Cheshire Real Estate

Homes for Sale in Cheshire, CT Between $550,000 to $600,000

Welcome to your dedicated resource for Homes for Sale Between $550,000 to $600,000 in Cheshire, CT. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Cheshire, CT agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $550,000 to $600,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Cheshire, CT Homes for Sale Between $550,000 to $600,000

256 Nob Hill Rd, Cheshire
$599,900
3 Beds ⋅ 3 Baths ⋅ 24213120 MLS
Welcome to this spacious 2,280 sq ft Ranch in the desirable Nob Hill area! This inviting home offers steel beam construction, C/A, two-zone heating and beautiful views. The kitchen features granite countertops, tile floors, a breakfast bar, cooktop, stainless steel appliances and opens to the family room with HW floors and gas fireplace with an impressive brick wall. Enjoy the scenic views from the screened-in porch! The dining room features HW floors and wainscoting. The spacious living room offers a gas fireplace, built-ins, recessed lighting, and a large picture window overlooking the backyard, with potential for a home office. The primary bedroom boasts HW floors and an impressive 14 x 6 walk-in closet with shelving and recessed lighting. The primary bath features double-sink vanity with marble top. Two additional bedrooms feature HW floors. The updated main bath has double sinks. Additional highlights include a tiled foyer, large closet, mudroom with washer + dryer, updated half bath, and large pantry. The expansive walk-out lower level features a wood-burning fireplace and wet bar, perfect for recreation. Enjoy the fenced backyard and patios. Other features include: replacement windows, whole-house fan and pull-down attic. Updates include roof and chimney (2025), refrigerator and dishwasher (2024), washer and dryer (2023), and garage door and back entry door (2019). Public water and sewer in the street. A wonderful opportunity in a sought-after location!

256 Nob Hill Rd, Cheshire
531 Blacks Rd, Cheshire
$599,000
3 Beds ⋅ 4 Baths ⋅ 24209218 MLS
Welcome to 531 Blacks Road, a spacious and distinctive split-level home set on a beautiful, level 1.93 acre property. A broad front lawn creates a generous set back from the street, while the park-like backyard provides an exceptional amount of usable outdoor space. From the covered front porch, double-entry doors welcome you into a dramatic, light-filled two-story foyer with soaring windows and an open staircase, an impressive introduction to the home's multi-level layout. Hardwood floors and abundant windows enhance the main living areas and bedrooms. The kitchen, with side door access, features abundant cabinetry, Corian countertops, and a generously proportioned dining area with plenty of room for everyday dining and entertaining. The adjoining living room is anchored by a full-wall brick fireplace, while two sets of glass doors open to the screened porch and frame views of the grounds. Upstairs are three bedrooms, including a primary with a private full bath, along with a versatile flex room ideal for a den, home office or hobby space. The walkout lower-level family room includes a half bath and access to the backyard and two-car garage. Recent improvements include a new roof and new gutters. Cheshire is known for its well-regarded public schools, extensive walking trails, parks, and wide selection of shopping and dining destinations, including The Shops at Stone Bridge. This home offers easy access to recreation, everyday amenities, and major commuter routes.

531 Blacks Rd, Cheshire
327 W Main St, Cheshire
$595,000
4 Beds ⋅ 2 Baths ⋅ 24217571 MLS
A TRUE SHOWSTOPPER IN CHESHIRE! Welcome to 327 West Main Street, where timeless New England charm meets modern updates! This beautifully refreshed 4-bedroom, 2-full-bath home offers the character and craftsmanship you love in an older home, with the updates and conveniences today's buyers are looking for. From the moment you arrive, you'll appreciate the attention to detail throughout. Recent improvements include new windows, gutters, fresh interior paint, an on-demand hot water system, and a new mini-split system for year-round comfort and efficiency. Step outside and get ready to enjoy your own backyard retreat, complete with a brand-new above-ground pool and deck, perfect for summer entertaining! You'll also love the covered front and rear porches, ideal for enjoying your morning coffee or unwinding at the end of the day. And just when you think you've seen it all, there's MORE! The detached 3-car garage is an incredible bonus, featuring an epoxy floor and finished loft space above. Whether you're looking for a home office, fitness space, art studio, workshop, or simply extra room for your hobbies, the possibilities are endless! Homes offering this much character, versatility, and modern convenience don't come along every day. Move right in and start enjoying everything this unique Cheshire property has to offer!

327 W Main St, Cheshire
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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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