Dutchess County NY Houses for Sale

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  /33

  $12,500,000

  • 5 Beds
  • 6.5 Baths
  • 6,054 Sq Ft

  129 W Meadow Ln, Millbrook, NY 12545

  Set in the hills above Millbrook, West Meadow is encircled as far as the eye can see by endless, heart-stopping views of the entire Hudson Valley. The house and pool sit on a beautifully landscaped plateau above a sloping lawn that gives way to a prolific cutting garden, rose beds, tennis court wrapped in wisteria vines, and groomed meadows. A fruit orchard and abundant vegetable garden enhance

  Candy Anderson Compass Greater NY, LLC

  129 W Meadow Ln, Millbrook, NY 12545
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  /30

  $785,000

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  39 Willow Ln, Clinton Corners, NY 12514

  This property paints a truly serene picture of a nature-filled escape, with endless potential for both full-time living or a weekend retreat. The 87-acre wooded property offers the perfect balance of privacy and natural beauty, with a large pond, wildlife, and a trail for exploring. Bring your horses and with proper permitting, turn this into a possible animal sanctuary. Two dwellings— a primary

  DEBORAH LAPOINTE Exit Realty Connections

  39 Willow Ln, Clinton Corners, NY 12514
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  /8

  $579,900

  • 3 Beds
  • 2.5 Baths
  • 1,652 Sq Ft

  LOT 3 Farm View Ln, Hopewell Junction, NY 12533

  Introducing Lot 3 at Farmview Estates – Now Offering a Special 3.75% INTRODUCTORY INTEREST RATE! Now is the perfect time to make your move—LMD Homes is proud to present this exciting opportunity designed to make homeownership more accessible. Reach out to our sales office for complete details on this exclusive offer and take the first step toward creating the home you have always imagined.

  Molly Roche eXp Realty

  LOT 3 Farm View Ln, Hopewell Junction, NY 12533
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  /48

  $799,900

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

  134 Old Pawling Rd, Pawling, NY 12564

  Beautiful Colonial home, Well Maintained level land W/Meadow view, for the first time on the market .This beautiful home offer 4 bedroom and 2 full bathroom and half Den room on the first floor, Bonus Room on the second floor, Formal living room and formal dining room, 1,25 acres .Gorgeous Oak eating kitchen with sliding door to the deck outside, family room and half bath. Second floor offer 4

  Drita Shala Howard Hanna Rand Realty

  134 Old Pawling Rd, Pawling, NY 12564
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  /45

  $429,000

  • 3 Beds
  • 2.5 Baths
  • 1,944 Sq Ft

  218 Roosevelt Rd, Hyde Park, NY 12538

  Welcome to this classic Colonial home featuring 3+ spacious bedrooms, 2 full bathrooms, nestled in a desirable, well-maintained neighborhood. This beautifully landscaped 1.2 acre property offers great curb appeal and a peaceful atmosphere. Step inside to find a spacious layout perfect for both everyday living and entertaining. The home includes a large two-car garage and a fully fenced backyard

  Douglas Redden BHHS Hudson Valley Properties

  218 Roosevelt Rd, Hyde Park, NY 12538
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  /49

  $1,295,000

  • 4 Beds
  • 2.5 Baths
  • 2,376 Sq Ft

  41 Lavelle Rd, Holmes, NY 12531

  A spacious, posh, and elegant Smart Home loaded with high-tech upgrades - customized to the next level and perfectly designed for luxury living. Located about an hour from the city, 10 minutes from Metro North and major shopping centers, and less than 5 minutes from 84. The stately front entrance guarantees privacy and security with a beautiful custom metal entrance gate, a call box, and a 90-ft.

  Lynda Hoss Weichert Realtors

  41 Lavelle Rd, Holmes, NY 12531
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  /33

  $1,350,000

  • 3 Beds
  • 2.5 Baths
  • 3,035 Sq Ft

  6 Byrds Hill Rd, Pawling, NY 12564

  Modern Pawling Farmhouse - This beautifully renovated Colonial home near Scenic Quaker Hill offers a perfect blend of charm and modern amenities. The spacious kitchen, complete with a center island with seating, flows seamlessly into an open dining and living area, where a cozy fireplace awaits. A separate light-filled den provides a peaceful retreat for relaxation. The main floor features a

  Stephen Pener William Pitt Sothebys Int Rlty

  6 Byrds Hill Rd, Pawling, NY 12564
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  /12

  $950,000

  • 4 Beds
  • 3.5 Baths
  • 3,121 Sq Ft

  5 Pond View Ct, Hyde Park, NY 12538

  **TO BE BUILT** Welcome to the last lot at Norrie Park Estates! Featured home is a custom built Georgian-Style Colonial boasting almost 3200 SQFT finished, 4 bedrooms and 3.5 baths. Situated in Historic Hyde Park on almost 2.5 acres of privacy, cul-de-sac lot with Mountain views for days! Generous builder specs feature oak floors throughout all common areas, 9' ceilings on the first floor, high

  Justin LaFalce KW MidHudson

  5 Pond View Ct, Hyde Park, NY 12538
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  /15

  $384,000

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

  618 Bean River Rd, Pine Plains, NY 12567

  Secluded 2BR/2BA RANCH w/2 large decks, all wood floors and wood siding + detached 2 car garage on 7+acres in Hamlet zone Easy subdivision into 4 and 3 acre lots. Also available as Family Compound with adjoining 8 acre and 4 acre boha parcels for 699,000. Great location between Pine Plains Village and Millerton on quiet road off Route 199. New well installed. Easy to show unoccupied.

  David Birch Barns & Farms Realty, LLC

  618 Bean River Rd, Pine Plains, NY 12567
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  /50

  $2,300,000

  • 4 Beds
  • 4 Baths
  • 4,641 Sq Ft

  1018 Route 292, Holmes, NY 12531

  Escape to your own private waterfront oasis, less than 2 hours from NYC. Discover the epitome of lakeside luxury in this stunning contemporary home on Whaley Lake. This extraordinary 4,641-square-foot residence offers the perfect combination of lavish living and serene lakefront charm, situated on 2.74 acres with over 500 feet of lake frontage on Dutchess Counties largest private motorboat lake.

  Claudia Jiskra McGrath Realty Inc

  1018 Route 292, Holmes, NY 12531
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  /43

  $20,000,000

  • 4 Beds
  • 8 Baths
  • 7,500 Sq Ft

  365-381 Tower Hill Rd, Wassaic, NY 12592

  A Private Architectural Masterpiece on 165 AcresNestled along the border of Amenia and Millbrook, NY, this extraordinary 165-acre estate offers unparalleled privacy and breathtaking panoramic views of the Hudson Valley. Designed by the acclaimed Resolution: 4 Architecture and completed in 2019, the 7,500-square-foot modern residence harmonizes seamlessly with its natural surroundings.At the heart

  Noble Black Douglas Elliman Real Estate

  365-381 Tower Hill Rd, Wassaic, NY 12592
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  /33

  $509,000

  • 3 Beds
  • 2 Baths
  • 1,811 Sq Ft

  41 Frances Dr, Hopewell Junction, NY 12533

  Welcome to this well maintained 3-bedroom, 2-bath raised ranch, ideally located on a quiet street within the desirable Arlington School District—just one mile from the Taconic State Parkway. Set on a private, level 1-acre lot, this home offers the perfect blend of comfort, functionality, and outdoor enjoyment. The sun-drenched main level features hardwood floors and an open-concept layout that

  JEANNE BURKE BHHS Hudson Valley Properties

  41 Frances Dr, Hopewell Junction, NY 12533
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  /44

  $695,000

  • 4 Beds
  • 3 Baths
  • 2,104 Sq Ft

  452 Hibernia Rd, Salt Point, NY 12578

  This charming country house in scenic Dutchess County will be a great place to call home! It has been beautifully maintained, tastefully updated and features plenty of comfortable living spaces. The inviting interior boasts a delightful kitchen, a lovely dining room, a spacious family room with woodstove, a cozy den, four bedrooms, and three full bathrooms. The wood floors and wall moldings

  Susan Whalen George T Whalen Real Estate

  452 Hibernia Rd, Salt Point, NY 12578
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  /27

  $735,000

  • 4 Beds
  • 2.5 Baths
  • 4,102 Sq Ft

  3 Madonna Dr, Lagrangeville, NY 12540

  Welcome to this stunning 4-bedroom, 2.5-bathroom home, perfect for those seeking comfort, style, and convenience. This beautifully designed home features a well-thought-out layout that caters to modern living.Upon entering, you are greeted by a bright and airy foyer. On your right, a formal living room leads to a cozy family room with a wood fireplace. The open-concept design connects the

  Lisa Williams Steger Exit Realty Connections

  3 Madonna Dr, Lagrangeville, NY 12540
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  /13

  $275,000

  • 2 Beds
  • 1 Bath
  • 860 Sq Ft

  21 N Gilmore Blvd, Wappingers Falls, NY 12590

  Welcome to this single family home with a spacious 2 story unit with a finished basement. Step inside through your private ground floor entrance to an open layout and inviting living room space. Upstairs you will find 2 spacious bedrooms and an updated full bathroom. Spacious finished basement for additional space. Enjoy the outdoor space with a nice backyard. This home is being offered "As-Is".

  Sherley Santiago Keller Williams Realty NYC Grp

  21 N Gilmore Blvd, Wappingers Falls, NY 12590
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  /20

  $410,000

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  3889 Route 82, Millbrook, NY 12545

  Welcome to this beautiful brick ranch, ideally situated on a level one-acre lot just outside the charming Village of Millbrook.This well-maintained 3-bedroom, 2-bath home offers easy, one-level living with hardwood floors throughout, a cozy living room with a wood-burning fireplace, and an enclosed porch perfect for relaxing or entertaining. The spacious eat-in kitchen flows nicely and

  Ginalea Healy K. Fortuna Realty, Inc.

  3889 Route 82, Millbrook, NY 12545
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  /20

  $2,199,000

  • 5 Beds
  • 5.5 Baths
  • 3,314 Sq Ft

  10 Old Town Rd Unit Extension, Beacon, NY 12508

  26+ park-like acres in Beacon, NY. Surrounded by Hudson Highlands State Park Preserve, this distinctive property offers income-producing residences, a cabin, beautiful trails, magnificent views and incredible privacy. Owner financing available.

  Louise Darhansoff Douglas Elliman Real Estate

  10 Old Town Rd Unit Extension, Beacon, NY 12508
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  /24

  $439,000

  • 4 Beds
  • 3.5 Baths
  • 2,992 Sq Ft

  449 Browning Rd, Salt Point, NY 12578

  Lovely four bedroom, three bath house on a quiet country road in the Town of Clinton. Formerly a group home, this property has ample space to update and make a country retreat or a full time home. The grounds are meticulously maintained and there is a propane fired, automatic generator.

  George Whalen III George T Whalen Real Estate

  449 Browning Rd, Salt Point, NY 12578
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  /23

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft

  26 Raker Rd, Poughkeepsie, NY 12603

  Back on the market as of 7/16/2025. Welcome to this newly renovated home in the Spackenkill School District. Thoughtfully updated with modern finishes and high-end features, this move-in-ready gem offers both style and comfort in every detail. Step into the brand-new kitchen featuring quartz countertops, sleek cabinetry, and top-of-the-line Frigidaire Gallery appliances—including an induction

  Louis Kuo Kingsgate Realty, Inc.

  26 Raker Rd, Poughkeepsie, NY 12603
• 

  

  /23

  $699,900

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  2 Garden Place, Beacon, NY 12508

  Welcome to this stunning raised ranch nestled on two combined parcels totaling just under half an acre. This 3-bedroom, 2 1/2 bath home offers the perfect balance of nature and convenience - located within a short distance to scenic hiking trails and a serene creek, and just minutes from Beacon's vibrant shops, restaurants, and Metro-North station.Step inside to find gleaming hardwood floors,

  Kimberly Knight RE/MAX Ace Realty

  2 Garden Place, Beacon, NY 12508
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  /54

  $795,000

  • 3 Beds
  • 3 Baths
  • 1,352 Sq Ft

  16 Trinity Place, Rhinebeck, NY 12572

  This charming Remodeled Ranch home nestled in the desirable village of Rhinebeck boasts an inviting blend of modern comfort and classic charm. Its open floor plan seamlessly connects the living areas, creating an airy and spacious feel. The heart of the home is undoubtedly the chef's kitchen, which features an oversized island, perfect for culinary enthusiasts and entertaining guests. The

  Karen Vetere Vetere, Karen Real Estate

  16 Trinity Place, Rhinebeck, NY 12572
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  /31

  $1,400,000

  • 4 Beds
  • 4 Baths
  • 3,661 Sq Ft

  5-15 Old Depot Way, Stanfordville, NY 12581

  If you crave a truly unique property, love history or dream of hosting short term rentals, this property might be your ticket to ride. Built in 1889, the historic Train Station in the hamlet of Stanfordville is the only existing station remaining along the original former P&C line that ran alongside Wappinger Creek (known as one of the top 10 trout streams in NYS). Originally, the buildings

  George Langa Houlihan Lawrence Inc.

  5-15 Old Depot Way, Stanfordville, NY 12581
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  /25

  $799,000

  • 3 Beds
  • 2.5 Baths
  • 2,156 Sq Ft

  30 Violet Place, Rhinebeck, NY 12572

  Welcome to 30 Violet Place, a beautifully renovated home nestled in the heart of Rhinebeck Village. Set on a quiet street, just a stone's throw from the schools, this charming residence offers a generous living space, a two-car garage, and a serene, landscaped backyard. A stunning maple tree anchors the front yard, while the back features lovely gardens, creating a peaceful retreat right outside

  Feng Liu-Winham Coldwell Banker Village GreenK

  30 Violet Place, Rhinebeck, NY 12572
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  /50

  $389,000

  • 2 Beds
  • 2 Baths
  • 1,062 Sq Ft

  16 Titus Rd, Poughkeepsie, NY 12603

  Nestled in a serene community of picturesque cottages, this delightful 2-bedroom, 2-bathroom creekside home offers the perfect blend of charm and tranquility. Tucked among lush greenery, the home boasts direct access to the Wappinger Creek with a walkway descending down to the water’s edge—an idyllic spot for morning coffee, quiet reflection, or dipping your toes in the cool, flowing stream.

  Jo-Ann Campagiorni

  16 Titus Rd, Poughkeepsie, NY 12603
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  /20

  $490,000

  • 4 Beds
  • 2 Baths
  • 2,968 Sq Ft

  26 Alden Rd, Poughkeepsie, NY 12603

  Welcome to 26 Alden Road, a charming Cape Cod-style residence on a cul-de-sac in Poughkeepsie, NY. Please note that select photos have been virtually staged to help visualize the space’s potential. This spacious 2,968-square-foot home, situated on a 0.42-acre lot, offers a blend of classic charm and modern amenities. Upon entering, you're greeted by the warmth of hardwood floors throughout the

  Robin Dennard KFortuna All Aspects Realty

  26 Alden Rd, Poughkeepsie, NY 12603
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  /43

  $4,950,000

  • 5 Beds
  • 5.5 Baths
  • 6,310 Sq Ft

  310 Carpenter Hill Rd, Pine Plains, NY 12567

  Nestled on top of Carpenter Hill, with unparalleled views of Stissing Mountain, the Catskills and the surrounding farmland, sits this country estate on 24.78 acres. The traditional, cedar shake 6,310 square foot home exudes elegance exhibited through the well proportioned rooms with 9’4” ceiling height, exceptional craftmanship and attention to detail found throughout the home. A dramatic double

  PAULA REDMOND Corcoran Country Living

  310 Carpenter Hill Rd, Pine Plains, NY 12567
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  /45

  $995,000 Open Sat 10AM - 12PM

  • 4 Beds
  • 3.5 Baths
  • 2,942 Sq Ft

  27 Victor Rd, Beacon, NY 12508

  Very motivated sellers welcome you to this stunning four bedroom home nestled in the heart of Beacon, offering a harmonious blend of refined elegance and modern comfort. A gracious two story entry sets the tone for the home's warmth and sophistication. Beautiful hardwood floors flow throughout the home, complimented by oversized windows and exquisitely upgraded moldings. The living room boasts

  Jan Kaplan BHHS Hudson Valley Properties

  27 Victor Rd, Beacon, NY 12508
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  /23

  $625,000

  • 3 Beds
  • 1 Bath
  • 988 Sq Ft

  425 Spring Lake Rd, Red Hook, NY 12571

  Discover the untapped potential of this charming three-bedroom, one-bath cottage, complete with a barn and garden, set on 19 captivating acres in the heart of the Hudson Valley. Nestled along the peaceful shores of Spring Lake—a private, spring-fed haven reserved exclusively for residents—this unique property offers a harmonious blend of tranquility and opportunity.Winding stone walls and

  SHERI SCEROLER Four Seasons Sothebys Intl

  425 Spring Lake Rd, Red Hook, NY 12571
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  /31

  $599,000

  • 4 Beds
  • 3 Baths
  • 3,242 Sq Ft

  655 Vassar Rd, Poughkeepsie, NY 12603

  Step into history and discover timeless charm in this beautifully preserved 1870s farmhouse, nestled in the heart of the Town of Poughkeepsie. Set on a sprawling 1.75-acre lot, this exceptional property blends vintage character with generous living space—offering over 3,200 square feet, 4 spacious bedrooms, and 3 full bathrooms. Ideal for both everyday living and grand entertaining, the home

  Jake Garay Serhant LLC

  655 Vassar Rd, Poughkeepsie, NY 12603
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  /15

  $429,000

  • 4 Beds
  • 2 Baths
  • 2,234 Sq Ft

  42 S Bridge St, Poughkeepsie, NY 12601

  Move right into modern comfort at 42 S. Bridge St.! This thoughtfully renovated 4-story home boasts two entrances, two parking spots, and a wealth of upgrades. Imagine relaxing in your family room with radiant-heated stone floors, creating culinary masterpieces in your chef's kitchen, and enjoying the natural light flooding the newly renovated attic. With a private patio, updated bathrooms, and

  Kunsang Thurman Compass Greater NY, LLC

  42 S Bridge St, Poughkeepsie, NY 12601
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  /46

  $560,000

  • 2 Beds
  • 1 Bath
  • 1,048 Sq Ft

  39 Washington Ave, Beacon, NY 12508

  This Arts & Crafts style home is a perfect place to begin your story in Beacon. This 2 bedroom, 1 Bath home has been completely updated & renovated perfectly. The kitchen appliances are brand new, Granite counter tops, an Island with over counter lighting, new cabinets, flooring & lighting open to the light & bright Dining Room. The Livingroom is situated to the front of the home offering

  Michele Rios BHHS Hudson Valley Properties

  39 Washington Ave, Beacon, NY 12508
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  /30

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  651 Vassar Rd, Poughkeepsie, NY 12603

  PRE-CONSTRUCTION To-Be-Built Home in the Town of Poughkeepsie, this thoughtfully designed colonial-style residence at 651 Vassar Road presents an exceptional opportunity to own a brand-new home with quality finishes and modern conveniences. Set on a spacious lot with municipal water and septic, the home will offer over 2,100+ square feet of well-planned living space, featuring three bedrooms and

  Jake Garay Serhant LLC

  651 Vassar Rd, Poughkeepsie, NY 12603
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  /33

  $449,900

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  6 Swain Dr, Pleasant Valley, NY 12569

  Welcome to 6 Swain Drive, a charming Cape Cod-style home nestled in the heart of Pleasant Valley, NY. This delightful residence offers 3 bedrooms and 1.5 bathrooms across 1,680 square feet of comfortable living spaceAs you step inside, you're greeted by a sunlit living room featuring a beautiful bay window that bathes the space in natural light. Adjacent to the living room is a cozy family

  Thomas Klug HV Premier Properties Realty

  6 Swain Dr, Pleasant Valley, NY 12569
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  /19

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 3,149 Sq Ft

  21 Dartmouth Dr, Poughkeepsie, NY 12603

  This 4 Bedroom 2.5 full Baths, stunning country colonial offers a large backyard with views a large open space for all your large family gatherings. The open floor plan concept is perfect for everyday modern living and entertaining. The gourmet kitchen boasts a large center island, a walk-in pantry, and overlooks the casual dining area and great room. The first floor offers lots of flexibility

  Alicia Goldman Christie's Int. Real Estate

  21 Dartmouth Dr, Poughkeepsie, NY 12603
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  /28

  $875,000

  • 4 Beds
  • 3 Baths
  • 3,233 Sq Ft

  51 Dartmouth Dr, Poughkeepsie, NY 12603

  The Grand Canterbury is first in class offering Mountain Views a 3 Car Garage, 4 bedrooms 3 Full Baths and stunning custom moldings throughout. The foyer entry is enhanced with a beautiful stairwell and views into the great room beyond. The open great room boasts a lovely fireplace to enjoy on cool evenings and direct access to massive gourmet kitchen. The well-appointed gourmet kitchen has an

  Alicia Goldman Christie's Int. Real Estate

  51 Dartmouth Dr, Poughkeepsie, NY 12603
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  /25

  $890,000

  • 4 Beds
  • 3 Baths
  • 3,233 Sq Ft

  15 Dartmouth Dr, Poughkeepsie, NY 12603

  Mountain Views meet Modern luxury with elegant design in this stunning 4-bedroom, 3 full Bath home that is crafted with upscale moldings. From the moment you walk up to large rocking chair front porch and enter the expansive foyer beauty and elegance are at every turn. This home offers an Exceptionally large custom kitchen with plenty of cabinets, counter space, and a massive center island. This

  Alicia Goldman Christie's Int. Real Estate

  15 Dartmouth Dr, Poughkeepsie, NY 12603
• 

  

  /30

  $430,000

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft

  4 Smith St, Red Hook, NY 12571

  Encounter memories of Grammas house as you walk in the front door. All on one level the gracious Living Room welcomes you to come sit and visit for awhile. The Eat in Kitchen where many pies have been baked and is a nice place to enjoy a cup of tea, fix meals and engage in conversation. The Main bedroom is huge and has its own full bath while guest will enjoy 2 sweet bedrooms with hardwood floors

  Catherine Mondello Mondello Upstate Properties

  4 Smith St, Red Hook, NY 12571
• 

  

  /38

  $699,000

  • 5 Beds
  • 2.5 Baths
  • 2,924 Sq Ft

  5 Red Tail Ct, Pawling, NY 12564

  Tucked away on a quiet cul-de-sac in the sought-after Deerfield Ponds community, 5 Red Tail Court is a beautifully maintained 5-bedroom, 2.5-bathroom Colonial offering space, style, and convenience. With 2,924 sq ft of living space, this home features an inviting floor plan, perfect for both everyday living and entertaining.Step inside to find a sun-filled living room with a cozy

  Julius Cooper eXp Realty

  5 Red Tail Ct, Pawling, NY 12564
• 

  

  /25

  $695,000

  • 3 Beds
  • 2 Baths
  • 1,984 Sq Ft

  81 W Market St, Red Hook, NY 12571

  The A.J. Davis Mid- 19th Century Gardener's Cottage -A rare opportunity to own a piece of Hudson Valley history, The Gardener's Cottage, once part of Maizefield. This property was built in the mid- 19th century and the architect commissioned was Alexander Jackson Davis, a very prominent man of his time. It is a two story, three-by-one-bay timber frame cottage, on an exposed stone foundation, with

  Brock Anderson Four Seasons Sotheby's Int.

  81 W Market St, Red Hook, NY 12571
• 

  

  /49

  $1,450,000

  • 4 Beds
  • 2.5 Baths
  • 2,295 Sq Ft

  262 Cream St, Poughkeepsie, NY 12601

  A former dairy farm provides the rare opportunity to own a piece of Dutchess County, New York, history. This Center-Hall, Federal Colonial Farmhouse, built circa 1820, is an outstanding example of early Greek Revival Architecture that has been lovingly restored and preserved for the ages. It has all the charm of a bygone era with all the modern amenities, making it the perfect place to spend

  Jeanine Agnolet Howard Hanna Rand Realty

  262 Cream St, Poughkeepsie, NY 12601

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