Escape to a Refined Coastal New England Lifestyle. For buyers ready to transition from the intensisty of a major city to something more enduring. Set behing an electronic iron gate and surrounded by stone walls, a rare multi-property estate spanning approximately 4 acres. This offering includes a stately primary residence with a carriage house, plus an additional street-front parcel featuring a legal income-producing two-family home/building lot. The main residence offers approximately 7,000 square feet of living space, complemented by a separate 1,100 square foot, 2-bedroom, 2-bath carriage house. Both are situated on one parcel. The abutting parcel includes a two-family residence and an additional lot, providing excellent flexibility for rental income, extended family living, or future development. Currently owner-occupied, the property currently generates income through the carriage house and two-family home. Located along the Connecticut Wine Trail, the property is residentially zoned yet has historically accommodated large-scale gatherings and events. Old Mystic offers the rare balance sophisticated buyers seek: historic charm, coastal beauty, and a sense of comunity-while remaining within reach of major metropolitan corridors. This is a home for those who have succeeded in the city and are ready for a lifestyle defined by space, discretion, and lasting value.
Set on a gentle promontory, this rare waterfront property features 1.18 acres of level, cleared land on one of Stonington's most picturesque streets. The property offers a superior high vantage building site anchored by original stone walls and mature trees, complete with a two-story barn and Brazilian walnut dock. With 372 feet of direct frontage on the protected waters of Quiambaug Cove, the site provides a direct gateway to the deep waters of Fishers Island Sound. Ideally located a short walk from Wehpittituck Farm, the property sits perfectly between the close-by amenities of Stonington Borough and downtown Mystic. This site represents an exceptional opportunity to own a prime waterfront property in one of the region's most sought-after locations.
An exceptional waterfront lot offering the rare opportunity to own almost 1 acre of level coastal property in prime Stonington. Historic stone walls and mature trees frame sweeping views of the serene waterfront of Quiambaug Cove. 225 feet of frontage on the cove provides access to the deep waters of Fishers Island Sound. Equally positioned between the vibrant, close by amenities of downtown Mystic and Stonington Borough, and a short walk down the street from Wehpittituck Farm. Offering nearly 260 feet in depth, the parcel sits on one of Stonington's most scenic roads. This site offers the rare chance to own prime waterfront property in one of the region's most sought-after locations.
A Landmark Estate Offering Privacy, Craftsmanship, and a Refined Coastal New England Lifestyle. For buyers ready to transition from the intensity of a major city to something more enduring. Escape to Old Mystic, Connecticut and invest in a rare multi-property estate spanning approximately 4 acres. 152 and 156 Whitehall Avenue includes a stately primary residence with a carriage house, plus an additional street-front parcel featuring a legal income-producing two-family home/ buildable lot. The main residence offers approximately 7,000 square feet of living space, complemented by a separate 1,100 square foot, 2-bedroom, 2-bath carriage house. Both are situated on one parcel. The abutting parcel includes the two-family residence/additional lot, providing excellent flexibility for rental income, extended family living, or future development. The Primary residence is currently owner-occupied, and also generates income through the carriage house. Located along the Connecticut Wine Trail, the property is residentially zoned yet has historically accommodated large-scale gatherings and events. This distinctive estate presents an opportunity to enjoy classic architectural charm combined with modern lifestyle amenities. Conveniently located near Mystic's renowned dining, shopping, marinas, village attractions and casinos.
SWEEPING WATER VIEWS - Stonington Borough- A NEWLY RENOVATED "rare gem". Adorable 4 bedroom 3 full bath cottage; sweeping water views of Little Narragansett Bay, Sandy Point and Watch Hill. Located on a corner lot at the tip of Stonington Point. Open floor plan with beautiful hardwood floors throughout and wonderful water views. The primary bedroom offers you a private balcony to enjoy the ever changing views of the bay. There is a cozy outdoor patio for entertaining and enjoying the attractive flowers and plantings thriving in the salty ocean air. This corner lot offers ample on-street parking and a level 2 electric car charging station- a rarity in the Borough. Step right outside to drop your paddle board or kayak and off you go into spectacular sunsets or to an available mooring right off this property. "Village Life" in Stonington is special: shop in one-of-a kind boutiques, linger for dinner at one of the trendy restaurants, enjoy a gelato or hot fudge Sunday at the newly opened Bodega, walk to the beach, library, fishing docks and more. Centrally located between New York and Boston with an international airport 35 minutes away and an Amtrak train station just 10 minutes away. Enjoy all kinds of water sports and outdoor activities in one of the best little seaside villages in the northeast. Schedule your private viewing of this home today!
Designed for evolving living needs, this 1.72-acre property offers a rare combination of multiple independent spaces and highly adaptable structures. Major mechanical systems have been updated within the past five years and the entire property is powered by owned solar arrays, resulting in no electricity cost. The 1936 farmhouse is rich in vintage charm, featuring built-ins, a breakfast nook, and a wood-burning fireplace, while also benefiting from key exterior updates including new siding and windows. With these improvements in place, the home is just waiting for its new owner's personal touch. Complementing the main residence is a separately sited, fully insulated accessory cottage offering flexible options for private guest accommodations, a designated workspace, or short- or long-term rental income. Additional outbuildings, including a heated garage/workshop, a timber-frame barn with two lofts, and the original dairy farm "milk house" further enhance the property's versatility for hobbies, equipment, additional living space, a business, or a range of other uses. Set in rural Stonington, the property is conveniently located near Stonington Borough, downtown Mystic, Westerly & RI beaches, North Stonington, Stonington Country Club and popular Vineyards. A unique opportunity to enjoy flexible living in a quintessential coastal Connecticut setting. ***MAIN HOUSE IS 1684 SQFT AND THE GUEST COTTAGE IS 561 SQFT***
This adorable Ranch style home is one level living at it's finest! Offering a comfortable and flexible space, this updated home has a bright and airy living room and an eat-in kitchen. The exterior deck overlooks the oversized backyard. It is currently set up as a 3 Bedroom/1 Bathroom with the opportunity to easily turn 2 of the bedrooms into a larger primary suite. The lower level has been partially finished with plenty of room for storage. Tenant occupied until 7/31.
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.
At the edge of Stonington Harbor, where sailboats move slowly through the water and the village wakes each morning to the rhythm of the tide, 88 Water Street offers a rare opportunity to live directly within one of New England's most beloved coastal communities. This historic home dates to 1840, yet today it feels distinctly current following an extensive renovation completed in 2022. The result is a residence that respects its heritage while embracing the ease and openness expected of modern coastal living. Inside, more than 3,400 square feet of thoughtfully reimagined space unfold across multiple levels, with views of the harbor appearing at nearly every turn. The home's central living spaces flow naturally from one room to the next, creating an environment designed as much for relaxed daily life as it is for hosting friends and family. A spacious kitchen anchors the main level, centered around a generous island and complemented by casual gathering areas that invite conversation long after dinner ends. Nearby living and dining rooms retain the warmth and character expected in a home of this era, anchored by a traditional fireplace that brings a sense of intimacy to the space. Upstairs, the primary suite enjoys its own private outlook toward the water, with direct access to a deck that feels perfectly suited for quiet mornings overlooking the harbor. Additional bedrooms provide comfortable accommodations for family and guests.
Approved Building Lot on desirable Nautilus Way in Old Mystic. Possible Subdivision into two lots. Build your dream home on one lot and subdivide and sell the other. Buyer and Buyer's Agent to do necessary due diligence.
Welcome to Water Street Cafe, a rare and exciting two-fold vestment opportunity in the heart of Stonington Borough. Located at 143 Water Street, Stonington, CT, this iconic restaurant property seamlessly blends historic charm with modern enhancements, making it a standout offering in the region. This three-story property was originally built in 1850 and has been meticulously maintained property has been thoughtfully updated to preserve its timeless character while maximizing efficiency and appeal. Recent renovations, including new Andersen windows and a fully modernized kitchen, ensure an elevated experience for both guests and operators.
Unobstructed Water Views! Welcome to a rare offering in the Heart Of Downtown Mystic where timeless New England charm meets coveted waterfront living. Relax and unwind on your magical Front Porch and watch the boats sail by with unobstructed water views of The Mystic River and The Mystic Seaport Museum. This beautifully maintained 3-bedroom, 2.5-bath residence is nestled on .30 acres with attached 2 car garage and private off-street parking. It boasts sweeping water views from every window and direct access to the Mystic River. Current owners use a mooring in the Mystic River. Perfectly positioned between Mystic Seaport and the iconic bascule drawbridge, this exceptional home places you at the center of one of Connecticut's most beloved coastal communities. Stroll to renowned restaurants, boutique shops, and vibrant riverfront attractions, all just steps from your door. Whether you're seeking a serene waterfront retreat or an active coastal lifestyle, this home delivers the very best of Mystic Living Historic, Walkable, and Undeniably Special. Peaceful yet lively, historic yet effortless-this is authentic New England coastal living at its finest!
Unique chance to own a residential/commercial property zoned for "Convenience Shopping" in a high-traffic area - perfect for developers, investors, or owner-operators looking for flexible, income-producing real estate. Prime Location at a Main thoroughfare with excellent visibility and traffic flow that includes main route between Foxwoods casino, RT95 and RI Beaches. Lot Size is Approx. 1.12 acres with potential to acquire adjacent property that includes Single-Family Home for strong rental income potential or owner-occupy. Zoned CS-5 for Convenience Shopping which allows for a mix of retail, office, service businesses, or redevelopment (subject to approvals) Investor Highlights: Commercial zoning in a residential setting - rare flexibility. High-demand location for retail, medical, or small business uses. Rental income from existing residence adds immediate value. Expand your footprint with neighboring parcel opportunity.
Build your perfect coastal home on the nicest lot on Kingfisher Way! This cleared 1.27 acre building lot located in Masons Estates, is Masons Island's newest enclave of custom homes. A natural stone wall borders the property that abuts 5 acres of preserved open space offering added privacy to this serene setting. Easy access to boating and water sports, biking and hiking can be steps from your front door. Masons Estates is conveniently located between Boston and New York and locally just minutes to popular Historic Downtown Mystic and Stonington Borough. Don't miss your opportunity to be part of this sought after gated coastal community and experience what makes living on Masons Island so unique.
PRICED TO SELL - NEW IMPROVED PRICE AT $564,900. WELCOME TO 38 DEER RIDGE ROAD, AN UPDATED 3-BEDROOM, 2-FULL-BATH HOME SET ON A PRIVATE, WOODED 1.58-ACRE LOT IN THE DESIRABLE MYSTIC/STONINGTON AREA. THIS MOVE-IN-READY PROPERTY HAS BEEN THOUGHTFULLY IMPROVED WITH MANY MAJOR RECENT UPDATES, INCLUDING A NEW ROOF, NEW GUTTERS, A NEW DECK, RENOVATED BATHROOMS, FRESH INTERIOR AND EXTERIOR PAINT, NEW BEDROOM FLOORING, UPDATED KITCHEN COUNTERTOPS, NEW SINK AND FIXTURES, UPGRADED CLOSETS, NEW INTERIOR AND EXTERIOR LIGHTING, NEW OUTLETS, SWITCHES, COVER PLATES, AND NEW RADIATOR COVERS. THE FINISHED LOWER LEVEL ADDS APPROXIMATELY 400 SQUARE FEET OF FLEXIBLE LIVING SPACE, IDEAL FOR A FAMILY ROOM, HOME OFFICE, GYM, PLAYROOM, OR ENTERTAINMENT AREA. ADDITIONAL FEATURES INCLUDE AN ATTACHED ONE-CAR GARAGE AND AN EXPANSIVE YARD WITH ROOM TO RELAX, GARDEN, ENTERTAIN, OR PLAN FUTURE IMPROVEMENTS. CONVENIENTLY LOCATED MINUTES FROM DOWNTOWN MYSTIC, STONINGTON BOROUGH, MARINAS, RESTAURANTS, SHOPPING, AND THE CONNECTICUT SHORELINE, THIS PROPERTY OFFERS SPACE, PRIVACY, RECENT UPDATES, AND COASTAL NEW ENGLAND LIVING WITH MUCH OF THE HEAVY LIFTING ALREADY DONE FOR YOU. AT ITS NEW PRICE, THIS IS A STRONG VALUE IN THE AREA - SCHEDULE YOUR SHOWING TODAY.
Open House:
Saturday, 6/13 12:00-2:00PM
Ideally located just minutes from Stonington Borough's historic charm and the vibrant waterfront of downtown Mystic. This exquisite custom-built Colonial, constructed in 2006, sits on just over three acres and offers nearly 4,000 square feet of living space across three floors. The first floor features a spacious, inviting living room complete with a gas fireplace and large Thermopane windows that fill the home with natural light. The open kitchen boasts a generous center island, a Sub-Zero refrigerator, a Wolf cooktop, and other modern appliances-perfect for everyday living and entertaining. Adjacent to the kitchen is a wine storage and dry bar area that leads into the main dining room. Beautiful wood flooring flows throughout, while the southern-facing exposure ensures abundant sunlight in every room. Upstairs, the large and elegant primary suite showcases a gas fireplace, two walk-in closets, and a full bath with a large, spa-like shower featuring a rain showerhead, along with separate sink and toilet areas. This level also includes two additional bedrooms, a full bath, and a convenient laundry room equipped with a built-in fold-out ironing board. A spacious family room provides an ideal setting for reading, watching television, or simply relaxing. The third floor offers exceptional flexibility. With ample space, natural light, and a full bath, it can function as a guest or in-law suite, a spacious home office, and/or a workout studio.
CUSTOM HOME TO BE BUILT - New Construction in Masons Estates! A 4-bedroom Newport Style Coastal Home in one of Mason's Island's premier gated communities on a 1.13-acre lot! This exceptional colonial blend timeless architecture with modern luxury, offering an expansive Great Room design ideal for elegant living. Upon entry, this wonderful home will feature a quaint covered porch that leads to the foyer, a nearby half bath and is complemented by a family room in this welcoming area. The main level will showcase an open kitchen, dining room, and a stunning two-story living room with a lovely gas fireplace. It will also include a convenient primary bedroom suite displaying two walk-in closets and a luxurious private bath with a double sink vanity. A mud room and laundry area are ideally located off the two-car garage entry. The upper level includes three additional bedrooms and a spacious loft area that will overlook the living room below, creating openness. Two of the three bedrooms will each present their own private bath and walk in closet. Set on picturesque Mason's Island, residents enjoy serene coastal living and is just minutes from historic downtown Mystic and Stonington, offering exceptional dining, boutique shopping, and waterfront beauty. Yacht Club membership is available upon applicant approval. This is a special opportunity to own a custom-built home on beautiful Mason's Island where a true sense of belonging to the community makes every day feel special.
Open House:
Sunday, 6/14 12:00-2:00PM
DIRECT WATERFRONT IN STONINGTON! Rare opportunity to own a waterfront property with private dock access on beautiful Lamberts Cove. Set on nearly a half-acre of level lawn, this property offers an exceptional combination of water access, outdoor space, public utilities, and proximity to Stonington Borough. Whether you're boating, kayaking, paddleboarding, entertaining, or simply enjoying the sunset views, this is a location that is increasingly difficult to find. Relax in the all-season sunroom and take in gorgeous sunsets or entertain year-round on nearly a half-acre of level lawn. With endless possibilities for enjoyment and expansion, this property is truly special. The home blends classic waterfront cottage character with thoughtful updates, including Andersen windows, bamboo flooring, a geothermal heating and cooling system, and a spacious primary-suite addition. You'll also love the unbeatable proximity to Stonington Borough with its history, shops and restaurants, plus easy access to Route 1 and I-95. Move right in and enjoy it as-is or bring your architect and vision to transform this rare waterfront setting. You won't find a location like this again!
Originally built in the mid-1700s as a livestock farm, Deans Mill Farm has been beautifully restored & transformed into one of Ct's most charming destinations. Over 70 acres of pristine countryside in Stonington, property now operates as an event venue & 5-room bed & breakfast. It shares the grounds with Dragonfly Equestrian Center, stalls, Indoor/Outdoor riding ring, round pen, Multiple Buildings, wash stalls, trainer's apartment , hiking/horse trails & Dragonfly Disc Golf (NEW PRO SHOP)! Deans Mill Farm is ideal for weddings, parties, and special events. Guests may book individual rooms or reserve the entire property for privacy. The Farmhouse accommodates intimate indoor gatherings of up to 50 guests, while outdoor tented celebrations can host up to 250 guests with multiple picturesque backdrops. Whether you continue the existing business or make this amazing estate your home, the possibilities are endless. Picture the equestrian center as a unique indoor wedding venue, cocktail hour alongside the stalls, & private events where you live and entertain on-site. The equestrian center features a lovely living space above with a private deck-perfect for an owner, manager, or VIP guest. A small home serves as a full-time Airbnb or could house live-in help. The main estate functions as both an Airbnb and bridal suite. The beer garden hosts music every Thursday & Sunday, offering food, beer, and lively charm that adds to its income potential.
Ocean House is an eleven unit, mixed use, historic property, comprised of seven residential suites and four commercial suites. The cornerstone of Stonington Borough's commercial Village District, each of the occupied, renovated residential suites features a fully applianced kitchen with dishwasher and a private laundry. Each of the four commercial spaces offer off-the-sidewalk entry and glass bay storefronts. Upside included unfinished, walk up attic with panoramic tri-state water views, and a garage and driveway, presently used by the landlord but in high demand as a rental. Excellent cap at 7.21. Stonington Borough is a quaint peninsula of colonial and Victorian homes on cobblestone and slate sidewalks, magnificent views of Long Island Sound and Napatree Point. Walk, shop, boat, swim, play outside your front door. Owner financing considered.
This approved 10-acre building lot offers a rare opportunity to create your dream home in a serene and private setting. Nestled in a picturesque landscape, the property directly abuts protected land conservation, ensuring long-term privacy and scenic natural surroundings. The property has been approved for residential construction, with soil testing and permitting in place for a septic system and well. A driveway entrance has been designated, and utilities are available at the road. For outdoor enthusiasts, direct access to conservation land means miles of hiking trails, abundant wildlife, and a peaceful environment right outside your doorstep. Despite its secluded feel, the property is conveniently located within a short drive of local amenities, schools, and major roadways. This is a rare opportunity to own a large, buildable lot with guaranteed privacy and natural beauty, making it ideal for those looking to build a primary residence, a vacation retreat, or an investment property.
Beautifully set atop a 1.87-acre lot, this custom-built Contemporary Colonial home offers elevated privacy, sweeping views, and additional 20 acres of shared ownership of scenic open space ideal for gatherings. The home features 4 bedrooms, 3.5 baths, and a two-car garage. A bright, open layout centers around a spacious kitchen with a large island cooktop, reddish brown granite counters, breakfast bar, prep area, and cozy nook. The dining, family, and living rooms flow onto a wraparound deck perfect for entertaining or quiet mornings. The living room impresses with two-story windows, hardwood floors, a stone fireplace, skylights, and a stylish staircase. An interior balcony adds architectural charm. The main level includes a full bath and bedroom with easy access to shared spaces. On the upper-level, two primary suites offer private baths, one with its own balcony. The lower level includes a half bath and a fourth bedroom, ideal for guests or a home office. A rare blend of privacy, space, and natural beauty makes this home truly special.
A 2.06-acre residential lot in a rural RR-80 zone is now available, offering 288 feet of road frontage. Electric service is available. A private well and septic system are required. A septic plan, percolation test, and full plot plan/survey are available. Additional 20 acres of shared ownership of scenic open space ideal for gatherings.
A RARE OPPORTUNITY TO OWN A PIECE OF LOCAL STONINGTON HISTORY ALONG THE PAWCATUCK RIVER, which includes an additional .33 acre parcel. Built in 1864 & lovingly passed down through generations, this cherished riverfront home has been a family homestead since 1912. From the moment you arrive, the property's timeless charm is undeniable. A pristine hedge frames the front, while a classic mix of clapboard & vinyl siding hints at the home's long life & thoughtful updates over the years. From the deck, time slips away while watching boats glide down the Pawcatuck toward Little Narragansett Bay. Enjoy ever-changing views & coastal breezes that never grow old. A private deep-water dock offers direct access to the river & beyond, making this home a boater's dream. Set out for easy day trips to Block Island, Fishers Island, or Montauk right from your own backyard. Inside, the home unfolds with a welcoming blend of gathering spaces, quiet corners & water views from nearly every room. The primary bedroom enjoys distant views of Napatree Point, while additional bedrooms overlook the river to the waterfront of Westerly, RI. While the home has been lovingly maintained through the years, it's ready for its next chapter; offering the perfect balance of preserved character & room for personal updates. For those who appreciate history, water, & the simple beauty of life by the river, this is a property that invites you to make it your own & continue its story for generations to come
Open House:
Saturday, 6/13 2:00-4:00PM
MOVE IN THIS SPRING. Nearly complete brand-new construction simplified- at The Enclave at Barn Island. Skip the wait to build with this stunning home. Inspired by our most popular design, our Monroe model home, the unique two-story floorplan is a rare find. Thoughtfully designed by our professional interior designers to include curated finishes and elevated details that easily impress. The open, well-proportioned floor plan is ideal for modern needs. Kahrs white oak flooring throughout almost every room boasts nearly 200 years of perfected Swedish craftsmanship & a 25-yr warranty. The first story primary bedroom has a 12' ceiling, double closets & ensuite bath. Upstairs bedrooms' soft carpet will give you a cozy feel & sound absorption. The open kitchen's white Quartz countertops, expanded island, real wood soft close cabinetry in white & our bestselling pistachio green are finished with refined golden fixtures- A classic stylish kitchen you'll be proud to show off. The family room has a vaulted ceiling, fireplace & two sliders leading to the large partially covered deck. Free of fossil fuels & affordable to maintain, this house was carefully built to meet or exceed current energy-efficiency standards. High-efficiency heating & cooling systems coupled with our advanced spray foam insulation & air-sealing, high-performance triple pane windows offer consistent comfort room to room. Close this Spring with cash or mortgage, receive a closing cost credit. *Photos of similar home


The median home value in Stonington, CT is $536,500. This is higher than the county median home value of $320,100. The national median home value is $338,100. The average price of homes sold in Stonington, CT is $536,500. Approximately 62.67% of Stonington homes are owned, compared to 24.19% rented, while 13.14% are vacant. Stonington real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Stonington real estate agent to arrange a tour today!
Stonington, Connecticut has a population of 18,354. Stonington is less family-centric than the surrounding county with 26.61% of the households containing married families with children. The county average for households married with children is 27.48%.
The median household income in Stonington, Connecticut is $90,718. The median household income for the surrounding county is $79,040 compared to the national median of $69,021. The median age of people living in Stonington is 50.4 years.
The average high temperature in July is 79.5 degrees, with an average low temperature in January of 21.7 degrees. The average rainfall is approximately 47.9 inches per year, with 26.9 inches of snow per year.