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Cheshire, CT Homes for Sale

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  • /5

    $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.

    Agent Photo

    Carole Bernier

    Total Realty Services LLC

    (475) 263-4964

    393 E Mitchell Ave Unit 393, Cheshire, CT 06410
  • /2

    $899,000 New Construction

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

    1600 S Main St, Cheshire, CT 06410

    Build your own expanded Cape Cod inn the South End of Cheshire. Large lot of 2.96 acres. Convenient to Quinnipiac, Yale and New Haven. 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

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (203) 885-1679

    1600 S Main St, Cheshire, CT 06410
  • /6

    $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

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (203) 793-6459

    Lot 30 Blackberry Place, Cheshire, CT 06410
  • /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

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (475) 445-2914

    1800 Blackberry Place, Cheshire, CT 06410
  • /2

    $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

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (203) 439-5995

    1600RR S Main St, Cheshire, CT 06410
  • /4

    $859,000 New Construction

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

    1600 S Main St Unit Model A (Charter Oak, Cheshire, CT 06410

    Wonderful opportunity to build in the south end of Cheshire. The custom built 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 & family room, gas log

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (203) 806-9529

    1600 S Main St Unit Model A (Charter Oak, Cheshire, CT 06410
  • /3

    $1,060,000 New Construction

    • 4 Beds
    • 3 Baths
    • 3,029 Sq Ft

    1500 Blackberry Place, Cheshire, CT 06410

    Welcome to Blackberry Woods, Cheshire's newest development. Consider The Willow, with its 3,029 sqft of Living Space on just over 1.36 Acres of Land. Fabulous Floor Plan includes an impressive 2 Story Foyer, First-Floor Full Bath, Large Kitchen Pantry, and Private Office on the Main Level. The Master Suite will "WOW" You with a Walk-In Closet, Double Vanities, Water Closet, and a Luxurious

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (203) 427-0372

    1500 Blackberry Place, Cheshire, CT 06410
  • /3

    $950,000 New Construction

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

    1600 S Main St Unit BFraser Model, Cheshire, CT 06410

    Wonderful opportunity to build in the south end of Cheshire. Consider 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

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (475) 445-1113

    1600 S Main St Unit BFraser Model, Cheshire, CT 06410
  • /3

    $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

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (203) 496-4049

    1600 Blackberry Place, Cheshire, CT 06410
  • /21

    $799,000 New Construction

    • 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

    Agent Photo

    Kathleen Maloney

    Coldwell Banker Realty

    (475) 251-8839

    1600 S Main St, Cheshire, CT 06410
  • /37

    $1,099,000

    • 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
  • /26

    $849,900

    • 5 Beds
    • 3 Baths
    • 4,352 Sq Ft

    1731 Marion Rd, Cheshire, CT 06410

    Welcome to this exceptional estate set deep off the road on 3.3 private, beautifully wooded acres in Cheshire, Connecticut. The main residence offers over 4,000 sq. ft. of living space, combining comfort, elegance, and versatility for today's lifestyle. Inside, you'll find five generous bedrooms, multiple living and entertaining areas, and a warm, inviting fireplace on the main level. The fully

    Nancy Newman LPT Realty

    1731 Marion Rd, Cheshire, CT 06410
  • /40

    $849,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,815 Sq Ft

    1412 Marion Ave, Cheshire, CT 06410

    HOUSE IS FRAMED AND READY FOR BUYER CHOICES! GREAT NEW CONSTRUCTION READY FOR QUICK DELIVERY FOR NEW OWNERS!! Amazing open layout on this modern colonial. This home is perfect for entertaining with a huge kit island open to a spacious Family Room. The floor plan is versatile with 4 bedrooms on the second floor and an optional 5th bedroom/office on the main level. Perfect for a work from home

    Roy Evjen Evjen Agency

    1412 Marion Ave, Cheshire, CT 06410
  • /34

    $1,050,000

    • 3 Beds
    • 3.5 Baths
    • 2,896 Sq Ft

    1727 Meriden Rd, Wolcott, CT 06716

    Investors and long term planners, welcome to Hitchcock Lake! This home is currently leased until Oct 2026, and the next 14 months of rent can be yours to collect to offset your purchase. After that, enjoy lakefront living at its finest! Photo's were taken prior to tenants moving in! This home has been meticulously maintained in all ways, and has almost too many great features to mention on one

    Evan Johnson Coldwell Banker Realty

    1727 Meriden Rd, Wolcott, CT 06716
  • /2

    $1,959,900

    • 5 Beds
    • 4.5 Baths
    • 7,762 Sq Ft

    764 Bethany Mountain Rd, Cheshire, CT 06410

    Inspiring country home. Inground pool, tennis court and equestrian features.

    Joel Matson Coldwell Banker Realty

    764 Bethany Mountain Rd, Cheshire, CT 06410
  • /8

    $299,900

    • Land
    • 1 Acre
    • $299,900 per Acre

    6 Waterside Way, Cheshire, CT 06410

    Unique opportunity to own Waterfrontage in Cheshire. This one of a kind planned unit development, sitting on the pristine Lake Percival with an exquisite waterfall is offering a 1-acre lot available to build your dream home. The location of the former Percival Estate home boasts vast views of the pond from the building area, with no flood insurance required, bring your contractor to lay out your

    Anthony LaCava Berkshire Hathaway NE Prop.

    6 Waterside Way, Cheshire, CT 06410
  • /38

    $364,900

    • 2 Beds
    • 2.5 Baths
    • 1,536 Sq Ft

    66 Old Towne Rd, Cheshire, CT 06410

    Welcome to Old Towne Condos, a highly desirable center-of-town community offering convenience & walkability. This spacious 1,536 sq. ft., 2-bedroom, 2-1/2 bath Townhouse unit features a welcoming eat-in kitchen at the front of the home, a formal dining room, and a sunken living room complete with a wood-burning fireplace and French doors leading to a covered sun porch. The porch overlooks a very

    The Sally Bowman Team Berkshire Hathaway NE Prop.

    66 Old Towne Rd, Cheshire, CT 06410
  • /31

    $670,000

    • 4 Beds
    • 2.5 Baths
    • 2,311 Sq Ft

    25 Goldenrod Ct, Cheshire, CT 06410

    Freshly Painted, Brand New Carpets and updated lighting Move-In Ready! Welcome to this beautiful Cheshire colonial home, tucked away on a quiet cul-de-sac in one of the most welcoming neighborhoods in town! This charming property boasts four spacious bedrooms and 2.5 bathrooms, providing plenty of room for your family to grow and enjoy. Step inside to find a gorgeous, updated gourmet kitchen

    Mark Gracia William Raveis Real Estate

    25 Goldenrod Ct, Cheshire, CT 06410
  • /39

    $524,900

    • 4 Beds
    • 2 Baths
    • 1,776 Sq Ft

    1324 Notch Rd, Cheshire, CT 06410

    Welcome to this charming 4-bedroom, 2-bath home set on a picturesque 2-acre lot offering exceptional privacy and space to enjoy the outdoors. Tucked back from the road, this property features a large, sun-filled family room with a fireplace (for decorative purposes only), an inviting eat-in kitchen, and a convenient first-floor laundry area. The expansive yard is perfect for gardening, play, or

    The Sally Bowman Team Berkshire Hathaway NE Prop.

    1324 Notch Rd, Cheshire, CT 06410
  • /27

    $539,000

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

    8 Soderman Way Unit 8, Cheshire, CT 06410

    Welcome to this stunning 2-year-young townhouse offering modern design and exceptional comfort. The open-concept main level is ideal for both everyday living and entertaining, featuring a beautiful kitchen with sleek quartz countertops, ample cabinetry, and a seamless flow into the living and dining areas. Rich hardwood flooring spans the entire first floor and continues through the upper-level

    Tracey Fiasconaro Berkshire Hathaway NE Prop.

    8 Soderman Way Unit 8, Cheshire, CT 06410
  • /16

    $284,900

    • 2 Beds
    • 1.5 Baths
    • 1,432 Sq Ft

    743 W Main St Unit H, Cheshire, CT 06410

    Move right into this fabulous bright and sunny home with lots of southern exposure windows and views of the woods. Open contemporary floor plan is beautiful with a wood burning fireplace in great room. Primary bedroom has s two story balcony overlooking the private back yard. This wonderful home has an attached garage and is located 5 minutes from Stop and Shop and other conveniences such as the

    Melanie Ricci Coldwell Banker Realty

    743 W Main St Unit H, Cheshire, CT 06410
  • /36

    $519,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 1,792 Sq Ft

    355 Redwood Ln, Cheshire, CT 06410

    Move right into this nicely maintained Raised Ranch in a desirable neighborhood in Cheshire. This home has 3 bedrooms on the main level and a 4th bedroom/office on the lower level. Welcoming foyer, large living room/dining room with sliders to the deck. Newly updated kitchen with stainless steel appliances, vinyl flooring and a pass-through window between kitchen and living room, a primary

    Sali Barolli Fercodini Properties, Inc.

    355 Redwood Ln, Cheshire, CT 06410
  • /40

    $699,900

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

    22 Soderman Way, Cheshire, CT 06410

    Come enjoy nearly new construction at The Reserve at Stonebridge. Built in 2024, this home offers modern features with a comfortable, welcoming feel. It sits on a desirable Phase 1 lot with natural gas and includes several high end upgrades throughout. The open living layout features a well designed kitchen with ample storage, a coffee bar, beverage fridge, and gas range, making it ideal for both

    Craig McCabe Century 21 AllPoints Realty

    22 Soderman Way, Cheshire, CT 06410
  • /18

    $674,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,975 Sq Ft

    Carriage Home Plan at The Reserve at Stonebridge Crossing, Cheshire, CT 06410

    The Carriage Home offers 2,450 square feet of thoughtfully designed space with 3 bedrooms, 2.5 baths, and bright, open living areas made for modern comfort. The first-floor primary suite provides convenience and privacy, while the airy great room and designer kitchen with a large island and hardwood flooring create a welcoming flow for everyday living. Upstairs, a spacious loft adds versatility

    EG Home Builder
    31 Soderman Way Unit 36681016, Cheshire, CT 06410
  • /14

    $583,685 New Construction

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

    Townhome Plan at The Reserve at Stonebridge Crossing, Cheshire, CT 06410

    The Townhouse offers 1,850 square feet of thoughtfully designed space with 2 bedrooms upstairs and 2.5 baths. The main level features hardwood flooring, a luxury kitchen with a large island and premium finishes, and open living and dining areas filled with natural light. Expansive windows and carefully considered details throughout create a bright, inviting atmosphere that blends style and

    EG Home Builder
    31 Soderman Way Unit 36683451, Cheshire, CT 06410
  • /9

    $789,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,506 Sq Ft

    1050 Jarvis St, Cheshire, CT 06410

    Brand-new construction completed on 12/12/2025 and currently receiving final finishing touches by the owner. This beautiful home offers 4 spacious bedrooms, 3 full bathrooms, and a 2-car garage with an additional 506 square feet of garage space. The Town has issued the Certificate of Occupancy (CO). Thoughtfully designed layout with modern finishes throughout. A rare opportunity to own a newly

    Carlos Ventura Ventura Group Realty LLC

    1050 Jarvis St, Cheshire, CT 06410
  • /24

    $320,888

    • 2 Beds
    • 1.5 Baths
    • 1,402 Sq Ft

    321 Greens Loop Unit 321, Cheshire, CT 06410

    Enjoy a peaceful country setting in this energy-efficient two-bedroom townhouse featuring a bonus finished lower level-ideal for a home office, family room, or guest space (not included in square footage). A separate laundry and utility area adds convenience. The eat-in kitchen offers newer stainless steel appliances, complemented by updated kitchen and baths throughout. An atrium door opens to a

    Mark Gracia William Raveis Real Estate

    321 Greens Loop Unit 321, Cheshire, CT 06410
  • /29

    $415,000

    • 3 Beds
    • 2.5 Baths
    • 1,508 Sq Ft

    2118 Meriden-Waterbury Turnpike Unit 28, Cheshire, CT 06410

    Welcome to this beautifully upgraded townhouse condo located in a highly desirable complex. This spacious home offers 3 bedrooms and 2.5 baths with an open floor plan ideal for today's lifestyle. The main level features hardwood floors throughout, a bright living area and sliders to a private deck perfect for outdoor enjoyment. The kitchen is equipped with stainless steel appliances, granite

    Sandra Deschenes Fercodini Properties, Inc.

    2118 Meriden-Waterbury Turnpike Unit 28, Cheshire, CT 06410
  • /8

    $200,000

    • Land
    • 1.84 Acres
    • $108,696 per Acre

    1116 Wallingford Rd, Cheshire, CT 06410

    Here's your opportunity to own a rare 1.8 acre lot in Cheshire. The existing home will be dismantled, leaving a clear, build-ready site for your dream home or investment property. Septic system will need to be replaced.

    Christopher John Mentley New Haus Group LLC

    1116 Wallingford Rd, Cheshire, CT 06410
  • /30

    $1,299,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,775 Sq Ft

    1481 Marion Rd, Cheshire, CT 06410

    Inquire about special builder incentives available until June 30th! Welcome to Blackberry Woods, Cheshire's newest neighborhood! This private, secluded lot presents a rare opportunity to build your dream home with a respected local builder known for quality craftsmanship, meticulous attention to detail, and energy-efficient design. The Magnolia model showcases 9' ceilings, hardwood flooring in

    Abby Breau New England Prestige Realty

    1481 Marion Rd, Cheshire, CT 06410
  • /3

    $260,000

    • Land
    • 4.61 Acres
    • $56,399 per Acre

    0 Waterbury Rd Unit 24047391, Cheshire, CT 06410

    4.61-Acre Lot on Waterbury Road, Cheshire. Discover the perfect blend of privacy and convenience with this stunning 4.61-acre lot located on Waterbury Road. This treed and rolling lot features a small stream in one corner, offering a serene and picturesque setting. Currently a single lot, it may be subdividable, providing potential for future development. Ideal for those seeking privacy and a

    Mark Foreman Press/Cuozzo Realtors

    0 Waterbury Rd Unit 24047391, Cheshire, CT 06410
  • /21

    $405,000

    • 3 Beds
    • 3 Baths
    • 2,072 Sq Ft

    536 Canal St, Plantsville, CT 06479

    Experience your dream home. This beautifully updated property boasts a large eat-in kitchen with sleek granite countertops, a practical island for dining, and a spacious area for entertaining. The elegant living room features a warm fireplace, perfect for cozy evenings. Three generously sized bedrooms are accompanied by two full bathrooms, with a third bathroom conveniently located on the first

    Christopher Gueniat Northwest CT Realty

    536 Canal St, Plantsville, CT 06479
  • /23

    $374,900

    • Land
    • 2.18 Acres
    • $171,972 per Acre

    81 Mountain Rd, Prospect, CT 06712

    For the discriminating buyer seeking a private wooded retreat, this rare 2.18-acre parcel offers a truly special opportunity. Thoughtfully partially cleared, the land invites you to envision your custom dream home nestled among nature's beauty. Framed by gorgeous stone walls and offering serene views of a bucolic pond, this property is a nature lover's sanctuary. Located just steps from access to

    Philip Degennaro Coldwell Banker Realty

    81 Mountain Rd, Prospect, CT 06712
  • /3

    $375,000

    • Land
    • 1.81 Acres
    • $207,182 per Acre

    1032 Meriden-Waterbury Turnpike, Southington, CT 06479

    Level lot with asphalt parking area ready for your new business idea, with the New local mall nearby you will have plenty of customers. The property actually just over the line into Southington. This is a great opportunity for a niche business. Previous approval was for a drive through type business. Just over a mile from rte 84 exit 28, rte 10 is 1/2 mile

    Mark Giumarra North Point Properties

    1032 Meriden-Waterbury Turnpike, Southington, CT 06479

Why Live in Cheshire

Cheshire, Connecticut, is a suburban New England town known for its friendly atmosphere and community spirit. Originally rural, Cheshire has evolved into a more suburban area over the years. The town is particularly noted for its strong sports culture, with numerous youth leagues and recreational activities available. Bartlem Recreation Area features baseball and soccer fields, along with an indoor community pool frequented by residents. Adults can enjoy pickleball and tennis on the town's many courts. Cheshire's community-oriented vibe extends to its tidy suburban streets, where neighbors often know each other and maintain good relationships. The Barker Character Comic and Cartoon Museum, open since 1997, offers over 80,000 pieces of American pop culture memorabilia and free admission in April, making it a popular local attraction. Cheshire High School, part of the highly rated Cheshire Public School system, ranks favorably among Connecticut schools. The town has a low crime risk compared to the national average, contributing to its appeal. Housing inventory is limited, with homes ranging from around $450,000 to $1 million, reflecting the area's desirability. For those seeking things to do, Cheshire offers a blend of recreational activities, cultural attractions, and a welcoming community environment.

Frequently Asked Questions

What is the average home price in Cheshire, CT?
Homes for sale in Cheshire, CT have an average home price of $569,049.
How many homes have sold over the last 12 months in Cheshire, CT?
319 homes have sold in Cheshire, CT over the last 12 months.
What are the most popular zip codes in Cheshire, CT?
The most popular zip codes in Cheshire, CT include 06410, 06712, 06451, 06492 and 06479.
How much do you need to make to afford a house in Cheshire?
The median home price in Cheshire is $519,900. If you put a 20% down payment of $104,000 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $2,580 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $111K a year to afford the median home price in Cheshire. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Cheshire, CT?
Cheshire, CT has highly rated public and private schools. Some of the best schools in Cheshire based on Niche Grades are Cheshire Academy, Cheshire High School and Doolittle School. Browse all the schools in Cheshire, CT to learn more.

Home Trends in Cheshire, CT

Housing Trends

Median Sale Price
$528,000
Median Single Family Sale Price
$552,500
Median Townhouse Sale Price
$533,515
Median 2 Bedroom Sale Price
$197,000
Median 1 Bedroom Sale Price
$165,000
Average Price Per Sq Ft
$290
Number of Homes for Sale
27
Last 12 months Home Sales
319
Months of Supply
1.00
Median List Price
$519,900
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
8%
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