220 properties for sale in North Woodbury, Woodbury Center Woodbury town Litchfield County Connecticut

Welcome to 216 Main Street N centrally located within the Historic district in the quaint town of Southbury. This home was rebuilt and brought back to life. Not only are you within walking distance from the Southbury Plaza but also conveniently located to I-84 with New York only being 40 minutes away! This home has a massive two car detached garage along with over 1.25 acres of flat land. Schedule your private showing today to get a taste of Southbury living!

Nestled in a picturesque and private 4-acre setting in the heart of Southbury, 94 Fox Run Drive offers the perfect blend of space, comfort, and natural beauty. This charming residence features approximately 3,360 square feet of living space with 3 bedrooms and 3.5 baths, providing room for both everyday living and entertaining. Enjoy peaceful wooded surroundings, expansive outdoor space, and the tranquility of a sought-after neighborhood while remaining conveniently close to shopping, dining, parks, and major commuter routes. Whether you're relaxing at home or hosting guests, this property presents a rare opportunity to enjoy privacy, versatility, and timeless New England charm in one exceptional location

Welcome to 289 E Heritage Village, a beautifully inviting Ranch Style condominium offering the ease of one-level living in one of Southbury's most desirable 55+ communities. Set in a peaceful location overlooking the golf course, this home captures a clean country feel with a warm, comfortable layout and a scenic backdrop that makes everyday living feel relaxed and special. Inside, the home offers generous living space, quality cabinetry, and a well-appointed kitchen designed with both function and style in mind. The kitchen flows nicely into the main living and dining areas, creating an easy setting for casual mornings, quiet evenings, and effortless entertaining. Large windows invite natural light throughout the home while drawing your eye toward the beautiful outdoor views. This model is known for its spacious ranch-style design, offering comfortable bedrooms, practical storage, and a layout that feels open yet defined. Whether enjoying coffee with golf course views, hosting guests,

Welcome home to this spacious and well maintained townhouse offering an open, functional floor plan, generous room sizes, and abundant storage throughout. From the moment you enter, you'll appreciate the inviting layout, thoughtful storage solutions, and abundant natural light. The kitchen features tile flooring, a pantry, and all major appliances while remaining open to the dining area, creating an ideal space for everyday living and entertaining. The oversized living room is centered around a cozy fireplace and offers a versatile flex space perfect for a dining area, home office, or reading nook, and walks out to a wood deck that extends your living space outdoors. Upstairs, the spacious primary suite boasts a vaulted ceiling, room for a sitting area, a walk-in closet with custom organizers, and direct access to the dual entry full bathroom. The second bedroom also features closet organizers. The full bath also offers hallway access, a skylight that fills the space with natural light

HILL-TOP LOCATION WITH A PRIVATE PATIO SITS THIS SHERMAN MODEL END UNIT AT HERITAGE VILLAGE IN SOUTHBURY, CT. A 55+ COMMUNITY

A rare find in Southbury! 1100+ sq ft ranch in excellent, move in condition. Central Air, oil warm air heat, lovely.52 acre open and level lot (Great Garden space, entertaining. New roof! Thermal pane windows, Cement patio for entertaining. Propane heated Detached two car gar. with a car lift! (great for the handy person). Additional 1 car detached gar. Let's go inside. Eat in Kitchen w granite counters, Combo Living / Dining Space, with fireplace, bay window, freshly painted pine paneling. 3 bedrooms, 1 nicely appointed bath. Full heated unfinished basement, awaiting your finishing touches or a great work shop. Move In condition!

Welcome to Traditions at Historic Southbury, a highly sought after community in Southbury, CT w/150 homes and community amenities, conveniently off I-84. This beautiful spacious home features 4 BR's and 3.5 baths and finished walk-out lower level. This home offers open concept living at it's finest including a formal LR and formal DR w/hardwood floors throughout the first level. Large FR w/cathedral ceiling and gas fireplace. Kitchen w/island and sliders to the deck w/nice wooded view where you can enjoy your morning coffee. There is a home office conveniently located on the main level, next to the 1/2 bath. Head upstairs to the bedroom level where the balcony overlooks the family room below. Oversized primary bedroom w/2 walk-in closets and full bath w/double sinks, a soaking tub and separate shower. 3 additional bedrooms and full bath complete the 2nd level. Lower level is partially finished with a walk-out to the back yard. It has a LR w/gas FP and an additional room (5th BR') w/dou

Experience refined, energy-efficient luxury in this meticulously maintained 4 Bed, 2.5 Bath, 2,791 sq ft home, built in 2004 for comfort, privacy, and sustainability. Enjoy zero electric bills with a fully owned 60-panel solar system-no lease, no payments-plus double Tesla Powerwalls for seamless backup power and energy independence, offering long-term value and peace of mind. A Tesla EV charger enhances the 3-car garage. Set against 20+ acres of protected Southbury Land Trust, this property offers exceptional privacy and natural beauty. Professionally landscaped grounds showcase 100,000+ flowering bulbs, fruit trees, berry plantings, a serene waterfall pond, and a charming cedar shed for additional storage. A large composite deck, bluestone walkway, and stone walls elevate outdoor living. Inside, the chef's kitchen features a DCS 5-burner range with griddle and double oven, Sub-Zero refrigerator, Miele dishwasher, granite counters, and cherry cabinetry. Hardwood floors flow throughout

Welcome to this well-maintained 3-bedroom ranch, ideally situated on a level lot in a quiet neighborhood. Step inside to a spacious living room that flows seamlessly into the eat-in kitchen, creating a comfortable layout for everyday living. Just off the kitchen is a bright three-season sunroom with central air conditioning, offering the perfect place to enjoy your morning coffee while taking in the natural sunlight. The main level also features three generously sized bedrooms and a full bath. A thoughtful addition provides a versatile bonus room ideal for a home office, playroom, or additional living space. The partially finished lower level offers even more room for a recreation area, home gym, or storage. Outside, enjoy a low-maintenance Trex-style deck overlooking a spacious backyard with plenty of room for a pool while still leaving ample green space for entertaining and play. Additional highlights include a newer oil tank, fresh carpeting in the upper-level bonus room and basemen

Rare Golf Course Views! Prime 14th Hole Location at Silo Point Experience one of the most picturesque settings in all of Heritage Village. This meticulously maintained Ethan Allen model offers a front-row seat to the 14th green of Silo Point Golf Club. From your private patio, enjoy sweeping, tranquil views of the pond extending across the manicured fairway-a true gardener's and nature lover's paradise. Property Highlights: * The View: Unobstructed, panoramic vistas of the water and golf course. * Move-In Ready: Features stylish, newer carpeting, updated appliances, and a cozy fireplace perfect for New England winters. * Total Comfort: Equipped with efficient Central Air for year-round climate control. * Superior Accessibility: Located in a quiet, sought-after cluster with a very short, flat walkway to the garage. * Convenience: Situated on a newly paved driveway with abundant guest parking right next to the unit-a rare find in the Village! The Heritage Village Lifestyle: Enjoy world-c

Nothing to do but move-in to this nicely upgraded Ethan Allen in 55+ Heritage Village! Beautiful wood floors in most rooms, remodeled white kitchen and a charming window seat and fireplace too. Home can transfer fully furnished. Nice views of gardens and lawns from the private deck. This condo is conveniently located in walking distance to the River Gardens and the Wood and Metal Workshop. Upgraded 3 panel doors and trim, recessed lighting, heat pump HVAC, nearby garage and much more!

Come see this stunning Upper Mark Twain Unit in the sought after Heritage Village Community-a true Soup to Nutsrenovations. Everything has been updated: new Anderson Slider and windows, new doors,new flooring. The attention to design is flawless. The kitchen is a show stopper with quartz countertops and premium appliance package by KitchenAid-perfect for anyone that likes to cook. A new washer and dryer is also in the unit.Both bathrooms have been completely renovated. The guest bath features a walk in shower in elegant shades of gray with a striking basket weave floor tile. The Primary bath showcases a state-of-art vanity in black bold tubular design, complimented by a trendy tile floor.The hallway is lined with 3/4 height paneled wood, leading you to a spacious living room where a wall of shiplap and a marble fireplace with tubular wood trim create a modern yet warm focal point. Other highlights include an easy, flat walk from the garage and almond toned flooring throughout. This hom

Nestled at the end of a quiet cul-de-sac in one of Southbury's most desirable neighborhoods, this beautifully maintained four-bedroom Colonial offers privacy, comfort, and exceptional spaces for entertaining. Set on a picturesque, tree-lined lot, the home welcomes you with a newly paved driveway, manicured grounds, and fresh paint throughout. Inside, the heart of the home is a stunning living room featuring soaring cathedral ceilings, skylights, expansive windows, and a dramatic floor-to-ceiling stone fireplace. The updated eat-in kitchen is designed for gathering, offering granite countertops, stainless steel appliances, a center island with seating, abundant cabinetry, and a beverage station with wine refrigeration. Just beyond, a light-filled sunroom provides the perfect setting for game nights, casual entertaining, or relaxing while overlooking the private backyard. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite. The finished lower level of

Charming, well-maintained split-level home featuring three levels of functional living space. The main level offers a bright living room with hardwood floors and an oversized, eat-in kitchen perfect for entertaining. Upstairs, find three comfortable bedrooms with carpet protecting the original hardwood floors, alongside a classic full tile bath. The cozy lower-level family room includes a convenient half bath and Laundry Room. Enjoy outdoor relaxation on the covered patio. New mini splits installed to provide comfortable living during those hot summer days. This home has been lovingly cared for by the same owner for many years, make some personal touches and you can make this your Home for many more years

Enjoy easy living in this beautifully situated 2bedroom, 2 full bathroom condo located in a desirable 55+ community. Tucked away in a peaceful, secluded setting, this home offers views overlooking the 14th hole of Silo Point Golf Course, creating the perfect backdrop to relax with your morning coffee or unwind at the end of the day. Inside you'll find a comfortable, one level layout with spacious living areas covered in engineered wood. A kitchen with granite countertops perfect for a chef, a fireplace to curl up next to during those cold months and dining area to host 6+ guests. The two bedrooms overlook greenery- perfect for privacy. Both bathrooms are conveniently located to the laundry in the hallway. You also get to enjoy your one car garage. Brand new hot water heater(2021) and new tub enclosure in the primary bathroom (2024). This unit has everything you need for low maintenance living Beyond the home, find everything the community has to offer from swimming, fitness, its own li

LOCATION, LOCATION, LOCATION! If you want the best views in the the Village than you will need to see this 3 bedroom Berkshire. Step into a home where every day begins and ends with a view. This beautifully maintained condo offers a picturesque sunset backdrop that fills the living space with golden light, while mornings glow softly as you sip coffee by the brand-new pellet stove, bringing warmth and comfort to every season. If cooking isn't your thing, you are a short stroll to The Brunch House - Best Happy Hour this side of the Housatonic! The home has been thoughtfully cared for, featuring updated bathrooms and an expanded patio that feels like your own private outdoor retreat. Just beyond the patio, lush plantings create a tranquil garden setting. If you have a green thumb, this space is ready for your personal touch. Whether you're unwinding as the sun dips below the horizon or greeting the day in peaceful warmth, this condo blends charm, comfort, and natural beauty in perfect har

Variety of units to chose from but few can match the convenience of this location. This Ethan Allen unit is perfectly situated in the award-winning 55+ Heritage Village. Enjoy the walk to the activity building and Meeting House. Take advantage of nearby access to the fitness center, stained glass studio, art studio, bocce courts, tennis courts, charging stations, two pools and three scenic ponds with walking trails and docks for fishing. A light filled Ethan Allen unit has 2 bedroom/2 full baths and attractive laminate flooring, updated interior doors with new door trim and baseboards for a fresh updated look. Crown molding in the spacious living room/dining room combination. The bright living room opens through a sliding glass door to a deck. The dining area features a charming window seat-an ideal spot for reading, relaxing, or watching the birds w/ your cat or dog. The galley kitchen offers white cabinetry, extra counter space. The spacious primary bedroom provides closet space and

Located in one of Middlebury's most desirable and beautifully maintained subdivisions Avalon Farms with streetlights and Belgian block lined streets, this impressive 3 bedroom, 3 full and 1 half bath Colonial offers 3,494 square feet of refined and flexible living. Set on a premium, fully usable flat lot surrounded by mature pines for year round privacy, the home features Hardie Plank siding and extensive stone veneer. A grand two story foyer opens to a spacious, light filled interior designed for comfortable main level living. The first floor primary suite offers an oversized closet and spa like bath, complemented by main level laundry, pantry, eat in kitchen, great room, large study with its own fireplace, and attached garage. The soaring great room features a second fireplace and an inviting gathering space. The kitchen includes a Bertazzoni gas cooktop, new under counter ZLINE microwave, new refrigerator, new dishwasher, double oven, and updated hardware. Upstairs are two generous

Welcome to Heritage Village-Enjoy all of the Amenities that Heritage Village has to offer! Upper left Ethan Allen unit (8 steps up to unit from inside foyer) with short walk to mailbox and garage. 2 bedroom, 2 bath unit features an updated energy efficient ducted mini-split heating and air conditioning system, (Monthly Electric Bill Averages $232.48) large living room/dining room combination with fireplace and slider to balcony deck overlooking the private rear yard, galley kitchen, the primary bedroom includes two large closets and full bath with tub/shower combination. The HOA Fees also include basic cable television and internet. Heritage Village features many amenities including 4 Swimming Pools, Tennis, Pickleball and Bocci Courts, Activities Building with full gym and exercise room, The Meeting House, The Lodge, Library, Garden Center, Woodworking and Metal Shop for Hobbyists, Security Service, Full Time on site Property Maintenance, Various Clubs and So Much More! See Heritage V

Priced to sell! Whether you're a first-time homebuyer looking to build equity, an investor seeking your next opportunity, or a flipper ready to add value, this property offers exceptional potential. Featuring solid bones and endless possibilities, this home is ready for your personal touch. Conveniently located near shopping, schools, parks, and major commuter routes. A must-see property with tremendous upside. Don't miss this opportunity-homes at this price and with this potential don't last long!

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 with a cathedral ceiling and fireplace, and formal living and dining rooms, each with its own fireplace. Upstairs, the primary suite boasts a vaulted ceiling with exposed beams, accompanied by two additional bedrooms and a walk-up attic. This will be a brand new house when complete; new mechanicals, new insulation, new wiring, new plumbing, new kitchen and baths - a new home with the charm of old. The exterior could be equally impressive, offering two post-and-beam barns, and a beautifully landscaped level lot. The Middle Quarter zoning adds extra versatility, allowing you to run a business from h

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, original hardwood floors, LED lighting, bow windows, a walk-in closet and ceiling fan-adjacent to a versatile three season porch. The formal dining room has a cozy brick fireplace with a wood stove. The updated kitchen features modern cabinetry and countertops, a center island, engineered flooring, under-cabinet lighting, and brand-new appliances. A conveniently located laundry room is situated just steps away. All three bedrooms showcase beautiful hardwood flooring, including the Primary Bedroom offering a walk-in closet, an additional closet and private half bath. The home has seen numerous update

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 doors lead to a private deck with peaceful wooded surroundings and seasonal lake views. The kitchen is appointed with granite countertops, stainless steel appliances, and direct access to a patio finished with stone pavers - ideal for outdoor dining and entertainment. Upstairs, the primary suite offers ample closet space, a full bath, and a Romeo balcony with seasonal lake views. A second bedroom and additional full bath provide flexibility for guests or a home office. A convenient laundry closet with brand new, never-used washer and dryer adds to the ease of everyday living. Additional insulat

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 and 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, and eat-in area facing French doors opening to a welcoming living room w/hardwood, vaulted ceilings and brick fireplace. The family room/study pulls in the strength of hardwoods, tray ceiling and plenty of natural lighting. The main level bedroom/office and guest bathroom complete this central level. Continuing the journey upstairs and you will be greeted by spectacular views from the transom window aloft the staircase. The path to the primary bedroom suite introduces a tray ceiling, large walk-in closet and full bath w/whirlpool tub, shower stall and skylight. The three additional bedrooms are generous

Note New Price-point! REFURBISHED, fresh paint, move in ready W/tile entry. The Kitchen has new S.S. appliances, loads of cabinet storage, spacious workspace for the chef! 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 stove insert. The Woodlake Office will guide you w/the easy permit process. New carpet upstairs. The Primary Bedroom is ensuite and offers plenty of closet space. The lower level is a spacious clean canvas; finish to suit your needs. perhaps a media room, home office, work out room, storage etc. Please see Prop. Disclosures RE: Fee structure. With HOA, WTD and Town of Woodbury. Note with new budgets pending: the stated fees may change July 1st, 2026. Woodbury is a quintessential Town: Recently voted the Best Small Town In CT: by the Boston Globe and Readers Digest. Main Street is picturesque