Our Litchfield County CT Real Estate Listings

MLS Number 170523148

• Land
• Acreage 47
• Zoning R-1

Relax and Unwind at this magical hilltop setting in prime Washington location. This secluded estate features an elegantly renovated Colonial home with open floor plan, luxurious 2 room primary suite, gourmet kitchen and windows galore to take in the extraordinary distant views. The long driveway winds through a myriad of flowering trees, mature forests with fern undergrowth and between pristine spring fed ponds(stocked with trout!) Property features a grass Helipad and grass Airstrip with hangar for your private plane, providing quick and easy access from your backyard to NYC, the Cape islands or the Hamptons in 45 minutes! Enjoy sunrise to sunset views on your private oasis conveniently located just minutes to Washington, New Preston, Bantam, Litchfield, The Mayflower Inn and Lake Waramaug. Imagine living here to witness the fall foliage turn! Multiple potential building sites or potential for conservation easements. Walk to indoor tennis courts at Rumsey Hall and to extensive Steeprock Land Trust hiking trails. Property includes house on 8+ acres at #96 and additional land at #112

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

MLS Number 170522415

• Single Family
• Bedrooms 4
• Bathroom 4
• Square Feet 3,516
• Acreage 47

Relax and Unwind at this magical hilltop setting in prime Washington location. This secluded estate features an elegantly renovated Colonial home with open floor plan, luxurious 2 room primary suite, gourmet kitchen and windows galore to take in the extraordinary distant views. The long driveway winds through a myriad of flowering trees, mature forests with fern undergrowth and between pristine spring fed ponds(stocked with trout!) Property features a grass Helipad and grass Airstrip with hangar for your private plane, providing quick and easy access from your backyard to NYC, the Cape islands or the Hamptons in 45 minutes! Enjoy sunrise to sunset views on your private oasis conveniently located just minutes to Washington, New Preston, Bantam, Litchfield, The Mayflower Inn and Lake Waramaug. Imagine living here to witness the fall foliage turn! Multiple potential building sites or potential for conservation easements. Walk to indoor tennis courts at Rumsey Hall and to extensive Steeprock Land Trust hiking trails. Property includes house on 8+ acres at #96 and additional land at #112

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

MLS Number 170564145

• Single Family
• Bedrooms 4
• Bathroom 5
• Square Feet 4,590
• Acreage 5

Enjoy year round sunsets from atop Painter Hill, Roxbury's highest elevation and one of its most prestigious locations. Newly renovated, 4-5 bedrooms, 4500+ sq feet, 3 story elevator, game/media room. Luxury chef's kitchen with walk-in pantry, high end appliances, large island and chic bar opens to spacious screened porch with dining and sitting nooks. Expanded mahogany deck creates an outdoor “great room”, perfect for entertaining al fresco. Dining room opens to sunset porch with pergola, custom trellis and herb garden. Designer, irrigated, landscaping featuring: apple orchard, rebuilt stone walls, gorgeous pond with waterfall. Spectacular custom pool with lap lane, lounging platform, and firepit with stone seating. 3000 bottle wine cellar, heated garage, carport with pergola, oil/stone driveway. Just 5 minutes to Washington and 10 minutes to Woodbury with its large organic market and fine dining. Multiple land trust hiking trails in immediate vicinity. Move right in and enjoy all the Litchfield County has to offer! Agent is Owner

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

MLS Number 170565168

• Single Family
• Bedrooms 3
• Bathroom 3
• Square Feet 4,458
• Acreage 2

This charming Parsonage Lane home sits atop the prestigious Washington Green with mature gardens & spacious lawns for play. Walk directly from the house to The Washington Club, The Mayflower Inn, The PO Cafe & into 1000+ acres of Steep Rock Land Trust. The home has been fully renovated to perfection, adding geothermal heat, solar array, a top of the line chef's kitchen. The office is just off the kitchen for easy access and can double as a breakfast nook. The primary bedroom is on the main level & walks out to the terrace and pool. The additional two bedroom suites are located on the 2nd floor & each boasts its own private sitting room. Currently they share a bath but it would be easy to add another ensuite. There are multiple living spaces incl: a sun room w/ French doors overlooking the pool, family room/media room, formal living room w/ fireplace, & formal dining room. The lower level offers a walk-out game room/gym/potting station/workshop with extensive built-in storage. Additional amenities incl: sound system, wide board white oak floors, Marvin windows, 40 year roof, whole house generator. Gorgeously landscaped grounds - complete with Gunite heated pool, stone terraces & specimen trees. Only 2 minutes into Washington Depot for chic shoppes & markets. 90 miles to NYC. Enjoy privileges at the Washington Town Beach on Lake Waramaug.

Listed by Pels Matthews of W. Raveis Lifestyles Realty

MLS Number 170570290

• Single Family
• Bedrooms 4
• Bathroom 5
• Square Feet 4,559
• Acreage 8

If you are searching for charming country home with dramatic 270 degree views, this is it! Located atop Grassy Hill, this classic colonial features an open floor plan with a dramatic covered dining porch that enjoys views to both the East and West and walks out to a charming boxwood garden. The vaulted great room doubles as a game room and is connected to the dining area by a wood burning fireplace which opens on both sides. Light one fire and enjoy it all day! The gourmet kitchen was updated by the current owner. It opens to the media nook and connects through to a spacious butler's pantry/utility room w/ abundant storage. The office/lounge leads you up the staircase to the second floor. Here the primary bedroom enjoys a walk-in closet, dressing room/office nook, and a luxurious bath. Across the hall are 2 bedrooms that share a hall bath. One of the bedrooms includes a loft area for addl office or play space. The final guest room has in own en-suite bath. The lower level has a full bath and finished space which could work well as a gym. The sunroom is spectacular and could be revived as a greenhouse, it needs a little tlc. Fabulous gunite heated pool with integrated Jacuzzi is fully fenced and landscaped. Just 1.5 hours from NYC and 10 minutes to the bustling town centers of Woodbury and Southbury. 15 minutes to Washington. Great street for walking right from the house but there are also plentiful land trust trails nearby. Generator in place.

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

MLS Number 170549563

• Land
• Acreage 66
• Zoning Res

A rare opportunity to acquire a home site with complete privacy and majestic mountain top views on 66 pristine acres in historic Sherman, CT. Just a 10 minute drive to Metro North Train station or an easy 1 hr 15 min drive to NYC makes occasional commuting ideal. Enjoy commanding views of the countryside & the Berkshires from your home, while surrounded by mature forest. A substantial capital improvement was recently completed which includes: a curb cut on Chapel Hill Rd, a culvert/bridge over Glen Brook, a stone driveway over the bridge and an extension of the rough driveway to the top plateau. For the first time, it is now easy to view this entire property in listing agent's 4 wheel drive. Criss-crossed by enormous moss and lichen covered stone walls & game trails the natural beauty of this parcel is breathtaking. The property is approved for a 14 lot subdivision (which would require installation of a town road). This is a great opportunity for builders but also provides a strategic option for an estate buyer to build at the top and then donate conservation easements on the addl 13 lots. Owner could receive income tax deductions well into the future. Call for details. Sherman is a quaint village with plentiful land trust trails & a town beach on gorgeous Candlewood Lake (the largest lake in CT). Quick drive to Pawling,NY and 15 min. to the chic town of Kent, CT. Multiple golf courses in close proximity.

Listed by Stacey Matthews of W. Raveis Lifestyles Realty

MLS Number 170507066

• Commercial
• Acreage 2

Prominent location with a stop light in the heart of the Route 7/202 retail corridor. Truly a great opportunity with lots of possibilities. Site is approved for a 16,640 SF hotel. Could also be used for retail, office, medical, veterinarian, storage units, etc. All the improvements and utilities are already in place for this SHOVEL READY site. This is the third and final parcel in Morgan Square which includes Aldi and Burger King. Approximately 2 acres. 30,000 trips per day.

Listed by W. Raveis Lifestyles Realty

MLS Number 170505920

• Land
• Acreage 93
• Zoning R2

Stunning 93 acres in Warren with frontage on Melius, Flat Rocks and Windy Ridge Roads. 4 large open hay fields with eastern views. 5th field along Melius Rd. Site plans, engineering and architectural plans done for estate house. TAHD approval for up to 6 bedrooms. Possible conservation or subdivision for 3 private house sites. Land currently in PA490 for low taxes.

Listed by Pels Matthews of W. Raveis Lifestyles Realty

MLS Number 170572847

• Single Family
• Bedrooms 3
• Bathroom 4
• Square Feet 2,664
• Acreage 3

This property encompasses 3 separate structures and makes for a perfect compound, work from home scenario, or could allow for rental income. The main house is a stunning modern farmhouse designed by area architect Kate Briggs Johnson. Light-filled main house powered mostly by solar, very efficient, with smoothed plaster walls throughout, hardwood floors and south/west facing windows. Main floor includes a gourmet kitchen with live edge custom bar top and breakfast nook, open dining/living space with southwestern views over Haystack Mountain, a cozy office, wood burning stove and convenient mudroom with plenty of storage. The second floor includes the primary bedroom suite with full bath, walk-in closet. Two additional bedrooms with a shared bath. The third floor features two loft office spaces which open to the two bedrooms below. Walk-out lower level includes an office, a workshop, and rec/media room. Office could serve as additional space for guests. The covered walkway connects to a three car garage with an interior staircase to a fabulous and spacious studio/office space. The separate guest house is a charming antique with its own driveway, two bedrooms, beams, high ceilings, and lovely deck overlooking the back yard. Entire property borders farmland and woods for privacy. Expansive lawn, patio and gardens. Minutes to State Park and land trust land, lake, walking and hiking trails - close to town for Infinity Music Hall, restaurants. Outdoor enthusiast's dream!

Listed by W. Raveis Lifestyles Realty

MLS Number 170555572

• Single Family
• Bedrooms 3
• Bathroom 4
• Square Feet 2,301
• Acreage 3

Totally private tree-top oasis in desirable Roxbury neighborhood. With seasonal long views and sunsets this is a true retreat , a 3 bedroom 3 1/2 bath contemporary home surrounded by the sights and sounds of nature. The expansive two story living/dining room with fireplace has outstanding natural light and an open concept custom kitchen with Bosch appliances. The spacious wrap around deck is ideal for entertaining. Convenient main floor primary bedroom has a renovated en suite bathroom (2019) and direct access to the deck and darling screened-in "teahouse". Perfect spot to add your hot tub! The 2nd floor offers 2 bedrooms, full bath and a cozy loft space for office or media room. Newer carpeting in the fully-finished basement (2020) with in-law suite potential and a full bath. Brand new roof (2020) with top of the line Ultra HD shingles on whole house. Chimney recently repointed in (2018) and sealed (2019). Heating system replaced in 2015 (Budarus G115). New whole house generator and a/c. An inviting woodland paradise for anyone searching for a turn key home. 90 Min to NYC. Close to Roxbury center, Washington Depot and area hiking.

Listed by Rebecca Doh of W. Raveis Lifestyles Realty