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Homes for Sale in 06798

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  • /37

    $839,900

    • 4 Beds
    • 3.5 Baths
    • 3,726 Sq Ft

    181 Railtree Hill Rd, Woodbury, CT 06798

    Beautifully constructed and perched atop a scenic 3+ acre lot, this stately gambrel colonial is just a 5-minute drive from charming downtown Woodbury. Offering 4 to 5 bedrooms, this home features everything one would expect in almost 3400 square feet of living space; a formal dining room, a large front-to-back living room with a fireplace and hardwood floors, and a spacious eat-in kitchen with a

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (475) 473-8503

    181 Railtree Hill Rd, Woodbury, CT 06798
  • /26

    $699,900

    • 3 Beds
    • 3 Baths
    • 2,042 Sq Ft

    27 Middle Quarter Rd, Woodbury, CT 06798

    Discover the charm of this beautiful antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this vintage gem in need of restoration is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home could be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room with a cathedral

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (475) 291-4564

    27 Middle Quarter Rd, Woodbury, CT 06798
  • /2

    $399,900

    • Land
    • 56 Acres
    • $7,104 per Acre

    0 Main St N Unit 24072824, Woodbury, CT 06798

    56 acres in the heart of Woodbury. The perfect spot for a compound or subdivide and create an open space subdivision or a few large parcels. Potential for terrific views over the Nonnewaug Valley. Located a few minutes from downtown and 5 minutes from Nonnewaug High School. Build your dream house and enjoy the views!

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (475) 255-2991

    0 Main St N Unit 24072824, Woodbury, CT 06798
  • /34

    $480,000

    • 3 Beds
    • 2.5 Baths
    • 2,034 Sq Ft

    9 Nettleton Hollow Rd, Bethlehem, CT 06751

    Welcome home to this beautifully maintained raised ranch nestled on a peaceful corner lot in the desirable town of Bethlehem! Set on just under 3 acres, this property offers a serene retreat with a peaceful stream running along the rear of the lot and a picturesque backyard perfect for relaxing or entertaining. Inside, you'll find 3 spacious bedrooms and 2.5 baths, including a private ensuite in

    Agent Photo

    Matthew Egan

    Regency Real Estate, LLC

    (203) 457-6082

    9 Nettleton Hollow Rd, Bethlehem, CT 06751
  • /2

    $119,900

    • Land
    • 0.81 Acre
    • $148,025 per Acre

    Lot 64 Highpoint Rd, Woodbury, CT 06798

    Looking for a modest size lot to build your dream home? This lot in bucolic Woodbury sits near the top of Hurds Hill in an area of lovely homes. The lot is a level rectangle with 150 feet of street frontage. Interesting opportunity!

    Agent Photo

    Justin Bette

    Joseph Bette REALTORS Inc

    (203) 590-9397

    Lot 64 Highpoint Rd, Woodbury, CT 06798
  • /14

    $269,900

    • 2 Beds
    • 2 Baths
    • 1,182 Sq Ft

    1 Summit Ct Unit 1, Woodbury, CT 06798

    Step into this charming end-unit townhouse in the inviting Woodlake Community. It boasts 2 bedrooms and 2 full bathrooms with an open floor plan tailored to your needs. Enjoy a convenient spot near I-84 for an easy commute and close to local shops and restaurants offering farm-to-table delights. The community welcomes you with scenic walking paths and a serene lake for swimming and kayaking.

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (203) 496-8395

    1 Summit Ct Unit 1, Woodbury, CT 06798
  • /5

    $179,900

    • 2 Beds
    • 1 Bath
    • 913 Sq Ft

    229 Bacon Pond Rd Unit 322, Woodbury, CT 06798

    Prime location for affordable living in Woodbury CT! Charming, updated 2-bedroom, 1-bath condo with an open-concept layout. The dining area features sliding doors to a patio, flooding the space with natural light. The living room boasts built-in bookcases flanking a cozy fireplace. Relax on the patio with views of the community's in-ground pool. The Town and Country complex is just 2 minute ride

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (475) 335-8422

    229 Bacon Pond Rd Unit 322, Woodbury, CT 06798
  • /40

    $899,900

    • 4 Beds
    • 2.5 Baths
    • 3,700 Sq Ft

    337 Main St S, Woodbury, CT 06798

    A Real Classic! Beautifully renovated with many original features. Located in the Historic District in the heart of Woodbury. Stroll along Main Street to parks, excellent restaurants, house of worship, conveniences and antique shops. Home is just lovely with exposed beams, wide board hardwood floors, 4 fireplaces, outside on the patio, primary bedroom, dining room and living room. One fireplace

    Agent Photo

    Marian Van Egas

    Berkshire Hathaway NE Prop.

    (475) 255-3184

    337 Main St S, Woodbury, CT 06798
  • /6

    $119,900

    • Land
    • 2.10 Acres
    • $57,095 per Acre

    0 Main St N Unit 24072843, Woodbury, CT 06798

    Residential lot of record on Main Street North, Woodbury. A private lot with the potential for distant views over the cornfields in the Nonnewaug Valley. An ideal location within a few minutes to Woodbury's historic downtown and 5 to 10 minutes to Bethlehem and Watertown town centers.

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (475) 447-1659

    0 Main St N Unit 24072843, Woodbury, CT 06798
  • /15

    $990,000 New Construction

    • 3 Beds
    • 2 Baths
    • 2,300 Sq Ft

    523 Main St N, Woodbury, CT 06798

    To be built Modern style home with gorgeous southern views and privacy from your neighbors. Enjoy the wall of glass overlooking a bluestone patio, and beautiful views above Main Street North! Just a few minutes from Woodbury's town center, this home provides an open floor with a kitchen/great room, a cathedral ceiling, and a floor-to-ceiling masonry fireplace. The first floor includes a primary

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (475) 284-8768

    523 Main St N, Woodbury, CT 06798
  • /40

    $799,900 Open Sun 11AM - 1PM

    • 4 Beds
    • 4 Baths
    • 3,330 Sq Ft

    3 Inwood Ln, Woodbury, CT 06798

    Set on a quiet cul-de-sac and bordering open space, this beautifully maintained 4BR, 4BTH colonial blends charm w/modern comfort & functionality. Step into the grand foyer flanked by a sunken living room with fireplace and private home office. At the heart of the home is the updated eat-in kitchen, featuring abundant white cabinetry, marble countertops, a butcher block center island, and

    Elizabeth Newnham William Pitt Sotheby's Int'l

    3 Inwood Ln, Woodbury, CT 06798
  • /40

    $999,000

    • 4 Beds
    • 3.5 Baths
    • 3,784 Sq Ft

    557 Upper Grassy Hill Rd, Woodbury, CT 06798

    Welcome to Upper Grassy Hill Living!

    Susan Corleto William Pitt Sotheby's Int'l

    557 Upper Grassy Hill Rd, Woodbury, CT 06798
  • /40

    $974,900

    • 4 Beds
    • 3.5 Baths
    • 3,113 Sq Ft

    25 Curtiss Meadows, Woodbury, CT 06798

    Live your best life in Woodbury, CT, where charm, history, and natural beauty intertwine! The "Antiques Capital of CT", with a picturesque Main Street, historic homes, festivals, and scenic preserves. Imagine living in the heart of this idyllic setting! This 2005 home, on 4.5 acres, is meant for life, living, and entertaining. Upstairs, you'll find 4 generously sized bedrooms and 3 well-appointed

    Ralph Harvey ListWithFreedom.com

    25 Curtiss Meadows, Woodbury, CT 06798
  • /27

    $795,000

    • 3 Beds
    • 3 Baths
    • 1,675 Sq Ft

    34 Hollow Rd, Woodbury, CT 06798

    Welcome to one of the most charming communities in Connecticut. This darling of an antique home sits in the heart of Woodbury, CT. It is a Dutch colonial dating to circa 1700, bought in 1750 by a well-respected, wealthy local merchant/ financier, Jabez Bacon. The building became the town's first general store, known as the Red Store. After Bacon's death, the property served as a school and later

    Lorraine Consiglio Coldwell Banker Realty

    34 Hollow Rd, Woodbury, CT 06798
  • /40

    $1,100,000

    • 4 Beds
    • 2.5 Baths
    • 3,545 Sq Ft

    45 N Gate Rd, Woodbury, CT 06798

    Welcome to Woodbury, a quintessential New England town. This house is located in a very desirable neighborhood, just north of the town center. An inviting covered front porch will greet you. This leads to a 2 story foyer and an open floor plan opens up in front of you! To the left is a formal LR/Den. (cozy up with a good book) To the right is formal Dining Room with a trey ceiling, seats 8-10

    Jeff Colt Showcase Realty, Inc.

    45 N Gate Rd, Woodbury, CT 06798
  • /40

    $875,000

    • 4 Beds
    • 2.5 Baths
    • 3,736 Sq Ft

    84 Hurds Hill Rd, Woodbury, CT 06798

    Welcome to Woodbury! Rebuilt in 1991, this stunning 3,736 sq ft single-family estate sits gracefully on over 11 acres, offering the perfect blend of refined luxury and serene countryside living. Step inside to discover a spacious, light-filled interior designed for both grand entertaining and comfortable everyday living. With four generously sized bedrooms, multiple living areas, and fine

    Michael Vartolone William Raveis Real Estate

    84 Hurds Hill Rd, Woodbury, CT 06798
  • /40

    $1,275,000

    • 3 Beds
    • 5 Baths
    • 4,059 Sq Ft

    373 Transylvania Rd, Woodbury, CT 06798

    Custom-built. This unique home is made for entertaining. 4000 ft.2 home with 3 bedroom suites each containing its own full bath. 5 Bathrooms. 3 Fireplaces. Chef's kitchen with granite counters, double ovens, bow window w/bench seat & walk out to deck. Formal dining room has tray ceiling. Great room with fireplace and full bar. Den/library has fireplace. Bright piano room/sunroom/office also walks

    Beatriz Conroy William Raveis Real Estate

    373 Transylvania Rd, Woodbury, CT 06798
  • /40

    $850,000

    • 4 Beds
    • 2.5 Baths
    • 2,519 Sq Ft

    77 Northgate Rd, Woodbury, CT 06798

    Nestled in one of Woodbury's most sought-after enclaves, 77 North Gate Rd epitomizes refined living. This meticulously updated 4-bedroom, 2.5-bathroom residence spans approximately 2,519 square feet, offering a harmonious blend of modern sophistication and timeless charm. Constructed in 2016, the home's contemporary design is complemented by high-end finishes and an open-concept layout that

    Jason Arcuri eXp Realty

    77 Northgate Rd, Woodbury, CT 06798
  • /37

    $950,000

    • 3 Beds
    • 4 Baths
    • 3,082 Sq Ft

    148 Flanders Rd, Woodbury, CT 06798

    Come home to a unique 3082 sqft, one of a kind custom built Colonial home all set on 5 secluded acres. Featuring an open floor plan, beamed ceilings, oak floors, Plaster Walls, fully applianced Kitchen with breakfast bar, a spacious Family Room with brick fireplace, built-ins, & slider leading to back deck. The Living Room with fireplace is adjacent to a spacious Dining Room area & slider leading

    Ron Nettleton William Raveis Real Estate

    148 Flanders Rd, Woodbury, CT 06798
  • /28

    $439,000

    • 4 Beds
    • 2.5 Baths
    • 1,668 Sq Ft

    60 Pomperaug Rd, Woodbury, CT 06798

    NOTE NEW PRICE POINT FOR THIS LOVELY WOODBURY RESIDENCE! 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

    Terry Lee Adams Adams & Adams Real Estate

    60 Pomperaug Rd, Woodbury, CT 06798
  • /35

    $650,000

    • 3 Beds
    • 3 Baths
    • 2,227 Sq Ft

    105 Minortown Rd, Woodbury, CT 06798

    Looking for space? Need a workshop? Collect cars? Need room for the in-laws? This ranch-style home might be the perfect fit! Just minutes from town, the property offers a variety of opportunities. The main level features three bedrooms, two bathrooms, a living room with a gas log fireplace, a formal dining room, and a spacious eat-in kitchen. The partially finished lower level includes a family

    Sindy Butkus Klemm Real Estate Inc

    105 Minortown Rd, Woodbury, CT 06798
  • /40

    $2,495,000

    • 4 Beds
    • 3.5 Baths
    • 6,459 Sq Ft

    562 Upper Grassy Hill Rd, Woodbury, CT 06798

    Shingle style home with horse barn, paddocks & riding arena, set on over 9 acres with a gorgeous westerly view of Roxbury's bucolic rolling hills! This property is an equestrian's dream. Horse barn w 5 stalls w waterers. 2nd level in barn loft for additional space. 6 horse paddocks w waterers & electric fence. Perfectly set riding arena w views. Built in 2013, no expense was spared on the

    John Donato Jr Showcase Realty, Inc.

    562 Upper Grassy Hill Rd, Woodbury, CT 06798
  • /39

    $649,900 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,124 Sq Ft

    130 Grassy Hill Rd, Woodbury, CT 06798

    Beautifully maintained three bedroom Colonial with stunning views, conveniently located close to town is ready for its new owners. Thoughtfully updated with modern finishes and necessities, this home offers both comfort and style. Step into the inviting Great Room, where soaring ceilings with exposed beams, expansive windows, and a sliding door to the back deck create a bright and open

    Wendy Brazauskas Coldwell Banker Realty

    130 Grassy Hill Rd, Woodbury, CT 06798
  • /40

    $580,000

    • 4 Beds
    • 2.5 Baths
    • 2,555 Sq Ft

    467 Weekeepeemee Rd, Woodbury, CT 06798

    Experience the true essence of country living in this classic Saltbox Colonial, perfectly situated on 2.5 acres of peaceful, wooded land in picturesque Woodbury. Surrounded by nature's beauty, this home offers a tranquil retreat. Inside, gleaming HW floors flow throughout a timeless layout designed for comfortable living and relaxed entertaining. The spacious eat-in kitchen features a welcoming

    Tammy Powling Coldwell Banker Realty

    467 Weekeepeemee Rd, Woodbury, CT 06798
  • /13

    $124,900

    • 1 Bed
    • 1 Bath
    • 546 Sq Ft

    14 Arrowhead Way Unit 6, Woodbury, CT 06798

    Excellent 2nd floor unit. One of only 4 units in the complex that has direct interior access to the Laundry facility. Close to parking and mail. This bright unit has been well maintained and is move in ready. Updates to kitchen and bath with stall shower installed. Don't miss out on this great opportunity. Close to town for shopping, restaurants and recreation.

    Jeff Boucher Drakeley Real Estate, Inc.

    14 Arrowhead Way Unit 6, Woodbury, CT 06798
  • /38

    $179,900

    • 1 Bed
    • 1 Bath
    • 814 Sq Ft

    34 Clubhouse Dr Unit 23C, Woodbury, CT 06798

    If you missed this the first time, you are in luck.... A perfectly small space in Woodbury! (CT's best small town per Boston Globe & Readers Digest) You will get that good-vibe feeling as you enter the private enclosed patio area. A unique Woodlake floor plan, freshly painted & professionally cleaned, LR/DR and ample kitchen. The Ensuite Primary Bedroom, walks out to the patio and features an

    Terry Lee Adams Adams & Adams Real Estate

    34 Clubhouse Dr Unit 23C, Woodbury, CT 06798
  • /40

    $319,000

    • 2 Beds
    • 2.5 Baths
    • 1,456 Sq Ft

    9 Lower Commons Unit 9, Woodbury, CT 06798

    This beautiful end unit condo rests in the Woodlake association of Woodbury. Maintenance free living in a sought-after location features 2 generous bedrooms & 2.5 bathrooms. The 1st floor offers hardwood floors, half bathroom, and an updated eat-in kitchen that opens to both the dining room and family room with inserted fireplace. This, along with an additional heat pump cuts heating bills

    Michelle Lorenzetti Premier Re Group LLC

    9 Lower Commons Unit 9, Woodbury, CT 06798
  • /39

    $585,000

    • 4 Beds
    • 3 Baths
    • 2,861 Sq Ft

    212 Main St N, Woodbury, CT 06798

    Charming antique home in the heart of Woodbury! Set on a spacious, cleared lot, this beautifully maintained property offers a perfect mix of historic character and modern updates. The kitchen features quartz countertops, stainless steel appliances, and ample cabinetry. With three full baths and a large primary suite with walk-in closet and private bath, comfort and convenience abound. Enjoy the

    Heather Crabtree Coldwell Banker Realty

    212 Main St N, Woodbury, CT 06798
  • /28

    $460,000

    • 2 Beds
    • 1.5 Baths
    • 1,502 Sq Ft

    31 Woodbury Hill, Woodbury, CT 06798

    SELLERS HAVE REMOVED ALL CARPETS, INSTALLED LAMINATE HARD WOOD THROUGHOUT BOTH LEVELS. NEW STAINLESS STEEL REFRIGERATOR, PAINTED KITCHEN CABINETS W NEW HARDWARE, NEW KITCHEN FLOORING AND COUNTER TOPS. TWO BATHS COMPLETELY GUTTED AND REMODELED. Light, bright, clean! Is now ready to move right in. Natural light floods this home. Crown moldings in living and dining rooms, custom window

    Mary Ann Bennett Drakeley Real Estate, Inc.

    31 Woodbury Hill, Woodbury, CT 06798
  • /36

    $675,000

    • 4 Beds
    • 2.5 Baths
    • 2,506 Sq Ft

    329 Weekeepeemee Rd, Woodbury, CT 06798

    Welcome to your North Woodbury bucolic retreat! Escape from it all, nestled along the banks of the Weekeepeemee River with southern views and sunsets falling over the open fields, Heron fishing only yards from your Adirondack chair and Eagles perched on the nearby trees. Yes, this is Home. This 1780 Colonial has been well cared for, for many decades. The first floor offers a large updated

    Tom Slekis Berkshire Hathaway NE Prop.

    329 Weekeepeemee Rd, Woodbury, CT 06798
  • /40

    $1,950,000

    • 5 Beds
    • 6 Baths
    • 7,413 Sq Ft

    39 Quanopaug Trail, Woodbury, CT 06798

    Exceptionally constructed contemporary set on almost 9 acres with a beautiful view of distant hilltops. Both the house and the outdoor spaces are truly impressive, perfect for entertaining and nature lovers. With over 7,500 sq ft, the home is spacious with exposed beams, an abundance of windows and many updates & upgrades. The public rooms are open and airy encompassing the kitchen, dining and

    Maria Taylor Klemm Real Estate Inc

    39 Quanopaug Trail, Woodbury, CT 06798
  • /13

    $675,000

    • Land
    • 23 Acres
    • $29,348 per Acre

    0 Cowles Rd, Woodbury, CT 06798

    Presenting a rare opportunity to acquire a 23-acre parcel that has been held within a family for generations. This expansive property, fronting on a tranquil county road, offers a serene and private setting for your future endeavors. The property is a picturesque combination of woodlands, offering an idyllic setting for those seeking privacy and connection to nature. With approximately 800 feet

    John Sniffen William Pitt Sotheby's Int'l

    0 Cowles Rd, Woodbury, CT 06798
  • /32

    $314,900

    • 2 Beds
    • 1.5 Baths
    • 1,920 Sq Ft

    439 Washington Rd, Woodbury, CT 06798

    Investors and Contractors take notice! This versatile office space located on close to 10 acres of rural Woodbury land is ripe with opportunity. The 1,920 sqft office can potentially be converted into a single family residential ranch overlooking the babbling Sprain Brook below. Across the brook, with road frontage and access off of Hoop Pole Hill Rd, lies the majority of the acreage with a dry,

    Matthew Amatruda Drakeley Real Estate, Inc.

    439 Washington Rd, Woodbury, CT 06798
  • /38

    $2,100,000

    • 4 Beds
    • 4.5 Baths
    • 4,517 Sq Ft

    225 Old Sherman Hill Rd, Woodbury, CT 06798

    A long winding drive leads you to Four Winds Farm. Perched on the hill, this remarkable 33.98-acre property includes a 4,500 sq ft, 11 room, 4 bedrooms, 4.1 bath residence as well as a home for your horses. The contemporary house has many updates throughout, cathedral ceilings, tall windows, multiple sliders to exterior entertainment areas and spacious deck. There is central air, a security

    Maria Taylor Klemm Real Estate Inc

    225 Old Sherman Hill Rd, Woodbury, CT 06798
  • /30

    $1,075,000

    • 4 Beds
    • 4 Baths
    • 5,781 Sq Ft

    16 Gate Post Ln, Woodbury, CT 06798

    Need space! This elegant Colonial in Carriage Hills features approximately 5700 sqft of living space, including a walk-out lower level suitable for an in-law suite or for your au pair . The main level has wood floors, formal living and dining rooms, an eat-in kitchen, bedroom, a full bath, and a family room with a fireplace leading to an oversized deck. Upstairs, there are three bedrooms, a full

    Sindy Butkus Klemm Real Estate Inc

    16 Gate Post Ln, Woodbury, CT 06798
  • /11

    $400,000

    • Land
    • 25 Acres
    • $15,804 per Acre

    00-1055 Main St N, Woodbury, CT 06798

    VIEWS: Wonderful views for a home site or farm. Possible two points of entrance. New survey added to docs. Acreage at 25.228. Buyer is responsible for due diligence and approvals. The property runs behind 1053 Main Street North and is contiguous to 867 Main Street North. Approximately 25.228 acres. AVAILABLE IN ATT. DOCS: 1) New survey. Dated: 2) Revised lot line survey. 3) Perked results. 4)

    John Gould W. Raveis Lifestyles Realty

    00-1055 Main St N, Woodbury, CT 06798
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