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Nestled within the exclusive South Brook community, 19 Hill View Lane offers timeless New England charm paired with exceptional craftsmanship. This beautifully appointed 3 bedroom, 3.5 bath cape colonial is rich in architectural detail, featuring refined millwork, quality finishes, and a thoughtful layout designed for both everyday living and elegant entertaining. The main living spaces flow effortlessly, filled with natural light and a warm, inviting ambiance that immediately feels like home. Beneath the main living area lies a space designed purely for enjoyment. The finished lower level features a Roman-style sauna, wet bar, recreation room, and a full bath, creating the perfect space for entertaining, relaxing, or unwinding at the end of the day. Set on a picturesque lot within a quiet, well maintained neighborhood, this home offers a rare blend of privacy and community. Residents enjoy award-winning dining, entertainment and boutique shopping within just a quarter mile from home. Located just minutes from the historic town center of Woodbury, scenic parks and highly regarded schools all while being centrally positioned for easy access throughout Litchfield County. A truly special home where classic design meets refined living. Association rules apply.

3 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24147161 MLS

Nestled within the exclusive South Brook community, 19 Hill View Lane offers timeless New England charm paired with exceptional craftsmanship. This beautifully appointed 3 bedroom, 3.5 bath cape colonial is rich in architectural detail, featuring refined millwork, quality finishes, and a thoughtful layout designed for both everyday living and elegant entertaining. The main living spaces flow effortlessly, filled with natural light and a warm, inviting ambiance that immediately feels like home. Beneath the main living area lies a space designed purely for enjoyment. The finished lower level features a Roman-style sauna, wet bar, recreation room, and a full bath, creating the perfect space for entertaining, relaxing, or unwinding at the end of the day. Set on a picturesque lot within a quiet, well maintained neighborhood, this home offers a rare blend of privacy and community. Residents enjoy award-winning dining, entertainment and boutique shopping within just a quarter mile from home. Located just minutes from the historic town center of Woodbury, scenic parks and highly regarded schools all while being centrally positioned for easy access throughout Litchfield County. A truly special home where classic design meets refined living. Association rules apply.

19 Hillview Ln, Woodbury

$600,000

Wonderful, spacious 3 bedroom 2.5 bath ranch on an open, level 1.3 acre lot. Sited on a quiet street that is still convenient to town, the home sits well back from the road and also offers a large private backyard. From the foyer one is greeted by an L shaped living and dining area with lots of large windows and an abundance of natural light. The eat-in kitchen features wood cabinets, plenty of counter space and stairs to the basement and backyard. The primary bedroom suite includes his/hers closets and a full bath. Across the hall are two more bedrooms and another full bath. Nearby is the den which has a fireplace and slider to the backyard. The 2 car garage is extra long offering storage for additional vehicles or equipment. The basement is unfinished but does have a convenient half bath. The stone patio off the rear of the home is gorgeous!

3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24126586 MLS

Wonderful, spacious 3 bedroom 2.5 bath ranch on an open, level 1.3 acre lot. Sited on a quiet street that is still convenient to town, the home sits well back from the road and also offers a large private backyard. From the foyer one is greeted by an L shaped living and dining area with lots of large windows and an abundance of natural light. The eat-in kitchen features wood cabinets, plenty of counter space and stairs to the basement and backyard. The primary bedroom suite includes his/hers closets and a full bath. Across the hall are two more bedrooms and another full bath. Nearby is the den which has a fireplace and slider to the backyard. The 2 car garage is extra long offering storage for additional vehicles or equipment. The basement is unfinished but does have a convenient half bath. The stone patio off the rear of the home is gorgeous!

36 Heritage Dr, Woodbury

$420,000

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!

2 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 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

$210,000

Nestled in the scenic hills of Woodbury, Connecticut, this open and airy upper level 2-bedroom condo offers the perfect blend of comfort, charm, and convenience. Soaring ceilings create a spacious feel throughout, while a cozy fireplace serves as the focal point of the inviting living area. The well-appointed kitchen provides ample space for cooking and entertaining, complemented by a dedicated dining area for gatherings with family and friends. An updated main bath with double vanity and neutral tile adds modern appeal, and the private balcony offers the perfect spot to relax and enjoy the peaceful surroundings after a long day at work...Lots of fresh paint, newer luxury vinyl plank flooring and carpeting, enjoy the added bonus of a half-bath in the primary bedroom, great storage and HEAT and HOT WATER are included in the common charges! Despite its tranquil setting, this desirable home is conveniently located near shopping, restaurants, schools, and major commuting routes, making it an ideal retreat for today's lifestyle...make this special home yours today!!

2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24207339 MLS ⋅ Heritage Hills BLDG.

Nestled in the scenic hills of Woodbury, Connecticut, this open and airy upper level 2-bedroom condo offers the perfect blend of comfort, charm, and convenience. Soaring ceilings create a spacious feel throughout, while a cozy fireplace serves as the focal point of the inviting living area. The well-appointed kitchen provides ample space for cooking and entertaining, complemented by a dedicated dining area for gatherings with family and friends. An updated main bath with double vanity and neutral tile adds modern appeal, and the private balcony offers the perfect spot to relax and enjoy the peaceful surroundings after a long day at work...Lots of fresh paint, newer luxury vinyl plank flooring and carpeting, enjoy the added bonus of a half-bath in the primary bedroom, great storage and HEAT and HOT WATER are included in the common charges! Despite its tranquil setting, this desirable home is conveniently located near shopping, restaurants, schools, and major commuting routes, making it an ideal retreat for today's lifestyle...make this special home yours today!!

126 Sherman Hill Rd Unit C15, Woodbury

126 Sherman Hill Rd Unit APT B12, Woodbury

$200,000

This second level unit offers a living and dining combo, kitchen, two bedrooms and one full bath. Upstairs units have vaulted ceilings & additional windows that allow for even more daylight and sense of space. A floor to ceiling brick fireplace will draw you in the winter and a modern curved wall, as you enter the door, adds so much character. The complex offers an in-ground pool. HOA Includes Heat, Hot Water and Cable. Unit comes with a 6x7 storage located in the lower breezeway along with a share laundry just a few steps up from the unit. Experience the magic of New England sunsets from the comfort of your living room or second-level balcony. Embrace the rich heritage of Woodbury from this idyllic hillside retreat in Heritage Hills. Immerse yourself in the towns antique charm, with its quaint restaurants & shops! Come take a look! Unit will be sold "as is"

2 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24146084 MLS ⋅ Heritage Hills BLDG.

This second level unit offers a living and dining combo, kitchen, two bedrooms and one full bath. Upstairs units have vaulted ceilings & additional windows that allow for even more daylight and sense of space. A floor to ceiling brick fireplace will draw you in the winter and a modern curved wall, as you enter the door, adds so much character. The complex offers an in-ground pool. HOA Includes Heat, Hot Water and Cable. Unit comes with a 6x7 storage located in the lower breezeway along with a share laundry just a few steps up from the unit. Experience the magic of New England sunsets from the comfort of your living room or second-level balcony. Embrace the rich heritage of Woodbury from this idyllic hillside retreat in Heritage Hills. Immerse yourself in the towns antique charm, with its quaint restaurants & shops! Come take a look! Unit will be sold "as is"

126 Sherman Hill Rd Unit APT B12, Woodbury

$199,000

Welcome home to Woodbury's Town & Country community! This two bedroom, one bath unit is ideally situated overlooking the inground pool and is in the most private building of the complex. This unit offers new laminate flooring, lighting, paint, trim, new carpeting in the bedrooms and new flooring in the kitchen. The bathroom has newer vanity, tub and tile work. There is a newer condenser on the roof. Well cared for unit with tasteful improvements. There is nothing to do but move right in!

2 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24199792 MLS ⋅ Town In Country BLDG.

Welcome home to Woodbury's Town & Country community! This two bedroom, one bath unit is ideally situated overlooking the inground pool and is in the most private building of the complex. This unit offers new laminate flooring, lighting, paint, trim, new carpeting in the bedrooms and new flooring in the kitchen. The bathroom has newer vanity, tub and tile work. There is a newer condenser on the roof. Well cared for unit with tasteful improvements. There is nothing to do but move right in!

229 Bacon Pond Rd Unit 351, Woodbury

$189,200

Step into condo living in this freshly painted two bedroom unit with new vinyl plank flooring in the foyer, living room and dining room. Curl up in front of your fireplace on cool nights or walk a few steps to the in-ground pool to cool off in the summer. The kitchen features a stainless steel glasstop range and brand new dishwasher. Both generously-sized bedrooms feature fresh paint and brand new carpet with crown molding in the primary bedroom. Enjoy your coffee or evening beverage on your private patio off the dining room accessible via sliding glass doors. This unit features new thermalpane windows and slider and custom blinds throughout. The heating and cooling is via a Heil energy efficient heat pump. Town In Country Condos are just off the beaten path providing the privacy you desire but minutes by car to restaurants, shopping and everything downtown Woodbury has to offer. All you need to do to enjoy this home is move your furniture in!

2 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24175688 MLS ⋅ Town In Country BLDG.

Step into condo living in this freshly painted two bedroom unit with new vinyl plank flooring in the foyer, living room and dining room. Curl up in front of your fireplace on cool nights or walk a few steps to the in-ground pool to cool off in the summer. The kitchen features a stainless steel glasstop range and brand new dishwasher. Both generously-sized bedrooms feature fresh paint and brand new carpet with crown molding in the primary bedroom. Enjoy your coffee or evening beverage on your private patio off the dining room accessible via sliding glass doors. This unit features new thermalpane windows and slider and custom blinds throughout. The heating and cooling is via a Heil energy efficient heat pump. Town In Country Condos are just off the beaten path providing the privacy you desire but minutes by car to restaurants, shopping and everything downtown Woodbury has to offer. All you need to do to enjoy this home is move your furniture in!

229 Bacon Pond Rd Unit 451, Woodbury

229 Bacon Pond Rd Unit APT 454, Woodbury

$168,000

Rarely Available Upper-Level End Unit in Woodbury! Lovingly maintained by the same owner for many years, this bright and inviting 2-bedroom condo offers a desirable upper-level, end-unit location. Vaulted ceilings, laminate flooring throughout, and a striking floor-to-ceiling fireplace create a warm, open feel. Natural light floods the space through oversized windows and a large sliding glass door leading to a private deck. The kitchen features an expansive countertop with bar seating and flows into a dedicated dining area. Both bedrooms are generously sized and offer ample closet space. A full bath includes a spacious vanity and a tub/shower combo. Set just a short walk from the community's in-ground pool and picnic area, this home also boasts close proximity to all that the town of Woodbury has to offer-shops, dining, parks, and more. One of Woodbury's most affordable ownership opportunities, available for immediate occupancy.

2 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24133060 MLS ⋅ Town In Country BLDG.

Rarely Available Upper-Level End Unit in Woodbury! Lovingly maintained by the same owner for many years, this bright and inviting 2-bedroom condo offers a desirable upper-level, end-unit location. Vaulted ceilings, laminate flooring throughout, and a striking floor-to-ceiling fireplace create a warm, open feel. Natural light floods the space through oversized windows and a large sliding glass door leading to a private deck. The kitchen features an expansive countertop with bar seating and flows into a dedicated dining area. Both bedrooms are generously sized and offer ample closet space. A full bath includes a spacious vanity and a tub/shower combo. Set just a short walk from the community's in-ground pool and picnic area, this home also boasts close proximity to all that the town of Woodbury has to offer-shops, dining, parks, and more. One of Woodbury's most affordable ownership opportunities, available for immediate occupancy.

229 Bacon Pond Rd Unit APT 454, Woodbury

$165,000

Investment opportunity. Cornerstone Professional Office Park. Highly visible and accessible contemporary complex. Four separate buildings, each with abundance of open parking, public / common restroom (each of these office's has their own private bath also) and elevator for ease of access. This condo is a three unit rental, one common entry corridor and unit C has multiple entry/exits. Must be sold as one condo. Broken down as follows: A 552 s/f, reception area, two offices, one bath. $1025/mos. B 841 s/f, reception area, two offices, kitchenette, deep storage closet, two half baths, was $1325./mos. recently vacated, painted and new carpet installed. C 672 s/f one office, two very large open rooms, one bath, remodeled including new windows, separate back entrance, ready for new tenant- was $1100/mos. Newer AC units. Lease's include heat/ac/water. $100.00 increase per year HOA$868/mos Eversource $491/mos (2022 figures) Newer heat pump unit and some newer windows.

3 Baths ⋅ CLOSED Status ⋅ 24006925 MLS ⋅ Cornerstone Professional Park BLDG.

Investment opportunity. Cornerstone Professional Office Park. Highly visible and accessible contemporary complex. Four separate buildings, each with abundance of open parking, public / common restroom (each of these office's has their own private bath also) and elevator for ease of access. This condo is a three unit rental, one common entry corridor and unit C has multiple entry/exits. Must be sold as one condo. Broken down as follows: A 552 s/f, reception area, two offices, one bath. $1025/mos. B 841 s/f, reception area, two offices, kitchenette, deep storage closet, two half baths, was $1325./mos. recently vacated, painted and new carpet installed. C 672 s/f one office, two very large open rooms, one bath, remodeled including new windows, separate back entrance, ready for new tenant- was $1100/mos. Newer AC units. Lease's include heat/ac/water. $100.00 increase per year HOA$868/mos Eversource $491/mos (2022 figures) Newer heat pump unit and some newer windows.

51 Sherman Hill Rd Unit A104, Woodbury

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