Homes for sale in Woodbury Connecticut | Page 1 of 3 | Country Homes of America
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Homes for sale in Woodbury Connecticut - Page 1 of 3

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$1,395,000 10.23 acres 4 Beds | 5 Baths | 1 ½ Bath | 6500 sqft
17 Gate Post Ln, Woodbury, CT 06798 - Litchfield County

10.23 acres Woodbury, CT

Brand new price for this Stately Georgian Colonial with Celebrity appeal. This one owner master piece was custom built on a secluded lot at the end of a long security protected 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
Beverly A Peterson AllPoints Realty
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$569,900 9.23 acres 4 Beds | 3 Baths | 1 ½ Bath | 4415 sqft
11 Hard Hill Rd, Woodbury, CT 06798 - Litchfield County

9.23 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 A Peterson AllPoints Realty
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$1,200,000 83.38 acres 4 Beds | 5 Baths | 1 ½ Bath | 4608 sqft
162 Middle Road Tpke, 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.
Beverly Peterson Century 21 AllPoints Rlty
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$359,900 1.38 acres 4 Beds | 3 Baths | 1 ½ Bath | 2201 sqft
56 Orchard Avenue, Woodbury, CT 06798 - Litchfield County

1.38 acres Woodbury, CT

Want a place to have a staycation? This charming four-bedroom colonial with gorgeous in-ground, heated pool located on a beautifully landscaped private lot within 15 minutes of Rt. 8 and 84 is a wonderful place to enjoy with family and friends. The enclosed porch offers the best of seasonal living - have your morning coffee or your evening glass of wine while letting the outdoors in! Great for entertaining! The main level includes a good-sized family room with fireplace, eat-in kitchen, formal dining room and serene living room. The Laundry/mud room is on the first floor and currently has a "coffee station". The second level includes master bedroom with en suite and three additional bedrooms. This property is a country oasis - come and
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$359,900 2.77 acres 3 Beds | 3 Baths | 2440 sqft
685 Middle Road Turnpike, Woodbury, CT 06798 - Litchfield County

2.77 acres Woodbury, CT

One of a kind home, custom built by current owners. Nothing to do here but move in, absolutely pristine condition with big updates like the roof, furnace, windows, and siding. Beautiful and refinished real hardwood floors throughout, freshly painted, many new windows, open and inviting floor-plan, and located in a very private and peaceful setting. A very special home, don't miss this one!
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$1,195,000 9.27 acres 4 Beds | 6 Baths | 1 ½ Bath | 6000 sqft
283 Saw Pit Hill Road, Woodbury, CT 06798 - Litchfield County

9.27 acres Woodbury, CT

Charming custom built energy star home on nine fenced acres, very private setting, yet close to town. Lovely wrap around mahogany porch, w/hot tub, 9 foot ceilings all three floors, detailed crown moldings & trim throughout, brazilian cherry hardwood floors, 2 story entry w/sweeping stairwell. 1st floor living room w/lovely bay window & gas fireplace w/hand carved Mahogany mantle from France. Dining room w/tray ceiling & fabulous built in hutch w/stone counters. Great room with French doors to balcony over looking heated 44x34 salt water pool w/waterfall. Built in wet bar w/beverage refrigerator, ice maker & instant hot water. Gourmet country kitchen w/large granite island, handmade copper sink, walk-in pantry, Sub Zero refrigerator & freez
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$279,900 0.91 acres 3 Beds | 2 Baths | 1417 sqft
85 Flanders Road, Woodbury, CT 06798 - Litchfield County

0.91 acres Woodbury, CT

Best of both worlds, privacy and convenience in one. Located only 6 miles from I84. This ranch style home offers 3 bedrooms and 2 full bathrooms. Tons of potential here it make it your own for under $300k, the current owner of 26 years is downsizing and is ready to pass the baton to someone new. Walk into the open floorplan living room with wood burning fireplace, dining room is open to kitchen. Easy access to the 2 car garage is off the living room. Master bedroom has its on en suite with stall shower, all 3 bedrooms are carpeted, as is the finished walk out lower level. Expansive lower level offers so many options with a 2nd wood burning fireplace and 2 sliders to the private backyard. Do you need a home office, want a bonus space,
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$405,000 1.47 acres 4 Beds | 3 Baths | 1 ½ Bath | 3391 sqft
34 Quail Run Road, Woodbury, CT 06798 - Litchfield County

1.47 acres Woodbury, CT

On a quiet country road, this brick and clapboard Colonial has oodles of space with 11 rooms and over 3,300 sq ft. Gorgeous 6" Maple wood floors compliment each public room. There is a fireplace in the living room and the breakfast nook has a wood stove insert to help with heating costs. The kitchen has had a mini make-over adding recessed lighting, crown molding, a stainless steel refrigerator and pendant lighting over the breakfast bar. The four bedrooms are nicely sized. Above the three car garage is a spacious family room with cathedral ceilings, exposed beams and built-in bookshelves and an office with two skylights. A set of French doors open to the sun room that is heated with propane and leads to the rear deck. There is a walk-up a
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$629,900 1.13 acres 3 Beds | 4 Baths | 1 ½ Bath | 2650 sqft
89 Quail Run, Woodbury, CT 06798 - Litchfield County

1.13 acres Woodbury, CT

Quality to-be-built custom Eyebrow Colonial by HOBI award winning builder Connecticut Residential on lot with breathtaking VIEWS for miles! This exceptional ENERGY STAR CERTIFIED home on a quiet cul-de-sac boasts a spacious open floor plan with a wall of windows to drink in the incredible VIEWS! Gorgeous kitchen with granite or quartz countertops, stainless steel appliances, sliders to deck, dining area, bonus 1st floor study/office/bedroom, elegant first floor master bedroom suite with walk-in closet and bath with double vanity, shower, and soaking tub, wood floors throughout, FR featuring CATHEDRAL CEILING AND gas fp, tiled mudroom off garage, tons of storage, powder room, and large 3 CAR attached garage. Second floor has two additional
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$487,500 2.3 acres 4 Beds | 4 Baths | 1 ½ Bath | 3248 sqft
25 Timber Lane, Woodbury, CT 06798 - Litchfield County

2.3 acres Woodbury, CT

Custom Built 17 Year Young 8 Room Cape, This Home was Designed for one level Living! First Floor Amenities Include Spacious Master Suite and Guest Suite with private entrance, Wonderful Open Floor Plan features Eat In Gourmet Kitchen with maple cabinets, granite counter tops, 6 burner gas stove top, double wall oven, breakfast bar and desk area, The Great Room also has cathedral ceiling and a stone fireplace, Tiled Foyer, The Formal Dining room is 20 x 12 Great for Having Huge Holiday Gatherings, The upper level includes large sitting area open to family room below, 2 generous sized bedrooms, full bath and plenty of closet space. 3 Car Attached Garage, Full unfinished lower level, private & level back yard offers a blue stone patio All situ
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$499,900 1.78 acres 4 Beds | 3 Baths | 1 ½ Bath | 3626 sqft
21 Carriage Lane, Woodbury, CT 06798 - Litchfield County

1.78 acres Woodbury, CT

Meticulously maintained 3626sqft 4 Bedroom Colonial at end of cul-de-sac in private setting and close to highway access. Covered Front Porch. Entry Foyer and 1st Floor with Hardwoods throughout. Formal Living Room with crown molding. Family Room with Fireplace open to Large Eat-in-Kitchen. Kitchen has Silestone countertops, glass tile backsplash, island with breakfast bar, Stainless Steel appliances, and double oven. Formal Dining Room with simulated wood paneling, crown molding, tray ceilings, and hardwood inlay. Gorgeous Screen Porch with cathedral ceilings! 1/2 bath powder room. Upstairs, Master Bedroom with 2 Walk-in closets and attached remodeled full bath. Full bath has skylight, soaking tub, walk-in stand-up shower with subway tile
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$825,000 1.01 acres 5541 sqft
495 Main Street South, Woodbury, CT 06798 - Litchfield County

1.01 acres Woodbury, CT

A rare opportunity to own 5600 sf of income producing property ideally located on 1 acre in the heart of Woodburys antiques district. The development comprises the immaculately restored 1745 Bull Homestead. Currently divided into two rentals, the main house, approximately 1680sf, has two bedrooms and 2 1/2 baths and rents for $2000. Attached is an equally charming 2 bedroom 1 1/2 bath 1000 sf in law apartment that rents for $1600. The rear building boasts 2175 sf of sub-dividable commercial space on two floors with a finished basement currently used as a workshop. The building also includes a newly renovated 648 sf apartment, suitable to rent as a residence or small business. An unfinished antique post and beam barn, with a separate septi
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$825,000 1.01 acres 4 Beds | 5 Baths | 2 ½ Baths | 2718 sqft
495 Main Street South, Woodbury, CT 06798 - Litchfield County

1.01 acres Woodbury, CT

A rare opportunity to own 5600 sf of income producing property ideally located on 1 acre in the heart of Woodburys antiques district. The development comprises the immaculately restored 1745 Bull Homestead. Currently divided into two rentals, the main house, approximately 1680sf, has two bedrooms and 2 1/2 baths and rents for $2000. Attached is an equally charming 2 bedroom 1 1/2 bath 1000 sf in law apartment that rents for $1600. The rear building boasts 2175 sf of sub-dividable commercial space on two floors with a finished basement currently used as a workshop. The building also includes a newly renovated 648 sf apartment, suitable to rent as a residence or small business. An unfinished antique post and beam barn, with a separate septic
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$369,000 1.38 acres 3 Beds | 3 Baths | 2780 sqft
20 Painter Hill Road, Woodbury, CT 06798 - Litchfield County

1.38 acres Woodbury, CT

Own Your Own Piece of Private Paradise. 3-4 Bedroom, 3 Full Bath, Contemporary Colonial Designed for Entertaining. Very Private Lot in Woodbury Near Washington and Roxbury Line. House Built in 1972, Addition and Complete Renovation 2004-2007. Open, Flowing Floorplan with Hardwood Floors, Upgraded Windsor Trim, Main Level Bedroom/Family Room/Den with Full Bath. Great House, Incredible Renovation, Desirable Area, Private Setting, Won't Last!
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$1,295,000 9.27 acres 4 Beds | 6 Baths | 1 ½ Bath | 6000 sqft
283 Saw Pit Hill Road, Woodbury, CT 06798 - Litchfield County

9.27 acres Woodbury, CT

Charming custom built energy star home on nine fenced acres, very private setting, yet close to town. Lovely wrap around mahogany porch, w/hot tub, 9 foot ceilings all three floors, detailed crown moldings & trim throughout, brazilian cherry hardwood floors, 2 story entry w/sweeping stairwell. 1st floor living room w/lovely bay window & gas fireplace w/hand carved Mahogany mantle from France. Dining room w/tray ceiling & fabulous built in hutch w/stone counters. Great room with French doors to balcony over looking heated 44x34 salt water pool w/waterfall. Built in wet bar w/beverage refrigerator, ice maker & instant hot water. Gourmet country kitchen w/large granite island, handmade copper sink, walk-in pantry, Sub Zero refrigerator & freez
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$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
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$799,000 5 acres 4 Beds | 3 Baths | 5148 sqft
132 Stone Pit Rd, Woodbury, CT 06798 - Litchfield County

5 acres Woodbury, CT

Custom designed Contemporary Ranch on private lot has elegant open floor plan with oversized rooms and vaulted ceilings! Spacious master suite has luxurious bath, bamboo floors, sitting room, and exercise room. Convenient central vacuum system, even in the garage. Music/intercom system throughout with hookups for all your modern devices. Soaring vaulted ceilings in kitchen and family room. Four-zone hydro-air system with electrostatic filters and all systems of the highest quality. Potential fourth bedroom in main floor office space. This home is secluded yet convenient to town, shops and restaurants. Just 15 minutes to I-84. A must see!
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$329,999 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. Brand New water pump, Water Tank, and Water Heater. 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, serious inquiries only. Sold As-Is, Owner is Motivated.
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$369,900 5.51 acres 3 Beds | 2 Baths | 1726 sqft
16 Cross Brook Road, Woodbury, CT 06798 - Litchfield County

5.51 acres Woodbury, CT

Welcome to beautiful Woodbury. Quiet location on over 5 acres right off of the sought after street of Painter Hill. 3 bedroom Cape Cod style home with 2 full bathrooms that are fully updated. First level has large dining room that has been opened up to the kitchen, living area with fireplace and built in book cases open to a den or potentially another bedroom. That den leads to a screened in porch to sit an enjoy nature. Upstairs you will find 3 bedrooms and a full bath. Outside is an oversized 2 car garage with an artist studio above ready for your imagination, it is heated with 3 separate rooms. Beautiful gardens are awaiting the new owners.
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$489,900 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.
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$475,000 1.65 acres 4 Beds | 3 Baths | 1 ½ Bath | 2947 sqft
80 Bear Run, Woodbury, CT 06798 - Litchfield County

1.65 acres Woodbury, CT

Beautiful four bedroom colonial located in Bear Hill Subdivision, a wonderful cul-de-sac neighborhood, on a private, level interior lot. This house has plenty of living space including an additional 500 sf in the finished lower level and a third floor room for hobbies, crafting or company. Large eat-in kitchen, formal dining room, family room with fireplace insert. The master bedroom suite includes a nursery/work-out room/office, huge walk-in closet and large master bath with whirlpool tub. Currently the living room is being used as an office and as been divided to make another room - that wall will be removed if a buyer would like one large room. This house is a pleasure to view.
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$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
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$199,900 3.06 acres 3 Beds | 3 Baths | 2174 sqft
92 Painter Hill Road, Woodbury, CT 06798 - Litchfield County

3.06 acres Woodbury, CT

Back on Market. Septic issues but otherwise a Solid Raised Ranch in need of TLC. This home offers a lot of great space, privacy, even a pond! Enjoy looking at the views of nature from the expansive deck. Three fireplaces - Living room, Family room and Master bedroom. Great potential with this home! This is a short sale and requires third party approval. Property sold in as-is condition. Inspections are for informational purposes only. Buyer premium of $2,000.00 payable to seller attorney at closing for negotiation services.
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$199,900 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
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$299,000 1.99 acres 3 Beds | 4 Baths | 1 ½ Bath | 2012 sqft
128 Old Town Farm Road, Woodbury, CT 06798 - Litchfield County

1.99 acres Woodbury, CT

Set your eyes on this 3 Bed Colonial that embodies New England aesthetics. Neutral colors of the kitchen highlight the modernized design that contrasts well w/ sleek, dark-hued granite counters, s/s appl, recessed lighting, plus hardwood flooring that draws the appeal all together. Formal Dining Room w/ crown and chair rail moulding, built-in cabinetry, and hardwood flooring. Great amount of space offered in each of the carpeted bedrooms. Master Bedroom w/ attached bathroom. Finished lower level adds an extra 504 sq ft w/ fireplace and slider walkout. Lay outside and relax on the deck admiring the fall foliage and surroundings. This house is simply not to be missed!
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$649,000 1.94 acres 4 Beds | 4 Baths | 1 ½ Bath | 3930 sqft
46 Grassy Hill Road, Woodbury, CT 06798 - Litchfield County

1.94 acres Woodbury, CT

Updated and sophisticated mint condition custom Colonial complete with waterfall to delight the senses. Spacious with oodles of country charm, featuring wide board wood floors, crown molding, built-ins, plantation shutters, French doors and three fireplaces. Nicely proportioned rooms allow comfortable living. Public rooms include formal living and dining rooms, eat in kitchen with high-end appliances and granite counters, den or office and large family room with fireplace. A lovely screened porch is located off the family room. The finished space in the walk-out lower level is perfect for game, media or exercise room. There are three bedrooms two full baths and Master bedroom with fireplace, full bath and walk-in closet on the upper lev
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$249,900 1.5 acres 2 Beds | 2 Baths | 1 ½ Bath | 2000 sqft
45 Davids Hill Road, Woodbury, CT 06798 - Litchfield County

1.5 acres Woodbury, CT

This home has enormous potential. Desirable neighborhood. Property being sold "AS IS". There are 2 very nice outbuildings. Nice lot. Home needs updating and yard needs tree work and landscaping.
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$249,900 2.02 acres 3 Beds | 3 Baths | 1526 sqft
224 Railtree Hill Road, Woodbury, CT 06798 - Litchfield County

2.02 acres Woodbury, CT

Large Ranch located on over 2 acres. Three bedrooms, three full bathrooms, two woodstoves. Hardwood floors, finished lower level, two car garage. Come see this home and the privacy it holds.
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$1,200,000 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.
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$1,200,000 9.18 acres 2 Beds | 3 Baths | 1 ½ Bath | 4734 sqft
28 Leavenworth Road, Woodbury, CT 06798 - Litchfield County

9.18 acres Woodbury, CT

Set back on 9 acres, 28 Leavenworth 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 hil