Woodbury, CT Houses for Sale

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

3184sqft Colonial set on 1.42 acre cul-de-sac rd. lot with Barn with loft, Main level Master Bedroom Suite, Soaring ceilings in Open Floorplan, and outdoor patio paradise. Absolutely Tranquil setting! This home is setup for Main Level living with additional bedrooms upstairs. Eat-in Kitchen with Soaring Ceilings is open to Family Room and boasts Granite and Quartz countertops, large Island with

John Donato Jr Showcase Realty, Inc.

Welcome to Upper Grassy Hill Living!

Susan Corleto William Pitt Sotheby's Int'l

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

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

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

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.

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

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

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

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.

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

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.

Introducing "The Lighthouse," an architectural treasure from 1960 by Robert P. Keating, set amidst 4+ acres of secluded treescape. This Mid-Century Modern boasts classic features like American Redwood beams, birch built-ins, and walls of glass that dissolve boundaries of indoor-outdoor living. The heart of the home is the open-concept main floor with soaring vaulted ceilings, a striking

Christian Jensen William Pitt Sotheby's Int'l

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

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

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.

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

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

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

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.

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

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.

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

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

House is half finished. Seller has completed much of downstairs including kitchen and living area but still a work in progress. Downstairs is all open with a loft upstairs. Great value and beautiful surroundings sits on half an acre. Worth a look ! There are no disclosures and will not go FHA Woodbury is a beautiful town, make this house your own... *UPDATE Seller is continuing to work on the

Gayle Forster Century 21 AllPoints Realty

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

Your own private nature preserve! A truly magical setting in a prime Roxbury location. This barn style home features large windows that overlook a spectacular pond. Enjoy the ever changing water views with abundant wildlife from every room. Double height ceilings in the main living room are highlighted by a corner library and a two-story fieldstone fireplace. The renovated kitchen beckons out to

Stacey Matthews W. Raveis Lifestyles Realty