Windham County CT Homes for Sale

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  /13

  $280,000

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft

  297 Main St, Hampton, CT 06247

  Adventure Awaits in This 1850 Hampton Gem! Step back in time with this solidly built 1850 home featuring stunning exposed beams like no other! Located on historic Main Street in Hampton, CT-just outside of Pomfret and surrounded by picturesque farmland-you'll enjoy the serenity of country living while still being close to Killingly and other local conveniences. The home has been taken down to

  Missy Greene eXp Realty

  297 Main St, Hampton, CT 06247
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  /39

  $695,000

  • 3 Beds
  • 3 Baths
  • 2,546 Sq Ft

  48 Wrights Crossing Rd, Pomfret Center, CT 06259

  Welcome to Wrights Crossing Road in picturesque Pomfret, where charm, nature, and opportunity meet. This fully remodeled circa-1890 three-family home offers the perfect blend of timeless character and 2021 modern upgrades-nestled along a majestic brook with peaceful, natural soundscapes, and the scenic Audubon sanctuary land and trails right up the road. Two units are currently rented at strong

  Jennie Kesselman Berkshire Hathaway NE Prop.

  48 Wrights Crossing Rd, Pomfret Center, CT 06259
• 

  

  

  /23

  $385,000

  • 7 Beds
  • 4.5 Baths
  • 2,926 Sq Ft

  25-27 Farrows St, Putnam, CT 06260

  Invest in your next multi family. With the high demand for multi families, this oversized TWO family is set to be a money maker. Entire property has been properly updated and maintained for many years. Stable tenants in place with potential to increase rents in the future. Newer asphalt roofing, vinyl siding, updated interior units all make this property low maintenance for many years. The two

  Mark Tetreault, II RE/MAX Bell Park Realty

  25-27 Farrows St, Putnam, CT 06260
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  /3

  $117,500

  • Land
  • 3.08 Acres
  • $38,149 per Acre

  153 Lisbon Rd, Canterbury, CT 06331

  3.08 acre approved building lot with Perc Test. Beautiful rural Canterbury setting. Approved for 4 BR home. Seller has recently installed gravel driveway. *Buyer's agent to do due diligence and verify all information.

  Kim Ricard Priority Real Estate Group,LLC

  153 Lisbon Rd, Canterbury, CT 06331
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  /27

  $450,000

  • 3 Beds
  • 2 Baths
  • 2,492 Sq Ft

  17 Old Hampton Rd, Canterbury, CT 06331

  Room to grow and space to breathe on 1.7 acres! Quietly situated on a dead-end street, this charming three-bedroom, 2-bath home offers you a lifestyle of privacy and easy living with owned ground-mount solar panels. Step inside this home to discover a thoughtfully maintained residence with endless potential. The spacious kitchen and dining areas flow effortlessly into a welcoming living space,

  Kendra Bonette Coldwell Banker Realty

  17 Old Hampton Rd, Canterbury, CT 06331
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  /24

  $450,000

  • 1 Bed
  • 7,056 Sq Ft

  13 Water St, Killingly, CT 06239

  WATERFRONT COMMERCIAL / RESIDENTIAL INVESTMENT OPPORTUNITY Rare opportunity to own a 7,056 SF riverfront building at 13 Water Street in Danielson (Killingly), CT. Located just off Route 6 and I-395, minutes from RI and MA, this versatile property offers strong visibility, easy access, and excellent potential for income or owner-occupancy. Beautiful waterfront views from offices on 2nd floor, plus

  Anthony Chabot Chabot & Associates Real Estate

  13 Water St, Killingly, CT 06239
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  /10

  $119,900

  • Land
  • 5 Acres
  • $23,510 per Acre

  199 Main St, Sterling, CT 06377

  5 ACRES of land that borders the Moosup river for fishing, kayaking or canoeing. Already PERCED and apron is in .Right next to the walking trail too. Build your Country home and have a farm. 250 feet of road frontage close to RI line and 395.

  Christine Johnson RE/MAX One

  199 Main St, Sterling, CT 06377
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  /8

  $99,900

  • Land
  • 1.83 Acres
  • $54,590 per Acre

  26 Bass Ln, Brooklyn, CT 06234

  Welcome to 26 Bass Lane. Total package consist of 8 lots consisting of 1.83 acres combined. Roughly 250 feet road frontage on Happy Lane while 26 Bass lane is the interior property sharing the road with just one other house. Property has been used for gardening and raising sheep. Mostly cleared dry, high and level land. Two sheds will remain. If you're looking for a quiet, spacious lot with lots

  Catherine Howard Berkshire Hathaway NE Prop.

  26 Bass Ln, Brooklyn, CT 06234
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  /37

  $399,999

  • 3 Beds
  • 1.5 Baths
  • 1,922 Sq Ft

  3 Woodstock Ave W, Putnam, CT 06260

  This character-filled home sits on a private and generous 1.39-acre lot-offering room to breathe, space to grow, and plenty of possibilities. With 1,922 square feet, this 3-bedroom, 1.5 bath residence is move-in ready and full of potential for the right buyer with vision and energy. Durable HardiePlank fiber cement siding wraps the home in timeless style and long-term protection-resisting

  Beth Fournier Compass Connecticut, LLC

  3 Woodstock Ave W, Putnam, CT 06260
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  /31

  $456,500

  • 3 Beds
  • 2 Baths
  • 2,304 Sq Ft

  243 Kemp Rd, Hampton, CT 06247

  Welcome to your dream home! This stunning property offers 2300 square feet of bright, open living space, completely renovated just 8 years ago. Situated on a sprawling 4.5-acre lot, you'll enjoy the tranquility of nature with numerous fruit trees, a fenced-in area perfect for pets, and a serene pond.The main floor boasts an inviting eat-in kitchen featuring two stainless steel island tops,

  Marie Michaud-Strout Simply Sold Real Estate

  243 Kemp Rd, Hampton, CT 06247
• 

  

  /15

  $1,100,000

  • 6 Beds
  • 3 Baths
  • 1,800 Sq Ft

  18 Ware Rd, Dayville, CT 06241

  Approved Residential Development Opportunity - Dayville, Killingly, CT Prime development land approved for 14 duplex buildings in the Dayville section of Killingly. This exceptional opportunity sits on land currently generating rental income from three existing structures: a two 2-family home and a mobile home. The property offers dual access from Ware Road and Pineville Road, and the proposed

  Claudia Bergstrom RE/MAX Diverse

  18 Ware Rd, Dayville, CT 06241
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  /7

  $129,900

  • Land
  • 4.04 Acres
  • $32,153 per Acre

  130 Cook Hill Rd, Killingly, CT 06239

  Build your dream home on this private wooded lot approved for one residential home with a possibility of an in-law as a separate dwelling, perk tested and surveyed within the last 5 years. This property has a 10 ft shared driveway. Great neighborhood close to all amenities while still feeling like your out in the country enjoying the peace and quiet.

  Coleen Brakenwagen 1 Worcester Homes

  130 Cook Hill Rd, Killingly, CT 06239
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  /10

  $274,900

  • 6 Beds
  • 3 Baths
  • 2,600 Sq Ft

  26 Palmer St, Danielson, CT 06239

  Own Your Dream Home with Zero Money Down! Unlock the door to your future with an exclusive offer: Purchase this home and receive $2,749 back in closing costs credits OR $1,805 per month at an exceptional financing rate of 6.87% APR with ZERO down payment available for those who qualify. Your Private Oasis Awaits! Charming & Updated Multi-Unit Property - Ideal for Owner Occupants or

  Nathan Clark Your Home Sold Guaranteed Realty, The Nathan Clark Team

  26 Palmer St, Danielson, CT 06239
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  /16

  $225,000

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  227 Ash St, Willimantic, CT 06226

  This charming older home offers classic details and great potential. It features a welcoming front porch and a large deck off the living room, perfect for outdoor relaxation. Inside, the home includes four bedrooms and two full bathrooms, along with a cozy wood stove for added warmth.There is plenty of opportunity to make it your own. The private driveway provides off-street parking, and the

  Kim Benoit CENTURY 21 Shutters & Sails

  227 Ash St, Willimantic, CT 06226
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  /4

  $139,990

  • Land
  • 2.05 Acres
  • $68,288 per Acre

  763 Quaddick Town Farm Rd, Thompson, CT 06277

  This spacious 2.05-acre residential land offers the perfect canvas for your dream home. Nestled in a serene and peaceful location surrounded by State Forest, the property is ideally situated for those seeking privacy, yet remains conveniently close to local amenities such as schools, shopping centers, and major roads. With ample space for custom landscaping, outdoor living, and recreational

  Kerri Mullen CR Premier Properties

  763 Quaddick Town Farm Rd, Thompson, CT 06277
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  /39

  $489,999

  • 4 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  24 River Rd, Sterling, CT 06377

  This country home has undergone a studs out renovation and expansion where charm, space, and modern comfort come together on over 5+ acres of land and you are just 5 miles from I-395. The home blends a timeless style with smart, up-to-date living. One of the home's standout features is the massive primary bedroom with cathedral ceilings, which makes the space feel even more grand and offers a

  Beth Fournier Compass Connecticut, LLC

  24 River Rd, Sterling, CT 06377
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  /34

  $374,999

  • 2 Beds
  • 2 Baths
  • 884 Sq Ft

  3 Arnold Ln, Dayville, CT 06241

  Welcome to 3 Arnold Lane, situated in the highly desirable area of Alexander's Lake! This fully remodeled year-round cottage has so much to present! As you drive in, you'll be welcomed by a stunning view of your new home featuring white vertical siding and grey stone accents, farmers porch, and a 14'x16' rooftop deck perfect for entertaining friends, family, and neighbors while enjoying the

  Katie Spenard Kazantzis Real Estate, LLC

  3 Arnold Ln, Dayville, CT 06241
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  /17

  $339,900

  • 3 Beds
  • 1.5 Baths
  • 2,236 Sq Ft

  360 N Society Rd, Canterbury, CT 06331

  Located in beautiful Canterbury, this large house is currently mostly gutted and waiting for you to complete. 2 car garage attached to house, and oversized 2 car garage workshop great for home business or car enthusiasts. Sold AS IS great for a handy man or flipper, its a great candidate for a 203K loan!

  Michelle Pivin Kazantzis Real Estate, LLC

  360 N Society Rd, Canterbury, CT 06331
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  /24

  $385,000

  • 3 Beds
  • 2 Baths
  • 2,034 Sq Ft

  105 Brick Top Rd, Windham, CT 06280

  Welcome to 105 Brick Top Rd.! Move right into this tastefully renovated home set on 1.49 acres of serene land. Step onto the beautifully updated porch, ready to be adorned with your personal touch. Inside, you'll be greeted by gorgeous, gleaming hardwood floors that flow throughout the main living spaces (excluding the bedrooms). The oversized foyer invites you into a desirable open floor plan,

  Maricela Rivera Coldwell Banker Realty

  105 Brick Top Rd, Windham, CT 06280
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  /4

  $210,000

  • Land
  • 7 Acres
  • $28,649 per Acre

  308 Orchard Hill Rd, Pomfret Center, CT 06259

  VACANT COMMERCIALLY ZONED 7.33 ACRES ON BUSY ORCHARD HILL ROAD- NOTE: THIS IS ZONE COMMERCIAL VILLAGE - NO CURRENT TESTING RESULTS AVAILABLE

  Jim Nispel Coldwell Banker Realty

  308 Orchard Hill Rd, Pomfret Center, CT 06259
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  /23

  $169,900

  • Land
  • 4.02 Acres
  • $42,264 per Acre

  1394 North Rd, Killingly, CT 06241

  This amazing back lot is perfect for just about anything you are looking for. With just over 4 acres of land, this parcel is ready and waiting for you. Must see to appreciate the different levels of serenity that surrounds future plans. One section is flat for a structure while another section is open for your ideas. Don't forget location is everything! Hartford, Boston, Providence and other

  Vicki McKee Spaulding Realty Group, LLC

  1394 North Rd, Killingly, CT 06241
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  /33

  $89,900

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  57 Circle Dr, Windham, CT 06256

  Welcome to 57 Circle Drive in North Windham! This charming 1,152 sq ft manufactured home features comfortable living with 3 spacious bedrooms and 2 full bathrooms. The property offers ample outdoor space for relaxation or play. Recent upgrades include a new roof (2024 - $4,000), a new water heater (2024 - $1,500), and repaired skirting (2024 - $500), ensuring peace of mind for the new owner.

  Jessica Boswell LPT Realty

  57 Circle Dr, Windham, CT 06256
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  /7

  $179,900

  • Land
  • 25 Acres
  • $7,111 per Acre

  Lot 12-1 Tripp Hollow Rd, Brooklyn, CT 06234

  Private, secluded 25+ Acre lot to be built with a custom build package in Brooklyn CT! Discover the ultimate private sanctuary on over 25 acres of peaceful seclusion in picturesque Brooklyn. This remarkable lot is exclusively offered and to be sold only with a custom home-building package from Square 1 Building Assoc, tailored precisely to your vision. Bring your own architectural plans or choose

  Jared Meehan RE/MAX Bell Park Realty

  Lot 12-1 Tripp Hollow Rd, Brooklyn, CT 06234
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  /16

  $449,999

  • 4 Beds
  • 2 Baths
  • 2,054 Sq Ft

  94 Mansfield Rd, Ashford, CT 06278

  Welcome to 94 Mansfield Road in Ashford, CT! This charming property boasts a rare blend of natural beauty and ample space, making it the perfect retreat! Nestled on 8 picturesque acres with river access and a scenic walkway, this home invites you to enjoy peaceful country living. The property includes a large barn, shed, and spacious garage, which provides plenty of storage and room for hobbies.

  Lexie Brunet Brunet and Company Real Estate

  94 Mansfield Rd, Ashford, CT 06278
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  /28

  $5,400,000

  • Land
  • 14 Acres
  • $382,979 per Acre

  0 Providence Rd Unit 24080985, Brooklyn, CT 06234

  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 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

  Paul Manocchio The Bella Group, LLC

  0 Providence Rd Unit 24080985, Brooklyn, CT 06234
• 

  

  /40

  $549,900

  • 3 Beds
  • 1.5 Baths
  • 2,997 Sq Ft

  160 Halls Hill Rd, Killingly, CT 06239

  History lovers take notice! Previously the South Kilingly Congregational Church, this authentic 1837 Greek Revival has been completely restored and converted into a home with endless possibilities for the main space. Let your imagination soar in deciding how you will use the great room! Currently setup as a living/dining/entertainment space, complete with an 85" TV, this space (approx 30X40 with

  Scott Tracy RE/MAX One

  160 Halls Hill Rd, Killingly, CT 06239
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  /4

  $499,900

  • Land
  • 11 Acres
  • $44,834 per Acre

  117 Riverside Dr, North Grosvenordl, CT 06255

  Great opportunity awaits on this 11 acre multi use property that runs along the airline trail. Some of the many potential uses would be townhouses, duplex's, multi families and single family homes. Gravel is on site. City sewer and 3 phase power. This property is located near 395 which is great for easy commuting into Massachusetts. .

  Cary Marcoux RE/MAX Bell Park Realty

  117 Riverside Dr, North Grosvenordl, CT 06255
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  /29

  $650,000

  • 6 Beds
  • 4 Baths
  • 3,240 Sq Ft

  223 Route 169, Woodstock, CT 06281

  A rare investment opportunity located in beautiful Woodstock, CT! This 4 unit property is a blank slate to set your own rents, procure your own tenants, or owner occupy. These completely remodeled units feature stunning floors, tiled bathrooms, granite counters, and all have appliances. 2 bed/ 1 bed set up. Coin op laundry available. Close to Woodstock Academy and the Hyde School. Sits on a

  Amy Brunet Brunet and Company Real Estate

  223 Route 169, Woodstock, CT 06281
• 

  

  /16

  $789,000 Open Thu 4PM - 6PM

  • 15 Beds
  • 6 Baths
  • 4,954 Sq Ft

  369 Valley St, Willimantic, CT 06226

  369 Valley, Willimantic is a totally remodeled 7 Unit asset is located within walking distance to Eastern Ct University! The in place Actual CAP is 7.6% with Gross Income: $120,600 with upside to $153,400. The Roof is new as of November of 2020, the plumbing was replaced between 2020 and 2022. 5 of the Hot Waters heaters new in 2019. The electric was upgraded in 2012 to circuit breakers with

  Lisa Cozzi Century 21 AllPoints Realty

  369 Valley St, Willimantic, CT 06226
• 

  

  /5

  $550,000

  • Land
  • 56 Acres
  • $9,755 per Acre

  121 Walker Rd, Canterbury, CT 06331

  56.38 acres of buildable land in desired Canterbury, with the potential of seven sub-dividable lots. Over 1,900' of road frontage on Walker Road and an additional 1,000+ of road frontage on John Brook Road. Seller willing to negotiate split lots. Previous perc testing done in 2009.

  Erica Kelly RE/MAX One

  121 Walker Rd, Canterbury, CT 06331
• 

  

  /20

  $310,000

  • 4 Beds
  • 2 Baths
  • 3,016 Sq Ft

  400 Main St, Danielson, CT 06239

  Unlock the potential of this spacious, well-maintained two-family property, perfect for both investors and owner-occupants! Each unit boasts over 1,500 sq. ft. of living space, featuring 2 bedrooms and 1 bath. The first-floor unit will be delivered empty, offering a prime opportunity for owner occupancy or market pricing, while the upstairs unit is currently rented month-to-month at $1,500/month.

  Brooke Packard Lamacchia Realty

  400 Main St, Danielson, CT 06239
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  /7

  $99,900

  • Land
  • 0.83 Acre
  • $120,361 per Acre

  700 Riverside Dr, North Grosvenordl, CT 06255

  Unique opportunity for a residential/commercial 0.83 AC lot located in the Downtown Mill Rehabilitation District. This lot had previous approvals from wetlands and site planning for a restaurant. Property is ready for groundwork and is located on Riverside Dr./Route 12 with great visibility & location. Located adjacent to Dollar General, across from Dunkin Donuts and at the base of the entrance

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  700 Riverside Dr, North Grosvenordl, CT 06255
• 

  

  /13

  $110,000

  • Land
  • 0.99 Acre
  • $111,111 per Acre

  80 Lakeside Dr, Eastford, CT 06242

  Welcome to the picturesque tranquility of 80 Lakeside Drive, Eastford, CT-a rare gem overlooking Ashford Lake. This stunning .99-acre parcel of land offers the perfect blend of semi-rural privacy and breathtaking lakefront views, creating an idyllic canvas upon which to construct the home of your dreams. Imagine waking up each morning to the gentle sounds of nature and the captivating sight of

  Leslie Blaser eXp Realty

  80 Lakeside Dr, Eastford, CT 06242
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  /40

  $1,600,000

  • 6 Beds
  • 6 Baths
  • 4,517 Sq Ft

  6 & 8 Stone Bridge Rd, Woodstock, CT 06281

  The Historic General Samuel McClellan Estate - A Timeless Luxury Retreat. Experience the perfect blend of historic grandeur and modern luxury at this extraordinary estate, meticulously restored with $1.3 million in improvements. This multi-residence compound offers exceptional living and investment potential. Three Distinctive Homes: The Main House - A former bed and breakfast featuring six

  John Downs Berkshire Hathaway NE Prop.

  6 & 8 Stone Bridge Rd, Woodstock, CT 06281
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  /4

  $465,000

  • 4 Beds
  • 4 Baths
  • 5,176 Sq Ft

  50 High St, Moosup, CT 06354

  This expansive Cape Cod-style home is a hidden gem, situated on 2.72 acres with a wraparound driveway complemented by an additional parking area. The two-car garage is located beneath the house, and the home features spacious rooms with ample storage throughout. The dining room boasts a beautiful fieldstone fireplace, while the bar area is carpeted wall-to-wall. The kitchen offers abundant

  Liz Lavallee Dawn Taylor Real Estate

  50 High St, Moosup, CT 06354
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  /29

  $399,900

  • Land
  • 5 Acres
  • $76,904 per Acre

  1450 North Rd, Killingly, CT 06241

  This spectacular back lot down a private drive brings you into the wonder of nature. This expansive length of property has so much potential. With the land being previously cleared, it's ready for what you desire. The open space is unlimited from homesteading to possibly continuing the private airstrip rights to anything your dreams bring you. Make an appointment as this rare strip won't last

  Vicki McKee Spaulding Realty Group, LLC

  1450 North Rd, Killingly, CT 06241
• 

  

  /38

  $379,900

  • 8 Beds
  • 2 Baths
  • 2,398 Sq Ft

  7 Church St, Killingly, CT 06241

  An incredible owner-occupant or investment opportunity awaits at 7 Church St, Killingly, CT! This beautifully renovated townhome style duplex features two spacious units, each offering 4 bedrooms and 1 bathroom, perfect for maximizing rental income. Recent upgrades include new flooring, fresh paint, updated lighting, and completely renovated kitchens and bathrooms. Energy-efficient mini-split

  Benjamin Carbone Lamacchia Realty

  7 Church St, Killingly, CT 06241
• 

  

  /40

  $865,000

  • 4 Beds
  • 6 Baths
  • 3,753 Sq Ft

  42 Hyde Rd, Brooklyn, CT 06234

  Timeless New England Charm Meets Modern Luxury! Step into a piece of history with this stunning, completely renovated 1870s home, seamlessly blending period character with modern amenities. Boasting four spacious bedrooms, each with its own en-suite full bath featuring custom tiled walk-in showers with glass doors, plus two additional half baths, this home offers comfort, convenience, and

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  42 Hyde Rd, Brooklyn, CT 06234
• 

  

  /25

  $1,495,000

  • 19 Beds
  • 12 Baths
  • 11,775 Sq Ft

  29 Tiffany St, Brooklyn, CT 06234

  Attention Investors! Rare opportunity to own a 12-unit brick multifamily building in desirable Brooklyn, Connecticut. This well-maintained property features a diverse mix of units offering both ranch-style one-bedroom, one-bath units on the first floor and townhouse-style two-bedroom, one-bath units on the second floor, offering a total of 12 units to rent. The building is currently fully

  Anthony Chabot Chabot & Associates Real Estate

  29 Tiffany St, Brooklyn, CT 06234
• 

  

  /6

  $899,000

  • Land
  • 131 Acres
  • $6,876 per Acre

  0 Brooklyn Rd Unit 24073426, Canterbury, CT 06331

  GREAT OPPORTUNITY FOR RESIDENTIAL, FARM, or AGRICULTURE DEVELOPMENT ! 133 ACRES!! SOLD AS A PACKAGE ONLY WITH LISTING #24049160 TOTAL LAND BEING SOLD IS 133 ACRES(APPROX) and TOTAL ROAD FRONTAGE IS 350 FT(APPROX) WITH BOTH PARCELS COMBINED. BUYER TO PERFORM DUE DILIGENCE TO DETERMINE AVAILABLE LAND USE, ZONING REGULATIONS, UTILITIES AVAIL. CURRENT TAXES ARE FOR FORESTRY CLASSIFICATION

  Margaret Memoli Memoli&Memoli Real Estate,LLC

  0 Brooklyn Rd Unit 24073426, Canterbury, CT 06331

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