Homes for Sale near Maplebrook School

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  /14

  $2,034,630

  • Land
  • 156.51 Acres
  • $13,000 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

  (845) 493-3228

  0 Perrys Corners Rd Unit KEYM419993, Amenia, NY 12501
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  Explore Maplebrook School

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  /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

  (845) 470-5991

  0 Cascade Mountain Rd Unit 419986, Amenia, NY 12501
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  /40

  $459,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 1,596 Sq Ft

  174 Perrys Corners Rd, Amenia, NY 12501

  Welcome to this charming 1700s era home nestled in the picturesque countryside of Amenia in sought-after Dutchess County. You'll love the original features like hand-hewn wood ceiling beams, the brick fireplace and its chimney which runs through the home, plus old stone work that adds so much character. With 3 bedrooms and 3 bathrooms, this cozy retreat is perfect for entertaining guests, and

  

  Catherine Quintard

  Compass Greater NY, LLC

  (845) 316-0358

  174 Perrys Corners Rd, Amenia, NY 12501
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  /37

  $700,000

  • 4 Beds
  • 1.5 Baths
  • 3,624 Sq Ft

  10 Stagecoach Ln, Amenia, NY 12501

  Charming Old-Style Farmhouse with 4+ Bedrooms on 2.4 Acres. This timeless colonial farmhouse blends historic charm with modern updates, offering 4+ bedrooms and 1.5 baths. A welcoming front porch leads into an inviting entrance hall with hardwood floors. The first floor boasts a formal dining room with original wide-plank pine floors, chandeliers, and crown molding, plus a formal living

  

  Isabel Alves

  RE/MAX Town & Country

  (845) 448-2396

  10 Stagecoach Ln, Amenia, NY 12501
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  /12

  $200,000

  • Land
  • 19.54 Acres
  • $10,235 per Acre

  22 Old State Route, Amenia, NY 12501

  A rare Amenia opportunity — 20 acres of scenic land with sweeping mountain views and full approvals for your future build. Tucked just 90 minutes from the city or an easy ride to the last stop on Metro North, this collection of three contiguous parcels offers flexibility for a dream estate, family compound, or investment.The property includes three separate tax lots: Parcel 1 which is 1.93

  

  Catherine Quintard

  Compass Greater NY, LLC

  (845) 610-0371

  22 Old State Route, Amenia, NY 12501
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  /6

  $2,400,000

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft

  4848 Route 44, Amenia, NY 12501

  102 Acres with Sweeping Hudson Valley & Catskill Views This unique property offers 102 acres of open fields and breathtaking vistas overlooking the Hudson Valley and the Catskill Mountains. At the heart of the land sits a 3-bedroom home along with horse stalls and barns, ready for renovation and new vision. A long driveway brings you up the hill, where the expansive views unfold-perfect for

  

  Shaylene Neumann

  Houlihan Lawrence

  (845) 606-6113

  4848 Route 44, Amenia, NY 12501
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  /7

  $129,000

  • Land
  • 0.78 Acre
  • $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

  (845) 478-8181

  0 Route 343 Unit 20253568, Amenia, NY 12501
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  /9

  $129,000

  • Land
  • 0.78 Acre
  • $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

  (845) 539-1044

  0 Route 343 Unit KEY896113, Amenia, NY 12501
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  /21

  $410,000

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

  51 Depot Hill Rd, Amenia, NY 12501

  Generous space, plenty of room for the growing family or perfect for anyone that works from home. With 3 bedrooms and 2 baths this home has had only 2 owners is in an outstanding location.51 Depot Hill is away from the hustle and bustle but extremely convenient to the Wassaic Train Station, The Harlem Valley Rail Trail and Farm markets and Farm Stands.Millerton, Millbrook and Sharon and

  

  Larry Havens

  Havens Real Estate

  (845) 640-3828

  51 Depot Hill Rd, Amenia, NY 12501
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  /15

  $215,000

  • Land
  • 9.19 Acres
  • $23,395 per Acre

  0 Kent Rd Unit 20252538, Amenia, NY 12592

  Welcome to 9.19 acres of rolling meadow, offering breathtaking vistas of the Eastern Dutchess County countryside. Tucked away from the road, this peaceful and private setting provides the perfect canvas for your dream home.Whether you're envisioning a simple retreat, a working farm, or a lush garden oasis, this land supports a wide range of possibilities.Enjoy easy access to Metro-North,

  

  Larry Havens

  Havens Real Estate

  (845) 442-1853

  0 Kent Rd Unit 20252538, Amenia, NY 12592
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  /11

  $215,000

  • Land
  • 9.19 Acres
  • $23,395 per Acre

  0 Kent Rd Unit KEY882325, Amenia, NY 12592

  9.19 versatile acres with remarkable vistas of the gorgeous Eastern Dutchess County countryside. At the moment you will have the ability to select a site for your dream home on this open rolling open meadow. Offering privacy and set well off the road the ideal homesite welcomes your vision and ingenuity.This parcel is currently being used as a hayfield; however, your horticultural and

  

  Larry Havens

  Havens Real Estate

  (845) 439-2876

  0 Kent Rd Unit KEY882325, Amenia, NY 12592
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  /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 possibility. This peaceful location feels worlds away, yet it's just

  

  Larry Havens

  Havens Real Estate

  (518) 656-0343

  Lot # 5 Smithfield Rd, Millerton, NY 12546
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  /8

  $225,000

  • Land
  • 23.89 Acres
  • $9,418 per Acre

  710 Smithfield Rd, Millerton, NY 12546

  Expansive 23.89 Parcel in Millerton, NY! Prime Location with Endless Potential. Discover a rare opportunity to own 23.89 acres of raw, wooded land nestled in the scenic hills of Millerton, NY. This private and peaceful property offers a true escape with a mix of mature trees, rolling terrain, and the potential for a long-range view from the upper elevations. Perfect for building your dream home,

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  (518) 667-9706

  710 Smithfield Rd, Millerton, NY 12546
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  /11

  $155,000

  • Land
  • 6.34 Acres
  • $24,448 per Acre

  Lot 4 Westerly Ridge Dr, Amenia, NY 12501

  A coveted location near the CT border. This open and rolling 6.34 acres offers bright skies by day and clear dark skies at night that are ideal for stargazing. The firefly spectacle is about to commence at the end of June. This wildlife habitat welcomes your new home that will enjoy the benefits of a brief driveway, nearby utilities, (cost saving) stunning vistas, some wetlands and meadow that

  

  Larry Havens

  Havens Real Estate

  (845) 593-8511

  Lot 4 Westerly Ridge Dr, Amenia, NY 12501
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  /14

  $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 that is in the process of being renewed requires no fill.The Westerly Ridge Homeowners Association maintains the private road and keeps an eye on ensuring the integrity of values

  

  Larry Havens

  Havens Real Estate

  (845) 957-7485

  2 Westerly Ridge Dr, Amenia, NY 12501
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  /26

  $2,513,600

  • Land
  • 206.14 Acres
  • $12,194 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.

  

  Larry Havens

  Havens Real Estate

  (845) 460-1037

  0 Cascade Mt Perrys Corners Rd Unit KEYH6310518, Amenia, NY 12501
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  /32

  $1,975,000

  • 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
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  /40

  $2,195,000

  • 3 Beds
  • 2.5 Baths
  • 2,840 Sq Ft

  15 Herrick Rd, Sharon, CT 06069

  Contemporary elegance on one of Sharon's most prestigious addresses. A classic pea stone driveway leads to this newly renovated and glamorous 3 BDR/3+ Bath country home in a stunning natural setting with interiors designed by the NY-based firm Majordomo Lifestyle Architecture. Sleek sophistication abounds with gracious vaulted ceilings in the living room, anchored by a striking stone fireplace.

  Diana Bisselle William Pitt Sotheby's Int'l

  15 Herrick Rd, Sharon, CT 06069
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  /40

  $3,375,000

  • 4 Beds
  • 4.5 Baths
  • 5,287 Sq Ft

  34 Knibloe Hill Rd, Sharon, CT 06069

  Sharon Home + 2-BR Guest House on 60+ Acres - Set on 60 pristine acres in the Litchfield Hills, this 2020 modern masterpiece commands spectacular far-reaching views across serene farmland and natural woodlands. Private walking trails weave through the property, creating an enduring retreat in one of Northwest Connecticut's most prestigious locations. Expansive windows forge a seamless connection

  Elyse Morris Elyse Harney Real Estate

  34 Knibloe Hill Rd, Sharon, CT 06069
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  /17

  $1,600,000

  • 9 Beds
  • 5 Baths
  • 2,560 Sq Ft

  12-19 Goose Pond Ln, Amenia, NY 12501

  Discover a rare opportunity to own a remarkable 127-acre residential farm that straddles the charming towns of NorthEast and Amenia in New York's picturesque Hudson Valley. This income-generating property features five fully rentedresidential properties, a large, historic dairy barn, and leased farm fields, offering a unique blend of agricultural productivity and residential investment

  John Panzer Elyse Harney Real Estate

  12-19 Goose Pond Ln, Amenia, NY 12501
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  /7

  $2,400,000

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft

  4848 Route 44 None, Amenia, NY 12501

  This unique property offers 102 acres of open fields and breathtaking vistas overlooking the Hudson Valley and the Catskill Mountains. At the heart of the land sits a 3-bedroom home along with horse stalls and barns, ready for renovation and new vision.A long driveway brings you up the hill, where the expansive views unfold—perfect for creating a country retreat, equestrian estate, or

  Bill Flood Houlihan Lawrence, Inc.

  4848 Route 44 None, Amenia, NY 12501
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  /34

  $1,162,500

  • 4 Beds
  • 3.5 Baths
  • 4,108 Sq Ft

  28 Oak Hill Rd, Amenia, NY 12501

  Charming Farmhouse Retreat in Amenia, New YorkAt first glance, this well-maintained farmhouse may seem modest—but step inside and discover a home that truly rewards the discerning look. Boasting an exceptional, flowing floor plan, this residence is filled with natural light from dawn until dusk, creating an inviting and serene atmosphere.The gourmet kitchen is a chef’s delight,

  Arleen Shepley Elyse Harney Real Estate

  28 Oak Hill Rd, Amenia, NY 12501
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  /36

  $1,450,000

  • 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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  /33

  $1,300,000

  • 6 Beds
  • 3.5 Baths
  • 5,526 Sq Ft

  12 W Mountain Rd, Sharon, CT 06069

  Fabulous modern country home designed with classic sensibilities and touches of artistic license. The property is alluringly welcoming yet the home is furtively reserved. Trimmed in stone walls and under a 5 acre canopy of dappled shade and sunshine, the grounds and flora have 30 years of maturity. Formal details adorn with large trim, sweeping porches and classic columns. Anything but stuffy

  Chris Garrity Bain Real Estate

  12 W Mountain Rd, Sharon, CT 06069
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  /21

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,066 Sq Ft

  10 Flood Dr, Amenia, NY 12501

  Welcome to 10 Flood Drive — a charming and move-in ready home located in the heart of Amenia, NY. Nestled on a quiet residential street, this property offers the perfect blend of country living and small-town convenience.This well-maintained 3 bedroom 2 bathroom, home features an electric fireplace, a bright eat-in kitchen, and comfortable bedrooms with ample closet space, partially

  Wendy Rodriguez eXp Realty

  10 Flood Dr, Amenia, NY 12501
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  /22

  $429,000

  • 3 Beds
  • 1.5 Baths
  • 1,848 Sq Ft

  39 Prospect Ave, Amenia, NY 12501

  This classic Colonial home, extensively upgraded and maintained, presents an ideal blend of traditional charm and modern comfort in Amenia, NY. The thoughtfully expanded floor plan includes a spacious bonus room added in 2005, creating versatile living space for today’s lifestyle needs.The welcoming interior flows from an enclosed porch to a living room anchored by a wood-burning

  Liza Reiss Elyse Harney Real Estate

  39 Prospect Ave, Amenia, NY 12501
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  /50

  $450,000

  • 5 Beds
  • 3 Baths
  • 2,546 Sq Ft

  352 Old Route 22, Wassaic, NY 12592

  Welcome home! Beautiful and spacious 2-family duplex, perfect for investors, multi-generational living, or anyone seeking a home with rental income potential. With almost a full acre of land, giving you plenty of space toenjoy both inside and out.The main unit offers 4 spacious bedrooms and 2 full bathrooms, featuring a cozy wood-burning fireplace in the living room—ideal for

  Ernest Smajlaj RE/MAX Town & Country

  352 Old Route 22, Wassaic, NY 12592
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  /14

  $450,000

  • 1,920 Sq Ft

  18 Furnace Bank Rd Unit 2, Wassaic, NY 12592

  Discover the charm and versatility of this LEGAL 2-FAMILY home, designed for modern living with timeless appeal. Both units are bright and spacious, showcasing beautiful white cabinets, stylish gray laminate flooring, and updated kitchens and baths with contemporary finishes. The interiors are light-filled and inviting, creating a warm atmosphere that perfectly complements the serene views of the

  Rosa Santiago Weichert Realtors

  18 Furnace Bank Rd Unit 2, Wassaic, NY 12592
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  /37

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 1,592 Sq Ft

  34 Jackson Hill Rd, Sharon, CT 06069

  Experience the convenience of playing golf at home on your .083 acre of land with views of the Connecticut and New York mountain ranges, surrounded by apple trees and away from city life. This ranch-style home features on the main floor: three bedrooms including a primary bedroom with full bathroom, powder room, laundry room, built-in 2-car garage, kitchen with designer 42-inch white cabinetry,

  Paul Fajardo eXp Realty

  34 Jackson Hill Rd, Sharon, CT 06069
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  /18

  $299,000

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft

  42 Bartram Rd, Sharon, CT 06069

  Introducing Bea's Lakeside: A lake escape that feels like pure retreat without stretching your budget and only two hours to NYC. This single level cottage is as sweet as they come: compact, charming, and completely turnkey. Renovated in 2021, it's ready for you to arrive with nothing more than your weekend bag. Close proximity to the lake provides views of Mudge Pond from several rooms in the

  Lenore Mallett William Pitt Sotheby's Int'l

  42 Bartram Rd, Sharon, CT 06069
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  /5

  $250,000

  31 Old Route 22, Wassaic, NY 12592

  This two-family home offers both flexibility and steady potential—ideal for investors or owner-occupants. Whether you’re looking to move in and enjoy the setting or rent out both units, the choice is yours. Conveniently located near transportation, shops, and daily amenities, the home offers a peaceful and private setting.Both units are currently rented. The upstairs unit rents for

  Crystal Colombo Compass Greater NY, LLC

  31 Old Route 22, Wassaic, NY 12592
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  /15

  $345,000

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft

  4 Upper Main St Unit 3, Sharon, CT 06069

  Sharon, CT 2-Bedroom Condo Fabulous opportunity as a rental-income property or a terrifically comfortable full or part-time home. This very attractive ground-floor 2-Bedroom Condominium offers a large Living Room with wood-burning fireplace, a wall of bookshelves, and a wall of windows and door to the Screened-in Porch. The Kitchen has sliders to the Front Terrace and an over-sized Pantry with

  Juliet Moore Elyse Harney Real Estate

  4 Upper Main St Unit 3, Sharon, CT 06069
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  /46

  $675,000

  • 3 Beds
  • 3 Baths
  • 2,022 Sq Ft

  5251 Route 44, Amenia, NY 12501

  The TRIFECTA, a rare offering that unites a contemporary three-story residence, a private inground pool, and a remarkable 3,500 SF steel barn privately sited at the back of the property. Set on 3.37 acres along Route 44, just minutes from the heart of Amenia, this property blends lifestyle and business potential in one extraordinary package. The property's centerpiece is the most incredible steel

  Brian McGrath McGrath Realty Inc

  5251 Route 44, Amenia, NY 12501
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  /15

  $419,000

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  5 Red Cedar Ln, Millerton, NY 12546

  Discover your dream move-in ready ranch-style home in the scenic Town of North East, NY, featuring one-level living in a light and bright 3-bedroom, 2-bath layout on a spacious 1.25-acre lot in the desirable Indian Lake Estates community. This turnkey home boasts a sprawling eat-in kitchen, sunlit living room, and a private primary suite with ensuite bath, plus two additional bedrooms serviced by

  Arleen Shepley Elyse Harney Real Estate

  5 Red Cedar Ln, Millerton, NY 12546
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  /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
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  /24

  $720,000

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  190 Cornwall Bridge Rd, Sharon, CT 06069

  Set high on 2 private acres with views of the surrounding countryside, this beautifully sited home offers the perfect blend of seclusion and convenience-just minutes from the village of Sharon. This 3-bedroom, 2.5-bath Residence features a spacious open-concept layout that seamlessly connects the kitchen, living room, and dining area-perfect for everyday living and entertaining. A flexible family

  Evan Cooper Elyse Harney Real Estate

  190 Cornwall Bridge Rd, Sharon, CT 06069
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  /22

  $499,000

  • 4 Beds
  • 4 Baths
  • 1,680 Sq Ft

  39 Hospital Hill Rd, Sharon, CT 06069

  Wonderful opportunity to purchase an investment property in the desirable town of Sharon, CT. Side-by-side duplex located right in the heart of town within easy walking distance to shops, restaurants, library, medical facilities, and summer music on the town green. Each unit consists of two bedroom, one and a half baths, updated appliances, a washer and dryer in the basement, and new floors in

  Amy Longley William Pitt Sotheby's Int'l

  39 Hospital Hill Rd, Sharon, CT 06069
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  /50

  $11,750,000

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

  Unlisted Address

  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

  Unlisted Address
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  /15

  $369,000

  • 4 Beds
  • 3 Baths
  • 1,560 Sq Ft

  75 Midway Ave, Amenia, NY 12501

  SUBSTANTIAL PRICE IMPROVEMENT!! Welcome to a peaceful country retreat in the heart of Amenia, NY. This spacious 4 bedroom, 3 full bath ranch home offers the perfect blend of comfort & privacy nestled in a quiet, rural neighborhood. Enter to a natural light filled LR/DR area with a cozy fireplace, and hardwood floors throughout most of the house. Kitchen is small & in need of updating, but there

  Karen Grimaldi William Pitt Sotheby's Int'l

  75 Midway Ave, Amenia, NY 12501
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  /27

  $398,000

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft

  3343 Route 343, Amenia, NY 12501

  New septic installed August 2025! - Pristine and thoughtfully renovated, this 3-bedroom, 2-bath colonial home sits in the heart of downtown Amenia, NY—offering walkability to shops, restaurants, and everyday conveniences and it is also zoned for mixed-use. Enjoy the spacious side and back yards, perfect for relaxing or entertaining outdoors.Inside, the home features hardwood floors, a

  Liza Reiss Elyse Harney Real Estate

  3343 Route 343, Amenia, NY 12501

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