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The Matthews Team

Litchfield CT Homes with Acreage

View the latest homes for sale on at least 5 acres in Litchfield, Connecticut below. You may also like to view Litchfield County homes with acreage or learn more about Litchfield.

Houses for Sale with Land in Litchfield

For more information or to see any of these properties in person, contact The Matthews Team online or call 860-868-0511

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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: 3.45% last updated on Jan 13, 2022
* 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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178 Chestnut Hill Road Litchfield CT 06759

MLS Number 170376236

  • Single Family
  • Square Feet 6,621
  • Bathroom 5
  • Year Built 2006
  • Bedrooms 4

This custom built brick colonial is ideally suited for buyers who appreciate fine craftsmanship and exquisitely constructed millwork. The details of this home were meticulously planned and thoughtfully executed with top quality finishes throughout. Gourmet kitchen with large island opens to breakfast nook. Family room walks out to the spacious enclosed sun room and takes in views of the expansive back yard with its stone waterfall and pond. Office/library with fireplace Main level master with his/hers walk in closets. 3 bedrooms 2 baths on upper level. Office/Library. 8 zones. Generator. Lower level game room with bath and full kitchen. Wine cellar and wine/beer making studio. Barn with studio/workshop and addl 3 car garage. There are trails for walking/riding bikes at the end of this road with go on for miles. Just 5 minutes to the charming village of Litchfield and to the Litchfield Country Club. 2 hours to NYC.

Listing Courtesy of William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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 Seherr Thoss Drive Litchfield CT 06759

Litchfield, CT114 Seherr Thoss Drive

Price$2,350,000

Est. Mortgage: $/month

MLS Number 170426536

  • Single Family
  • Square Feet 4,407
  • Year Built 1978
  • Bathroom 6
  • Property Style Contemporary

Windwood, an old family name, features a sleek modern home designed by noted Litchfield residents Sonia P. Seherr-Thoss and her husband, Hans C. Seherr-Thoss. Mr. and Mrs. Seherr-Thoss became residents of Litchfield, Connecticut in 1948, when they bought acres of farmland where they could raise Jersey cows. Totally private, extremely beautiful, with gently rolling meadows with sweeping vistas of surrounding hills, magnificent woodlands and trails down to Butternut Brook. Located on 113 acres this home has 4 bedrooms, 3 full baths, screened in porch, and lovely southern facing outdoor deck. There is single heated main level garage that opens into mudroom plus room for 3 more cars in the attached lower level garage. Enjoy sunrises and sunsets from this special home. A private, spacious, and unique home designed to bring the outside in through large windows and skylights, located to take advantage of the unique views. Perennial gardens surround a salt water pool, designed to showcase flowering plants all season long. Minutes to one of Connecticut's top hunter jumper equestrian facilities, Litchfield center and 2 hours to New York City. Easy access to all the best of Northwest Connecticut! Hayfields are lovingly maintained without pesticides and farmed by local dairy farmers creating artisanal chocolates.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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88 Wigwam Road Litchfield CT 06759

Litchfield, CT88 Wigwam Road

Price$1,495,000

Est. Mortgage: $/month

MLS Number 170417047

  • Single Family
  • Square Feet 4,338
  • Bedrooms 5
  • Year Built 1780
  • Bathroom 5

With one of the finest views in Litchfield Skyscape, a unique Cape Cod set on 5 open acres, will captivate you with breathtaking westerly vistas. Discover a beautiful blend of early New England craftsmanship along with modern updates and additions throughout. Situated on a quiet country road where one can enjoy the peace and tranquility and amazing views of the neighboring pond. Perfect for entertaining with updated kitchen featuring a huge island, two dishwashers, Subzero refrigerator, dining area adjacent to the family room with its fireplace and French Doors to the patio. Formal living room with antique paneling and wood burning fireplace. Enjoy dinner parties with friends and family in the formal dining room. Retreat to the library with your favorite book and appreciate the original character of the home. There are five bedrooms including a first floor primary bedroom suite and a potential second floor primary bedroom as well. Updated baths, wideboard floors, newer windows. The post and beam Great Room leads to the attached three-car garage with workshop and storage. Separate studio with electricity, vinyl siding, newer windows and doors offer many possibilities. Bring your creativity or transform it into a pool house and design your in-ground pool. Spectacular grounds showcase professionally designed perennial gardens, fruit trees, fenced vegetable garden, stone terrace and stonewalls. A heavenly property in historic Litchfield and with easy commuting to NYC.

Listing Courtesy of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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571 Torrington Road Litchfield CT 06759

Litchfield, CT571 Torrington Road

Price$1,350,000

Est. Mortgage: $/month

MLS Number 170455034

  • Single Family
  • Square Feet 14,500
  • Bathroom 25
  • Year Built 1990
  • Property Style Colonial, Farm House

Calling all entrepreneurs! This bed & breakfast / hospitality property has 3 buildings, 20+ bedrooms, a restaurant and bar, 2 commercial kitchens, wine cellar, a ballroom and an incredible amount of untapped business potential. A repositioning plan shows the potential for almost $5M in revenue generation with an arguably conservative business plan. Potential business operations at this property include: hotel rooms, restaurant and bar, weddings, special events, conventions, fairs, a spa and so much more. This property and business are currently underutilized and an owner / operator with the right vision could turn this property in to a regional destination. The Inn is setback from the main road, Torrington Road (Rt202) and comprises a triangular property of 9.9 acres bounded by Torrington Road, Tollgate Road and Wilson Road. The entire rear two thirds of the property is undeveloped and wooded. Some of the trees are tapped for maple syrup which is produced by a small sugar shack about one half mile up Wilson road. The town of Litchfield is know as a quintessential New England Village and the Inn is 2.5 miles from the Litchfield town green. The area is known for its antiques, artisans and outdoors activities, and yet it is within 100 miles of New York City and 130 miles of Boston. Bradley Airport is within a 1-hour drive.

Listing Courtesy of Kinard Realty Group Commercial

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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21 Maple Ridge Litchfield CT 06759

Litchfield, CT21 Maple Ridge

Price$1,125,000

Est. Mortgage: $/month

MLS Number 170431615

  • Single Family
  • Square Feet 5,806
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 5

Located at the end of a private road, lies this well-appointed, country home. Set on 7.98 acres ,rolling lawns,evergreens & open space await you.. Enter through to the grand, 2-story center hall that opens to a formal Living Room with hand-carved mantel over the FP & Dining Room, each with custom crown mouldings, 9 ft. high ceilings and cherry floors with inlaid borders.There is a guest Powder Room.Entertaining is made easy in the generous-sized Kitchen with granite countertops, custom maple cabinetry, a large island, radiant heat,Butler's Pantry, dining area & sliders to a terrace. The Family Room, adjacent to the Kitchen has a custom granite fireplace. The Library/Den, a perfect 1st floor office, boasts custom paneling & bookshelves and leads to a screened-in terrace. The 2nd floor has 5 bedrooms, including a Main Suite with 2 walk-in closets, a sitting area with FP, a Petite Dejeuner and full bath with radiant heat. The 4 additional bedrooms, 1 en-suite, and 2 full baths complete this floor. There is a full walk-up attic. A mud room area, 1st floor laundry and Powder Room has a 2nd staircase to the upstairs. The full basement has finished space, a work-out room and lots of storage with roughed-in plumbing for a bathroom. There is a 3-car, attached garage. Many custom details ! CAIR, Generator, Irrigation System .Close to the villages of Litchfield & Bantam, convenient to, hiking, horseback riding, swimming & skiing. 2 hrs. from NYC. Don't miss this special property.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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16 Page Road Litchfield CT 06759

Litchfield, CT16 Page Road

Price$649,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170402735

  • Single Family
  • Square Feet 2,240
  • Property Style Colonial
  • Bathroom 3
  • Bedrooms 3

Lark Meadow the perfect country retreat, privacy & views set on 13 rolling acres of lawn, meadow & forest. Eat-in kitchen with bay window & fireplace; large living room with 2nd fireplace & bay window; formal dining room, sunroom, plus garden room. Attached 2 car garage, studio/outbuilding with pond view. Brook, spring & pond. Renovate or build new with dramatic vistas from upper meadow. Possible subdivision (4-acre zoning) Room for horses, sheep, cows & chickens. Close to Mohawk Ski Area, 10-minutes to Litchfield center with shops & restaurants, less than 2-hours to NYC.

Listing Courtesy of E.J. Murphy Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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210 Blue Swamp Road Litchfield CT 06759

Litchfield, CT210 Blue Swamp Road

Price$544,900

Est. Mortgage: $/month

MLS Number 170412031

  • Single Family
  • Square Feet 2,572
  • Property Style Colonial
  • Bathroom 3
  • Bedrooms 3

As you enter the foyer of this 3-4 bedroom home you'll be enticed by the cathedral ceiling in the living room with a brick fireplace, walls of windows, wood flooring, and doors opening to the deck. Looking across to the eat-in kitchen there are granite countertops, stainless steel appliances, pantry, bay window, and a door leading to another deck. The dining room overlooks the backyard, and an office and ½ bath are also on the main floor. The en suite primary bedroom on the second floor has a full bath and walk-in closet. A 2nd full bathroom serves the other 2 bedrooms. The walk-out basement with a wood stove is perfect for storage and there is a detached garage. This lovely property abuts Litchfield Land Trust.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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190 East Chestnut Hill Road Litchfield CT 06759

MLS Number 170450584

  • Single Family
  • Square Feet 2,588
  • Year Built 1999
  • Property Style Colonial
  • Bedrooms 5

Don't miss this 5 bedroom 2.5 bath Colonial situated on a 6 acre lot with beautiful eastern views overlooking a farm. Open floor plan with a large family room (20X14) with beautiful built-in's and tons of natural light! Spacious eat-in-kitchen and sliding doors to a private deck with sunset views. Large primary bedroom with a lovely sitting area and full bathroom - 5th bedroom is currently being used as an art studio, but could also be used as additional living space. Attached 2 car garage, privacy and a great location!!

Listing Courtesy of The Washington Agency

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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89 Headquarters Road Litchfield CT 06759

MLS Number 170446823

  • Single Family
  • Square Feet 1,324
  • Property Style Contemporary
  • Bathroom 3
  • Year Built 1976

This charming, well maintained three bedroom two and half bath contemporary, lies in the Historic District of Milton just 10 minutes from Litchfield, 20 minutes to Torrington and under 2 hours to NYC. Find your serenity as you sit out on your front screened in porch surrounded by nearly 6 beautifully wooded acres with many mature oak, maple and pine trees. This home boasts a tastefully updated eat in kitchen with quartz countertops, an apron front sink and all gas Samsung range. The main floor has lovely hardwood floors throughout while warm yellow pine floors round out the upstairs. The main floor has a recently updated bathroom with stunning claw foot tub. This home is move in ready with a brand new 50 year warrantied roof, a mechanical room that was recently updated with a new water tank, and updated electrical for the washer and dryer. Don't miss the opportunity to own this peaceful escape.

Listing Courtesy of Dave Jones Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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