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Greater Mansfield CT Real Estate $500k +

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39 Chippechaug Trail Stonington CT 06355

MLS Number 24172306

  • Single Family
  • Square Feet 4,293
  • Bedrooms 4
  • Bathroom 5
  • Year Built 1968

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.

Listed by Danielle Malloy and Jonathan Shockley of Serhant Connecticut,LLC

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$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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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18 Maple Street Putnam CT 06260

MLS Number 24188138

  • Commercial
  • MLS Status Active
  • Year Built 1940
  • Square Feet 72,281
  • Acreage 2.84

Opportunities like this do not come often. This well-appointed Brick/Venier building features 72,000 sq. ft. school zoned property sitting on 2.84 AC of prime real estate. Property consists of classrooms, cafeteria & kitchen, along with gym facilities. Plenty of frontage both on Maple St. for the main entrance with on street parking along with a large parking lot off Rt. 44 for the rear entrances. Many recent upgrades including sprinkler system, roof replacing, electrical update, heating updates and more. Great opportunity for investment as the owner would like to rent back at a fair/market rate with a long-term commitment.

Listed by Ryan Lajoie of Johnston & Associates Real Estate,LLC

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$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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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305 Pequot Trail Stonington CT 06379

Stonington, CT305 Pequot Trail

Price$4,625,000

Est. Mortgage: $/month

MLS Number 24180859

  • Single Family
  • Square Feet 3,000
  • Bedrooms 3
  • Bathroom 3
  • Year Built 2012

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.

Listed by Mark Bevington of Coldwell Banker Realty

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$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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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223 North Bride Brook Road East Lyme CT 06333

MLS Number 24184895

  • Land
  • Acreage 78
  • MLS Status Active
  • Other Amenities Golf, Waterfront
  • Zoning R40

Located in the desirable coastal town of East Lyme, 223 North Bride Brook Road offers a rare opportunity to acquire approximately 78 contiguous acres of undeveloped land. Formerly a working dairy farm, this expansive parcel features a blend of level, open fields and lightly wooded areas, combining rural privacy with coastal convenience. Positioned just minutes from the shoreline, this substantial acreage stands as one of the premier land offerings currently available in southeastern Connecticut. The scale and versatile topography of this RU-40 zoned parcel support a variety of potential uses. For developers and builders, the property's level layout is well-suited for a thoughtfully planned residential neighborhood or a subdivision of custom homes. Since the parcel is large enough to qualify for Special Permit uses under the town's Zoning Regulations, the acreage provides an ideal canvas for a private family compound, a substantial country estate, a golf course, vineyard or equestrian and agricultural pursuits that honor the land's heritage. It also represents a significant long-term investment and land-banking opportunity in a high-demand market. While private and quiet, the property offers excellent accessibility. It is located just five minutes from Interstate 95, downtown Niantic, local beaches, schools, and shopping. This balance of rural tranquility and daily convenience makes the parcel a unique find.

Listed by Kate Esposito of William Pitt Sotheby's Int'l ((203) 215-8824), Dave L. Mallison of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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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455 Stonington Road Stonington CT 06378

Stonington, CT455 Stonington Road

Price$4,459,000

Est. Mortgage: $/month

MLS Number 24146427

  • Single Family
  • Square Feet 9,009
  • Bedrooms 7
  • Bathroom 6
  • Year Built 1956

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 picturesque estuary leading to Long Island Sound on the other. Ideally positioned between Boston and New York City, and only minutes to Mystic, Watch Hill and the Mystic Amtrak station, this remarkable estate offers effortless access for both weekend escapes and year-round enjoyment. Impeccable move-in-ready condition and showcases the best of one-level living with an expansive and luxurious primary suite. The stunning main residence features 4 spacious bedrooms, 3 Full 2 Half beautifully appointed baths, designed with elegant comfort and seamless entertaining in mind. Exceptional interior finishes include a gourmet chef's kitchen with premium Wolf appliances, steam oven, microwave drawer, custom cabinetry, and sophisticated designer details throughout. Complimenting the main residence is a charming 3 Bedroom 1,276 Sq Ft Guest Cottage, ideal for extended family and guests, along with a spectacular pool house complete with full kitchen, bath, and sauna. Also - Main House with Guest House, Pool with Pool House and Sports Court situated on 10 acres is available for $3,595,000. Continued:

Listed by Judith Caracausa of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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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152 Whitehall Avenue Stonington CT 06355

MLS Number 24141675

  • Single Family
  • Square Feet 7,000
  • Bedrooms 4
  • Bathroom 6
  • Year Built 2005

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

Listed by Ann M. Buonocore of Buena Vista Real Estate Co.

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$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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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152 & 156 Whitehall Avenue Stonington CT 06355

MLS Number 24165309

  • Single Family
  • Square Feet 9,872
  • Bedrooms 10
  • Bathroom 10
  • Year Built 2005

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

Listed by Ann M. Buonocore of Buena Vista Real Estate Co.

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$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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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117 Water Street Stonington CT 06378

MLS Number 24148701

  • Multi Family Multi-Family For Sale
  • Square Feet 12,145
  • Acreage 0.12
  • Bedrooms 10
  • Bathroom 7

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 storefronts. Upside included unfinished, walk up attic with panoramic tri-state water views, and a garage and driveway, presently used by the landlord but in high demand as a rental. Excellent cap at 7.21. Stonington Borough is a quaint peninsula of colonial and Victorian homes on cobblestone and slate sidewalks, magnificent views of Long Island Sound and Napatree Point. Walk, shop, boat, swim, play outside your front door. Owner financing considered.

Listed by Lori Hopkins-Cavanagh of Lori Hopkins-Cavanagh Broker

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%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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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117 Water Street Stonington CT 06378

MLS Number 24148334

  • Commercial
  • MLS Status Active
  • Year Built 1850
  • Bathroom 11
  • Square Feet 12,145

Ocean House is an eleven unit, mixed use, historic property and the cornerstone of Stonington Borough's commercial Village District. Each of the fully occupied, fully renovated, seven residential suites features a fully applianced kitchen and private laundry. Each of the four occupied commercial spaces offer off-the-sidewalk entry and glass bay storefronts. Upside includes unfinished, full attic with panoramic, three state water views, and a garage and driveway, presently used for storage. Excellent cap 7.21. Stonington Borough is a quaint penninsula of colonial and victorian homes on cobblestone and slate fronted sidewalks, magnificent views of Long Island Sound and Napatree Point. Walk, boat, shop, play, outside your front door. Owner financing considered.

Listed by Lori Hopkins-Cavanagh of Lori Hopkins-Cavanagh Broker

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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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400 Bayonet Street New London CT 06320

MLS Number 24141952

  • Commercial
  • MLS Status Active
  • Year Built 1987
  • Square Feet 36,051
  • Acreage 1.94

Available for sale is a professional office building. The property is situated next to New London Mall which is home for Marshalls, Home Goods, Verizon, Pet Smart, and other well-recognized retail brands. Convenient access to I-95 interstate highway, minutes away from major employees: General Dynamics ( EB ), Pfizer, Foxwood Casino. The property offers ample parking and an elevator. Most of the units in the building come with a private kitchenette and bathroom. offers ADA accessibility, abundant natural light, and clear span construction for easy floor plan modifications. Heating & cooling are controlled by the tenant. Added expansion available for high-volume tenants.

Listed by Dylan J. Lagrandeur and Kyle Schrader of Berkshire Hathaway NE Prop.

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$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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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206 Oakland Street Manchester CT 06042

MLS Number 24194713

  • Land
  • Acreage 16
  • MLS Status Active
  • Waterfront
  • Zoning RR/RA

This PROJECT is ready to BUILD! 100% site plan approved. PROJECT COULD BE SPLIT INTO SMALLER PHASES - 3 of 50U or 5 of 30U PER PHASE. With very little housing options, high buyer demand for home ownership, and potential rates dropping this could be a very lucrative opportunity. This property is approved for a 148 unit townhome/condo project. 45-2 Bed units, 90-3 Bed units, and 13 4 Bed units. The location could not be better! This to be built complex is situated on Union pond with walking trails along the water and connecting to the park. Situated set back off the road, but still within quick access to highway, Buckland hills mall, Evergreen Walk, and all major amenities. A project of this size does not come up very often especially with this little inventory!

Listed by Louis Roy Evjen of Evjen Agency

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$
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$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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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South Street Coventry CT 06238

Coventry, CTSouth Street

Price$3,950,000

Est. Mortgage: $/month

MLS Number 24197272

  • Land
  • Acreage 272.43
  • MLS Status Active
  • Waterfront
  • Zoning Residential

A rare opportunity awaits on this extraordinary 272.43-acre parcel spanning Coventry and Andover, Connecticut. This exceptional property offers endless potential for a private estate, family compound, residential subdivision or PUD, golf course, equestrian property, forestry investment, hunting retreat, or potential gravel operation. Ideally located midway between New York City and Boston, just 20 minutes from Hartford and 30 minutes from Bradley International Airport, this remarkable property offers exceptional privacy and accessibility. The property's defining feature is its approximately 2.5 miles of frontage along the scenic Skungamaug River. Towering hardwoods, majestic pine groves, and nearly 12 miles of interior trails lead to breathtaking river views and elevated vistas rarely found in Southern New England. With well-drained soils, minimal inland wetlands, and nearly one mile of frontage on three roads, the property offers outstanding development potential. Significant glaciofluvial deposits of unmined gravel, supported by Canton, Charlton, and Sutton soils, along with pristine eskers and kames, add substantial long-term value. Boring data is available. Large, unspoiled tracts of this caliber are exceptionally rare. Whether your vision is a legacy estate, residential community, premier recreational retreat, or long-term investment, this remarkable property offers an unmatched opportunity.

Listed by Pam Moriarty of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Aug 20, 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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