Stonington Homes with Historic Antique Style

Welcome to Stonington, Connecticut, a charming coastal town nestled in New London County, where history and natural beauty intertwine seamlessly. Known for its picturesque landscapes and rich maritime heritage, Stonington offers a unique blend of New England charm and modern convenience, making it a perfect destination for those seeking a serene yet vibrant lifestyle.

Stonington boasts a captivating array of historic antique-style homes that reflect the town’s storied past. Many of these residences date back to the 18th and 19th centuries, showcasing exquisite architectural details such as grandiose woodwork, classic gables, and inviting front porches. Walking through the tree-lined streets, you’ll feel as though you’ve stepped back in time, surrounded by beautifully preserved homes that tell the tales of generations gone by.

The town’s commitment to preserving its historical integrity is evident in its well-maintained neighborhoods and community spaces. Stonington's historic district is a treasure trove of antique homes, each with its own unique character and charm. Whether you're a history enthusiast, an architecture lover, or simply seeking a peaceful retreat, Stonington’s antique homes provide an enchanting backdrop for your new life.

Beyond its stunning residences, Stonington offers a wealth of recreational opportunities, from scenic waterfront parks to quaint shops and gourmet dining. With its close-knit community and welcoming atmosphere, Stonington is not just a place to live; it’s a place to call home. Discover the allure of Stonington and experience the timeless elegance of its historic antique-style homes today!

Newest Stonington Homes with Historic Antique Style

$599,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

$3,395,000

7 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

$725,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24199082 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

$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

$4,350,000

10 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 24165309 MLS

Exceptional versatility in Stonington! Live comfortably in the main residence while generating steady rental income from the charming carriage house. Key Highlights: Main House + Carriage House: Ideal multi-generational or income-producing setup. Separate Legal Parcel: Includes an already-divided 2-family home and/or buildable lot, opening up endless possibilities-keep for immediate rental income, sell off separately, or develop further. Water Access: Enjoy nearby small boat and personal watercraft launch access to the Mystic River right on Whitehall Avenue.

152 & 156 Whitehall Ave, 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

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