Litchfield CT Real Estate

MLS Number 170347667

• Land
• Acreage 652.87
• MLS Status Active
• Zoning R80
• Subdividable

Historic "Town Farm" is one of the largest remaining privately held tracts of open land in Litchfield County totaling over 653 acres of open meadows,fields and extensive forests. This picturesque property with majestic views includes barns, silos, four ponds, a huge rambling three story farmhouse, a small cottage and a period colonial that need renovation. It has extensive frontage on the Bantam River and has over 14,000 feet of road frontage on town roads. Includes a 43-acre parcel of open meadows in Torrington. A once in a lifetime opportunity to own one of the last intact former dairy farms in the county.

Listed by Ted Murphy of Murphy E J Realty

MLS Number L10049256

• Single Family
• Acreage 65.96
• Square Feet 2,985
• Bedrooms 4
• Bathroom 3

CHECK CTMLS # L10049231 This is Stonybrook Golf Course. Call agent for all the details. This beautiful property has the potential to be one of Litchfield Counties most stunning compounds/sanctuary. Land to build your dream home, maintain several holes for a private club, start a vineyard (full irrigation), option for horses. 2 ponds, stream, multiple buildings including 2 residential rentals.

Listed by William Downes of Gooseboro Realty

MLS Number 170021254

• Land
• Acreage 64.59
• MLS Status Active
• Waterfront
• Zoning R-80

Outstanding estate quality land in the heart of Litchfield County. 65 acres with 2 ponds, brook, irrigation and views. Numerous buildings for a variety of uses. This is also an income producing property. Call to set up a private tour and review details.

Listed by William Downes of Gooseboro Realty

MLS Number L10049231

• Commercial Business For Sale
• Acreage 64.59
• Square Feet 7,458
• MLS Status Active
• Year Built 1920

A very rare opportunity in the heart of Litchfield County. First time offered for sale in 40 years, Stonybrook Golf Course is a very well managed and maintained 9-hole Public Golf Course. All facilities in place to make this a "turn key" operation. The course actually consists of 10 holes on 64.51+/- acres. 2 ponds, a year round brook and outstanding views from several locations around the course. Also included in the sale is a 4BR, 2.1 bath Colonial home and a 1-BR, 1 bath cottage. Potential for the "Ultimate Litchfield County Compound". Your own golf course, vineyard or horses are all options.

Listed by William Downes of Gooseboro Realty

MLS Number 170298580

• Single Family
• Acreage 8.2
• Square Feet 5,229
• Bedrooms 4
• Bathroom 4

This European country estate sits atop its own Litchfield Hill. Each detail designed and created on site by a master craftsman. Built for entertaining, a chef's kitchen sits at the heart of the home with French country oak cabinetry. Just off the kitchen, a glass atrium dining room overlooks manicured gardens and a stunning eight acre field. As meals are prepared, family and guests can join the chef in the gathering room warmed by one of four fireplaces. The living room hosts a cathedral ceiling, antique barn beams, and floor to ceiling window. Magnificent sunsets are enjoyed in the serene screened porch warmed by its massive stone fireplace. Unique spaces include a library landing off the master suite, enchanting stone wine cellar, dance studio, and hobby room. The guest suite is ready for an au pair, in-laws, or visitors with its private entrance and kitchenette. Custom finishes include copper gutters, custom millwork throughout, and hand crafted cabinetry. The fully finished 2,200 sq ft barn has its own private bath, balcony, heat, septic, and water. The front has an expanse of French doors w/a covered porch overlooking the field. The back houses its large garden shed and a three bay garage. This versatile space could be a guest cottage, car collector showroom, studio, host equestrian pursuits, or grand entertaining! A private retreat moments away from the Litchfield Green, Route 8, and boundless Connecticut charm. Come experience this one of a kind property.

Listed by Cori Mirabilio of Mirabilio Realty

MLS Number 170297140

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

George Washington really slept here! Sheldon Tavern is one of the most historic houses in all of Connecticut named after the original builder, Elisha Sheldon. This three-story mansard roof Colonial is most important in establishing Litchfield's early Colonial architecture. It has 17 rooms -- 6 bedrooms and 5-½ baths, 7 fireplaces, 2 formal dining rooms, eat-in kitchen, 2 family rooms, and front parlor and liabrary. Large open two story rear porch overlooking the back yard which includes guesthouse, in-ground pool with cabana, and tennis court all on 6.55 acres in the heart of the Litchfield Historic District.

Listed by Ted Murphy of Murphy E J Realty

MLS Number 170328482

• Single Family
• Acreage 7.07
• Square Feet 3,034
• Bedrooms 7
• Bathroom 6

Owl Ridge - Time to enjoy the winter activities that Litchfield County has to offer. Nearby down hill skiing, snowboarding, cross country skiing on beautiful trails at White Memorial. This architecturally designed Contemporary is privately situated among the treetops. Bright and airy with expansive windows and wrap around deck. The river rock and slate walkways add a Zen like quality with the crisp stonewalls and landscaping. The present owners have done extensive renovations with the finest materials yet keeping the unique Chalet feeling of the house. The Kitchen has a wall of windows, granite counters, Wolf range, Subzero refrigerator, freezer, Viking wine cooler, fireplace and door to the deck for outdoor grilling. Living room with built-in book case, fireplace and access to the deck. The Dining room has two story windows and pocket doors to the kitchen. Off the kitchen is the den - great spot to relax after dinner. Two bedrooms, one full and 2 half bathrooms complete this floor. The Primary suite is on the upper level with a fireplace and large walk in closet, beautiful bathroom. 2 more bedrooms and bath. The lower level has 2 bedrooms, kitchen, dining room/living room combination, fireplace and sliders to the outside. Short walk through the winding river stone and slate path you arrive at the heated in ground pool. Many rooms for all sorts of activities - Minutes from the center of Litchfield.

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

MLS Number 170304026

• Single Family
• Acreage 9.9
• Square Feet 12,000
• Bedrooms 21
• Bathroom 23

An amazing opportunity to own a true family compound! The Tollgate Hill Inn located in Litchfield, Connecticut is both a modern facility and an historic gem situated on about 10 acres of beautiful wooded land. Presently used as a country inn and restaurant, the property has been updated and well maintained by the proprietors. The 1745 Captain William Bull Tavern, which is on the National Register of Historic Places (this does not mean there are restrictions on what you can do with the property), houses the fine-dining restaurant, large and well-equipped commercial kitchen and 6 of the 21 guest rooms. Next to it is the Schoolhouse, named for it being the oldest schoolhouse in Berlin, Connecticut. Moved to this location in 1928 it now has 4 guest rooms and connects to the Tavern building via an underground tunnel. The newest building is named the Captain William Bull House and was constructed in 1991. It has a large entrance lobby, check-in and reception office, 11 spacious guest rooms, a 120 seat banquet room and a small commercial kitchen. This is an amazing opportunity to own and operate a beautiful bed & breakfast and restaurant or to convert this iconic property in to a family compound. There are 21 guest rooms in total and 80 seats for the restaurant, plus a 120 seat banquet room. This property is frequently used for weddings, corporate meetings and similar functions in addition to its core uses. $20,000 bonus for the buyer's agent if contract signed on or before 9/30.20.

Listed by Chadwick Ciocci and Lori Montazella of Kinard Realty Group

MLS Number 170287291

• Commercial Business For Sale
• Acreage 9.9
• Square Feet 12,000
• MLS Status Active

The Tollgate Hill Inn located in Litchfield, Connecticut is both a modern facility and an historic gem situated on about 10 acres of beautiful wooded land. Presently used as a country inn and restaurant, the property has been updated and well maintained by the proprietors. The 1745 Captain William Bull Tavern, which is on the National Register of Historic Places (this does not mean there are restrictions on what you can do with the property), houses the fine-dining restaurant, large and well-equipped commercial kitchen and 6 of the 21 guest rooms. Next to it is the Schoolhouse, named for it being the oldest schoolhouse in Berlin, Connecticut. Moved to this location in 1928 it now has 4 guest rooms and connects to the Tavern building via an underground tunnel. The newest building is named the Captain William Bull House and was constructed in 1991. It has a large entrance lobby, check-in and reception office, 11 spacious guest rooms, a 120 seat banquet room and a small commercial kitchen. This is an amazing opportunity to own and operate a beautiful bed & breakfast and restaurant or to convert this iconic property in to a family compound. There are 21 guest rooms in total and 80 seats for the restaurant, plus a 120 seat banquet room. This property is frequently used for weddings, corporate meetings and similar functions in addition to its core uses. $20,000 bonus for the buyer's agent should a contract be signed on or before September 30, 2020.

Listed by Chadwick Ciocci and Lori Montazella of Kinard Realty Group

MLS Number 170287535

• Commercial
• Acreage 9.9
• Square Feet 12,000
• MLS Status Active
• Year Built 1745

The Tollgate Hill Inn located in Litchfield, Connecticut is both a modern facility and an historic gem situated on about 10 acres of beautiful wooded land. Presently used as a country inn and restaurant, the property has been updated and well maintained by the proprietors. The 1745 Captain William Bull Tavern, which is on the National Register of Historic Places (this does not mean there are restrictions on what you can do with the property), houses the fine-dining restaurant, large and well-equipped commercial kitchen and 6 of the 21 guest rooms. Next to it is the Schoolhouse, named for it being the oldest schoolhouse in Berlin, Connecticut. Moved to this location in 1928 it now has 4 guest rooms and connects to the Tavern building via an underground tunnel. The newest building is named the Captain William Bull House and was constructed in 1991. It has a large entrance lobby, check-in and reception office, 11 spacious guest rooms, a 120 seat banquet room and a small commercial kitchen. This is an amazing opportunity to own and operate a beautiful bed & breakfast and restaurant or to convert this iconic property in to a family compound. There are 21 guest rooms in total and 80 seats for the restaurant, plus a 120 seat banquet room. This property is frequently used for weddings, corporate meetings and similar functions in addition to its core uses.

Listed by Chadwick Ciocci and Lori Montazella of Kinard Realty Group

MLS Number 170269218

• Single Family
• Acreage 2.6
• Square Feet 5,521
• Bedrooms 6
• Bathroom 8

This architecturally significant home is located in Litchfield's historic district on South Street. Originally built as a boys boarding school for Oliver Wolcott's son, this residence is one of the fine examples of the mid-late 19th century homes that graced Litchfield's center. Situated on 2.6 acres, the property has sweeping, level lawns, a south side pergola and terrace and a heated in-ground lap pool. Step inside the foyer to grandness that includes a formal Living Room and Library with 9' ceilings, five fireplaces, a formal Dining Room with custom built-ins, complete Chef's Kitchen, butler's pantry, a seating area with fireplace and french doors to a large exterior deck for entertaining. There is a paneled, cozy den off the Living Room with fireplace and powder room. The second floor has six bedrooms including a grand Master Suite with 9' ceilings, fireplace, three closets, full bath & dressing area. Two en-suite bedrooms, nursery, large laundry area & linen closets, the children's bunk room and hall bath complete the second floor. Enjoy gracious living with all the modern amenities. Truly an outstanding village residence! Less than 1/2 mile to the village center. Several points of interest including the Library, Tapping Reeve House, Law School and Meadow are along the way. Enjoy the village green with shops and restaurants. Just 2 hrs. from NYC, close to White Memorial, skiing, hiking trails, horseback riding and swimming.

Listed by Jane Hinkel of William Pitt Sotheby's Int'l

MLS Number 170340906

• Single Family
• Acreage 1.52
• Square Feet 3,410
• Bedrooms 6
• Bathroom 5

Located just off iconic South Street, this Litchfield landmark allows you to be part of local history. Built in 1828, it was extensively renovated by the current owner who is committed to preserving historic details while addressing the needs of modern living. Originally facing South Street, an addition with remodeled entryway was added and the home now faces the more private and quieter Old South Road. Updates include kitchen with classic butler's pantry as well as separate pantry and wet-bar. The lower level was re-worked to add an attached two-car garage, main level bedroom and bathroom, dual offices, laundry. There are four additional bedrooms on the upper floors. The home boasts rooms for comfortable living, as well as elegant formal spaces for entertaining guests. Hardwood flooring and millwork. Every bathroom has been updated with custom tile work. Bonus room with half bath above garage for play space or office. All systems have been updated: heating, electric, air conditioning and security. Flat, south facing yard perfect for a pool. Patio space for outside entertaining. Detached barn. Walk to town, Litchfield Country Club and White Memorial. An extraordinary amount of effort, planning and skill went into restoring this impeccable residence.

Listed by Jessica Travelstead and Stacey Matthews of William Raveis Real Estate

MLS Number 170294297

• Single Family
• Acreage 7
• Square Feet 4,711
• Bedrooms 4
• Bathroom 5

Beautifully landscaped grounds by the water's edge of Hidden Pond are the site of this fabulous entertainment home in Litchfield Family Estates. Spectacular water views inspire gatherings on the covered porch, by the inviting great room fireplace or in the backyard of this country home. Freshly painted interior, exterior and move-in ready, this delightful home features a granite kitchen with breakfast nook and high end stainless steel appliances; formal dining room with wainscoting; impressive great room with stone fireplace, French doors to the covered deck and built-in bookshelves; grand first floor master bedroom suite with beautiful views of Hidden Pond; study with coffered ceiling and hardwood flooring; laundry room/mud room and half bath complete the main level. The upper level features an ensuite guest bedroom, two spacious guest bedrooms, a full bath and grand bonus room. The partially finished lower level has wall to wall carpeting and a fine space for your home gym or recreation area. An attached 3-car garage and detached 4-car garage provides plenty of storage space for sports cars and boats. A fine full-time or country home. Enjoy all that Litchfield has to offer including nearby golfing, tennis courts, hiking and fishing. Just two hours from New York City.

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

MLS Number 170262697

• Single Family
• Acreage 0.82
• Square Feet 4,255
• Bedrooms 7
• Bathroom 4

Looking for multiple home office or school spaces? This handsome intown Colonial in Historic District will totally fit the bill. The residence built in 1850 with a unique mansard roofline has 3 fully finished floors. Stunning foyer with curved "flying" staircase, 3 fireplaces, arched doorways, covered porch with mahogany decking, & upper floors with wideboard flooring. In addition to the 4 bedrooms and 2 baths on the second floor, the third floor boasts 3 bedrooms and a bath - perfect for private home offices or instructional space. The renovated kitchen boasts a 6-burner DCS gas range, new stainless steel Bosch refrigerator, soapstone counters, 2-drawer Fisher Paykel dishwasher, 2 sinks & disposals. Mechanics include new propane boiler and indirect hot water system. Exterior newly painted. Barn/garage/studio (33'x25')was totally reconstructed in 2016. The dramatic vaulted 2nd floor space (32'x24') is perfect for a studio, office or entertaining. The barn includes 1.5 baths, propane hot air heating system, central air, washer/dryer, Sonos sound system and French doors. Private yard with gardens and stone walls. Nothing to do but move in! Enjoy all the amenities of this intown location with an easy stroll to shops, restaurants, post office & library.

Listed by Susan Pollock of William Pitt Sotheby's Int'l

MLS Number 170258659

• Single Family
• Acreage 0.5
• Square Feet 4,021
• Bedrooms 4
• Bathroom 4

This historic home w/ separate commercial bldg is a unique opportunity in the center of the uber charming village of Litchfield. Both buildings have been restored by the current owner while retaining their character incl: wide board flrs, wainscoting, paneling, & 7 frplces. Main house kitchen leads to a keeping room for gatherings around the large hearth fireplace. The show stopper is a spacious Tavern room, used as game room w/ its original bar. The 2nd fl features 4 beds w/ 2 full baths (there is room to add an addl bath). 3rd floor has 2 beds w/ a shared bath. Beautiful gardens, specimen trees, stone walls & patios surround the house & integrate the bldgs. The commercial bldg is used as a dr's office & can be configured to other specs. It includes an attached main floor bedroom apartment w/ full bath, kitchenette & terrace. A sep. entrance opens to a lobby/waiting rm, offices, 2 half baths (one w/ handicap access), kitchenette & a fully finished 2nd fl w/ 2 offices & storage. Signage facing rte 202 & the Village Green is grandfathered. For history buffs, this is the Rev Timothy Collins house & his son added the Tavern in 1770. The commercial bldg was built in 1781 & moved to its current location in 1812. It remains the oldest continuously occupied commercial bldg in CT. Main house & the office apartment currently active Air B&B w/ proven income & rave reviews. Easy walk to town restaurants & shops.

Listed by Stacey Matthews of William Raveis Real Estate

MLS Number 170260841

• Commercial
• Acreage 0.5
• Square Feet 4,021
• MLS Status Active
• Year Built 1782

This historic home w/ separate commercial bldg is a unique opportunity in the center of the uber charming village of Litchfield. Both buildings have been restored by the current owner while retaining their character incl: wide board flrs, wainscoting, paneling, & 7 frplces. Main house kitchen leads to a keeping room for gatherings around the large hearth fireplace. The show stopper is a spacious Tavern room, used as game room w/ its original bar. The 2nd fl features 4 beds w/ 2 full baths (there is room to add an addl bath). 3rd floor has 2 beds w/ a shared bath. Beautiful gardens, specimen trees, stone walls & patios surround the house & integrate the bldgs. The commercial bldg is used as a dr's office & can be configured to other specs. It includes an attached main floor bedroom apartment w/ full bath, kitchenette & terrace. A sep. entrance opens to a lobby/waiting rm, offices, 2 half baths (one w/ handicap access), kitchenette & a fully finished 2nd fl w/ 2 offices & storage. Signage facing rte 202 & the Village Green is grandfathered. For history buffs, this is the Rev Timothy Collins house & his son added the Tavern in 1770. The commercial bldg was built in 1781 & moved to its current location in 1812. It remains the oldest continuously occupied commercial bldg in CT. Main house & the office apartment currently active Air B&B w/ proven income & rave reviews. Easy walk to town restaurants & shops.

Listed by Stacey Matthews of William Raveis Real Estate

MLS Number 170343499

• Single Family
• Acreage 2.55
• Square Feet 3,002
• Bedrooms 3
• Bathroom 3

With an incredible elevated approach allowing for breath- taking distant views of surrounding farmland and nearby lakes one descends upon a quiet country road and an incredibly well appointed country farmhouse Cape. Expertly clad in beautiful natural cedar this comfortable and spacious country home seamlessly connects with the private and natural surroundings. The natural ledge outcroppings of native stone blend with the extensive native field stone terraces surrounding the over-sized post and beam barn and incredible custom heated pool. An outdoor shower, fireplace, outdoor dining area bar and expansive patio area will extend your enjoyment of the seasons of the beautiful Litchfield Hills. This 3,000+ /sf. home has three bedrooms and two full and one half bathroom with an open floor plan, generously proportioned rooms, and great flow. A living room, family room, and den allow for the possibility of additional sleeping quarters or home office. One of the three bedrooms has been converted to an open office area and can easily be returned to a private bedroom. Second floor master includes a beautifully designed and appointed bath with oversized walk-in tiled shower and separate sauna. The well positioned party barn is conveniently connected to the home and equipped with a large loft area perfect home office, exercise area, work shop and/or art studio etc. Automatic whole house generator is installed and ready for inclement weather.

Listed by Tyler O'hazo and Alan O'Doherty of William Pitt Sotheby's Int'l

MLS Number 170316490

• Commercial
• Acreage 9.21
• Square Feet 6,632
• MLS Status Active
• Year Built 1984

Connecticut's oldest winery and vineyard. Includes showroom, lounge, wine bar, office, production & bottling room, private event space, two fireplaces, and exterior deck overlooking vineyards and fields. Includes three lots, all equipment and real estate. Does not include inventory.

Listed by Ted Murphy of Murphy E J Realty

MLS Number 170316504

• Commercial Business For Sale
• Acreage 9.21
• Square Feet 6,632
• MLS Status Active
• Year Built 1984

Connecticut's oldest winery and vineyard. Includes showroom, lounge, wine bar, office, production & bottling room, private event space, two fireplaces, and exterior deck overlooking vineyards and fields. Includes three lots, all equipment, and real estate. Does not include inventory.

Listed by Ted Murphy of Murphy E J Realty

MLS Number 170316513

• Single Family
• Acreage 8.05
• Square Feet 4,463
• Bedrooms 4
• Bathroom 4

" WESTOVER " One of Litchfield Connecticut's finest homes. Long private drive flanked by open lawn leads to circular driveway with center garden and fountain. Covered entry welcomes you. Foyer offers a sweeping staircase, tile floors and Juliet balcony with French doors. Formal dining with hardwood floors, built-in hutch. Open Kitchen offers, granite counters, center island, pantry area. Great for entertains. Living area with granite wet bar, French doors to Garden Room overlooking back yard. Family room with wood floors, gas fireplace and French doors to tiled sun room. Second floor. Master suite affords a formal sitting room with gas fireplace, hardwood floors. The full bath offers granite tops vanity with double sinks, water closet, whirlpool tub. Guest suite with French doors and Juliet Balcony, tile bath and hardwood floors. Two additional spacious bedrooms offer side rooms and share a marble hall bath. Plus a finished third floor room 34'x25'. The basement can be finished for additional space and offers the finest in mechanicals. There is zoned central air. Combination of baseboard and radiant heat. Viessman boiler plus horicell Oil/hot water holding tank. 400-amp electrical service. An abundant of additional amenities. A three bay 36'x26' garage is finished, cooled and heated. There is also a brick floored and walled patio off the sun room. Raised garden offering specimen plantings, garden space, long vistas, open sky & Numerous amenities are to be seen upon viewing.

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

MLS Number 170305762

• Single Family
• Acreage 0.68
• Square Feet 3,848
• Bedrooms 4
• Bathroom 4

An extraordinarily striking home in the Litchfield Historic District, a short stroll to the center of town. Mahogany entry doors with custom stained glass welcome you into the front hallway featuring a grand center staircase and mahogany balustrade. The six rooms and half-bath on the first floor, with high ceilings and tall windows, create a unique combination of space and comfort. The second floor's wrap-around hallway leads to four spacious bedrooms, including a master suite with sitting room and working fireplace. Three full bathrooms and two large storage closets complete the second floor. The home's third floor includes three finished (currently unheated) rooms, as well as a large cedar closet. This bonus level lends itself to many uses such as home office, artist's studio, and exercise area. The full walkout basement, with natural light through several windows, is perfect for craft and hobby activities. Outside a raised deck is your peaceful perch to enjoy the private backyard and gardens. You will not find another home like this in Litchfield.

Listed by Ted Murphy of Murphy E J Realty

MLS Number 170328574

• Single Family
• Acreage 39
• Square Feet 3,888
• Bedrooms 5
• Bathroom 4

If it is peace and tranquility that you are seeking, an afternoon repose on a screened-in porch with a good book, or a mug of coffee enjoying the morning sun, then look no further. This lovely contemporary, nestled in a woodland setting on 39 protected acres, is ready and waiting for you! Journey up the driveway past shaded woodland gardens to a 3288sf home. The first floor includes an open floorplan Dining Room/Living Room with FP and access to a screened-in porch, a beautifully just renovated (2020), kitchen adjacent to the Family Room with FP. The Hallway leads to a Powder Room,Laundry, Mudroom and attached 2.5 car garage with plenty of closets for storage along the way. To complete this floor, there is a Master Suite with handsome built-ins, a full bath, walk-in closet and an adjoining private deck. The second floor has three bedrooms and a full bath. The Lower level is an additional 1000+- sf of living space and includes a large playroom/rec area with walk-out and a Bedroom with a full bath in the hallway. Enjoy cocktails and dining on the deck with a south-eastern view.Walk the trails on the property. There is a seasonal brook with vernal pools. Take a deep breath and imagine this captivating setting could be yours! 2 Hours from NYC, minutes to the village of Litchfield and less than 3 miles to Rt.8. Bradley Airport is under one hour away. Horseback riding is nearby and area skiing just 30 minutes away. There is year-round enjoyment for all. A must see!

Listed by Jane Hinkel of William Pitt Sotheby's Int'l