Holmes, NY Homes for Sale with Acreage

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  /46

  $584,500

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

  89 Birch Dr, Pleasant Valley, NY 12569

  Welcome Home!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

  

  Philip Bisesto

  HomeSmart Homes & Estates

  (845) 681-2247

  89 Birch Dr, Pleasant Valley, NY 12569
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  /32

  $227,000

  • Land
  • 25 Acres
  • $9,062 per Acre

  00WP Rossway Rd, Pleasant Valley, NY 12569

  Welcome to your idyllic escape in the beautiful Hudson Valley town of Pleasant Valley, NY! This exceptional piece of property is a hidden gem, offering unmatched privacy and an abundance of natural beauty. Spanning acres of mixed hardwood and softwood species, the land is a harmonious blend of lush greenery and scenic vistas, providing the perfect backdrop for your dream project. Whether

  Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  00WP Rossway Rd, Pleasant Valley, NY 12569
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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

  $825,000

  • 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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  /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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  /36

  $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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  /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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  /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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  /30

  $637,000

  • 4 Beds
  • 2.5 Baths
  • 2,975 Sq Ft

  81 Cooper Dr, Verbank, NY 12585

  Enjoy peaceful living in this warm and inviting, well-maintained colonial nestled in the desirable Brookhollow subdivision — a quiet, established neighborhood in Verbank, just 5 miles from the Taconic State Parkway and located in the Millbrook Central School District.A grand two-story foyer with an elegant curved staircase sets the tone as you enter this classic center hall colonial. The home

  Julio Reyes Reyes & Elsamad R E Group

  81 Cooper Dr, Verbank, NY 12585
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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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  /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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  /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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  /22

  $399,000

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

  3889 Route 82, Millbrook, NY 12545

  Welcome to 3889 Route 82 — the perfect starter home or peaceful retirement retreat!This beautifully maintained brick ranch sits on a level one-acre lot just outside the charming Village of Millbrook, a place that feels like stepping back in time. In this close-knit community, neighbors know each other by name, the local school is small and welcoming, taxes are low, and the pace of life

  Ginalea Healy K. Fortuna Realty, Inc.

  3889 Route 82, Millbrook, NY 12545
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  /23

  $225,000

  • Land
  • 5 Acres
  • $44,643 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
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  /18

  $225,000

  • Land
  • 5 Acres
  • $44,643 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
• 

  

  /23

  $225,000

  • Land
  • 5 Acres
  • $44,643 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
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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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  /10

  $575,000

  • Land
  • 11 Acres
  • $52,131 per Acre

  0 S Smith Rd Unit KEY894136, Union Vale, NY 12540

  Located just one mile from Sky Acres Airport and approximately 15 minutes from the village of Millbrook, this beautiful and mostly cleared 11-acre parcel in Lagrangeville offers the perfect balance of accessibility and privacy. Positioned at a high point with sweeping views of the Hudson Valley and Catskill Mountains, the property includes the base of a private driveway already in place, complete

  Joseph Sala McGrath Realty Inc

  0 S Smith Rd Unit KEY894136, Union Vale, NY 12540
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  /19

  $449,777

  • 3 Beds
  • 2.5 Baths
  • 1,824 Sq Ft

  113 Rossway Rd, Pleasant Valley, NY 12569

  Nestled on over 2 acres, serenity and nature await you in this beautifully maintained 3 bedroom, 2.5 bath home. Glistening oak hardwood floors welcome you into the bright and airy living room and continue thru the upper level. A Pellet stove adds an additional heat source . The kitchen has granite countertops, a large pantry closet and a brand new refrigerator and laminate flooring. The dining

  Stephenie DiMase Exit Realty Connections

  113 Rossway Rd, Pleasant Valley, NY 12569
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  /27

  $599,000

  • 3 Beds
  • 3 Baths
  • 2,436 Sq Ft

  4408 Route 82, Millbrook, NY 12545

  Nestled just minutes from the charming Village of Millbrook, this spacious 2,436 sf ft home offers a perfect blend of privacy and proximity. The light-filled interior features a soaring cathedral ceiling and stunning beamed accents that add warmth and character. With three generously sized bedrooms and three full baths, there is ample room for all. The expansive deck is perfect for

  Carey Whalen Compass Greater NY, LLC

  4408 Route 82, Millbrook, NY 12545
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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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  /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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  /49

  $749,000

  • 3 Beds
  • 2.5 Baths
  • 2,828 Sq Ft

  82 Grist Mill Ln, Pleasant Valley, NY 12569

  Travel to the end of a quiet cul-de-sac to find this meticulously maintained colonial loaded with attractive features. Offered by the original owners, this custom build will surely impress. At the heart of the home is a massive kitchen complete w/center island, large pantry & new stainless appliances. Breakfast nook w/scenic view of impeccably landscaped backyard flows seamlessly to inviting

  Dan Axtmann BHHS Hudson Valley Properties

  82 Grist Mill Ln, Pleasant Valley, NY 12569
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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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  /39

  $695,000

  • 3 Beds
  • 3 Baths
  • 2,540 Sq Ft

  106 Davis Rd, Salt Point, NY 12578

  Stunning and complete renovation in the heart of Salt Point, minutes to Taconic. Like new construction without the wait in this Old Style Barn brought to modern day Farmhouse. A covered rocking chair blue stone front porch walks you into the home featuring rustic wood flooring throughout, first floor bedroom, office, full bath with custom tile surround shower, recessed lighting, custom kitchen

  Justin LaFalce KW MidHudson

  106 Davis Rd, Salt Point, NY 12578
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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

  $699,000

  • 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
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  /29

  $495,000

  • 3 Beds
  • 1 Bath
  • 1,656 Sq Ft

  23 Johnson Ln, Millbrook, NY 12545

  Welcome to 23 Johnson Lane in the Highly Desirable Millbrook, NY. This Private and Serene Property is calling out to you. With its old charming country feel and tranquil surroundings, this 1.8 acre property is waiting for you. This Lovely 3 Bedroom Ranch, which lives like a 4 bedroom, has a large bonus room and a bright & airy flow & layout that is ready for you and your family to come and make

  KATHERINE ROBLES DE PEREZ BHHS Hudson Valley Properties

  23 Johnson Ln, 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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  /8

  $375,000

  • Land
  • 10 Acres
  • $37,166 per Acre

  TBD Stanford Rd, Millbrook, NY 12545

  Set along a scenic road just minutes from Millbrook Village, this 10.09-acre parcel offers open fields, rolling hills, and a rural backdrop. With an approved building envelope and access from Stanford Road, it's an ideal setting for a future home or private retreat. Located in a highly desirable area, this property presents a rare opportunity to build in a sought-after location. Additional

  OLIVER BROWN Houlihan Lawrence Inc.

  TBD Stanford Rd, Millbrook, NY 12545
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  /9

  $1,150,000

  • Land
  • 28 Acres
  • $40,450 per Acre

  TBD Parcel 5 Woodstock Rd, Millbrook, NY 12545

  A rare offering of 28.43 acres of open land at the corner of Stanford Road and Woodstock Road. Bucolic field, a corner pond, and distant views create a stunning backdrop for a future homestead or agricultural endeavor. Located just outside the Village of Millbrook, this scenic parcel offers easy access with the feel of wide-open countryside. Additional land available.

  OLIVER BROWN Houlihan Lawrence Inc.

  TBD Parcel 5 Woodstock Rd, Millbrook, NY 12545
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  /9

  $1,075,000

  • Land
  • 23 Acres
  • $45,764 per Acre

  TBD Parcel 1 Woodstock Rd, Millbrook, NY 12545

  Located just outside the Village of Millbrook on a scenic gravel country road, this 23.49-acre parcel offers a picturesque setting for your dream retreat. The land features a mix of old wood forest and walking trails, bordered by charming stone walls and highlighted by a pair of peaceful ponds. A large barn and chicken coop remain on the property. Build your private weekend escape and explore the

  OLIVER BROWN Houlihan Lawrence Inc.

  TBD Parcel 1 Woodstock Rd, Millbrook, NY 12545

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