The Matthews Team

William Raveis Lifestyles Realty

Litchfield CT Homes for Sale

Find the latest homes for sale in Litchfield, CT. Search through a variety of residential listings to find your new property. Save your favorite listings when you register with us, and you can receive email notifications when new properties match your criteria. 

Houses for Sale in Litchfield

Contact William Raveis Lifestyles Realty for more information and to schedule a showing.

184 Fern Avenue Litchfield CT 06759

Litchfield, CT184 Fern Avenue

Price$5,900,000

Est. Mortgage: $/month

MLS Number 170464720

  • Single Family
  • Bedrooms 8
  • Bathroom 13
  • Square Feet 12,016
  • Acreage 29.5

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.

Listed by Lisa Fagan of eXp Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

24 Pitch Road Litchfield CT 06759

Litchfield, CT24 Pitch Road

Price$4,950,000

Est. Mortgage: $/month

MLS Number 170494362

  • Single Family
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 5,470
  • Acreage 29

Oak Tor: An exceptionally private compound abutting White Memorial's 4,000 acres of conservation land and the Arethusa Dairy Farm. Beautifully restored 1897 Colonial Revival house full of period detail and charm set in an Olmstead designed landscape surrounded by stonewalls on 30 plus acres with two-bay barn with workshop, sauna and playroom; 20x40 gunite pool and poolhouse; heated Lord & Burnham greenhouse; and outdoor fieldstone fireplace. Main house has 7 bedrooms, large master bedroom suite with tower and dressing room, 4 full baths and 2 half baths, 5 fireplaces, restored eat-in kitchen, butler's pantry, spacious screened-in porch and bluestone terrace overlooking private park-like setting. This property includes the Donahue Cottage with 2 bedrooms & 2 baths, One-of-a-kind estate.

Listed by Ted Murphy of E.J. Murphy Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

109 Prospect Street Litchfield CT 06759

Litchfield, CT109 Prospect Street

Price$2,850,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170496975

  • Single Family
  • Bedrooms 9
  • Bathroom 7
  • Square Feet 7,800
  • Acreage 9.34

This impressive and gracious Colonial revival was built in 1928 by Charles & Lydia Hickox. The original house on the site built in 1886 was all but demolished to make way for the present estate. It's probably the most dramatic Colonial revitalization of an earlier home in the town of Litchfield. This 15-room home boasts of 7 bedrooms, 5 full baths, and one half bath, 9 fireplaces, butler's pantry, sunroom, and billiard's room. Front-to-back center hall with view of the large terrace and sweeping backyard of 9 acres. Large covered patio on the westside with gorgeous formal gardens and fountain completes this exquisite estate.

Listed by Ted Murphy of E.J. Murphy Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

49 Old Farm Road Litchfield CT 06759

Litchfield, CT49 Old Farm Road

Price$2,495,000

Est. Mortgage: $/month

Active With Contract

MLS Number 170511465

  • Single Family
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,040
  • Acreage 130.75

Majestically set on 130 acres in the Litchfield hills with amazing views, this beautiful nine room colonial encompasses over 4,176 square feet of living space. Featuring an inviting entry way with Brazilian cherry floors throughout the home along with entertainment sized formal living room and dining room; a spacious eating space kitchen with an island and gas cooktop; enormous great room with wood burning fireplace, recessed lighting and built-in cabinets; glorious sunroom with tile flooring and ceiling fan; main floor bedroom that is currently being used as an office with full bath; laundry room with laundry chute and a half bath complete the main level. The upper level is comprised of a luxurious primary bedroom suite with walk-in closet and sitting room; two generous guest bedrooms and a guest bathroom. The lower level features a rec/play room and den with wall to wall carpeting and a full bath. A four-car garage is located under the home. Amenities include a sparkling, Gunite heated pool with patio, hot tub, pergola and outdoor shower along with a pool house for fun outdoor entertaining; a large partially heated barn with lift, workshop/studio and plenty of storage and open shed. Enjoy the peace, privacy and open space of this magical property along with all that Litchfield County has to offer including local wineries, golfing, dining and shopping.

Listed by Kim D'andrea and Roland Leal of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

64 Prospect Street Litchfield CT 06759

Litchfield, CT64 Prospect Street

Price$2,250,000

Est. Mortgage: $/month

MLS Number 170452157

  • Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,612
  • Acreage 2.09

Grand old Litchfield home. 1832 Colonial with personality in great and unspoiled condition. Wonderful location in the Litchfield Historic District on sought-after Prospect Street within walking distance of the Litchfield Green. More than two acres of well-kept grounds with established trees and plantings, a three-vehicle detached garage, greenhouse (needs work), small children's playhouse, and gazebo.

Listed by L. Cleveland Fuessenich of Klemm Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

258 North Street Litchfield CT 06759

Litchfield, CT258 North Street

Price$1,850,000

Est. Mortgage: $/month

MLS Number 170503975

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,726
  • Acreage 1.04

Introducing the Alexander Catlin House c. 1778, one of Litchfield's architecturally significant homes, blending today's modern amenities with the beauty and grandeur of the original historic elements. This meticulously maintained Center Hall Colonial estate features hardwood floors, hand-painted murals and wood-burning fireplaces along with exquisite architectural details of dentil molding and master-crafted wainscoting and library bookcases. Upon arrival, the circular driveway and professionally-manicured grounds welcome you to this elegant, yet easy living four bedroom, four full and one half bath home. Beautifully restored to suit modern living, this gracious manor features a chef's kitchen with six-burner Viking range, side by side Subzero refrigerators and wine fridge. The open-concept great room and fully-equipped wet bar with ice-maker provide a central space for entertaining and gathering around the large kitchen island. The main level also offers an inviting banquet-sized dining room with built-ins and pantry, separate den and French doors leading to the spectacular outdoor space. Step outside to enjoy the picturesque lawn and garden with charming stone pathways and gorgeous pool, perfect for warm-weather entertaining! The upper level offers an exclusive primary bedroom suite featuring 12 x 15' dressing room with floor-to-ceiling custom shoe racks and wall-to-wall closets, three En-suite guest bedrooms with expansive bathroom space and laundry room.

Listed by Roland Leal and Kim D'andrea of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

73 North Street Litchfield CT 06759

Litchfield, CT73 North Street

Price$1,749,000

Est. Mortgage: $/month

MLS Number 170494303

  • Single Family
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 7,242
  • Acreage 6.55

Trophy property!! Handsome and historic Sheldon's Tavern where George Washington spent a night. Wonderful original features still intact. Over 6 acres of private grounds in the center of Litchfield. Separate apartment over detached garage and year-round pool house / rentable cottage.

Listed by L. Cleveland Fuessenich of Klemm Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

171 South Street Litchfield CT 06759

Litchfield, CT171 South Street

Price$1,729,000

Est. Mortgage: $/month

MLS Number 170498477

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,346
  • Acreage 3.38

An Ehrick Rossiter original, emblematic of an architectural era from 1877-1921 with unique, tasteful, and eminently historic design. Originally a carriage house, this structure was repurposed in the late 1950's and subsequently reimagined in the 1990's with updates and an addition. Potential for first floor primary suite within existing layout. This home offers 10 rooms -- 4 bedrooms, 3 full baths and 1 half bath, living room with fireplace, formal dining room, fully applianced eat-in kitchen with granite countertops, den, office with waiting area, sunroom and attached three car garage. Large deck with hot tub overlooking sweeping rear yard with an invisible fence system and frontage on the Bantam River. Please come view this beautiful property in the heart of Litchfield's Historic District with complete privacy.

Listed by Ted Murphy of E.J. Murphy Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

41 North Street Litchfield CT 06759

Litchfield, CT41 North Street

Price$1,395,000

Est. Mortgage: $/month

MLS Number 170522604

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,726
  • Acreage 2.26

Located off of iconic North Street and within walking distance to the town Green, this Litchfield landmark allows you to be part of local history as the home was the original carriage house of the historic Benjamin Tallmadge property. Extensively renovated in 2009, historic details such as bead board, beams and exposed brick were preserved, while addressing the needs of modern living. Main living space features well equipped chef's kitchen, open floor plan, wood burning fireplace, and hardwood floors. Additional family room and office on main floor. French doors leading to outdoor living space with blue stone patio and pergola. South facing windows throughout. Primary suite has lofted ceiling, exposed beams, full bath, walk in closet. Three additional bedrooms on upper level. Refurbished garage has finished bonus room on upper level. Plenty of storage. All mechanical systems have been updated. Professionally designed landscaping with mature gardens. Flat, two acre yard with approved pool site. VERY RARE to find an impeccably restored antique in Litchfield's Historic District in such a private, quiet, AAA location.

Listed by Jessica Travelstead of W. Raveis Lifestyles Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

571 Torrington Road Litchfield CT 06759

Litchfield, CT571 Torrington Road

Price$1,350,000

Est. Mortgage: $/month

Under Agreement

MLS Number 170455034

  • Single Family
  • Bedrooms 21
  • Bathroom 25
  • Square Feet 14,500
  • Acreage 9.9

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.

Listed by Chadwick Ciocci of Kinard Realty Group Commercial

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

129 Headquarters Road Litchfield CT 06759

MLS Number 170502067

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,731
  • Acreage 4.39

This warm and inviting very spacious 3 plus bedroom, 3 and a half bath Colonial with a one bedroom accessory apartment, is peacefully situated in a private setting surrounded with beautiful gardens. Gorgeous kitchen with newer appliances, granite counter tops, pantry and wood floors. Just off the kitchen is a dry bar that also connects to the bright and beautiful formal dining room. The living room is also very bright and has a newer pellet stove. The master bedroom suite is very spacious with a sitting room, walk-in closet, full bath with spa tub and walk-in shower, double sink vanity and heated towel rack. The 3rd floor is very large and has both heat and a/c, a full bath and plenty of closet space. This space would be a perfect second master bedroom suite. The house us super insulated with double wall construction. Above the five car garage is the newly finished very bright 800+ sq ft one bedroom apartment or home office, with separate entrance. Apartment kitchen has granite counter tops and stainless appliances. This space has great income potential and is fully approved by the town. The home is approx. 1 hour 45 min. to NYC and approx 40 min. to the Metro North Trains

Listed by Susan Smith of Klemm Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

436 North Lake Street Litchfield CT 06759

Litchfield, CT436 North Lake Street

Price$1,188,000

Est. Mortgage: $/month

MLS Number 170518977

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,541
  • Acreage 1.45

Litchfield County Stately Brick Colonial located just 1.6 miles from the Litchfield Green has been fully renovated - updated to the finest standards. Formal marble entrance Foyer, spacious Living Room with fireplace and crown molding, large formal Dining Room with crown molding and sconces, Family Room with fireplace and access to deck. Stylish half bath, Private Office, Laundry Room on main level slate floor, wash sink and brand new washer and dryer. The all new white and bright Kitchen has quartz countertops, abundance of cabinets, white porcelain backsplash. All new stainless steel appliances which include a wine chiller and center island. There is a breakfast area and access to the deck. Deck is 38 x 15 with pergola. The large Primary Suite has a walk-in closet and full Bath with new double sink vanity, with rainfall shower feature, soaking tub and heated towel rack - Carrera marble tile floors. Three additional Bedrooms with a new full Bathroom - vanity with double sinks, mirrors, sconces, bathtub/shower, marble tile floor. Enjoy a game of pool in the lower level or a game of air hockey in the partially finished area. Just steps away from the deck is the lovely 20 x 40 inground heated Pool with automatic pool cleaner, fenced yard and grass lawn. Ready to move--in and enjoy Fall in the Litchfield Hills with fantastic restaurants, miles of hiking trails, Agricultural Fairs, local wineries, golf, fishing....

Listed by Laurel Galloway of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

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 2022 SmartMLS, Inc.