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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191 Roxbury Washington CT 06793

Washington, CT191 Roxbury

Price$9,500,000

Est. Mortgage: $/month

MLS Number 170565068

  • Single Family
  • Bedrooms 6
  • Bathroom 9
  • Square Feet 7,800
  • Acreage 28

Hedgelawn Farm - Incomparable country compound on 28 acres overlooking hundreds of acres of Steep Rock Land Trust. Three distinct residences: The Barn House, set on one of Washington's highest elevations with forever views, is a 4,500SF luxury penthouse carefully plucked from the top of Manhattan's newest highrise and placed on one of Litchfield County's most bucolic hilltops. 3BR/4.5BA with walls of glass, grand open living on the main floor, sumptuous baths, a wellness level and a staircase designed by an internationally renowned architect. The 2,800SF Guest House has 2BR/2.5BA in the original farmhouse - transformed into a California modern experience within a historic structure. The Cottage is a 1BR studio with kitchen, bath and perfect for au pair or an artist in residence. Unlike any other estate offered at this price point, everything is brand new - all new mechanicals, all new kitchens and baths - all three residences rebuilt from the ground up in the last 5 years. All construction to the highest level: all copper plumbing, all new wiring, heavy handsplit cedar roofing, lightning protection, whole property generator, ecobatt insulation. Post and beam structures of Cottage + Guest House rebuilt by Ed Cady. Kevin Cady rebuilt Barn House structure and Dan Keys did interior finish. 2 ponds, flat open pastures, 5 vehicle barn, outbuildings and more. Over 10 years in the making, the transformation is complete and Hedgelawn Farm is ready for its next steward. Owner Agent.

Listed by Compass Connecticut,LLC

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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1099 Pequot Fairfield CT 06890

Fairfield, CT1099 Pequot, Southport

Price$7,999,000

Est. Mortgage: $/month

MLS Number 170569152

  • Single Family
  • Bedrooms 5
  • Bathroom 9
  • Square Feet 11,078
  • Acreage 2

Spectacular builder's own custom waterfront home on private Rock Point Road off Pequot Avenue in historic Southport Village. Magnificent views of Long Island Sound from all major rooms in this 11,000+ square foot home. Beautiful pool and pool house look toward Beachside Avenue and the Manhattan skyline in the distance. Walk to the beach, train, restaurants, and shops. Waterfront living at it's very finest. 1 hour to NYC.

Listed by William Raveis Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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333 Montevideo Avon CT 06001

Avon, CT333 Montevideo

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 William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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658 Pequot Fairfield CT 06890

Fairfield, CT658 Pequot, Southport

Price$4,050,000

Est. Mortgage: $/month

MLS Number 170567598

  • Single Family
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 6,638
  • Acreage 1

Upon its completion in the Summer of 1869, 658 Pequot Avenue was described in the Southport Chronicle as “an ornament to the street”. Patterned in the Second Empire style, this stately Victorian welcomes visitors with a raised front porch that runs the full width of the home. Arched, oversized double doors open to a soaring center hall with 12-foot ceilings and a grand, quarter-turn staircase. 12-foot ceilings continue through the Living Room, Dining Room, En-Suite Guest Bedroom and relocated Eat-In Kitchen. Every level of the home's interior was completely reimagined & renovated in 2022, blending its rich history with today's design aesthetic & a modern family's needs.The Second floor presents a Primary Bedroom Suite with Full Bath and a substantial Dressing Room, all facing South with the breathtaking view of the Trinity Church steeple. Three large guest bedrooms are spread nicely throughout the rest of the Second Floor offer wonderful natural light & privacy.The Third Floor takes full advantage of the home's significant proportions creating a 1,500+ square feet room with vaulted ceilings that rivals any modern barn.All of this sits on a level, professionally landscaped half acre with in-ground pool in the heart of historic Southport Village.

Listed by Higgins Group Real Estate

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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 Norfolk CT 06058

Norfolk, CT152 Tower Hill

Price$3,995,000

Est. Mortgage: $/month

MLS Number 170546449

  • 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 Elyse Harney Real Estate

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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10 Sunny Ridge Washington CT 06793

Washington, CT10 Sunny Ridge

Price$3,995,000

Est. Mortgage: $/month

MLS Number 170493013

  • Single Family
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 15,000
  • Acreage 10

Major estate with the highest standards of construction located within the Sunny Ridge historic district. Situated on 10 private, park-like acres with an over-sized heated pool, fabulous stonewalls, giant dining terraces, pond and orchard. 7+ bedrooms, Billiard room, screening room, paneled library, sunroom, new country kitchen, 100-person party room boasts a restaurant size bar, sound system and commercial kitchen, maid's quarters, two guest rooms with en suite bathrooms, and 16-car garage. Tremendous Value! The Best Opportunity on the Market! Tenant in place, viewings limited,

Listed by Klemm Real Estate Inc

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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1481 Hillside Fairfield CT 06824
Active With Contract

MLS Number 170547856

  • Single Family
  • Bedrooms 6
  • Bathroom 10
  • Square Feet 7,952
  • Acreage 3

This magnificent custom Colonial is located in the heart of the estate area in historic Greenfield Hill. An impressive professionally landscaped private property of close to 3 acres is abundant with beautiful gardens, roses, perennials and flowering trees. This fabulous resort like backyard sanctuary meets all entertaining needs with a large heated inground pool and spa adjacent to a hard surface tennis court and a convenient outdoor shower. A charming bright pool house with a full bath, sauna and full kitchen is perfect for summer gatherings with family and friends. Lovely French doors on the back of the house open to an expansive bluestone patio to enjoy the picturesque surroundings. This exquisite estate welcomes you inside with an elegant center hall foyer adjacent to a wonderfully appointed formal living room with fireplace and dining room with fireplace with 2 custom-built ins. Wide plank walnut hardwood floors throughout the house. The main level also includes a wood paneled library with wet bar and fireplace. A spacious custom gourmet kitchen with white quartz countertops, glass backsplash and high-end appliances includes a breakfast bar and separate informal dining area. The kitchen opens to an expansive family room with a large stone fireplace and custom-built ins.

Listed by Higgins Group Bedford Square

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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 Bridgewater CT 06752

MLS Number 170553153

  • Single Family
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 8,477
  • Acreage 26

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 Roxbury and Bridgewater 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 large seated dinners with plenty of wine from the wine cellar. Additional features include gracious ceiling heights, wide doors and tons of natural light. 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. Ready for the spring! Land offers incredible views, and stream also may be sub-dividable.

Listed by William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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19 Golden Harvest Roxbury CT 06783

Roxbury, CT19 Golden Harvest

Price$3,750,000

Est. Mortgage: $/month

MLS Number 170560982

  • Single Family
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 5,808
  • Acreage 27

Perched at one of Roxbury's highest elevations, with hypnotizing views, lies the Golden Harvest homestead of master builder Ed Cady. The compound sits on a 26 acre parcel personally selected for its privacy, elevation and direct adjacency to the Roxbury Land Trust's 450 acre preserve. Using antique timber barn frames from upstate New York, he constructed the buildings that stand today. The main house exudes casual comfort, with hand-hewn beams blending seamlessly with modern finishes. There are five fireplaces in the main home, antique wide-board floors, native Roxbury granite and endless bespoke details that are so distinctively Cady. The spacious kitchen has a separate eating area, pantry and sun-filled greenhouse. The public wing of the home houses the great room, with soaring ceilings, never-ending views and room for both intimate and large-scale entertaining. The upper level houses two primary bedroom suites plus an office that is easily converted to an additional BR. The lower level includes a recreation room and full bath. The 1BR/1.5BA guest house - well separated from the main house - is a jewel with all the same Cady detailing and a deck overlooking the entire Shepaug River Valley. The barn has parking for 3+ additional vehicles and an in-law apartment above. Additional outbuildings give the property a rich historic texture. The craftsmanship and quality here is at the highest level, and the opportunity to own the "King's Castle" comes up only once in a generation.

Listed by Compass Connecticut,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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118 Mountain Redding CT 06896

Redding, CT118 Mountain, West Redding

Price$3,750,000

Est. Mortgage: $/month

MLS Number 170573723

  • Single Family
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 7,162
  • Acreage 8

This is a once-in-a-lifetime opportunity to own Long Pond Farm, one of Fairfield County's most prized Country Estates, and a perfect retreat for relaxing & entertaining. This elegant 5 BR, 7 BA classic CT home is nestled on nearly 8 private acres of lush landscaping that include gorgeous mature specimen trees, flower & vegetable gardens, stocked half-acre pond, tee box, koi pond, meandering paths, stone patios w/pergolas, barn garages, & a charming stone studio. Inside the light-filled spacious Main House, you will find historically accurate detailing such as random width wide-plank flooring, coupled w/luxurious amenities & water views. Oversized chef's KIT showcases an imported Lacanche range, tiger maple Subzero, marble island, custom China breakfronts w/zinc counters, Breakfast RM & walk-in pantry. Just beyond is a sophisticated Dining Rm w/FP, stone floor & wall of windows to take in endless views. The octagonal Living Rm is graced with a dramatic FP + windowed cupola. The 2 story Family Rm has floor to ceiling stone FP & architectural beams. The 1st floor Primary Suite offers two separate Bathrooms, a 21-foot-long custom Dressing Rm and access to the home's Wellness Wing which houses a luxurious 40 foot long Indoor Swimming Pool, Spa, and Home Gym. Two Offices & a Library offer generous, quiet, and sun-filled work-from-home spaces. Upstairs there are four more sunny, spacious Bedrooms, and two Jack-and-Jill Baths. Less than 60 miles to NYC in desirable West Redding.

Listed by Compass Connecticut,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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 Newtown CT 06470

Newtown, CT148 Taunton Hill, Taunton

Price$2,699,000

Est. Mortgage: $/month

MLS Number 170500847

  • Single Family
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 6,321
  • Acreage 8

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 William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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20 Main North Bridgewater CT 06752

MLS Number 170550526

  • Single Family
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 5,647
  • Acreage 26

Welcome to the Charles H. Sanford House, which was beautifully built by Charles H. Sanford in 1840. Simply stating, "this is the Antique home you've been waiting for". Location, location! This stately home is located in the Historic area of the bucolic town of Bridgewater, located on Main Street. this gorgeous Greek Revival with its stately covered porch and columns will impress all. You will be glad you showed it with all its grandeur. This Colonial offers something for everyone, a multi-generational family, an apartment with a private staircase, that could accommodate in-laws, or a nanny or staff, which makes it easy in many scenarios. The grand foyer entrance sets the tone for the rest of the home. Sunken living room with F.P., hardwood floors, beautiful moldings, 10ft. ceilings. and a grand staircase for many family portraits. A detached 4-car garage with additional storage under the building. Don't miss the old ice-box door off the kitchen porch too. The remodeled top-of-the-line kitchen offers all new appliances, granite counters, an island breakfast bar, a walk-in pantry that offers plenty of room for prepping meals, and room for all day coffee bar! (Kitchen is a work in progress and will be finished before closing, remodeled powder room will be completed before closing, ) At the north end of the house a comfortable Library with plenty of room for a pool table, enjoy a glass of Brandy in front of the fireplace. ( CHECK ADDENDUM PLEASE)

Listed by Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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