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.

73 Hurds Hill, Woodbury, CT 06798

Price$449,000

Est. Mortgage: $/month

Open House

MLS Number 170037944

  • Single Family
  • Next Open House: Sun 17th 2:00 pm - 4:00 pm
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3

Two beautiful level acres with sunrise and sunset views holds this well built 2 story colonial with many upgrades including a two story great room with walls of windows and built in bookcases. It opens into the family room and also right onto the deck and adjacent porch and patio. The hardwood floors have been redone as well as the master bathroom and you just need to move right in!! There is a large art studio separate from the main part of the home to use as an office or playroom. Enjoy the outdoor hot tub while you overlook the gardens and beautiful plantings. The lower level is carpeted and also would be a fine playroom, workshop or exercise rooms. Enjoy the historic town of Woodbury with many award winning restaurants, library, art galleries, open spaces and hiking trails. Nearby are tennis courts, private and public swim and golf clubs, private schools, shopping and 1/2hr to trains. By car is only 1 1/2 to NYC for theater and art galleries. Only 5 minutes to I-84- this home is easy to view and you will love it!!

Listing Courtesy of Joyce S Drakeley Real Estate

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

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Nov 2, 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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368 Quassapaug, Woodbury, CT 06798

Price$255,000

Est. Mortgage: $/month

MLS Number 170037721

  • Single Family
  • Property Style Ranch
  • Bedrooms 3
  • Bathroom 1
  • Acreage 0.41

There is no reason to leave home when you have all the comforts. Relax in your hot tub after a long day on a beautifully enclosed 30x12 porch overlooking the pool! Entertain friends on your deck or the slate patio with a custom made outdoor fireplace! Choose one of many lush sitting areas and enjoy nature. This ranch offers three bedrooms, one bath, exposed beams, central air, granite counters, stainless steel appliances, and a wood burning stove. The lower level is a beautiful 21x16 finished family room with a walk out to the backyard, hardwood floors, and wood stove with garage access. Come experience your quiet Woodbury one of a kind Retreat!

Listing Courtesy of Weichert REALTORS Briotti Group

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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 Nov 2, 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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60 Bear, Woodbury, CT 06798

Price$390,000

Est. Mortgage: $/month

MLS Number 170037708

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1.45

This 4+ Bedroom, 3.5 bath light filled Colonial in sought after cut-de-sac subdivision is like a diamond in the rough just waiting for someone to come and make it shine again. Some of the features include hardwood floors in the living room, dining room, family room, office, and all 4 bedrooms & 2 stair cases, 1 in the front and the other in the back of the house to the 2nd floor, and a 3 car garage. The amazing backyard is like a paradise lost just needing someone to reclaim it again. It features a composite deck, a fieldstone patio, a huge playscape, a custom treehouse, an in-ground pool and a spa plus all this sits a a level lot just waiting for its new owner to bring it back to life again. This home has freeze damage and some mold in the ceiling tiles in the basement. Property is being sold as is where is. Employees and family members residing with employees of JPMorgan Chase Bank, N.A, its affiliates or subsidiaries are strictly prohibited from directly or indirectly purchasing any property owned by JPMorgan Chase Bank, N.A.

Listing Courtesy of Berkshire Hathaway NE Prop.

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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 Nov 2, 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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6 Weekeepeemee, Woodbury, CT 06798

Price$289,900

Est. Mortgage: $/month

MLS Number 170037700

  • Single Family
  • Property Style Colonial
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.91

Come and see this restored vintage in a historic village of Woodbury! Located among other vintage homes in Hotchkissville, this home has all of the charm of its period! Wideboard flooring, exposed beams, and vaulted ceilings, as well as a private pool area and pool house with the possibility of many uses! With two fireplaces, including one in the master bedroom, this cozy vintage offers more storage than you would think! Great opportunity to live in a period home in historic Hotchkissville!

Listing Courtesy of Joyce S Drakeley 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 Nov 2, 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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25 Sage, Woodbury, CT 06798

Price$139,920

Est. Mortgage: $/month

MLS Number 170036030

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

Secluded home accessible by dirt road. Home is 4 beds 2 baths with over 2000 sqft. 2 car garage attached. Wonderful wooded lot is just under 2 acres. Sold as is to cash or rehab financed buyers

Listing Courtesy of Carrington Real Estate Services (CT) LLC

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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 Nov 2, 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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1665 Main, Woodbury, CT 06798

Price$214,900

Est. Mortgage: $/month

MLS Number 170035680

  • Single Family
  • Property Style Cape Cod
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.83

Bring Your Imagination and Your Contractor! A Little Effort Will Make This Diamond in the Rough Shine. Located on .83 Acres, This Home is Ready for Your Personal Touches. Property Sold As Is.

Listing Courtesy of North Atlantic Realty LLC

{$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 Nov 2, 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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31 Carmel Hill, Woodbury, CT 06798

Price$439,000

Est. Mortgage: $/month

MLS Number L10215505

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 4
  • Acreage 2.71

The highest standard of living! Combining the best of both worlds; spacious, grand size rooms that are modern, welcoming and comfortable. This residence is nestled on 3 tranquil acres with captivating distant views of a picturesque barn and meandering horses and cows, a past moment frozen in time. Abuts Flanders Nature Center, acres of nature sanctuary and trails. Custom built by the owners, gorgeous stone walls surround the circular driveway and level private yard. 10 superbly executed rooms including 4 oversized bedrooms and an enormous finished bonus room, this remarkable Colonial is pristinely maintained and manicured. Striking foyer, wide hallways, high ceilings, 2 fireplaces, stately dining room, royal living room/music conservatory, flowing main level space with large mud room, and spiral back staircase. Tons of storage and immaculate, full lower level with walk-out to yard. Master Suite with balcony, all amenities: central vac, security system, newer roof, newer mechanicals, newer windows and doors and a level deck to entertain over 100 people easily. A home you will want to share and fill with company, fantastic energy and love. Outstanding location for all commuting and close to town!

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 Nov 2, 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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79 Nettleton Hollow, Woodbury, CT 06798

MLS Number 170032536

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 4
  • Acreage 29.7

Recently renovated historic home in estate area close to Mayflower Grace, historic town of Washington and ninety minutes from Manhattan. Beautifully sited on over 29 acres off a quiet scenic road with charming gardens, mature trees, red clay tennis court and heated Gunite pool. The house is lovingly maintained with many period details throughout. The interior boasts spacious rooms with lovely views, exposed antique beams, large stone fireplace, marble kitchens and baths, and hardwood floors throughout. This quintessential New England country home is one-of-a-kind and move-in ready. Owners have created trails throughout the property.

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 Nov 2, 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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84 Cross Brook, Woodbury, CT 06798

Price$339,900

Est. Mortgage: $/month

MLS Number 170032558

  • Single Family
  • Property Style Ranch
  • Bedrooms 3
  • Bathroom 2
  • Acreage 2.99

This 1950s ranch has retro charm, with an updated open feel, all set in a quiet country location on a dead-end road. Nestled on three acres, this three-bedroom, two-bath house is a private oasis with a detached two-story studio and in ground pool, creating an ideal spot for families, weekenders, and those who would like to work from home. The house features a renovated kitchen with stainless steel appliances, an updated propane heating system, and wood/tile floors throughout. The property is ideally located between Woodbury, Roxbury, and Washington, and just minutes from I-84.

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 Nov 2, 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

156 Weekeepeemee, Woodbury, CT 06798

Price$745,000

Est. Mortgage: $/month

MLS Number 170017589

  • Single Family
  • Property Style Colonial, Chateau
  • Bedrooms 6
  • Bathroom 7
  • Acreage 2.66

This stunning Woodbury property delivers style, functionality, superior craftsmanship-remarkable and millwork in a timeless, treasured and tranquil environment. 6,000+ sf nestled in a bucolic setting of breathtaking English gardens surrounded by stone walls. Perched on a hill of woods with sweeping views, you can ever so lightly hear the brook's flow. Experience peaceful mornings in the expansive gourmet kitchen inc.4 DW, Subzeros, Wolf Industrial Stove, multiple sinks and spacious family room, music solarium, informal media room. Entertaining small or large is always stress-free, catering auxiliary kitchen, and a home flow that feels as is you are floating. The home also offers a gym and outdoor spa, art studio, grand foyer, slate floor mud room, home office and private stone patios. Perfect for any mood, relaxing, focusing on health and well being, or participating in all outdoor activities. Home has 4 fireplaces, a formal dining room, a large living room and cigar room. Hand selected details to include reclaimed barn doors, wide chestnut flooring and beams throughout. A home to share... filled with secret doorways and walls... 5 bedroom suites, glorious sunroom, and all modern amenities. Located close to all commuting, shopping, culture and lifestyle activities, this home epitomizes the finest of country living. 75 miles to NYC. Views and overwhelming passion is what this home and property are all about.

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 Nov 2, 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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59 Hillside, Woodbury, CT 06798

Price$2,495,000

Est. Mortgage: $/month

MLS Number 170032891

  • Single Family
  • Property Style European
  • Bedrooms 4
  • Bathroom 7
  • Acreage 3.49

Hillside Villa. Perched at one of Woodbury's highest elevations, this immaculate residence defines luxury living. Masterfully designed by Rick Moisan, the home was sited and built to take full advantage of the open and sweeping 180 degree views across the rolling Litchfield Hills. Offering over 9,000 square feet of interior living space, no expense was spared in the construction and finish. Interior details include 5 FPs, heated herringbone hardwood floors, tray ceilings with architectural lighting, and abundant French doors to balconies or to the pool terrace. Public rooms are accessed off the arched central foyer and include a formal DR, LR, den, FR, the kitchen and a breathtaking poolside sunroom. The kitchen couldn't be better equipped and offers full size SubZero refrigerator and freezer, Wolf gas cooktop and double oven, and a full butler pantry. Upstairs there are three spacious bedroom suites including a master wing with salon, bedroom with FP, a spa bathroom and dressing room complete with W/D. A guest studio with separate entrance and full bath spans the entire second level of the heated 3-car garage. The main floor also offers a guest apartment that has a full KIT, BA, BR, and two-story great room that opens onto the pool terrace. Outside features include the stone and stucco exterior, slate roof, the central terrace built around the gunite infinity pool, and two turreted loggias. More than simply a home for sale, this is a lifestyle upgrade that you deserve.

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 Nov 2, 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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32 Railtree Hill, Woodbury, CT 06798

Price$349,900

Est. Mortgage: $/month

Pending

MLS Number 170023245

  • Single Family
  • Property Style Cape Cod
  • Bedrooms 4
  • Bathroom 2
  • Acreage 2.6

Classic New England Cape home in perfect condition on gorgeous open & level lot bordered by trees to provide privacy from neighbors. The main floor offers a kitchen with dining area opening to a Living room with fireplace, hardwood floors throughout, master bedroom and office/4th bedroom. Upper level provides a third bedroom and multi-generational living space with private entrance and kitchenette. Set back just far enough from the road and only minutes from schools, town center, and parks this manageable home has been meticulously maintained by the current owners. Exterior amenities include ground level deck, screened porch overlooking expansive yard. crushed stone driveway and attached two car garage. A terrific house for those starting out or downsizing to something with single level living.

Listing Courtesy of Joyce S Drakeley 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 Nov 2, 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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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.