Holmes, NY Homes for Sale

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  /17

  $330,000

  • 3 Beds
  • 1 Bath
  • 998 Sq Ft

  201 Rossway Rd, Pleasant Valley, NY 12569

  201 Rossway Rd, Pleasant Valley, NY — Peaceful Country Living with Perfect Commuter AccessWelcome to 201 Rossway Road, a charming and beautifully cared-for ranch that perfectly blends comfort, convenience, and Hudson Valley tranquility. Nestled on a picturesque piece of property surrounded by nature, this home offers the best of both worlds — a quiet country setting just minutes from the

  

  Heather Bragg

  ReAttached

  (845) 584-7202

  201 Rossway Rd, Pleasant Valley, NY 12569
• 

  

  

  /22

  $450,000

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

  166 Hibernia Rd, Salt Point, NY 12578

  Gifting You Of, A Lower Price For The Holidays! Best Dressed, Re Dressed Home For Success; One Floor, Fully Available Four Bedroom, Two Bath Ranch. This Is A Shining Penny. Seek And You Will Find Some Versatility From The Surrounding Quiet Atmosphere. You Got The Village Vibe? Stop! Look! This Is It. Experience Good Eating From The Agricultural Environment. Vibrant Community Has Easy Access To

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 581-3073

  166 Hibernia Rd, Salt Point, NY 12578
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  /18

  $845,000

  • 5 Beds
  • 5 Baths
  • 3,888 Sq Ft

  658 Waterbury Hill Rd, Lagrangeville, NY 12540

  Beautifully finished with detailed dental crown molding throughout, this home showcases custom kitchen cabinetry, space-saving pocket doors, and a variety of unique storage solutions. The grounds are a nature lover’s dream, featuring fruit trees, berry bushes, perennial food gardens, chicken coops, and frequent wildlife sightings. Located within the Millbrook Central School District and close to

  David Parides Redfin Real Estate

  658 Waterbury Hill Rd, Lagrangeville, NY 12540
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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 Compass Greater NY LLC

  2045 Salt Point Turnpike, Salt Point, NY 12578
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  /47

  $1,815,000

  • Land
  • 138.4 Acres
  • $13,114 per Acre

  380-384 Freedom Rd, Pleasant Valley, NY 12569

  The sellers are also willing to negotiate terms for seller financing. This is your opportunity to own a slice of history and pastoral beauty in the heart of Pleasant Valley, NY. This 138.4-acre dairy farm combines fertile land with panoramic views and endless possibilities, making it an ideal investment for farming, recreation, or development. The land has no organic fertilizer, herbicides, or

  Mitchell Serlin Whitetail Properties Real Estate

  380-384 Freedom Rd, Pleasant Valley, NY 12569
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  /6

  $1,069,000

  • 4 Beds
  • 3.5 Baths
  • 3,001 Sq Ft

  45 Maple Hill Dr, Millbrook, NY 12545

  Introducing the first home in Hidden Glen, Millbrook's Newest Luxury Community, featuring eight custom residences set on gorgeous one+ acre, level tree-lined homesites. This Millbrook Design offers 3,001 square feet of expertly crafted living space, featuring custom design and upscale finishes throughout. Located within the highly regarded Millbrook School District, this elegant new construction

  TINA TOWNSEND BHHS Hudson Valley Properties

  45 Maple Hill Dr, Millbrook, NY 12545
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  /48

  $1,095,000

  • 4 Beds
  • 3.5 Baths
  • 3,888 Sq Ft

  27 Gallagher Dr, Pleasant Valley, NY 12569

  In the desirable Salt Point / Clinton Corners corridor between Millbrook and Rhinebeck—on a quiet cul-de-sac just off Salt Point Turnpike, surrounded by farmland, minutes from the Taconic Parkway, and only 90 minutes from NYC—this private Hudson Valley retreat combines convenience, privacy, and strong rental performance.Privately set on 5.6 acres, the property enjoys wide mountain and valley

  DOMINIQUE SHUMINOV William Pitt Sothebys Int Rlty

  27 Gallagher Dr, Pleasant Valley, NY 12569
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  /45

  $900,000

  • 4 Beds
  • 6.5 Baths
  • 5,050 Sq Ft

  3534 Route 82, Millbrook, NY 12545

  Discover a truly unique Millbrook estate set on over 6 acres with a private pond, fruit trees, and beautiful natural surroundings. This expansive stone and brick residence offers remarkable craftsmanship and imported finishes, including marble and other materials brought in directly from Italy. Designed for both elegance and comfort, the home features multiple kitchens, two formal dining rooms,

  Christian Baez Keller Williams Hudson Valley

  3534 Route 82, Millbrook, NY 12545
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  /50

  $875,000

  • 3 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  568 Oak Summit Rd, Millbrook, NY 12545

  Millbrook Modern Log Home on Nearly 3.5 Private AcresTucked away on rolling, private property, this bright and airy genuine log home has been completely reimagined and restored from top to bottom—inside and out.Step inside to find a floor-to-ceiling wood-burning fireplace, an open-concept layout, and abundant natural light throughout. Every room has been fully renovated, with reinforced

  Nicole Porter

  568 Oak Summit Rd, Millbrook, NY 12545
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  /34

  $895,000

  • 6 Beds
  • 3 Baths
  • 2,524 Sq Ft

  5028-5030 Rt-82, Millbrook, NY 12578

  Rare Find!!! Charming Property with detached cottage, Discover an exceptional opportunity in the heart of Salt Point set on 0.68 well maintained acre lot surrounded by Hudson Valley charm. This versatile home features multiple living spaces ideal for extended families, Investors, or those seeking additional rental income. Adding to the property's appeal is a detached cottage, featuring 2

  Jennifer Roberts Curasi Realty, Inc.

  5028-5030 Rt-82, Millbrook, NY 12578
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  /50

  $1,999,999

  • 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

  Howard Payson RE/MAX Town & Country

  3893 Route 82, Millbrook, NY 12545
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  /39

  $1,895,000

  • 4 Beds
  • 3 Baths
  • 3,488 Sq Ft

  425 Camby Rd, Verbank, NY 12585

  When beauty, history, tradition, and ease intersect in one lovely home, it’s 425 Camby Road. Located minutes to the Village of Millbrook on 20 private acres including two barns, two ponds, manicured and landscaped lawns, sweeping meadows, and walking paths. Classic New England charm dates back to the mid-1800s with 21st century updates, this center hall colonial conveys the warmth of generations

  Candy Anderson Compass Greater NY, LLC

  425 Camby Rd, Verbank, NY 12585
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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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  /43

  $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

  $940,000

  • 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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  /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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  /37

  $639,000

  • 3 Beds
  • 3 Baths
  • 2,688 Sq Ft

  686 Traver Rd, Pleasant Valley, NY 12569

  Welcome to this beautifully maintained Cape Cod-style home, set on 7.79 picturesque acres in the scenic town of Pleasant Valley. Offering 2,688 sq. ft. of living space, this home features 3 generously sized bedrooms (lives like 4) and 3 full baths, providing comfort, flexibility, and room to grow. The main level boasts a bright, inviting living room, a formal dining area, a well-appointed kitchen

  Robert Washburn RE/MAX Ace Realty

  686 Traver Rd, Pleasant Valley, NY 12569
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  /38

  $650,000

  • 2 Beds
  • 1.5 Baths
  • 1,368 Sq Ft

  145 Drake Rd, Pleasant Valley, NY 12569

  Welcome to Turtle Pond Gully, a delightful property in the Hudson Valley. Enjoy country life in this sweet colonial farmhouse located in the town of Pleasant Valley. This 1930s cottage offers immense charm and is the perfect retreat for weekenders or year-round residents. The light-filled home offers a cozy and comfortable interior with beautiful wood floors. Many original details have been

  Susan Whalen George T Whalen Real Estate

  145 Drake Rd, Pleasant Valley, NY 12569
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  /19

  $369,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,498 Sq Ft

  87 On the Green, Verbank, NY 12585

  Welcome to this lovely 3-bedroom, 1.5-bath charming ranch nestled on 1.15 acres in the peaceful hamlet of Verbank. Overlooking a beautiful open pasture with breathtaking views. This home offers serene country living with stunning sunsets you can enjoy right from the front porch. Inside, you’ll find comfortable one-level living with a bright and open layout—perfect for everyday life or weekend

  Ginalea Healy K. Fortuna Realty, Inc.

  87 On the Green, Verbank, NY 12585
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  /43

  $699,000

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

  41 Meddaugh Rd, Pleasant Valley, NY 12569

  Why settle for ordinary builder grade when you can have extraordinary? This beautifully fully renovated 4-bedroom, 2.5-bath home in the Town of Lagrange, Arlington Central School District, blends space, style, and privacy with modern luxury. Wide-plank white oak floors and oversized windows flood the home with natural light, while the expansive 40’ x 32’ family room—with its dramatic stone

  Gregory Pikor Inspire Realty

  41 Meddaugh Rd, Pleasant Valley, NY 12569
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  /39

  $645,000

  • 2 Beds
  • 2 Baths
  • 1,598 Sq Ft

  121 Stanford Rd, Millbrook, NY 12545

  Here is a rare opportunity to acquire a slice of Millbrook history. The original Millbrook Toll House Circa 1890, built alongside the Wappingers Creek at the Arch Bridge is a true gem. The Toll House has been lovingly restored, preserved, and maintained, with an utmost respect for its grace, integrity and historical significance. Exposed beams/hardwood pristine, whimsical nooks and crannies

  Terese Mondello MONDELLO UPSTATE PROPERTIES LLC

  121 Stanford Rd, Millbrook, NY 12545
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  /20

  $250,000

  • 2 Beds
  • 1 Bath
  • 846 Sq Ft

  453 Pine Hill Rd, Pleasant Valley, NY 12569

  Welcome to this cozy gem featuring 2 bedrooms and 1 full bathroom within the Arlington School District. This beautiful ranch has everything you need on one convenient level and is perfectly sized for easy living. Step into the enclosed porch separating the front door to the warm and inviting living room filled with natural light. The walk-through kitchen offers plenty of cabinet space and flows

  Ronald Green KW MidHudson

  453 Pine Hill Rd, Pleasant Valley, NY 12569
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  /17

  $175,000

  • 1 Bed
  • 1 Bath
  • 476 Sq Ft

  134-144 Tinkertown Rd, Salt Point, NY 12578

  Attractive opportunity for investor or owner occupant. 1 bedroom cottage w/newer furnace & water heater privately set on wooded .73 acre parcel. Includes 2 bedroom mobile home, which is currently rented. Located just minutes from Taconic State Parkway, Village of Millbrook, shopping, dining & area attractions. Sold as-is. Cash offers only.

  Dan Axtmann BHHS Hudson Valley Properties

  134-144 Tinkertown Rd, Salt Point, NY 12578
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  /2

  $625,000

  28 On the Green, Verbank, NY 12585

  Prime Four-Unit Investment Opportunity, cash Flow Positive 4-Plex with Significant Value-Add Potential.Invest in a fully-occupied, turn-key four-unit building offering immediate income and substantial long-term value. This is a rare opportunity to acquire a stabilized asset in a rapidly appreciating neighborhood with predictable cash flow from day one. There are two- 2 bedroom apartment, one

  Diana Wiemer Houlihan Lawrence Inc.

  28 On the Green, Verbank, NY 12585
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  /32

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 2,636 Sq Ft

  2 English Way, Pleasant Valley, NY 12569

  Meticulously maintained contemporary perfectly situated on quiet cul-de-sac. Chef's delight kitchen features center island, granite counters, pantry, dual wall ovens & breakfast nook, which flows seamlessly to family room w/fireplace. Formal dining room w/french door to screened porch. Well proportioned living room w/cathedral ceiling & wall of windows. Laundry room conveniently located on first

  Dan Axtmann BHHS Hudson Valley Properties

  2 English Way, Pleasant Valley, NY 12569
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  /3

  $445,000

  3406 Route 82, Verbank, NY 12585

  Discover the ideal investment opportunity or live-in-and-rent scenario with this well-maintained two-family home. Offering reliable cash flow and a prime location, this property is perfect for savvy investors or those looking to offset their mortgage with rental income. This home consists of one - 2 bedroom apartment and a studio. Previously a three family there is an additional area that used

  Diana Wiemer Houlihan Lawrence Inc.

  3406 Route 82, Verbank, NY 12585
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  /20

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  661 Traver Rd, Pleasant Valley, NY 12569

  If you’re looking for one level living, don't miss out on this home. Enjoy this 3-bedroom, 2 bath ranch bursting with potential and located just minutes to town. This charming home features covered front porch, cozy living room with large bay window and wood burning fireplace offering the perfect setting for gatherings. Adjacent to the living room, is an open dining area which flows into the

  Kimberly Wickes R. Ferris Real Estate, LLC

  661 Traver Rd, Pleasant Valley, NY 12569
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  /49

  $569,000

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

  672 Waterbury Hill Rd, Lagrangeville, NY 12540

  Discover the perfect blend of comfort and tranquility in this well-maintained expanded home, featuring almost 2,400 square feet set on nearly 3 lush acres. Tucked away from the road, this home offers a serene country setting, backing up to forever-green property, all while being part of the Millbrook School district. The standout feature is the massive addition of the primary bedroom suite, which

  SUSAN WYNNE RE/MAX Town & Country

  672 Waterbury Hill Rd, Lagrangeville, NY 12540
• 

  

  /41

  $680,000

  • 3 Beds
  • 2 Baths
  • 2,315 Sq Ft

  28 Clinton Corners Rd, Salt Point, NY 12578

  Welcome to this hidden gem in scenic Dutchess County! This 14+ acre property offers the privacy so many buyers are looking for, with a home featuring an open concept floor plan. The light-filled home offers a spacious kitchen, a living room with a stone fireplace, a dining area, and a lovely sunroom. Large windows throughout and walls of glass doors open to the extensive patios that overlook the

  Susan Whalen George T Whalen Real Estate

  28 Clinton Corners Rd, Salt Point, NY 12578
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  /2

  $85,000

  • Land
  • 2.7 Acres
  • $31,481 per Acre

  0 Freedom Rd, Pleasant Valley, NY

  Board of Health approved lot in beautiful Pleasant Valley. Just minutes to the Lagrange Town Center, and to the Taconic State Parkway. This is a fantastic location to build a home in the heart of Dutchess County.

  Ryan LaLuna McGrath Realty Inc

  0 Freedom Rd, Pleasant Valley, NY
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  /27

  $11,995,000

  • 9 Beds
  • 9.5 Baths
  • 13,737 Sq Ft

  121-125 Butts Hollow Rd, Millbrook, NY 12545

  Perched above the bucolic rolling hills of Millbrook Hunt Country, framed by panoramic views of the Catskill mountains sits an idyllic country retreat and extraordinary equestrian estate encompassing 185 ultra-private acres. Once the cherished estate of Margaret Carnegie, only child of Andrew Carnegie, a rich legacy of elegance and prestige is preserved and embraced throughout this iconic

  Stacey Pinkas Douglas Elliman Real Estate

  121-125 Butts Hollow Rd, Millbrook, NY 12545
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  /23

  $375,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  54 Bennett Common, Millbrook, NY 12545

  Welcome to Bennett Commons, the new “In” place to live! Now surrounded by the beautiful 35 acre Bennett Park. Enjoy an abundance of nature with breathtaking views right in your backyard. This 2 bedroom, 2 bath condo features hardwood floors, an eat-in-kitchen and formal dining room. The living room offers an elegant wood burning fireplace with sliding glass doors leading to a spacious deck

  THERESA MAGGIACOMO Theresa A. Maggiacomo

  54 Bennett Common, Millbrook, NY 12545
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  /14

  $716,300

  • 6 Beds
  • 6.5 Baths
  • 5,885 Sq Ft

  2261 Salt Point Turnpike Unit 22, Clinton Corners, NY 12514

  Check out this majestic six-bedroom, six-bathroom colonial with five fireplaces that now sits on fifteen acres. It could now be transformed into a Bed and Breakfast. This stunning true center hall colonial has front and rear doors with a beautiful archway. The formal dining room has a glass built in cabinets, a fireplace, and a hidden floor to ceiling safe. Most of the house has hardwood floors

  Ronnie Rebis Grist Mill Real Estate

  2261 Salt Point Turnpike Unit 22, Clinton Corners, NY 12514
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  /39

  $750,000

  • 3 Beds
  • 2 Baths
  • 3,044 Sq Ft

  267 Smith Rd, Pleasant Valley, NY 12569

  This is an absolutely must-see property. The original owners have decided to sell their exceptionally well-maintained home which is situated on almost 4.5 acres on a quiet road in beautiful Pleasant Valley N.Y. These owners left no detail unattended. From the efficient drainage system, to the beautiful gardens to the hand-built dry-fitted stone walls that adorn the property every detail has been

  Daniel Balassone VYLLA Home

  267 Smith Rd, Pleasant Valley, NY 12569
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  /42

  $2,850,000

  • 7 Beds
  • 6.5 Baths
  • 5,486 Sq Ft

  20 Orchard Hill Dr, Millbrook, NY 12545

  Modern Country Retreat with Iconic Hudson Valley Views Proven Investment or Private Escape Seconds from Millbrook Experience refined country life in this beautifully updated Hudson Valley home, nestled on 12+ private acres with sweeping views of the Catskill Mountains. Surrounded by lush lawns, open meadows and a fenced paddock, the property offers a sense of serenity, space, and elevated living—

  Kathryn Johnson William Pitt Sotheby's Interna

  20 Orchard Hill Dr, 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
• 

  

  /23

  $215,000

  • Land
  • 5.04 Acres
  • $42,659 per Acre

  L510455 Creek Rd, Pleasant Valley, NY 12569

  Situated on Creek Rd, along Wappinger Creek in the desirable town of Pleasant Valley, this 5.04 acres site is ready for your site improvements and building. The driveway has already been rough cut in with the location for the house accessible for further clearing and site preparation. Current BOH approved with proposed site location for house, well, and septic. Bring your contractor and architect

  Gary Martin Compass Greater NY LLC

  L510455 Creek Rd, Pleasant Valley, NY 12569
• 

  

  /23

  $215,000

  • Land
  • 5.04 Acres
  • $42,659 per Acre

  Tbd Creek Rd, Pleasant Valley, NY 12569

  Situated on Creek Rd, along Wappinger Creek in the desirable town of Pleasant Valley, this 5.04 acres site is ready for your site improvements and building. The driveway has already been rough cut in with the location for the house accessible for further clearing and site preparation. Current BOH approved with proposed site location for house, well, and septic. Bring your contractor and architect

  Gary Martin Compass Greater NY, LLC d/b/a

  Tbd Creek Rd, Pleasant Valley, NY 12569
• 

  

  /18

  $215,000

  • Land
  • 5.04 Acres
  • $42,659 per Acre

  0 Creek Rd Unit KEY896908, Pleasant Valley, NY 12569

  Situated on Creek Rd, along Wappinger Creek in the desirable town of Pleasant Valley, this 5.04 acres site is ready for your site improvements and building. The driveway has already been rough cut in with the location for the house accessible for further clearing and site preparation. Current BOH approved with proposed site location for house, well, and septic. Bring your contractor and architect

  Gary Martin Compass Greater NY, LLC

  0 Creek Rd Unit KEY896908, Pleasant Valley, NY 12569

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