Homes for sale in Woodbury Connecticut | Page 1 of 3 | Country Homes of America
CountryHomesofAmerica.com
#1 in Rural Real Estate Online

Homes for sale in Woodbury Connecticut - Page 1 of 3

20 photos
$1,300,000 83 acres 4 Beds | 5 Baths | 1 ½ Bath | 4608 sqft
162 Middle Road Tpke, Woodbury, CT 06798 - Litchfield County

83 acres Woodbury, CT

WOW!! WHAT A LOCATION AND VIEWS LIKE YOU ON ARE THE BIG SCREEN!!Absolutely majestic on a hilltop 83 acre piece of heaven!Views of the entire town of Woodbury from this gigantic Contemporary Colonial.Possible 20 lot subdivision with access and frontage on two roads.Seperate apartment above the garage along with a 3 story barn.Beautiful craftsmenship inside from the hand carved chimney to the immaculate granite countertops.Amazingly maintained and cared for by the owner who put a lot of love into this home and property.
Beverly Peterson Century 21 AllPoints Rlty
39 photos
$579,900 9 acres 4 Beds | 3 Baths | 1 ½ Bath | 4415 sqft
11 Hard Hill Rd, Woodbury, CT 06798 - Litchfield County

9 acres Woodbury, CT

Spectacular property with farming or residential zoning on over 9 acres of land. With a 3 car attached garage, a 4 bay detached barn and an oversized metal barn with 14 foot doors and open ceilings, the possibilities are endless. The entire property is surrounded with stone walls and fencing and the current owner is utilizing its farm use. The property was custom built with over 4400 square feet of living space. The home is bright, airy, and features a high end eat-in gourmet kitchen which includes Thomasville hickory cabinets, silestone counters, a double oven, electric cooktop, deep drawers with pull out trays, and walk in pantry. The random width maple hardwood floors flow through out the lower level and lead to a wonderful living room w
Beverly Peterson Century 21 AllPoints Rlty
26 photos
$789,000 2.04 acres 4 Beds | 4 Baths | 1 ½ Bath | 4742 sqft
43 River Bend Drive, Woodbury, CT 06798 - Litchfield County

2.04 acres Woodbury, CT

Gorgeous Custom Reproduction Eyebrow Colonial set on 2 acres. Top Quality finishes throughout and under 2 hrs to NYC, minutes to Woodbury Center for great hiking trails, gourmet dining and shopping the Connecticut Antique Trail. Easy entertaining awaits with the stone patios surrounded by stone sitting wall with views over the 10 acre Land preserve and Pomperaug River. High quality chef's kitchen and high end baths offer a feeling of luxury while a relaxed feel throughout the home. The open floor plan offers Living Room with Vaulted Ceiling, extensive moldings, three fireplaces and wood stove, maple floors, first and second Level options for Master Bedroom. Mature perennial gardens, level lawn for great play area and specimen plantings abo
25 photos
$675,000 4.7 acres 4 Beds | 4 Baths | 1 ½ Bath | 3434 sqft
102 Whittlesey Road, Woodbury, CT 06798 - Litchfield County

4.7 acres Woodbury, CT

Beautifully constructed European style farmhouse clad in stone and shingles, with highest quality throughout. A dramatic two story foyer opens into an open floor plan providing ease for gracious living. The kitchen, state-of-the art, is for the serious chef with cabinets, granite countertops, island as well as top of the line beautiful appliances. The two story living room and dining room are sun filled and beautiful, the fireplace can be seen from all vantage points. A spacious master suite has all the amenities! Door to a private deck, great closet space, master bath with soaking tub and a separate walk-in glass shower, all of the finest quality. Radiant floors in both main floor baths. On the main floor is a Bose surround sound. Foam ins
$719,000 2.66 acres 5 Beds | 5 Baths | 1 ½ Bath | 6194 sqft
156 Weekeepeemee Road, Woodbury, CT 06798 - Litchfield County

2.66 acres Woodbury, CT

This stunning Woodbury property delivers style, functionality, superior craftsmanship-remarkable and millwork in a timeless, treasured and tranquil environment. 6,000 sf nestled in a bucolic setting of breathtaking English gardens surrounded by stone walls. Perched on a hill of woods with sweeping views, you can ever so lightly hear the brook's flow. Experience peaceful mornings in the expansive gourmet kitchen inc.4 DW, Subzeros, Wolf Industrial Stove, multiple sinks and spacious family room, music solarium, informal media room. Entertaining small or large is always stress-free, catering auxiliary kitchen, and a home flow that feels as is you are floating. The home also offers a gym and outdoor spa, art studio, grand foyer, slate floor mu
37 photos
$537,500 6.45 acres 5 Beds | 4 Baths | 1 ½ Bath | 4244 sqft
31 Ridgewood Road Extension, Woodbury, CT 06798 - Litchfield County

6.45 acres Woodbury, CT

Long drive leads to private Colonial set on 6.45 acre. Great location for quick and easy access to shops and restaurants. Spacious with over 4,200 sq ft, the house offers 11 rooms plus sun room with five bedrooms and 3.1 baths. A mix of vaulted ceilings, windows, skylights, French doors and open concept floor plan allows light to filter through the main level public rooms. Formal living room has access to bluestone patio, the office or den with raised wood paneling has French doors to front patio and family room with fireplace opens to wonderful sunroom overlooking grounds. The A delightful kitchen with stainless steel appliances, and granite countertops. A large master bedroom offers gas log fireplace, three walk-in closets, master bath w
22 photos
$299,000 3.4 acres 3 Beds | 2 Baths | 1568 sqft
63 Joshua Hill Road, Woodbury, CT 06798 - Litchfield County

3.4 acres Woodbury, CT

Move right in! Homeowners have taken loving care of this home located at the foothills of Litchfield county! Relax in front of the fire in the open concept great room/ dining room with soaring ceilings with a wrap around deck that overlooks 3 private acres with a babbling brook. The kitchen has an oversized breakfast bar which opens up to the eating area and sliders that access your outdoor living space. The home has 3 bedrooms, including a large master ensuite with a beautiful full bath. Both of the full bathrooms have been tastefully remodeled. In the lower level is a light filled bonus room that could be used as a recreation room or multi purpose room. New generator hook up, new well pump and cold water pressure tank. Basement is pl
40 photos
$400,000 1.9 acres 4 Beds | 3 Baths | 2588 sqft
31 Laurel Woods Road, Woodbury, CT 06798 - Litchfield County

1.9 acres Woodbury, CT

Outstanding neighborhood for this pristine colonial home with updates throughout! Enjoy this quiet, precious location, cul-de-sac and easy living; 2588sf with finished newer lower level adding 800 sf. Lovely entry foyer welcomes you to spacious living & dining rooms, pine floors throughout entire home adds warmth & New England charm. Large eat-in kitchen w/ granite, breakfast bar, new stainless appliances, pantry & coffee/wine station is open to family room w/ cathedral ceiling, wood fireplace insert with beautiful reclaimed wood mantel. Also 1st floor bedroom/office with 1st fl full bath & laundry in hall. The wide oak staircase leads to 3 additional bedrooms, large master ensuite w/ walk-in closet & dressing area. New features throughout
40 photos
$389,900 1.97 acres 4 Beds | 3 Baths | 1 ½ Bath | 3349 sqft
145 Saw Pit Hill Road, Woodbury, CT 06798 - Litchfield County

1.97 acres Woodbury, CT

You won't want to miss this gorgeous remodeled 4 bedroom 2.5 bath colonial that's 100% ready for you to move in! With 2774 sq ft this home features a new kitchen with white soft close cabinets, white quartz counters, breakfast bar, and new stainless steel appliances. The main level also features formal living and dining rooms, a family room with huge brick fireplace with pizza oven facing the kitchen, a step-down sunroom/greenhouse with heat and water, half bath/laundry, and private bonus space/office over the garage. Upstairs you will find 4 good sized bedrooms with custom built in bookcases and crown molding, and two nicely renovated baths with modern color schemes and tile selections. Refinished hardwood floors throughout, brand new
25 photos
$134,900 3 acres 3 Beds | 1 Bath | 915 sqft
922 Main Street North, Woodbury, CT 06798 - Litchfield County

3 acres Woodbury, CT

Move in ready FHA approved home in Woodbury priced to SELL!!! A rare find built in 1850 alongside Nonnewaug River, this 3 bedroom cape with amazing water views is perfect for a first time home buyer or anyone looking to downsize and relax in a picturesque location. Own a piece of history for under market value! Call today for your showing, this one will not last!
25 photos
$274,900 1 acres 3 Beds | 4 Baths | 1 ½ Bath | 1900 sqft
13 Town Line Road, Woodbury, CT 06798 - Litchfield County

1 acres Woodbury, CT

Stunning Cape now available conveniently located off of Rt 6 in Woodbury by Taft School on dead end street! This home has tremendous value and nothing needed except to move in in time for summer and enjoy all that Litchfield county has to offer. Completely redone from top to bottom in 2012, boasting gleaming hardwood floors throughout, over sized eat-in kitchen with granite countertops and stainless steel appliances, 8 ft slider walkout to 15' x 15' deck, formal dining room, living room with attached study, 3 updated full bathrooms, master bedroom suite with attached wash room, forced hot air and central A/C, additional blown in insulation, and newer windows, siding and oil tank. Seller is motivated and is priced to sell! Call today to sche
25 photos
$405,000 2.47 acres 4 Beds | 3 Baths | 1 ½ Bath | 2160 sqft
20 Roxbury Road, Woodbury, CT 06798 - Litchfield County

2.47 acres Woodbury, CT

Charming Colonial located in a spectacular woodland setting! Privacy abounds in this 4 bedroom, 2.5 bath home with two car garage. This home offers generous living space and includes many upgrades (refer to list of improvements). The main level has an open floor plan which allows for a comfortable and relaxed life style. The stylish kitchen provides plenty of work space with granite countertops, stainless steel appliances and gleaming oak floors. The combination living room and dining room is bright and airy with sliders that open to a spacious deck. The family room with wood-burning fireplace, opens to a heated, 3 season room where you can relax and enjoy the natural woodland setting. The second floor features a master bedroom, complet
20 photos
$1,300,000 83.38 acres 4 Beds | 5 Baths | 1 ½ Bath | 4608 sqft
162 Middle Road Turnpike, Woodbury, CT 06798 - Litchfield County

83.38 acres Woodbury, CT

WOW!! WHAT A LOCATION AND VIEWS LIKE YOU ON ARE THE BIG SCREEN!! Absolutely majestic on a hilltop 83 acre piece of heaven! Views of the entire town of Woodbury from this gigantic Contemporary Colonial. Possible 20 lot subdivision with access and frontage on two roads. Seperate apartment above the garage along with a 3 story barn. Beautiful craftsmenship inside from the hand carved chimney to the immaculate granite countertops. Amazingly maintained and cared for by the owner who put a lot of love into this home and property.
13 photos
$249,900 3.26 acres 4 Beds | 3 Baths | 3568 sqft
53 Leavenworth Road, Woodbury, CT 06798 - Litchfield County

3.26 acres Woodbury, CT

Great Opportunity for home ownership. This oversized ranch sits on over three acres and set back off the street. Loads of privacy!! The dwelling has over 3500 square feet of living space, four bedrooms and two main level family rooms. The oversized kitchen offers eating area along with formal dining room. The family room off the kitchen has sliders that lead to private yard. This home has loads of possibilities!! All this and close to all amenities. This is a Fannie Mae Home Path Property.
25 photos
$239,900 3 acres 4 Beds | 2 Baths | 2213 sqft
56 Westside Road, Woodbury, CT 06798 - Litchfield County

3 acres Woodbury, CT

LOVELY WOOD EXTERIOR CAPE SET ON 3 ACRES AND WAITING FOR YOUR ENDLESS POSSIBILITIES. DON'T MISS OUT ON THIS AMAZING OPPORTUNITY TO MAKE THIS HOUSE YOUR NEW HOME. THIS IS A FANNIE MAE HOMEPATH PROPERTY. FOR MORE INFORMATION AND TO SUBMIT ALL OFFES PLEASE VISIT WWW.HOMEPATH.COM
32 photos
$724,900 2.54 acres 4 Beds | 4 Baths | 1 ½ Bath | 3633 sqft
99 Owl Ridge Road, Woodbury, CT 06798 - Litchfield County

2.54 acres Woodbury, CT

Impeccably maintained contemporary colonial with spacious open concept. Sitting on 2.5 level acres on a cul-de-sac in one of Woodbury's finest areas. Perfect setting for this stone and cedar professionally landscaped custom built home. Chefs style kitchen with gourmet appliances surrounded buy granite counters and large island with abundant seating. Exceptional detail above as well with a coffered ceiling. Bright master bedroom with twin walk in closets and luxurious master bath. Large formal dining room, mud room laundry room, 3 more bedrooms & baths plus a 2 story entrance add to this homes dramatic appeal.
13 photos
$334,900 4.1 acres 4 Beds | 2 Baths | 1 ½ Bath | 2843 sqft
334 Weekeepeemee Road, Woodbury, CT 06798 - Litchfield County

4.1 acres Woodbury, CT

Built in 1760 this charming home served as a Coach Stop, Tavern, General Store and later a ballroom back in the revolutionary era. This antique colonial is located on 4.1 acres adjacent to the Weekeepeemee River. Original features are preserved including 22 Tulip Beams from 1760. It features 4 bedrooms, 1 of which is on the first floor and 3 fireplaces. It also has a small barn and corral for horses to enjoy. Needs TLC. Take a trip back in time and put your final touches on this charming home and be a part of history. INVESTORS and DEVELOPERS welcome and serious inquiries ONLY. Sold As-Is
40 photos
$259,900 0.54 acres 3 Beds | 3 Baths | 1 ½ Bath | 3179 sqft
507 Main Street South, Woodbury, CT 06798 - Litchfield County

0.54 acres Woodbury, CT

Colonial - Greek Revival l Situated in Main Street Design District (MSD ) & Historic District | Heart of Woodbury | Close to Town Center, Restaurants, Shopping, Antiques: Subject to applicable zoning / special permits property potential for accessory apartment | 2 Family | Home Occupation ( Major / Minor) | Home Office. Site Plans Attached to listing Partially fenced yard with 1200 /- sq. ft. flagstone patio. Three season sun room with a stone floor | 2 wood burning fireplaces | New roof ( 2015 ) and fresh exterior paint. Redecorate to your taste and style | Best Value on the Street
28 photos
$683,000 2.04 acres 3 Beds | 3 Baths | 2100 sqft
67 Hurds Hill Road, Woodbury, CT 06798 - Litchfield County

2.04 acres Woodbury, CT

Exceptional Woodbury energy efficient home that was professionally re-designed and re-built by Bennett Sullivan Architect in 2010 is ranch style living at its best! This turn-key 3 bedroom, 3 bath property also boasts living space for the car collector or anyone needing storage for the RV, Boat and off- road vehicles. 14 professionally landscaped gardens with an inviting circular paved driveway welcomes you to enjoy the fabulous views from the front porch or the partially screened full deck off the rear of the home which runs the entire length of the house and is complete with hot tub..perfect for entertaining. The owners attention to detail will not go unnoticed with features such as : gourmet kitchen ,granite counters, hardwood and tile f
25 photos
$349,000 1.26 acres 3 Beds | 3 Baths | 1980 sqft
44 Heritage Drive, Woodbury, CT 06798 - Litchfield County

1.26 acres Woodbury, CT

The wonderful location of this one level living contemporary home with a level yard will be of primary interest to any buyer. The stunning yard complements this home with a view of the Scott Pool. The guest house with fireplace, full bath, kitchen, sauna, book cases, brick floor and basement with workshop is an incredible aspect of this home. The guest house is heated by propane. Three garages and breezeway with storage for all your garden tools. Open concept living includes a living room with a vaulted ceiling and fireplace. The kitchen is open to family room with another masonry fireplace surrounded with beautiful Cyprus paneling. East -west exposure for a light and bright home. You will find the 1.26 Acres this home sits on is quite pri
29 photos
$475,000 1.87 acres 5 Beds | 4 Baths | 1 ½ Bath | 3922 sqft
156 Washington Road, Woodbury, CT 06798 - Litchfield County

1.87 acres Woodbury, CT

Blending two centuries together to create cohesiveness is what you will find in this beautiful turn key vintage colonial/mid-century home. This is for the buyer who wants it all. A central foyer connects the two stunning living spaces. Built on the axis points every room is filled with light. Gleaming wide floor boards; whether they are chestnut or oak you will be impressed. The home boasts a freshly painted interior, open living, remarkable cabinetry, views from every window. I think you will say Wow this is not a drive by. There are 6 bedrooms, two with full baths. One very large bedroom (24 x 20) is on the third floor could actually become a large studio with all its closets and book cases. A lower level finished space is just about bran
13 photos
$159,900 0.59 acres 3 Beds | 1 Bath | 2376 sqft
581 Middle Road Turnpike, Woodbury, CT 06798 - Litchfield County

0.59 acres Woodbury, CT

Foreclosure property. Agent, please review special offer instructions--HIGHEST AND BEST DUE INTO THE WEBSITE BY MONDAY MAY 14 by 2:00 PM
36 photos
$414,901 1.55 acres 3 Beds | 4 Baths | 2 ½ Baths | 3177 sqft
161 Barnhill Road, Woodbury, CT 06798 - Litchfield County

1.55 acres Woodbury, CT

REDUCED FOR IMMEDIATE SALE!! Open concept kitchen and family room with hardwood flooring throughout main level. Granite counter tops, glass back-splash, breakfast bar, and stainless steel appliances. Family room with fireplace with sliders leading out to back deck with the views you've been waiting for. Formal dining room and living room offer an excuse to entertain and have extra room to stretch. Large bedrooms with lots of closet space. Master bedroom on-suite with rainfall shower and double sinks give you the excuse to pamper yourself daily. Bonus room upstairs could be used as a recreational area or even 4th bedroom. Additional 492 s/f in fully finished basement is perfect for kicking your legs up. This attractive area also has a walk-o
40 photos
$559,900 1.84 acres 5 Beds | 4 Baths | 1 ½ Bath | 4382 sqft
27 Meadowbrook Lane, Woodbury, CT 06798 - Litchfield County

1.84 acres Woodbury, CT

5 Bedroom Colonial with in-ground pool, 4 car attached garage, and full in-law on level 1.84 acre lot on gorgeous cul-de-sac road of similar homes. Welcoming Foyer. Formal Living Room. Large Formal Dining Room with trey ceilings. Eat-in-Kitchen with Corian countertops. Oversized Family Room with cathedral ceilings and Fireplace. Hardwood floors throughout the first floor rooms. Upstairs Master Suite with hardwood floors, high ceilings, walk-in closet, and attached full bath. 2nd Bedroom with hardwood floors and cathedral ceilings. 3rd Bedroom with carpet. Full bath. Full Separate entry In-Law with 2 Bedrooms, Eat-in-Kitchen Family Room, full bath and deck. In-law is a home in it's own right. Hardwood floors throughout. Family Room with Cath
25 photos
$409,900 1.07 acres 4 Beds | 3 Baths | 1984 sqft
88 Quail Run Road, Woodbury, CT 06798 - Litchfield County

1.07 acres Woodbury, CT

Quintessential New England country Cape Cod brought up to date with your needs in mind at the end of a quiet cul-de-sac! Expertly designed to maximize livable space, this Energy Star Certified* high quality, charming home has a front porch, OPEN FLOOR PLAN with spacious kitchen, dining area, living room with gas FP, mudroom, 1st floor office/bedroom/family room, and deck in a desirable neighborhood abutting 12 ACRES of shared preserved land that only this subdivision can enjoy! 2nd level has a Master Suite with huge walk-in closet and en suite bathroom, 2 additional bedrooms - one en suite with bath, plenty of closet space, and large laundry room too. Attached 2 car garage and level lot with private backyard all by HOBI award winning build
25 photos
$2,495,000 3.49 acres 4 Beds | 7 Baths | 2 ½ Baths | 9296 sqft
59 Hillside Road, Woodbury, CT 06798 - Litchfield County

3.49 acres Woodbury, CT

Hillside Villa. Perched at one of Woodburys highest elevations, this immaculate residence defines luxury living. Masterfully designed by Rick Moisan, the home was sited and built to take full advantage of the open and sweeping 180 degree views across the rolling Litchfield Hills. Offering over 9,000 square feet of interior living space, no expense was spared in the construction and finish. Interior details include 5 FPs, heated herringbone hardwood floors, tray ceilings with architectural lighting, and abundant French doors to balconies or to the pool terrace. Public rooms are accessed off the arched central foyer and include a formal DR, LR, den, FR, the kitchen and a breathtaking poolside sunroom. The kitchen couldnt be better equipped an
32 photos
$479,900 1.24 acres 4 Beds | 3 Baths | 1 ½ Bath | 2468 sqft
86 Quail Run Road, Woodbury, CT 06798 - Litchfield County

1.24 acres Woodbury, CT

Classic CUSTOMIZABLE colonial updated for modern living with an OPEN FLOOR PLAN and perfect flow built by HOBI award winning builder and Energy Star Certified! This to be built home boasts a large eat-in-kitchen open to the living space with fireplace, and sliders to take the party out on the deck, formal dining room, AND first floor office/den/flex room to expertly fit your lifestyle! A mudroom for boots and bags, powder room, and 2 car attached garage complete the main level. Then head upstairs to your Master bedroom oasis with spacious walk-in closet and restful master bath with double vanity, an additional 3 roomy Bedrooms with shared bath, lots of storage space, and 2nd floor laundry. Finishable basement adds extra square footage.
26 photos
$469,900 1.46 acres 4 Beds | 3 Baths | 1 ½ Bath | 2400 sqft
94 Quail Run Road, Woodbury, CT 06798 - Litchfield County

1.46 acres Woodbury, CT

Classic CUSTOMIZABLE colonial updated for modern living with an OPEN FLOOR PLAN and perfect flow built by HOBI award winning builder and Energy Star Certified! This to be built home boasts a large eat-in-kitchen open to the living space with fireplace, and sliders to take the party out on the deck, formal dining room, AND first floor office/den/flex room to expertly fit your lifestyle! A mudroom for boots and bags, powder room, and 2 car attached garage complete the main level. Then head upstairs to your Master bedroom oasis with spacious walk-in closet and restful master bath with double vanity, an additional 3 roomy Bedrooms with shared bath, lots of storage space, and 2nd floor laundry. Finishable basement adds extra square footage. Addi
31 photos
$1,485,000 6.62 acres 4 Beds | 5 Baths | 1 ½ Bath | 3848 sqft
505 Upper Grassy Hill Rd, Woodbury, CT 06798 - Litchfield County

6.62 acres Woodbury, CT

Award-winning sunsets and serene living await you on this spacious estate known as Cardinal Hill. Graced with a beautiful heated in ground swimming pool, tennis court, and barn, this 1940's Colonial was solidly built in this lovely section of Litchfield County. Discover all the wonderful shops in this antique district and come home to relax on a warm sunny day as you take in the extraordinary views for miles, available because the property is located in one of the highest elevations in Woodbury. Enjoy outstanding entertainment opportunities on picturesque grounds lined with stonewalls and stone terraces. Extra building on property houses a two-bay garage with attic and large gym with half bath. Additionally, the one-bedroom guesthouse wit
37 photos
$348,817 2.15 acres 4 Beds | 3 Baths | 1 ½ Bath | 2148 sqft
185 Saw Pit Hill Road, Woodbury, CT 06798 - Litchfield County

2.15 acres Woodbury, CT

Located on top of the hill, this charming Colonial offers the best of Woodbury. This house will appeal to the full time resident or weekender. These long time owners have lovingly cared for this home. The home has been nicely updated and maintained. The large E-I-Kitchen has been renovated with tile flooring, granite counter tops and a custom tile back splash. It is a good working kitchen with plenty of cabinets, linear counter space and a pantry. All appliance remain with the sale. The Kitchen open up to the family room with a brick fireplace. Having the kitchen open up in to the family room allows you to eat dinner or relax in view of the cozy warm fireplace. A french door from the family room opens into a serene screened in porc