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Recently Sold Woodbury, CT Homes

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  • 229 Bacon Pond Rd Unit 421, Woodbury, CT 06798

    $166,000 Sold Nov 19, 2024

    • 913 Sq Ft
    • $182/SF
    • 78 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1971

    229 Bacon Pond Rd Unit 421, Woodbury, CT 06798

    Town in Country Condominium. Two bedroom lower unit with sliders to private patio. Complex has in-ground pool Laundry and storage in the building next door. There are two assigned parking spaces. Convenient to town and all the great restaurants and coffee shops! If you are a commuter, I84 is just 10 minutes away. NYC is only a 90 minutes drive! Come live in the most charming small town in

    Sindy Butkus Klemm Real Estate Inc

    229 Bacon Pond Rd Unit 421, Woodbury, CT 06798
  • 97 Hard Hill Rd, Woodbury, CT 06798

    $632,500 Sold Nov 12, 2024

    • 3,022 Sq Ft
    • $209/SF
    • 91 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1981

    97 Hard Hill Rd, Woodbury, CT 06798

    Your search is over because this is the one you've been waiting for! This impeccably maintained, four-bedroom, oversized Cape-style home is privately set on an acre and a half of beautifully manicured grounds, complete with blue-stone walkways and fieldstone walls, on a secluded cul-de-sac road. The backyard oasis, featuring a stunning in-ground pool surrounded by a stamped concrete and Bluestone

    Erik Sousa William Raveis Real Estate

    97 Hard Hill Rd, Woodbury, CT 06798
  • 38 Woodbury Hill, Woodbury, CT 06798

    $468,500 Sold Nov 07, 2024

    • 1,796 Sq Ft
    • $261/SF
    • 32 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1985

    38 Woodbury Hill, Woodbury, CT 06798

    Discover this highly sought-after Woodbury Hill unit, featuring the popular Putnams loft design. Ideal for those looking to downsize, this home provides a first-floor primary suite, a spacious living room with a vaulted ceiling and fireplace, a formal dining room, and an eat-in kitchen. The upper level is perfect for hosting guests, with an additional bedroom and a versatile loft space, ideal for

    Tim Drakeley Drakeley Real Estate, Inc.

    38 Woodbury Hill, Woodbury, CT 06798
  • 174 Kimberly Ln, Woodbury, CT 06798

    $105,000 Sold Nov 07, 2024

    • Land
    • 1.3 Acres
    • $80,769 per Acre
    • 246 Days On Market

    174 Kimberly Ln, Woodbury, CT 06798

    Approved building lot in Woodbury ready for construction. All approvals are in place for the next owner to get their plans approved and build! Level lot tucked on cul de sac location in the Woodbury, Watertown, and Middlebury corner. Just 5 minutes to 4 town centers and 10 minutes to all major routes. The building site has just been cleared for easy viewing.

    Tim Drakeley Drakeley Real Estate, Inc.

    174 Kimberly Ln, Woodbury, CT 06798
  • 114 Old Town Farm Rd, Woodbury, CT 06798

    $495,000 Sold Nov 04, 2024

    • 1,775 Sq Ft
    • $279/SF
    • 50 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1977

    114 Old Town Farm Rd, Woodbury, CT 06798

    Charm meets convenience in this unique home in beautiful Woodbury, Connecticut. With hardwood floors throughout, the first floor is comprised of exceptionally attractive spaces for lounging and dining, in addition to an upgraded kitchen, master bath and a master bedroom. The back of the house affords exceptional views that slope downward to a portion of the Nonnewaug River that borders the

    Joyce Drakeley Drakeley Real Estate, Inc.

    114 Old Town Farm Rd, Woodbury, CT 06798
  • 2 Summit Ct Unit 2, Woodbury, CT 06798

    $259,900 Sold Nov 01, 2024

    • 1,182 Sq Ft
    • $220/SF
    • 55 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    2 Summit Ct Unit 2, Woodbury, CT 06798

    Nestled at the top of the complex, this property offers ultimate privacy, backed by serene woods, ensuring a quiet and peaceful environment. Only residents venture up this far, adding to the exclusivity. This unit includes one outdoor parking spot and a garage bay with an automatic door and keypad entry-an uncommon feature in the community. The convenience extends with a short, flat walk from

    Adam Zak Century 21 Classic Homes

    2 Summit Ct Unit 2, Woodbury, CT 06798
  • 1 Racoon Ridge Rd, Woodbury, CT 06798

    $202,500 Sold Oct 31, 2024

    • 1,182 Sq Ft
    • $171/SF
    • 35 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    1 Racoon Ridge Rd, Woodbury, CT 06798

    While is needs updating it is a unique opportunity to get into this great complex. This is an end unit townhouse with a 1 car garage. This has 5 rooms. 1st floor has living room, dining room, kitchen and deck. Upstairs the primary bedroom has its own full bath and the is a hallway full bath. There are 2 total bedrooms. This also has a full basement unfinished. This is priced to sell and complex

    Teresa Bennett Sanchez Asset Realty

    1 Racoon Ridge Rd, Woodbury, CT 06798
  • 20 Birchwood Ln, Woodbury, CT 06798

    $850,000 Sold Oct 31, 2024

    • 3,693 Sq Ft
    • $230/SF
    • 168 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2004

    20 Birchwood Ln, Woodbury, CT 06798

    Enter this exquisite 4Bdr, 3800sqft Colonial through it's elegant doorway leading you into a bright and welcoming foyer. This home boasts a delightful blend of classic charm and modern sophistication, offering an exceptional living experience. Entertain guests with ease in the large gourmet kitchen, featuring modern sleekness, granite countertops, complemented by a breakfast area and a wet bar.

    Tim Mohl HomeSmart Homes and Estates

    20 Birchwood Ln, Woodbury, CT 06798
  • 8 Heather Ct Unit 8, Woodbury, CT 06798

    $299,900 Sold Oct 30, 2024

    • 1,915 Sq Ft
    • $157/SF
    • 128 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1974

    8 Heather Ct Unit 8, Woodbury, CT 06798

    Welcome to your move in ready 2 bedroom ( plus den/office) spacious Condo nestled in the beautiful natural grounds of Woodlake. The kitchen features stainless steel appliances with Granite counters. There is a half bath conveniently located on the main floor. The Dining Room is open to the Living Room which has a fireplace with a pellet stove to help with winter costs for heat. The Living Room

    Linda Voisine Century 21 AllPoints Realty

    8 Heather Ct Unit 8, Woodbury, CT 06798
  • 7 Washington Rd, Woodbury, CT 06798

    $448,500 Sold Oct 29, 2024

    • 2,366 Sq Ft
    • $190/SF
    • 41 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1800

    7 Washington Rd, Woodbury, CT 06798

    Perfect opportunity to own an in-town, three-family investment property with many recent upgrades! Two units with long term tenants looking to stay, as well as one completely updated unit that comes unoccupied -perfect for an owner occupant! Tastefully updated main floor unit features light-filled living room with sliders to private deck, one bedroom, new galley kitchen, new full bathroom,

    Taylor O'Keefe Drakeley Real Estate, Inc.

    7 Washington Rd, Woodbury, CT 06798
  • 229 Bacon Pond Rd Unit 321, Woodbury, CT 06798

    $190,000 Sold Oct 25, 2024

    • 913 Sq Ft
    • $208/SF
    • 35 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1971

    229 Bacon Pond Rd Unit 321, Woodbury, CT 06798

    Newly refreshed ranch style condo - nothing left to do but move in! Freshly painted, all new appliances and new carpet in the bedrooms. Plenty of storage in this tranquil home. This unit is in the very back building making it even more peaceful. A short walk out the slider across the lawn brings you to the inground pool. Common Laundry is conveniently located just a short walk away and includes a

    Laura Burr Coldwell Banker Realty

    229 Bacon Pond Rd Unit 321, Woodbury, CT 06798
  • 233 Old Sherman Hill Rd, Woodbury, CT 06798

    $600,000 Sold Oct 25, 2024

    • 1,946 Sq Ft
    • $308/SF
    • 39 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1930

    233 Old Sherman Hill Rd, Woodbury, CT 06798

    Located in a quiet corner of Woodbury is this lovely 1930's colonial on 1.84 acres. Delightful details include the arched doorways in the main foyer, stone fireplace in the living room, oak floors throughout and French doors here and there. The kitchen and two and half bathrooms have been updated and the exterior has recently received a fresh coat of paint. The main level includes the living

    Maria Taylor Klemm Real Estate Inc

    233 Old Sherman Hill Rd, Woodbury, CT 06798
  • 171 Upper Grassy Hill Rd, Woodbury, CT 06798

    $527,000 Sold Oct 23, 2024

    • 2,700 Sq Ft
    • $195/SF
    • 1 Day On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1970

    171 Upper Grassy Hill Rd, Woodbury, CT 06798

    **Discover Your Dream Home!** Nestled in the tranquil, highly sought-after neighborhood of Woodbury, this spacious 3-bedroom home sits on over an acre of beautifully maintained land. The updated eat-in kitchen features stainless steel appliances, making it a chef's delight. The extra-large living room, complete with a cozy fireplace, is perfect for snuggling with loved ones on chilly winter

    Dawn Ciappetta Coldwell Banker Realty

    171 Upper Grassy Hill Rd, Woodbury, CT 06798
  • 203 Sprain Brook Rd, Woodbury, CT 06798

    $1,210,000 Sold Oct 21, 2024

    • 2,077 Sq Ft
    • $583/SF
    • 15 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1862

    203 Sprain Brook Rd, Woodbury, CT 06798

    Step into your very own country sanctuary. Set on 6.10 acres, this enchanting property offers a pristine 1860's cape, two-room cottage, 3-bay garage, guest quarters, saltwater pool & spa, barrel sauna & plunge pool, landscaped grounds and a hide-away tree house just a short walk through the woods. The vintage home boasts character and comfort. The living room is cozy with a stone fireplace and a

    Maria Taylor Klemm Real Estate Inc

    203 Sprain Brook Rd, Woodbury, CT 06798
  • 151 Flanders Rd, Woodbury, CT 06798

    $975,000 Sold Oct 17, 2024

    • 2,237 Sq Ft
    • $436/SF
    • 22 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1860

    151 Flanders Rd, Woodbury, CT 06798

    A rare find, this ca 1860 cape sits on 2+ acres just outside of town and includes a cottage, in-ground pool, pool cabana, workshop, and potting shed. The home itself is the perfect size with three bedrooms and two full and one-half baths. The living room is highlighted by built-ins and exposed beams. The dining room with exposed beams has corner cupboard and French door to a stone terrace perfect

    Maria Taylor Klemm Real Estate Inc

    151 Flanders Rd, Woodbury, CT 06798
  • 15 Pilgrim Trail Unit 6, Woodbury, CT 06798

    $102,500 Sold Oct 15, 2024

    • 546 Sq Ft
    • $188/SF
    • 77 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1965

    15 Pilgrim Trail Unit 6, Woodbury, CT 06798

    Welcome to a one bedroom, one bathroom unit in 15 Pilgrim Trail. This unit has a living room and dining room combined. The full bathroom is in the bedroom. HOA includes heat, hot water, snow removal and grounds maintenance. Pets are not allowed.

    Mark Mermelstein eXp Realty

    15 Pilgrim Trail Unit 6, Woodbury, CT 06798
  • 23 North Rd, Woodbury, CT 06798

    $600,000 Sold Oct 08, 2024

    • 2,192 Sq Ft
    • $274/SF
    • 27 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1961

    23 North Rd, Woodbury, CT 06798

    Beautifully renovated and remodeled split-level in convenient location . All new interior and exterior, mechanicals, insulation, gutters - from soup to nuts! The Great room is the heart of the home and encompasses the living room, gorgeous kitchen and dining area. The living space has a fireplace, wood floors and picture window with view of large level front yard. The brand new modern kitchen has

    Maria Taylor Klemm Real Estate Inc

    23 North Rd, Woodbury, CT 06798
  • 3 Linden Rd, Woodbury, CT 06798

    $476,500 Sold Oct 08, 2024

    • 2,374 Sq Ft
    • $201/SF
    • 82 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1954

    3 Linden Rd, Woodbury, CT 06798

    Bright and open, this spacious ranch has a lot to offer. The eat in kitchen is accessible to the private rear yard with beautiful gardens & a large patio. The layout offers a private primary bedroom suite with an additional office/den. A sunken livingroom features a fireplace, wood flooring and a quiet area for entertaining or relaxing. In addition, the family room is open to the dining room and

    Donna Bannon BHGRE Gaetano Marra Homes

    3 Linden Rd, Woodbury, CT 06798
  • 15 Ridgewood Rd, Woodbury, CT 06798

    $394,000 Sold Oct 04, 2024

    • 1,819 Sq Ft
    • $217/SF
    • 41 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1955

    15 Ridgewood Rd, Woodbury, CT 06798

    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

    Mary Ann Bennett Drakeley Real Estate, Inc.

    15 Ridgewood Rd, Woodbury, CT 06798
  • 325 Cowles Rd, Woodbury, CT 06798

    $442,500 Sold Oct 04, 2024

    • 2,190 Sq Ft
    • $202/SF
    • 142 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1947

    325 Cowles Rd, Woodbury, CT 06798

    So much opportunity here! 13 Acres backs to 38 acres owned by the Regina Laudis Abbey. Feasibility study done & attached. Shows two potential choices. Keep the 3 BR house - (rebuilt and added onto in 2013)- on 2.38 acres and subdivide w 2 large additional 5 acre lots, this leaves 4 acres of open space or keep the house on 7.79 acres and create an 8.5 acre lot. OR keep it all with the house

    Mary Ann Bennett Drakeley Real Estate, Inc.

    325 Cowles Rd, Woodbury, CT 06798
  • 424 Washington Rd, Woodbury, CT 06798

    $350,000 Sold Oct 04, 2024

    • 2,139 Sq Ft
    • $164/SF
    • 148 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1938

    424 Washington Rd, Woodbury, CT 06798

    Welcome to 424 Washington road in gorgeous Woodbury! This spacious, 4-bedroom, 2 full bath home with over 2100 sq ft and tons of natural sunlight is ready for you to make it your own! The two-car detached garage has a full workshop area above the bays that has an array of uses. This very private, picturesque, 6-acre lot has virtually endless possibilities from a gardener's dream to a possible

    Drew Taraian Real Estate Two

    424 Washington Rd, Woodbury, CT 06798
  • 74 Washington Rd Unit 16, Woodbury, CT 06798

    $178,000 Sold Oct 03, 2024

    • 960 Sq Ft
    • $185/SF
    • 140 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1969

    74 Washington Rd Unit 16, Woodbury, CT 06798

    If you're looking for a quiet, stress-free condo community close to the charming downtown area of Woodbury look no further. This two-bedroom and 1 half-bath condo can be yours. Close to horseback riding, just minutes down the road from Southbury Connecticut featuring wonderful restaurants, and quaint shops, as well as being just minutes away from 84. Schedule your showing today.

    Derek Spencer Scalzo Real Estate

    74 Washington Rd Unit 16, Woodbury, CT 06798
  • 267 Good Hill Rd, Woodbury, CT 06798

    $1,225,000 Sold Oct 02, 2024

    • 3,349 Sq Ft
    • $366/SF
    • 54 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1790

    267 Good Hill Rd, Woodbury, CT 06798

    Welcome to 267 Good Hill Road! Nestled on over 19 acres with tranquil brook access, Rosebush Farm is a meticulously preserved antique home with modern flair. The wideboard floors and exposed beams offer charm while the high ceilings and oversized rooms create diversity in use. A staple of the home is the modern farmhouse kitchen, featuring soapstone countertops, and high-end appliances. Ideal for

    Maris LeBlanc William Pitt Sotheby's Int'l

    267 Good Hill Rd, Woodbury, CT 06798
  • 88 Tuttle Rd, Woodbury, CT 06798

    $100,000 Sold Sep 30, 2024

    • Land
    • 2.37 Acres
    • $42,194 per Acre
    • 35 Days On Market

    88 Tuttle Rd, Woodbury, CT 06798

    Beautiful location, this privately situated lot is 2.37 acres with seasonal westerly views. Shared driveway with home at 92 Tuttle Rd. Please park either on the road at the top of the driveway or pull over on the grass above the rock so as not to block the driveway. The property starts a little above the rock and is to the north side.

    Wendy Brazauskas Coldwell Banker Realty

    88 Tuttle Rd, Woodbury, CT 06798
  • 28 Highpoint Rd, Woodbury, CT 06798

    $581,000 Sold Sep 30, 2024

    • 2,106 Sq Ft
    • $276/SF
    • 56 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1972

    28 Highpoint Rd, Woodbury, CT 06798

    This well maintained three bedroom and two and a half bath home is now available for sale in charming Woodbury. The welcoming entrance leads you to a large living room with a stunning floor to ceiling stone fireplace. Relax in your comfortable family room open to both the kitchen and living rooms. Enjoy preparing meals in your perfect dine in kitchen with a six burner Thermador Gas Stove, Subzero

    Joan C. Salbu Coldwell Banker Realty

    28 Highpoint Rd, Woodbury, CT 06798
  • 87 Minortown Rd, Woodbury, CT 06798

    $490,000 Sold Sep 30, 2024

    • 1,615 Sq Ft
    • $303/SF
    • 91 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1965

    87 Minortown Rd, Woodbury, CT 06798

    Welcome home to this well kept colonial only minutes from Main St. You will enjoy privacy as this house is set back from the road on 2.82 acres but conveniently close to town. The large kitchen features Corian countertops and is easy for entertaining. There are 3 good size bedrooms on the second floor with lots of natural light. Bring your cars or hobbies to fill the 4 car garage (could be 5)

    Rhonda Stokes Drakeley Real Estate, Inc.

    87 Minortown Rd, Woodbury, CT 06798
  • 29 Indian Ln, Woodbury, CT 06798

    $325,000 Sold Sep 27, 2024

    • 1,344 Sq Ft
    • $242/SF
    • 25 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1956

    29 Indian Ln, Woodbury, CT 06798

    Welcome to this charming and updated ranch-style home, perfectly situated on a picturesque lot of just over an acre in the northwest corner of historic Woodbury, Litchfield County. This delightful 3-bedroom, 2-bath residence offers an ideal blend of modern convenience and serene privacy. As you step inside, you'll be greeted by a spacious and inviting interior. The home features a stunning room

    Annmarie Fortier Coldwell Banker Realty

    29 Indian Ln, Woodbury, CT 06798
  • 59 Old Sherman Hill Rd, Woodbury, CT 06798

    $360,000 Sold Sep 27, 2024

    • 1,564 Sq Ft
    • $230/SF
    • 36 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1800

    59 Old Sherman Hill Rd, Woodbury, CT 06798

    Antique 4 bedroom home walking distance to quintessential Main Street. Bring your vision to spruce up this historic gem. Wide board hardwood floors throughout. Traditonal field stone fireplace. Beautiful sprawling grounds on a corner lot. Large 2 level vintage barn with electricity plus storage shed & an outdoor "loo". Close to Hollow Park. Woodbury is known for it's fantastic restaurants,

    Gina Jacobs Gina Jacobs Real Estate

    59 Old Sherman Hill Rd, Woodbury, CT 06798
  • 473 Main St S, Woodbury, CT 06798

    $740,000 Sold Sep 17, 2024

    • 2,285 Sq Ft
    • $324/SF
    • 91 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1930

    473 Main St S, Woodbury, CT 06798

    I want to live here, says EVERYONE. This main street property allows you to walk to all town activities, shops and restaurants. Being set way back from the road is a rare find in the Village of Woodbury. The home is a sweet cape, built in 1930 style (like a rock) with a circular open plan. Four season porch with expansion possibilities for a first floor primary bedroom. The barn is the secret

    Sally Gorman Klemm Real Estate Inc

    473 Main St S, Woodbury, CT 06798
  • 327 Winding Brook Farm Rd, Watertown, CT 06795

    $764,500 Sold Aug 21, 2025

    • 2,698 Sq Ft
    • $283/SF
    • 70 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1993

    327 Winding Brook Farm Rd, Watertown, CT 06795

    2700sqft Colonial in Winding Brook Farms recently remodeled with all high-end finishes! This home is a show piece. Hardwood and tile floors throughout. Remodeled eat-in-kitchen with Tedd Wood cabinetry, quartzite countertops, center island and stunning backsplash. Fully applianced with stainless steel propane cooktop, refrigerator, oven, microwave, beverage fridge, and wine cooler. Living Room

    John Donato Jr Showcase Realty, Inc.

    327 Winding Brook Farm Rd, Watertown, CT 06795
  • LOT#8 Wolf Hill Rd, Watertown, CT 06795

    $895,000 Sold Jul 11, 2025

    • 3,320 Sq Ft
    • $270/SF
    • 50 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2025

    LOT#8 Wolf Hill Rd, Watertown, CT 06795

    The feel of country living-just minutes from all of life's conveniences! This stunning new construction offers the perfect blend of luxury and functionality through thoughtful design. Featuring a first-floor master bedroom suite with a spa-like soaking tub, and a second-floor master suite with vaulted ceilings, this home is ideal for multi-generational living or growing families. Step inside to

    Ken Demirs Regency Real Estate, LLC

    LOT#8 Wolf Hill Rd, Watertown, CT 06795
  • 59 Wolf Hill Rd, Watertown, CT 06795

    $650,000 Sold Jun 18, 2025

    • 5,840 Sq Ft
    • $111/SF
    • 89 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2022

    59 Wolf Hill Rd, Watertown, CT 06795

    NEW CONSTRUCTION - FINISH YOUR CUSTOM LUXURY DREAM HOME! Low Downpayment - Construction Loans Available A rare opportunity to own a high-end new construction home and customize it exactly to your taste! This 4-bedroom, 3.5-bathroom, 3,300+ sq. ft. home is being sold as-is for just $600,000, offering a unique chance to complete a luxury home at a fraction of the cost. What's Already

    Arian Hoxha Serhant Connecticut, LLC

    59 Wolf Hill Rd, Watertown, CT 06795
  • 317 Winding Brook Farm Rd, Watertown, CT 06795

    $730,000 Sold May 30, 2025

    • 3,202 Sq Ft
    • $228/SF
    • 0 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1994

    317 Winding Brook Farm Rd, Watertown, CT 06795

    Welcome home to this custom colonial nestled within the exclusive and sought-after Winding Brook Farm community! Upon entering the grand foyer, you are welcomed with hardwood flooring and custom millwork throughout. Flexibility is key in this thoughtfully designed home, featuring a convenient first-floor bedroom paired with a full bath. An adjoining first floor room would be ideal for a dedicated

    Matthew Egan Regency Real Estate, LLC

    317 Winding Brook Farm Rd, Watertown, CT 06795
  • 409 Nettleton Hollow Rd, Washington, CT 06793

    $1,293,500 Sold May 19, 2025

    • 3,419 Sq Ft
    • $378/SF
    • 180 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1837

    409 Nettleton Hollow Rd, Washington, CT 06793

    Nestled on one of the most picturesque roads in the region, straddling the border of Washington and Woodbury with views of nearby foothills, this extraordinary 1837 antique barn-style home is a perfect blend of historic character and modern comforts. Surrounded by major estates and bordered by the Steep Rock Land Trust on two sides, the property provides unmatched privacy and tranquility, with

    Kathryn Clair William Pitt Sotheby's Int'l

    409 Nettleton Hollow Rd, Washington, CT 06793
  • 1023 Woodbury Rd, Watertown, CT 06795

    $520,000 Sold Apr 04, 2025

    • 2,306 Sq Ft
    • $225/SF
    • 229 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1994

    1023 Woodbury Rd, Watertown, CT 06795

    Welcome to 1023 Woodbury Road, a beautifully maintained colonial-style home nestled in the serene and sought-after area of Watertown. This spacious 4-bedroom, 2.5-bathroom residence offers the perfect blend of classic charm and modern convenience, all set on a lush, private lot surrounded by mature trees. Inside, you'll find cozy living spaces with large windows that invite natural light,

    Dave Jones Dave Jones Realty, LLC

    1023 Woodbury Rd, Watertown, CT 06795
  • 500 Nonnewaug Rd, Bethlehem, CT 06751

    $689,500 Sold Oct 31, 2024

    • 2,550 Sq Ft
    • $270/SF
    • 14 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1994

    500 Nonnewaug Rd, Bethlehem, CT 06751

    This country barn has been previously transformed to a wonderful 3 unit residence on 2.43 acres with (2) two bedroom apartments, a studio apartment, a 32' x 33' garage under and a large attached 58' x 32' garage/storage/shop. The two main level apartments both have a large great room encompassing the kitchen, dining area, living room and boast tall vaulted ceilings and wide plank pine floors. Apt

    Claudine McHugh Klemm Real Estate Inc

    500 Nonnewaug Rd, Bethlehem, CT 06751
  • LOT#10 Wolf Hill Rd, Watertown, CT 06795

    $770,000 Sold Oct 28, 2024

    • 2,469 Sq Ft
    • $312/SF
    • 241 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    LOT#10 Wolf Hill Rd, Watertown, CT 06795

    This is the last Lot in the Beautiful Wolf Hill Subdivision. To Be Built 6 Room Custom Colonial with just under 2500 sq feet. "Similar to Photos" Located In Newer Subdivision on Cul De Sac, Features 3 or 4 Bedrooms, 2 1/2 Baths, Large Eat In Kitchen with Island , Granite and Appliances, Family Room with 2-story ceilings and a Programmable Gas Fireplace, Formal Dining Room has Crown Molding &

    Ken Demirs Regency Real Estate, LLC

    LOT#10 Wolf Hill Rd, Watertown, CT 06795
  • 405 Chestnut Cir Unit 77, Middlebury, CT 06762

    $649,500 Sold Jul 25, 2025

    • 2,292 Sq Ft
    • $283/SF
    • 99 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 2025

    405 Chestnut Cir Unit 77, Middlebury, CT 06762

    Welcome to our final phase!!! Chestnut Circle consists of 5 Simsbury Elite homes on a private circle! These homesites have many upgraded options including walk-out basements, expanded great rooms, premium locations and more! Debating between a house or a condo? Benson Woods (over 55 community) offers the best of both worlds!

    Jodi Dawley Real Estate Two

    405 Chestnut Cir Unit 77, Middlebury, CT 06762
  • 407 Chestnut Cir Unit 78, Middlebury, CT 06762

    $710,500 Sold Jun 20, 2025

    • 2,292 Sq Ft
    • $310/SF
    • 520 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2023

    407 Chestnut Cir Unit 78, Middlebury, CT 06762

    Welcome to our next phase!!! Chestnut Circle consists of 5 Simsbury Elite homes on a private circle! These homesites have many upgraded options including walk-out basements, expanded great rooms, premium locations and more! Debating between a house or a condo? Benson Woods (over 55 community) offers the best of both worlds!

    Jodi Dawley Real Estate Two

    407 Chestnut Cir Unit 78, Middlebury, CT 06762
  • 409 Chestnut Cir Unit 79, Middlebury, CT 06762

    $710,000 Sold Mar 07, 2025

    • 2,292 Sq Ft
    • $310/SF
    • 17 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 2024

    409 Chestnut Cir Unit 79, Middlebury, CT 06762

    Construction is now underway on the final homesite in the highly sought-after Phase 3 of Chestnut Circle, featuring 5 exclusive Simsbury Elite homes on a private cul-de-sac! This particular home boasts numerous upgrades, including a walkout basement with 9-foot foundation walls, an expanded kitchen with a center island, prefinished hardwood floors on the main level, a spacious 10x20 deck off the

    Jodi Dawley Real Estate Two

    409 Chestnut Cir Unit 79, Middlebury, CT 06762

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