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Dutchess County NY Homes for Sale with Garage

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  • /47

    $532,500

    • 2 Beds
    • 2 Baths
    • 1,550 Sq Ft

    2 Haggerty Hill Rd, Rhinebeck, NY 12572

    Impeccable, Move-In Ready Home on Over 3 Magical Acres Bathed in natural light and surrounded by natural beauty, this stunning 2-bedroom home is the perfect blend of charm, comfort, and ease. This impeccably maintained home is truly move-in ready—no updates or work needed for years to come. From the moment you step inside, you'll be greeted by an abundance of natural light pouring in through the

    MARIE MONROE BHHS Hudson Valley Properties

    2 Haggerty Hill Rd, Rhinebeck, NY 12572
  • /44

    $619,000

    • 4 Beds
    • 3 Baths
    • 2,350 Sq Ft

    35 Rapalje Rd, Fishkill, NY 12524

    Welcome to 35 Rapalje Rd- A Charming Village Retreat Nestled in Fishkill. Discover the perfect blend of character, comfort, and location. With its classic cape-style design, this home has been completely renovated while retaining its vintage charm with no expense spared. 1st floor bedroom with a full bathroom is just one of its many attributes. Upstairs has 3 additional bedrooms and two full

    Owais Khan OXM Realty Group LLC

    35 Rapalje Rd, Fishkill, NY 12524
  • /22

    $315,000

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    84 North Rd, Red Hook, NY 12571

    Early 1800s Colonial loved and enjoyed by same family for over 60 years. Looking for a visionary person to restore to former glory. Many original details still intact include hand hewn beams, wide board floors, cobble fireplace in Living room etc. 3 plus Bedrooms, 1 Full Bath with possible 2nd on upper level. Large country Kitchen, Formal Dining Room with Woodstove Hook Up and access to massive

    Catherine Mondello Mondello Upstate Properties

    84 North Rd, Red Hook, NY 12571
  • /25

    $369,900

    • 3 Beds
    • 1 Bath
    • 1,387 Sq Ft

    18 Hummingbird Way, Staatsburg, NY 12580

    Beautiful Country setting Contemporary Ranch on 1.43 acres. Three bedrooms, one full bathroom with open floor plan. Large and spacious living room with wood stove, formal dining room. Wood floors throughout. Fabulous updated kitchen with Omega ash cabinets (us made) and granite countertops. Home is heated by electric baseboard and wood stove. Whether you are looking for a weekend getaway or year

    Nancy Berish BHHS Hudson Valley Properties

    18 Hummingbird Way, Staatsburg, NY 12580
  • /27

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft

    34 Raker Rd, Poughkeepsie, NY 12603

    Welcome to this well-maintained 3 bedroom, 2 full bath raised ranch nestled in a quiet neighborhood in Poughkeepsie’s desirable Spackenkill School District. This move-in ready home offers a perfect blend of comfort, space, and convenience ideal for families, first-time buyers, or anyone looking for a peaceful retreat with easy access to amenities.Upstairs, you’ll find a bright and airy living

    Ashley Bou KW MidHudson

    34 Raker Rd, Poughkeepsie, NY 12603
  • /30

    $10,995,000

    • 9 Beds
    • 9.5 Baths
    • 13,737 Sq Ft

    121-125 Butts Hollow Rd, Millbrook, NY 12545

    Perched above the bucolic rolling hills of Millbrook Hunt Country, framed by panoramic views sits an idyllic country retreat encompassing 185 ultra-private acres. Once the cherished estate of Margaret Carnegie, only child of Andrew Carnegie, a rich legacy of elegance and prestige is preserved and embraced throughout this iconic property. Originally constructed in 1865 has been thoughtfully

    Stacey Pinkas Douglas Elliman Real Estate

    121-125 Butts Hollow Rd, Millbrook, NY 12545
  • /45

    $825,000

    • 5 Beds
    • 4 Baths
    • 4,100 Sq Ft

    7 Ferris Ln, Poughkeepsie, NY 12601

    Situated on Poughkeepsie's prestigious south side, find this rare opportunity of a single family home w/supplemental office space zoned for home occupation. Incredibly unique mid century modern features attractive open floor plan ideal for entertaining. Huge center island kitchen w/custom maple & cherry cabinetry, granite counters & stainless appliances. Kitchen flows seamlessly to family room

    Dan Axtmann BHHS Hudson Valley Properties

    7 Ferris Ln, Poughkeepsie, NY 12601
  • /33

    $399,000

    • 4 Beds
    • 2 Baths
    • 1,908 Sq Ft

    106 Skidmore Rd, Lagrangeville, NY 12540

    Welcome home to this charming Cape style home at 106 Skidmore Rd, La Grangeville, NY 12540 on Spout Creek with the Arlington School District. This delightful residence boasts an expansive floor plan, offering over 1,900 square feet of versatile living space, perfectly designed for you to add your personal touches and truly make it your own. As you enter the main living level, the home offers a

    Kaye Saglibene

    106 Skidmore Rd, Lagrangeville, NY 12540
  • /25

    $495,000

    • 2 Beds
    • 2.5 Baths
    • 1,472 Sq Ft

    4 Pond Dr W, Rhinebeck, NY 12572

    Welcome to 4 Pond Drive West at The Woods, a wonderful community offering a serene lifestyle with immaculately grounds within easy walking distance of the Village of Rhinebeck Village. This freshly painted and refreshed unit offers an eat-in kitchen with original cabinetry and appliances. The living/dining room features a fireplace, tucked away built-in storage, and access to a covered deck with

    Wendy Maitland Atelier WM LLC

    4 Pond Dr W, Rhinebeck, NY 12572
  • /42

    $11,200,000

    • 8 Beds
    • 6 Baths
    • 8,280 Sq Ft

    40 Morton Rd, Rhinebeck, NY 12572

    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, and glass, the home, though imposing, inhabits its environment with seamless grace and is curated for comfort and meditative living. Many exquisite features make Stonecrest one-of-a-kind, impossible to duplicate. Upon approach,

    Jill Rose Houlihan Lawrence Inc.

    40 Morton Rd, Rhinebeck, NY 12572
  • /3

    $575,900

    • 3 Beds
    • 2.5 Baths
    • 1,830 Sq Ft

    11 Church St, Hyde Park, NY 12538

    TO BE BUILT! Welcome to the Clark – a thoughtfully designed new construction home brought to you by LMD Homes. Nestled in the heart of charming Hyde Park, this home blends modern comfort with timeless style, and already includes a number of sought-after structural upgrades, all built into the price. Step inside and enjoy the open feel created by 9-foot ceilings on the first floor and an abundance

    Molly Roche eXp Realty

    11 Church St, Hyde Park, NY 12538
  • /4

    $280,000

    • 3 Beds
    • 1 Bath
    • 1,520 Sq Ft

    88 Velie Rd, Lagrangeville, NY 12540

    CALLING ALL INVESTORS!!! or BUYERS looking to build their dream home. Versatile 8.4-acre property with endless possibilities and potential for subdivision. This expansive parcel caters to a range of uses. Close to parkway, shops, schools and transportation. Featuring a stream at the back and privacy. The property includes a shed, septic, well, and electrical (not on). Hard work done. Ideal for a

    SUSAN GIGI RESTA Century 21 Alliance Realty Grp

    88 Velie Rd, Lagrangeville, NY 12540
  • /41

    $460,000

    • 3 Beds
    • 2 Baths
    • 2,230 Sq Ft

    487 Chestnut Ridge Rd, Dover Plains, NY 12522

    Located in Dover Plains, this charming 3-bedroom, 2-bath Colonial offers 2,230 sq. ft. of living space on a 1.27-acre corner lot and includes a detached 2-car garage. Inside, you’ll find an inviting open-concept layout. The main level is perfect for entertaining or everyday living and features a spacious living room with hardwood floors, a large dining room that flows seamlessly to an eat-in

    Robert Washburn RE/MAX Ace Realty

    487 Chestnut Ridge Rd, Dover Plains, NY 12522
  • /16

    $550,000

    • 3 Beds
    • 1.5 Baths
    • 1,170 Sq Ft

    25 Orchard Dr, Wappingers Falls, NY 12590

    Pool area (enclosed by fence), garage.

    Jose Abeijon Irene G. DaSilva Real Estate

    25 Orchard Dr, Wappingers Falls, NY 12590
  • /27

    $1,150,000

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

    46 Webster Coon Rd, Red Hook, NY 12571

    In the Upper Red Hook neighborhood that weaves provincial farmland and rural residences into a tight knit community, this listing at the end of a quiet cul de sac has every amenity. Built in 1989 and situated at the end of a very long, private driveway on 7.5 rolling, park like acres, this gothic revival has been updated for modern living and is a 3000 square foot 4 bedroom 2.5 bathroom home that

    Parker Meyer Four Seasons Sotheby's Int.

    46 Webster Coon Rd, Red Hook, NY 12571
  • /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
  • /25

    $479,000

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

    303 Bridgeview Dr, Poughkeepsie, NY 12601

    Live the good life in one of Poughkeepsie's most sought after communities. Hudson Pointe overlooks the majestic Hudson River and the Mid-Hudson Bridge. With state of the art medical care, great shopping and fantastic dining options all close by what more could one ask for? This home features 2 generously sized bedrooms and two renovated full baths along with a powder room. The kitchen is fully

    Daniel Balassone VYLLA Home

    303 Bridgeview Dr, Poughkeepsie, NY 12601
  • /50

    $1,399,999

    • 6 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    57 Cedar Berry Ln, Dover Plains, NY 12522

    Just 90 miles from New York City, at the end of a winding, tree-lined drive, a world unfolds where time slows down, and life takes on a different rhythm. This is the Hudson Valley escape you’ve been waiting for. A custom-built home with detached workshop on nearly five private acres, where every detail was designed to bring comfort, inspiration, and beauty into daily living. The moment you

    Lindsay Stevens eXp Realty

    57 Cedar Berry Ln, Dover Plains, NY 12522
  • /47

    $320,000

    • 3 Beds
    • 1.5 Baths
    • 1,476 Sq Ft

    88 S Hamilton St, Poughkeepsie, NY 12601

    Step into timeless charm with this beautifully maintained 3-bedroom, 1.5 bath single family home in the heart of the Southside of Poughkeepsie. Built in 1850, this historic gem offers approximately 1500 sq feet of character and comfort, including stunning original wide-board hardwood floors that speak to its rich heritage. Inside, you'll find sunlit living spaces and a warm, inviting layout that

    Anne Negrin

    88 S Hamilton St, Poughkeepsie, NY 12601
  • /31

    $499,000

    • 4 Beds
    • 1.5 Baths
    • 1,296 Sq Ft

    27 Osborne Hill Rd, Wappingers Falls, NY 12590

    This four-bedroom, one-and-a-half-bath Cape Cod residence is currently available for purchase in the Town of Wappinger as a residential home, this property is commercial zoned, the house can be used as residential, this property offers unique opportunity to establish a business on the corner lot, Route 9 can be seen from this property. Although the property requires some renovations, it

    Nancy Young BHHS Hudson Valley Properties

    27 Osborne Hill Rd, Wappingers Falls, NY 12590
  • /18

    $449,900

    • 4 Beds
    • 3 Baths
    • 3,156 Sq Ft

    22 Old Mill Rd, Poughkeepsie, NY 12603

    A Rare Find! 24 hour notice, tenants, need confirmation. This large brick home needs work and is being sold "as-is"! Overlooking Wappingers Creek this wonderful brick cape has over 3100 sq ft of living space. Wonderful floor plan with large rooms, two kitchens, 2 living rooms one with fireplace, 3 baths plus family room. Possible accessory apartment, tax records include the apartment. Price

    ANITA CHESTER BHHS Hudson Valley Properties

    22 Old Mill Rd, Poughkeepsie, NY 12603
  • /14

    $319,000

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft

    59 Windmill Rd, Poughkeepsie, NY 12601

    Back on market!Tastefully updated three bedroom end-unit townhome on a quiet cul d'sac in Hyde Park. Minutes from Marist College, Route 9, Culinary Institute, shopping, parks and more!New front balcony, new back deck and stairs, new refrigerator, new stove, new washer and dryer. All new plank flooring throughout all three levels. Updated inside and out! No HOA.

    Valerie Foster K. Fortuna Realty, Inc.

    59 Windmill Rd, Poughkeepsie, NY 12601
  • /31

    $1,750,000

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

    75 Mountain Ln, Beacon, NY 12508

    Tucked into a peaceful enclave, this stunning 4+ bedroom, 2.5-bathroom residence offers the perfect blend of privacy, comfort, and refined design—just minutes from the heart of Beacon.Set on over 3 acres bordering protected land, the property is enveloped by a lush canopy of trees, offering year-round natural beauty and a true sense of escape. Antique bluestone walkways, sourced directly from

    Paula Dowd BHHS Hudson Valley Properties

    75 Mountain Ln, Beacon, NY 12508
  • /12

    $950,000

    • 5 Beds
    • 3 Baths
    • 3,684 Sq Ft

    38 Dartmouth Dr, Poughkeepsie, NY 12603

    The Grand Harley boasts an impressive first floor featuring a stunning open floor plan that offers enchanting views of the spacious great room and the inviting casual dining area, seamlessly extending to a desirable 16x20 TREX Deck—perfect for outdoor living. The well-appointed kitchen is a culinary dream, complete with a large center island and a breakfast bar that invites gatherings and casual

    David Bartolone Christie's Int. Real Estate

    38 Dartmouth Dr, Poughkeepsie, NY 12603
  • /8

    $399,000

    • 2 Beds
    • 2 Baths
    • 1,405 Sq Ft

    45 Delafield St, Poughkeepsie, NY 12601

    Two family duplex located in the City of Poughkeepsie, separate utilities. This brick structure has a one car garage with a cute rear yard and plenty of parking which is a big deal in this area. Come see this multi-family home. Please be kind to the tenants. Back on the market, fully available!

    Kimberlee Markarian BHHS Hudson Valley Properties

    45 Delafield St, Poughkeepsie, NY 12601
  • /4

    $894,900

    • 3 Beds
    • 2.5 Baths
    • 2,408 Sq Ft

    57 Townsend St, Beacon, NY 12508

    This custom-designed colonial is under construction in the Beacon Knoll community in Beacon, NY. Featuring Energy Efficient High Performance construction, this home offers a dramatic two story entry foyer, a fabulous chef's kitchen with spacious center island, a private study on the first level, a sunlit living room with coffered ceiling and a formal dining room. Upstairs you will find a

    TINA TOWNSEND BHHS Hudson Valley Properties

    57 Townsend St, Beacon, NY 12508
  • /47

    $649,000

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    70 Barmore Rd, Lagrangeville, NY 12540

    Idyllic views of Horses and Picket Fences, This Quintessential Circa 1796 Farmhouse is located on a bucolic country road in The Hudson Valley. Enjoy the covered front porch and breathe in the peace and tranquility that this 10.80 acre parcel has to offer along with gardens, walking trails and two large barns. Both barns have two stories, the larger one was for cows the other for chickens. This

    LORIE KUPETZ Exit Realty Connections

    70 Barmore Rd, Lagrangeville, NY 12540
  • /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

    $659,000

    • 4 Beds
    • 4 Baths
    • 2,712 Sq Ft

    108 Beyer Dr, Poughquag, NY 12570

    Motivated Seller! Make an offer and move right in to this sun-filled and spacious 4 bedroom, 4 bath home on a quiet country road with breathtaking mountain views. Designed for comfortable living and entertaining this home features a chefs kitchen, formal dining room, formal den and large family room with vaulted ceilings and a fireplace. The bonus sunroom allows you to enjoy the sweeping views in

    Greta Ferrari Keller Williams Hudson Valley

    108 Beyer Dr, Poughquag, NY 12570
  • /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
  • /13

    $2,025,000

    • 4 Beds
    • 3 Baths
    • 2,892 Sq Ft

    8 Chelsea Rd, Wappingers Falls, NY 12590

    Chelsea Retreat – Where Quiet Luxury Meets the Hudson Chelsea Retreat is a distinctive subdivision of luxury homes, designed to elevate your everyday life. Whether you're seeking a serene full-time residence or an elegant weekend escape, luxury awaits you. Set along the majestic Hudson River, Chelsea Retreat offers access to peaceful water views, scenic nature trails, and wooded paths perfect for

    Michael Lund Corcoran Country Living

    8 Chelsea Rd, Wappingers Falls, NY 12590
  • /12

    $1,600,000

    • 3 Beds
    • 2.5 Baths
    • 2,242 Sq Ft

    1 Chelsea Rd, Wappingers Falls, NY 12590

    Chelsea Retreat – Where Quiet Luxury Meets the Hudson Chelsea Retreat is a distinctive subdivision of luxury homes, designed to elevate your everyday life. Whether you're seeking a serene full-time residence or an elegant weekend escape, luxury awaits you. Set along the majestic Hudson River, Chelsea Retreat offers access to peaceful water views, scenic nature trails, and wooded paths perfect for

    Michael Lund Corcoran Country Living

    1 Chelsea Rd, Wappingers Falls, NY 12590
  • /15

    $1,650,000

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    5 Chelsea Rd, Wappingers Falls, NY 12590

    Chelsea Retreat – Where Quiet Luxury Meets the Hudson Chelsea Retreat is a distinctive subdivision of luxury homes, designed to elevate your everyday life. Whether you're seeking a serene full-time residence or an elegant weekend escape, luxury awaits you. Set along the majestic Hudson River, Chelsea Retreat offers access to peaceful water views, scenic nature trails, and wooded paths perfect for

    Michael Lund Corcoran Country Living

    5 Chelsea Rd, Wappingers Falls, NY 12590
  • /12

    $1,850,000

    • 4 Beds
    • 2.5 Baths
    • 2,581 Sq Ft

    2 Chelsea Rd, Wappingers Falls, NY 12590

    Chelsea Retreat – Where Quiet Luxury Meets the Hudson Chelsea Retreat is a distinctive subdivision of luxury homes, designed to elevate your everyday life. Whether you're seeking a serene full-time residence or an elegant weekend escape, luxury awaits you. Set along the majestic Hudson River, Chelsea Retreat offers access to peaceful water views, scenic nature trails, and wooded paths perfect for

    Michael Lund Corcoran Country Living

    2 Chelsea Rd, Wappingers Falls, NY 12590
  • /51

    $19,995,000

    • 7 Beds
    • 9 Baths
    • 12,659 Sq Ft

    309 Woodstock Rd, Millbrook, NY 12545

    Presenting Canoe Hill, a remarkable 63-acre estate and vineyard in the heart of Millbrook, New York. This extraordinary property stands as a testament to architectural evolution, where a storied mid-1700s colonial core has been thoughtfully expanded to create a remarkable 12,650 SF main residence that seamlessly marries Colonial, Georgian and Greek Revival influences. Two significant expansions,

    Jason Karadus Corcoran Country Living

    309 Woodstock Rd, Millbrook, NY 12545
  • /50

    $5,500,000

    • 4 Beds
    • 5.5 Baths
    • 6,244 Sq Ft

    3585 Route 82, Millbrook, NY 12545

    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. Set on 10 exquisitely manicured acres with mountain vistas, a heated in-ground pool, spa, and gardens reminiscent of the English countryside, 3585 Route 82 is a truly rare offering — a perfect full-time residence or refined

    Jordan Vaccaro Serhant LLC

    3585 Route 82, Millbrook, NY 12545
  • /11

    $3,495,000

    • 4 Beds
    • 3.5 Baths
    • 3,635 Sq Ft

    505 Pumpkin Ln, Clinton Corners, NY 12514

    (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 picturesque pastoral setting. Inspiration for the architectural form of the residence comes from the property’s stunning pasture views, complete with distant Catskills peaks, in counterpoint to the surrounding woodland backdrop.

    DOUG MAXWELL Upstate Modernist

    505 Pumpkin Ln, Clinton Corners, NY 12514
  • /15

    $3,000,000

    • 3 Beds
    • 3.5 Baths
    • 4,260 Sq Ft

    36 Blue Grass Ln, Beacon, NY 12508

    A Rare Hudson Valley Retreat — 51 Private Acres Overlooking the Hudson River and beyond.Opportunities like this are truly once in a lifetime. Perched high above the vibrant City of Beacon, this three-level contemporary home commands 51 acres of pristine land, directly bordering hundreds more acres of protected New York State wilderness. With sweeping Hudson River views, complete privacy, and

    Gabriel Greenberg Compass Greater NY, LLC

    36 Blue Grass Ln, Beacon, NY 12508
  • /46

    $1,495,000

    • 4 Beds
    • 3 Baths
    • 3,228 Sq Ft

    508 Woodstock Rd, Millbrook, NY 12545

    On a country road overlooking a beautiful spring-fed pond sits a 3,228 sq ft cedar-sided traditional home. Set on 23 stunning acres of open fields, mature trees, and bucolic landscaping, just outside from the Village of Millbrook. Inside, the home features a spacious and flexible layout with 4 bedrooms, 3 full baths, central A/C, and a gas fireplace. The upper level welcomes you into an open

    OLIVER BROWN Houlihan Lawrence Inc.

    508 Woodstock Rd, Millbrook, NY 12545
  • /3

    $649,000

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

    149 Johnson Rd, Wingdale, NY 12594

    New construction home to be built ! This raised ranch home features 3 bedrooms and 3 full bathrooms and 2 car garage. The open floor plan connects the kitchen, dining room and living room. The primary bedroom with ensuite bathroom features a spa like walk in shower. The plans are approved and ready to build, don't miss the opportunity to customize this home

    Bliss Voutsinas Hillside Realty & Development

    149 Johnson Rd, Wingdale, NY 12594

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