The Matthews Team

William Raveis Lifestyles Realty

Woodbury CT Real Estate


Woodbury ConnecticutNestled approximately 85 miles north of New York City, Woodbury is a quaint Connecticut town that has earned the moniker "Antique Capital" for its thriving antique scene. Moreover, it has recently emerged as a culinary hub and earned the nickname "Foodberry," thanks to several new and renovated restaurants.

Despite being one of Litchfield County's larger communities by population due to its proximity to Waterbury and Danbury, Woodbury has successfully preserved its classic New England charm. The town boasts picturesque landscapes, beautifully restored Colonial, Greek Revival, and Victorian homes, and an unassuming cultural appeal.

If you're looking for a town that offers a perfect blend of history, culture, and good food, Woodbury should be at the top of your list.

Curtis House in Woodbury

Properties in Woodbury

Contact the William Raveis Lifestyles Team at 860-868-0511 with any questions or to schedule a private tour.

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Search by Property Type: Luxury Homes | Homes with LandSingle Family HomesCondos | Land

26 Fox Run Woodbury CT 06798

Woodbury, CT26 Fox Run, Woodlake

Price$239,900

Est. Mortgage: $/month

Open House

MLS Number 170557746

  • Condo
  • Next Open House: Sun 03/26 11:00 am. to 1:00 pm.
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,851

Welcome to this beautiful Condo in Woodlake. When you open the front door you will be greeted by a spacious eat-in kitchen, a half bathroom on the first floor, and a large living room area. Head upstairs for the 2 bedrooms, an extra room which could be used as an office or bedroom, and 2 full bathrooms. This condo offers great features such as the spacious kitchen, beautiful natural light provided by a sliding door which walks out to a brand new deck, brand new HVAC systems, a 3 year old hot water heater, finished basement space, and a spacious primary bedroom connected to the primary bathroom. Open house Sunday 3/26 11am-1pm

Listed by Showcase Realty,Inc.

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$
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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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35 Clubhouse Drive Woodbury CT 06798

MLS Number 170556605

  • Condo
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 2,057

Fantastic two bedroom one level ranch style condo in beautiful Woodlake complex. Features include kitchen open to living room with granite counter top plus stainless steel appliances. Large living room that opens to dining area, vinyl plank floor leading to slider to front balcony with lake views. The fireplace in living room has been sealed shut for safety, but with permits you can install a wood-burning or pellet stove insert. The primary bedroom has vinyl floor, large closet space complete with attached bath with tiled floor and shower stall. The second bedroom is currently being used as a home gym, and it also has vinyl flooring and ample closet space. Half bath and laundry area with washer and dryer complete the living space. Central air, a rear courtyard with slider to the kitchen, two assigned parking spaces. The quarterly district tax is $898.07 and includes water and sewer. Close to Main Street Woodbury with their many restaurants and shopping options and just minutes to I-84.

Listed by BHGRE Bannon & Hebert

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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7 Strong Field Road Woodbury CT 06798

Woodbury, CT7 Strong Field Road

Price$179,900

Est. Mortgage: $/month

MLS Number 170557889

  • Land
  • Acreage 0.93
  • Zoning Residential

One of the last in-town subdivisions available in Woodbury! A short walk to Main Street, Town Parks, New Morning Store, and Schools. Open meadow lot, gas available, and simple site costs. Fifth lot on the right, on the cul-de-sac!

Listed by Drakeley Real Estate,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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225 Orchard Avenue Woodbury CT 06798

MLS Number 170557674

  • Land
  • Acreage 2.73
  • Zoning OS100

Welcome to Fawn Meadow Estates! This 2.73 ACRE lot, #23, is the last lot for sale in this phase. It is cleared and has a designed 4 bedroom septic plan. It is part of the Fawn Meadow subdivision, which offers a convenient commuter location within a lightly wooded neighborhood bordered by flowering meadows and open space. Bring your own plans and builder or have your new custom home built by Trofa Construction; a reputable builder with impeccable attention to custom details, who has been building high end homes in Fairfield and Litchfield counties for the last 38 years. There are no deed restrictions however Trofa Enterprises is to have final approval of home design. Less that 1 hour from Brewster Station and 95 miles to NYC. (Fawn Meadow is not recognizable with GPS, type in 166 Orchard Ave, Woodbury - the main subdivision entrance is directly across the street and access to this lot is just beyond the main subdivision entrance on the left. Follow the Drakeley Real Estate sign. It is the last lot past the new construction).

Listed by Drakeley Real Estate,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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 Woodbury Hill Woodbury CT 06798
Pending Continue to Show

MLS Number 170555535

  • Condo
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,796

Beautifully remodeled townhouse in sought after Woodbury Hill! Spacious combination living/dining room features laminate flooring installed in 2020, large windows allowing for a significant amount of natural light and impressive floor to ceiling brick fireplace with newly installed gas insert. Light and bright kitchen also updated in 2020 features granite countertops, sparkling white cabinets, stainless steel appliances and a slider door leading to a cozy private deck area. Generously sized primary bedroom includes a stunning ensuite with new tile flooring, walk-in tiled shower and modern vanity. A large additional bedroom, loft area and completely updated full bath with tub complete the upper level. Partially finished lower level features laminate flooring, updated electrical, recessed lighting and offers a sizable amount of additional living space. Large two bay attached garage. New heat pump in 2022. New windows and slider in 2019. Woodbury Hill HOA includes snow removal, trash pickup, ground maintenance, tennis courts and a pool. Located just minutes from downtown, shopping and dining. Make this your new place to call home!

Listed by Drakeley Real Estate,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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87 Coach Light Drive Woodbury CT 06798

MLS Number 170555643

  • Single Family
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 4,904
  • Acreage 4.63

Come home to the privacy of this exquisitely detailed country home on 4.63 acres in pristine move in condition with an in-ground pool and pool house completing the amenity package. The home features 10 rooms, 4 bedrooms, 4 full and 2 half baths. The Main Floor offers a state-of-the-art kitchen with dining area, walk-in pantry, stainless appliances, double oven, refrigerator, dishwasher gas cooktop stove, granite counters and 8-foot center island. The kitchen opens to a large family room with fireplace, detailed built-ins, sunroom with mahogany flooring, with direct access to a mahogany deck, pool, pool patio and pool house. Formal dining room, living room and laundry room are also featured. The upper level offers the primary bedroom suite with fireplace, luxurious full bath, whirlpool tub, walk-in shower and two walk-in closets with dressing area. Two-bedroom suites each with full bathroom accommodation. French doors lead to a large sitting room designed for relaxation and comfort accessible from each bedroom suite. An additional bedroom with access to a full hall bath is also available, all can be directly accessed by private entrance.

Listed by Coldwell Banker Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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11 Boxwood Court Woodbury CT 06798

Woodbury, CT11 Boxwood Court

Price$285,500

Est. Mortgage: $/month

Active With Contract

MLS Number 170555100

  • Condo
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,368

Welcome to Woodlake! Move right in and enjoy having plenty of room to spread out in this freshly-painted 3-bedroom/2.5-bath townhouse. Other updates include new flooring, newer kitchen appliances, and recently-replaced attic and basement insulation. Fantastic layout allows for easy main-floor living, but when you need more room, there are 2 spacious bedrooms and a full bath upstairs, and a HUGE rec room downstairs with a walkout to a lovely patio and garden area. If you need storage space, there's no shortage in the many great closets, an easy-to-access attic, and two big unfinished rooms in the basement. One of those unfinished rooms could also easily be finished to use as an office, den, exercise room, etc. Woodlake is a beautiful spot and has its own walking trails. If you don't feel like walking, grab a canoe and paddle around on the pond. The Town of Woodbury is a gem, with wonderful restaurants, CSA's, antique stores, and historical sites, as well as the Flanders Nature Preserve, New Morning Market, and Earth Tones Native Plant Nursery. You'll feel like you're in the country, but it's only a short drive to I-84. You've found your new home!

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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37 Plumb Brook Road Woodbury CT 06798
Pending Continue to Show

MLS Number 170554420

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,502
  • Acreage 3.78

This stately four bedroom, two-and one-half bath Colonial is located adjacent to the Flanders Nature Center and offers stunning natural surroundings and privacy galore. Situated on 3.78 park-like acres, this property is beautifully landscaped featuring a gorgeous rock wall and surrounded by mature trees. Enter through the open foyer, and the traditional colonial floor plan offers a home office for hybrid work-from-home options and a large formal dining room. The open kitchen allows for an eat-in area with plenty of space for a table and a cutout to the enormous great room so as to not miss out on family gatherings while preparing a feast. The four-season sunroom adjacent to the kitchen features vaulted and beamed ceilings with ample natural light and doors on either side leading to two large outdoor multitiered decks. The expansive great room features vaulted and beamed ceilings, a stately brick fireplace and French doors leading to one of the two decks. The main level continues with a half bathroom, laundry area and a bedroom that could double as additional home office space depending on your needs. Upstairs, the master bedroom features a private sitting area, ample closet space and a private shower/water closet. Two additional spacious bedrooms complete the upstairs along with an additional full bathroom with double sinks. This home sale is subject to probate approval.

Listed by Scalzo Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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16 Tamarack Lane Woodbury CT 06798
Active With Contract

MLS Number 170554211

  • Condo
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,895

Magnificent Townhouse! The entire townhouse has been completely remodeled with a finished basement. When you walk in, the beautiful kitchen is to your right with plenty of counter space to enjoy your kitchen. Granite countertops with new flooring and new appliances finish the kitchen. As you walk further into the condo, you walk into the living dining room combo with a large sliding glass door to a large deck with magnificent views. Remodeled half bath with granite countertop is also on the main level. Upstairs are 2 bedrooms and 2 full bathrooms, both of which have been remodeled. The washer and dryer are also upstairs. Walk downstairs to the lower finished level which has a fireplace, sliders and a deck. From the deck, you can walk into the woods and go hiking. There is also another room downstairs that can be used as an office. Woodlake offers so many amenities such as tennis courts, basketball court and a large pond where you can go fishing, canoeing and skating. There's hiking trails throughout the area, childrens' playscapes and a picnic area.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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49 Owl Ridge Road Woodbury CT 06798

MLS Number 170552260

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 8,000
  • Acreage 2.8

Built of the finest materials by Eric Strachan Builders this Georgian Colonial sits atop the estate section of Owl Ridge with stunning 20-mile views. Upon entry the double height foyer is flanked by the formal living and dining rooms. The grand chef's kitchen in the heart of the home features granite counters, abundant cabinets, Wolf range and wall ovens, Subzero refrigerator with two add'l refrigerated drawers housed in the island. A wall of windows and corner wall mounted gas fireplace frame the eat-in-kitchen area. Off the kitchen is the family room accented with a coffered ceiling and gas log fireplace. A set of dbl doors off the foyer lead you to the main floor primary suite with marble surround gas fireplace, a tray ceiling overhead and ensuite bathroom with separate water closet, shower and hydro tub. Natural light accents the custom cabinetry that lines the large L shaped walk-in closet. The large office and den combo, laundry and full bath finish out the main floor. Upstairs houses three large bedrooms, one ensuite the others share a jack-n-jill bathroom. The large bonus room over the garage with roughed-in bath is perfect for an au pair quarters or additional play room. The lower level features a great room centered by a gas fireplace, game room, wine cellar, full bath and possible sauna location. Close to hiking trails and mins from the shops and restaurants of Woodbury, a 90± drive from NYC.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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11 Cat Swamp Road Woodbury CT 06798
Active With Contract

MLS Number 170552604

  • Single Family
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,361
  • Acreage 2.22

Stylish contemporary home requiring updates and TLC. Pretty lot tucked away on one of Woodbury's most desirable streets. Great house for full time or weekender retreat. Subject to probate. Cable is accessible from street.

Listed by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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Tuttle Road Woodbury CT 06798

MLS Number 170552025

  • Land
  • Acreage 1.45
  • Zoning OS100

Great opportunity to purchase land in Woodbury and build your dream home. 1.45 Acres available in area of fine homes. Land located between house 97 and 111 Tuttle Rd. Do not park or go into driveway of neighboring properties. Large survey map available in office.

Listed by Stone Crest Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

The data relating to real estate for sale on this website appears in part through the SmartMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SmartMLS through a licensing agreement. Listing information is from various brokers who participate in the SmartMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2023 SmartMLS, Inc.