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The Matthews Group

Litchfield County CT Cottages

Browse listings for cottages in Litchfield County. 

Cottages for Sale in Connecticut

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5 Bristol Road Middlebury CT 06762

Middlebury, CT5 Bristol Road

Price$1,750,000

Est. Mortgage: $/month

MLS Number 170415685

  • Single Family
  • Square Feet 1,680
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1928

First time on market in over 100 years. 5+ acres of direct frontage on Lake Quassapaug with 1928 Cottage in need of renovation or build your dream home. Shares a private cove with its own drive in boathouse. Fabulous western sunsets across the lake with gentle sloping lawn and mature plantings and trees. Very special setting. Surrounded by multimillion dollar estates. 2 hours to NYC, 3 hours to Boston, less than 1 hour to Hartford or New Haven. 10 minutes to Oxford Airport.

Listed by William Raveis Real Estate

$
$
%
$/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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210 Between The Lakes Road Salisbury CT 06068
Pending Continue to Show

MLS Number 170433461

  • Single Family
  • Square Feet 2,306
  • Year Built 2004
  • Bathroom 3
  • Bedrooms 3

ABSOLUTE MAGIC. RARE OPPORTUNITY TO OWN A HOME ON TWIN LAKES. Travel down a quiet gravel road to your private lake oasis. Pull your boat up to your private dock on 150 ft of waterfront on picturesque Lake Washining. Invite friends and family to join you where you can easily entertain inside or out. The house features an open floor plan, with a two sided fireplace and views of the lake. The tasteful and gracious kitchen was updated in 2015 with the entertainer in mind. Easily prepare food while you chat with your guests. Choose to have your primary bedroom on the main or second floor each with their own full bathroom. Upstairs features two bedrooms plus bonus room with a tower loft space with the best views in the house. The backyard features a hot tub, mature landscaping, gorgeous sunset views as well as a private boardwalk surrounded by a nature sanctuary. With 1.7 acres the lot is gracious and features a lot of outdoor space to do all of your favorite things. Turnkey home with many updates including generator, smart devices, new hot water heater, boiler, basement system. Two car garage has plenty of room for kayaks, paddleboards. Twin Lakes offers year round living: boating, water skiing, kayak, (ice) fishing, ice skating. Grab your morning coffee and enjoy walks along lake lined streets with the family dog. Come meet your neighbors in this vibrant close knit lake community. Only two hours from NYC, Convenient to Metro North Train, Hotchkiss, IMS, Berkshire.

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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231 Bantam Lake Road Morris CT 06763

Morris, CT231 Bantam Lake Road

Price$1,399,000

Est. Mortgage: $/month

MLS Number 170399536

  • Single Family
  • Square Feet 300
  • Year Built 1950
  • Property Style Cottage, Other
  • Acreage 2.65

Fabulous opportunity on Ct's largest natural lake. 2.65 total acres with two land parcels the first is 2.50 acres in the L-41 zone and the second is 0.15 acres in the R-25 zone with approximately 130 Ft of direct waterfront plus a sandy beach area and level lawn great for out door gatherings and entertaining. The 2.50 acres offers 8 old cottages rang from 300 square ft to 440 square feet. Cottages in need of T L C . An old stone house foundation remains form a 1900s home that has been removed . Enjoy winter and summer sports Boating , sailing with the Yacht club, Ski club, fishing and other out door activities. Min from White Memorial Land trust.

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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571 Torrington Road Litchfield CT 06759

Litchfield, CT571 Torrington Road

Price$1,299,000

Est. Mortgage: $/month

MLS Number 170392324

  • Single Family
  • Square Feet 11,850
  • Bedrooms 21
  • Bathroom 25
  • Year Built 1990

Don't miss this unique opportunity to own the Iconic Tollgate Hill Inn -- This is a special property with many uses including a charming Restaurant with a large well equipped commercial kitchen, an Inn with 20 guest rooms with private full bathrooms and many with fireplaces, an 120 seat Banquet facility/ Conference Center, Wedding venue with plenty of rooms to accommodate guests, a Family Compound -- The possibilities are endless!! - The History of the buildings is amazing -- The 1745 Captain William Bull Tavern (on the National Register of Historic Places- No restrictions on the Building) houses the Restaurant and Bar along with 6 Guest rooms and has tremendous character throughout - The Schoolhouse Building was moved here in 1928 from Berlin, Ct. where it was the oldest Schoolhouse and has 4 Guest rooms - The Tavern and Schoolhouse are connected by a really cool tunnel that goes under the driveway -- The last building was constructed in 1991 and houses the Banquet / Conference Room with a very nice Lobby/Office area and 11 spacious Guest rooms with a large deck and patio overlooking a beautiful yard. This is one you must see to appreciate - Don't pass up this Spectacular Property!!

Listing Courtesy of The Washington Agency

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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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13 Mud Pond Road Kent CT 06785

Kent, CT13 Mud Pond Road, South Kent

Price$1,200,000

Est. Mortgage: $/month

MLS Number 170434360

  • Single Family
  • Square Feet 1,404
  • Bedrooms 3
  • Bathroom 1
  • Year Built 1971

Peace and tranquility awaits you on this 50+ acre property abutting Long Mountain-Mud Pond Preserve, which is a 400 acre network of conservancy lands. Incredible opportunity to create a country estate by building a magnificent home with western views overlooking Mud Pond and beyond to the Appalachian Trail. The unique features of this land include level areas for a lawn or swimming pool, multiple sites for a new house, trails through the trees, stone walls, gently sloping hills and direct waterfront access to Mud Pond. Enjoy the cozy 3 bed cottage as it is, or use it as a space to relax whilst you build; with a future possible use as a guest house or caretaker's residence. The current layout comprises a large living area with dine-in kitchen, bedroom, bathroom, den/office, screened-in porch on the main level and 2 further bedrooms upstairs. The home has been recently redecorated, with some key upgrades including Lepage windows. Located only a few minutes drive south of the picturesque village of Kent, this property consists of 2 lots; 39.36 acres in Kent and 12.5 acres in New Milford.

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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670 Candlewood Lake Road South New Milford CT 06776

MLS Number 170390855

  • Single Family
  • Square Feet 2,492
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1930

Welcome to Adirondack Style "Solan Lodge". First time on the market. 1930's charming stone house with elegant touches. Completely private 10+/- acres. Great room with stone fireplace, vaulted ceiling, built in bar and stone terraces on both sides. Many original features remain including oak floors throughout. Country kitchen with double ovens and laundry. Convenient main floor master suite plus 3 additional bedrooms/library. Multiple entertaining areas including dining room with floor to ceiling walls of windows. French doors open to hillside of gardens and stone walkway to heated pool. Rolling landscape with detached garage, perennial gardens and rock outcroppings. Enjoy nearby Candlewood Heights Beach Club for an annual fee. Convenient Southern New Milford location, less than 90 mins to NYC.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/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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80 Rocky Lane Salisbury CT 06068

MLS Number 170405439

  • Single Family
  • Square Feet 2,178
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1932

TWIN LAKES RENOVATED COTTAGE WITH SHARED DOCK....this adorable cottage was renovated and winterized in 2015 with new windows, new roof, new heating system, new kitchen etc. A short walk down the dirt road brings you to the shared deeded lake access with dock. There are 3 bedrooms and 2 baths in the main house and a barn that houses 2 cars plus an unwinterized apartment and an office that have not been renovated but have great potential. Both have baths and the apartment has a kitchen.

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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12 East Greenwich Road Warren CT 06754

Warren, CT12 East Greenwich Road

Price$850,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170414557

  • Single Family
  • Square Feet 941
  • Bedrooms 1
  • Bathroom 1
  • Year Built 1983

"Willow Bank Cottage" ESTATE POTENTIAL! HOMESTEADERS! MAKE GREAT FAMILY COMPOUND! NATURE LOVERS RETREAT! Forty-two acres of privacy. A custom 5 room , l bath cottage, features exposed beams, native wood floors, a cathedral ceiling and a loft, a walk-out basement and a huge deck with views over fields, pine groves, fruit trees and a pond. A two-car garage, a run-in barn for animals or equipment, and a large barn build with native lumber are on the property. Stone walls separate fields, meadows and woodland. Property includes a two acre building lot, a nine acre lot which includes the cottage and a 31 acre lot with great views of the pond. Christmas trees were grown here and there is room for animals, gardens, and small-scale farming. 25 acres in forest land helps the environment and qualifies for property tax reduction, if new owner applies. There is a large wildlife pond on the property and many potential building sites with it in view. The property is bordered by state forest to the north. Warren town beach on Lake Waramaug is only 10 minutes away. Mohawk Mountain Ski area is about 15 minutes away. The area has thousands of acres of hiking trails, rivers for fishing and canoeing and just over an hour to the Berkshires. Enjoy the summer fairs, art shows, great restaurants and shops. 2 hours from NYC makes this a great getaway. Call for an appointment. Owner/agent related.

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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23 Orchard Rest Road Sherman CT 06784

Sherman, CT23 Orchard Rest Road

Price$650,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170414879

  • Single Family
  • Square Feet 740
  • Year Built 1928
  • Property Style Cottage
  • Acreage 0.58

DIRECT WATERFRONT - CANDLEWOOD LAKE -75'Frontage TEAR DOWN or REBUILD in this desirable Northwest Section of Candlewood Lake. Fabulous protected VIEWS across the lake. New survey. B-100 for Septic. NOTE - Property being sold as is. Agent makes no representations as to condition of property or building. Plans for renovation of cabin to a main house or garage and/or plans for house closer to lake may be sold with property. SMALL TOWN USA! 2M to quaint town center, community tennis courts, jogging & walking trails, basketball court pavilion and beach on CANDLEWOOD LAKE. Southern Sherman for easy NY area commutes. 20M to Metro North Train Station. LOW TAXES.

Listing Courtesy of Fazzone & Harrison

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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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1863 South Britain Road Southbury CT 06488

MLS Number 170431245

  • Single Family
  • Square Feet 1,580
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1920

Twelve impressive acres welcome you to this delightful country compound. A unique offering with awe-inspiring grounds is outfitted with 2 ponds, a Cape-style primary residence and a charming guest cottage. The welcoming main home offers an enclosed front porch, formal living & dining rooms, eat-in kitchen, skylight adorned sunroom and a convenient first-floor full bathroom. Beautiful chestnut moldings, trim work and doors retain the character and old-world charm of the home. An upper level hosts two large bedrooms, a full bath, a large hall walk-in closet, and unheated attic space. The guest cottage, just under 500 sf, offers the potential for a studio, sweet in-law apartment, rental opportunity, or an Air B&B option. Serene surroundings with large sweeping lawns, garnished with fruit and maple trees, lend themselves to this ultimate private country retreat bordered on 2 sides by Southbury land trust. Meander along the banks of the two private ponds offering recreational opportunities: canoe, kayak, swim, fish for bass, or delight in a glimpse of the resident Great Heron. There is the possibility for an in-ground pool, extensive gardens, garages/barn/stables. The guest cottage and shed are being sold in "as is condition". This property has first cut subdivide ability (buyer to do due diligence) This unique offering is sited within 2 short hours of NYC and minutes to the town center. If you are in search of a one-in-a-kind opportunity-look no further!

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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7 Valley Field Road South Newtown CT 06470

MLS Number 170411336

  • Single Family
  • Square Feet 2,056
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1938

Welcome Autumn! Treat Yourself to the Quintessential New England Lifestyle in a Storybook Setting… Escape to this gracious cottage-style vintage colonial on over 8 magnificent acres in a bucolic country setting, complete w/ glistening pond & rowboat! Original 1938 build completely renovated w/ addition in 2000. Looking for that special "Second Home First"? This charming year-round or weekend country home is just 90 mins. from Manhattan and perfect for lazy summer days or fabulous entertaining on the stone terrace! Relax to the tranquil sounds of nature from the master balcony overlooking the water. Lush manicured landscaping, irrigation system, colorful perennials and rambling stone walls! Whether you're the chef or simply enjoy a great meal with friends and family - you'll love this stunning new (2021) kitchen with sleek quartz counters and stainless appliances! This home offers the perfect layout for the new necessity of "together, but separate" living spaces! Hardwood throughout; French doors; nooks & crannies! Updated baths. Freshly painted inside and out! Stroll down the quiet country lane. Retreat to the cozy double-sided fireplace during the cooler nights, and delight in an old fashioned ice skating party during the winter months! Pristine and meticulously maintained. Plenty of parking space in private driveway. Just minutes to highway, great restaurants and shopping, tennis courts, parks and community pool/rec center. Unwind & Discover the Charm that is Newtown!

Listing Courtesy of William Raveis Real Estate

$
$
%
$/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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870 West Wakefield Boulevard Winchester CT 06098
Pending Continue to Show

MLS Number 170429416

  • Single Family
  • Square Feet 1,682
  • Year Built 1900
  • Bedrooms 2
  • Bathroom 1

Come see....It's a perfect getaway! Highland Lake waterfront year round ranch cottage located at the east end of 3rd bay. Open floor plan for one level living or expand the lower unfinished level w/plumbing in for future bath. Lower level walk out basement leads to a beautiful stone patio and a sandy area to waters edge with concrete steps into the water. No lawn to mow here. You & your family will love playing in this sandy area. Close to Rt8, restaurants, breweries, shopping and all Litchfield County has to offer. 30 min drive to Bradley Airport and 2 1/2 hours to NYC

Listing Courtesy of Northwest CT Realty

$
$
%
$/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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