Woodbury CT Real Estate

Located approximately 85 miles north of New York City and referred to as Connecticut’s “Antique Capital” is Woodbury. Woodbury Woodbury Connecticut has become a very popular spot for food, giving it the nickname “Foodberry”, as many great restaurants have recently opened or renovated their spaces. 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 classic New England charm, with gorgeous sweeping landscapes, well restored Colonial, Greek Revival, and Victorian homes and simple cultural appeal.Curtis House in Woodbury

Properties in Woodbury

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

40 Peter Woodbury CT 06798

Woodbury, CT40 Peter Road

Price$1,150,000

Est. Mortgage: $/month

MLS Number 170344614

  • Single Family
  • Property Style Contemporary, Ranch
  • Bedrooms 3
  • Bathroom 4
  • Acreage 2.86

Welcome to Stone Hill: A new place to rest and convalesce in a environment with natural ventilation and sunlight exposure with views of the outdoors providing respite from relentless work and learning. This gorgeous country estate is nestled among luxurious grounds and fabulous stone outcroppings. Picture perfect inside and out, this home meets all your expectations. A fabulous retreat home, this is your place to unwind and kick back from a hectic world for weekends or a super second home away from home. The spectacular interior includes a large 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. Meticulously maintained and move in ready featuring 5 fireplaces, walnut library, home security system, LED landscape lighting, stone outcroppings, lighted hard surface tennis court, in-ground pool, one bedroom guest house, lovely gardens and much more. A freshly painted exterior and a new 50 year roof adds to the appeal of this property. Fueling mind, body and soul, this is a perfect getaway home. Easy commuter location - only 90 mins from NYC.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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167 Sprain Brook Woodbury CT 06798

Woodbury, CT167 Sprain Brook Road

Price$1,095,000

Est. Mortgage: $/month

MLS Number 170361405

  • Single Family
  • Property Style Contemporary
  • Bedrooms 3
  • Bathroom 3
  • Acreage 10

Stunning contemporary home in private setting with long circular driveway. Main floor features open kitchen to family room, living room/library, formal dining room, foyer, office and master bedroom that walks out to deck with chic cedar Hot Tub. Lower Level features 2 guest rooms, game room/gym, and plenty of finished storage space. 2nd floor has small second office nook and attic space.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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 Carmel Hill Woodbury CT 06798

MLS Number 170344829

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 7
  • Acreage 2.38

This amazing home is 6020 square foot light and bright 5 bedroom colonial situated on a beautiful level landscaped 2.38 acre lot. This lovely home consists of the main house and a spacious in law home. The main house features sunken family room with hardwood floors and stone fireplace, large eat in kitchen, formal dining, transom windows, very open floor plan, first floor office, formal living room, 2 kitchens and 4 bedrooms hard wood floors throughout. The In law was built in 2004 and includes additional kitchen family room with gas fireplace, large bedroom opens to a beautiful sitting area with second gas fireplace. The in law boasts dual balconies and a separate private grill and patio area.

Listing Courtesy of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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190 Orchard Woodbury CT 06798

MLS Number 170317446

  • Single Family
  • Property Style Chateau, Tudor
  • Bedrooms 3
  • Bathroom 3
  • Acreage 2.33

This is a very unique and special house designed by a well known architect. Throughout this home you will find nothing short of breathtaking elegance and expert, exceptional craftsmanship. This chateau boasts an inviting floor plan that gives an ode to classic style, but is truly built for a modern lifestyle. Not a single detail in this home was spared, and each room is like it's very own suite for you to be able to retreat to. Grab your coffee and breathe in the fresh country air as you wake up every morning in your very private oasis surrounded by unparalleled natural beauty. You will find yourself surrounded by mature trees, a pristinely manicured garden, and the smell of freshly budding flowers. You are under the impression of complete seclusion yet surrounded by everything you need! Without a doubt, you will fall in love with this fabulous home and it's unbeatable location. Come and enjoy the country lifestyle away from the City in lovely Woodbury Connecticut, a town that is quaint, beautiful, and teeming with old world charm. Protected by privacy but only ten minutes away from grocery stores and all the exciting places downtown Woodbury has to offer such as antique shops, fabulous restaurants and grocery stores. Come experience what real living feels like in this immaculate home and schedule a showing today!

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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1204 Main Woodbury CT 06798

MLS Number 170362476

  • Single Family
  • Property Style Colonial
  • Bedrooms 8
  • Bathroom 9
  • Acreage 4.34

The Main House was built in 1827, an addition was added in the 1990's. The property is within "Woodbury Historic District No.2" Part of the history of Woodbury can be found out front on the stone wall facing the street - A Benjamin Franklin Mile Stone Marker. Previously was The Longwood Country Inn. Just recently it was The Olive Tree Restaurant - the dining room seats 50, in the Summer the patio can serve 40. The property is 4.34 acres which extends back to 240' of frontage on the Pomperaug River. This large Colonial has 8 Bedrooms - 6 have full bathrooms, 2 share a full bathroom, 6 Fireplaces and Hardwood Floors. A blue stone patio lies out back. Beautiful flowering shrubs and perennial flowers can be found around the property. Gorgeous sunsets year round! This property can be used for an Inn, a restaurant or a private home, or a gathering place for families and friends to spend Holidays or to just get together yet still have their own space!

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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270 Main Woodbury CT 06798

Woodbury, CT270 Main Street South

Price$647,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170156120

  • Single Family
  • Property Style Antique
  • Bedrooms 5
  • Bathroom 3
  • Acreage 1.09

The Noah Benedict House circa 1795 has been a community gathering place for centuries and continues today as an anchor to Woodbury's Antique District. Listed on the National Registry of Historic Homes this incredible antique home has been thoughtfully restored while maintaining and preserving its early architectural details. Wide plank hardwood flooring, 5 fireplaces, and extensive period moldings are intact and well preserved. This well configured property features a 3,310/sf. primary residence with large public rooms which can either serve as spacious residential quarters or as commercial spaces within the Main Street Design District. A large detached, remodeled and fully equipped guest house and additional garage and barn storage complete this amazing property. Endless opportunities for a combination of residential and commercial applications with additional rental income streams. This is a very special property steeped in local history and heritage.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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201 Orchard Woodbury CT 06798

MLS Number 170320088

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Acreage 2.58
  • Square Feet 2,900

Exceptional new construction, A Home by CORBO! Welcome to Fawn Meadow Estates, Lot #22. This 4 bedroom, 2 1/2 bath home includes a formal Dining Room, Kitchen with granite & stainless appliances, center island, pantry, sliders to deck and opens to a Great Room with vaulted ceilings & gas fireplace. Gleaming hardwood floors are throughout the 1st floor, 2nd floor hallway and Master Bedroom. The upper level offers a luxurious master suite with master bath, his & hers walk-in closets, three additional bedrooms and a second full bathroom. Corbo's winning combination of exceptional craftsmanship and new technology includes pre-wiring for Home Technology and Audio/Video Systems and Energy Efficient building techniques. Outside, the concrete front walkway, front porch, and architectural accents all reflect a home ideally designed for modern living. Fawn Meadow offers a convenient commuter location within a lightly wooded neighborhood bordered by flowering fields, with yearly views! Still, time to make changes and pick out your finishes. Please call for detailed home specifications and to set up a time and meet the builder!

Listing Courtesy of Drakeley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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Town Line Woodbury CT 06798

MLS Number 170314046

  • Land
  • Acreage 33.71

Beautiful open farmland at the end of Town Line Road off of Main Street North. Nestled in the Woodbury, Watertown, and Bethlehem corner this secluded parcel offers easy access to everything. Three town centers, many restaurants, private schools, golf courses, and minutes to route 8. Most of the property abuts 50 acres of open space owned by the Town of Woodbury ensuring complete privacy and easy access to the Nonnewaug falls. A terrific opportunity to live off the grid!

Listing Courtesy of Drakeley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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39 Curtiss Woodbury CT 06798

Woodbury, CT39 Curtiss Meadows

Price$574,900

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170347614

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 2.25

Location, Location the best of two worlds very private home with beautiful views and very close to Southbury town line and route 84 to make your commute very easy!!! Come enjoy the beautiful sunsets and fall foliage while sitting on this inviting front porch or sit in one of the 2 sunrooms during the snow storms and cold winter nights overlooking the stunning Woodbury countryside or enjoy your very private extra large deck. This 4 bedroom custom built colonial with open floor plan featuring large eat-in kitchen 24x13 with granite counters, stainless steel appliances, breakfast bar, eat in area with hardwood floors this cooks kitchen opens to a wonderful 24x24 great room with fireplace, built ins, moldings, beams, hardwood floors and dormers to allow this room to be an absolutely wonderful light and bright room, there is a formal dining room off the kitchen with french doors opening into formal living the main floor also adorns a library/office, sunroom with french door, hardwood floors throughout and half bath and 2 story amazing foyer. As you enter the upper level also with gleaming hardwood floors you will find a fabulous master bedroom suite with sunroom sitting area which overlooks the beautiful Woodbury hillsides, full bath, walk in closet, cathedral ceilings, the upper level also features 3 additional bedrooms and a full bath.. This home was custom built and is very special and a must see!

Listing Courtesy of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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393 Middle Road Woodbury CT 06798

MLS Number 170319065

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 4
  • Acreage 6.29

Beautiful vintage home on a stretch of Middle Road Turnpike surrounded by similar distinguished homes. A stately colonial with room for all and expansion possibilities with a potential building lot across the street. Offering all the amenities one can expect from a antique including gorgeous wideboard floors, four fireplaces, many built ins and all the character one can expect from an older home. The first floor provides a formal dining and living room, a kitchen opening to a large family room with huge walk in fireplace with bee hive oven, a main floor office and a cozy screened in porch. The upper floor accessed by either the front or back staircase offers the same hardwood floors, two full baths, two attics, and four good sized bedrooms. An awesome plot of level land that could be terrific horse property, farmland or just play area for all to enjoy. Many outside features including stone walls, a bluestone patio overlooking all the property, a two car garage with attached shed and a pond in the rear of the property. Many possibilities including a potential lot split and a separate .87 lot of record across the street.

Listing Courtesy of Drakeley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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 TourAsk A QuestionMore Details

29 Fawn Meadow Woodbury CT 06798

MLS Number 170321675

  • Single Family
  • Property Style Colonial
  • Bedrooms 3
  • Bathroom 3
  • Acreage 3.75

Welcome to Fawn Meadow Estates, Lot #2. Impressive NEW HOME to be 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 36 years! This 3 Bedroom / 2.5 bathroom Colonial with beautiful views includes an open-concept floor plan with a large kitchen and dining area looking into the great room with a grand fireplace; hardwood floors throughout the main level. The upper level offers a master suite with a luxurious bathroom including a double granite vanity, tile floor & shower and double closets. Two additional bedrooms and full bath with shared hallway access to the upper-level laundry room. The upper level also offers approximately 500 unfinished, square feet above the garage, that can be finished as a fourth bedroom, in-law suite, bonus room, etc. There is a 4 bedroom septic system. Fawn Meadow offers a convenient commuter location within a lightly wooded neighborhood bordered by flowering meadows, with yearly views! Still time to make changes and pick out your finishes. Call for detailed home specs and set up a time and meet the builder! Just 30 miles to Southeast Station, and less than 90 miles to NYC! Interior renderings and home drawings are not house specific and include some optional details. No deed restrictions. (Fawn Meadow is not recognizable with GPS, type in 166 Orchard Ave, Woodbury - subdivision entrance is directly across the street!)

Listing Courtesy of Drakeley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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

193 Orchard Woodbury CT 06798

MLS Number 170320117

  • Single Family
  • Property Style Cape Cod, Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 3.42

Exceptional new construction! A Home by CORBO. Welcome to Fawn Meadow Estates, Lot #21. This home includes a first floor, luxurious master suite with master bath & walk in closet, dining area and great room with vaulted ceiling & gas fireplace, a large kitchen with center island; 2-car garage. Gleaming hardwood floors throughout the 1st floor, with the exception of the Master Suite. The upper floor offers three bedrooms, an abundance of closet space, a full bath. Corbo's winning combination of exceptional craftsmanship and new technology includes pre-wiring for Home Technology and Audio/Video Systems and Energy Efficient techniques and materials. Outside, the concrete front walkway, front porch, and architectural accents all reflect a home ideally designed for modern living. Fawn Meadow offers a convenient commuter location within a lightly wooded neighborhood bordered by flowering meadows, with yearly views! Still, time to make changes and pick out your finishes. Please call for detailed home specifications and to set up a time and meet the builder!

Listing Courtesy of Drakeley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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

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.