Stonington Real Estate

Welcome to Stonington, Connecticut – a picturesque coastal gem nestled in New London County. With its rich maritime history, charming downtown, and breathtaking waterfront views, Stonington offers a unique blend of small-town charm and vibrant community life.

As you stroll through the town, you’ll be captivated by its historic architecture, quaint shops, and delightful eateries that line the streets. The Stonington Borough, with its stunning harbor and scenic views of Long Island Sound, is a perfect spot for leisurely walks or enjoying a sunset. The area is steeped in history, with landmarks like the Old Lighthouse Museum and the beautiful Stonington Lighthouse, which stand as testaments to the town’s seafaring past.

Stonington is not just about its history; it’s also a hub for outdoor enthusiasts. The town features numerous parks and beaches, including the popular DuBois Beach, where families can relax, swim, or enjoy a picnic. The nearby Mystic Seaport and the picturesque village of Mystic are just a short drive away, offering additional attractions and activities.

Community spirit thrives in Stonington, with local events and farmers' markets that bring residents together throughout the year. This welcoming atmosphere makes it an ideal place for families, retirees, and anyone looking to enjoy a peaceful yet engaging lifestyle.

Whether you’re considering a move or simply visiting, Stonington, CT, is a place where history, community, and natural beauty come together to create an enchanting coastal haven. Discover your next home in this charming town and experience all that Stonington has to offer!

Newest Listings in Stonington

$599,900

3 Beds ⋅ 2 Baths ⋅ 24205966 MLS

Have you ever been told that you say "cute as a button" too much? Me either. Watch Hill Ave is a quiet little street just outside Stonington Borough and this 'cute as a button' gambrel roof cottage with 3bed 2bath, high ceilings, charming & thoughtful updates, a detached barn, and brand new septic system. Minutes from downtown Westerly & Mystic, Route 95, Route 1. Come see this one before it's gone!

28 Watch Hill Ave, Stonington

$685,000

24205624 MLS

A rare chance to Create Your Dream Retreat on sought-after MONTAUK AVENUE! Perched high above Historic Stonington Borough, this exceptional three-acre parcel offers a rare opportunity to create a private, beautifully appointed residence in one of Connecticut's most coveted coastal settings. Surrounded by mature stone walls and natural beauty, the property provides a peaceful sense of privacy while remaining conveniently close to the very best of the area. Enjoy easy access to the charm of Historic Stonington Borough and nearby Mystic, along with an array of exceptional restaurants, marinas, golf, tennis and paddle facilities, scenic hiking at Barn Island, and a public boat launch for enjoying the region's coastal waterways. The groundwork for your vision is already in place. Building, zoning, wetlands, and Health Department permits were previously approved and are now ready to be updated, potentially streamlining the process of bringing your dream home to life. A distinctive opportunity to create a custom residence that takes full advantage of the setting, privacy, and extraordinary lifestyle this remarkable property affords. Please inquire with the listing agent for documentation and contact information regarding the prior approvals.

174 Montauk Ave, Stonington

$165,000

24203666 MLS

APPROVED BUILDING LOT! Perfect location to design the home of your dreams on this build-ready 1.27 acre lot located on a quiet country road. Conveniently located minutes from I-95, Rhode Island beaches, trains to Boston and New York, and airport and ferry facilities, all while living in the serene countryside.

Greenhaven Road, Stonington

$850,000

2 Beds ⋅ 2 Baths ⋅ 24205307 MLS

This charming cape style cottage offers a 1st floor bedroom and full bath, open kitchen/living room/dining room with wood stove, sun room, upstairs primary bedroom with bath and walk in closet with sliders to a deck that views the bay. Full basement and crawl space, 1 car garage, electric heat. Water views from first floor and back yard. This is a special little spot in the town of Stonington. Close to beaches, downtown and all the village has to offer. Minutes away from Mystic and casinos.

44 Island Rd, Stonington

$1,799,000

3 Beds ⋅ 3 Baths ⋅ 24204316 MLS

Set along a quiet private road just minutes from the historic villages of Mystic and Stonington, this exceptional waterfront property offers over two acres of privacy and natural beauty, surrounded by Quiambaug Cove. Designed for effortless single-level living, the home features three bedrooms and three full baths with spacious interiors that embrace the surrounding coastal setting. Sun-filled living and dining areas are thoughtfully positioned to capture water views from nearly every room, while the open floor plan creates an inviting atmosphere for both everyday living and entertaining. Two fireplaces add warmth and character, including one in the living room and another in the primary suite. A generously sized bedroom with its own private waterfront deck offers flexible use as a guest suite, artist studio, or home office. Sliding doors open to an expansive full-length deck overlooking the cove, creating seamless indoor-outdoor living. From your private dock enjoy easy access to Long Island Sound and beyond or a peaceful afternoon kayaking, swimming or tubing in the cove. Mature landscaping and the tranquil shoreline setting provide a rare sense of peace and seclusion, all within close proximity to Mystic and Stonington's renowned restaurants, marinas, and shops. A rare opportunity to create your ideal coastal retreat in one of the area's most picturesque waterfront settings.

27 Wilbur Rd, Stonington

$5,950,000

5 Beds ⋅ 7 Baths ⋅ 24203567 MLS

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

40 Grand St, Stonington

$3,395,000

7 Beds ⋅ 7 Baths ⋅ 24202586 MLS

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

259 N Main St, Stonington

$1,250,000

3 Beds ⋅ 2 Baths ⋅ 24200143 MLS

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

39 Wilcox Rd, Stonington

$2,495,000

2 Beds ⋅ 3 Baths ⋅ 24201360 MLS ⋅ Stonington Commons Community BLDG.

For the first time since its original ownership, this exceptional residence at Stonington Commons is being offered for sale-a rare opportunity to own a truly special home in the heart of Stonington Borough. Beautifully appointed throughout, this two-bedroom, two-and-a-half-bath condominium combines elegant interiors, abundant natural light, and stunning sunset views over Stonington Harbor. Gorgeous hardwood floors flow throughout the residence, complemented by soaring ceilings, beautiful moldings, and oversized windows that allow natural light to pour in. At the heart of the home is a gorgeous chef's kitchen with a generous island and counter seating, perfect for everyday living and entertaining. The spacious living room features a gas fireplace and provides an inviting setting to relax and enjoy this exceptional home. Both bedrooms are en-suite, providing wonderful privacy and comfort, and each features its own private deck with views of Stonington Harbor. A large bonus room with a walk-in closet offers exceptional flexibility as a home office, den, media room, or additional guest space. This room also features a door leading to an additional exterior entrance, providing convenient access in and out without the need to use the elevator. Offered for the first time, this distinctive Stonington Commons residence is a rare combination of luxury, convenience, beautiful harbor views, and the incomparable lifestyle of Stonington Borough.

Stonington Commons Commons, Stonington

$869,900

5 Beds ⋅ 3 Baths ⋅ 24203016 MLS

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

587 Taugwonk Rd, Stonington

$869,900

5 Beds ⋅ 3 Baths ⋅ 24203017 MLS

Offering a rare blend of lifestyle and income potential, 587 Taugwonk Road is a distinctive Stonington property with a legal accessory dwelling unit and multiple versatile outbuildings. Set on 1.72 acres, it offers an appealing opportunity for buyers seeking a weekend retreat, future full-time residence, or property with supplemental rental income. The 1936 farmhouse retains its vintage character with built-ins, a breakfast nook and wood-burning fireplace, while newer siding, windows and major mechanical updates add important improvements. Owned solar arrays power the property, resulting in no electricity cost. Separately sited from the main house, the fully insulated unfinished 561-square-foot guest cottage is a legal ADU - ideal for short or long-term rental income, extended family, guests, or a private workspace. For buyers dividing their time between Stonington and a larger metro area, the ADU offers an attractive way to offset ownership costs while maintaining a private coastal-country escape. A heated detached garage/workshop, original dairy farm "milk house," and classic red timber-frame barn with two lofts add even more flexibility. The barn offers exceptional potential as a gathering or entertaining space. Convenient to Stonington Borough, downtown Mystic, Westerly and Rhode Island beaches, vineyards and golf, this is a property that can function as a retreat, an investment, or both. MAIN HOUSE IS 1684 SQFT AND THE GUEST COTTAGE IS 561 SQFT

587 Taugwonk Rd, Stonington

$1,699,000

6 Beds ⋅ 6 Baths ⋅ 24203619 MLS

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

62 Nautilus Way, Stonington

Start Your Search

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.