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$1,350,000
3 Beds 4 Baths ACTIVE Status 24171849 MLS
Tucked behind mature trees and framed by classic stone walls, this remarkable Stonington property feels more like a private country estate than a traditional residence. Set on nearly three beautifully maintained acres, the grounds unfold with expansive lawns, established gardens, and peaceful outdoor spaces that create an immediate sense of calm and privacy. The setting tells a story of timeless New England charm and understated elegance. Inside the home is filled with natural light and thoughtfully designed living spaces. French doors open to an expansive bluestone patio designed for outdoor entertaining, quiet evenings under the stars, and effortless indoor outdoor living. The kitchen was designed for gathering, offering generous workspace, quality appliances, and views across the surrounding landscape. Throughout the home, historic architectural elements are balanced with tasteful modern updates, creating spaces that feel warm, refined, and inviting. Originally part of the historic Stone House estate, the residence carries a unique sense of heritage while offering the ease of contemporary living. The primary suite serves as a peaceful retreat with spa like finishes and carefully integrated original stone details. Every room feels connected to the beauty outside, whether overlooking the lawn, mature trees, or the property's idyllic natural surroundings. Located minutes from Mystic, fine dining, marinas, and the shoreline. 2 hours to NYC and Boston

1335 Pequot Trl, Stonington

$4,995,000
4 Beds 5 Baths ACTIVE Status 24172306 MLS
First time available in over 50 years, this generational waterfront estate on Masons Island presents an extraordinary coastal offering. Set on two private acres with more than 250 feet of direct water frontage, deep water access, sweeping 180-degree unobstructed views, a private dock, majestic mature oak trees, and its very own sandy beach, 39 Chippechaug Trail is a rare convergence of acreage, privacy, and position. Set within a private island enclave, the property is defined by scale, serenity, and an uninterrupted connection to the water. Dappled light, coastal breezes, and a timeless natural landscape create an environment that feels both grounded and quietly spectacular. Expansive, ever-changing views stretch toward the horizon from one of the largest and most coveted waterfront parcels in the community. Deep water access and a private dock support an effortless yachting lifestyle, while the breadth of the acreage allows for a setback residence, maximized square footage, and the possibility of bountiful formal gardens. Morning light rises dramatically over the water, with breathtaking sunrises that define the daily experience of living here. Surrounding oaks provide privacy, shade, and a rare sense of established beauty not often found in waterfront offerings. Despite its quiet, retreat-like atmosphere, the property is just minutes from the heart of Mystic, with renowned dining, boutique shopping, marinas, and waterfront charm only a short drive away.

39 Chippechaug Trl, Stonington

$890,000
2 Beds 2 Baths ACTIVE Status 24172409 MLS
Welcome to Blueberry Cottage, a timeless seaside retreat where charm, character, and coastal living come together beautifully. Built in 1880, this 2-bedroom, 2-bath home is the perfect city escape, offering a rare blend of history and tranquility. Nestled near the end of a picturesque peninsula extending into Little Narragansett Bay, the setting is peaceful and private-ideal for those seeking a quiet getaway by the water. Inside, the home exudes warmth and authenticity, with thoughtful updates that complement its historic roots. Step outside and enjoy the best of both worlds: serene coastal living with convenient access to nearby coffee shops, boutique shopping, exceptional dining, and vibrant cultural activities. Blueberry Cottage is a reminder that not all dream homes are grand in size-sometimes, the most meaningful living comes in a smaller, more intentional space.

10 Trumbull St, Stonington

$459,000
3 Beds 2 Baths ACTIVE Status 24172393 MLS
Welcome to 138 South Broad Street in Pawcatuck! Comfort, convenience, and minutes from several area beaches! This well-maintained home features 3 bedrooms and 2 full baths. Generously sized rooms and functional flow are designed for everyday living and entertaining. The kitchen provides ample storage and workspace, while the living and dining areas offer comfortable gathering spaces. 2 fireplaces add immensely to the comfort and charm. Enormous 2 car garage with ample storage and double entry garage doors. Large breezeway and greenhouse off of den. All of this on an oasis of almost an acre of beautiful property. Easy access to local shops, dining, and everyday amenities. Nearby beaches in Westerly, including Misquamicut State Beach and Watch Hill, are just minutes away. Commuters will benefit from access to major roadways and nearby transportation options. Whether you're looking for a year-round residence or a coastal retreat, this home offers a great opportunity to enjoy all that the shoreline community has to offer!

138 S Broad St, Stonington

$995,000
5 Beds 2 Baths ACTIVE Status 24172268 MLS
Expansive Water Views of Fishers Island and an Unbeatable Location in a Quiet Section of Stonington Borough! Located just one block from the Velvet Mill, enjoy a quick stroll to the Farmers Market, local restaurants, boutique shops, marinas, tennis courts and the beach - capturing the very best of coastal living. Currently enjoyed as a spacious single-family residence, this legally designated two-family property offers exceptional versatility to suit a variety of needs. Set on an oversized corner lot, the home features ample parking, a newer roof, windows and siding, along with gorgeous wood floors, detailed trim, and timeless architectural character. The private fenced in yard is a peaceful retreat with professionally landscaped gardens and an outdoor shower-perfect after a day at the beach. Whether you choose to continue enjoying first floor living as a single-family home, create an in-law set up, or take advantage of its two-family income potential, the possibilities here are truly endless! Classic New England living at its finest---inviting, flexible and ideally located!

5 South St, Stonington

$775,000
4 Beds 3 Baths ACTIVE Status 24171559 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

$774,900
4 Beds 3 Baths ACTIVE Status 24170933 MLS
Located in Stonington, 1246 Pequot Trail is a timeless treasure that perfectly blends historic charm with modern potential. Built in 1840, this well-loved antique home boasts four bedrooms, two and a half bathrooms, and an array of original details that tell a story of craftsmanship and heritage. From the moment you step inside, you'll be captivated by the character-rich woodwork, antique touches, and warm, inviting spaces. The property sits gracefully on a picturesque lot, offering a serene outdoor retreat. Imagine spending summer days lounging by the sparkling inground pool or hosting gatherings on the lush, sun-dappled grounds. For those with a creative vision, the outbuilding with an attached two-car garage and a spacious barn loft opens the door to endless possibilities. Whether you're dreaming of a charming in-law suite, a studio for your passion projects, or even a space to restore antique cars, this versatile area is ready to bring your ideas to life. This is more than a home-it's a rare opportunity to own a piece of history while creating your future. Come experience the charm, potential, and lifestyle of 1246 Pequot Trail for yourself.

1246 Pequot Trl, Stonington

$2,950,000
4 Beds 4 Baths ACTIVE Status 24170430 MLS
Vacation year round in this stunning 4 bedroom, 3 & 1/2 bath island house. Custom built in 2022...better than new. Expansive water views of the picturesque Mystic river from huge deck. More than 100 feet of frontage give you spectacular views in almost all the rooms. Have fun entertaining in it's striking open floor plan. Gourmet kitchen layout, Subzero & Bosch appliances, marble countertop & oversized kitchen island, make this a chef's dream. Hardwood floors throughout, high ceilings, cove lighting, contemporary linear gas fireplace in living room, and top of the line security system give it an unmistakable modern and sophisticated flair. Notice the carefully selected sinks/fixtures in bathrooms. Soak and relax in the freestanding tub in spacious primary bath. Generous-sized walk-in closets for your storage needs. Geothermal heat, thermal windows, central air, electric vehicle (EV) charger, and a back up generator, make this property a perfect blend of beauty and efficiency. Located just a few minutes to downtown Mystic/famous Bascule bridge and a short walk to the idyllic Enders Island. You can potentially build your own dock and launch your boat off the property. A truly one of a kind gem.

29 Dubois Dr Unit 29, Stonington

$1,895,000
5 Beds 3 Baths ACTIVE Status 24168970 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

$5,800,000
4 Beds 5 Baths ACTIVE Status 24162051 MLS
Seize the opportunity to own one of New England's most exquisite waterfront properties and discover a lifestyle of coastal elegance. Crafted for those who love to entertain and embrace life by the water, this haven provides the perfect blend of both sophistication and comfort. Nestled with lush, private grounds with meticulous, lush landscaping, a stunning brick patio, and robust sea walls create an idyllic setting. Steeped in history, this cherished waterfront home, built in 1850 by Joseph Smith and once owned by Whaling Captain Billings Burtch, is a rare find. Experience sheer charm throughout, from the main-level fireplace to the expansive master suite featuring a gas fireplace and adjoining deck for serene ambiance overlooking Little Narragansett Bay. Water enthusiasts will appreciate the seasonal floating dock offering easy access to Sandy Point's gentle surf while boasting, for example in mid-July, some 3 ft. 10 in. depth at high tide at the dock and 4 ft. 3 in. at the floating dock perfect for boating to Watch Hill, Montauk, Block Island and beyond. Eligible for mooring for larger boat. This home boasts endless amenities: three full en-suite bedrooms (plus a fantastic third-floor family suite), a number of built-in shelves/cabinets, wine cellar, full-house generator, a sturdy stone foundation, and central AC. This is more than a home, it's a statement of an unparalleled lifestyle.

11 Main St, Stonington

$1,700,000
5 Beds 2 Baths ACTIVE Status 24166473 MLS
Enjoy your own 3.5' x 24 PRIVATE DOCK ramp and 30 sq ft ramp landing float on 130' of DIRECT WATERFRONT. Discover unparalleled sophistication in this architectural gem, where every detail has been curated for the discerning eye. Sweeping river views and direct water front access from this spectacular 1.01 acre property. The primary lot with home is .88-acres plus a .13 acre lot with This residence strikes the perfect balance between bold design and effortless livability. From the light-drenched sun room to the meticulous indoor-outdoor entertaining spaces, the home serves as a gallery for a life well-lived. High ceilings and period architectural details serve as the backdrop for extensive modern upgrades. The main floor has been transformed for the modern epicurean, boasting a fantastic new kitchen, luxury laundry suite, and a sleek mudroom designed for active lifestyles. Room for all with 5 bedrooms, all with lovely water views. Minutes to downtown Westerly and fantastic Rhode Island beaches. Stonington Boro, Mystic, Amtrak, shopping and hospital all a few minutes drive.

174 River Rd, Stonington

$4,350,000
10 Beds 10 Baths ACTIVE Status 24165309 MLS
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.

152 & 156 Whitehall Ave, Stonington

$4,350,000
4 Beds 6 Baths ACTIVE Status 24141675 MLS
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.

152 Whitehall Ave, Stonington

$3,595,000
7 Beds 7 Baths ACTIVE Status 24147408 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

$5,000,000
4 Beds 2 Baths ACTIVE Status 24148801 MLS
Originally established in the mid-1700s as a livestock farm, Deans Mill Farm has been beautifully restored & transformed into one of CT's most charming destinations. This small home serves as a full-time Airbnb or could house live-in help. Over 70 acres of pristine countryside in Stonington, property now operates as an event venue! The Main House offers 5-Bedroom (bed & breakfast), Dragonfly Equestrian Center has 18-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. 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.

1189 Pequot Trl, Stonington

$5,000,000
5 Beds 7 Baths ACTIVE Status 24148794 MLS
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.

1189 Pequot Trl, Stonington

$989,000
2 Beds 2 Baths ACTIVE Status 24148102 MLS
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!

3 Lamberts Ln, Stonington

$2,500,000
5 Beds 3 Baths ACTIVE Status 24131335 MLS
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

417 River Rd, Stonington

$1,120,100
3 Beds 3 Baths ACTIVE Status 24128178 MLS
MOVE IN READY. 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 with cash or mortgage, receive a closing cost credit. *Photos of similar home

23 Summertime Cir, Stonington

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