389

Litchfield County CT Homes for Sale with Acreage

Section Image
  • /3

    $949,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    2 Delia Ln, New Milford, CT 06776

    Beautiful lot and layout for this sprawling 4 bedroom colonial new construction. Main floor primary bedroom plus a second potentially upstairs. 9 Ft ceilings. 3 car attached garage. Propane heat and central air. Fireplace. Potential for walk out basement. Builder can also build to suit. Pool and back porch is an extra.

    Joe Chemero Coldwell Banker Realty

    2 Delia Ln, New Milford, CT 06776
  • /38

    $1,155,000

    • 4 Beds
    • 2.5 Baths
    • 3,340 Sq Ft

    24 Hickory Ln, Roxbury, CT 06783

    Tucked away in one of Roxbury's most desirable neighborhoods, this 4-bedroom, 2.5-bath Colonial sits at the end of a quiet dead-end road, offering exceptional privacy and a peaceful setting, with the Natalie White Preserve just down the road. This beautifully updated Post & Beam home blends timeless craftsmanship with modern amenities, featuring warm architectural details, exposed white oak

    Pat Lahoud Lahoud William Pitt Sotheby's Int'l

    24 Hickory Ln, Roxbury, CT 06783
  • /39

    $949,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 2,942 Sq Ft

    51 Long Meadow Rd, Bethlehem, CT 06751

    Exceptional Modern Living Bordering Camp Columbia Preserve in this masterfully reimagined Contemporary estate that perfectly balances architectural grandeur with a true sanctuary. Renovated and expanded in 2013, this bright, sunny, and airy residence sits on 3.32 acres of pristine, level land, offering unparalleled privacy with deeded rights to Long Meadow Pond. The heart of the home is a

    Kathryn Clair William Pitt Sotheby's Int'l

    51 Long Meadow Rd, Bethlehem, CT 06751
  • /5

    $950,000

    • 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 will be a Complete REMODEL with Separate Driveway. . The septic was last pumped September 2025, and annual taxes are just $3,851. Renovation by Design Builders

    Lisa Provino The Provino Group LLC

    137 Davenport Rd, Roxbury, CT 06783
  • /15

    $980,000

    • 3 Beds
    • 1.5 Baths
    • 1,443 Sq Ft

    11 Shantry Rd, Colebrook, CT 06021

    Unique property with 149+/- acres, open meadow, abundant standing softwoods and hardwoods, old logging roads, hiking trails, a brook and frontage on 3 roads. House is in need of TLC or tear down and rebuild your dream house, many outbuildings include chicken coop, large livestock barn and sheds. Property is unique and will need work but possibilities are endless.

    LAURA BARTLETT Northwest CT Realty

    11 Shantry Rd, Colebrook, CT 06021
  • /17

    $1,095,000

    • 3 Beds
    • 2 Baths
    • 2,244 Sq Ft

    262 Kent Cornwall Rd, Kent, CT 06757

    Set well back from the road on more than 29 private acres, this single-level three-bedroom home offers something increasingly rare in Litchfield Hills: commanding western views, serious acreage, and the freedom to make it entirely your own. Originally built in 1962 with genuine mid-century sensibility, the home is low-slung and organized around an open living concept with a fireplace, dining

    Steve Pener William Pitt Sotheby's Int'l

    262 Kent Cornwall Rd, Kent, CT 06757
  • /40

    $1,075,000

    • 4 Beds
    • 3 Baths
    • 2,662 Sq Ft

    77 Paxton Ct, Goshen, CT 06756

    Experience the pinnacle of modern elegance in this sun-soaked recent construction masterpiece thoughtfully positioned at the end of a private cul-de-sac in the prestigious Woodridge Lake community. Conveniently situated just two hours from NYC, this lifestyle offers a captivating blend of sophisticated luxury and natural tranquility, featuring a babbling brook audible from the back deck and views

    Alex Capozzoli Keller Williams Realty

    77 Paxton Ct, Goshen, CT 06756
  • /23

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,836 Sq Ft

    114 Wheeler Farm Rd, Watertown, CT 06795

    Custom-Built Home on 1.45 Acres with Luxury Finishes & Outdoor Oasis in Watertown, CT!! Welcome to this stunning custom-built home offering over 4,600 square feet of beautifully crafted living space on 1.45 private acres. Designed with comfort and entertaining in mind, this home features 4 spacious bedrooms with the possibility of a 5th, along with 4 full bathrooms and 1 half bath, including a

    Arben Belica William Raveis Real Estate

    114 Wheeler Farm Rd, Watertown, CT 06795
  • /32

    $995,000

    $200K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,725 Sq Ft

    45 Chalybes Rd, Roxbury, CT 06783

    Light-filled, modern living on a private nearly 3-acre corner lot - with room to grow. Set on a beautifully positioned corner parcel, this fully renovated home is defined by natural light and flexibility. Expansive windows and vaulted ceilings create a bright, open feel throughout the main living spaces, bringing in sunlight from multiple exposures and connecting the home to its surrounding

    Kathryn Bassett William Pitt Sotheby's Int'l

    45 Chalybes Rd, Roxbury, CT 06783
  • /28

    $985,000

    • 3 Beds
    • 3 Baths
    • 3,225 Sq Ft

    28 Headquarters Rd, Litchfield, CT 06759

    Stimulating and easily managed home is perfect for weekending in an idyllic, small, historic village very close to big-time cultural, sports, and wildlife attractions. Living, dining, and kitchen areas are perfectly set up for entertaining. State-of-the-art appliances. Each bedroom has its own full bath and more. Multi-person ThermoSpa hot tub in enclosed (and air-conditioned) porch looks out on

    Cleve Fuessenich Klemm Real Estate Inc

    28 Headquarters Rd, Litchfield, CT 06759
  • /40

    $1,075,000

    • 4 Beds
    • 3 Baths
    • 2,704 Sq Ft

    161 West St, Goshen, CT 06756

    Welcome to " Fresh Meadow Farm", a quintessential countryside sanctuary where 18th-century historic charm, seamlessly meets modern luxury. Set on 17.49 acres of pristine farm meadow, this 2704sf property offers the ultimate retreat for equestrian enthusiasts, nature lovers, or anyone seeking a private haven with gorgeous sunset views. Originally built in the 18th century, this home underwent a

    JANE HINKEL William Pitt Sotheby's Int'l

    161 West St, Goshen, CT 06756
  • /33

    $950,000

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,028 Sq Ft

    16 Jonathan Dr, Roxbury, CT 06783

    This is a wonderful well cared for country home in the beautiful small town of Roxbury. Situated on this dead end road you are minutes to local amenities. Take advantage of nearby hiking trails, parks and open space with Southbury, Bridgewater, Washington and Woodbury town centers just a short drive away. Only 90 minutes from NYC. The first floor has two fireplaces and is open and spacious with

    Joyce Drakeley Drakeley Real Estate, Inc.

    16 Jonathan Dr, Roxbury, CT 06783
  • /35

    $1,199,000

    • 3 Beds
    • 2.5 Baths
    • 2,991 Sq Ft

    104 Lambert Rd, Sharon, CT 06069

    Welcome to this beautifully maintained custom-built home tucked away in a peaceful, private setting surrounded by mature trees and wide open lawn space in Litchfield County. This charming Cape Cod-style home features striking blue-gray siding, crisp white trim, dormer windows and a 3 bay garage, offering a possible in-law apartment above. The interior offers nicely kept hardwood floors flowing

    Caroline Bailey Coldwell Banker Realty

    104 Lambert Rd, Sharon, CT 06069
  • /22

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 2,031 Sq Ft

    246 North St, Roxbury, CT 06783

    Juniper Hill offers masterfully updated one level living in Roxbury, Connecticut. Dubbed a "Little Gem on the Hill" in Country Home, this unassuming ranch has been elevated with chic, yet family friendly styling. Modern comforts combine with country character in a home situated on compelling terrain. Kelly + Co Design awarded Best Interior Designer Small Home/Cottage, 2020, CT Cottage and Gardens

    Fred Bond William Pitt Sotheby's Int'l

    246 North St, Roxbury, CT 06783
  • /33

    $1,149,900

    $50K PRICE DROP
    • 2 Baths
    • 7,200 Sq Ft

    3 Break Maiden Ln, Harwinton, CT 06791

    Exceptional equestrian opportunity! This unique property includes a 15.51-acre farm and a beautifully crafted post-and-beam barn is designed with both function and quality in mind. Built in 2017, this equestrian facility offers 20 spacious 12x12 stalls, including 14 with Dutch doors, the barn offers excellent ventilation and horse comfort. Amenities include a heated 12x24 tack room, two half

    Ashley Backman William Pitt Sotheby's Int'l

    3 Break Maiden Ln, Harwinton, CT 06791
  • /2

    $1,200,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,800 Sq Ft

    11 Evergreen Dr, Roxbury, CT 06783

    This is 'the best deal in Roxbury"! New construction on 3.39 acre lot. The style is a classic farmhouse design Cape with a covered front porch with metal roof. There will be 9' ceiling height on the main level and 8' on the upper level. Both levels will have wood floors. The primary suite is on the main level with a large bath including a shower a free standing tub and a walk in closet. The

    Sharon McGuire William Pitt Sotheby's Int'l

    11 Evergreen Dr, Roxbury, CT 06783
  • /31

    $1,195,000

    • 4 Beds
    • 3 Baths
    • 1,968 Sq Ft

    331 Calkinstown Rd, Sharon, CT 06069

    Nestled on 1.52 acres of meticulously landscaped grounds, this property features a Main Home along with a Guest Apartment, comprising 4 Bedrooms and 3.5 Baths. In addition to a gorgeous renovation that accommodates single-level living, this home features a new metal roof, Hardie board siding, new windows, a new septic system, and an automatic generator. Crafted for effortless living in the heart

    Holly Leibrock Elyse Harney Real Estate

    331 Calkinstown Rd, Sharon, CT 06069
  • /35

    $1,050,000

    • 3 Beds
    • 3.5 Baths
    • 3,696 Sq Ft

    28 Garnet Rd, Roxbury, CT 06783

    Discover modern serenity in this private contemporary retreat nestled on 3.44 private acres. The ascending driveway assures a sense of quiet and seclusion, leading you to a home bathed in natural light from a soaring two-story wall of south-facing windows, this home perfectly blends architectural drama with a peaceful woodland backdrop. The exterior features an expansive, brand new composite deck

    Lisa Rollins Team Compass Connecticut, LLC

    28 Garnet Rd, Roxbury, CT 06783
  • /8

    $125,000

    • Land
    • 2.42 Acres
    • $51,653 per Acre

    0 Meadowcrest N Unit 24161216, Goshen, CT 06756

    Discover the opportunity to build your ideal home at Lot 12 Meadowcrest Drive N, a beautiful parcel nestled in the quiet and peaceful setting of Goshen. Perc and deep hole testing have been completed, and a septic system design is already in place-saving you valuable time and upfront costs. The owner is a builder and offers a build-to-suit option, creating a seamless opportunity to bring your

    Marissa Romaniello eXp Realty

    0 Meadowcrest N Unit 24161216, Goshen, CT 06756
  • /32

    $950,000

    • 8 Beds
    • 6 Baths
    • 12,552 Sq Ft

    329 Kent Rd, New Milford, CT 06776

    4 level acres for full rehab or redevelopment. Feasibility Plans for a new 50-60 unit layout with some engineering in place. Existing conditions: the property currently has multiple private septics/wells onsite, with the option to connect to neighboring community water supply. The property contains 4 structures with 5 apartments plus a basement apartment (use diligence on the approved status).

    Jessica Ganser Scalzo Real Estate

    329 Kent Rd, New Milford, CT 06776
  • /40

    $2,595,000

    • 4 Beds
    • 6 Baths
    • 5,345 Sq Ft

    100 N Main St, Kent, CT 06757

    Set in the heart of historic Kent village, this exceptional circa-1800 New England Greek Revival Farmhouse marries small-town walkability with eleven-plus acres of true country privacy. This property underwent a meticulous, top-to-bottom restoration from 2016 through 2018, preserving the home's original character while quietly engineering it for modern life - new wall insulation throughout,

    Jeff Phillips William Pitt Sotheby's Int'l

    100 N Main St, Kent, CT 06757
  • /39

    $3,395,000

    • 7 Beds
    • 9 Baths
    • 7,002 Sq Ft

    10 Sunny Ridge Rd, Washington, CT 06793

    Major estate with the highest standards of construction located within the Sunny Ridge historic district. Situated on 10 private, park-like acres with an over-sized heated pool, fabulous stonewalls, giant dining terraces, pond and orchard. 7+ bedrooms, Billiard room, screening room, paneled library, sunroom, new country kitchen, 100-person party room boasts a restaurant size bar, sound system and

    Peter Klemm Klemm Real Estate Inc

    10 Sunny Ridge Rd, Washington, CT 06793
  • /7

    $225,000

    $40K PRICE DROP
    • Land
    • 5.03 Acres
    • $44,732 per Acre

    198-4 Beebe Hill Rd, Canaan, CT 06031

    This affordable 5.03 acre lot is mostly open field on a gently sloping hillside, with gorgeous, panoramic views of a nearby mountain ridge from the south to the south southwest. There's a new, approved perc test. The lot has plenty of exposure in the right direction for solar electric and/or hot water panels, and there are a few potential build sites. Plenty of room for outbuildings, sheds, or

    David Mallison William Pitt Sotheby's Int'l

    198-4 Beebe Hill Rd, Canaan, CT 06031
  • /6

    $185,000

    • Land
    • 6.3 Acres
    • $29,365 per Acre

    0 W Woods Rd Unit 2, Kent, CT 06757

    A charming brook tumbles through this easy and slightly elevated wooded parcel with considerable road frontage in the quiet Westwoods Neighborhood. Located across from a large beaver pond to which the property's brook flows and where wildlife abounds, the setting is perfect to build one's dream house and enjoy all of what nature has in store in the North West Corner of Connecticut. This parcel

    Chris Garrity Bain Real Estate

    0 W Woods Rd Unit 2, Kent, CT 06757
  • /40

    $7,900,000

    • 7 Beds
    • 8 Baths
    • 13,056 Sq Ft

    19 Seherr Thoss Dr, Litchfield, CT 06759

    Introducing Butternut Brook House; a Majestic, Luxurious Country Estate commanding stunning 360-degree views of the Litchfield Hills. Representing a masterful fusion of absolute privacy, consummate sophistication and breathtaking natural beauty, this legacy property spans over 36 pristine acres of rolling countryside. The palatial main residence encompasses an impressive 13,056 square feet,

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

    19 Seherr Thoss Dr, Litchfield, CT 06759
  • /19

    $579,000

    $21K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,040 Sq Ft

    139 W Side Rd, Goshen, CT 06756

    "A RARITY " Thought & Precision was used in the Design and Overall Construction of this 1960's COUNTRY HOME. Solid and Sturdy from the Ground Up. Enjoy relaxed Living on this Attractive 4.3 Acre Park-Like Setting. UPDATES INCLUDE: Roof, Windows, Central Air, On Demand and Weekly Self-Testing Whole House Emergency Generator. In addition there is a DETACHED 550+/-SQ. FT. BARN. Attached Oversized 2

    Marshall Cohen Cohen Agency

    139 W Side Rd, Goshen, CT 06756
  • /14

    $149,900

    $25K PRICE DROP
    • Land
    • 5.21 Acres
    • $28,772 per Acre

    101 S Kent Rd, Gaylordsville, CT 06755

    Residential lot available at 101 South Kent Road, New Milford. Excellent opportunity to build in a desirable location with convenient access to town amenities and major roadways. Buyer to verify zoning, utilities, and building requirements. Can be purchased with adjacent lot for a package deal

    Levi Judqin Brass Moon Realty

    101 S Kent Rd, Gaylordsville, CT 06755
  • /32

    $695,000

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    25 Dark Entry Rd, Bethlehem, CT 06751

    Nestled perfectly on over five private acres, this classic three-bedroom Colonial offers the ultimate serene country escape. Step inside, and you are immediately greeted by radiant natural light and the warmth of newly refinished, gleaming hardwood floors that flow seamlessly throughout the home.To the right of the welcoming entryway, a spacious living room awaits, anchored by a cozy wood-burning

    Mimi Harson William Pitt Sotheby's Int'l

    25 Dark Entry Rd, Bethlehem, CT 06751
  • /40

    $7,250,000

    • 5 Beds
    • 4.5 Baths
    • 5,036 Sq Ft

    841 Winchester Rd, Norfolk Historic District, CT 06058

    Introducing: Katsura Lodge It might surprise you to learn that the ultimate lake wilderness retreat you've been searching for in Maine, Vermont, or Montana is actually hidden right here in the foothills of Connecticut. Perfectly positioned just over two hours from NYC, Katsura Lodge is a masterclass in privacy, offering a rare opportunity to truly escape into nature. Set at the end of a gated,

    Lenore Mallett William Pitt Sotheby's Int'l

    841 Winchester Rd, Norfolk Historic District, CT 06058
  • /12

    $749,000

    New Construction $46K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,611 Sq Ft

    Lot 20 Bassett Rd, Watertown, CT 06795

    ASK ABOUT HOW YOU CAN OWN THIS HOME FOR JUST 5% DOWN TOTAL! Privacy at its finest at this Custom built Ranch with exquisite architecture and expansive open floor plan! Plot plan comes with a designated area to have a potential built-in pool. This property is a ready to build in this established neighborhood. Attractive, flat, 1.14 acres, FULLY APPROVED building lot. Enjoy high-end finishes

    David Aurigemma Regency Real Estate, LLC

    Lot 20 Bassett Rd, Watertown, CT 06795
  • /6

    $225,000

    • Land
    • 5 Acres
    • $45,000 per Acre

    0 Aspetuck Ridge Rd Unit 24120976, New Milford, CT 06776

    5 Parklike acres located on the West Aspetuck River close to New Milford's beautiful Town Green. 1400 ft. river frontage perfect for the family. State indicates the surface water quality of the West Aspetuck river as "AA" being one of the cleanest. Being sold "AS IS".

    Jacqueline Gardner Coldwell Banker Realty

    0 Aspetuck Ridge Rd Unit 24120976, New Milford, CT 06776
  • /34

    $1,675,000

    $250K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,992 Sq Ft

    819 Main St N, Woodbury, CT 06798

    Open Meadow Farm, a beautifully maintained property offering a blend of rural charm and modern conveniences. Set on 9.88 picturesque acres, this property features three fenced fields, ideal for horses or other livestock and a two-story barn equipped with four stalls, a tack room, gravel storage area and a gleaming concrete main floor. Recent updates include a paved driveway with turnaround, back

    Sindy Butkus Klemm Real Estate Inc

    819 Main St N, Woodbury, CT 06798
  • /29

    $3,175,000

    • 4 Beds
    • 4 Baths
    • 2,504 Sq Ft

    40 Canterbury Ln, Lakeville, CT 06039

    Mid-Century Modern Home with Lake Views | Lakeville, CT - Designed by architect Claude Samton and newly renovated, this true 1960s Mid-Century home pairs original character with modern comfort on Lakeville Lake. Exposed beams, vaulted ceilings, wood walls, and large windows showcase stunning lake views and the surrounding landscape, while the home's distinctive floating metal wood-burning

    William Melnick Elyse Harney Real Estate

    40 Canterbury Ln, Lakeville, CT 06039
  • /2

    $129,900

    • Land
    • 2.22 Acres
    • $58,514 per Acre

    0 Litchfield Rd, Norfolk, CT 06058

    Ideal lot to build your country home. Over two acres of land that was used as a Christmas tree farm. Private tranquil setting with plenty of trees, babbling brooks and wild life.

    Scott Bayne Century 21 Bay-Mar Realty

    0 Litchfield Rd, Norfolk, CT 06058
  • /6

    $69,900

    $10K PRICE DROP
    • Land
    • 3.36 Acres
    • $20,828 per Acre

    660 Torringford St, Torrington, CT 06790

    FULLY APPROVED BUILDING LOT! Build your dream home! Builder will quote your own plans if desired. See MLS#24152415 for approved house. Private setting yet convenient to everything!

    Tony Goia The Washington Agency

    660 Torringford St, Torrington, CT 06790
  • /39

    $724,900

    Open Sat 12PM - 2PM
    • 4 Beds
    • 3 Baths
    • 3,765 Sq Ft

    155 Lake Harwinton Rd, Harwinton, CT 06791

    Welcome to this stunning custom-built home set on a private 3.8-acre lot with deeded rights to an additional parcel to beautiful Lake Harwinton. Offering 4-5 bedrooms and 3 full bathrooms, this spacious property combines timeless craftsmanship, functionality, and incredible entertaining space both inside and out. The heart of the home is the expansive eat-in kitchen featuring custom cabinetry,

    Joseph Snell Luxe Realty LLC

    155 Lake Harwinton Rd, Harwinton, CT 06791
  • /25

    $1,945,000

    $150K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,105 Sq Ft

    200 Sharon Mountain Rd, Sharon, CT 06069

    Set on 7 acres directly across from protected conservation land, this turnkey Sharon retreat offers exceptional privacy, wooded views, and refined country living. Fully reimagined in 2024 and recently featured in Litchfield County Magazine, the 4-bedroom, 3.5-bath home spans 3,105 square feet of light-filled interiors. Hardwood floors, soaring ceilings, and well-proportioned rooms create a sense

    Elyse Morris Elyse Harney Real Estate

    200 Sharon Mountain Rd, Sharon, CT 06069
  • /39

    $1,899,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 4.5 Baths
    • 5,216 Sq Ft

    48 Coach Light Dr, Woodbury, CT 06798

    Gloriously Peaceful, Private, Magnificent views...This exceptional residence among similar spectacular homes welcomes you with a dramatic two-story entry - designed for both refined entertaining and comfortable living. The heart of the home is a beautifully appointed chef's kitchen featuring porcelain countertops with waterfall island and slab backsplash. New 48' Sub-Zero refrigerator & a

    Becky Hood William Pitt Sotheby's Int'l

    48 Coach Light Dr, Woodbury, CT 06798
  • /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
  • /10

    $800,000

    • Land
    • 34.46 Acres
    • $23,215 per Acre

    198-1 Beebe Hill Rd, Canaan, CT 06031

    This incredible 34+ acre parcel has a new access from the town road; this lot has been subdivided from a former 72 acre parcel. A beautiful drive (4 wheelers only for now) through a field and a picturesque forest will take you one of the nicest views in Litchfield County, near the top of Beebe Hill itself. New perc tests have been done and approved. This is an estate site, with views into

    David Mallison William Pitt Sotheby's Int'l

    198-1 Beebe Hill Rd, Canaan, CT 06031

Showing Results 41 - 80, Page 2 of 10

How to Buy a Home How to Finance a Home How to Sell a Home