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Litchfield County CT Homes for Sale with Acreage

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  • /40

    $599,900

    • 4 Beds
    • 3.5 Baths
    • 2,225 Sq Ft

    635 Northfield Rd, Watertown, CT 06795

    This charming Colonial is set on over 2 acres of land in a highly desirable Watertown location. Built in 1840, this spacious 4-bedroom, 3.5-bath home offers over 2,000 square feet of living space and blends classic character with the warmth and flexibility today's buyers are looking for. Inside, you'll find eight well-proportioned rooms, including inviting living and gathering spaces that

    Michael Magas BHGRE Gaetano Marra Homes

    635 Northfield Rd, Watertown, CT 06795
  • /8

    $389,000

    • Land
    • 20.87 Acres
    • $18,639 per Acre

    7 Stadler Heights, Winsted, CT 06098

    Welcome, You be the first, to come and conquer this land here in Winchester, Connecticut. There are 20.87 acres of virgin land. Come and build, do what you do best, you can have Peace and Privacy!!! There are no sidewalks, no streets that drive through. You are 40 minutes from multiple private schools. 16 minutes from Charlotte Hungerford Hospital. 1 hour from Tweed Airport New Haven. 39 minutes

    Hector Ortiz KW Legacy Partners

    7 Stadler Heights, Winsted, CT 06098
  • /36

    $849,900

    $50K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,784 Sq Ft

    28 White Hollow Rd, Lakeville, CT 06039

    Discover timeless charm at 28 White Hollow Road, a stunning 1850 antique home in the heart of Lakeville, CT. This 2,784 sq ft residence, set on just over a 1 acre lot along the serene Salmon Kill River, offers 4 bedrooms and 3 bathrooms, blending historic elegance with modern comforts. Enter through a short hallway into an open living and dining area, featuring exquisite wainscoting, intricate

    Lynn Attella Marrin Santore Realty LLC

    28 White Hollow Rd, Lakeville, CT 06039
  • /40

    $525,000

    • 4 Beds
    • 2.5 Baths
    • 2,892 Sq Ft

    316 Allentown Rd, Terryville, CT 06786

    Spacious and inviting, this beautifully maintained home with almost 3000 square feet of living space offers an exceptional blend of comfort, style, and functionality. The heart of the home is a stunning kitchen featuring granite countertops, classic subway tile backsplash, an oversized island seating four, and multiple pantry closets, opening to a dramatic great room with cathedral ceilings,

    Beth Cantor Coldwell Banker Realty

    316 Allentown Rd, Terryville, CT 06786
  • /40

    $750,000

    $139K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,951 Sq Ft

    143 Whitcomb Hill Rd, Cornwall Bridge, CT 06754

    Toad Hall Offered for the first time in over forty-five years, Toad Hall is an utterly delightful 18th Century gem set on 11.6 acres in the heart of Cornwall Bridge, one of the most coveted areas in Litchfield County. This enchanting property features two barns, including a spacious main barn that has served as the studio of a renowned local artist. With its soaring space and rustic charm, it

    Janet Myer Houlihan Lawrence

    143 Whitcomb Hill Rd, Cornwall Bridge, CT 06754
  • /40

    $3,900,000

    • 7 Beds
    • 5.5 Baths
    • 6,641 Sq Ft

    148 North St, Litchfield, CT 06759

    This stunning 1874 Federal house sits on a 3.93-acre lot and backs up to land-trust property. It was fully renovated and designed by Percy Steinhart, the design maven who created Stubbs & Wooton shoes. The estate contains a 6,641 square foot Main House, plus a wonderful Pool House and Carriage House. In the Main House, the spacious Entry Hall leads to the Living Room with a fireplace and a

    HEATHER CRONER William Pitt Sotheby's Int.

    148 North St, Litchfield, CT 06759
  • /4

    $120,000

    $30K PRICE DROP
    • Land
    • 2.05 Acres
    • $58,537 per Acre

    5 Prospect Mountain Rd, Salisbury, CT 06068

    Salisbury Building Lot 2+/- acres just east of the Village of Salisbury with potential for Western views. The septic plans for a 3-Bedroom home have been drawn. Abuts Town of Salisbury forest land which connects to USA land. Close to the Village of Salisbury, CT, the private schools, and Twin Lakes and just minutes to Sheffield and Great Barrington, MA, in the Berkshires.

    Juliet Moore Elyse Harney Real Estate

    5 Prospect Mountain Rd, Salisbury, CT 06068
  • /5

    $800,000

    • Land
    • 14 Acres
    • $57,143 per Acre

    0 French St Unit 170375652, Watertown, CT 06795

    Presenting French Hill Estates; an 18 LOT WOODED APPROVED SUBDIVISION! Nestled in the hills of Litchfield County. This subdivision is in an R-12.5 zone and features lots for everyone. They range from 13,800 square feet up to 69,129 square feet. The subdivision creates its own ambiance on 14 ACRES with a varying wooded topography that affords a measure of privacy, two conservation easements, a

    David Aurigemma Regency Real Estate, LLC

    0 French St Unit 170375652, Watertown, CT 06795
  • /9

    $89,900

    $9K PRICE DROP
    • Land
    • 2.75 Acres
    • $32,691 per Acre

    0 Old Colonial Rd, Oakville, CT 06779

    Prime 2.75 acre lot in Oakville. Perfect for your dream home! Discover this incredible opportunity to own a spacious 2.75-acre lot in the desirable Oakville neighborhood of Watertown, Connecticut. Nestled on a peaceful dead-end street, this property offers ultimate privacy and tranquility, making it the perfect setting to build your dream home or create a stunning compound. Whether you're

    Jaquan Jones RE/MAX Right Choice

    0 Old Colonial Rd, Oakville, CT 06779
  • /21

    $595,000

    $30K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,611 Sq Ft

    2 Valley Rd, New Preston Marble Dale, CT 06777

    Experience riverside serenity in this masterfully updated country retreat overlooking the Shepaug River. Blending rustic soul with high-end modern comforts, this home offers a lifestyle defined by natural beauty and thoughtful design. The interior features a gourmet kitchen with a stunning live-edge bar, stone countertops, and a classic farmhouse sink positioned perfectly to overlook the water. A

    Kathryn Bassett William Pitt Sotheby's Int'l

    2 Valley Rd, New Preston Marble Dale, CT 06777
  • /40

    $6,995,000

    $1M PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 5,400 Sq Ft

    23 Mauwee Brook Rd, Kent, CT 06757

    "The Falls." Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovation fame, designed this masterpiece in one of the most beautiful locations, offering dramatic views, cascading waterfall, nestled on 40+ acres of beautifully landscaped grounds with serene stream and extensive stonework. The property boasts a breathtaking western view of the Litchfield Hills. Just minutes to

    Kathryn Clair William Pitt Sotheby's Int'l

    23 Mauwee Brook Rd, Kent, CT 06757
  • /35

    $650,000

    $150K PRICE DROP
    • Land
    • 2.37 Acres
    • $274,262 per Acre

    7 Eagle Dr, New Milford, CT 06776

    Your dream summer starts here! This prime property is waiting for a stunning 5-bedroom residence to be built-SECURE IT NOW! This is your opportunity to create the perfect space from the ground up. When it's gone, there won't be another like it. Now is your chance to bring your dream home to life in one of the most sought-after locations. Last lot available on a private cul-de-Sac in Candlewood,

    Susan Salamone Houlihan Lawrence

    7 Eagle Dr, New Milford, CT 06776
  • /33

    $849,000

    Open Sun 12PM - 2PM $46K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,624 Sq Ft

    403 Beach St, Litchfield, CT 06759

    Circa 1870 Restored Farmhouse in beautiful Litchfield. Discover your dream mini-farm on 9.1-acres of lush countryside. Whether you're longing for a hobby farm or a peaceful retreat, this versatile property lets you channel your inner farmer. This charming home showcases beautifully preserved vintage details including wide board wood floors, exposed beams, and three fireplaces, blending historic

    Maria Taylor Klemm Real Estate Inc

    403 Beach St, Litchfield, CT 06759
  • /15

    $799,000

    $60K PRICE DROP
    • Land
    • 65.29 Acres
    • $12,238 per Acre

    257-259 Torringford St, Winchester, CT 06098

    Uncover this hidden gem - 65.29 pristine acres of raw land, with natural beauty and endless potential. This picturesque parcel features serene ponds and mature trees. Distant views and incredible sunsets can be enjoyed from the property. Much site work has been done to date. A driveway with a binder course is already in place offering easy access into and throughout the property. Many acres have

    Lisa Toczko Home Valley Realty, LLC

    257-259 Torringford St, Winchester, CT 06098
  • /5

    $675,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,897 Sq Ft

    0B Old Goshen Rd, Norfolk, CT 06058

    A rare opportunity to build a high-end ranch-style home on over 10 private acres in the peaceful setting of Norfolk. This thoughtfully designed single-level residence offers 3 bedrooms and 2 full baths with an inviting open floor plan that promotes both functionality and effortless flow. The main living areas are designed for comfortable, modern living with seamless access to a rear patio

    Nick DeLuca eXp Realty

    0B Old Goshen Rd, Norfolk, CT 06058
  • /39

    $895,000

    • 4 Beds
    • 2.5 Baths
    • 2,283 Sq Ft

    253 Bacon Pond Rd, Woodbury, CT 06798

    Welcome to Bacon Pond House. A seamless blend of 19th-century soul and 21st-century luxury. Situated on over 3 acres, this antique Colonial has been thoughtfully revived to honor its heritage while offering every modern convenience. The interior, lovingly brought back to life, features wide-plank flooring and exposed hand-hewn beams that anchor the home's historic character. The rooms are

    Christian Jensen William Pitt Sotheby's Int'l

    253 Bacon Pond Rd, Woodbury, CT 06798
  • /26

    $795,000

    • 3 Beds
    • 2.5 Baths
    • 2,336 Sq Ft

    38 W Mountain Ln, Roxbury, CT 06783

    Tucked away on a long private road, this light and bright Roxbury retreat combines timeless character with modern comfort. The home features three spacious bedrooms and two and a half baths, thoughtfully designed for both everyday living and effortless entertaining. Soaring ceilings with exposed beams and abundant skylights fill the interior with natural light, highlighting the warmth of

    Maria Taylor Klemm Real Estate Inc

    38 W Mountain Ln, Roxbury, CT 06783
  • /2

    $279,000

    • Land
    • 26.04 Acres
    • $10,714 per Acre

    16 E West Hill Rd, Barkhamsted, CT 06063

    26 Lt wooded acres with 1437 ft of road frontage on a quiet country road. Close to schools and shopping. Possible subdivision-older subdivision maps available-Build your dream home or subdivide into several building lot----town only requires 150 ft of road frontage for a buildable 2 acre lot--So great value for dividing into 4 + buildable lots-not in wetlands designation

    Mary New Berkshire Hathaway NE Prop.

    16 E West Hill Rd, Barkhamsted, CT 06063
  • /25

    $1,795,000

    $200K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,318 Sq Ft

    31 Belgo Rd, Lakeville, CT 06039

    31 Belgo Road offers a beautifully designed 2-bedroom, 2.5-bath main residence and a separate 1-bedroom, loft-style apartment above the garage, all set against spectacular views of Lakeville Lake. A new septic system was installed in 2024, which affords this home bedroom expansion capabilities. This upgrade is a significant value-add for potential logistics and future planning. Blending

    Thomas Callahan Elyse Harney Real Estate

    31 Belgo Rd, Lakeville, CT 06039
  • /5

    $158,000

    $3K PRICE INCREASE
    • Land
    • 1.18 Acres
    • $133,898 per Acre

    843-845 (lots - 10A, E Wakefield Blvd, Winchester, CT 06098

    1.18 Acre ,Approximately 201 Ft Road fro . ntage )Lightly wooded E. Wakefield Blvd. lot located at the end of 3rd Bay . Panoramic view overlooking the length or lake. Survey , Zoning HL regulations and Deed are available , and Access is also available off E. Mtn Road . Survey shows Town of Winchester parcel with warterfront access Rare opportunity to build your dream home . , SELLER WILL CONSIDER

    David D'Amore Northwest CT Realty

    843-845 (lots - 10A, E Wakefield Blvd, Winchester, CT 06098
  • /26

    $1,750,000

    • 4 Beds
    • 3 Baths
    • 3,078 Sq Ft

    37 Lower Barrack Rd, Falls Village, CT 06031

    Extraordinary Property with 99+/- Acres in 10 Parcels The details of this home are so fabulous! There are 6 fireplaces and a Scandinavian tile stove in the Main House, a paneled Library filled with bookshelves, large Kitchen with a 4-oven AGA stove plus supplementary electric range, attached Greenhouse, large Deck overlooking the Brook, Dining Room, Study, 4 Bedrooms, 3 Full Baths, higher

    Juliet Moore Elyse Harney Real Estate

    37 Lower Barrack Rd, Falls Village, CT 06031
  • /29

    $2,160,000

    • 5 Beds
    • 4.5 Baths
    • 7,099 Sq Ft

    6 Claudia Ln, Sharon, CT 06069

    A Regal Sanctuary with recent key upgrades! Seize the opportunity to own a piece of majesty with this unparalleled castle perched atop a hill, commanding 60+ acres of pristine land. Surrounded by conservancy property, this estate promises uninterrupted tranquility and privacy. As you ascend the private road, the castle's imposing silhouette against the horizon is a prelude to the grandeur within.

    Alan O'Doherty William Pitt Sotheby's Int'l

    6 Claudia Ln, Sharon, CT 06069
  • /28

    $3,345,000

    • 4 Beds
    • 6 Baths
    • 5,086 Sq Ft

    158 Taconic Rd, Salisbury, CT 06068

    Originally dating to the 1830s and incorporating a remarkable 1729 Dining Room, this extensively renovated farmhouse is ideally located near Twin Lakes in one of the Northwest Corner's most desirable settings. Significant additions and renovations completed in 2003 expanded the residence while carefully preserving its historic character. Original wide-board floors, hand-hewn beams, antique

    Elyse Morris Elyse Harney Real Estate

    158 Taconic Rd, Salisbury, CT 06068
  • /31

    $1,945,000

    • 4 Beds
    • 4.5 Baths
    • 4,809 Sq Ft

    117 Dibble Hill Rd, West Cornwall, CT 06796

    The Stonewall Estate at Dibble Hill: Set across three distinct parcels totaling 19 private acres, this property offers a rare combination of architectural character, natural beauty, and long-term flexibility bordering protected land held by the Cornwall Conservation Trust. At its center, a 4,800+ sq ft contemporary barn-style residence is perfectly sited on 5 acres overlooking a spring-fed pond,

    Patricia Guarantano William Pitt Sotheby's Int'l

    117 Dibble Hill Rd, West Cornwall, CT 06796
  • /11

    $90,000

    • Land
    • 5.1 Acres
    • $17,647 per Acre

    3222 Torringford St, Torrington, CT 06790

    Builders take notice! Prime Upper East Side location featuring fully approved, turnkey lots totaling just under 9 acres. This 5.10-acre parcel is lightly wooded, offering a private homesite with level topography-ideal for easy development. The property also includes established vegetable gardens with rich, fertile topsoil, making it perfect for a mini or hobby farm. Plenty of space to accommodate

    Tony Goia The Washington Agency

    3222 Torringford St, Torrington, CT 06790
  • /5

    $399,000

    • Land
    • 4.01 Acres
    • $99,501 per Acre

    Lot 1 Chalybes Rd W, Roxbury, CT 06783

    Private, Rural setting within a short walk to Roxbury Tennis courts, library and the Roxbury Market.This 4.01 acre approved building lot offers the perfect blend of tranquility and convenience, making it an exceptional opportunity to create your custom dream home. Tucked away on a quiet road, this property features beautiful, light woods that provide a serene and private setting. Enjoy the best

    Kathryn Clair William Pitt Sotheby's Int'l

    Lot 1 Chalybes Rd W, Roxbury, CT 06783
  • /40

    $915,000

    • 4 Beds
    • 3 Baths
    • 2,380 Sq Ft

    Unlisted Address

    Beautifully renovated antique colonial on 4.5 private acres with a tumbling brook. Hardwood floors and original beams throughout, two wood- burning fireplaces, custom lighting, original wide-plank floors in some rooms, and a gorgeous, country kitchen with built-in appliances, including a warming drawer. The formal dining room anchors the heart of the home, with a small private study for multiple

    Deborah Bain Bain Real Estate

    Unlisted Address
  • /14

    $895,000

    • Land
    • 139.17 Acres
    • $6,431 per Acre

    13 Dew Rd, Barkhamsted, CT 06063

    Welcome to your own nature lover's paradise in the Berkshire foothills! This exceptional 140-acre property offers breathtaking views of Ski Sundown and the potential for multiple home sites with views. A rare opportunity to build your dream retreat or even create a family compound. Abutting the American Legion State Forest and the Farmington River, the existing trails offer endless opportunities

    Anna Sogliuzzo Berkshire Hathaway NE Prop.

    13 Dew Rd, Barkhamsted, CT 06063
  • /10

    $70,000

    $5K PRICE DROP
    • Land
    • 5.1 Acres
    • $13,725 per Acre

    2495 Torringford West St, Torrington, CT 06790

    Build your dream home on this 5.10 acre lot in a beautiful country setting. This lot has highway access, city sewer and water available in the street. Adjacent lot being sold as well. See: LOT A Torringford West for details .Purchaser to do diligence with town regarding approvals.

    Tara Brunetti Mapleridge Realty

    2495 Torringford West St, Torrington, CT 06790
  • /39

    $590,000

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,892 Sq Ft

    97 Lair Rd, New Hartford, CT 06057

    Beautifully maintained Contemporary, enter from the large trek front deck to the well organized closet space/mudroom. 3-bedrooms, Remodeled 2.5-baths also featuring a fully remodeled kitchen, maple cabinets with pull out drawers, pantry cabinet, breakfast bar. The kitchen is equipped with brand-new SS appliances that includes a GE Profile induction stove with WiFi capability, along with a new

    Diane Carroll The Washington Agency

    97 Lair Rd, New Hartford, CT 06057
  • /35

    $1,795,000

    • 5 Beds
    • 6 Baths
    • 5,447 Sq Ft

    233 Southbury Rd, Roxbury, CT 06783

    Perched above the tranquil waters of Jacks Brook in southern Roxbury, this Modern Mountain Tudor offers refined open-concept living with exceptional accessibility to New York City, just five minutes from Roxbury Center. Set on a private, level site, the property enjoys protected brookside land that preserves the natural landscape and uninterrupted views that define the home's character. A grand

    Kathryn Clair William Pitt Sotheby's Int'l

    233 Southbury Rd, Roxbury, CT 06783
  • /18

    $439,900

    • 4 Beds
    • 2.5 Baths
    • 2,685 Sq Ft

    33 Flanders Rd, Bethlehem, CT 06751

    This four-bedroom, 2.5-bath Cape offers 2,685 square feet of comfortable living space on a level 1.46-acre lot, conveniently located just minutes from the center of town and just south of Flanders Crossing. The living room features hardwood floors and a beautiful stone fireplace, creating a warm and inviting atmosphere. A dining area with hardwood flooring flows nicely into the newly updated

    Ed Cavallo Hegarty & Co Real Estate

    33 Flanders Rd, Bethlehem, CT 06751
  • /32

    $688,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,032 Sq Ft

    106 Town Farm Rd, New Milford, CT 06776

    Charming and renovated 1780s antique home in the heart of Litchfield County. Very near the Bridgewater town line, this property is the perfect combination of warmth, convenience, and history. Traditionalists will appreciate wide-board chestnut and oak floors, exposed hand-hewn beams, and historic lines that speak to over two centuries of New England life. Those who want convenience will love the

    William Bolls Compass Connecticut, LLC

    106 Town Farm Rd, New Milford, CT 06776
  • /28

    $1,650,000

    • Land
    • 3.65 Acres
    • $452,055 per Acre

    Lot 5 Milton Rd, Goshen, CT 06756

    Set along the serene shores of Woodridge Lake, Lot 5 on Milton Road presents a rare opportunity to own a substantial piece of true waterfront in one of Litchfield County's most coveted communities. Encompassing 3.65 acres with approximately 170 feet of direct lake frontage, this exceptional property combines privacy, scale, and sweeping natural beauty-an increasingly scarce offering. Gently

    Samantha Behm William Pitt Sotheby's Int'l

    Lot 5 Milton Rd, Goshen, CT 06756
  • /2

    $2,750,000

    • Land
    • 44.06 Acres
    • $62,415 per Acre

    0 Upper Church Hill Rd, Washington, CT 06794

    Ultimate Country Estate Parcel. 44+/- acres with panoramic views featuring southerly and westerly orientation. Classic Connecticut farmland with open meadows and some woods offering an exceptionally private setting in prime location on quiet street close to the village of Washington Depot. Multiple pastures creating separate fields for building and landscape possibilities. Long tree-lined

    Peter Klemm Klemm Real Estate Inc

    0 Upper Church Hill Rd, Washington, CT 06794
  • /40

    $499,000

    $51K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,494 Sq Ft

    57 Dings Rd, New Hartford, CT 06057

    Welcome to 57 Dings Rd! Tucked away on over 3.5 private acres, this completely remodeled and updated raised ranch is ready for its new owners! Enter through the mudroom featuring tile flooring and a custom entryway hall tree with coat closets for added convenience. Open to the inviting living room with a gas fireplace, the main level showcases beautiful hardwood flooring and crown molding

    Julia Ujvari William Raveis Real Estate

    57 Dings Rd, New Hartford, CT 06057
  • /40

    $7,500,000

    $500K PRICE DROP
    • 6 Beds
    • 9 Baths
    • 8,933 Sq Ft

    33 Nodine Pasture Rd, Kent, CT 06757

    West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open

    Jill Sloane Brown Harris Stevens

    33 Nodine Pasture Rd, Kent, CT 06757
  • /18

    $195,000

    • Land
    • 1.86 Acres
    • $104,839 per Acre

    68 Westledge Terrace, Torrington, CT 06790

    Rare opportunity to build your dream home or for investment! 1.86 Acres in one of Connecticut's finest areas. Located at the very end of a cul-de-sac in the Westledge Subdivision in what many consider Torrington's finest neighborhood. For those looking for privacy, tranquility, and historical New England charm. The neighborhood holds many equisite homes and perfectly located between NYC and

    Zarina Mahmud Connecticut Choice Realty

    68 Westledge Terrace, Torrington, CT 06790
  • /31

    $785,000

    $40K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,627 Sq Ft

    230 Beach St, Goshen, CT 06756

    Goshen, CT. This well maintained Colonial offers 4 bedrooms 2.5 baths, Kitchen w/granite counters and stainless steel appliances, Family room with fireplace and new 9 foot sliders to deck and patio w/ pergola, Formal Dining Room, Living room, Laundry off of the kitchen, Newer Roof, Newer Boiler, Newer Pavement, Shed, 2 Car Garage w/ Newer garage Door openers, New well pump, full basement, well

    Todd Carusillo Todd M Carusillo RE, LLC

    230 Beach St, Goshen, CT 06756
  • /29

    $1,625,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,386 Sq Ft

    160 Dugway Rd, Salisbury, CT 06039

    The cheerful chirping of birds, the gentle sounds of the river, and the lush wooded surroundings, all adjacent to protected land and the nearby Appalachian Trail; nature is right at your doorstep. This residence is the latest gem from Lemon Properties, a true work of art that beautifully combines modern sophistication and luxury with its natural environment. Expansive windows allow sunlight to

    Liza Reiss Elyse Harney Real Estate

    160 Dugway Rd, Salisbury, CT 06039

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