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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

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105 Old Grassy Hill, Woodbury, CT 06798

Price$2,800,000

Est. Mortgage: $/month

MLS Number 170010438

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 5
  • Acreage 57.87

This outstanding private retreat is set on 57+ acres at the end of a cul-de-sac and is bordered by a large pond and the Flanders Nature Center, The property offers beautiful views, hiking trails through the woods and a secluded setting. Custom designed by the architect Moisan, the home features quality details, a gourmet kitchen, and grand entertainment spaces. Something special!

Listing Courtesy of Coldwell Banker Res Brokerage

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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: 3.92% last updated on Jul 27, 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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920 Main, Woodbury, CT 06798

Price$2,195,000

Est. Mortgage: $/month

MLS Number L10229171

  • Single Family
  • Property Style Antique, Colonial
  • Bedrooms 5
  • Bathroom 6
  • Acreage 18.36

Magnificent...Widely Publicized and Nationally recognized, Gorgeous Antique Estate with Riverfront, Complete with Guest House, in ground pool, 6 stately barns and silo. gorgeous perennial gardens, outdoor kitchen with stone pizza oven, stone and brick terraces, screened porch, rolling pasture,.. 2 land parcels. Think farm to table, Country Inn, Wedding venue, Horse farm, antique business,.. many possibilities, all subject to town approvals, Encompasses all the richness of the Litchfield County area. Enjoy area lakes, Golf, Antiquing on Ct Antique Trail, skiing and amazing Parks, vineyard, 5 Bedroom, 4 full and 2 half in main house, 4 fireplaces, stone patio. Located in the heart of the County -- yet minutes from Rte. 84 and only a short drive from NYC...

Listing Courtesy of William Pitt Sotheby's Int'l

{$agent->Name}

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: 3.92% last updated on Jul 27, 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, Woodbury, CT 06798

Price$1,990,000

Est. Mortgage: $/month

MLS Number L10234828

  • Land
  • Acreage 83.38
  • Square Feet 4,608

Beautiful and private 83.8 acres with existing home and barn. Current feasibility study shows a possible 20 lot subdivision or gifting opportunity with frontage and access from two roads. Located just outside of Woodbury's town center in Litchfield County. Views!! Also, listed under residential MLS#L10234253

Listing Courtesy of William Pitt Sotheby's Int'l

{$agent->Name}

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: 3.92% last updated on Jul 27, 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, Woodbury, CT 06798

Price$1,990,000

Est. Mortgage: $/month

MLS Number L10234253

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 83.38

High above Woodbury's town center in Litchfield County is this beautiful custom home located on 82 acres. A current feasibility study shows a possible 20 lot subdivision or gifting opportunity with frontage and access from two roads. Caretaker apartment and meticulous three story barn. This energy efficient and well maintained property offers privacy and views. One of a kind opportunity!! Also, listed under land MLS#L10234828

Listing Courtesy of William Pitt Sotheby's Int'l

{$agent->Name}

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: 3.92% last updated on Jul 27, 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, Woodbury, CT 06798

Price$1,890,000

Est. Mortgage: $/month

MLS Number 99111364

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

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 Real Estate

{$agent->Name}

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: 3.92% last updated on Jul 27, 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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920 Main, Woodbury, CT 06798

Price$1,849,000

Est. Mortgage: $/month

MLS Number L10229193

  • Single Family
  • Property Style Antique, Colonial
  • Bedrooms 5
  • Bathroom 6
  • Acreage 8.36

Magnificent...Widely Publicized and Nationally recognized, Gorgeous Antique Estate with Riverfront, Complete with Guest House, in ground pool, 6 stately barns and silo. gorgeous perennial gardens, outdoor kitchen with stone pizza oven, stone and brick terraces, screened porch, rolling pasture,.. 2 land parcels. Think Country Inn, Wedding venue, Horse farm, antique business,.. many possibilities, all subject to town approvals, Encompasses all the richness of the Litchfield County area. Enjoy area lakes, Golf, Antiquing on Ct Antique Trail, skiing and amazing Parks, vineyard, 5 Bedroom, 4 full and 2 half in main house, 4 fireplaces, stone patio. Located in the heart of the County -- yet minutes from Rte. 84 and only a short drive from NYC... See Additional Land available see MLS L10072456

Listing Courtesy of William Pitt Sotheby's Int'l

{$agent->Name}

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: 3.92% last updated on Jul 27, 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, Woodbury, CT 06798

Price$1,749,000

Est. Mortgage: $/month

MLS Number L10194813

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 6.62

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

{$agent->Name}

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: 3.92% last updated on Jul 27, 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, Woodbury, CT 06798

Price$1,695,000

Est. Mortgage: $/month

MLS Number W10208924

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 4
  • Acreage 20

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

{$agent->Name}

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: 3.92% last updated on Jul 27, 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

17 Gate Post, Woodbury, CT 06798

Price$1,695,000

Est. Mortgage: $/month

MLS Number L10141824

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Acreage 10.23
  • Square Feet 6,500

Stately Georgian Manor. Custom built by current owners. Pillared long alarmed driveway. Approach leads to circular drive front entrance. Stucco exterior. Large stone terrace overlooking lush landscaping contributes to the park-like setting.Meticulously maintained. Hip Roof, 23 ft. ceiling in dining and living room including a bank of 23 ft floor to ceiling rue palladium windows which grace the interior of the home allowing exceptional natural light. French doors, State of the art alarm system including 4 security cameras. Large stone terrace overlooking lush landscaping contributes to the park-like setting. Electro Static Air Filter provides a dust free environment. Full house water filtration system. Kitchen includes a double oven and built in "Crumb Vacuum" allowing for easy cleanup. All rooms are generous scale.Elegant details and woodwork are all hallmark throughout the gracious interior. Interior upper balcony also with true palladium window overlooking central living room and dining area lends to the open feel of the home. In ground propane tank...Above ground oil tank..Perfect house for entertaining. Rarely available exceptional glamour. Truly a pleasure to show and a MUST SEE!

Listing Courtesy of William Pitt Sotheby's Int'l

{$agent->Name}

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: 3.92% last updated on Jul 27, 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, Woodbury, CT 06798

Price$1,595,000

Est. Mortgage: $/month

MLS Number W10198589

  • Single Family
  • Property Style Ranch
  • Bedrooms 5
  • Bathroom 7
  • Acreage 5.36

A hidden gem in the Antique capital of CT. This one of a kind, owner remodeled, spectacular home will become a place of pride for you, your family and guests. Built in 1976, this 5,000+ sf. open concept, deluxe property seamlessly adapts to whatever your day might bring. Enjoy beautiful views of your gorgeous gardens, stone outcroppings & terraces. Every inch of this home speaks to the quality materials finishes and meticulous attention to detail. The magnificent interior is enhanced by a remarkable high end kitchen complete with Wolf dual-fuel oven range, built-in KitchenAid dishwasher, hidden appliance garage, Sub zero fridge, granite counters and breakfast area with oversized picture windows which allow for great light and views from every room. Have a cocktail party, an evening tennis match on your professionally lighted tennis court, cookout on your built-in gas grill or a nighttime swim. There is plenty of room for entertaining large groups or just an intimate dinner party under the stars. Gardeners will fall in love with the captivating plantings, flowers and herb gardens. Guest house has 1,147sf - 1 BR, 1 bath, 1 car garage. Pool house has a loft bedroom, 1 bath and 2 car garage. You won't stop discovering the treasures this custom built home has in store for you. A must see. What will you make of it? The ultimate luxurious hideaway? A gardeners paradise?

Listing Courtesy of William Raveis Real Estate

{$agent->Name}

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: 3.92% last updated on Jul 27, 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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97 A Owl Ridge, Woodbury, CT 06798

Price$1,490,000

Est. Mortgage: $/month

MLS Number W10234176

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 4
  • Acreage 3.5

New exciting model home to be built at The Owl Ridge Estates.One of the most beautiful subdivisions in Litchfield county,Woodbury Ct. Don't miss this opportunity ,only 2 lots left.This is exquisite energy eficient new construction with high end finishes ,State of art first floor master bedroom suite with luxurious bath,gourmet kitchen open floor plan ,this is a perfect blend of modern and traditional architecture and style. designed more modern life style Another quality Home Built By Corbo. Visit: https://www.theestatesatowlridge.com/

Listing Courtesy of William Raveis Real Estate

{$agent->Name}

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: 3.92% last updated on Jul 27, 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, Woodbury, CT 06798

Price$1,490,000

Est. Mortgage: $/month

MLS Number W10190540

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Acreage 3.66
  • Square Feet 4,300

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

{$agent->Name}

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: 3.92% last updated on Jul 27, 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

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.