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7 Park Pl, Groton
$1,950,000
3 Beds ⋅ 2 Baths ⋅ 24186349 MLS
Mystic gem situated of one of Mystic's most iconic roadways overlooking the Mystic Seaport and within close proximity to Downtown Mystic and all the nautical amenities this historic community has to offer. Location, Location, Location! 7 Park Place is being sold as an Estate. Located at the end of dead-end roadway where the boat launch and the Mystic Seaport are in full view. Water-views abound at this location and create the ideal environment for quiet enjoyment. This home has 3 bedrooms on the upper level and full walk-up attic. Mature groomed landscaping surrounds the home. The two car garage with outdoor patio space is convenient for afternoon barbeques while entertaining friends. Take a stroll and enjoy the dining and shopping options in downtown Mystic and enjoy the cultural events that Mystic is know for including concerts in the park, lighted boat parade, Mystic's Outdoor Art Festival to name a few. A full basement area with work shop potential provides hatch doorway to the rear yard. This home is conveniently located between New York and Boston and provides for high-speed rail and ferry service. Photos are digitally staged. SEE DRONE ICON ABOVE.

7 Park Pl, Groton
72 Main St, Salisbury
$1,950,000
5 Beds ⋅ 4 Baths ⋅ 24194898 MLS
Welcome to The Parsonage, the Colonial style house that was built for the Salisbury Episcopal Church pastor in 1964. It sits among a beautiful and desired stretch of New England homes on Main St. and has been very recently gut renovated both inside and out including mint 3 zone HVAC system, heated salt water pool, plumbed Carriage House to the back with Belgian Block driveway. Sitting on 1 horizontal acre, it has gorgeous forest and mountain views. The expansive chef's kitchen has all Bosch appliances.The dining and living rooms are banked by windows and French doors open to the flagstone and stone terrace large enough for dining and sitting areas. A wood burning fireplace anchors the generously proportioned living room which includes built in shelves making it warm and cozy during the winter months. The ample foyer stretches back to an office with shelving, a full bath and downstairs bedroom. Linking it all is a dry bar which connects with the kitchen, pantry/mud room and 2 car garage to the back. Upstairs is the primary bedroom with a full bath and walk in closet, another en-suite bedroom and two other bedrooms that share a full bath. For greater convenience is a laundry room situated on the 2nd floor. Outside is a broad yard punctuated by a beautiful heated, salt water, gunite pool with an automated cover and a charming out building used as a garage and storage. Just 20 minutes to the train to NYC and a short distance to Tanglewood and a multitude of cultural treasures.

72 Main St, Salisbury
35 River Rd, Sharon
$1,950,000
7 Beds ⋅ 7 Baths ⋅ 24174774 MLS
Set in a private, elevated setting along the banks of the Housatonic River, this property offers a rare waterfront retreat with a main house, guest house, and pool shed surrounding an in-ground gunite pool. The main residence includes an attached two-car garage, fireplace, and a dedicated woodworking/crafts shop in the basement with its own private entrance, along with a beautiful stone terrace overlooking the Housatonic River. The guest house features its own attached one-car garage, fireplace, and a charming porch with river views, providing both comfort and convenience for family and guests alike. All structures are thoughtfully positioned above the riverfront to capture the beauty and tranquility of the natural surroundings. Enjoy direct access to the river for fly fishing, kayaking, or tubing right from your own property. Located in close proximity to the Appalachian Trail, this exceptional compound is ideal for outdoor enthusiasts seeking privacy, recreation, and scenic riverfront living in the heart of Litchfield County. Perfectly situated for four-season enjoyment, the property is just 5 minutes to Mohawk Mountain for downhill skiing and snow tubing, and less than 10 minutes to Kent Falls State Park. The quintessential village of Cornwall Bridge is less than 5 minutes away, offering charming local shops, dining, and small-town New England character.

35 River Rd, Sharon
26 Bassett Ln, Madison
$1,950,000
3 Beds ⋅ 4 Baths ⋅ 24177522 MLS
Completely rebuilt and expanded in 2026, this custom coastal home with deeded beach rights is located in Madison's charming Seafields Association. Thoughtfully designed with designer details throughout, the home provides elevated shoreline living with glimpses of Long Island Sound, state-of-the-art appliances, high-end finishes, a bright, open layout, mudroom, butler's pantry with laundry, and a warm family room with fireplace and wine bar. The private primary suite features a balcony with distant water views, a spa-inspired marble wet room bath, and custom walk-in closet. Outdoor living includes a patio, fenced in yard, outdoor shower - an ideal setting for entertaining and coastal living.

26 Bassett Ln, Madison
19 Hemlock Ln, Salisbury
$1,950,000
3 Beds ⋅ 3 Baths ⋅ 24169289 MLS
Peaceful Country Living Near Twin Lakes - Discover tranquility in this beautifully renovated 3-bedroom, 2.5-bath home, ideally located on a quiet county road just minutes from Twin Lakes. Set on over 3 acres of remarkably private land, this property offers the perfect blend of seclusion and accessibility. Enjoy seamless indoor-outdoor living with a spacious two-level deck that connects the home to an in-ground pool - perfect for summer entertaining. Flooded with natural light, the open-concept kitchen features soaring two-story ceilings, while the adjacent living room boasts a cozy wood-burning fireplace and a dedicated wet bar area. The flexible floor plan includes a first-floor bedroom suite, ideal for guests or single-level living. With 8 thoughtfully designed rooms, this home is both gracious and meticulously maintained - a true turnkey opportunity in one of Salisbury's most desirable areas.

19 Hemlock Ln, Salisbury
999 Bronson Rd, Fairfield
$1,949,000
4 Beds ⋅ 3 Baths ⋅ 24209671 MLS
Enchanting Victorian Farmhouse ideally set on 1.25 picturesque acres w/ in-ground heated Pool. Welcome to 999 Bronson Road, where antique living has been remodeled & redesigned eloquently to create a chic modern farmhouse lifestyle. This remarkable historic farmhouse has been lovingly updated while preserving its character & integrity. The inviting wraparound front porch & oversized door greet & welcome you in. Once inside, you will be impressed w/ soaring ceilings, dramatic floor-to-ceiling windows, an abundance of natural sunlight, wide-plank hardwood floors, exquisite millwork, custom built-ins & 3 wood burning fireplaces. Exceptional architectural details include oversized pocket doors, 2 beautifully designed staircases & a wonderful flow from room to room. The thoughtfully designed floor plan offers 9 spacious rooms including 4 bedrooms conveniently located on 1 level, providing both comfort & functionality. Outside, the expansive grounds offer a private & peaceful setting, complete w/ a built-in pool, multiple tiered patios, blooming annuals & a park-like sprawling lawn - ideal for relaxing, entertaining & enjoying the beauty of the property throughout the seasons. Recent home improvements include new fence, new whole house generator, interior & exterior freshly painted, new walk way, newer roof & converted from oil to gas making this home maintenance free. Close to Fairfield & Southport town center, train, school, parks & beaches. This home feels like a warm embrace.

999 Bronson Rd, Fairfield
15 Cobble Rd, Canaan
$1,947,000
4 Beds ⋅ 3 Baths ⋅ 24207965 MLS
A RARE RIVERFRONT COUNTRY ESTATE - 38.9 ACRES OF BEAUTY, PRIVACY & HISTORY. Set along the Hollenbeck River, this extraordinary 1820 Colonial offers a rare opportunity to own nearly 39 acres in one of Litchfield County's most beautiful settings, surrounded by open meadows, mature woodland, and picturesque river frontage. Thoughtfully updated while preserving the warmth and character of its historic architecture, the 3,421-square-foot residence is both timeless and inviting. Beautiful wood floors, a stunning updated kitchen with Viking appliances, and a screened porch overlooking the landscape create a home equally suited for quiet country living and entertaining. An in-ground pool completes the setting for unforgettable summer days and weekends with family and friends. Beyond the main residence, a classic two-story barn adds tremendous character and possibility. Closer to the river, a beautifully renovated outbuilding is a destination of its own-an inspiring, private space surrounded by nature and ready to become whatever its next owner imagines: a studio, office, guest retreat, creative space, or something entirely unique. The 38.9 acres are what make this property truly exceptional. Sweeping meadow, mature woodland, privacy, and river frontage come together in a setting increasingly difficult to find in Northwest Connecticut. From the river and pool to the historic home, barn, and renovated outbuilding, every part of the property offers something special.

15 Cobble Rd, Canaan
117-118 Dibble Hill Rd, Cornwall
$1,945,000
4 Beds ⋅ 5 Baths ⋅ 24161510 MLS
The Stonewall Estate at Dibble Hill: Set across three distinct parcels totaling 19 private acres, this property offers a rare combination of architectural character, natural beauty, and long-term flexibility bordering protected land held by the Cornwall Conservation Trust. At its center, a 4,800+ sq ft contemporary barn-style residence is perfectly sited on 5 acres overlooking a spring-fed pond, framed by classic New England stone walls and thoughtfully designed gardens that evolve with the seasons. A sun-drenched glass entry foyer creates a striking sense of arrival, leading into expansive living spaces designed for both relaxed country living and sophisticated entertaining. The French country kitchen is exceptionally appointed with dual Sub-Zero refrigeration, multiple freezer drawers, and a six-burner Wolf range. The great room is dramatic featuring soaring beam ceilings, a commanding fieldstone fireplace, and four sets of French doors opening to a raised bluestone terrace. A fully enclosed glass solarium offers year-round connection to the surrounding landscape. The home includes 4 bedrooms, 4.5 baths with Waterworks fixtures, Travertine and wide-plank hardwood flooring. Beyond the main residence, a 11.5-acre buildable parcel directly behind the home for privacy and a 1.6-acre parcel across the street; Detached four-car garage with an additional space below. A rare opportunity to create a weekend or full time legacy estate in the Litchfield Hills.

117-118 Dibble Hill Rd, Cornwall
49 Great Ring Rd, Newtown
$1,930,000
7 Beds ⋅ 10 Baths ⋅ 24172938 MLS
Welcome to 49 Great Ring Road-an iconic estate with breathtaking views and a classic 1940 built home full of charm and elegance. Step into the front-to-back foyer and take in the sight lines to the expansive stone patio and sparkling pool. At the heart of the home is the great room, featuring a soaring ceiling and a grand fireplace-perfect for gatherings. The custom cherry sunroom is a showstopper with wide plank chestnut floors, coffered ceiling, and French doors leading outside. Host memorable dinners in the banquet-sized dining room with built-ins and a cozy fireplace. The updated kitchen features granite counters, a breakfast bar, large pantry, and adjacent laundry area. A delightful breakfast room and an oversized screened in porch complete the space. The primary suite is a two-room retreat with two fireplaces, ample closets, dual baths, and a balcony overlooking the grounds. Upstairs you'll find three additional ensuite bedrooms, plus two more bedrooms with a shared full bath. The finished lower level includes a custom bar and a parlor with fireplace. Potential in-law suite over the kitchen with a full bath. A detached two-car garage includes guest quarters. Additional land available-an extraordinary opportunity. This home offers significant upgrades over the years that include, the sun room, patio's, basement bar area, the detached garage, windows, siding, roof, this is a must see to appreciate the home and land.

49 Great Ring Rd, Newtown
550 Wellington Dr, Fairfield
$1,925,000
4 Beds ⋅ 4 Baths ⋅ 24206227 MLS
Tucked at the end of a quiet Greenfield Hill cul-de-sac, 550 Wellington Drive feels like a true retreat-private, peaceful and designed for the way you actually want to live. Set on 2.47 secluded acres, this 4-bed, 4,776sqft home offers an exceptional amount of space to gather, entertain and spread out, with a floor plan that gives everyone a place of their own. The 1st floor is especially expansive, with a gracious living room, dramatic vaulted family room, oversized playroom, sunroom and sophisticated wood-paneled office-spaces that easily adapt for entertaining, working from home, play or simply finding a quiet corner to unwind. The kitchen sits at the heart of the home, creating an easy connection between everyday living and the many gathering spaces. Upstairs, four bedrooms provide a comfortable separation from the main living areas, complemented by recently updated bathrooms. Outside is where 550 Wellington truly becomes an escape. Surrounded by mature landscaping and complete privacy, the backyard resembles a private resort with pool, expansive deck, screened-in porch and abundant space for outdoor dining, entertaining and long summer days at home. A three-car garage completes the offering. Spacious yet inviting, private yet close to everything Greenfield Hill has to offer, 550 Wellington Drive is a homemade for gathering, entertaining and getting away-without ever having to leave home.

550 Wellington Dr, Fairfield
500 River Rd, Stratford
$1,925,000
3 Beds ⋅ 3 Baths ⋅ 24202450 MLS
Welcome to 500 River Road, where luxury, craftsmanship, and breathtaking waterfront living come together in this completely remodeled, truly turnkey 5,030 sqft home. Perfectly positioned along the river, this exceptional residence offers stunning water views from nearly every room and was thoughtfully redesigned with no detail overlooked. Featuring 3 spacious bedrooms with the flexibility for 4 or even 5 bedrooms, and 2.5 beautifully updated baths, this home offers an ideal layout for today's lifestyle. The impressive primary suite is a private retreat complete with a custom walk-in closet and a spa inspired bath featuring a soaking tub and premium finishes. The open concept main living area is highlighted by soaring vaulted ceilings, 9+ foot ceilings throughout, gleaming hardwood floors, and walls of windows that capture the spectacular river views. At the heart of the home is a designer kitchen featuring a massive center island, abundant cabinetry, and a walk-in pantry complete with a custom coffee bar, perfect for entertaining or everyday living. Step outside to enjoy the covered double deck overlooking the water, a beautifully designed patio, and professionally landscaped grounds with an in-ground sprinkler system, creating the perfect setting for relaxing or hosting guests. This is a rare opportunity to own a move-in-ready waterfront home where luxury, comfort, and exceptional design meet.

500 River Rd, Stratford
417 River Rd, Stonington
$1,900,000
5 Beds ⋅ 3 Baths ⋅ 24211069 MLS
A WATERFRONT LOCATION THAT IS TRULY HARD TO REPLICATE. Set along the Pawcatuck River in Stonington, this distinctive 1864 riverfront property offers a rare combination of privacy, history, sweeping water views and direct boating access. Included in the sale is an additional .33-acre parcel on the opposite side of the road; a rare and valuable bonus that expands the sense of space and possibility. Held by the same family since 1912, the home enjoys an exceptional setting where the river becomes part of everyday life. From the waterside deck, watch boats pass toward Little Narragansett Bay while taking in ever-changing views and coastal breezes. A private, deep-water dock provides direct access to the Pawcatuck River and the open waters beyond. From your own backyard, set out for Fishers Island, Block Island, Montauk or a day along the Connecticut and Rhode Island shoreline. Inside, the home retains the character of its 19th-century origins, with comfortable gathering spaces and water views from nearly every room. The primary bedroom enjoys distant views of Napatree Point, while additional rooms overlook the river toward Westerly, RI. Loved through generations, the home is ready for its next chapter. The additional .33-acre parcel across the street further distinguishes this unique offering and adds flexibility and potential rarely found in a waterfront property. Don't miss the virtual tour that captures the beauty of the location!

417 River Rd, Stonington
31 Splitrock Rd, Norwalk
$1,900,000
4 Beds ⋅ 4 Baths ⋅ 24208184 MLS
Absolutely amazing mid century modern waterfront home. Located in the historic Village Creek community, this renovated home offers lovely and serene water views from every room. Perched higher in the neighborhood, there is no flood insurance required. So many special features highlight this home including a dramatic sun drenched open floor plan encased in floor to ceiling windows and stone fireplace; wrap around upper level balcony/deck off the huge master bedroom suite; his and hers offices; legal in-law apartment with separate entrance; patio and deck with sunken hot tub. Many recent improvements including brand new carpet on upper level, roof (5 years old), new water line from street (2025). Village Creek offers residents exclusive access to a private beach, tennis courts, deep water marina, paddle craft racks, dog park, playground, athletic field and more. This home offers the perfect feel of vacation and everyday living. Only 1 hour from NYC.

31 Splitrock Rd, Norwalk
47 E Kings Hwy, Chester
$1,900,000
4 Beds ⋅ 4 Baths ⋅ 24206419 MLS
The Johnathan Warner house, and later known as the Warner-Brooks House was built by Johnathan Warner in 1798 and is a remarkable testament to early American prosperity, craftsmanship, and vision. Listed on the National Register of Historic Places, this exceptional Federal-style residence retains extraordinary architectural integrity. Heavily documented during construction are original bills, receipts, and construction records documenting the artisans materials, suppliers, and methods used to create this architectural masterpiece. 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. A once-in-a-generation opportunity to become the steward of one of the Connecticut River Valley's most important historic estates. Jonathan Warner was the founder of the Chester-Hadlyme Ferry which is right down the road and is still in operation today. Johnathan was a Civic Leader, director of the Middlesex Turnpike, Merchant, Ship Owner, Farmer, Constable, and a justice of the peace with his courtroom right at the house. This is all documented in a book called Johnathan Warner 1728-1810 " A Man of Parts" telling all about the home building and Johnathan's life. Copies can be found at the Chester Historical Society. Buyer must due diligence regarding subdivision possibilities. 3.2 acres of which most is a huge level cleared open field.

47 E Kings Hwy, Chester
162 Hutchinson Pkwy, Litchfield
$1,900,000
5 Beds ⋅ 5 Baths ⋅ 24199990 MLS
Built c. 1780, this distinguished center-hall Colonial was once part of the larger Butternut Brook Farm. Today, it is offered on 2 lots totaling 22.2 +/- acres on a quiet street in a coveted location w/open meadow views & 3 historically significant barns: a massive c. 1840 gambrel bank barn once used for hay, cattle, & later dairy operations, a smaller English barn whose banked section formerly served as a bull barn & calf barn. Featuring classic center-hall Colonial architecture, the house spans 4,145 +/- square feet w/5 bedrooms, 4 full baths & 1 half bath. The Center Hall is flanked by beautifully proportioned Living & Dining rooms with hard wood floors, fireplaces & beams. A cozy Family room has a large fireplace w/a wood-burning stove & original beehive oven, exposed beams, chestnut floors & handsome wood paneling. Large kitchen w/island, spacious dining area, sitting area leads to a handsome Bar room. Upstairs are 4 bedrooms & an office, including a spacious en suite primary bedroom w/beautiful paneling, original tulip wood floors & WIC; an adjacent bedroom w/a wood-burning fireplace, WIC & dedicated full bath & 2 bedrooms that share a Jack-and-Jill bath. An attached 1-bedroom in-law apartment includes a living room, kitchen & full bath. Offered for the first time in more than half a century, this rare property presents a range of potential uses, enhanced by its multiple outbuildings and irreplaceable location.

162 Hutchinson Pkwy, Litchfield
47 Summit Ridge Rd, Stamford
$1,900,000
4 Beds ⋅ 5 Baths ⋅ 24199455 MLS
Modern Sophistication Meets Suburban Serenity in Westover - Tucked away on a tranquil cul-de-sac, this recently built architectural gem offers a masterclass in modern living, blending refined elegance with the vibrant energy of nearby downtown Stamford. The residence unfolds through a dramatic two-story foyer into a sun-drenched, open-concept sanctuary, where a chef-inspired kitchen-adorned with pristine white cabinetry and expansive granite surfaces-flows effortlessly into a fireside living room and adjacent sunroom with French doors leading outside. The outdoor experience is truly peerless, featuring a resort-style saltwater pool with waterfall, a professional-grade basketball/sports court, and a sprawling bluestone patio framed by artisanal rock walls and secure perimeter fencing. With a high-efficiency infrastructure, vast expansion potential in the walk-out basement, and a commute to Manhattan in under an hour, this property represents a rare opportunity to enjoy "like-new" luxury and a private backyard oasis without the wait.

47 Summit Ridge Rd, Stamford
463 N Salem Rd, Ridgefield
$1,900,000
6 Beds ⋅ 8 Baths ⋅ 24173230 MLS
This gracious country estate's idyllic setting is the perfect backdrop for large family gatherings & joyous celebrations. For over 40 years, the Rosenthal family has cherished this sprawling sanctuary, creating a legacy of warmth & hospitality that is unmatched. Now the doors are open for a new owner to create timeless memories - whether poolside; sitting by the outdoor fireplace; cooking in the al fresco kitchen; or retreating inside this home's exquisitely refined living spaces. Designed with unwavering attention to detail, this home's sophisticated interior is a testament to timeless elegance, & features 6 bedrooms, 6 full & 2 half baths. Each space has been thoughtfully appointed to accommodate both large-scale events & intimate family moments. The heart of this one of a kind home is not just one, but THREE kitchens - the primary family kitchen, a full-scale catering kitchen, plus the outdoor kitchen. With elegant formal living & dining rooms, plus grand family room complete with full bar, this unique property is always ready for entertaining. Step outside to the most enchanting outdoor oasis showcasing the free form gunite pool with expansive brick terrace, plus full pool bath. The crowning jewel of the property is a magnificent 30' x 40' slate patio, complete with an event tent. Whether it's intimate soirees or grand formal events, this space is perfectly sited to capture panoramic vistas of the property's mature flowering trees, stone walls, & perennial gardens.

463 N Salem Rd, Ridgefield
35 Drum Hill Ln, Stamford
$1,899,999
4 Beds ⋅ 4 Baths ⋅ 24209351 MLS
Primely located at the end of a quiet Westover cul-de-sac, a long, sweeping drive leads to 35 Drum Hill Lane, gracefully set on one private acre. Taken down to the studs and completely rebuilt, the residence pairs a striking exterior with light-filled interiors and a refined, contemporary sensibility. Floor-to-ceiling windows, white oak floors and trimless recessed lighting bring warmth to beautifully proportioned rooms that flow effortlessly from one to the next. The kitchen features Thermador appliances, custom cabinetry, quartz countertops and an oversized island designed for casual gatherings and effortless entertaining. The dining and living spaces flow naturally together, with expansive glass doors opening to a bluestone patio for seamless indoor-outdoor living. A wood-burning fireplace with a reeded surround anchors the open-concept family room and create an inviting setting for both everyday living and entertaining. Upstairs, four bedrooms, an office, a laundry room and a spacious great room provide ample space to gather, work and unwind. The primary suite boasts vaulted ceilings, floor to ceiling windows, California Closets, while the bath offers a serene retreat with dual sinks, radiant-heated floors, heated towel racks, a deep soaking tub and a generous walk-in shower. One of Stamford's most desirable locations, this home offers convenient access to downtown Stamford, Greenwich and commuter routes.

35 Drum Hill Ln, Stamford
41-1 Whippoorwill Rd, Old Lyme
$1,899,999
4 Beds ⋅ 4 Baths ⋅ 24203798 MLS
This single level modern farmhouse blends clean contemporary design with timeless New England warmth, set at the end of a private drive in serene Old Lyme, Connecticut. Thoughtfully crafted for easy, elegant living, the home features four spacious bedrooms, an airy open layout, and abundant natural light throughout. A sunroom anchors the living space with year round views of the surrounding landscape, while covered porches and a covered patio extend the living area outdoors, creating effortless flow for relaxing or entertaining. The property abuts protected open space, offering a sense of privacy, nature, and quiet that's increasingly rare. With its refined finishes, one floor convenience, and peaceful setting, this home delivers the best of modern comfort and classic farmhouse character in one of Old Lyme's most tranquil locations.

41-1 Whippoorwill Rd, Old Lyme
12 Marvin St, Norwalk
$1,899,999
4 Beds ⋅ 3 Baths ⋅ 24198424 MLS
NOW OFFERED AT $1,900,000 - an exceptional opportunity to own a fully renovated home in one of Norwalk's most desirable coastal settings. Welcome to 12 Marvin Street, where beach living, golf course views, and turnkey luxury come together just moments from the water. Thoughtfully renovated for today's lifestyle, the home offers bright, beautifully finished living spaces, a main-level primary suite, generous walk-in closets, convenient laundry, and a versatile finished lower level providing additional space for entertaining, working from home, fitness, or guests. Outside, enjoy an expansive deck, hot tub, garage parking, and peaceful golf course views - creating a rare setting for both everyday living and entertaining. Located just moments from the beach while remaining convenient to South Norwalk, Metro-North, restaurants, shopping, and everything Fairfield County has to offer. For buyers looking for a move-in-ready coastal home without the renovation, construction, or waiting period, 12 Marvin Street is ready to enjoy from day one.

12 Marvin St, Norwalk
29 Rte 37 E, Sherman
$1,899,950
10 Beds ⋅ 8 Baths ⋅ 24172461 MLS
Exceptional Renovated 7 Bedroom Farmhouse with 3 Bedroom In-Law Apartment. Expansive Living & Unforgettable Views Bordering the 70 Acre Naromi Land Trust. Welcome to this Stunning, Fully Renovated Farmhouse with In-law Apartment, where Timeless Character meets Modern Comfort on a Grand Scale. Offering 10 spacious Bedrooms and 8 Beautifully Updated Bathrooms, this One-of-a-Kind Property is Perfectly Suited for Extended Living, Guest Accommodations, or Income Potential as a Bed & Breakfast. At the Heart of the Home is a Massive, Light-Filled Kitchen and Eat-in Area, thoughtfully Redesigned with New Cabinetry and Premium Bosch Appliances, Creating the Perfect Space for Entertaining and Everyday Living. A Generous Walk-in Pantry provides Exceptional Storage and Functionality. The Home Features Multiple Inviting Living Spaces, including a Warm and Welcoming Family Room and a separate Living Room, Ideal for both Relaxation and Hosting. Multiple Entrances throughout the Property offer Flexibility, Privacy, and Ease of Access. Extensive Upgrades ensure Peace of Mind and Modern Efficiency: 3 Laundry Areas, New Windows, Interior Doors, and Flooring throughout. Contemporary Light Fixtures. Central Heating and Cooling for Year-Round Comfort. Newer Oil Tanks. Massive Basement with Upgraded Foundation, Offering Incredible Storage or Future Expansion Potential. Brand New Septic!

29 Rte 37 E, Sherman
160 Olmstead Hill Rd, Wilton
$1,899,000
4 Beds ⋅ 3 Baths ⋅ 24211293 MLS
Located at the top of coveted Olmstead Hill, with rear views of spectacular 50 acre conservation/protected parcel of land. Classic Connecticut country home blends vintage farmhouse charm with thoughtful renovation and all of the modern conveniences. Sun-filled, fabulous open floor plan and loads of glass to bring the beautiful surroundings in! Chefs kitchen includes a gas fireplace, marble counter tops and high end appliances including built-in coffee maker with dedicated water line.There are two flexible, work from home locations on the second floor in addition to three bedrooms plus the primary bedroom with spacious, ensuite bath. GORGEOUS BARN WITH HEAT AND AC WAS COMPLETELY RENOVATED IN 2013. VERY SPECIAL, ADAPTABLE SPACE FOR MUSIC, ART STUDIO OR PARTIES. Recent improvements include exterior painting of barn, main house and detached garage in 2024. New oil tank 2025 and all hardwood floors throughout were sanded and refinished 2026. ADDITIONAL PHOTOS INCLUDING INTERIORS WILL BE PUBLISHED NEXT WEEK

160 Olmstead Hill Rd, Wilton
60 Bridle Trl, Fairfield
$1,899,000
4 Beds ⋅ 4 Baths ⋅ 24202150 MLS
Classic Greenfield Hill Colonial located in desirable Galloping Hill neighborhood. Wonderful turn-key home has been gently lived in and boasts Formal Living Room with wood burning Fireplace & Formal Dining Room with coffered ceiling and Butler's Pantry. Light-filled Kitchen with new backsplash & Quartzite counter tops offers good space for cooking & entertaining. Laundry Room and Powder Room are located off Kitchen. Family Room with its wood burning Fieldstone Fireplace features roomy space and opens nicely out to refreshing blue slated Patio. Home Office is located on Main Level. Beautiful mill work greets you as you ascend the staircase to the Upper Level. Spacious Primary en-suite Bedroom, en-suite 2nd Bedroom, plus 2 additional well-proportioned Bedrooms and Hallway Bath complete the 2nd Level. Walk-up Attic provides excellent storage. Partially finished walk-out Basement (784 sq ft) offers work out space & space for children to play. Basement with add'l 1,134 unfinished square footage provides opportunity & abundant storage space. Insulated 600 sq ft space located above 3 car Garage could make ideal Bonus Room. Plenty of shopping & dining on either Black Rock Tpk or Downtown Fairfield. The wonderful coastal community of Fairfield boasts 5 scenic beaches. 60 Bridle Trail is an excellent & welcoming family home just minutes to the Merritt Pwy, 10 minutes to I-95, train and downtown.

60 Bridle Trl, Fairfield
149 Don Bob Rd, Stamford
$1,899,000
4 Beds ⋅ 4 Baths ⋅ 24186077 MLS
Discover this stunning newly constructed 4 BR, 3.5-bath home in desirable North Stamford, offering modern elegance set on a beautifully private lot. The heart of the home is the gourmet kitchen featuring Thermador appliances, including a professional-grade gas range, along with a Bosch dishwasher. It boasts white shaker cabinetry, a striking marble tile backsplash, luxurious quartz countertops. The kitchen opens seamlessly into the family room with a cozy gas fireplace with white mantel and stone surround. Formal living room and convenient built-in cubbies in the mudroom. Sliding glass doors off the kitchen lead to a spacious deck overlooking the private backyard - an ideal setting for outdoor entertaining amid natural privacy. Upstairs, 4 generous bedrooms include a primary suite with walk-in closet and bath. One additional hall full bath. Second floor laundry plus an office. A standout feature is the large finished third-floor family room, perfect for a home theater, playroom or gym. Additional highlights include a 2 car garage and a spacious unfinished high ceiling basement. Throughout the home you'll enjoy light hardwood flooring, abundant natural light from oversized windows and the quality of true new construction. This move-in-ready residence is contemporary luxury. SUN 9/20 OPEN HOUSE HAS BEEN CANCELED

149 Don Bob Rd, Stamford
767 Ridgebury Rd, Ridgefield
$1,899,000
3 Beds ⋅ 3 Baths ⋅ 24183630 MLS
Thoughtfully custom-designed and inspired by classic New England architecture, this exceptional ranch offers the ease of true one-level living with outstanding opportunities for future expansion. Currently under construction with anticipated completion in September, there is still time to personalize finishes with generous allowances for kitchen cabinetry, appliances, bath fixtures, and tile selections. Set on a private 2-acre lot with room for a pool, this rare custom home features a 3-car garage, durable Hardie Board siding, efficient propane heat, an inviting 11' x 17' covered front porch with Ipe decking, and a spacious 14' x 29' Trex rear deck. Andersen 400 Series windows, extensive moldings, and quality craftsmanship are showcased throughout. The unfinished walk-up second level offers 600+ sq. ft. of easily finished space ideal for a recreation room, home office, guest suite, or family retreat. Additional septic capacity allows for a potential fourth bedroom. The lower level features 8' ceilings and two sets of sliders to the backyard, creating another excellent opportunity for future finished living space. Conveniently located on a country access way, this peaceful setting is just minutes from commuting routes, shopping, dining, and top-rated schools. Built by Sturges Brothers, Ridgefield's renowned multigenerational builder, this home represents a rare opportunity to own a custom residence that combines true one-floor living and timeless New England style.

767 Ridgebury Rd, Ridgefield
36 Lyons Plain Rd, Westport
$1,899,000
4 Beds ⋅ 4 Baths ⋅ 24177591 MLS
Lovely 2.36 acres of river front land in Westport, with 300 ft. frontage on the Aspetuck River. Total tranquility! This home offers four large bedrooms including Primary bedroom with fireplace and full bath. Nice large kitchen, and a Great Room with a fireplace that opens to the deck with beautiful views of the river. Lots of privacy, and a beautiful setting! A wonderful opportunity for a renovation as is, or new build. Great location. Town appraisal is $1,898,400.00.

36 Lyons Plain Rd, Westport
10 Hillcrest Ct, Ridgefield
$1,899,000
7 Beds ⋅ 3 Baths ⋅ 24174920 MLS
NOW OFFERED AT $1,999,000! One of Ridgefield's most extraordinary values with breathtaking year-round views overlooking Lake Mamanasco. Perched high above the lake on 2.5 private acres bordering protected Ridgefield Conservancy land, this architectural masterpiece by award-winning builder Carl Lecher blends timeless design with an unmatched connection to nature. Every square footage is fully well above ground level with steel beam construction, soaring ceilings, walls of glass, exposed beams, and solid maple flooring create dramatic living spaces flooded with natural light. Expansive wraparound decks capture spectacular lake and distant mountain views from nearly every room. The chef's kitchen flows seamlessly into inviting entertaining spaces, while the private primary suite occupies its own level with panoramic views, spa-inspired bath, walk-in closet, and dedicated laundry. Separate entrance, full bath, laundry, and kitchenette offers exceptional flexibility for multigenerational living, guests, wellness, or remote work while being nurtured by nature. Spectacular sunrises over lake and mountain views. Recent improvements include a newer roof, updated kitchen finishes, blue stone patios, fresh interior paint, and new well system. Enjoy optional Lake Mamanasco Beach Club membership with swimming, fishing, kayaking, and beach access. Just minutes to Ridgefield's award-winning Main Street and only one hour from NYC.

10 Hillcrest Ct, Ridgefield
9 Wilson Ridge Rd E, Darien
$1,895,000
4 Beds ⋅ 3 Baths ⋅ 24210698 MLS
Nestled at the end of a cul-de-sac in one of Darien's most desirable neighborhoods, 9 Wilson Ridge Road East offers a wonderful opportunity to create a home that's distinctly your own. This four bedroom two and a half bath home has a welcoming floor plan for today's lifestyle. The main level has a living room with a fireplace, a formal dining room and a spacious eat in kitchen with a generous family room. A separate Den offers a private space for work or relaxation while the Sunroom provides an inviting spot to relax and enjoy the outdoors. Upstairs the primary suite is joined by 3 additional bedrooms, hardwood floors throughout the home. A large unfinished basement offers exciting potential for additional living space. A two car attached garage adds everyday convenience. Set on a beautiful half acre lot, this home is just minutes from the Noroton Heights train station, Darien Commons, and Heights Crossing, with restaurants, cafes, shops and daily essentials close by. With its inviting setting and exceptional location, this is a rare opportunity!

9 Wilson Ridge Rd E, Darien
203 S Benson Rd, Fairfield
$1,895,000
5 Beds ⋅ 5 Baths ⋅ 24211141 MLS
Created by Tanner White and Towle Custom Builders, 203 South Benson is what happens when thoughtful design, exceptional craftsmanship, and a clear point of view come together. Custom built for its owners, every decision was made with real life in mind-from soaring ceilings and oversized windows to an open, loft-like floor plan that feels sophisticated yet remarkably inviting. At its heart, an extraordinary kitchen is anchored by an 88-inch marble island designed as much for gathering as cooking. Friends pull up a chair. Dinner spills into conversation. And when the doors open, life moves naturally outside to the heated pool, turf lawn, and built-in grill. Even the lower level was designed differently, with raised ceilings that make it feel like a true extension of the home. A full room over the garage with a full bath offers the flexibility of a fifth bedroom, guest suite, or office. Direct garage access, a Tesla charger, and front and rear garage doors add everyday ease. And perhaps the greatest luxury: leave the car at home. Walk to Sherman Elementary, the beach, and town. Modern, sophisticated, inviting-and designed around how people really want to live.

203 S Benson Rd, Fairfield
13 Chestnut St, Darien
$1,895,000
4 Beds ⋅ 3 Baths ⋅ 24206839 MLS
Charming bungalow-style home offering easy one-floor living, abundant natural light, high ceilings and character throughout. A welcoming front porch sets the tone, while freshly painted interiors provide a bright, fresh backdrop. The spacious great room features a striking stone fireplace, built-in bookcases and generous proportions for everyday living and entertaining. The kitchen enjoys views across the expansive, level backyard, and three bedrooms and two full baths complete the main level. The walk-out lower level adds exceptional flexibility with a family room featuring French doors opening directly to the patio, plus an additional bedroom and full bath. Turn-key and ready to enjoy today, the home also offers exciting expansion potential and flexibility to grow over time. A standout feature is the convenient location-just a short walk to Noroton Heights shopping, restaurants, amenities and train station, as well as Middlesex Middle School and Darien High School. An extensive network of neighborhood streets offers additional opportunities for walking and outdoor activity. A place to call HOME!

13 Chestnut St, Darien

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