Holmes, NY Homes for Sale

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  /46

  $584,500

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

  89 Birch Dr, Pleasant Valley, NY 12569

  BACK ON THE MARKET , BUYERS BACKED OUT LAST MINUTE ., CALL ME FOR DETAILS , READY TO MOVE IN NOW !! 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

  

  Philip Bisesto

  HomeSmart Homes & Estates

  (845) 681-2247

  89 Birch Dr, Pleasant Valley, NY 12569
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  /22

  $450,000

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

  166 Hibernia Rd, Salt Point, NY 12578

  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 Festivals, Outdoor Activities, Hiking Trails,

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 581-3073

  166 Hibernia Rd, Salt Point, NY 12578
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  /18

  $799,000

  • 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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  /30

  $529,500

  • 2 Beds
  • 2.5 Baths
  • 1,549 Sq Ft

  106 Wigsten Rd, Pleasant Valley, NY 12569

  New construction set on a spacious 1.10-acre lot, offering modern finishes, thoughtful design, and low-maintenance living. Built on existing foundation walls with a brand-new basement slab, this 1,390-square-foot home is complemented by a new rear porch and attached garage—perfect for enjoying both indoor and outdoor space. The main level features durable LVT flooring throughout and a

  Kyle Kirchhoff Kirchhoff Brokerage LLC

  106 Wigsten Rd, Pleasant Valley, NY 12569
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  /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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  /45

  $574,900 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,156 Sq Ft

  191 Forest Valley Rd, Pleasant Valley, NY 12569

  Classic colonial charm meets breathtaking views. Impeccably maintained Colonial in the desirable Valley Dale area! This beautiful 4-bedroom, 2.5-bath home features a 2-car side-entry heated garage and sits gracefully on a picturesque 1-acre parcel with a level backyard and breathtaking views that seem to go on forever. Inside, this classic Colonial checks all the boxes with hardwood floors

  Bonnie Massa BHHS Hudson Valley Properties

  191 Forest Valley Rd, Pleasant Valley, NY 12569
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  /38

  $975,000

  • 4 Beds
  • 3 Baths
  • 3,266 Sq Ft

  1376 Salt Point Turnpike, Pleasant Valley, NY 12569

  Built in 1845 and thoughtfully restored for modern living, Heron Pond Farm offers a rare balance of architectural heritage, meaningful acreage, and refined country living. Set on six pastoral acres in the hamlet of Pleasant Valley, the property reflects generations of stewardship — land carefully tended and the residence recently refreshed with tasteful intention. Inside the 3,266-square-foot

  THEADORA VENGRIN Corcoran Country Living

  1376 Salt Point Turnpike, Pleasant Valley, NY 12569
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  /9

  $995,000

  • Land
  • 23.49 Acres
  • $42,358 per Acre

  Parcel 1 - TBD Woodstock Rd, Millbrook, NY 12545

  Located just outside the Village of Millbrook on a scenic gravel country road, Old Oaks Woods is a 23.49-acre parcel offering a picturesque setting for your dream retreat. The land features a mix of old-growth 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

  OLIVER BROWN Houlihan Lawrence Inc.

  Parcel 1 - TBD Woodstock Rd, Millbrook, NY 12545
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  /31

  $925,000

  • 4 Beds
  • 3.5 Baths
  • 3,136 Sq Ft

  35 Appaloosa Ln, Millbrook, NY 12545

  Perfectly situated at the end of a long driveway and enjoying complete privacy is this four bedroom Ranch on 8.94 +/- acres offering a picturesque setting and located only minutes to the Village of Millbrook. The lovely interior features an open floor plan with many fine details throughout such as Anderson windows, custom trim and hardwood floors. The spacious open country Kitchen is fully

  Carey Whalen Compass Greater NY, LLC

  35 Appaloosa Ln, 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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  /50

  $850,000

  • 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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  /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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  /46

  $1,495,000

  • 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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  /37

  $1,295,000

  • 5 Beds
  • 3 Baths
  • 2,237 Sq Ft

  44 Merrit Ave, Millbrook, NY 12545

  A rare village offering on one of Millbrook’s prettiest streets, this beautifully updated three-story Victorian blends timeless character with thoughtful modern upgrades, along with the added benefit of a separate carriage house. The main residence features five bedrooms and three baths across three spacious light-filled levels, with hardwood floors throughout and classic architectural details

  OLIVER BROWN Houlihan Lawrence Inc.

  44 Merrit Ave, Millbrook, NY 12545
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  /50

  $799,000

  • 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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  /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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  /26

  $749,000

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  21 Straub Dr, Pleasant Valley, NY 12569

  Completely refreshed and move-in ready, this thoughtfully updated home blends timeless character with modern comfort. All bathrooms have been renovated between 2020–2026 with stylish finishes and quality craftsmanship. The kitchen was fully redesigned in 2021 and features all new appliances, including a gourmet six-burner gas cooktop with electric double ovens—perfect for everyday living and

  Donna Gray Redfin Real Estate

  21 Straub Dr, Pleasant Valley, NY 12569
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  /6

  $944,900

  • 4 Beds
  • 2.5 Baths
  • 2,829 Sq Ft

  37 Maple Hill Dr, Millbrook, NY 12545

  This to-be-built Mayfair style home will be located in Hidden Glen, Millbrook's newest Luxury Community, featuring eight custom residences set on gorgeous one+ acre, level, tree-lined homesites. This popular design offers 2,829 square feet of beautifully crafted living space and upscale finishes throughout. A grand two-story entry foyer leads to an open kitchen and breakfast area overlooking the

  TINA TOWNSEND BHHS Hudson Valley Properties

  37 Maple Hill Dr, Millbrook, NY 12545
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  /12

  $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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  /6

  $954,000

  • 3 Beds
  • 2 Baths
  • 2,030 Sq Ft

  66 County House Rd, Millbrook, NY 12545

  Introducing Millbrook's newest luxury community, Hidden Glen at Millbrook, offering eight custom residences set on gorgeous one+ acre, level tree-lined homesites. The Rochester ranch-style home is positioned on a premium lot and offers 2,030 square feet of convenient one-level living. The foyer opens to a dramatic family room with volume ceilings, flowing seamlessly into the kitchen with huge

  Brian Mossey BHHS Hudson Valley Properties

  66 County House Rd, Millbrook, NY 12545
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  /8

  $375,000

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

  TBD Stanford Rd, Millbrook, NY 12545

  Rolling Hills Farm - 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

  OLIVER BROWN Houlihan Lawrence Inc.

  TBD Stanford Rd, Millbrook, NY 12545
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  /40

  $575,000

  • 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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  /9

  $575,000

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

  0 S Smith Rd Unit KEY941074, 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 KEY941074, Union Vale, NY 12540
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  /31

  $65,000,000

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

  45 Hitchcock Ln, Millbrook, NY 12545

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

  HEATHER CRONER William Pitt Sothebys Int Rlty

  45 Hitchcock Ln, Millbrook, NY 12545
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  /26

  $1,750,000

  • 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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  /26

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft

  81 Verbank Rd, Millbrook, NY 12545

  Welcome to 81 Verbank, a mid-century colonial set on nearly an acre (.81) just minutes from all that the Village of Millbrook has to offer. Enjoy your morning coffee on the covered front porch or bask in the view of the country setting on the covered deck. The main entrance leads you into a generously sized living room complete with hardwood floors and numerous windows providing lots of natural

  Dave Longbard KW MidHudson

  81 Verbank Rd, Millbrook, NY 12545
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  /28

  $759,000

  • 4 Beds
  • 2.5 Baths
  • 2,434 Sq Ft

  989 Freedom Rd, Pleasant Valley, NY 12569

  TO BE BUILT: Introducing the wildly-popular Jefferson model, a colonial-style home in Arlington School District on almost 2 acres! Highlights of this 4 BR 2.5 bath include: 9' first floor ceilings, an expansive open concept kitchen, breakfast area and family room with a fireplace, home office, master bedroom suite with tray ceiling, second floor laundry and 2 car garage. Generous-sized bedrooms,

  John Gabriel Jr KW MidHudson

  989 Freedom Rd, Pleasant Valley, NY 12569
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  /39

  $499,000

  • 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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  /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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  /30

  $430,000

  • 3 Beds
  • 1.5 Baths
  • 1,132 Sq Ft

  182 Downing Rd, Pleasant Valley, NY 12569

  Commuter's Dream Ranch with West-Facing Views & WorkshopLocation, Privacy, and Convenience! Beautiful Ranch situated on a private 2.6-acre lot in Pleasant Valley. This home offers the ultimate balance: incredibly close to the Taconic State Parkway for an easy commute, yet tucked away in a quiet area that feels far removed from the hustle. Key Features Include:Outdoor Living: Massive

  Christine Hamilton Keller Williams Realty Partner

  182 Downing Rd, Pleasant Valley, NY 12569
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  /33

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  41 Mountain Dr, Pleasant Valley, NY 12569

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath home located in Pleasant Valley. Lovingly cared for and move-in ready, this residence offers a balance of classic charm and modern convenience. Step inside to an inviting layout filled with natural light. The bright living room flows seamlessly into an open dining area with direct access to a spacious deck—ideal for outdoor gatherings,

  JENNIFER HOYE BHHS Hudson Valley Properties

  41 Mountain Dr, Pleasant Valley, NY 12569
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  /36

  $899,000

  • 3 Beds
  • 2 Baths
  • 2,354 Sq Ft

  48 Verbank Rd, Millbrook, NY 12545

  Whispering Owl Acres, is a classic turn of the century house in the highly desirable town of Millbrook, located in the heart of the Hudson River Valley. Built C. 1910, this gracious three bedroom house with two full bathrooms is located within the Millbrook School District. It blends historic charm with thoughtful updates and modern comfort. A welcoming entryway sets the tone as you're drawn into

  Janet Myer Houlihan Lawrence Inc.

  48 Verbank Rd, Millbrook, NY 12545
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  /30

  $10,995,000

  • 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 sits an idyllic country retreat 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 property. Originally constructed in 1865 has been thoughtfully

  Stacey Pinkas Douglas Elliman Real Estate

  121-125 Butts Hollow 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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  /35

  $2,600,000

  • 3 Beds
  • 6 Baths
  • 2,614 Sq Ft

  188 Nine Partners Ln, Millbrook, NY 12545

  This 1800’s Millbrook farmhouse has been totally renovated to today’s buyers wishes and needs featuring an open floor plan for the kitchen and dining area with three sets of French doors opening to a porch and the new outdoor kitchen pavilion and pool house equipped with kitchen facilities and powder room. A light filled three season sunporch with fireplace offers views of the meadow. The formal

  ANN WILKINSON Compass Greater NY, LLC

  188 Nine Partners Ln, Millbrook, NY 12545
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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 and a

  Howard Payson RE/MAX Town & Country

  3893 Route 82, Millbrook, NY 12545
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  /50

  $1,375,000

  • 3 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  101 Drake Rd, Pleasant Valley, NY 12569

  Tucked behind a quiet country approach, two meticulously restored 19th-century barns have been reimagined into a refined luxury residence and companion pool house that feel timeless in character and elevated in execution. Inside the main residence, soaring vaulted ceilings, original hand-hewn beams, and wide-plank floors establish a sense of warmth and permanence, while expansive walls of glass

  Jake Garay Serhant LLC

  101 Drake Rd, Pleasant Valley, NY 12569
• 

  

  /37

  $1,500,000

  • 4 Beds
  • 3 Baths
  • 3,068 Sq Ft

  3311 Franklin Ave, Millbrook, NY 12545

  A Rare Village Gem in the Heart of Millbrook Don’t miss this exceptional opportunity to own a beautifully maintained and thoughtfully updated home on a spacious 0.21-acre lot in the heart of the charming Village of Millbrook. Perfectly positioned just steps from shops, restaurants, and local galleries, this 2,132+ sq. ft. residence blends historic character with modern comfort. Originally built

  Ann Stettner Neil Charles Real Estate, LLC

  3311 Franklin Ave, Millbrook, NY 12545
• 

  /2

  $325,000

  • Land
  • 10.98 Acres
  • $29,599 per Acre

  0 Deer Pond Rd Unit KEY958812, Union Vale, NY 12585

  Ideal 12+ acre home site, near the iconic Millbrook Village. This level fertile land features an existing pond and privacy being at the end of a cul-de-sac. This property is Board of Health approved for a four bedroom home (no filled required). Create your own country estate. Make an inspection visit today!

  Robert D Ferris R. Ferris Real Estate, LLC

  0 Deer Pond Rd Unit KEY958812, Union Vale, NY 12585

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