The Matthews GroupWilliam Raveis

The Matthews Group

CT Homes with Acreage - Litchfield County

Home with Land in Litchfield County, ConnecticutFind all homes with acreage for sale in Litchfield County, Connecticut including equestrian estates, ranches, and houses with plenty of privacy and beautiful views in a delightful country setting. Explore homes with land in Litchfield, New Milford, Roxbury, Sharon, and beyond. Current real estate listings for homes with land are shown below. Sign up with our site to get a leg up on your property search and be the first to hear about new listings! Already registered? Log in to save your searches and favorite listings to start reaping the benefits!

Search Homes with Land for Sale in CT

Contact The Matthews Group with questions about any of these properties or to schedule a private viewing.

132 Curtiss Road Warren CT 06777

Warren, CT132 Curtiss Road

Price$10,000,000

Est. Mortgage: $/month

MLS Number 170418353

  • Single Family
  • Square Feet 3,372
  • Bedrooms 3
  • Bathroom 4
  • Year Built 1820

Step back in time at Lost Acre Farm to one of the last great opportunities to own over 100 acres of unencumbered land overlooking Lake Waramaug, CT's most beautiful and protected lake. The property is located at one of the highest spots in the area and along a dead end road abutting state land and major estates. The 3 bedroom existing main house has exquisite southwestern lake views, terraces, gardens, mature fruit/specimen trees, multiple guest houses, large equestrian barn, pool with pool house and a pond with waterfall. The 3 charming guest cottages can be restored for living while the main house undergoes renovation or you build anew. The total acreage is 114.64 acres currently divided into 4 parcels. Further subdivision and conservation potential is possible as there is significant road frontage. Percolation testing would need to be done by buyers. Under 2 hours to NYC. 10 minutes to chic village centers of New Preston, Washington, Kent, Litchfield, Warren. Access to Lake Waramaug at the Warren Town beach just a 2 minute drive down the street. Nearby country clubs offer golf, beach and tennis. 20 minutes to Mohawk Mountain for skiing. Taxes reflect all 4 parcels, much of land in PA 490.

Listed by William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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141 5 1/2 Mile Road Cornwall CT 06753

MLS Number 170403678

  • Single Family
  • Square Feet 12,373
  • Property Style Mediterranean
  • Bathroom 7
  • Year Built 1997

Villa Catarina - A grand Tuscan-style estate spectacularly situated on 550+ acres in the heart of Litchfield County offers unparalleled privacy and security as well as magnificent tri-state views of MA, CT and NY. Approached by a long scenic driveway meandering through fields and forests, this unique country compound is introduced by a granite cobbled courtyard, framed by copper beech and fragrant linden trees. The exquisite limestone and stucco Palladian-inspired villa by award-winning architect Thomas Beeby offers superior, commercial grade construction with 5 bedrooms, 4.3 baths and 6 fireplaces. Opening from a dramatic 2-story foyer showcasing a double staircase, the main floor encompasses a formal living and dining room, reception rooms/galleries, a spacious kitchen, library, and study. Gorgeous reclaimed cherry wood floors with radiant heating and 9+ ft high ceilings provide distinctive details. Upstairs, 5 luxurious bedrooms each offer stunning views of the surrounding wooded hillsides. Inviting terraces and formal gardens with dramatic westerly views, along with a Har-Tru tennis court and 6-stall horse barn complete this enchanting property. Peace and tranquility abound with this rare and exceptional offering. Additional acreage available.

Listing Courtesy of Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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184 Fern Avenue Litchfield CT 06759

Litchfield, CT184 Fern Avenue

Price$5,900,000

Est. Mortgage: $/month

MLS Number 170361462

  • Single Family
  • Square Feet 12,016
  • Bedrooms 8
  • Bathroom 13
  • Year Built 1992

One of Litchfield's largest estates, on almost thirty acres, this 12,000sf Center Hall Colonial is perched on your own sprawling park w/stonewalls, heated saltwater Gunite pool, bluestone patios and decks. This estate boasts an oversized two bedroom guest house, renovated greenhouse. Land backs up to Topsmead State Forest & Land Trust for more seclusion. Inside find high ceilings, a two-story balcony, grand foyer, cascading staircase. Eat-in gourmet kitchen w/ x-large island. Treat guests to the inviting formal dining room bathed in sunlight and a fireplace, also in the heart of the home a big bright family room, a private library with custom built-ins, a private 3 rm suite, giant mudroom, 13 baths, 8+ bedrms, a master suite w/FP, sitting area, sunrm & luxurious spa retreat, a delight for any couple. Fully finished third floor plus fin walkout LL w/exercise-rm, wine cellar, 2-½ baths, steam spa shower, small kitchen and family room with a perfectly rustic grand stone wood fireplace. Come in after star gazing in your top of the line hot tub! For the enthusiast, a 6-car heated garage w/room for 12cars w/a lift. 7 zones, private gym, separate residence, new whole house generator. Two hours to NYC, live in Litchfield, one of Connecticut's hottest destinations in the country you crave only moments into town. Come explore life in Litchfield County w/vineyards, shops, parks, dining + more. Add a helipad for convenient and safe travel. Seller added substantial acreage this past year.

Listing Courtesy of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1 Glen Brook Farm Road Sherman CT 06784

MLS Number 170404895

  • Single Family
  • Square Feet 7,000
  • Bedrooms 6
  • Bathroom 7
  • Year Built 2020

Just 90 minutes from NYC and minutes to both Kent and Sherman Connecticut this completely custom-built stone and timber Contemporary home offers modern country living on one of the rare acreages found in Sherman, CT. Situated on 75 acres, with the perfect blend of open views, hilltop pastures, and mature forestland. Completed in 2020, featuring soaring cathedral ceilings, floor-to-ceiling walls of glass, lustrous walnut millwork, wide white oak floors, and rich tones of marble and granite. The heart-of-the-house bespoke kitchen is ready for entertaining with Miele appliances, a light-flooded breakfast area, and a spacious center island. Opening to the family room with a dramatic fireplace, soaring walls of glass invite you out to the broad entertaining terrace. The second-floor master suite features a marble-appointed bath with a soaking tub and a glass-enclosed shower and two large walk-in closets. An additional ensuite bedroom has a custom-fitted dressing area. For work-at-home privacy, there's a coveted studio/office with a full bath. The walk-out garden level adds an additional private bedroom with an ensuite bath, media room, gym/recreation room, and laundry all with radiant heat floors. There's a fully-equipped 11-stall barn with a caretaker's house, and a large working studio is ready for the hobby/sports enthusiast. Surrounded by Land Trust ensures forever protection and privacy. See MLS 170404954 for additional 75 acres.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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299 Hinman Road Bethlehem CT 06751

Bethlehem, CT299 Hinman Road

Price$2,600,000

Est. Mortgage: $/month

MLS Number 170403719

  • Single Family
  • Square Feet 7,865
  • Bedrooms 4
  • Bathroom 6
  • Year Built 2001

Fox Hollow Farm - 182.78 acres with 7215sqft Rick Moisan designed Post & Beam home w/ Horse Barn & 8 car garage. Post & Beam by Jack Sobon crafted from 14 different Hardwoods all felled on the property. Hardwood & Plaster walls throughout. Gorgeous Eat-in-Kitchen w/ large Breakfast Bar Center Island, Granite tops, High-End SS Appliances, Butler's pantry & Black Walnut & Tile floors. Great Room w/ Cathedral Ceiling, Elk Antler Chandelier & Fieldstone Fireplace built w/ Stones gathered on the property. Dining Area w/ Open Floorplan to Living Space. 1st Floor Master Suite w/ Cathedral ceilings, dual walk-in closets, dressing area & full bath. 1st Floor Office. Exercise Room w/ cathedral ceilings, attached bath & sauna. 1st Floor laundry, Mudroom, Foyer & Sitting Room. Upstairs 2nd BR w/ full bath & walk-in closet. 3rd & 4th BRs w/ walk-in closet & additional bath. Large Loft space perfect for family room space. Lower Level Rec/Game Room & tiered Theatre. The exterior setting, outbuildings, and land are something to Behold! Large 2 story barn. 1st floor designed for 4 horse bays but currently used for 2 horses with area to pasture. 2nd floor full Hay Loft. Separate outbuilding w/ 6 car garage & slaughterhouse. Acreage includes trails & property great for Hunting, ATV rides & snowmobiling. The possibilities here are endless. Enjoy your own personal country paradise w/ all of the modern amenities!

Listing Courtesy of Showcase Realty,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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114 Town Line Road Roxbury CT 06783

MLS Number 170405991

  • Land
  • MLS Status Active
  • Acreage 41
  • Waterfront
  • Zoning C

Unencumbered acres* comprising antique Dickinson Dairy House, sheds, and Greyledge Flag Barn. The land offers rare potential either as a renovation opportunity or as a new build given the dramatic vistas of the Shepaug River Valley afforded by the elevation and 240-degree views. The Dickinson Dairy House (aka the Seruphas Ward House c. 1845) is a vernacular farmhouse influenced by the Greek Revival style. It is composed of an early 19th-century center hall building and a recessed kitchen wing to the south with a full English basement at the rear. The Dairy House provides an interesting perspective how country builders at this time integrated both colonial and Greek Revival styles in Litchfield County. The home has not been occupied since the current owner purchased the property and it requires extensive renovation. Located to the south of the house is the Greyledge Barn -- constructed in 1996 and built of weathered siding from a barn in Indiana to replicate the look and aesthetic of a calving barn of similar size that used to occupy the rocky promontory that defines Greyledge Farm and the Estate. The barn is now used primarily for vehicle and equipment storage; however, it can be easily repurposed as it has a poured concrete floor, excellent natural light, and the structural integrity of a new building. View shed restrictions apply. Survey in process. Exact acreage TBD.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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114 Town Line Road Roxbury CT 06783

MLS Number 170385553

  • Single Family
  • Square Feet 2,228
  • Bathroom 1
  • Bedrooms 7
  • Year Built 1880

Unencumbered acres* comprising antique Dickinson Dairy House, sheds, and Greyledge Flag Barn. The land offers rare potential either as a renovation opportunity or as a new build given the dramatic vistas of the Shepaug River Valley afforded by the elevation and 240-degree views. The Dickinson Dairy House (aka the Seruphas Ward House c. 1845) is a vernacular farmhouse influenced by the Greek Revival style. It is composed of an early 19th-century center hall building and a recessed kitchen wing to the south with a full English basement at the rear. The Dairy House provides an interesting perspective how country builders at this time integrated both colonial and Greek Revival styles in Litchfield County. The home has not been occupied since the current owner purchased the property and it requires extensive renovation. Located to the south of the house is the Greyledge Barn -- constructed in 1996 and built of weathered siding from a barn in Indiana to replicate the look and aesthetic of a calving barn of similar size that used to occupy the rocky promontory that defines Greyledge Farm and the Estate. The barn is now used primarily for vehicle and equipment storage; however, it can be easily repurposed as it has a poured concrete floor, excellent natural light, and the structural integrity of a new building. View shed restrictions apply. Survey in process. Exact acreage TBD.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1030 Main Street North Southbury CT 06488

Southbury, CT1030 Main Street North

Price$1,500,000

Est. Mortgage: $/month

MLS Number 170409016

  • Single Family
  • Square Feet 8,267
  • Bedrooms 5
  • Bathroom 6
  • Year Built 1787

The stately Rochambeau House is a Connecticut classic estate. This early Federal center hall colonial was attached by portico to a carriage house in the early 20thc. which incorporates an office and apartment. Many possibilities exist for multi-generational living and fabulous professional space. An expanded kitchen with formal and informal living areas make this beautiful estate well suited to today's living. There is a barn with loft and an additional outbuilding. Current feasibility study shows the acreage with six possible building lots.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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194 Artillery Road Middlebury CT 06762

Middlebury, CT194 Artillery Road

Price$1,225,000

Est. Mortgage: $/month

MLS Number 170437369

  • Single Family
  • Square Feet 8,201
  • Property Style Colonial
  • Bathroom 7
  • Year Built 1962

7410sqft Stately Colonial Williamsburg brick home w/ 1st floor master, in-law style unit with separate entry, garages capable of holding 14 cars, and 2 separate building lots! Single owner home. First time ever offered for sale! Absolutely gorgeous grounds with 3 brownstone patios, professional landscaping, and serene setting all with a view! The curb appeal of this home is unparalleled. Hardwood floors throughout including under much of the carpet. Large eat-in-kitchen. Dining room with fireplace. Sunken living room with fireplace, and built-ins. Sunroom with bay window, gas fireplace and slider to deck. Main level master suite w/ full bath, walk-in closet, and hardwood floors. Several additional bedrooms and baths on the 2nd and 3rd floors totaling 7 bedrooms and 7 baths in the entire home. Above garage living space with separate entry and open floorplan includes 2nd eat-in-kitchen, living room, bedroom, full bath and laundry. Fully finished basement with recreation room and gym space. Attached garage and carriage house are heated. Great for any car enthusiast. Architectural roof replaced in 2019. Strong mechanicals, including automatic generator, sec sys, city sewer, central air. Also 2 additional building lots! Building lots currently taxed at PA490, listing data reflects this. Acreage, assessment, and taxes reflect both parcels. Also listed without lots as MLS#170407681 and with 1 additional lot as MLS#170437366.

Listing Courtesy of Showcase Realty,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5 Battle Hill Road Canaan CT 06031

MLS Number 170414467

  • Single Family
  • Square Feet 3,329
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1740

Antique lovers will be awe struck by the impeccable finishes and attention to historical integrity throughout this remarkable Falls Village property. For 40 years the owners have lovingly and painstaking restored this enchanting, 18th century, stately colonial ,true to historical preservation standards, tastefully incorporating modern conveniences. The property embraces you with it's classically beautiful interiors and mature, landscaped grounds enhanced by a privately tucked away pool area graced by stone walls and lovely vistas. Private nooks and crannies abound including a stone walled office alcove, a charming library and other intimate private places to retreat to. The third floor, with original flooring, awaits the next owners vision. The acres include a separate lot. The house is on 2.83 acres and an additional, contiguous, 2.10 acre parcel has an address on Rt 7. The taxes and acreage reflect these combined parcels. Owners prefer closing in 2022...great things come to those who wait for this gem of an estate.

Listing Courtesy of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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15 Old Bethel Road Newtown CT 06470

Newtown, CT15 Old Bethel Road

Price$1,150,000

Est. Mortgage: $/month

MLS Number 170401111

  • Land
  • MLS Status Active
  • Acreage 21.22
  • Zoning R-2
  • Subdividable

21 unspoiled acres, with a charming Mid-Century Modern cabin on site, complete with a small barn, a car port and storage shed. Keep the cabin, and built additional homes on the site, or create your own equestrian center. There is planty of room! The acreage allows for horses; up to 15 are permitted on this size lot. Well and septic, propane and 200 Amp electric are all established, and in good working order. This property has not been on the market for over 30 years; come and see the possibilities of this hidden Eden today!

Listing Courtesy of Douglas Elliman of Connecticut

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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194 Artillery Road Middlebury CT 06762

Middlebury, CT194 Artillery Road

Price$1,025,000

Est. Mortgage: $/month

MLS Number 170437366

  • Single Family
  • Square Feet 8,201
  • Property Style Colonial
  • Bathroom 7
  • Year Built 1962

7410sqft Stately Colonial Williamsburg brick home w/ 1st floor master, in-law style unit with separate entry, garages capable of holding 14 cars, and separate building lot! Single owner home. First time ever offered for sale! Absolutely gorgeous grounds with 3 brownstone patios, professional landscaping, and serene setting all with a view! The curb appeal of this home is unparalleled. Hardwood floors throughout including under much of the carpet. Large eat-in-kitchen. Dining room with fireplace. Sunken living room with fireplace, and built-ins. Sunroom with bay window, gas fireplace and slider to deck. Main level master suite w/ full bath, walk-in closet, and hardwood floors. Several additional bedrooms and baths on the 2nd and 3rd floors totaling 7 bedrooms and 7 baths in the entire home. Above garage living space with separate entry and open floorplan includes 2nd eat-in-kitchen, living room, bedroom, full bath and laundry. Fully finished basement with recreation room and gym space. Attached garage and carriage house are heated. Great for any car enthusiast. Architectural roof replaced in 2019. Strong mechanicals, including automatic generator, sec sys, city sewer, central air. Also additional building lot! Building lot currently taxed at PA490, listing data reflects this. Acreage, assessment, and taxes reflect both parcels. Also listed without lot as MLS#170407681 and with 2 additional lot as MLS#170437369.

Listing Courtesy of Showcase Realty,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2021 SmartMLS, Inc.