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$549,000
5 Beds ⋅ 3 Baths ⋅ 24193456 MLS
A piece of Norfolk's founding history is ready for its next steward. The Josiah Pettibone Tavern - home of Revolutionary War Colonel Giles Pettibone and birthplace of Ozark explorer Levi Pettibone - offers 3,523 sq ft of authentic antique Colonial on 1.01 level acres in the heart of Norfolk village. Six brick fireplaces, original stagecoach door, beamed ceilings, and a state-champion black locust standing watch since the 1800s. Legally configured as a two-family with two kitchens - a grandfathered use no longer available without Special Permit in this zone - live in the main house while the second unit offsets your costs, or restore it as a grand single residence. Town sewer at the street, documented survey, walkable to the village green and Infinity Hall. Offered as-is: this is a renovation project, bring your vision! Homes with this provenance, location, and flexibility do not repeat!!

10 North St, Norfolk
$549,000
5 Beds ⋅ 3 Baths ⋅ 24193303 MLS
A piece of Norfolk's founding history is ready for its next steward. The Josiah Pettibone Tavern - home of Revolutionary War Colonel Giles Pettibone and birthplace of Ozark explorer Levi Pettibone - offers 3,523 sq ft of authentic antique Colonial on 1.01 level acres in the heart of Norfolk village. Eight brick fireplaces, original stagecoach door, beamed ceilings, and a state-champion black locust standing watch since the 1800s. Legally configured as a two-family with two kitchens - a grandfathered use no longer available without Special Permit in this zone - live in the main house while the second unit offsets your costs, or restore it as a grand single residence. Town sewer at the street, documented survey, walkable to the village green and Infinity Hall. Offered as-is: this is a renovation project, bring your vision! Homes with this provenance, location, and flexibility do not repeat!!

10 North St, Norfolk
$4,200,000
6 Beds ⋅ 8 Baths ⋅ 24192442 MLS
Nestled within the absolute privacy of the 1,700-acre Doolittle Lake Company woods, this beautifully maintained 100-acre estate across two parcels features a magnificent 5,670-square-foot 1780 Center Hall Colonial blending colonial and Art Deco charm. Painstakingly relocated in the 1930s by architect Robert Carrere, the home boasts grand reception rooms with wide red pine floors, two wet bars, and nine wood-burning fireplaces. Authentic 1930s nostalgia is preserved through functioning rotary dial phones and butler bells, while the gourmet kitchen is updated with a fireplace, custom cabinetry with antique glass, and a unique trout-cleaning fish sink on the back porch. The main floor opens to stone-walled perennial gardens and a custom, heated oval gunite pool, complete with a dramatic arched pool house featuring kitchenette, half bath, dressing rooms, and an outdoor shower. Upstairs, the primary suite offers a private sitting area, fireplace, and steam shower alongside three large ensuite bedrooms with fireplaces, and a playroom. A private ensuite studio bedroom sits above the heated three-car garage, offering perfect accommodations for staff or guests.

210 Doolittle Dr, Norfolk
$350,000
5 Beds ⋅ 3 Baths ⋅ 24191415 MLS
Nestled in the heart of Norfolk and uniquely bordered by serene land trust acreage, this charming colonial offers three floors of versatile living space that perfectly blends rustic character with modern updates. The main level serves as the home's hub, featuring a chef's kitchen with granite countertops and stainless steel appliances, alongside an airy living area anchored by a cozy wood-burning stove. Upstairs, the primary suite impresses with soaring cathedral wood ceilings and exposed beams, creating a dramatic yet warm retreat complemented by refined, stone-tiled bathrooms. This property is a rare find for those seeking a private sanctuary with seamless access to Norfolk's historic village and vast local hiking trails.

82 Greenwoods Rd E, Norfolk
$2,650,000
6 Beds ⋅ 4 Baths ⋅ 24189146 MLS
Resting on a knoll overlooking private Doolittle Lake is a one-of-a-kind Doolittle "Camp" designed by Alfredo Taylor and built in 1936. The pictures tell the story but here are some details. The house sits on 3.4 acres and has 313 feet of lake frontage. There are 3,237 sq. ft. of living area, a large central living room with fireplace, a lakeside stone terrace, a lovely wood-paneled dining room, a renovated kitchen with large adjacent pantry, main bedroom with fireplace, 4+ additional bedrooms, 3-4 full baths, and many closets. There are wide board floors, vaulted ceilings, extra tall windows and original wood paneling and cabinetry in various rooms. The systems are updated for the most part and the house is true to its original design and in lovely condition.

Norfolk
$850,000
2 Beds ⋅ 3 Baths ⋅ 24189465 MLS
Formerly known as Breezy Hill Farm, this exceptional 12.38-acre property lives up to its name, offering peaceful surroundings and refreshing breezes year-round. Set on two parcels, the beautifully renovated post-and-beam home seamlessly blends historic character with modern amenities. Completed in 2017, the extensive renovation included all new electrical, plumbing, spray foam insulation, flooring, kitchen, and bathrooms. The heart of the home is the spacious kitchen and dining area, featuring a large island with prep sink, granite countertops, gas cooktop, double wall ovens, and a woodstove set on a striking granite curbstone hearth. A sliding door opens to the expansive deck overlooking the beautifully landscaped, solar-heated in-ground pool. The inviting living room showcases original barn beams, preserving the property's rich history, while a bright foyer and convenient powder room complete the main level. An unfinished walkout room overlooking the pool offers endless possibilities as a family room, studio, fitness space, or recreation room. Upstairs, the primary suite offers vaulted ceilings with exposed beams, a generous walk-in closet, and a beautifully appointed bath with a walk-in shower and skylight. A second bedroom includes its own full bath, and a third bedroom provides flexible space for guests or a home office. Equestrian enthusiasts will appreciate the barn with four horse stalls, an indoor animal space, and a large garage with two overhead doors.

394 Winchester Rd, Norfolk
$789,000
3 Beds ⋅ 4 Baths ⋅ 24188179 MLS
Down a long private drive, this light-filled, artisan-built Cape blends over 5 acres of meadow and woods with Haystack Mountain views into a rare setting-complete privacy and close to town, summer music concerts, and the local swimming hole. Native cherry hardwood floors, solid wood doors, and wood trim run throughout. A central chimney anchors two fireplaces, while the main-floor primary suite allows for easy one-level living. Efficient mini-split heating and cooling provide year-round comfort, with a furnace for the coldest winter days. The upper level offers two bedrooms, a full bath, abundant storage, and an unfinished skylit room with potential for a studio, office, or additional living space. A mostly finished, dry walkout basement adds valuable living space with a recreation room, full bath, and French doors leading outdoors. Another room offers numerous possibilities. Featuring a 2021 roof and an oversized Western red cedar deck completed in 2024, this well-maintained home is move-in ready.

129 Sunset Ridge Rd, Norfolk
$599,000
4 Beds ⋅ 4 Baths ⋅ 24184788 MLS
Situated on 2.6 peaceful acres, this unique property offers exceptional space and flexibility for multigenerational living, rental potential, or a private guest residence. Offering 5 bedrooms, 3 full baths, and 1 half bath. The main residence features 3 bedrooms and 2 full baths, with the primary living quarters located above the oversized garage. This spacious upper level offers an open-concept living room, kitchen with dining area, the master bedroom has a walk-in closet and private bath, two additional bedrooms, a second full bath, and a private deck overlooking the peaceful surroundings. The in-law suite provides its own private living space with 2 bedrooms, 1.5 baths, spacious living room, dining room, kitchen, laundry room. Whether used for extended family, guests, or a private home office, this flexible layout offers endless possibilities. Car enthusiasts, hobbyists, and contractors will appreciate the impressive 40' x 40' heated garage, featuring radiant floor heat, a 12,000-pound two-post automotive lift, and abundant space for vehicles, equipment, or workshop projects. Additional year-round comfort is provided by a pellet stove and an energy-efficient mini-split system for supplemental heating and cooling. Minutes from the village center, hiking and biking trails, state parks, skiing, and dining.

155 Winchester Rd, Norfolk
$1,700,000
4 Beds ⋅ 3 Baths ⋅ 24188553 MLS
55 Golf Drive, Norfolk, CT 06058. Handsome 1935 Craftsman-style house on 2.79 acres surrounded by quiet, private land. The layout is gracious, and the rooms are spacious. There are 3,681 square feet of living area, a large living room with central fireplace, an equally large screened porch with stone pillars off the living room, a dining room/library room with secret office, a renovated kitchen, a main bedroom suite on the first floor and 3 additional bedrooms plus 2 additional full baths, The sunny stone terrace is gently surrounded by flower garden beds. Updates complement the style of the house. The house is being offered furnished for $1,700,000 except for seller's art and personal items.

55 Golf Dr, Norfolk
$6,650,000
6 Beds ⋅ 6 Baths ⋅ 24186864 MLS
Known as "The Bungalow", this spectacular Tudor-inspired estate set on 43.8 private acres is one of architect Alfredo S.G. Taylor's finest designs. Built in 1908 for a Remington Arms heiress, the home seamlessly blends Gilded Age grandeur with exceptional modern luxury. The dramatic great hall features soaring 40-foot timber ceilings, a monumental stone fireplace, and exquisite fieldstone and half-timber construction. Thoughtfully updated throughout, the home offers a stunning new eat-in chef's kitchen complete with a butler's pantry and premium appliances, including a True glass-door refrigerator, Miele dishwasher, Wolf warming drawers, Sub-Zero wine and beverage refrigerator, and an exceptional custom range with handcrafted hood. The luxurious marble-clad bathrooms have been beautifully renovated with Kohler fixtures, while custom cabinetry, updated electrical systems, and meticulous craftsmanship elevate every space. Spectacular balconies and a wraparound veranda extend from the main living areas, providing breathtaking views across the surrounding landscape. Offering 6 bedrooms, 6 bathrooms, and 6,766 square feet of living space, the estate is set amid lightly wooded grounds with expansive northern vistas. Additional amenities include a guest house, barn, formal gardens, and a picturesque pond. Approached by a winding, newly improved drive, the residence sits atop a private ridge and culminates in a gracious porte-cochere, creating a sense of arrival rarely found.

310 Litchfield Rd, Norfolk
$149,900
24186155 MLS
Rare opportunity to own 10.20 acres in the scenic Litchfield Hills of Norfolk. This beautiful wooded parcel offers road frontage on both Old Goshen Road and Litchfield Road (Route 272), providing excellent accessibility while maintaining privacy. The property features mostly level to gently rolling terrain with mature trees and numerous possibilities for a custom home, private retreat, recreational use, or potential future subdivision (buyer to perform due diligence). Conveniently located just minutes from Norfolk Center, hiking trails, state parks, and local amenities, this property combines peaceful country living with easy access to surrounding towns. A unique opportunity to create your vision in one of Connecticut's most picturesque settings.

Old Goshen Road, Norfolk
$350,000
5 Beds ⋅ 3 Baths ⋅ 24183534 MLS
Sunny Village Victorian with big windows, beautiful fir floors, and high ceilings. With a kitchen on the first and second floor and multiple entrances, this house has previously been used as a bed and breakfast and as a two-family home. There is at least one bedroom and full bath on each of the three floors for a total of 5 bedrooms and 3 full baths. Two wood stoves and front and back porches. Perfect for a large family or for someone who wants to live on one or two floors and rent the other(s) for additional income.

58 Greenwoods Rd W, Norfolk
$7,250,000
5 Beds ⋅ 5 Baths ⋅ 24177235 MLS
Introducing: Katsura Lodge It might surprise you to learn that the ultimate lake wilderness retreat you've been searching for in Maine, Vermont, or Montana is actually hidden right here in the foothills of Connecticut. Perfectly positioned just over two hours from NYC, Katsura Lodge is a masterclass in privacy, offering a rare opportunity to truly escape into nature. Set at the end of a gated, long private crushed stone driveway, this 118-acre unspoiled woodland sanctuary offers approximately a mile of pristine frontage on Winchester Lake. It is the ultimate luxury camp. A place to unplug, exhale, and reconnect with family and friends. Offering over 5,000 square feet of sophisticated living space, this custom built, 5 bedroom contemporary residence integrates beautifully with its surroundings. Exceptional craftsmanship including heart pine and stone floors, custom cherry cabinetry, and soaring cathedral ceilings creates an elevated, warm aesthetic. In the great room, an impressive double-height fireplace, crafted from stones sourced directly from the property, anchors the space, while a cozy windowed reading nook invites quiet afternoons. Seemingly endless Albertini sliding glass doors erase the line between indoors and out, framing captivating views of the manicured grounds and the water. The home is designed for seamless entertaining on any scale. A gourmet chef's kitchen features top-of-the-line appliances, an adjoining wet bar, and a spacious wine cellar.

841 Winchester Rd, Norfolk
$499,000
2 Baths ⋅ 24174678 MLS
Fully rebuilt in 2007 with a total of 2,583 square feet and 10 1/2 foot ceilings. Low-slung gabled roof house sided in horizontal cedar clapboard and cedar shake. A large front office with a separate entrance is currently rented as an artist's studio has many other use potentials including as a store front, art gallery, or office. There are two bathrooms, one is ADA compliant. The back workshop is extremely well insulated and bright with high ceilings, two 10' garage doors on either end, and windows along both sides. The spaces could be used as is or converted into a dreamy live-in loft/studio. Buyers take note this is a rare opportunity to own an in-town property zoned for low intensity commercial use. Currently used for construction, this is a preexisting legal non-conforming property. A special permit process may be necessary depending on the buyer's intended use, and buyers should consult the local zoning and building enforcement offices for guidance and due diligence.

16 Maple Ave, Norfolk
$289,000
4 Beds ⋅ 2 Baths ⋅ 24174253 MLS
Charming 1900s stucco farmhouse with antique details such as maple floors, plaster walls, and silver-painted radiators are met with modern upgrades including thermal windows throughout and 2006 Buderus boiler, Viessman Vitrocell hot water heater, newer roof and oil tank. Enter through the heated mudroom past a full bath into the spacious kitchen with double drainboard farmhouse sink and sunset views over Canaan valley. Two front rooms and a three-season porch round out the first floor. Upstairs there are 4 nice-sized bedrooms, one on each corner, with knotty pine floors, ceiling fans, and plaster walls. The upstairs full bath is located over the mudroom on the northeast corner overlooking the barn. There is a full attic accessed with pull-down stairs and a large walk-out basement with multiple windows. Of note, both bathrooms need renovation and kitchen likely does too. Half acre fenced, corner lot. Lush landscaping frame flagstone walkways and landings. There are two matching red-painted outbuildings. On the eastern side, is an original red barn with old, wavy glass windows and full upstairs loft space and on the western side is the darling 'coop' topped with a cupola. Just a half mile to the center of town.

26 Valley View Rd, Norfolk
$595,000
5 Beds ⋅ 2 Baths ⋅ 24172329 MLS
Historic Norfolk Village Home on 3.4 Acres Classic Litchfield County setting defines this 3.4-acre property at the edge of Norfolk village. Lovingly held within the same family for generations, this captivating 1907 antique home sits on flat, open land with a classic large country barn, hay fields, and a spring-fed seasonal brook. The charming five-bedroom, two-bath residence retains its finest period details: welcoming front and side porches, original wood trim, stained glass windows, and hardwood floors. The full two-story layout features 9.5-foot ceilings and generous room proportions on the first floor, various sized bedrooms on the second, a walk-up attic above, and a full basement below. Sun-filled and tranquil, this home awaits your vision - whether renovation or preservation, the bones are excellent. Nestled in a lovely neighborhood and only minutes away from Norfolk's coveted amenities, this offering is a rare opportunity.

31 Sunset Ridge Rd, Norfolk
$369,000
6 Beds ⋅ 2 Baths ⋅ 24170813 MLS
Located just minutes from the heart of Norfolk, this two-family home offers space, character and excellent income potential. The first-floor apartment features 2 bedrooms and 1 full bath, enhanced by a welcoming front porch-perfect for relaxing and enjoying the surroundings. The second-floor unit offers a generous layout with 4 bedrooms and 1 full bath, highlighted by a beautiful claw-foot tub and a large, bright living room providing both charm and comfort. Outside, the property sits on a large yard with ample parking on both sides of the home, allowing separate parking for each tenant. The property is in a desirable location close tot he center of town.

33 Terrace Vw, Norfolk
$795,000
4 Beds ⋅ 3 Baths ⋅ 24171805 MLS
IDEAL NORFOLK RETREAT - Easy living is yours in this spacious, bright Contemporary with a 1st floor Primary Bedroom Suite. Tucked into one of the prettiest areas in Norfolk, close to Tobey Pond, Yale Summer Music, Infinity Theatre, and all of the outdoor recreation that the beautiful Litchfield Hills have to offer. Oak flooring, pocket doors, a dramatic vaulted ceiling and balcony, an updated Kitchen, a wonderful Porch and large Deck, two fireplaces, a new heating system, and so much more. Come see for yourself!

150 Sunset Ridge Rd, Norfolk
$645,000
3 Beds ⋅ 3 Baths ⋅ 24170027 MLS
Thoughtfully renovated, this 1890 Victorian village gem is rich in architectural character. Beautifully crafted porches give the home its distinctive presence & serve as gracious extensions of living & dining spaces. Once the residence of Isabella Beecher Hooker & her husband, John Hooker, this home has a notable place in Connecticut history. Original details have been preserved & enhanced with substantial modern improvements, including a new kitchen and baths, a rebuilt front porch and roof, a new granite fireplace and brick chimney, a new propane warm-air heating system, central air, a new Viessmann water heater, and insulated attic and basement sills. The kitchen is well-appointed with a Bertazzoni six-burner gas range, Sub-Zero refrigerator, Bosch dishwasher, built-in cabinetry, center island, lit pantry & bar & convenient side entrance. A rear porch provides an ideal setting for grilling & entertaining. Stone walls & walkways are surrounded by established perennial gardens. Additional features include outdoor electrical access, walk-in ground-level basement, & two-bay garage with second-floor space offering potential for a studio, office, or other uses ("as-is"). Ideally situated within walking distance of cafes & the renowned Norfolk Library. Enjoy summer days at Tobey Pond, concerts on the village green, Yale chamber music, nearby hiking trails, and easy access to the Berkshires. A very special opportunity in one of Connecticut's peaceful & most treasured villages!

35 Maple Ave, Norfolk
$2,590,000
5 Beds ⋅ 5 Baths ⋅ 24161771 MLS
Tower Hill House: 2002 Arts and Crafts inspired house on 7 acres with lovely gardens and lake views. 800 feet of frontage on the western shores of Doolittle Lake. A private oasis surrounded by the 2,000 acre Doolittle woods. 4,836 sf with 5 beds and 4.5 baths. Radiant heat. Detached two car garage. Designed by a local architect and built by local craftsmen.

152 Tower Hill Rd, Norfolk
$129,900
24159360 MLS
Ideal lot to build your country home. Over two acres of land that was used as a Christmas tree farm. Private tranquil setting with plenty of trees, babbling brooks and wild life.

Litchfield Road, Norfolk
$1,290,000
170392753 MLS
"POND RIDGE" Litchfield County CT Land for Sale: 118+- acres with a 4+ acre pond. High ridge land with 1420’ elevation. Distant views to the East and West One of the highest elevations in NW Ct. The property is ideal for a large estate or other options considered and offers a variety of stunning wildlife and trails. The only large parcel 2 minutes from the center of town; with this high elevation; estate potential; with a noted address; beautiful trees; quiet. "Five minutes from one of the oldest country clubs with a coveted chef". 2 1/2 hours from New York, City or Boston

00 Greenwoods, Norfolk
$950,000
24104195 MLS
Unique in town parcel on coveted Laurel Way, an estate level property with numerous building sites, varied features and topography that are ideal for hunting or any other outdoor recreation, yet a short stroll to the center of Norfolk Village. A rare opportunity! Do not enter property without permission.

00 Laurel Way, Norfolk
$150,000
170567242 MLS
Rare in town opportunity with water and sewer available on an attractive, lightly wooded parcel. The land rises from the road to level building sites. This 2.1 acre lot was originally two parcels, and there is ample acreage and road frontage for subdivision to be a possibility in the Village Residential Zone. Walking distance to town, with Infinity Hall, Yale Summer Music, Haystack Mountain State Park, Tobey Pond, and so much more that Litchfield County and the Berkshires have to offer just outside your door.

Old Colony Rd, Norfolk

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