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 | Single Family HomesCondos | Land

59 Hillside Woodbury CT 06798

Woodbury, CT59 Hillside Road

Price$3,000,000

Est. Mortgage: $/month

MLS Number 170207963

  • Single Family
  • Property Style European
  • Bedrooms 5
  • Bathroom 7
  • Acreage 3.49

Amazing views and gorgeous surroundings adorn this luxury villa situated on a hillside in historic Woodbury. Enjoy serenity in your remarkable outdoor living space while taking in the miles of rolling hills. Fine details in the construction and finish can be admired throughout the over 9,000 ft of this dream dwelling "Masterfully" designed by noted Architect Rick Moisan of Moisan Architects. Incredible architectural lighting throughout, as well as French doors leading to the balconies and pool's terrace, heated herringbone hardwood floors and five fireplaces that will warm you on a cold winter's day. Arched central foyer leading to all of the main floor rooms including a beautiful sunroom adjacent to your infinity pool. The kitchen with professional modern appliances, including Wolf gas cooktop, double oven and butler's pantry. The master suite with luxurious spa-like bath and walk-in closet has its own laundry facilities. The guest suite with separate entrance is housed above the heated 3-car garage and additional apartment housed on the main floor has full kitchen, bath, bedroom and two-story great room that opens to the beautiful outdoor terrace. Enjoy summer nights dining under the two turreted loggias or simply enjoy some tea and take in the breathtaking views. Convenient to Historic Arts and Antiques District and immersed in nature at its finest, this spectacular abode is located just minutes from major thruways. Property borders the Trolley Bed Land Preserve.

Listing Courtesy of Global Real Estate Network

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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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

Woodbury, CT

Price$1,150,000

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

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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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Chohees Woodbury CT 06798

Woodbury, CTChohees Trail

Price$925,000

Est. Mortgage: $/month

MLS Number 170190382

  • Land
  • Acreage 105.7

Expansive track of rolling acres in rural Woodbury. Subdivide for residential, traditional farming, solar farm, hemp farm, gun range, dirt bikes, or hunting. Many possible uses. Adjoining 4 acre lot on Flanders Rd can also be purchased for a total of 109 contiguous acres.

Listing Courtesy of Gina Jacobs Real Estate & Property Management

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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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40 Peter Woodbury CT 06798

Woodbury, CT40 Peter Road

Price$800,000

Est. Mortgage: $/month

MLS Number 170229526

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

Impeccably well kept home featuring single level living at it's finest. Extraordinary value and quality abounds at this brilliantly designed home. If you are looking for a family getaway or the ultimate retirement retreat, this is the home for you! Loaded with charm and character, this property features a versatile open floor plan, a professionally lit hard surface tennis court, built in pool and a pool house/studio apt. A gardener's paradise, set back on 3 private acres with gorgeous perennial flower gardens evoking beauty and peacefulness, you will feel like you are on vacation every day. The moment you step inside the entryway foyer, you feel the warmth of the splendid formal living room complete with oversized fireplace and impressive panoramic view of the lovely courtyard and new bluestone patio. The large scale comprehensive kitchen boasts a walk in pantry with auto lighting, two SubZero refrigerators, Wolf dual-fuel range w/griddle, KitchenAid dishwasher, eat in dining area and a huge family room with an oversized brick fireplace perfect for just relaxing or entertaining a crowd. The library is magnificently crafted with walnut raised paneling, bookcases, double closet and cabinets. There are three generous sized bedrooms including a welcoming master suite with a walk-in closet, fireplace, sitting area, full bath and a walkout to the patio. Pristine condition shows real pride of ownership. Don't miss this chance to live your best life now. Your dream home awaits!

Listing Courtesy of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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$624,000

Est. Mortgage: $/month

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

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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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557 Upper Grassy Hill Woodbury CT 06798

MLS Number 170232058

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Acreage 2.73
  • Square Feet 3,791

Spectacular Colonial with attention to details throughout triple levels. Stunning special features including marble entrance with vaulted ceilings, beautiful open floor plan, custom trim and moldings, surround sound, magnificent high end finishes and capacious size rooms. Quality custom built home is perfect for enjoying entertaining guests with the breathtaking patio, deck and spa. Completely updated home, main level boasts elegant foyer, formal living and dining rooms, spacious family room, main level office with built ins and more. Eat in gourmet kitchen hosts granite counters, newer stainless steel appliances with wine fridge, dining area, gleaming hardwood floors and walkout to private deck. Sunk in living room features palladium windows and gas fireplace. Formal living/ dining rooms with hardwood floors, open floor plan, pillars and custom draperies. Magnificent upper level with master bedroom en-suite, generous walk-in closet, trey ceiling, hardwood and master luxury marble full bath. Additional bedrooms with lush wall to wall carpeting & great closet space. Lower level has in-law set up complete with dining area, kitchen, bonus room w/ exquisite gas fireplace surrounded by glass tile. Large bedroom area with high quality Murphy bed, striking hardwood floors, French doors with walk-out to impressive stone patio complete with fenced in spa pool. Belgium block lined driveway, appealing distant views, central ac, triple zone efficient heat , full house generator and more!

Listing Courtesy of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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419 Weekeepeemee Woodbury CT 06798

Woodbury, CT419 Weekeepeemee Road

Price$574,900

Est. Mortgage: $/month

MLS Number 170191914

  • Single Family
  • Property Style Barn, Farm House
  • Bedrooms 3
  • Bathroom 3
  • Acreage 2.3

Charm, form & function best describe the uniqueness of this home! This classic Americana converted barn is right out of yesteryear from its reclaimed wood beams to its fieldstone fireplace and wide plank floors. It has been preserved and restored to allow its original character to shine through. The wrap around covered porch invites you into the main living level that includes the family room with fireplace, kitchen with a center island, propane stove & corian countertops, sitting room with built ins and french door to the deck, a master bedroom suite and another large bedroom with cedar closet. The second level is an entire floor of another master suite with a french doors to a balcony, and a large game room. It also has a third level cupola that offers views of the extraordinary property. As an added feature,the lower level is an expansive heated and air conditioned garage that runs full length of home. Built to accommodate any type of collection... cars, boats, tractors, furniture, antiques, or whatever you may collect. The bucolic outdoor setting displays beautiful perennial plantings, bluestone patios, natural stone walls and abuts the Flanders land trust. A truly unique offering!

Listing Courtesy of Coldwell Banker Residential Brokerage

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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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77 Orchard Woodbury CT 06798

Woodbury, CT77 Orchard Avenue

Price$574,000

Est. Mortgage: $/month

MLS Number 170237411

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 4.16

VIEWS, VIEWS, VIEWS ! Luxury Majestic Estate on Orchard! Open, Bright-Full of Natural Light & Cheerful Colonial in Move-In Condition Set on Private 4.16 Manicured Acre Lot to Include Large Rear Deck and Heated In Ground Pool. State of the Art Gourmet Chef's Kitchen with Granite, Stainless, Custom Cabinetry and Oversized Center Island. Office/Library on Main Level. Upper Level Features Master Suite, 3 Additional Bedrooms, Laundry Room and Massive Flex Room. Fully Finished Walk-out Basement. Live on Vacation and Decompress Here at 77 Orchard!

Listing Courtesy of Berkshire Hathaway NE Prop.

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$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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151 Middle Road Woodbury CT 06798

MLS Number 170245944

  • Single Family
  • Property Style Ranch
  • Bedrooms 6
  • Bathroom 3
  • Acreage 2.36

If you are looking for a comfortable, well constructed, and move-in ready home in the quaint town of Woodbury Connecticut, this home is for you! Tucked into the beautiful countryside, and an easy commute to main highways, this family home is a must see. This potential 6 bedroom home has a beautiful and spacious first floor In-law apartment with it's own patio and nice level private yard set up for entertaining. The in-law apartment adds another bedroom to the count and the septic system is fully constructed to accommodate the home. The attached garage allows easy access to the main home.There is a cement pad next to the attached garage for additional parking! This is a contractor's dream home as it also has a detached three bay garage is set up for several vehicles with one oversized garage door to accommodate the equipment you need to run your business.The upstairs of the detached garage has a partially built loft area that can be finished off as you see fit. The shed has its own garage door to handle extra equipment or whatever you need to store. The entire compound is protected by a 22KVA emergency generator on natural gas. You really need to view this one to appreciate what it offers.

Listing Courtesy of Coldwell Banker Realty 2000

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$
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$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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77 Hesseky Meadow Woodbury CT 06798

MLS Number 170263961

  • Single Family
  • Bedrooms 4
  • Bathroom 6
  • Acreage 6.13
  • Square Feet 5,190

Come to Woodbury, voted #1 small town in 2018 Readers Digest poll. This house is seclude yet in anl established neighborhood, w easy access to town center and minutes to Route 84. This Gorgeous Gambrel colonial sits on over 6 private acres. Driving up the drive you arrive at this lovely property with lush landscaping. Entering into the kitchen, you will be pleasantly surprised; this is a true chef's kitchen, w huge center island w marble countertop, build in micro, ample cabinets, Jennaire Refrig & Propane cooktop, double oven, a wine chiller, great lighting and a comfy breakfast area. Easy access to the spacious DR. From the foyer, you access to DR, formal LR w propane FP, French doors to sunroom. The family rm w propane FP is to the rear, w access to the oversized deck w awning. All over looking the hill side of perennial gardens. There is an office w plenty of built in shelving. The second floor has a master bedroom w cedar closet and magnificient master bath. The 2nd bedroom has a full bath. The remaining 2 BR's share the hall bath. 1st & 2nd floor have hardwood floors & Multi staircases. The multi purpose bonus room over the 3 car gar has a private staircase, wall to wall carpet, a full bath w steam shower, ample closet & storage space. ( Great au pair, home office officel) All the baths could be straight out of PINTEREST!) Lower Level has 3 finished rooms & area for storage. Gunite ing heated pool. Biasi Boiler, multi zoned heat, Kohler Generator, new well pump

Listing Courtesy of Coldwell Banker Residential Brokerage

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$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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512 Upper Grassy Hill Woodbury CT 06798

MLS Number 170228081

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 4
  • Acreage 1.84

Immaculately maintained and updated 3211sqft Colonial with full in-law set on gorgeous 1.84 acre level lot with Views! Hardwood Floors throughout! Remodeled Eat-in-Kitchen with white cabinets, quartz and granite countertops, tile backsplash, Stainless Steel Appliances, pantry, and dining area with Bay window. Open Kitchen to sunken Great Room with Fireplace and french doors. Formal Living Room and Formal dining room both with Dentil crown molding and french doors. Master Bedroom suite with additional sitting area / office space, walk-in closet, and attached full bath with jetted tub, dual granite sinks, and tile surround shower. 2nd and 3rd Bedroom both amply sized. In-law with large Eat-in-Kitchen with quartz countertops, tile backsplash, high ceilings, breakfast bar island, and pantry. Living Room and large bedroom with walk-in closet. Storage closets for convenient living. Well built home with strong mechanicals including Hydro Air Heat, Central Air, generator hookup, Central Vac. 2 car attached garage. Trex Decking with awning. Level and private lot with quaint landscaping and shed. Pristine Property. This one won't last!

Listing Courtesy of Showcase Realty, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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110 Whittlesey Woodbury CT 06798

Woodbury, CT110 Whittlesey Road

Price$475,000

Est. Mortgage: $/month

MLS Number 170224524

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 5.42

Motivated sellers! Gorgeous home! Built in 2004 however this home is so pristine it looks like it was built within the past five years. Absolutely stunning home with excellent floor plan. This home offers four bedrooms, 2.5 baths, beautiful HW flooring, Granite kitchen, Anderson windows and doors throughout and freshly painted throughout. Master suite features trey ceiling and double sink vanity; other bedrooms all of great size. Kitchen features granite counters and SS appliances. Elevated great room with large fireplace, loads of windows and tons of space for family and friend gatherings. Enjoy the patio on the backyard and the serene environment with large natural stone. Meticulously maintained and situated on the end of culdesac street with loads of privacy. Have piece of mind with the Generac whole house generator that is only a couple years old. Home is move in ready, and waiting for it's new owners. Come see; fall in love and make an offer!

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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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.