Dutchess County NY 2-Story Homes for Sale

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  $1,295,000

  • 4 Beds
  • 3.5 Baths
  • 3,119 Sq Ft

  27 Gallagher Dr, Pleasant Valley, NY 12569

  Set amid the rolling hills of Pleasant Valley, The Gallagher offers a harmonious blend of financial opportunity and country tranquility, boasting nearly 200K in annual rental revenue. Designed for gatherings and getaways, this 5-BR, 3.5-BA home unfolds across an open, light-filled layout. The heart of the home is the expansive chef's kitchen - outfitted with dual convection ovens, a gas range

  Angelica Ferguson Houlihan Lawrence-R

  27 Gallagher Dr, Pleasant Valley, NY 12569
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  $675,000

  • 3 Beds
  • 2.5 Baths
  • 2,140 Sq Ft

  52 Eleanor Dr, Salt Point, NY 12578

  Charming Colonial Home on Over 3 Acres. Nestled on a serene cul-de-sac, this beautiful Colonial-style home offers the perfect blend of comfort and modern updates. Boasting 3 spacious bedrooms and 2.5 bathrooms, including a primary suite with its own private bath, this home is designed for both relaxation and functionality. The kitchen has been tastefully renovated, making it a dream for home

  STEVEN WROBEL JR. Serhant LLC

  52 Eleanor Dr, Salt Point, NY 12578
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  $650,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  5084 New York 9g, Tivoli, NY 12583

  Unique opportunity in Tivoli; A restaurant and a separate home on the same lot. Conveniently located on 9G with a high traffic count at the Broadway entrance to the Village of Tivoli. The home is set back in the rear. Use it as a turnkey restaurant or the space could be converted to suit a multitude of commercial options.Soaring ceilings in the bar area, vaulted ceilings in the dining room,

  Marco Carvajal Coldwell Banker Prime

  5084 New York 9g, Tivoli, NY 12583
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  $799,000

  • 3 Beds
  • 2.5 Baths
  • 2,258 Sq Ft

  12370 Creamery Rd, East Fishkill, NY 12533

  Welcome to your new home, brought to you by a local, reputable design-build new construction company specializing in custom homes. We offer a seamless, client-centered experience with focus on high-quality craftsmanship, innovative design, and attention to detail, our company works closely with clients to bring their vision to life. Each of our plans/concepts are fully customizable to suit your

  Michael Lund Corcoran Country Living

  12370 Creamery Rd, East Fishkill, NY 12533
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  $1,500,000

  • 3 Beds
  • 6 Baths
  • 2,700 Sq Ft

  4258 Route 44, Millbrook, NY 12545

  Unique residential and commercial opportunity in the heart of Dutchess County. This historic property was originally built in the 19th century as a Congregational church and has served as a livestock auction house and summer opera venue before evolving into its current beloved Charlotte's restaurant in 2006.The property offers a rare live/work opportunity. A lovely 3-bedroom apartment is

  Stephen Pener William Pitt Sothebys Int Rlty

  4258 Route 44, Millbrook, NY 12545
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  $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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  $895,000

  • 3 Beds
  • 2.5 Baths
  • 2,548 Sq Ft

  294 Creamery Rd, Stanfordville, NY 12581

  Privately situated off a quiet country road in the Town of Stanford, midway between Millbrook and Rhinebeck, is this log home on 4.9 acres. It offers a unique blend of rustic charm, modern comfort and a deep connection with nature. The home fits perfectly into its surroundings, nestled in the midst of meadows, woodlands, a stream and an abundance of wildlife. The home has a wonderful covered

  Susan Whalen George T Whalen Real Estate

  294 Creamery Rd, Stanfordville, NY 12581
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  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  54 Midway Ave, Amenia, NY 12501

  Here is a home that just makes sense! Located in the picturesque, storybook town of Amenia is this Vintage 1930's charmer featuring modern updates creating a comfy country home vibe like no other on the market in this price range. Walk into a welcoming entryway and enjoy convenient built in closets to store your coats, hats and shoes. To the left is an office space or extra sleep quarters for

  ANGELINA POLLARD Mondello Upstate Properties

  54 Midway Ave, Amenia, NY 12501
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  $900,000

  • 4 Beds
  • 5 Baths
  • 5,041 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 was built in 1928 and has the charm of yesteryear:

  Diane Crittenden Century 21 Alliance Realty Grp

  4354-4356 Albany Post Rd, Hyde Park, NY 12538
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  $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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  $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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  $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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  $339,900

  • 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

  Theodore Banta III RVW Select Properties

  21 Irondale Rd, Millerton, NY 12546
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  $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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  $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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  $2,495,000

  • 3 Beds
  • 4 Baths
  • 3,300 Sq Ft

  159 Sawmill Rd, Red Hook, NY 12571

  Set across 82 beautiful acres of rolling meadows, woodlands, and orchard, this remarkable Red Hook property offers long views to the Catskill Mountains and a setting of remarkable quiet, open space, and mountain views. A small lake and two spring-fed ponds create a peaceful, ever-changing backdrop—water features that are rarely available for purchase in the Hudson Valley. Their presence enhances

  HARRY HILL Houlihan Lawrence, Inc.

  159 Sawmill Rd, Red Hook, NY 12571
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  $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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  $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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  $235,000

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft

  15 White Gate Rd Unit H, Wappingers Falls, NY 12590

  Totally renovated luxury condominium awaits you in this much sought after condominium development! White Gate features perfectly manicured lawn and meandering sidewalks. A gorgeous pool, basketball, tennis set on rolling property! A gorgeous spacious and open floor plan replete with vinyl planking flooring. White Cabinetry with granite counters and stainless steel appliance with gorgeous

  Teresa McManus Coldwell Banker Realty

  15 White Gate Rd Unit H, Wappingers Falls, NY 12590
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  $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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  $2,250,000

  • 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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  $359,000

  • 4 Beds
  • 4 Baths
  • 2,100 Sq Ft

  83 Smith Rd, Poughkeepsie, NY 12603

  Tracey Moses WINZONE REALTY HOME INC

  83 Smith Rd, Poughkeepsie, NY 12603
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  $1,850,000 New Construction

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

  50 High View Ln, Staatsburg, NY 12580

  Introducing The High Hill Treehouse, an architect built concrete and glass showpiece located in the Hudson Valley. This love letter to art and design was conceived by husband and wife architect and design team Josh Pulver and Adele Abide of A+C Architecture and Vly Studio. Found at the end of a long private driveway and set amid 8.2 acres, the home was intentionally set at the base of a ridge to

  MATTHEW CAREY Rouse + Co Real Estate, LLC

  50 High View Ln, Staatsburg, NY 12580
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  $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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  $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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  $1,295,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,312 Sq Ft

  998 Willow Brook Rd, Clinton Corners, NY 12514

  Scandinavian-inspired living in upstate New York! Welcome to Hopwood House, a naturalist contemporary new build offering sustainable living in Dutchess County. Designed to harmonize with its scenic surroundings, this home showcases exceptional craftsmanship with high-end building materials including cedar siding, a durable metal standing-seam roof, and natural stone accents. The house is

  Jessica Brasseur Houlihan Lawrence Millbrook Of

  998 Willow Brook Rd, Clinton Corners, NY 12514
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  $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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  $225,000

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

  141 Poplar Hill Rd, Wassaic, NY 12592

  ***Note that the list price is NOT indicative of the seller's final reserve amount; it is just the starting auction bid amount*** This 2900+ SF home sits on an 8+ acre lot. This property is eligible under the Freddie Mac First Look Initiative through 7/22/2025. It is sold only to owner-occupants, non-profit organizations, and government entities during the First Look period. This property is part

  Igor Krasnoperov Rising Star Realty

  141 Poplar Hill Rd, Wassaic, NY 12592
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  $485,000

  • 3 Beds
  • 3.5 Baths
  • 2,630 Sq Ft

  33 Cumberland Rd, Fishkill, NY 12524

  COLONIAL HOME IN ESTABLISHED NEIGHBORHOOD. CONVENIENT COMMUTE AND NEAR ALL AMENITIES. *AGENTS READ AGENTS REMARKS FOR INSTRUCTION ON SHOWINGS**

  Angela Kern BHHS Hudson Valley Properties

  33 Cumberland Rd, Fishkill, NY 12524

Showing Results 161 - 189, Page 5 of 5