390

Litchfield County CT Homes for Sale with Acreage

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  • /22

    $215,000

    • Land
    • 1.01 Acres
    • $212,871 per Acre

    0 Ashley Dr, Goshen, CT 06756

    One of the last lots on Woodridge Lake and one of the last lots on Ashley Drive. Full survey with topo and wetlands located. It's ready for your dream home.

    Ted Murphy E.J. Murphy Realty

    0 Ashley Dr, Goshen, CT 06756
  • /4

    $350,000

    • Land
    • 12.18 Acres
    • $28,736 per Acre

    17 Old Homestead Ln, Kent, CT 06757

    Build your dream home at 17 Old Homestead Ln, South Kent in St. John's Peak. Set in the bucolic foothills of the Litchfield Hills, St Johns Peak is one of Connecticut's most bucolic enclaves. Enjoy unmatched tranquility and natural wonder on this sprawling and park-like 12+ acre property. Enjoy the beloved downtown of Kent to absorb the culture and natural beauty of Litchfield Hills and

    Jaime Richichi William Pitt Sotheby's Int'l

    17 Old Homestead Ln, Kent, CT 06757
  • /15

    $445,000

    • 3 Beds
    • 2 Baths
    • 1,711 Sq Ft

    323 Town Hill Rd, Terryville, CT 06786

    Well-maintained traditional New England Cape offering 3 bedrooms and 2 full baths, including a desirable first-floor primary bedroom and laundry room for easy one-level living. The warm and inviting living room showcases a cozy fireplace, while the country-style eat-in kitchen opens seamlessly to the dining room, creating a comfortable space for everyday living and entertaining. The

    Gloria Hall Showcase Realty, Inc.

    323 Town Hill Rd, Terryville, CT 06786
  • /34

    $2,000,000

    • 4 Beds
    • 3.5 Baths
    • 3,198 Sq Ft

    18 Ranney Hill Rd, Roxbury, CT 06783

    Perfect Country Home! Located close to town on a quiet country road. Built is 2018, the new owners have done extensive Landscaping. A privacy fence was installed on the front of the property with evergreens planted on both sides of the fence . There is a small apple orchard planted on the property. Extensive stonework and plantings have been done around the house and an in ground pool with pebble

    Sharon McGuire William Pitt Sotheby's Int'l

    18 Ranney Hill Rd, Roxbury, CT 06783
  • /8

    $375,000

    • Land
    • 8.56 Acres
    • $43,808 per Acre

    22 Old Paddock Ln, South Kent, CT 06785

    Wonderful opportunity to build your dream home in the Litchfield Hills. Privately situated 8.5 acre parcel at the end of a quiet country road, with a roughed-in driveway leading to a partially cleared house site surrounded by forestland. A prior engineered site plan and septic design for a five-bedroom home were completed in in 2020, providing a useful starting point for your own planning. Close

    Steve Pener William Pitt Sotheby's Int'l

    22 Old Paddock Ln, South Kent, CT 06785
  • /6

    $585,000

    $50K PRICE DROP
    • Land
    • 35.46 Acres
    • $16,496 per Acre

    0 Swaller Hill Rd Unit 24117863, Sharon, CT 06796

    This listing is a combination of two lots: Lots #3 and #4. #4 has never been offered before and is only available combined with #3. Lot #4 is 10.1 acres and #3 is 25.36 acres. Both are approved lots. Together, this is a very exciting opportunity. Spectacular views and complete privacy surrounded by thousands of acres of state forest.

    David Bain Bain Real Estate

    0 Swaller Hill Rd Unit 24117863, Sharon, CT 06796
  • /39

    $1,795,000

    Open Sun 11:30AM - 1PM $190K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 5,537 Sq Ft

    8 Bobcat Ln, Warren, CT 06754

    Perfectly positioned to capture breathtaking sunset views, this beautifully updated four-bedroom residence blends comfort, sophistication, and functionality. The home's chef-inspired kitchen features dual workstations, radiant heated floors and opens seamlessly to a cozy sitting area that extends outdoors to the pool and entertaining space. Here, you'll find a charming pool house, built-in grill,

    Steve Pener William Pitt Sotheby's Int'l

    8 Bobcat Ln, Warren, CT 06754
  • /36

    $1,850,000

    • 9 Beds
    • 5.5 Baths
    • 7,000 Sq Ft

    431 W Wakefield Blvd, Winsted, CT 06098

    Live the Highland Lake Dream - 431 W. Wakefield Blvd, Winchester, CT Summer is just around the corner - and in Winsted, resort living never ends. Recently named one of the most desirable towns to live in, with the breathtaking Highland Lake at its heart, Winchester offers the perfect blend of beauty and lifestyle. This waterfront estate at 431 W. Wakefield Blvd isn't just a home - it's your

    Lisa Ogren Berkshire Hathaway NE Prop.

    431 W Wakefield Blvd, Winsted, CT 06098
  • /35

    $3,395,000

    $1M PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 7,063 Sq Ft

    11 Ravenrock, Roxbury, CT 06783

    A private gated road leads to this elegant shingle-style estate on 20+ secluded acres in the beautiful Litchfield Hills with spectacular views that go on for miles. This property includes a four bedroom, five and a half bath main residence, in ground heated Gunite pool, tennis court, one-bedroom caretaker's apartment over a 3-bay garage, two bedroom guest apartment and greenhouse. This compound

    Maria Taylor Klemm Real Estate Inc

    11 Ravenrock, Roxbury, CT 06783
  • /36

    $1,150,000

    $100K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 5,710 Sq Ft

    5 Lyric Ln, New Milford, CT 06776

    Don't miss this newly listed one of a kind home nestled on 8.44 private acres with views so outstanding they could take your breath away. This 5700 plus sq. ft. home w/6 generous sized Brs, 5.5 baths is only the start. Its primary Br. 25X18 w/Fp, Lg. tiled bath w/jacuzzi & those mountain top views again then to a spacious walk/in closet. There are an additional 4 more bedrooms all with oak floors

    Michael Collins Coldwell Banker Realty

    5 Lyric Ln, New Milford, CT 06776
  • /38

    $3,950,000

    $249K PRICE DROP
    • 8 Beds
    • 9.5 Baths
    • 10,516 Sq Ft

    184 Fern Ave, Litchfield, CT 06759

    Come see this remarkably private property a stone's throw from the center of Litchfield. This stately home was built in 1992 and boasts over 10,000 s/f of finished space. The grounds are professionally landscaped and have a beautiful patio, pool and greenhouse. There are 8 bedrooms and 13 bathrooms along with a powder room . The sunny , modern, large eat-in kitchen open onto a patio, which then

    Florence DeDampierre W. Raveis Lifestyles Realty

    184 Fern Ave, Litchfield, CT 06759
  • /28

    $925,000

    • 2 Beds
    • 2 Baths
    • 1,784 Sq Ft

    163 Dublin Rd, Falls Village, CT 06031

    Set on a quiet road in Falls Village, Connecticut, this enchanting 1790s Irish-inspired farmhouse offers magnificent western views to Falls Mountain and beyond. Recently renovated by a nationally recognized decorating editor and landscaped by an acclaimed garden designer, this timeless Litchfield County property seamlessly blends historic character with sophisticated modern touches. The

    Thomas Callahan Elyse Harney Real Estate

    163 Dublin Rd, Falls Village, CT 06031
  • /40

    $949,900

    • 4 Beds
    • 5 Baths
    • 3,865 Sq Ft

    8 Curtiss Meadows, Woodbury, CT 06798

    Beautiful Colonial set on a private 3+ acre lot in sought-after Curtiss Meadows, ideally located on the southern end of Woodbury abutting the Southbury line. Set back from the cul-de-sac entryway, this well-cared-for home offers a wonderful blend of privacy, comfort, convenience, and thoughtful updates. The level, light-filled driveway provides easy access, while the peaceful setting creates a

    Joyce Drakeley Drakeley Real Estate, Inc.

    8 Curtiss Meadows, Woodbury, CT 06798
  • /40

    $2,195,000

    $155K PRICE DROP
    • 7 Beds
    • 7 Baths
    • 4,465 Sq Ft

    14 Straight Rd, Kent, CT 06757

    Two Houses, One Kent Hollow Compound - 15.66 Private Acres A rare Litchfield County offering in the exclusive Kent Estate area of South Kent: two distinct homes on 15.66 secluded acres with views over Kent Hollow, a brook running through the property, and privacy that's nearly impossible to find today. The main house is a 3,400 sq ft contemporary built for light and landscape - walls of glass

    Jeff Phillips William Pitt Sotheby's Int'l

    14 Straight Rd, Kent, CT 06757
  • /38

    $5,995,000

    • 7 Beds
    • 8.5 Baths
    • 6,351 Sq Ft

    85 W Church Hill Rd, Washington Depot, CT 06794

    Stunning uber luxe retreat built to the highest standards in premier location. 7 bedrooms, 8 Full and 1 half Waterworks bathrooms. Long driveway. Combined Living/Dining with wood burning fireplace, steel French doors to outdoor stone terrace. Eat-in Kitchen. Enclosed screened porch with fireplace. Library/Home Office with vaulted ceiling, antique beams, built-in bookshelves and wood burning

    Peter Klemm Klemm Real Estate Inc

    85 W Church Hill Rd, Washington Depot, CT 06794
  • /2

    $1,250,000

    • Land
    • 81.14 Acres
    • $15,405 per Acre

    1683 Torringford St, Torrington, CT 06790

    Some road improvements in place. Close to major highways and shopping. Site is zoned for mixed use of single family, multifamily and or assisted living. Utilities are on site. Big savings available for a developer!!!

    Robert Urso Murray Commercial Real Estate

    1683 Torringford St, Torrington, CT 06790
  • /15

    $44,999

    $5K PRICE DROP
    • Land
    • 2.35 Acres
    • $19,149 per Acre

    574 Washington Rd, Terryville, CT 06786

    Make this 2.35 acres nestled at the end of a quiet road in Plymouth,CT your very own!This property offers the perfect canvas to bring your vision to life.The perfect balance of rural charm with easy access to local shopping,dining,schools and major routes including Route 6.

    Christopher Beattie Maverick Realty

    574 Washington Rd, Terryville, CT 06786
  • /36

    $5,490,000

    • 5 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    18 Arrow Point Rd, Warren, CT 06777

    Rare direct waterfront opportunity on Lake Waramaug with breathtaking western sunset views and over 2 beautifully maintained acres on a private double lot. This exceptional 5-bedroom, 3 full and 2 half bath retreat blends timeless lakehouse charm with thoughtfully designed indoor and outdoor living spaces. The property is fully fenced with a private electric gated entrance for added exclusivity

    Pat Lahoud Lahoud William Pitt Sotheby's Int'l

    18 Arrow Point Rd, Warren, CT 06777
  • /8

    $150,000

    • Land
    • 10.56 Acres
    • $14,205 per Acre

    184B Kent Rd, Warren, CT 06754

    Build your private getaway on 10.56 acres of woodland located between the two quaint New England towns of Kent and Warren in beautiful Litchfield County. Abutting hundreds of acres of Land Trust. Beautiful new access road has just been completed which provides entry to the front of the property from the road. Additional 14"+ added to driveway for proper drainage. Also replaced existing drain with

    John Houldin W. Raveis Lifestyles Realty

    184B Kent Rd, Warren, CT 06754
  • /40

    $1,850,000

    $145K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,324 Sq Ft

    55 Good Hill Rd, Woodbury, CT 06798

    Step into History with Modern Comfort Experience the undeniable charm of this circa 1685 residence-one of the oldest continuously inhabited homes in the county. Thoughtfully restored and beautifully updated, this remarkable property blends centuries of character with today's modern conveniences. Inside, the open floor plan creates a warm and inviting flow, with three cozy sitting rooms

    Stacey Matthews W. Raveis Lifestyles Realty

    55 Good Hill Rd, Woodbury, CT 06798
  • /9

    $850,000

    $149K PRICE DROP
    • Land
    • 116.5 Acres
    • $7,296 per Acre

    82 Riverton Rd, Colebrook, CT 06021

    Escape to Your Own 116 acres of Paradise in Colebrook, CT! Discover 116 +/- acres of picturesque land nestled along Riverton Road in the heart of scenic Colebrook, Connecticut. This extraordinary property offers a rare opportunity to own a vast expanse of rural beauty, complete with two serene ponds, winding old logging roads, and a mix of standing hardwoods and softwoods that create a lush,

    Suzie Larson Turning Point Realty, LLC

    82 Riverton Rd, Colebrook, CT 06021
  • /20

    $725,000

    • 3 Beds
    • 2.5 Baths
    • 2,059 Sq Ft

    20 Wellers Bridge Rd, Roxbury, CT 06783

    This handsome 1820's Colonial, set behind large shade trees on 1.33 acres just off the Green, is an easy walk to the Library, Booth School, Apple Lane Park, Churches, Tennis courts, and a morning cuppa at the Roxbury Market. Major renovation in 2018 included New HVAC, New wiring, Rebuilt Porch and more. New Well installed dedicated to this property replaced shared source. Interior makeover

    WAYNE PISKURA Klemm Real Estate Inc

    20 Wellers Bridge Rd, Roxbury, CT 06783
  • /17

    $359,900

    $39K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,127 Sq Ft

    277 Ashley Falls Rd, Canaan, CT 06018

    A remarkable opportunity to combine residencial on the second floor with commercial on the main floor in an excellent location with plenty of private parking. The kitchen is set up for the discerning chef , a large dining room, a bedroom/office and living room with a propane fireplace completes the first floor. The gorgeous hardwood floors throughout the house have just been finished and the

    John Harney William Pitt Sotheby's Int'l

    277 Ashley Falls Rd, Canaan, CT 06018
  • /30

    $350,000

    • 3 Beds
    • 1 Bath
    • 1,270 Sq Ft

    48 Lower River Rd, West Cornwall, CT 06796

    West Cornwall, CT, is the quintessential New England village. Anchored by the historic Covered Bridge crossing the Housatonic River, the charming hamlet is defined by its beautifully preserved 19th-century architecture.Tucked away on a quiet dead-end road running parallel to the water, you will find this diamond in the rough set on 2.29 scenic acres. The three bedroom home has been treasured by

    Mimi Harson William Pitt Sotheby's Int'l

    48 Lower River Rd, West Cornwall, CT 06796
  • /26

    $285,000

    • Land
    • 2.04 Acres
    • $139,706 per Acre

    14 Red Mountain Rd Unit 20, Lakeville, CT 06039

    Build Your Dream Home on Red Mountain Road Embrace the opportunity to own a magnificent 2-acre building lot nestled amidst the pastoral beauty of Red Mountain Road. This prime parcel of land is surrounded by high-end properties, offering a canvas for your architectural aspirations with sweeping views of the Taconic Range and Canaan Mountain. Imagine waking up to breathtaking sunrises and winding

    John Harney William Pitt Sotheby's Int'l

    14 Red Mountain Rd Unit 20, Lakeville, CT 06039
  • /27

    $475,000

    $24K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,842 Sq Ft

    214 Pumpkin Hill Rd, New Milford, CT 06776

    Situated on a wooded lot in desirable New Milford, this charming 3 bedroom, 2 full bath home offers the perfect blend of privacy and comfort. Surrounded by nature, the property provides a peaceful backyard retreat while still being conveniently located near local amenities. Inside you'll find a beautiful stone breezeway, perfect for package deliveries, muddy shoes & paws or simply extra storage

    Macey Mazzella RE/MAX RISE

    214 Pumpkin Hill Rd, New Milford, CT 06776
  • /4

    $349,000

    • Land
    • 15.24 Acres
    • $22,900 per Acre

    10 Gate Post Ln, Litchfield, CT 06750

    This building lot is located in one of the prettiest neighborhoods in Litchfield. The property located near the town lines of of Washington and Warren. Only minutes away from the quaint centers of Bantam, New Preston and Washington with their shops and fine dining destinations as well as their private schools. The building lot is fully approved with testing completed for a 4 bedroom house. The

    Meo VELDHUIZEN Fieldhouse Country Properties, LLC

    10 Gate Post Ln, Litchfield, CT 06750
  • /5

    $795,000

    • Land
    • 9.8 Acres
    • $81,122 per Acre

    77 Windy Ridge Rd, Warren, CT 06754

    Remarkable 9+ acres with 2 large hay fields and long eastern views. High flat land. 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

    Pels Matthews W. Raveis Lifestyles Realty

    77 Windy Ridge Rd, Warren, CT 06754
  • /38

    $749,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,265 Sq Ft

    121 W Wakefield Blvd, Winsted, CT 06098

    Discover unparalleled Highland Lake living with this exceptional 1.00-acre retreat, boasting 50 feet of direct lake frontage and a newly renovated dock/deck. Enjoy breathtaking water views from your sunroom, dining room, and multiple bedrooms within this versatile 4/5 bedroom home. A unique first-floor suite with a separate exterior entrance offers ideal flexibility as a main-floor master or

    Elizabeth Stockwell Coldwell Banker Realty

    121 W Wakefield Blvd, Winsted, CT 06098
  • /25

    $4,000,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,285 Sq Ft

    31 June Rd, Washington, CT 06777

    This exquisite Frank Lloyd Wright Usonian-inspired lakefront home offers a unique opportunity for luxurious living on the serene shores of Lake Waramaug, nestled in the charming village of New Preston. Known for its pristine waters, Lake Waramaug is one of Connecticut's most beautiful and well-preserved natural lakes. Presented by Viridian Custom Homes and Lindal Cedar Homes, the house is a

    Jonathan Cape William Pitt Sotheby's Int'l

    31 June Rd, Washington, CT 06777

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