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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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

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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 1066 square ft. guesthouse with kitchen and living room is the perfect in-law apartment. Abutting guest house is a 480 square foot home-office with cathedral ceiling and separate heating and cooling. Total square footage (including unfinished basement) equals 7267 sqft. Located just minutes from I-84, this dream house is calling you home!

Listing Courtesy of Global Real Estate Network

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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: 3.82% last updated on Jun 13, 2019
* 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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283 Saw Pit Hill Woodbury CT 06798

Price$999,000

Est. Mortgage: $/month

MLS Number 170196322

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 6
  • Acreage 9.27

An Exceptional Private Retreat awaits on over nine beautiful acres. Extraordinary details throughout with functional living spaces and designed with every luxurious amenity imaginable. Gorgeous wrap around mahogany covered porch (with hot tub). Stunning two-story entry. A chef's kitchen offering the most discriminating buyer a large center isle, custom cherry cabinets, granite counters, handmade copper sink, Subzero, Viking stove, two dishwashers, convection oven & large dining area. Open concept seen and 9+ft ceilings throughout. Formal dining rm (w/custom cabinetry & limestone counters) living rm w/wet bar, gas fireplace & superb piano room. Brazilian cherry flooring. An abundant use of windows & French doors blend the interior & outdoor spaces. Private office, full bath & powder rm complete main level. Impressive master suite w/octagonal ceiling, Brazilian cherry floors, gas fireplace, walk-in closet (w/organizers) & elegant bath (claw foot tub, antique vanity & tiled shower with jets/body sprays). Three additional guest rms (two share a bath, one an en-suite), & media rm w/vaulted ceiling & entertainment center. The finished lower level (possible in-law space) offers a recreation area, full bath, game room, den & transitions easily to the exterior to enjoy the salt water sports pool w/water fall & deck jets, patio area & outdoor kitchen. Russound whole house audio system. Energy Star Rated Home. Look no further...this truly is a spectacular home set in an idyllic setting!

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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226 Scuppo Woodbury CT 06798

Price$995,000

Est. Mortgage: $/month

MLS Number 170199403

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 5
  • Acreage 3.96

This classic Georgian Colonial style home has been beautifully maintained and offers a private 3.96 acre setting. The charm is enhanced by the vintage NYC brick exterior. The ceiling height is generous, the rooms are spacious and comfortable, and the hardwood floors, some with in-laid details, establish the character. A two-story foyer leads to a den with gas fireplace, a sun room with abundant windows and a formal dining room with tray ceiling and gas fireplace. The chef's kitchen features a large center island with 6 burner gas cook top, granite counters, double ovens and a butler's pantry. There is a dining area with French doors to the patio and a family room with gas fireplace The house has 5 BR and 3 full and 2 half baths.The master suite has 2 walk in closets and a master bath with 2 vanities, an over-sized shower and a whirlpool tub.Two guest bedrooms share a Jack and Jill full bath with double sinks. The remaining bedrooms have access to a full bath and there is a large office area with built in desks. For those who appreciate a mudroom this one is functional with laundry room, half bath, back staircase, and access to the attached 3 car garage. The spacious back patio with built in gas grill is private and perfect for entertaining. On the opposite side of the quiet gravel road there are 248 acres of town owned land convenient for long walks with your dog. This gracious home has been beautifully maintained and offers a private setting in a convenient location.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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.