A long winding drive leads you to Four Winds Farm. Perched on the hill, this remarkable 33.98-acre property includes a 4,500 sq ft, 11 room, 4 bedrooms, 4.1 bath residence as well as a home for your horses. The contemporary house has many updates throughout, cathedral ceilings, tall windows, multiple sliders to exterior entertainment areas and spacious deck. There is central air, a security system, central vac, generator, and 4-bay heated garage. The spectacular grounds include the inground gunite saltwater pool, spacious composite deck, mature professional landscaping, and amazing views of distant hills. For the horses there is a two-story...

Completely furnished and ready for short term rentals until June 3rd and available as annual rental starting August 22nd. Historic 3 bedroom, 2.1 bath farmhouse set on a quiet country road. Exposed beams, wood floors and lots of light. Wrap around porch, stone walls, level lawn and gardens. Woodbury designated as Connecticut's "Most charming small town," by Reader's Digest offers tree-lined Main St, parks, playgrounds, hiking trails and streams to dip your toes in on those hot summer days. Also known as the "Antiques Capital of CT," there's no shortage of shops, boutiques and antiques homes lining the historic district. Woodbury is home to a...

This property is an ideal retreat for nature enthusiasts and outdoor lovers. Located on the West Shore of Lake Quassapaug in Middlebury, CT, it provides a tranquil setting with nesting bald eagles and abundant wildlife. The lake, stocked with bass and trout, offers excellent fishing opportunities directly from the dock. The property is also conveniently close to Flander's nature trails, perfect for scenic hikes. Activities such as canoeing, kayaking, fishing, and swimming are readily available. Additionally, Quassy Amusement Park is nearby, offering fun for all ages including a water park. Visit the new Tranquility Vineyard & Winery...

Enchanting country sanctuary available for the month of July. Property includes a beautiful ca 1860's 3 bedroom Cape, inground saltwater pool with spa, barrel sauna, plunge pool, separate 1 bedroom guest space over 3 car garage and separate two room tavern/cottage with heating/cooling, a cabin in the woods, screened porch and deck along a babbling brook. Pergola covered stone patio off the kitchen and living room, level lawn, and gorgeous gardens on a quiet country road. Central A/C. June rental...

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...

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...

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...

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...

This elegant Colonial is located in desirable Carriage Hills. You won't lack for space and storage with approximately 5700 sqft including the full walk out lower level suitable for an in-law. Beautiful wood floors greet you as your enter into the two story foyer. Formal living and dining rooms, eat-in kitchen, bedroom, full bath and a great big family room with a fireplace, all on the main level, plus a room off the family room with doors to the oversized deck. The upper level features three spacious bedrooms, full bath and a huge primary suite with a spa like bath and loft space. The lower level has three finished rooms and a full bath. The...