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$430,000
2 Beds ⋅ 2 Baths ⋅ 24170943 MLS ⋅ Woodbury Hill BLDG.
Rarely is a ranch style available at Woodbury Hill as there are only 7 in total, This one is almost self standing-neighbor's one car garage is adjacent to this two car garage. There is an additional 640 sq.ft. in the heated lower level with a laundry room, closets, half bath and a separate work area and all with sliders to the yard. The beamed living/dining room is cathedral in the living room section with a two story window and lovely fireplace. A nice sunny den is nearby and down the hallway is the MBR with a slider to the wrap around deck. There are two full baths on the main floor. The large kitchen also has a slider to the oversized deck that shows beautiful views of the grounds. Keep in mind that Woodbury Hill is in walking distance to the center of Woodury which includes the library, stores, post office, parks, community center for exercise classes and lectures. Take advantage of the outdoor pool, tennis court and gatherings at the gazebo. Enjoy the award winning restaurants, golf courses, nature centers, community theater, art galleries and antique shops. Remember you are only minutes from major routes and 1 1/2 hours to NYC by car and 1/2 hour to the train. This lovingly cared for home is easy to show and well worth it. Woodbury was listed as No.3 in the 10 places to live in Connecticut according to Travel and Leisure as seen in the May issue of Ct. Magazine.

43 Woodbury Hill, Unit 43, Woodbury
$430,000
2 Beds ⋅ 2 Baths ⋅ 24092986 MLS ⋅ Woodbury Hill BLDG.
Light, bright, clean! Ready for immediate occupancy. Natural light floods this home. Crown moldings in living and dining rooms, large picture window, built in and FP are focal points of the living room, DR has sliders to the deck with garden views. First floor den has a vaulted ceiling, skylight and picture window. Great for home office or guests flex/br space. Kitchen w newer appliances and counters offer a sunny window seating area for informal meals. Primary bedroom has two cozy window seats to relax and enjoy a book in the sunshine. Secondary BR is large with a walk-in closet. Baths have been completely remodeled with top notch taste and quality. Woodbury Hill is a quiet, small complex with tennis/ pickle ball courts and pool close to the town center. Beautifully landscaped with mature plantings and flowering trees. OWNER WILL CONSIDER RENTING A 3K PER MOS.

31 Woodbury Hill, Unit 31, Woodbury
$430,000
2 Beds ⋅ 1 Baths ⋅ 170576184 MLS
Home 90% completed, used as a high end artist's studio, awaiting your finishing touches! Perfect for an artist, or for someone looking for a quiet country retreat on 8 acres with a great view, room for a pool and a solid three stall horse barn (make it into a really cool pool house!). The house has its own septic and well, shares a small part of the driveway with the neighbor (see listing #170567522 if you want both parcels together) and just needs your kitchen and a few other finishing touches to become the most perfect sanctuary imaginable! Inspired by a farmhouse in Tuscany, built using green techniques, with radiant heat, 12' thick walls made out of AAC(autoclaved aerated concrete blocks) that keep it comfortably cool in the summer, remarkably soundproof and economic to heat with propane fuel. It has a sleeping loft and a huge basement. You have never seen a home like this and will wonder why more are not like it when you do. Also could be a horse property, or keep sheep or goats in the barn! It is being sold as-is, only because it will require your finishes, but all permits are in place and up to date.

269 Westwood Rd, Woodbury
$427,000
3 Beds ⋅ 3 Baths ⋅ 170603042 MLS
Nestled on a quiet country road, this peaceful retreat is situated on 1.60 acres in Woodbury, CT. This home is a perfect place for those who crave peace and tranquility of nature. This 3 bedroom, 3 full bath home, with finished lower level offers a potential in-law apartment that includes a kitchenette and private entrance. The open kitchen and dining room lead out to a private deck where you can enjoy your morning coffee in a quiet and tranquil backyard. Quietly tucked away this home is close to vineyards, top-notch restaurants, local art and shops. Five (5) minutes of downtown Woodbury and within reach of several surrounding towns. Seller to credit any potential buyer with $1,500.00 for replacement of dishwasher and electric range. Seller to find suitable housing. Schedule your showing today and don't miss out!

24 Joshua Hill Rd, Woodbury
$426,500
3 Beds ⋅ 1 Baths ⋅ 24159136 MLS
Come view this charming 3 bedroom, 2 full bath, single family home in beautiful Woodbury! Enjoy an above ground pool with a deck wrapped around it-perfect for relaxing year round while taking in the sweeping natural views out back. A spacious 2 car detached garage sits in the middle of a large private semi-circular driveway, offering plenty of parking and storage. Upon entering the front of the home, you'll find yourself in a stunning living area featuring unique skylights, sliding glass doors that open to the rear deck, and a wall of windows that fills the space with natural light. On the right corner a cozy wood stove adds the perfect touch of warm ambiance. The living area opens seamlessly into a spacious eat-in kitchen boasting stainless steel appliances, a center island, and a skylight, lending additional natural lighting. Past the kitchen is a hallway leading into a bedroom with beautiful built in shelving and a closet. Just past this room is the primary bedroom featuring sliding glass doors that open to the deck on the left, large windows overlooking the expansive backyard, and two skylights set into its vaulted ceiling. The home includes two newly remodeled full bathrooms-one on the main level and one on the lower level. The partially finished full basement offers extra living or storage space and includes a dedicated laundry room. The home is heated with an oil-fueled boiler. Make your appointment today to see this beautiful home in the desirable Woodbury area.

360 Old Sherman Hill Rd, Woodbury
$424,950
4 Beds ⋅ 3 Baths ⋅ 24121288 MLS
Simply an amazing opportunity awaits. This custom styled Cape Cod home, majestically sitting high on a hill above the town of Woodbury. Welcome to 158 Hazel Plain Road. Allow your imagination to run wild as you stroll through this wonderful property. The adjectives are endless, huge rooms, hardwood flooring, 1st floor master suite. View the kitchen/family room combination with French doors to a screened in porch overlooking private 1 plus arced treed and private lot. Oversized 2 car garage. Upper level has 3 large bedrooms, ample storage, full bath and more. The lower-level full basement has slider to exterior with potential to add additional square footage. Truly a can't miss home. Hurry to book your showings today.

158 Hazel Plain Rd, Woodbury
$420,000
4 Beds ⋅ 3 Baths ⋅ 170618668 MLS
Spacious 4-bedroom, 3-bathroom Colonial just minutes from the center of Woodbury & Watertown! Enter into the formal living room with a large bay window pouring in natural sunlight and hardwood flooring. The formal living room leads you into the eat-in kitchen, which provides a semi-open concept flow throughout. The eat-in kitchen features some newer stainless steel appliances, a tray ceiling, Pergo flooring, and access to the deck and backyard. Adjacent to the kitchen is a family room. The main level also features one bedroom with a full bathroom on-suite and hardwood flooring. The upper level provides you with a large primary bedroom with an updated full bathroom on-suite, including double sinks, two closets, and Pergo flooring. Finishing off the upper level are two additional bedrooms and a full bathroom. The backyard is large and flat with a storage shed. This home also features mostly all updated windows, an attached 2 car garage and wood stove in the unfinished lower. MOVE QUICK!

18 Lake Rd, Woodbury
$420,000
3 Beds ⋅ 2 Baths ⋅ 170599407 MLS
Tucked away on the quiet cusp of three towns. Well maintained home with contemporary flair and the flattest play yard you've seen in a long time - if ever! Minutes from town center but the ruralness you will love in a small country town. Walk down your driveway, across the dirt road and cast a line into the Nonnewaug River. Or take a walk, ride a bike or jog down to Minortown Preserve, a 25 acre little known dog friendly preserve that follows the river. Contemporary flair and sun drenched with vaulted ceiling, exposed beams, large windows and oversized skylight in dining area. Dining room sliders lead to private large back deck overlooking the level yard and wood line border. Brick FP and wood floors compliment this open floor plan, great for entertaining. Primary bedroom has ensuite bath plus sliders to a smaller private deck. Two additional generous sized bedrooms. Lower level has family room with new carpet and large office wing. Perfect place to add your woodstove or pellet stove, pick a movie and let the snow fall! Potential for in law suite if needed with level entry off garage. Windows and sliders Marvin - 8 years old.

314 Minortown Rd, Woodbury
$420,000
2 Beds ⋅ 1 Baths ⋅ 24118062 MLS
Looking for peace, privacy and small-town charm? Welcome to this delightful two-bedroom, one-bathroom Ranch tucked away in the quiet town of Woodbury. Step into a beautifully tiled breezeway- a cozy spot to relax with a book or enjoy your morning coffee. Just off the breezeway, sliding glass doors open to a brick patio, ideal for entertaining or simply enjoying the outdoors. Inside, the living room features original hardwood floors, a fireplace, and a wood burning stove. The spacious kitchen offers plenty of room for dining and has been updated with granite countertops and a stylish tile backsplash. Down the hall, you'll find two bedrooms with hardwood floors and generously sized closets, along with an updated bath that brings a clean and modern feel. The home also includes a one-car attached garage with additional shed-style storage, offering room for tools, equipment or seasonal items. Set on a private 1.5 acre lot, this home is the perfect blend of charm, character and seclusion. Located just minutes from downtown shopping, restaurants and hiking trails. Schedule your showing today!

223 Tuttle Rd, Woodbury
$415,000
4 Beds ⋅ 3 Baths ⋅ 24103341 MLS
NEW PRICE OFFERING! .... TRAVEL OVER THE POMPERAUG RIVER AND WATERFALL TO THIS UNIQUE, ENCHANTING OASIS. Situated close to the center of Woodbury, yet the ambiance of this "country" setting provides the feeling of being miles away from it all! This is a unique opportunity to reside in an historic mill village on one of Woodbury's most picturesque town-maintained roads. Enjoy this lovely home w/the option of a Home Office, In-law apartment, guest accommodations, or an au pair setup. Perhaps reside in the main residence and enjoy rental income with beneficial tax advantages from the apartment/in-law suite. The primary space has a free-standing wood burning stove while the in-law space has a pellet stove-adding a warm ambience to this quaint home. Wonderful improvements to the property include: a newer roof, new furnace, new floors (in much of the home), new tub & surround, new Roth oil tanks, newer windows, blown-in insulation, redone chimneys, and a fresh coat of paint on the interior, to name a few. Woodbury was recently awarded CT's Best Small Town by Readers Digest & The Boston Globe. East or West the commute to I84 is a breeze. Woodbury is home to antiques, boutiques, part of the CT Wine Trail, Flanders Nature, Learning and Performing Arts Centers. In-close proximity to private schools, goods & services. Explore the Glebe House Museum, Hollow Park, Hike & fish. Palate pleasing dining options, many featuring farm to table cuisine. Plan to tour soon.

60 Pomperaug Rd, Woodbury
$415,000
2 Beds ⋅ 3 Baths ⋅ 24056022 MLS ⋅ Woodbury Hill BLDG.
Perhaps the most desirable condominium complex in Woodbury, Woodbury Hill offers a quiet, beautiful, rural location, yet is close to shopping and accessible to major routes. This Putnam's Loft offers a spacious, open entertaining area with living room open to dining room with oak flooring, fireplace and lots of light. The updated kitchen provides access to the deck overlooking rear property. With a main floor primary bedroom, walk in closet and full bath, this is a perfect home. On the upper level, a spacious loft with builts ins, another bedroom and a full bath. There is also an attached 2 car garage, full basement and attic storage. This complex features a pool and tennis. The new owners will be fortunate to call 23 Woodbury Hill home!

23 Woodbury Hill, Unit 23, Woodbury
$401,597
2 Beds ⋅ 3 Baths ⋅ 170572367 MLS
Built circa 1690 as one of the oldest homes in Woodbury. Beautifully sited it is a typical saltbox with plank walls, stone chimney, wide board floors, three large fireplaces with ovens at the back of two and much original wainscot. A new septic system is presently being installed. It seems to have been changed relatively little inside. The joiner's shop is still standing on the property with a one car garage underneath easily accessible. Adjacent to the large field sits an oversized barn with 3 stalls in the lower level and plenty of space on the first and second floors of this barn. In the back is a large wood shed with an attached outhouse plus a spacious dog house and run. Located minutes and within walking distance to the town center and coffee shops, gourmet restaurants, shopping, gardens and sidewalks. The New York Times in the Living In page referred to Woodbury as Peace, Quaint Beauty and a Sense of History and the Reader's Digest called it the best small town in Connecticut. Located only 1 1/2 hrs by car to NYC and 1/2 hr to the train station. Nearby is the community theater, LeRoy Anderson museum, historic Glebe House, concerts in the churches and parks, library, gyms, medical facilities and so much more.

99 Old Sherman Hill Rd, Woodbury
$400,000
3 Beds ⋅ 3 Baths ⋅ 24135444 MLS
Come with a vision! This home is ready for someone to make it their own. Several key updates have already been completed, including a new roof (2018), furnace (2022), hot water heater (2023) and water holding tank (22-23). (The front patio was done in 2021). A convenient half bath has been added to the first floor, and the primary bedroom now features a full ensuite bath with jetted tub. The hallway full bath on the second floor has been remodeled. Most windows have been replaced as well. Hardwood floors run throughout most of the home with the exception of the kitchen and baths. Ideally located close to town, you'll enjoy easy access to the library, schools, shopping, Hollow Park, Woodbury's many great restaurants and nearby tennis and pickleball courts. Come and take a look! (Appliances are in "as is" condition). (There is a Ring Doorbell and camera outside). Furniture can stay with the house. Conventional mortgage or cash purchase.

70 Mountain Rd, Woodbury
$400,000
2 Beds ⋅ 1 Baths ⋅ 170594775 MLS
Whoa, Hold Your Horses! This two bedroom ranch house in the Minortown section of Woodbury is situated on over 4 1/2 acres and includes a four stall barn with plenty of pasture. Built in 1979, the house features wood floors, a living room with wood-burning fireplace, a deck off the kitchen and an attached two car garage. Heating is provided by a Burnham boiler installed in 2004. The well pump was replaced in 2021 and a new water softener system was installed in 2022. Enjoy peace of mind thanks to a Generac whole house generator with automatic transfer switch, new in 2021. The barn measures 48 x 30 with a 12' center height, sliding doors at either end and electricity (water may be there, but haven't confirmed that). This is a nice opportunity for someone who appreciates the charming character of Woodbury and the convenience of having their "pets" close by. Bring your ideas (and your horse) and make this property your own Dutton Ranch.

280 Minortown Rd, Woodbury
$399,000
3 Beds ⋅ 2 Baths ⋅ 24014368 MLS
Sweet 1836 Italianate style home, located in the historic Hotchkissville section of Woodbury, sits on a granite foundation. Historic home #255. Many period details remain. Wide board flooring, Juliet balconies, French doors, ironworks and a 1872 Barn/Garage which was used as a showroom for a local antique dealer. This three level home sits on a small parcel and boasts the beauty and charm of yesteryear. From the top, you will find three bedrooms and one full bath with a central air system. On the main(street) level is the entrance hall, drawing room, den and library. The lowest level features a modest kitchen, dining room(currently used as a bedroom) and sunny breakfast room. There is a work room with laundry and storage off the kitchen. The grounds have been professionally maintained with a patio, gardens, stone steps and a partial view of the Weekeepeemee River. Just a mile to Main St Woodbury and 1.5 hours to NYC

35 Weekeepeemee Rd, Woodbury
$396,900
3 Beds ⋅ 2 Baths ⋅ 24033595 MLS
7 Room Raised Ranch located on 1.96 Acre picturesque open level lot!! Wonderful grounds with views of neighboring barns, yet still wooded treed area in back. Stroll to the Nonnewaug River across street which is annually stocked or down the street to the bridge. Area of nature preserved land. Open floor plan with living room with vaulted ceiling open to dining area with sliding glass doors to deck with awning. Family room in lower level with wood stove partially finished and waiting for your finishing touches. Quiet country location. New Roof 2017, newer well tank and garage doors. (May need flood insurance)

294 Minortown Rd, Woodbury
$395,000
3 Beds ⋅ 2 Baths ⋅ 170620194 MLS
For the buyer who is looking for a traditional Turn-of-the-19th-Century Colonial style home loaded with Old World Charm and steps away from Main St South, providing for an ideal location off Main St but very close to it, allowing for a lovely short walk to Main St, this is the house for you! With some exterior TLC the exterior will sparkle like the interior does! From the moment you step onto the open front porch, you will feel the charm and fall in love with both the home and the location! The interior is accented with hardwood floors, high ceilings, beautiful woodwork throughout, original pocket doors for each of the common first floor rooms and a large walk-through pantry, with original cabinetry, connecting the kitchen to the dining room. The kitchen and both bathrooms have been completely renovated and marries the best of present day ammenities with the charm of yesteryear. The renovated kitchen shines with new cabinets, granite counters, farmers sink, tin ceiling, tile backsplash, stainless steel appliance pkg, pot filler faucet and hardwood floors. While the exterior needs some love, the mechanicals have been updated including the septic system (2005), furnace (2020), roof (2017), electric panel (2017) with 200 amp service. The plumbing has been roughed in to the walk-up attic should a future buyer choose to finish that area for additional living space. Seeing is falling in love so come see your new home!

9 Orenaug Ave, Woodbury
$395,000
4 Beds ⋅ 3 Baths ⋅ 24046782 MLS
This beautifully updated ranch provides serene living on a peaceful cul-de-sac, featuring a recent addition that includes underground electric service, an oversized garage with a generator plug, and a brand-new eat-in kitchen. The luxurious primary suite boasts a walk-in closet, steam shower, and radiant heated floors, combining comfort with elegance. The newly installed eat-in kitchen is perfect for gatherings and entertaining. Extend gatherings onto the large private deck. In addition to the primary suite, the home has three more spacious bedrooms, each with ample closet space. The lower level includes a cozy family room, a versatile craft/gaming room, and plenty of storage. Conveniently located near the garage entrance, the laundry room enhances the home's functionality and storage. Recent upgrades include a new roof (2019), hydro air heating and AC system (2019), a new driveway (2022), an oil tank replacement (2022), and a new pressure tank. For nature enthusiasts, the Flanders Leavenworth Preserve is located at the end of the cul-de-sac, offering 108 acres of marked trails for exploring. Don't miss the chance to see this thoughtfully updated home, offering plenty of space for both relaxation and entertainment!

40 Pilgrim Trl, Woodbury
$395,000
3 Beds ⋅ 2 Baths ⋅ 170585277 MLS
Private 3 bedroom ranch situated on many acres of secluded land within a short walk to Main Street and restaurants, library, senior center, post office, schools and shopping. Beautiful hardwood floors and two bathrooms plus 2 fireplaces. There is a large enclosed porch plus an open porch to enjoy the beautiful grounds. The lower level is unfinished but has a fireplace. The attached two car garage and additional parking make this a convenient home. The Sunday New York Times Living In section did a spacious article on Woodbury saying "Peace, Quaint Beauty and a Sense of History." Reader's Digest called Woodbury "The Best Small Town in Connecticut." Come enjoy the beautiful town with hiking trails and a large tower overlooking the town.

22 White Deer Rocks Rd, Woodbury
$394,000
3 Beds ⋅ 2 Baths ⋅ 24041544 MLS
Terrific location- quiet neighborhood and only minutes to town centers of Woodbury, Southbury & Middlebury. So much potential and versatile space with this floor plan. Originally a three-bedroom ranch, over the years the modern space over the two car garage was added with vaulted ceilings, exposed beams and two sets of sliders to upper decking. There is an ample storage closet/pantry at the foot of the stairs that was envisioned to be a half or shower bath. (think in-laws or multi-generational living). As life progresses and the children moved on, the third bedroom was reconfigured into a full bath with a walk-in shower and wide door opening - just in case! Open the front door into hardwood flooring and a fireplace in the living room / dining room shared space. The eat in kitchen is in great shape to enjoy until or if you decide to upgrade. Large laundry closet off the kitchen. The full basement offers easy access to plumbing should you decide to make changes. The beauty is not just the location, but the flat, usable yard for entertaining, gardening or just to relax in. Some windows have been replaced. Granite entry steps and landing - decks are topped w composite. Great opportunity to get into historic Woodbury and all that it offers. Arts, restaurants, antiques and history are abundant. Award winning schools. Readers Digest choice of one of the best small towns in CT.

15 Ridgewood Rd, Woodbury
$390,000
2 Beds ⋅ 1 Baths ⋅ 24152700 MLS
Tucked back and hidden away, yet just a short walk into town, the elementary and middle schools, public tennis and pickle ball courts. Sidewalks run thru the town to meander into all boutiques, antiques, and restaurants. Very charming, solid ranch, hardwood flooring, large kitchen w travertine and subway tiling, dining room with french doors out to the oversized deck, living room with fireplace and 2 big picture windows. Step up a few steps to the bedrooms and full bath. Hardwood throughout except bath and kitchen. Drive past the stone wall edged driveway and this property is level and usable - yard games? gardens? Have at it!

142 Washington Rd, Woodbury
$390,000
2 Beds ⋅ 1 Baths ⋅ 24120904 MLS
Nestled in one of Woodbury's most desirable areas, this nearly 9-acre property offers a rare opportunity for visionaries, developers, or those looking to create their own private retreat. The house and barn are in need of significant renovation - or start fresh and build your dream home surrounded by rolling hills, a meandering stream, mature trees, and the serene charm that defines Litchfield County living. With potential to subdivide (buyers and their agents to perform their own due diligence), this property invites endless options: restore, rebuild, or reimagine. Whether you're a builder seeking a new project, an investor eyeing future development, or a homeowner ready to craft a custom estate, the possibilities are as vast as the landscape itself. Just minutes from Woodbury's quaint town center, shops, and restaurants - yet perfectly private - this is a rare "as is" offering in a coveted location where opportunities like this don't come around often. Whether you envision a rustic retreat, a homestead-style transformation, a full-scale modern renovation, or the prospect of subdividing, the land provides endless possibilities and potential. Bring your vision, your plans, your imagination and your ambition and make 43 Hoop Pole Hill Road the next great chapter in Woodbury's story.

43 Hoop Pole Hill Rd, Woodbury
$390,000
3 Beds ⋅ 1 Baths ⋅ 24059309 MLS
Welcome home to this charming 3-bedroom, 1-bath house on a private lot! This property features newly refinished hardwood floors and recessed lighting throughout. The main level includes a spacious kitchen with stainless steel appliances, double ovens, granite countertops, and a full bath. The inviting living room, brightened by a large picture window, flows into the kitchen, which opens through French doors to a generous blue slate patio-perfect for entertaining. The expansive backyard offers ample space for gardening and outdoor activities. The exterior boasts beautiful stonework, a whole-house Generac generator, and a large, flat yard. Recent updates include new gutters (2023), an on-demand hot water heater, washer and dryer (2020), a Carrier air conditioning system, and a brand-new double-wide driveway (2024). If you're looking for a peaceful, rural atmosphere close to everything Woodbury has to offer, this home is a must-see!

20 Scuppo Rd, Woodbury
$385,000
5 Beds ⋅ 2 Baths ⋅ 24092411 MLS
Discover the potential in this generously sized split level 5-bedroom, 2-full-bath home nestled in charming Woodbury, CT. Situated on just over an acre, this property offers ample space inside and out, perfect for growing families and those who love to entertain. While the home is in need of updating, it offers a lifetime roof under warranty on both the home and pool house. A major investment already taken care of and one that you'll never have to worry about again. Discover hardwood floors beneath the carpet, just waiting to be uncovered and restored to their true potential. Step outside onto your back desk to enjoy your morning cup of coffee or relax after a long day. Your private backyard complete with an in-ground pool and pool house, ideal for summer gatherings. Located in a quiet, desirable neighborhood close to schools, shopping, and all that Woodbury has to offer. Whether you're a first-time buyer, a seasoned investor, or simply exploring your next move, this property offers a unique opportunity to own a home that blends the space, location, and can offer long-term value.

59 Arrowhead Way, Woodbury
$380,000
2 Beds ⋅ 1 Baths ⋅ 24113223 MLS
This charming home has just been refreshed with recent updates, including a brand new full bathroom, reworked floor plan, fresh paint, and thoughtful touches throughout to enhance functionality and flow. It features a newer roof, beautiful cedar shingles, a generator, two separate storage sheds, and an attached 24x11 heated workshop. Don't be fooled by the square feet. There is additional living quarters in the cozy lower level family room. This walkout lower level room features wideboard flooring, a fireplace and exposed beamed ceiling. The 325 square foot workshop connected by a breezeway, could easily be converted to full time living space. A separate barn/garage and privacy fencing add even more appeal, while a wooded hill along the side boundary provides a natural buffer and seclusion. Located on a quiet street ending at the scenic Strong Preserve and bordered by a peaceful cornfield, this property offers the best of small-town living. Set in the heart of Woodbury village, it's within walking distance to schools, the library, coffee shops, restaurants, hiking trails, parks, playgrounds, and community events including outdoor concerts and theater. Named "Best Small Town in Connecticut" by Reader's Digest and praised by The New York Times for its charm, history, and beauty, Woodbury is only 10 minutes to I-84, 30 minutes to the train, and 1.5 hours from NYC.

27 Scratchville Rd, Woodbury
$379,000
2 Beds ⋅ 1 Baths ⋅ 170584709 MLS
One of a kind, charming, contemporary-style ranch greets you at the top of a winding driveway at the end of a quiet cul-de-sac! Gorgeous masonry walkway & stone work compliment the front of this special home w/ yearly frontal, views & beautiful sunsets! One level, open concept floor plan w/ vaulted ceilings, exposed beams, & bamboo floors throughout. A completely remodeled light & bright white kitchen w/ new tile backsplash, granite countertops, high end Capital gas stove, & new refrigerator! The living space is complete w/ a spacious living/dining room & finished three-season porch w/ French doors, new freestanding gas stove, & outside access to the expansive, back patio meant for entertaining! Primary bedroom w/ distant views, full bath w/ newer vanity & clawfoot tub, a second bedroom w/ wood accent wall, & a perfect extra room w/ built-ins, that offers great office, den, playroom, additional sitting area, or guest space potential. Other amenities include an under house garage & storage shed for lawn & garden tools. A peaceful Litchfield County setting w/ many outdoor spaces & wildlife to enjoy. Many improvements in the last few years include a brand new boiler (2022,) brand new gas stove (2021,) roof (2019,) upgraded 200 AMP electrical(2019,) recently painted exterior & so much more! Situated on a quiet dead-end street, just a short drive away from downtown Woodbury, incredible restaurants, shops, schools, & nearby hiking at the Trolley Bed Preserve!

61 Sherman Heights Rd, Woodbury
$375,000
3 Beds ⋅ 3 Baths ⋅ 24043882 MLS ⋅ Woodlake BLDG.
Inspiration Model at Woodlake beautifully renovated from top to bottom. Three bedrooms, 2 renovated full baths, one half bath, fireplace, 5' white oak wood floors, Bosch 800 series appliances, new heat pump system, new ductwork, two bonus rooms in lower level, charging device, garage, pond view, two patios and a deck. Complex offers walking trails, tennis courts and playground. Community pool going under renovation. Short distance to main street Woodbury with great restaurants, coffee and retail shops. Only 90 minutes to NYC.

22 Clubhouse Dr Unit 22, Woodbury
$375,000
3 Beds ⋅ 1 Baths ⋅ 24046265 MLS
ATTENTION SAVVY BUYERS! 2 PROPERTIES FOR THE PRICE OF ONE INCLUDING 1 ACRE SEPERATE LAND IN WOODBURY!! Beautifully updated and move in ready 3 Bed ranch style home with one-level living on a private country setting nestled on a picturesque lot. A Living room w/ working fireplace and woodstove. Modern and spacious E-I-Kitchen with stainless steel appliances. Laminate floors throughout. Laundry area with washer & dryer. Additional 450 sq.ft. basement for storage. 0.99 acre land also comes with this property located @ 115 Transylvania Rd. Motivated seller.

550 Grassy Hill Rd, Woodbury
$370,000
3 Beds ⋅ 1 Baths ⋅ 24102352 MLS
If you dream of finding an Oasis within an Oasis (Woodbury often ranks in the Top 10 of CT towns annually), then look no further! This home is it! Nestled on the banks of the Sprain Brook, this unique property provides pretty views of the water and the sweet sound of the babbling brook as you relax on either the front or the back decks. The home has a large two-car detached garage with an unfinished second floor loft (room) which is waiting to be finished to create a home office, studio, home gym or other useful living space. This adorable Cape Cod style home reeks of charm from the moment you walk into the entrance Foyer with a coat closet. The kitchen is open to the dining room providing a feature that is in high demand for today's consumer. Off the kitchen is a Den/Sun Room which is a cozy and charming room to enjoy those special moments. The room is rich in taste with knotty pine walls, wide plank wood floors, a propane gas stove (which is the heat source for the room), a wall with beautiful built-ins, double French Glass Doors on one end of the room which open to a private deck, great for the morning cup of coffee or the evening glass of wine, and another Glass French Door which is the exterior door to the large back deck and back yard. With all this home has to offer, the total interior charm, the extra amenities such as the out buildings, and the One-Of-A-Kind location along the Sprain Brook, you won't find another home quite like it!

4 Hazel Plain Rd, Woodbury
$366,500
2 Beds ⋅ 2 Baths ⋅ 24135747 MLS
Charming two-bedroom ranch in desirable Woodbury with great bones and endless potential. Features a new boiler and water heater, level lot, private well, and septic. Enjoy a spacious back deck perfect for relaxing or entertaining. The detached two-car garage offers a finished area ideal for a home office or workout room. Home is being sold in as-is condition-bring your ideas and make it your own!

10 Lake Rd, Woodbury

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