Woodbury CT Luxury Homes for Sale

Find the latest luxury 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.

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100 Cat Swamp, Woodbury, CT 06798

Price$849,000

Est. Mortgage: $/month

MLS Number 170140365

  • Single Family
  • Property Style Cape Cod
  • Bedrooms 3
  • Bathroom 3
  • Acreage 4.62

Moison Designed Estate, combining the elegance of the past with all the conveniences of new! Located on over 4.5 stunning acres, this New "Old" home is sited to maximize views of the property, including the graceful pond and charming two story horse barn. Set privately on one of the most treasured streets in Woodbury, this Cape offers an open floor plan with four fireplaces, wide board pine floors and generous public spaces. A true escape, this gracious home is surrounded by gorgeous grounds including stone walls, patios, boxwood gardens and features a screened porch. Just minutes from Main Street in Woodbury, this home truly has it all!

Listing Courtesy of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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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97 Owl Ridge, Woodbury, CT 06798

Price$899,900

Est. Mortgage: $/month

MLS Number 170141819

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

Once in a lifetime opportunity to build your dream house on this beautiful private lot, this home is part of the Owl Ridge Estates surrounded by 100 acres of protected nature preserve if you have been searching for luxurious residence nestled in quaint New England setting this is it.Fall in love with this unique community.Great school system,low taxes,80 minutes from NYC 40 minutes from New Haven This is just incredible price for a high end new construction in this premium location, call for survey map and brochures,only 1 lot left!!!

Listing Courtesy of William Raveis Real Estate

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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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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Woodbury, CT 06798

Price$1,200,000

Est. Mortgage: $/month

MLS Number 170110604

  • Single Family
  • Property Style Colonial
  • Bedrooms 3
  • Bathroom 3
  • Acreage 9.18

Set back on 9+ acres, this property offers privacy in a choice location. As visitors ease down its circular stone drive the New England Colonial charm of this exceptional estate welcomes them. Upon entering the formal foyer the homes texture and character are made obvious by the wooden wall cladding, a detail that is carried throughout much of the home. The space on the main level is arranged in such a way that there is a sense of ease in movement. Wide, open doorways carry you from one room to the next, while the warmth of the wood paneling creates a sense of intimacy in each individual space. The formal living room and kitchen are open to the homes expansive four-season porch, overlooking the breathtaking views of the Litchfield hills. A large open dining/living area with built-in custom cabinetry abuts the L -shaped kitchen workspace. Adjoining is a formal library/office that extends into the illuminated den. On the upper floor there are two bedrooms and two bathrooms. The current (original) owners personalized this living level by converting the third bedroom into an opulent bath & dressing room. Luxurious living extends to the exterior of the home as well, where both sport and relaxation can be found in the homes gunite pool and tennis court. With mature plantings throughout and expansive views the properties landscape rings true to the title of country estate.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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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97 Owl Ridge, Woodbury, CT 06798

Price$1,490,000

Est. Mortgage: $/month

MLS Number 170111461

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Acreage 3.66
  • Square Feet 4,000

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.Only 1h and 15 min. from Manhattan.This is the last building lot with magnificent views.You must come and see this most charming corner of Woodbury CT!

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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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32 & 40 Peter, Woodbury, CT 06798

Price$975,000

Est. Mortgage: $/month

MLS Number 170088765

  • Single Family
  • Property Style Ranch
  • Bedrooms 3
  • Bathroom 4
  • Acreage 5.36

Tennis anyone? This wonderful home offers single level living with an open floor plan and is located on a quiet road between historic Woodbury and Washington, CT, this offering includes a 3-bed/2.2-bath primary residence w 2-car garage, gunite pool w 1-bed poolhouse, tennis court, and 1-bed guest house w its own address. The 3,400 sq/ft home includes a formal dining room, formal living room with 1 of 5 fireplaces. Large-scale kitchen boasts a walk-in pantry, Sub Zero & Wolf appliances, eat-in dining area, family room with brick fireplace, walk-out to stone terrace & built-in grill area. 3 generous sized bedrooms include a peaceful master with 3rd fireplace & walk-out, en suite bathroom with marble flooring, glass shower, & dressing room. Other interior highlights incl a warm, walnut-paneled library with 4th fireplace, laundry room, & full basement with fireplace. Outdoors you'll enjoy Woodbury summers in the beautiful bluestone-wrapped Gunite pool-the focal point of the 5+-acre lot w lighted tennis court, stone terrace, perennial gardens and specimen plantings, & room for many outdoor activities. Completing the main property is a pool house with 1-bed/1-bath, sitting area w 2 add'l garage spaces. The 1-bed/1.1-bath guest house includes full kitchen, living/dining room with fireplace, 2 walk-in closets & garage. Total privacy in the very heart of Woodbury Ct. Near town, shopping, skiing, golf and organic farm stands-90 mins from NYC.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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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505 Upper Grassy Hill, Woodbury, CT 06798

Price$1,485,000

Est. Mortgage: $/month

MLS Number 170056391

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

Award-winning sunsets and serene living await you on this spacious estate known as Cardinal Hill. Graced with a beautiful heated in ground swimming pool, tennis court, and barn, this 1940's Colonial was solidly built in this lovely section of Litchfield County. Discover all the wonderful shops in this antique district and come home to relax on a warm sunny day as you take in the extraordinary views for miles, available because the property is located in one of the highest elevations in Woodbury. Enjoy outstanding entertainment opportunities on picturesque grounds lined with stonewalls and stone terraces. Extra building on property houses a two-bay garage with attic and large gym with half bath. Additionally, the one-bedroom guesthouse with kitchen and living room is the perfect in-law apartment. Abutting guest house is a 500 square foot home office with cathedral ceiling and separate heating and cooling. Located just minutes from I-84, this dream house is calling you home!

Listing Courtesy of Global Real Estate Network

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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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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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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.