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Homes for Sale near Maplebrook School

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  • /3

    $129,900

    • 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

    (518) 750-6268

    0 Silver Mountain Rd Unit KEY968200, North East, NY 12546
  • /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
  • /32

    $1,925,000

    • 3 Beds
    • 2.5 Baths
    • 2,728 Sq Ft

    30 Knibloe Hill Rd, Sharon, CT 06069

    Renovated Sharon Farmhouse with Brook Views | Knibloe Hill Road, CT - This newly renovated farmhouse graces one of Litchfield County's most coveted addresses, overlooking a peaceful babbling brook in Sharon, Connecticut. The thoughtfully reimagined residence combines classic charm with contemporary refinements throughout its light-filled spaces. A welcoming front porch leads to an elegant

    William Melnick Elyse Harney Real Estate

    30 Knibloe Hill Rd, Sharon, CT 06069
  • /31

    $3,995,000

    • 6 Beds
    • 5.5 Baths
    • 6,121 Sq Ft

    79 Hilltop Rd, Sharon, CT 06069

    1880's perfection, a true rare find in the heart of Sharon, CT. Magnificent seven bedroom, 5.5 bath estate, beautifully preserved and situated on a sprawling 4-acre lot with a pool. Large eat-in kitchen with massive center island. Screen porch overlooking the pool with beautiful hilltop views. 79 Hilltop masterfully combines historic charm with modern luxury, offering you the best of both worlds.

    Carolyn Morrison William Pitt Sotheby's Int'l

    79 Hilltop Rd, Sharon, CT 06069
  • /36

    $609,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 2,061 Sq Ft

    39 N Main St, Sharon, CT 06069

    Step into effortless New England living with this beautifully maintained 4-bedroom, 2-full bath Cape, perfectly positioned on Sharon's iconic Main Street. Combining classic architectural charm with modern upgrades, this home offers the ideal blend of convenience and comfort. The recently renovated basement is a true standout, featuring a dedicated private office for your "work-from-home" needs

    Roxanne Belter William Pitt Sotheby's Int'l

    39 N Main St, Sharon, CT 06069
  • /35

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,502 Sq Ft

    92 Amenia Rd, Sharon, CT 06069

    PRICE ADJUSTMENT $75K! MOTIVATED SELLER! Absolutely turn-key, this beautifully updated home blends old world charm with modern day convenience, featuring the most gorgeous wide-plank hardwood floors and a bright, move-in-ready feel throughout! A large welcoming entryway leads into an expansive main-level living room with cathedral ceilings, new flooring, abundant natural light and fireplace with

    Laura Testa Kiwi Homes

    92 Amenia Rd, Sharon, CT 06069
  • /26

    $2,379,000

    • 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

    $7,500,000

    • 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
  • /50

    $11,750,000

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

    147 Moadock Rd, Millerton, NY 12546

    Exquisite Shekomeko Estate with Panoramic Catskill Mountain views. Nestled on 50 private acres in the heart of the Hudson Valley, this country estate offers timeless sophistication, refined comfort, and breathtaking views of the Catskills. Designed by architect Jimmy Crisp and completed in 2004, the residence spans over 9,684 finished square feet of thoughtfully curated living space. A tree-lined

    PAULA REDMOND Corcoran Country Living

    147 Moadock Rd, Millerton, NY 12546
  • /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
  • /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

    • 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
  • /33

    $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
  • /27

    $499,000

    • 5 Beds
    • 2 Baths
    • 2,328 Sq Ft

    5627 Route 22, Millerton, NY 12546

    This five bedroom C. 1890 colonial farmhouse is conveniently located between Amenia and Millerton, NY in the heart of the Hudson Valley flanked surrounded by open farmland offering spectacular views, privacy and beauty. The sun filled house has exquisite, original wide board floors throughout. New updated kitchen with new counter tops and stainless-steel appliances. The formal dining room and

    Janet Myer Houlihan Lawrence Inc.

    5627 Route 22, Millerton, NY 12546
  • /34

    $5,500,000

    • 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

    • 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
  • /19

    $139,000

    • 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

    $2,500,000

    • 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 vintage 1780 Salt Box with an ADU (Accessory Dwelling Unit) Second house/Barn is approximately 2,000 sq. ft.(commercial, electric for barn) sits high on 3.9 private acres in a peaceful quiet area just a few minutes from the Wassaic train station which is the last stop on the Metro-North Harlem Line & two hours to Grand Central Terminal. The property abuts the rail trail and is 5 miles from

    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
  • /3

    $795,000

    • 4 Beds
    • 1 Bath
    • 2,246 Sq Ft

    60 Millerton Rd, Sharon, CT 06069

    Nestled along a quiet country road in the charming town of Sharon, this circa 1848 home offers a rare chance to restore a piece of New England history. Rich with character and original detail, the 4-bedroom, 1-bath residence sits on a classic stone foundation and invites a thoughtful revival to bring it back to its full potential. The home retains its historic footprint, with a layout that speaks

    John Panzer Elyse Harney Real Estate

    60 Millerton 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

    $420,000

    • 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
  • /11

    $199,000

    • 3 Beds
    • 1.5 Baths
    • 1,866 Sq Ft

    64 Depot Hill Rd, Amenia, NY 12501

    Multiple Offers The seller has request highest and best offers by 2:00 PM Friday May 8, 2026.Septic pumped July 2021. 1000 gallons.Thank you Larry Perched on Depot Hill Road with commanding views and radiant sunsets, this Amenia property is brimming with potential. The flexible layout allows for a variety of living arrangements, but the home is in need of a complete overhaul. A full

    Larry Havens Havens Real Estate

    64 Depot Hill Rd, Amenia, NY 12501
  • /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

    $70,000

    • Land
    • 24,829 Sq Ft
    • $122,807 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

    $895,000

    • Land
    • 27.01 Acres
    • $33,136 per Acre

    108 Westerly Ridge Dr, Amenia, NY 12501

    Perched at the very top of Westerly Ridge in Amenia, and surrounded by forever protected land under DLC conservation easement, lies the most exceptional building opportunity. There are panoramic 270-degree views, far and wide down the Oblong Valley to the south, across the Amenia hills to the west, and up into Sharon to the east, offering distant and varied views of the surrounding beauty. Ready

    Dan Kessler Compass Greater NY, LLC

    108 Westerly Ridge Dr, 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
  • /27

    $899,000

    • 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

    $535,000

    • 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

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    54 Midway Ave, Amenia, NY 12501

    Motivated sellers! True move-in condition. Nicely updated 3 bedroom/2 bath home with a lovely front porch. Both the front and rear entrances feature a mudroom 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 used as flex space.

    Melinda Torres eXp Realty

    54 Midway Ave, Amenia, NY 12501
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