The Matthews Team

William Raveis Lifestyles Realty

Woodbury CT Luxury Homes for Sale

Find the latest luxury homes for sale in Woodbury. 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. You may also be interested in viewing luxury real estate listings in Litchfield County.

Luxury Homes in Woodbury Connecticut

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25 & 39 Quanopaug Trail Woodbury CT 06798

Woodbury, CT25 & 39 Quanopaug Trail

Price$2,495,000

Est. Mortgage: $/month

MLS Number 170495307

  • Single Family
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 7,413
  • Acreage 8.94

This immaculate estate marries luxury with sustainability in a private oasis. Set atop nearly 9 acres of woods and open land, this meticulously renovated 6 bedroom 4.5 bathroom house is an absolute must see. The main floor features vaulted ceilings with exposed beams and an open floor plan that fills the rooms with natural light. The residence's many large windows provide gorgeous views of the expansive property, which includes a heated in-ground pool and a stone-lined swimming pond. A huge stone fireplace accents the living room while the loft area upstairs features gorgeous hardwood floors. The multi-purpose room above the garage has incredible 22-ft ceilings and a wall of windows to take in the scenery plus an indoor Trampoline! A newly refinished basement with two additional rooms is perfect for guests and boasts a fantastic Game Room.. Recent renovations include full house solar power, geothermal heating and cooling, two Tesla Power house batteries, and a totally revamped pool area, and outdoor trails. The energy efficient design of this home includes Greenblock Insulated Concrete Forms which provide protection from extreme weather conditions and are 70% more efficient to heat than a traditionally framed house! This is a sustainable dream home that is as eco-friendly as it is incredible. Set against a backdrop of the forests, rolling hills, and perfect sunsets, this is a house you'll immediately want to make your permanent home. Come take a look!

Listed by Dave Fairty of The Bella Group,LLC

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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63 Judson Avenue Woodbury CT 06798
Coming Soon

MLS Number 170526189

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,419
  • Acreage 7.9

Four Seasons: This Woodbury home is located on a quiet street off the town center. Beautiful vintage interior appointments including 6 working fireplaces, chestnut/oak floors and 8 foot ceilings are quintessential to this home that has evolved throughout time. Perfect for entertaining in all seasons, the interior has a circular flow while multiple doors open to the outdoor covered stone patios with a view of the expansive lawn, meadow, and flowered gardens. 3 bedrooms and, in a separate wing, Guest Bedroom, with full bath with its own beautiful living room with fireplace and separate entrance. Lots of closets and storage cabinets throughout the home. Beautiful updates. Ready to move in and enjoy every aspect of country living. The lower level with field stone walls has a pool table room, wine cellar and craft room. Complete privacy across from conservation land. The total 7.9 acres of land is comprised of 4.43 acres with the main house and 3.47 acre separate building lot. The grounds are manicured with mature specimen trees, vegetable and perennial flower gardens. There is an attached two car garage with partially finished space above, a remarkable free standing 3 car post and beam barn, newly renovated 40x15 permitted home office in a separate building, garden shed, heated Scott Pool, lighted tennis court/ basketball court. For more: the meadow is where you can continue your dream.

Listed by Sallie Smith and Sally H Gorman of Klemm Real Estate Inc

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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 170493340

  • 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 Todd P Sargent and Joe Chemero of Coldwell Banker Realty

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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43 Old Meadow Road Woodbury CT 06798
Pending Continue to Show

MLS Number 170496468

  • Single Family
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,385
  • Acreage 1.97

This impeccably maintained reproduction farmhouse sits atop a quiet cul de sac in the historic town of Woodbury. As you drive down the quiet road, you are greeted by the home's friendly front porch, a place where you can sit and rock as you listen to the sounds of Radey Pond. The landscape has been embraced, with each area being utilized to its highest potential. The long stretch of level land has been left clear for an expanse of grass, while the sloped backyard has been carved out to create an oasis with the gunite pool, hot tub, and waterfall, all enclosed by a 10-foot cedar privacy fence. All plantings have been recently refreshed with minimal maintenance in mind, connecting the theme of simplistic living that sellers have accomplished within the home. The interior has a pleasing color palette of cream and gray, lending itself to a variety of furnishing tastes and styles. Features such as oak floors, crown molding, and eight over eight windows add a degree of intimacy to this spacious home. Whether you seek to house an au pair, grandparents, or friends, there are private areas to accommodate them all. The home's layout allows for everyone to be independent while remaining together with two complete kitchens and one kitchenette, three living rooms, and many other multi-functional areas. Inviting, well-designed, and spacious - 43 Old Meadow.

Listed by Michael Caporizzo of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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156 Weekeepeemee Road Woodbury CT 06798

Woodbury, CT156 Weekeepeemee Road

Price$1,025,000

Est. Mortgage: $/month

Active With Contract

MLS Number 170470182

  • Single Family
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 6,194
  • Acreage 2.66

This sunny 5-bedroom French country home was built by an architect for himself, and offers superior craftmanship, stunning millwork, secret doors, and an enormous gourmet kitchen. Enjoy gathering in the expansive kitchen area with multiple dishwashers, Subzero refrigerators, wine cooler, Wolf Industrial 6-burner stove with dual ovens, wall oven, warming drawer and microwave. The oversized island is filled with bookcases, baskets, and drawer storage. The beautiful eat-in kitchen has table seating for 8+. The dining room, family room, home office, library, and sunroom are full of architectural details making each one unique and inviting. This home features 9' ceilings, French doors, 4 fireplaces, wide chestnut board flooring and cozy nooks throughout. The outdoor hot tub is sheltered in small barn that sits off the master bedroom at the end of the oversized stone patio that runs the length of the house and is surrounded by stone walls and English gardens. The master bedroom suite is simple amazing with a foyer, 2 walk-in closets, floor to ceiling bookcases and fireplace, 6x8 shower, jacuzzi tub and a secret door to the private gym. Additional house amenities include attached 2-car garage, detached 1-car garage w/ firewood storage, whole-house generator, alarm system, 220 AMP electric, zoned air conditioning/hydro air heating systems. The additional movie room, art studio and kids' playroom make this an amazing home or weekend retreat for friends and family.

Listed by Kate K Willoughby of Gina Jacobs Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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23 Steeple View Lane Woodbury CT 06798

Woodbury, CT23 Steeple View Lane

Price$949,000

Est. Mortgage: $/month

Active With Contract

MLS Number 170508998

  • Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,541
  • Acreage 2.18

Stunning reproduction colonial in a storybook setting. Beautifully landscaped, private, and peaceful on a level lot backing up to open space. Located on a popular cul de sac this 5 bedroom home offers a versatile floor plan with excellent flow. The front to back living room has French doors leading out to an elegant stone patio that also connects with the kitchen for easy entertaining. The kitchen is open to a vaulted family room with exposed beams and is adjacent to the oversized dining room. Extra-wide wood plank floors can be found throughout the main level along with custom built ins and gorgeous molding and woodwork lending to the authenticity of the reproduction style. The upper level landing is open and flanked by 4 large bedrooms. The exceptional MB suite is up a staircase off the family room with ample closet space and a large full bath with steam shower and separate tub, 2 sinks, a dressing area and bright natural light. The lower level has French doors leading out to the phenomenal, landscaped yard and is being used as a rec room/exercise room, but can be used for anything you might need! This house has all the charm of an 18th century home but with modern conveniences, including a generator, newer wood shingle roof, newer central air handlers and more! Move right in and enjoy this beautiful home year round, or as a weekend getaway. Come see what you have been missing in this market. This is truly a one of a kind property that will make you feel right at home.

Listed by Kristen Stolfi of Berkshire Hathaway NE Prop.

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$
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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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819 Main Street North Woodbury CT 06798

MLS Number 170514847

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,402
  • Acreage 9.88

"Maebury Farm" and its Story are Anchored in the Quality of its Land, as well as Enriched by its Location and Siting, making this a Rare Opportunity to own 10-Prem Open Acres on a Truly Beautiful New England Horse Farm with Sweeping Views of the Litchfield Hills! The Main House is a Cust Built Contemporary Cape with Updated Kitchen and Baths, along with a dramatic Sunken 28X23 Great Room/Studio which would be Ideal for an In Home Bus with its own Ent on the Main Floor. The Newly Constructed MBR Suite with its Private Flight of Stairs, Constructed in 2021, Measures 23X21, & Includes a Private Balcony Overlooking Ext Gardens, a Luxurious New MB with Walk In Shower, a Walk In Closet, and Ductless Air. There are, as well, two Additional BR's which Share a Newly Renovated Jack & Jill Bath. A Large Covered Porch Adds Architectural Interest to the Front Main Floor of the Home, and Newly Extended and Upgraded 3-Season Screened Porch directly off the DR Invite Additional Opportunity to Enjoy the Amazing Views of the Litchfield Hills Location along w Gazebo and Koi Pond Below. In 200l a Custom Built 47X37 4-Stall Barn was Constructed with Water, Electric, Natural Stall Base and Full Hay Loft. There are 3000+/- Running Feet of Post and Rail Fencing in 4-Lg Pastures of Turn Out, along with a Natural Base Stone Dust Riding Ring, and Paddocks Contiguous to the Barn where New Roof and Windows were Added in 2012. THE NEXT CHAPTER IN THIS SINGULAR FARM'S STORY COULD BE WRITTEN BY YOU!

Listed by Janice Cashell of Coldwell Banker Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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10 Inwood Lane Woodbury CT 06798

Woodbury, CT10 Inwood Lane

Price$839,900

Est. Mortgage: $/month

Active With Contract

MLS Number 170515962

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 4,177
  • Acreage 0.96

This gorgeous turn-key colonial is the perfect place to call home. Quiet and serene, this home is nestled in a park-like setting with all the charm of Litchfield County, but with dining, amenities and shops only minutes away. Less than 90 mi from NYC, this home offers the highest quality materials and workmanship. The impressive exterior boasts a large, covered porch, screened-in porch, stonework, plus gardens and plantings that offer year-round enjoyment. There is also an artfully designed pond with cascading waterfalls, and landscape lighting that makes the backyard magical. This 2-owner home is warm and inviting and has been meticulously maintained/extensively upgraded by the current owner with style, sophistication and attention to detail. You will be delighted by features such as a chef's kitchen with Viking appliances, storage galore, vaulted ceilings, tons of natural light, a floor plan designed for entertaining, and two wood-burning FP's converted to gas. There is also an oversized, set apart study with built-ins and a full bath that would make a great office, teen suite, or in-law/guest quarters. Upstairs you will find the ensuite primary BR with lush full bath and walk-in closet, two additional family bedrooms with double closets, and a full bath with double sinks. A LL rec room and standby generator round out the package. Set on a cul-de-sac, this home should be seen to be appreciated!!

Listed by Amy L Jeanfaivre and Steven Guagliano of Family Realty Group,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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