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305 Pequot Trl, Stonington
$4,395,000
3 Beds ⋅ 3 Baths ⋅ 24180859 MLS
A rare private coastal estate along the Connecticut shoreline, this exceptional Stonington property offers country tranquility just minutes from ocean beaches, sailing, and historic Mystic. Offering approximately 5,000 sq. ft. of combined living space with 4 bedrooms, 3 full baths, and 2 half baths, the estate features a 3,000 sq. ft. custom main residence complemented by a substantial detached two-level guest house of approximately 2,000 sq. ft. Together, the residences create an exceptional opportunity for a private family compound, offering space for multigenerational living, extended family, and guests while preserving the comfort and independence of separate homes. The main residence features a great room anchored by reclaimed antique beams, wide-plank floors, and a stone fireplace, opening to a chef's kitchen with sweeping views across the property. A main-level primary suite offers a private retreat with dual closets, an oversized walk-in shower, and access to a stone terrace with a gunite hot tub and outdoor shower. Thoughtfully designed for both everyday living and entertaining, this distinctive estate combines timeless craftsmanship, natural beauty, and exceptional privacy midway between Boston and New York.

305 Pequot Trl, Stonington

347 New London Tpke, Stonington
$719,000
3 Beds ⋅ 3 Baths ⋅ 24180220 MLS
Rare opportunity to own a one-of-a-kind circa 1700 Antique Cape set on more than 3 picturesque acres, complete with stone walls, an in-ground pool, pool house/sunroom, and a separate guest house or in-law apartment. The main home features 3 bedrooms, 3 bathrooms, and 3 fireplaces, offering timeless character and charm throughout. Original details abound, including exposed beams, wide-plank floors, built-ins, and sliding glass doors. A convenient first-floor laundry area and storage, including numerous cupboards, a basement, and a barn/garage with a spacious loft above, add to the home's functionality. The approximately 700-square-foot guest house, dating to circa 1900, offers a one-bedroom, studio-style layout with its own septic system and electric service. This versatile space is ideal for a home office, artist's studio, in-law suite, guest accommodations, or potential rental income. With endless possibilities and abundant original character, this special property is ready for its next chapter. Property, including all structures and the in-ground pool, is being sold AS IS.

347 New London Tpke, Stonington

44 Williams Ave, Stonington
$2,550,000
6 Beds ⋅ 5 Baths ⋅ 24179342 MLS
A turn-key investment opportunity in the heart of Mystic. This completely updated multi-unit building blends coastal sophistication with a high-yield asset model, making it a true trophy property for your portfolio. In the LS-5 zone, it is positioned perfectly for an owner occupier on the second floor with rental units for the modern traveler on the first level. Or, use all units as long-term rentals or an Inn. The building features a spectacular, two-story luxury penthouse with a chef's kitchen, premium appliances, 3 bedrooms and 2 full baths, and dual private outdoor decks designed for entertaining. The first floor has three impeccably furnished studio suites expertly designed with dedicated zones for living and sleek, spa-like baths. The property is within short walking distance to the Amtrak station and downtown Mystic's dining, shopping, and historic drawbridge. Strategically located moments from historic Stonington and the Rhode Island border, this asset is easily serviced by trains from NYC, Boston, and Fairfield County-putting a premier vacation market right at your doorstep. Outfitted with comprehensive security, integrated cameras, and smart access, the entire building is fully optimized for a lucrative, contactless rental system, while solar power generation keeps utility overhead exceptionally low. Complete with 10 on-site parking spaces This property delivers maximum convenience, modern efficiency, and cash flow.

44 Williams Ave, Stonington

9 School (4 And 6 School Place)(Mystic) Street, Stonington
$3,300,000
12 Beds ⋅ 6 Baths ⋅ 24175981 MLS
Exceptional opportunity to acquire a thriving six-unit short-term rental portfolio in the heart of Mystic, Ct. Offered as three well-maintained buildings with six guest accommodations, this turnkey hospitality operation provides immediate income in one of New England's most desirable coastal destinations. Located within walking distance of Historic Downtown Mystic, the portfolio benefits from strong year-round demand driven by waterfront attractions, acclaimed restaurants, boutique shopping, marinas, entertainment venues, and a vibrant tourism economy. Guests enjoy convenient access to Mystic's most popular destinations, helping drive occupancy and repeat visitation. The portfolio includes six thoughtfully appointed accommodations across three separate buildings, creating multiple revenue streams and operational flexibility. The properties have been carefully maintained and are positioned for continued success under new ownership. Unlike traditional multifamily investments, this offering represents an established lodging business with immediate cash flow and future growth potential. The combination of location, scale, and guest appeal creates a rare opportunity to acquire a hospitality asset in one of Connecticut's premier tourism markets. Whether expanding an existing portfolio or entering the short-term rental industry, this unique Mystic offering delivers proven income, operational flexibility, and long-term value. Financial and operational information availabl

9 School (4 And 6 School Place)(Mystic) Street, Stonington

50 Benjamin Stanton Pentway, Stonington
$997,000
3 Beds ⋅ 3 Baths ⋅ 24175651 MLS
New construction to be built on a private 9.9-acre lot in the heart of Mystic. Rare opportunity to enjoy the privacy of a large wooded setting while being just minutes to Olde Mistick Village, Mystic Aquarium, shopping, dining, and major routes. This thoughtfully designed 3-bedroom, 2.5-bath Cape Cod-style home offers approximately 2,150 square feet with an open-concept floor plan, covered front porch, attached 2-car garage, and quality finishes throughout. The spacious living room flows seamlessly into the kitchen and dining area, creating an ideal layout for everyday living and entertaining. The kitchen will feature wood cabinetry, granite countertops, center island, and double sink, while French doors off the dining area lead to the rear patio overlooking the peaceful surroundings. The first-floor primary suite includes a walk-in closet and full bath with granite counters and tiled shower. Upstairs offers two oversized bedrooms, both with walk-in closets, and an additional full bath. Additional features include hardwood flooring throughout the main living areas, first-floor laundry, propane heat, on-demand hot water, central air, well water, and septic. Located directly across from Old Mystic Ridge Preserve with access to scenic wooded trails and natural surroundings. A unique opportunity to build a brand-new home in Mystic with the privacy rarely found in the area.

50 Benjamin Stanton Pentway, Stonington

71 Wolcott Ave, Stonington
$2,275,000
4 Beds ⋅ 2 Baths ⋅ 24174617 MLS
Waterfront escape to this all season Cape Cod home in desirable Lord's Point Beach Community. You will love this waterfront Cape Cod with direct access and wonderful views of Long Island Sound, Block Island Sound and the New England shoreline. First time on the market! Featuring 4 bedrooms, 2 full baths, open and spacious floor plan with lots of windows and ocean views, balcony seating with wildlife, ocean and awesome sky views to enjoy! Something for everyone sitting uniquely on .35 acres and bordering open space with 83 ft of waterfront, private 140 ft dock with 4 tie offs and permit in place for a dry dock so bring your boats plus a 500 lb. mooring anchor! Fun outdoor shed with 4 bunks, electricity and a tv for a fun summer hideout. You can walk to one of 6 beaches (Open Way, Tim's Beach, Boulder Beach, Hopkins Beach, Pebble Beach, and Trestle Beach), ride bikes, play tennis, bocci, basketball, pickleball or clubhouse activities. Close to Mystic Indoor sports, Stonington Borough, Downtown Mystic (great restaurants) and Rhode Island beaches within minutes. Not to mention Foxwoods's Resort and Mohegan Sun Resorts nearby. Hard to get into this community! Don't delay get ready for your summer fun today!

71 Wolcott Ave, Stonington

39 Chippechaug Trl, Stonington
$3,995,000
4 Beds ⋅ 5 Baths ⋅ 24172306 MLS
A spectacular waterfront residence on Masons Island, 39 Chippechaug Trail captures the very best of coastal New England living. Set on 2.05 private acres with more than 250 feet of direct waterfront, this custom-built, move-in ready 4,300 square-foot home enjoys sweeping 180-degree water views, a private sandy beach, deep-water access and its own dock all within one of the Mystic/Stonington area's most coveted waterfront settings. Beautifully maintained and thoughtfully positioned to embrace its extraordinary surroundings, the residence offers comfortable, inviting interiors designed to be enjoyed from day one. Expansive windows and water-facing spaces create a natural connection between the home, grounds and shoreline, while mature oaks frame the property with exceptional privacy and an established coastal landscape. Designed for both relaxed everyday living and entertaining, the property transitions effortlessly from the house to expansive lawns, beach and dock. Boating, swimming, kayaking and days on the water begin right outside your door, while the breadth of the property creates a remarkable sense of openness, privacy and connection to the shoreline. A three-car garage and geothermal heating add comfort and functionality, while the private island setting feels worlds away yet remains just minutes from downtown Mystic's acclaimed restaurants, boutiques, marinas and waterfront attractions.

39 Chippechaug Trl, Stonington

174 River Rd, Stonington
$1,300,000
5 Beds ⋅ 2 Baths ⋅ 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

88 Cove Rd, Stonington
$2,475,000
24164443 MLS
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.

88 Cove Rd, Stonington

414 Liberty St, Stonington
$1,400,000
1 Baths ⋅ 24151718 MLS
Investment Opportunity on Busy Main Road - Stonington, CT Unique chance to own a residential/commercial property zoned for "Convenience Shopping" in the high-traffic corridor of Stonington, CT - 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 1-acre property and 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. Unlock the potential to Develop, lease, or land-bank in one of Stonington's busiest corridors. Opportunities like this don't come often - especially with expansion potential!

414 Liberty St, Stonington

1189 Pequot Trl, Stonington
$4,750,000
11 Beds ⋅ 10 Baths ⋅ 24148799 MLS
Dragonfly Equestrian Center Built 2018, 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, & special events. Main Estate 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, it now operates as an event venue & 5-room bed & breakfast. 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 w/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 & entertain on-site. The equestrian center features a lovely living space above with a private deck-perfect for owner, manager, or VIP guest. Small home serves as a full-time Airbnb or could house live-in help. The main estate functions as both an Airbnb & bridal suite. The beer garden hosts music Thur & Sun, offering food, beer, and lively charm that adds to its income potential. This could be your own private Family Compound

1189 Pequot Trl, Stonington

1189 Pequot Trl, Stonington
$4,750,000
4 Beds ⋅ 2 Baths ⋅ 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

1189 Pequot Trl, Stonington
$4,750,000
5 Beds ⋅ 7 Baths ⋅ 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

1189 Pequot Trl, Stonington
$4,750,000
7 Baths ⋅ 24148792 MLS
Originally built mid-1700s as a livestock farm, Deans Mill Farm has been beautifully restored and transformed into 1 of Ct's most charming destinations. Set on over 70 acres of pristine countryside in Stonington, this property now operates as an event venue & 5-rm bed & breakfast. It shares the grounds with Dragonfly Equestrian Center, home to dozens of horses, meadows, hiking trails, open fields, & even Dragonfly Disc Golf, Deans Mill Farm is ideal for weddings, parties, & special events. Guests may book rms or reserve 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 bring your own vision, possibilities are endless. Picture the equestrian center as a unique indoor wedding venue, cocktail hour alongside the stalls, & private events where you live & 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. Main estate functions as both an Airbnb and bridal suite, complete with a nostalgic Speakeasy bar (liquor license included). The beer garden hosts live bands Thursday & Sunday, offering food, beer, & lively charm that adds to its income potential. NEW DISC GOLF PRO SHOP!!

1189 Pequot Trl, Stonington

117 Water St, Stonington
$3,950,000
10 Beds ⋅ 7 Baths ⋅ 24148701 MLS
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. Agent Owner.

117 Water St, Stonington

117 Water St, Stonington
$3,950,000
11 Baths ⋅ 24148334 MLS
Ocean House is an eleven unit, mixed use, historic property and the cornerstone of Stonington Borough's commercial Village District. Each of the fully occupied, fully renovated, seven residential suites features a fully applianced kitchen and private laundry. Each of the four occupied commercial spaces offer off-the-sidewalk entry and glass bay storefronts. Upside includes unfinished, full attic with panoramic, three state water views, and a garage and driveway, presently used for storage. Excellent cap 7.8. Stonington Borough is a quaint peninsula of colonial and victorian homes on cobblestone and slate fronted sidewalks, magnificent views of Long Island Sound and Napatree Point. Walk, boat, shop, play, outside your front door. Owner financing considered. Agent Owner.

117 Water St, Stonington

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