Recently Listed Homes in Woodbury CT

MLS Number 170572367

• Single Family
• Bedrooms 2
• Bathroom 3
• Square Feet 2,034
• Acreage 3

Built circa 1690 as one of the oldest homes in Woodbury. Beautifully sited it is a typical saltbox with plank walls, stone chimney, wide board floors, three large fireplaces with ovens at the back of two and much original wainscot. It seems to have been changed relatively little inside. The joiner's shop is still standing on the property with a one car garage underneath easily accessible. Adjacent to the large field sits an oversized barn with 3 stalls in the lower level and plenty of space on the first and second floors of this barn. In the back is a large wood shed with an attached outhouse plus a spacious dog house and run. Located minutes and within walking distance to the town center and coffee shops, gourmet restaurants, shopping, gardens and sidewalks. The New York Times in the Living In page referred to Woodbury as Peace, Quaint Beauty and a Sense of History and the Reader's Digest called it the best small town in Connecticut. Located only 1 1/2 hrs by car to NYC and 1/2 hr to the train station. Nearby is the community theater, LeRoy Anderson museum, historic Glebe House, concerts in the churches and parks, library, gyms, medical facilities and so much more.

Listed by Drakeley Real Estate,Inc.

MLS Number 170572613

• Single Family
• Bedrooms 5
• Bathroom 3
• Square Feet 2,709

Originally the Earl Munson home. This 18th Century antique home is situated in Woodbury's picturesque Historic District on the west side of Main Street and is exquisitely restored with recently painted white clapboard siding, new gutters, 12 over 12 windows, two chimneys and a new 50 year roof. This home offers many possibilities as it was a three family home and converted back to a one family and features 5 bedrooms, 5 fireplaces (3 functioning) and 3 full baths. Second kitchenette on second floor offers perfect opportunity for in law set up or Au pair quarters. Tastefully updated with fresh paint, remodeled kitchen featuring new appliances, spacious main living room with built ins and wood stove. This home features stunning wide board oak wood floors throughout, is connected to city water, has a newer septic- installed 2012 and a two car detached garage. This property is surrounded with beautiful plantings and brick patio. This vintage residence is walking distance to local businesses, fine dining and only 90 minutes to NYC. The Sunday New York Times Living In section said Woodbury was Peace, Quaint Beauty and a Sense of History (5/16/21) and Readers Digest called it the Best Small Town in Connecticut."

Listed by Drakeley Real Estate,Inc.

MLS Number 170556282

• Single Family
• Bedrooms 3
• Bathroom 2
• Square Feet 1,568
• Acreage 1

Charming Cape located in Woodbury's Historic District. Light and bright main level with refinished hardwood floors throughout. Generously sized living room with wood burning fireplace and beautiful built-ins. Spacious eat in kitchen area with granite countertops, updated stainless steel appliances and center island perfect for food prep and extra seating. A dining room, full bath and office featuring French doors and a slider to the deck complete the first floor. The second level includes 3 bedrooms and a full bathroom. Cozy screened in porch, sizable deck and large backyard great for entertaining. Fresh interior paint, new gutters and hot water heater 2020-21. Generator hookup in basement. Just minutes from Rt.8 and Rt.84. Walking distance to local stores, schools, library, park, restaurants and more!

Listed by Drakeley Real Estate,Inc.

MLS Number 170571381

• Single Family
• Bedrooms 3
• Bathroom 1
• Square Feet 1,080
• Acreage 1

Recently remodeled Woodbury ranch! Welcome home to this 3 bedroom 1 bath home nestled on a private lot! This home boasts newly refinished hardwood flooring and fresh paint throughout, an updated kitchen to include granite countertops and tile backsplash, and a remodeled full bath all the main level! The large living room with wood stove is open to the dining room giving you fantastic space to entertain in! The exterior of this home has also been updated with new roof, siding, windows, and gutters assuring you years of maintenance-free living! If you are looking for an updated country home at an affordable price you will not want to miss this one!

Listed by Coldwell Banker Realty

MLS Number 170567522

• Single Family
• Bedrooms 2
• Bathroom 2
• Square Feet 1,872
• Acreage 11

THIS IS TRULY A ONE OF A KIND PROPERTY with an antique home, a separate 1800 square foot artist's studio, a barn workshop and a 3 stall horse barn. The property is comprised of two separate parcels that live together. The primary 2.8 acre parcel has the historic 1805 Antique home which was the house of the original toll keeper for the Washington-Woodbury Turnpike (now Rte 47). There are 2 bedrooms but the house can function as a 3 BR with 3 working fireplaces and gorgeous gleaming wide board chestnut floors. The house has been very well maintained with a newer heating system, well tank & oil tanks. There is radiant heat on the main floor & a walkup attic. The home retains all of the antique character and charm it was built with.The house has an eat in kitchen adjacent to the living room with wbfpl. Also adjacent to the LR is a den with a wood stove, and the dining room with the original antique kitchen cooking fireplace. Upstairs are two bedrooms, a full bathroom and a large additional room used as an office and laundry, which could easily be converted into a master BR suite.

Listed by William Pitt Sotheby's Int'l

MLS Number 170570162

• Single Family
• Bedrooms 4
• Bathroom 3
• Square Feet 4,087
• Acreage 4

Mint Colonial in a Beautiful Private setting at the end of a culdesac, just minutes to Main Street in Woodbury and Washington for Great Dining, Shopping, and Hiking. 4+ acres with 4 bedrooms and 9+ ft ceilings set this home apart. The gourmet kitchen is complete with Viking range, granite countertops, and center island. There are hardwood floors throughout. The wonderfully rich landscaping with stone terrace, firepit, mature plantings and stone walls make this a special place to relax in the peace and tranquility of the open land and light woods with a walking path on the property. The first level offers a Great room with vaulted ceiling, wood burning fireplace and opens to the kitchen and out on to a beautifully western faced deck. A large formal living room is open the dining room for easy entertaining, rounding out the space on the first level is an office, laundry room and powder room. The second level primary suite is your perfect getaway from it all, with a large bath and jetted tub. There are three additional bedrooms. The lower level is walk-out with 10x20 game room/family room and gym which opens to the backyard and walking path on the property, where you can hear the babbling Sprain Brook... Absolute Perfection!

Listed by William Pitt Sotheby's Int'l

MLS Number 170570245

• Single Family
• Bedrooms 5
• Bathroom 6
• Square Feet 5,956
• Acreage 2

Tucked away at the end of a cul-de-sac, this stunning custom built Colonial with superior craftsmanship borders the protected land of the Hesseky Brook Preserve surrounded by the sights and sounds of nature. The interior spaces include high-end trim along with coffered and vaulted ceilings, hardwood floors, and detailed crown moldings, which all create an elegant interior. High ceilings and large windows flood the home with natural light. Enjoy the easy-flow floor plan with wide doorways and thoughtfully laid out rooms. The Kitchen breakfast nook opens to the spacious, vaulted ceiling family room with a cozy gas fireplace surrounded by built-ins. Also on the main level is a formal dining room with a Butler's Pantry, a Living Room and an home office or guest bedroom with a full bath. The primary bedroom suite has vaulted ceilings, a luxury bath, shower and 2 oversized walk-in closets. In addition, the 3 upper level bedrooms each have access to a full bath. There is a walk-up attic with room for storage and an elevator which can take you to all 3 levels of the home. The lower level provides additional space for recreation, a workshop, indoor hot tub and doors that lead out to the salt water, in-ground gunite pool. Other features are a new roof, deck, an attached over sized 3 car garage that leads to a tiled mud Room with built-ins and laundry area. A private and magical location, just a few minutes from Historic Woodbury Center and 90 minutes from NYC.

Listed by Keller Williams Realty