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.

162 Middle Road, Woodbury, CT 06798

Price$1,990,000

Est. Mortgage: $/month

MLS Number L10234253

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 83.38

High above Woodbury's town center in Litchfield County is this beautiful custom home located on 82 acres. A current feasibility study shows a possible 20 lot subdivision or gifting opportunity with frontage and access from two roads. Caretaker apartment and meticulous three story barn. This energy efficient and well maintained property offers privacy and views. One of a kind opportunity!! Also, listed under land MLS#L10234828

Listing Courtesy of William Pitt Sotheby's Int'l Realty

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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 Jul 27, 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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97 Owl Ridge, Woodbury, CT 06798

Price$1,490,000

Est. Mortgage: $/month

MLS Number W10234176

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 4
  • Acreage 3.5

New exciting model home to be built at The Owl Ridge Estates.One of the most beautiful subdivisions in Litchfield county,Woodbury Ct. Don't miss this opportunity ,only 2 lots left.This is exquisite energy eficient new construction with high end finishes ,State of art first floor master bedroom suite with luxurious bath,gourmet kitchen open floor plan ,this is a perfect blend of modern and traditional architecture and style. designed more modern life style Another quality Home Built By Corbo.

Listing Courtesy of William Raveis 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 Jul 27, 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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920 Main, Woodbury, CT 06798

Price$1,849,000

Est. Mortgage: $/month

MLS Number L10229193

  • Single Family
  • Property Style Antique,Colonial
  • Bedrooms 5
  • Bathroom 6
  • Acreage 8.36

Magnificent...Widely Publicized and Nationally recognized, Gorgeous Antique Estate with Riverfront, Complete with Guest House, in ground pool, 6 stately barns and silo. gorgeous perennial gardens, outdoor kitchen with stone pizza oven, stone and brick terraces, screened porch, rolling pasture,.. 2 land parcels. Think Country Inn, Wedding venue, Horse farm, antique business,.. many possibilities, all subject to town approvals, Encompasses all the richness of the Litchfield County area. Enjoy area lakes, Golf, Antiquing on Ct Antique Trail, skiing and amazing Parks, vineyard, 5 Bedroom, 4 full and 2 half in main house, 4 fireplaces, stone patio. Located in the heart of the County -- yet minutes from Rte. 84 and only a short drive from NYC... See Additional Land available see MLS L10072456

Listing Courtesy of William Pitt Sotheby's Int'l Realty

{$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 Jul 27, 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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920 Main, Woodbury, CT 06798

Price$2,195,000

Est. Mortgage: $/month

MLS Number L10229171

  • Single Family
  • Property Style Antique,Colonial
  • Bedrooms 5
  • Bathroom 6
  • Acreage 18.36

Magnificent...Widely Publicized and Nationally recognized, Gorgeous Antique Estate with Riverfront, Complete with Guest House, in ground pool, 6 stately barns and silo. gorgeous perennial gardens, outdoor kitchen with stone pizza oven, stone and brick terraces, screened porch, rolling pasture,.. 2 land parcels. Think farm to table, Country Inn, Wedding venue, Horse farm, antique business,.. many possibilities, all subject to town approvals, Encompasses all the richness of the Litchfield County area. Enjoy area lakes, Golf, Antiquing on Ct Antique Trail, skiing and amazing Parks, vineyard, 5 Bedroom, 4 full and 2 half in main house, 4 fireplaces, stone patio. Located in the heart of the County -- yet minutes from Rte. 84 and only a short drive from NYC...

Listing Courtesy of William Pitt Sotheby's Int'l Realty

{$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 Jul 27, 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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36 East Hill, Woodbury, CT 06798

Price$1,395,000

Est. Mortgage: $/month

MLS Number L10220555

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 7
  • Acreage 7.19

Absolutely Spectacular Mosian designed home with many recent upgrades. 5 bedrooms, 6.5 baths, 5 fireplaces. Open floor plan boasts a light sunny kitchen with sitting and breakfast nooks which opens to living room, family room and formal dining room. Main floor master with gorgeous bathroom and dressing area. Chic sunroom with chessboard floor walks out to boxwood garden. Wide board floors throughout, wood shingle roof, fantastic moldings and built ins. Lower level cabana room that walks out to pool area with changing rooms, kitchen and full bath. Whole house generator. Gated entry with peastone parking area, low maintenance gardens and large lawn. 2 minutes to organic market, 15 minutes to Washington Depot.

Listing Courtesy of William Raveis 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 Jul 27, 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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556 Flanders, Woodbury, CT 06798

Price$1,695,000

Est. Mortgage: $/month

MLS Number W10208924

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 4
  • Acreage 20

GEOTHERMAL five bedroom custom-built colonial bordered by 200 acres of Flanders Nature Center land trust and only 90 minutes from NYC. Built with state of the art quality components, superior materials and craftsmanship, this house features a maintenance-free exterior, all oak hardwood flooring (3, 5, 7 inch pattern) and tile throughout, wood moldings, trim and panels, french doors and Smarthome technology The gourmet kitchen features antiqued granite counters, marble backsplash, and professional Sub Zero and Wolf appliances. Kitchen and eating area are open to the family room with fireplace and wall of glass doors leading to a wrap-around porch making it ideal for entertaining. Master bedroom is enhanced by a gas fireplace, master bath features crema marfil marble. The highly efficient geothermal heating and cooling system is secured with 4 inches of foam plus fiberglass insulation throughout the home for maximum performance. Please call your agent to provide a more complete and detailed features list of all this custom home has to offer.

Listing Courtesy of William Raveis 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 Jul 27, 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

40 Peter, Woodbury, CT 06798

Price$1,595,000

Est. Mortgage: $/month

MLS Number W10198589

  • Single Family
  • Property Style Ranch
  • Bedrooms 5
  • Bathroom 7
  • Acreage 5.36

A one of a kind not to be missed California country estate! Located in the Woodbury hills, this is the perfect full time or weekend residence. Privacy, elegance and functionality abound in this entertainers paradise. Relax and unwind on 5 acres of tranquil lush gardens, stone outcroppings and terraces. The magnificent interior is enhanced by a remarkable high end kitchen complete with Wolf dual-fuel oven range, built-in KitchenAid dishwasher, hidden appliance garage, Sub zero fridge, granite counters and breakfast area with oversized picture windows which allow for great light and views from every room. Special features include a home security system, sound system, LED landscape lighting, lighted tennis court, inground pool, 1 bedroom studio, a spacious In- Law/guest apartment, a fountained pond and so much more. West Coast lifestyle only 90 minutes from NYC.

Listing Courtesy of William Raveis 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 Jul 27, 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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505 Upper Grassy Hill, Woodbury, CT 06798

Price$1,749,000

Est. Mortgage: $/month

MLS Number L10194813

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

Views. Set on one of the beautiful back roads in Woodbury on the Roxbury Border, this elegant stone 1940's Colonial, complete with guest house, party barn, pool and tennis court offers all the amenities of a great estate. Manicured grounds and stone terraces - Guest house with kitchen, living room and one bedroom. Additional building with large space for office/ gym or party barn with half bath, two bay garage.

Listing Courtesy of William Pitt Sotheby's Int'l Realty

{$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 Jul 27, 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

97 Owl Ridge, Woodbury, CT 06798

Price$1,490,000

Est. Mortgage: $/month

MLS Number W10190540

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Acreage 3.66
  • Square Feet 4300

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.

Listing Courtesy of William Raveis 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 Jul 27, 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

138 Scuppo, Woodbury, CT 06798

Price$895,000

Est. Mortgage: $/month

MLS Number W10190341

  • Single Family
  • Property Style Cape Cod
  • Bedrooms 4
  • Bathroom 2
  • Acreage 24.57

24+ Acres, 4 BR Custom home, parking for 8 Vehicles comfortably! Det 38x38 metal garage w 3 overhead doors, 2-10x12, one 10x14 (Bring the RV) + heated office, bath & loft. Home & garage built to withstand any weather cond, self sustaining w full auto generators for both, cisterns for water, land to garden- farm and hunt! Professionally landscaped w fruit trees and berry patches. Amazing chicken coop w their own play yard!!! 2 add'l out buildings. Secluded, yet on the cusp of 3 towns. 2-3 miles of cut trails traverse the property, perfectly level tamped 120 x 90 area, potential for tennis, basketball court or riding ring. Additional open paddock area. Brook & 2 small ponds. Inground heated pool 40x20. Covered porches scan the back of the home. Home is essentially a ranch w only one br/office/craft rm w built ins & a sitting loft on the 2nd floor. Open the door to unfinished attic that could almost double the size of the house. Home was built w the future in mind, 1st floor master w 3 walk in closets, Jetted tub & tile shower, 2 add'l first floor BR's - one w ext entrance & adjacent full bath. 36" door ways. Live in help? au pair? or home business? Great room feel to KIT/DR/LR w vaulted ceiling, window seat and 10x10 hot tub room for 5! Surround sound, central vac. Basement is walk out w double doors, wine room and wood stove. If 24+ acres isn't enough, explore the 250 acre Reservoir property recently acquired by the town just at the end of the driveway.

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 Jul 27, 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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17 Gate Post, Woodbury, CT 06798

Price$1,695,000

Est. Mortgage: $/month

MLS Number L10141824

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Acreage 10.23
  • Square Feet 6500

Stately Georgian Manor. Custom built by current owners. Pillared long alarmed driveway. Approach leads to circular drive front entrance. Stucco exterior. Large stone terrace overlooking lush landscaping contributes to the park-like setting.Meticulously maintained. Hip Roof, 23 ft. ceiling in dining and living room including a bank of 23 ft floor to ceiling rue palladium windows which grace the interior of the home allowing exceptional natural light. French doors, State of the art alarm system including 4 security cameras. Large stone terrace overlooking lush landscaping contributes to the park-like setting. Electro Static Air Filter provides a dust free environment. Full house water filtration system. Kitchen includes a double oven and built in "Crumb Vacuum" allowing for easy cleanup. All rooms are generous scale.Elegant details and woodwork are all hallmark throughout the gracious interior. Interior upper balcony also with true palladium window overlooking central living room and dining area lends to the open feel of the home. In ground propane tank...Above ground oil tank..Perfect house for entertaining. Rarely available exceptional glamour. Truly a pleasure to show and a MUST SEE!

Listing Courtesy of William Pitt Sotheby's Int'l Realty

{$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 Jul 27, 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

132 Stone Pit, Woodbury, CT 06798

Price$849,000

Est. Mortgage: $/month

MLS Number L10125029

  • Single Family
  • Property Style Ranch
  • Bedrooms 4
  • Bathroom 3
  • Acreage 5

Very private custom designed Ranch. Elegant open floorpan w/very large rooms and soaring ceilings. Bamboo flooring, gourmet kitchen, gas fireplace, high ceilings, and full unfinished basement. Huge master BR has bamboo floors, a luxurious bath, sitting room, and an exercise room. There is a central vacuum system even in the garage to clean your cars. Music/intercom system with a hookup for your I-pod, MP3 player, or laptop. Vaulted ceilings range from 10' to 25' in the family room and kitchen. 4 zone hydro-air with electrostatic filters, all systems are of the highest quality. The office on the main level can be a 4th bedroom. Private yet convenient to town. Must see to appreciate!!

Listing Courtesy of William Pitt Sotheby's Int'l Realty

{$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 Jul 27, 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

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.