The Matthews Team

William Raveis Lifestyles Realty

Recently Listed Homes in Woodbury CT

Browse recently listed homes for sale in Woodbury, CT below. You may also be interested in viewing all available homes in Woodbury.

Newly Listed Homes for Sale Woodbury

Contact William Raveis Lifestyles Realty at 860-868-0511 with any questions or to schedule a private tour.

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434 Quassapaug Woodbury CT 06798
Coming Soon

MLS Number 170572308

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,334
  • Acreage 1

Stately 3300 sq. ft. colonial in sought after Woodbury. Perfectly located near Middlebury and Watertown border, this 4-bedroom home has been lovingly cared for. As you enter the two story foyer there is a generous library or office with pocket doors to the right and formal dining room to the left. The DR offers picture frame and crown moldings with another set of pocket doors. A chef's kitchen with plenty of room for cooking, baking and entertaining around the large granite island. A tasteful tile backsplash, loads of cherry cabinets and updated appliances plus an informal dining area are open to the bright family room. FR has fireplace with built in bookcases, crown moldings and a slider to outdoor patio. Primary bedroom suite with double walk-in closets, stall shower, double sinks and soaking tub. 3 additional bedrooms all with wood floors. Huge bonus room over the garage is the perfect playroom, craft room or informal hang out room. Oversized 3 car garage. A must see! Close to restaurants, shopping, hiking and antique stores. 90 miles to NYC, 15 minutes to Litchfield Center.

Listed by BHGRE Bannon & Hebert

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$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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99 Old Sherman Hill Woodbury CT 06798

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.

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$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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112 Main South Woodbury CT 06798

Woodbury, CT112 Main South

Price$659,000

Est. Mortgage: $/month

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.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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167 Hazel Plain Woodbury CT 06798
Pending Continue to Show

MLS Number 170572261

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,922
  • Acreage 2

Sellers are motivated!This Home started as a Ranch in 1977 - in 2009 the current owners began adding a second floor to the Home transforming it into a beautiful Center Hall Colonial. The large, bright Kitchen has an abundance of Cabinets and Drawers. A 6 Burner Thermador Gas StoveTop with Griddle is on the spacious kitchen island. Built-in Stainless Steel Microwave and Double Ovens, Stainless Steel Refrigerator and a Slider opens up to a deck. The rest of the main floor has a Full Bath, Half Bath, Bedroom, Office and a beautiful Family Room with a Fireplace and French Doors that open up to a second Deck. The Upper Floor has 3 bedrooms - One is The Primary Bedroom which boasts a large Bathroom with a jetted tub, a Beautiful stone shower and a Spacious Walk-in Closet. 2 Bedrooms, a Full Bathroom and a Laundry Room complete this floor.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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35 Judson Woodbury CT 06798

Woodbury, CT35 Judson, West Side

Price$450,000

Est. Mortgage: $/month

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.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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465 Main North Woodbury CT 06798

Woodbury, CT465 Main North

Price$350,000

Est. Mortgage: $/month

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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320 Minortown Woodbury CT 06798

Woodbury, CT320 Minortown

Price$449,000

Est. Mortgage: $/month

Coming Soon

MLS Number 170570708

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,790
  • Acreage 2

The tree-lined driveway welcomes you to 1.54 acres of picturesque tranquility. Enjoy many gatherings with everyone you love, all under one roof. The flow of the living room, kitchen and dining area, welcomes you home. The living room has a fireplace/wood stove that keeps the chill out during cool nights. The main floor bedroom has beautiful hard wood floors with two closets and a full bath. The newly designed bathroom has a freshly tiled walk-in shower and a closet for storage. The two additional bedrooms have hard wood floors and large closets. Off the kitchen is office space/Den. The stone path takes you to the 2 bay garage/barn with high ceilings, an oil heater, and a partially finished loft. The upper level is ready for the perfect home office, or party space. Come decompress. Top Schools. Close to Washington Depot, Morris and Bantam Lake. Convenient to Route 8/Highways.

Listed by Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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49 Sanford Woodbury CT 06798

Woodbury, CT49 Sanford

Price$439,900

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170570759

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,065
  • Acreage 2

Close to town three bedroom contemporary cape style home with first floor master bedroom, generous sized kitchen open to large living room with fireplace & cathedral ceiling and two second floor bedrooms. All the necessities for easy living including full house generator, central air conditioning, main level living and attached garage. Located within a two minute drive and 10 minute walk to town center this open and airy home provides private ground level deck, full basement and good sized family room just off the kitchen/dining area. A great place for those scaling down or just starting out!

Listed by Drakeley Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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15 North Woodbury CT 06798

Woodbury, CT15 North, Grassy Hill

Price$379,900

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170570788

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,416
  • Acreage 1

Watch the seasons change in this country home on 1 + acres in rural Woodbury with central air and a whole house generator. This three bedroom home offers many builtins. 3 levels of living space and a large yard for gardening or just relaxing on your private patio. Also a level drive way with a one car garage.

Listed by Manzi Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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273/269 Westwood Woodbury CT 06798

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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36 Woodside Woodbury CT 06798

Woodbury, CT36 Woodside

Price$825,000

Est. Mortgage: $/month

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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45 Birchwood Woodbury CT 06798

Woodbury, CT45 Birchwood, Transylvania

Price$1,150,000

Est. Mortgage: $/month

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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