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The Matthews Group

CT Family Compounds in Litchfield County

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

Family Compounds for Sale in CT

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141 5 1/2 Mile Road Cornwall CT 06753

MLS Number 170403678

  • Single Family
  • Square Feet 12,373
  • Bedrooms 5
  • Bathroom 7
  • Year Built 1997

Villa Catarina - A grand Tuscan-style estate spectacularly situated on 550+ 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. Additional acreage available.

Listing Courtesy of Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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93 Amenia Union Road Sharon CT 06069

MLS Number 170403476

  • Single Family
  • Square Feet 12,759
  • Bedrooms 9
  • Bathroom 14
  • Year Built 1983

Iconic Sharon Estate sited on 23+/- park-like acres with stunning western views on a coveted country road. This exceptional property (main house circa mid-1800s) was transformed into a magnificent country compound, combining old world charm with a plethora of modern amenities and stunning selection of newer buildings and barns. 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. Impressive living room with fireplace and large windows. Formal dining room showcases an elegant marble fireplace and French doors, leading to an enclosed east and south facing sunporch. Spacious kitchen and breakfast room include a 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, en-suite). 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. This ultimate country retreat also features an 8 stall horse barn, second barn with car lift, and third antique barn with many possibilities. Guest House above garage, greenhouse, tennis court, orchards, gardens and riding paths. Stately and magical setting just minutes to town and under 2 hours to NYC.

Listing Courtesy of William Pitt Sotheby's Int'l

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%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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85 & 83 Scoville Ore Mine Road Salisbury CT 06068

MLS Number 170413936

  • Single Family
  • Square Feet 5,504
  • Bedrooms 5
  • Bathroom 5
  • Year Built 1780

THE TOP OF THE WORLD! There are rare properties that are singularly exceptional - this is one of them. Situated high on the Taconic Range in Salisbury, CT, this must-see family compound looks over the surrounding hills from above. The views to the northeast, east, and southeast embody the spirit of living in the Berkshires. From sunrise to sunset, you can let go of the mundane with just a quick glance at your surroundings, as this homestead is an experience, not just a place. Steeped in history, safe, private, quiet, and serene, Bingham Brook Farm is the home of the Elijah Marshal Barn (1838) and the Josiah Curtis House (1780), both plucked from their original locations and rebuilt on site with concrete foundations in the 1980s. Fields, fences, outbuildings, screened decks, and a pond fit into the natural surroundings like a piece of fine art. This is not for those seeking only the ultra-modern or the contemporary chic. This is for those seeking the epitome of country life in the Litchfield Hills, with panoramic views reminding you to rest, relax, enjoy, and live well... Close to Hotchkiss, Salisbury, Berkshire & Indian Mt. private schools, Great Barrington, MA, Tanglewood, and all the arts and culture the Berkshires have to offer! Please respect the owners privacy and do not drive up the driveway without an appointment.

Listing Courtesy of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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9 Bristol Road Middlebury CT 06762

Middlebury, CT9 Bristol Road

Price$3,995,000

Est. Mortgage: $/month

MLS Number 170373397

  • Single Family
  • Square Feet 6,554
  • Bedrooms 5
  • Bathroom 5
  • Year Built 1962

https://youtu.be/mrrIdghSV14Lake living at its finest! Custom Greek Revival built from foundation up by current owners. An entertainers dream, this 5 bedroom, 4.5 bath home has 6 acres of direct frontage on Lake Quassapaug with its own drive in boathouse with power lift and private beach. Lake facing pool with separate spa and pool house with kitchen. Lakeside terrace with stone firepit. Stunning public spaces on main level including an enormous eat in kitchen with fireplace and entertainment area with projection video system. Commercial grade appliances include Traulsen refrigerator and freezer and 48" Viking range. Luxurious primary bedroom suite includes fireplace, office and its own gym with stunning lake views! An en-suite guest room, and 3 additional bedrooms with shared bath and laundry complete the second floor. 1200 square feet of heated garage space for 4 cars. Many smart home features, geothermal heat, generator, slate roof, random width hardwood flooring, just a few of the custom finishes. Room for tennis court if desired. Do not miss your chance to make this your own ultimate lake compound. Easy access from I-84, under 2 hours from NYC, 2.5 hours from Boston.

Listed by William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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12 East Street North Goshen CT 06756

Goshen, CT12 East Street North

Price$3,995,000

Est. Mortgage: $/month

MLS Number 170168838

  • Single Family
  • Square Feet 6,719
  • Bedrooms 6
  • Bathroom 5
  • Year Built 1802

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.

Listing Courtesy of Elyse Harney Real Estate

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$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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36 Clover Knolls Roxbury CT 06783

Roxbury, CT36 Clover Knolls

Price$3,300,000

Est. Mortgage: $/month

MLS Number 170418676

  • Single Family
  • Square Feet 3,050
  • Bedrooms 2
  • Bathroom 2
  • Year Built 1987

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 2BR 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.

Listing Courtesy of Compass Connecticut,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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385 Southeast Road New Hartford CT 06057

New Hartford, CT385 Southeast Road

Price$3,250,000

Est. Mortgage: $/month

MLS Number 170413597

  • Single Family
  • Square Feet 7,933
  • Bedrooms 4
  • Bathroom 7
  • Year Built 2005

Situated on 49 breathtaking acres with private fields, forests, and a beaver pond, and constructed with the finest materials and craftsmanship, this expansive compound is the definitive measure of idyllic luxury halfway between NYC and Boston. The 7900 sf custom colonial pairs classic gambrel roof lines with low power bills via a premium and powerful solar panel system. Resort-class outdoor amenities include a 20x40 gunite pool, two hot tubs, bluestone patios, pavilion and fireplace, six-car garage, and wide woodland trails to explore. Inside, the breathtaking foyer and entryway living room are a commanding formal entertainment space with south-facing french doors. The main-level western wing hosts the gourmet kitchen with two full-size Sub-Zeros, a Viking 48” gas range and marble counters, a formal dining room and casual breakfast area, and an open-concept family room. The main level hides a wood-paneled executive office behind a gas fireplace, and a palatial master bedroom with an expansive en-suite, all providing the ultimate private personal quarters. Upstairs discover a private guest bedroom suite, two more large en-suite bedrooms, and a plethora of storage closets. View the grounds from the executive third-floor office/den. The spectacular finished basement has a gym, game room, gas fireplace, and half bath. This is an extraordinary estate that has been expertly maintained since its construction in 2006 and must be seen to be fully appreciated.

Listing Courtesy of Marrin Santore Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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158 North Street Litchfield CT 06759

MLS Number 170438040

  • Single Family
  • Square Feet 6,641
  • Property Style Colonial, Antique
  • Year Built 1874
  • Bathroom 7

Unique opportunity to own one of a kind Federal -Colonial property, right in the heart of Litchfield . The c1876 house is within walking distance to the historical green. The property is remarkably private due to its unique lay out and bordering on the land trust.It is the only property in the Litchfield Burroughs with 3 independent dwellings on such a secluded parcel. The house has spectacular proportions, boasting 10 foot ceilings and 5 fireplaces. Its gracious floor plan makes entertaining a dream.The grounds offer formal and informal retreats with a croquet lawn, a greenhouse and a vegetable garden The stunning pool and spa are surrounded by wisteria growing pergola and a classical pool house, appointed with a perfect kitchen, (fisher & paykel dishwashers, Lacanche range) , bath with laundry, pool table for fun etc...A stone fireplace and outdoor grill complete the setting. A cobblestone driveway meanders through the 3.93 acres past a carriage house with a spacious apartment above and restored stables. The expansive open lawns is bordered by an allee of fruit trees and is surrounded by protected land.The whole compound is a gem !

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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102 North Street Roxbury CT 06783

Roxbury, CT102 North Street

Price$2,895,000

Est. Mortgage: $/month

MLS Number 170422197

  • Single Family
  • Square Feet 5,204
  • Bedrooms 6
  • Bathroom 5
  • Year Built 1860

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 Orchard, Christmas Tree Farm and 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!

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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144 East Shore Washington CT 06777

MLS Number 170280303

  • Single Family
  • Square Feet 3,222
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1925

LAKE WARAMAUG COMPOUND, A BEAUTIFUL 8 ACRE parcel abuting Steep Rock Pinnacle. The main house is tastefully appointed & recently renovated including dual pane windows on the main level, hardwood flooring as well as 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 • Heated Indoor Pool • Screened Summer Room • Lavish Outdoor Entertainment Space • Two Story Guest House with Kitchenette, Gas Fireplace & Extra Storage

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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22 River Road Sharon CT 06069

Sharon, CT22 River Road

Price$2,450,000

Est. Mortgage: $/month

MLS Number 170380319

  • Single Family
  • Square Feet 3,516
  • Year Built 1936
  • Bedrooms 4
  • Property Style Colonial, Farm House

River Road Farmhouse - Incredible compound on 21 private acres with spring fed pond and direct frontage along scenic Guinea Brook. Main house is a mix of stone & cedar and includes a light-filled living room with fireplace that opens to a spacious screen porch. In addition, there's the recently remodeled chef's kitchen with center island and sitting area that overlooks an outdoor patio, fire pit, and pool area; a formal dining area highlighted by exposed stone; as well as a main floor bedroom with private full bath. Upstairs, one finds two well-proportioned bedrooms that share a bath and the primary bedroom suite with a lavish private bath plus a separate sitting room/home office with wood stove and vaulted ceiling. The property includes a heated pool with cabana, a guest cottage, and a 8,000 square foot detached barn perfect for a car collector. Listing has been virtually staged for marketing purposes. Additional 30+ acres of land available, call for details.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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 Tuccio Court New Milford CT 06776

MLS Number 170416003

  • Single Family
  • Square Feet 5,259
  • Year Built 2004
  • Bathroom 5
  • Property Style Colonial

Your secluded & serene compound awaits! While resting at the end of a cul-de-sac & on the Lake Lillinonah, your new estate offers stunningly lush & vibrant year-round views providing cascading privacy over your 6.15 total acres all seen by your exterior multi-tiered balconies! Double lot offers the ability to build a guest house or 2, install a pool or a 2nd house. Permitted for private dock as motorboats are allowed. The proximity of this location makes your options endless w/NY just over an hr away! Your front lot proudly holds the most elegant of estates! This custom Colonial showcases exquisite master craftsmanship & masonry that have this home standing out from the rest! Meticulous landscaping curls around the home & draws you in as the breathtaking 2 story marble grand foyer welcomes you in past the leaded glass double doors. A must have chef's kitchen w/center island, bar & breakfast nook. Kitchen gives way to an impressive family room w/soaring ceilings, carved limestone & crowned w/a mantled fireplace. 1st flr also hosts a masterful office, master suite retreat guarded by French doors & a luxurious spa-like master marble bath. 2nd flr hosts 3 generous bedrooms w/walk-ins closets, lrg. bonus room. Lower level is pre-plumbed for additional bathroom. Whole house surround sound, 3 heating/cooling zones & whole house humidifier. 4th flr offers an additional 843sqft w/original plans for home theater. Master electrical control pad w/automatic lifts & 1 touch house control.

Listing Courtesy of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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