Holmes, NY Houses for Sale

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  /46

  $584,500

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  89 Birch Dr, Pleasant Valley, NY 12569

  This spacious and impeccably maintained oversized raised ranch offers comfort, flexibility, and pride of ownership in every room.With a thoughtfully designed layout, this home features two bedrooms on the lower level and a primary suite with a private bath on the main floor, along with an additional bedroom—ideal for guests, family, or a home office.The heart of the home is the

  

  Philip Bisesto

  HomeSmart Homes & Estates

  (845) 681-2247

  89 Birch Dr, Pleasant Valley, NY 12569
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  /22

  $490,000

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  166 Hibernia Rd, Salt Point, NY 12578

  Nestled In The Hamlet Of Salt Point NY, In The Town Of Pleasant Valley Is This Remodeled Home Offering Four Bedrooms And Two Baths. The Front Exterior Has Dual Entry Access To Various Locations Within The Home Which Displays A Combination Of Engineered Wood And Ceramic Tiled Floors. Each Room Has Been Thoughtfully Updated. Here You Will Find The Kitchen With State Of The Arts Stainless Steel

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 599-8106

  166 Hibernia Rd, Salt Point, NY 12578
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  /36

  $3,500,000

  • 8 Beds
  • 4.5 Baths
  • 3,010 Sq Ft

  2045 Salt Point Turnpike, Salt Point, NY 12578

  Welcome to This Hudson Farm - a distinctive 157+ acre estate spanning 2039-2105 Salt Point Turnpike, where the beauty of the Hudson Valley meets the ultimate opportunity to enjoy as much--or as little--of the farming lifestyle as you desire. Positioned between Rhinebeck and Millbrook, and just minutes from the Taconic State Parkway, this remarkable offering blends historic charm with modern

  LINDSAY ROTHMAN

  2045 Salt Point Turnpike, Salt Point, NY 12578
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  /40

  $845,000

  • 3 Beds
  • 3.5 Baths
  • 2,567 Sq Ft

  69 Brown Rd, Pleasant Valley, NY 12569

  Welcome to your private country retreat! Tucked away down a gravel driveway you will find this charming home nestled on 11+ acres of nature, mostly wooded with a pond and a fine clearing around the home. The home features a comfortable floor plan - a wonderful country kitchen opens to a dining area with French doors leading into the light-filled great room, featuring a soaring ceiling and a

  Susan Whalen George T Whalen Real Estate

  69 Brown Rd, Pleasant Valley, NY 12569
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  /50

  $815,000

  • 6 Beds
  • 4.5 Baths
  • 3,974 Sq Ft

  82 Thornhill Dr, Pleasant Valley, NY 12569

  Stunning Pleasant Valley Colonial in park-like setting: This wonderful 6 bedroom home can be your personal oasis; close enough to civilization to have convenience, yet just rural enough to also have serenity. The acre and a half property features stately, landscaped front & side yards with walkways & mature trees - and a more private, fenced & wooded backyard that is all about relaxing and/or

  Christopher Hanson Hanson Real Estate Partners

  82 Thornhill Dr, Pleasant Valley, NY 12569
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  /44

  $1,300,000

  • 5 Beds
  • 3.5 Baths
  • 4,841 Sq Ft

  498 Rossway Rd, Pleasant Valley, NY 12569

  Looking for a private getaway or country full time home with Mother and daughter unit or additional income to pay the mortgage? Enter into a long driveway that takes you to the top of the hill to a sight of a beautiful contemporary home with 18 x 36 Inground Pool, Very unique and totally secluded! Nestling on 16.05 wooded acres, this custom appointed u-shape home is one of a kind! The main

  Arlene Campbell BHHS Hudson Valley Properties

  498 Rossway Rd, Pleasant Valley, NY 12569
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  /34

  $990,000

  • 4 Beds
  • 4 Baths
  • 3,506 Sq Ft

  121 Valley Farm Rd, Millbrook, NY 12545

  This unique timberframe home is welcoming, spacious, and awaiting your personal touch! Tucked back off the road on 7 private acres, this property has so many special features, including an outdoor, covered patio with kitchen, pizza oven and fireplace, a traditional red barn, and another large outbuilding with heat and electricity - the perfect place for your special hobby - whether it be cars,

  THERESA GILL Legacy Land & Homes LLC

  121 Valley Farm Rd, Millbrook, NY 12545
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  /45

  $750,000

  • 4 Beds
  • 2.5 Baths
  • 3,019 Sq Ft

  41 Meddaugh Rd, Pleasant Valley, NY 12569

  Why settle for basic new construction when you can enjoy more space, privacy, and luxurious finishes in this beautifully renovated 4-bedroom, 2.5-bathroom home in the Arlington Central School District? From the moment you enter, you're welcomed by wide-plank white oak hardwood floors and an abundance of natural light pouring in through oversized picture windows that seamlessly connect the indoors

  Gregory Pikor Inspire Realty

  41 Meddaugh Rd, Pleasant Valley, NY 12569
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  /48

  $799,000

  • 3 Beds
  • 1.5 Baths
  • 2,650 Sq Ft

  267 Smith Rd, Pleasant Valley, NY 12569

  This one is for the car enthusiast and hobby farmer. Welcome to this well-maintained two-bedroom raised ranch, featuring numerous updates and exceptional amenities. Enjoy peace of mind with a newer roof, insulated windows and doors, and vinyl siding that enhance energy efficiency and curb appeal. The home is equipped with central air, a new air conditioner and handler, security system, and an

  Melissa Pettinella Century 21 Alliance Realty Grp

  267 Smith Rd, Pleasant Valley, NY 12569
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  /44

  $1,100,000

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

  12 Wolf Ln, Pleasant Valley, NY 12569

  Tucked away on over 14 acres of total privacy and tranquility, 12 Wolf Lane is a contemporary retreat offering 4,000+ square feet of beautifully designed living space and every amenity you could ask for. From the moment you arrive, you’ll feel the calm, surrounded by nature, fieldstone walls built with stone from the land itself, and the kind of seclusion that’s increasingly hard to

  Jake Garay Serhant LLC

  12 Wolf Ln, Pleasant Valley, NY 12569
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  /26

  $1,600,000

  • 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
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  /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
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  /46

  $1,800,000

  • 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
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  /46

  $795,000

  • 4 Beds
  • 4.5 Baths
  • 3,895 Sq Ft

  17 Washington Ave, Millbrook, NY 12545

  Timeless Elegance for Exceptional Living in this Expansive Home crafted by Italian Stone Masons in 1910, previously known as the Porter House Inn in the Heart of Millbrook Village.This imposing 4,000 sf home lives even larger with a walk-up windowed attic on the third floor and full walk-out basement below, and further still with gracious covered porches on the front of the house and

  Norm Mackay

  17 Washington Ave, Millbrook, NY 12545
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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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  /40

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  89 Deer Pond Rd, Verbank, NY 12585

  Privately situated on 4 acres and at the end of a quiet cul-de-sac, find this custom contemporary. Complete with stocked pond, inground pool & massive three bay barn, this unique property will surely impress. Attractive floor plan features kitchen w/sunroom annex overlooking the expansive backyard. Living room w/fireplace flows seamlessly to secondary sunroom & family room w/bar. Huge first floor

  Dan Axtmann BHHS Hudson Valley Properties

  89 Deer Pond Rd, Verbank, NY 12585
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  /46

  $475,000

  • 3 Beds
  • 3 Baths
  • 2,465 Sq Ft

  54 North Ave, Pleasant Valley, NY 12569

  Nestled in the charming Village of Plesant Valley, this 3 bedroom, 1 Full and 2 Half bath exudes character and timeless appeal. As you step inside, a gentle warmth envelops your feet creating an immediate sense of comfort from the heated tile flooring. Continue to find spacious living areas, perfect for gatherings, showcasing gleaming flooring and natural light. The eat in kitchen retains its

  John DiDio Century 21 Alliance Rlty Group

  54 North Ave, Pleasant Valley, NY 12569
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  /12

  $273,000

  • 3 Beds
  • 1 Bath
  • 1,520 Sq Ft

  11 Demelis Dr, Pleasant Valley, NY 12569

  This charming Cape Cod style home features classic New England architecture with traditional design elements. The property offers comfortable living spaces and timeless appeal for discerning residents. This three-bedroom, one-bathroom home presents excellent investment opportunities for those seeking to build equity through strategic improvements. The property's solid foundation provides a

  Brian Smith River Realty Services, Inc.

  11 Demelis Dr, Pleasant Valley, NY 12569
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  /32

  $610,000

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

  129 Barkit Kennel Rd, Pleasant Valley, NY 12569

  Welcome to 129 Barkit Kennel Rd! As you pull into the driveway you are immediately taken back to a private and tranquil space. This fantastic Cape Cod home is located on 4.3 acres of serene property, meticulously maintained, with just over 2700 sq ft of living space, this home offers 3 sizable bedrooms, & 3.5 bathrooms. The primary bedroom is located on the first floor w/ensuite, along with first

  Kimberlee Markarian BHHS Hudson Valley Properties

  129 Barkit Kennel Rd, Pleasant Valley, NY 12569
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  /23

  $450,000

  • 3 Beds
  • 2 Baths
  • 2,264 Sq Ft

  174 Horseshoe Rd, Millbrook, NY 12545

  Welcome to 174 Horseshoe Rd, Millbrook, NY | A great value opportunity.Located just minutes from the heart of Millbrook, this 2,264 sq ft raised ranch on 1.21 acres presents an exciting opportunity for buyers seeking space, functionality, and an opportunity for sweat equity. With a functional layout, hardwood floors, a partially finished basement and a two-car garage, this home is

  Curtis Darragh Legacy Land & Homes LLC

  174 Horseshoe Rd, Millbrook, NY 12545
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  /32

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,094 Sq Ft

  27 Woodland Dr, Salt Point, NY 12578

  Enjoy this Sunlit Salt Point retreat with pool and custom charm! Welcome to this dream escape in the heart of Salt Point! this beautifully crafted 3-bedroom, 2.5 bath home offers the perfect blend of natural beauty and thoughtful design. Nestled on a peaceful property the home features a heated inground pool, ideal for summer relaxation, and a blue stone driveway that adds timeless charm from

  LAUREN VONDERAU Inspire Realty

  27 Woodland Dr, Salt Point, NY 12578
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  /23

  $260,000

  • 2 Beds
  • 1 Bath
  • 916 Sq Ft

  1253 Salt Point Turnpike, Pleasant Valley, NY 12569

  This move-in ready 1949 traditional cottage sits on 1.3 picturesque acres in the heart of the Hudson Valley. Thoughtfully preserved with original wood flooring, trim, and a charming wooden scalloped eave awning, the home offers timeless character and warm curb appeal. Inside, you'll find two bedrooms plus an additional laundry room that could flex as a home office. Exterior features include

  Susan Whalen George T Whalen Real Estate

  1253 Salt Point Turnpike, Pleasant Valley, NY 12569
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  /48

  $400,000

  • 3 Beds
  • 1.5 Baths
  • 2,992 Sq Ft

  1675 Main St, Pleasant Valley, NY 12569

  Discover this charming home with endless potential in the heart of Pleasant Valley, Dutchess County. This beautiful colonial-style residence offers timeless character, natural serenity, and a true indoor-outdoor lifestyle. With direct access to a tranquil creek from your backyard, this over 2,900 square feet home is perfect for unwinding in nature, listening to the soothing sounds of the water,

  Christopher Ferraro RE/MAX Town & Country

  1675 Main St, Pleasant Valley, NY 12569
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  /37

  $725,000

  • 3 Beds
  • 4 Baths
  • 3,633 Sq Ft

  30 Eddy Rd, Verbank, NY 12585

  Welcome to 30 Eddy Road, a stunning contemporary residence nestled on a generous 1.17-acre lot in the serene Town of Union Vale. This meticulously maintained home boasts gleaming hardwood floors throughout, creating a warm and inviting atmosphere from the moment you step inside.The open-concept living and dining areas feature soaring ceilings accented by rustic wooden beams and expansive

  Robert Chiappone Century 21 Hire Realty

  30 Eddy Rd, Verbank, NY 12585
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  /25

  $325,000

  • 2 Beds
  • 1 Bath
  • 1,186 Sq Ft

  198 Tinkertown Rd, Salt Point, NY 12578

  Nestled on a .32-acre parcel with an additional adjacent lot of 0.37 acres, this charming ranch-style home at 198 Tinkertown Rd offers a blend of comfort and functionality. The residence features two bedrooms and a single bath, providing an intimate and well-maintained living space. The living room is enhanced by a vaulted ceiling and a handsome stone fireplace, creating a warm and inviting

  JOHN DEREVJANIK BHHS Hudson Valley Properties

  198 Tinkertown Rd, Salt Point, NY 12578
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  /8

  $345,800

  • 3 Beds
  • 1 Bath
  • 1,384 Sq Ft

  1680 Main St, Pleasant Valley, NY 12569

  This house set in one of the most desirable areas of Pleasant Valley with Arlington schools, this 3BR is close to shops and all the major highways. It offers a two car detached garage, back porch, hardwood floors, an original fireplace, and a large backyard for entertaining. House needs some TLC but, is a great first time home or investment property.

  Sean McPhail Next Level Property Management

  1680 Main St, Pleasant Valley, NY 12569
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  /37

  $3,500,000

  • 8 Beds
  • 4.5 Baths
  • 3,010 Sq Ft

  2039 Salt Point Turnpike, Salt Point, NY 12578

  Welcome to This Hudson Farm – a distinctive 157+ acre estate spanning 2039–2105 Salt Point Turnpike, where the beauty of the Hudson Valley meets the ultimate opportunity to enjoy as much—or as little—of the farming lifestyle as you desire. Positioned between Rhinebeck and Millbrook, and just minutes from the Taconic State Parkway, this remarkable offering blends historic charm with modern

  Lindsay Rothman Compass Greater NY LLC

  2039 Salt Point Turnpike, Salt Point, NY 12578
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  /45

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,518 Sq Ft

  26 Carter Rd, Pleasant Valley, NY 12569

  Welcome to 26 Carter Rd, Pleasant Valley! Nestled on 3.5 private acres, this versatile 2-bedroom home lives like a 3, offering a flexible third room perfect for an office, guest space, or hobby area. Enjoy 2 full baths and a stunning, oversized gourmet kitchen featuring quartz countertops—ideal for chefs and entertainers alike. Experience the best of country living with space, privacy, and modern

  Shawn Pitcher KFortuna All Aspects Realty

  26 Carter Rd, Pleasant Valley, NY 12569
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  /27

  $349,000

  • 3 Beds
  • 1 Bath
  • 920 Sq Ft

  387 Freedom Rd, Pleasant Valley, NY 12569

  Discover the potential at 387 Freedom Road—a 3-bed, 1-bath in the highly sought after Arlington School District. This well maintained home is set back off the road on an acre of land and offers peace, privacy, and charm. A welcoming front porch is the perfect spot to take in the natural surroundings, while enjoying your morning coffee. Inside features include luxury vinyl plank flooring

  John Gabriel Jr KW MidHudson

  387 Freedom Rd, Pleasant Valley, NY 12569
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  /51

  $19,995,000

  • 7 Beds
  • 9 Baths
  • 11,970 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
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  /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
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  /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
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  /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
• 

  

  /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
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  /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
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  /35

  $1,179,000

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

  129 Clinton Corners Rd, Salt Point, NY 12578

  129 Clinton Corners Road, Salt Point, NYA rare and exceptional offering—this private 18.5-acre estate blends natural beauty, architectural charm, and modern updates, all in a prime location just off the Taconic Parkway for easy commuting.This stunning post-and-beam 4,300 sq ft contemporary home features soaring 25-foot cathedral ceilings, a central stone wood-burning fireplace, and

  Ginalea Healy K. Fortuna Realty, Inc.

  129 Clinton Corners Rd, Salt Point, NY 12578
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  /32

  $1,750,000

  • 5 Beds
  • 4 Baths
  • 4,410 Sq Ft

  645 Tyrrel Rd, Millbrook, NY 12545

  This historic home was originally built in Millbrook, New York in 1733 by one of the nine partners of the early English land grant. The carefully maintained original architectural features reflect its heritage. On 10 ½ acres the property is a mixture of meadows and woods and bordered on 2 sides by a year round running stream. Clipped lawns surround the house and a privately situated

  HEATHER CRONER William Pitt Sothebys Int Rlty

  645 Tyrrel Rd, Millbrook, NY 12545
• 

  

  /50

  $3,675,000

  • 4 Beds
  • 7 Baths
  • 6,412 Sq Ft

  165 Drake Rd, Pleasant Valley, NY 12569

  Welcome to Timber Lake Farm, a stunning property in the heart of Dutchess County horse country. This Adirondack-style estate offers a harmonious blend of rustic elegance and modern luxury, set on 33.26-acre lot with a pristine 9-acre pond that flows over a waterfall at one end. The bespoke stone and wood home boasts 6,412 square feet of living space sited at the highest elevation point on the

  Kyle Irwin Corcoran Country Living

  165 Drake Rd, Pleasant Valley, NY 12569
• 

  

  /33

  $429,900

  • 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
• 

  

  /45

  $1,195,000

  • 4 Beds
  • 3.5 Baths
  • 3,888 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 and

  Angelica Ferguson Houlihan Lawrence Inc.

  27 Gallagher Dr, Pleasant Valley, NY 12569

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