Refine Search
Sort by
$3,500,000
12 Beds 6 Baths ACTIVE Status 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

$997,000
3 Beds 3 Baths ACTIVE Status 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

$2,275,000
4 Beds 2 Baths ACTIVE Status 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

$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
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

$849,999
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

$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, Stonington

$995,000
ACTIVE Status 24162019 MLS
Prime Approved 4.3 acre Building Lot located at the end of a quiet cul-de-sac off Montauk Avenue. Vistas of Stonington Harbor and Long Island Sound. 16 Bittersweet Way offers a rare opportunity to build a custom home in one of Stonington's most desirable locations-just minutes from Historic Downtown Mystic and the charm of Historic Stonington Borough. Enjoy World Class Boating just minutes away. This lot is to be serviced by Private Well and Private Septic, and A2 Survey is available. This approved building lot features a gently sloping landscape ideal for a walkout lower level overlooking more than 8 acres of protected woodlands. Framed by classic New England stone walls, the setting is both private and serene. With an approved septic plan for a 5-bedroom residence, no wetlands, and location well outside the flood zone, this property is ready for development. The expansive acreage provides ample space to create a true estate for generational living -whether envisioning a pool and guest house, sport court or pickleball, collector garages, gardens, or a studio retreat. Near Deep Water marinas, renowned dining, golf courses, scenic trails, and world-class coastal attractions, this exceptional parcel combines natural beauty, privacy, and convenience. At sunset, the landscape glows with reflected light through the trees; by night, the sky opens to peaceful stargazing-an ideal backdrop for your future home. A rare offering-one of the last undeveloped parcels in Stonington.

16 Bittersweet Way, Stonington

$1,300,000
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

$2,475,000
ACTIVE Status 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

$559,000
3 Beds 2 Baths ACTIVE Status 24162087 MLS
Welcome to 33 Deer Ridge Road, ideally situated just minutes from the charming Downtown Mystic. Set on nearly 2 private acres, this spacious home offers 3 bedrooms with the ability to accommodate 5 bedrooms, 2 full bathrooms, and a 1-Car Garage. The Lower level provides additional versatile living space, perfect for a home office, guest room, recreational area, or additional bedrooms. Outside, enjoy the privacy and space of nearly 2 acres-ideal for outdoor entertaining, gardening, recreation, or simply relaxing in your own peaceful setting. Enjoy the best of Coastal Connecticut living with Mystic's renowned restaurants, shops, and marinas. Conveniently located close to I-95 for commuting and travel. This home is back on the market after the buyer's home did not sell.

33 Deer Ridge Rd, Stonington

$1,400,000
1 Baths ACTIVE Status 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

$5,000,000
11 Beds 10 Baths ACTIVE Status 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

$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

$5,000,000
7 Baths ACTIVE Status 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

$4,250,000
10 Beds 7 Baths ACTIVE Status 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.

117 Water St, Stonington

$4,250,000
11 Baths ACTIVE Status 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 7.21. Stonington Borough is a quaint penninsula 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.

117 Water St, Stonington

$2,250,000
5 Beds 3 Baths ACTIVE Status 24131335 MLS
Built in 1864 & lovingly passed down through generations, this cherished riverfront home (plus an additional .33 acre parcel) 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, with additional bedrooms overlooking 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. Don't miss the virtual tour that captures the beauty of the location.

417 River Rd, Stonington

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.