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$3,595,000
7 Beds ⋅ 6 Baths ⋅ 24189710 MLS
Exquisite Stonington Estate. Set amidst 10.19 manicured acres of breathtaking privacy and natural beauty, the extraordinary Crossover Estate offers the very best of refined coastal living just moments from the charming Stonington Borough and Historic Downtown Mystic. The best of One-Level Living. This exceptional family compound is bordered by a tranquil pond and brook on one side, with a picturesque estuary leading to Long Island Sound on the other. Ideally positioned between Boston and New York City, and only minutes to Mystic, Watch Hill and the Mystic Amtrak station, this remarkable estate offers effortless access for both weekend escapes and year-round enjoyment. The best of one-level living with an expansive and luxurious primary suite. The stunning main residence features 4 spacious bedrooms, 3 Full 2 Half beautifully appointed baths, designed with elegant comfort and seamless entertaining in mind. Exceptional interior finishes include a gourmet chef's kitchen with premium Wolf appliances, steam oven, microwave drawer, custom cabinetry, and sophisticated designer details throughout. Complimenting the main residence is a charming 3 Bedroom 1,276 Sq Ft Guest House, along with a spectacular pool and pool house complete with full kitchen, bath, and sauna, and Sports Court. Also - Main House with 3 Br Guest House, Pool with Pool House and Sports Court situated on 10.19 manicured acres and including 11.07 acre building lot are available for $4,459,000. Continued:

455 Stonington Rd, Stonington
$3,595,000
5 Beds ⋅ 4 Baths ⋅ 24190330 MLS
Steeped in history and prominently positioned in the heart of Essex Village, the distinguished "Frederick Scholes House" (circa 1890) offers a rare opportunity to own a landmark waterfront estate. Cherished by its current owners for 49 years and nestled on a quiet lane along picturesque Middle Cove, just off the Connecticut River, this property seamlessly blends timeless character with refined living. Set on a .45 private lot, this meticulously maintained antique residence spans approximately 3,769 square feet and captures serene water views from its beautifully landscaped grounds. Despite its central village location, just moments to shops, dining, and marinas, the home offers an exceptional sense of privacy and tranquility. Rich in architectural charm, the home features soaring ceilings, expansive windows, and elegant, light-filled interiors that reflect generations of thoughtful stewardship. Once known as one of the village's grand homes, its legacy continues today as a warm and inviting retreat with sophisticated style and historic integrity. Designed for both everyday living and entertaining, the property includes a spacious three-car garage and generous living areas that honor its past while accommodating modern lifestyles. The grounds unfold toward the water, offering a peaceful backdrop and a true connection to Essex's coastal beauty. This Historic Essex Village waterfront home is a rare offering where heritage, location, and lifestyle converge.

10 Scholes Ln, Essex
$3,595,000
5 Beds ⋅ 6 Baths ⋅ 24163499 MLS
Welcome home to the Gold Coast of Norwalk. Location, space and timeless design come together in this stunning turn-key colonial with waterviews of Long Island Sound. Set on one acre in Norwalk's coveted Shorehaven neighborhood, it's just a short walk to Sandy Beach and the Sprite Island Yacht Club boat launch. Custom features and 10-foot ceilings elevate the main level and make it ideal for both everyday living and entertaining. The family room flows seamlessly into the eat-in kitchen. A generous deck overlooking the backyard is perfect for relaxing or hosting friends. The first floor private office with full bath also serves as a guest bedroom. Upstairs, the primary bedroom features a fireplace and a sumptuous bath that opens to an outdoor deck. The third floor offers an entertainment center with full bath and an additional office space. New additions include a full house generator, outdoor lighting, a fire pit and patio. Nearby is the Shorehaven Country Club as well as The Shore and Country Club, a private club on Long Island Sound offering members a 25 yard pool, a separate wading pool, 10 tennis courts, beach areas on the Sound, a marina with boat slips, as well as dining and social areas for events, meals and gatherings. 3 Shorehaven is just minutes to Norwalk's famous SoNo district for great restaurants and entertainment. Room for a pool. Within one hour to NYC.

3 Shorehaven Rd, Norwalk
$3,550,000
6 Beds ⋅ 7 Baths ⋅ 24191286 MLS
In today's world, there is nothing more important than having a place to gather. This private retreat with a stunning residence and amazing recreational facilities can become your own private sanctuary with a tennis court, heated Gunite pool and separate pool house set among lush, meticulously curated grounds on almost 2.4 acres. This 6,700-square-foot shingle-style residence offers refined luxury across three expansive levels, combining architectural sophistication with a warm sense of livable comfort. The main level flows beautifully and showcases dramatic interiors with large gathering spaces, gourmet kitchen facilities and incredible entertaining capabilities. The main floor primary suite serves as a luxurious private retreat with his and her bathrooms and separate sitting room/office. Upstairs, three additional bedrooms continue the home's commitment to comfort and privacy. The finished lower level extends the home's appeal with numerous recreational spaces and a full bath. Beyond the impressive interiors, the grounds are truly breathtaking. A rhythm of blooming flowers and mature landscaping creates a sense of beauty throughout all four seasons, thoughtfully designed to offer year-round color and serenity. Located on a private cul-de-sac, this home is a true compound-balanced, gracious, and masterfully executed, offering unparalleled living inside and out. Once you have arrived, it will be hard to leave!

9 N Ridge Rd, Westport
$3,500,000
3 Beds ⋅ 4 Baths ⋅ 1421365 MLS
Nestled in Warwick's sought-after Potowomut neighborhood just steps from two beaches, this 2019 Shingle-Style masterpiece seamlessly blends indoor and outdoor living. Experience luxury living in this exquisite Oceanfront home featuring classic double gambrel rooflines, gray shingle siding, and classic white architectural trim. Perfectly situated with 110' of direct oceanfront, this property includes a deep-water dock (8.5' depth at high tide) with a 20'x8' Trex float and deeded buoy. Stroll directly to two neighborhood beaches from your private oasis! Designed to maximize sweeping water views, the sunlit interior boasts wide-plank oak floors, multi-level balconies, walls of glass, a dedicated office, and a sunroom with floor-to-ceiling bay vistas. The chef's kitchen features custom cabinetry, quartz counters, double oven, gas range, a massive 13' island. The private primary suite wing offers vaulted ceilings, fireplace, dual walk-in closets, soaking tub, and a private deck overlooking the bay. Outdoor living is unmatched: 1,700 sq ft multi-level stone patio lined with sea roses, custom gas fire pit under an open-air pergola with swing seating, 325 sq ft Trex deck, and a 220 sq ft covered patio with fan and ambient lighting. Additional highlights include a heated driveway, LED lighting throughout, and a 700 sq ft private-entry in-law suite complete with separate utilities, deck, and an oceanfront patio with a 20' seawall.Sheer coastal magnificence

105 Charlotte Drive, Warwick
$3,500,000
3 Beds ⋅ 3 Baths ⋅ 24196231 MLS
Where the river meets the ocean, an extraordinary waterfront legacy awaits. Discover The River Estate at Shawandassee, one of the region's most captivating riverfront estates, where 1.06 acres of meticulously manicured, park-like grounds and more than 200 feet of pristine waterfront create an unparalleled coastal sanctuary. Launch your boat from the private deep-water dock and cruise effortlessly to Long Island Sound, Fishers Island, and beyond, or spend the day enjoying the rare grandfathered waterfront boathouse complete with electricity and running water, and a private beach. Spend your days sport fishing, shellfishing, kayaking, paddleboarding, boating or simply soaking in the serenity of life on the water. Complementing this remarkable setting is a charming pony barn attached to a two-car garage and a beautifully updated 2,700-square-foot residence offering three bedrooms and three full baths. This is far more than an exceptional property-it is a once-in-a-lifetime waterfront estate where luxury, privacy, and the timeless beauty of New England's coastline come together to create a lifestyle few will ever experience. Inside, timeless craftsmanship and warmth welcome you home. The inviting living room welcomes you with hardwood floors, a classic wood-burning fireplace and a picturesque window seat perfectly, positioned to take in the patio, beautifully landscaped grounds and tranquil water views.

7 Shawandassee Rd, Waterford
$3,500,000
24195384 MLS
This attractive two-story office building offers 31,366 SF of flexible floor plan. Ideal for a corporate headquarters, medical practice, educational or government use. Built in 1988, it is ADA accessible to all floors. It is in a professional business park setting with access to I-95, downtown New London, Electric Boat, Lawrence & Memorial Hospital, restaurants, shops and the city's vibrant waterfront district.

2 Shaws Cv, New London
$3,500,000
4 Beds ⋅ 4 Baths ⋅ 1416448 MLS
Commanding panoramic ocean views and Narragansett's iconic coastline, this classic 1945 Colonial offers an exceptionally rare opportunity in the coveted Wesquage neighborhood. Perched to capture panoramic vistas of the Atlantic and just moments from the exclusive sands of Wesquage Beach via a private walking trail, this exceptional property offers a lifestyle few are fortunate enough to experience. Lovingly maintained through generations, the home offers over 4,000 square feet of living space and an exceptional opportunity to reimagine a classic coastal residence. The spacious floor plan features a large kitchen, multiple living and sitting rooms, a three-season room, and a sunroom perfectly positioned to enjoy the views and a good book. The layout of the home provides abundant space for entertaining, family gatherings, and summers by the shore. Four bedrooms and four full bathrooms offer comfortable accommodations, while the home's size, setting, and remarkable views provide the perfect foundation for a thoughtful renovation or custom coastal retreat. Properties of this caliber and location are rarely available. Whether restored to honor its history or transformed into a new coastal masterpiece, this remarkable property offers an opportunity that is increasingly rare along Narragansett's shoreline. With private access to Wesquage Beach, breathtaking ocean views, and a legacy of cherished family memories, this is a rare chance to create your own lasting coastal legacy.

7 Jenckes Court, Narragansett
$3,500,000
4 Beds ⋅ 6 Baths ⋅ 1414114 MLS
Welcome to 30 Angell Court, a rare waterfront retreat offering panoramic views across Narragansett Bay. Meticulously transformed with sophisticated design and exceptional craftsmanship, this remarkable residence blends timeless elegance with modern luxury. Thoughtfully designed for both entertaining and everyday living, the home features expansive, light-filled spaces and seamless flow throughout. At the heart of the home is a spectacular gourmet kitchen appointed with custom finishes, premium appliances, artisanal details, and a substantial center island. The upper level offers a private sanctuary highlighted by a luxurious primary suite with a fireplace and captivating water views. Generously sized guest bedrooms, along with an impressive study and library, provide inviting spaces for work, reading, and relaxation. The walkout lower level extends the living space with ample room for recreation, entertaining, and overnight guests. Outdoors, beautifully landscaped grounds create a resort-like setting. A heated swimming pool is complemented by an elegant pool house featuring a kitchenette, full bath, and lounge area. Multiple stone patios and terraces provide ideal spaces for outdoor dining and enjoying spectacular sunsets over the bay. This extraordinary waterfront property offers convenient access to golf, tennis, and other recreational amenities. A rare opportunity to own one of the area's most distinguished homes.

30 Angell Court, Warwick
$3,500,000
24178209 MLS
Fully leased flex industrial warehouse building in the Centerbrook Industrial Park. Excellent historic occupancy, ample parking, easy access from Route 9 and Route 95. Rent roll available with signed NDA.

17 Industrial Park Rd, Essex
$3,500,000
12 Beds ⋅ 6 Baths ⋅ 24175981 MLS
Exceptional opportunity to acquire a thriving six-unit short-term rental portfolio in the heart of Mystic, Ct. Offered as three well-maintained buildings with six guest accommodations, this turnkey hospitality operation provides immediate income in one of New England's most desirable coastal destinations. Located within walking distance of Historic Downtown Mystic, the portfolio benefits from strong year-round demand driven by waterfront attractions, acclaimed restaurants, boutique shopping, marinas, entertainment venues, and a vibrant tourism economy. Guests enjoy convenient access to Mystic's most popular destinations, helping drive occupancy and repeat visitation. The portfolio includes six thoughtfully appointed accommodations across three separate buildings, creating multiple revenue streams and operational flexibility. The properties have been carefully maintained and are positioned for continued success under new ownership. Unlike traditional multifamily investments, this offering represents an established lodging business with immediate cash flow and future growth potential. The combination of location, scale, and guest appeal creates a rare opportunity to acquire a hospitality asset in one of Connecticut's premier tourism markets. Whether expanding an existing portfolio or entering the short-term rental industry, this unique Mystic offering delivers proven income, operational flexibility, and long-term value. Financial and operational information availabl

9 School (4 And 6 School Place)(Mystic) Street, Stonington
$3,500,000
7 Beds ⋅ 6 Baths ⋅ 24169503 MLS
This stunning 1874 Federal house sits on a 3.93-acre lot and backs up to land-trust property. It was fully renovated and designed by Percy Steinhart, the design maven who created Stubbs & Wooton shoes. The estate contains a 6,641 square foot Main House, plus a wonderful Pool House and Carriage House. In the Main House, the spacious Entry Hall leads to the Living Room with a fireplace and a charming bay window. A large Library with a fireplace opens into a spacious Garden Room. The elegant Dining Room has a corner fireplace and double exposures. Adjacent is a gourmet Kitchen with a large island, high-end appliances, and a sizeable breakfast area with a spacious Cloak and Powder Room nearby. The front and back staircases lead to the second floor and a Primary Suite consisting of a large bedroom with a bay window and fireplace, and an elegant en-suite Bath. A second Bedroom with a fireplace is adjacent to the Primary. Two additional Bedrooms with en-suite Baths, and a Laundry Room, complete the second floor. On the third floor is a center gathering room plus two large Bedrooms and Baths. A large, unrenovated room has potential for use as an additional Bedroom, Gym, or Office. The Basement has a two-car garage with a Half Bath and generous storage rooms. The property is beautifully landscaped with a Croquet Lawn, a large pool, and Pool House with an outdoor fireplace for cooking, and a Greenhouse. The Main House and Pool House have updated HVAC systems with Central Air.

148 North St, Litchfield
$3,500,000
1409825 MLS
100-unit approved residential development. The ground development site, located directly behind the former St. Mary's school building, has full approvals for 100 units, including an underground garage. It is also located in an opportunity zone and is included in the National Register's Multiple Resource Area for historical tax credits. Some of the main features would include an environmentally clean and level site, close proximity to city utilities, and conveniently located close to I-95, the Pawtucket Central Falls Commuter Rail Station, the Tidewater Landing soccer stadium, and the East Side of Providence.

163 George Street, Pawtucket
$3,500,000
1409831 MLS
100-unit approved residential development. The ground development site, located directly behind the former St. Mary's school building, has full approvals for 100 units, including an underground garage. It is also located in an opportunity zone and is included in the National Register's Multiple Resource Area for historical tax credits. Some of the main features would include an environmentally clean and level site, close proximity to city utilities, and conveniently located close to I-95, the Pawtucket Central Falls Commuter Rail Station, the Tidewater Landing soccer stadium, and the East Side of Providence.

163 George Street, Pawtucket
$3,500,000
2 Beds ⋅ 3 Baths ⋅ 1409490 MLS ⋅ Bonniecrest BLDG.
Perched on the top floor of the Bonniecrest estate, this penthouse corner residence occupies one of the most coveted vantage points in the community offering unobstructed, front-row views of Newport Harbor with a constant backdrop of sailing and coastal activity. The elevated perspective enhances both privacy and the sweeping coastal panorama, while expansive wraparound decks maximize the setting and connection to Newport's stunning harborfront. Completely remodeled in 2011, the residence reflects a comprehensive renovation including new windows, flooring, HVAC, lighting, electrical, and plumbing. Spanning approximately 2,750 square feet, this 2-bedroom, 2.5-bath corner unit is defined by exquisite craftsmanship and high-end finishes throughout. The designer kitchen is appointed with Miele appliances, custom cabinetry, and quartz surfaces, while marble flooring and finishes elevate the kitchen and baths. Living and dining areas are thoughtfully oriented to take full advantage of the commanding waterfront exposure. Set on 12 manicured waterfront acres designed by Frederick Law Olmsted, Bonniecrest offers a private beach, kayak and paddleboard storage, dinghy dock, heated saltwater pool and spa, clay tennis courts, on-site maintenance, and security. A rare offering within Bonniecrest, distinguished by its premier position, scale, craftsmanship, and exceptional harbor views.

111 Harrison Avenue Unit A18, Newport
$3,500,000
8 Beds ⋅ 8 Baths ⋅ 24158335 MLS
Welcome to The Orange Street Collection, a mixed-use hospitality and residential investment opportunity located in the heart of Downtown New Haven. Positioned steps from Yale University, this asset combines immediate income with meaningful long-term upside in one of the city's most active corridors. The property features over 5,000 square feet of restaurant space across the main and lower levels, including two full kitchens and a flexible layout suited for a flagship dining concept, dual operators, or a hospitality-driven reposition. The lower level offers additional potential for lounge, speakeasy, or private event use. Above, eight residential units provide stabilized income and consistent cash flow, creating built-in diversification and downside protection. This is a rare opportunity to acquire a true mixed-use downtown asset with lease-up potential, strategic location advantages, and strong fundamentals driven by proximity to Yale University, surrounding retail, and vibrant nightlife. Ideal for investors, 1031 exchange buyers, or owner-operators seeking both income and long-term positioning in a growing urban corridor.

99 Orange St, New Haven
$3,500,000
4 Baths ⋅ 24153679 MLS
Welcome to The Orange Street Collection, a mixed-use hospitality and residential investment opportunity located in the heart of Downtown New Haven. Positioned steps from Yale University, this asset combines immediate income with meaningful long-term upside in one of the city's most active corridors. The property features over 5,000 square feet of restaurant space across the main and lower levels, including two full kitchens and a flexible layout suited for a flagship dining concept, dual operators, or a hospitality-driven reposition. The lower level offers additional potential for lounge, speakeasy, or private event use. Above, eight residential units provide stabilized income and consistent cash flow, creating built-in diversification and downside protection. This is a rare opportunity to acquire a true mixed-use downtown asset with lease-up potential, strategic location advantages, and strong fundamentals driven by proximity to Yale University, surrounding retail, and vibrant nightlife. Ideal for investors, 1031 exchange buyers, or owner-operators seeking both income and long-term positioning in a growing urban corridor.

99 Orange St, New Haven
$3,500,000
2 Beds ⋅ 1 Baths ⋅ 24148140 MLS
Opportunities like this are exceedingly rare. Betts Island is one of just 10 private islands off the coast of Norwalk, offering a uniquely private coastal setting and a canvas for imagination. Located approximately one mile offshore, the island is distinguished by its natural land bridge, which connects its two halves and creates a protected cove long favored by boaters. A small bungalow currently sits on the island, and future development options may be explored. Shaped by retreating glaciers more than 17,000 years ago, the Norwalk Islands form a remarkable archipelago scattered across Long Island Sound. For generations, they have attracted boaters, kayakers, and those drawn to a quieter, more adventurous relationship with the coast. Rich in maritime history and surrounded by protected waters, portions of the island chain are preserved within the Stewart B. McKinney National Wildlife Refuge, helping maintain the natural beauty, wildlife, and sense of escape that define this rare environment. A setting for those who appreciate that true privacy often lies just beyond easy reach. Also for sale is Calf Pasture Island which is MLS #24147619.

Betts Island, Norwalk
$3,500,000
3 Beds ⋅ 4 Baths ⋅ 24147619 MLS
Opportunities like this are rare. Calf Pasture Island is one of just 10 private islands off the coast of Norwalk, offering a uniquely private coastal setting and a blank canvas for imagination. Properties like this remain in the same hands for many decades and do not come up for sale often. Located approximately a half mile offshore, it is among the closest islands to the mainland and takes its name from the cattle once kept there. The island is easily accessible from Norwalk Harbor and the Saugatuck River, making it a convenient yet distinctly separate retreat. A small A-frame structure currently sits on the island, and future development options may be explored. Shaped by retreating glaciers more than 17,000 years ago, the Norwalk Islands form a rare archipelago scattered across Long Island Sound. For generations, they have attracted boaters, kayakers, and those drawn to life just beyond the shoreline. Rich in maritime history and surrounded by protected waters, portions of the island chain fall within the Stewart B. McKinney National Wildlife Refuge, helping preserve the natural beauty, wildlife, and sense of escape that define this remarkable setting. A place for those who appreciate that true privacy often lies just beyond easy reach. Also for sale is Betts Island which is MLS #24148140.

Calf Pasture Island, Norwalk
$3,500,000
24096996 MLS
Glendale at Oxford/Canterbury Estates offers options for the next builder. Our builder after 53 years of building is retiring. The property is being offered with a few options. The first for the buyer to finish the complex in Oxford which consists of Orchard Hill and Forest View Road. The second option offers the buyer to continue with the land and have the house prints changed to 2,160 sq ft with a 3 car garage. The second option the buyer would need to obtain all the approval for a change. The third option offers the buyer to purchase the property where Forest View and Orchard Hill is show one the map. The seller is willing to divide the property. This piece when divided will reduce the acreage to approximate 40 acres includes all the wetlands, easement areas and ponds. City water, gas line and underground electrical is brought up to the proposed road. Sewer line is 200-300ft further up the proposed road.This property at one time was commercial. Inner signal on plan is no longer used.

Christian Street, Oxford
$3,500,000
24115985 MLS
12,696 SF Office/Retail Building for Sale at Gateway Commons Centrally located with direct highway access to Rt 6, located on Route 32 (W Main Street), Gateway Commons: Located among dozens of major retailers, grocery stores, offices, and is close to Eastern Connecticut State University and UCONN. 12,696 total SF Retail/Office building. Busy retail/office location. Between Liberty Bank, and Blondie's Diner. Currently 2,150 sf and 2,762 SF spaces available to lease and can be configured to suit tenants' needs with only utility limitations. 306 feet of frontage on Route 32. Direct access to and visibility from Route 6 with a 29,600-traffic count. Close to UCONN & ECSU

1681 W Main St, Windham
$3,499,000
5 Beds ⋅ 5 Baths ⋅ 24181944 MLS
"MEADOW WOOD" - Nearly two acres of Westport's most spectacular land is the setting for this storied estate, which has been completely remodeled, expanded and transformed for modern living. Totally fenced & screened w/privacy trees, this unique property offers rare sophistication with a stunning main residence, gunite pool, and a 2,447+/- sqft barn. Gated driveways lead to both the main house & the barn, and the stunning setting makes an enduring impression. The glamorous echoes of a Hollywood-style estate combine w/incredible updates throughout the transformed interiors. The front-to-back LR has a distinctive bay window & dual doors to a serene porch that gazes across the expansive grounds. The incredible great room is the focal point of this expertly-designed floorplan, combining a Chef's kitchen w/expansive island, endless storage, Thermador appliances, breakfast/casual dining area, all leading to the incredible DR & fam rm which has a wall of folding glass doors creating an effortless flow between the gorgeous interior & exterior spaces while preserving open views across the property. A BR suite w/private access, large laundry rm, mudrm, garage & powder rm complete this level. Upstairs, well-appointed BRs w/designer baths await. The primary suite is an exquisite space w/tray ceiling, fpl, plush bth, walk-in dressing rm & an amazing balcony that spans much of the rear of the home. An elegant patio lines the heated pool. The barn is a dream for auto enthusiasts.

240 North Ave, Westport
$3,499,000
2 Beds ⋅ 3 Baths ⋅ 1415043 MLS ⋅ Beechbound BLDG.
Perched along Newport's intricate harbor's edge, Beechbound, a magnificent Gilded Age manor designed in 1895 by the renowned Peabody & Stearns, set amid spectacular grounds inspired by Frederick Law Olmsted, that descend to a cozy beach, boathouse, and stone pier with a deep-water dock. The grand residence with stunning harbor views has been masterfully renovated in 2024, elevating the home to a new level of comfort and refinement. The breathtaking Great Room features 14-foot coffered ceilings, a gorgeous marble fireplace, detailed mahogany paneling, and priceless tapestry. Facing west, the residence opens onto a shared stone terrace, offering spectacular sunsets and glittering nighttime views of the harbor and bridge. The spacious custom kitchen reflects the opulence of the Belle poque manor, and has French doors to a private deck. The elegant primary suite features an impressive fireplace, and a luxurious bathroom. A guest bedroom with beautiful ensuite bath and a comfortable den complete the gracious layout of this residence. While honoring the timeless beauty, the home also offers modern conveniences. The prized harborfront location allows residents of Beechbound to enjoy Newport's coastal lifestyle to the fullest, whether taking a boat or water taxi to downtown or to the New York Yacht Club. Overlooking the sparkling waters of the harbor and the iconic Clairborne Pell Bridge, this extraordinary property captures the romance and elegance of Newport's storied past.

127 Harrison Avenue Unit 2, Newport
$3,495,000
4 Beds ⋅ 3 Baths ⋅ 24203497 MLS
Rich with classic character this 1918 Colonial sits on one of the most coveted streets in Old Greenwich. With an expansive 3,670 square feet, this charm filled home pairs timeless architectural details. A quintessential wide wraparound front porch greets you, opening into a spacious entry hall that connects the formal living room with high ceilings and into the warm flexible layout., coffered ceiling in the dining room and inviting family room with elevated half cathedral ceiling and skylights. At the center of the home, the family kitchen offers informal dining, a built in family office space and casual seating area, all flowing effortlessly onto an expansive back deck and stone patio. The Perfect private space for indoor-outdoor entertaining and to escape the day. The second floor hosts four light-filled bedrooms and a full bath, while the third level provides a private fifth bedroom suite with its own bath. Set on a .3 acre lot backing up to the scenic grounds of Innis Arden Golf Club, the property offers exceptional privacy. Unbeatable coastal lifestyle offering. Work in NYC? it's a 7 minute walk to the Old Greenwich Train Station or 2 minute drive. Effortless stroll to the village, local favorite King's Market, Binney Park and the seasonal outdoor concert series, living at 14 Highview, including short 9 minute bike ride to Tod's Point beach. Location is everything, start your next chapter of your story here in the heart of Old Greenwich at 14 Highview Avenue!

14 Highview Ave, Greenwich
$3,495,000
3 Beds ⋅ 5 Baths ⋅ 24200998 MLS
This luxury custom designed home in a private country setting offers maximum privacy and comfortable living. The main level offers single floor living featuring a private primary suite with dressing room, full bath and French doors to a full screened porch with fireplace. The living room under a cathedral ceiling with fireplace and its own terrace access. An eat in kitchen with bay windows, breakfast nook, granite counters, Sub-Zero and Wolf range, powder room. A private office with bay windows. Laundry off a stone floored mudroom with built ins. Upstairs, a loft family room under a vaulted ceiling. Additional 2nd floor space includes a bedroom with full bath, and recreation room with adjoining bedroom and full bath that functions as a self-contained guest suite. The lower level adds a media room with wet bar, built ins and half bath, plus a second recreation room. Each room thoughtfully designed without compromise. Geothermal heating and cooling, whole house generator, noise reduction windows, cedar siding, stone exterior, wood shingle roof, three car attached heated garage and two fireplaces set the stage for effortless living.

700 N Wilton Rd, New Canaan
$3,495,000
5 Beds ⋅ 4 Baths ⋅ 24197086 MLS
Direct Waterfront with unobstructed views of The Mystic Seaport Museum and a Private Fixed Dock. Exceptional opportunity offering an impressive 176 linear feet of seamless direct waterfront on the Mystic River, with unobstructed panoramic views across the river to the Mystic Seaport Museum with its iconic tall ships and lighthouse. 5 Bedrooms with 2 Full and 2 Half Bath Home, this charming 3,176 square foot shingled shore home is beautifully positioned on a private dead-end street just moments from Long Island Sound, this distinctive property offers and extraordinary waterfront lifestyle with boating, sailing and kayaking directly from your own shoreline. Filled with character and timeless New England Coastal Charm, the 5 bedroom residence offers a gracious and comfortable floor plan designed for both every day living and entertaining. A highly desirable FIRST FLOOR PRIMARY SUITE enjoys beautiful water views while the homes inviting living space takes full advantage of its remarkable setting. Spacious water front decks extend the living and entertaining areas outdoors, while providing and idyllic setting for dining Al Fresco, hosting waterfront cocktail parties and simply relaxing while watching the boats sail by. From sunrise over the Mystic River, to the Majestic Tall Ships of Mystic Seaport Museum, the ever-changing views provide a spectacular backdrop throughout the seasons. Live a Dream!

8 Park Pl, Groton
$3,495,000
4 Beds ⋅ 5 Baths ⋅ 24201025 MLS
Subtle Sophistication in A++ Roxbury Locale. Perfectly sited in an estate area of Roxbury on a quiet country road, this renovated country cottage exudes understated elegance & modern comfort. Main house offers one-level living & turn-key perfection, w/chic kitchen featuring custom cabinetry, stainless steel appliances, it flows seamlessly into the dining room. Dramatic great room w/floor-to-ceiling glass & fireplace anchors the living spaces, opening directly to large deck for effortless outdoor entertaining & picturesque views of the grounds. There are 4 ensuite bdrms, incl a stunning 1st-flr primary suite w/sitting room, gas fireplace, 2 fully built-out walk-in closets, & French doors leading to a private terrace with outdoor fireplace. Cozy library/den with built-ins and a versatile lower-level bonus space are ideal for an art studio or private home office. Add'l highlights incl a steam shower, smart-home features, radiant heat w/hydro-air backup, 2 washers & dryers. Dramatic post-and-beam guest house w/ vaulted ceiling, balcony, & full kitchen sits above a 2 car garage and prep kitchen, offering a private retreat complete w/its own washer/dryer. The grounds are exceptional-mature trees, stone walls, a pond, sweeping lawns, and lush gardens surrounding a heated gunite pool. Expansive porches and terraces provide seamless indoor-outdoor living, ensuring total privacy. Minutes from The Mayflower Inn, town center and close to acres of Roxbury Land Trust. 90 min to NYC.

35 Schoolhouse Rd, Roxbury
$3,495,000
6 Beds ⋅ 9 Baths ⋅ 24196787 MLS
Hermitswood is a gracious French Norman-style country estate set on eight spectacular acres, features a natural swimming pool, extensive gardens, and two-bedroom guest suite. Originally renovated by renowned architect Theo Muller, the home has been reimagined by Charles Hilton Architects, transforming it into an exceptional country retreat offering 6,321 square feet of elegant living space. The award-winning landscape design is spectacular, with beautifully curated gardens, patios, terraces, a lily pond, and two sweeping grass stairways leading to the breathtaking 30' x 95' chemical-free swimming pool. The interior is highlighted by the award-winning chef's kitchen, featuring a 48" Sub-Zero, a Lacanche range with custom hood and limestone backsplash, Waterstone fixtures, and two impressive 11' islands topped with Calacatta marble. Exceptional craftsmanship is evident throughout, including custom millwork and moldings, hardwood floors with brass inlays, a 17th-century French fireplace, antique French stone flooring, and coffered ceilings. Designed for seamless indoor-outdoor living, a spacious new terrace just off the kitchen provides the perfect setting for dining and entertaining. An upper-level deck, and an additional main-level deck, offers peaceful spaces to relax and enjoy the surrounding landscape. Rarely does a property combine architectural pedigree, extraordinary craftsmanship, and such breathtaking natural beauty. Hermitswood is truly a one-of-a-kind country estate.

148 Taunton Hill Rd, Newtown
$3,495,000
3 Beds ⋅ 2 Baths ⋅ 1418763 MLS
Set on 7.48 acres in the scenic Pilot Hill area of Block Island, this exceptional offering includes a beautifully maintained home on 2.91 acres and an adjoining 4.57 acre separately deeded parcel with approvals in place for a new residence. Surrounded by rolling meadows, mature trees, and one of Block Island's iconic freshwater ponds, the property offers a private setting between Old Harbor and the Mohegan Bluffs. The light filled home offers comfortable Island living with an open floor plan, hardwood floors, spacious bedrooms, updated baths, and expansive decks overlooking the surrounding landscape. Large windows invite the outdoors in, creating warm, inviting spaces for family and friends. The separately deeded parcel includes an engineering survey, Town approved Site Plan, and OWTS endorsement, allowing the next owner to move forward with confidence. Whether your vision includes building a custom home, creating additional guest accommodations, or preserving the acreage for privacy, much of the planning is already complete. The property's flexibility sets it apart. Enjoy the home as it is today while planning for tomorrow. Build a custom home on the adjoining parcel and choose to retain the existing home for family and guests, continue to enjoy its rental potential, or sell it separately in the future. With approvals already in place, this property offers a level of flexibility seldom found on Block Island.

1232 Lot 194-3 Pilot Hill Road, Block Island
$3,495,000
5 Beds ⋅ 3 Baths ⋅ 1417203 MLS
With extraordinary unobstructed views of the Great Salt Pond & the Block Island Sound, this lovely property features what many visitors have called one of the most uniquely beautiful vistas on the island, and is now on the market for the very first time. Looking out on 60 acres of protected open space, this light-filled 5 bed, 3 bath home has had only one owner. Experience spectacular sunsets from the wraparound deck, tranquil mornings watching sailboats come and go, and birding opportunities galore. Easements to the Great Salt Pond & West Beach provide access to the water. Mansion Beach, Clay head Trail and Andy's Way are all close by. The four-bedroom, two-bath main house is well-maintained and tasteful. Upstairs is a primary bedroom with a walk-in closet and a private deck, offering extraordinary views; a second bedroom and full bath are across the hall. On the first floor you'll find two bedrooms, a full bath, and spacious living, dining, and kitchen areas with panoramic double-height windows. Adjacent to the main home is a charming bunkhouse that's perfect for guests and kids, or as an office or art space. Outside both are gorgeous flowering perennial gardens. The main house also contains an large unfinished basement with wood shop, storage, and game areas, leading into the 2 car garage, perfect for storing beach items. Properties with one-of-a-kind locations and views like this come on the market only once in a very long while- this spot is truly magical.

1786 Corn Neck Road, Block Island

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