Windham County CT Homes for Sale

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  /20

  $350,000

  • 5 Beds
  • 2 Baths
  • 1,998 Sq Ft

  70 Walnut St, Putnam, CT 06260

  Charming Victorian 2-family set up high and framed by a classic stone wall, situated on a spacious .45-acre lot and fully occupied with strong cash flow from day one. Both tenants are in yearly leases, providing stability and consistent income, and each unit features separate utilities with individual boilers, with tenants paying their own heat and electric to help maximize returns. The

  Tyrone Murphy REMAX Revolution

  70 Walnut St, Putnam, CT 06260
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• 

  

  

  /39

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,304 Sq Ft

  13 Henry Dr, Moosup, CT 06354

  Welcome to 13 Henry Drive, a beautifully maintained ranch-style home designed for comfort, convenience, and easy living. Step inside to an inviting open floor plan highlighted by an upgraded kitchen featuring granite countertops and stainless-steel appliances. Perfect for both everyday living and entertaining. The spacious primary bedroom offers a private ensuite bath with a walk-in shower,

  Michael Houser, Jr. Capital Property Group, LLC

  13 Henry Dr, Moosup, CT 06354
• 

  

  

  /9

  $1,300,000

  • Land
  • 1.41 Acres
  • $921,986 per Acre

  20 Wauregan Rd, Killingly, CT 06239

  Strategically positioned at a signalized, high-traffic corner along Route 6 and Route 12, this premier commercial offering is available for sale or lease and presents a rare development opportunity in a strong retail corridor. The property features over 517 feet of combined frontage on both thoroughfares, delivering exceptional visibility, multiple points of access potential, and continuous

  Androula Kazantzis KAZANTZIS ANDROULA

  20 Wauregan Rd, Killingly, CT 06239
• 

  

  

  /26

  $359,900

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

  123 Ashford Rd Unit 1, Eastford, CT 06242

  Step into effortless modern living with this beautifully appointed 2-bedroom, 2-bath condo offering 1,500sqft of bright, open space. Built in 2019, this home blends contemporary style with everyday comfort, featuring rich hardwood floors, crisp finishes, and an inviting layout. The spacious kitchen is the heart of the home, complete with sleek cabinetry, stainless steel appliances, generous

  Benjamin Carbone Lamacchia Realty

  123 Ashford Rd Unit 1, Eastford, CT 06242
• 

  

  

  /40

  $499,900

  • 5 Beds
  • 2.5 Baths
  • 2,887 Sq Ft

  13 Bates Rd, Chaplin, CT 06235

  Spacious farmhouse living at its best! This charming 5-bedroom, 2 full bath, and 1 half bath home sits on an expansive 11 acres, offering endless possibilities for privacy, recreation, or hobby farming. Inside, you'll find hardwood flooring throughout and two cozy fireplaces that add warmth and character. The versatile layout includes two additional family rooms that could easily serve as extra

  Kristen Merrill Countryside Realty

  13 Bates Rd, Chaplin, CT 06235
• 

  

  /40

  $649,900

  • 3 Beds
  • 2.5 Baths
  • 2,604 Sq Ft

  63 May Brook, Woodstock, CT 06281

  First time offered, original owner & WBA built 2,600 sq. ft. Ranch located in a desired area of Woodstock. This home features 3 bedrooms, 2.5 bathrooms, first floor laundry, designated office space, 2 car oversized garage, along with a finished walk-up second floor bonus room over the garage. The kitchen has plenty of working space, granite counters, along with an eating space overlooking the

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  63 May Brook, Woodstock, CT 06281
• 

  

  /39

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 2,123 Sq Ft

  1 Library Rd, Canterbury, CT 06331

  Welcome to 1 Library Road, a beautifully updated antique Colonial nestled in the heart of Canterbury's Historic District. Built circa 1807, this classic home combines historic charm with modern improvements on a generous 1.15-acre corner lot just steps from the Canterbury Center Historic District and village green, which features fine 18th- and early 19th-century architecture and cultural

  Kristopher Tramont Real Broker CT, LLC

  1 Library Rd, Canterbury, CT 06331
• 

  

  /20

  $375,000

  • 3 Beds
  • 2 Baths
  • 2,050 Sq Ft

  181 Snake Meadow Rd, Moosup, CT 06354

  This house has been TOTALLY brought back to life! New Roof, Windows, Siding, Doors, Flooring, Paint, Heating System, Oil Tank, Well Tank, Stainless Steel Appliances, Lighting, Two New Bathrooms, Kitchen and More! It also has a BRAND NEW SEPTIC on the way to be installed before closing. Come take a peek before it's gone.

  Derek Greene Derek Greene

  181 Snake Meadow Rd, Moosup, CT 06354
• 

  

  /29

  $350,000

  • 3 Beds
  • 1 Bath
  • 1,257 Sq Ft

  37 Cady St, Danielson, CT 06239

  Charming and well-maintained Cape nestled in a quiet Northeast Connecticut location, offering the perfect balance of peaceful living and convenient access to nearby amenities. This inviting home features a spacious living room filled with natural light-ideal for relaxing or entertaining-along with a generously sized dining room perfect for gatherings and holiday dinners. Thoughtful updates

  Vivian Kozey CR Premier Properties

  37 Cady St, Danielson, CT 06239
• 

  

  /40

  $519,000

  • 3 Beds
  • 2 Baths
  • 1,862 Sq Ft

  70 Crandall Ln, Canterbury, CT 06331

  Find your perfect country retreat in this beautiful updated colonial home, situated on a 2.16 acres on serene cul-de-sac, is move in ready. This property showcases 3 bedrooms, 2 full baths, an office, a formal dinning area and a mud room perfect for shedding shoes. The home features a new pellet stove, new split unit in mud room and the roof updated was updated in 2023. The front porch invites

  Lisa Weagle Kazantzis Real Estate, LLC

  70 Crandall Ln, Canterbury, CT 06331
• 

  

  /16

  $364,900

  • 3 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  33 Junior Ave, Danielson, CT 06239

  Welcome to 33 Junior Ave - a perfectly scaled ranch offering one-level comfort and classic charm. This well-maintained home features three bedrooms and two bathrooms. Hardwood floors flow throughout an open living room and refreshed, eat in kitchen, with sliding glass doors leading to the patio and backyard. The attached garage and level lot add convenience and outdoor space for entertaining or

  Amy Brunet Brunet and Company Real Estate

  33 Junior Ave, Danielson, CT 06239
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  /39

  $895,000

  • 4 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  350 Hartford Pike, Dayville, CT 06241

  Come enjoy this wonderful home. All large rooms with mostly tin ceilings. Some hardwood floors. First floor has a Eat-in kitchen, formal dining room, formal living room, den, bedroom, laundry room and a half bath. The second floor you have a primary suite which takes up half of the upstairs...bedroom, with a full bath and sitting area and walk in closet. Two more bedrooms and another full

  Mark Benard Brunet and Company Real Estate

  350 Hartford Pike, Dayville, CT 06241
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  /35

  $580,000

  • 3 Beds
  • 1.5 Baths
  • 1,507 Sq Ft

  78 E Putnam Rd, Putnam, CT 06260

  Established in 1767, this remarkable property tells a centuries-old story of care, continuity, and quiet beauty. Generations have called this tranquil, pastoral 22-acre property home, and their warmth and devotion are still deeply felt throughout the landscape. The charming and comfortable antique residence-thoughtfully updated with newer mechanical systems-overlooks rolling pastures framed by

  Juli Rogalla Coldwell Banker Realty

  78 E Putnam Rd, Putnam, CT 06260
• 

  

  /14

  $699,900

  • 4 Beds
  • 4 Baths
  • 3,696 Sq Ft

  115 Groveland Ave Unit 7 & 8, Putnam, CT 06260

  Development Opportunity! Fully approved condominium project on a private lot with views, offering a turnkey development package including land, two existing townhouses with garages, and approvals for eight additional units to be built, with fully engineered plans available by request. Town approvals are in place, underground utilities are on site, and initial infrastructure has been completed.

  Jennie Kesselman Berkshire Hathaway NE Prop.

  115 Groveland Ave Unit 7 & 8, Putnam, CT 06260
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  /37

  $679,000

  • 2 Beds
  • 2.5 Baths
  • 1,578 Sq Ft

  133 Fitts Rd, Ashford, CT 06278

  This beautifully crafted post-and-beam home blends timeless character with modern functionality. Designed with sustainability in mind, the home features solar power and rich hardwood floors throughout. The open-concept living and dining area creates an inviting space for everyday living and entertaining, anchored by a cozy fireplace-perfect for colder evenings. A private library or study on the

  Kerri Mullen CR Premier Properties

  133 Fitts Rd, Ashford, CT 06278
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  /39

  $465,000

  • 3 Beds
  • 2.5 Baths
  • 1,518 Sq Ft

  310 Roseland Park Rd, Woodstock, CT 06281

  Nestled in a peaceful country setting come see what this home has to offer. This inviting 3 bedroom, 2 bath home sits on 5.7 beautiful acres, offering privacy, space, and thoughtful updates throughout. The home features 3 bedrooms, including a newly added master bathroom, providing added comfort and convenience. This home offers two convienent options for heating, with electric and a wood burning

  Tessa Stacy Brunet and Company Real Estate

  310 Roseland Park Rd, Woodstock, CT 06281
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  /38

  $475,000

  • 2 Beds
  • 2 Baths
  • 1,780 Sq Ft

  6 Grace Ln, Moosup, CT 06354

  Moosup River Estates - 55+ Luxury Living Discover an unparalleled lifestyle at Moosup River Estates, a premier 55 and over community offering elegant homes designed for comfort and sophistication. This home features 2 bedrooms and 2 full bathrooms with a nice open floor plan. The applianced custom kitchen design has a center island and granite countertops, perfect for entertaining or casual

  Cary Marcoux RE/MAX Bell Park Realty

  6 Grace Ln, Moosup, CT 06354
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  /29

  $449,900

  • 4 Beds
  • 2.5 Baths
  • 2,202 Sq Ft

  68 Anderson Rd, Brooklyn, CT 06234

  With the recent, substantial price reduction, this 4-bedroom, 2.5-bath, with an attached 2 car garage home is now looking for its new family to love and enjoy and let's not forget the school system Brooklyn brings. This home offers immediate move-in appeal. Step inside to discover a professionally freshly painted interior, where stunning, hand-waxed hardwood floors radiate warmth and elegance

  Rachael Gifford The Neighborhood Realty Group

  68 Anderson Rd, Brooklyn, CT 06234
• 

  

  /15

  $824,900

  • 3 Beds
  • 3.5 Baths
  • 3,460 Sq Ft

  180 Jericho Rd, Pomfret Center, CT 06259

  Own Your Dream Home with Zero Money Down! Unlock the door to your future with an exclusive offer: Purchase this home and receive $8,249 back in closing cost credits OR $3,563 per month at an exceptional financing rate of 5.05% APR with ZERO down payment available for those who qualify. Your Private Oasis Awaits Set on a private, level 17-acre lot, this custom contemporary ranch offers exceptional

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

  180 Jericho Rd, Pomfret Center, CT 06259
• 

  /2

  $2,195,000

  • Land
  • 216 Acres
  • $10,162 per Acre

  333 Breakneck Hill Rd, Killingly, CT 06241

  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"

  Derek Greene Derek Greene

  333 Breakneck Hill Rd, Killingly, CT 06241
• 

  /2

  $2,816,000

  • Land
  • 11 Acres
  • $256,000 per Acre

  842 Hartford Pike, Dayville, CT 06241

  Property is basically level and gently sloping, Ideal site for development of Professional or Medical offices, Dental, Clinics, Retail outlets, Restaurants, Multi-Family units, Also by "Special Permit" Banks, Hotels & Motels, Self service storage facilities, distribution centers etc. See Sections 430 & 420.1 of the Killingly Zoning Regulations for a more comprehensive lists of permitted uses and

  Derek Greene Derek Greene

  842 Hartford Pike, Dayville, CT 06241
• 

  

  /37

  $699,000

  • 3 Beds
  • 1.5 Baths
  • 2,232 Sq Ft

  204 Paine Rd, Pomfret, CT 06259

  First time offered in over 50 years, this c.1820 home has been updated and very well maintained with craftsmanship and charm. Rich and warm with wood and natural light, comfortable kitchen, large dining room, and a wood burning fireplace in the living room. The original Cape portion of the house has 3 rooms and a half bath on the 2nd level. The primary bedroom is on the main floor. With over

  Lynn Converse RE/MAX Bell Park Realty

  204 Paine Rd, Pomfret, CT 06259
• 

  

  /39

  $650,000

  • 3 Beds
  • 3 Baths
  • 3,150 Sq Ft

  679 Bailey Hill Rd, Dayville, CT 06241

  This one-of-a-kind custom-built ranch offers over 3,000 sqft on the main level and showcases stunning quality throughout. The living room features vaulted ceilings and a remarkable fieldstone fireplace in the center of the home. Ornate hardwoods flow through the main floor which lead to an updated beautiful kitchen with granite countertops, center island, and gas range. Step out to the refinished

  Robert Sousa Redfin Corporation

  679 Bailey Hill Rd, Dayville, CT 06241
• 

  

  /40

  $2,840,000

  • 6 Beds
  • 3.5 Baths
  • 10,908 Sq Ft

  5 Brookside Ln, Woodstock, CT 06281

  Exceptional pride of ownership is evident in this rare opportunity to acquire a 14-unit multifamily asset in Woodstock, CT, with the option to combine with an additional 14 units at Pinecrest Apartments for portfolio sale. Built in 1987, the property features tenant-paid utilities with individual hot water heaters and electrical subpanels in every unit-supporting efficient operations and strong,

  Lisa Cozzi Century 21 AllPoints Realty

  5 Brookside Ln, Woodstock, CT 06281
• 

  

  /13

  $450,000

  • 5 Beds
  • 4.5 Baths
  • 2,777 Sq Ft

  10 Center St, Danielson, CT 06239

  Located in the heart of a thriving downtown, this income earner is mixed use with endless possibilities! 2 commercial units street level great for office or retail and 3 residential, second floor rented units. 4 units have been recently renovated. LVP flooring throughout units and stairway. Private entry for residential tenants and commercial units have their own separate entries. On street

  Amy Brunet Brunet and Company Real Estate

  10 Center St, Danielson, CT 06239
• 

  /2

  $400,000

  • Land
  • 11.8 Acres
  • $33,898 per Acre

  131 Church St, Sterling, CT 06377

  11.80 of sand, gravel and rock. Current owner has permits in place. 1300 ft of road frontage. Lots of possibilities. Seller will be removing large boulders.

  Cary Marcoux RE/MAX Bell Park Realty

  131 Church St, Sterling, CT 06377
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  /36

  $469,000

  • 3 Beds
  • 1.5 Baths
  • 2,003 Sq Ft

  1436 North Rd, Dayville, CT 06241

  Welcome to this charming 3-bedroom, 2-bath ranch located in a desired area on North Road. This classic 1966 brick home offers timeless character with a cozy fireplace and inviting layout. Enjoy newer flooring throughout the main living area and fresh carpeting in the bedrooms for a move-in ready feel. The main bathroom renovation has been started, offering a blank canvas for you to customize to

  Scott Pempek Berkshire Hathaway NE Prop.

  1436 North Rd, Dayville, CT 06241
• 

  

  /32

  $745,000

  • 2 Beds
  • 2 Baths
  • 1,855 Sq Ft

  60 Indian Spring Rd, Woodstock, CT 06281

  Brand-new multi-level TimberTech decks spanning roughly 800 square feet anchor the back of this fully furnished and beautifully renovated lakeside home on private Witches Woods Lake, creating an expansive outdoor haven for hosting, unwinding, and breathing in the calm of true waterfront living. With breathtaking views and direct frontage, the home has been thoughtfully updated in recent years

  Jennie Kesselman Berkshire Hathaway NE Prop.

  60 Indian Spring Rd, Woodstock, CT 06281
• 

  

  /4

  $499,900

  • Land
  • 11.15 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
• 

  

  /11

  $799,900

  • Land
  • 56.4 Acres
  • $14,183 per Acre

  253 Brick Top Rd, Windham, CT 06280

  64+/- acres on Route 14, the largest parcel available in Willimantic with access to public water and sewer. Three parcels sell together, 253 Brick Top 56.40 acres, 303R Brick Top 5.75 acres, 267 Brick Top 1.64 acres. Allowed uses: schools, museums, clubs, daycare, nursing homes, camping areas, private clubs and recreational facilities, commercial kennels, boarding facilities Several existing

  David Mieczynski National Realty Advisors LLC

  253 Brick Top Rd, Windham, CT 06280
• 

  /2

  $6,000,000

  • Land
  • 136.38 Acres
  • $43,995 per Acre

  0 Allen Hill Rd Unit 24140370, Brooklyn, CT 06234

  Welcome to Pinedale Farms, a rare large-scale development opportunity in the heart of Brooklyn. This offering includes 136.38 acres of industrial-zoned land along with the additional 2.8-acre parcel at 22 Allen Hill Rd, creating a substantial combined footprint of 139.18 acres for future projects. The property provides three access points which are 22 Allen Hill, south of 68 Allen Hill Rd and

  Adam Gumula Kazantzis Real Estate, LLC

  0 Allen Hill Rd Unit 24140370, Brooklyn, CT 06234
• 

  

  /39

  $3,200,000

  • Land
  • 99.43 Acres
  • $32,183 per Acre

  94 & 100 Hubbard Hil Klocek Rd, Killingly, CT 06239

  Rare 99.43 acre income producing estate. A once in a generation investment opportunity combining beautiful New England farmland, residential homes and a fully operational quarry - all strategically positioned minutes from I 395 in Killingly's thriving Quiet Corner. This is an ultimate investment for developers, agribusiness operators, or legacy family estates seeking immediate income streams and

  Jill Pilgrim William Pitt Sotheby's Int'l

  94 & 100 Hubbard Hil Klocek Rd, Killingly, CT 06239
• 

  

  /36

  $485,000

  • 3 Beds
  • 2 Baths
  • 2,170 Sq Ft

  395 Bailey Hill Rd, Danielson, CT 06239

  RENOVATED RANCH Style home situated on .92 acres. Finishing touches being completed on this 3BR, 2BA home boasting approx. 2,820 sq. ft. of total living area. Open flow on the main level starting with a fully renovated kitchen w/Granite counter tops, New cabinets, all New appliances and tiled floor. Original Hardwood flooring throughout the remainder of the main level living room, hallway and

  Chris Campolito Campolito Realty Group

  395 Bailey Hill Rd, Danielson, CT 06239
• 

  

  /6

  $359,900

  • Land
  • 45 Acres
  • $7,998 per Acre

  0 Cook Hill Rd Unit 24135933, Killingly, CT 06239

  Do not miss out on the opportunity to own 45 acres in Killingly! Nestled along rural Cook Hill Rd, this stunning lot offers privacy and convenience. This raw classic New England land offers beautiful mature trees, stone walls, and a small stream. Convenient location just minutes away from i395, Route 6, shopping plazas, restaurants, and convenience stores. Come explore the endless opportunities

  Joseph Bonneau eXp Realty

  0 Cook Hill Rd Unit 24135933, Killingly, CT 06239
• 

  /2

  $450,000

  • Land
  • 11.87 Acres
  • $37,911 per Acre

  3-3 Pomfret Rd, Brooklyn, CT 06234

  Nestled along scenic Route 169 in Brooklyn, this stunning approved 3-lot subdivision offers the perfect blend of country charm and modern convenience. Set on a quiet stretch of one of Connecticut's most beautiful byways, the property comes with a completed site plan and is ready for you to build your dream home-or explore development opportunities. Each lot is thoughtfully situated to take full

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  3-3 Pomfret Rd, Brooklyn, CT 06234
• 

  

  /26

  $439,000

  • 4 Beds
  • 2 Baths
  • 1,787 Sq Ft

  7 Devotion Rd, Windham, CT 06280

  Nestled in the peaceful, rural charm of Scotland, CT, this lovingly updated 9-room, 4-bedroom, 2-bathroom home delivers the perfect blend of comfort, character, and modern convenience. From the moment you arrive, you'll feel the embrace of home - and see endless opportunities for family life here. This home is ready for your life to unfold - from quiet weekday mornings to lively gatherings. Step

  Alexia Andrade US Asset Realty

  7 Devotion Rd, Windham, CT 06280
• 

  

  /39

  $549,000

  • 4 Beds
  • 3 Baths
  • 2,150 Sq Ft

  101 Child Hill Rd, Woodstock, CT 06281

  Step back in time with this one-of-a-kind 1830 Greek Revival farmhouse, offering 2,150 sq ft of character and charm on a picturesque 0.90-acre lot surrounded by farm land. Just down the hill from historic Woodstock Hill and the Academy, this setting is as scenic as it is convenient. Inside, wide plank floors and distinctive windows frame beautiful country views, while the front entry showcases

  Kristen Kaskela Berkshire Hathaway NE Prop.

  101 Child Hill Rd, Woodstock, CT 06281
• 

  

  /6

  $899,000

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

  0 Brooklyn Rd Unit 24124218, Canterbury, CT 06331

  GREAT OPPORTUNITY FOR RESIDENTIAL, FARM, or AGRICULTURE DEVELOPMENT ! 133 ACRES!! SOLD AS A PACKAGE ONLY WITH LISTING #24111912 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 24124218, Canterbury, CT 06331
• 

  

  /40

  $599,900

  • 4 Beds
  • 3.5 Baths
  • 2,944 Sq Ft

  369 Thompson Rd, Thompson, CT 06277

  In the heart of Thompson Hill, step into history with the Jeremiah Olney House owned by the famous banker Jeremiah Olney in 1860, with its significant Greek Revival and Italianate features. This stunning 4-bed, 3.5-bath colonial farmhouse sits on nearly an acre of picturesque land and has been completely renovated. Overflowing with character, this home blends classic charm with modern

  Sheena Ruggirello Real Broker CT, LLC

  369 Thompson Rd, Thompson, CT 06277
• 

  

  /12

  $350,000

  • Land
  • 47.73 Acres
  • $7,333 per Acre

  241 Killingly Ave, Putnam, CT 06260

  Discover a prime opportunity for a 55 and older condo development on this expansive 47-acre parcel of land. With its previous approval for a 70-unit development, this property offers the perfect canvas for creating a community tailored for active adults. The spaciousness of the land allows for a thoughtful layout that can incorporate a range of amenities, such as walking trails, community

  Jennifer Lehto Kazantzis Real Estate, LLC

  241 Killingly Ave, Putnam, CT 06260

Showing Results 41 - 80, Page 2 of 3