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Greater Mansfield CT Real Estate $500k +

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333 Breakneck Hill Road Killingly CT 06241

Killingly, CT333 Breakneck Hill Road

Price$2,195,000

Est. Mortgage: $/month

MLS Number 24149275

  • Land
  • Acreage 216
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning RD

216+/- acre tract of absolutely gorgeous woodland with some fields, small stream, some wetlands, pine & hardwood forests, apple and chestnut trees, hiking and vehicle and Quad trails, Whole tract currently consists of 8 separate contiguous parcels of land with 650+/- feet of road frontage, this property is very sub-dividable, first parcel had a 9 lot sub-division, entitled: "Fawn Ridge" completely approved by the Killingly P&Z Commission approximately 17 years ago. This large tract of land is teeming with wildlife. Ideal for family compound, equestrian estate or for large upper bracket homes for the persons that wants a lot of elbow room, a rare find and must see property.

Listed by Derek Greene of Derek Greene

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$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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397 White Deer Rock Road Middlebury CT 06762

Middlebury, CT397 White Deer Rock Road

Price$2,195,000

Est. Mortgage: $/month

MLS Number 24169624

  • Single Family
  • Square Feet 3,863
  • Bedrooms 3
  • Bathroom 3
  • Year Built 2008

Tucked along Big Cove on Lake Quassapaug, this custom architect designed Arts & Crafts bungalow is privately set on 14.85 serene acres with a path to your own cove frontage. Thoughtfully designed with the current owner's many updates and improvements and timeless materials, the home features a living room with a stone fireplace crafted from the property, a well-appointed kitchen with Custom Point cabinetry, honed granite, Wolf and Bosch appliances, and a Sub-Zero refrigerator, all opening to terraces, gardens, and a conservatory. The main-level primary suite offers two walk-in closets, a full bath, and terrace access. Upstairs includes a family room, office nook, two bedrooms, and full bath. Additional highlights include quarter-sawn white oak floors, 9' ceilings, radiant heat (kitchen, conservatory, baths), a walk-out lower-level heated recreation space, wine room and gym, plus Viessmann mechanicals and Unico A/C (5 zones). Outbuildings include two garages --one heated and cooled with epoxy floors, an equipment barn with greenhouse, and potting and wood sheds. Gated drive, magnificent stone outdoor fireplace and shower, electric awnings, and buried cistern irrigation complete this turnkey offering. Rarely does a property balance artistry, privacy, and livability so gracefully. This is a place to slow down, to gather, and to stay.

Listed by Peter Klemm and Maria Taylor of Klemm Real Estate Inc

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$
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$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12 Masonic Street New London CT 06320

MLS Number 24164071

  • Commercial
  • MLS Status Active
  • Year Built 1885
  • Square Feet 20,948
  • Acreage 0.14

Mixed-use commercial and residential building available in downtown New London. 12 Masonic Street comprises first-floor retail/office space along with upper-level office suites and four beautiful, recently converted apartments. Many mechanical and cosmetic upgrades have been recently completed. The property is centrally located near City Hall and across the street from The Eastern CT Chamber of Commerce. Within eyeshot is the Amtrak/CTrail Shore Line East train station, as well as the Block Island, Fishers Island, and Cross Sound ferries. Just two blocks in the opposite direction sits the New London landmark, the Garde Arts Center, along with the historic New London Public Library. The upper floors feature incredible views of the Thames River and surrounding areas. Connecticut College and the U.S. Coast Guard Academy are both approximately a five-minute drive away, while UConn's Avery Point campus is about 12 minutes away. 12 Masonic Street is an incredible investment opportunity in the heart of a rapidly growing city, with easy access to New York, Long Island, Hartford, Providence, and major Eastern Connecticut employers and institutions.

Listed by Paul Bongiorni of Pioneer CRE

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$
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$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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75 Montauk Avenue Stonington CT 06378

Stonington, CT75 Montauk Avenue

Price$2,150,000

Est. Mortgage: $/month

Active With Contract

MLS Number 24166826

  • Single Family
  • Square Feet 3,613
  • Bedrooms 3
  • Bathroom 4
  • Year Built 1981

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 island with built-in sink and dishwasher. The family room centers around a built-in gas fireplace framed by a lovely, marbled blue-gray textured surround and opens to a private patio. The sunlit formal dining room with vaulted ceilings opens to a large stone patio that extends into the beautifully landscaped backyard, while the adjacent living room, complete with a dry bar and electric fireplace, offers direct access to the outdoor patio as well. The main floor features a private primary suite with walk-in closet and full bath, complemented by a separate half bath for guests. On the upper level, a second primary suite includes dual walk-in closets and a full bath, along with an additional en-suite bedroom, a private office a with wood-burning fireplace, and dedicated laundry room. Enjoy remote blinds, Bryant 2-zone HVAC, central vacuum, and a Kohler generator. Two 2-car garages with storage lofts provide ample parking. Exceptional location close to the finest restaurants, golfing spots, local shops, beaches, local attractions and major employers.

Listed by Gregory Broadbent of RE/MAX Coast and Country

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$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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67 Prospect Avenue West Hartford CT 06106

MLS Number 24166242

  • Commercial
  • MLS Status Active
  • Year Built 1989
  • Square Feet 20,358
  • Acreage 0.63

Positioned on the Hartford/West Hartford line, 67 Prospect Avenue offers a rare opportunity to acquire a 20,000+ square foot Class B office asset in one of Central Connecticut's most accessible and desirable business corridors. With strong fundamentals, on-site parking, elevator and proximity to major economic hubs, this property is ideal for both investors and owner-users seeking scale, visibility, and long-term upside. The property's highlights include: 60 on-site parking spaces (strong parking ratio for the area), strategic location on the West Hartford / Hartford line, location that is minutes to Downtown Hartford, West Hartford Center, and Blue Back Square, immediate access to I-84, Route 9, and I-91, flexible layout suitable for multi-tenant or single-user occupancy, is ideal for professional services, medical office, or institutional users, and strong regional demographics and workforce access. This biggest draw is the opportunity for value-add potential through lease-up or repositioning.

Listed by Rachael Cisz and Elizabeth Barnum of Serhant Connecticut,LLC

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$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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848 Route 171 Route Woodstock CT 06281

MLS Number 24074696

  • Commercial
  • MLS Status Active
  • Year Built 1999
  • Bathroom 6
  • Square Feet 11,783

Taylor Brooke Vineyard, Winery, Brewery, and Residence presents a rare opportunity to acquire 43 picturesque acres in Woodstock, Connecticut. This offering includes three distinct structures: a 7,122 GSF winery with a state-of-the-art wine-making facility layout, tasting pavilion, retail space, and cocktail bar; a 5,884 GSF brewery featuring a beer production facility layout, commercial kitchen, taproom, retail space, and outdoor patio; and a 2400 SF custom-built grand Cape residence. The sale encompasses (Real Estate Only) the vineyard(5.19 Acres of mature vines), winery, brewery, residence offered at $2,100,000. In addition to the Real Estate offering the business assets offering includes all equipment and furnishings $569,007 a current Product inventory. product recipes, wholesale distribution network, brand rights, goodwill and 80 hours of transitional operational consulting $230,993. Total turn-key offering with Real Estate, Business assets, product inventory and transitional consulting $2,900,000.

Listed by Michael J. Collins of Berkshire Hathaway NE Prop.

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Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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357 Wrights Crossing Road Pomfret CT 06259

MLS Number 24115029

  • Single Family
  • Square Feet 7,772
  • Bedrooms 5
  • Bathroom 6
  • Year Built 1850

Reimagined in the early 1900s and surrounded by natural beauty, this extraordinary 41-acre estate offers unmatched privacy, timeless architecture, and refined craftsmanship. The 7,772 sq ft stone residence, crowned with a slate roof, is framed by rolling fields, mature trees, and manicured gardens. Inside, hand-carved moldings, elegant fireplaces, and artisan details reflect a level of quality rarely found today. The chef's kitchen features a Thermador gas range and oven, double wall ovens, soapstone countertops a well-appointed butler's pantry, and an original Walker & Pratt Manufacturing Co. wood-burning cooking stove-both a functional centerpiece and a striking architectural feature. An impressive full-service bar makes entertaining effortless, while the screened porch with chevron brick flooring overlooks the gardens and grounds. Outdoor amenities include a heated fiberglass-lined pool, an original sauna room opening directly to the pool area, a greenhouse, and a two-car garage with a full loft. Bordered in part by protected land, including preserved acreage across the road, the setting offers exceptional privacy and a true sense of retreat. Whether enjoyed as a primary residence or a luxurious escape from the city, this exceptional estate presents a rare combination of seclusion, beauty, and timeless appeal.

Listed by Kristen Kaskela of Berkshire Hathaway NE Prop.

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$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1170 Ellington Road South Windsor CT 06074

MLS Number 24177394

  • Commercial
  • MLS Status Active
  • Year Built 1955
  • Square Feet 11,692
  • Acreage 1.5

Welcome to 1170 Ellington Rd - this architecturally distinctive Gambrel-style office building sits on a beautifully landscaped site in an established South Windsor corridor! Red brick, white dormers, and a gabled front entry give the property great curb appeal. Two stories of well-maintained Class B office space sit behind a generous parking lot with frontage on Ellington Road, proximate to I-291, I-84, and Bradley International Airport. A portion of the building (~51%), well-suited for a variety of educational, social services, and professional uses, is in the process of being leased to the South Windsor Board of Education - a creditworthy municipal anchor. The remainder is remarkably configurable: open spans that can be carved into smaller professional suites or kept as larger spaces. That flexibility opens the door to an unusually wide range of uses - a private school, early-childhood center, or district administrative offices; a cluster of medical, therapy, or counseling practices; a fitness, dance, or yoga studio; a martial arts academy; a worship space; or a polished headquarters office for an operator working within the region's logistics corridor. South Windsor itself is among the most affluent and stable towns in the Hartford metro - strong schools, professional demographics, and consistent recognition as one of the region's best places to live. A rare opportunity to own a distinctive building with in-place income and plenty of options!

Listed by Lisa Cozzi of Century 21 AllPoints Realty

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$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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15 Juniper Lane Stonington CT 06378

Stonington, CT15 Juniper Lane

Price$2,000,000

Est. Mortgage: $/month

Active With Contract

MLS Number 24149649

  • Single Family
  • Square Feet 5,478
  • Bedrooms 4
  • Bathroom 5
  • Year Built 2001

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 spacious kitchen open to the living room, highlighted by a tray ceiling, a cozy wood-burning fireplace, and access to the back porch and yard. A primary en-suite bedroom is conveniently located on the main level, and two additional main-floor bedrooms are connected by a Jack-and-Jill bath. Upstairs, a luxurious second primary suite features a full bath with a glass-enclosed shower and soaking tub, private washer and dryer, and a generous sitting area the size of a family room, complete with a coffee station and mini fridge. This level also includes a large office space, ideal for remote work or creative pursuits. The finished walkout lower level features abundant natural light and 3 rooms, currently used for an office, exercise/fitness studio, and a rec room. A beautifully appointed ADU (720 sq ft apartment) with a heated two-car garage and a half bath on the ground level. Upstairs is a one-bed, one-bath apartment with a full kitchen, living room, and hardwood floors. Ideal for guests, extended family, rental income, or a home office.

Listed by Adam Mancini of Ann McBride Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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27 Wilbur Road Stonington CT 06378

MLS Number 24173038

  • Single Family
  • Square Feet 2,078
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1955

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.

Listed by Jon Arruda of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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145 Water Street Stonington CT 06378
Active With Contract

MLS Number 24164460

  • Commercial
  • MLS Status Under Contract
  • Year Built 1856
  • Square Feet 7,389
  • Acreage 0.09

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 Rollie McKenna, this 7,000+ sq. ft. mixed-use masterpiece is the ultimate cornerstone for a visionary investor. Nestled in the heart of "The Borough," the property offers a rare combination of high-ceilinged commercial grandeur and storied residential lofts. The Street Level: Currently configured for flexible commercial use (historically three separate galleries), the first floor is a prime candidate for a destination restaurant or flagship retail. With soaring potential, two electrical meters, and a rear private courtyard ideal for an outdoor sculpture garden or al fresco dining, the possibilities for revenue sharing and partnership are boundless. The Lofts: The upper floors house two distinct residential units. The front apartment features magnificent built-in library shelving and light-filled lofts, while the rear apartment preserves the authentic atmosphere of Rollie McKenna's original studio, complete with a functional galley kitchen and private loft space. While the building's 1856 "Vernacular Classical Revival" architecture is timeless, the interior serves as a blank canvas

Listed by Thomas Switz and Jackson Switz of Switz Real Estate Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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145 Water Street Stonington CT 06378
Active With Contract

MLS Number 24167756

  • Multi Family Multi-Family For Sale
  • Square Feet 7,389
  • Acreage 0.09
  • Bedrooms 3
  • Bathroom 4

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 Rollie McKenna, this 7,000+ sq. ft. mixed-use masterpiece is the ultimate cornerstone for a visionary investor. Nestled in the heart of "The Borough," the property offers a rare combination of high-ceilinged commercial grandeur and storied residential lofts. The Street Level: Currently configured for flexible commercial use (historically three separate galleries), the first floor is a prime candidate for a destination restaurant or flagship retail. With soaring potential, two electrical meters, and a rear private courtyard ideal for an outdoor sculpture garden or al fresco dining, the possibilities for revenue sharing and partnership are boundless. The Lofts: The upper floors house two distinct residential units. The front apartment features magnificent built-in library shelving and light-filled lofts, while the rear apartment preserves the authentic atmosphere of Rollie McKenna's original studio, complete with a functional galley kitchen and private loft space. While the building's 1856 "Vernacular Classical Revival" architecture is timeless, the interior serves as a blank canvas

Listed by Thomas Switz and Jackson Switz of Switz Real Estate Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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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.