Woodbury CT Real Estate

Located approximately 85 miles north of New York City and referred to as Connecticut’s “Antique Capital” is Woodbury. Woodbury Woodbury Connecticut has become a very popular spot for food, giving it the nickname “Foodberry”, as many great restaurants have recently opened or renovated their spaces. One of Litchfield County’s larger communities by population due to its easily commutable distance from the cities of Waterbury and Danbury, Woodbury has managed to retain its classic New England charm, with gorgeous sweeping landscapes, well restored Colonial, Greek Revival, and Victorian homes and simple cultural appeal.Curtis House in Woodbury

Properties in Woodbury

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Search by Property Type: Luxury Homes | Homes with LandSingle Family HomesCondos | Land

Woodbury CT 06798

Woodbury, CT

Price$1,150,000

Est. Mortgage: $/month

MLS Number 170110604

  • Single Family
  • Property Style Colonial
  • Bedrooms 3
  • Bathroom 3
  • Acreage 9.18

Set back on 9+ acres, this property offers privacy in a choice location. As visitors ease down its circular stone drive the New England Colonial charm of this exceptional estate welcomes them. Upon entering the formal foyer the homes texture and character are made obvious by the wooden wall cladding, a detail that is carried throughout much of the home. The space on the main level is arranged in such a way that there is a sense of ease in movement. Wide, open doorways carry you from one room to the next, while the warmth of the wood paneling creates a sense of intimacy in each individual space. The formal living room and kitchen are open to the homes expansive four-season porch, overlooking the breathtaking views of the Litchfield hills. A large open dining/living area with built-in custom cabinetry abuts the L -shaped kitchen workspace. Adjoining is a formal library/office that extends into the illuminated den. On the upper floor there are two bedrooms and two bathrooms. The current (original) owners personalized this living level by converting the third bedroom into an opulent bath & dressing room. Luxurious living extends to the exterior of the home as well, where both sport and relaxation can be found in the homes gunite pool and tennis court. With mature plantings throughout and expansive views the properties landscape rings true to the title of country estate.

Listing Courtesy of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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Woodbury CT 06798

Woodbury, CT, North Woodbury

Price$849,900

Est. Mortgage: $/month

MLS Number 170268665

  • Single Family
  • Property Style Ranch
  • Bedrooms 4
  • Bathroom 4
  • Acreage 9.02

In town one of a kind custom single level home with privacy & gorgeous views overlooking Three Rivers Park; minutes from schools and town center! Every detail was meticulously planned in this 4 bedroom/3.5 bath 2014 home w/ open floor plan. Hardwood throughout most of home with marble in all bathrooms. Kitchen boasts carrara marble counters, ample custom cabinets, center island with farmhouse sink & seating, subway tile back-splash, bay area seating, pot filler over range, bar sink & french doors to back yard. Appliances inc 6 burner Wolf gas range with griddle & 2 convection ovens, separate Wolf steam oven, subzero refrigerator, wine chiller, ice maker & dishwasher. Walk-in pantry hosts second kitchen sink, marble counter, double refrigeration drawers, subway tile/wainscot, additional cabinets & built-ins. Barrel-vaulted paneled foyer flows through arch to sunken LR with stone gas fireplace & framed TV over mantle, coffered ceilings & French doors with transom to back yard. Master bedroom suite begins with French doors opening to sitting room w/ wide screen TV, double walk-in closets with a quartz topped center island of drawers, built-ins and separate dressing room w/ vanity. Carrara marble floors welcome you into the master bath along with plantation shutters, 2 console sinks, towel warming rack, claw-foot tub, walk-in steam shower w/ marble walls & river stone floor.This home is wired with a HEOS audio system. See Additional Public Remarks for extensive list of amenities.

Listing Courtesy of Drakeley Real Estate, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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40 Peter Woodbury CT 06798

Woodbury, CT40 Peter Road

Price$800,000

Est. Mortgage: $/month

MLS Number 170229526

  • Single Family
  • Property Style Contemporary, Ranch
  • Bedrooms 3
  • Bathroom 4
  • Acreage 2.86

Welcome to this classic contemporary ranch where you can wake up every day to a beautiful professionally landscaped scenic refuge no matter the season. Loaded with charm and character, this property features a versatile open floor plan, a professionally lit hard surface tennis court, built in pool and a pool house/studio apt. A gardener's paradise, set back on 3 private acres with gorgeous perennial flower gardens evoking beauty and peacefulness, you will feel like you are on vacation every day in your very own sanctuary of peace and tranquility. The moment you step inside the entryway foyer, you feel the warmth of the splendid formal living room complete with oversized fireplace and impressive panoramic view of the lovely courtyard and new extensive bluestone patio. The large scale comprehensive kitchen boasts a walk in pantry with auto lighting, two SubZero refrigerators, Wolf dual-fuel range w/griddle, KitchenAid dishwasher, eat in dining area and a huge family room with an oversized brick fireplace perfect for just relaxing or entertaining a crowd. The library is magnificently crafted with walnut raised paneling, bookcases, double closet and cabinets. There are three generous sized bedrooms including a welcoming master suite with a walk-in closet, fireplace, sitting area, full bath and a walkout to the patio. Pristine condition - shows real pride of ownership. If you are looking for a family getaway or the ultimate retirement retreat, this is the home for you.

Listing Courtesy of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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Chohees Woodbury CT 06798

Woodbury, CTChohees Trail

Price$800,000

Est. Mortgage: $/month

MLS Number 170190382

  • Land
  • Acreage 105.7

Expansive track of rolling acres in rural Woodbury. Subdivide for residential, traditional farming, solar farm, hemp farm, gun range, dirt bikes, or hunting. Many possible uses. Adjoining 4 acre lot on Flanders Rd can also be purchased for a total of 109 contiguous acres. There is an Eversource easement in place. Eversource has made the land easily accessible with processed roadways. Motivated seller! Land previously appraised at $950,000 in 2015.

Listing Courtesy of Gina Jacobs Real Estate & Property Management

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$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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17 Gate Post Woodbury CT 06798

Woodbury, CT17 Gate Post Lane

Price$774,900

Est. Mortgage: $/month

MLS Number 170278367

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 10.23

A rare opportunity at this price point. Stately Georgian Colonial with Celebrity appeal. This one owner master piece was custom built on a secluded lot at the end of a long driveway. The dramatic curb appeal is apparent as you drive up to the property with stone walls, lush landscaping and a beautiful stucco exterior. As you enter the home the open floor plan creates a perfect environment for entertaining with 23 foot ceilings, marble floors, 23 foot floor to ceiling palladium windows, and a balcony that sits high above the family room. The attention to detail is one of a kind with fine trim work and moldings through out the home. The home features 2 master bedrooms one on the first floor and one on the second, both complete with large closets and full master baths. The other 2 bedrooms both have ensuite baths and great size and storage. Other noteable features include a 3 car garage, mud room, dining room, and over 10 acres of land. There is no kitchen or flooring in the 2 guest bedrooms in this property wich is why there is a huge discount in list price on this property. AS-IS.

Listing Courtesy of Century 21 AllPoints Rlty

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$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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29 Steeple View Woodbury CT 06798

Woodbury, CT29 Steeple View Lane

Price$699,000

Est. Mortgage: $/month

MLS Number 170279457

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 3
  • Acreage 1.62

Welcome to 29 Steeple View in charming and quaint Woodbury Connecticut! A truly picturesque and idyllic wooded Oasis. One the loveliest towns in Litchfield County, with beautiful green pastures, rolling hills, and an abundance of dining and entertainment options closeby. A perfect blend of peaceful living and artistic charm. Stepping in through the front door feels like a breath of fresh air as you walk into the expansive open foyer of this dream home. You will love the gourmet kitchen, oversized living room, family room as well as dinning room. The upstairs features an exceptional master suite and another 4 very large bedrooms. Also enjoy the finished basement. Your backyard is your dream come true. Lounge out under the large pergola and feel the breeze. The serene property will make you feel like you are on vacation every day! Escape the world in your very own backyard paradise featuring an inground pool and perfectly maintained grounds. This home has it all, a convenient location, a fabulous living space, and stunning architecture!

Listing Courtesy of William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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270 Main Woodbury CT 06798

Woodbury, CT270 Main Street South

Price$624,000

Est. Mortgage: $/month

MLS Number 170156120

  • Single Family
  • Property Style Antique
  • Bedrooms 5
  • Bathroom 3
  • Acreage 1.09

The Noah Benedict House circa 1795 has been a community gathering place for centuries and continues today as an anchor to Woodbury's Antique District. Listed on the National Registry of Historic Homes this incredible antique home has been thoughtfully restored while maintaining and preserving its early architectural details. Wide plank hardwood flooring, 5 fireplaces, and extensive period moldings are intact and well preserved. This well configured property features a 3,310/sf. primary residence with large public rooms which can either serve as spacious residential quarters or as commercial spaces within the Main Street Design District. A large detached, remodeled and fully equipped guest house and additional garage and barn storage complete this amazing property. Endless opportunities for a combination of residential and commercial applications with additional rental income streams. This is a very special property steeped in local history and heritage.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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557 Upper Grassy Hill Woodbury CT 06798

MLS Number 170232058

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Acreage 2.73
  • Square Feet 3,791

Spectacular Colonial with attention to details throughout triple levels. Stunning special features including marble entrance with vaulted ceilings, beautiful open floor plan, custom trim and moldings, surround sound, magnificent high end finishes and capacious size rooms. Quality custom built home is perfect for enjoying entertaining guests with the breathtaking patio, deck and spa. Completely updated home, main level boasts elegant foyer, formal living and dining rooms, spacious family room, main level office with built ins and more. Eat in gourmet kitchen hosts granite counters, newer stainless steel appliances with wine fridge, dining area, gleaming hardwood floors and walkout to private deck. Sunk in living room features palladium windows and gas fireplace. Formal living/ dining rooms with hardwood floors, open floor plan, pillars and custom draperies. Magnificent upper level with master bedroom en-suite, generous walk-in closet, trey ceiling, hardwood and master luxury marble full bath. Additional bedrooms with lush wall to wall carpeting & great closet space. Lower level has in-law set up complete with dining area, kitchen, bonus room w/ exquisite gas fireplace surrounded by glass tile. Large bedroom area with high quality Murphy bed, striking hardwood floors, French doors with walk-out to impressive stone patio complete with fenced in spa pool. Belgium block lined driveway, appealing distant views, central ac, triple zone efficient heat , full house generator and more!

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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77 Orchard Woodbury CT 06798

Woodbury, CT77 Orchard Avenue

Price$549,900

Est. Mortgage: $/month

MLS Number 170237411

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 4.16

GREAT VALUE... NEW PRICE 2/21/20.... VIEWS, VIEWS, VIEWS ! Luxury Majestic Estate on Orchard! Open, Bright-Full of Natural Light & Cheerful Colonial in Move-In Condition Set on Private 4.16 Manicured Acre Lot to Include Large Rear Deck and Heated In Ground Pool. State of the Art Gourmet Chef's Kitchen with Granite, Stainless, Custom Cabinetry and Oversized Center Island. Office/Library on Main Level. Upper Level Features Master Suite, 3 Additional Bedrooms, Laundry Room and Massive Flex Room. Fully Finished Walk-out Basement. Live on Vacation and Decompress Here at 77 Orchard!

Listing Courtesy of Berkshire Hathaway NE Prop.

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$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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21 Fawn Meadow Woodbury CT 06798

MLS Number 170267683

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 4
  • Acreage 2.7

Welcome to Fawn Meadow Estates! Flexible building plans. No deed restrictions. 24 Approved Building Lots. Builder/Owner is starting construction in March of 2020. This home includes an open-concept floor plan with a large kitchen and dining area looking into the great room with a grand fireplace. The upper level offers a master suite with a luxurious bath including double vanity, shower stall, soaking tub, and a walk-in closet. Three additional bedrooms; guest suite with separate full bathroom and walk-in closet and two large bedrooms each with walk-in closets and full bath with shared hallway access next to the upper-level laundry room. Fawn Meadow offers a convenient commuter location within a lightly wooded neighborhood bordered by flowering fields. Still, time to make changes and pick out your finishes. Call for detailed home specifications and Set up a time and meet the builder!

Listing Courtesy of Drakeley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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419 Weekeepeemee Woodbury CT 06798

MLS Number 170281483

  • Single Family
  • Property Style Antique, Barn
  • Bedrooms 3
  • Bathroom 3
  • Acreage 2.3

Have you ever wanted to live in a barn home? This barn was totally rebuilt in 2011 by a true craftsman with the intent of this to be his "forever" home. New owner's gain w the investment, attention to period details & modern amenities added! A specialty property indeed. Privately set on professionally landscaped grounds, framed w sweeping lawn, stone walls & abutted by 33 +- acres of Flanders Nature Center. Exterior is as special as the interior making it the complete package. Enter from blue stone patio & covered front porch into either the charming mud room or the welcoming family room w big French doors, exposed beams, eye catching field stone fireplace and wide plank floors. The flooring continues thru out most of the home as well as the exposed beams & built ins. Custom kitchen, center island, granite & farm sink lead to the dining room w built-ins and "artic" glass door to the expansive seasonal DR aka amazing covered porch that can accommodate a large gathering. A large den, a first floor ensuite bedroom, second bedroom and full bath on this level. Front & back staircases lead to the upper level true master suite with sitting area, gorgeous walk in shower, (plumbed for tub) and French doors to a balcony built and wired for a hot tub, the exposed field stone & beautiful beams make this a charming retreat. Bonus huge rec rm (plumbing for 4th bath) w french doors-amazing place to end the day. Walk up cupola to enjoy the view. HEATED & A/C 8 PLUS CAR GARAGE

Listing Courtesy of Drakeley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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432 Quassapaug Woodbury CT 06798

Woodbury, CT432 Quassapaug Road

Price$529,900

Est. Mortgage: $/month

MLS Number 170277105

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1.19

Beautiful 8 rm. Colonial in Eastfield Farms subdivision. Desirable open floor plan- great for comfortable living & entertaining! Large foyer, formal living room and dining room with lighted crown molding; French doors, and hardwood floors throughout main level. Granite countertops, recessed lighting, central air and plenty of storage space! Huge eat-in kitchen with center island & stainless appliances. The family room has a stone fireplace, and opens to the rear deck, which overlooks a nicely landscaped level yard. The second floor has 4 spacious bedrooms (1 is currently being used as an office); the Master BR has a gas fireplace, lg. nook w/ window seat, 4 closets & full bath with jetted tub, separate shower, double sink vanity and ceramic tile. There is a first floor mudroom & laundry rm., dual heating units (basement & attic) and an attached 2 car garage. Convenient location, close to Watertown and Middlebury.

Listing Courtesy of West View Properties, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 2020
* 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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Information contained in this Smart MLS listing has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2017 Smart MLS, Inc. All rights reserved.