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$525,000
3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24194526 MLS
Welcome to 294 N Stonington Rd, where antique charm & modern amenities blend in this stunning unique property! This home has been thoughtfully remodeled from top to bottom with attention to detail & the introduction of present-day conveniences, while still preserving the historical character of an 1830 farm home. The craftsman natural woodwork, wide-board hardwoods & multiple fireplaces are all beautiful reminders of the thoughtful detail that went into this home when it was originally built. The recent renovations include ductless AC, a brand new engineered septic system, new boiler & oil tank, well pump, electrical service with 200amp panel, gutters, fully renovated kitchen & baths including quartz countertops, a farmhouse sink, & SS appliances, custom tile work, & so much more. The first floor includes the kitchen, 2 options for living/dining (or even potential for a main level bedroom), & a full bath with laundry hookups. The 2nd floor showcases multiple spaces that could be used for bedrooms, office space, or a 2nd floor sitting room, & an additional full bath with double vanity & oversized floor-to-ceiling tiled shower. Outside you'll find a detached 25' x 17' workshop with plenty of electricity, wall-to-wall cabinetry, & storage below. The driveway was recently lined with crushed stone & has plenty of space for parking, & the landscaping shows off the large yard with plenty of room for more entertaining space or outdoor living areas.

294 N Stonington Rd, Stonington
$645,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24194463 MLS
Steeped in history and thoughtfully maintained, this exceptional antique residence beautifully blends timeless New England character with modern comfort. Nestled on a picturesque property in the heart of Lyme, this remarkable 5 bedroom home showcases the craftsmanship and architectural details that define a true Connecticut antique. Rich hardwood floors, original beams, multiple fireplaces, and beautifully preserved period features create an inviting atmosphere throughout. Designed for both everyday living and entertaining, the home offers gracious living spaces, including a spectacular oversized bonus room perfect for gatherings, a media room, studio, or recreation space. A sun filled sunroom overlooks the grounds, providing the perfect place to relax year round. The outdoor setting is equally impressive, featuring a sparkling in ground pool, expansive stone patio, and beautifully landscaped grounds that create an ideal backdrop for entertaining or quiet enjoyment. Combining historic charm, generous living space, and exceptional outdoor amenities, this one of a kind property offers a rare opportunity to enjoy the beauty and lifestyle of one of Connecticut's most picturesque towns.

473 Hamburg Rd, Lyme
$1,100,000
6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24194248 MLS
The Fenner-Matthewson Mansion-an extraordinary piece of Connecticut history. Built circa 1855 for prominent mill owner Arnold Fenner, this magnificent Italian Villa is a distinguished contributing property within the National Register-listed Central Village Historic District. Nearly 6,000 SF of timeless grandeur offers 12 rooms, 6 bedrooms and 4.5 baths, with soaring 12' ceilings and exquisite period detail throughout. A grand foyer and sweeping staircase make an unforgettable first impression, complemented by 2 additional staircases, original black walnut doors and millwork, red pine floors, mercury glass doorknobs and beautiful built-ins. An incredible 9 working fireplaces, many with distinctive Italian marble surrounds, grace the home-including fireplaces in the updated kitchen and primary suite. The kitchen blends historic character with modern function, featuring a Sub-Zero refrigerator, pantry and butler's pantry. The primary suite offers a private full bath with soaking tub and fireplace. Recent improvements include a new roof and new central air. Set on 2.65 acres with an inviting front porch, stone courtyard and charming stucco outbuilding. More than a home-this is architecture, history and legacy, awaiting its next steward.

40 Main St, Plainfield
$135,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24194210 MLS
Offer deadline Monday 8/3 noon. Subject to Probate approval. CASH only. Conveying with contents of home. Car will be removed. Home has been occupied until recently. A rare chance to own and restore an original schoolhouse filled with historic charm and architectural character. Whether you're an investor, renovator, or preservation enthusiast, this property offers tremendous upside potential. Extensive rehabilitation needed. Cash buyers only. Sellers prefer an As-Is sale and will make no repairs. Seller prefers to leave contents as is in home. This property was occupied until recently. Hold Harmless required to enter attic as there are loose boards.

34 Providence Rd, Brooklyn
$899,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24193491 MLS
Long PRIVATE driveway leads to 56 expansive ACRES of pristine Connecticut COUNTRYSIDE with quiet rural atmosphere. Space for HUNTING wildlife viewing and trails. Recreational Haven, Homestead with enough room for FARMING and timber. ENORMOUS 2400 square-foot GARAGE/WORKSHOP with 12 x 12 doors HEATED with two zones, office with a full bathroom and additional bathroom and its OWN Septic! DETACHED two car garage with (two NEW doors) next to a ONE of a KIND almost 3000 square-foot Country home with BEAUTIFUL CRAFTMANSHIP throughout with CUSTOM STONE fireplace in the large living room with a second FIREPLACE in the dining/custom kitchen (new oven and microwave) area for entertaining with an ambience and 1/2 bath laundry area. Upper level has primary bedroom suite and three additional bedrooms with two full bathrooms. 2 brand NEW mini splits $15,000, two NEW wood stoves and piping $14,000, two NEW well pumps $10,000, NEW spray foam and attic $18,000, 10 NEW windows, two NEW front doors and exterior doors $20,000. Peace of mind with a brand NEW GENERAC generator 24,000 Watts $12,000, newer heating system and updated electrical panels NEW $10,000 kennel for the animals. CAMERAS and AUDIO and OCCUPIED-DO NOT GO ON PROPERTY without LISTING AGENT-THANKYOU

233 Fire Tower Rd, Pomfret
$429,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192079 MLS
The Case House offers a rare opportunity to own one of Barkhamsted's most distinctive historic homes. Nestled in beautiful Barkhamsted, with its highly regarded schools and low property taxes, this remarkable home has long been associated with one of the town's oldest families. Rich in character and thoughtfully maintained, it blends the craftsmanship of early New England with the warmth and comfort of everyday living. Original wide-plank floors, hand-hewn beams, raised-panel doors, and hand-forged hardware showcase the home's enduring character. The open-hearth kitchen, anchored by its original beehive oven, remains the heart of the home, while the spacious living and dining rooms provide inviting spaces for gathering with family and friends. Three bedrooms and one-and-one-half baths offer comfortable everyday living while preserving the home's historic character. The full walk-up attic is home to an original antique loom and other period artifacts that offer a connection to the property's past. Locally known as the "1759 House," The Case House continues to inspire curiosity about its rich history. Beyond the residence, a classic two-storey horse barn, detached three-car garage with an expansive workshop, garden shed, pump house, and tractor shed create a remarkably complete New England homestead.

55 Gavitt Rd, Barkhamsted
$899,900
6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192797 MLS
RARE ONCE-IN-A-LIFETIME OPPORTUNITY to own this expansive LANDMARK ESTATE property with 45+ contiguous acres of land in South Windsor's Main Street Historical District, with 850 feet of DIRECT WATERFRONT along the Connecticut River. Property features the c. 1860 built Greek Revival Selah Perkins home. Main home offers 4376 sq ft of living space with up to 6 bedrooms, 2 full and 2 half baths, and potential in-law wing with separate entrance. Multiple outbuildings including oversize garage and barn with abundant storage and workshops. Property is in need of some restoration and finish work, but offers tremendous possibilities for the right buyer who is willing to revive this home to its full potential. Ideal for investor, contractor, or buyer with a vision and passion to update this home to their personal preferences. All of this antique charm on Old Main Street featuring crops in the meadow, horses, cows, sheep, and chickens. Celebrate with the Harvest festival, hayrides on Halloween, Christmas house tours, and Gingerbread House contest at Wood Memorial Library. Walk down to the CT River, or bike along Old Main Street. You can own a piece of history and enjoy the seasonal charm of Old Main St. but still be just minutes to area schools, shopping and highways. Situated in the sought after PLEASANT VALLEY ELEMENTARY SCHOOL DISTRICT. Close proximity to Evergreen Walk, Buckland Mall, Costco, Whole Foods, and I-291 or I-84 for easy access to Hartford, Bradley Airport, or UConn.

1689 Main St, South Windsor
$1,076,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193014 MLS
Rare Bethlehem Offering - 1740s Antique + Commercial-Ready Barn on 2 Acres Welcome to a rare offering in the heart of Bethlehem, CT, sited at the town's famous blinking light with easy proximity to Washington, Litchfield & Woodbury. Dating to the 1740s, this sensitively preserved 4-bedroom antique is rich with period charm - 5 fireplaces, including a 12' hearth housing a beehive oven, historic detailing, a walk-up attic, and a basement with soaring 9' ceilings. Thoughtful updates throughout make it a warm, move-in-ready home. The real story here is the barn: a striking 3,000 SF structure originally restored for a commercial dine in bakery, with the significant investment already behind it - new roof, doors meeting fire & code, 4-phase electrical, roughed plumbing & HVAC, and poured concrete floors. Reimagine it as an event space, artisan workshop, wellness retreat, or second residence - the foundation is already in place. A picturesque pond adds ambiance, ideal for commercial use or connecting the structures for potential multi-generational living. A charming milk house offers even more flexible space - guest quarters, studio, gym, or workshop. Grounds feature ornamental Japanese & red maples, flowering pear, cherry, birch & magnolia, plus a newly graded and re-graveled driveway (2023) and 75 feet of town-maintained sidewalk! A rare chance to own a piece of Bethlehem's history - the work is already done.

18 East St, Bethlehem
$1,495,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24189157 MLS
The Seely House is a rare opportunity to become the next steward of one of New Canaan's enduring historic treasures. This remarkable residence traces its origins to the years surrounding the American Revolution and stands as a tangible link to the town's earliest beginnings. Rich in character and architectural authenticity, the home showcases the craftmanship and charm that can only be achieved through centuries of careful preservation. Historic details blend seamlessly with modern comforts, creating a warm and inviting living experience that honors the home's heritage while accommodating today's lifestyle. Set along picturesque Old Stamford Rd., the property enjoys an enviable location just moments from downtown New Canaan's acclaimed restaurants, boutiques, parks, train station and schools. Here, homeowners can enjoy the rare combination of historic significance and walk-to-town/schools convenience. More than a residence, The Seely House is a legacy property offering timeless character, irreplaceable authenticity, and the chance to write the next chapter in a story that has endured for generations.

68 Old Stamford Rd, New Canaan
$550,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192604 MLS
Step into the perfect blend of timeless New England charm and modern convenience in this beautifully maintained circa-1869 Colonial, ideally located in the heart of East Hampton. Offering over 2,275 square feet of living space, this 4-bedroom, 2.5-bath home showcases the character of a bygone era while featuring numerous thoughtful updates throughout. The custom kitchen is equipped with stainless steel appliances, corian countertops, and ample cabinetry, creating a functional space for everyday living and entertaining. Wide-plank hardwood floors, updated bathrooms, and a flexible floor plan provide warmth and versatility. Major improvements include a high-efficiency natural gas boiler with on-demand hot water, updated electrical service, newer windows, and newer roof, providing peace of mind for years to come. Outside, enjoy a level yard with detached garage and off-street parking. Conveniently situated within a very short distance to the Air Line State Park Trail, local shops, restaurants, schools, the town beach, and all that East Hampton's vibrant village center has to offer. Rich in history, thoughtfully updated, and ideally located, this is a wonderful opportunity to own a home that truly offers the best of old-world character and modern comfort.

124 Main St, East Hampton
$775,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192511 MLS
A rare opportunity to own TWO single-family adjacent homes in the heart of East Hampton! Rich in history and thoughtfully updated, the main residence at 124 Main Street beautifully blends timeless architectural character with the comfort and convenience of modern living. Historic details, classic craftsmanship, and tasteful updates create a home that is both elegant and inviting. A first-floor bedroom and full bath provide the option for a desirable primary bedroom suite or flexible living arrangement to accommodate a variety of lifestyles. Situated toward the rear of the property, 126 Main Street is a second single-family residence offering exceptional versatility. While it could benefit from some updating, it presents endless possibilities as an in-law home, income-producing rental, private guest house, home office, studio, or space for entertaining family and friends. Whether you're looking for multi-generational living, rental income, or simply the flexibility of owning two homes on one parcel, this unique property offers endless potential in a desirable location close to East Hampton's charming downtown, Lake Pocotopaug, restaurants, shopping, and local amenities. A truly one-of-a-kind opportunity!

126 Main St, East Hampton
$399,900
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192242 MLS
Timeless New England charm meets modern-day opportunity in this impressive 5-bedroom, 3.5-bath antique Colonial, where historic character and spacious living come together on a picturesque setting. Rich in original details, this one-of-a-kind home showcases wide-plank hardwood floors, stunning decorative fireplaces with ornate mantels, oversized windows, and classic architectural craftsmanship throughout. The spacious country kitchen offers ample room for gathering and opens to multiple living and entertaining spaces, including a formal dining room, inviting family room, and generously sized bedrooms filled with natural light. A flexible floor plan provides endless possibilities for today's lifestyle, whether you're looking for space for a home office, guest quarters, or multi-generational living. Outside, the property continues to impress with a welcoming covered front porch, expansive yard, and an oversized detached 2-car garage/barn offering exceptional storage, workshop space, or hobby potential. Surrounded by mature trees and timeless New England scenery, this remarkable property delivers the perfect balance of privacy, history, and functionality. Whether you're drawn to the craftsmanship of a bygone era or looking for a home with room to grow, this exceptional antique Colonial is ready for its next chapter. Schedule your private showing today and experience the character and possibilities this unique property has to offer.

394 Jerusalem Rd, Windham
$559,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191342 MLS
When you pull up to this home you will be struck by a setting has all of the ambiance that it had when it was built in 1835. Gorgeous country setting. Home on 2.34 acres including large field area. Large one story shed. Incredibly unique two-story barn. This home has clearly been loved and updated through the years. Gorgeous sunny kitchen that extensive cabinetry, island and a cute breakfast nook. Large dining room open to the living room with hardwood flooring and a fireplace. 1st floor den with built-ins. 1st floor laundry room between the kitchen and garages. Large very updated bathroom. 2nd floor has three bedrooms and a half bath. Such a unique setting In today's world is truly a special opportunity.

2865 South St, Coventry
$1,200,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24187090 MLS
Private.Pastoral.Purposeful. Available for the first time in decades. This rare 4-acre compound offers a Farmhouse style home, a guest house, 3-car garage with additional storage, and attached in-home gym, office equipped with bathroom, and artist's studio. This legacy property delivers both on location and acreage offering a one-of-a-kind sequestered compound that simply cannot be replicated. Level agricultural acreage stretches across the property, bordered by old farm stonewalls. Outstanding potential-whether your vision is a hobby or gentleman's farm, livestock, or equipment storage. Ideal for multi-generational living for those seeking shared but private living. Investors seeking income producing property, entrepreneurial minded, and creatives looking for a home office, in-home gym with full bath, and studio space. The property has two separate septic systems and utilities offering true independence. Farmhouse style home is enchanting with 3-bedrooms. Dual staircases with private access to the primary ensuite bedroom complete with sliding glass doors opening to a private balcony overlooking the serene pastoral landscape. Wide floorboards throughout the main and upper floors. Two enclosed front porches, open covered back patio, solarium, provide additional spaces for hobbies and respite.

1209 Durham Rd, Madison
$1,295,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24179647 MLS
Steeped in history and radiating timeless elegance, this 1870 Victorian masterpiece stands as one of Kent's most grand and storied residences. Boasting a striking architectural facade, this magnificent home welcomes you into its grand entrance, featuring soaring ceilings and beautiful woodwork that flows throughout the entire property. Throughout its rich past, this versatile estate has been cherished both as a luxurious private residence and as a welcoming bed and breakfast. Today, it stands ready for its next chapter, offering multiple rooms across the premises and an incredible canvas for the next owner to bring their own vision and elevate it to its next level of brilliance. Location is everything. Situated right in the heart of the vibrant Kent Village center, this property offers unmatched walkability. Step outside your door and immerse yourself in the town's renowned culture-just a short stroll to world-class art galleries, gourmet restaurants, boutique shopping, local museums, and premier antiquing. Whether you envision a spectacular, expansive private compound, a boutique hospitality venture, or an elegant live-work space, the possibilities here are as vast as the home's rich history. Don't miss the rare opportunity to own a true piece of Kent heritage and define its next great era. Schedule your private showing today.

67 N Main St, Kent
$399,900
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24179607 MLS
Move right into this Deep River home just moments from the Connecticut River and the charming village and town center. Since purchasing the property, the current owner has completed numerous valuable improvements, including a brand-new roof, new furnace, new oil tank, a tastefully remodeled kitchen, and an updated full bathroom. The main level offers inviting living spaces that blend character and functionality. The living room on first floor is presently used as a bedroom. The laundry is conveniently located off the eat in kitchen and there is a large pantry for storage. The finished upper-level features hardwood floors and provides exceptional flexible living space, while also offering exciting potential for future expansion to create additional bedrooms, a spacious primary suite, home office, or craft room. Additional highlights include updated 200-amp electrical service, and the home is generator-ready, providing added convenience and peace of mind. With public water and public sewer, the property offers both ease of maintenance and flexibility for future growth. Ideally located just minutes from downtown Deep River, you'll enjoy easy access to local restaurants, unique shops, marinas, parks, and the scenic Connecticut River. Whether you're searching for your first home, looking to downsize, or seeking a property with room to grow, this well-maintained home offers the perfect blend of thoughtful updates, future possibilities, and a highly desirable location.

79 River St, Deep River
$1,100,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24187310 MLS
Coming soon..... Historic Charm, Modern Living - On 3+ Acres in Guilford If you've been searching for something truly different, this is it. This beautifully crafted 1700s reproduction home sits on over three peaceful acres and stands alone as a property with no comparable in all of Guilford. Character abounds throughout - three fireplaces, including a stunning walk-in fireplace, give every room a sense of history and warmth. Over 3800 square foot of living space. The updated kitchen and refinished basement have been thoughtfully done, so the home is move-in ready while still feeling authentic to its roots. Three bedrooms on the second floor provide comfortable family living, and two additional finished rooms on the third floor give you the flexibility to grow, work from home, or host guests with ease. Step outside and you'll find a private retreat: a tranquil pond with a fountain, streams aligning the property, manicured gardens, and a pergola for morning coffee or evening gatherings. The large detached garage features unfinished space above - a blank canvas ready to become whatever your lifestyle calls for. Opportunities like this don't come around often. Come experience it for yourself.

1640 Little Meadow Rd, Guilford
$675,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24186602 MLS
Steeped in New England history and perfectly positioned directly across from Shenipsit Lake, this extraordinary farmhouse traces its origins to the 1700s before being thoughtfully expanded in the 1840s during the Civil War era. Inside, you'll discover wide pine floors, hand-hewn exposed beams, three fireplaces, and beautifully preserved architectural details that capture the craftsmanship of centuries past. Thoughtful updates provide modern comfort without sacrificing authenticity, including central air, replacement windows, updated siding, a 60-year roof, generator hookup, new well pump, and numerous additional improvements completed by the current owners as they meticulously restored the home from the windows and sheetrock to the mechanical systems. Offering the flexibility of up to four bedrooms, the home also features a private in-law suite, providing an ideal layout for multigenerational living, guests, or extended family. Step outside to experience over 6.5 picturesque acres, where a beautifully rebuilt historic barn, fenced in-ground pool, mature landscaping, and open grounds create endless opportunities for horses, hobby farming, gardening, recreation, or simply enjoying the peaceful Connecticut countryside. The property also offers potential for future subdivision (buyer to perform due diligence), making it as appealing for its possibilities as it is for its beauty. Conveniently located just minutes from the University of Connecticut. A MUST SEE

352 Shenipsit Lake Rd, Tolland
$599,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24186862 MLS
Come see 1316 Whirlwind Hill Road in Wallingford, a classic 1900 antique home full of character, charm, and timeless appeal. Thoughtfully updated over the years, the home has retained the warmth and craftsmanship of its era while offering the conveniences today's buyers appreciate. Set 3+ picturesque pastoral acres in one of Wallingford's most desirable country locations, this property offers a peaceful setting with plenty of room to enjoy the outdoors. The main level features a welcoming parlor, a formal dining room, and an updated eat-in kitchen that blends modern functionality with the home's historic character. Upstairs, you'll find three well-sized bedrooms, each with ample closet space, along with two beautiful antique bathrooms that perfectly complement the home's classic appeal. The upper-level laundry adds a welcome touch of everyday convenience. A finished attic with a soaring cathedral ceiling provides outstanding bonus space, making it the perfect location for a home office, exercise room, playroom, studio, or whatever best suits your needs. A true highlight of the property is the enormous post-and-beam barn, complete with horse stalls, making this an exceptional opportunity for horse owners, hobby farmers, or anyone looking for space for animals, equipment, or workshop projects. If you've been searching for a home with historic charm, thoughtful updates, and a beautiful country setting, 1316 Whirlwind Hill Road is a rare opportunity you won't want to miss!

1316 Whirlwind Hill Rd, Wallingford
$2,200,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24180698 MLS
A once-in-a-generation opportunity to become the steward of one of the Connecticut River Valley's most important historic estates. Built in 1798 by Jonathan Warner-founder of the Chester-Hadlyme Ferry, merchant, ship owner, farmer, Constable, Justice of the Peace, civic leader, and director of the Middlesex Turnpike-the Warner-Brooks House stands as a remarkable testament to early American prosperity, craftsmanship, and vision. Listed on the National Registery of Historic Places, this exceptional Federal-style residence retains extraordinary architectural integrity with six fireplaces, original hardware, twelve-over-twelve windows, elegant period moldings, richly detailed mantels, and a commanding facade highlighted by Ionic columns, a Palladian window, fanlight entry, and granite foundation. A 19th-century carriage house on the property evokes the atmosphere of Warner's original gentleman-farmer estate. This historic landmark property sets the stage for unforgettable event possibilities on picturesque pastoral grounds. Revered by historians and preserved with exceptional care, this irreplaceable legacy property offers a rare opportunity to own one of Connecticut's most significant surviving Federal residences. Extensive original letters, bills, receipts, and construction records survived, documenting the artisans, materials, suppliers, and methods used to create this architectural masterpiece. Chester offer an abundance of amenities / local events, and borders the CT River.

47 E Kings Hwy, Chester
$1,399,900
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24183819 MLS
A rare opportunity to own one of Suffield's most treasured historic homes. Built in 1790 by Thaddeus Leavitt and prominently sited on desirable Historic Main Street, this extraordinary residence seamlessly blends timeless New England character with modern luxury. The striking exterior is distinguished by intricate architectural moldings and red-stone steps leading to a grand front entrance. Offering 5 bedrooms and 4.5 baths, the home reveals remarkable craftsmanship throughout, including wide-plank floors, hand-carved moldings, elegant arched doorways, leaded glass doors, and four fireplaces. A grand center staircase anchors the home, while a secondary rear staircase leads to the chef's kitchen featuring custom cabinetry, Sub-zero and Wolf appliances, marble countertops, and exceptional workspace for entertaining and everyday living. The stunning sunroom overlooks the bluestone terrace, pavilion, and breathtaking gardens, creating a peaceful retreat in every season. A welcoming rear hall with custom boot bench and first floor office adds functionality and charm. Head outside to discover a private one-acre sanctuary highlighted by lavender-lined walkways, exquisite gardens, a beautiful water fountain, and a secluded hot tub surrounded by mature trees. The terrace and custom-designed pavilion create an unforgettable setting where gardens and timeless architecture come together in perfect harmony, designed for effortless entertaining.

281 N Main St, Suffield
$1,095,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24182878 MLS
Welcome to 8 Meeting House Road, a secluded and serene retreat. This special property was the former Reverend John Marsh parsonage circa 1818. It has been privately owned for the last 41 years by the same family and is now ready for a new steward. This gracious historic home features a light-filled eat-in kitchen, a fabulous enclosed sunporch overlooking verdant views of the property, and multiple fireplaces. There are several multifunctional rooms including a library with built-in bookcases, a music room, and a generously sized great room with beamed cathedral ceilings. There are also five spacious bedrooms and 2.5 updated bathrooms. The property is set on over four acres with stone walls running throughout, and outbuildings, including a carriage house that has plenty of space for a workshop, a studio, or an office. Behind the carriage house you'll find a natural in-ground gunite pool in a lush private setting. This is a rare opportunity to own an intact historic property with this kind of heritage in the Connecticut River Valley.

8 Meeting House Rd, Haddam
$850,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24180161 MLS
Step back in time and own a piece of history with the distinguished Philo N. Hodge House, a remarkable antique home built in 1833 and proudly added to the National Register of Historic Places in 2024. Rich in character and historic charm, this unique property offers an opportunity to become the next steward of a truly special home. Bring your imagination and vision to this treasured historic property and make it your own. A welcoming foyer greets you upon entry and leads to a spacious formal living room featuring a classic fireplace. The sunroom is complete with a wood-burning stove. Upstairs, you'll find three bedrooms, including one pass-through bedroom that offers flexibility for a nursery, office, sitting room, or guest space. A full bath serves the second floor. The home's unique feature may be the finished walk-up attic, complete with a working sink and endless possibilities as an artist's studio, creative workspace, hobby room, or private retreat. Recent improvements include a professionally installed Connecticut Basement Systems waterproofing system, featuring a new sump pump and dehumidifiers to help maintain a clean, dry basement year-round. Filled with memories, history, and timeless architectural details, the Philo N. Hodge House is ready for its next chapter. Buyers are encouraged to conduct their own due diligence with the Town of Roxbury regarding any regulations, permits, approvals, historic preservation considerations, or future improvements to the property.

47 South St, Roxbury
$12,000,000
4 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24183764 MLS
A rare opportunity to acquire a historic Connecticut landmark. The Bushnell Farm House and Barn offer a unique chance to restore and reimagine an important piece of Old Saybrook history. Featuring the historic Elisha Bushnell House and accompanying barn, the property showcases classic New England architecture, mature landscaping, stone walls, and the timeless character that has made this site a local treasure for generations. The improvements require significant modernization and renovation, presenting an ideal opportunity for someone seeking to preserve and enhance a historic property. Whether envisioned as a private estate, hospitality-related use, office, wellness concept, or other permitted use, the property offers exceptional potential for those with a vision for restoration and stewardship. Ideally situated on Boston Post Road with convenient access to Interstate 95, Route 9, shoreline beaches, marinas, shopping, and restaurants, the property benefits from excellent visibility and accessibility within one of Connecticut's most desirable shoreline communities. This offering is subject to the property's historic designation and must be purchased together with the adjoining Bushnell Farm land parcel (MLS #24183765). The combined offering presents a truly unique opportunity to preserve, restore, and shape the future of one of the Connecticut shoreline's most recognizable historic properties.

1445 Boston Post Rd, Old Saybrook
$899,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24181353 MLS
Step into the timeless charm of Rock House Woods, an enchanting 1800s farmhouse seamlessly blending historic character with modern conveniences, including GEOTHERMAL heating & cooling! A welcoming front porch invites you into this sun-drenched home, where wide-plank floors, exposed beams, large picture windows and a charming country kitchen creates an atmosphere of warmth, character and sophistication.The spacious family room, adorned with French doors, opens to a lovely flagstone patio-perfect for effortless indoor/outdoor entertaining. The newer primary suite impresses with vaulted ceilings, a grand Palladian window, and a luxurious en-suite bath. Two additional bedrooms and a full hall bathroom complete the second floor. The versatile third-floor space is ideal for a home office, playroom, or 4th bedroom. For equestrian enthusiasts, this picturesque Horse Property features a well-appointed barn with tack room, an additional three-stall stable, and two paddocks, offering the flexibility to convert the property into a traditional lawn or even a potential pool site. Tucked away in a serene country setting, yet just minutes from shopping, dining, top-rated schools, and train access. This private countryside oasis with new geothermal system and new well pump blends old world charm with today's conveniences. The possibilities here are endless!

175 Mountain Rd, Wilton
$2,995,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24163576 MLS
Warren's Landing on the Pomperaug is an extraordinary estate where historic character is centered around a beautifully preserved 1890 Greek Revival residence. The home offers four bedrooms, timeless architectural details, spacious rooms, 4 fireplaces and custom built-ins. The impressive six-barn complex provides exceptional flexibility, featuring a retail shop, extensive equipment storage, a two-car garage, pool cabana and pool equipment building. A newly constructed temperature controlled 3,800-square-foot post-and-beam barn with a half bath and laundry room at the rear of the property further expand the property's possibilities. There are also an equipment/horse barn and riverside cabin. Outdoor living is equally remarkable with a stunning new in-ground gunite pool surrounded by lush landscaping. Designed for both relaxation and entertaining, the grounds include a custom "summer kitchen" with a European-style outdoor pizza oven, gas grill, and screened dining pavilion-perfect for hosting gatherings or enjoying quiet evenings. The 18.3-acre setting includes mature trees, open meadows, scenic walking trails, and frontage along the protected Pomperaug River, creating a private and picturesque retreat. Rich in history yet thoughtfully updated, this rare estate offers an exceptional combination of beauty, functionality, and enduring charm. A comprehensive list of recent improvements is available upon request. Buyer must do due diligence with the town for possible uses.

920 Main St S, Woodbury
$350,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24160862 MLS
Welcome to place where time truly is the most beautiful thing. There is a particular kind of feeling when you walk through a historic door like this. Maybe it's the hardwood plank floors that have held two centuries of footsteps. Maybe it's the way the morning light hits the windows on every home on Chaplin Street, a village so notable it's listed on the National Register of Historic Places. Maybe it's the quiet and peace that magically flows through a home like this. Built in 1837 as the town parsonage, this home has been part of this community's story for nearly 200 years. Now it's looking for someone ready to write the next chapter. 11 rooms await for the exciting next chapter. The big work is already done. New roof. New electrical panel. Foundation fully repointed with fresh mortar, inside and out. Chimney repointed and stuccoed, New stainless steel liner, crown, and cap installed. What's left to do is the part that lets the new owner make it their own: cosmetic updates, with flooring quotes already in hand for new carpet and refinished hardwood. Set on nearly an acre of flat, open land, this is the kind of property that rewards patience and vision. For the history lover who's been waiting for a home with a past worth preserving, the hands-on owner who sees potential where others see projects, or the investor eyeing the space and the location near UConn and ECSU, this one is worth it all. Come and see what was once part of the past and how it can be a part of your future

60 Chaplin St, Chaplin
$449,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24177262 MLS
Situated in the heart of historic Norwich and surrounded by charming period homes, this beautifully preserved 1890 Victorian blends timeless character with modern comfort. Offering three bedrooms and two and a half baths, the home has been impeccably maintained and thoughtfully updated for today's lifestyle while honoring its architectural heritage. The beautifully rebuilt front porch welcomes you into an interior rich with original detail, including stained glass windows that cast vibrant light, a carefully restored walnut staircase, and elegant inlaid hardwood floors. The layout balances classic flow with everyday functionality. A fully finished basement expands the living area and includes a workshop with a sink, ideal for projects or additional storage. The walk up third floor attic is insulated and ready for expansion or continued storage use. A newer detached two car garage with heat and durable epoxy floors adds year round convenience and versatility. Located minutes from Backus Hospital, Norwich Free Academy, the revitalized Marina at American Wharf, and Mohegan Park, this home offers both accessibility and charm. A rare opportunity to own a distinctive Victorian in one of Norwich's most desirable historic neighborhoods.

24 Lincoln Ave, Norwich
$1,199,999
9 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24179935 MLS
Quintessential New England living in the heart of Deep River. This exceptional Antique home was masterfully expanded in 1987, seamlessly doubling its size while capturing the essence of a classic Colonial-offering the space, flow, and functionality for today's living. The home's design celebrates period-inspired architecture including custom-milled woodwork, wide-plank pumpkin pine floors, and carefully selected reproduction details creating warmth and authenticity. Multiple living and dining spaces unfold effortlessly, anchored by six fireplaces, including an impressive 12' natural stone Rumford. With seven spacious bedrooms-each with its own private bath-the home is uniquely suited for multi-generational living, hosting, or continued hospitality use. The third-floor suite offers a private retreat with a wood-burning fireplace, perfect for extended family or guests. A new kitchen addition further enhances flexibility, easily accommodating in-law living or private guest quarters. Curated perennial gardens, a white oak pergola, and a beautifully crafted stone terrace create a setting designed for gathering and relaxation. Enjoy evenings by the fire pit, surrounded by timeless landscape design. This property offers style, comfort and charm all amidst the local shops, restaurants, marinas, and nearby shoreline destinations-all within two hours of both NY and Boston. Previously, an Award-Winning Bed & Breakfast, and currently featuring two Airbnb guest suites with private access.

209 Main St, Deep River
$1,600,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24178395 MLS
Perched over the CT River on one of the largest lots on Main, the David Watrous House offers water views from each room. This 1850 architectural treasure offers over 4,000 square feet of living space, plus an additional 1,500+ square foot walkout lower level. A detached oversized 3-bay post-and-beam carriage house offers exceptional workshop/studio space, stained glass windows and crowned by a copper cupola with antique weathervane. A side porch entry leads to chef's kitchen with handcrafted Vermont solid cherry cabinetry, granite countertops, stainless appliances, a tin ceiling and dramatic 10-foot island. Formal dining with antique chandelier and fireplace make for elevated home entertaining. The dramatic riverfront great room with wall-to-wall windows, a river-facing 2nd kitchen, fireplace, and expansive deck captures ever-changing water views. A den, living room, office with cherry built-ins, 10+ foot ceilings and full bath offer flexibility on 1st flr. Upstairs, restored original chestnut floors lead to multiple living spaces, full laundry, a 3rd kitchen and a primary suite with gas fireplace with marble en suite. Recent upgrades include new windows, patio, driveway, refreshed landscaping, Buderus furnace, upgraded 400-amp electrical, restored chimneys, whole-house generator, and updated roofing. Stone pathways lead to private riverside seating areas for amazing sunsets. Rare chance to claim a home of notable architectural significance with recognized press coverage.

77 Main St, East Haddam

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