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Greater Mansfield CT Real Estate $500k +

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39 Chippechaug Trail Stonington CT 06355

MLS Number 24180978

  • Land
  • Acreage 2.05
  • MLS Status Active
  • Waterfront
  • Zoning RA-20

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, privacy, and position. Set within a private island enclave, the property is defined by scale, serenity, and an uninterrupted connection to the water. Dappled light, coastal breezes, and a timeless natural landscape create an environment that feels both grounded and quietly spectacular. Expansive, ever-changing views stretch toward the horizon from one of the largest and most coveted waterfront parcels in the community. Deep water access and a private dock support an effortless yachting lifestyle, while the breadth of the acreage allows for a setback residence, maximized square footage, and the possibility of bountiful formal gardens. Morning light rises dramatically over the water, with breathtaking sunrises that define the daily experience of living here. Surrounding oaks provide privacy, shade, and a rare sense of established beauty not often found in waterfront offerings. Despite its quiet, retreat-like atmosphere, the property is just minutes from the heart of Mystic, with renowned dining, boutique shopping, marinas, and waterfront charm only a short drive away.

Listed by Danielle Malloy and Jonathan Shockley 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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206 Oakland Street Manchester CT 06042

MLS Number 24147476

  • Land
  • Acreage 22
  • MLS Status Active
  • Waterfront
  • Zoning RR/RA

This PROJECT is ready to BUILD! 100% site plan approved. Construction plans need finished but minimal items left as per engineer. 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. WALKOUT UNIT - 1300sq ft/2bd layout or 1680sq ft with attic. BUILT IN GARAGE UNIT- 1568sq ft 3 bd with 2 floors only. SLAB ON GRADE UNITS- 1402sq ft/2bd layout or 1817sq ft with walk up attic.. 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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$/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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11 Main Street Stonington CT 06378

MLS Number 24162051

  • Single Family
  • Square Feet 3,713
  • Bedrooms 4
  • Bathroom 5
  • Year Built 1850

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 an idyllic setting. Steeped in history, this cherished waterfront home, built in 1850 by Joseph Smith and once owned by Whaling Captain Billings Burtch, is a rare find. Experience sheer charm throughout, from the main-level fireplace to the expansive master suite featuring a gas fireplace and adjoining deck for serene ambiance overlooking Little Narragansett Bay. Water enthusiasts will appreciate the seasonal floating dock offering easy access to Sandy Point's gentle surf while boasting, for example in mid-July, some 3 ft. 10 in. depth at high tide at the dock and 4 ft. 3 in. at the floating dock perfect for boating to Watch Hill, Montauk, Block Island and beyond. Eligible for mooring for larger boat. This home boasts endless amenities: three full en-suite bedrooms (plus a fantastic third-floor family suite), a number of built-in shelves/cabinets, wine cellar, full-house generator, a sturdy stone foundation, and central AC. This is more than a home, it's a statement of an unparalleled lifestyle.

Listed by Lori S. Joyal of Compass 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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Providence Road Brooklyn CT 06234

Brooklyn, CTProvidence Road

Price$5,400,000

Est. Mortgage: $/month

MLS Number 24080985

  • Land
  • Acreage 14.1
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning PC

Purchase this approximate 14.1 Acre Commercial Property, or as little as two acres of this Perfect location. There are many options for this property (all reqire Zoning approval) which sits Directly behind The Now Constructing Tractor Supply and utilizing a 30-foot-wide access easement, as well as electric and communications conduit stubbed in to make readily available, there is also a 10-foot-wide utility easement to the road for public utilities. in this rear section there is approximately 4.75 acres of land available which could be subdivided with town approval. there are 4 more acres to the south and west.

Listed by Paul J. Manocchio of The Bella Group,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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1189 Pequot Trail Stonington CT 06378

Stonington, CT1189 Pequot Trail

Price$5,000,000

Est. Mortgage: $/month

MLS Number 24148794

  • Single Family
  • Square Feet 4,161
  • Bedrooms 5
  • Bathroom 7
  • Year Built 1750

Originally built in the mid-1700s as a livestock farm, Deans Mill Farm has been beautifully restored & transformed into one of Ct's most charming destinations. Over 70 acres of pristine countryside in Stonington, property now operates as an event venue & 5-room bed & breakfast. It shares the grounds with Dragonfly Equestrian Center, stalls, Indoor/Outdoor riding ring, round pen, Multiple Buildings, wash stalls, trainer's apartment , hiking/horse trails & Dragonfly Disc Golf (NEW PRO SHOP)! Deans Mill Farm is ideal for weddings, parties, and special events. Guests may book individual rooms or reserve the entire property for privacy. The Farmhouse accommodates intimate indoor gatherings of up to 50 guests, while outdoor tented celebrations can host up to 250 guests with multiple picturesque backdrops. Whether you continue the existing business or make this amazing estate your home, the possibilities are endless. Picture the equestrian center as a unique indoor wedding venue, cocktail hour alongside the stalls, & private events where you live and entertain on-site. The equestrian center features a lovely living space above with a private deck-perfect for an owner, manager, or VIP guest. A small home serves as a full-time Airbnb or could house live-in help. The main estate functions as both an Airbnb and bridal suite. The beer garden hosts music every Thursday & Sunday, offering food, beer, and lively charm that adds to its income potential.

Listed by Linda B. O'Hara and Brittany O'Hara of William Raveis Real Estate

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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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1189 Pequot Trail Stonington CT 06378

MLS Number 24148801

  • Single Family
  • Square Feet 1,170
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1944

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 Equestrian Center has 18-stalls, Indoor/Outdoor riding ring, round pen, Multiple Buildings, wash stalls, trainer's apartment, hiking/horse trails & Dragonfly Disc Golf (NEW PRO SHOP!). Deans Mill Farm is ideal for weddings, parties, and special events. Guests may book individual rooms or reserve the entire property for privacy. The Farmhouse accommodates intimate indoor gatherings of up to 50 guests, while outdoor tented celebrations can host up to 250 guests with multiple picturesque backdrops. Whether you continue the existing business or make this amazing estate your home, the possibilities are endless. Picture the equestrian center as a unique indoor wedding venue, cocktail hour alongside the stalls, & private events where you live and entertain on-site. The equestrian center features a lovely living space above with a private deck-perfect for an owner, manager, or VIP guest. The main estate functions as both an Airbnb and bridal suite. The beer garden hosts music every Thursday & Sunday, offering food, beer, and lively charm that adds to its income potential.

Listed by Linda B. O'Hara and Brittany O'Hara of William Raveis Real Estate

$
$
%
$/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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1189 Pequot Trail Stonington CT 06378

MLS Number 24148792

  • Commercial
  • MLS Status Active
  • Year Built 2018
  • Bathroom 7
  • Square Feet 35,319

Originally built mid-1700s as a livestock farm, Deans Mill Farm has been beautifully restored and transformed into 1 of Ct's most charming destinations. Set on over 70 acres of pristine countryside in Stonington, this property now operates as an event venue & 5-rm bed & breakfast. It shares the grounds with Dragonfly Equestrian Center, home to dozens of horses, meadows, hiking trails, open fields, & even Dragonfly Disc Golf, Deans Mill Farm is ideal for weddings, parties, & special events. Guests may book rms or reserve entire property for privacy. The Farmhouse accommodates intimate indoor gatherings of up to 50 guests, while outdoor tented celebrations can host up to 250 guests with multiple picturesque backdrops. Whether you continue the existing business or bring your own vision, possibilities are endless. Picture the equestrian center as a unique indoor wedding venue, cocktail hour alongside the stalls, & private events where you live & entertain on-site. The equestrian center features a lovely living space above with a private deck-perfect for an owner, manager, or VIP guest. A small home serves as a full-time Airbnb or could house live-in help. Main estate functions as both an Airbnb and bridal suite, complete with a nostalgic Speakeasy bar (liquor license included). The beer garden hosts live bands Thursday & Sunday, offering food, beer, & lively charm that adds to its income potential. NEW DISC GOLF PRO SHOP!!

Listed by Linda B. O'Hara and Brittany O'Hara of William Raveis Real Estate

$
$
%
$/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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1189 Pequot Trail Stonington CT 06378

Stonington, CT1189 Pequot Trail

Price$5,000,000

Est. Mortgage: $/month

MLS Number 24148799

  • Multi Family Multi-Family For Sale
  • Square Feet 29,184
  • Acreage 77.88
  • Bedrooms 11
  • Bathroom 10

Dragonfly Equestrian Center Built 2018, 18 stalls, Indoor/Outdoor riding ring, round pen, Multiple Buildings, wash stalls, trainer's apartment , hiking/horse trails & Dragonfly Disc Golf (NEW PRO SHOP). Deans Mill Farm is ideal for weddings, parties, & special events. Main Estate built in the mid-1700s as a livestock farm, Deans Mill Farm has been beautifully restored & transformed into one of CT's most charming destinations. Over 70 acres of pristine countryside, it now operates as an event venue & 5-room bed & breakfast. Guests may book individual rooms or reserve the entire property for privacy. The Farmhouse accommodates intimate indoor gatherings of up to 50 guests, while outdoor tented celebrations can host up to 250 guests w/multiple picturesque backdrops. Whether you continue the existing business or make this amazing estate your home, the possibilities are endless. Picture the equestrian center as a unique indoor wedding venue, cocktail hour alongside the stalls, & private events where you live & entertain on-site. The equestrian center features a lovely living space above with a private deck-perfect for owner, manager, or VIP guest. Small home serves as a full-time Airbnb or could house live-in help. The main estate functions as both an Airbnb & bridal suite. The beer garden hosts music Thur & Sun, offering food, beer, and lively charm that adds to its income potential. This could be your own private Family Compound

Listed by Linda B. O'Hara and Brittany O'Hara of William Raveis Real Estate

$
$
%
$/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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89 Viets Street New London CT 06320

MLS Number 24110048

  • Commercial
  • MLS Status Active
  • Year Built 1967
  • Square Feet 26,727
  • Acreage 2.13

26,727 SF commercial building on 2.13 acres in close proximity to Yale New Haven Hospital, Ocean Beach and downtown New London. Previously used as a drug rehab facility, there are 40 individual rooms with bathrooms and mini-split HVAC units, 2 large conference rooms, a full kitchen and numerous storage units. Multiple bathrooms and showers in the hall. 4,241 SF finished basement includes bathrooms and meeting rooms, shop space and a laundry room. New roof in 2021 as well as new LED lighting, window treatments and flooring. A 350 KW Deisel Generator on site. Zoned R-3, this property would make an excellent conversion to residential apartments. Previous use was a drug treatment facility. Handicap accessible with parking for 30 cars and potential to add more on acreage. Situated on a cul-de-sac in a beautiful park like setting.

Listed by Constance Howard of U.S. Properties Real Estate Services,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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241 Park Avenue East Hartford CT 06108

MLS Number 24140925

  • Commercial
  • MLS Status Active
  • Year Built 1951
  • Bathroom 1
  • Square Feet 58,400

Centrally located industrial property in the Greater Hartford Submarket with easy access to I-84, I-91 and 291, and 20 minutes from Bradley airport. Potential uses include warehouse, cultivation, cold storage / freezer, distribution or manufacturing. 22' to 24' ceilings. Flexible loading on two sides of the unit. Former freezer space could be re-established as freezer or refrigerated space. Potential for offices or showroom to be built if necessary. Heavy 3 phase, 800 amps power available with the potential of additional 2,000 amps. 9 loading docks & 1 drive-in door. B-3 zone allowing for multiple uses. Previously approved for Cannabis Cultivation/ Manufacturing. Paved parking. Existing railroad access could be restored. Available immediately. Insulated slab floor has been removed and compacted ready for new floor; available quotes and engineering to pour a new slab; (there is potential to pour the slab to accommodate freezer/ refrigerated space). New gas line available and stubbed to the building for heat. Additional columns have been installed to be able to sustain heavy HVAC related to cannabis cultivation requirements; approximately every other row of columns can be removed if necessary (engineered drawings available); new roof installed in 2024. The Unit is part of a Condo Association including one other unit under a separate ownership. A new sprinkler system to be installed based on new user's needs and associated sprinkler design.

Listed by Teodora F. Rotaru and Belinda Sadiku of Real Estate Advisory Group 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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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

$
$
%
$/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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152 Whitehall Avenue Stonington CT 06355

MLS Number 24141675

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

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 additional street-front parcel featuring a legal income-producing two-family home/ buildable lot. The main residence offers approximately 7,000 square feet of living space, complemented by a separate 1,100 square foot, 2-bedroom, 2-bath carriage house. Both are situated on one parcel. The abutting parcel includes the two-family residence/additional lot, providing excellent flexibility for rental income, extended family living, or future development. The Primary residence is currently owner-occupied, and also generates income through the carriage house. Located along the Connecticut Wine Trail, the property is residentially zoned yet has historically accommodated large-scale gatherings and events. This distinctive estate presents an opportunity to enjoy classic architectural charm combined with modern lifestyle amenities. Conveniently located near Mystic's renowned dining, shopping, marinas, village attractions and casinos.

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

$
$
%
$/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.