Woodbury CT Real Estate

Located approximately 85 miles north of New York City and referred to as Connecticut’s “Antique Capital” is Woodbury. 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 old world New England charm, with gorgeous sweeping landscapes, well restored Colonial, Greek Revival, and Victorian homes and simple cultural appeal.

>> Learn more about the town of Woodbury, CT

Properties in Woodbury

Contact The Matthews Group at 860-868-0511 with any questions or to schedule a private tour.

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557 Upper Grassy Hill Woodbury CT 06798

MLS Number 170139389

  • Single Family
  • Property Style Contemporary
  • Bedrooms 3
  • Bathroom 4
  • Acreage 2.73

Fabulous, meticulously cared for Contemporary with forever views. The quality, custom built home has open kitchen, all brand new appliances, eating area, that flows out to a deck, and family room. There is a formal dining room and living room and an office completes the first floor. En suite master - with fantastic views from the bath, dressing room, large closets, two additional bedrooms with a bath in between are on the second floor. The lower level consists of an wonderful kitchen area, an exercise area, banquets for entertaining, steam shower in the well appointed bath and even a Murphy Bed for additional guests. Around the corner outside is the spa pool making the lower level an adult paradise. Surround sound, brilliant hardwood floors and attention to detail make this house special. The grounds are open with an emphasis on the long reaching views. The driveway is edged in Belgian Stone. A perfect place to come home to.

Listing Courtesy of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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132 Stone Pit Woodbury CT 06798

Price$649,000

Est. Mortgage: $/month

MLS Number 170115681

  • Single Family
  • Property Style Contemporary, Ranch
  • Bedrooms 4
  • Bathroom 3
  • Acreage 5

Custom designed Ranch on private lot has elegant open floor plan with oversized rooms and vaulted ceilings! Spacious master suite has luxurious bath, bamboo floors, sitting room, and exercise room. Convenient central vacuum system, even in the garage. Music/intercom system throughout with hookups for all your modern devices. Soaring vaulted ceilings in kitchen and family room. Four-zone hydro-air system with electrostatic filters and all systems of the highest quality. Potential fourth bedroom in main floor office space. This home is secluded yet convenient to town, shops and restaurants. Just 15 minutes to I-84. A must see!

Listing Courtesy of Global Real Estate Network

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$
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$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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158 Scuppo Woodbury CT 06798

Price$640,000

Est. Mortgage: $/month

MLS Number 170155788

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 3
  • Acreage 9.13

Privacy, views, views, location, location!! Convenience to highway and completely private on 9.13 acres with magnificent views,property abuts 14 acres of natural preserves.Custom built colonial features gourmet kitchen with large pantry,opens to light and bright fam.Rm with custom woodwork and spectacular fireplace. 1st floor office,master bedrm suite w/dressing room, 2nd office and covered balcony. Additional 650 sq ft finished in basement

Listing Courtesy of Coldwell Banker Residential Brokerage

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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89 Quail Woodbury CT 06798

Price$629,900

Est. Mortgage: $/month

MLS Number 170008939

  • Single Family
  • Property Style Cape Cod, Colonial
  • Bedrooms 3
  • Bathroom 4
  • Acreage 1.13

Quality to-be-built custom Eyebrow Colonial by HOBI award winning builder Connecticut Residential on lot with breathtaking VIEWS for miles! This exceptional ENERGY STAR CERTIFIED home on a quiet cul-de-sac boasts a spacious open floor plan with a wall of windows to drink in the incredible VIEWS! Gorgeous kitchen with granite or quartz countertops, stainless steel appliances, sliders to deck, dining area, bonus 1st floor study/office/bedroom, elegant first floor master bedroom suite with walk-in closet and bath with double vanity, shower, and soaking tub, wood floors throughout, FR featuring CATHEDRAL CEILING AND gas fp, tiled mudroom off garage, tons of storage, powder room, and large 3 CAR attached garage. Second floor has two additional bedrooms a bath AND A LOFT . Additional floorplans and lots available! Can build to suit and CUSTOMIZE to your lifestyle! Ask for additional building plans! All photos are from builder's portfolio of previously constructed homes and are not from this property.

Listing Courtesy of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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339 Hoop Pole Hill Woodbury CT 06798

Price$599,900

Est. Mortgage: $/month

MLS Number 170081519

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 4
  • Acreage 5

Views, Views, Views!! The best views in all of Woodbury. Long distant views from the hilltop off of Hoop Pole Hill Road. Enjoy the breezy summer nights on your stone terrace next to your vanishing edge gunite pool with jacuzzi. 5-acre plot with a level house site and privacy from your neighbors. Light and bright contemporary home with a wall of glass to take in those sweeping views of Litchfield County. Amenities provide 4 to 5 bedrooms and three full baths, generous sized dining room overlooking living room with 24' soaring cathedral ceiling and a wall of glass. Recently refinished oak flooring, paint inside and out and finished lower level, an ideal spot for an in-law suite. Beautiful outdoor space with spacious yard, privacy from neighbors and room for outbuildings or expansion. Million dollar VIEWS for less!

Listing Courtesy of Drakeley Real Estate, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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76 Curtiss Woodbury CT 06798

Price$579,900

Est. Mortgage: $/month

Pending

MLS Number 170171477

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 4
  • Acreage 4.21

Pristine colonial home tucked along the Woodbury/Southbury line in the Curtiss Meadows Subdivision. Set back off the cul de sac road, this stately home offers a luxurious kitchen with gorgeous center island, granite counters, stainless steel appliances, butlers pantry and a large eat-in area overlooking the backyard. Fantastic quality throughout including crown in most rooms, built-in speakers, nine-foot ceilings, lots of built-in benches and cabinets and beautiful hardwood floors throughout. The first floor offers a family room with a fireplace, formal living room and dining room and a two-story foyer. The upper floors includes all good sized bedrooms, a master suite with a walk-in closet with built-ins, sitting/changing area with a cherry built-in dresser and a master bath with vaulted ceiling and double vanity. Other second floor rooms include a laundry area, large playroom with full bath and a 4th bedroom with interior french doors for privacy. This well built and designed home has a full walkout lower level with nine-foot ceilings, an oversized three car garage with ten-foot ceilings, a back bluestone patio with firepit and plenty of level yard. A terrific location for commuters and additional land is available.

Listing Courtesy of Drakeley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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52 Steeple View Woodbury CT 06798

Price$575,000

Est. Mortgage: $/month

Pending

MLS Number 170152312

  • Single Family
  • Property Style Colonial, Farm House
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1.38

Welcome to 52 Steeple View Lane, Woodbury: A wonderful Quintessential New England Town, voted Reader's Digest's Most Charming Small Town in CT. Located at the base of the Litchfield Hills, nestled between Hesseky Meadow Pond and Hollow Park, less than a mile to Woodbury's Town Center. This 4,000 sq ft Colonial home with 4 car garage is situated on over 1 1/4 landscaped acres at the end of the Cul de Sac. As you enter the front door via the farmhouse porch with mahogany decking, you'll immediately notice how meticulously maintained this home is. The entire main level is gleaming hardwood flooring, from the Open Foyer right to the back of the home. Formal Living Room with layer of high end trim, to the Formal Dining Room that boasts chair rail, crown molding, and custom built in shelve. Beyond the butler's pantry with granite counters you enter this amazing custom, gourmet kitchen, which checks off all of the boxes on your wish-list. Custom cherry cabinetry, stainless appliances, granite counters, and a Wolf Gas Range. Turn around and notice the breakfast area with French doors that lead to a ground level Mahogany deck and slate patio. Open concept enters directly into the main level family room, with wood-burning fireplace. Upstairs is your amazing MBR suite with brick fireplace, closets galore, and freshly remodeled bathroom spa. Over-rec room with private study has so many possibilities. Only 5 miles to Southbury Center and I-84.

Listing Courtesy of William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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18 Crane Woodbury CT 06798

Price$574,900

Est. Mortgage: $/month

MLS Number 170162564

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 11.12

This home has a little bit of everything! Located on a quiet, tucked away small cul de sac, this sprawling 3300 square foot colonial offers 11 plus acres of privacy, great outdoor space with an in-ground pool & patio and an additional 780 square feet in the walkout lower level. A comfortable center hall home with kitchen/great room overlooking gas fireplace, formal dining & living rooms and an 18 x 24 main level family room with propane stove. The upper level provides four generous sized bedrooms including a fantastic master bedroom suite. Awesome outdoor space including multi-level deck and patio all overlooking the pool that is nestled up against the backyard and acres of woods. Many extras including a full walkout lower level with finished rooms, plenty of lower level storage, a paved driveway, 4 car garage, and a generator hook up. Tough to find this much house on 11 plus acres of land just minutes away from everything!!

Listing Courtesy of Drakeley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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39 Curtiss Woodbury CT 06798

Price$549,900

Est. Mortgage: $/month

MLS Number 170172114

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 2.25

Location, Location the best of two worlds very private with beautiful views and very close to Southbury town line to make your commute very easy!!! Come enjoy the beautiful summer sunsets, fall foliage while sitting on this inviting front porch overlooking the stunning Woodbury countryside or enjoy your very private extra large deck. This 4 bedroom custom built colonial with open floor plan featuring large eat-in kitchen with granite counters, stainless steel appliances, breakfast bar, eat in area with hardwood floors this cooks kitchen opens to a wonderful great room with fireplace, built ins, moldings, beams and dormers it is an absolutely wonderful light and bright room, there is a formal dining room with french doors opening into formal living the main floor also adorns a sunroom french door, hardwood floors throughout, built ins, 2 story foyer as you enter the upper level you will find a fabulous master bedroom suite with sunroom sitting area, full bath, walk in closet, cathedral ceilings. This home is very special and a must see!

Listing Courtesy of Coldwell Banker Residential Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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 Hazel Woods Woodbury CT 06798

Price$549,000

Est. Mortgage: $/month

Open House

MLS Number 170099733

  • Single Family
  • Next Open House: Sun 31st 11:00 am - 2:00 pm
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 4

$10,000 price reduction. Now is your time to view the home. Owners are open to all reasonable offers! This property checks all the boxes! Pristine 5 bedroom, 3 and a half bath home with gorgeous Northwest views situated on a private lot. The home offers an open floor plan and an updated kitchen with all the hottest trends including white cabinets, granite counter tops, large island, stainless steel appliances, Viking gas cook top, under-counter draw-style microwave and built-in desk. The dining room has tray ceilings and is large enough to accommodate all your guests. The Master suite also has a tray ceiling, 2 walk-in closets, extremely large master bath with double vanity, whirlpool tub and separate shower. All bedrooms are a generous size and the hall bathroom also has a double vanity. The bonus room over the garage is where you will find the fifth bedroom and third full bath. This space has endless possibilities, guest quarters, au-pair or in-law apartment. The huge deck off the kitchen makes a wonderful spot to enjoy the sunsets, views and entertain.

Listing Courtesy of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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110 Whittlesey Woodbury CT 06798

Price$535,000

Est. Mortgage: $/month

MLS Number 170130247

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 5.42

WELCOME TO 11O WHITTLESEY! DON'T MISS OUT ON THE OPPORTUNITY TO MAKE THIS CHARMING COLONIAL YOUR NEW HOME!!! AS YOU DRIVE UP YOU'LL SEE THAT THIS HOME BOAST OF 5+ACRES OF GORGEOUS GREENERY!!! IT'S BEAUTIFULLY DESIGNED FOR GRACIOUS LIVING AND IT BOASTS OF PLENTY OF SPACE AND TONS OF SUNLIGHT! 9rms, 4 bedrooms and 2.5 baths. 3 car garage with NEW never rot wood siding, the stunning and open kitchen boasts of an angled center island, granite counter tops, custom cabinets, NEW pendant lights, NEW stainless steel refrigerator, NEW electronic faucet and a NEW garbage disposal. NEW ceiling fans and gleaming hardwood floors throughout. The spacious living room is where you can cozy up to the brick wood burning fireplace while enjoying your favorite beverage! Formal dining room, family room and an additional room for an option of an office or a den. The master bedroom has a cathedral ceiling, master bath with his and her sinks, spacious shower and an Xtra large walk in closet! ALL bedrooms have new carpets, new chandeliers, and new fixtures! The laundry room is on the main level, central air, Culligan water softener system and more for you to see!!!

Listing Courtesy of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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130 Tuttle Woodbury CT 06798

Price$519,900

Est. Mortgage: $/month

MLS Number 170150955

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Acreage 5.09
  • Square Feet 3,014

Too many features to describe in one reading. Must see interior. Crown moldings, medium wide hardwood 1st & Lower Levels. Plenty of storage. Large wood deck with spiral stairs to lower level patio and terraced rear lot. Walkout basement to patio. Master Suite, LR and Kitchen access to wood deck. Main levels with approximately 3,000 SF with added 1,000 SF in finished basement. Solid wood raised panel door, crown moldings and chair rails, vaulted ceiling in LR w/FPL. Fenced in court yard at front entry. Kitchen with granite and marble tops, island with cook top, double wall oven, refrigerator and dishwasher, window box at sink, breakfast nook with access to wood deck. Plenty of cabinets. Walk through to vaulted ceiling LR or DR. Front entry open with wide stairs to upper level, den/office with built ins with lavatory. Main level Master Suite with access to wood deck, 2 WIC to master bathroom. Master bathroom with spa tub, double sinks and glass enclosed shower. This is truly a must see to appreciate. Upper level with 2 BRs, bathroom, overlook to LR below, storage space. Finish Lower level with open FR, den/office with wine cellar, mirrored exercise rm, wet bar in side room. The FR has FPL and built ins and access to patio and terrace rear yard. Town states 1,000 SF. Hardwood floor and open stairway to upper levels. Feels like part of the main living area.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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.