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Stonington, CT Homes for Sale with Acreage

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  • /46

    $4,995,000

    $1M PRICE DROP
    • 4 Beds
    • 5 Baths
    • 4,293 Sq Ft

    39 Chippechaug Trail, Stonington, CT 06378

    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

    Agent Photo

    Danielle Malloy

    Serhant Connecticut LLC

    39 Chippechaug 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

    Agent Photo

    Tammy Tinnerello

    William Pitt Sotheby's Int'l

    1335 Pequot Trail, Stonington, CT 06378
  • /33

    $4,625,000

    • 3 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    305 Pequot Trail, Pawcatuck, CT 06379

    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

    Agent Photo

    Mark Bevington

    Coldwell Banker Realty

    305 Pequot Trail, Pawcatuck, CT 06379
  • /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

    Agent Photo

    Linda O'Hara

    William Raveis Real Estate

    1189 Pequot Trail, Stonington, CT 06378
  • /26

    $1,400,000

    • 2 Beds
    • 1 Bath
    • 1,063 Sq Ft

    414 Liberty St, Pawcatuck, CT 06379

    Unique chance to own a residential/commercial property zoned for "Convenience Shopping" in a high-traffic area - 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

    Agent Photo

    Anne Oakman

    Media Realty Group Inc.

    414 Liberty St, Pawcatuck, CT 06379
  • /3

    $1,175,000

    New Construction $125K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 3,500 Sq Ft

    3 Farm Ponds Rd, North Stonington, CT 06359

    Welcome to this beautifully crafted new construction modern farmhouse-style Colonial, where timeless design meets elevated living. Set on a picturesque lot, this exceptional home offers a seamless blend of sophistication, functionality, and superior craftsmanship. The inviting front porch with classic white columns creates a striking first impression, leading into a thoughtfully designed interior

    Agent Photo

    Joel Grispino

    Drawbridge Realty

    3 Farm Ponds Rd, North Stonington, CT 06359
  • /40

    $1,300,000

    $680K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,119 Sq Ft

    174 River Rd, Pawcatuck, CT 06379

    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

    Holly Powell Berkshire Hathaway NE Prop.

    174 River Rd, Pawcatuck, CT 06379
  • /39

    $4,350,000

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

    152 Whitehall Ave, Mystic, CT 06355

    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

    Ann Buonocore Buena Vista Real Estate Co.

    152 Whitehall Ave, Mystic, CT 06355
  • /15

    $375,000

    • Land
    • 1.88 Acres
    • $199,468 per Acre

    14 Barnes Rd, Stonington, CT 06378

    Discover a rare opportunity to build your home on this approved 1.88 acre corner lot in a newly established small subdivision with a SHARED DRIVEWAY on highly desirable Barnes Road in Stonington Connecticut. This vacant lot already features a brand-new well and holds conditional site approval from the town for a newly constructed home, along with Ledge Light health district conditional approval

    Robin Hall Berkshire Hathaway NE Prop.

    14 Barnes Rd, Stonington, CT 06378
  • /25

    $559,000

    $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,990 Sq Ft

    33 Deer Ridge Rd, Stonington, CT 06378

    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,

    Megan Broneill REMAX Revolution

    33 Deer Ridge Rd, Stonington, CT 06378
  • /10

    $945,000

    • Land
    • 1.27 Acres
    • $744,094 per Acre

    12 Kingfisher Way, Stonington, CT 06355

    Build your perfect coastal home on the nicest lot on Kingfisher Way! This cleared 1.27 acre building lot located in Masons Estates, is Masons Island's newest enclave of custom homes. A natural stone wall borders the property that abuts 5 acres of preserved open space offering added privacy to this serene setting. Easy access to boating and water sports, biking and hiking can be steps from your

    Sheryl Santoro Switz Real Estate Associates

    12 Kingfisher Way, Stonington, CT 06355
  • /39

    $4,350,000

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

    152 & 156 Whitehall Ave, Stonington, CT 06355

    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

    Ann Buonocore Buena Vista Real Estate Co.

    152 & 156 Whitehall Ave, Stonington, CT 06355
  • /8

    $265,000

    • Land
    • 7.29 Acres
    • $36,351 per Acre

    0 Al Harvey Rd, Stonington, CT 06378

    Country Living with Convenience on 7.29 Private Acres Discover the perfect blend of privacy and convenience with this beautiful 7.29-acre wooded lot, featuring a picturesque pond as its centerpiece. Whether you're dreaming of a peaceful retreat or a forever home, this stunning property offers the ideal setting to bring your vision to life. The lot has already been perked and approved for a

    Mark Wright Coldwell Banker Coastal Homes

    0 Al Harvey Rd, Stonington, CT 06378
  • /38

    $2,495,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 4,449 Sq Ft

    7 Kingfisher Way, Stonington, CT 06378

    A classic Nantucket-style silhouette announces itself, sweeping gambrel rooflines, hand-laid shingle siding, and a trio of dormers rising above a deep, columned front porch. This site is graced with stunning views of tranquil nature preserves and open space in the heart of the island, walking distance to the ocean. This home strikes that rare balance between grandeur and warmth with an entrance

    Robyn Letourneau Berkshire Hathaway NE Prop.

    7 Kingfisher Way, Stonington, CT 06378
  • /40

    $719,000

    • 3 Beds
    • 3 Baths
    • 2,632 Sq Ft

    347 New London Turnpike, Stonington, CT 06378

    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

    Samantha Storey RE/MAX Coast and Country

    347 New London Turnpike, 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
  • /17

    $1,470,000

    • 4 Beds
    • 3 Baths
    • 3,877 Sq Ft

    24 Bittersweet Way, Stonington, CT 06378

    Privacy is the first thing you notice. Set at the end of a cul-de-sac on nearly two acres, this custom contemporary home sits behind mature plantings that screen the property on every side. The setting is quiet in a way that feels intentional, yet downtown Mystic and both the Connecticut and Rhode Island shorelines are minutes away. The real headline is the layout. Four bedrooms, the kitchen, and

    Amanda Girouard CENTURY 21 Shutters & Sails

    24 Bittersweet Way, Stonington, CT 06378
  • /40

    $869,900

    • 5 Beds
    • 3 Baths
    • 1,684 Sq Ft

    587 Taugwonk Rd, Stonington, CT 06378

    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

    Geb Masterson William Pitt Sotheby's Int'l

    587 Taugwonk Rd, Stonington, CT 06378
  • /39

    $3,395,000

    • 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
  • /9

    $1,000,000

    • Land
    • 3.3 Acres
    • $303,030 per Acre

    811 Stonington Rd, Stonington, CT 06378

    Rare opportunity to own a 3.3-acre parcel with multiple zoning designations (GC-60, RR-80, and RA-40) and approximately 80.78 feet of road frontage. Buyer to perform all due diligence regarding zoning requirements, permitted uses, and development potential. Well and septic systems would be required. Electrical service has been extended to the existing on-site cell tower, which is subject to a

    Jackson Switz Switz Real Estate Associates

    811 Stonington Rd, Stonington, CT 06378
  • /20

    $2,250,000

    • Land
    • 7.23 Acres
    • $311,203 per Acre

    16-20 Stonington Rd, Stonington, CT 06379

    Positioned on the highly desirable corridor connecting historic downtown Mystic and Stonington, this undeveloped parcel offers a rare canvas for a landmark project. Location is key here- land with this level of visibility and proximity to Mystic's booming tourism, dining, and retail hub is virtually non-existent. A Proven Head Start. Phases 1 & 2 of environmental studies are complete, leaving

    Jonathan Shockley Serhant Connecticut, LLC

    16-20 Stonington Rd, Stonington, CT 06379
  • /26

    $995,000

    • Land
    • 1.89 Acres
    • $526,455 per Acre

    59 Montauk Ave, Stonington, CT 06378

    Highly desirable approved 1.89 acre Montauk Avenue lot. Property is level, cleared, freshly planted and accented by gracious stone walls. This unique property offers a rare opportunity to build a custom home in a truly prime location. Montauk Avenue is situated on one of the highest elevations in Stonington. Ideally located between Mystic and Stonington Borough, the land combines convenience with

    Judi Caracausa William Pitt Sotheby's Int'l

    59 Montauk Ave, Stonington, CT 06378
  • /40

    $1,699,000

    • 6 Beds
    • 5.5 Baths
    • 4,115 Sq Ft

    62 Nautilus Way, Stonington, CT 06378

    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

    Jon Arruda William Pitt Sotheby's Int'l

    62 Nautilus Way, Stonington, CT 06378
  • /40

    $1,275,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 3,666 Sq Ft

    23 Carriage Dr, Stonington, CT 06378

    Light-filled, spacious, and exceptionally private, this 4-bedroom contemporary offers the perfect blend of space, versatility, and convenience in a desirable Stonington location. Set on 3.22 acres-including the adjacent lot at 20 Carriage Drive-this 3,666-square-foot home is tucked away in a peaceful setting while remaining close to the Stonington Borough, Mystic, beaches, dining, and shopping.

    Lucia Uchalova William Raveis Real Estate

    23 Carriage Dr, Stonington, CT 06378
  • /40

    $3,595,000

    • 7 Beds
    • 6 Baths
    • 11,726 Sq Ft

    455 Stonington Rd, Stonington, CT 06378

    Exquisite Stonington Estate. Set amidst 10.19 manicured acres of breathtaking privacy and natural beauty, the extraordinary Crossover Estate offers the very best of refined coastal living just moments from the charming Stonington Borough and Historic Downtown Mystic. The best of One-Level Living. This exceptional family compound is bordered by a tranquil pond and brook on one side, with a

    Judi Caracausa William Pitt Sotheby's Int'l

    455 Stonington Rd, Stonington, CT 06378
  • /39

    $1,100,000

    • 5 Beds
    • 3.5 Baths
    • 3,514 Sq Ft

    15 Rose Ridge Ct, Pawcatuck, CT 06379

    Welcome to a truly one-of-a-kind, multi-generational home nestled on over an acre in a Pawcatuck/Stonington cul-de-sac. The primary residence underwent a total redesign in 1997, completing a full modernization at the exact same time the premium 1,200 SQFT main-level addition was built. The front entryway leads into a spacious living room centered around a 20-foot cathedral ceiling and a natural

    Beck Missios RE/MAX Coast and Country

    15 Rose Ridge Ct, Pawcatuck, CT 06379
  • /40

    $1,560,000

    $140K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,838 Sq Ft

    88 Tipping Rock Rd, Stonington, CT 06378

    Offered for the first time in more than four decades, 88 Tipping Rock Road presents an extraordinary opportunity to own a gracious New England Colonial in one of Stonington's most coveted locations. Nestled on 2.4 beautifully landscaped acres just moments from the historic Stonington Borough, this timeless residence is surrounded by mature plantings, classic stonewalls and overlooks a tranquil

    Laurie Johnstone Berkshire Hathaway NE Prop.

    88 Tipping Rock Rd, 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
  • /38

    $750,000

    • 4 Beds
    • 2.5 Baths
    • 2,614 Sq Ft

    226 N Anguilla Rd, Pawcatuck, CT 06379

    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

    Thomas Switz Switz Real Estate Associates

    226 N Anguilla Rd, Pawcatuck, CT 06379
  • /7

    $325,000

    $74K PRICE DROP
    • Land
    • 6.31 Acres
    • $51,506 per Acre

    849 Pequot Trail Unit Lot 1, Stonington, CT 06378

    Tucked away off of one of Stonington's picturesque roads sits a 6.3 acre building lot with approved septic plan- a short distance to Downtown Mystic and Stonington Borough. Team up with one of the region's premier custom builders to create your sanctuary. Electric and cable utilities will be installed under the shared driveway and lead to your building site. The seller will be building in the

    Henri Gourd Berkshire Hathaway NE Prop.

    849 Pequot Trail Unit Lot 1, Stonington, CT 06378
  • /8

    $3,800,000

    • Land
    • 5.24 Acres
    • $725,191 per Acre

    21 Pawcatuck Ave, Pawcatuck, CT 06379

    The 5.24-acre property features the historic Clark Thread Mill building dating to 1899, just south of the first mill building converted in 2016 into 58 apartments known as The Threadmill. Current owners of the property have obtained approvals for another 58 units in the available building, with at least 58 more units indicated by the town as readily approvable on the vacant land. The property

    Gregory Walwer Academic Co-Realty Services

    21 Pawcatuck Ave, Pawcatuck, CT 06379
  • /33

    $995,000

    • Land
    • 4.32 Acres
    • $230,324 per Acre

    16 Bittersweet Way, Stonington, CT 06378

    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.

    Judi Caracausa William Pitt Sotheby's Int'l

    16 Bittersweet Way, Stonington, CT 06378
  • /40

    $4,459,000

    • 7 Beds
    • 6 Baths
    • 9,009 Sq Ft

    455 Stonington Rd, Stonington, CT 06378

    Exquisite Stonington Estate. Set amidst 21 manicured acres of breathtaking privacy and natural beauty, the extraordinary Crossover Estate offers the very best of refined coastal living just moments from the charming Stonington Borough and Historic Downtown Mystic. The best of One-Level Living. This exceptional family compound is bordered by a tranquil pond and brook on one side, with a

    Judi Caracausa William Pitt Sotheby's Int'l

    455 Stonington Rd, Stonington, CT 06378
  • /13

    $150,000

    $35K PRICE DROP
    • Land
    • 6 Acres
    • $25,000 per Acre

    770-1 Pequot Trail, Stonington, CT 06378

    Lot 1 is a rare opportunity to own 6 acres of level, wooded residential land just minutes from Olde Mistick Village, Mystic Aquarium, top-rated beaches, restaurants, golf, and I95. Survey and conceptual building plan maps available. Perc and pit test results also found on attached survey map. Max roofed-over space is 7,766 sq ft. Electricity on street. Ideal for building your dream home or

    Doug Hagen Starr Team at LPT Realty

    770-1 Pequot Trail, Stonington, CT 06378
  • /39

    $1,465,000

    • 6 Beds
    • 4.5 Baths
    • 4,476 Sq Ft

    14 Bittersweet Way, Stonington, CT 06378

    Set on 2.53 picturesque acres on a cul-de-sac, this Colonial offers a rare combination of privacy, room to spread out, and easy access to all that Mystic has to offer. The beautifully landscaped, fully fenced backyard is the centerpiece-a park-like setting with mature trees, expansive lawn, and outdoor spaces for entertaining, relaxing and everyday life. With over 4,500 sq ft across three

    Jessica Starr Starr Team at LPT Realty

    14 Bittersweet Way, Stonington, CT 06378
  • /35

    $9,000,000

    • 5 Beds
    • 5.5 Baths
    • 5,000 Sq Ft

    60 Avondale Rd, Westerly, RI 02891

    Don't miss the opportunity to build your dream home in the coveted coastal community of Avondale. Proposed plans feature a stunning shingle-style residence offering approximately five bedrooms, five and one-half baths, a pool, and over one acre of beautifully situated waterfront land. Call LA for details on new build. Alternatively, the existing five-bedroom waterfront home is available to

    Amy Meehan William Raveis Real Estate

    60 Avondale Rd, Westerly, RI 02891
  • /33

    $395,000

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    11 Providence New London Turnpike, North Stonington, CT 06359

    Nestled on a peaceful one-acre lot in North Stonington, this beautifully maintained 2-bedroom, 1.5-bath Ranch home offers 1,080 sf of easy living with numerous updates throughout. The inviting eat-in kitchen features a dining area, abundant cabinetry, and new 2024 appliances - an electric range, low-profile microwave with exterior venting, refrigerator, and dishwasher. A comfortable living room

    Greg Broadbent RE/MAX Coast and Country

    11 Providence New London Turnpike, North Stonington, CT 06359

Home Price Trends

Median Sale Price
$877,500
Median Single Family Sale Price
$1,142,500
Median Townhouse Sale Price
$720,000
Median 2 Bedroom Sale Price
$740,000
Median 1 Bedroom Sale Price
$579,000
Average Price Per Sq Ft
$562
Number of Homes for Sale
34
Last 12 months Home Sales
112
Months of Supply
3.60
Median List Price
$1,029,900
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
11%
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