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Houses for Sale in 06798

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  • /35

    $615,000

    • 4 Beds
    • 2.5 Baths
    • 2,256 Sq Ft

    31 McVeigh Rd, Woodbury, CT 06798

    Privately nestled on 1.70 acres in the desirable Quassapaug neighborhood, this beautiful Colonial offers the perfect combination of peace, practicality, & modern style, all while providing both privacy and convenience. Inside, the home has been upgraded for year-round energy efficiency, featuring new blown-in insulation, new baseboard heaters, & updated thermostats. For added warmth in the colder

    Agent Photo

    Jennifer Bundock

    Coldwell Banker Realty

    (203) 457-6837

    31 McVeigh Rd, 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
  • /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
  • /39

    $747,000

    • 6 Beds
    • 3 Baths
    • 4,245 Sq Ft

    94 Old Town Farm Rd, Woodbury, CT 06798

    Built in 1900 as a barn and converted to a home in 1990, the architecture fuses countryside charm and mid-century design - two contrasting genres married to create an interesting and unique experience. The home is entered via an offset entry that opens into an all-seasons sunken sunroom overlooking the expansive backyard. You flow directly into the eat-in kitchen, which is outfitted with maple

    Michael Caporizzo William Pitt Sotheby's Int'l

    94 Old Town Farm Rd, Woodbury, CT 06798
  • /33

    $819,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    6 Strong Field Rd, Woodbury, CT 06798

    Experience elevated New England living at 6 Strong Field Road, an exceptional 2024 custom-built Cape Cod residence set on a private, manicured 1-acre lot in one of Woodbury's most desirable enclaves. Designed for discerning buyers, this 4-bedroom, 2.5-bath masterpiece blends architectural sophistication with everyday comfort. Inside, you're welcomed by an airy open-concept floor plan, enhanced by

    Mary Ann Bennett Drakeley Real Estate, Inc.

    6 Strong Field Rd, Woodbury, CT 06798
  • /27

    $1,075,000

    • 4 Beds
    • 5.5 Baths
    • 4,214 Sq Ft

    35 Coach Light Dr, Woodbury, CT 06798

    Lovely well maintained colonial just minutes to town. The dramatic double height entry invites you into the main living area which opens to the stunning luxury kitchen and sunny breakfast nook. The living room boasts a stone fireplace flanked by a picture window for enjoying sunset views. The main floor is completed by an addl den/media room and a formal dining room. Upstairs the primary suite

    Stacey Matthews W. Raveis Lifestyles Realty

    35 Coach Light Dr, Woodbury, CT 06798
  • /40

    $949,900 Open Sun 12PM - 2PM

    • 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

    $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
  • /23

    $695,000

    • 3 Beds
    • 3.5 Baths
    • 2,835 Sq Ft

    38 Barnhill Rd, Woodbury, CT 06798

    Peace and tranquility. If that is what you are looking for, you will find it here in this expansive cape. Located on a quiet country road, it provides the privacy and tranquilitygreat spaces for a variety of lifestyles. For preparing great meals, this oversized kitchen is just the place. Enjoy friends and family as you prepare & serve. Spill over into the 25' x 22' family room with custom

    Donna Bannon BHGRE Gaetano Marra Homes

    38 Barnhill Rd, Woodbury, CT 06798
  • /40

    $899,900

    • 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
  • /30

    $999,900

    • 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
  • /33

    $549,000 Open Sun 11AM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 2,292 Sq Ft

    49 Scuppo Rd, Woodbury, CT 06798

    Discover this beautifully updated ranch-style home ideally situated on over an acre of level, private land, backing onto a tranquil nature preserve in the heart of Woodbury. Offering 2292 square feet of comfortable living space, this 3-bedroom, 1.5 bath home combines timeless character with modern upgrades-perfect for those seeking space, tranquility, and convenience. Inside, you'll find a bright

    Joseph Conforti BHGRE Gaetano Marra Homes

    49 Scuppo Rd, Woodbury, CT 06798
  • /40

    $600,000

    • 6 Beds
    • 3 Baths
    • 4,487 Sq Ft

    5 Old Grassy Hill Rd, Woodbury, CT 06798

    Welcome to a rare find in scenic Woodbury, CT! A spacious and adaptable 6-bedroom, 3 full bathroom home perfectly suited for multigenerational living. Nestled on over 2 private, park-like acres with a peaceful pond, this property offers a unique combination of comfort, functionality, and natural beauty. Thoughtfully designed for flexible living, the home features separate living quarters,

    Shawna Mucherino Coldwell Banker Realty

    5 Old Grassy Hill Rd, Woodbury, CT 06798
  • /31

    $549,900

    • 3 Beds
    • 2 Baths
    • 2,064 Sq Ft

    12 Spring St, Woodbury, CT 06798

    Welcome to this beautifully maintained 3-bedroom, 2-bath Victorian offering just over 2,000 sq. ft. of elegant living space. This home perfectly blends original architectural details with modern conveniences and boasts abundant natural light. Inside, the spacious living room and formal dining room create a warm and inviting atmosphere. The main level also features a large, versatile office-ideal

    Rhya Szymansky Drakeley Real Estate, Inc.

    12 Spring St, Woodbury, CT 06798
  • /40

    $1,850,000

    • 6 Beds
    • 8 Baths
    • 6,357 Sq Ft

    509 Main St N, Woodbury, CT 06798

    Tucked away in absolute privacy, yet centrally located, this exceptional estate offers 6,300+ square feet of refined living space that seamlessly blends country sophistication modern luxuries. Crafted w/warmth & character throughout, the home boasts wide board hardwood floors, coffered ceilings, French doors, exposed beams, & built-ins. With 13 thoughtfully designed rooms, the home features 6

    April Furey Keller Williams Realty Prtnrs.

    509 Main St N, Woodbury, CT 06798
  • /30

    $424,950

    • 4 Beds
    • 2.5 Baths
    • 2,085 Sq Ft

    158 Hazel Plain Rd, Woodbury, CT 06798

    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

    Michael Ferris eXp Realty

    158 Hazel Plain Rd, Woodbury, CT 06798
  • /33

    $595,000

    • 3 Beds
    • 2 Baths
    • 1,922 Sq Ft

    101 Plumb Brook Rd, Woodbury, CT 06798

    The epitome of where Contemporary Design, open spaces, light and efficiency meet the true warmth and pride of local master craftsman. If 9 secluded acres is not peace and privacy enough, your abutting neighbor is 128 acres of protected land owned by Flanders Nature Center. Live amongst the trees and fabulous backdrop of rock outcroppings. Some selective clearing could bring back distant mountain

    Mary Ann Bennett Drakeley Real Estate, Inc.

    101 Plumb Brook Rd, Woodbury, CT 06798
  • /40

    $405,000

    • 4 Beds
    • 4 Baths
    • 2,695 Sq Ft

    90 Rowley Rd, Woodbury, CT 06798

    Set on a scenic lot in Woodbury, this property offers a rare combination of space, versatility, and untapped potential. The main single-family home includes a legal in-law apartment in the walk-out basement, and the grounds feature two outbuildings - a two-story studio and a workshop - ready for repurposing or income-generating use with the right vision. While the home has seen important updates

    Mikaila Riedel eXp Realty

    90 Rowley Rd, Woodbury, CT 06798
  • /40

    $2,349,999

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

    562 Upper Grassy Hill, Out of Area, NY 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! Separate 2.05 acre building lot will convey with this property. You can build another house, outbuildings, or whatever zoning will permit! This property is an equestrian's dream. Horse barn w 5 stalls w waterers. 2nd level in barn loft for additional

    John Donato Jr Showcase Realty Tristate

    562 Upper Grassy Hill, Out of Area, NY 06798
  • /19

    $339,000

    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft

    54 Mountain Rd, Woodbury, CT 06798

    Much of the interior of this home is complete. There is still work to be done on the exterior of the home Everything in the interior was gutted and completely remodeled so everything is new. One bed downstairs and a large loft upstairs which could be a second bedroom or office. Basement is now partially finished and can easily be extra living space. Outside of the home is a work in progress.

    Gayle Forster Century 21 AllPoints Realty

    54 Mountain Rd, Woodbury, CT 06798
  • /28

    $409,000

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

    60 Pomperaug Rd, Woodbury, CT 06798

    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

    Terry Lee Adams Adams & Adams Real Estate

    60 Pomperaug Rd, Woodbury, CT 06798
  • /35

    $635,000

    • 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

    $2,349,999

    • 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! Separate 2.05 acre building lot will convey with this property. You can build another house, outbuildings, or whatever zoning will permit! This property is an equestrian's dream. Horse barn w 5 stalls w waterers. 2nd level in barn loft for additional

    John Donato Jr Showcase Realty, Inc.

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

    $649,900 Open Sun 1PM - 3PM

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

    130 Grassy Hill Rd, Woodbury, CT 06798

    Majestically perched on 2+ private acres, this beautifully maintained three-bedroom Colonial offers seasonal panoramic views of rolling hills and treetops, providing a picturesque year-round backdrop while being close to town. Thoughtfully updated with modern finishes, this home blends comfort and style with ease. Step into the inviting Great Room, where soaring ceilings with exposed beams,

    Wendy Brazauskas Coldwell Banker Realty

    130 Grassy Hill Rd, 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
  • /36

    $624,900

    • 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 kitchen

    Tom Slekis Berkshire Hathaway NE Prop.

    329 Weekeepeemee 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
  • /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
  • /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

    $895,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 4 Baths
    • 3,280 Sq Ft

    393 Middle Road Turnpike, Woodbury, CT 06798

    The Tomlinson House, built in 1786, offers a rare chance to own a piece of Woodbury's history. Set on 5.29 acres along Middle Road Turnpike, with an additional .87-acre lot across the street, this 4-bedroom Colonial combines period charm with enduring potential. Historic character is evident throughout-restored wide-board hardwood floors, original millwork, and four (non-working) fireplaces,

    Kathryn Bassett William Pitt Sotheby's Int'l

    393 Middle Road Turnpike, Woodbury, CT 06798
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