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$4,625,000
3 Beds 3 Baths 24180859 MLS
Welcome to Little Pond Farm in Stonington, CT. This private estate of 96 acres on the Connecticut shoreline is midway between Boston and New York and minutes from ocean beaches, sailing, and the historic village of Mystic. It offers the space and privacy of true country living within easy reach of the coast. The custom main residence pairs scale with warmth: a great room anchored by reclaimed antique beams, wide-plank floors, and a stone fireplace opens to a chef's kitchen and a custom wood island, all framing views across fields, ponds, paddocks, and the post-and-beam barn. The main-level primary suite offers dual closets, an en-suite with an oversized walk-in shower, and a private stone terrace with an oversized gunite hot tub & outdoor shower. A fireside library, screened porch, and service rooms complete the floor; two additional bedrooms with a jack and jill bathroom are located on the upper level.The barn is fitted with four oversized stalls, tack and feed rooms, and a wash stall, connected by breezeway to a two-level guest house. The ground level offers a large studio with a wet bar, half bath, and an attached one-car garage; above is a complete guest residence with a full kitchen and living area, bedroom, walk-in closet, and full bath. 70 of 96 acres are permanently protected under a Connecticut Farmland Trust easement, permitting agricultural use and structures preserving the surrounding hayfields, woodlands, and brook in perpetuity and ensuring lasting privacy.

305 Pequot Trl, 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

$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

$1,975,000
6 Beds 3 Baths 24176769 MLS
Perched high above the shoreline with commanding panoramic views from the Mystic River to Fisher's Island Sound, this exceptional waterfront residence offers the perfect blend of timeless coastal elegance and modern comfort. Designed for effortless living, the home features a first-floor primary suite, sun-filled living and dining rooms that open to an expansive stone terrace, and an updated chef's kitchen with custom cherry cabinetry, granite countertops, a Viking range, and wine cooler. Upstairs, six versatile rooms and two full baths provide abundant space for guests, home offices, or multi-generational living. Enjoy a picturesque lower lawn, classic boathouse with electricity, tranquil salt pond, and owned marsh frontage with direct access to 19 feet of waterfront.

32 Money Point Rd, Stonington

$3,500,000
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

$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

$2,275,000
4 Beds 2 Baths 1412449 MLS
Waterfront Cape Cod all season home in desirable Lord's Point Beach Community! You will love this waterfront Cape Cod cottage with direct access to 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 Avenue, 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

$80,000
2 Beds 1 Baths 24175327 MLS
2-bedroom mobile home in Arlington Acres! This unit is considered one of the best of 150 units in the mobile home park and sits at the end of a cul-de-sac. It is well-maintained with a spacious kitchen, dining area, and sizeable living room. Unit was redesigned prior to 2020 with the addition of numerous windows that fill the living space with natural light, and a large, enclosed porch that provides an inviting extension of the home for additional year-round enjoyment. Home includes two bedrooms, with the primary bedroom offering direct access to a large full bath. A new roof was installed in 2025, and the shed adds convenient storage. Raised beds offer space for homegrown fruits and vegetables, and two off-street parking spaces are provided. Buyers must receive park approval. Previous buyers were denied park approval. Buyers MUST have a credit score of 675 or above. Mobile home is on leased land.

28 Golden Spur, Stonington

$1,350,000
3 Beds 4 Baths 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 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 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

$1,162,620
4 Beds 4 Baths 24170786 MLS The Enclave At Barn Island BLDG.
LAST HOMESITE AVAILABLE! Award winning EG Home is wrapping up our third community in Stonington. 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. Three additional bedrooms upstairs, including a guest suite with an ensuite bath, offer privacy for family and friends. 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.

32 Summertime Cir, Stonington

$2,950,000
4 Beds 4 Baths 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
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 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
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 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

$3,795,000
4 Beds 5 Baths 24159613 MLS
At the edge of Stonington Harbor, where sailboats move slowly through the water and the village wakes each morning to the rhythm of the tide, 88 Water Street offers a rare opportunity to live directly within one of New England's most beloved coastal communities. This historic home dates to 1840, yet today it feels distinctly current following an extensive renovation completed in 2022. The result is a residence that respects its heritage while embracing the ease and openness expected of modern coastal living. Inside, more than 3,400 square feet of thoughtfully reimagined space unfold across multiple levels, with views of the harbor appearing at nearly every turn. The home's central living spaces flow naturally from one room to the next, creating an environment designed as much for relaxed daily life as it is for hosting friends and family. A spacious kitchen anchors the main level, centered around a generous island and complemented by casual gathering areas that invite conversation long after dinner ends. Nearby living and dining rooms retain the warmth and character expected in a home of this era, anchored by a traditional fireplace that brings a sense of intimacy to the space. Upstairs, the primary suite enjoys its own private outlook toward the water, with direct access to a deck that feels perfectly suited for quiet mornings overlooking the harbor. Additional bedrooms provide comfortable accommodations for family and guests.

88 Water St, Stonington

$1,600,000
3 Beds 3 Baths 24150188 MLS
Unobstructed Water Views! Welcome to a rare offering in the Heart Of Downtown Mystic where timeless New England charm meets coveted waterfront living. Relax and unwind on your magical Front Porch and watch the boats sail by with unobstructed water views of The Mystic River and The Mystic Seaport Museum. This beautifully maintained 3-bedroom, 2.5-bath residence is nestled on .30 acres with attached 2 car garage and private off-street parking. It boasts sweeping water views from every window and direct access to the Mystic River. Current owners use a mooring in the Mystic River. Perfectly positioned between Mystic Seaport and the iconic bascule drawbridge, this exceptional home places you at the center of one of Connecticut's most beloved coastal communities. Stroll to renowned restaurants, boutique shops, and vibrant riverfront attractions, all just steps from your door. Whether you're seeking a serene waterfront retreat or an active coastal lifestyle, this home delivers the very best of Mystic Living Historic, Walkable, and Undeniably Special. Peaceful yet lively, historic yet effortless-this is authentic New England coastal living at its finest!

40 Holmes St, Stonington

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