September - June 2025: $2,000 plus utilities per month. Featured in CTC & G January 2024 Issue! Striking Modern Renovation of Artist's home in private, much sought after location in the rural Litchfield Hills. On a quiet country road, surrounded by woodlands, this 1 bedroom/1 bath apartment, is located beneath the main house and may be rented with the Main House or completely closed off on its own with own laundry room. Ideally situated for hiking and birding in the thousands of acres of Roxbury Land Trust & Steep Rock Preserves. Lake activities and near by the Shepaug River, local farmstands, local fairs, antiquing, cultural venues...

Charming Dutch/Gambrel Colonial Retreat Just Outside of Town. Discover this private 4-bedroom Dutch/Gambrel Colonial retreat, nestled just outside of town and surrounded by nature. The heart of the home features an open kitchen and family room, perfect for dining and entertaining, which seamlessly connects to a covered cedar patio with skylights-ideal for enjoying three-season al fresco dining. Cozy up on chilly winter nights by the wood stove insert fireplace, which also serves as an efficient heating source for the home. The formal dining area boasts a large bow window and custom-built china cabinets, providing both elegance and ample...

Country Cape with expansion possibilities. This stylish home features four bedrooms including the main level primary suite, formal living and dining rooms, family room and a huge unfinished basement with a walkout. The upper level has three bedrooms, one bath and semi finished room above the garage. The 300 sqft screened porch can be converted to living space if needed. Located about 5 miles outside the town center, this home gives you the peace and quiet of country...

Tucked Down a Long Private Driveway Less than 1-Min to the Village is this Chic Renovated Colonial with Heated Pool. This Elegant 4+ Bedroom, 6.5 Bath Home Is Very Finely Detailed. Sophisticated Floor-plan Features 2 Main Level Bedrooms including Luxurious Primary Suite with 2 Full Baths, Large Walk-in Closets & a Fireplace. 3 Other en-Suite Bedrooms. Large Country Kitchen with Vaulted Ceiling & Fireplace. Come Nestle by the Fire in the Inviting Library. Dramatic Formal Living Room with Vaulted Ceiling & Fireplace. Separate Dining Room Wrapped in Glass. Convenient In-House 2-Car Garage. Easy Access to Roxbury Village & Town...

Family compound on 30+/- high acres with long driveway to 7-bedroom, 4 1/2 bathroom contemporary main house with easy indoor/outdoor living. Vaulted living/dining with fireplace & sliders to deck. Eat-in Kitchen. First floor primary bedroom suite with fireplace & sliders to deck. Den with fireplace & sliders. Vaulted family room with fireplace. Game room. 3-car attached garage. Separate 2-bedroom, 1-bathroom guest house, swimming pool, tennis court & pond offering total privacy and long western views. Level lawns. 3 parcels. Must...

This exquisite, unique and spacious country cape offers over 6,300 sq ft. of living space. Lovely features throughout the house bring warmth, charm and sophistication. There are coffered ceilings, crown molding, horizontal and recessed paneling, wide board wood floors, window sets, French doors, exposed beams and built ins. The 13 rooms include 5 bedrooms, 5 full and 2 half baths, living room, dining room, custom kitchen with Wolf appliances, 2 offices, rec/media room, exercise room and 2 laundry rooms. Fireplaces are found in the formal living room, kitchen, primary suite and lower-level rec/media room. The two bay garage is heated and has...

Sweet 1836 Italianate style home, located in the historic Hotchkissville section of Woodbury, sits on a granite foundation. Historic home #255. Many period details remain. Wide board flooring, Juliet balconies, French doors, ironworks and a 1872 Barn/Garage which was used as a showroom for a local antique dealer. This three level home sits on a small parcel and boasts the beauty and charm of yesteryear. From the top, you will find three bedrooms and one full bath with a central air system. On the main(street) level is the entrance hall, drawing room, den and library. The lowest level features a modest kitchen, dining room(currently used as a...

Serenity Now! Total Privacy on 250+ Acres. Accessed Down Long Private Driveway, this 2 Bed, 2.5 Bath Modern Retreat is Set in the Midst of 250+ Acres of Light Woods. Easy Living with a Modern Edge in the 3,100 Square Foot Residence with Open Floor Plan & High Ceilings. Main Level Primary with Full Bath & Woodstove. Large Screened Porch. Separate Barn. Small Pond. 6-Separate Parcels Abutting Land...

Wonderful Woodbury Hill! A delightful community close to the town center. This Trumbull's cape model makes you feel right at home! The spacious living room with cathedral ceiling and a fireplace opens to the dining room. The remodeled kitchen has a walk in pantry and plenty of cabinetry. Sliders open to a private deck. There is a den on the main level along with a powder room. The upper level features two bedrooms, each with their own private baths. Attic storage off the bedrooms. The lower level is semi-finished with plenty of extra storage space. The garage is attached with space in the driveway for a second vehicle. Complex offers tennis...

APPROVED BUILDING LOT! One of the best building lots to hit the Woodbury market just in time for Spring! Privacy and views! Stunning level lot with roughed in driveway. Access the trails of Whittemore Sanctuary from across your driveway. A2 Survey, fully engineered septic plan, perc testing, zoning approval all set. Submit your house plans to the building department and get building! Property is accessed via an easement so absolutely NO Drive-By's without contacting Listing Agent. True beauty of lot not visible from the road. Listing Agent & Ownership are related. Reach out for more...

Mint / Move-in Condition! Pristine hilltop home with views on 3 +/- acres. Gorgeous, chic, mint renovation. Open floor plan kitchen/family room with wood-burning fireplace and French doors to a private flagstone patio. Bright and airy living room and dining room. Primary bedroom with vaulted ceilings, balcony and large ensuite renovated bath. Three more bedrooms, 1 full and 1 half bath. Only a short distance to Maple Bank Farm Stand, Toplands Farm, and historic Roxbury Center. New Hot Tub. Pool possible on rear...

Quintessential CT Mini- Estate. Top restoration of 3-Bedroom/2.5 bath Victorian Cottage with Large Pool/Guest House, stunning pool, 2nd small spa pool and wonderful stone terraces and open lawns. Historic Pool House Rental Income: $50,000-$100,000 per year. Perfect for generational living as both the Main House and the Pool House have their own pools, driveways and garages. Main house with large wood burning fireplace and original antique wood floors throughout. Newly Expanded Vaulted, Open and Airy Pool House with chef's kitchen, bedroom, full bath, finished lower level offering a second full bath and more living space. Charming, covered...