Dutchess County NY Houses for Sale

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  /20

  $548,888

  • 4 Beds
  • 2 Baths
  • 2,719 Sq Ft

  1282 Route 82, Hopewell Junction, NY 12533

  Wow, Wow, Wow. Nestled in Beautiful Hopewell Junction, This Super 2 Acre lot, with road frontage for front and back yards (251' and 242'), Storage and Closets everywhere, oversized two car garage too. This home hosts 4 large Bedrooms, 2 full bathrooms, family room, Sunroom, Formal Dining room, office, Large Eat in Kitchen with walk in pantry closet. The basement has 2 rooms; the first hosts, the

  Bernadette Smyth Coldwell Banker Realty

  1282 Route 82, Hopewell Junction, NY 12533
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  /36

  $1,450,000

  • 3 Beds
  • 8 Baths
  • 10,689 Sq Ft

  4258 Route 44, Millbrook, NY 12545

  This distinctive property in the heart of Dutchess County combines historic character with over 10,000 square feet of versatile residential and commercial potential. Originally built in the 19th century as a Congregational church, the building has enjoyed a rich history and now offers endless possibilities for its next chapter. The expansive main level features multiple gathering areas, soaring

  Stephen Pener William Pitt Sothebys Int Rlty

  4258 Route 44, Millbrook, NY 12545
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  /12

  $3,250,000

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft

  5 - 15 Homestead Farm Ln, North East, NY 12546

  Once in a lifetime opportunity to acquire one of the last remaining unrestricted working farms in Northern Dutchess County, NY. Choice building sites, panoramic views and seclusion yet convenient to New York City, Metro North commuter train and nearby area amenities including Millerton, NY, Litchfield County, CT, Troutbeck Inn, Millbrook, NY and Silo Ridge. Boasting an expansive 258 acres, the

  Samantha Lucas Houlihan Lawrence, Inc.

  5 - 15 Homestead Farm Ln, North East, NY 12546
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  /25

  $788,888

  • 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 Green

  30 Violet Place, Rhinebeck, NY 12572
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  /38

  $1,550,000

  • 4 Beds
  • 3.5 Baths
  • 4,605 Sq Ft

  239 Hynes Rd, Poughquag, NY 12570

  Your own private Yellowstone with a Scandinavian Chalet! Built in 1976 by Frederick Fusie, former CEO of Avon Cosmetics, this secluded 23.4-acre compound is set 7,000 ft from the road with automatic gates for ultimate privacy. Located in the Beekman aquifer, the property’s fall foliage evokes Steinbeck landscapes. The 4,605-sf main house on 14.09 acres features 4 bedrooms, 3 baths, a stone

  Ryan LaLuna McGrath Realty Inc

  239 Hynes Rd, Poughquag, NY 12570
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  /39

  $5,900,000

  • 6 Beds
  • 9 Baths
  • 8,117 Sq Ft

  465 Shunpike, Millbrook, NY 12545

  Be transcended into refined elegance. This stately home is an entertainer's dream. Set at the end of a picturesque, tree-lined drive on 40 serene acres, it offers a harmonious blend of historic elegance and contemporary living. The main house, which dates back to the late 1800s, has been thoughtfully updated and retains much of its period detail and charm with an updated twist. The four barns

  Kyle Irwin Corcoran Country Living

  465 Shunpike, Millbrook, NY 12545
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  /25

  $12,950,000

  • 4 Beds
  • 4.5 Baths
  • 6,191 Sq Ft

  123 Butts Hollow Rd, Dover Plains, NY 12522

  Welcome to a once-in-a-lifetime opportunity to own an exceptional equestrian estate sprawling over approximately 185 unrestricted acres in the heart of Millbrook hunt country. Originally built in 1865, this property has been meticulously expanded with a lavish addition spanning over 6000 sq ft, seamlessly blending antique charm with modern opulence. Enjoy miles of fenced pastures, riding trails,

  OLIVER BROWN Houlihan Lawrence Inc.

  123 Butts Hollow Rd, Dover Plains, NY 12522
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  /30

  $1,799,999

  • 2 Beds
  • 1 Bath
  • 1,600 Sq Ft

  165 Duell Hollow Rd, Wingdale, NY 12594

  Exceptional opportunity to acquire this contemporary masterpiece designed by renowned architect Allan Shope. Tucked away in the serene woods of Wingdale, this property spans 29.7 acres and boasts a substantial pond, once part of the historic Camp Sacajawea. The residence is positioned on a secluded, wooded parcel, offering breathtaking views of mountains and the tranquil pond making it an ideal

  Bianca D'Alesandro Serhant LLC

  165 Duell Hollow Rd, Wingdale, NY 12594
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  /35

  $900,000

  • 4 Beds
  • 5 Baths
  • 3,911 Sq Ft

  4354-4356 Albany Post Rd, Hyde Park, NY 12538

  Imagine being able to take advantage of living in a charming four bedroom, two bath home, and having the ability to walk out your front door, onto the walkway and into your own gorgeous commercial space with so many possibilities! This mixed-use commercial/residential property is located in the Historic Village of Hyde Park. The two-story home (1869sf) was built in 1928 and has the charm of

  Diane Crittenden Century 21 Alliance Realty Grp

  4354-4356 Albany Post Rd, Hyde Park, NY 12538
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  /45

  $4,250,000

  • 6 Beds
  • 4.5 Baths
  • 4,208 Sq Ft

  570 Pumpkin Ln, Clinton Corners, NY 12514

  Sited on one of the most beautiful parcels in the Hudson Valley, this idyllic estate on a quiet country lane offers endless possibilities with the features of a mini-resort. Set on a knoll overlooking a gorgeous, spring-fed pond complete with gazebo, swing and swim-up dock, this historic country retreat includes the circa 1860 main house, a separate guest apartment with views of an additional

  Kyle Irwin Corcoran Country Living

  570 Pumpkin Ln, Clinton Corners, NY 12514
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  /45

  $3,900,000

  • 6 Beds
  • 7.5 Baths
  • 7,460 Sq Ft

  259 Woodstock Rd, Millbrook, NY 12545

  Peace and tranquility await at this sprawling country retreat. A stream meanders through the 15.37 acre property forming two waterfalls and flows into a deep water pond creating a beautiful lush landscape viewed from many vantage points. This amazing and expansive 7,460 square foot home is comprised of three 18th century structures that were dismantled and brought together. At the center of the

  PAULA REDMOND Corcoran Country Living

  259 Woodstock Rd, Millbrook, NY 12545
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  /39

  $1,050,000

  • 5 Beds
  • 3.5 Baths
  • 3,664 Sq Ft

  3715 Route 44 Unit 37, Millbrook, NY 12545

  This historic 1800s home of James Mabbett sits on 4 plus acres with a pristine pond and extensive outbuildings. The main house with its fine architectural details has been newly renovated and updated with new baths and kitchen, appliances, fixtures, mechanicals, gleaming hardwood floors, moldings and coffered ceilings. Enter the high ceiling elegant foyer which leads to a living room with a

  ANN WILKINSON Compass Greater NY, LLC

  3715 Route 44 Unit 37, Millbrook, NY 12545
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  /36

  $6,785,000

  • 5 Beds
  • 5.5 Baths
  • 5,162 Sq Ft

  47 Crescent Rd, Millbrook, NY 12545

  Exquisitely restored 1822 farmhouse on 50+ acres in Millbrook, NY, blending historic charm and modern luxury. This stunning home features sun-filled rooms, original hardwood floors, and six fireplaces. The gourmet kitchen is equipped with marble countertops, high-end appliances, a butler's pantry, and a fireplace. A beautiful sunroom with floor-to-ceiling windows and marble floors connects

  William Melnick Elyse Harney Real Estate

  47 Crescent Rd, Millbrook, NY 12545
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  /73

  $324,900

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

  21 Irondale Rd, Millerton, NY 12546

  A Charming 3 Bedroom Home with a 1 Car Garage in the Village of Millerton! The first floor features a bedroom or an office, a living room with a pellet stove, a full bath, a kitchen, a 1/2 bath, a dining room with a wood stove, an enclosed porch, and a 1 car attached garage. The second floor features 2 bedrooms and a 1/2 bath. The second floor 1/2 bath has plumbing for a tub or a shower. The home

  Ted Banta RVW Select Properties

  21 Irondale Rd, Millerton, NY 12546
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  /13

  $4,675,000

  • 4 Beds
  • 4.5 Baths
  • 4,024 Sq Ft

  114 Brush Hill Rd, Millbrook, NY 12545

  Brush Hill Contemporary is a to-be-built masterpiece in the Hudson Valley with an inviting and expansive floor plan designed to allow freedom to roam with absolute comfort and luxury. Huge southerly views of the Clove Valley, and beyond, through floor to ceiling windows in the public spaces allow for maximum light and an indoor/outdoor flow that enhances every season. The home will consist of

  Byron Anderson Compass Greater NY, LLC

  114 Brush Hill Rd, Millbrook, NY 12545
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  /36

  $8,000,000

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

  Unlisted Address

  Perched on the crest of a plateau overlooking panoramic, protected views, West Wind Hill, a bespoke country estate on 389± acres, straddles Kent, CT and Amenia, NY. Experience this truly magnificent classic stone and shingle manor house sited perfectly to experience lush sunsets and fairytale mists with the upmost in privacy. Only eight minutes from the center of Kent and less than two

  Joseph Lorino Brown Harris Stevens HV LLC

  Unlisted Address
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  /36

  $589,000

  • 6 Beds
  • 2.5 Baths
  • 3,402 Sq Ft

  10 Greenwood Dr, Beacon, NY 12508

  This expansive (3,400 sq. ft.) split-level ranch is on 1.6 acres and features 6 bedrooms, 2.5 baths, and a 2-bedroom accessory apartment with a private entrance bordering numerous hiking trails. THREE additional adjoining lots are sold separately and require BOHA approval although municipal water is provided by the town (.58 acres MLS H6321787, .57 acres MLS H6321777, & 1.02 acres MLS H6325550).

  TIMOTHY TURNER Keller Williams Hudson Valley

  10 Greenwood Dr, Beacon, NY 12508
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  /12

  $509,000

  • 4 Beds
  • 1.5 Baths
  • 3,072 Sq Ft

  7786 S Main St, Pine Plains, NY 12567

  You wanted charm? You got it! This vintage 1903 village home in Pine Plains, NY formerly served as both the town pharmacy and library, and many of the bookshelves and all the quaint apothecary drawers remain intact. The large 3000sq foot home on a nicely landscaped yard of nearly a half an acre is filled with period details: wooden moldings, original door knobs and intricate iron hardware, a

  David Norman Hall Houlihan Lawrence Inc.

  7786 S Main St, Pine Plains, NY 12567
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  /11

  $975,000

  • 3 Beds
  • 2.5 Baths
  • 2,426 Sq Ft

  477 Canoe Hill Rd, Millbrook, NY 12545

  Early Country Cottage on 5 acres on a quiet country road in Millbrook, 5 minutes from the village. An excellent fishing stream borders the property. 3 bedrooms, 2 ½ bathrooms. Wood burning fireplaces in kitchen, living room and dining room. Barns. Additional Information: HeatingFuel:Oil Above Ground,

  HEATHER CRONER William Pitt Sothebys Int Rlty

  477 Canoe Hill Rd, Millbrook, NY 12545
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  /36

  $14,995,000

  • 4 Beds
  • 3.5 Baths
  • 3,942 Sq Ft

  15 Kirby Hill Rd, Pawling, NY 12564

  Kirby Hill Farm, an exceptional equestrian estate set on 247 acres of Quaker Hill's finest countryside. The turnkey, multi-discipline, equestrian facility offers 4 barns with 81 stalls, 2 indoor riding arenas, 3 outdoor riding rings, 37 paddocks, 7 additional paddocks with winterized waterers, 21 fields, Grand Prix polo field, over 100 acres of fenced property, and 150 acres of riding trails

  Brian McGrath McGrath Realty Inc

  15 Kirby Hill Rd, Pawling, NY 12564
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  /43

  $799,999

  • 3 Beds
  • 2.5 Baths
  • 2,840 Sq Ft

  344 Schultz Hill Rd, Rhinebeck, NY 12572

  Fully Available Property. This serene paradise, completed in July 2024, offers tranquility like no other. Nestled between two lakes with streams and waterfalls, including a spectacular 10-foot drop, this home provides an unparalleled sense of calm. Step out through the rear French doors onto the stone patio to watch two streams converge and listen to the soothing sound of flowing

  Steven Collier BHHS Hudson Valley Properties

  344 Schultz Hill Rd, Rhinebeck, NY 12572
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  /36

  $6,995,000

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

  20 Smithfield Way, Amenia, NY 12501

  Set on 118 Bucolic acres in the heart of the Hudson Valley, Smithfield Farm 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 woodburning fireplaces, central air

  OLIVER BROWN Houlihan Lawrence Inc.

  20 Smithfield Way, Amenia, NY 12501
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  /34

  $1,100,000

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

  126 Old Hopewell Rd, Wappingers Falls, NY 12590

  Fully available!! Welcome to this incredible 4-bedroom 7,693 square-feet Contemporary home offering an additional 1,444 square-feet of an indoor pool and entertaining area. This home is situated privately on 10.65-acres of property. A circular driveway with a fountain welcomes you as you travel along the tree lined driveway to the main entrance. Upon entry, you will be instantly thrilled with the

  Michael Dunstan RE/MAX Town & Country

  126 Old Hopewell Rd, Wappingers Falls, NY 12590
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  /30

  $600,000

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft

  4 Browning Rd, Salt Point, NY 12578

  This is a unique horse property with endless opportunities awaiting you. The massive barn on the property is full of character, with various additions dating back to the late 1800s up to the 1990s. With over 24 horse stalls and ample storage on the upper level, this 7500 sq ft structure can be used for a variety of purposes.In addition to the barn, there is a charming 1 bedroom cottage on

  EUGENE VALOY BHHS Hudson Valley Properties

  4 Browning Rd, Salt Point, NY 12578
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  /14

  $2,495,000

  • 3 Beds
  • 1.5 Baths
  • 2,770 Sq Ft

  40 Lakeside Dr, Rhinebeck, NY 12572

  (To Be Built) Sleek and sophisticated, this modernist residence echoes the subtle ripples of nearby Round Pond, to which Lakeside has lake access rights. The architecture is comprised of three wings joined on a single level to create dynamic indoor and outdoor living spaces, perfect for the ease of single level living.Lakeside is located in Rhinebeck on 4.5 acres, primarily wooded with

  DOUG MAXWELL Upstate Modernist

  40 Lakeside Dr, Rhinebeck, NY 12572
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  /31

  $65,000,000

  • 10 Beds
  • 8 Baths
  • 14,706 Sq Ft

  45 Hitchcock Ln, Millbrook, NY 12545

  The Hitchcock Estate is an exceptional property in size, location and history. The property has 2078 acres intact since the first owner assembled it from 5 area farms in 1889. Located in the heart of Millbrook, NY it has remained undeveloped, shrouded in mystique, the subject of curiosity and imagination providing now and then a glimpse into its elegant and storied past. Beginning as a summer

  HEATHER CRONER William Pitt Sothebys Int Rlty

  45 Hitchcock Ln, Millbrook, NY 12545
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  /32

  $10,500,000

  • 5 Beds
  • 5.5 Baths
  • 5,170 Sq Ft

  292 Wood Duck Rd, Amenia, NY 12501

  In a coveted position on the lake, 292 Wood Duck Road presents an extraordinary opportunity to own a turnkey property just two hours from Manhattan. The pristine estate spans approximately 5,000+ square feet of interior space, complimented by more than 1,800+ square feet of outdoor terrace and covered porch.The home includes five beautifully appointed ensuite bedrooms and two half baths.

  Jonathan Stein Douglas Elliman Real Estate

  292 Wood Duck Rd, Amenia, NY 12501
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  /32

  $849,000

  • 5 Beds
  • 4.5 Baths
  • 3,820 Sq Ft

  67 Myers Corners Rd, Wappingers Falls, NY 12590

  Welcome To 67 Myers Corners Rd...This Unique Meticulously Cared For One Of A Kind Colonial Home Sprawled Out In A Country Setting Awaits You To Call Home. Nestled On More Than 2 Acres Is Guaranteed To Provide Peace & Tranquility. Step Inside To A Boasting 3800sqft Of Living Space That Has Plenty Of Charm And Character. Tastefully Updated Throughout With Hardwood Floors, Granite/Marble

  Owais Khan OXM Realty Group LLC

  67 Myers Corners Rd, Wappingers Falls, NY 12590
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  /36

  $610,000

  • 5 Beds
  • 2 Baths
  • 2,304 Sq Ft

  22 Hunns Lake Rd, Stanfordville, NY 12581

  Charming country farm house, circa 1772, in the heart of Stanfordville Ny. Spacious 5 bedroom, 2 bath with bonus room for your office/studio. Picturesque views. Close to Wineries, dining, antiques and Polo. Close to Taconic State Parkway and trains. Additional Information: Amenities:Pedestal Sink,Stall Shower,HeatingFuel:Oil Above Ground,

  Christina Coughlin Hudson Valley Home Connection

  22 Hunns Lake Rd, Stanfordville, NY 12581
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  /36

  $5,500,000

  • 17 Beds
  • 13 Baths
  • 15,000 Sq Ft

  618 Quaker Hill Rd, Pawling, NY 12564

  25.5-acre equestrian estate with a 43-room Elizabethan Style manor house, two caretaker homes, a carriage house with groom’s quarters, a yoga studio, a 12,000 sq. ft. stable, greenhouse and more. Situated on the crest of Quaker Hill, Elmwood Farm has stunning views and endless possibilities. The 3-story, 17-bedroom (7 of which are in the nursery wing and the caretakers' wing) 9-bath (plus 4

  Harriet Norris Douglas Elliman Real Estate

  618 Quaker Hill Rd, Pawling, NY 12564
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  /2

  $1,750,000

  • 3 Beds
  • 3.5 Baths
  • 2,487 Sq Ft

  19 Melzingah Reservoir Rd, Beacon, NY 12508

  Architectural Elegance Meets Natural Serenity | Award-Winning Design in Beacon, NYNestled in the quiet hills just minutes from downtown Beacon, 19 Melzingah Reservoir Road is a striking modern masterpiece that blends high design with the tranquility of its natural surroundings. This award-winning home, honored with the Hudson Valley Builders Association's "Best Design" award in 2008, is a

  Stephanie Dignan Compass Greater NY, LLC

  19 Melzingah Reservoir Rd, Beacon, NY 12508
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  /2

  $824,900

  • 3 Beds
  • 2.5 Baths
  • 2,387 Sq Ft

  57 Townsend St, Beacon, NY 12508

  This custom-designed colonial is to-be-built 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 bay window, and a formal dining room with an elegant tray ceiling. Upstairs you

  TINA TOWNSEND BHHS Hudson Valley Properties

  57 Townsend St, Beacon, NY 12508
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  /2

  $775,000

  • 3 Beds
  • 1 Bath
  • 2,259 Sq Ft

  2277 Route 52, Hopewell Junction, NY 12533

  Beautiful almost 5 acres with many possibilities. Possible commercial use. Includes a 3 bedroom home built in the 1800 on the property.

  Graziano Tassone Tassone Realty Corp.

  2277 Route 52, Hopewell Junction, NY 12533
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  /2

  $298,000

  • 3 Beds
  • 1 Bath
  • 1,831 Sq Ft

  7679 Albany Post Rd, Red Hook, NY 12571

  This property is being sold "AS IS"....... located in close proximity to trails, schools and the village of Red Hook. This project will be well worth your efforts when you end up enjoying backyard life with views of the Catskill. Enter through the side door to the eat in kitchen, large living room, glassed in front porch, large primary, office, and full bath. The 2nd floor has two

  Doreen De Carolis Upstate Down

  7679 Albany Post Rd, Red Hook, NY 12571
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  /2

  $2,250,000

  • 4 Beds
  • 3 Baths
  • 3,600 Sq Ft

  TBD Round Lake Rd, Rhinebeck, NY 12572

  Welcome to your dream home in Rhinebeck, NY! This to-be-built modern luxury home offers the perfect blend of timeless design and high-end finishes, all set on a spacious, wooded lot just minutes from the charming village. Featuring 4 generously sized bedrooms and 3 luxurious full bathrooms, this thoughtfully designed home provides 3,600 sq ft of light-filled living space with an open-concept

  Richard Baxter Keller Williams Realty

  TBD Round Lake Rd, Rhinebeck, NY 12572
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  /25

  $1,689,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 3,532 Sq Ft

  4 Sarah Ct, Rhinebeck, NY 12572

  A stunning and private contemporary new build on 3 acres just minutes to Rhinebeck and Red Hook village. The main floor living space is light filled with 28ft soaring ceilings and the home has radiant concrete floors. The open kitchen is streamlined with a 36'' five-burner gas cooktop, a large center island clad in white oak and gorgeous black granite countertops. The two spacious bedrooms on the

  Annabel Taylor Four Seasons Sotheby's Int.

  4 Sarah Ct, Rhinebeck, NY 12572
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  /34

  $1,375,000 New Construction

  • 3 Beds
  • 3 Baths
  • 2,782 Sq Ft

  31 Medwyn Ln, Red Hook, NY 12571

  Design Your Dream Modern Retreat - Red Hook, NYThese lots are in the heart of Red Hook offering a rare opportunity to create your own custom-built home, surrounded by nature and minutes from the charm of village life. The one pictured here is one of nine potential sites in a thoughtfully planned development, each offering its own blend of privacy, serenity, and potential. You will

  Charlie Brassard Mahar Real Estate, LLC

  31 Medwyn Ln, Red Hook, NY 12571
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  /30

  $2,495,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,200 Sq Ft

  474 Route 199, Red Hook, NY 12571

  Welcome to NOOK architecturally designed.Perched gracefully atop a natural saddle in the land, this architecturally crafted residence embodies refined contemporary living in perfect harmony with its surrounding landscape. Designed with both beauty and purpose, the home integrates modern aesthetics with eco-conscious principles, creating a sanctuary that is as enduring as it is

  Pamela King-Belfor Four Seasons Sotheby's Int.

  474 Route 199, Red Hook, NY 12571
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  /5

  $949,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,380 Sq Ft

  0 Beilke-State Line Rd, North East, NY 12546

  4 Bedroom 3 Bath Barn style home To Be Built on 21 acre hilltop property in the town of Northeast bordering the Village of Millerton. Super energy efficient home with low cost heat pump technology that will provide heating and cooling. Geo thermal and Solar are also possibilities for this home. 21 acre parcel residential zoning allows for further sub-division if buyer wishes to do so. A current

  Margaret Rynn Dutchess Country Realty, Inc.

  0 Beilke-State Line Rd, North East, NY 12546
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  /25

  $1,475,000 New Construction

  • 4 Beds
  • 4 Baths
  • 2,754 Sq Ft

  122 Deer Ridge Dr, Staatsburg, NY 12580

  This is a unique opportunity to own your dream home in a stunning serene location in Clinton / Staatsburg that is only 5 miles from Rhinebeck Village and 90 minutes from Manhattan. You get the best of both worlds - the ability to easily travel to NYC for work or pleasure while coming home to the tranquil picture perfect Hudson Valley. This will be a completely custom built modern home that you

  Irina Golbert UNITED NATIONAL REALTY GROUP INC

  122 Deer Ridge Dr, Staatsburg, NY 12580

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