Homes for Sale near Millbrook High School

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  /35

  $1,400,000

  • 3 Beds
  • 8 Baths
  • 10,689 Sq Ft

  4258 Route 44, Millbrook, NY 12545

  This distinctive property in the heart of Dutchess County combines historic character with over 10,000 square feet of versatile residential and commercial potential. Originally built in the 19th century as a Congregational church, the building has enjoyed a rich history and now offers endless possibilities for its next chapter. The expansive main level features multiple gathering areas, soaring

  Stephen Pener William Pitt Sothebys Int Rlty

  4258 Route 44, Millbrook, NY 12545
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  Explore Millbrook High School

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  /50

  $1,200,000

  • 2 Beds
  • 2 Baths
  • 1,976 Sq Ft

  115 N Smith Rd, Lagrangeville, NY 12540

  Aviation Enthusiasts Welcome!Perched atop a scenic knoll overlooking Sky Acres Airport, this extraordinary earth-sheltered home offers a rare blend of eco-friendly living, modern luxury, and breathtaking panoramic views. Designed to maximize southern and western sun exposure, the home is earth-bermed on the north, east, and roof, featuring nearly two feet of earth insulation and a 27-inch

  Blake Michaud BHHS Hudson Valley Properties

  115 N Smith Rd, Lagrangeville, NY 12540
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  /26

  $1,295,000

  • 3 Beds
  • 2.5 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, The main residence features Three bedrooms and 2.5 baths across three spacious light-filled levels, with hardwood floors throughout and classic architectural details that reflect the home’s historic roots. The welcoming living

  OLIVER BROWN Houlihan Lawrence Inc.

  44 Merrit Ave, Millbrook, NY 12545
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  /26

  $950,000

  $40K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 4,082 Sq Ft

  244 S Smith Rd, Lagrangeville, NY 12540

  Set on over 10 private acres in the heart of Lagrangeville, this expansive 5-bedroom, 6-bathroom residence offers over 4,000 square feet of refined living space with exceptional versatility and scale. Designed to accommodate both everyday living and elevated entertaining, the home features generously proportioned rooms, seamless flow, and an abundance of natural light throughout. The main level

  Erin Lee Keller Williams Realty Group

  244 S Smith Rd, Lagrangeville, NY 12540
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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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  /40

  $1,069,000

  New Construction

  • 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

  To Be Built. 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

  Brian Mossey BHHS Hudson Valley Properties

  66 County House Rd, Millbrook, NY 12545
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  /37

  $1,395,000

  $105K PRICE DROP

  • 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 0.21-acres 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. A unique feature of the property

  Ann Stettner Neil Charles Real Estate, LLC

  3311 Franklin Ave, Millbrook, NY 12545
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  /8

  $1,250,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,196 Sq Ft

  43 Maple Hill Dr, Millbrook, NY 12545

  New home under construction featuring a primary bedroom on the first level, high-end finishes, and exceptional attention to detail throughout. A two-story foyer with arched entry welcomes you to the formal living room, dining room, and the seamlessly connected kitchen and family room. Beautiful white oak flooring spans the entire first level, and the thoughtfully designed layout provides the

  TINA TOWNSEND BHHS Hudson Valley Properties

  43 Maple Hill Dr, Millbrook, NY 12545
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  /78

  $599,000

  • 3 Beds
  • 4 Baths
  • 3,040 Sq Ft

  43 Heritage Rd, Clinton Corners, NY 12514

  Tucked away in the scenic beauty of Clinton Corners, this home offers privacy, versatility, and Hudson Valley charm. Set on over an acre of picturesque land, this spacious home offers 3 bedrooms and 4 full bathrooms, thoughtfully designed to accommodate a variety of lifestyles. From the moment you arrive, you'll appreciate the peaceful setting and the rare opportunity to enjoy nature right in

  Eliana Amodio Amodio Real Estate & Prop

  43 Heritage Rd, Clinton Corners, NY 12514
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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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  /23

  $675,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,920 Sq Ft

  3875 Route 82, Millbrook, NY 12545

  Exceptionally well maintained home with many upgrades including new siding, newer roof, new hard-wired generator, new windows, new flooring on first level, newly paved driveway.Private first level includes bedroom, full eat in kitchen, living room, full bath, laundry room and separate entrance. It's the perfect for extended family living.Upstairs includes full, eat in kitchen, dining

  Valerie Foster K. Fortuna Realty, Inc.

  3875 Route 82, Millbrook, NY 12545
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  /47

  $429,000

  • 3 Beds
  • 6 Baths
  • 1,184 Sq Ft

  241 S Smith Rd, Lagrangeville, NY 12540

  Opportunity awaits in the heart of Lagrangeville! This well-maintained but dated 3-bedroom, 2-bath raised ranch sits on a beautiful 1.07-acre flat and private lot in a quiet, desirable neighborhood within the highly sought-after Millbrook School District. Bring your vision, roll up your sleeves, and transform this solid home into something truly special. The main level features a large living

  Susan Giordano John J Lease REALTORS Inc

  241 S Smith Rd, Lagrangeville, NY 12540
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  /31

  $895,000

  $30K PRICE DROP

  • 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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  /9

  $1,050,000

  • Land
  • 28.43 Acres
  • $36,933 per Acre

  TBD Woodstock Rd, Millbrook, NY 12545

  Quiet Meadow South – 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 Woodstock Rd, Millbrook, NY 12545
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  /33

  $650,000

  • 3 Beds
  • 3 Baths
  • 1,914 Sq Ft

  33 Upper Ln, Millbrook, NY 12545

  Millbrook Hollow is a wonderful condominium complex on acres of natural beauty in a tranquil setting. With a total of 18 units, this distinctive, serene residential neighborhood is located off the main avenue in the Village of Millbrook, just a short stroll to all Village amenities. This inviting end unit offers a delightful sun-lit interior and the stunning wood floors grace the elegant dining

  Susan Whalen George T Whalen Real Estate

  33 Upper Ln, Millbrook, NY 12545
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  /50

  $799,000

  $76K PRICE DROP

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

  568 Oak Summit Rd, Millbrook, NY 12545

  Millbrook Modern Log Retreat sited on Nearly 3.5 Secluded Acres. Set quietly amid rolling landscape and enveloped by nature, this exquisitely restored log residence offers a rare blend of rustic authenticity and modern refinement. Perched on a knoll, the home unfolds as a serene escape—thoughtfully reimagined to deliver both comfort and understated luxury. From the moment you enter, the interiors

  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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  /15

  $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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  /41

  $895,000

  $34K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,033 Sq Ft

  611 N Clove Rd, Millbrook, NY 12545

  Mid Century Modern. Tucked quietly among the trees on 9 private acres, this striking contemporary retreat—known as The Treehouse—offers a rare blend of architectural distinction and natural serenity, overlooking a peaceful swimming pond with its own dock. Designed in 1973 by Richard Stein around a 1950’s cottage, the home showcases a bold sawtooth roofline and clerestory windows that flood the

  PAULA REDMOND Corcoran Country Living

  611 N Clove Rd, Millbrook, NY 12545
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  /40

  $575,000

  $24K PRICE DROP

  • 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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  /25

  $800,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  247 N Mabbettsville Rd, Millbrook, NY 12545

  Set on a landscaped acre just minutes from the Village of Millbrook, this cottage offers a comfortable, well-planned layout with a sense of privacy and ease. The main level is bright and welcoming, with wood floors throughout and a living room centered around a gas fireplace. Windows bring in natural light and views of the surrounding lawn, giving the space a relaxed, connected feel.The

  Jill Rose Houlihan Lawrence Inc.

  247 N Mabbettsville Rd, Millbrook, NY 12545
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  /50

  $1,800,000

  • 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

  Howard Payson RE/MAX Town & Country

  3893 Route 82, Millbrook, NY 12545
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  /19

  $359,000

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

  81 Verbank Rd, Millbrook, NY 12545

  Welcome to 81 Verbank Road, a mid-century colonial set on nearly an acre in a peaceful country setting, just minutes from the Village of Millbrook. This charming home offers great potential, indoor and outdoor living space, and a flexible layout. Enjoy morning coffee on the covered front porch or relax on the covered rear deck overlooking the property. The main entrance opens to a generously

  Dave Longbard KW MidHudson

  81 Verbank Rd, 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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  /45

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,706 Sq Ft

  22 Haight Ave, Millbrook, NY 12545

  Charming Cape Cod style home with thoughtful updates and wonderful natural light throughout. The first floor features a fully renovated kitchen with a cheerful breakfast bar, a living room with wood-burning fireplace, a sunroom overlooking the lovely backyard, a full bathroom, a bedroom, and an office. Upstairs, you will find another well-proportioned bedroom, a second full bath and a large

  Susan Whalen George T Whalen Real Estate

  22 Haight Ave, Millbrook, NY 12545
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  /50

  $830,000

  • 3 Beds
  • 2.5 Baths
  • 1,988 Sq Ft

  232 S Smith Rd, Lagrangeville, NY 12540

  Dream location...complete seclusion, yet perfectly central. Tucked away on 6.7 pristine, private acres, this extraordinary home is a nature-lover’s sanctuary: a 130-foot stocked pond, an all-season babbling brook, and miles of serene forested views create a peaceful backdrop for everyday living and effortless entertaining. Architectural character and warmth define the interior. Soaring

  Susan Todd BHHS Hudson Valley Properties

  232 S Smith Rd, Lagrangeville, NY 12540
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  /39

  $479,000

  $166K PRICE DROP

  • 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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  /30

  $300,000

  • Land
  • 17.61 Acres
  • $17,036 per Acre

  65 Patricia Ln, Clinton Corners, NY 12514

  Looking for a Perfect Getaway to Nature? 17.61 Acres Unrestricted and Board of Health Approved for 4 bedrooms! This BEAUTIFUL PRIME LAND WITH LAKE ACCESS & SEASONAL LAKE VIEWS to Upton Lake, one of the most pristine lake in the area has lots of potentials sits in LR5 (Lake Recreation 5) Zoning and Millbrook School District. Discover your own piece of paradise on this pristine property, nestled at

  Arlene Campbell BHHS Hudson Valley Properties

  65 Patricia Ln, Clinton Corners, NY 12514
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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

  $4,950,000

  • 4 Beds
  • 5.5 Baths
  • 5,206 Sq Ft

  790 Stanford Rd, Clinton Corners, NY 12514

  Set privately on nearly 35 acres just minutes from the Village of Millbrook, this exceptional country estate offers timeless architecture, refined craftsmanship, and sweeping western views to the Catskill Mountains. Thoughtfully designed for both elegant entertaining and comfortable everyday living, the 5,206 square foot residence captures extraordinary sunsets. A long private approach leads to

  PAULA REDMOND Corcoran Country Living

  790 Stanford Rd, Clinton Corners, NY 12514
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  /18

  $599,408

  • 4 Beds
  • 2 Baths
  • 2,148 Sq Ft

  810 New York 343, Dover Plains, NY 12522

  Set on 2.1 serene acres in the heart of Dutchess County, this thoughtfully designed 4-bedroom, 2-bath residence offers a harmonious blend of classic charm and modern functionality. Ideally positioned near the Wassaic Train, the Taconic Parkway, Millbrook, and Dover Plains, the property provides both privacy and convenience. Step inside to discover warm wood floors throughout the main level,

  Arleen Shepley Elyse Harney Real Estate

  810 New York 343, Dover Plains, NY 12522
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  /18

  $599,408

  • 4 Beds
  • 2 Baths
  • 2,148 Sq Ft

  810 Route 343, Dover Plains, NY 12522

  Sophisticated country living in the desirable Millbrook area within the highly regarded Millbrook Central School District. Ideally located close to the charming village, local amenities, and the Wassaic Station for convenient Metro-North access to New York City. Privately set on 2.06 picturesque acres, this light-filled 4-bedroom, 2-bath Cape offers the perfect blend of comfort, versatility, and

  Arleen Shepley Elyse Harney Real Estate

  810 Route 343, Dover Plains, NY 12522
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  /30

  $12,995,000

  $1M PRICE INCREASE

  • 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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  /41

  $565,000

  • 4 Beds
  • 3 Baths
  • 1,911 Sq Ft

  2790 Salt Point Turnpike, Clinton Corners, NY 12514

  Welcome to this beautifully maintained 4-bedroom, 3-bath split ranch home nestled in the heart of Clinton Corners. This spacious and thoughtfully updated home offers the perfect blend of comfort, style, and functionality. Step inside to find gleaming hardwood floors throughout the main level and most bedrooms, creating a warm and inviting atmosphere. The living area features a cozy fireplace,

  Elaine Thomas Century 21 Alliance Rlty Group

  2790 Salt Point Turnpike, Clinton Corners, NY 12514
• 

  

  /25

  $750,000

  • 2 Beds
  • 2 Baths
  • 1,540 Sq Ft

  1 Johnson Ln, Millbrook, NY 12545

  Originally built as the gatehouse to the Standish estate, this charming vernacular cottage dates to 1895 and is defined by its gabled roofline and storybook proportions. Set on a two acre parcel tucked among neighboring estates, the property is enveloped by old-growth trees, established gardens, and open meadow. Just minutes from the village of Millbrook, the home feels wonderfully private --

  Annabel Taylor Four Seasons Sotheby's Int.

  1 Johnson Ln, Millbrook, NY 12545
• 

  

  /30

  $1,850,000

  • 4 Beds
  • 4 Baths
  • 5,064 Sq Ft

  2461 Salt Point Turnpike, Clinton Corners, NY 12514

  This elegant 1783 Georgian home in the hamlet of Clinton Corners embraces history while existing in communion with its surroundings. Its luminously pink brick facade is made more remarkable by the lush green setting. The property is enclosed by sage-green fencing that melts into the background, creating a sense of ultimate privacy without ostentation. The first floor offers a graceful flow from a

  Candy Anderson Compass Greater NY, LLC

  2461 Salt Point Turnpike, Clinton Corners, NY 12514
• 

  

  /11

  $799,000

  $301K PRICE DROP

  • 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. Property offered "As Is"

  HEATHER CRONER William Pitt Sothebys Int Rlty

  477 Canoe Hill Rd, Millbrook, NY 12545

Showing Results 1 - 40, Page 1 of 2