Cheshire, CT Homes

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  $149,900

  • 1 Bed
  • 1 Bath
  • 597 Sq Ft

  393 E Mitchell Ave Unit 393, Cheshire, CT 06410

  62+ Community. Welcome to Cheshire Hillside Village, a well maintained complex. Heat and hot water included. Assigned parking, and easy access to RT 10 & I-84. No pets are allowed.

  

  Carole Bernier

  Total Realty Services LLC

  (475) 263-4964

  393 E Mitchell Ave Unit 393, Cheshire, CT 06410
• Explore Cheshire

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  /4

  $2,495 total monthly price

  Highland Farms

  2 Beds

  1728 Highland Ave, Cheshire, CT 06410

  BRAND NEW APARTMENTS!Highland Farms combines a comfortable suburban location with access to nearby restaurants and services. Located less than a mile from The Shops at Stone Bridge, a brand new shopping center offering grocery, retail, and more. Please contact the Leasing Office for availability.

  1728 Highland Ave, Cheshire, CT 06410
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  $655,000 Sold Feb 27, 2026

  95 Orleton Ct, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,880 Sq Ft
  • Built 1998

  Last Sold Summary

  • $227/SF
  • 124 Days On Market

  Current Estimated Value $661,148

  Last Listing Agent Jason Saphire www.HomeZu.com

  95 Orleton Ct, Cheshire, CT 06410
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  Est $705,349 Not Listed For Sale

  437 Mount Sanford Rd, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,868 Sq Ft
  • Built 1987

  437 Mount Sanford Rd, Cheshire, CT 06410

  Last Sold Summary

  • 6% Above List Price
  • $232/SF
  • 80 Days On Market

  Last Sold Price $665,000

  Last Listing Agent Stacey Deangelis Calcagni Real Estate
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  $649,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,205 Sq Ft

  721 Ives Row, Cheshire, CT 06410

  Spacious Four Bedroom Colonial! Nestled on a large level lot, this home delivers a great opportunity. Main level entry offers a sizeable foyer with double coat closets. The formal dining room displays attention to detail with crown molding and chair rail while the kitchen showcases stainless steel appliances, abundant cabinetry, pantry and center island w/breakfast bar. The Living room is

  

  Shane Kropo

  RE/MAX RISE

  (203) 457-8303

  721 Ives Row, Cheshire, CT 06410
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  /19

  $1,750 total monthly price

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • House for Rent

  63 Creamery Rd Unit 63, Cheshire, CT 06410

  Move right into this beautifully remodeled one-bedroom apartment set in a peaceful North Cheshire location. This attractive first-floor unit features a slider to a private patio-perfect for easy, one-level living. Enjoy the updated kitchen complete with stainless steel dishwasher, refrigerator, and stove, along with a refreshed bathroom and brand-new laminate flooring throughout. Additional

  The Sally Bowman Team Berkshire Hathaway NE Prop.

  63 Creamery Rd Unit 63, Cheshire, CT 06410
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  $410,000 Sold Nov 03, 2025

  1364 Avon Blvd, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 1,142 Sq Ft
  • Built 1953

  Last Sold Summary

  • 8% Above List Price
  • $359/SF
  • 7 Days On Market

  Current Estimated Value $401,125

  Last Listing Agent Melanie Ricci Coldwell Banker Realty

  1364 Avon Blvd, Cheshire, CT 06410
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  Est $1,077,128 Not Listed For Sale

  95 Jinny Hill Rd, Cheshire, CT 06410

  • 5 Beds
  • 5 Baths
  • 5,845 Sq Ft
  • Built 2006

  95 Jinny Hill Rd, Cheshire, CT 06410

  Last Sold Summary

  • 5% Above List Price
  • $176/SF
  • 212 Days On Market

  Last Sold Price $1,030,000

  Last Listing Agent Mike Albert RE/MAX
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  /27

  $335,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,180 Sq Ft

  131 Wallingford Rd, Cheshire, CT 06410

  Charming, Close to town, 3 bedroom 2 bath Colonial. Hardwood floors, updated kitchen and bath. Front porch and rear deck. 2 car detached garage with loft.

  

  Steven Miller

  Coldwell Banker Realty

  (475) 267-5999

  131 Wallingford Rd, Cheshire, CT 06410
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  $1,570 - $2,800 per month plus fees

  Lakeside of Cheshire

  Studio - 2 Beds

  50 Hazel Dr, Cheshire, CT 06410

  Ready to embrace vacation-inspired living in Cheshire, Connecticut? Our modern studio, 1 & 2 bedroom apartments offer spacious, pet-friendly floor plans for rent. This quiet suburban oasis is close to endless shops, dining, and recreation destinations. Live it up, wind it down, or take life at whatever pace you desire – Lakeside of Cheshire delivers the lifestyle you’ve been searching for. We

  50 Hazel Dr, Cheshire, CT 06410
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  $865,000 Sold Nov 07, 2025

  458 Castle Glenn, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 3,646 Sq Ft
  • Built 1989

  Last Sold Summary

  • 6% Above List Price
  • $237/SF
  • 1 Day On Market

  Current Estimated Value $811,888

  Last Listing Agent The Sally Bowman Team Berkshire Hathaway NE Prop.

  458 Castle Glenn, Cheshire, CT 06410
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  Est $328,635 Not Listed For Sale

  272 Academy Rd, Cheshire, CT 06410

  • 5 Beds
  • 1 Bath
  • 1,814 Sq Ft
  • Built 1890

  272 Academy Rd, Cheshire, CT 06410

  Last Sold Summary

  • 17% Above List Price
  • $154/SF
  • 182 Days On Market

  Last Sold Price $280,000

  Last Listing Agent Jody Lynn Berkshire Hathaway Home Services
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  $1,109,410 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 3,036 Sq Ft

  1811 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. The Montgomery Model features 9' ceilings and hardwood flooring on the main floor, a custom-designed kitchen opening to family room with gas

  

  Kathleen Maloney

  Coldwell Banker Realty

  (203) 463-4250

  1811 Blackberry Place, Cheshire, CT 06410
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  $2,000 total monthly price

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • House for Rent

  1565 Byam Rd, Cheshire, CT 06410

  Come view this true oasis of a home right in Cheshire. This unit is the perfect mix of quaint, cozy, and roomy. Offering 2 bedrooms, 1 bathroom, a living space, kitchen, and in-unit laundry. The grounds are well kept and you have access to a beautiful backyard where you can make it your own! The owners have kept this lot meticulous with maintaining the grounds and garden areas. The driveway is a

  Alaina Capasso Advise Realty Services

  1565 Byam Rd, Cheshire, CT 06410
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  $945,000 Sold Jul 17, 2025

  657 Tamarack Rd, Cheshire, CT 06410

  • 5 Beds
  • 7 Baths
  • 6,484 Sq Ft
  • Built 1997

  Last Sold Summary

  • 8% Below List Price
  • $146/SF
  • 31 Days On Market

  Current Estimated Value $1,016,483

  Last Listing Agent Julie Luchina Coldwell Banker Realty

  657 Tamarack Rd, Cheshire, CT 06410
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  Est $456,250 Not Listed For Sale

  29 Pleasant Dr, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 1,876 Sq Ft
  • Built 1969

  29 Pleasant Dr, Cheshire, CT 06410

  Last Sold Summary

  • 12% Below List Price
  • $277/SF
  • 37 Days On Market

  Last Sold Price $520,000

  Last Listing Agent Lori Frasco Dave Jones Realty, LLC
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  $987,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,821 Sq Ft

  1600 Blackberry Place, Cheshire, CT 06410

  Welcome to Blackberry Woods. Enjoy the Frasier model with 2,821 sqft of living space , w/ 4 Bedrooms and 2 1/2 Baths. This both elegant and practical model features a spacious Foyer with double coat closets, Mudroom and Half Bath off garage entry, open floor plan between the Family Room, Dinette & Kitchen, Gas Log Fireplace, Kitchen Pantry, and a backyard Patio with built-in Firepit! The formal

  

  Kathleen Maloney

  Coldwell Banker Realty

  (203) 496-4049

  1600 Blackberry Place, Cheshire, CT 06410
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  $2,900 - $3,600 total monthly price

  Riverpointe Cheshire

  Studio - 3 Beds

  106 Stonebridge Ct, Cheshire, CT 06410

  Riverpointe Cheshire encompasses 300 apartment homes within 10 buildings spread amongst beautifully manicured landscape. This stunning community features studios, one-bedroom (with option for a den), two-bedroom, and three-bedroom residences. The community will be completed with sophisticated unit and common area finishes as well as a robust amenity program for all residents to enjoy.Riverpointe

  106 Stonebridge Ct, Cheshire, CT 06410
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  $240,000 Sold Nov 06, 2025

  488 Radmere Rd Unit B, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,202 Sq Ft
  • Built 1968

  Last Sold Summary

  • $200/SF
  • 49 Days On Market

  Current Estimated Value $242,809

  Last Listing Agent Katherine Smith Berkshire Hathaway NE Prop.

  488 Radmere Rd Unit B, Cheshire, CT 06410
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  Est $543,346 Not Listed For Sale

  215 Robin Ln, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 1987

  215 Robin Ln, Cheshire, CT 06410

  Last Sold Summary

  • 1% Above List Price
  • $283/SF
  • 49 Days On Market

  Last Sold Price $537,000

  Last Listing Agent Junior Sadler Coldwell Banker Realty
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  /3

  $890,000 Under Contract

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

  1840 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

  (475) 447-1624

  1840 Blackberry Place, Cheshire, CT 06410
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  /23

  $2,700 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,436 Sq Ft
  • House for Rent

  610 Ives Row, Cheshire, CT 06410

  Updated 3-4 Bedroom Home in Prime Cheshire Location Enjoy comfortable living in this newly remodeled home located in a prime area of Cheshire. The home offers 3 bedrooms with the option to use an additional space as a 4th bedroom, home office, or flex room. Inside, you'll find a spacious primary bedroom, 2 full bathrooms, and fresh updates throughout. The home also features all new windows and a

  Marina Tirado Dave Jones Realty, LLC

  610 Ives Row, Cheshire, CT 06410
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  $430,000 Sold Aug 22, 2025

  233 Mountain Rd, Cheshire, CT 06410

  • 3 Beds
  • 1.5 Baths
  • 2,028 Sq Ft
  • Built 1963

  Last Sold Summary

  • 8% Above List Price
  • $212/SF
  • 43 Days On Market

  Current Estimated Value $426,106

  Last Listing Agent Stacey Deangelis Calcagni Real Estate

  233 Mountain Rd, Cheshire, CT 06410
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  Est $730,302 Not Listed For Sale

  1292 Notch Rd, Cheshire, CT 06410

  • 4 Beds
  • 2 Baths
  • 3,200 Sq Ft
  • Built 1988

  1292 Notch Rd, Cheshire, CT 06410

  Last Sold Summary

  • 4% Above List Price
  • $220/SF
  • 37 Days On Market

  Last Sold Price $703,500

  Last Listing Agent Carolyne Sakonchick Calcagni Real Estate
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  /21

  $799,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,001 Sq Ft

  1600 S Main St, Cheshire, CT 06410

  Exciting opportunity to build your very own 2001 sqft ranch with wonderful curb appeal. One level living at its finest, with 9ft ceilings throughout, custom kitchen w/granite countertops and center island, hardwood flooring in the main living areas, gas fireplace in the family room and a mudroom with half bath and laundry. Large Primary bedroom with bathroom en-suite, and walk-in closet. 2 guest

  

  Kathleen Maloney

  Coldwell Banker Realty

  (475) 251-8839

  1600 S Main St, Cheshire, CT 06410
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  $1,238 - $2,650 per month plus fees

  Acclaim at Cheshire

  1 - 2 Beds

  10 Realty Dr, Cheshire, CT 06410

  Apartment Living Reinvented For The Twenty First CenturyAt Acclaim at Cheshire, youll discover the lifestyle youve been looking for has never been more within reach. Select your next residence from our spacious one or two-bedroom floor plans. Living at Acclaim at Cheshire offers a modern, efficient, and community-focused lifestyle. Designed with a blend of affordability, sustainability,

  10 Realty Dr, Cheshire, CT 06410
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  $317,000 Sold Oct 10, 2025

  204 Greens Loop Unit 204, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,578 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Above List Price
  • $201/SF
  • 24 Days On Market

  Current Estimated Value $321,830

  Last Listing Agent Evan Johnson Coldwell Banker Realty

  204 Greens Loop Unit 204, Cheshire, CT 06410
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  Est $676,369 Not Listed For Sale

  1352 Wolf Hill Rd, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,530 Sq Ft
  • Built 1987

  1352 Wolf Hill Rd, Cheshire, CT 06410

  Last Sold Summary

  • 5% Above List Price
  • $255/SF
  • 83 Days On Market

  Last Sold Price $645,000

  Last Listing Agent Stacey Deangelis Calcagni Real Estate
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  $869,000 New Construction

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

  Lot 30 Blackberry Place, Cheshire, CT 06410

  Blackberry Woods presents the gracious Charter Oak model which provides 2,459 sqft 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 & family room, gas log fireplace, kitchen pantry, and sliders to

  

  Kathleen Maloney

  Coldwell Banker Realty

  (203) 793-6459

  Lot 30 Blackberry Place, Cheshire, CT 06410
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  /17

  $2,900 total monthly price

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

  64 E Mitchell Ave Unit 49, Cheshire, CT 06410

  Welcome to Maplecroft Village! Nestled in the heart of Cheshire, our ranch-style apartment complex, built in 2024, boasts contemporary design while being conveniently located to shopping, schools, and major highways. These thoughtfully designed 2-bedroom apartments offer 1350 square feet of luxurious living space and are equipped with all the latest modern amenities. Each unit offers beautiful

  Brette Stern Calcagni Real Estate

  64 E Mitchell Ave Unit 49, Cheshire, CT 06410
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  $440,000 Sold May 13, 2025

  50 Heritage Dr, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,371 Sq Ft
  • Built 1985

  Last Sold Summary

  • 20% Below List Price
  • $186/SF
  • 57 Days On Market

  Current Estimated Value $603,285

  Last Listing Agent Yi Gong Coldwell Banker Realty

  50 Heritage Dr, Cheshire, CT 06410
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  Not Listed For Sale

  165 Mansion Rd, Cheshire, CT 06410

  • 24 Beds
  • 12,576 Sq Ft
  • Built 1964

  165 Mansion Rd, Cheshire, CT 06410

  Last Sold Summary

  • $200/SF
  • 9 Days On Market

  Last Sold Price $2,510,000

  Last Listing Agent Lauren Freedman Coldwell Banker Realty
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  /2

  $929,000 Pending

  • 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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  /80

  $2,700 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,436 Sq Ft
  • Condo for Rent

  610 Ives Row Unit 3 Bedroom 2 Full Bath, Cheshire, CT 06410

  This property at 610 Ives Row features 3 bedrooms and 2 bathrooms within a total of 1,436 square feet. The living room offers ample space for relaxation and entertainment. The kitchen is equipped with a dishwasher and includes washer/dryer hookups for convenience. Each bedroom provides sufficient storage space, while the bathrooms are designed for functionality. The property is smoke-free,

  610 Ives Row Unit 3 Bedroom 2 Full Bath, Cheshire, CT 06410
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  $370,000 Sold Oct 09, 2025

  239 Bates Dr, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 1,646 Sq Ft
  • Built 1956

  Last Sold Summary

  • 6% Above List Price
  • $225/SF
  • 70 Days On Market

  Current Estimated Value $393,909

  Last Listing Agent Sam Ratner Keller Williams Realty Prtnrs.

  239 Bates Dr, Cheshire, CT 06410
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  Est $727,332 Not Listed For Sale

  51 Soderman Way Unit 51, Cheshire, CT 06410

  • 3 Beds
  • 2.5 Baths
  • 2,450 Sq Ft
  • Built 2024

  51 Soderman Way Unit 51, Cheshire, CT 06410

  Last Sold Summary

  • 4% Above List Price
  • $286/SF
  • 305 Days On Market

  Last Sold Price $700,000

  Last Listing Agent Lori Civitillo EG Group Realty LLC
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  /2

  $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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  /17

  $2,800 total monthly price

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

  64 E Mitchell Ave Unit 46, Cheshire, CT 06410

  Welcome to Maplecroft Village! Nestled in the heart of Cheshire, our ranch-style apartment complex, built in 2024, boasts contemporary design while being conveniently located to shopping, schools, and major highways. These thoughtfully designed 2-bedroom apartments offer 1350 square feet of luxurious living space and are equipped with all the latest modern amenities. Each unit offers beautiful

  Brette Stern Calcagni Real Estate

  64 E Mitchell Ave Unit 46, Cheshire, CT 06410
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  $260,000 Sold Jan 28, 2026

  14 Woodridge Dr Unit 14, Cheshire, CT 06410

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • Built 1969

  Last Sold Summary

  • 4% Above List Price
  • $236/SF
  • 46 Days On Market

  Current Estimated Value $248,101

  Last Listing Agent Kathleen Maloney Coldwell Banker Realty

  14 Woodridge Dr Unit 14, Cheshire, CT 06410
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  Est $785,874 Not Listed For Sale

  37 Warren St, Cheshire, CT 06410

  • 4 Beds
  • 2.5 Baths
  • 2,492 Sq Ft
  • Built 2016

  37 Warren St, Cheshire, CT 06410

  Last Sold Summary

  • 5% Above List Price
  • $299/SF
  • 7 Days On Market

  Last Sold Price $745,000

  Last Listing Agent Alex LaRosa Coldwell Banker

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