Woodbury CT Homes for Sale

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Houses for Sale in Woodbury

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49 Pond Valley Woodbury CT 06798

Woodbury, CT49 Pond Valley Road

Price$2,500,000

Est. Mortgage: $/month

MLS Number 170396419

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 16.06

MINT! MINT! MINT! Gorgeous 16 acre gated property with park like grounds and amazing water views. Totally private yet minutes from town. Explore the grounds or relax by the pool with built in hot tub. The house is move in condition and the current owners have upgraded just about everything. Wood floors on both levels with 9' ceilings. The large chef's kitchen is open to the family room, both having access to the blue stone patio and in ground pool. There is a sun room with stone floor off the family room also with access to the pool. The other main floor rooms include an office, formal living and dining rooms, a mud room, butlers pantry and 2 half baths. The upstairs includes an amazing master suite with its own sitting room, large walk in closet with a built in safe and a master bath with dual sinks, a whirlpool tub and a steam shower. 3 additional large bedrooms with walk in closets share 2 full baths, 1 jack & jill. There is an upstairs laundry on this level also. Some of the many upgrades include a state of the art alarm system, which includes opening & closing the gate from your phone. There are 2 driveway sensors, a trigger to turn light posts on at night all the way up the driveway, 24 zone sprinkler system you can operate remotely, Sonos speaker system for kitchen, office and patio area. See addendum for additional features. 2 state of the art Furnaces with Whole house humidifier's built in and Filters that include UV lights to kill any bacteria in the air.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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401 Hoop Pole Hill Road Woodbury CT 06798

MLS Number 170405026

  • Single Family
  • Property Style Colonial
  • Bedrooms 6
  • Bathroom 6
  • Acreage 27.24

Stately Colonial with magnificent eastern views of the Litchfield Hills located on 27 peaceful secluded acres. A sweeping driveway through a 10 acre meadow leads you to the hilltop perch of this distinctive residence, a 20'x60' gunite heated pool, a full basketball court and a 1.5 story barn. Upon entry the foyer is flanked by the formal living room with a fireplace and the formal dining room with raised panels and chair rail. Cross the center hall to the informal great room with a coffered ceiling, a wall of windows, floor to ceiling fieldstone fireplace, built-in bookcases and French doors to the flagstone patio. The grand chef's kitchen features marble counters, abundant cabinets to the ceiling, 2 dishwashers, Wolf range and wall ovens and Subzero refrigerator, an island, a raised river-stone fireplace and slider to the patio. First floor has an ensuite bedroom and a screen porch overlooking the pool and the spectacular views. On the second floor all 4 bedrooms are ensuite. The master suite focal point is the stone wall with a raised propane fireplace. There is a dressing room and walk in closet. Laundry is on the second floor. The basement has 3 finished rooms suitable for a variety of uses and a home gym outfitted with Technogym equipment. The large ensuite room over the garage is perfect for guests or home office. Whole house generator. New windows. New in-ground internet cable with 1GB speed. Property abuts Roxbury Land Trust.

Listing Courtesy of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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15 Pomperaug Road Woodbury CT 06798

MLS Number 170404818

  • Single Family
  • Property Style Antique, Saltbox
  • Bedrooms 3
  • Bathroom 3
  • Acreage 18

Coming soon. Details to follow. Can be shown 6/10/21 but until then take a virtual tour. Character, quality, and authenticity define this stunning residence, 80 miles from Manhattan and minutes from the historic towns of Washington and Roxbury. Built in 1991 of the finest materials and recently fitted with numerous upgrades, the antique-style saltbox has a gracious layout with a large, open concept family room interspersed with more formal, intimate spaces. Highlights of the home include wide-board oak flooring, exposed antique wood beams, 4 wood-burning fireplaces, Pella architectural series windows, hand-forged hardware, a covered porch, and 3 landscaped brick patios with meadow views and extensive stone wall perimeters. Other highlights include a whole house generator with in-ground propane tank; second in-ground propane for gas stove in kitchen; alarm system with driveway alarm, central vacuum, central AC. Recent updates include: new septic system, new water softener, new cooktop (2020); new hot water heater, new dishwasher (2019), new dryer (2017), new air handlers and condensers (2015).

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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137 Minortown Road Woodbury CT 06798

MLS Number 170407805

  • Single Family
  • Property Style Cape Cod, Other
  • Bedrooms 4
  • Bathroom 4
  • Acreage 10.18

Spectacular, Unique and Private! A gated drive brings you to this very unique home that gives you the feel of a ski lodge in the mountains. The land is beautifully landscaped and has about 1000' of frontage on the Nonnewaug River a short hike through the woods. There is a small sandy beach in one area and great fishing. A gunite pool with a water fall is right off the great room. The interior has an open foor plan with kitchen, dining and the great room easily accessed. The great room has a vaulted ceiling and a stunning 2 story river stone fireplace. 2 sets of sliders lead to the deck which leads to the pool area. The kitchen has granite counter tops, double ovens, a gas cook top and stainless steel appliances. The main floor master has a walk in closet, a fireplace, sliders to the deck and a master bath with a whirlpool tub and a separate stall shower. There is a main floor laundry room and another full bath on this level. The upper level has 3 additional bedrooms and a full hall bath. There is a finished den in the lower level with a gas fireplace and sliders to the out doors. For the car enthusiast/hobbiest, there is a 24X40 detached barn with 12' insulated doors and 2x6 construction. Bring all your toys! Under 2 hours to NYC makes this a great weekend getaway as well as a full time home. First time on the market! Taxes reflect 8 acres in 490 status

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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198 Plumb Brook Road Woodbury CT 06798

Woodbury, CT198 Plumb Brook Road Road

Price$1,050,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170406410

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 3.84

This magnificent 5,411 sq ft home which offers a perfect balance of elegance, livable refinement & classic appeal is situation on 3.84 private, park like acres adjacent to Flander's Nature Center. The property is beautifully landscaped & has an exquisite gunite heated pool & spa, custom stone work & gardens, a perfect outdoor retreat. This 11-room colonial welcomes you with a grand entrance and striking chandelier. The first floor has an expansive open floor plan which includes a formal living room & dining room, office, a large eat in kitchen that overlooks the pool & gardens, a family room with hard wood floors, 9-foot ceilings & a gas fireplace and one full and one-half bath. The second floor includes a lovely master bedroom suit with walk-in closet and a spa tub, three additional bedrooms & another full bath. The walk out lower level is another glorious living area with floor to ceiling windows, custom mahogany wine cellar, full bath & large entertainment area. French doors lead out to the stunning pool area with outdoor granite bar equipped with refrigerator & storage. This property also has two waterproof AZEK decks with lighting & a 2-story barn with cupola equipped with heat, air conditioning & electrical. There is a security system, sound system, underground propane tank & generator that services the entire house including the heated pool. This country estate has been meticulously maintained and is truly one of a kind. Floor Plan https://www.planomatic.com/mls64918

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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45 Old Meadow Woodbury CT 06798

MLS Number 170396543

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 5
  • Acreage 2.91

Tucked away at the end of a lightly wooded cul de sac is a curving tree-lined drive that leads to this classic central gabled colonial. The professionally manicured lawn provides the perfect green backdrop to this freshly painted white home. Bordered by Hesseky Brook and the conserved land surrounding it, you are able to enjoy the seasonal sights and sounds of peepers, ducks, and swans. The exterior provides ease in outdoor living; trex decking, clean pathways, and ample lighting all play a part in creating a space that welcomes one to spend time outdoors. Multiple entries allow for a flow from the outside in and once indoors the theme of clean and organized space continues. The side entry is fitted with custom cabinetry for neatly storing all of the everyday items we carry to and from our home. Inset craftsman cabinets and stainless appliances make the kitchen an area that is bright and welcoming. High ceilings and large windows create a space that is flooded with natural light further amplifying the feeling of cheerfulness this home provides. Refinement is found in design elements such as the coffered dining ceiling, crown moldings, and double-height foyer with a central staircase. There is a relaxed sense of movement through the home as one room opens to the next and staircases connect the two floors from each end. Find yourself immersed in the joy that comes from living in a thoughtfully designed home within a community of thinkers, creators, and designers.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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25 Gate Post Lane Woodbury CT 06798

Woodbury, CT25 Gate Post Lane Lane

Price$849,900

Est. Mortgage: $/month

MLS Number 170409430

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 5
  • Acreage 2.31

THE PERFECT STAYCATION…just unpack, relax and enjoy your new home and all it has to offer! The circular driveway sets the stage for this palatial home. Step into the Entry Foyer with its towering ceilings and sweeping staircase. The main level includes an open formal Living/Dining Room, an updated eat-in kitchen with white cabinetry, granite countertops and newer appliances and overlooks the patio and pool area. The Family Room also accesses the pool through sliding glass doors and has cathedral ceilings, a beautiful stone fireplace and plenty of room for your biggest furniture! Surround sound is wired throughout the inside and outside. Also on the first level is a home office and a Master Bedroom Suite with French Doors to the pool area, a Master Bath with standup shower, soaker tub, double sinks and a huge walk-in closet. Upstairs you will find a second Master Bedroom Suite with its own Bathroom and walk-in closet. 3 more bedrooms and another Full Bath complete the upper level along with plenty of closet and storage space. Now to the fun part! In the lower level you will find an amazing Rec Room with pool table, bar, movie room and home gym. There are sofas to relax in and games galore. All of this is available for purchase as well. Outdoors, starting from the front, is a synthetic golf green with 2 sand bunkers, and a hammock. The backyard is an outdoor oasis with the inground pool, poolhouse, picnic areas, 3 firepits and a playscape for the youngsters. Perfect Staycation

Listing Courtesy of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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 Carmel Hill Woodbury CT 06798

MLS Number 170344829

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 7
  • Acreage 2.38

This amazing home is 6020 square foot light and bright 5 bedroom colonial situated on a beautiful level landscaped 2.38 acre lot. This lovely home consists of the main house and a spacious in law home. The main house features sunken family room with hardwood floors and stone fireplace, large eat in kitchen, formal dining, transom windows, very open floor plan, first floor office, formal living room, 2 kitchens and 4 bedrooms hard wood floors throughout. The In law was built in 2004 and includes additional kitchen family room with gas fireplace, large bedroom opens to a beautiful sitting area with second gas fireplace. The in law boasts dual balconies and a separate private grill and patio area.

Listing Courtesy of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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 Hoop Pole Hill Road Woodbury CT 06798

MLS Number 170381173

  • Single Family
  • Property Style Ranch, European
  • Bedrooms 4
  • Bathroom 4
  • Acreage 4.04

Something a little different! Gorgeous French Country inspired design and charm set above the Sprain Brook River on a private four plus acre lot offers one level living at its best This sought after desirable open floor plan with 12+ foot ceilings allows for a spacious feeling and flow throughout the entire main level. The gourmet country kitchen has gleaming concrete counter tops and opens up to the great room featuring massive decorative columns, windows and doors overlooking the back, fireplace and impressive moldings throughout. Most of the sq ft is throughout the first floor including three bedrooms each with en-suite baths, a sitting room off the foyer and a formal dining room with interior French doors and room for 20. The upper level provides a private office with built ins and a fourth bedroom with en-suite bath. Potential expansion in the walk out lower level with high ceilings and comfort due to insulated concrete forms used in construction. The exterior includes private lounging space, two sheds, fencing for a horse and views of the River. Tough to replicate this home for the money!

Listing Courtesy of Drakeley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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24 Fawn Meadow Lane Woodbury CT 06798

MLS Number 170372765

  • Single Family
  • Property Style Cape Cod, Farm House
  • Bedrooms 3
  • Bathroom 3
  • Acreage 2.88

TO BE BUILT! Welcome to Fawn Meadow Estates, Lot #17. Impressive NEW HOME to be built by Trofa Construction; a reputable builder with impeccable attention to custom details, who has been building high end homes in Fairfield and Litchfield counties for the last 36 years! A 3 Bedroom / 2.5 bathroom Modern Farmhouse Cape with beautiful views to enjoy from your welcoming front porch. Inside the home you have vaulted ceilings, a combination kitchen, dining area, and great room! The first floor is complete with an office just off the foyer, and a MAIN LEVEL, MASTER SUITE, with enough room for a sitting area, overlooking the rear porch with complete privacy from the OPEN SPACE that this specific lot offers! The second level offers two bedrooms, a jack-and-jill bathroom, and your laundry room! Fawn Meadow offers a convenient commuter location within a lightly wooded neighborhood bordered by flowering meadows, with yearly views! Still time to make changes and pick out your finishes. Call for detailed home specs and set up a time and meet the builder! Interior renderings and home drawings are not house specific and include some optional details. Just 30 miles to Southeast Station, and less than 90 miles to NYC! No deed restrictions. (Fawn Meadow is not recognizable with GPS, type in 166 Orchard Ave, Woodbury - subdivision entrance is directly across the street!)

Listing Courtesy of Drakeley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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206 Westwood Woodbury CT 06798

Woodbury, CT206 Westwood Road

Price$675,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170393618

  • Single Family
  • Property Style Colonial, Antique
  • Bedrooms 4
  • Bathroom 3
  • Acreage 3.54

A great opportunity to own a warm and inviting country home with an in-ground Gunite pool and stone spa in the historic town of Woodbury. This 4 Bedroom, 2.5 bath 1870 Colonial is located on a quiet road close to the Roxbury border. There are 3 fireplaces including one in the master bedroom and one in the eat-in kitchen. The property consists of 1.54 acres on the east side of the road and includes a 7% interest in 22 acres across the street. Enjoy views of the scenic pond from a private stone patio. A separate outbuilding includes a heated gym and a 1 car garage. 5 min to an organic market and other amenities in Woodbury center. Located in southern Litchfield County - less than 2 hrs from Manhattan. Acreage is approx based on mls data.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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16 Hazel Woods Drive Woodbury CT 06798

MLS Number 170408234

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 2.75

Situated in a desirable cul de sac, this fabulous Colonial has been lovingly maintained. Sit and relax on the expansive front porch and enjoy the seasonal distant views. A desirable open floor plan with 9 ft ceilings and hardwood floors allows for a spacious flow throughout the entire main level. All generous room sizes throughout the first floor including a welcoming two story foyer with sweeping staircase featuring beautiful millwork, formal living room, dining room with tray ceiling and private office. Large eat-in kitchen with granite counters, center island, double ovens and sliders to the deck makes it perfect for entertaining. Oversized, light filled family room features a wood burning fireplace, plenty of windows to enjoy the surrounding views and sliders to the back deck overlooking the grounds. The second floor provides 4 bedrooms and 2 baths, including a generous master bedroom suite with double vanity, updated large walk in shower, whirlpool tub and walk-in closet. The 3 bedrooms offer plenty of closet space and the full bath fits double vanities. Cozy recreation room outfitted with wainscoting, convenient mudroom and two car garage complete the lower level. Peaceful setting, lovely home, expansive lawn with room for a pool and quiet cul-de-sac makes this the perfect place to call home!

Listing Courtesy of Drakeley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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 TourAsk A QuestionMore Details

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2021 SmartMLS, Inc.