Cheshire, CT Homes

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  $929,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,794 Sq Ft

  1841 Blackberry Place, Cheshire, CT 06410

  Stunning 4 bedroom, 2.5 bathroom Colonial, The Birch offers gracious living and a wonderful floor plan. Culinary enthusiasts will love the large walk in pantry, granite-topped cabinetry with center island that opens to a spacious family room with vaulted ceiling. The wonderful layout for entertaining is completed by a formal dining room. Easily work from home with the main floor study. The

  

  Kathleen Maloney

  Coldwell Banker Realty

  (475) 472-8934

  1841 Blackberry Place, Cheshire, CT 06410
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  $2,900 per month

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • House for Rent

  64 E Mitchell Ave Unit 20, Cheshire, CT 06410

  Welcome to Maplecroft Village! Nestled in the heart of Cheshire, our brand-new ranch-style apartment complex boasts contemporary design while being conveniently located to shopping, schools, and major highways. These thoughtfully designed 2-bedroom apartments has 1350 square feet of luxurious living space and are equipped with all the latest modern amenities. Each unit has beautiful quartz

  Brette Stern Calcagni Real Estate

  64 E Mitchell Ave Unit 20, Cheshire, CT 06410
• 

  $660,000 Sold Jun 16, 2025

  • 1,992 Sq Ft
  • $331/SF
  • 34 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1973

  20 Cliff Edge Cir, Cheshire, CT 06410

  Discover this fabulous Cheshire location! This mint-condition 4 bedroom, 2.5 bath colonial is nestled in a quiet cul-de-sac. Enjoy many recent updates on beautifully landscaped grounds! As you enter through the front foyer with radiant heat flooring, you'll fall in love with the bright and airy spaces. The spacious living and dining rooms boast hardwood floors, while the living room serves as a

  Gene Pica RE/MAX Alliance

  20 Cliff Edge Cir, Cheshire, CT 06410
• 

  Est $463,578 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,434 Sq Ft

  756 Cook Hill Rd, Cheshire, CT 06410

  756 Cook Hill Rd, Cheshire, CT 06410
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  $919,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,718 Sq Ft

  1800 Blackberry Place, Cheshire, CT 06410

  Build your own expanded Cape Cod (or bring your own plans) on Blackberry Woods, Cheshire's newest development. 4 bedroom, 2.5 bathroom Maple model with a primary bedroom on the main floor. Oversized family room with fireplace opens to a custom kitchen with island. Formal dining room for get togethers and events. The 1st floor hosts the primary suite with large walk in closet and tile shower, and

  

  Kathleen Maloney

  Coldwell Banker Realty

  (475) 445-2914

  1800 Blackberry Place, Cheshire, CT 06410
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  $3,495 per month

  • 5 Beds
  • 2 Baths
  • 1,958 Sq Ft
  • House for Rent

  151 Willow St, Cheshire, CT 06410

  Colonial, 5 bedrooms (2 first floor bedrooms, 3 second floor bedrooms), 2 Full baths (One bathroom on first floor with Shower only, one bathroom on 2nd floor with tub), open Living Room to kitchen, Appliances included are dishwasher, fridge, electric range, over the range microwave, washer & dryer, off street parking, central air, propane heat, large yard, hardwood floors & tile. Located just off

  151 Willow St, Cheshire, CT 06410
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  $900,000 Sold Jun 13, 2025

  • 3,612 Sq Ft
  • $249/SF
  • 92 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2011

  365 Finch Ave, Cheshire, CT 06410

  Welcome to 365 Finch Ave, Cheshire, CT - a truly exceptional property offering 4 spacious bedrooms and 3.5 luxurious bathrooms, all nestled on 8 peaceful acres. Outdoors, you'll find a stunning gunite pool and spa surrounded by a custom paver patio, perfect for relaxation and entertaining. Additional outdoor features include a charming chicken coop and a play scape. As you step inside, you'll be

  Joyce Perlot eXp Realty

  365 Finch Ave, Cheshire, CT 06410
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  Est $538,116 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 2,103 Sq Ft

  151 Corliss Ln, Cheshire, CT 06410

  151 Corliss Ln, Cheshire, CT 06410
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  $905,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,459 Sq Ft

  1611 Blackberry Place, Cheshire, CT 06410

  New construction in a neighborhood setting. Cheshire's newest development. Blackberry Woods, has a wonderful range of lot types including those with beautiful views of Meriden Mountain, those with plenty of privacy, and those with wonderful backyard options. Lot 7 is a large lot with great views. The custom built gracious Charter Oak model provides 2,459 sq ft of thoughtful living space with 4

  

  Kathleen Maloney

  Coldwell Banker Realty

  (203) 601-7510

  1611 Blackberry Place, Cheshire, CT 06410
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  /17

  $2,900 per month

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • House for Rent

  64 E Mitchell Ave Unit 39, Cheshire, CT 06410

  Welcome to Maplecroft Village! Nestled in the heart of Cheshire, our brand-new ranch-style apartment complex boasts contemporary design while being conveniently located to shopping, schools, and major highways. These thoughtfully designed 2-bedroom apartments has 1350 square feet of luxurious living space and are equipped with all the latest modern amenities. Each unit has beautiful quartz

  Brette Stern Calcagni Real Estate

  64 E Mitchell Ave Unit 39, Cheshire, CT 06410
• 

  $830,000 Sold Jun 12, 2025

  • 3,994 Sq Ft
  • $208/SF
  • 2 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1964

  319 Beacon Hill Dr, Cheshire, CT 06410

  This stately brick colonial stands on a rare, level, and private 1.21 acre lot. A setting that's hard to come by and even harder to forget. With over 3,200 square feet above grade and an additional 750 square feet of finished space below, this home offers a timeless layout and room to live comfortably, entertain easily, and enjoy every season. Step through double doors into the foyer and

  Sarah Andrea Coldwell Banker Realty

  319 Beacon Hill Dr, Cheshire, CT 06410
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  Est $395,270 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  600 Cook Hill Rd, Cheshire, CT 06410

  600 Cook Hill Rd, Cheshire, CT 06410
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  $910,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  1711 Blackberry Place, Cheshire, CT 06410

  Welcome to the scenic Blackberry Woods in Cheshire. Build the custom home of your dreams on ~1 acre of land, on a lot with phenomenal views of Meriden Mountain. Consider the Spruce model with its 2,600 sqft of living space w/ 4 Bedrooms and 2 1/2 Baths. It includes a spacious foyer with double coat closets, mudroom, half bath & off garage entry, an open floor plan between the family room, dinette

  

  Kathleen Maloney

  Coldwell Banker Realty

  (203) 496-4646

  1711 Blackberry Place, Cheshire, CT 06410
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  $425,000 Sold Jun 11, 2025

  • 1,416 Sq Ft
  • $300/SF
  • 10 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1952

  336 Peck Ln, Cheshire, CT 06410

  Welcome to 336 Peck, a well-maintained 3 bedroom, 1 bath home that's full of quality features and thoughtful updates. The beautifully remodeled kitchen offers granite countertops, a spacious island and ample cabinetry, flowing seamlessly into a new dining room addition with cathedral ceilings, recessed lighting and plenty of space for gatherings. A dedicated pantry area provides extra storage,

  Jeremy Carrasquillo-Pinet Tier 1 Real Estate

  336 Peck Ln, Cheshire, CT 06410
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  Est $668,231 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,677 Sq Ft

  30 Pine Brook Ct, Cheshire, CT 06410

  30 Pine Brook Ct, Cheshire, CT 06410
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  $699,900 New Construction

  • 3 Beds
  • 3 Baths
  • 1,908 Sq Ft

  1600RR S Main St, Cheshire, CT 06410

  To be built. Modern Raised Ranch with plenty of room for all. Wonderful layout with endless possibilities. 3 large bedrooms and 3 full bathrooms, including one on the lower level allowing for easy accommodation of guests. Set on more than 2 acres. Open floor plan on the main level with sliders and lots of natural light. Finished basement area with sliders and a full bathroom offers flexible use

  

  Kathleen Maloney

  Coldwell Banker Realty

  (203) 439-5995

  1600RR S Main St, Cheshire, CT 06410
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  $475,000 Sold Jun 09, 2025

  • 3,052 Sq Ft
  • $156/SF
  • 64 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1740

  1701 S Main St, Cheshire, CT 06410

  Needs some work but this charming home with newer additions has tons of space for everyone. Desirable South End location close to Quinnipiac and Yale. If you're looking for space and are willing to do some work then this is the home for you. From the moment you walk into to the gated court yard with stamped concrete patio and in-ground pool you know you are somewhere special. The side foyer has a

  KD Kling William Raveis Real Estate

  1701 S Main St, Cheshire, CT 06410
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  Est $422,143 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,772 Sq Ft

  1708 Orchard Hill Rd, Cheshire, CT 06410

  1708 Orchard Hill Rd, Cheshire, CT 06410
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  $890,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  1517A Blackberry Place, Cheshire, CT 06410

  Build the custom home of your dreams on ~ 1 acre of land in Blackberry Woods. Consider the Spruce model which offers 2,600 sqft of living space w/ 4 Bedrooms and 2 1/2 Baths. It includes a spacious foyer with double coat closets, mudroom, half bath & laundry off garage entry, an open floor plan between the family room, dinette & kitchen, gas log fireplace, and kitchen pantry. The formal dining

  

  Kathleen Maloney

  Coldwell Banker Realty

  (203) 590-8495

  1517A Blackberry Place, Cheshire, CT 06410
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  $680,000 Sold Jun 06, 2025

  • 2,764 Sq Ft
  • $246/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1966

  166 Mixville Rd, Cheshire, CT 06410

  Welcome to 166 Mixwell Road-a truly special Cape-style home bursting with charm, character, and room to live and grow. Tucked in one of Cheshire's most loved neighborhoods and just steps from beautiful Mixville Park, this well-built gem has the perfect blend of comfort, functionality, and fun.Inside, you'll find three spacious bedrooms, two and a half baths, and an inviting layout made for

  Tiziana Tremblay Real Broker CT, LLC

  166 Mixville Rd, Cheshire, CT 06410
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  Est $447,933 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,009 Sq Ft

  1700 S Main St, Cheshire, CT 06410

  1700 S Main St, Cheshire, CT 06410
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  $869,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,459 Sq Ft

  1511 Blackberry Place, Cheshire, CT 06410

  Under construction in a neighborhood setting-Cheshire's newest development. Blackberry Woods. The gracious Charter Oak model provides 2,459 sq ft of thoughtful living space with 4 Bedrooms and 2 1/2 Baths. Desirable features of this plan include a spacious foyer entry with coat closet, mudroom off the garage entry w/ half bath and laundry, an open floor plan including a custom kitchen, dinette &

  

  Kathleen Maloney

  Coldwell Banker Realty

  (203) 718-0345

  1511 Blackberry Place, Cheshire, CT 06410
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  $426,600 Sold Jun 06, 2025

  • 1,284 Sq Ft
  • $332/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  157 Green Hill Ln, Cheshire, CT 06410

  Adventure meets opportunity in this well-cared-for 3-bedroom, 2-bath ranch with a finished walk-out basement and a backyard that's anything but ordinary. Backing up to protected land that offers both privacy and play, the current owner has spent years enjoying the outdoors-creating his own dirtbike track right out back. Inside, the home features a clean, well-maintained kitchen and bathrooms that

  Nicholas Tarquino Carbutti & Co., Realtors

  157 Green Hill Ln, Cheshire, CT 06410
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  Est $465,576 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,246 Sq Ft

  11 Bradford Dr, Cheshire, CT 06410

  11 Bradford Dr, Cheshire, CT 06410
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  $639,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,356 Sq Ft

  248 Harrison Rd, Cheshire, CT 06410

  Welcome home to this beautifully updated four-bedroom Colonial in a prime South Cheshire location. A convenient floor plan, a multitude of updates, and an abundance of natural light put this home at the top of your list. The first floor features a flexible floor plan with a very efficient use of space. Light, neutral colors with natural hardwood floors offer a perfect palette for your design

  Michael O'Neill Redfin Corporation

  248 Harrison Rd, Cheshire, CT 06410
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  $880,000 Sold Jun 06, 2025

  • 4,189 Sq Ft
  • $210/SF
  • 10 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1950

  805 E Johnson Ave, Cheshire, CT 06410

  Private Cape Estate on 6.53 Wooded Acres - Possibly Subdividable This stunning 14-room Cape offers a serene feel, space, and privacy, set on 6.53 wooded acres and abutting a land trust for even more seclusion. Inside, enjoy a distinct layout featuring 5 bedrooms, 4.5 bathrooms, a mudroom, and a cedar closet for added storage and convenience. Beautiful engineered hardwood flooring enhances the

  Cindy Forlenzo Coldwell Banker Realty

  805 E Johnson Ave, Cheshire, CT 06410
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  Est $422,466 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,614 Sq Ft

  90 Bradford Dr, Cheshire, CT 06410

  90 Bradford Dr, Cheshire, CT 06410
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  $1,250,000

  • 5 Beds
  • 5.5 Baths
  • 5,081 Sq Ft

  435 Maple Ave, Cheshire, CT 06410

  Your Dream Home in the Heart of Cheshire! Welcome to this stunning 5-bedroom/potential 7 bedroom, 5.5-bath Colonial located in the center of Cheshire. With over 5,000 sq. ft. of living space and set on more than an acre, this masterpiece offers the perfect blend of luxury, comfort, and convenience. The seller has spared no detail in the design and upkeep of this exceptional home. Main Floor

  Amy LaMaster The Bella Group, LLC

  435 Maple Ave, Cheshire, CT 06410
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  $500,000 Sold Jun 05, 2025

  • 1,534 Sq Ft
  • $326/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  105 Bates Dr, Cheshire, CT 06410

  Discover this oversized 3-bedroom, 2-full-bath ranch nestled in the sought-after south end of Cheshire. The home features a newly installed Trex deck and a fully fenced-in yard with a privacy fence, perfect for outdoor enjoyment. Inside, you'll find red oak hardwood floors throughout and a pellet stove insert for energy-efficient heating located in the dining room as well as a cozy wood burning

  Mike Albert RE/MAX RISE

  105 Bates Dr, Cheshire, CT 06410
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  Est $508,491 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,548 Sq Ft

  1450 S Main St, Cheshire, CT 06410

  1450 S Main St, Cheshire, CT 06410
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  /13

  $669,900 Open Sat 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,450 Sq Ft

  85 Shea Cir Unit 85, Cheshire, CT 06410

  Build Your Dream Home at The Reserve at Stonebridge Crossing! Design a home that truly reflects your style in Cheshire's premier new home community. At The Reserve, you'll work with our expert team to personalize every detail-from structural options to designer finishes-through our elevated and streamlined design process. Our Zero Energy Ready homes, certified by the Department of Energy,

  Jason Helton EG Group Realty

  85 Shea Cir Unit 85, Cheshire, CT 06410
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  $165,000 Sold Jun 05, 2025

  • 853 Sq Ft
  • $193/SF
  • 60 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1986

  453 E Mitchell Ave Unit 453, Cheshire, CT 06410

  Welcome Home to 453 E. Mitchell Ave, 62+ housing complex.Looking to downsize? Nicely maintained and updated 1 bedroom unit. Combo Living Room/Dining Room with cathedral ceiling. Galley Kitchen with 1 1/2 year old stainless steel appliances. New faucet and updated cabinet hardware. Add'l room can be used as den/office or guest bedroom (no closet). Nice deck off rear of unit. Condo fee covers Heat

  Christine Zygmont-Ross Lamacchia Realty

  453 E Mitchell Ave Unit 453, Cheshire, CT 06410
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  Est $761,754 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,594 Sq Ft

  3 Mulberry Ct, Cheshire, CT 06410

  3 Mulberry Ct, Cheshire, CT 06410
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  /13

  $669,900 Open Sat 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,450 Sq Ft

  83 Shea Cir Unit 83, Cheshire, CT 06410

  Build Your Dream Home at The Reserve at Stonebridge Crossing! Design a home that truly reflects your style in Cheshire's premier new home community. At The Reserve, you'll work with our expert team to personalize every detail-from structural options to designer finishes-through our elevated and streamlined design process. Our Zero Energy Ready homes, certified by the Department of Energy,

  Jason Helton EG Group Realty

  83 Shea Cir Unit 83, Cheshire, CT 06410
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  $199,900 Sold Jun 04, 2025

  • 900 Sq Ft
  • $222/SF
  • 54 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1966

  498 Oak Ave Unit 26, Cheshire, CT 06410

  Beautifully updated two bedroom, one bath apartment style condo ready to move right into! This meticulous second floor unit offers hardwood flooring throughout the generously sized living spaces with a completely renovated bathroom & kitchen. Heat & hot water are included in the HOA dues. Enjoy other easy living amenities with shared laundry located in the lower level and additional personal

  Carly Kirsch Lamacchia Realty

  498 Oak Ave Unit 26, Cheshire, CT 06410
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  Est $379,927 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,473 Sq Ft

  323 Fenn Rd, Cheshire, CT 06410

  323 Fenn Rd, Cheshire, CT 06410
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  $669,900 Open Sat 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,450 Sq Ft

  84 Shea Cir Unit 84, Cheshire, CT 06410

  Build Your Dream Home at The Reserve at Stonebridge Crossing! Design a home that truly reflects your style in Cheshire's premier new home community. At The Reserve, you'll work with our expert team to personalize every detail-from structural options to designer finishes-through our elevated and streamlined design process. Our Zero Energy Ready homes, certified by the Department of Energy,

  Jason Helton EG Group Realty

  84 Shea Cir Unit 84, Cheshire, CT 06410
• 

  $550,000 Sold Jun 03, 2025

  • 1,926 Sq Ft
  • $286/SF
  • 37 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1968

  614 Wiese Rd, Cheshire, CT 06410

  Welcome to this charming Colonial nestled on a flat half-acre lot in the heart of Cheshire. Inside, you'll find beautiful hardwood floors throughout, four generously sized bedrooms, two and a half baths, and a fully applianced eat-in kitchen, plus classic formal dining and living rooms perfect for entertaining. Just off the family room is a new deck that overlooks a large private backyard

  Brette Stern Calcagni Real Estate

  614 Wiese Rd, Cheshire, CT 06410
• 

  Est $662,207 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,844 Sq Ft

  370 Mount Sanford Rd, Cheshire, CT 06410

  370 Mount Sanford Rd, Cheshire, CT 06410
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  /20

  $494,900 Open Sat 12PM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  131 Shea Cir Unit 131, Cheshire, CT 06410

  DISCOVER THE RESERVE AT STONEBRIDGE CROSSING From its location to its variety of home styles. The Reserve at Stonebridge Crossing has the life - and lifestyle - you've been searching for in New Haven County. A spacious interior unit townhome in a desirable location. This maintenance-free community will have a covered pavilion, fire pit, walking loop, and trails. A convenient location offers

  Jason Helton EG Group Realty

  131 Shea Cir Unit 131, Cheshire, CT 06410

Showing Results 41 - 80, Page 2 of 18