1,109

Dutchess County NY Homes for Sale

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  • /43

    $1,850,000

    • 3 Beds
    • 4.5 Baths
    • 4,052 Sq Ft

    203 Silver Lake Rd, Rhinebeck, NY 12572

    Tucked away on 20 peaceful acres in the scenic Town of Clinton, this distinctive contemporary retreat offers the rare combination of seclusion, style, and convenience. With the cachet of a Rhinebeck mailing address, inclusion in the Rhinebeck Central School District, and a location just minutes from Rhinebeck, Red Hook, and Millbrook, the property blends upscale country living with modern

    Sean Eidle BHHS Hudson Valley Properties

    203 Silver Lake Rd, Rhinebeck, NY 12572
  • /45

    $1,399,000

    • 4 Beds
    • 4.5 Baths
    • 4,500 Sq Ft

    145 Whalesback Rd, Red Hook, NY 12571

    Welcome to this stunning colonial-style residence, beautifully situated on 6.26 acres in the scenic HudsonValley. This exceptional home greets you with a grand entrance, as pink cherry blossoms line thedriveway leading to a spacious three-car garage, while elegant Japanese Red Maples frame the street.Zoned for up to four horses, this private estate offers a perfect blend of charm and

    Nancy Gaska Coldwell Banker American Homes

    145 Whalesback Rd, Red Hook, NY 12571
  • /50

    $865,000

    • 4 Beds
    • 6 Baths
    • 4,788 Sq Ft

    211 Cricket Hill Rd, Dover Plains, NY 12522

    This is the one—an exceptional and truly special property offering the perfect blend of refined living, natural beauty, and flexibility. Set against a breathtaking countryside backdrop, this Colonial Farmhouse-style home is nestled on just over 5 private, picturesque acres—perfectly suited for horses, weekend escapes, or year-round living. With nearly 4,800 square feet of thoughtfully crafted

    Sherri Malone Coldwell Banker Realty

    211 Cricket Hill Rd, Dover Plains, NY 12522
  • /37

    $497,000

    • 3 Beds
    • 2 Baths
    • 1,912 Sq Ft

    294 New York 292, Holmes, NY 12531

    Nestled on a serene 1.35-acre lot, this charming raised ranch offers the perfect blend of privacy and convenience, with easy access to shopping, highways, the train station, and the beloved Thunder Ridge Ski Area. Step inside to discover a warm and inviting interior featuring three spacious bedrooms, two beautifully appointed full bathrooms, a finished basement, and a two-car garage, complemented

    Brittany Pisco, SRS William Raveis-New York, LLC

    294 New York 292, Holmes, NY 12531
  • /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
  • /47

    $649,900

    • 3 Beds
    • 2 Baths
    • 2,107 Sq Ft

    28 Gobblers Knob Rd, Pawling, NY 12564

    Welcome to 28 Gobblers Knob Road – A Hudson Valley Retreat! Nestled in the heart of the rolling hills of the stunning Hudson Valley, this beautiful 3-bedroom, 2-bathroom home sits on over 20 acres, offering peace, privacy, and natural beauty in every direction. Just over 3 miles from the Metro-North line to Manhattan, you can enjoy the quiet of a country escape without sacrificing

    Mark Snyder eXp Realty

    28 Gobblers Knob Rd, Pawling, NY 12564
  • /36

    $995,000

    • 4 Beds
    • 3 Baths
    • 3,980 Sq Ft

    235 Knob Hill Rd, Stanfordville, NY 12581

    Nestled on 13 private acres of lush landscapes, meandering trails and impressive stone walls, you will find two very special vintage homes, outdoor sauna and shower plus small artist studio. Built in 1850 this two bedroom farmhouse combines historical character with contemporary amenities, featuring gleaming wood and wide board floors beamed ceiling, stone fireplace, central air and a gourmet

    Jeannine Simmons Corcoran Country Living

    235 Knob Hill Rd, Stanfordville, NY 12581
  • /26

    $699,000

    • 5 Beds
    • 3 Baths
    • 2,808 Sq Ft

    47 Main St, Wappingers Falls, NY 12590

    This beautifully renovated two-unit apartment building is situated in the charming hamlet of New Hamburg, offering a prime investment opportunity in a highly desirable location. Just a short walk from the Metro-North train station, tenants enjoy an effortless commute while benefiting from the area’s peaceful, small-town atmosphere.Apartment 1: Is a charming 2-bedroom, 2-bathroom apartment

    Daniel Staley Staley Real Estate, LLC

    47 Main St, Wappingers Falls, NY 12590
  • /12

    $225,000

    • Land
    • 0.86 Acre
    • $261,628 per Acre

    0 Sepasco Center St Unit KEY876331, Rhinebeck, NY 12572

    Peaceful Double Lot in Sepasco Village with Shared Lake Access. Welcome to a rare opportunity in the tranquil eastern corner of Rhinebeck. This flat and usable .08-acre double lot in Sepasco Village offers a serene setting just moments from the sparkling waters of Lake Sepasco—a glacial, spring-fed lake known for its peaceful beauty, 30-foot depths, and motor-free quiet. Surrounded by trees and

    Daniel Staley Staley Real Estate, LLC

    0 Sepasco Center St Unit KEY876331, Rhinebeck, NY 12572
  • /22

    $455,000

    • 10 Beds
    • 3 Baths
    • 3,052 Sq Ft

    77 Carroll St, Poughkeepsie, NY 12601

    Three family home located on a quiet street in the desirable South Side of Poughkeepsie. This home is in good condition and has been nicely maintained throughout the years. Improvements include replacement windows, exterior & interior painting, and new floors in some rooms. Gas boilers, municipal water and sewer. The heating systems and electric meters are fully separated for each unit so the

    Mark Snyder eXp Realty

    77 Carroll St, Poughkeepsie, NY 12601
  • /12

    $55,800

    • Land
    • 1.14 Acres
    • $48,947 per Acre

    30 Luty Dr, Hyde Park, NY 12538

    Location Location 1.14 Acres 255 feet road frontage on 30 Luty Drive. side 213 side 195 back 256. Rout 9 has it all with in 10 minutes of your lot. for all you shopping needs. Vassar College. Culinary Institute Metro North Comps sold in the area. 1.3 Acres $95,000 1.3 Acres # 70,000 1 Acre $70,000 The reason this lot is lower in price is: it has some standing water. there are all nice homes

    John Melchior Howard Hanna Rand Realty

    30 Luty Dr, Hyde Park, NY 12538
  • /33

    $479,999

    • 6 Beds
    • 2 Baths
    • 5,016 Sq Ft

    89 S Cherry St, Poughkeepsie, NY 12601

    PRIME 2-FAMILY INVESTMENT offers a Epic Opportunity for passive income or leverage into commercial. This 2-Family investment opportunity is sited on a huge double lot just shy of a quarter of an acre on the south side of Poughkeepsie. Perfect for the Owner Investor who lives in one unit while the rental income pays your mortgage. Unique property features that add value include private off street

    Latanya Frazier Oxford Property Group USA

    89 S Cherry St, Poughkeepsie, NY 12601
  • /17

    $289,000

    • 2 Beds
    • 1.5 Baths
    • 1,455 Sq Ft

    28 Amber Ct, Poughkeepsie, NY 12603

    Welcome to 28 Amber Court – A Charming Townhome in Crystal Glen!Nestled in the desirable Crystal Glen community, this 2bed/1.5bath townhouse offers low-maintenance living just minutes from everything you need. The formal living and dining rooms feature a sliding glass door that opens onto your private patio—ideal for morning coffee. Inside, enjoy the convenience of an in-unit laundry,

    Ginalea Healy K. Fortuna Realty, Inc.

    28 Amber Ct, Poughkeepsie, NY 12603
  • /14

    $3,500,000

    • 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
  • /30

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    15 Pond St, Poughkeepsie, NY 12603

    3 bedroom, 2.5 bath raised ranch located in desirable Arlington Heights community. Spacious kitchen w/stainless appliances & center island, which flows seamlessly to dining room & large living room. Primary bedroom w/large walk-in closet, gas fireplace and ensuite bathroom. Lower level family room ideal for fitness area, playroom or media room. Fresh paint & new carpet. 2 car garage plus shed

    Dan Axtmann BHHS Hudson Valley Properties

    15 Pond St, Poughkeepsie, NY 12603
  • /30

    $610,000

    • 6 Beds
    • 3 Baths

    27 Hooker Ave, Poughkeepsie, NY 12601

    Discover the perfect investment opportunity in the heart of Poughkeepsie's Vibrant South Side! This recently renovated 3-unit apartment building offers a turnkey experience for both tenants and investors. Each unit is designed for comfort and functionality, featuring contemporary finishes and ample light ideally located within walking distance to schools, parks, and convenient shopping

    Jennifer Martini K. Fortuna Realty, Inc.

    27 Hooker Ave, Poughkeepsie, NY 12601
  • /24

    $649,900

    • 4 Beds
    • 2.5 Baths
    • 3,042 Sq Ft

    25 Garfield Place, Poughkeepsie, NY 12601

    Victorianhome in Restored National Historic District. Step back in time with this Victorian residence offering over 3,000 sq ft of above-grade living space, rich in architectural detail and modern upgrades. This home features four working fireplaces, stained glass windows, pocket doors, and original butler’s pantries. Enjoy multiple formal and informal living spaces including double parlors, a

    Don Maher BHHS Hudson Valley Properties

    25 Garfield Place, Poughkeepsie, NY 12601
  • /25

    $535,000

    • 2 Beds
    • 2 Baths
    • 1,336 Sq Ft

    618 Bean River Rd, Millerton, NY 12546

    PINE PLAINS 2-3 LOT DEVELOPMENT, 15+ acres for Family Compound or upscale development between Pine Plains Village and Millerton on quiet road off Route 199. The Development includes a 1400 SF 2BR/2BA RANCH with new well, w/2 large decks, all wood floors, wood siding + detached 2 car garage on 7+ acres subdividable into 4 acres with house and 3 acre vacant lot. Included is additional approved 8

    David Birch Barns and Farms Realty LLC

    618 Bean River Rd, Millerton, NY 12546
  • /39

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,330 Sq Ft

    15 Orchard Rd, Poughkeepsie, NY 12603

    Privately nestled on a double lot, this stately 3/4 bedroom, 2-bath Cape offers classic charm with thoughtful updates and inviting spaces throughout. A welcoming brick walkway leads you to the front door and sets the tone for the warmth found inside. Step into the cozy living room, complete with a gas fireplace insert and beautiful hardwood floors that flow throughout the home. The eat-in kitchen

    Blake Michaud Serhant LLC

    15 Orchard Rd, Poughkeepsie, NY 12603
  • /20

    $375,000

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    1814 Route 199, Stanfordville, NY 12581

    One level living. 2 Acres partially wooded. Lots of privacy. Put in a few updates and a little elbow grease and make this home your style.

    MICHAEL MORRISON Corcoran Country Living

    1814 Route 199, Stanfordville, NY 12581
  • /50

    $995,000

    • 4 Beds
    • 5 Baths
    • 3,940 Sq Ft

    138 Jansen Rd, Holmes, NY 12531

    Fisherman's Dream! Your Lakeside Dreams Come True on beautiful Lake Dutchess! Welcome Home to 138 Jansen Road! Spectacular Builders' home is just what you wanted..AND MORE! Set back from the road your private haven awaits. Understated elegance abounds in every corner, beautiful hard wood flooring throughout, front sitting room leads to your open concept living room with fireplace and lovely

    Monica Marsich Progeny Realty Inc

    138 Jansen Rd, Holmes, NY 12531
  • /46

    $750,000

    • 4 Beds
    • 3.5 Baths
    • 3,049 Sq Ft

    87 Dakota Dr, Hopewell Junction, NY 12533

    Stunning 4 bedroom, 3.5 bath custom brick Colonial located in the heart of Hopewell. This exceptional home combines elegance, comfort, and thoughtful design, perfect for both everyday living and entertaining. The first floor features gleaming hardwood floors and a spacious open layout, including formal living and dining rooms, and a private home office. The gourmet kitchen is a chef’s dream,

    Carol Mahoney Real Broker NY LLC

    87 Dakota Dr, Hopewell Junction, NY 12533
  • /18

    $549,000

    • 6 Beds
    • 3 Baths
    • 3,249 Sq Ft

    86 S Hamilton St, Poughkeepsie, NY 12601

    Great find! Three family fully rented. Located on the Southside of Poughkeepsie. The set up is 2 Bedrooms and 1 bath on each floor. All apartments have gas stoves and refrigerators; Flooring is mixed with some hardwood and laminate. There is only 1 heating system and 1 electric meter. All apartments have baseboard /radiator hot water heat. Separation can be done with 2 apartments by adding the

    Michelle Ayala BHHS Hudson Valley Properties

    86 S Hamilton St, Poughkeepsie, NY 12601
  • /37

    $1,525,000

    • 3 Beds
    • 2.5 Baths
    • 2,820 Sq Ft

    101 Drake Rd, Pleasant Valley, NY 12569

    CONVERTED BARNS WITH POOL. This charming getaway offers fun lofty spaces to gather, entertain and enjoy the countryside, while conveniently located to the TSP and Millbrook Village. This 19th century converted barn was beautifully preserved and showcases the exposed beams and wide board floors. Upon entering, one is enamored by the soaring vaulted ceilings with exposed beams in the center of the

    PAULA REDMOND Corcoran Country Living

    101 Drake Rd, Pleasant Valley, NY 12569
  • /4

    $100,000

    • Land
    • 1.96 Acres
    • $51,020 per Acre

    0 E Noxon Rd Unit KEY874346, La Grange, NY 12540

    Two parcels side by side totaling 1.96 acres. #135400-6660-00-165190-0000 is in the Town of Union Vale (1.2 acres) and #133400-6660-03-156192-0000 is in the Town of Lagrange (.76 acres). Minutes to the Links at Union Vale, several beautiful parks, the Dutchess Rail Trail and the Taconic State Parkway.

    Jennifer Amicucci

    0 E Noxon Rd Unit KEY874346, La Grange, NY 12540
  • /45

    $685,000

    • 4 Beds
    • 2.5 Baths
    • 3,150 Sq Ft

    137 Barmore Rd, Lagrangeville, NY 12540

    Welcome to this meticulously maintained 4-bedroom, 2.5-bath Colonial home, perfectly situated on a picturesque country road. Designed for both comfort and style, this property offers everything you’ve been looking for.The heart of the home is the spacious eat-in kitchen, complete with a center island, gleaming granite countertops, and stainless steel appliances.. The open layout seamlessly

    JENNIFER HOYE BHHS Hudson Valley Properties

    137 Barmore Rd, Lagrangeville, NY 12540
  • /13

    $985,000

    • Land
    • 31 Acres
    • $31,409 per Acre

    261 New York 308, Rhinebeck, NY

    One minute from the charm of Rhinebeck village, these 30 acres offer a rare blend of openness and intimacy. Rolling pastures give way to wildflower fields and a quiet pond, all bordered by a hush of mature woods. It’s the kind of land that holds space—for slowing down, for dreaming big, for building something that feels like home.Whether you imagine a country retreat, a working homestead,

    Jonathan Berry Upstate Down

    261 New York 308, Rhinebeck, NY
  • /17

    $125,000

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    6842 U S 9, Rhinebeck, NY 12572

    Welcome to 6842 Route 9 North, Lot #24 – a beautifully updated 2-bedroom, 1-bath mobile home nestled in a peaceful and friendly community in the heart of Rhinebeck. From the moment you walk in, you’ll be greeted by a warm, inviting space that feels like home. Whether you’re starting fresh, downsizing, or looking for an affordable weekend getaway, this gem offers comfort, style, and convenience in

    Beatrice Dorlean-Cornet Redfin Real Estate

    6842 U S 9, Rhinebeck, NY 12572
  • /50

    $2,200,000

    • 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 a

    Howard Payson RE/MAX Town & Country

    3893 Route 82, Millbrook, NY 12545
  • /29

    $495,000

    • 3 Beds
    • 1 Bath
    • 1,656 Sq Ft

    23 Johnson Ln, Millbrook, NY 12545

    Welcome to 23 Johnson Lane in the Highly Desirable Millbrook, NY. This Private and Serene Property is calling out to you. With its old charming country feel and tranquil surroundings, this 1.8 acre property is waiting for you. This Lovely 3 Bedroom Ranch, which lives like a 4 bedroom, has a large bonus room and a bright & airy flow & layout that is ready for you and your family to come and make

    KATHERINE ROBLES DE PEREZ BHHS Hudson Valley Properties

    23 Johnson Ln, Millbrook, NY 12545
  • /50

    $1,699,000

    • 7 Beds
    • 7 Baths
    • 8,033 Sq Ft

    125-127 Bedell Rd, Poughkeepsie, NY 12603

    Timeless Elegance Meets Modern Comfort in the Heart of the Hudson Valley. Step into a world of refined charm and historic grandeur with this magnificent estate, originally constructed in 1867 and meticulously restored to preserve its legacy. Lovingly maintained over generations, the property blends classic architectural detail with the comforts of contemporary living, offering an unparalleled

    Jillian Pajer Douglas Elliman Real Estate

    125-127 Bedell Rd, Poughkeepsie, NY 12603
  • /12

    $295,000

    • 3 Beds
    • 1 Bath
    • 920 Sq Ft

    71 Honeywell Ln, Hyde Park, NY 12538

    No Trespassing on the property without a realtor or the ownerThis is the legal three-bedroom home. The kitchen is about 14 by 14 ft.² 196. The main house is 24 x 28 square for 672 the porch is 7 1/2 x 28 square 210 usable living space it is a new 200 amp electric is getting a new roof now there is a garage and a work-shed some work will be required large yard and part fence.

    JULIA MULLEN K. Fortuna Realty, Inc.

    71 Honeywell Ln, Hyde Park, NY 12538
  • /23

    $699,999

    • 3 Beds
    • 2 Baths
    • 1,452 Sq Ft

    2701 Route 82, Lagrangeville, NY 12540

    Endless Possibilities Await on This 6.1-Acre Commercial/Residential Property in LaGrange!A rare and exciting opportunity to own a versatile 6.1-acre property with prime frontage on Route 82 in the heart of LaGrange. This unique offering has been home to a thriving greenhouse and nursery business for over 60 years, and is now ready for its next chapter.The property features a

    Steven Collier BHHS Hudson Valley Properties

    2701 Route 82, Lagrangeville, NY 12540
  • /13

    $159,999

    • Land
    • 1.51 Acres
    • $105,960 per Acre

    174 Cedar Ave, Poughkeepsie, NY 12603

    Build your own private oasis on this perfect piece of land. This lot offers 1.51 acres of lightly wooded forest. The property has been approved by the board of health, for a four-bedroom home. Located in the Town of Poughkeepsie located in the Spackenkill School district. One of the last buildable lots located in the area, surrounded by beautiful homes. The property is surrounded by nature

    Eliana Amodio Amodio Real Estate & Prop

    174 Cedar Ave, Poughkeepsie, NY 12603
  • /33

    $769,000

    • 5 Beds
    • 4 Baths
    • 3,252 Sq Ft

    61 Sherwood Heights, Wappingers Falls, NY 12590

    Home is fully available! Discover timeless elegance in this beautifully landscaped 5 bedroom custom colonial, perfectly sited in a peaceful, sought after neighborhood. The perfect home for a large or extended family. This home offers the ideal blend of classic architecture and contemporary updates, providing both space and sophistication for modern living. Stone pillars grace the entrance to

    Jan Kaplan BHHS Hudson Valley Properties

    61 Sherwood Heights, Wappingers Falls, NY 12590
  • /34

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 1,840 Sq Ft

    41 Mountain Dr, Pleasant Valley, NY 12569

    This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort and convenience in a desirable Pleasant Valley neighborhood. Lovingly cared for and truly move-in ready, the home exudes timeless appeal with thoughtful updates throughout. Step into a warm and inviting layout featuring a bright, airy living room and an open dining area that leads directly to a spacious

    JENNIFER HOYE BHHS Hudson Valley Properties

    41 Mountain Dr, Pleasant Valley, NY 12569
  • /2

    $100,000

    • Land
    • 0.83 Acre
    • $120,482 per Acre

    9 Terbar Ct, Dover Plains, NY 12522

    Beautiful flat building lot, no clearing needed! Board of health approved for 4 bedroom home and you only need a small septic on this lot which makes building a home here more cost effective! This level lot is perfect to build your dream home. Bring your own builder or use ours! We can help and assist the first time homebuyer build their dream home through the whole process.

    Bliss Voutsinas

    9 Terbar Ct, Dover Plains, NY 12522
  • /19

    $359,900

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

    94 South Ave, Poughkeepsie, NY 12601

    Rare opportunity to acquire this legal rooming house on the City of Poughkeepsie's desirable south side. Featuring seven rooms, shared kitchen & three full bathrooms. Natural gas for heating, hot water & cooking. Unfinished basement & walkup attic for abundant storage. Large covered front porch & huge backyard for outdoor enjoyment. Centrally located just minutes from hospitals, colleges, bus

    Dan Axtmann BHHS Hudson Valley Properties

    94 South Ave, Poughkeepsie, NY 12601
  • /49

    $879,000

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

    35 Biltmore Dr, Hopewell Junction, NY 12533

    New construction without the wait! Welcome to Taconic Hills, where luxury meets convenience. This stunning 4-bedroom, 3.5+ bath home offers over 5,000 square feet of beautifully finished one-level living space. Situated on a quiet cul-de-sac in the highly sought-after Arlington School District, this home impresses from the moment you arrive. Step onto the landscaped front yard and through the

    John Gabriel Jr KW MidHudson

    35 Biltmore Dr, Hopewell Junction, NY 12533
  • /26

    $1,300,000

    • Land
    • 99 Acres
    • $13,111 per Acre

    27 Robinson Ln, Wappingers Fl, NY 12590

    Welcome to Robinson Lane! This exceptional agricultural property offers a remarkable opportunity to own 99 acres of land that has been utilized as a thriving blueberry farm in the past. Offers nearly 2,000 ft of road frontage on Robinson Lane. Comprises three separate parcels, each presenting its own unique features and possibilities. As you enter this expansive property, you'll be captivated by

    Dominick DiFilippo Keller Williams Realty Partner

    27 Robinson Ln, Wappingers Fl, NY 12590

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