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Homes for Sale near Maplebrook School

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  • /3

    $129,900

    $100K PRICE DROP
    • Land
    • 5.02 Acres
    • $25,876 per Acre

    0 Silver Mountain Rd Unit KEY968200, North East, NY 12546

    Nestled in a peaceful setting that blends perfectly with nature, this site is ready for you to build your dream home. Overlooking a gentle stream and woodlands, it offers the beauty of nature right at your doorstep. Original list price is $129,900 - initially entered as $229,900 in error. There's been no price reduction)

    Agent Photo

    Brad Rebillard

    DUTCHESS COUNTRY REALTY INC. M

    0 Silver Mountain Rd Unit KEY968200, North East, NY 12546
  • /15

    $235,000

    • 3 Beds
    • 1 Bath
    • 1,608 Sq Ft

    55 Hospital Hill Rd, Sharon, CT 06069

    Opportunity awaits with this completely gutted home located directly across the street from Sharon Hospital. The current owner began renovations but is unable to complete the project, creating a blank canvas for investors, contractors, or buyers looking to customize a property to their exact specifications. Connected to town water and sewer, this property offers tremendous potential for

    Agent Photo

    Wendy Eichman

    Raynard & Peirce Realty,LLC

    55 Hospital Hill Rd, Sharon, CT 06069
  • /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
  • /20

    $579,000

    • 3 Beds
    • 3 Baths
    • 1,467 Sq Ft

    230 Cooper Rd, Millerton, NY 12546

    Fully available: Cooper Road, Town of North East — Tucked serenely along a quiet country lane, this gracefully charming retreat offers the rare gift of true peace. Lovingly maintained for 29 years by its current steward, the home now opens its doors to a new chapter—inviting you to enjoy the care, character, and timeless warmth infused into every corner.Hardwood floors, a wood burning

    Larry Havens Havens Real Estate

    230 Cooper Rd, Millerton, NY 12546
  • /2

    $475,000

    • Land
    • 7.91 Acres
    • $60,051 per Acre

    Lot # 8 McGhee Hill Rd, North East, NY 12546

    Lovely 7.91 acres parcel, located just west of NYS Rte 82, and just south of the bustling Village of Millerton, on McGhee Hill Road. This parcel is an interesting and appealing combination of retired farmland with a wooded section providing privacy and backdrop. Access on McGhee Hill Rd. is only a few hundred yards from Rte. 82, on your left. The entrance is demarcated by new stone pillars; with

    Kevin Battistoni Corcoran Country Living

    Lot # 8 McGhee Hill Rd, North East, NY 12546
  • /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
  • /31

    $6,995,000

    $505K PRICE DROP
    • 9 Beds
    • 8 Baths
    • 12,057 Sq Ft

    138 Amenia Rd, Sharon, CT 06069

    Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original

    Dan Kessler Compass Connecticut, LLC

    138 Amenia Rd, Sharon, CT 06069
  • /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
  • /40

    $785,000

    • 3 Beds
    • 3 Baths
    • 1,404 Sq Ft

    40 Calkinstown Rd, Sharon, CT 06069

    This 3 bedroom,3 full bath home has a 2 car garage. There is a modern kitchen with quartz counter tops. All of the bathrooms have been updated. The septic system has also been updated with a new 4 bedroom tank. There is a private backyard bordering a stream with perennial gardens. Just a short stroll to the Market.

    Jonathan Minerick Homecoin.com

    40 Calkinstown Rd, Sharon, CT 06069
  • /36

    $680,000

    • 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
  • /18

    $8,600,000

    • Land
    • 342.45 Acres
    • $25,113 per Acre

    156 Sharon Station Rd, Amenia, NY 12501

    Set amid rolling fields and protected countryside, Hounds Pond Farm captures the essence of Hudson Valley living. Spanning 342 acres in the scenic Amenia Valley, the land unfolds across open meadows, sweeping vistas, and tranquil views over Round Pond, with the foothills of the Berkshire Mountains rising in the distance.Whether envisioned as a private estate, working farm, or recreational

    Robert Dunlop Havens Real Estate

    156 Sharon Station Rd, Amenia, NY 12501
  • /23

    $599,000

    $66K PRICE DROP
    • 9 Beds
    • 4 Baths
    • 3,952 Sq Ft

    276 Old Route 22, Wassaic, NY 12592

    Whether you’re seeking an investment property, multi-generational living, or the opportunity to live in one unit while generating rental income from the other two, this versatile property is ready to meet your needs. This well-designed triplex features three townhome-style apartments, each offering three bedrooms, a welcoming front porch, a private rear patio, and a one-car attached garage. Every

    Stacey Cronin Houlihan Lawrence Inc.

    276 Old Route 22, Wassaic, NY 12592
  • /32

    $8,900,000

    • 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
  • /17

    $850,000

    • 1 Bed
    • 1 Bath
    • 960 Sq Ft

    660 Sharon Station Rd, Millerton, NY 12546

    Build Your Dream Home in a Spectacular Hudson Valley Setting Set on 9.88 private acres, this remarkable property offers the perfect blend of natural beauty, privacy, and development potential. Hidden among mature trees and accessed by a winding drive, the property opens to a scenic homesite where an existing one-bedroom cottage enjoys expansive views stretching east toward Sharon and west toward

    Arleen Shepley Elyse Harney Real Estate

    660 Sharon Station Rd, Millerton, NY 12546
  • /34

    $5,500,000

    $3M PRICE DROP
    • 7 Beds
    • 5 Baths
    • 6,019 Sq Ft

    20 Smithfield Way, Amenia, NY 12501

    Welcome to Smithfield Farms! Set on 53+ Bucolic acres in the heart of the Hudson Valley, Smithfield Farms is an exquisite estate, offering breathtaking, sweeping western views of the Smithfield Valley and the Catskill mountains. The centerpiece of the estate is a meticulously preserved 1790 Colonial main house with a stately brick exterior and a grand center hall. Inside, you will find four

    OLIVER BROWN Houlihan Lawrence Inc.

    20 Smithfield Way, Amenia, NY 12501
  • /14

    $1,900,000

    $135K PRICE DROP
    • Land
    • 156.51 Acres
    • $12,140 per Acre

    0 Perrys Corners Rd Unit KEYM419993, Amenia, NY 12501

    Indulge in breathtaking privacy, featuring a couple of extraordinary homesites harmoniously integrated into the enchanting landscape of meadows and woodlands. This premium land offering maintains a commitment to organic farming, ensuring a connection to nature. Tucked away from the road, this is an optimal setting for those desiring a distinguished location with ample space for exploration,

    Larry Havens Havens Real Estate

    0 Perrys Corners Rd Unit KEYM419993, Amenia, NY 12501
  • /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
  • /19

    $139,000

    $10K PRICE INCREASE
    • Land
    • 2 Acres
    • $69,500 per Acre

    0 Cornwall Bridge Rd Unit 170559925, Sharon, CT 06069

    Wonderful Opportunity for an affordable 2 Acre Lot in the heart of the Litchfield Hills. Country setting with South Westerly exposure, mature trees and stone setting on a lovely scenic road, conveniently located near the center of Sharon, Ct. close to neighborhood schools, and downtown shopping and restaurants. Use your plans or your own builder when envisioning your dream home. Map/Lot 13/26/1.

    Roberta Green Elyse Harney Real Estate

    0 Cornwall Bridge Rd Unit 170559925, Sharon, CT 06069
  • /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
  • /38

    $975,000

    • 5 Beds
    • 2 Baths
    • 1,960 Sq Ft

    37 Sheffield Rd, Amenia, NY 12501

    This distinctive circa-1780 Saltbox home blends timeless New England character with warm architectural details and exceptional versatility. Set high on 3.9 private acres in a peaceful, quiet setting, this unique property offers a rare combination of historic charm, flexible living space, and convenient access to both country amenities and metropolitan travel. An Ecological Wetlands

    Susan Spivak Houlihan Lawrence Inc.

    37 Sheffield Rd, Amenia, NY 12501
  • /9

    $129,000

    • Land
    • 33,976 Sq Ft
    • $165,385 per Acre

    0 Route 343 Unit KEY896113, Amenia, NY 12501

    Rare opportunity to own vacant land in a Hamlet Mixed Use area. We have a detailed plan for a proposed build that would be 60x 28 and ample parking. The exposure on Route 343 is exceptional.Any building is subject to planning and zoning approval.

    Larry Havens Havens Real Estate

    0 Route 343 Unit KEY896113, Amenia, NY 12501
  • /40

    $299,000

    $36K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft

    91 Amenia Rd, Sharon, CT 06069

    Set on a level parcel within walking distance to the heart of Sharon, this enchanting 1875 antique home blends timeless New England character with inviting, livable comfort. Wrapped in natural wood siding and rich with rustic detail the home welcomes you with a covered front porch an ideal spot for a rocking chair & morning coffee. Inside offers warm authentic spaces highlighted by beautiful

    Laura Testa Kiwi Homes

    91 Amenia Rd, Sharon, CT 06069
  • /17

    $595,000

    • Land
    • 8.78 Acres
    • $67,768 per Acre

    0 Millerton Rd Unit 24160426, Sharon, CT 06069

    Drive through Sharon's scenic pastoral landscape, past the serene waters of Indian Lake, and arrive at a rare 8 acre sanctuary that hasn't been on the open market in over 30 years. This gently sloping lot is the elusive combination you've been searching for: absolute privacy and unbeatable convenience. Anchored by the tranquil banks of Indian Lake Creek, the land naturally curves along the

    Lenore Mallett William Pitt Sotheby's Int'l

    0 Millerton Rd Unit 24160426, Sharon, CT 06069
  • /16

    $399,000

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

    126 Perrys Corners Rd, Amenia, NY 12501

    Offered for the first time ever, this beloved home has been a cherished sanctuary for one family since 1963. Featuring 3 bedrooms and 3 baths, it’s thoughtfully designed to adapt to today’s busy lifestyle. Hardwood floors lie beneath the carpeting, ready to shine. The finished lower-level family room is perfect for an office, music studio, or playroom—your options are endless. This is a

    Larry Havens Havens Real Estate

    126 Perrys Corners Rd, Amenia, NY 12501
  • /23

    $265,000

    • 2 Beds
    • 1 Bath
    • 792 Sq Ft

    22 Luta Heights, Sharon, CT 06069

    Tucked into the hillside, this enchanting 2 bedroom cottage is the perfect wooded sanctuary situated near Mudge Pond. From the moment you step inside, you are enveloped in warmth by the gorgeous wood features that stretch across both the floors and ceilings, showcasing classic New England craftsmanship. The heart of the home is a beautiful open living and dining area centered around a rustic

    Diana Bisselle William Pitt Sotheby's Int'l

    22 Luta Heights, Sharon, CT 06069
  • /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
  • /9

    $65,000

    $5K PRICE DROP
    • Land
    • 24,829 Sq Ft
    • $114,035 per Acre

    5019 Route 22, Amenia, NY 12501

    Located at 5019 Route 22 in the Town of Amenia, this 24,829 sq ft lot offers a great opportunity to build. Previously had a structure that was removed after a 2014 fire, and is now a blank canvas. Enjoy a highly desirable location within walking distance to local shops, dining, and everyday amenities, making it perfect for those seeking a central and accessible setting. Whether you're looking to

    Theresia Schoonmaker Epique Realty

    5019 Route 22, Amenia, NY 12501
  • /16

    $189,000

    • Land
    • 7.91 Acres
    • $23,894 per Acre

    2 Westerly Ridge Dr, Amenia, NY 12501

    Westerly Ridge 7.9 acres with an elevated home site and extraordinary vistas of the rural countryside. The sunsets are magnificent, and the sun rises are invigorating.There is a well already installed and the BOHA has been renewed requires no fill.The Westerly Ridge Homeowners Association maintains the private road and keeps an eye on ensuring the integrity of values established from the

    Larry Havens Havens Real Estate

    2 Westerly Ridge Dr, Amenia, NY 12501
  • /29

    $3,999,000

    • 6 Beds
    • 9 Baths
    • 6,716 Sq Ft

    1 Great Elm Dr, Sharon, CT 06069

    This exceptional residence, one of Sharon's most historic properties, occupies much of the original 1812 Georgian mansion, home to a notable family, including William F. Buckley, Jr., for over a century. The layout is spacious & flexible, offering multiple options for purchase: 1) purchase in its current layout as a spacious, 6-bedroom residence, 2) divide the current 6-bedroom residence into two

    Ann Stettner Neil Charles Real Estate

    1 Great Elm Dr, Sharon, CT 06069
  • /17

    $625,000

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

    142 Gay St, Sharon, CT 06069

    Step inside the newly reborn 142 Gay Street. This village home, held by the same loving family for decades, has undergone a head-to-toe transformation. Forget the hassle of renovations. We're talking new plumbing, new wiring, fresh paint, refinished floors, and sleek new appliances throughout. But while the renovations are cutting-edge, the charm remains. You'll love the cozy layout, complete

    Amy Longley William Pitt Sotheby's Int'l

    142 Gay St, Sharon, CT 06069
  • /27

    $899,000

    $96K PRICE DROP
    • 8 Beds
    • 4 Baths
    • 3,478 Sq Ft

    762 Old Route 22, Amenia, NY 12501

    Whether you're seeking a property with positive cash flow, a multigenerational living setup, or the ability to live on-site while generating rental income, this unique offering delivers exceptional versatility. The property features two separate duplex buildings along with an adjacent lot, providing added privacy and future expansion possibilities. Each duplex consists of two well-appointed

    Stacey Cronin Houlihan Lawrence Inc.

    762 Old Route 22, Amenia, NY 12501
  • /4

    $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
  • /7

    $129,000

    • Land
    • 33,976 Sq Ft
    • $165,385 per Acre

    0 Route 343 Unit 20253568, Amenia, NY 12501

    Hamlet Mixed Use Zoning. The only vacant parcel in that Zone that is available for sale.There is great visibility on Route 343 and this parcel has a well in place.The seller has a sketch plan for a building that also shows parking. This plan has not been approved or filed but simply shows the possibilities.An extraordinary opportunity !

    Larry Havens Havens Real Estate

    0 Route 343 Unit 20253568, Amenia, NY 12501
  • /20

    $525,000

    $10K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    120 Sharon Valley Rd, Sharon, CT 06069

    Well Located 4 Bedroom 1.5 Bath Home. Set Along a Quiet Secondary Rd a Mere 3 Min to the Center of the Village & 15 Min to Metro North Train. Flat, Useable Land. Fully Fenced Rear Yard Easily Accessible from Walk Out Basement. A Hop, Skip or Jump Away from Sharon Playing Fields, Walking Path, Basketball & Tennis Courts.

    Graham Klemm Klemm Real Estate Inc

    120 Sharon Valley Rd, Sharon, CT 06069
  • /25

    $360,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    54 Midway Ave, Amenia, NY 12501

    Motivated sellers! Move-in condition. Nicely updated 3 bedroom/2 bath home with a lovely front porch featuring Trex flooring. Both the front and rear entrances feature a mudroom area with plenty of storage for coats, shoes, etc. Washer/dryer on first floor, along with a full bath featuring a shower. Cozy living room with a pellet stove. Eat-in kitchen/dining area. First floor bedroom can also be

    Melinda Torres eXp Realty

    54 Midway Ave, Amenia, NY 12501
  • /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
  • /43

    $595,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 2.5 Baths
    • 1,533 Sq Ft

    15 Horseshoe Ln, Millerton, NY 12546

    Welcome to 15 Horseshoe Lane, where every day feels like a vacation. Tucked away on over two beautifully landscaped acres in the highly sought-after Indian Lake community on the New York/Connecticut border, this meticulously maintained 4-bedroom, 2-bath raised ranch offers the perfect blend of privacy, comfort, and year-round recreation. From the moment you arrive, you'll appreciate the home's

    Ronald Green KW MidHudson

    15 Horseshoe Ln, Millerton, NY 12546
  • /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

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