Woodbury, CT Homes for Sale

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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

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (475) 473-8503

  181 Railtree Hill Rd, Woodbury, CT 06798
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  /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

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (475) 335-8422

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

  

  Marian Van Egas

  Berkshire Hathaway NE Prop.

  (475) 255-3184

  337 Main St S, Woodbury, CT 06798
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  /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.

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (475) 447-1659

  0 Main St N Unit 24072843, Woodbury, CT 06798
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  /26

  $699,900

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

  27 Middle Quarter Rd, Woodbury, CT 06798

  Discover the charm of this beautifully soon to be restored antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this soon to be renovated vintage gem 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

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (475) 291-4564

  27 Middle Quarter Rd, Woodbury, CT 06798
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  /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!

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (475) 255-2991

  0 Main St N Unit 24072824, Woodbury, CT 06798
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  /32

  $699,900

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

  31 McVeigh Rd, Woodbury, CT 06798

  Welcome to this beautifully maintained Colonial, tucked away in the highly desirable Quassapaug area. Set back from the road for added privacy, this home is full of updates and charm. Step inside to a cozy family room featuring a fireplace, seamlessly flowing into the formal dining room-perfect for gatherings. A second family space offers a warm wood stove that heats the entire home. The sliders

  

  Renee Penna

  Renee & Associates

  (203) 666-4120

  31 McVeigh Rd, Woodbury, CT 06798
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  /12

  $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.

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (203) 496-8395

  1 Summit Ct Unit 1, Woodbury, CT 06798
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  /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

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (475) 284-8768

  523 Main St N, Woodbury, CT 06798
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  /28

  $777,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,592 Sq Ft

  LOT#9 Wolf Hill Rd, Watertown, CT 06795

  This Beautiful Farmhouse Colonial is the last home to be built in the sought-after Wolf Hill subdivision. Nestled on a peaceful cul-de-sac, this seven-room, four-bedroom home features an open floor plan with approximately 2,500 sq ft of living space. The first floor features a luxurious master bedroom suite with a walk-in closet and a full bath. The large eat-in kitchen, complete with an island,

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 544-5945

  LOT#9 Wolf Hill Rd, Watertown, CT 06795
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  /40

  $814,900

  • 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
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  /40

  $974,900

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

  25 Curtiss Meadows, Woodbury, CT 06798

  Welcome to your private slice of country paradise! Experience the perfect blend of rural serenity, adventure, and ideal comfort where every season brings its own kind of incredible beauty. Set on 4.51 tranquil acres of rolling lawns and level terrain, this home is the epitome of a nurturing friendly setting with endless adventures. This home boasts 4 bedrooms, 3.5 bathrooms, which includes a

  Ralph Harvey ListWithFreedom.com

  25 Curtiss Meadows, Woodbury, CT 06798
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  /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
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  /40

  $1,250,000

  • 3 Beds
  • 3.5 Baths
  • 4,632 Sq Ft

  220 Church Hill Rd, Woodbury, CT 06798

  This 4,632 square-foot home sits on 20.97 acres offering complete privacy and featuring woods, waterfalls, and walking trails. The home, affectionately known as "The Lodge" centers around a stunning fieldstone fireplace that soars through the dramatic cathedral ceiling in the living room, which divides the three main bedrooms (all en suite!). Gleaming hardwood floors and ceilings throughout and

  MaryBeth White William Raveis Real Estate

  220 Church Hill Rd, Woodbury, CT 06798
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  /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
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  /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
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  /40

  $747,700

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

  94 Old Town Farm Rd, Woodbury, CT 06798

  This impressive, early 1900s colonial-style barn conversion, uniquely blends historic charm with modern comfort, offering 6 bedrooms, 3 full baths, and spanning 4,245 sq ft on a picturesque 1.59-acre lot. Rich with character, it showcases original architectural details including a hand-carved front door, wood beams, wide plank floors, and wrought-iron hardware. The spacious wraparound kitchen

  Dylan Longmuir eXp Realty

  94 Old Town Farm Rd, Woodbury, CT 06798
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  /40

  $875,000

  • 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
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  /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
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  /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
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  /40

  $800,000

  • 3 Beds
  • 2.5 Baths
  • 2,698 Sq Ft

  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
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  $449,900

  • 4 Beds
  • 4 Baths
  • 2,764 Sq Ft

  67 Flanders Rd, Woodbury, CT 06798

  Recently updated Colonial offering 7 rooms, 4 bedrooms, 2 full bathrooms, and 2 half bathrooms with pond views and frontage. The living room includes a fireplace, and the finished walk-out lower level provides added living space with new luxury vinyl plank flooring. Updates include a repointed chimney, refinished hardwood floors, new roof, two new lower-level patio doors, and two new overhead

  Michael Calabro Coldwell Banker Calabro

  67 Flanders Rd, Woodbury, CT 06798
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  /40

  $1,895,000

  • 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
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  /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
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  /3

  $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
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  /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
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  /39

  $664,900

  • 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
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  /40

  $599,900

  • 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
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  /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
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  $575,000

  • 3 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  81 Park Rd, Woodbury, CT 06798

  Welcome to this beautiful 3-bedroom, 2.5-bath Colonial nestled in a prime location just a short walk to Orenaugh Park, offering over 60 acres of passive recreation. This spacious home features a warm and inviting living room with a charming fireplace and gleaming hardwood floors throughout the main level. The updated kitchen boasts maple cabinets with ample space, and a cozy eating area that

  Matt Rose Keller Williams Realty

  81 Park Rd, Woodbury, CT 06798
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  /30

  $615,000

  • 3 Beds
  • 2.5 Baths
  • 1,873 Sq Ft

  18 Grey Fox Trail, Woodbury, CT 06798

  Modern Comfort Meets Rustic Charm, this truly unique Post and Beam "Yankee Barn" contemporary with 3 bedrooms and 2.5 baths that blends modern design with rustic warmth. This stunning home is set on a beautifully landscaped and corner 1.5-acre lot, featuring stone walls, specimen trees and a gated entry that offers both privacy and presence. Inside, the expansive great room sets the tone with

  Joseph Lorino Klemm Real Estate Inc

  18 Grey Fox Trail, Woodbury, CT 06798
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  /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
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  /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
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  /23

  $499,900

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  3 Lynns Corner Rd, Woodbury, CT 06798

  Welcome to this beautifully remodeled colonial, nestled in the charming town of Woodbury, CT! Offering 2,400 square feet of thoughtfully updated living space, this home features large front-facing picture windows that flood the interior with natural light. Sleek vinyl flooring runs throughout, providing a durable, low-maintenance finish that complements the home's modern appeal. Step into the

  Rhya Szymansky Drakeley Real Estate, Inc.

  3 Lynns Corner Rd, Woodbury, CT 06798
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  /39

  $599,900

  • 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
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  /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
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  /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
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  /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
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  /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
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  /32

  $349,900

  • 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

Showing Results 1 - 40, Page 1 of 2

Why Live in Woodbury

Fittingly for a town founded more than 100 years before the birth of the United States, Woodbury is known as the “Antiques Capital of Connecticut.” But while the town, established in 1673, may be old in a chronological sense, it also has a vibrant present. With its assortment of restaurants, shopping and outdoor amenities – not to mention its proximity to Route 6 – Woodbury has plenty of modern conveniences to make clear the fact that the town is more than just a destination for those seeking vintage items. "Woodbury has a lot going for it," says Realtor Pamela Dostillo. "It's famous for its antique stores, but it's also got some great restaurants. And it's somewhat rural, without being too far off the beaten path for commuting." Historic residential structures stand out along Main Street, a tree-lined thoroughfare, and saltbox-style Colonial homes sit next to Cape Cods along the outer quiet neighborhood streets. New developments in the area include more contemporary-style housing, offering a compelling architectural contrast. The further from Main Street, the larger the lot sizes tend to be, with homes sitting on multi-acre plots in picturesque, wooded areas. The median home

Learn more about living in Woodbury

Frequently Asked Questions

What is the average home price in Woodbury, CT?

Homes for sale in Woodbury, CT have an average home price of $601,495.

How many homes have sold over the last 12 months in Woodbury, CT?

138 homes have sold in Woodbury, CT over the last 12 months.

What are the most popular zip codes in Woodbury, CT?

The most popular zip codes in Woodbury, CT include 06010, 06488, 06810, 06790 and 06811.

How much do you need to make to afford a house in Woodbury?

The median home price in Woodbury is $497,450. If you put a 20% down payment of $99,500 and had a 30-year fixed mortgage with an interest rate of 6.77%, your estimated principal and interest payment would be $2,590 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $111K a year to afford the median home price in Woodbury.

How are the schools in Woodbury, CT?

Woodbury, CT has highly rated public and private schools. Some of the best schools in Woodbury based on Niche Grades are Pomperaug Regional High School, Shepaug Valley School and Long Meadow Elementary School. Browse all the schools in Woodbury, CT to learn more.

Home Trends in Woodbury, CT

On average, homes in Woodbury, CT sell after 78 days on the market compared to the national average of 50 days. The median sale price for homes in Woodbury, CT over the last 12 months is $441,250, up 11% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$441,250

Median Single Family Sale Price

$652,500

Median Townhouse Sale Price

$330,000

Median 2 Bedroom Sale Price

$190,000

Median 1 Bedroom Sale Price

$120,000

Average Price Per Sq Ft

$263

Number of Homes for Sale

39

Last 12 months Home Sales

138

Months of Supply

3.40

Median List Price

$497,450

Median Change From 1st List Price

3%

Median Home Sale Price YoY Change

11%