The Matthews GroupWilliam Raveis

The Matthews Group

CT Weekend Houses

Browse weekend homes for sale in Connecticut's Litchfield County. If you're looking for a weekend escape from Brooklyn, NYC, or the surrounding areas, Connecticut is just a couple hours away and is a beautiful place to go and relax! Our team of experts can help you find the perfect vacation home or weekend getaway. You may also be interested in viewing vacation homes.

Weekend Homes for Sale in CT

Contact The Matthews Group at 860-868-0511 or online with any questions or to schedule a private tour.

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40 A Nettleton Hollow Road Washington CT 06793

MLS Number 170384938

  • Single Family
  • Square Feet 5,162
  • Year Built 2021
  • Property Style Cape Cod, Other
  • Bedrooms 4

To Be Built. Hobi Award Winning, Shingle Style home built by fine home builder, Corbo Associates, set on spectacular 8.69 acres of open and lightly wooded private approved building lot with pond and stream in Estate area of Washington, next to the Historic District. Crushed stone driveway, mature trees and stone walls make it a perfect place to enjoy full time or weekends. *See other listing for parcel 170382611. Allowance for Pool. Close to the Mayflower Inn, Great hiking trails with Lake Waramaug Town Beach Access and area restaurants in both Washington and the Bantam/Litchfield area. Nettleton Hollow Road is a great level road for walking or biking and just 5 minutes from Washington Depot!

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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501 Litchfield Road Norfolk CT 06058

MLS Number 170348945

  • Single Family
  • Square Feet 3,756
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1956

EDGEHILL A private estate outside the historic village of Norfolk CT, EDGEHILL fulfills the promise of the finest of country living and is equally perfect for a weekend getaway, year-round living, a family compound, or corporate retreat. Entering through a picturesque stone wall, the grounds consist of the Main House, a Guest House, a Cottage(will need refurbishing) and Gatehouse/Caretaker's Apartment, a pool, pond, with open and forested land on 22.33 acres. The Main House presents a stunning and spacious Great Room overlooking the pool and upper terrace, a ground floor master suite, and 2 additional bedrooms. The year-round enclosed and heated porch offers 4 season wildlife watching as does the breakfast room. Cocktails or dinner for a few or many on the terrace or under the pergola adds to the charm. There are 4 fireplaces, multiple upgrades, and detail throughout. The house boasts central air-conditioning, a centralized music system on the first floor, and a generator. The refurbished Guest House, also centrally air-conditioned, is close to the Main House and encourages family and guest participation while maintaining privacy. EDGEHILL is just a short drive to the Norfolk village center offering country dining, entertainment, historic buildings, and its globally acknowledged treasure, the Yale Summer School of Music and Art. It is near Tanglewood, theater, great hiking, and ski slopes. Norfolk enjoys an unrivaled reputation in Connecticut's Northwest corner.

Listing Courtesy of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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11 Tory Lane Newtown CT 06470

Newtown, CT11 Tory Lane, Taunton

Price$975,000

Est. Mortgage: $/month

MLS Number 170415500

  • Single Family
  • Square Feet 2,850
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1840

Updated vintage colonial 9-room home, large flexible use outbuilding, and barn nestled in an enchanting 5-acre setting within the quintessentially bucolic New England community of Newtown. A magical escape from Manhattan. The main house, like the town itself, respects tradition while also embracing modernity. Two renovations, expansions and updates preserved 19th century period details, including exposed hand-hewn beams, plaster walls and two brick fireplaces, while moving the 2,850 sf, 4-bedroom, 3-bath house into the modern era. The 1,214 sf outbuilding, added in 1920, features studio space, an outdoor shower, a cabana area with a full bath, and income-producing Airbnb opportunities. The barn provides space for rustically elegant entertaining, dining, relaxation, yoga, and meditation; like living in the pages of a Ralph Lauren catalogue. Nature at its finest; the property boasts a botanical bounty of open meadows with a profusion of wildflowers. The pollinator pathway gives way to secret gardens, an abundance of edible wild berry bushes, large fenced vegetable garden and canopies of trees with restful shade. Walking paths wind passed a custom in-ground swimming pool and fire pit with log stump seats. Conveniently located minutes from shops and eateries in the center of Newtown with its iconic flagpole. Proximity to I-84, and Routes 6 and 25. Close enough for a daily commute if necessary, perfect as a year-round home or weekend retreat.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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215 Belgo Road Salisbury CT 06039

MLS Number 170417129

  • Single Family
  • Square Feet 2,160
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1965

Salisbury Modern with Panoramic Views - “Contemporary Feel” and exceptional attention to detail are the magic behind this newly renovated, warm and inviting 3-bedroom and 3 bath home with a versatile floorplan. Located on a quiet country road in Lakeville, Ct. , enjoy amazing sunsets and fabulous western views from the spacious deck and living room with fireplace. Prepare delightful meals in the new kitchen with custom cabinetry, upscale appliances, center island, and gorgeous marble countertops. The tastefully appointed dining room transitions to the large screened-in porch and blue-stone patio, perfect for entertaining. The large media/family room offers many options to suit your lifestyle. The many enhancements, include hardwood floors throughout, all new electric, heating/central air systems, thermo-pane windows and entry door, and full-house generator, make this a great full-time country home or weekend retreat. Located just a short drive from The Hotchkiss School, The Salisbury School, and Indian Mountain School, this home is 2-hours from NYC and minutes from the train and the Mohawk, Catamount, and Butternut Ski Areas, as well as from Music Mountain, Tanglewood, Infinity Hall, and all the many cultural activities the Northwest Corner has to offer.

Listing Courtesy of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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3 Hillcrest Road Danbury CT 06811
Pending Continue to Show

MLS Number 170442792

  • Single Family
  • Square Feet 3,000
  • Bedrooms 3
  • Bathroom 5
  • Year Built 2021

Custom design Contemporary 3 bedroom 4.5 bathroom in Candlewood Lake Hawthorn Beach Community. Built by a local master craftsman. Just completed. The home features custom molding and attention to detail throughout. An open floor plan is centered around the large kitchen. Fireplace. Custom white cabinetry. Center island and pantry. Main level primary suite with walk-in closet and luxury bathroom with radiant heat, soaking tub, separate shower and double sink. Main level home office with glass and French doors. Sun drenched dining room. Hardwood floors on main and up /levels. Custom staircase leads up to second master suite, full radiant heat, double sink bath &walk-in closet. Third bedroom. Hall radiant heat bath. Loft . Finished walk-out lower level. Glass slider. Second laundry room. Full bath. large walk-in closet. Oversized heated 2 car garage w/ epoxy flooring. 3 zone propane fired Hydro heating system. Central air. On-demand hot water plus holding tank. Very efficient heating system using the latest materials. 2X6 outer walls, blown-in insulation, etc. Landscaping. Large fieldstone patio and walk-ways. Wonderful lake views. Oversized parking area to accommodate your guests. Ideal for year-round or weekend retreat. Enjoy Candlewood Lake from the Hawthorne terrace community beach. 80 minutes from NYC. Only few minutes away from major highways. Easy access to health care, cultural opportunities ,major shopping & fine dining. OWNER/AGENT.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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142 Stilson Hill Road New Milford CT 06776

MLS Number 170443176

  • Single Family
  • Square Feet 3,144
  • Bedrooms 1
  • Property Style Barn
  • Bathroom 2

Stilson Hill - designated scenic road. Stone Walls and gated entrance on 12+ park-like acres w/year round VIEWS. GOOD MORNING SUNSHINE. The lush lawn & grounds, 40 ' mature spruce trees and orchards, are truly magnificent! A wonderful opportunity for weekend or full time residence or as it used to be called THE PARTY BARN! Tennis Court/Inground Heated Gunite Pool/Spa/Outdoor Kitchen. 2 enormous terraces plus 500 sq ft Deck. Are you a Car/Boat Enthusiast? There is a 2 bay detached garage and a newer 4 bay detached garage both with loft space. Both indoor and outdoor space lends itself for easy social distancing gatherings, in-home occupation use and endless possibilities. Main Level with it's "Lodge" Feel boasts Vaulted Beamed Ceiling, Stone Fireplace, Kitchen and indoor Sauna. The Upper Level hosts bedroom loft area. Finished walk out lower level with entire wall of sliders is perfect for remote work environment/media room use. Bring your imagination! NOTE - Property being sold AS IS / WHERE IS. Buyers to do their own due diligence. Sellers make no representations. All reasonable offers considered. 5M to New Milford/15 M to Kent & Metro North Train Station/3 minutes to The Club @ River Oaks (private golf course).5 M to quaint Town of Sherman. 10 minutes to tennis court and town beach on CANDLEWOOD LAKE. Hiking/biking & Nature Walks.

Listing Courtesy of Fazzone & Harrison

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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14 Minor Bridge Road Roxbury CT 06783

MLS Number 170414824

  • Single Family
  • Square Feet 3,906
  • Property Style Colonial
  • Bathroom 2
  • Year Built 1961

Park Like Setting with room for a pool! This 5 bedroom colonial has room for all. It is spacious and open and has a first floor main bedroom with vaulted ceiling and walk in closet. The large kitchen is for the serious chef! There is a 60" Viking gas range with 6 burners and 2 ovens. A subzero refrigerator keep all your beverages cool and there are 2 dishwashers. The new quartz counter tops are lovely. There is plenty of space to work with the island. French doors walk out to a large rear deck for the barbeque. Both the large living room and family room have fireplaces and there is a lovely formal dining room. The chandelier in the living room is excluded. Wood floors complete the main level. On the upper level are 4 additional bedrooms and a full bath. The lower level features a laundry room and den plus a 2 car garage and storage. You can stroll across the road to Roxbury Falls and access to Lake Lillinonah is close by also. Enjoy all the summer fairs, art shows, land trust for hiking, swimming, fishing and so much more. The local Farmers Markets are open on Saturdays and there are many farm to table restaurants. The Antique capital of Ct, Woodbury is close by with many shops. Located 1.5 hours from NYC would make this a great weekend escape as well as a full time home.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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 Holiday Point Road Sherman CT 06784

Sherman, CT5 Holiday Point Road

Price$759,000

Est. Mortgage: $/month

MLS Number 170454869

  • Single Family
  • Square Feet 2,954
  • Bedrooms 5
  • Year Built 1975
  • Property Style Ranch

SPARKLING DREAM HOME in Sherman! Newly renovated and reimagined open-concept home with guest apartment. Local builder with an eye for today's living has transformed this 70's ranch into a home filled with sunlight, high ceilings and beautiful finishes. The home features all new windows, doors, roof, mechanicals incl. central A/C, hardwood flooring, baths and kitchen. The main house exudes casual elegance from the moment you enter the foyer into the open concept public area with dining at one end, living at the other and a wonderfully appointed kitchen with center island as the anchor of the space. Bosch appliance package, granite countertops and artistic pendant lights make this truly the heart of the home. A spacious main floor master is at one end of the home, with giant walk in closet and spacious bath. There are three guest bedrooms at the other end of the home, as well as a separate laundry center. But wait, there's more! The owner just received permission to connect the main home to the detached garage with 1BR guest apartment! The garage is amazing, with 4 oversized bay doors, soaring ceiling height (boat storage? car lift? home gym? YES!), and the spacious apartment above adds a world of flexibility (nanny? in-law? extra friends? AirBnB? YES!). Located on an almost 5AC private lot that abuts protected land, this home is a dream. Moments to the town park and beach on Candlewood Lake and only 90 min from NYC - a perfect full-time or weekend residence. A true gem!

Listing Courtesy of Compass Connecticut,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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 Nutmeg Lane Sherman CT 06784

Sherman, CT1 Nutmeg Lane

Price$749,900

Est. Mortgage: $/month

MLS Number 170436631

  • Single Family
  • Square Feet 2,831
  • Bathroom 4
  • Bedrooms 3
  • Year Built 1987

PRIVACY on 9.5 acres just over the state line from the prestigious Quaker Hill Road area of Pawling (much lower taxes). This custom designed contemporary home is peaceful and tranquil. Cannot be seen from the road, this spacious 3 bedroom home lives like 4 bedrooms with 3 full bathrooms and a den on the upper level. Some of the unique features of the home include: circular driveway, a custom front entry door, several outdoor covered decks, multi-levels of living space - several with vaulted ceilings, huge arched windows, a gorgeous stone fireplace, updated kitchen with granite countertops, granite countertops with vessel sinks in the bathrooms, wood flooring throughout. Love wooded privacy? Enjoy the acreage surrounding the house as it currently is - lightly rolling and wooded with total privacy. But if you're dreaming of a hobby farm, homesteading, having chickens/eggs, horses, cows or other farm animals, there is plenty of room to finish clearing the surrounding land. This property is ideally located in Sherman, CT - Named "Best Small Town in Connecticut" three times by Connecticut Magazine. Nearby amenities include: Candlewood Lake, country clubs and a winery. Perfect for use as a private weekend getaway with plenty of room for the extended family or enjoy year round living in a quiet, country setting just 10 minutes to Pawling or Patterson train stations. If you're tired of seeing the same cookie cutter houses and want something different, you have to see this one!

Listing Courtesy of Diana H. Murphy,R.E. Broker

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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43 Lilac Lane Danbury CT 06810

Danbury, CT43 Lilac Lane, Ridgebury

Price$698,500

Est. Mortgage: $/month

MLS Number 170450370

  • Single Family
  • Square Feet 4,129
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1999

This home boasts curb appeal with a stunning brick exterior, different roof ridgelines and gorgeous plantings that you notice the minute you pull up. The spacious, updated, open floor plan makes both day-to-day living and entertaining a breeze. The warm and inviting entryway boasts high ceilings giving a feeling of grandeur the moment you enter the home. The oversized, eat-in-kitchen will make holiday entertaining this year a breeze with plenty of counter space, stainless steel appliances, and a large gas cooktop. Laugh around the table in the dining room before sitting around the fireplace with a warm drink in the large living room. Enjoy privacy while you work in your new office during the week and have fun in the family room with games or a movie and a crackling fire on the weekends. A laundry room and half bath complete this level. Head upstairs to the spacious main bedroom suite to soak in the tub and unwind after a long day at work. Three additional large bedrooms and an expansive bonus room that can be used as an upstairs playroom/family room complete this level. The finished lower level offers space for a gym, man cave, playroom, or guest space. Enjoy BBQ's or coffee on the back deck overlooking your private backyard and enjoy the peaceful sounds of nature. Hardwood floors throughout. Walk-out, lower level patio. Well manicured yard. Desirable neighborhood. Close to everything! A must-see.

Listing Courtesy of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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 East Litchfield Road Litchfield CT 06759
Pending Continue to Show

MLS Number 170440487

  • Single Family
  • Square Feet 1,872
  • Bathroom 2
  • Bedrooms 3
  • Year Built 1932

Fall in love with this truly classic colonial home, set on 2.5 acres within close proximity to the historic Litchfield Green. This 1932 traditional home features a chef's kitchen with Viking gas range, stainless steel backsplash, hood, refrigerator, Bosch dishwasher, built-in spice rack and pantry; the elegant formal dining room includes built-in cabinets and a crystal chandelier; the spacious formal living room is a delightful place for entertaining and features a wood burning fireplace; a half bath completes the main level of the home. The upper level is comprised of the spacious primary bedroom with window seat, two guest bedrooms and a full bathroom. Enjoy the walnut floors and 9' ceilings throughout the home. An attached one-car garage and spacious porch complete this beautiful home. Ideal location to enjoy all that Litchfield has to offer including local horseback riding, hiking, biking, golf, tennis and community events. A fine full-time or weekend home.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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8 Catalpa Drive Danbury CT 06811
Pending Continue to Show

MLS Number 170442375

  • Single Family
  • Square Feet 2,585
  • Year Built 1982
  • Bathroom 3
  • Bedrooms 4

Ready as a great weekend retreat or for year-round living in a very quiet country setting at the end of a Cul-De-Sac in the heart of Aunt Hack! Feel the peacefulness and the serenity as you approach your home . This beautifully renovated contemporary split Level home has 4 bedrooms and 2.5 baths. The main floor features a eat in kitchen w/granite counters, granite topped island, stainless steel appliances, a separate laundry room, a double sided Field Stone fireplace in the living room /dining room, powder room and a large expansive deck perfect for entertaining . The upper floor has 3 bedrooms. The Master has a large bathroom with a beautiful soaking tub and a rimless glass large shower and walk in closet. Two additional bedrooms and a new marble bathroom complete this level. Raised basement contains a 2 car garage, large fully carpeted room that can be used as a playroom, den or a "Man Cave", with a slider to a stone patio. A 4th bedroom is also located here. A large unfinished 1200 sq ft of basement space currently being used as a workshop and storage room. Exotic Hrdwood engineered floors throughout the entry hall, living room and dining room, tile floor in the kitchen and master bath. Soaring ceilings in living and dining room. Set on almost an acre of lush landscaping, gardens and mature trees. Nothing left to update, just move right in to your sanctuary. Located in desirable Aunt Hack. Close to Mill Plain with Trader Joes restaurants and entrance to 84.

Listing Courtesy of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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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.