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Homes for Sale in 06798

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  • /39

    $874,900

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

    339 Main St S, Woodbury, CT 06798

    One of Woodbury's last remaining homes built in the late 1600s. This charming residence offers a unique blend of historic character and modern convenience, ideally situated for those who appreciate easy access to local shops, parks, and restaurants. The interior of the home boasts a rich history with exposed wooden beams, 4 fireplaces, and classic hardwood floors, creating an inviting and warm

    Agent Photo

    Marian Van Egas

    Berkshire Hathaway NE Prop.

    (475) 405-2250

    339 Main St S, Woodbury, CT 06798
  • /40

    $799,900

    Open Sun 1PM - 3PM
    • 5 Beds
    • 3.5 Baths
    • 3,607 Sq Ft

    17 Carriage Ln, Woodbury, CT 06798

    Center Hall Colonial with Full In-Law! This majestic brick facing home flaunts its location atop a private lot overlooking sprawling scenic views. Main level features a two-story foyer, formal dining room w/hardwoods & pocket doors leading to a high-end kitchen w/stainless steel appliances including a gas stove. The kitchen delivers with granite tops, upscale cabinetry, breakfast bar, & eat-in

    Agent Photo

    Shane Kropo

    RE/MAX RISE

    (203) 717-5671

    17 Carriage Ln, Woodbury, CT 06798
  • /37

    $1,800,000

    • 3 Beds
    • 3 Baths
    • 2,072 Sq Ft

    76 Cowles Rd, Woodbury, CT 06798

    Rare opportunity to own a spectacular 40-acre estate designed for exceptional horse care, training, and country living-while also offering the flexibility to create an exclusive private escape tucked away from it all. This remarkable property features a 150' x 80' indoor riding arena with excellent lighting and three overhead doors, along with an immaculate 9-stall barn complete with concrete

    Agent Photo

    Pam Famiglietti

    William Raveis Real Estate

    (475) 252-8273

    76 Cowles Rd, Woodbury, CT 06798
  • /39

    $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
  • /24

    $299,000

    $11K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,916 Sq Ft

    54 Clubhouse Dr Unit 54, Woodbury, CT 06798

    Welcome to this light-filled and beautifully maintained townhome in the highly sought-after Woodlake community in Woodbury. Spanning three levels, this inviting home offers a rare blend of space, comfort, and seasonal views of Wood Lake. The main level features a spacious living and dining area anchored by a striking floor-to-ceiling fireplace, enhanced with a wood-burning insert (2021). Sliding

    Henrik K Kjaer Keller Williams Realty

    54 Clubhouse Dr Unit 54, Woodbury, CT 06798
  • /40

    $799,000

    • 4 Beds
    • 3 Baths
    • 2,448 Sq Ft

    92 Minortown Rd, Woodbury, CT 06798

    Charming Gentleman's Farm on 5.76 Acres. Welcome to this beautifully maintained gentleman's farm, perfectly set on 5.76 level acres of open pasture and riding space. Ideal for horse enthusiasts, the property features four barns with a total of 10 stalls, two wash stalls, and a 20x60 meter riding arena with quality stone dust and sand footing. The grounds offer a wonderful mix of functionality and

    Heather Crabtree RE/MAX RISE

    92 Minortown Rd, Woodbury, CT 06798
  • /39

    $895,000

    • 4 Beds
    • 2.5 Baths
    • 2,283 Sq Ft

    253 Bacon Pond Rd, Woodbury, CT 06798

    Welcome to Bacon Pond House. A seamless blend of 19th-century soul and 21st-century luxury. Situated on over 3 acres, this antique Colonial has been thoughtfully revived to honor its heritage while offering every modern convenience. The interior, lovingly brought back to life, features wide-plank flooring and exposed hand-hewn beams that anchor the home's historic character. The rooms are

    Christian Jensen William Pitt Sotheby's Int'l

    253 Bacon Pond Rd, Woodbury, CT 06798
  • /24

    $745,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,060 Sq Ft

    86 Quail Run Rd, Woodbury, CT 06798

    QUAIL RUN On the cul de sac - 4 NEW HOMES ALL ON FLAT LOTS! They might be what you have been looking for - SMALLER & SMARTER new homes with PRICES TO MATCH. Beautiful 1 acre+ lots on shared common drives surrounded by 12 ACRES OF PRIVATE OPEN SPACE. This is QUINTESSENTIAL WOODBURY - Quiet, woodsy, and BEAUTIFUL! Construction has begun on 2 homes with anticipated completion in August. #86 is a 3

    Scott Volpe Coldwell Banker Realty

    86 Quail Run Rd, Woodbury, CT 06798
  • /40

    $895,000

    • 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
  • /26

    $999,900

    $100K PRICE DROP
    • 3 Beds
    • 2.5 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 is being restored by the current owner and is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home will be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room

    Tim Drakeley Drakeley Real Estate, Inc.

    27 Middle Quarter Rd, Woodbury, CT 06798
  • /40

    $699,000

    • 3 Beds
    • 3.5 Baths
    • 3,210 Sq Ft

    58 Good Hill Rd, Woodbury, CT 06798

    Located in picturesque Woodbury, voted Most Charming Town in CT by Reader's Digest in 2018, 2020 and 2024 and featured by Travel + Leisure among the 10 Best Places to Live. This stately circa 1845 home blends historic character with comfortable living. Set along scenic Good Hill Road and surrounded by lush, established gardens, featuring a black bottom gunite pool, private terrace, welcoming

    Christina Zainc BHGRE Gaetano Marra Homes

    58 Good Hill Rd, Woodbury, CT 06798
  • /40

    $949,900

    • 4 Beds
    • 5 Baths
    • 3,865 Sq Ft

    8 Curtiss Meadows, Woodbury, CT 06798

    Beautiful Colonial set on a private 3+ acre lot in sought-after Curtiss Meadows, ideally located on the southern end of Woodbury abutting the Southbury line. Set back from the cul-de-sac entryway, this well-cared-for home offers a wonderful blend of privacy, comfort, convenience, and thoughtful updates. The level, light-filled driveway provides easy access, while the peaceful setting creates a

    Joyce Drakeley Drakeley Real Estate, Inc.

    8 Curtiss Meadows, Woodbury, CT 06798
  • /34

    $1,675,000

    $250K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,992 Sq Ft

    819 Main St N, Woodbury, CT 06798

    Open Meadow Farm, a beautifully maintained property offering a blend of rural charm and modern conveniences. Set on 9.88 picturesque acres, this property features three fenced fields, ideal for horses or other livestock and a two-story barn equipped with four stalls, a tack room, gravel storage area and a gleaming concrete main floor. Recent updates include a paved driveway with turnaround, back

    Sindy Butkus Klemm Real Estate Inc

    819 Main St N, Woodbury, CT 06798
  • /24

    $289,000

    $30K PRICE DROP
    • 2 Beds
    • 3 Baths
    • 1,059 Sq Ft

    3 Tamarack Ln Unit 3, Woodbury, CT 06798

    Welcome to this well-maintained condo offering comfortable living in a desirable Woodbury location. This inviting unit features a bright and open layout with spacious living areas, an updated kitchen, and generously sized bedrooms. Enjoy the ample storage and a private outdoor space perfect for relaxing or entertaining. Nestled in a quiet, well-kept complex close to local shops, dining, and major

    Stephen Mele Houlihan Lawrence

    3 Tamarack Ln Unit 3, Woodbury, CT 06798
  • /40

    $377,750

    • 3 Beds
    • 2.5 Baths
    • 2,069 Sq Ft

    2 South Meadows Unit 2, Woodbury, CT 06798

    Spring-Ahead & Welcome Home...to an upscale residence w/3 levels of quiet elegance. Enjoy the vacation at home..."Woodlake Life Style". Each room is thoughtfully purposed and decorated with a classy style. A spacious "open" concept kitchen includes "Corian" countertops. Cherry toned flooring adds a warm welcome to the first floor, as does the working fireplace. The 1st., floor powder room is

    Terry Lee Adams Adams & Adams Real Estate

    2 South Meadows Unit 2, Woodbury, CT 06798
  • /17

    $595,000

    • 3 Beds
    • 1.5 Baths
    • 1,144 Sq Ft

    437 Middle Road Turnpike, Woodbury, CT 06798

    Completely renovated and move-in ready, this single-floor ranch offers effortless living with modern updates throughout. The brand-new kitchen is absolutely stunning and opens to the dining and living area, making the space perfect for both everyday comfort and entertaining. Enjoy peace of mind with all-new bathrooms, windows, lighting fixtures and a newly installed septic system. Other upgrades

    Erin Loucks BHGRE Gaetano Marra Homes

    437 Middle Road Turnpike, Woodbury, CT 06798
  • /33

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,961 Sq Ft

    5 Westwood Rd, Woodbury, CT 06798

    Classic early-1900s colonial in the heart of Woodbury with 3 bedrooms, 2 full baths, and over 1,900 square feet of living space. The home offers a comfortable mix of older-home character and practical updates, with hardwood floors, good natural light, and a layout that works well for everyday living. The updated kitchen features white cabinetry, granite counters, stainless steel appliances,

    Brad Harriman RJ Real Estate

    5 Westwood Rd, Woodbury, CT 06798
  • /34

    $549,000

    • 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. Offering 2292 square feet of comfortable one-level 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 and expansive living room with cathedral ceilings,

    Joseph Conforti West View Properties, LLC

    49 Scuppo Rd, Woodbury, CT 06798
  • /34

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft

    6 Weekeepeemee Rd, Woodbury, CT 06798

    Step back in time as you enter this enchanting 1846 cottage, where history and modern comfort blend seamlessly. Wide-board wood floors and exposed hand-hewn beams welcome you the moment you arrive, guiding you through rooms filled with character and warmth. The open-concept kitchen features a stainless steel gas stove and dishwasher, charming display cabinets, a farmhouse sink, and a delightful

    Dawn Hough Coldwell Banker Realty

    6 Weekeepeemee Rd, Woodbury, CT 06798
  • /32

    $599,900

    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft

    2 Judd Hill Rd, Woodbury, CT 06798

    Charm and modern comfort come together in this beautifully renovated 3-bedroom, 2-bath home set on nearly an acre along a quiet country road in Woodbury. Thoughtfully updated and move-in ready, this inviting home blends classic New England character with practical improvements throughout, including a fully insulated attic and insulated walls added by the current owner for enhanced comfort and

    Tim Drakeley Drakeley Real Estate, Inc.

    2 Judd Hill Rd, Woodbury, CT 06798
  • /2

    $1,495,000

    • 5 Beds
    • 4.5 Baths
    • 4,884 Sq Ft

    30 Hollow Rd, Woodbury, CT 06798

    Step through the doors of history and into one of Connecticut's most treasured colonial residences. Built in 1760 and proudly listed on the National Register of Historic Places, the Jabez Bacon House is a rare masterpiece of 18th-century American architecture that has endured with remarkable grace for over 260 years. This distinguished home has also been recognized for its exceptional

    Lisa Titcomb William Pitt Sotheby's Int'l

    30 Hollow Rd, Woodbury, CT 06798
  • /9

    $325,000

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,089 Sq Ft

    54 Mountain Rd, Woodbury, CT 06798

    Welcome to the Historic town of Woodbury! Don't miss the opportunity to own this beautiful and well maintained home which offers a functional layout and abundant natural light. Features include spacious living areas, a well-appointed kitchen, comfortable bedrooms and a private outdoor space ideal for relaxing or entertaining. Conveniently located near schools, shopping, and major routes. A

    Genesis Hernandez BHGRE Shore & Country

    54 Mountain Rd, Woodbury, CT 06798
  • /24

    $325,000

    $53K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,118 Sq Ft

    8 Tamarack Ln Unit 8, Woodbury, CT 06798

    3 bedrooms on 2 levels in this spacious end-unit condo offering 2118 ft of comfort, style, and a peaceful setting. Although listed as a 2-bedroom, the expansive heated and cooled lower level features additional rooms, one currently used as a bedroom with a closet, a large family room, plus a storage room, and a laundry room! Many options for a home office or gym. On the main level, the updated

    Jennifer Mayo William Raveis Real Estate

    8 Tamarack Ln Unit 8, Woodbury, CT 06798
  • /32

    $539,000

    $60K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,986 Sq Ft

    43 Woodbury Hill, Woodbury, CT 06798

    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

    Joyce Drakeley Drakeley Real Estate, Inc.

    43 Woodbury Hill, Woodbury, CT 06798
  • /17

    $479,900

    $19K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    34 Transylvania Rd, Woodbury, CT 06798

    Price Improvement for this Charming Country Retreat- A perfect alternative to Condo Living! Nestled on a serene 3 acre lot with picturesque stream, this property offers the tranquility of country living while maintaining easy access to nearby amenities. One level living- enjoy the convenience of the primary bedroom with spacious walk-in closet on the same level as the open floor plan

    Betsy Rosa Berkshire Hathaway NE Prop.

    34 Transylvania Rd, Woodbury, CT 06798
  • /24

    $645,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,081 Sq Ft

    94 Quail Run Rd, Woodbury, CT 06798

    QUAIL RUN On the cul de sac - 4 NEW HOMES ON FLAT LOTS! They might be what you have been looking for - SMALLER & SMARTER new homes with PRICES TO MATCH. Beautiful 1 acre+ lots on shared common drives surrounded by 12 ACRES OF PRIVATE OPEN SPACE. This is QUINTESSENTIAL WOODBURY - Quiet, woodsy and BEAUTIFUL! Construction has begun on 2 homes with anticipated completion in August. #94 is a 3 BR,

    Scott Volpe Coldwell Banker Realty

    94 Quail Run Rd, Woodbury, CT 06798
  • /2

    $400,000

    • Land
    • 22,215 Sq Ft
    • $784,314 per Acre

    1545 Main St N, Woodbury, CT 06798

    Rare Main Street commercial property available in Woodbury, CT. The land and the building upon it are being sold in "as is, where is" condition. Neither the probate court system, the attorney, or the broker have any knowledge as to any deficiencies on the property or if they even exist Located in the OS 60 zone, interested parties should consult with the planning and zoning to verify their

    Mario Longobucco Coldwell Banker Commercial NRT

    1545 Main St N, Woodbury, CT 06798
  • /38

    $272,500

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

    23 Lower Commons Unit 23, Woodbury, CT 06798

    RECENTLY REFURBISHED and move-in-ready! Notice the tile entry. The Kitchen has new S.S. appliances. The Kitchen layout is "chef-friendly" w/plenty of cabinet storage. The first floor includes the convenience of laundry and a 1/2 Bath. Hardwood floors in the living room adds to the inviting ambiance. There is a fireplace: it can easily become working with the insert of a Pellet or Wood-burning

    Terry Lee Adams Adams & Adams Real Estate

    23 Lower Commons Unit 23, Woodbury, CT 06798
  • /24

    $284,500

    • 3 Beds
    • 2.5 Baths
    • 1,467 Sq Ft

    7 Highpoint Ct Unit 7, Woodbury, CT 06798

    Welcome to this spacious three-bedroom, two and a half bath townhouse located in the desirable Woodlake Community. The living room and dining areas offer an open-concept floor plan, making it perfect for both everyday living and entertaining guests. Sliding glass doors from the dining room lead to a private deck, which looks out upon a wooded area that offers serene views. The primary bedroom

    Karen Dibble-flaherty Keller Williams Realty

    7 Highpoint Ct Unit 7, Woodbury, CT 06798
  • /36

    $450,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 3 Baths
    • 1,210 Sq Ft

    89 Lighthouse Rd, Woodbury, CT 06798

    Tucked away on 4.99 serene wooded acres in picturesque Woodbury, this solidly built Cape Cod offers privacy, charm, and endless potential. Surrounded by mature trees and peaceful natural beauty, the property provides a true country setting with room to create gardens, walking trails, or space for animals and hobby farm interests. Inside, the home features 3 bedrooms, 1.5 baths, beautiful hardwood

    Heather Crabtree RE/MAX RISE

    89 Lighthouse Rd, Woodbury, CT 06798
  • /32

    $314,900

    $35K PRICE DROP
    • 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
  • /15

    $499,999

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    110 Brushy Hill Rd, Woodbury, CT 06798

    Experience the charm of this classic Cape Cod style property, featuring 3 bedrooms and 2 cozy fireplaces that invite warm gatherings on 1 acre of land perfect for outdoor enjoyment. This country eclectic home blends timeless architecture with modern comfort, offering a serene retreat that captures the essence of country living. Whether you're relaxing by the fire or exploring the great outdoors,

    Jacqueline Voegeli Manzi Real Estate

    110 Brushy Hill Rd, Woodbury, CT 06798
  • /38

    $289,900

    • 2 Beds
    • 2 Baths
    • 1,457 Sq Ft

    9 Upper Commons Unit 9, Woodbury, CT 06798

    Welcome to 9 Upper Commons, Woodbury - Tucked away in a quiet, well-maintained community surrounded by mature trees and walking trails, this inviting 2-bedroom townhouse offers three levels for a comfortable, functional lifestyle. The main level features a spacious open-concept floor plan, ideal for everyday living or entertaining. Sliding doors off the dining area leads to your private

    Athan Zeno William Raveis Real Estate

    9 Upper Commons Unit 9, Woodbury, CT 06798
  • /40

    $1,850,000

    $145K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,324 Sq Ft

    55 Good Hill Rd, Woodbury, CT 06798

    Step into History with Modern Comfort Experience the undeniable charm of this circa 1685 residence-one of the oldest continuously inhabited homes in the county. Thoughtfully restored and beautifully updated, this remarkable property blends centuries of character with today's modern conveniences. Inside, the open floor plan creates a warm and inviting flow, with three cozy sitting rooms

    Stacey Matthews W. Raveis Lifestyles Realty

    55 Good Hill Rd, Woodbury, CT 06798
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