The Matthews Team

William Raveis Lifestyles Realty

CT Antique Homes

View the latest listings for antique and historic homes in Connecticut's Litchfield County.

Antique & Historic Homes for Sale in CT

Contact the William Raveis Lifestyles Team at 860-868-0511 or online with any questions or to schedule a private tour.

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333 Montevideo Road Avon CT 06001

Avon, CT333 Montevideo Road

Price$5,995,000

Est. Mortgage: $/month

MLS Number 170441863

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 6,964
  • Acreage 115

This historic 115-acre estate has a private 12-acre lake entirely on the property and sits on Talcott Mountain at the highest point in Avon CT. With sweeping majestic views of the Farmington Valley and the foothills of the Berkshire Mountains, Montevideo is simply magnificent! The main residence, rebuilt in 1991, is situated around mature trees and affords eastern views of the lake and western views of the valley. In addition to the 7900 square foot main residence, the property has three houses ranging in size from 1,000 - 2,000 square feet, three Victorian-era barns, a boathouse, a dock, and a floating wood raft. Originally established in the early 19th century, the property has been home to only three families since 1890. Daniel Wadsworth, a well-known arts patron, originally developed the property. Many historic figures have enjoyed Montevideo. Hudson River Valley School artist Thomas Cole created several paintings from the estate. Mark Twain enjoyed swimming in the property's lake. Teddy Roosevelt would stop by for visits on his way to nearby Hueblein Tower. Today the same beauty that attracted some of history's luminaries still exists. Montevideo easily could function as a personal vacation property, a corporate retreat, or a recreational compound with a private music and art studio.

Listed by Paula F Ostop and Ellyn M Marshall of William Raveis Real Estate

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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152 Tower Hill Road Norfolk CT 06058

Norfolk, CT152 Tower Hill Road

Price$4,250,000

Est. Mortgage: $/month

MLS Number 170505851

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,836
  • Acreage 7

FAWN CREST is privately located with 800' of direct water-frontage, and stunning views overlooking crystal clear private Doolittle Lake. The property offers seven lush acres surrounded by hundreds of acres of private forest, trails, and hidden vignettes. The home offers 4,836 sq. ft. 4 bedrooms plus a maid/housekeeper's room, 4 and one-half baths, spacious light-filled rooms with soaring ceilings, a balcony and abundant custom details throughout, and a chef's kitchen. Doolittle Lake offers seclusion, privacy, fresh air, and the best of country living. The property offers a serene environment, yet just a short drive to the historic village of Norfolk CT with Yale Summer Music and Art campus, dining, shopping, and recreational activities. Located in the foothills of the Berkshires and everything the Berkshires has to offer; just a short drive to Great Barrington (with its numerous restaurants and its famous farmer's market), the annual Tanglewood Summer Music Festival in Lenox, Mass., multiple ski mountains, and various options for fruit picking and only two and a half hours from NYC. The lake is one of the most pristine in the state of Connecticut and provides a variety of activities or complete seclusion, and is filled with abundant wildlife, doe and fawns, and the occasional moose. FAWN CREST is a world unto itself.

Listed by Thomas McGowan and David Taylor of Elyse Harney Real Estate

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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125 Town Line Road Bridgewater CT 06752

MLS Number 170478522

  • Single Family
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 8,477
  • Acreage 26.23

Greyledge Estate aka the Warner House C.1820 sits at the gateway to the Litchfield Hills, only 80 miles from New York City. It is one of the most spectacularly situated properties in Litchfield County in that it occupies an elevated position on a picturesque ridge running along the border of Bridgewater and Roxbury, Connecticut. Set back in privacy on 26± acres, the historically significant center-hall clapboard colonial is comprised of 7 bedrooms (4 with fireplaces), multiple living rooms, reception rooms, breezeways lined with French doors, 2 outdoor terraces, a library, office, 9 fireplaces, a chef's kitchen, tack room, and a dramatic candle-lit dining room that can comfortably accommodate seated dinners for 24 people with plenty of wine from the wine cellar. The Pool House is comprised of a combined living/dining room with fireplace, a full kitchen, two changing rooms, two full baths, and two large bedrooms. It is located approximately 100 yards from the Main House, affording both an attractive visual landmark as well as an alternative living venue for privacy or large gatherings of weekend guests. Home also features lower level staff rooms with full bath and wine storage. Additional land available.

Listed by Jeffrey Phillips and Mark Madonna of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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111 Taconic Road Salisbury CT 06068

Salisbury, CT111 Taconic Road, Taconic

Price$3,650,000

Est. Mortgage: $/month

MLS Number 170494197

  • Single Family
  • Bedrooms 8
  • Bathroom 7
  • Square Feet 6,399
  • Acreage 13.88

A rare offering in the exclusive Twin Lakes section of Salisbury, this classic New England property is on the coveted Taconic Road. The estate unfolds around the stunning circa-1790 main house, with more than 6,000 square feet of living space - including eight bedrooms and seven fireplaces. Period details abound throughout, including built-in bookcases, arched doorways and wide six-over-six windows that bring in the light from the 13-plus acres that surround the home. The rooms are expansive and perfect for entertaining, with a 34' by 19' living room, a large modern kitchen and - for three-season indoor/outdoor gatherings - a 14-by-40 screened-in-porch with its own fireplace.The porch looks out over the gracious gardens, with heirloom trees and plants accented by stone walls, giving an old-world feel to the property. Steps away is the four-bedroom guesthouse, designed in a similarly old-world style: private and welcoming. To the rear of the main house are the inground pool and poolhouse. Adding to the country estate feel of the property are the historic barn, with hand-hewn wood beams and stone walls built by area artisans, plus rolling lawn and a hayfield that rises gently to the north. Minutes to the center of Salisbury, with a destination lake that offers everything from kayaking to paddle tennis to swim lessons for children; casual and fine dining; a historic inn; an 18th-century library ; and several of the nation's top private schools - all only 2 hours from NYC.

Listed by John Harney of William Pitt Sotheby's Int'l

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Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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148 Taunton Hill Road Newtown CT 06470

MLS Number 170500847

  • Single Family
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 6,321
  • Acreage 8.4

Known as Hermitswood, the home a 6321 Sq Ft award winning estate sitting on 8+ acres in the historic Taunton area of Newtown, CT. A 2018 renovation was designed by Charles Hilton Architects in the French Norman style. The property features two gated entrances, numerous gardens, and two sets of grand steps that lead to the pool area. Featuring Connecticut's second natural, 'non-chemical' pool that measures 30 x 95' of swimming area, in addition to multiple pool-side patios, and lily pond. In 2015 it was awarded First Price in landscape design bestowed by CT Cottages and Gardens. The chef's kitchen is like no other, having won the 2018 Connecticut IDA (Innovation in Design Awards), it features two 11-foot Calcutta marble islands, inset banquette, custom plaster moldings that carry from the kitchen through the main hall. All fixtures are Waterstone, and the custom-built stove and oven range is by the French manufacturer, Lacanche. The two-story family room, features clearstory windows, with a 17th century fireplace of French origin. Other features: imported Greek origin stone flooring, custom oversized laundry room, home gym, home office, wine cellar, espresso room, 4 car garage, chicken coop/potting shed--This is truly a property not to be missed!

Listed by Libby Tritschler of William Raveis Real Estate

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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102 North Street Roxbury CT 06783

Roxbury, CT102 North Street

Price$2,495,000

Est. Mortgage: $/month

Active With Contract

MLS Number 170422197

  • Single Family
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 5,204
  • Acreage 21.66

Magnificent Compound. "Four Stone Chimneys" of Edgehill Farm, updated by noted NYC designer, the late Burt Wayne, is located just 90 minutes from NYC. Set on over 21 acres of open meadow, gardens and stone terraces in the historic town of Roxbury where Arthur Miller, Marilyn Monroe, Walter Mathau, Alexander Calder, William Styron, among many other artists and writers perfected their craft, is the perfect getaway! This 1860's Colonial Revival Estate with 6 bedrooms in the Main house, 4.5 baths and 4 fireplaces, has been lovingly maintained and updated with the finest materials. Enjoy your guests with a 3 bedroom carriage house and an additional 2 bedroom guest house surrounding a natural shaped in-ground pool, sumptuous gardens and brick terrace. The rooms are a generous size with high ceilings and detailed moldings throughout. A dramatic columned front porch runs the entire length of the main house. The guest houses, each with 1450 feet, have 4 season porches and overlook Pine grove. The barns and silos are noted on the Connecticut State Registry of Historic Farm Buildings. A stone walled driveway leads you into the heart of the this stunning "Gentleman or Gentlewomans' farm" and is the perfect residence for an equestrian, artist or writer!

Listed by Kathryn Clair and Kathryn C Bassett of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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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

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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117 Dibble Hill Road Cornwall CT 06796

MLS Number 170408176

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,809
  • Acreage 19

European country elegance in an iconic antique American barn on 19 acres in Cornwall, CT. This 4,800 square foot home is built for entertaining with a French country kitchen that has two Subzero refrigerators, a six-burner Wolf gas range and four bedrooms each with an en suite Waterworks bathroom. This country estate is highlighted by glorious stone walls set amid extensive flower gardens and a spring fed pond offering complete privacy and ever changing pastoral views. You enter the home through an enclosed glass pass through foyer with a stone floor and barn board doors. The Great Room features 4 french doors leading to a raised blue stone patio, an architectural beam ceiling and a massive cut field stone fireplace with a raised hearth. Wake up to views of the spring-fed backyard pond, nearby mountain ranges, the historic Covered Bridge and the Housatonic River. Under the four-car garage is a sunny additional space for entertaining, guests, home office or art studio. This rare estate property includes three parcels of land: The main house is on 5 acres; behind it is an 11.5 acre buildable lot; a 2 acre buildable lot is across the street. The property borders the Cornwall Conservation Trust. Cornwall is home to great local skiing at Mohawk Mountain, hiking, fishing, biking, Cream Hill Lake Assn., Appalachian Trail & the famous Cornwall Covered Bridge. 2 hrs from NYC/35 mins to metro north train.

Listed by Patti Guarantano of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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27 Wakelee Road Roxbury CT 06783

Roxbury, CT27 Wakelee Road

Price$1,925,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170443960

  • Single Family
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,640
  • Acreage 8.01

Location, Historic, Architectural and Iconic. Rarely does such a superb property come to market. Located on one of the most beautiful country roads in Roxbury. This circa 1840's Greek Revival type is perfectly sited to catch the sun, thus many of the rooms are bathed in light. The rooms are centered around the period fireplace. The front rooms consist of a generous formal dining room and handsome library with fireplace. The cook's kitchen with center island and its abundance of windows, patio access, and post and beam construction is open to the main living areas of the home. This is an extraordinary space for easy entertaining. Ceiling are 9' 6” with wide board floors, architectural details reflecting the period, and a sense of historic integrity. The main level primary bedroom is en-suite and has its own wing with all amenities and complete privacy. Also on the main level is powder room and laundry. Upstairs there are four additional bedrooms (one with a fireplace) and a large bathroom. The land, consisting of eight acres, is level and mostly open meadow providing pollinator pathways. An in-ground pool, a tennis court, a pond, a significant historic English Bank barn, established gardens, all amenities which create country living to perfection. The property is adjacent to Roxbury Land Trust. There have been thoughtful additions over the years combining architectural integrity with gracious modern living. Co-listing Agent/Owner.

Listed by Karen Silk and Elizabeth Lacy of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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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

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$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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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

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$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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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

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$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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