Cheshire, CT Homes for Sale with Acreage

/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
Explore Cheshire
/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

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

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

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

Kathleen Maloney

Coldwell Banker Realty

(475) 445-1113

1600 S Main St Unit BFraser Model, 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

Kathleen Maloney

Coldwell Banker Realty

(475) 251-8839

1600 S Main St, 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

Kathleen Maloney

Coldwell Banker Realty

(203) 885-1679

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
/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
/38
$949,900
- 4 Beds
- 4.5 Baths
- 3,946 Sq Ft
324 S Meriden Rd, Cheshire, CT 06410

Welcome to this stunning custom-built colonial home where no detail has been overlooked. Set on 1.69 acres that offers lots of privacy and tranquil gardens. This home impresses from the moment you open the door. You'll enter a beautiful 2 story foyer. This 4-bedroom 4.5-bathroom home has an updated kitchen with stainless steel appliances and beautiful views of the backyard. The coffee/wine bar

Tanya Uhelsky RE/MAX RISE

324 S Meriden 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
/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
$2,200,000
- 5 Beds
- 4.5 Baths
- 3,174 Sq Ft
630 Cook Hill Rd, Cheshire, CT 06410

Welcome to your own piece of heaven on Earth! This Cape Cod gem boasts not just a home but a lifestyle surrounded by 8.5 acres of sprawling land, perfect for your own little homestead. Inside you will find a Chef's Dream, an expansive eat-in kitchen that's the heart of the home that includes a colossal 10x5 island for gatherings, an additional prep island for culinary adventures, and a wet bar

Kelsey Oddo Kelsey & Co. Real Estate

630 Cook Hill Rd, Cheshire, CT 06410
/40
$625,000
- 4 Beds
- 2.5 Baths
- 2,656 Sq Ft
501 Radmere Rd, Cheshire, CT 06410

Welcome to this large and spacious Colonial set on a beautiful one-acre lot in one of Cheshire's most desirable residential communities. This well-cared-for home offers exceptional space with 4 bedrooms plus a dedicated office, perfect for today's work-from-home needs. The main level features a welcoming living room with a wood-burning fireplace, a comfortable family room with its own

Bill Parry III Joy Real Estate

501 Radmere Rd, Cheshire, CT 06410
/8
$245,000
- Land
- 1.84 Acres
- $133,152 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
/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
/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
/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

Connecticut New Haven County Cheshire

Home Trends in Cheshire, CT

On average, homes in Cheshire, CT sell after 58 days on the market compared to the national average of 53 days. The median sale price for homes in Cheshire, CT over the last 12 months is $525,000, up 9% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$525,000

Median Single Family Sale Price

$557,000

Median Townhouse Sale Price

$533,515

Median 2 Bedroom Sale Price

$199,000

Median 1 Bedroom Sale Price

$166,000

Average Price Per Sq Ft

$289

Number of Homes for Sale

Last 12 months Home Sales

320

Months of Supply

1.30

Median List Price

$529,000

Median Change From 1st List Price

-1%

Median Home Sale Price YoY Change

How to Buy a Home How to Finance a Home How to Sell a Home

In Cheshire, there are currently 20 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Cheshire, CT offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Cheshire and discover the potential and freedom that comes with owning your own piece of property.

Cheshire Types of Homes for Sale

Cheshire Real Estate Listings

Cheshire New Construction Homes

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