Homes for Sale in 06378

• 

  

  

  /38

  $5,995,000

  • 4 Beds
  • 5 Baths
  • 4,293 Sq Ft

  39 Chippechaug Trail, Stonington, CT 06378

  First time available in over 50 years, this generational waterfront estate on Masons Island presents an extraordinary coastal offering. Set on two private acres with more than 250 feet of direct water frontage, deep water access, sweeping 180-degree unobstructed views, a private dock, majestic mature oak trees, and its very own sandy beach, 39 Chippechaug Trail is a rare convergence of acreage,

  

  Danielle Malloy

  Serhant Connecticut LLC

  (860) 981-0851

  39 Chippechaug Trail, Stonington, CT 06378
• 

  

  

  /39

  $3,795,000

  • 4 Beds
  • 5 Baths
  • 3,421 Sq Ft

  88 Water St, Stonington, CT 06378

  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

  

  Danielle Malloy

  Serhant Connecticut, LLC

  (860) 483-3587

  88 Water St, Stonington, CT 06378
• 

  

  

  /37

  $799,900

  • 4 Beds
  • 2.5 Baths
  • 2,276 Sq Ft

  1246 Pequot Trail, Stonington, CT 06378

  Located in Stonington, 1246 Pequot Trail is a timeless treasure that perfectly blends historic charm with modern potential. Built in 1840, this well-loved antique home boasts four bedrooms, two and a half bathrooms, and an array of original details that tell a story of craftsmanship and heritage. From the moment you step inside, you'll be captivated by the character-rich woodwork, antique

  

  Fran Wiehn

  Compass Connecticut, LLC

  (860) 823-0707

  1246 Pequot Trail, Stonington, CT 06378
• 

  

  

  /37

  $5,000,000

  • 4 Beds
  • 2 Baths
  • 1,170 Sq Ft

  1189 Pequot Trail, Stonington, CT 06378

  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

  

  Linda O'Hara

  William Raveis Real Estate

  (860) 421-6115

  1189 Pequot Trail, Stonington, CT 06378
• 

  

  

  /37

  $1,350,000

  • 3 Beds
  • 3.5 Baths
  • 3,570 Sq Ft

  1335 Pequot Trail, Stonington, CT 06378

  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

  

  Tammy Tinnerello

  William Pitt Sotheby's Int'l

  (860) 718-4906

  1335 Pequot Trail, Stonington, CT 06378
• 

  

  /33

  $1,395,000

  • 3 Beds
  • 2 Baths
  • 1,180 Sq Ft

  20 Diving St, Stonington, CT 06378

  Ideally located in historic Stonington Borough with water views and a professionally landscaped backyard garden, this 3 bedroom/ 2 bath home offers updated kitchen and baths and the charm of wide board floors and a wood burning fireplace for cozy winter evenings. Take in the water views as you sip your morning coffee in the kitchen or entertain guests on the main deck. The fenced-in backyard is

  Henri Gourd Berkshire Hathaway NE Prop.

  20 Diving St, Stonington, CT 06378
• 

  

  /40

  $2,750,000

  • 3 Beds
  • 3 Baths
  • 2,619 Sq Ft

  92 Water St, Stonington, CT 06378

  Direct Waterfront with Private 90' fixed IPE dock constructed 2012 by Gwenmor Marine. Appx. 3.5' of water at Low Tide, all located in the Heart of Historic Stonington Borough. Water, Louvered Halogen Foot Lights and 30amp power box on your private dock. Walls of Windows overlooking Stonington Harbor and your dock from this Stunning fully renovated 3 Bedrooms, 3 Full Baths waterfront home. Open

  Judi Caracausa William Pitt Sotheby's Int'l

  92 Water St, Stonington, CT 06378
• 

  

  /40

  $1,795,000

  • 3 Beds
  • 2.5 Baths
  • 2,402 Sq Ft

  40 Holmes St, Stonington, CT 06378

  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

  Judi Caracausa William Pitt Sotheby's Int'l

  40 Holmes St, Stonington, CT 06378
• 

  

  /40

  $1,375,000

  $17K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 3,170 Sq Ft

  95 Water St, Stonington, CT 06378

  Perfectly positioned in the heart of Stonington Borough, this beautifully maintained historic home combines rare period charm and modern amenities. Located just one block from the vibrant shops and restaurants of Water Street, this gracious 4-bedroom, 2-bath residence showcases partial harbor views from select rooms and the unfinished attic space. High ceilings, antique hardwood floors, and

  Carlos Reyes William Raveis Real Estate

  95 Water St, Stonington, CT 06378
• 

  

  /40

  $2,000,000

  Coming Soon

  • 4 Beds
  • 5 Baths
  • 5,478 Sq Ft

  15 Juniper Ln, Stonington, CT 06378

  On 4 private acres sits a beautiful 3-level custom-built home with front and back covered porches and an additional dwelling unit (ADU). This one-of-a-kind property offers a rare blend of luxury, space, and tranquility. It's a private retreat just minutes from the vibrant coastal communities of Mystic, Stonington Borough, and Westerly. The thoughtfully designed main level welcomes you with a

  Adam Mancini Ann McBride Real Estate

  15 Juniper Ln, Stonington, CT 06378
• 

  

  /40

  $1,599,000

  Open Sun 12PM - 2PM $60K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,962 Sq Ft

  17 Bittersweet Way, Stonington, CT 06378

  Welcome to 17 Bittersweet Way, located on a peaceful cul-de-sac in historic Stonington, Connecticut. This exquisite custom-built Colonial, constructed in 2006, sits on just over three acres and offers nearly 4,000 square feet of living space across three floors. The first floor features a spacious, inviting living room complete with a gas fireplace and large Thermopane windows that fill the home

  Stan Mickus CENTURY 21 Shutters & Sails

  17 Bittersweet Way, Stonington, CT 06378
• 

  

  /39

  $2,700,000

  • 4 Beds
  • 2 Baths
  • 2,068 Sq Ft

  71 Wolcott Ave, Stonington, CT 06378

  There is no where you will enjoy more than desirable Lord's Point Beach Community during your summers! 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! Cape Cod style all season home, much more than a waterfront cottage featuring 4 bedrooms, 2 full baths, open and spacious floor plan

  Lisa Neundorf Castles Condos & Cottages, LLC

  71 Wolcott Ave, Stonington, CT 06378
• 

  

  /7

  $1,800,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,834 Sq Ft

  28 Orchard St, Stonington, CT 06378

  Imagine a lovely residence surrounded by landscaped gardens, perennial flower beds and fruit trees, with water vistas across Little Narragansett Bay, in Stonington Borough. This beautifully maintained three-bedroom home is exactly that, tucked away on a private 1/2+ acre lot. Features include a gourmet kitchen, wood burning fireplace in the living room, a den with built- ins, french doors to the

  Elizabeth Johnstone William Pitt Sotheby's Int'l

  28 Orchard St, Stonington, CT 06378
• 

  

  /40

  $2,150,000

  • 3 Beds
  • 3.5 Baths
  • 3,613 Sq Ft

  75 Montauk Ave, Stonington, CT 06378

  Modern elegance! Pristine 3 bedrooms, 3.5 bath Coastal Contemporary home offering 3,613 sf on 1.93 tranquil acres. Updated with a new roof in 2023, the open-concept layout features soaring tongue-and-groove style plank ceilings and expansive windows that flood the space with natural light. The custom kitchen includes Glenn Baller & Co. wooden cabinetry, Thermador stainless appliances, and a large

  Greg Broadbent RE/MAX Coast and Country

  75 Montauk Ave, Stonington, CT 06378
• 

  

  /39

  $1,400,000

  • 4 Beds
  • 3.5 Baths
  • 1,309 Sq Ft

  20 Omega St, Stonington, CT 06378

  Stonington Borough- A NEWLY RENOVATED "rare gem". Adorable 3 bedroom 3 full bath cottage; sweeping water views of Little Narragansett Bay, Sandy Point and Watch Hill. Located on a corner lot at the tip of Stonington Point. Open floor plan with beautiful hardwood floors throughout and wonderful water views. The primary bedroom offers you a private balcony to enjoy the ever changing views of the

  Kris Whelan Switz Real Estate Associates

  20 Omega St, Stonington, CT 06378
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  /39

  $975,000

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft

  10 Trumbull St, Stonington, CT 06378

  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

  Kevin Rogers Serhant Connecticut, LLC

  10 Trumbull St, Stonington, CT 06378
• 

  

  /39

  $4,350,000

  • 4 Beds
  • 6 Baths
  • 7,000 Sq Ft

  152 Whitehall Ave, Mystic, CT 06355

  A Landmark Estate Offering Privacy, Craftsmanship, and a Refined Coastal New England Lifestyle. For buyers ready to transition from the intensity of a major city to something more enduring. Escape to Old Mystic, Connecticut and invest in a rare multi-property estate spanning approximately 4 acres. 152 and 156 Whitehall Avenue includes a stately primary residence with a carriage house, plus an

  Ann Buonocore Buena Vista Real Estate Co.

  152 Whitehall Ave, Mystic, CT 06355
• 

  

  /32

  $399,000

  $26K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft

  66 Collins Rd, Stonington, CT 06378

  Adorable 1 bedroom, 1 full bathroom cottage style home with multiple outbuildings located on one of the prettiest streets in the town of Stonington. Surrounded by stone walls and rolling hills the property offers all of what nature has to enjoy. 2 of the outbuildings add additional flexible space for an artist studio, office, exercise / yoga room or many other possibilities. The third structure

  Thomas Switz Switz Real Estate Associates

  66 Collins Rd, Stonington, CT 06378
• 

  

  /8

  $1,300,000

  Open Thu 11AM - 2PM Coming Soon

  • 8 Beds
  • 4 Baths
  • 3,710 Sq Ft

  9 Diving St, Stonington, CT 06378

  This 3 family, 3 story renovated 1899 house sits on a fenced lot with an outbuilding consisting of a one car garage and other side is a storage/office room. The garage has not been used for years so a new curb cut would need to be applied for. The third floor was renovated as the owners apartment and has spectacular views to the east towards to Rhode island. One heating system is used for the

  Lucia Johnstone Berkshire Hathaway NE Prop.

  9 Diving St, Stonington, CT 06378
• 

  /2

  $189,900

  • Land
  • 4.44 Acres
  • $42,770 per Acre

  69 Wolf Neck Rd, Stonington, CT 06378

  Only Three Lots Left!! Terrific 4.4 Acre Lot in the Heart of Stonington! Ready to build! Subdivision Approved! Just bring those building plans and get ready to get started on your Dream Home!

  Bill Heenan William Raveis Real Estate

  69 Wolf Neck Rd, Stonington, CT 06378
• 

  

  /25

  $585,000

  $14K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,990 Sq Ft

  33 Deer Ridge Rd, Stonington, CT 06378

  Welcome to 33 Deer Ridge Road, where comfort, privacy, and endless possibilities join together. This tastefully updated 3-Bedroom, 2-Bath 1-Car Garage home is designed to fit all your needs. The home features a warm, inviting open-concept layout. Downstairs you can find an additional space that can be used for lounging or can be easily made into two additional bedrooms. Settled on a private 1.87

  Megan Broneill REMAX Revolution

  33 Deer Ridge Rd, Stonington, CT 06378
• 

  

  /39

  $990,000

  $335K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,157 Sq Ft

  54 Wilbur Rd, Stonington, CT 06378

  Custom designed one-owner Contemporary home positioned on a 2.29 acre professionally landscaped hilltop w/views & kayak access to coastal inlet Quiambaug Cove. Quiet setting includes stone walls, large garden shed, greenscapes and plenty of birdwatching & natural enjoyment. Home is structured around a floor-to-ceiling stone fireplace with wall of windows overlooking "Azek" covered front porch and

  Beverly Nebelung Berkshire Hathaway NE Prop.

  54 Wilbur Rd, Stonington, CT 06378
• 

  

  /39

  $4,350,000

  • 10 Beds
  • 10 Baths
  • 9,872 Sq Ft

  152 & 156 Whitehall Ave, Stonington, CT 06355

  Escape to a Refined Coastal New England Lifestyle. For buyers ready to transition from the intensisty of a major city to something more enduring. Set behing an electronic iron gate and surrounded by stone walls, a rare multi-property estate spanning approximately 4 acres. This offering includes a stately primary residence with a carriage house, plus an additional street-front parcel featuring a

  Ann Buonocore Buena Vista Real Estate Co.

  152 & 156 Whitehall Ave, Stonington, CT 06355
• 

  

  /40

  $4,250,000

  $245K PRICE DROP

  • 10 Beds
  • 7 Baths
  • 12,145 Sq Ft

  117 Water St, Stonington, CT 06378

  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

  Lori Hopkins-Cavanagh Lori Hopkins-Cavanagh Broker

  117 Water St, Stonington, CT 06378
• 

  

  /9

  $399,000

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft

  33 Shawondassee Dr, Stonington, CT 06378

  This adorable Ranch style home is one level living at it's finest! Offering a comfortable and flexible space, this updated home has a bright and airy living room and an eat-in kitchen. The exterior deck overlooks the oversized backyard. It is currently set up as a 3 Bedroom/1 Bathroom with the opportunity to easily turn 2 of the bedrooms into a larger primary suite. The lower level has been

  Karen Hanson Stonington Realty, LLC

  33 Shawondassee Dr, Stonington, CT 06378
• 

  

  /16

  $997,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,150 Sq Ft

  50 Benjamin Stanton Pentway, Stonington, CT 06378

  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

  Scott Pellerin Coldwell Banker Realty

  50 Benjamin Stanton Pentway, Stonington, CT 06378
• 

  

  /27

  $2,475,000

  • Land
  • 1.18 Acres
  • $2,097,458 per Acre

  88 Cove Rd, Stonington, CT 06378

  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

  Thomas Switz Switz Real Estate Associates

  88 Cove Rd, Stonington, CT 06378
• 

  

  /38

  $900,000

  • 5 Beds
  • 3 Baths
  • 2,245 Sq Ft

  587 Taugwonk Rd, Stonington, CT 06378

  Designed for evolving living needs, this 1.72-acre property offers a rare combination of multiple independent spaces and highly adaptable structures. Major mechanical systems have been updated within the past five years and the entire property is powered by owned solar arrays, resulting in no electricity cost. The 1936 farmhouse is rich in vintage charm, featuring built-ins, a breakfast nook, and

  Jeff Valentine William Pitt Sotheby's Int'l

  587 Taugwonk Rd, Stonington, CT 06378
• 

  

  /40

  $1,125,000

  • 3 Beds
  • 2.5 Baths
  • 3,477 Sq Ft

  14 Bradford Rd, Stonington, CT 06378

  3-bedroom Colonial home with 2.5 baths on 1.84 acres featuring seller owned solar panels! This impressive property offers over 3,000 sf of living space, complemented by a 3-car tandem attached garage and striking California Redwood clapboard exterior finish. Triple-tiered decks on all three levels face south, creating exceptional outdoor living spaces with beautiful Redwood railings and abundant

  Greg Broadbent RE/MAX Coast and Country

  14 Bradford Rd, Stonington, CT 06378
• 

  

  /26

  $99,500

  • 2 Beds
  • 1 Bath
  • 910 Sq Ft

  28 Golden Spur, Stonington, CT 06378

  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

  Greg Broadbent RE/MAX Coast and Country

  28 Golden Spur, Stonington, CT 06378
• 

  

  /29

  $579,000

  • 2 Beds
  • 2.5 Baths
  • 1,674 Sq Ft

  49 Park Ave, Mystic, CT 06355

  BEST AND FINAL 5/16/26 9:00pm - Stunning townhome in Perkins Reserve! This beautifully maintained property, built just five years ago, feels like new and is truly move-in ready. Featuring 2 bedrooms, 2.5 baths, and a spacious open floor plan, this home is designed for both comfort and style. The kitchen is a standout, offering granite countertops, a generous center island, and a dining area that

  Ryan Lynch Compass Connecticut, LLC

  49 Park Ave, Mystic, CT 06355
• 

  

  /5

  $319,500

  • Land
  • 7.29 Acres
  • $43,827 per Acre

  0 Al Harvey Rd, Stonington, CT 06378

  Private Retreat with Pond on 7.29 Acres - A Rare Opportunity! If you're dreaming of rural living at its finest, look no further. Tucked away off the beaten path and surrounded by peaceful farmland, this 7.29-acre property offers both privacy and convenience-just minutes from Route 95, Foxwoods Resort Casino, and Rhode Island's stunning beaches. At the heart of the property lies a beautiful pond,

  Mark Wright Coldwell Banker Coastal Homes

  0 Al Harvey Rd, Stonington, CT 06378
• 

  

  /40

  $3,595,000

  • 7 Beds
  • 7 Baths
  • 7,060 Sq Ft

  259 N Main St, Stonington, CT 06378

  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

  Judi Caracausa William Pitt Sotheby's Int'l

  259 N Main St, Stonington, CT 06378
• 

  

  /36

  $1,995,000

  • 3 Beds
  • 3.5 Baths
  • 7,389 Sq Ft

  145 Water St, Stonington, CT 06378

  The Trumbull Building at 145 Water Street offers a new chapter for this historic asset. Given its storied past and strategic location in "The Borough," this building has a prestigious artistic pedigree with untapped commercial potential. Own a piece of Stonington's cultural soul. Known historically as the Trumbull Building and the longtime creative sanctuary of world-renowned female photographer

  Thomas Switz Switz Real Estate Associates

  145 Water St, Stonington, CT 06378
• 

  

  /40

  $949,000

  • 3 Beds
  • 1.5 Baths
  • 1,078 Sq Ft

  1 South St, Stonington, CT 06378

  Tucked away on a quiet street in Stonington Borough, this beautifully remodeled Colonial blends timeless charm with modern updates. The property offers a rare space and privacy just moments from the vibrant village center and the beloved Velvet Mill. Set on an oversized 0.12-acre lot provides a unique opportunity to expand or enhance the home over time. Inside, you'll find a thoughtfully updated

  Lucia Uchalova William Raveis Real Estate

  1 South St, Stonington, CT 06378
• 

  

  /20

  $2,275,000

  • Land
  • 40,946 Sq Ft
  • $2,420,213 per Acre

  82 Cove Rd, Stonington, CT 06378

  An exceptional waterfront lot offering the rare opportunity to own almost 1 acre of level coastal property in prime Stonington. Historic stone walls and mature trees frame sweeping views of the serene waterfront of Quiambaug Cove. 225 feet of frontage on the cove provides access to the deep waters of Fishers Island Sound. Equally positioned between the vibrant, close by amenities of downtown

  Thomas Switz Switz Real Estate Associates

  82 Cove Rd, Stonington, CT 06378
• 

  

  /12

  $460,000

  $10K PRICE DROP

  • Land
  • 2.72 Acres
  • $169,118 per Acre

  36 Nautilus Way, Stonington, CT 06378

  Approved Building Lot on desirable Nautilus Way in Old Mystic. Possible Subdivision into two lots. Build your dream home on one lot and subdivide and sell the other. Buyer and Buyer's Agent to do necessary due diligence.

  Mary Nasi-Graham IMT Realty

  36 Nautilus Way, Stonington, CT 06378
• 

  

  /40

  $5,800,000

  • 4 Beds
  • 4.5 Baths
  • 3,713 Sq Ft

  11 Main St, Stonington, CT 06378

  Seize the opportunity to own one of New England's most exquisite waterfront properties and discover a lifestyle of coastal elegance. Crafted for those who love to entertain and embrace life by the water, this haven provides the perfect blend of both sophistication and comfort. Nestled with lush, private grounds with meticulous, lush landscaping, a stunning brick patio, and robust sea walls create

  Lori Joyal Compass Connecticut, LLC

  11 Main St, Stonington, CT 06378
• 

  

  /40

  $995,000

  • 5 Beds
  • 2 Baths
  • 1,934 Sq Ft

  5 South St, Stonington, CT 06378

  Expansive Water Views of Fishers Island and an Unbeatable Location in a Quiet Section of Stonington Borough! Located just one block from the Velvet Mill, enjoy a quick stroll to the Farmers Market, local restaurants, boutique shops, marinas, tennis courts and the beach - capturing the very best of coastal living. Currently enjoyed as a spacious single-family residence, this legally designated

  Kim Malek Malek Real Estate

  5 South St, Stonington, CT 06378
• 

  /2

  $239,900

  • Land
  • 6.3 Acres
  • $38,079 per Acre

  41 Wolf Neck Rd, Stonington, CT 06378

  Only Three Lots Left! Spectacular 6.3 Acre Lot w/ Spectacular Water Views of your very own 2.5 Acre Pond! Bring those 'Dream Home Plans' and get ready to enjoy all the natural wild life and serenity this beautiful building lot will provide for years to come! Subdivision Approved & Ready to Go! Call for plans. We are always here to help!

  Bill Heenan William Raveis Real Estate

  41 Wolf Neck Rd, Stonington, CT 06378

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