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$5,950,000
5 Beds 7 Baths 24203567 MLS
Nestled in the heart of historic Stonington Borough, this rare European-inspired countryside estate stands as a triumph of privacy, exclusivity, and architectural sophistication. A true showpiece of design, the property seamlessly fuses bespoke detail with modern luxury, surrounded by professionally maintained grounds long celebrated as a standout jewel of the Stonington Borough Garden Tour. The exterior grounds have been designed as an idyllic sanctuary for both grand-scale entertaining and quiet retreat, the meticulously manicured grounds offer a series of refined outdoor spaces. Broad stone terraces, intimate patios, and an elevated upper balcony look out over lush plantings, framing a crystal-blue in-ground pool that anchors the estate's resort-like outdoor ambiance. Upon arrival an open foyer greets guests offering seamless flow to both wings of the residence and opening directly onto a serene garden terrace. Fully renovated to cater to host and chef alike, the main kitchen features premium Thermador appliances, rich quartz countertops, and French doors leading to an expansive entertaining patio. A dedicated catering kitchen and butler's pantry streamline party logistics with effortless style. Separated from the kitchen by grand pocket doors, this sophisticated room is anchored by hand-painted wallpaper, a dramatic crystal chandelier, and one of the home's six fireplaces. French doors open out to the patio for fluid indoor-outdoor dining.

40 Grand St, Stonington

$3,395,000
7 Beds 7 Baths 24202586 MLS
Cove Lawn - Historic Italianate Estate with Water Views & Guest House. Walk to Stonington Borough. Experience the charm of village living just moments from Historic Stonington Borough at Cove Lawn, a magnificent c.1860 Italianate estate steeped in local history and timeless elegance. Ideally located just a short stroll to the Borough's deep-water marinas, boutique shopping, seaside cafes, and fine restaurants, this extraordinary property offers the rare combination of estate privacy with walkable coastal village convenience. Set on 3.19 beautifully landscaped acres, the property features a stately 7-Bedroom, 5-Full and 2-Half Bath main residence, an attached au pair apartment, a sparkling inground pool, a charming 2-Bedroom, 1 1/2-Bath guest house, and an impressive three-bay garage/barn of approximately 2,000 sq. ft. The elegant 7,060 sq. ft. main residence has been carefully restored and thoughtfully modernized while preserving its historic architectural character. Inside, graceful 10+ foot ceilings, original hardwood floors, numerous marble fireplaces and exquisite period moldings create a sense of grandeur throughout. Many rooms capture lovely water views, bringing the beauty of the nearby harbor into everyday living. The 1,098 sq. ft. 2 Bedroom guest house provides ideal accommodations for extended family, guests, or caretakers, while the expansive grounds offer privacy and serenity rarely found so close to the village center.

259 N Main St, Stonington

$1,250,000
3 Beds 2 Baths 24200143 MLS
Welcome to 39 Wilcox Road, a meticulously maintained Stonington sanctuary offering coastal elegance and exceptional craftsmanship. Configured as a 3-bedroom home, it is currently utilized as a spacious 2-bedroom residence. In very close proximity to the upper Quiambaug Cove area, this home sits just steps from the Knox Preserve-26.8 acres of beautiful protected land featuring stone foundations, open fields, notable migrating birds, and serene kayaking access.The heart of the home features a gourmet chef's kitchen equipped with top-tier appliances, including a Wolf gas range, Thermador double wall ovens, and a KitchenAid refrigerator set against custom cabinetry and expansive prep space. Designed for year-round enjoyment, the main floor boasts a dedicated home office and a sun-drenched enclosed front porch where you can unwind while taking in serene water views.Step through to the spectacular sunroom-complete with radiant heated floors-that opens directly to a private backyard oasis featuring a sparkling in-ground pool, lush garden areas, and sweeping coastal vistas. Additional highlights include a convenient central vacuum system and an oversized two-car garage with a fully equipped attached workshop. A rare coastal retreat combining luxury, comfort, and unmatched pride of ownership.

39 Wilcox Rd, Stonington

$869,900
5 Beds 3 Baths 24203016 MLS
A weekend escape now, a place to grow into later, 587 Taugwonk Road is the kind of Stonington property where friends arrive Friday and linger through Sunday. Set on 1.72 acres, the 1936 farmhouse pairs vintage character - original built-ins, a breakfast nook and wood-burning fireplace - with newer siding, windows and major mechanical updates. Owned solar arrays power the property, resulting in no electricity cost. Beyond the main house, a collection of separate spaces makes this property especially compelling. A fully insulated unfinished guest cottage offers a private retreat for friends and family, an ideal work-from-home space, or potential rental income. The heated detached garage/workshop is ready for projects, gear or a studio. And the classic red timber-frame barn, with two lofts, has all the ingredients for an unforgettable entertaining space - imagine a long farm table, cafe lights overhead, music, dinner with friends and evenings gathered around a nearby firepit. The original dairy farm "milk house" adds yet another distinctive space to reimagine. Use it as your escape from the city today and envision making it home over time. Stonington Borough, downtown Mystic, Westerly and Rhode Island beaches, vineyards and golf are all within easy reach. More than a house, this is a property with the space and personality to create your own version of coastal-country living. MAIN HOUSE IS 1684 SQFT AND THE GUEST COTTAGE IS 561 SQFT

587 Taugwonk Rd, Stonington

$1,699,000
6 Beds 6 Baths 24203619 MLS
Designed for elevated living, this exceptional 6-bedroom, 5.5-bath residence seamlessly blends timeless architecture with refined modern luxury. A welcoming front farmer's porch introduces an elegant interior highlighted by a soaring two-story great room filled with natural light. The thoughtfully designed floor plan offers a private study, formal dining room, and a stunning chef's kitchen featuring an oversized center island overlooking the sunroom and expansive living area-creating the perfect setting for everyday living and effortless entertaining.The luxurious primary suite is a true sanctuary, complete with a spa-inspired bath, oversized walk-in shower, dual vanities, private water closet, and an impressive walk-through closet. Five additional bedrooms are generously appointed, each offering exceptional comfort and privacy. The fully finished lower level with surround sound provides an extraordinary extension of the home, ideal for a media room, game room, fitness studio, or guest retreat. Step outside to the private rear deck overlooking the backyard, perfect for quiet mornings or elegant outdoor gatherings. An oversized two-car garage, separate one-car garage, and abundant storage complete this remarkable offering. Built to Zero Energy Ready standards with spray foam insulation, induction cooking, combustion-free heating and hot water systems, and rapid hot water delivery, this home delivers exceptional efficiency without compromising luxury, craftsmanship, or comfort.

62 Nautilus Way, Stonington

$1,850,000
2 Beds 2 Baths 24198323 MLS
Stonington's Latimer Point is an idyllic 22-acre waterfront community located on Fisher's Island Sound. This 75 home development was designed with pedestrian friendly roadways, open green space and protected water and coastal viewpoints from each residence and throughout the Point. Amenities enjoyed by residents and their guests include 2 beach access points, boat and kayak launch areas, small boat dockage, fish cleaning station, ballfield park, playfield area and fire pit. Home includes two bedrooms, open kitchen/living area, wrap around panoramic deck views of Fisher's Island Sound, mature landscaping, lawn sprinkler system, garage, new septic system, central air, forced air-duct propane heat, well, and on-demand hot water. Home conveniently located close to nearby Downtown Mystic and Stonington Borough which offer unlimited dining and shopping opportunities. Location offers nearby train station with direct service to both New York and Boston. Latimer Point Condominium Association is a self managed condominium association with a board of directors and several sub-committees. Popular activities include swimming, fishing, boating, kayaking, playscape, volleyball and other beach and shore activities. This unique opportunity is rarely available in one of Connecticut shoreline's most desirable communities. Dock space handled though Latimer Point Association while mooring opportunities by request through local harbor master. SEE VIDEO ICON ABOVE.

132 Latimer Point Rd Unit 132, Stonington

$1,275,000
4 Beds 3 Baths 24201060 MLS
Light-filled, spacious, and exceptionally private, this 4-bedroom contemporary offers the perfect blend of space, versatility, and convenience in a desirable Stonington location. Set on 3.22 acres-including the adjacent lot at 20 Carriage Drive-this 3,666-square-foot home is tucked away in a peaceful setting while remaining close to the Stonington Borough, Mystic, beaches, dining, and shopping. The open-concept main level is filled with natural light and features beautiful hardwood floors, a spacious kitchen with granite countertops, a center island, double ovens, and a Viking refrigerator, flowing seamlessly into the living and dining areas. A wood stove adds warmth and character to the main living space. Two bedrooms and a full bath are on the main level, along with a separate laundry room and a versatile game room/office. Upstairs, two additional bedrooms-including the primary bedroom-and a full bath provide privacy and separation. Recent updates include a new roof, new AC system, and new carpeting. The two-car attached garage includes an additional extra room with excellent potential for an office, home gym, workshop, studio, or extra living space. Outside, enjoy the privacy of the expansive grounds from the deck or charming gazebo, perfect for relaxing or entertaining. This is a unique opportunity to enjoy abundant natural light, generous acreage, flexible living space, and privacy while remaining close to everything Stonington and Mystic offer.

23 Carriage Dr, Stonington

$800,000
4 Beds 2 Baths 24198437 MLS
Welcome to 2 Stafford Street! Tucked away in a peaceful coastal setting in Stonington (Mystic postal address), this fully renovated 4-bedroom, 2-bath home offers stylish, low-maintenance living with continuous vinyl flooring running throughout. Step inside to a cozy living room that seamlessly connects to a welcoming dining area and sitting room. The well-appointed kitchen features stainless steel appliances, generous cabinetry, and a convenient dedicated eating space for informal meals. The primary suite serves as a dramatic private sanctuary, boasting soaring cathedral ceilings with exposed wooden beams, striking Palladian windows, its own full en-suite bath, and private French doors leading out to a personal patio. Three additional bedrooms offer generous floor plans and ample closet space to easily accommodate family, guests, or a home office setup. Unbeatable Coastal Location & Amenities: Situated just steps from the water and a short walk or quick drive to historic Downtown Mystic! Enjoy easy access to world-class dining, local boutiques, Mystic Seaport Museum, Mystic Aquarium, and Olde Mistick Village. Water enthusiasts will love proximity to local marinas, kayak launch spots, and Stonington Borough/Point. Plus, convenient access to I-95 and the Amtrak station makes commuting or weekend coastal getaways an absolute breeze! This property is a functioning and successful vacation rental, that is being sold with all furniture.

2 Stafford St, Stonington

$1,440,653
3 Beds 4 Baths 24201044 MLS
The Monroe Model Home is available for move in now! This beautifully appointed Monroe model home offers the space, style, and flexibility to make every level of the home feel special. Set within one of the community's final remaining opportunities, this home pairs thoughtful design with the ease of low-maintenance living. The main level is anchored by a stunning first-floor primary suite with a dramatic 12-foot ceiling, two generous closets, and a private ensuite bath. Hardwood floors flow through the well-equipped kitchen, featuring wood cabinetry, stone countertops, and induction cooking, into the dining area and vaulted family room. Step outside to the covered deck, an inviting extension of the living space perfect for morning coffee, outdoor dining, or relaxing at the end of the day. A private first-floor study offers dedicated space for working from home, while upstairs, two additional bedrooms and an open loft provide plenty of room for guests, hobbies, or a second living area. The showstopper continues downstairs with a finished walkout lower level, adding exceptional living and entertaining space with direct access to the outdoors. Enjoy the comfort and convenience of a thoughtfully designed home in a beautiful low-maintenance community, all with the added efficiency and lasting benefits of Zero Energy Ready construction, smart materials, and modern building technology. This is one of the last opportunities to make this community home

7 Summertime Cir, Stonington

$515,000
2 Beds 2 Baths 24199994 MLS
Step into a piece of Old Mystic history at the charming Little Red Millhouse. Rich with character and a story spanning centuries, historical research on the property suggests this distinctive Cape dates to the 1700s. Inside, you'll discover remarkable period details that tell the story of the home's past, including wide plank floors, exposed beams, a large central chimney and multiple fireplaces. During an earlier restoration, a Fugio Cent or "Franklin" Cent (the first official coin circulated) was reportedly discovered within the chimney, just one of the fascinating pieces of history documented with this special property. Located in the coastal village of Mystic, the home offers the opportunity to enjoy one of Connecticut's most beloved destinations. Spend your days exploring the Mystic River and historic downtown, browsing local boutiques and restaurants, visiting Mystic Seaport Museum, Mystic Aquarium and Olde Mystic Village, or simply enjoying the area's distinctive New England coastal atmosphere. Whether you're searching for a full-time residence, weekend retreat, second home, or a property with potential for short term rental use, the Little Red Millhouse offers a rare opportunity to own a home with a story all its own. History, character and the Mystic lifestyle come together in one truly memorable property, ready for its next chapter.

31 N Stonington Rd, Stonington

$350,000
3 Beds 1 Baths 24199146 MLS
Location, convenience, and turnkey single-level living come together in this well-maintained 3 bedroom ranch just moments from downtown Westerly. Enjoy easy access to Wilcox Park, local shops, restaurants, and everything downtown has to offer, with West Vine Elementary School nearby and a scenic pond just across the street. Route 2 is easily accessible, while Westerly's beautiful beaches and downtown Mystic are both within approximately 15 minutes. Inside, warm bamboo flooring throughout subtly nods to the nearby shoreline lifestyle, complemented by an updated eat-in kitchen with granite countertops and stainless steel appliances. The dishwasher and refrigerator are both less than 5 years old. An updated full bathroom and a spacious primary bedroom with a generous closet add to the home's move-in-ready appeal, while 2 additional bedrooms provide flexibility for guests, a home office, or additional living space. A full basement provides plenty of additional storage, while outside you'll find a small rear deck, patio, fenced-in yard, and a convenient carport. The town classifies the property as a condominium, however the HOA has no restrictions. With its thoughtful updates and exceptionally convenient location close to downtown Westerly, the Rhode Island shoreline, and southeastern Connecticut, this turnkey home offers an easy opportunity to settle in and enjoy all that the area has to offer.

8 W Arch St Unit 8R, Stonington

$750,000
4 Beds 3 Baths 24199082 MLS
Step into the timeless charm of this beautifully maintained 1874 antique farmhouse, where historic character meets thoughtful modern updates. Offering 4 spacious bedrooms plus two additional finished rooms on the walk-up third floor, this 2,600squarefoot home provides exceptional flexibility for guest space, home offices, or creative studios. The main level features a full bathroom, a warm and welcoming family room with a fireplace, a formal dining room, and a sun-filled sunroom perfect for morning coffee or afternoon reading. The spacious eatin kitchen blends classic farmhouse style with modern convenience, creating the heart of the home. The primary bedroom includes its own ensuite full bath, offering comfort and privacy. Set on 2 acres of park-like grounds, the property invites outdoor living with its beautiful stone patio, mature landscaping, and room to roam. A detached garage adds practicality and storage. Lovingly cared for and rich with character, this exceptional property offers the rare opportunity to own a piece of history without sacrificing modern comfort. A true New England treasure and a pleasure to show.

226 N Anguilla Rd, Stonington

$1,200,000
3 Beds 2 Baths 24198806 MLS
Welcome to a special opportunity to own a beautifully maintained 3-bedroom, 2-bath ranch home, ideally situated south of the Masons Island guard house. Built in 1996, this cherished property has been lovingly owned by the original owner from day one. Designed for easy, comfortable living, the home features an inviting open floor plan with French doors that extend the living space outdoors to a private patio and garden beds-perfect for morning coffee, entertaining, or simply enjoying the surrounding beauty. Beyond the home, a wonderful lifestyle awaits. Explore nature trails, stroll along a network of private roads, and enjoy the welcoming sense of community where neighbors often meet while walking. With numerous docks nearby and a private yacht club offering tennis, sailing, bocce and a beach for its members, there are endless opportunities to embrace an active and relaxed waterfront lifestyle. A rare combination of original-owner pride, comfortable ranch living, and exceptional community amenities, this home is ready to welcome its next owner.

7 Osprey Ln, Stonington

$1,465,000
6 Beds 5 Baths 24198247 MLS
Set on 2.53 picturesque acres on a cul-de-sac, this Colonial offers a rare combination of privacy, room to spread out, and easy access to all that Mystic has to offer. The beautifully landscaped, fully fenced backyard is the centerpiece-a park-like setting with mature trees, expansive lawn, and outdoor spaces for entertaining, relaxing and everyday life. With over 4,500 sq ft across three finished levels, the home offers 6 bedrooms, 4.5 baths, and exceptional flexibility for family and guests. The kitchen features granite counters, double ovens, electric cooktop, double sinks, breakfast bar, walk-in pantry, and dining area with French doors and sliders to the deck and patio. A formal dining room with arched windows, family room with wood-burning fireplace, and living room provide flexible living space. Upstairs, the primary suite includes an en-suite bath and custom walk-in closet (2024), plus 5 additional bedrooms. The finished walk-up attic offers a media/game room (2025) with mini-split HVAC (2024), creating another versatile retreat. Features include hardwood floors, 2 wood-burning fireplaces, first-floor laundry, central air, Buderus heat, central vacuum, Culligan water filtration (2025), irrigation, underground utilities, 3-car garage (fits 4 cars), and a new asphalt driveway (2024). Just minutes from downtown Mystic's waterfront, dining, shops, marinas, and beaches, this is a home with the space to live, gather, entertain, and make your own.

14 Bittersweet Way, Stonington

$1,395,000
3 Beds 3 Baths 24196005 MLS
Gorgeous 1844 Federal home w large fenced yard on a quiet street in Stonington Borough. Absolutely steeped in historic charm with original historic millwork trim, solid wood doors, wide-board pine floors & a lovely wood-paneled living room. Main floor fully redesigned in 2021 by Architect Julia Leeming, integrating a new gourmet kitchen & creatively-designed mudroom, laundry, 1/2 bath seamlessly w the original historic rooms, details & character of the house. Wonderful, open floor plan throughout the main level w 8' sliding door off the kitchen to the stone patio & generous back garden beyond. Upstairs, there are 3 bedrooms & 2 full baths w wide-board pine floors, solid wood doors & original wood trim. The back bedroom would work beautifully as a home office w direct access to the 1st & 3rd levels using the back stairs. The finished top floor offers a large carpeted room w built-in storage, perfect for a home office or play room. Additional improvements include, AC installed on all 3 floors, new exterior doors & windows, new sprinkler system, new gardens, landscaping, perimeter trees, sod, entire interior re-painted following lead abatement protocols, exterior re-painted, carpet replaced on stairs & 3rd flr, custom built-in living room shelves. Located well out of the flood zone just one block from the post office & library, this special property offers a rare sense of privacy and outdoor space in a beautiful, historic fishing village by the sea.

36 Broad St, Stonington

$1,185,000
3 Beds 2 Baths 24197474 MLS
LOCATION, LIFESTYLE & STRONG INCOME HISTORY - ALL IN ONE! Ideally situated in Stonington just minutes from the heart of Stonington Borough, this exceptional property offers an enviable coastal lifestyle with remarkable versatility and income potential. Set on a level, nearly half-acre lot, the property is just steps from Don's Dock Marina and close to the water, beaches, restaurants, shops, galleries, vineyards, tennis and paddle courts, fitness facilities, and all that makes this area so special. Stroll or bike into Stonington Borough, or head to downtown Mystic, just minutes away. Inside, the home offers an inviting open-concept layout with three bedrooms, two full baths, central air conditioning, fireplace, & beautiful hardwood floors throughout. The versatile floor plan adapts effortlessly to a variety of lifestyles, whether you're looking for a full-time residence, a weekend coastal escape, or an investment property. And the investment story is compelling: the property has an excellent rental history through Airbnb, VRBO, and the local brokerage, offering the rare opportunity to enjoy the home while generating income when you're away. With its outstanding location, generous level lot, flexible layout, and proximity to virtually everything, this property presents uncaptured potential for its next owner. Live here. Rent it. Enjoy it. Invest in it. Properties offering this combination of location, flexibility, and opportunity rarely come along. Conveniently located bet...

270 N Water St, Stonington

$129,000
2 Beds 1 Baths 24197456 MLS
Welcome home to this beautifully updated 2-bedroom, 1-bath mobile home located in the desirable Arlington Acres community. Originally built in 1978, this home has been thoughtfully renovated while maintaining a comfortable, inviting feel. Step inside to an open-concept floor plan featuring all new flooring throughout, creating a bright and seamless living space that's perfect for everyday living and entertaining. The newer kitchen offers updated cabinetry and finishes, while the remodeled bathroom adds a fresh, modern touch. Custom built-ins throughout the home provide exceptional storage and character, and updated blinds complete the move-in-ready interior. One of the home's standout features is the covered, enclosed porch, providing additional living space that's perfect for enjoying your morning coffee, relaxing with a good book, or entertaining guests in comfort throughout much of the year. Outside, you'll enjoy one of the larger lots in Arlington Acres, offering plenty of space for gardening, outdoor gatherings, or simply unwinding. The backyard borders a small stream, creating a peaceful natural setting that's hard to find. Additional features include central air conditioning and forced hot air heating for year-round comfort. Whether you're looking to downsize or purchase an affordable home with modern updates, this well-maintained property offers comfort, convenience, and a beautiful outdoor setting. Schedule your showing today!

123 Stephen Dr, Stonington

$1,560,000
4 Beds 4 Baths 24194015 MLS
Offered for the first time in more than four decades, 88 Tipping Rock Road presents an extraordinary opportunity to own a gracious New England Colonial in one of Stonington's most coveted locations. Nestled on 2.4 beautifully landscaped acres just moments from the historic Stonington Borough, this timeless residence is surrounded by mature plantings, classic stonewalls and overlooks a tranquil pond, creating an idyllic setting of natural beauty, privacy and serenity. With over 2800sf of living space, this 4 bedroom, 3 1/2 bath home is equally suited for every day living and elegant entertaining. Gleaming hardwood floors flow throughout the home. A wood burning fireplace centers the expansive formal living room. The dining room features, a raised hearth fireplace and a built in china cabinet, making it ideal for family dinners or entertaining. The kitchen has granite countertops, double ovens, an electric cooktop, a Sub-Zero refrigerator, and a charming breakfast nook with a built-in hutch. Glass doors in the sun filled den open to an expansive deck where peaceful pond views offer an idyllic backdrop for outdoor gatherings and relaxation. A home office, laundry area and powder room complete the main level. The second floor Primary Suite offers a private retreat featuring a spacious bedroom with serene views, a generous walk in closet and an en suite bath with a jetted tub.Three additional bedrooms and two bathrooms provide ample accommodations for family and guests.

88 Tipping Rock Rd, Stonington

$1,749,000
5 Beds 3 Baths 24196733 MLS
Stately Mystic Residence in Premier Live-Work Zone Perfectly positioned in the heart of Historic Downtown Mystic, this grand 4,259 sq ft residence offers a rare opportunity to own a stately 4-bedroom, 4 full and 2 half bath property on a professionally landscaped corner lot. Nestled on a level 0.25-acre parcel in the coveted LS-5 Zone, this unique offering allows for a flexible Live-Work lifestyle, single-family use, or professional office space - a true blend of historic charm and modern versatility. Elegant and expansive, the home features a newer shingle roof (2022), aluminum siding, an oil-fired heating system, and excellent off-street parking including a 2-car garage. The location is unbeatable - just a short stroll to fine restaurants, resort-style shopping, the iconic Bascule Bridge, deep-water marinas, Amtrak station, and Mystic's year-round festivals and waterfront attractions. Whether you're seeking a distinctive private residence, a charming professional space, or a combination of both, this exceptional Mystic property delivers. Come experience the lifestyle and convenience of one of Connecticut's most vibrant seaside communities.

32 E Main St, Stonington

$1,470,000
4 Beds 3 Baths 24195775 MLS
Privacy is the first thing you notice. Set at the end of a cul-de-sac on nearly two acres, this custom contemporary home sits behind mature plantings that screen the property on every side. The setting is quiet in a way that feels intentional, yet downtown Mystic and both the Connecticut and Rhode Island shorelines are minutes away. The real headline is the layout. Four bedrooms, the kitchen, and every main living space occupy a single floor. At more than 3,800 square feet, single level living at this scale is genuinely rare, and it changes how the house feels to move through. The architecture carries the rest. Ceilings rise 10 to 12 feet, curved walls ease the passage between rooms, and hardwood floors run throughout, carrying light the full depth of the house as the day turns. A wood burning fireplace anchors the living room off the front entry. The formal dining room opens to a kitchen built for serious cooking, which gives way to a casual eating area and a great room finished with coffered ceilings and a gas fireplace. Come spring, the screened porch becomes the most used room in the house. It holds the afternoon light and opens to an expansive deck overlooking a backyard with no neighbors in sight. The bedrooms are gathered on one side of the home, including a primary suite with two walk-in closets and a bath scaled to match. Above the three-car garage, the loft takes easily to an office, a studio, or guest quarters.

24 Bittersweet Way, Stonington

$2,495,000
4 Beds 4 Baths 24189581 MLS
A classic Nantucket-style silhouette announces itself, sweeping gambrel rooflines, hand-laid shingle siding, and a trio of dormers rising above a deep, columned front porch. This site is graced with stunning views of tranquil nature preserves and open space in the heart of the island, walking distance to the ocean. This home strikes that rare balance between grandeur and warmth with an entrance built for gracious arrivals. Custom designed to be lived in and enjoyed for generations. The open-concept great room and chef's kitchen flow seamlessly with privacy but collaboration. Room for everyone to gather and escape to quiet nooks. The butler's pantry with bar sink and a generous walk-in pantry support entertaining at any scale. The primary suite on the main level, adorned kitchens and baths with options for customization. Enjoy Downtown Mystic seaport, its harbor front restaurants, its long New England summer evenings is minutes away. Steps from the Mason Island Yacht Club. Masons Estates occupies one of the last remaining opportunities for new construction on Mason's Island.

7 Kingfisher Way, Stonington

$899,000
3 Beds 2 Baths 24193228 MLS
Welcome to 41 Maple Street, a beautifully renovated 3-bedroom, 2-bath ranch in the highly sought-after Lords Point Association. Offered together with a separate rear lot, this unique property encompasses a combined 0.86 acres, providing exceptional privacy. Completely remodeled from top to bottom, this 1,104-square-foot home showcases quality craftsmanship and thoughtful design throughout. The custom kitchen features quartz countertops, custom-built cabinetry, and a full suite of Frigidaire stainless steel appliances. Both bathrooms have been tastefully renovated, while additional upgrades include a new roof, new impression shingle siding, new windows, central air, a high-efficiency heat pump, a 200-amp electrical service, and an on-demand hot water heater. Designed for effortless indoor-outdoor living, the home offers a wraparound Trex deck, a rear patio, an outdoor hot shower, underground sprinkler system, and new garage doors. As a resident of Lords Point, you'll enjoy access to six private beaches, two resident-only docks, tennis and pickleball courts, soccer and basketball courts, bocce, a playground, and a vibrant clubhouse. Homeowners are eligible for a mooring and may apply for dock space. Membership in the Lords Point Association is included in the property taxes as a Special District Tax. Ideally located just minutes from Downtown Mystic, Stonington Borough, Westerly, 41 Maple Street offers an exceptional opportunity to enjoy the very best of the CT shoreline.

41 Maple St, Stonington

$1,375,000
4 Beds 2 Baths 24192880 MLS
Welcome to coastal paradise at 15 James Street in coveted Lords Point, Stonington! This exceptional 4-bedroom shoreline home perfectly blends classic coastal charm with modern comfort. Enjoy year-round central air conditioning, a cozy fireplace for cool ocean nights, and sweeping water views. The versatile second-floor layout features a bedroom suite currently set up as a home office, delivering an inspiring, front-row backdrop of panoramic coastal scenery. Sited in the high-demand Lords Point enclave, this property offers an unparalleled lifestyle with access to 6 private beaches, an active social association, tennis and pickleball courts, community dock facilities, and direct deep-water boating access to Fishers Island Sound. A current elevation certificate is on file, providing absolute structural transparency and complete peace of mind. Located just minutes from historic Stonington Borough and downtown Mystic, 15 James Street isn't just a home-it's your front seat to quintessential Connecticut shoreline living.

15 James St, Stonington

$1,100,000
5 Beds 4 Baths 24193177 MLS
Welcome to a truly one-of-a-kind, multi-generational home nestled on over an acre in a Pawcatuck/Stonington cul-de-sac. The primary residence underwent a total redesign in 1997, completing a full modernization at the exact same time the premium 1,200 SQFT main-level addition was built. The front entryway leads into a spacious living room centered around a 20-foot cathedral ceiling and a natural stone fireplace. This custom Contemporary Colonial includes central air throughout the entire home and features over 4,000 square feet of maintained living space with generously sized rooms, maple hardwood flooring, a modern kitchen, a main-level primary bedroom, and a dedicated laundry room off the kitchen. A finished lower level provides an ideal space for a recreation room, home gym, or office. This fully handicap-accessible addition offers its own private entrance, a spacious bedroom, an accessible full bathroom, and its own private laundry. This portion of the home showcases a unified open-concept kitchen, dining room, and living room all framed beneath a cathedral ceiling, with a private walkout to a large shared deck and driveway ramp-perfect for an in-law suite or independent dual-living. Outside, enjoy over an acre of green grass, a private backyard, perennial gardens, mature landscaping, and a built-in underground irrigation system. Located just a short distance from the Westerly train station and local beaches, experience space, versatility, and coastal living on Rose Ridge!

15 Rose Ridge Ct, Stonington

$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

$4,459,000
7 Beds 6 Baths 24146427 MLS
Exquisite Stonington Estate. Set amidst 21 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. Impeccable move-in-ready condition and showcases 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 Cottage, ideal for extended family and guests, along with a spectacular pool house complete with full kitchen, bath, and sauna. Also - Main House with Guest House, Pool with Pool House and Sports Court situated on 10 acres is available for $3,595,000. Continued:

455 Stonington Rd, Stonington

$849,000
3 Beds 2 Baths 24183958 MLS
Tucked away on a quiet street in Stonington Borough, this beautifully remodeled Colonial blends timeless charm with modern updates. The property offers a rare space and privacy just moments from the vibrant village center and the beloved Velvet Mill. Set on an oversized 0.12-acre lot provides a unique opportunity to expand or enhance the home over time. Inside, you'll find a thoughtfully updated interior featuring hardwood floors throughout and a warm, inviting layout filled with natural light. The open floor plan on the first level creates an easy flow for everyday living and entertaining, complemented by a convenient mudroom and a half bath. Upstairs, the home offers three bedrooms and a full bath, providing comfortable and functional living space. Enjoy water views and the ease of coastal living without the burden of flood insurance. The outdoor space is equally appealing, complete with a detached garage, outdoor shower, shed, and a dedicated garden area. This home offers a truly walkable lifestyle. Stroll to local restaurants, shops, and beaches, all just minutes from your doorstep. A rare opportunity to own a charming, turnkey home in one of Connecticut's most desirable coastal communities.

1 South St, Stonington

$4,625,000
3 Beds 3 Baths 24180859 MLS
Welcome to Little Pond Farm in Stonington, CT. This private estate of 96 acres on the Connecticut shoreline is midway between Boston and New York and minutes from ocean beaches, sailing, and the historic village of Mystic. It offers the space and privacy of true country living within easy reach of the coast. The custom main residence pairs scale with warmth: a great room anchored by reclaimed antique beams, wide-plank floors, and a stone fireplace opens to a chef's kitchen and a custom wood island, all framing views across fields, ponds, paddocks, and the post-and-beam barn. The main-level primary suite offers dual closets, an en-suite with an oversized walk-in shower, and a private stone terrace with an oversized gunite hot tub & outdoor shower. A fireside library, screened porch, and service rooms complete the floor; two additional bedrooms with a jack and jill bathroom are located on the upper level.The barn is fitted with four oversized stalls, tack and feed rooms, and a wash stall, connected by breezeway to a two-level guest house. The ground level offers a large studio with a wet bar, half bath, and an attached one-car garage; above is a complete guest residence with a full kitchen and living area, bedroom, walk-in closet, and full bath. 70 of 96 acres are permanently protected under a Connecticut Farmland Trust easement, permitting agricultural use and structures preserving the surrounding hayfields, woodlands, and brook in perpetuity and ensuring lasting privacy.

305 Pequot Trl, Stonington

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