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Litchfield County CT Homes under $500,000

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  • /25

    $482,000

    $43K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,580 Sq Ft

    618 Beach St, Goshen, CT 06756

    Welcome to this beautifully remodeled Cape-style home offering the perfect mix of comfort, style, and space. Featuring 4 bedrooms and 2 full bathrooms, this home has been thoughtfully updated with brand-new hardwood floors throughout, creating a warm and inviting atmosphere. The main level features 3 spacious bedrooms, while the finished attic adds a 4th bedroom-perfect for a guest suite, home

    Agent Photo

    Maria Prussin

    YellowBrick Real Estate LLC

    (860) 854-3464

    618 Beach St, Goshen, CT 06756
  • /38

    $425,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft

    89 Route 7 S, Falls Village, CT 06031

    Beautifully maintained home sits above the road with nicely landscaped, private yard, paved driveway and two car garage with an additional car port. Currently set up with an Eat-in Kitchen, Living Room (this could also be used as a formal dining room), Full Bath, Office & Den (could be a dining room or living room) on the first floor. Upstairs are three generously sized bedrooms and another full

    Agent Photo

    Wendy Eichman

    Raynard & Peirce Realty,LLC

    (860) 530-2734

    89 Route 7 S, Falls Village, CT 06031
  • /28

    $439,900

    Open Sun 1PM - 3PM Coming Soon
    • 3 Beds
    • 3 Baths
    • 2,032 Sq Ft

    78 Shaw Farm Rd, Oakville, CT 06779

    Beautifully updated and tastefully decorated, move-in-ready 3 bedroom, 3 full-bath Raised Ranch offering comfort, style, and versatility! Spacious living room features a vaulted ceiling, bow window, and gleaming hardwood floors throughout. Updated kitchen with breakfast bar opens perfectly for everyday living and entertaining. Enjoy central air, ceiling fans, and thoughtfully updated baths.

    Agent Photo

    Dawn Cabral

    West View Properties, LLC

    (860) 846-4232

    78 Shaw Farm Rd, Oakville, CT 06779
  • /15

    $459,000

    • 3 Beds
    • 2 Baths
    • 1,069 Sq Ft

    36 Maple Dr, New Milford, CT 06776

    Enjoy lake life in this wooded retreat just steps from the water. Directly down the hill and across the street, you'll find two beach access areas. One is a private homeowners association beach with lake access for relaxing, swimming, and boating - easily walkable or accessible by car. The second is Lynn Deming Town Park, offering additional beach access, playgrounds, and scenic hiking trails.

    Agent Photo

    Ken Burton

    Coldwell Banker Realty

    (860) 809-4824

    36 Maple Dr, New Milford, CT 06776
  • /3

    $499,999

    Open Sun 12PM - 2PM Coming Soon
    • 5 Beds
    • 4 Baths
    • 2,831 Sq Ft

    289 Pineridge Rd, Torrington, CT 06790

    Welcome to this renovated home in Torrington, CT! This move-in ready property has been renovated from top to bottom. Step inside to discover a bright and inviting layout featuring updated flooring, a new kitchen with modern finishes, renovated bathrooms, and fresh paint throughout. The home also offers 5 spacious bedrooms and 4 bathrooms, updated mechanicals and solar panels for added energy

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    Arlinda Gesner

    Arlinda Gesner Realty LLC

    (860) 854-7526

    289 Pineridge Rd, Torrington, CT 06790
  • /20

    $499,990

    • 6 Beds
    • 3 Baths
    • 2,616 Sq Ft

    254 Davis St, Oakville, CT 06779

    Calling all investors and owner-occupants! This well-maintained 3-family property in the heart of Oakville offers immediate cash flow with two long-term tenants already in place paying solid rents, plus a newly renovated lower-level unit ready for an owner-occupant or new tenant. The lower-level apartment features 1 bedroom and 1 full bathroom and has been tastefully updated, making it an ideal

    Agent Photo

    Arian Hoxha

    Serhant Connecticut, LLC

    (860) 736-3158

    254 Davis St, Oakville, CT 06779
  • /19

    $450,000

    • Land
    • 19.01 Acres
    • $23,672 per Acre

    50 Popple Swamp Rd, Cornwall, CT 06754

    Tucked away off a peaceful country road in the charming hamlet of Cornwall Bridge, Connecticut, this secluded 19-acre parcel offers a rare opportunity to create a private haven in one of Litchfield County's most unspoiled corners. Gently wooded with 100-year-old pine trees and rich with natural character, the land provides the perfect canvas for your dream home-whether it's a custom-designed

    Agent Photo

    DeWayne A. Powell

    William Pitt Sotheby's Int'l

    (860) 831-4642

    50 Popple Swamp Rd, Cornwall, CT 06754
  • /39

    $499,000

    $11K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,179 Sq Ft

    10 Fieldstone Ln, New Milford, CT 06776

    Welcome to 10 Fieldstone Ln in the Merryall section of New Milford. This three-bedroom raised ranch sits nicely on .58 acres at the end of a quiet cul-de-sac. Enjoy over 2,100 SqFt, three full bathrooms, central air on the main level, and a two-car garage. Hardwood throughout the main level. Additional family room on the lower level. The well pump was replaced in 2023 and the pressure tank was

    Agent Photo

    Chris LaCava

    Coldwell Banker Realty

    (860) 431-2214

    10 Fieldstone Ln, New Milford, CT 06776
  • /38

    $499,900

    Open Sun 1PM - 3PM Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 2,496 Sq Ft

    541 Middlebury Rd, Watertown, CT 06795

    Spacious 4-bedroom, 3.5-bath Colonial set on 1.04 acres in a desirable Middlebury Road location, close to Taft School with easy access to town, shopping, and local amenities. This inviting home offers a gorgeous eat-in kitchen, a formal dining room, and a warm living room with a masonry fireplace. Features include hardwood floors throughout, crown molding, French doors, and generous living space.

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    Dawn Cabral

    West View Properties, LLC

    (860) 743-1380

    541 Middlebury Rd, Watertown, CT 06795
  • /37

    $449,000

    $101K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 5,016 Sq Ft

    55 Walnut St, Winsted, CT 06098

    Timeless Victorian with Endless Possibilities.Step into a piece of history with this stunning Victorian property, a landmark in the community and home to The Maloney Funeral Home since the early 1900's. Nestled in the TCR Zone, this versatile building offers a wealth of potential. The TCR Zone allows for accessory residential uses, community centers, family day care homes, single-family

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    David Sartirana

    Northwest CT Realty

    (860) 390-5071

    55 Walnut St, Winsted, CT 06098
  • /33

    $494,000

    • 3 Beds
    • 2.5 Baths
    • 1,704 Sq Ft

    38 Mountain Rd, Woodbury, CT 06798

    Welcome to 38 Mountain Road, a perfect blend of functional living space and privacy while still offering a close proximity to town. Upon entering you are greeted with a warm and welcoming living room. This space flows into the dining room which is right next to the remodeled kitchen making dinner hosting a breeze! The kitchen offers a view of your private back yard from the window and beautiful

    Agent Photo

    Tami Hoxhallari

    Lotus Realty Group, LLC.

    (475) 270-1437

    38 Mountain Rd, Woodbury, CT 06798
  • /14

    $465,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    123 Woodland Dr, Harwinton, CT 06791

    Welcome to this beautifully renovated 3-bedroom, 2-bath ranch set on a spacious and usable lot in desirable Harwinton. This move-in ready home combines modern updates with comfortable one-level living and exceptional bonus space both inside and out. The stunning kitchen features quartz countertops, stainless steel appliances, and stylish finishes that flow seamlessly into the bright and inviting

    Katie O'Neil Tier 1 Real Estate

    123 Woodland Dr, Harwinton, CT 06791
  • /30

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,614 Sq Ft

    137 Davenport Rd, Roxbury, CT 06783

    INCREDIBLE OPPORTUNITY TO OWN IN THE PAINTER HILL RD AREA OF ROXBURY! This 1,600 sq ft, 3-bedroom, 2-bathroom Ranch home with a 2-car garage sits on a sun-filled, gently sloping lot with tremendous potential for the new Homeowner. The home features a new roof, furnace, water heater and bilco doors giving you a solid foundation to make it your own. The septic was last pumped September 2025, and

    Lisa Provino The Provino Group LLC

    137 Davenport Rd, Roxbury, CT 06783
  • /23

    $495,000

    $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,074 Sq Ft

    392 Hillside Ave, Torrington, CT 06790

    Very First Time Offered For Sale! Original Family Home "Hand Crafted" from the Ground Up by Professional Mason Contractor. Rock Solid 73-Year-Old Unique Cape-Style Residence Radiates European Charm & Character, along with Modern Energy-Efficient Updates. Every Room has a Special Meaning of Warmth & Love for Relaxed Living. From the Brick Paver Driveway to the 1.2 Acre Professionally Landscaped

    chris marino Cohen Agency

    392 Hillside Ave, Torrington, CT 06790
  • /11

    $475,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,417 Sq Ft

    646 Torringford St, Torrington, CT 06790

    To Be Built! Customize this beautiful 3-bedroom, 2 bath Hi-Ranch style home or bring your own plans to use! This home features eat-in kitchen, dining room, and spacious living room with gas fireplace. Stylish vinyl flooring and a large deck make it ideal for everyday living and entertaining. Two-car garage with shared driveway. Private yet convenient to everything. Buyers may select custom

    Tony Goia The Washington Agency

    646 Torringford St, Torrington, CT 06790
  • /20

    $499,900

    • 5 Beds
    • 1.5 Baths
    • 1,489 Sq Ft

    9 Wampum Dr, New Milford, CT 06776

    Tucked into a quiet, sought-after neighborhood, this charming 5 Bedroom raised ranch offers 2,497 Total square feet of living space on a beautifully manicured lot. With 5 bedrooms , this home strikes the perfect balance between comfort and practicality. Step inside to discover gleaming hardwood floors, generous natural light, and a layout that flows effortlessly from room to room. The spacious

    Rick Pinto Pinto Real Estate Group LLC

    9 Wampum Dr, New Milford, CT 06776
  • /8

    $475,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,765 Sq Ft

    229 Wimbledon Gate N, Torrington, CT 06790

    Newly built colonial expected to be completed by September of 2026. Plans available.

    Michelle Grant Coldwell Banker Premier Real Estate

    229 Wimbledon Gate N, Torrington, CT 06790
  • /35

    $469,900

    • 4 Beds
    • 1 Bath
    • 1,691 Sq Ft

    5 Sylvan Ave, Terryville, CT 06786

    Timeless brick home offering classic charm and generous living space throughout. The spacious formal living room features a cozy fireplace and beautiful hardwood floors, creating a warm and inviting atmosphere. A second fireplace in the family room provides additional comfort and flexibility for everyday living and entertaining. The large formal kitchen is thoughtfully designed with stainless

    JIM HUDGENS William Raveis Real Estate

    5 Sylvan Ave, Terryville, CT 06786
  • /20

    $459,000

    • 3 Beds
    • 2 Baths
    • 2,084 Sq Ft

    5 Connelly Rd, New Milford, CT 06776

    Oversized raised ranch on a private one acre lot in quiet location. Some nice updates and a super open layout. Bright kitchen with stainless appliances. Living room with brick fireplace. Easy maintenance laminate floors throughout. 3 bedrooms upstairs all with ceiling fans. Potential for 2 more bedrooms or an in-law apartment in the lower level. Lots of storage. Oil heat. Lots of parking. Great

    Joe Chemero Coldwell Banker Realty

    5 Connelly Rd, New Milford, CT 06776
  • /9

    $469,900

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,768 Sq Ft

    9 Loomis St, Winsted, CT 06098

    Spacious 3 to 4 Bedroom Colonial Style Home on a 0.35 Acre Lot, plus located on a No Through Street. Beautifully Remodeled from "TOP TO BOTTOM" for Energy Efficient Living. Redesigned Country Style Kitchen offers Ample Cabinetry and includes New Oven/Range, Microwave, Refrigerator & Dishwasher.. 27' x 12' Living/Dining Combo with Bay/Bow Window that takes in Natural Light on those Sunny Days!

    Marshall Cohen Cohen Agency

    9 Loomis St, Winsted, CT 06098
  • /6

    $430,000

    • Land
    • 1.85 Acres
    • $232,432 per Acre

    31 June Rd, Washington, CT 06777

    Direct waterfront parcel on Lake Waramaug in New Preston. This 1.85-acre lot features approximately 500 feet of shoreline with westerly views, dock rights, and the potential for a private lakeside home. The sloped terrain offers elevation for expansive views, with mature trees and natural stone outcroppings creating a wooded setting. One of the few remaining buildable parcels on the lake. Site

    Jonathan Cape William Pitt Sotheby's Int'l

    31 June Rd, Washington, CT 06777
  • /36

    $425,000

    • Land
    • 27,878 Sq Ft
    • $664,062 per Acre

    0 Candlewood Shore, New Milford, CT 06776

    This exceptional property offers a beautiful blend of level and gently sloping terrain, perfect for designing and building your dream home in a picturesque and highly desirable setting! Perfectly positioned across from Candlewood Lake, the lot captures stunning, year-round water views without the premium of direct waterfront taxes. Enjoy the full lake lifestyle just steps away, with access to a

    Diana Newbert William Raveis Real Estate

    0 Candlewood Shore, New Milford, CT 06776
  • /39

    $474,900

    • 9 Beds
    • 3 Baths
    • 2,666 Sq Ft

    264 S Main St, Torrington, CT 06790

    Investors take notice! Incredible opportunity to live in one unit and offset your mortgage with rental income from the second! This spacious 9-bedroom multi-family home offers numerous updates, including a newly paved driveway with parking for 6+ cars, updated windows, and hardwood floors throughout. The first unit features 3 bedrooms, 1 full bath, an eat-in kitchen, and a comfortable living

    MARCO MONROY The Washington Agency

    264 S Main St, Torrington, CT 06790
  • /7

    $400,000

    • Land
    • 7.14 Acres
    • $56,022 per Acre

    11 Old Paddock Ln, Kent, CT 06757

    Private 7.14 acres of beautiful scenic land, located on quiet country rd in the South Kent area, this magnificent lot offers a level site set among a mature forest and stonewalls. Located minutes from Kent Center, New Preston, and Lake Waramoug.

    Jency Rojas William Raveis Real Estate

    11 Old Paddock Ln, Kent, CT 06757
  • /32

    $450,000

    $75K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,502 Sq Ft

    92 Amenia Rd, Sharon, CT 06069

    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 new wood stove insert. A gorgeous custom

    Laura Testa Kiwi Homes

    92 Amenia Rd, Sharon, CT 06069
  • /4

    $495,000

    • Land
    • 10.97 Acres
    • $45,123 per Acre

    215 Melius Rd, Warren, CT 06754

    10+ acres with 2 large hay fields and long eastern views. Driveway approved and health dept approval for 5 bedroom house. Final septic design required. Seller is one of areas finest builders to work with partner architectural firm for possible design/build scenario. Fabulous land, possible to buy contiguous lot(s) with 2 additional hay fields or large forest tracts and views. Major compound

    Pels Matthews W. Raveis Lifestyles Realty

    215 Melius Rd, Warren, CT 06754
  • /35

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,557 Sq Ft

    52 Wheeler St, Watertown, CT 06795

    Step into a piece of Watertown's rich history at 52 Wheeler Street, a residence brimming with antique character and timeless appeal. Originally constructed in 1840 and relocated to its current site in 1918, this home offers a rare blend of preserved original details and essential modern updates. Situated on a quiet, level lot just one block from the prestigious Taft School, the property welcomes

    Jaider Osorno Alpha Capital Realty, LLC

    52 Wheeler St, Watertown, CT 06795
  • /31

    $419,000

    $31K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 1,916 Sq Ft

    169 Central Ave, Torrington, CT 06790

    Would you like to be an owner occupant? One unit to vacate soon! Over sized corner lot and possibility of expansion of additional dwelling units or large parking area. Excellent condition with extensive Mechanical and cosmetic updates! 2 units currently leased for an investor or owner occupancy. Over size garage and fenced rear yard. Extensive recent updates including heating, cooling and hot

    Tracy Gallagher Coldwell Banker Realty

    169 Central Ave, Torrington, CT 06790
  • /36

    $400,000

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

    70 Laurel Ridge, Oakville, CT 06779

    This spacious high ranch offers 3 bedrooms and 2.5 baths, perfectly situated on a private .79 acre cul-de-sac property. Features include a 2 car garage, central air conditioning, and a cozy pellet stove for added comfort. The home boasts a large eat-in kitchen with sliders leading to a deck, ideal for entertaining or relaxing outdoors. Enjoy generous living space both inside and out in this

    Lee Palmieri Lamacchia Realty

    70 Laurel Ridge, Oakville, CT 06779
  • /34

    $420,000

    • 4 Beds
    • 1.5 Baths
    • 1,814 Sq Ft

    100 S Main St, Terryville, CT 06786

    Welcome to 100 South Main Street. A beautiful colonial home nestled in the village of Terryville, the largest of villages in the historical town of Plymouth, CT. This property is just a 5-8 min. walking distance from the proposed project for a new, vibrant downtown area. If you are looking for "small town living" with a bright future, you've come to the right place! This 1,800 sqft. colonial

    Kisenia Pacheco Pacheco & Co.

    100 S Main St, Terryville, CT 06786
  • /32

    $450,000

    Pre-Foreclosure
    • 3 Beds
    • 2.5 Baths
    • 1,964 Sq Ft

    205 Oakbrook Ln, Torrington, CT 06790

    Welcome to this well maintained 2.5 bath Colonial located in a desirable Torrington neighborhood.TOhis spacious home offers nearly 2,000 sq ft of living space, featuring a bright and functional layout, large bedrooms, and a full finished basement with great potential.Enjoy a private driveway, attached car garage, a peaceful setting perfect for homeowners seeking comfort and space, conveniently

    Patrick Bartley Bartley Home Realty, LLC

    205 Oakbrook Ln, Torrington, CT 06790
  • /37

    $419,000

    $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,204 Sq Ft

    17 Robin Dr, Barkhamsted, CT 06063

    Welcome to a cul-de-sac Barkhamsted neighborhood, 17 Robin Drive a 3 bedroom home with extra heated and finsihesd lower level living space that offers the perfect blend of comfort, privacy, and everyday convenience. Set on a beautiful lot with a welcoming feel from the moment you arrive, this home is ideal for those seeking quiet living with easy access to outdoor recreation and local amenities.

    Chris DuPont Turning Point Realty, LLC

    17 Robin Dr, Barkhamsted, CT 06063
  • /17

    $409,000

    • 4 Beds
    • 2 Baths
    • 3,200 Sq Ft

    44 Bird St, Torrington, CT 06790

    Come check out this huge 2 family in Torrington in a great location! One of the bigger 2 families around! Right across the street from Uconn health and right near all the action! This big Multi family has a brand new roof on it and on the 2 car detached garage. It has 2 brand new hot water heaters, a newly paved driveway, and two newly tiled bathrooms and showers! Both units have updated vinyl

    Ian Ross Mia Realty LLC

    44 Bird St, Torrington, CT 06790
  • /35

    $479,000

    $21K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,901 Sq Ft

    18 Sullivan Farm, New Milford, CT 06776

    Rare Sullivan Farm townhouse offering a highly desirable floor plan featuring a first-floor primary bedroom suite in one of New Milford's most sought-after condo communities, where walkable roads and private access to Candlewood Lake create an exceptional lifestyle setting. The moment you enter, the home offers an open, spacious feel enhanced by vaulted ceilings, skylights, and an open upper

    Diane Tyrrell William Raveis Real Estate

    18 Sullivan Farm, New Milford, CT 06776
  • /13

    $490,000

    $59K PRICE DROP
    • Land
    • 24.84 Acres
    • $19,726 per Acre

    69 Moosehorn Rd, Roxbury, CT 06783

    Build your dream on this designated "Scenic Road" abutting spectacular land trust trails. The lot consists of 24.8+/- acres, with a 9+/- acre building envelop. The building site is to be accessed from a future driveway running at the South border, along the Land Trust access point. The lightly wooded property rises to an 820-foot elevation and is resplendent with mature trees, ferns, moss and

    Stacey Matthews W. Raveis Lifestyles Realty

    69 Moosehorn Rd, Roxbury, CT 06783
  • /34

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft

    6 Weekeepeemee Rd, Woodbury, CT 06798

    Step back in time as you enter this enchanting 1846 cottage, where history and modern comfort blend seamlessly. Wide-board wood floors and exposed hand-hewn beams welcome you the moment you arrive, guiding you through rooms filled with character and warmth. The open-concept kitchen features a stainless steel gas stove and dishwasher, charming display cabinets, a farmhouse sink, and a delightful

    Dawn Hough Coldwell Banker Realty

    6 Weekeepeemee Rd, Woodbury, CT 06798
  • /8

    $425,000

    • Land
    • 10.29 Acres
    • $41,302 per Acre

    77 Belgo Rd, Salisbury, CT 06039

    This exceptional 10 acre, fully build-ready parcel is set just off Belgo Road via a private drive and is quiet, private, and centrally located. It is an increasingly rare opportunity to secure a truly improved homesite with close proximity to the villages of Lakeville and Salisbury. Significant infrastructure is already in place, streamlining the path to construction. A cleared primary building

    William Melnick Elyse Harney Real Estate

    77 Belgo Rd, Salisbury, CT 06039
  • /17

    $500,000

    • Land
    • 10.6 Acres
    • $47,170 per Acre

    Unlisted Address

    PROPERTY LOCATED VIA A LONG SHARED PRIVATE ROAD .9 MILE FROM STATE ROAD; Very remote and currently very private; Fabulous views to East and South; mountain stream flow along South boundary line; A Pond could be constructed. Subject to R.O.W. accessway, to other lots. Very special parcel for those seeking very quiet, removed-from 'active-traffic' activity. 4 miles to Salisbury; 14-20 miles to

    Robin Leech Robinson Leech Real Estate

    Unlisted Address
  • /38

    $490,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 2,368 Sq Ft

    3651 Torringford St, Torrington, CT 06790

    Welcome to your own private country retreat! This spacious colonial offers 3 bedrooms and 2 bathrooms with the perfect blend of comfort, charm, and equestrian functionality. Set on picturesque grounds, the property features two barns - one 4-stall barn and one 2-stall barn - ideal for horse enthusiasts, hobby farmers, or those seeking extra storage and workspace. The property also includes a

    Montanna Lambrecht RE/MAX RISE

    3651 Torringford St, Torrington, CT 06790
  • /19

    $475,000

    $119K PRICE DROP
    • Land
    • 64.17 Acres
    • $7,402 per Acre

    766 North St, Goshen, CT 06756

    "White Birch Meadow" situated on east side of North Street, Goshen, CT ( Rt. 63), consisting of 64.17 acres. Well delineated wide access road into property, bordered by a stone wall on the southeast side and an open field/meadow on the west side. Three(3) buildings, shed, barn & sawmill on property, being sold as-is. Rich in history, there once existed a stage coach route by the sawmill. The

    JANE HINKEL William Pitt Sotheby's Int'l

    766 North St, Goshen, CT 06756

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