The Matthews Team

William Raveis Lifestyles Realty

CT Family Compounds in Litchfield County

View the latest family compounds for sale in Connecticut's Litchfield County.

Family Compounds 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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141 5 1/2 Mile Road Cornwall CT 06753

MLS Number 170403678

  • Single Family
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 12,373
  • Acreage 1000

Villa Catarina - A grand Tuscan-style estate spectacularly situated on 1,000+ acres in the heart of Litchfield County offers unparalleled privacy and security as well as magnificent tri-state views of MA, CT and NY. Approached by a long scenic driveway meandering through fields and forests, this unique country compound is introduced by a granite cobbled courtyard, framed by copper beech and fragrant linden trees. The exquisite limestone and stucco Palladian-inspired villa by award-winning architect Thomas Beeby offers superior, commercial grade construction with 5 bedrooms, 4.3 baths and 6 fireplaces. Opening from a dramatic 2-story foyer showcasing a double staircase, the main floor encompasses a formal living and dining room, reception rooms/galleries, a spacious kitchen, library, and study. Gorgeous reclaimed cherry wood floors with radiant heating and 9+ ft high ceilings provide distinctive details. Upstairs, 5 luxurious bedrooms each offer stunning views of the surrounding wooded hillsides. Inviting terraces and formal gardens with dramatic westerly views, along with a Har-Tru tennis court and 6-stall horse barn complete this enchanting property. Peace and tranquility abound with this rare and exceptional offering.

Listed by Joseph Barbieri and Diana Bisselle of Sotheby's International 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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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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1 Bristol Road Middlebury CT 06762

Middlebury, CT1 Bristol Road

Price$5,750,000

Est. Mortgage: $/month

Active With Contract

MLS Number 170509609

  • Single Family
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,409
  • Acreage 5.94

Stunning, turn-key, waterfront compound on 5.94 acres! Exceptionally rare opportunity to own an estate on Lake Quassapaug being sold with all furnishings inside and out, a double-decker pontoon boat, and much more to make this an incredibly easy move. Built by Beaver Mountain Log Homes of NY, there are 7 structures. The main residence; a 2 bedroom guest house; pool house w kitchenette & full bath; boathouse w office, 3 car garage w guest room, full bath, cigar and wine room; two story barn w full bath & loft; heated & cooled dog house w dog run. Main house features open living for easy entertaining, soaring vaulted ceilings & large windows to enjoy the incredible view. The chefs' kitchen has a large island, top of the line appliances, & side by side dining area. The primary bedroom is conveniently on the main level w full bath, walk-in closet and sliding doors to the covered rear porch. On the upper floor, there are 4 additional generously sized bedrooms, 2 full baths, an office/sitting room and loft space. The lower level boasts a media room, wet bar, rec room, full bath and 2 laundry rooms. The outdoor entertaining space has a Gunite infinity pool and spa and a covered rear porch overlooking the lake. There are patios, stonewalls, professionally landscaped gardens, and large dock for boating, fishing, swimming all at your own private lakeside lodge. This is a property you have to see to believe-words cannot describe all it has to offer!

Listed by Jill Sloane of Brown Harris Stevens

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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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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

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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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4 New Preston Hill Road Washington CT 06777

MLS Number 170486722

  • Single Family
  • Bedrooms 3
  • Bathroom 5
  • Square Feet 5,024
  • Acreage 3.83

Impeccable quality construction highlights this meticulously restored residential compound. Nestled on 3.8 acres alongside the East Aspetuck River, this 1850's post and beam construction has been brought back to life with no detail spared. Enter the property through granite steps that previously graced the Philadelphia Museum of Art, leading you to the show stopping mahogany front door. Enjoy over 5000 sq. ft. of living space coupled with ample private surface parking and a four car garage. The bright, expansive, open concept floor plan showcases the rush of the River from nearly every room. The main living space boasts polished concrete floors, exposed industrial style beams, custom stone wood burning fireplace as well as Brown Millworks custom kitchen cabinets with top of the line stainless steel appliances. The home's tiered design leads you to upper levels guided by stairs built using antique threshing board which houses multiple social areas accented by wide plank white oak floors, a stunning primary suite, two additional living spaces, full service entertainment pantry, and two well appointed guest bedrooms featuring exposed original chestnut beams. For the ultimate privacy all bedrooms and bathrooms have been constructed with soundproofing materials. A granite walkway greets you as you exit the rear door of the full service pantry leading you to an outdoor pergola perfect for quiet reflection and/or seasonal entertainment.

Listed by Justine Nolletti of Regency Real Estate,LLC

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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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500-508 Twin Lakes Road Salisbury CT 06068

Salisbury, CT500-508 Twin Lakes Road

Price$3,995,000

Est. Mortgage: $/month

MLS Number 170490291

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 6,002
  • Acreage 8.29

Rare 8-acre south-facing property with 310 feet waterfront and new dock on west Twin Lakes. Two tax lots with flexible internal zoning. The majority of the property lies outside the 300-foot Lake Protection Overlay Zone that severely restricts projects. Four winterized homes that can be used as is for a family compound, or consolidated with one large modern home with an additional guest or accessory buildings. The west lake is very private - no public boat launch or beach, and no access for larger boats from the East lake. Short drive to Hotchkiss, Berkshire, and the Salisbury school.

Listed by Elyse Harney Morris and Thomas Callahan 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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12 East Street North Goshen CT 06756

Goshen, CT12 East Street North

Price$3,995,000

Est. Mortgage: $/month

MLS Number 170168838

  • Single Family
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 6,719
  • Acreage 74.32

CATHERINE HALL 1802 Classic Brick Federal Georgian on a 74-acre estate offering stunning period detail throughout the main house with over 6000sq.ft. 6 bedrooms, 8 fireplaces, grand private and public rooms with high ceilings in beautifully restored condition. A guest house with a garden overlooks endless views of water company land. A second guest house is a converted barn with 5 bedrooms, 2 kitchens, terrace, deck, and views. There is also a 1773 garrison-style homestead with 4 bedrooms and 4 fireplaces. The estate offers tennis courts, inground pool, stone walls, horse paddocks, formal gardens, sweeping lawns, and views. Perfect private or corporate country retreat, horse property, family compound, reception venue all with endless possibilities.

Listed by Thomas McGowan 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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30 Mark Twain Lane Redding CT 06896

MLS Number 170478047

  • Single Family
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 6,300
  • Acreage 28.53

"Stormfield" - the iconic mansion built in Redding for author Samuel Clemens, best known as Mark Twain, who lived there from 1908 until his death in 1910. Upon surveying the countryside from his new home, Clemens exclaimed “How beautiful it all is. I did not think it could be as beautiful as this.” He stipulated the house should be built in the style of a Tuscan villa, after having enjoyed time in Italy, and derived the property's name from his short story "Captain Stormfield's Visit to Heaven." After a fire in 1923, the current estate was re-built in 1925 on the same foundation, retaining the original terraces, stone walls, stone pillars, and formal gardens. The home is sited on 28.53 private acres and adjoins 161 acres of Redding Land Trust. This magnificent country compound includes the 6,300 sf main residence with 4-5 bedrooms, 5/1 baths, and 3 fireplaces, plus the detached pool/carriage house offering heated gunite pool, 3 garage bays, as well as the 2nd floor guest/caretaker cottage with 2 bedrooms, full bath, living room and kitchen. Feel like you've stepped back in time where exquisitely appointed period details artfully blend with today's modern amenities. Grand formal rooms include the elegant dining room overlooking the stone terrace and rolling lawn, plus the formal living room with striking hand painted coffered ceiling and adjoining library. One of Redding's signature properties and a rare opportunity to own a piece of American History, just 58 miles to Midtown.

Listed by Laura Ancona 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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93 Amenia Union Road Sharon CT 06069

MLS Number 170403476

  • Single Family
  • Bedrooms 9
  • Bathroom 14
  • Square Feet 12,759
  • Acreage 23.95

The Ultimate Country Compound sited on 23+ park-like acres with stunning western views. This exceptional property (main house circa mid-1800s) was transformed into a magnificent estate combining old world charm with modern amenities. The main residence reflects the grandeur of its original vintage, with a collection of gracious rooms, period details and 7 fireplaces. A circular drive leads to a gracious entry with fireplace, sunken living room with fireplace and large windows. Formal dining room showcases an elegant marble fireplace and French doors, leading to an enclosed east facing sunporch. Spacious kitchen and breakfast room with large hearth, antique beams and flooring. Elegant wood paneled study with fireplace and bar connects to adjoining guest and entertainment building. 5 BDRs and 9 Baths in the main house (primary with fireplace). 3 BDRs and 2 kitchens in the adjoining residence featuring cathedral wood-beam ceilings, large fieldstone fireplace, indoor pool & spa with enclosed terrace. Wine cellar, gym, sauna, and pistol range on lower levels. 8 stall horse barn, Guest House, greenhouse, tennis court, orchards, gardens and riding paths. Ideal for the car enthusiast/collector with space for 20+ cars. 15 minutes to Lime Rock Park! Stately setting minutes to town and under 2 hours to NYC. Close to area Private Schools.

Listed by Diana Bisselle 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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144 East Shore Road Washington CT 06777

MLS Number 170498716

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,222
  • Acreage 8.2

LAKE WARAMAUG COMPOUND, A BEAUTIFUL 8 ACRE parcel abutting Steep Rock Pinnacle Private land allows you to hike to the incredible Pinnacle lookout. The main house is tastefully appointed and recently renovated including dual pane windows on the main level, hardwood flooring and a painted cork floor in the kitchen. The open floor plan on the main level includes a gourmet chef's kitchen with a breakfast bar, tranquil dining room, original stone fireplaces in the living room. A total of 4 bedrooms in the main house with the master bedroom suite boasting a vaulted ceiling, built-in bookshelf & includes aloft as a designated exercise room & office space with electric skylights. A meticulously maintained boathouse positioned at the best swimming & water skiing location on the lake. Walk down the steps to the water's edge with landscape lighting for your evening swim. The boathouse includes a kitchen, living area & docking for two boats. Spend the day on the lake & retreat to the main house for dinner on a beautiful stone terrace canopied by mature trees overlooking the lake; complete with a custom chic gas fire pit. AMENITIES AT THE LAKE WARAMAUG COMPOUND BOAT HOUSE W/ dock, kitchenette, heat, seating and waterfront lights • Heated Indoor Pool • Screened Summer Room • Lavish Outdoor Entertainment Space • Two Story Guest House with Kitchenette, Gas Fireplace & extra storage Outdoor shower, propane grill and fireplace on the stone terrace

Listed by Pat Lahoud of William Pitt Sotheby's Int'l

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$
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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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36 Clover Knolls Roxbury CT 06783

Roxbury, CT36 Clover Knolls

Price$2,475,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170484416

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 3,050
  • Acreage 129.04

Clover Knolls - 129 acres of natural beauty in one of Roxbury's most storied and treasured corners. Offering a variety of Connecticut's best landscapes including sun-kissed farm pastures with distant views, lovingly tended mature forest, a sparkling spring-fed pond and open sweeping lawn around the contemporary home, few locations in Litchfield County evoke such emotion, inspiration and sense of place. Offered for the first time in nearly forty years, this special property is ready for its next chapter and presents a multitude of possibilities. There are multiple building parcels allowing for the construction of a larger main residence, separate dwellings for a single-owner compound, or for subdivision. The current 3BR residence is set on a perfect spot with views to the pond and further distant views beyond and was built with a beautifully warm and simple design aesthetic reminiscent of Frank Lloyd Wright. Construction of a larger, main residence at a higher elevation could leave the existing home as a guest house, pool/tennis house, etc. The property is largely held in tax-benefitting status and the forest is under a forestry management plan which keeps the woods healthy and maximizes their attractiveness for humans and wildlife alike. This truly magical land sits in the heart of Litchfield County's desirable Roxbury/Washington region, less than two hours from Manhattan but a world away. Taxes and assessment listed are for all five parcels.

Listed by Rick Distel and Jeffrey Phillips of Compass Connecticut,LLC

$
$
%
$/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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