27

Cheshire, CT Homes for Sale with Acreage

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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

    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
  • /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
  • /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
  • /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

    $1,199,000

    • 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
  • /38

    $999,900

    • 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
  • /40

    $1,200,000

    • 4 Beds
    • 4.5 Baths
    • 4,791 Sq Ft

    1 Mountaincrest Dr, Cheshire, CT 06410

    PREMIUM WOOD FLOORS JUST INSTALLED in this Mountaincrest custom colonial showcasing luxurious living & elegant entertaining. A dramatic two-story foyer sets a grand tone, leading to a private office. A stunning kitchen exudes sophistication-highlighting a massive center island seating 5, imported granite countertops, opulent backsplash, & top-tier Bosch appliances & Sub-Zero. The opulent kitchen

    Susan Santoro William Pitt Sotheby's Int'l

    1 Mountaincrest Dr, Cheshire, CT 06410
  • /4

    $869,000 New Construction

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

    1511 Blackberry Place, Cheshire, CT 06410

    Can't wait ? Currently under construction! Blackberry Woods, located in the north end, is now building 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

    Phil Giampietro Coldwell Banker Realty

    1511 Blackberry Place, Cheshire, CT 06410
  • /39

    $849,900 New Construction

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

    1412 Marion Ave, Cheshire, CT 06410

    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 a optional 5th bedroom/office on the main level. Perfect for a work from home situation. AM Napolitano builds a quality custom home and offers a lot of extras as standard. This home offers an

    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
  • /40

    $724,900

    • 4 Beds
    • 4 Baths
    • 3,816 Sq Ft

    440 Mount Sanford Rd, Cheshire, CT 06410

    Location, Location, Location! Don't miss your chance to step into the South End of Cheshire with a home that rarely hits the market, over $1 million in potential. Built in 1984 and renovated in 2020's, it boasts a beautifully and fully updated kitchen which is stylish and brings it into today's design trends. There are four bedrooms and four bathrooms, all needing updating. The fully finished

    Sam Ratner Keller Williams Realty Prtnrs.

    440 Mount Sanford 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
  • /8

    $299,900

    • Land
    • 1.3 Acres
    • $230,692 per Acre

    5 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 1.32 acre lot available to build your dream home. Boasting vast views of the pond from the building area, with no flood insurance required, bring your contractor to lay out your vision today, or contractor consultations

    Anthony LaCava Berkshire Hathaway NE Prop.

    5 Waterside Way, Cheshire, CT 06410
  • /40

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 2,593 Sq Ft

    781 Cook Hill Rd, Cheshire, CT 06410

    Welcome to 781 Cook Hill Road, where classic charm meets modern updates on a private, nearly 2-acre level lot. This inviting Cape features a convenient breezeway and mudroom; an oversized two-car garage; a large eat-in kitchen with elegant cabinetry - complete with a built-in coffee station and wine bar; and three generously sized bedrooms, including a primary suite with a beautifully bright

    Meghan Soucy Lamacchia Realty

    781 Cook Hill Rd, Cheshire, CT 06410
  • /8

    $299,000

    • Land
    • 1.84 Acres
    • $162,500 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 prior to closing, 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
  • /36

    $650,000

    • 4 Beds
    • 2.5 Baths
    • 4,630 Sq Ft

    25 Mountain Brook Dr, Cheshire, CT 06410

    Location.... Amongst an area of very fine homes in a pristine community. A remarkable opportunity to own a nearly 5000 square foot home in Southern Cheshires most desirable neighborhoods. Mountain Brook Estates is a private community of beautiful homes in a wonderful setting. One owner home fresh out of estate and offered here for sale for the first time. Prime location just off the boulevard

    Anthony Greco Anthony J Greco JR Real Estate

    25 Mountain Brook Dr, Cheshire, CT 06410
  • /39

    $699,000

    • 3 Beds
    • 2.5 Baths
    • 3,025 Sq Ft

    884 Moss Farms Rd, Cheshire, CT 06410

    Tucked away on a private, wooded acre lot in beautiful Cheshire, this timeless Colonial home offers over 3,000 square feet of inviting living space, where comfort and connection are paramount. The welcoming front porch sets the tone for relaxing evenings and heartfelt conversations. Inside, the spacious Living Room and Dining Room are perfect for hosting family and friends. The heart of this home

    Elizabeth Urbanski Coldwell Banker Realty

    884 Moss Farms Rd, Cheshire, CT 06410
  • /40

    $399,900

    • 4 Beds
    • 3 Baths
    • 2,544 Sq Ft

    975 Waterbury Rd, Cheshire, CT 06410

    Welcome home to this spacious Cape Cod home, situated on a spacious lot full of possibilities! The main level includes a bright and comfortable in-law apartment with its own entrance and separate utilities, offering the perfect setup for all types of households and/or guests. Inside the main house you'll find hardwood floors, 2 full baths, and a partially finished basement for added living space.

    Brandon DeMars Align Realty

    975 Waterbury 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
  • /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
  • /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
  • /2

    $169,900

    • Land
    • 1.22 Acres
    • $139,262 per Acre

    0 Moss Farms Rd, Cheshire, CT 06410

    Approved and cleared .93+/- acre rear building lot located behind 916 Moss Farms Rd, Cheshire. Maps available upon request. Please do not walk property without a scheduled appointment. Contact for additional information. Subject to easements and approval stipulations.

    Jorge Zea Blue Lighthouse Realty, Inc

    0 Moss Farms Rd, 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

Home Trends in Cheshire, CT

Housing Trends

Median Sale Price
$527,300
Median Single Family Sale Price
$572,500
Median Townhouse Sale Price
$533,230
Median 2 Bedroom Sale Price
$199,000
Median 1 Bedroom Sale Price
$170,000
Average Price Per Sq Ft
$286
Number of Homes for Sale
37
Last 12 months Home Sales
308
Months of Supply
1.40
Median List Price
$537,000
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
13%
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