luxury houses for sale Connecticut, United States (page 22)

Originally a turn of the century horse racing track named Field Point Park, the prestigious Field Point Circle Association is now one of Greenwich’s most coveted guard-gated enclaves. Distinguished by its exclusive address, this grandly proportioned French-inspired manor of 9,565 +/- square feet combines stately elegance on a level 2.2 acres with exquisite privacy and a pool with spa. Clad in limestone with a slate roof, the six bedroom, seven full and two bathroom residence is is distinguished by a flexible floor plan, offering a primary suite option on both the first and second floors. Principal entertaining spaces—an elegant living room, gracious dining room, and refined library—are enhanced by high ceilings and oversized windows that flood the home with natural light. Opening to a grand rotunda with a double-height curved staircase, the marble foyer is the intersection between the east and west wings of the house. On the east side, an elegant formal dining room adjoins the butler’s pantry and opens to the generously sized kitchen with pantry, breakfast area and powder room. There is an attached 3-car garage in this wing, with a laundry room. Formal rooms in the west wing include an airy living room with fireplace and cozy library with fireplace and concealed wet bar which opens through French doors to the private backyard terrace. The ground floor primary suite with dressing room and full bathroom also overlooks the peaceful backyard. There is another first floor en-suite bedroom across the hall. A great room that is perfect for entertaining adjoins the full pool bathroom, kitchenette, bar and dining area which serves as a “pool house” and opens to the main terrace and pool with spa. The great room was originally an indoor pool and the pool is intact below the floor and can be put back into use. Screened by greenery for ultimate privacy, the secluded backyard with verdant level lawn and pool with spa completes this idyllic retreat perfect for all lifestyles. The Field Point Circle Association consists of only 27 homes and offers 24-hour security, while its wide, tree-lined boulevards maintain its glamorous, Gilded Age legacy. In a treasured coastal location, this historic neighborhood offers a compelling mix of proximity to downtown Greenwich, as well as easy access to New York City vis Interstate 95 or the Metro North train.

COMPO BEACH WATER VIEWS at this picture-perfect beach house. Edgewater Hillside is the best-kept secret at Compo Beach, a private Hamptons-style cul de sac where each home is prettier than the next and water views abound. This exceptional residence combines timeless design with high-end amenities and so much space to live and entertain, walking distance to Compo Beach and Old Mill Beach, and moments to Longshore Club Park's golf, tennis, swimming and boating, and downtown. The four beautifully-finished levels are highlighted by so much attention to detail: soaring coffered ceilings, built-ins, and oversized windows taking in the views of the Sound, the Mill Pond and walls of blooming hydrangea. A chef's dream kitchen is equipped with Viking and Subzero appliances, and a fully-equipped outdoor kitchen and stunning stone fireplace make entertaining a breeze in all seasons. The generously-sized primary suite offers a sumptuous bath with soaking tub, walk-in closet and gas fireplace. The versatile floor plan includes a third floor retreat also with jaw-dropping views, balcony and full bath. The fully finished lower level also includes a full bath. The home and road access are not in a flood zone, and city water, sewer and natural gas plus a whole-house generator make life easy. Enjoy privacy, water views and the lifestyle only Compo Beach offers. Even room for a small pool! Also available fully furnished for a turnkey beach residence!

Stunning 1st floor condo a highly desirable and completely turnkey end unit-2 bedroom, 2 bath ranch condo perfectly situated in a vibrant 55+ community. This condo is truly move-in ready with zero effort required! The sunny & spacious unit features a great kitchen will new appliances & granite countertops. Large living room/Dining room with direct access to a wonderful screened in porch. Interior completely just freshly painted. 2 bedrooms offer comfort with BRAND NEW plush carpeting. Laundry room in the unit. BIG BONUS Unit also includes the convenience of a private 1 car garage as well as an interior storage room. This pristine condo offers a maintenance-free lifestyle, plus a community exercise room and relaxation space. Walk to medical offices, bus and shopping. This welcoming environment, makes it the ideal place to sit back and relax.

Own a Piece of Roxbury History! One of Roxbury's three oldest homes, this site has been cherished by seven generations of the Squire family. The existing antique home, while requiring reconstruction, has the potential to be reimagined as a charming guest house, preserving a tangible link to the past. Set on 12.7-acres this property and boasts breathtaking eastern views and the unique opportunity to create a stunning estate on land steeped in local heritage. A partially intact stone foundation (approximately 1500 sq ft) provides a solid base for this endeavor. Imagine building your dream home atop the hill, capitalizing on the panoramic vistas. A beautifully renovated barn, listed as historic landmark, adds further character and value. The property abuts Land Trust for hiking, ensuring privacy and natural beauty. Infrastructure is in place with a completed A-2 survey, installed driveway, and approved septic plans (3-bedroom for the antique home and 8-bedroom for a main residence). Electrical conduit is also installed to the proposed homesite. This land has subdivision potential and is ready for you to create a legacy of your own. **Note: Home is uninhabitable at this time. A full rebuild and renovation is required.

Wonderful Bartlett Hill Home set in the best location near the pool and backing up to acres of woods. Step inside to the perfect floorplan with the Living room, dining room, kitchen, laundry and primary bedroom, plus a two car garage, all on the same level! As you walk around the open floorplan, the sunlight flows in and the view of the woods can be seen from everywhere... The efficient chef's kitchen lends itself to everyday life and entertaining and has loads of cabinet space! The living/dining area flows perfectly and the gas fireplace add warmth and comfort. There is also a sweet deck to enjoy the view and warmer seasons. And the ample primary bedroom is steps away and boasts a large bathroom and walk-in closet. Upstairs there is another bedroom suite for guests and a sweet little office loft. The lower level is completely walk-out and can easily be finished for more square footage. The Bartlett Hill Community is close to shops + grocery stores yet nestled in the quiet hillside. The community is 55+ and is truly a special place to call your new home!

Where New England architecture meets timeless elegance! Experience the pinnacle of shoreline living in this spectacular waterfront estate, perfectly positioned on a private, peninsula-like setting in Sachem's Head community. Boasting breathtaking, panoramic views of Long Island Sound, this 1930s residence is a masterwork of historic character and unique architectural artistry. The home's rich heritage is reflected in its exquisite details, from the enduring beauty of Stony Creek Granite and warm Pecky Cypress woodwork, to the original porthole windows in the grand family room. In the formal dining room, a distinctive ribbed ceiling, designed to evoke the overhead of a classic ship's cabin, creates an unforgettable atmosphere for entertaining. The heart of the home features a generous galley kitchen that balances functionality with style, offering abundant cabinetry, expansive counter space, and dining area with plenty of windows making sure no view is missed. Retreat to the second floor to find six spacious bedrooms, each offering its own unique perspective of the water, while the finished third-floor flex space serves as an ideal game room or private sanctuary. Spread across two manicured acres, enjoy relaxed seaside living with multiple sun porches, an expansive patio for gatherings, and the rare luxury of a private boat house. Take advantage of the Vineyard Place Association amenities, all while being just a short drive from charming downtown Guilford!

Wonderful Bartlett Hill Home set in the best location near the pool and backing up to acres of woods. Step inside to the perfect floorplan with the Living room, dining room, kitchen, laundry and primary bedroom, plus a two car garage, all on the same level! As you walk around the open floorplan, the sunlight flows in and the view of the woods can be seen from everywhere... The efficient chef's kitchen lends itself to everyday life and entertaining and has loads of cabinet space! The living/dining area flows perfectly and the gas fireplace add warmth and comfort. There is also a sweet deck to enjoy the view and warmer seasons. And the ample primary bedroom is steps away and boasts a large bathroom and walk-in closet. Upstairs there is another bedroom suite for guests and a sweet little office loft. The lower level is completely walk-out and can easily be finished for more square footage. The Bartlett Hill Community is close to shops + grocery stores yet nestled in the quiet hillside. The community is 55+ and is truly a special place to call your new home!

This magnificent Round Meadows estate with a fantastic 9700 sf house on 5.346 acres of private property is now on the market for the first time in more than 54 years. Located in the private Tokeneke Association with protected land trust property to the East and West of it, Round Meadows is the ultimate in privacy and natural beauty. The owners had the vision to preserve, restore and ultimately combine the best of an elegant and storied past of the original grandeur of its early twentieth century origins with new and soaring modern spaces. They meticulously recreated the splendor of the arches, moldings, windows, light fixtures and even the original sweeping driveway while updating it for the state-of-the-art fine living of today. Round Meadows' totally renovated 19 room home has 7 bedrooms, 7 full baths, including a spectacular primary suite with spa, 3 half baths, library, office and guest suite. Enter through the 2 story foyer with soaring ceilings to the 3 large entertaining rooms, comprised of the living room, sunroom with bar, and an elegant formal dining room with fireplace. The inviting gourmet kitchen is seamlessly connected to a cozy family room with a fireplace which opens onto extensive terraces that overlook acres of manicured lawns and gardens. Add the 3 car garage off a grand mud hall with bath and laundry. Round Meadows honors the past as it pays forward an aspirational essence in the new construction feel, anchored by old world sophistication.

Enjoy privacy and tranquility in this spacious 3-bedroom ranch set on a beautiful 1-acre lot at the end of a quiet cul-de-sac in Southbury. The home offers a comfortable layout featuring an open kitchen/family room combo with fireplace, living room, dining room, and convenient main-level laundry/mudroom. Step outside from the dining room to a covered deck overlooking a naturally private backyard with a rock wall and established flowering perennials. Additional highlights include a heated basement with separate workshop and garage space, offering excellent potential for hobbies, storage, or future expansion. The home is currently being marketed as a one-bathroom property due to the condition of the hall bathroom, which has been gutted and is ready for renovation (toilet currently in place). This is a wonderful opportunity to update and build equity in a highly desirable location. Property is being sold as-is. Conveniently located just minutes from I-84, shopping, restaurants, and local schools. ***ALL OFFERS SUBMITTED BY 5:00 MONDAY 3/16***

Versatile Gem: Walkable and with Income Potential - This light-filled Cape Cod offers a rare blend of flexible living and a prime location on one of New Canaan's most coveted streets. Whether you envision a grand 4-bedroom, 3-bath single-family home or a savvy investment using the upstairs 2-bedroom apartment, this home currently features a main-floor primary suite, an additional bedroom and bath, open concept dining and living rooms, a dedicated office, and a striking family room with beams and cathedral ceilings (currently serving as a 3rd bedroom for the sellers). The kitchen flows seamlessly onto a private backyard terrace, while the separate second-floor 2-bedroom, 1-bath apartment serves as a legal, $2,000+/month income-producing suite or an ideal in-law residence. Outside, the large and grassy lot acts as a peaceful retreat and a detached two-car garage featuring a workshop and a large loft recreation room. Just steps from the train station, fine dining, and boutique shopping, this property represents an exceptional opportunity to create your dream lifestyle with many living options in a perfect neighborhood setting.

Effortless elegance meets modern convenience in this meticulously reimagined 9 room ranch on 1.8 private acres in coveted Washington. This 2,113-square-foot sanctuary offers sophisticated single-level living with nothing left to do but move in. Light-filled spaces feature two fireplaces with propane inserts and gleaming refinished hardwood floors. Stunning open-concept kitchen/family room showcases Taj Mahal quartz counters, porcelain backsplash, all new appliances including double oven and wine fridge, under counter lighting. Fireplace and stone hearth- ideal for entertaining. Three generous bedrooms include primary suite with Thasso marble bathroom with walk-in shower. Second full bathroom with Thasso marble and tub/shower. Bright half bath features full-sized stacked washer/dryer. Den/Office/4th bedroom w/built-ins. Charming garden room (22x13) with bluestone floor overlooks bucolic grounds. Comprehensive renovation includes new roof, new septic, all new windows, central air, Heil propane boiler, on demand hot water, new electrical panel, custom lighting, and new whole-house generator. Mahogany deck(42x13) expands entertaining space. Walk-out basement provides storage; full attic offers expansion potential. Two car attached garage. Complete turnkey. Near fine dining and shopping in Washington, New Preston, Bantam and Litchfield. Winter skiing at Mohawk Mountain and fishing in the Housatonic River...Steep Rock Park for wonderful walks-Lake Waramaug for a swim. Field card states 4 bedrooms - one bedroom has been turned into a library or office. Garden room is not heated but contributes an additional 286 square feet of living space.

This Charming Antique Cottage sits around the corner from Hopkins Inn and Hopkins Vineyard which both overlook Lake Waramaug. It is in need of some renovation which makes it a great opportunity to make it your own and well worth the effort. It is located in an area of scenic beauty and great estates. In the main level is a generous sized kitchen with a farm sink, an island and stainless appliances. Adjacent is a sweet dining room. A living room with a charming stone fireplace leads to a large sun room. A small reading room and half bath finish the main level. The upper level includes 3 bedrooms, a full bath and the laundry area. There is also a small barn that could be used for a potting shed, art studio or workshop. Enjoy the town beach on Lake Waramaug. The area has many hiking trails and outdoor activities. Enjoy the local farmers markets, restaurants, and boutiques. There are art galleries, local theatre and summer fairs to enjoy. (Will not qualify for FHA mortgage)

*Offer deadline is Monday March 9 3pm* No escalation clauses. This charming 4-bedroom, 2 full bath Cape Cod is the quintessential country retreat, combining casual elegance with everyday comfort. The expanded Cape offers over 2,400 square feet of total living space, includes a beautifully finished lower level with brand new carpet-perfect for a home gym, entertainment room, or office. The main level features an open floor plan connecting the living room and dining/kitchen area, centered around a beautiful wood-burning fireplace. An additional flex space off the kitchen is ideal for a formal dining room, family room, or home office. Two full bedrooms with hardwood flooring and access to an updated, newly tiled full bath complete the first floor. Upstairs, the spacious primary suite includes walk-in closet space, hardwood floors, and additional unfinished attic area ready for your imagination. A large full bath and an additional bedroom with hardwood floors complete the upper level. Recent updates include spray foam insulation in the attic, foam insulation in the walls, water softener and filtration system, new windows, new driveway, new sump pump, and waterproofing of the foundation walls. Set on a picturesque acre on a quiet cul-de-sac, this home features a generous deck overlooking the flat backyard-the perfect setting for outdoor seasonal gatherings. .

Experience the pinnacle of sophisticated living in this extraordinary estate by renowned builder Kaali-Nagy, perfectly situated within walking distance to the village, train, and nature center. The residence showcases impeccable craftsmanship throughout, defined by extensive custom moldings, intricate wainscoting, and an effortless flow designed for both grand entertaining and intimate daily life. At the heart of the home, a gourmet chef's kitchen features a sun-drenched breakfast room and a butler's pantry, with French doors opening to one of three private terraces for seamless indoor-outdoor transitions. Designed to elevate everyday living, the home also boasts a fully equipped private home gym, an inviting billiards room and media area, perfect for relaxed gatherings.The private property is equally impressive, boasting a spectacular 20 x 40 heated gunite pool surrounded by professionally designed, mature landscaping that creates a serene and secluded outdoor retreat-ideal for summer entertaining or peaceful relaxation. This thoughtfully designed floor plan includes five spacious ensuite bedrooms, each boasting its own walk-in closet, ensuring unparalleled comfort for family and guests alike. Complete with the modern convenience of a private elevator serving the home's multiple levels, this property offers a rare blend of timeless architectural detail, exceptional amenities, and a premier walk-to-everything location.

30 acres of stunning farmland with cleared meadows framed with beautiful stone walls, beautiful mature trees, walking and hiking trails, multiple storage buildings, and a beaver pond. The rustic farmhouse has had lots of updates over the years with a standby generator, forced hot air (With ductwork for adding central air), custom built-ins for storage, beautiful wide plank floors, a covered porch and much more. The barn/ garage has a large workshop space and/or office space and lots of storage space.

An unbeatable location, 37 Lantern Hill is set in one of Madison's most desirable in-town neighborhoods. Close to sandy beaches, charming town center and the Madison Country Club, recreation and everyday conveniences are right at your doorstep. Traditional by design with ten foot ceilings, abundant natural light and generously scaled rooms that create an airy feel, ideal for relaxing or entertaining. Five well appointed bedrooms offer private welcoming guest options. A main level open concept perfectly connects the dining, living and kitchen areas, a purposeful layout that flows beautifully. custom millwork and thoughtful finish details everywhere will not disappoint. The expansive great room is perfect for movie nights, casual get togethers or a quiet evening by the fire. Outside the property transforms into your own private resort. Lush landscaping surrounds a very private bluestone patio with outdoor fireplace for an inviting setting for year-round entertaining. Enjoy the heated saltwater pool and chic pool house with its own bath and outside shower. Meticulously maintained this much admired home offers and exceptional balance of scale, sophistication and warmth in the heart of Madison. (Town field card being adjusted to show correct above grade sf 5837)

Discreetly set within Pine Orchard's desirable Juniper Point Association, this fully updated residence offers refined coastal living with a sophisticated designer aesthetic. A striking glass entry welcomes you into light-filled interiors thoughtfully designed for both elegance and everyday comfort. The home centers around a stunning chef's kitchen featuring marble countertops, full marble backsplash, an oversized waterfall island, and professional-grade appliances, seamlessly opening to the main living area. A fireplace and custom built-ins anchor the space, creating an inviting setting for daily living and entertaining alike. The main level also includes a private living room and a dedicated home office, offering flexibility for today's lifestyle. Upstairs, the serene primary suite serves as a true retreat with an expansive walk-in closet and a spa-inspired bath with curated designer finishes. A versatile floor plan allows the home to live generously for a larger household while remaining ideal for empty nesters. A fifth bedroom provides an excellent option for a guest or in-law suite. Multiple access points lead to an outdoor blue stone patio with a dramatic fireplace, enhancing seamless indoor-outdoor living. Complemented by a two-car attached garage, private beach rights, direct access to the Trolley Trail, and walk to Pine Orchard Country Club. A rare opportunity for turnkey luxury living in one of Connecticut's most sought-after coastal communities.

Ultra convenient location on 10 lovely acres in downtown Greenwich, this co-op must be seen to be appreciated. Exceptionally bright 2 BR apartment with many updates and improvements, Plenty of closet space, dedicated storage in the building basement, washer and dryer in unit. A pet is allowed with restrictions. Plentiful on site parking and garage space subject to availability on a first come, first served basis. One time capital assessment of .5% of sale price due at closing.

HOMEWOOD – This remarkable country compound is one of the precious few eighteenth and nineteenth century shingle style Colonial Revival estates remaining in Fairfield County. Dating back to 1750, the original pre-Revolutionary War home captivated the attention of prominent New York City banker, George Haven, who purchased the home in 1890 and expanded it significantly including a glorious 50 foot ballroom designed by Elsie de Wolfe, nineteenth century designer, rivaling the best of her work in New York City. Today, after two million dollars of extensive and thoughtful updates over the past decade, Homewood is unparalleled in its historical detail and state of the art features. Total 12,853 square feet on three levels with more than 20 rooms, 13 original fireplaces, eight or more bedrooms, seven full and two half bathrooms; pool house with kitchen, full bathroom, and changing rooms; heated gunite pool and spa; three carriage style garages with porte-cochere; multiple porches and terraces; set on 3.22 manicured and level acres. Highest attention to detail: front to back Great Hall with ingenious ceremonial mahogany staircases; expansive chef's kitchen and butler's pantry; oversized formal dining room with breakfast alcove; plus primary suite with private balcony, multiple closets and two sumptuous bathrooms offering radiant heated floor, steam shower, and jetted tub. Vast third floor with additional bedrooms, artist studios, even a cookbook library, plus elevator to all levels in the home. Additional: nine zones of HVAC; three zones of radiant heating; generator; irrigation system; Glen Gate designed stone terraces, flowering gardens and orchard; all in premier Silver Spring location, just moments to the New York border.

Effortless Luxury: The Modern Flat at The Quartier - timeless luxury through 21 bespoke residences. Redefine your standard of living in this nearly 1,300 sq. ft. bespoke sanctuary, where high-end architectural design meets the seamless ease of single-level luxury. Located in the vibrant heart of New Canaan, this 2-bedroom, 2.5-bath residence welcomes you through a private terrace entrance into an expansive open-concept great room with gas fireplace, illuminated by a gallery of oversized windows and grounded by 7 wide-plank white oak flooring. The epicurean kitchen-a masterclass in style featuring German-engineered Leicht cabinetry, quartzite counters, Watermark fixtures, and professional-grade appliances-flows perfectly for entertaining, while the primary suite serves as a secluded retreat with its spa-inspired bath and generous walk-in closet. As a cornerstone of a boutique community committed to sustainable innovation through solar and Geo-thermal energy, this residence offers a curated white-glove lifestyle including a full-time concierge, state-of-the-art golf simulator, and professional fitness studio-all mere steps from elite boutiques, world-class dining, and the NYC train.

Hillandale is a once-in-a-lifetime offering—an extraordinary opportunity to own one of the most iconic and expansive estates in the region. Encompassing approximately 268.2 sylvan acres, this landmark property gracefully spans the New York/Connecticut border, offering stunning views over formal gardens, a private lake, and rolling woodlands. Total privacy, historic pedigree, and timeless elegance define every aspect of this extraordinary estate. At its heart stands a majestic European-style stone manor, originally constructed in 1900 and once owned by the Sulzberger family, publishers of The New York Times. The residence has since been expanded and masterfully restored by the current owners, now offering more than 15,000 square feet of refined living space. Exquisite materials—imported antique marble, limestone, onyx, mosaic tile, and stained glass—adorn the interiors, where craftsmanship of a bygone era meets the comforts of modern luxury. The stately manor features eight bedrooms and ten full and four half bathrooms, anchored by grand formal living and dining rooms with intricately carved wood paneling and elegant fireplaces. A gracious library, conservatory, cloakroom, and breakfast room add to the home’s refined flow and character. At the center of the home’s leisure offerings is a spectacular indoor Olympic-sized pool, clad in Italian mosaics, complemented by a second outdoor pool and adjacent pool house—ideal for warm-weather entertaining. The grounds are as captivating as the interiors, with private lakes, formal gardens, wooded trails, and a whimsical hedge maze designed for children. More than five miles of private roads wind through the estate, offering serene views and access to a variety of outdoor amenities, including a tennis court, greenhouse, two horse barns, and four additional guest or staff residences. With its clay-tiled roof, enduring stone construction, and unparalleled sense of scale and privacy, Hillandale is more than an estate—it is a generational legacy. Whether envisioned as a private retreat, equestrian compound, or world-class residence for entertaining on a grand scale, Hillandale stands as a rare jewel in the heart of the tri-state countryside.

This home is a STUNNER! Breaking ground early spring on an incredible new construction Farmhouse Colonial in Canton's picturesque, sought-after Bel Aire Lane neighborhood at the end of a tranquil cul-de-sac.This is your once-in-a-lifetime opportunity to build your dream home on 3+ glorious wooded acres surrounded by nature~peace and serenity abound.Gorgeous 3,750 SF modern farmhouse features 4 bedrooms, 3.5 baths, and a 3-car garage, showcasing unparalleled craftsmanship in every detail. The crown jewel? A stunning first-floor primary suite with cathedral ceiling, hardwood floors, spa-like bath with tiled shower and soaking tub, plus a spacious walk-in closet. Light & airy throughout w/ oversized Marvin windows, the chef's kitchen boasts an expansive center island, high-end cabinetry, and quartz countertops flowing into a sunny dining area. Spectacular great room features an 11-foot ceiling, gas log fireplace, and sliders opening to an enormous covered porch and patio-perfect for hosting holidays, family gatherings, and entertaining. Natural hardwood floors span the first level alongside a private office tucked behind the kitchen. Upstairs: fantastic loft, three generous bedrooms, two full baths, and a knock-your-socks-off media/exercise room. Cathedral and 9-foot ceilings add dramatic appeal. Construction hasn't started-there's plenty of time to make it your own! Convenient to town center, shops, fine dining, Ski Sundown, Bradley International airport & more.Build the DREAM.

Step into timeless New England charm with this enchanting antique home, circa 1760, ideally set in the heart of the beloved shoreline community of Westbrook. Rich in character and history, this beautifully maintained residence blends classic period details with modern comforts for effortless coastal living. Featuring five inviting fireplaces, the home offers warmth and ambiance throughout, with thoughtfully preserved architectural details that celebrate its heritage. An in-ground heated pool creates a private backyard retreat—perfect for summer gatherings, relaxation, or entertaining after a day at the shore. Enjoy an unbeatable walk-to-everything location just moments from the beach, playground, charming town center, dining and community events. The spacious two-story barn includes valuable extra storage or flexible space for hobbies, beach gear, game room or workshop use. Located in a desirable beach community, this special property also boasts a proven and successful rental history, offering excellent income potential or a seamless blend of personal use and investment opportunity. A rare opportunity to own a piece of history in a prime shoreline setting—where coastal lifestyle, character, and convenience come together beautifully.

Oh, My Darling: Clementine. This 1752 Georgian Colonial is the missing piece in your New England dream. Lovingly and thoughtfully renovated by its current steward, no detail has been overlooked yet the home's original character remains beautifully intact: hand forged hardware, hand hewn beams, and wide plank floors. Enter through the gracious mudroom, which opens into the living room, where exposed beams immediately draw the eye. Lime plastered walls and floors refreshed with a soft white finish create a space that feels both historic and quietly modern, the perfect room for welcoming guests. The dining room offers generous proportions, easily accommodating a large table for gatherings with family and friends. Just beyond, a cozy first floor office provides a convenient and secluded workspace. The kitchen is bathed in natural light from abundant windows. Tasteful updates, including new appliances and quartz countertops, lend a clean, modern serenity while remaining true to the home's character. A full bath is tucked just off the kitchen for added ease. At the front of the house, an additional living room features built-in bookcases, hand hewn beams, and ample space to settle in with a good book. Upstairs, four bedrooms are thoughtfully arranged across two staircases. One wing holds the primary bedroom, gracious in scale and filled with natural light, a true country retreat along with another bedroom and a full bath. The opposite wing, accessed by the staircase off the kitchen, offers two additional bedrooms and a classically updated full bathroom. Throughout, paint colors, hardware and fixtures have been painstakingly and thoughtfully selected. Outside, the lawn is expansive and flat, ideal for summer croquet or leisurely afternoons. In warmer months, hydrangeas and boxwoods thoughtfully frame the house, while a small porch offers a quiet place to unwind. A two car garage sits discreetly back from the home, with its own driveway entrance from Honey Hill. Set in North Canaan, this lovely home is just one mile from the town center home to a beloved yoga studio, coffee shop, theater, and restaurants and two miles from Salisbury. Spend winter days skiing in Great Barrington or Cornwall, summer evenings at Tanglewood, and quiet mornings fly fishing on the Housatonic. You've found the sweet spot of New England.

Historic Elegance Meets Modern Luxury at 66 High Street , Leete Building. Welcome to an extraordinary residence where Guilford's heritage blends with contemporary sophistication. This impeccably appointed 2-bedroom+, 2-bath condominium with office/guest room is situated in the prestigious 66 High Street complex-a masterful transformation of an historic site into luxury living. Built in 2018, the Leete Building is one of four state-of-the-art structures that honor the site's storied past while delivering uncompromising modern amenities. YOUR SECOND-FLOOR SANCTUARY: Soaring 9-foot ceilings create an airy atmosphere throughout. Tranquil marsh views unfold with glimpses of Long Island Sound creating a serene coastal backdrop. STATE-OF-THE-ART KITCHEN: * Sub-Zero refrigerator * Wolf Gas cooktop, wall oven & convection microwave * Wine cooler & dishwasher THOUGHTFUL DESIGN: * 2 spacious bedrooms * Versatile office/guest room * 2 full bathrooms * Open floorplan * Fireplace flanked by windows with view of the marsh and LIS * Covered patio overlooking courtyard and the historic mill building * Natural gas heating/cooling * City water * Covered garage parking below with elevator. WALKABLE LIFESTYLE: Steps to Guilford's historic Green, restaurants, boutique shops, marina, beaches, and Shoreline East Railroad Station for easy commuting. This is more than a home-it's a lifestyle of refinement, convenience, and coastal elegance. Live where history, luxury, and location converge.