliding glass doors that open up to the back patio and the lush, manicured backyard. To your right, the dining room, kitchen, and the first of

    WHITNEY HOSTETTER

    96 Daley Rd, Poughkeepsie, NY 12603
  • /24

    $419,000

    • 4 Beds
    • 2 Baths

    42 Manitou Ave, Poughkeepsie, NY 12603

    South side City of Poughkeepsie two family featuring spacious two bedroom units. Layouts feature living room, dining room, eat-in kitchen w/large pantry, bathroom & two well proportioned bedrooms. Second floor unit includes newer appliances, quartz counters & tile backsplash. Washer & dryer hookups in-unit. Hardwood floors throughout. Front and rear porches for outdoor enjoyment this summer. Two

    Dan Axtmann BHHS Hudson Valley Properties

    42 Manitou Ave, Poughkeepsie, NY 12603
  • /36

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 2,624 Sq Ft

    44 Thornwood Dr, Poughkeepsie, NY 12603

    Welcome to 44 Thornwood Drive, a classic Colonial tucked away on a quiet cul-de-sac in Poughkeepsie, offering the perfect blend of space, comfort, and timeless style. This 4 bedroom, 2.5 bath home features hardwood floors, crown molding, central air, and a thoughtfully designed layout with both a formal living room and family room, each with its own fireplace, along with a formal dining room

    Jason Martinez Keller Williams Realty Partner

    44 Thornwood Dr, Poughkeepsie, NY 12603
  • /26

    $577,000

    • 4 Beds
    • 2.5 Baths
    • 1,846 Sq Ft

    30 Hudson Dr, Hyde Park, NY 12538

    Welcome home to this inviting, move-in-ready gem nestled on a quiet, desirable street in the heart of Hyde Park. From the moment you arrive, you’ll appreciate the peaceful setting, curb appeal, and the feeling that this is a place you can actually settle into. Inside, the home is filled with natural light and offers a smart, comfortable layout designed for both everyday living and easy

    Thomas Klug HV Premier Properties Realty

    30 Hudson Dr, Hyde Park, NY 12538
  • /44

    $399,900

    • 3 Beds
    • 1 Bath
    • 1,389 Sq Ft

    96 Creek Rd, Poughkeepsie, NY 12601

    Welcome to this fully renovated, move-in ready 3-bedroom, 1-bath home offering approximately 1,400 sq ft in the highly desirable Town of Poughkeepsie, located within the Hyde Park School District. This home has been tastefully updated from top to bottom, featuring modern finishes, a clean contemporary feel, and a layout that maximizes both space and functionality. Step inside to find bright,

    Arafat Ibrahim AI Realty Brokerage LLC

    96 Creek Rd, Poughkeepsie, NY 12601
  • /30

    $125,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    22 Beilke Rd, Millerton, NY 12546

    Investor’s Dream in Millerton – Prime Location with Endless Potential!Nestled just outside the charming Village of Millerton, this single-family residence offers a rare opportunity for investors, builders, or handy homeowners. In need of TLC, this property is brimming with potential and ready to be transformed into the perfect country getaway or income-generating asset.Enjoy the serenity

    Samantha Davis BHHS Hudson Valley Properties

    22 Beilke Rd, Millerton, NY 12546
  • /42

    $595,000 Coming Soon

    • 3 Beds
    • 3.5 Baths
    • 2,452 Sq Ft

    24 Pellbridge Dr, Hopewell Junction, NY 12533

    Welcome to 24 Pellbridge Road in Hopewell Junction—a 3-bedroom, 4-bath home set in a lovely neighborhood offering space, flexibility, thoughtful upgrades in a hyper convenient location. Step inside to find a bright and inviting layout featuring maple flooring throughout most of the first floor, a spacious living room, and a separate den with a cozy fireplace—perfect for relaxing evenings or

    Dara Barr Keller Williams Upstate NYProp

    24 Pellbridge Dr, Hopewell Junction, NY 12533
  • /16

    $354,999

    • 4 Beds
    • 1.5 Baths
    • 1,251 Sq Ft

    29 Lewis Ave, Poughkeepsie, NY 12603

    Welcome to this inviting single-family residence located in the highly desirable Arlington School District. This home is a white canvas to finish remodeling it and add your finishing touches.This 4-bedroom, 1.5-bath home offers the perfect balance of comfort, convenience, and value — ideal for families, first-time buyers, or anyone looking to settle in a friendly neighborhood. Enjoy a

    Maria Chavez VYLLA Home

    29 Lewis Ave, Poughkeepsie, NY 12603
  • /16

    $499,999 Open Sat 11AM - 2PM

    • 2 Beds
    • 1 Bath
    • 1,347 Sq Ft

    1141 Old Quaker Hill Rd, Pawling, NY 12564

    Welcome Home! Tucked away along storied Old Quaker Hill, this antique charmer invites you to experience a slower, richer pace of living—where history lingers in every beam and modern comfort quietly supports it. Offered fully furnished (or unfurnished) and available for immediate occupancy, this cozy retreat blends timeless character with everyday ease, making it an ideal escape for your weekend

    Chinenye Aguoji Real Broker NY LLC

    1141 Old Quaker Hill Rd, Pawling, NY 12564
  • /45

    $699,500

    • 3 Beds
    • 2.5 Baths
    • 2,736 Sq Ft

    216 Roosevelt Dr, Fishkill, NY 12524

    Beautiful Contemporary Colonial in Toll Brothers Van Wyck Glen Community. It’s time for these original owners to head south. This Toll Bros. “York” design/floorplan has a wonderful open flow to it. This property has been VERY gently lived in, with upgrades and updates as needed thru the years. Very clean. Large main bedroom/bath suite, 2 vanities, shower, tub. 2 additional generous size bedrooms.

    Vince McGough McGough Realty Corp

    216 Roosevelt Dr, Fishkill, NY 12524
  • /12

    $1,069,000

    • 4 Beds
    • 3.5 Baths
    • 3,001 Sq Ft

    45 Maple Hill Dr, Millbrook, NY 12545

    Introducing the first home in Hidden Glen, Millbrook's Newest Luxury Community, featuring eight custom residences set on gorgeous one+ acre, level tree-lined homesites. This Millbrook Design offers 3,001 square feet of expertly crafted living space, featuring custom design and upscale finishes throughout. Located within the highly regarded Millbrook School District, this elegant new construction

    TINA TOWNSEND BHHS Hudson Valley Properties

    45 Maple Hill Dr, Millbrook, NY 12545
  • /49

    $549,900

    • 5 Beds
    • 5.5 Baths
    • 4,800 Sq Ft

    113 Hooker Ave, Poughkeepsie, NY 12601

    Discover the timeless charm of this 1915 Grand Colonial Estate on Poughkeepsie’s desirable Southside—an exceptional opportunity for investors or residents. Offering over 4,800 sq ft, it includes an attached professional suite (5 rooms/2 baths), separate from the main residence, ideal for doctors, lawyers, or remote professionals, with potential to generate income. Set on nearly half an acre, the

    Matthew Gibbs Keller Williams Hudson Valley

    113 Hooker Ave, Poughkeepsie, NY 12601
  • /15

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 3,455 Sq Ft

    26 Gentry Bend, Poughkeepsie, NY 12603

    **TO-BE-BUILT** Welcome to your dream home in the Town of Poughkeepsie, Arlington Schools. Situated in the highly sought after Arbordale subdivision, the last existing vacant lot, This TO-BE-BUILT modern farmhouse offers the perfect blend of timeless charm and today’s most desirable features, thoughtfully designed for both everyday living and effortless entertaining. Featuring almost 3,500

    Justin LaFalce KW MidHudson

    26 Gentry Bend, Poughkeepsie, NY 12603
  • /23

    $649,999

    • 4 Beds
    • 2.5 Baths
    • 3,500 Sq Ft

    67 Bowe Ln, Lagrangeville, NY 12540

    Do not miss the opportunity to move into Birch Hill neighborhood! This oversized Contemporary Colonial offers 3500 square feet of living space and sits on more than an acre of property. The home has four bedrooms (with additional 5th room), three separate living/family rooms, a formal dining room, and an eat-in kitchen—providing plenty of room for both everyday living and entertaining all set on

    Samantha Tremblay Tag Realty & Property Mang

    67 Bowe Ln, Lagrangeville, NY 12540
  • /27

    $499,000

    • 3 Beds
    • 1.5 Baths
    • 1,932 Sq Ft

    15 Whiteford Dr, Pleasant Valley, NY 12569

    Welcome to this beautifully updated 3/4 Bedroom home in the heart of Pleasant Valley! Located in a quiet, walkable neighborhood, this property offers the perfect blend of comfort, convenience, and charm. Step inside to find refinished hardwood floors that bring warmth and character throughout the main living areas. The home features fresh paint from top to bottom, creating a bright, clean, and

    Matthew Skowronski HomeSmart Homes & Estates

    15 Whiteford Dr, Pleasant Valley, NY 12569
  • /46

    $324,000

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft

    34 Smith St, Poughkeepsie, NY 12601

    Move-In Ready | Commuter-Friendly | Motivated Seller. Welcome to 34 Smith Street—a beautifully maintained single-family home in Poughkeepsie, NY, offering the perfect blend of space, location, and value for today’s pre-approved Buyers seeking an affordable Hudson Valley home with easy access to NYC.This expansive 3-bedroom, 2-bath home with over 2,200 sq ft of above-grade living space also

    Dail Moses-Taylor eXp Realty

    34 Smith St, Poughkeepsie, NY 12601
  • /36

    $1,295,000

    • 4 Beds
    • 2.5 Baths
    • 3,283 Sq Ft

    12 Ann Dr, Rhinebeck, NY 12572

    Welcome to a beautifully maintained 4 bedroom home featuring a heated saltwater pool, hot tub and second-story deck with sunset and pastoral views. Set among old-growth landscapes, it's just 8 minutes from the Village of Rhinebeck. With hardwood floors throughout, the classic center-hall layout includes a formal living room, a family room with wood stove insert and a sun-filled kitchen opening to

    Derek Eisenberg Continental Real Estate Group

    12 Ann Dr, Rhinebeck, NY 12572
  • /25

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    98 Jackson St, Fishkill, NY 12524

    Step into this beautifully maintained 1927 Colonial, perfectly situated two streets away from the historic Village of Fishkill's vibrant Main Street. Behind a classic white picket fence, this graceful home offers a seamless blend of vintage character and modern upgrades.A gracious entranceway with original slate stonework leads to a spacious dining room to the left and living room with

    Mara Farrell Compass Greater NY, LLC

    98 Jackson St, Fishkill, NY 12524
  • /32

    $445,000

    • 3 Beds
    • 1 Bath
    • 804 Sq Ft

    67 Spring St, Beacon, NY 12508

    Located in the heart of Beacon, 67 Spring Street offers an opportunity to get into one of the Hudson Valley’s most sought-after communities. This charming home is full of potential and ready for its next chapter. The interior features a cozy layout with a living area, kitchen, and flexible space to make your own. While the home could use updating, it provides a great foundation for customization

    Ilknur Kimmel Compass Greater NY, LLC

    67 Spring St, Beacon, NY 12508
  • /27

    $499,000

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

    5627 Route 22, Millerton, NY 12546

    This five bedroom C. 1890 colonial farmhouse is conveniently located between Amenia and Millerton, NY in the heart of the Hudson Valley flanked surrounded by open farmland offering spectacular views, privacy and beauty. The sun filled house has exquisite, original wide board floors throughout. New updated kitchen with new counter tops and stainless-steel appliances. The formal dining room and

    Janet Myer Houlihan Lawrence Inc.

    5627 Route 22, Millerton, NY 12546
  • /46

    $665,000

    • 4 Beds
    • 2.5 Baths
    • 2,606 Sq Ft

    3 Brenner Ridge Rd, Pleasant Valley, NY 12569

    Welcome to this beautifully maintained Colonial set on 2.3 picturesque acres in one of the area's most desirable locations. Offering the perfect blend of privacy, comfort, and timeless appeal, this inviting home features a welcoming front porch which sets the tone, creating the perfect first impression and a warm place to unwind. Step inside to a gracious entry foyer that opens to a

    Geraldine Brucale BHHS Hudson Valley Properties

    3 Brenner Ridge Rd, Pleasant Valley, NY 12569
  • /26

    $1,750,000

    • 6 Beds
    • 3.5 Baths
    • 4,248 Sq Ft

    11 Brown Rd, Pleasant Valley, NY 12569

    Step back in time without sacrificing modern comforts in this rare, historic brick farmhouse estate, originally built in the 1760s by early settler Sarah Tobias Newcomb. Rich in Revolutionary War-era history, this extraordinary property tells a story few homes can: Sarah famously sent cheese from her dairy to George Washington's encampment nearby. Over the years, the home has flown both British

    Daniel Colomban Skyler Realty LLC

    11 Brown Rd, Pleasant Valley, NY 12569
  • /34

    $440,000

    • 3 Beds
    • 1.5 Baths
    • 1,690 Sq Ft

    17 Streit Ave, Poughkeepsie, NY 12603

    Wow!! Dead-end street, private parking, truly move-in ready—what more could you ask for? How about a deep lot, two-car garage, and first-floor laundry. Still want more? There’s gorgeous original woodwork, an easy, comfortable layout, and tons of natural light. And there’s more: a classic rocking-chair front porch, full basement, and an outstanding attic space for storage.Just 2.3 miles to the

    Mary Kingsley ERA Insite Realty Services

    17 Streit Ave, Poughkeepsie, NY 12603
  • /34

    $5,500,000

    • 7 Beds
    • 5 Baths
    • 6,019 Sq Ft

    20 Smithfield Way, Amenia, NY 12501

    Welcome to Smithfield Farms! Set on 53+ Bucolic acres in the heart of the Hudson Valley, Smithfield Farms is an exquisite estate, offering breathtaking, sweeping western views of the Smithfield Valley and the Catskill mountains. The centerpiece of the estate is a meticulously preserved 1790 Colonial main house with a stately brick exterior and a grand center hall. Inside, you will find four

    OLIVER BROWN Houlihan Lawrence Inc.

    20 Smithfield Way, Amenia, NY 12501
  • /26

    $4,250,000

    • 6 Beds
    • 5 Baths
    • 6,146 Sq Ft

    468 Tripp Rd, Pine Plains, NY 12567

    We welcome this 1834 restored farm into our Luxury Collection of Hudson Valley properties. This magnificent property makes the perfect country compound. Completely updated, restored and improved to also include a new addition on the main house. This 200 acre farm has all the privacy and beauty of a true country retreat. With such amenities as a converted dairy barn to an indoor tennis court

    George Langa Houlihan Lawrence Inc.

    468 Tripp Rd, Pine Plains, NY 12567
  • /65

    $1,750,000

    • 6 Beds
    • 2 Baths
    • 3,000 Sq Ft

    831 Wolcott Ave, Beacon, NY 12508

    Experience a rare blend of historic charm and modern luxury in this graceful circa 1900 Dutch Colonial Revival, nestled just minutes from Beacon's lively Main Street.Six spacious bedrooms and two full bathrooms, ideal for comfortable family living or hosting guests.Original period details: Soaring ceilings, restored hardwood floors creaking gently underfoot, intricate woodwork, and

    Nicola Friedman Windsor Realty Services, Inc.

    831 Wolcott Ave, Beacon, NY 12508
  • /63

    $2,950,000

    • 4 Beds
    • 2.5 Baths
    • 3,132 Sq Ft

    416 Hapeman Hill Rd, Red Hook, NY 12571

    Welcome to Near Farm, a historic farm in Red Hook, New York, constructed by master craftsmen in the 1840s with roots dating back to the Palatine era of the late 1700s. Meticulously restored and landscaped by the current owner, this farmhouse has been upgraded to the highest standards while preserving its historic character. The house is situated on a promontory overlooking a pond, and the

    Michiel van Dijk Restyle, LLC

    416 Hapeman Hill Rd, Red Hook, NY 12571
  • /41

    $849,500

    • 3 Beds
    • 2 Baths
    • 1,888 Sq Ft

    49 N Chestnut St, Beacon, NY 12508

    BACK on the Market! Incredible Location! This 1900s Colonial-style farmhouse in Beacon offers a truly rare opportunity to own a historic home with extraordinary grounds. Nestled on an almost double, city lot—a rare find so close to Main St—this property provides expansive space perfect for gardening, outdoor activities, or future development. The mature tiered gardens, shade trees, and lush

    Crystal De Raffele RE/MAX Town & Country

    49 N Chestnut St, Beacon, NY 12508
  • /21

    $240,000

    • 2 Beds
    • 1 Bath
    • 1,025 Sq Ft

    35 Fallkill Ave, Poughkeepsie, NY 12601

    Welcome to 35 Fallkill Ave, a beautifully reimagined Colonial that blends timeless charm with thoughtful modern upgrades. Perfect for today’s first-time homeowner. This inviting 2-bedroom, 1-bath residence offers a warm and refined living experience, featuring updated recessed lighting and a seamless blend of laminate wood flooring in the bedrooms and rich wood flooring in the kitchen. The heart

    Kiara Lewis Coldwell Banker Realty

    35 Fallkill Ave, Poughkeepsie, NY 12601
  • /50

    $1,800,000

    • 7 Beds
    • 7 Baths
    • 11,222 Sq Ft

    3893 Route 82, Millbrook, NY 12545

    Set on 11.1 private acres in the heart of Millbrook, this stately brick Colonial estate offers over 11,222 square feet of refined living space, combining timeless elegance with exceptional versatility. A true legacy property, it delivers the scale, design, and amenities expected by the most discerning buyers.A dramatic two-story granite foyer welcomes you with a sweeping double staircase and

    Howard Payson RE/MAX Town & Country

    3893 Route 82, Millbrook, NY 12545
  • /48

    $697,000

    • 4 Beds
    • 3.5 Baths
    • 3,885 Sq Ft

    5 Juniper Way, Wappingers Falls, NY 12590

    Experience luxury, space, and convenience in this exceptional 4-bedroom, 3.5-bath home set on nearly an acre of private, gently rolling land. With close to 4,000 sq ft, a walk-out lower level, an oversized bonus room, and resort-style community amenities, this property delivers upscale living at its finest. Designed for effortless living and memorable gatherings, this home offers expansive living

    BRIDGET CAPAWANA Exit Realty Connections

    5 Juniper Way, Wappingers Falls, NY 12590
  • /40

    $2,500,000

    • 13 Beds
    • 7 Baths
    • 7,076 Sq Ft

    18 Stagecoach Ln, Amenia, NY 12501

    Step into a turn key investment with 9 years of profitable short term rental history and a business backed by a long standing, proven financing track record! This exceptional 1790 Georgian style estate comes with three standalone cottages, all fully renovated and operating as highly sought after vacation rentals. With commercial zoning already in place, this property blends historic charm, modern

    Dominick DiFilippo Keller Williams Realty Partner

    18 Stagecoach Ln, Amenia, NY 12501

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