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Homes for Sale near Millbrook School

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  • /29

    $339,000

    $19K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,298 Sq Ft

    5112 Route 22, Amenia, NY 12501

    Welcome to 5112 Route 22 in Amenia, a classic Cape Cod-I’m style single-family home set on approximately 1.2 acres in Dutchess County. Built in 1954, this charming 3-bedroom, 2-bath residence offers about 1,298 square feet of living space, a comfortable 1.5-story layout, and timeless character with practical updates throughout. The home features a fireplace, hot water/steam heat, a partial

    Agent Photo

    Brad Rebillard

    DUTCHESS COUNTRY REALTY INC. M

    5112 Route 22, Amenia, NY 12501
  • /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
  • /7

    $229,000

    • Land
    • 5 Acres
    • $45,800 per Acre

    Lot # 5 Smithfield Rd, Millerton, NY 12546

    Welcome to Smithfield Road--where open meadows, gentle woodlands, and sweeping pastoral views create the perfect setting for your dream home. With BOHA approval already in place on this 5-acre parcel, you're one step closer to building your own Hudson Valley retreat.A bit of strategic clearing will unlock even more beauty and possibilities. This peaceful location feels worlds away, yet it's

    Larry Havens Havens Real Estate

    Lot # 5 Smithfield Rd, Millerton, NY 12546
  • /33

    $11,500,000

    • 5 Beds
    • 6.5 Baths
    • 6,054 Sq Ft

    129 W Meadow Ln, Millbrook, NY 12545

    Set in the hills above Millbrook, West Meadow is encircled as far as the eye can see by endless, heart-stopping views of the entire Hudson Valley. The house and pool sit on a beautifully landscaped plateau above a sloping lawn that gives way to a prolific cutting garden, rose beds, tennis court wrapped in wisteria vines, and groomed meadows. A fruit orchard and abundant vegetable garden enhance

    Candy Anderson Compass Greater NY, LLC

    129 W Meadow Ln, Millbrook, NY 12545
  • /26

    $16,500,000

    • 4 Beds
    • 8 Baths
    • 7,500 Sq Ft

    365 Tower Hill Rd, Wassaic, NY 12592

    Introducing Sky House. This 7,500-square-foot modern estate atop 165 acres of meadows, woodland, and rolling hills in Millbrook’s storied hunt country is a study in serenity and design intelligence. Conceived by the celebrated firm Resolution: 4 Architecture and completed in 2019, the residence rises from the landscape with a long, linear silhouette tempered by floor-to-ceiling glass that invites

    Ashley Whittaker Spence Compass Greater NY, LLC

    365 Tower Hill Rd, Wassaic, NY 12592
  • /40

    $495,000

    • 3 Beds
    • 1 Bath
    • 1,288 Sq Ft

    752 Hunns Lake Rd, Stanfordville, NY 12581

    3BR/1BA w/ 50 FT LAKE FRONTAGE STANFORDVILLE/HUNNS LAKE Enjoy the wonderful lake life at beautiful Hunns Lake in Stanfordville. Over 50 feet of lake frontage brand new to market. At this home, the sun rises in your kitchen & sets in your living room! Stunning lake and sunset views from multiple areas throughout this home. Open kitchen with wood burning stove and large center island offers dining

    Thomas Zengen Thomas Zengen

    752 Hunns Lake Rd, Stanfordville, NY 12581
  • /26

    $2,379,000

    $135K PRICE DROP
    • Land
    • 206.14 Acres
    • $11,541 per Acre

    0 Cascade Mt Perrys Corners Rd Unit KEYH6310518, Amenia, NY 12501

    An opportunity to own a magnificent combination of two rural properties. Explore this enchanting yet tranquil 206.14 acres of rolling hills, mature forests and ample meadow that is currently in organic crop production. There are a couple of steep slopes that contribute to buffering a few captivating and extremely private home sites. The terrain is ideal for a retreat and multiple dwellings. Maybe

    Larry Havens Havens Real Estate

    0 Cascade Mt Perrys Corners Rd Unit KEYH6310518, Amenia, NY 12501
  • /10

    $85,000

    • Land
    • 1.06 Acres
    • $80,189 per Acre

    0 Old State Route 22 Unit KEY977656, Amenia, NY 12501

    Discover the perfect canvas for your dream home. This BOHA-approved lot offers rare, highly sought-after "select-fill" soil- making it truly build-ready from day one. Just 1 hour and 40 minutes from New York City, this property gives you the best of both worlds: peaceful country living with effortless access to the city.Wake up each morning to breathtaking seasonal views and a sweeping open

    Alexandra Brown BHHS Hudson Valley Properties

    0 Old State Route 22 Unit KEY977656, Amenia, NY 12501
  • /15

    $479,000

    • Land
    • 49.63 Acres
    • $9,651 per Acre

    0 Cascade Mountain Rd Unit 419986, Amenia, NY 12501

    Discover the perfect spot for your modern or log home - a private parcel perched on a hill, embraced by the tranquility of the forest. These idyllic home sites provide an ideal retreat from the hustle and bustle of city life. Just minutes away from the Wassaic Train Station and the Harlem Valley Rail Trail, this location invites you to plan your escape. Lace up your hiking boots and schedule a

    Larry Havens Havens Real Estate

    0 Cascade Mountain Rd Unit 419986, Amenia, NY 12501
  • /21

    $319,900

    $79K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,368 Sq Ft

    5 Lake Amenia Rd, Amenia, NY 12501

    Bright and sunny two-bedroom home with a third room ideal for a home office, den, or guest room. Both bedrooms are located on the second floor. The main floor features beautiful hardwood floors, a spacious living room, and a separate dining room. Step out onto the deck and enjoy views of the neighboring pasture. Fantastic location just minutes from the charming town of Amenia and the Metro North

    Janet Myer Houlihan Lawrence Inc.

    5 Lake Amenia Rd, Amenia, NY 12501
  • /13

    $339,000

    • 2 Beds
    • 1 Bath
    • 1,316 Sq Ft

    85 Bella Vista, Amenia, NY 12501

    Set on 7.07 peaceful acres along private Bella Vista Road, this property offers a rare blend of seclusion and convenience. The 2-bedroom home features a spacious eat in kitchen and a cozy living room anchored by a fireplace with a pellet stove insert. The residence and outbuildings—including a 2 car garage, one room cottage, and two sheds—will require updating, but the setting is extraordinary.

    Larry Havens Havens Real Estate

    85 Bella Vista, Amenia, NY 12501
  • /36

    $550,000

    $130K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,046 Sq Ft

    9 Depot Hill Rd, Amenia, NY 12501

    Elegant & Upscale -Completely renovated 4 bedroom, 2.5 bathroom farmhouse blending timeless charm with modern luxury. This stunning home features a chef-inspired gourmet kitchen with premium finishes, custom cabinetry, and high-end appliances, perfect for entertaining and everyday living. The luxurious primary suite offers a spa-like custom bathroom designed with exceptional craftsmanship,

    James Mitchell Exit Realty Connections

    9 Depot Hill Rd, Amenia, NY 12501
  • /46

    $5,750,000

    • 4 Beds
    • 3 Baths
    • 3,810 Sq Ft

    81-85 Fraleigh Hill Rd, Millbrook, NY 12545

    In a premier location on a quiet road in Millbrook Hunt country, this unique property of 100 acres offers a picturesque setting of open fields, ponds, stonewalls, mature trees and beautiful views of the surrounding countryside as nature entertains one daily with abundant wildlife. Proudly maintained, protected and in conservation, Shooter’s Hill is an exceptional offering and an unparalleled

    Carey Whalen Compass Greater NY, LLC

    81-85 Fraleigh Hill Rd, Millbrook, NY 12545
  • /37

    $8,650,000

    $250K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 5,175 Sq Ft

    292 Wood Duck Rd, Amenia, NY 12501

    Refined Luxury. Rare Direct Lakefront Home within the Coveted Silo Ridge Community. 5 Luxurious En-suite Bedrooms Including 2 on Main Level. Jaw Dropping Great Room with Fireplace & Access out to Large Covered Porch with Major Lake & Mountain Views. Extremely High Quality Construction with Numerous Luxury Appointments Including: Lutron 1-Touch Lighting; Multi-Zone Sound System; 4-Season In Ground

    Graham Klemm GRAHAM T. KLEMM LIC. RE BROKER

    292 Wood Duck Rd, Amenia, NY 12501
  • /20

    $4,495,000

    New Construction
    • 4 Beds
    • 5 Baths
    • 5,679 Sq Ft

    101 N Tower Hill Rd, Millbrook, NY 12545

    **TO BE BUILT** Prepare to be impressed. Nestled on nearly 8 private acres in the heart of Millbrook, this exceptional custom-built estate offers nearly 6,000 square feet of thoughtfully designed living space, blending timeless craftsmanship with modern efficiency and luxury. Featuring 4 spacious bedrooms, 5 full baths and oversized 3 car garage, the home provides an ideal balance of comfort,

    Ronald Green KW MidHudson

    101 N Tower Hill Rd, Millbrook, NY 12545
  • /6

    $225,000

    • Land
    • 35,719 Sq Ft
    • $274,390 per Acre

    5282 Route 44, Amenia, NY 12501

    Prime Mixed-use Development Opportunity Route 44 Amenia NYExceptional mixed use property on highly traveled Route 44 in Amenialevel cleared lotExcellent viability and high traffic countTown water availableIdeal for retail ,office, residential, or mixed use projectConveniently located close too shopping dining, and local amenitiesHome on property has been

    Bill Flood Houlihan Lawrence Inc.

    5282 Route 44, Amenia, NY 12501
  • /40

    $2,300,000

    $200K PRICE DROP
    • 13 Beds
    • 7 Baths
    • 7,076 Sq Ft

    18 Stagecoach Ln, Amenia, NY 12501

    Step into a turn key investment with 9 years of profitable short term rental history and a business backed by a long standing, proven financing track record! This exceptional 1790 Georgian style estate comes with three standalone cottages, all fully renovated and operating as highly sought after vacation rentals. With commercial zoning already in place, this property blends historic charm, modern

    Dominick DiFilippo Keller Williams Realty Partner

    18 Stagecoach Ln, Amenia, NY 12501
  • /24

    $315,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    90 Lake Amenia Rd, Amenia, NY 12501

    Situated just minutes from the town of Amenia, this three-bedroom, two-bath home offers fresh opportunity and convenient access to local amenities. The kitchen features cabinetry and connects to the dining area, while the adjoining living and dining rooms create a flexible layout. A bright, heated sunroom with sliding doors provides additional living space and abundant natural light.The

    Bonnie Hyman Compass Greater NY, LLC

    90 Lake Amenia Rd, Amenia, NY 12501
  • /25

    $4,900,000

    $1M PRICE DROP
    • 3 Beds
    • 4 Baths
    • 4,247 Sq Ft

    1135 Duell Rd, Stanfordville, NY 12581

    Perched atop 40.9 private acres, this exceptional custom-built estate offers unrivaled privacy and sweeping panoramic views of the Catskill Mountains. Blending timeless craftsmanship with modern luxury, this hilltop retreat embodies refined living in a breathtaking natural setting.Inside, antique teak flooring flows throughout the home, adding warmth and character to every space. The open

    PATRICIA McNAMEE William Pitt Sothebys Int Rlty

    1135 Duell Rd, Stanfordville, NY 12581
  • /16

    $399,000

    $21K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,296 Sq Ft

    126 Perrys Corners Rd, Amenia, NY 12501

    Welcome to Perrys Corners Rd, where timeless details and future vision come together. This 3 bedroom, 3 bath home features original hardwood floors preserved beneath the carpeting—an opportunity to restore warmth and authenticity. The finished lower level adds flexible space ideal for a creative retreat, home office, or entertainment zone. Step outside and discover private grounds that drift

    Larry Havens Havens Real Estate

    126 Perrys Corners Rd, Amenia, NY 12501
  • /28

    $8,900,000

    • Land
    • 422.42 Acres
    • $21,069 per Acre

    5246 Route 22, Amenia, NY 12501

    Bull Farm is an extraordinary 422.42-acre assemblage of farmland, woodlands, wetlands, and working agricultural property offering a rare opportunity to create a private estate, equestrian property, working farm, recreational retreat, or multi-generational compound in the heart of Amenia’s scenic Harlem Valley. Comprised of two adjoining parcels, the property includes 389.21 acres with access and

    Brian McGrath McGrath Realty Inc

    5246 Route 22, Amenia, NY 12501
  • /38

    $549,000

    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft

    5915-5917 New York 82, Stanfordville, NY 12581

    Zoned commercial/residential, full of character with beamed ceilings, and set on 1.1 acres, this classic 1943-built Colonial home, approximately 1,400 sq ft, offers 3 bedrooms and 1 bath, with an enclosed back porch that's a perfect place to work from home or relax anytime of the day or evening. The unfinished basement with outside entrance provides excellent storage and houses the washer and

    Karen Volino Houlihan Lawrence, Inc.

    5915-5917 New York 82, Stanfordville, NY 12581
  • /3

    $250,000

    • Land
    • 3.3 Acres
    • $75,758 per Acre

    8 Yellow City Rd, Amenia, NY 12501

    8 Yellow City Rd offers a rare opportunity to build your dream home in a prime location. This residential lot is fully approved for four bedroom home and already has underground pow installed, making it truly ready to build Enjoy an incredible setting with great views, just minutes from town and steps from the rail trail-perfect for walking, biking, and out door living.well has been drilled

    Bill Flood Houlihan Lawrence Inc.

    8 Yellow City Rd, Amenia, NY 12501
  • /20

    $365,000

    • 3 Beds
    • 1 Bath
    • 1,976 Sq Ft

    24 Wilson Eaton Rd, Amenia, NY 12501

    Situated on 2.45 acres of land in the Town of Amenia, you will find this three-bedroom ranch style home. The grounds are lovely, with a private, mostly level yard. The home provides single level living and the property includes a detached three bay garage with a one-bedroom apartment on the second floor. Perfect property for a first-time home buyer or an investor. Conveniently located minutes

    Susan Whalen George T Whalen Real Estate

    24 Wilson Eaton Rd, Amenia, NY 12501
  • /50

    $11,250,000

    • 5 Beds
    • 6 Baths
    • 9,684 Sq Ft

    147 Moadock Rd, Millerton, NY 12546

    Privately set on 50 acres with sweeping Western views of the Catskill Mountains, this extraordinary Shekomeko estate embodies the very best of Hudson Valley country living. Designed by architect Jimmy Crisp and completed in 2004, the residence offers over 9,684 finished square feet of beautifully crafted living space. A long, tree-lined drive framed by mature red maples leads to the elegant

    PAULA REDMOND Corcoran Country Living

    147 Moadock Rd, Millerton, NY 12546
  • /6

    $225,000

    • Land
    • 35,719 Sq Ft
    • $274,390 per Acre

    5282 U S 44, Amenia, NY 12501

    prime Mixed use Development Opportunityroute 44 Amenia Exceptional mixed use property on highly traveled rd. in Amenia level cleared in high traffic area, town water is on site.

    Bill Flood Houlihan Lawrence, Inc.

    5282 U S 44, Amenia, NY 12501
  • /41

    $895,000

    • 2 Beds
    • 1 Bath
    • 1,126 Sq Ft

    8 Old North Anson Way, Stanfordville, NY 12581

    Tucked away on 18+ acres off a designated scenic road sits this bright and charming country cottage. A long driveway leads to the cottage offering complete privacy with mature trees, wildlife, stone walls and a seasonal pond. This home has just undergone a total exterior renovation including new Marvin windows, Hardie Board siding, and insulation. Inside you will find polished concrete floors

    PAULA REDMOND Corcoran Country Living

    8 Old North Anson Way, Stanfordville, NY 12581
  • /30

    $1,250,000

    • 3 Beds
    • 3 Baths
    • 2,645 Sq Ft

    6 Autumn Ln, Amenia, NY 12501

    Perfect opportunity to own a historic mixed-use colonial on 6.62 acres, zoned OC, walking distance to the center of Amenia, with extremely low taxes. 2,645 sq ft, masonry foundation, wood floors, asphalt shingle roof, baseboard heat plus heat pump, public water. The main floor is configured as a successful, working restaurant with all kitchen equipment included. The second floor contains a

    Courtney Heisen Compass Greater NY, LLC

    6 Autumn Ln, Amenia, NY 12501
  • /22

    $510,000

    $59K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,330 Sq Ft

    21 Ohandley Dr, Amenia, NY 12501

    An elevated retreat wrapped in small town charm. Experience airy, sophisticated living with 3 generously proportioned bedroom, 3 full baths, and a flowing floor plan. The lower-level suite framed by natural light is ideal for a mother/daughter set up, studio, workshop, home office or simply the additional open space. Designer touches — hardwood floors, crown molding, newer appliances, and

    Larry Havens Havens Real Estate

    21 Ohandley Dr, Amenia, NY 12501
  • /47

    $549,000

    • 3 Beds
    • 1 Bath
    • 3,263 Sq Ft

    5915-5917 Route 82, Stanfordville, NY 12581

    Zoned commercial/residential, full of character with beamed ceilings, and set on 1.1 acres, this classic 1943-built Colonial home, approximately 1,400 sq ft, offers 3 bedrooms and 1 bath, with an enclosed back porch that's a perfect place to work from home or relax anytime of the day or evening. The unfinished basement with outside entrance provides excellent storage and houses the washer and

    Karen Rae Houlihan Lawrence Inc.

    5915-5917 Route 82, Stanfordville, NY 12581
  • /31

    $875,000

    $304K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,661 Sq Ft

    5-15 Old Depot Way, Stanfordville, NY 12581

    If you crave a truly unique property, love history or dream of hosting short term rentals, this property might be your ticket to ride. Built in 1889, the historic Train Station in the hamlet of Stanfordville is the only existing station remaining along the original former P&C line that ran alongside Wappinger Creek (known as one of the top 10 trout streams in NYS). Originally, the buildings

    George Langa Houlihan Lawrence Inc.

    5-15 Old Depot Way, Stanfordville, NY 12581
  • /34

    $799,000

    • 2 Beds
    • 1.5 Baths
    • 1,056 Sq Ft

    672 Tower Hill Rd, Millbrook, NY 12545

    Kinglet Cottage is set on ten acres in one of Millbrook's most sought after areas. This enchanting 19th century cedar shake cottage is surrounded by large estates and located on a scenic country road, offering a rare opportunity for privacy, tranquility and all that Millbrook has to offer. The two bedroom home retains its timeless character with beautiful hard wood floors, a convenient mudroom,

    Janet Myer Houlihan Lawrence Inc.

    672 Tower Hill Rd, Millbrook, NY 12545
  • /29

    $695,000

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

    119 W Hunns Lake Rd, Stanfordville, NY 12581

    Presenting Hunns Lake House, an inviting country home set along the shores of Hunns Lake, a private residential lake tucked into the countryside of Stanfordville. The property features 150 feet of lakefront and beautiful water views from nearly every room, including a striking glass-enclosed dining room that looks out over the lake. With no motorboats permitted, lake life here is truly

    THEADORA VENGRIN Corcoran Country Living

    119 W Hunns Lake Rd, Stanfordville, NY 12581
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