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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138 Quanopaug, Woodbury, CT 06798

Price$679,900

Est. Mortgage: $/month

MLS Number 170119895

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Acreage 1.63
  • Square Feet 3,634

Cool brand new contemporary home on quiet cul de sac drive abutting acres of open space. Gorgeous open floor plan with 2 story cathedral ceiling, large spans and fabulous kitchen opening to great room. Plenty of private outdoor entertaining space including a back patio out of the walkout lower level, upper deck off the great room and open wraparound front porch. The home is about 80% complete and there is still time to pick out some finishes. The upper level offers a master suite with luxurious master bath and large closet/dressing area, 3 bedrooms with two full baths, a balcony overlooking great room and a laundry room. The lower level has plenty of headroom to make a play or game room and a french door opening to a large patio. Many extras including first-floor study, cobblestone lined driveway and walkway, stone veneer and massive mahogany front door. Quiet location on cozy cul de sac.

Listing Courtesy of Drakeley Real Estate, Inc.

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$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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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419 Weekeepeemee, Woodbury, CT 06798

Price$649,900

Est. Mortgage: $/month

MLS Number 170117828

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

Charm, form & function best describe the uniqueness of this home! This classic Americana converted barn is right out of yesteryear from its reclaimed wood beams to its fieldstone fireplace and wide plank floors. It has been preserved and restored to allow its original character to shine through. The wrap around covered porch invites you into the main living level that includes the family room with fireplace, kitchen with a center island, propane stove & corian countertops, sitting room with built ins and french door to the deck, a master bedroom suite and another large bedroom with cedar closet. The second level is an entire floor of another master suite with a french doors to a balcony, and a large game room. It also has a third level cupola that offers views of the extraordinary property. As an added feature,the lower level is an expansive heated and air conditioned garage that runs full length of home. Built to accommodate any type of collection... cars, boats, tractors, furniture, antiques, or whatever you may collect. The bucolic outdoor setting displays beautiful perennial plantings, bluestone patios, natural stone walls and abuts the Flanders land trust. A truly unique offering!

Listing Courtesy of Coldwell Banker Residential Brokerage

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$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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$614,900

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.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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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858 Main, Woodbury, CT 06798

MLS Number 170052724

  • Commercial
  • Acreage 2.3
  • Square Feet 12,564

Many possibilities for this non-conforming Woodbury commercial property. Formerly a warehouse/workshop this extremely well-built steel and concrete structure provides over 12000 square feet of space, large spans and plenty of headroom. Space provides full walkout lower level with garage access, main floor with conference room, office, half bath, loading dock and large central room and full open third floor. Attached 2 car garage with 12' doors, high ceilings unfinished room above.

Listing Courtesy of Drakeley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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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67 Silver Brook, Woodbury, CT 06798

Price$589,000

Est. Mortgage: $/month

Pending

MLS Number 170053243

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 4
  • Acreage 3.67

Located at the end of a cul-de-sac, this exceptional home enjoys the privacy afforded to an interior lot. Nestled on 3.67 acres, the expansive rear border abuts over 100 acres belonging to Flanders Land Trust. The open concept interior design is an artful blend of formal and casual gathering rooms! All rooms are tastefully surrounding a dramatic bank of two story windows. You'll fall in love with the natural light that spills into both floors of this home and the seasonal views. The professionally landscaped yard offers an array of perennial plantings, stone walls / walkways and new fencing enclosing the rear yard. The outdoor entertaining options include a rear deck that boasts an outdoor masonry fireplace and a newly installed, (2017), heated in-ground pool. The soft lines of the pool and the choice of travertine decking offers a stunning design and a naturalistic look. Additional home features include: 2 en-suite bedrooms, walk up "floored" attic, partially finished walk out basement, utility room in bsmt with service door and a 1rst floor master bedroom. Interactive floor plan link and photo tour available above.

Listing Courtesy of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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$569,900

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 level 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 vaulter 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: 4.45% last updated on Jan 17, 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$559,000

Est. Mortgage: $/month

MLS Number 170099733

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 4
  • Acreage 3.1

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: 4.45% last updated on Jan 17, 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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8 Mountain, Woodbury, CT 06798

Price$549,000

Est. Mortgage: $/month

MLS Number 170150819

  • Single Family
  • Property Style Victorian
  • Bedrooms 4
  • Bathroom 4
  • Acreage 0.47

Stunning period home completely renovated with respect to it's original integrity. Beautiful and timeless kitchen for entertaining including stainless steel appliances and custom cabinetry. All new bathrooms with high quality fixtures. Upgrades include all new plumbing, HVAC, central air, electrical wiring, and hardwood floors. Ten foot ceilings and a welcoming front porch grace this in-town masterpiece with views. Walk to library, park, shopping and many celebrated restaurants.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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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147 Hoop Pole Hill, Woodbury, CT 06798

Price$539,900

Est. Mortgage: $/month

MLS Number 170137810

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 7.6

Country Living at its best! This turn key home offers the best in Farmhouse style. Nothing to do but sit back and relax on your own private 7.6 acre lot. The main floor of the house is perfect for entertaining and everyday living. As you enter into the large foyer you will find a home office through the Barn Door, to the right is a room fit for a playroom or a formal dining room. As you continue straight through the foyer you find the extremely large eat in kitchen with a double oven, granite countertops and stainless steel appliances, access to the extraordinary deck with covered seating area and covered hot tub, to your left the family room with a wood burning fireplace to cozy up to and storage cabinets to store everyone's belongings which is perfectly located as you enter from the garage. The back of the home is where you will find the second staircase that leads to the Master bedroom, with sitting area,walk-in closet and master bath. On the second floor you will also find a laundry room, entertainment room and 3 spacious bedrooms. The third level creates endless possibilities. The yard is fenced for small animals, with chicken coop and small barn. Just 90 minutes from NYC in a quaint New England town.

Listing Courtesy of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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$539,000

Est. Mortgage: $/month

Open House

MLS Number 170130247

  • Single Family
  • Next Open House: Sun 27th 12:00 pm - 2:00 pm
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3

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: 4.45% last updated on Jan 17, 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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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.