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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 us for more information and to schedule a showing for any real estate below. Save your favorite listings when you create an account with us, and you can get email updates when similar properties are posted.

 

105 Old Grassy Hill Road, Woodbury, CT 06798

InternalID N336832

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Acres 57.87
  • SqFt 7178

Private retreat set on 57+ acres at end of cul de sac, bordered by large pond & flanders nature center with views & hiking trails. Custom designed by architect moisan & featuring quality details, gourmet kitchen, grand entertainment spaces. Spectacular!

Listing Courtesy of Coldwell Banker Res Brokerage

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.16% last updated on Feb 23, 2017
* 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

Price$2,800,000

Est. Mortgage: $/month

CMLS 99026760

  • Residential
  • Bedrooms 5
  • Acreage 57.87
  • Square Feet 7178

Private Retreat Set On 57+ Acres At End Of Cul-de-sac. Bordered By Large Pond & Flanders Nature Center With Views & Hiking Trails. This Moisan- Designed, Custom Home Features Quality Details And Workmanship, A Gorgeous Gourmet Kitchen, Grand Entertainment Spaces & Much More! Spectacular!

Listing Courtesy of Coldwell Banker Orange

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.16% last updated on Feb 23, 2017
* 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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162 Middle Road Tpke, Woodbury, CT 06798

InternalID L10057231

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Acres 83.72
  • SqFt 4608

This is a magnificent custom home located on 82 acres with a current feasibility study showing a possible 20 lot subdivsion or gifting opportunity. There is frontage and access on two roads with a mix of meadows and mature woodlands. A long sweeping drive with lanterns brings you to this well built home with long reaching views. First floor master bedroom, fieldstone fireplace, spacious kitchen and french doors opening to a bluestone terrace are a few of the amenties. A three car garage is attached with a one bedroom apartment and a three story barn graces the land. Energy efficient and well maintained, this hilltop setting affords privacy, views and a wonderful retreat. This is also listed under land MLS#L10155743

Listing Courtesy of William Pitt Sotheby's Int'l Realty

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.16% last updated on Feb 23, 2017
* 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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162 Middle Road Tpke, Woodbury, CT 06798

InternalID L10155743

  • Land
  • Acreage 83.38

82 ACRES WITH VIEWS!!! Current feasibility study shows possible 20 lot subdivision with frontage and access on two roads. The hilltop setting just outside of the center of town is both open meadow and wooded with rolling hills. A beautiful custom home with caretaker apartment and three story barn sits on one lot. Huge potential exists for development or gifting.

Listing Courtesy of William Pitt Sotheby's Int'l Realty

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.16% last updated on Feb 23, 2017
* 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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97a Owl Ridge Road, Woodbury, CT 06798

Price$1,890,000

Est. Mortgage: $/month

CMLS 99111364

  • Residential
  • Bedrooms 4
  • Acreage 3
  • Square Feet 5000

Enjoy This Wonderful Lifestyle On Owl Ridge, One Of The Most Exclusive Subdivisions In Woodbury Ct. Breath Taking Views In Private Setting Only Few Lots Left. This Distinguished Custom Home Is Built To Perfection By Corbo.

Listing Courtesy of William Raveis Southbury

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.16% last updated on Feb 23, 2017
* 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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505 Upper Grassy Hill Rd, Woodbury, CT 06798

InternalID L10194813

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Acres 6.62
  • SqFt 3848

Views. Set on one of the beautiful back roads in Woodbury on the Roxbury Border, this elegant stone 1940's Colonial, complete with guest house, party barn, pool and tennis court offers all the amenities of a great estate. Manicured grounds and stone terraces - Guest house with kitchen, living room and one bedroom. Additional building with large space for office/ gym or party barn with half bath, two bay garage.

Listing Courtesy of William Pitt Sotheby's Int'l Realty

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.16% last updated on Feb 23, 2017
* 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

505 Upper Grassy Hill Road, Woodbury, CT 06798

Price$1,749,000

Est. Mortgage: $/month

CMLS 99173099

  • Residential
  • Bedrooms 4
  • Acreage 6.62
  • Square Feet 3848

Views. Set On One Of The Beautiful Back Roads In Woodbury On The Roxbury Border, This Elegant Stone 1940's Colonial, Complete With Guest House, Party Barn, Pool And Tennis Court Offers All The Amenities Of A Great Estate. Manicured Grounds And Stone Terraces - Guest House With Kitchen, Living Room And One Bedroom. Additional Building With Large Space For Office/ Gym Or Party Barn With Half Bath, Two Bay Garage.

Listing Courtesy of William Pitt Sotheby's

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.16% last updated on Feb 23, 2017
* 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

556 Flanders Rd, Woodbury, CT 06798

Price$1,695,000

Est. Mortgage: $/month

InternalID W10208924

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Acres 20
  • SqFt 5500

GEOTHERMAL five bedroom custom-built colonial bordered by 200 acres of Flanders Nature Center land trust and only 90 minutes from NYC. Built with state of the art quality components, superior materials and craftsmanship, this house features a maintenance-free exterior, all oak hardwood flooring (3, 5, 7 inch pattern) and tile throughout, wood moldings, trim and panels, french doors and Smarthome technology The gourmet kitchen features antiqued granite counters, marble backsplash, and professional Sub Zero and Wolf appliances. Kitchen and eating area are open to the family room with fireplace and wall of glass doors leading to a wrap-around porch making it ideal for entertaining. Master bedroom is enhanced by a gas fireplace, master bath features crema marfil marble. The highly efficient geothermal heating and cooling system is secured with 4 inches of foam plus fiberglass insulation throughout the home for maximum performance. Please call your agent to provide a more complete and detailed features list of all this custom home has to offer.

Listing Courtesy of William Raveis Real Estate

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.16% last updated on Feb 23, 2017
* 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

32 & 40 Peter Rd, Woodbury, CT 06798

Price$1,595,000

Est. Mortgage: $/month

InternalID W10198589

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Acres 5.36
  • SqFt 3487

Spectacular RANCH estate nestled in the antique lovers Town of Woodbury, CT. Fabulous retreat home and luxurious grounds are your place to unwind and kick back from the hectic world. Relax, enjoy a cool drink and a good book on your back porch overlooking the luscious lawn or maybe you'll enjoy Sunday morning with a cup of coffee and the paper overlooking the gardens or maybe gather a party. Whichever your pleasure, you will be thrilled to have such a magnificent home to enjoy. With sought after single level living, this is the ultimate 3 bedroom home. It's like your own private country club! The spectacular interior includes a remarkable high end kitchen complete with viking range, sub zero fridge, granite counters and breakfast area with oversized picture windows which allow for great light and views from every room. Very energy efficient. Features include a home security system, LED landscape lighting, stone outcroppings, lighted tennis court, inground pool, 1 bedroom pool house, 1 bedroom carriage house, a fountained pond and so much more. Close to town and all amenities. Easy commuter location - 90 mins from NYC.

Listing Courtesy of William Raveis Real Estate

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.16% last updated on Feb 23, 2017
* 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

40 Peter Road, Woodbury, CT 06798

Price$1,595,000

Est. Mortgage: $/month

CMLS 99177067

  • Residential
  • Bedrooms 3
  • Acreage 2.86
  • Square Feet 3487

Spectacular Ranch Estate Nestled In The Antique Lovers Town Of Woodbury, Ct. Fabulous Retreat Home And Luxurious Grounds Are Your Place To Unwind And Kick Back From The Hectic World. Relax, Enjoy A Cool Drink And A Good Book On Your Back Porch Overlooking The Luscious Lawn Or Maybe You'll Enjoy Sunday Morning With A Cup Of Coffee And The Paper Overlooking The Gardens Or Maybe Gather A Party. Whichever Your Pleasure, You Will Be Thrilled To Have Such A Magnificent Home To Enjoy. With Sought After Single Level Living, This Is The Ultimate 3 Bedroom Home. It's Like Your Own Private Country Club Including A Remarkable High End Kitchen Complete With Viking Range, Sub Zero Fridge, Granite Counters, Breakfast Area And So Much More. Move In Rea

Listing Courtesy of William Raveis Southbury

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.16% last updated on Feb 23, 2017
* 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

97 A Owl Ridge Estates, Woodbury, CT 06798

InternalID W10132180

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Acres 3.5
  • SqFt 4500

Magnificent custom designed residence in very private setting. Just few of this fabulous home's features include: gourmet island kitchen open to family room with coffered ceiling&stone wood burning fireplace. Exquisite master suite with gas fireplace this exceptional new home is offering the perfect blend of style luxury, craftsmanship and today's technology.Exquisite Home Built by Corbo.Call for appointment with the builder.

Listing Courtesy of William Raveis Real Estate

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.16% last updated on Feb 23, 2017
* 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

97 Owl Ridge Rd, Woodbury, CT 06798

Price$1,490,000

Est. Mortgage: $/month

InternalID W10190540

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Acres 3.66
  • SqFt 4300

Spectacular property in Woodbury, Ct. Quite possibly the most charming corner of Litchfield county. Exquisite and unique custom built estate surrounded by acres of natural paradise. This fabulous home is built with state of the art quality components, superior materials & craftsmanship! Come and fall in love with this breath-taking property in the Estates of Owl Ridge.Home Built By Corbo.

Listing Courtesy of William Raveis Real Estate

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.16% last updated on Feb 23, 2017
* 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

  © 2017 Greater Fairfield County CMLS, Inc. All rights reserved.

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange Program of the Greater Fairfield County CMLS, Inc. Real estate listings held by brokerage firms other than The Matthews Group are marked with either the “IDX Detail Logo” or the "IDX Thumbnail Logo” (a little black house surrounding the letters “IDX”) and detailed information about them includes the name of the listing broker.