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Litchfield County CT Homes for Sale with Acreage

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  • /31

    $950,000

    • 5 Beds
    • 3 Baths
    • 2,000 Sq Ft

    50 Southbury Rd, Roxbury, CT 06783

    Cottage, Guest House & Buildable Lot Exceptional estate opportunity in pastoral Southern Roxbury, just 90 minutes from New York City. Set on 8.71 acres, the property features a historic c.1817 three-bedroom antique cape-featured in Elle Decor-a charming two-bedroom guest house, and a separate 6.71-acre buildable lot with potential for a spacious custom home at the end of a long, private driveway.

    Jeff Phillips William Pitt Sotheby's Int'l

    50 Southbury Rd, Roxbury, CT 06783
  • /36

    $885,000

    • 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 a just over 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
  • /25

    $895,000

    • 3 Beds
    • 2 Baths
    • 1,862 Sq Ft

    242 Tophet Rd, Roxbury, CT 06783

    Nestled within one of Roxbury, Connecticut's most quiet and picturesque enclaves, this charming 3-bedroom, 2-bath Cape Cod home offers a rare opportunity to cultivate your dream country retreat. Built in the 1970s, this residence presents a wonderful canvas for those seeking to personalize and update a home within a highly sought-after area, celebrated for its exquisite properties and serene

    Kathryn Clair William Pitt Sotheby's Int'l

    242 Tophet Rd, Roxbury, CT 06783
  • /28

    $1,080,000

    • 3 Beds
    • 2.5 Baths
    • 3,186 Sq Ft

    93 Gray Ln, Goshen, CT 06756

    Spacious Country Retreat with Pool on 10 Acres Experience comfort, privacy, and timeless charm in this spacious 3-bedroom, 2.5-bath home set on 10 beautifully landscaped acres. With 3,182 square feet of living space, this country retreat offers hardwood floors, light-filled interiors, and outdoor amenities ideal for year-round living or weekend escapes. The first-floor primary suite provides

    Tracy Macgowan Elyse Harney Real Estate

    93 Gray Ln, Goshen, CT 06756
  • /27

    $1,075,000

    • 4 Beds
    • 5.5 Baths
    • 4,214 Sq Ft

    35 Coach Light Dr, Woodbury, CT 06798

    Lovely well maintained colonial just minutes to town. The dramatic double height entry invites you into the main living area which opens to the stunning luxury kitchen and sunny breakfast nook. The living room boasts a stone fireplace flanked by a picture window for enjoying sunset views. The main floor is completed by an addl den/media room and a formal dining room. Upstairs the primary suite

    Stacey Matthews W. Raveis Lifestyles Realty

    35 Coach Light Dr, Woodbury, CT 06798
  • /34

    $895,000

    • 6 Baths
    • 5,952 Sq Ft

    685 Kent Rd, Gaylordsville, CT 06755

    Church for sale! Available to be used as a new denomination, or converted to a residence. Beautiful sanctuary complete with pews with more in balcony. It has several large meeting/class rooms and an office, with two restrooms. Could be converted into a very cool house! There is also a 2931 sf 3BR antique rectory house on the property, part of which has been rented as a residence and part of

    Richard Pomerantz William Pitt Sotheby's Int'l

    685 Kent Rd, Gaylordsville, CT 06755
  • /22

    $949,000

    • 4 Beds
    • 3 Baths
    • 2,579 Sq Ft

    12 Lucas Rd, Sharon, CT 06069

    Location Location! Hip 4 Bedroom Modern with Pool Located on a Chic Country Road 6 Min to Village. Flat, Useable Land with Stately Trees Set in an Area of Fine Homes. 4 Bedrooms, 3 Full Bath Main House Includes Fabulous Great Room; Living Room with Fireplace; Wrap Around Deck; Pool & Cabana. 2-Car Attached Garage.

    Graham Klemm Klemm Real Estate Inc

    12 Lucas Rd, Sharon, CT 06069
  • /40

    $949,900

    • 4 Beds
    • 3.5 Baths
    • 3,784 Sq Ft

    557 Upper Grassy Hill Rd, Woodbury, CT 06798

    Welcome to Upper Grassy Hill Living!

    Susan Corleto William Pitt Sotheby's Int'l

    557 Upper Grassy Hill Rd, Woodbury, CT 06798
  • /32

    $1,095,000

    • 5 Beds
    • 4.5 Baths
    • 4,116 Sq Ft

    89 Iron Ore Hill Rd, Bridgewater, CT 06752

    This spacious Colonial is perfectly set on 2+ acres adjacent to a nature preserve with hiking trails. The sought-after neighborhood includes dock rights on Lake Lillanonah for boating, waterskiing, kayaking, swimming. The kitchen was renovated about 10 years ago. Its center island and bar area open to the family room and dining room. The formal living room can also be used as a media room and

    Stacey Matthews W. Raveis Lifestyles Realty

    89 Iron Ore Hill Rd, Bridgewater, CT 06752
  • /39

    $989,000

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

    67 Transylvania Rd, Roxbury, CT 06783

    This much-admired residence is privately located on a quiet country road, with 3-plus acres of lawn and light woods lined by old stone walls. The flat, sweeping driveway curves past the house to the 3-car attached garage and circular driveway. The welcoming open foyer steps down to a living area with cathedral ceilings, Palladian window and gas fireplace which flows into the dining area separated

    Cathy Masi Flagpole Realty Inc

    67 Transylvania Rd, Roxbury, CT 06783
  • /40

    $895,000

    • 5 Beds
    • 3.5 Baths
    • 3,752 Sq Ft

    11 College Hill Rd, Canaan, CT 06018

    Welcome to Owls Nest - a peaceful and private retreat tucked away on over 5 acres in the hills of Canaan in the foothills of the Berkshires. This beautifully maintained colonial offers 4 bedrooms, 3.5 bathrooms, and timeless charm throughout. Upstairs, all bedrooms feature hardwood floors, while the main level boasts 2 wood-burning fireplaces, a spacious living room, a formal dining room, and a

    Dave Jones Dave Jones Realty, LLC

    11 College Hill Rd, Canaan, CT 06018
  • /39

    $1,150,000

    • 4 Beds
    • 2.5 Baths
    • 2,184 Sq Ft

    53 Upland Meadow Rd, Salisbury, CT 06068

    Welcome to Peony Hill. A Hilltop Haven in Lakeville Perched at the crest of a long, private drive this Lakeville retreat is where timeless sophistication meets everyday comfort. Fully renovated in 2020 with no detail overlooked, the home is equal parts refined and relaxed-a quiet triumph of thoughtful design and modern convenience. Step into the heart of the home: a stunning new kitchen outfitted

    Lenore Mallett William Pitt Sotheby's Int'l

    53 Upland Meadow Rd, Salisbury, CT 06068
  • /23

    $1,125,000

    • 3 Beds
    • 2.5 Baths
    • 2,565 Sq Ft

    3 W Mountain Rd, Sharon, CT 06069

    Welcome to 3 West Mountain Road, a meticulously renovated 3-bedroom, 2.5-bath home nestled just minutes from the charming Village of Sharon, CT. Spanning 1,995 square feet, this thoughtfully updated residence offers a rare blend of timeless craftsmanship and modern comfort-ideal for those seeking a peaceful full-time home or a stylish weekend escape in Litchfield County. Inside, custom white oak

    John Panzer Elyse Harney Real Estate

    3 W Mountain Rd, Sharon, CT 06069
  • /21

    $995,000

    • 4 Beds
    • 2 Baths
    • 2,450 Sq Ft

    Unlisted Address

    1930's Story Book Cottage exuding charm and period details, privately located down a long tree-lined driveway on 10 +/- lush acres with a fabulous heated, saltwater pool. Great Room with vaulted ceilings, original oak floors, floor-to-ceiling fieldstone fireplace and a paneled bar. Dining Room/Sunroom with floor-to-ceiling windows and doors out to the fieldstone terrace overlooking the gardens

    Melinda Dubow Klemm Real Estate Inc

    Unlisted Address
  • /31

    $389,000

    • 2 Beds
    • 2 Baths
    • 1,388 Sq Ft

    46 East St, Morris, CT 06763

    Beautifully maintained and energy-efficient, this charming home is ideally located near Morris' town center -perfect for either full-time residence or a weekend retreat. The stylish kitchen, complete with a center island, opens seamlessly to the dining and living areas with direct access to the outdoor patio. An expansive deck extends the living space, offering the perfect setting for both

    Steve Pener William Pitt Sotheby's Int'l

    46 East St, Morris, CT 06763
  • /37

    $529,000

    • 3 Beds
    • 3 Baths
    • 2,021 Sq Ft

    80 White Birch Ln, Bethlehem, CT 06751

    In the little town of Bethlehem on back side of a small subdivision you'll find this charming 3 BR Saltbox style home with a den and full bath on the main level. Charming and well-maintained! A list of updates below. Wide board flooring, solid panel wood doors and cabinetry. The yard has been opened up with many trees removed and rail fencing added- not all the way to the boundaries so as to

    Mary Ann Bennett Drakeley Real Estate, Inc.

    80 White Birch Ln, Bethlehem, CT 06751
  • /18

    $475,000

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft

    441 Segar Mountain Rd, South Kent, CT 06785

    This spacious ranch style house has a new roof, new vinyl siding, some new windows and new deck plus covered front porch. Remodeled eat in kitchen has white shaker style cabinets with granite counter tops, hardwood flooring and stainless steel appliances. Living room has bay window, hardwood floors and fireplace. Two good size bedrooms plus two fully remodeled bathrooms. Formal dining room. There

    Barry Mackiewicz A-Gold Action Realty

    441 Segar Mountain Rd, South Kent, CT 06785
  • /40

    $7,995,000

    • 5 Beds
    • 7 Baths
    • 9,024 Sq Ft

    46 June Rd, New Preston Marble Dale, CT 06777

    Unparalleled custom-built modern estate on 30+/- acres with jaw dropping views overlooking Lake Waramaug with 100' of lake frontage & dock. 5 bedrooms, 5 full & 2 half bathrooms. Dramatic double-height entrance Foyer with floating staircase & French doors to stone patio with outdoor fireplace overlooking the lake. Double height Living Room with towering view over the lake, floor to ceiling stone

    Peter Klemm Klemm Real Estate Inc

    46 June Rd, New Preston Marble Dale, CT 06777
  • /39

    $718,000

    • 3 Beds
    • 2.5 Baths
    • 2,268 Sq Ft

    262 Bayview Cir, Watertown, CT 06795

    ABSOLUTELY STUNNING TURN KEY HOME IN GUERNSEYTOWN ESTATES- THIS 2500 SQ FT GORGEOUS OPEN FLOOR PLAN HOME FEATURES THE MAIN LEVEL KITCHEN WITH GRANITE TOPS, LARGE ISLAND WITH 5 STOOLS & STAINLESS STEEL APPLS INCLUDING A NEW GAS RANGE- DINING AREA WITH SLIDERS LEADING TO A NEW TREX DECK- FORMAL DINING RM WITH RAISED PANEL WALLS- LIVING RM WITH CATHEDRAL CEILING & BRICK FIREPLACE- 1ST FL PRIMARY

    Michael Vitale Vitale Realty

    262 Bayview Cir, Watertown, CT 06795
  • /38

    $798,000 Open Sun 11AM - 1PM

    • 5 Beds
    • 3 Baths
    • 2,532 Sq Ft

    179 North St, Plymouth, CT 06782

    Welcome to 179 North Street, a Litchfield County gem. This spectacular 1790 farmhouse is a must see. Enjoy all of the charm of living in an antique beauty with all of the benefits of updates & upgrades of a meticulously maintained home. Offering 5 beds, 3 full baths (one on the main level and two on the upper), with stunning hardwood floors throughout. Many authentic touches can be seen, such as;

    Susan Tyler The Tyler Realty Group, LLC

    179 North St, Plymouth, CT 06782
  • /3

    $4,330,000

    • Land
    • 17 Acres
    • $250,434 per Acre

    741 Echo Lake Rd, Watertown, CT 06795

    Rare Opportunity to acquire and develop 17.29 Acres of land situated at intersection of Echo Lake Road and Buckingham Street [ Rte 262] in Watertown Ct Property is situated in an R-30 Zone District augmented by application of Residential / Office Transition Overlay Zone { Section 4.4 Watertown Zoning Regulation] Overlay Zone permits Multifamily Dwellings with density not to exceed 8 units Per

    Robert Ghent Ghent Realty Advisors

    741 Echo Lake Rd, Watertown, CT 06795
  • /40

    $295,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    128 Danbury Quarter Rd, Winsted, CT 06098

    First-time homebuyers and downsizers take notice!. Some improvements have been done in this cozy Ranch boasting a metal roof and well-maintained mechanics. What an incredible opportunity to pick your colors and let the cosmetic upgrades take shape. A 1-car detached garage and space for a garden or outbuilding are possible on this 2.5-acre country parcel. An As-Is sale is preferred.

    Kim Trumbull William Raveis Real Estate

    128 Danbury Quarter Rd, Winsted, CT 06098
  • /4

    $150,000

    • Land
    • 8 Acres
    • $18,750 per Acre

    00 Naser Rd, Litchfield, CT 06759

    Extremely pretty, wooded 8 acres on a street with little traffic. Almost exactly 5 minutes from the Litchfield Green and 2.1 miles from Route 8, the location is nearly perfect for having it both ways: living quietly in a desirable area but still being close to everything going on. Septic testing has been done which shows the lot can accommodate a home with at least three bedrooms.

    Cleve Fuessenich Klemm Real Estate Inc

    00 Naser Rd, Litchfield, CT 06759
  • /40

    $350,000

    • 3 Beds
    • 1.5 Baths
    • 1,610 Sq Ft

    11 Belshyre Ct, Goshen, CT 06756

    Welcome to this inviting 3-bedroom, 1.5-bath Colonial offering character, comfort, and flexible living spaces in a desirable Goshen community. The main level features a bright living room centered around a cozy wood stove, perfect for gathering and relaxation. A sunroom filled with natural light provides the ideal spot to enjoy morning coffee or quiet afternoons, while the spacious loft adds

    Dustin Ryan William Raveis Real Estate

    11 Belshyre Ct, Goshen, CT 06756
  • /4

    $65,000

    • Land
    • 3.60 Acres
    • $18,056 per Acre

    0 Main St N Unit 24119173, Woodbury, CT 06798

    Unknown access at this time for an interior lot on Woodbury / Watertown Town Line. No current access. Possible building lot. Some information has been located from Town offices. Watertown / Woodbury town line runs in from of the East side of this property. An old "wood road" is indicated on neighboring property deeds. Buyer and Agent to do due diligence. Information already obtained available in

    Jeff Boucher Drakeley Real Estate, Inc.

    0 Main St N Unit 24119173, Woodbury, CT 06798
  • /40

    $2,400,000

    • 3 Beds
    • 2.5 Baths
    • 3,500 Sq Ft

    26 Preston Ln, Salisbury, CT 06068

    Shangra-Lodge, part of the allure where days spent approaches perfection. This newly constructed modern farmhouse in the Twin Lakes community enjoys shared access on Lake Washinee. The home's minimalist design melds simplicity with sophistication. Rooms are light filled and have seamless vantage points to take in the natural beauty of the out-of-doors. Fresh timbered beams, two story windows,

    Brenda McLean William Pitt Sotheby's Int'l

    26 Preston Ln, Salisbury, CT 06068
  • /25

    $8,000,000

    • Land
    • 123 Acres
    • $65,226 per Acre

    0 Frost Bridge Rd Unit 24118953, Watertown, CT 06795

    Big beautiful land for sale in the Watertown Business Park area. Total of 8 land parcels that equal 122.65 acres of record. See map on file for visual of the large parcels that abut. See the Rt 262 frontage, Echo Lake Road frontage, Dinunzio Road and Ledge Road access. Wonderful curb appeal and very close Route 8 highway on/off access. Land is currently zoned for office, industrial, retail &

    Laurie Lukasavage Showcase Realty, Inc.

    0 Frost Bridge Rd Unit 24118953, Watertown, CT 06795
  • /35

    $535,000

    • 3 Beds
    • 2 Baths
    • 2,049 Sq Ft

    2376 Torringford St, Torrington, CT 06790

    Charming Dutch Gambrel Colonial 1.1 acre with Industrial Workshop, Sunporch & Full House Generator. Set back from the road and framed by classic stone walls, this beautifully maintained Dutch Gambrel Colonial offers charm, privacy, and versatility on just over an acre of land. The exterior has been impeccably cared for, offering strong curb appeal and long-term peace of mind. Inside, the home

    Lisa Bredice Coldwell Banker Realty

    2376 Torringford St, Torrington, CT 06790
  • /40

    $395,000

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

    194 Carter Rd, Plymouth, CT 06782

    Set on a generous corner lot with peaceful acreage, this Dutch Colonial offers approx. 2,200 sq. ft. of living space and endless potential to update and make it your own. The main level is filled with natural light from a large bay window and features a welcoming fireplace in the living room, a dining room, an eat-in kitchen with breakfast bar, and a versatile den with closet that can serve as a

    Dawn Rousseau Showcase Realty, Inc.

    194 Carter Rd, Plymouth, CT 06782
  • /13

    $795,000

    • 2 Beds
    • 2 Baths
    • 2,015 Sq Ft

    1 Sabbaday Ln, Washington, CT 06793

    Looking for a home that inspires you! This coveted Washington property has been immaculately maintained. With 2,000+ sq. ft of spacious, light filled rooms, in a serene setting. This artist retreat is the perfect blend of comfort and creativity. It is ideal for painting, writing, or simply enjoying peaceful living. A true hidden gem for those who want their home to be more than just a place to

    Helena Palella William Raveis Real Estate

    1 Sabbaday Ln, Washington, CT 06793
  • /37

    $399,900

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft

    15 Connelly Rd, New Milford, CT 06776

    Charming ranch home set on 4 beautiful acres, offered for the first time since it was built in 1955. Lovingly cared for by its original owner, this home is filled with character and potential. Inside you'll find a cozy living room with a fireplace, dining room, 3 bedrooms, hardwood floors, and an efficient floor plan. The property also features a detached 2-car garage and ample outdoor space for

    Lori Campbell Coldwell Banker Realty

    15 Connelly Rd, New Milford, CT 06776
  • /40

    $589,000

    • 4 Beds
    • 2.5 Baths
    • 1,701 Sq Ft

    18 Outlook Rd, New Milford, CT 06776

    Quintessential New England Cape nestled on an incredibly private 3 acre lot.This custom-built home offers a flexible floor plan that offers 4 bedrooms, 2.1 baths and an over-sized 2 car garage. But it's really all about the spectacular lot with its rolling, lush lawns and the fact that it feels like your very own PRIVATE oasis. Hard to believe that it's just a mile to the Village Green and

    Julie Thompson Coldwell Banker Realty

    18 Outlook Rd, New Milford, CT 06776
  • /15

    $750,000

    • Land
    • 102 Acres
    • $7,353 per Acre

    00 Prock Hill Rd, Colebrook, CT 06021

    Rare opportunity to own 102 acres with breathtaking distant views and an abundance of possibilities. Featuring 2,400 feet of extensive road frontage on two roads for easy access and maintenance, this property offers both convenience and privacy. Bordering the Massachusetts state line, the land boasts southern exposure and thousands of professionally planted Christmas trees, creating a picturesque

    Kelly Sullivan Sullivan Real Estate Inc

    00 Prock Hill Rd, Colebrook, CT 06021
  • /14

    $450,000

    • Land
    • 160 Acres
    • $2,812 per Acre

    430 Smith Hill Rd, Colebrook, CT 06021

    A rare opportunity to create your own private retreat in the peaceful foothills of Colebrook. Includes 18.7 acres of buildable land with the possibility to subdivide into two parcels, giving you options for your dream home or future investment. Tucked well off the beaten path, the setting is surrounded by natural beauty, offering unmatched privacy and a sense of seclusion. With selective

    Rodney Motta Berkshire Hathaway NE Prop.

    430 Smith Hill Rd, Colebrook, CT 06021
  • /40

    $799,000

    • 5 Beds
    • 2.5 Baths
    • 2,950 Sq Ft

    151 Losaw Rd, Winsted, CT 06098

    Feel worlds away while being less than 2 miles to town amenities in this like-new retreat nestled on an expansive 11.59-acre lot. This property is your personal sanctuary, complete with private trails for hiking your own land. The eat-in-kitchen is well-equipped with ample cooking space, seamlessly connected to the formal dining room and open to living space, and leads out to the large deck with

    Breanna Goebel Compass Connecticut, LLC

    151 Losaw Rd, Winsted, CT 06098
  • /40

    $409,900

    • 3 Beds
    • 3 Baths
    • 1,599 Sq Ft

    150 High St, Watertown, CT 06795

    This charming home in a country setting with modern updates is exactly what you've been waiting for! The spacious layout blends comfort with functionality offering plenty of room to relax, entertain, and make lasting memories. Offering 3 possible 4 or 5 bedrooms with 3 full baths. Step inside a large yet cozy great room anchored by a wood stove- for warming up on cool evenings. The covered patio

    Deana Daponte Dave Jones Realty, LLC

    150 High St, Watertown, CT 06795
  • /30

    $424,950

    • 4 Beds
    • 2.5 Baths
    • 2,085 Sq Ft

    158 Hazel Plain Rd, Woodbury, CT 06798

    Simply an amazing opportunity awaits. This custom styled Cape Cod home, majestically sitting high on a hill above the town of Woodbury. Welcome to 158 Hazel Plain Road. Allow your imagination to run wild as you stroll through this wonderful property. The adjectives are endless, huge rooms, hardwood flooring, 1st floor master suite. View the kitchen/family room combination with French doors to a

    Michael Ferris eXp Realty

    158 Hazel Plain Rd, Woodbury, CT 06798
  • /37

    $575,000

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

    57 Second Hill Rd, New Milford, CT 06776

    Spectacular marvelously maintained colonial perched high above quintessential downtown New Milford. Two story entry foyer that leads to formal and informal living spaces throughout. First floor open concept plus huge composite deck for interior/exterior entertainment. Open the sliders to this massive deck that overlooks the woods. Large center island kitchen with stainless steel appliances. Tons

    Joe Chemero Coldwell Banker Realty

    57 Second Hill Rd, New Milford, CT 06776
  • /38

    $5,995,000

    • 5 Beds
    • 7 Baths
    • 5,382 Sq Ft

    199 W Morris Rd, Morris, CT 06763

    Designer's Country Retreat on 19+/- Acres with Pool, Pond & Glamping! Meticulously designed by a noted interior designer as her personal countryside sanctuary, this extraordinary residence offers refined living amid the enticing natural beauty of Litchfield County. Located on the Morris/Washington border, the property enjoys quick access to the sought-after villages of Washington Depot, New

    Stacey Matthews W. Raveis Lifestyles Realty

    199 W Morris Rd, Morris, CT 06763
  • /38

    $1,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,275 Sq Ft

    337 Romford Rd, Washington Depot, CT 06794

    A Storybook Stone Cottage with 2000+/- feet of frontage along the Shepaug River. Step into a fairy tale with this enchanting stone cottage, where timeless charm meets natural beauty. The welcoming front terrace with wood-burning fireplace sets the stage for outdoor gatherings, all while the soothing sound of the Shepaug River echoes in the background. Inside, the warmth continues with 2

    Stacey Matthews W. Raveis Lifestyles Realty

    337 Romford Rd, Washington Depot, CT 06794

Showing Results 41 - 80, Page 2 of 12

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