CT Homes with Acreage - Litchfield County

Find 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.

201-A Millerton Sharon CT 06069

Price$11,850,000

Est. Mortgage: $/month

MLS Number 170116271

  • Single Family
  • Property Style Georgian Colonial
  • Bedrooms 5
  • Bathroom 6
  • Acreage 375.72

Mole's Hill Farm. Minutes from bucolic Sharon, Ct. this English-style estate is a true retreat from today's fast-paced world. Centered by a Manor House filled with understated elegance and a sweeping flair of British style, the estate captures the imagination. Detailed pediments, carved fireplaces, custom millwork and cabinetry are appointed throughout every light-filled room, all perfect for entertaining. The grounds by famed English garden designer Penelope Hobhouse and British architect Sir Anthony Denny combine Edwardian symmetry and style in a hillside setting to breathtaking results. Centered by an obelisk folly, framed by a double allee of zelkovas trees, it is flanked by two formal gardens. One features a walled English garden designed with perennial beds and espaliered fruit trees and a greenhouse. The other features a hornbeam hedged garden surrounding a lap pool and a double pavilion with cabana and guest studio. A Russian dacha is tucked in the woodlands. A tennis court, large barn and three bedroom guest house complete the offering. Additional acreage is available.

Listing Courtesy of Houlihan/Lawrence

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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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221 333 Montevideo aka Abington Estates Avon CT 06001

MLS Number 170172537

  • Multi Family Multi-Family For Sale
  • Acreage 116
  • Square Feet 7,964

Nature lover's - this one's for you! Abington Estates sits on 116 acres with 4 homes, 3 barns, a 12 acres swimming pond, boathouse, dock, raft. All homes are very well maintained and occupied. The main house (#333) is understated elegance built in 1991 in a contemporary brick and steel Adirondack style. It has 7964 sq ft with 10 rooms, 4BR/3full/2halfbaths/ 500 sq ft art studio, 5 fireplaces, partly finished basement with sauna, 3 car garage. Sitting on a grassy knoll it enjoys glorious sunset views to the west and serene water views to the east. The 3 cottages, #221, #295 and #379 are all located on the ridge and are rented and support 70% of the property tax. #221, The Parsonage is located directly across from the 3 Victorian Barns has 1350 sq ft with 2 br/1.1ba. Stone House, #295 built in 1900 in art deco style is 2888 sq ft with 2-3 /2 ba, updated stainless kitchen, 4 fireplaces. The North Cottage is 1002 sq ft with 2br/2 baths. All appliances convey with the property. Most of the acreage has been classified forest land for over 10 years. Land abuts Heublein Tower park and MDC property. Wild life abounds! Tenants have been long term having lived there for 3 to over 25 years. See attachments for floor plans. Ask agent for floor plans and about development opportunities and possible seller financing.

Listing Courtesy of Berkshire Hathaway NE Prop.

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%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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221-379 Abington Estates aka 333 Montevideo Avon CT 06001

MLS Number 170166729

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 5
  • Acreage 116

Nature lover's - this one's for you! Abington Estates sits on 116 acres with 4 homes, 3 barns, a 12 acres swimming pond, boathouse, dock, raft. All homes are very well maintained and occupied. The main house (#333) is understated elegance built in 1991 in a contemporary brick and steel Adirondack style. It has 7964 sq ft with 10 rooms, 4BR/3full/2halfbaths/ 500 sq ft art studio, 5 fireplaces, partly finished basement with sauna, 3 car garage. Sitting on a grassy knoll it enjoys glorious sunset views to the west and serene water views to the east. The 3 cottages, #221, #295 and #379 are all located on the ridge and are rented and support 70% of the property tax. #221, The Parsonage is located directly across from the 3 Victorian Barns has 1350 sq ft with 2 br/1.1ba. Stone House, #295 built in 1900 in art deco style is 2888 sq ft with 2-3 /2 ba, updated stainless kitchen, 4 fireplaces. The North Cottage is 1002 sq ft with 2br/2 baths. All appliances convey with the property. Most of the acreage has been classified forest land for over 10 years. Land abuts Heublein Tower park and MDC property. Wild life abounds! Tenants have been long term having lived there for 3 to over 25 years. See attachments for floor plans. Ask agent for floor plans and about development opportunities.

Listing Courtesy of Berkshire Hathaway NE Prop.

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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102 Melius Warren CT 06754

Price$4,995,000

Est. Mortgage: $/month

MLS Number 170086449

  • Single Family
  • Property Style Antique
  • Bedrooms 7
  • Bathroom 7
  • Acreage 68.4

Historically rich 1799 residence on 89 acs. Cleve Gray, a prominent artist moved here in 1949. Francine du Plessix, the renowned author, joined him when they married in 1957. Their respective studios are on either side of the driveway. The current owner began a total restoration/preservation in 2015: gorgeous kitchen, baths, and new systems (heat, A/C, electric, plumbing). Tennis court. The main house has a living room w/beamed ceiling & fpl, dining room w/fpl, family room w/fpl, and library. The kitchen features high-end appliances/finishes & breakfast nook. Main floor guest suite with fpl & bath. Screened-in porch overlooks the heated swimming pool. 5 BRs, 3 full baths including the master w/fpl, sitting area, dressing room and bath and a den are on the upper level. Wide board floors. One wing houses the original farm office with vaulted ceilings & fpl repurposed as a bar on the main level. Above is a guest apt. with a separate entrance with a living room, kitchen, BR, bath & laundry. The acreage includes gardens, pond, fruit trees. The old barn with silo, Cleve Grey's studio. includes a huge open space with high ceilings and an apt. Across the drive was Mrs. Grey's writing studio. Above the garage is a caretaker's apt with 3 BRs, living room, kitchen and bath. A newly renovated 3-BR guest house lies beyond the main house. The property is 3 parcels: 49+ acs surround the house and outbuildings and 1 parcels across the road of 20.4 acres.

Listing Courtesy of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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188 Sabbaday Washington CT 06794
Pending

MLS Number 170110677

  • Single Family
  • Property Style Antique
  • Bedrooms 5
  • Bathroom 3
  • Acreage 165.43

Tatetuck Farm, an iconic equestrian estate, has been in the same family for 60 years. It is historically and architecturally significant. 165+ acres located on the east side of a scenic road it is one of the most beautiful properties ever available in Washington. The main house is considered to be one of the finest Federal-style Colonials in the area with 5 bedrooms, 4 fireplaces, a stone terrace overlooking spectacular grounds: stone and rail fencing, gardens, pool, pond, pastures, and woodlands. The pool, uniquely shaped as a quadrant, has a pool house with fireplace, kitchenette, dressing room and bath. A 2 bedroom guest house has a finished basement and garage. Three horse barns (combined total of 18 stalls) are surrounded by verdant pastures and riding ring. 131 acres is in an agricultural conservation easement to Steep Rock Land Trust. Tatetuck Farm evokes a grace and gentility associated with a time gone by. One is embraced by the beauty and peacefulness here. Note: 2 separate parcels. 188, 190 Sabbaday. Specs are for main house only. Taxes, assessments, and acreage have been combined. Also listed with 161 and 193 Sabbaday Lane for $6,495,000. See MLS#L10236930

Listing Courtesy of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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193 Sabbaday Washington CT 06794

MLS Number 170204628

  • Land
  • Acreage 47.91

Tatetuck Farm - the west side of this historic equestrian property is now available. Approx 47 acres of gorgeous open meadows surrounded on two sides by over 700 acres of Steep Rock Land Preserve. Includes a charming 1947 guest cottage and a 15 stall horse barn. The potential house sites offer views and privacy. Located only minutes from Washington Depot. Acreage, frontage, taxes etc to be determined. Lot line revision and acreage determination in progress. Sale is contingent upon the closing of 188 Sabbaday scheduled for Sept, 2019.

Listing Courtesy of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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66 Upper Church Hill Washington CT 06794

MLS Number 170179833

  • Single Family
  • Property Style Farm House
  • Bedrooms 4
  • Bathroom 4
  • Acreage 14.61

High long views from every window, this stunning Harold Tittmann-designed, state-of-the-art 4-bedroom, 3½ bathroom Farmhouse offers gorgeous sunrises and sunsets, 14+ level pastoral acres, surrounded by open meadows, just minutes from Washington Depot, Lake Waramaug and New Preston. The Open floor plan was designed to bring the outdoors in, with combined living room/dining room w/ high ceiling, 4 sliding doors lead to the 1600 ft stone terrace, French door opening onto the covered porch and step down to the blue stone terrace, a design which is perfect for easy entertaining. Stone fireplace, Sonos sound system, built-in bookcases and opens on to spacious Chef's kitchen w/ center island, sleek granite counters, 6-burner Wolf range, double wall oven w/ French doors by American Range. 2 sinks, 2 Miele dishwashers, wine chiller, breakfast area w/ banquette seating overlooking the eastern sunrise views. The first level master suite offers luxurious bath and large walk-in dressing closet. There are 3 add'l bedrooms, including one en suite and two which share a large bath.The grand family or game room w/ its vaulted ceiling, allows for a great gathering space. In addition, there is a separate office on the first level, mudroom with built-ins. Systems include a propane hydro-air hvac with central a/c, whole house generator and standing seam metal roof. The acreage is perfect for horses, gardening or play, and invite you to just move in, relax and appreciate the Litchfield Hills.

Listing Courtesy of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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201 East Chestnut Hill Litchfield CT 06759

MLS Number 170098264

  • Land
  • Acreage 129.24

Vast acreage in a picturesque New England setting. Nestled in the beautiful foothills of the Berkshires, 130 acres of sprawling meadow and wooded area. Distant views of rolling pasture and forest. The Wigwam Brook meanders its way along the full length of the property. Audubon Society abutting much of the eastern property line. Approximately 4,000 feet of frontage along two roads. Nearby vineyards and Litchfield Green offer relaxing strolls for dining, shopping, and entertainment. Included on the property is a three bedroom Colonial home, two barns of 4,680 sf and 2,880 sf, and other outbuildings.

Listing Courtesy of Berkshire Hathaway NE Prop.

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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201 East Chestnut Hill Litchfield CT 06759

MLS Number 170098541

  • Single Family
  • Property Style Colonial
  • Bedrooms 3
  • Bathroom 2
  • Acreage 129.24

Vast acreage in a picturesque New England setting. Nestled in the beautiful foothills of the Berkshires, 130 acres of sprawling meadow and wooded area. Distant views of rolling pasture and forest. The Wigwam Brook meanders its way along the full length of the property. Audubon Society abutting much of the eastern property line. Approximately 4,000 feet of frontage along two roads. Nearby vineyards and Litchfield Green offer relaxing strolls for dining, shopping, and entertainment. Included on the property is a three bedroom Colonial home, two barns of 4,680 sf and 2,880 sf, and other outbuildings.

Listing Courtesy of Berkshire Hathaway NE Prop.

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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193 West Cornwall Sharon CT 06069

Price$1,595,000

Est. Mortgage: $/month

MLS Number 170204845

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 13.31

Unique Estate with Beautiful Views - This special property offers a great opportunity to have beautiful views, 13+acreage (with 72 additional acres available) and extra space for flexibility and unlimited potential. The Main House, with southern exposure, offers 5200+ square feet with 4 bedrooms and 4.5 baths, complete with elevator, screen porch, indoor heated pool, attached 2 car garage and central AC. Manicured gardens and mature specimen trees provide a tranquil backdrop to the mountain and meadow views from most rooms in the house. An outdoor patio surrounded by well-tended cutting gardens is the perfect place to relax or for outdoor entertaining. Two Guest Homes, provide 7 additional bedrooms, provide maximum comfort and privacy for guests or tenants. Two Barns with a total of six garage bays can accommodate several cars for the automobile collector. An open flat field would make an excellent equestrian riding arena. Located in Sharon CT, close to Hotchkiss, Salisbury School, and Kent School. Enjoy a year-round active lifestyle with skiing at Mohawk Mountain and Catamount, hiking on the Appalachian Trail, canoeing on the Housatonic River or swimming area at Sharon Beach. Quintessential villages offer shopping, dining, and cultural events; including Tri Arts in Sharon, Millerton, NY, and Salisbury, CT.

Listing Courtesy of Elyse Harney Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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32 Briggs Hill Sherman CT 06784

Price$1,499,900

Est. Mortgage: $/month

MLS Number 170167378

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 20.31

A setting like no other; 32 Briggs Hill resembles your regional premier country club, sited strategically in the heart of 20+ rolling acres located in western Sherman. This serene retreat offers it all - conveniently located 75mins outside of NYC, upon approach become enchanted with the scenic surround of Sherman's beautiful rural mountains and neighboring equestrian properties. Turn into the driveway and journey down the manicured, long drive through the vast acreage which features picturesque ponds, perennials, mature trees, meadows, 360 degree exposure with rear barn, stone walls, brooks, infinity pool, stone patios, and circular front driveway. Oozing with charm, this 4k square ft+ boutique Colonial home welcomes you and your guest w/ a large wrap around porch - graciously providing exposure to all views/angles of the home. Custom designed & built w/ sophisticated fashion; The main level features soaring 17' vaulted ceilings, custom mill work, Brazilian Cherry floors, 2 fireplace's, a library & guest en-suite. A breathtaking kitchen w/ SS appliances inc. Wolf 6-burner gas stove, custom cherry cabinetry, built-in wine rack & natural entertaining flow into the rest of the home. The UL features the Master suite and 3 add'l BRs. LL Summer Kitchen and Home Theater. This quite and private setting it truly one of a kind, with an outdoor Kitchen, patio w/ pergola, storybook views, gunite hot tub, infinity pool, and 3 private ponds. Unmatched to anything on the market.

Listing Courtesy of Neumann Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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167 Beebe Hill Canaan CT 06031

MLS Number 170057060

  • Single Family
  • Property Style Colonial, Farm House
  • Bedrooms 4
  • Bathroom 2
  • Acreage 10.35

THE HOSFORD HOMESTEAD, Circa 1735 with an addition in 1804, one of the oldest and well preserved vintage properties in Falls Village with two huge center chimneys, hand-hewn timbers, hand made nails, hand made glass in the 6 over 6 windows with 12 over 12 windows in the 1804 addition. The parlor has pine paneled walls, paneled doors & kings board floors & back to back stone & brick fireplaces with baking ovens in the parlor & dining room. There are 5 fireplaces in all & two stairwells to the second level. The in-ground pool has a tiered field stone surround with beautiful perennial gardens as a backdrop, beyond is a grass court for playing croquet/bocce. The carriage house built in 1997, consisting of a work shop/garage/34'x26' studio & 34'x24' apartment was designed to complement the main house with 2324 square feet of living space, radiant heat, central air, central vac, lots of versatility for use with its high ceilings & open floor plan. Steel carrying beams allow for hoisting boats and autos to be stored or worked on. The generator services both the main house & carriage house. The out buildings consist of a barn, well house & chicken coop all on 10.35 pristine acres. An addl 45.52 acres can be purchased with the homestead with asking price of $1.8 Mil. The property has been certified organic & is perfect for organic farming, organically maintained fields & pastures for livestock, equestrian estate, ample space & comfort for a home business. Some acreage is in PA 490

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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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Information contained in this Smart MLS listing has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2017 Smart MLS, Inc. All rights reserved.