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63 Woodbury, CT 06798 Houses For Sale

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$439,900Est. Payment
4 Beds | 5 Baths | 2,925 Sqft

50 Hillside Road, Woodbury, CT 06798

House For Sale

Spacious colonial on large lot! New flooring throughout and remodeled kitchen with new stainless appliances. house was just freshly painted inside and out! Home features a walk out basement with full bath, first floor laundry and 2 fireplaces. Living room has a wet bar. Large deck and patio overlooking inground pool. new garage door, yard has sprinkler system.

$649,000Est. Payment
8 Beds | 9 Baths | 5,415 Sqft

1204 Main Street South, Woodbury, CT 06798

House For Sale

The Main House was built in 1827, an addition was added in the 1990's. The property is within "Woodbury Historic District No.2" Part of the history of Woodbury can be found out front on the stone wall facing the street - A Benjamin Franklin Mile Stone Marker.Previously was The Longwood Country Inn. Just recently it was The Olive Tree Restaurant - the dining room seats 50, in the Summer the patio can serve 40. The property is 4.34 acres which extends back to 240' of frontage on the Pomperaug River. This large Colonial has 8 Bedrooms - 6 have full bathrooms, 2 share a full bathroom, 6 Fireplaces and Hardwood Floors. A blue stone patio lies out back. Beautiful flowering shrubs and perennial flowers can be found around the property. Gorgeous sunsets year round!This property can be used for an Inn, a restaurant or a private home, or a gathering place for families and friends to spend Holidays or to just get together yet still have their own space!

$649,000Est. Payment
8 Beds | 9 Baths | 5,415 Sqft

1204 S Main S Street, Woodbury, CT 06798

House For Sale

Built in 1827. An addition was added in the 1990's. The property is within "Woodbury Historic District No.2" Part of the history of Woodbury can be found out front on the stone wall facing the street - A Benjamin Franklin Mile Stone Marker. Previously it was The Londwood Country Inn. Just recently it was The Olive Tree Restaurant. The Dining Room seats 50, in the Summerthe Patio can serve 40. The property is 4.34 acres which extends back to 240' of frontage on the Pomperaug River. This large Colonial has 8 Bedrooms - 6 have full bathrooms, 2 share a full bathroom, 6 Fireplaces and Hardwood Floors. A blue stone paio lies out back. Beautiful flowering shrubs and perennial flowers can be found around the property. Gorgeous sunsets year round! This property can be used for an Inn, a restaurant or a private home, or a gathering place for family and friends to spend Holidays or to just get together yet still have their own space!

$449,000Est. Payment
4 Beds | 4 Baths | 2,740 Sqft

184 Orchard Avenue, Woodbury, CT 06798

House For Sale

Quintessential New England country-lifestyle living at it's finest. This sanctuary is a must see with all of the features it offers! Featuring 9' ceilings and hardwood floors - the main level was well thought-out. The great room, which fits many, has soaring ceilings with a stone fireplace to keep warm on those chilly nights! Set the fire and watch the seasons change, and the savings too! The wood insert (included in the sale) is capable of heating much of the main floor. Adjacent is a large space for informal dining, and an attractive kitchen with sliders to deck, breakfast bar, nice appliances including touch screen Samsung fridge plus a propane cooktop with separate double-oven, and even a pantry. Finishing the level is a well appointed half bath, formal dining, and formal living rooms. Upstairs includes two generously sized bedrooms, a full bath, laundry, and a massive master suite which even has the perfect nook for at-home office space. Contained in the suite is a walk-in closet and en suite bath with colossal walk-in shower, separate jacuzzi tub, and double vanities. Fourth bedroom in lower level with it's own full bath too! Exterior features include an oversized shed, private drive with plenty of parking up to the 2 car garage in lower level, chicken coop, gardening space, large yard for playing - with above ground pool and a big fire pit, awesome "camping site" with it's own firepit and views, and even hiking trails nearby. Mechanicals are newer too! Welcome Home!

$289,900Est. Payment
3 Beds | 2 Baths | 1,344 Sqft

29 Indian Lane, Woodbury, CT 06798

House For Sale

Whether you're just starting with your first home or making the move to downsize, you shouldn't miss out on this beauty! Enjoy living on one level where you enter the front door into the spacious living room that continues to the eat-in kitchen. Nicely renovated, it has stainless steel appliances, white cabinets, butcher block counters and a large skylight that lets the sun shine in! Sliders lead to a wonderful three season sunroom that overlooks the 1+ acre property. A cozy den with stone fireplace and bow window could serve as an extra bedroom, large laundry room has storage and an additional exit to a side deck. The 3 bedrooms all have new flooring and there are 2 full updated bathrooms. Some of the recent upgrades such as roof, windows & hot water heater keep the energy costs down. Lovely piece of property on a cul de sac street where you have some privacy and wonderful wildlife. Woodbury offers a variety of options including quaint shops, popular restaurants and plenty of nature trails and preserves!

$329,000Est. Payment
4 Beds | 2 Baths | 2,066 Sqft

61 Westside Road, Woodbury, CT 06798

House For Sale

Super location for a hard to find in town Ranch Home. Includes an accessory one BR apartment and a post & beam barn! Sets back on 2.39 park like acres, borders a babbling brook and is adjacent to River Bend - an affluent subdivision. Such a versatile use of space - current use is a three bedroom 1 bath ranch, plus a one BR apartment. Rent both or live in one and rent one unit to help pay the taxes! Can easily be converted back to a one family by opening a doorway back up, using it then as a 3/4 bedroom with a lower level summer kitchen and recreation room. Main floor 2nd bedroom, currently tenants storage, has laundry in closet and plumbing under hardwood flooring for a future master bath conversion - per owner. The barn is perfect for hobbyist, collector or home office (has insulation and pre wire for electric - no service) - how about a future pool house? Or more income for dry storage or hobbyist studio? Parking under and another large shed that could be rebuilt. Ranch originally had one car garage under, converted to work shop / storage. Short stroll to Three Rivers Dog Park or into town. Easy back way into Southbury or Roxbury! Very well maintained and built. Permit pulled in 52, completed in 55 been in the same family since. Two driveways, 2nd driveway will service the one acre building lot in front of the home which is for sale or can be re located per lot owner. MLS 170361565 Building lot has deeded right of way over home driveway also.

$535,000Est. Payment
5 Beds | 2 Baths | 3,000 Sqft

97 Main Street, Woodbury, CT 06798

House For Sale

This 1823 Colonial makes a statement! Five fireplaces, wide board flooring, exposed beams, original paneling, hardware and large welcoming rooms. Remodeled eat in kitchen, extensive custom reproduction cabinetry, center island w under counter bar, room for full size dining table - French door out to enclosed porch & one of two stone patios. Entertain in the large living room boasting the main fireplace with bee hive oven and surrounded by warmth w original paneling, cubbies and exposed beams. Work from home in the amazing front room, all set up as an office with walls of custom built ins & desk top area designed to look like authentic built ins when all closed up-A huge bonus in these times! Formal dining room with fireplace, currently being used as a first floor bedroom. Four generous sized bedrooms upstairs all have wide board flooring, two with cozy fireplaces. Fifth, smallest bedroom could make a perfect master bath. All rooms are light filled. Front and back stairs. So many beautiful original features, ready for your own personal changes and to carry on the history. Additional building lot of .73 acres behind the home will be on the market for $80k once shared driveway easement is established (in the works) can be sold as package with the house for a reduced $60k price. Historic Main Street Woodbury, named "Best Small Town in CT" by Readers Digest. 1/2 hour to train station or 1.5 hrs to NYC. Subject to easement for shop (adjacent building) parking and septic.

$500,000Est. Payment
4 Beds | 3 Baths | 3,256 Sqft

131 Hazel Plain Road, Woodbury, CT 06798

House For Sale

Sprawling colonial with spectacular year round views!!! This 4 bed 2.5 bath colonial is destined to impress both inside and out. Gleaming hardwood floors greet you at the front door and follow you through most of the main level. The spacious eat-in kitchen is designed perfectly to flow with both indoor and outdoor entertaining complete with stainless steel appliances, subzero refrigerator, double wall ovens and oven/range, dishwasher, center island, and plenty of countertop for prep surface. An oversized family room with fireplace and two magnificent palladium windows allow the natural light to pour in and making for the perfect spot to admire a colorfully painted sunset. A formal dining room with plenty of trim and a tray ceiling will make for an elegant setting for your next dinner party. The formal living room will lead you through French doors to an incredible home office space with tons of built-in shelving and cabinetry overlooking an amazing back yard. Travel up the hardwood staircase to a master bedroom with a luxurious master bath with soaking tub and even a romantic balcony. On this level, you will also find 3 additional generously sized bedrooms and a full hall bath with double vanity. This home is perched on 2.85 acres offering wonderful outdoor living space with a heated in-ground swimming pool, screened in porch, firepit, outdoor shower, oversized shed, and breathtaking views and is just waiting for you to come and make some memories that will last a lifetime!!!

$349,900Est. Payment
2 Beds | 2 Baths | 1,265 Sqft

372 Middle Road Turnpike, Woodbury, CT 06798

House For Sale

Wonderful opportunity to own a "Like New" 2 Bedroom, 2 Bath Ranch convenient to Woodbury's town center! This home has been lovingly maintained leaving the buyer little to do, but move in. The cozy Living Room has a gas fireplace, large picture window, and built-ins; Eat-in Kitchen boasts of granite countertops, laminate floors & breakfast bar; Dining area w/ laminate floors; Master Bedroom w/ Hardwood floors and Full Bath; 2nd Bedroom w/ Hardwood floors, Crown molding, interior recently painted (2019). The landscaped yard offers a patio, granite steps, bluestone walkway, stonewalls and Dog fence. Property across the street cannot be developed. Improvements: Recent paved driveway (2017), Recent roof (2014), Gutters and filters, 2 Chimneys refaced (2019), Whole house Generator, New water pump (2020), New furnace (2020). This property has much to offer! A Must See! (Please see attached sheet for a complete list of improvements.)

$429,000Est. Payment
3 Beds | 3 Baths | 2,235 Sqft

96 Saw Pit Hill Road, Woodbury, CT 06798

House For Sale

Recently renovated three bedroom cape with lots of privacy on a quiet country road, yet close to town. New roof, new exterior siding, interior & exterior paint, new windows, new kitchen counters, some new wood flooring on the first floor, and a newly paved driveway. Large deck off the back overlooking the private wooded lot and city views through the trees. Generous dining room, living room, and family room with fireplace and built-ins. Great natural light and move in ready. Additional land available!

$269,000Est. Payment
3 Beds | 2 Baths | 2,400 Sqft

3 Lynns Corner Road, Woodbury, CT 06798

House For Sale

JUST REDUCED,OWNER SAYS BRING OFFERS, house with many possibilities, open and airy Great Room and Kitchen with cathedral ceiling, 2 Bedrooms and 1 Full Bath, wrap around balcony, lower level could be possible in-law or in-house offices, or connect upper and lower level with a staircase to make it a one family home! endless possibilities this is a very adaptable house

$10,000
$349,000Est. Payment
3 Beds | 3 Baths | 2,978 Sqft

397 Old Sherman Hill Road, Woodbury, CT 06798

House For Sale

WE ARE BACK ON THE MARKET AFTER EXTENSION RENVOVATION - **COME SEE** NEW KITCHEN - AUGUST 2020 - Beautiful and lush 2.07 acrea lot is the back drop to this refreshed 2 978 sqft Ranch style home featuring 3 bedrooms 2.5 bathroom inviting living room with large bay window and stone fireplace that stretches from floor to ceiling. Freshly painted NEW kitchen with an abundance of windows new refrigerator new floors & freshly painted in neutral colors throughout. Wonderful sunroom & fully finished walk-out lower level adds addtional 1 489 square feet of living space to meet your needs. New landscaping and 2 car attached garage with large driveway offers plenty of off street parking for your guests. Nothing left to do but move in. Be prepared for the storm season and unexpected power outages with the standby propane Generac generator that's best for your family. Great place to call home!

$1,899,000Est. Payment
4 Beds | 3 Baths | 2,416 Sqft

59 Cat Swamp Road, Woodbury, CT 06798

House For Sale

Charming Country Compound. Main house built in 1845, Barn with apartment and a cottage along with 33 acres makes this a wonderful multi functional property! Bring your horses too! Beautiful meadows, pond and waterfall, tennis court, fruit trees, gardens and stone walls. Information on MLS is based on main residence, additional info for apartments, barn and pool house available upon request. Possibilties for subdividing into additional building sites or come live off the land!

$10,000
$209,000Est. Payment
4 Beds | 1 Bath | 1,814 Sqft

31 Bethwood Lane, Woodbury, CT 06798

House For Sale

Bring your tool belt and your imagination to this 4 bed ranch in a super location in Woodbury. Bethwood Lane sits mid-Flanders Rd. between Bethlehem and Woodbury and offers a private road to only a few homes. The gently sloping lightly wooded parcel has seasonal views looking into Woodbury center and with a little clearing, possibly year round views.... A potential pool site and great privacy. There is a small frog pond at the entrance of the driveway that is surrounded by lilies in the springtime. The "L" shaped ranch offers a large eat in kitchen and living room /dining room with vaulted ceilings and floor to ceiling stone fireplace. 4 bedrooms and 1 bath. A 2 bay garage / barn with loft is detached from the house. This home is being sold as-is. Inspections are for informational purposes only. Great opportunity to update this home for a full time or weekend residence or add to a rental portfolio. Close to both Woodbury and Bethlehem centers and all that Litchfield County has to offer. HOME IS OCCUPIED, PLEASE DO NOT ENTER PROPERTY WITHOUT AN AGENT OR SCHEDULED APPOINTMENT. Thank You.

$574,900Est. Payment
4 Beds | 3 Baths | 3,508 Sqft

39 Curtiss Meadows, Woodbury, CT 06798

House For Sale

Location, Location the best of two worlds very private home with beautiful views and very close to Southbury town line and route 84 to make your commute very easy!!! Come enjoy the beautiful sunsets and fall foliage while sitting on this inviting front porch or sit in one of the 2 sunrooms during the snow storms and cold winter nights overlooking the stunning Woodbury countryside or enjoy your very private extra large deck. This 4 bedroom custom built colonial with open floor plan featuring large eat-in kitchen 24x13 with granite counters, stainless steel appliances, breakfast bar, eat in area with hardwood floors this cooks kitchen opens to a wonderful 24x24 great room with fireplace, built ins, moldings, beams, hardwood floors and dormers to allow this room to be an absolutely wonderful light and bright room, there is a formal dining room off the kitchen with french doors opening into formal living the main floor also adorns a library/office, sunroom with french door, hardwood floors throughout and half bath and 2 story amazing foyer. As you enter the upper level also with gleaming hardwood floors you will find a fabulous master bedroom suite with sunroom sitting area which overlooks the beautiful Woodbury hillsides, full bath, walk in closet, cathedral ceilings, the upper level also features 3 additional bedrooms and a full bath.. This home was custom built and is very special and a must see!

$790,000Est. Payment
5 Beds | 7 Baths | 6,020 Sqft

87 Carmel Hill Road, Woodbury, CT 06798

House For Sale

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.

$10,500
$499,500Est. Payment
4 Beds | 3 Baths | 3,292 Sqft

151 Quassuk Road, Woodbury, CT 06798

House For Sale

Don't miss out on this in town colonial set back on a beautiful level lot with plenty of privacy and yet walking distance on a nice country road into the town center. One owner has owned it since 2015 and it has been wonderfully maintained with extra features including water manifold and central vac in the 3 car garage with installed cabinets and the floor slanted for washing the car in the winter, main floor with 9' ceilings and oversized windows all across the back, stately columns as you enter the front foyer separating the dining and living room, a well thought out study with built ins and great hardwood floors throughout the first floor. In addition the bedrooms all have walk in closets and the laundry room is conveniently located on the second floor. Located in the town of Woodbury voted "best small town in Connecticut." Enjoy the community theater, Hollow Park and playground, the historic Glebe House, community center, library, nearby schools, shopping, wineries, renown restaurants and so much more. Major highways are only 10 minutes away and NYC is 1 1/2 drive or 1/2 hr to trains. Come and enjoy this beautiful town!

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