Woodbury CT Homes for Sale

Find the latest homes for sale in Woodbury, CT. Search through a variety of residential listings to find your new property. Save your favorite listings when you register with us, and you can receive email notifications when new properties match your criteria. Contact us for more information and to schedule a showing.

20 Painter Hill, Woodbury, CT 06798

Price$379,000

Est. Mortgage: $/month

MLS Number 170098310

  • Single Family
  • Property Style Colonial
  • Bedrooms 3
  • Bathroom 3
  • Acreage 1.38

Own Your Own Piece of Private Paradise. 3-4 Bedroom, 3 Full Bath, Contemporary Colonial Designed for Entertaining. Very Private Lot in Woodbury Near Washington and Roxbury Line. House Built in 1972, Addition and Complete Renovation 2004-2007. Open, Flowing Floorplan with Hardwood Floors, Upgraded Windsor Trim, Main Level Bedroom/Family Room/Den with Full Bath. Great House, Incredible Renovation, Desirable Area, Private Setting, Won't Last!

Listing Courtesy of Coldwell Banker Residential 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: 4.57% last updated on Jun 21, 2018
* 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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581 Middle Road, Woodbury, CT 06798

MLS Number 170039259

  • Single Family
  • Property Style Ranch
  • Bedrooms 3
  • Bathroom 1
  • Acreage 0.59

Foreclosure property. Seller will only negotiate cash offers-

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: 4.57% last updated on Jun 21, 2018
* 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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6 Easy, Woodbury, CT 06798

Price$199,900

Est. Mortgage: $/month

MLS Number 170094077

  • Single Family
  • Property Style Colonial
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.72

Live in Hotchkissville Village - Older farmhouse with a cozy front porch and private back patio awaiting new owner with new energy. Three outbuildings including garden shed, a small one-room cottage that would make a perfect playhouse or game room, and oversized 2 story post & beam barn. Located just 2 miles out of town this solid home offers good sized rooms, hardwood floors throughout, first-floor bedroom and level yard area for garden or ball. Take advantage of this opportunity to restore this farmhouse colonial and sit upon your own front porch overlooking historic Hotchkissville village.

Listing Courtesy of Drakeley Real Estate, Inc.

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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: 4.57% last updated on Jun 21, 2018
* 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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30 Elephant Rock, Woodbury, CT 06798

Price$434,900

Est. Mortgage: $/month

MLS Number 170095243

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1.85

Meticulous Gambrel on fantastic smaller cul de sac within a few minutes drive of the town center and schools. Completely remodeled and updated over the years, this warm home provides many extra's; three brick fireplaces, raised paneling, built-ins, beaded paneling with chair rail and hardwood throughout most of the home. The first floor offers small den for reading, formal dining room, front to back living room with fireplace, first-floor office or 4th bedroom and large eat-in kitchen with plenty of natural light, center island with seats for 4 and high-end appliances. Three bedrooms and two full baths all with hardwood flooring on the upper floor and a brand new exercise room and 4th bedroom/study with fireplace in the lower level. A well-kept home with newer mechanicals, oversized 2 car garage with a full second floor, shed/breezeway for storage and beautiful landscaping and brick walkway. Plenty of private outdoor space including a front and back patio, ground level two tier deck, open front porch or cozy year round vaulted sun porch. A terrific smaller cul de sac tucked away just north of Woodbury's town center.

Listing Courtesy of Drakeley Real Estate, Inc.

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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: 4.57% last updated on Jun 21, 2018
* 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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99 Cat Swamp, Woodbury, CT 06798

Price$449,900

Est. Mortgage: $/month

MLS Number 170095253

  • Single Family
  • Property Style Cape Cod
  • Bedrooms 3
  • Bathroom 3
  • Acreage 4.31

Oversized cape tucked away in private setting this home is full of charm and character and features 3 bedrooms 2.5 baths. Great bones, needs updating perfect for family living great opportunity to live in Woodbury. Showings start on Monday 6/18/18

Listing Courtesy of Great Estates, CT

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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: 4.57% last updated on Jun 21, 2018
* 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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138 Quanopaug, Woodbury, CT 06798

Price$724,900

Est. Mortgage: $/month

MLS Number 170095832

  • Single Family
  • Property Style Contemporary, Other
  • Bedrooms 4
  • Bathroom 4
  • Acreage 1.63

Beautiful New Construction Craftsman detailing makes this home a delight to look at. Situated in a Cul-de-Sac offering privacy & calming landscaping views of Flanders Open Space. Open floor plan with 2 story living room. The 2nd floor holds a sumptuous master suite with a romantic corner fireplace and tray ceiling. When you want some alone time, the fireplace heated hearth room or study are both close by. The covered front porch accented with pillars and masterful stone work can be just as relaxing. Two sinks, a big soaking tub, heated floors and large walk-in closet are all part of the master bathroom. This home was built with energy saving features in mind. Buyer has option to choose the finishing touches incl the floors, kitchen.

Listing Courtesy of www.EntryOnly.com

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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: 4.57% last updated on Jun 21, 2018
* 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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128 Old Town Farm, Woodbury, CT 06798

Price$299,000

Est. Mortgage: $/month

MLS Number 170026923

  • Single Family
  • Property Style Colonial
  • Bedrooms 3
  • Bathroom 4
  • Acreage 1.99

Set your eyes on this 3 Bed Colonial that embodies New England aesthetics. Neutral colors of the kitchen highlight the modernized design that contrasts well w/ sleek, dark-hued granite counters, s/s appl, recessed lighting, plus hardwood flooring that draws the appeal all together. Formal Dining Room w/ crown and chair rail moulding, built-in cabinetry, and hardwood flooring. Great amount of space offered in each of the carpeted bedrooms. Master Bedroom w/ attached bathroom. Finished lower level adds an extra 504 sq ft w/ fireplace and slider walkout. Lay outside and relax on the deck admiring the fall foliage and surroundings. This house is simply not to be missed!

Listing Courtesy of Executive Real Estate Inc.

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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: 4.57% last updated on Jun 21, 2018
* 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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36 Washington, Woodbury, CT 06798

Price$249,900

Est. Mortgage: $/month

MLS Number 170091992

  • Single Family
  • Property Style Cape Cod
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.58

In Town Living at its best! Cozy Cape in the heart of Woodbury on fenced in level corner lot. A short walk to the post office, Split Rail restaurant, church, and all town office buildings. Located directly across from Mitchel School, this two bedroom home provides a large living room with fireplace, eating kitchen, dining room, good sized mud area and 1 car detached garage. Perfectly level lot with ground level deck, in-ground pool, and plenty of yard & privacy.

Listing Courtesy of Drakeley Real Estate, Inc.

{$office->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: 4.57% last updated on Jun 21, 2018
* 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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340 White Deer Rocks, Woodbury, CT 06798
Pending

MLS Number 170093836

  • Single Family
  • Property Style Bungalow, Cottage
  • Bedrooms 1
  • Acreage 2.75
  • Square Feet 564

Turn this small cottage into your permanent home. Nestled on a lightly wooded private lot along White Deer Rocks Road, this one bedroom cottage offers hardwood floors, vaulted ceiling, big living room with stone fireplace, front to back three season porch and 1 to 2 bedrooms. Enjoy all of nature on this 2.75-acre parcel with a small stream running through the property, patio, and two good sized outbuildings. Only room for expansion is up and finishing existing concrete pad with piping for full bath and a mud area. Fantastic location along a quiet gravel road and only a short walk to hundreds of acres owned by Flanders Nature Center. Owner will consider holding financing for qualified buyer. Home will not qualify for FHA or similar loan.

Listing Courtesy of Drakeley Real Estate, Inc.

{$office->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: 4.57% last updated on Jun 21, 2018
* 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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865 Main, Woodbury, CT 06798

Price$549,900

Est. Mortgage: $/month

MLS Number 170089937

  • Single Family
  • Property Style Colonial, Antique
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1.25

Main Street living at its best! Quintessential vintage home with privacy, party barn, and pool. This home has been restored and renovated to today's living including updated kitchen and bathrooms with period millwork and wide board flooring throughout. Entry foyer with built-ins leads to formal dining room and living room with wood paneled fireplace, 12 over 12 windows and reproduction wallpaper. Gorgeous kitchen with granite counters, large island, farmhouse sink, stainless steel appliances including a Capital gas range and decorative Rumford fireplace. 4 bedrooms, 2 1/2 baths including a master bedroom suite with sitting area, two walk-in closets, jacuzzi tub and walk-in shower. Third-floor bonus room with built-ins exposed beams and brick. Generous screened in porch perfect for entertaining connects to private brick patio. Three story party barn with wide board flooring, exposed stone, pellet stove and office. Enjoy the private yard including an inground pool with expansive bluestone patio, stone firepit, and two more barns. Just a short walk to restaurants and shops makes this the perfect escape to Litchfield County! Bring the family, friends or home business - many possibilities!

Listing Courtesy of Drakeley Real Estate, Inc.

{$office->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: 4.57% last updated on Jun 21, 2018
* 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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23 North, Woodbury, CT 06798

Price$279,000

Est. Mortgage: $/month

MLS Number 170063659

  • Single Family
  • Property Style Split Level
  • Bedrooms 3
  • Bathroom 3
  • Acreage 1.06

This wonderful home is in terrific condition with hardwood floors, 3 bedrooms, 2 1/2 baths, garage, carport, deck and large level yard! Easy commute to town center and minutes to Southbury and major routes. Enjoy the beautiful town with hiking trails, library, shopping, community theater and nearby swim clubs, country clubs with golf, private schools, movie theaters and so much more!

Listing Courtesy of Drakeley Real Estate, Inc.

{$office->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: 4.57% last updated on Jun 21, 2018
* 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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63 Joshua Hill, Woodbury, CT 06798

Price$299,000

Est. Mortgage: $/month

MLS Number 170076428

  • Single Family
  • Property Style Raised Ranch
  • Bedrooms 3
  • Bathroom 2
  • Acreage 3.4

Move right in! Homeowners have taken loving care of this home located at the foothills of Litchfield county! Relax in front of the fire in the open concept great room/ dining room with soaring ceilings with a wrap around deck that overlooks 3 private acres with a babbling brook. The kitchen has an oversized breakfast bar which opens up to the eating area and sliders that access your outdoor living space. The home has 3 bedrooms, including a large master ensuite with a beautiful full bath. Both of the full bathrooms have been tastefully remodeled. In the lower level is a light filled bonus room that could be used as a recreation room or multi purpose room. New generator hook up, new well pump & cold water pressure tank. Basement is plumbed for an additional bathroom. Make this your year round home or weekend retreat just 90 min from NYC! Woodbury is renowned for it's boutique shopping, hiking trails, antiquing & fantastic local restaurants. Nearby is Quassy amusement park & Woodbury Ski area.

Listing Courtesy of Coldwell Banker Residential Brokerage

{$office->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: 4.57% last updated on Jun 21, 2018
* 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.