Litchfield CT Real Estate

MLS Number L10049256

• Single Family
• Square Feet 2,985
• Bedrooms 4
• Bathroom 3
• Year Built 1961

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
• MLS Status Active
• Acreage 64.59
• 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
• Square Feet 7,458
• MLS Status Active
• Year Built 1920
• Acreage 64.59

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
• Square Feet 5,229
• Bedrooms 4
• Bathroom 4
• Year Built 2007

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 170328482

• Single Family
• Square Feet 4,550
• Bedrooms 7
• Bathroom 6
• Year Built 1970

Welcome to Owl Ridge - This stunning Contemporary is privately situated among the treetops. The house is 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 you have 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 and adjoining Bathroom with marble floor, over sized shower and soaking tub. Two more Bedrooms separated by a Jack and Jill Bathroom with a whirlpool tub. Abundant closets for storage. The lower level has two bedrooms, kitchen and 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 and cabana. You are only a few miles from the center of Litchfield with award winning restaurants, hiking trails, fishing and skiing. Come and breath the fresh air.

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

MLS Number 170297140

• Single Family
• Square Feet 7,242
• Bedrooms 6
• Bathroom 6
• Year Built 1760

George Washington really slept here! Sheldon Tavern is one of the most historic houses in all of Connecticut named after the original builder, Thomas 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 170304026

• Single Family
• Square Feet 12,000
• Bedrooms 21
• Bathroom 23
• Year Built 1991

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
• Square Feet 12,000
• MLS Status Active
• Acreage 9.9

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

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 170324453

• Single Family
• Square Feet 2,875
• Bedrooms 4
• Bathroom 3
• Year Built 1930

This stylish one-story home sits in the sky atop one of the highest hills in Litchfield. On a quiet rural road surrounded by estates and just over a mile from the Litchfield Green, it boasts spectacular sunset views. Its rooms are flooded with light, both sun and moon, and the ample French doors speak to how the outside of this home is so much a part of the inside. Upon entering this U-shaped house, you pass through the brick-floored sunroom which opens to the living room with fireplace, vaulted ceiling and clerestory windows. To the right is the library, to the left the formal dining room, eat-in kitchen and office/playroom. Two ensuite bedrooms occupy the right wing, one master, one guest, both with walk-in closets, while the left wing hosts two mirror-image guest rooms and full bath. In between these wings lies the heart of this house, the brick courtyard, overlooking a large open meadow and pergola. An attached garage, freestanding two-car garage, storage barn, mature perennial plantings and an apple tree complete its footprint. The best of both town and country and the perfect retreat!

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

MLS Number 170269218

• Single Family
• Square Feet 5,521
• Bedrooms 6
• Bathroom 8
• Year Built 1856

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 .5 miles 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 170262697

• Single Family
• Square Feet 4,255
• Bedrooms 7
• Bathroom 4
• Year Built 1850

Lovely intown antique Colonial in Historic District. Private yard with gardens and stone walls. Barn/garage/studio (33'x25')was totally reconstructed in 2016. The dramatic vaulted 2nd floor space (32'x24') is perfect for a studio or entertaining. The barn includes 1.5 baths, propane hot air heating system, central air, washer/dryer, & French doors. 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. 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. Plenty of space for a pool. 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 170321683

• Single Family
• Square Feet 3,834
• Bedrooms 4
• Bathroom 4
• Year Built 2001

MILTON HISTORIC DISTRICT: Better than new ULTIMATE SANCTUARY! Renovations just completed on this fresh mini estate located just steps away from the historic Milton Green and ready for immediate occupancy. Active solar energy-efficient country home with 14+ acres of privacy with long road frontage, crystal clear pond, gentleman's barn with workshop and full second floor, sparkling in-ground heated saltwater pool with pergola surrounded by stone walls and perennial gardens. Open, bright and airy floor plan with masonry fireplace, chef's kitchen, walls of glass offering fabulous sunset views over the steeples of the historic Milton Green. Spacious master bedroom suite with fireplace and charming private bath. One of a kind.

Listed by Karen Newton and Stephen M Drezen of William Pitt Sotheby's Int'l

MLS Number 170258659

• Single Family
• Square Feet 4,021
• Bedrooms 4
• Bathroom 4
• 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 The Matthews Group and Stacey Matthews of William Raveis Real Estate

MLS Number 170260841

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

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 The Matthews Group and Stacey Matthews of William Raveis Real Estate

MLS Number 170316513

• Single Family
• Square Feet 5,800
• Bedrooms 4
• Bathroom 4
• Year Built 2001

" 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 170316490

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

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

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 170328574

• Single Family
• Square Feet 3,888
• Bedrooms 5
• Bathroom 4
• Year Built 1990

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

MLS Number 170294996

• Single Family
• Square Feet 3,600
• Bedrooms 4
• Bathroom 4
• Year Built 2020

This Land PLUS NEW HOUSE package offered on a 25+ acre approved building lot with an outstanding location at the end of a cul-de-sac is a rare find in Litchfield! With a private location offering deeded access to Hidden Pond, you can enjoy kayaking, fishing, or canoeing while still only minutes from downtown Litchfield. The house planned is a custom design by the award-winning local builder Meo Veldhuizen of Whitehall Construction. The 3600 sgft Greek Revival features a large custom kitchen that opens to a sunken family room with sliding doors to the deck. The main floor also includes an open dining room, a separate office/den off of the kitchen, a mudroom area, and a half bath. Upstairs is a large loft area leading to a private master bedroom wing with full bath and walk-in closet. The second bedroom has an en-suite full bath. Bedrooms 3 and 4 share a jack-and-jill full bath. A laundry room is also situated on the upper floor. A 3-car garage completes the plan. Please see MLS Listing # 170294767 to learn more about Lot 9, Hidden Pond Lane.

Listed by Elaine Fay and Melis Veldhuizen of Fieldhouse Country Properties, LLC