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 | Homes with LandSingle Family HomesCondos | Land

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: 3.15% last updated on May 28, 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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45 Terrell Woodbury CT 06798

Woodbury, CT45 Terrell Road

Price$874,900

Est. Mortgage: $/month

Pending

MLS Number 170284834

  • Single Family
  • Property Style Cape Cod
  • Bedrooms 4
  • Bathroom 5
  • Acreage 6.01

The “Ridge House” is a gorgeous Cape Style house. This private 6 acre property is set off a quiet country road yet 5 minutes from town. The local builder, Peter Gaug, built it on most likely the highest ridge in town for his own retirement home. Stunning distant views of the hills and valleys can be enjoyed all year long. Large windows bathe every room with sunlight dawn to dusk on top of the ridge. A turnkey property with spacious interior and plenty of storage, walk in attic, four bedrooms, master bedroom with his/her bath on the first floor, 5 bathrooms, formal living/dining room, large home office room, hardwood flooring and tile throughout, laundry and mudroom, woodstove, 2 fireplaces, generator, and 5 car garage. Both the house and the property are very versatile. On the grounds for horse lovers there is a sturdy 3 stall stable that can also be used as an outbuilding for various equipment, sports, farming, landscaping, fishing, etc. This property is adjacent to the 686 acre Flander's “Whittemore Sanctuary” Preserve with 8 miles of hiking trails. Walk to Lake Quassapaug from your own backyard. Extensive stone walls and walkways including a gorgeous bomanite terrace with walkway to “The Point” are perfect for viewing the spectacular sunsets and serene sunrises with family and guests. Don't miss this opportunity of a lifetime!

Listing Courtesy of Keller Williams Realty

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$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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, North Woodbury

Price$849,900

Est. Mortgage: $/month

Pending

MLS Number 170268665

  • Single Family
  • Property Style Ranch
  • Bedrooms 4
  • Bathroom 4
  • Acreage 9.02

In town one of a kind custom single level home with privacy & gorgeous views overlooking Three Rivers Park; minutes from schools and town center! Every detail was meticulously planned in this 4 bedroom/3.5 bath 2014 home w/ open floor plan. Hardwood throughout most of home with marble in all bathrooms. Kitchen boasts carrara marble counters, ample custom cabinets, center island with farmhouse sink & seating, subway tile back-splash, bay area seating, pot filler over range, bar sink & french doors to back yard. Appliances inc 6 burner Wolf gas range with griddle & 2 convection ovens, separate Wolf steam oven, subzero refrigerator, wine chiller, ice maker & dishwasher. Walk-in pantry hosts second kitchen sink, marble counter, double refrigeration drawers, subway tile/wainscot, additional cabinets & built-ins. Barrel-vaulted paneled foyer flows through arch to sunken LR with stone gas fireplace & framed TV over mantle, coffered ceilings & French doors with transom to back yard. Master bedroom suite begins with French doors opening to sitting room w/ wide screen TV, double walk-in closets with a quartz topped center island of drawers, built-ins and separate dressing room w/ vanity. Carrara marble floors welcome you into the master bath along with plantation shutters, 2 console sinks, towel warming rack, claw-foot tub, walk-in steam shower w/ marble walls & river stone floor.This home is wired with a HEOS audio system. See Additional Public Remarks for extensive list of amenities.

Listing Courtesy of Drakeley Real Estate, Inc.

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%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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$800,000

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. There is an Eversource easement in place. Eversource has made the land easily accessible with processed roadways. Motivated seller! Land previously appraised at $950,000 in 2015.

Listing Courtesy of Gina Jacobs Real Estate & Property Management

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$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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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556 Flanders Woodbury CT 06798

Woodbury, CT556 Flanders Road

Price$799,900

Est. Mortgage: $/month

MLS Number 170289476

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

Fall in love with this breath taking property in one of the most charming corners of Connecticut. This is your perfect hideaway from city life. Open your eyes to a new world of open spaces, fresh, pristine air, and endless green acres surrounding your private tranquil paradise. Exquisite custom built estate surrounded by 200 acres of the natural unparalleled beauty of Flander's Nature Center. This fabulous estate is built with state of the art quality components, superior materials and craftsmanship. You simply can not find another property like this so close to Manhattan, yet far enough to feel like you are on vacation every day. This is your ultimate dream home. Built in 2008 with absolutely nothing spared. Exceptional features including extremely efficient geothermal heating and cooling, as well as smart home technology. The gourmet kitchen features antique granite counters, marble backsplash, SubZero & Wolf appliances. Kitchen and eating area are open to the family room with cozy fireplace and a 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 for maximum performance. This exceptional home is everything you've been waiting for. Don't miss this special opportunity to escape the city life and wake up in your own lush eden.

Listing Courtesy of William Raveis Real Estate

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%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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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17 Gate Post Woodbury CT 06798

Woodbury, CT17 Gate Post Lane

Price$774,900

Est. Mortgage: $/month

MLS Number 170278367

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 10.23

A rare opportunity at this price point. Stately Georgian Colonial with Celebrity appeal. This one owner master piece was custom built on a secluded lot at the end of a long driveway. The dramatic curb appeal is apparent as you drive up to the property with stone walls, lush landscaping and a beautiful stucco exterior. As you enter the home the open floor plan creates a perfect environment for entertaining with 23 foot ceilings, marble floors, 23 foot floor to ceiling palladium windows, and a balcony that sits high above the family room. The attention to detail is one of a kind with fine trim work and moldings through out the home. The home features 2 master bedrooms one on the first floor and one on the second, both complete with large closets and full master baths. The other 2 bedrooms both have ensuite baths and great size and storage. Other noteable features include a 3 car garage, mud room, dining room, and over 10 acres of land. There is no kitchen or flooring in the 2 guest bedrooms in this property wich is why there is a huge discount in list price on this property. AS-IS.

Listing Courtesy of Century 21 AllPoints Rlty

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$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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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495 Main Woodbury CT 06798

Woodbury, CT495 Main Street South

Price$729,900

Est. Mortgage: $/month

MLS Number 170294325

  • Single Family
  • Property Style Colonial, Antique
  • Bedrooms 4
  • Bathroom 6
  • Acreage 1.01

TURN KEY REVENUE. PRIME LOCATION. FLEXIBILITY OF USES. Current and future small business owners! 1 acre, 3 building compound in heart of vibrant Historic District: 5600 s.f. includes: The 1745 Bull House (2700 s.f.; fully restored; two gorgeous 2 BR residences) - spacious rooms, period details! A 2200 s.f. Retail bldg (2-story + full basement) w/ attached 1 BR apt. (700 s.f). 2-story, post & beam barn zoned commercial. Lush landscaping, mature trees. Patios, fenced-in backyard, generous parking complete this highly-visible, rare opportunity. Great Mechanicals. Condition V.Good / Excellent. CURRENT REVENUE! $79,000/yr: $43,200 via The Bull House; $14,400 via 1 BR 700 s.f. apartment, $21,600 via retail 2200 s.f. space, 8-ft ceilings. Additional income avail via 800 s.f antique barn: Full electric, separate septic, EZ access to water supply; ready for modest development into residence, office. LOCATION! Footsteps to award-winning restaurants, culture & retail. Sidewalks throughout town. Greens, parks, Sr. center, library, schools all close; hiking, fly-fishing, skiing, golf nearby. 90 miles from NYC, 11 fr Metro North, 4 fr Rt. 84. Woodbury benefiting from NY Metro demand surge in weekend and business opportunities. FLEXIBILITY! Live onsite and collect revenues; OR live offsite while running store & collecting revenues (as present owners do). This special property has not reached full potential: A once-in-a-lifetime chance to live, work and thrive in Litchfield Co.

Listing Courtesy of Drakeley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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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495 Main Woodbury CT 06798

Woodbury, CT495 Main Street South

Price$729,900

Est. Mortgage: $/month

MLS Number 170294859

  • Multi Family Multi-Family For Sale
  • Bedrooms 5
  • Bathroom 7
  • Acreage 1.01
  • Square Feet 5,600

TURN KEY REVENUE. PRIME LOCATION. FLEXIBILITY OF USES. Current and future small business owners! 1 acre, 3 building compound in heart of vibrant Historic District: 5600 s.f. includes: The 1745 Bull House (2700 s.f., fully restored; two gorgeous 2 BR residences) - spacious rooms, period details! A 2-story 2200 s.f. Retail bldg w/full basement and attached 1 BR apt. (700 s.f). 2-story, post & beam barn zoned commercial. Lush landscaping, mature trees. Patios, fenced-in backyard, generous parking complete this highly-visible and rare opportunity. Great Mechanicals. Condition V.Good / Excellent. CURRENT REVENUE! $79,000/yr: $43,200 via The Bull House; $14,400 via 1 BR 700 s.f. apartment, $21,600 via retail 2200 s.f. space, 8-ft ceilings. Additional income avail via 800 s.f antique barn: Full electric, separate septic, EZ access to water supply; ready for modest development into residence, office. LOCATION! Footsteps to award-winning restaurants, culture & retail. Sidewalks throughout town. Greens, parks, Sr. center, library, schools all close; hiking, fly-fishing, skiing, golf nearby. 90 miles from NYC, 11 fr Metro North, 4 fr Rt. 84. Woodbury benefiting from NY Metro demand surge in weekend and business opportunities. FLEXIBILITY! Live onsite and collect revenues; OR live offsite while running store & collecting revenues (as present owners do). This special property has not reached full potential: A once-in-a-lifetime chance to live, work and thrive in Litchfield Co.

Listing Courtesy of Drakeley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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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29 Steeple View Woodbury CT 06798

Woodbury, CT29 Steeple View Lane

Price$699,000

Est. Mortgage: $/month

MLS Number 170279457

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 3
  • Acreage 1.62

Welcome to 29 Steeple View in charming and quaint Woodbury Connecticut! A truly picturesque and idyllic wooded Oasis. One the loveliest towns in Litchfield County, with beautiful green pastures, rolling hills, and an abundance of dining and entertainment options closeby. A perfect blend of peaceful living and artistic charm. Stepping in through the front door feels like a breath of fresh air as you walk into the expansive open foyer of this dream home. You will love the gourmet kitchen, oversized living room, family room as well as dinning room. The upstairs features an exceptional master suite and another 4 very large bedrooms. Also enjoy the finished basement. Your backyard is your dream come true. Lounge out under the large pergola and feel the breeze. The serene property will make you feel like you are on vacation every day! Escape the world in your very own backyard paradise featuring an inground pool and perfectly maintained grounds. This home has it all, a convenient location, a fabulous living space, and stunning architecture!

Listing Courtesy of William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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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65 Owl Ridge Woodbury CT 06798

Woodbury, CT65 Owl Ridge Road

Price$679,900

Est. Mortgage: $/month

Pending

MLS Number 170295200

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Acreage 3.34
  • Square Feet 3,860

Immaculate 3800 sq ft+ 3.5 bath home overlooking the hills of bucolic Woodbury! VIEWS FOR DAYS! Located in the highly desirable Owl Ridge sub-division of custom built well cared for homes. You can see downtown Woodbury with its five church steeples and watch the seasons change all from your back deck. Owl Ridge culminates with a cul de sac so there is little to no traffic making it safe and quiet. Professionally landscaped yard requiring little maintenance. Large open concept floor plan. The kitchen boasts granite countertops an over sized island and hardwood floors. The first level has two separate sitting areas each with their own fireplaces (one gas and one wood), a formal dining room, laundry room, an office, and a full master bedroom suite with his and her closets. Upstairs there are two large bedrooms (one with its own bath) and a separate sitting area that can be used as a play area or another office. There is additional space that can be finished off to expand even further with a 4 bedroom septic installed. Walkout basement with approx 2,600 sq. ft. of space that can easily be finished or used as man cave for all your toys. Oversized two car garage off of the kitchen. Enjoy the enclosed 3 seasons room or cook out on the deck while enjoying what is truly a magnificent home.

Listing Courtesy of Sheaffer & Company Real Estate LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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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132 Stone Pit Woodbury CT 06798

Woodbury, CT132 Stone Pit Road

Price$674,000

Est. Mortgage: $/month

MLS Number 170290247

  • Single Family
  • Property Style Contemporary, Ranch
  • Bedrooms 4
  • Bathroom 4
  • Acreage 5

WOW! Custom designed and built 5148 sq.ft. contemporary elegant ranch smart home with 4 car attached garage built in 2006 on 5 private acres appraised at $725,000 by Assessor. This hidden treasure offers an open floor plan, gourmet kitchen with commercial oven/range opening to family room with gas fireplace, dramatic coffered and soaring ceilings from 10' to 25' high, archways and columns, bamboo and tile flooring, quality mechanicals and building materials. To name a few, there is Central vacuum throughout the home & garage, 4 zone HVAC system, as well as a music/intercom system with hookup for your i-pod, mp3 player or laptop. The master suite retreat offers large sitting room, separate exercise room, walk in closet, spa like bath, and more in over 1200 sq.ft. A separate wing houses 2 bedrooms, Jack & Jill bath, and separate laundry room. The 4th bedroom is currently being used as an office. The huge unfinished lower level offers great potential, currently used as practice area for teenagers. The backyard offers a great patio area off the family room. Secluded yet convenient to town center shops and restaurants and just 15 minutes to I-84, and 90 minutes to NY City. Additional land can be purchased. This home CANNOT be replaced even at this price. A fabulous home for a lucky family. VIDEO AVAILABLE!

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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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86 Curtiss Woodbury CT 06798

Woodbury, CT86 Curtiss Meadows

Price$649,900

Est. Mortgage: $/month

MLS Number 170286610

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Acreage 1.84
  • Square Feet 6,861

Gorgeous custom home tucked away off the road in southern Woodbury on a level private lot within minutes of everything! Live simple on the first floor only or bring everyone home with the finished above and below-grade space for the entire extended f amily. This well thought out and constructed home provides a first floor that features a beautiful kitchen overlooking a two-story great room with floor to ceiling fireplace and built-ins, a luxurious master suite, main level office, and a dining area overlooking the back patio. The upper level offers three bedrooms, two full baths and a huge playroom/TV room over the garage. An awesome lower level featuring high ceilings, generous room sizes, a 28x24 family room, 19x16 office, half bath, and the perfect exercise room. A low maintenance home on a level lot with plenty of yard, good size patio with outdoor fireplace, front walkway and a paved driveway. A home that has it all and ideally located 5 minutes from Woodbury and Southbury town centers and all major routes.

Listing Courtesy of Drakeley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 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.