Cheshire Condos for Sale

Welcome to Cheshire, Connecticut—a picturesque town nestled in New Haven County, where charming suburban living meets a vibrant community spirit. Known for its scenic landscapes and friendly atmosphere, Cheshire offers residents a delightful blend of tranquility and accessibility. With its rich history dating back to the 17th century, this town boasts a unique character that resonates through its well-preserved architecture and lush parks.

Cheshire is renowned for its excellent school system, making it an ideal place for families seeking quality education for their children. The town is also home to a variety of recreational activities, including hiking trails, sports facilities, and community events that bring neighbors together. With convenient access to major highways and public transportation, commuting to nearby cities like New Haven and Hartford is a breeze, allowing residents to enjoy the best of both worlds.

If you’re considering making Cheshire your home, you’ll be delighted to discover an array of stunning condos for sale. These modern residences combine comfort and style, offering open floor plans, contemporary finishes, and amenities that cater to today’s lifestyle. Whether you’re a first-time buyer or looking to downsize, the condos in Cheshire provide a low-maintenance option without sacrificing quality or space. Imagine sipping your morning coffee on a private balcony or enjoying the community pool—a perfect way to unwind after a busy day.

Explore the charm and convenience of Cheshire, CT, and find your dream condo today. Embrace a lifestyle where community and comfort come together, making every day feel like a retreat.

Newest Cheshire Condos for Sale

$355,000

2 Beds ⋅ 2 Baths ⋅ 24206001 MLS ⋅ Southwick At Cheshire BLDG.

***Highest and Best Deadline Sunday 9/13 at 12:00 pm. ***. Just what you've been waiting for! Rarely available and highly sought-after, this ranch-style unit at Southwick offers the ease of one-level living, an attached garage and a wonderful low-maintenance lifestyle. Step inside to a spacious, welcoming living and dining area with plenty of room for everyday living and entertaining. The remodeled, fully applianced kitchen is thoughtfully sized and features granite countertops and ample workspace. The primary bedroom offers direct access to the rear yard through a private slider, along with its own full bath featuring accessible accommodations. A second bedroom provides flexibility for guests, a home office or hobbies. Everything you need is conveniently located on the main level, including the laundry and direct access to the attached garage. A handicap-accessible ramp provides an additional option for easy entry. Need storage or additional space? The full basement offers plenty of storage and the potential for future finishing.

97 Southwick Court Unit 97, Cheshire

$199,000

2 Beds ⋅ 1 Baths ⋅ 24203224 MLS ⋅ Birchwood BLDG.

Stylish, beautifully renovated and filled with natural light, this end-unit condominium is located in the well-maintained Birchwood community, surrounded by expansive green space and ample parking. Beautiful, move in condition! The open floor plan offers two spacious bedrooms, a large living room, and a stylish white kitchen with granite countertops, self-closing cabinets with lighting and stainless steel appliances. The beautifully remodeled bathroom features modern tile, a contemporary vanity, and a glass-enclosed shower. Additional amenities include a large private storage unit and shared laundry in the basement. The HOA fee covers water, heat, hot water, management, grounds and road maintenance - truly exceptional value. With no current special assessments and strong association reserves, this home provides peace of mind and affordability. Enjoy a prime Cheshire location with access to Farmington Canal Trail just minutes from excellent restaurants and charming cafes. New Stonebridge shopping center features Whole Foods, Barnes & Noble, TJ Maxx, J. Crew and other popular retailers. This is a wonderful opportunity to own a truly beautiful home and enjoy easy, no-maintenance living in one of Connecticut's most desirable towns with very good school system.

502 Oak Ave Unit 17, Cheshire

$160,000

1 Beds ⋅ 1 Baths ⋅ 24202177 MLS ⋅ Cheshire Hillside Village BLDG.

Welcome to easy, one-level living in Cheshire Hillside Village, a desirable 62+ active adult community. The standout feature of this inviting one-bedroom condo is its large, open floor plan with generously sized rooms and a beautiful vaulted ceiling in the living room, creating a spacious, airy setting that is ideal for entertaining and everyday living. Located on the upper level, this sought-after style unit has no neighbors above, allowing for added privacy and helping create the wonderful sense of openness and natural brightness throughout. Despite being an upper-level unit, there are no stairs to enter the building, thanks to the convenient layout of the complex. Brand-new flooring throughout, fresh paint, in-unit washer and dryer and a slider that leads from the living room to the private deck with convenient exterior storage add to the appeal. The monthly HOA fee includes heat and hot water, offering added convenience and helping make monthly expenses more predictable. Ideally located in the center of Cheshire, near the Stop & Shop plaza, with easy access to I-84, I-91, and Route 691, and just a quick ride down Route 10 to the new shops at Stonebridge Crossing. Nearby recreational facilities are also easily accessible, making this a wonderful opportunity for comfortable, convenient, and low-maintenance living in the heart of Cheshire.

459 E Mitchell Ave Unit 459, Cheshire

$199,900

1 Beds ⋅ 1 Baths ⋅ 24201442 MLS ⋅ Cheshire Hillside Village BLDG.

This beautifully renovated condo features a versatile flex/bonus room and is located in a desirable 62+ community nestled within the town of Cheshire. The bright and inviting first floor unit has been completely updated from top to bottom, featuring brand new appliances, crown molding, modern fixtures, new flooring, paint, a custom feature wall, and a fully refreshed kitchen and bathroom. The primary bedroom includes a well-designed closet system offering ample storage. The spacious flex room offers endless possibilities perfect for a home office, guest space, hobby room, or second bedroom. Your sliders open to a back patio where you can relax with your morning coffee or watch the birds. The HOA includes heat and hot water, making this a truly affordable, and complete turnkey condo withing the town of Cheshire. There is easy parking and mailbox access. Enjoy comfortable, low maintenance living in this well-kept community designed for active adults. Appliances are on order and will be installed prior to closing. Welcome home!!!

443 E Mitchell Ave Unit 443, Cheshire

$549,900

2 Beds ⋅ 2 Baths ⋅ 24199192 MLS ⋅ Copper Hill BLDG.

Discover a rare blend of privacy, light and effortless single level living at Copper Hill - one of Cheshire's most desirable condominium communities. This sun-filled 2-bedroom, 2-bath ranch stands out with soaring vaulted ceilings, skylights, and an airy open layout that instantly feels like home. The expansive living and dining space flows seamlessly to an oversized 25' x 12' deck, an entertainer's dream overlooking your private yard. Few units in Copper Hill offer this level of seclusion combined with thoughtful design. A dedicated home office nestled off the foyer is perfect for today's work-from-home lifestyle. The eat-in kitchen features stainless steel appliances and flows seamlessly into the family room, complete with a wood-burning fireplace and a 2nd deck access. Comfort meets functionality in this well designed entertaining space. The primary suite is a serene retreat, featuring a spa-like open bathroom concept and generous walk-in closet. The second bedroom is equally spacious and light-filled - perfect for guests or additional flexibility. With nearly 2,000 sq ft of finished living space plus a large lower-level basement, newer windows, roof, and furnace-the major updates are done! The epoxied 2-car garage floor adds a fresh, modern touch, and the extended private driveway accommodates up to 4 cars. Set at the end of a quiet cul-de-sac. This is the one you'll want to own! Offered as-is.

3 Racebrook Ct, Cheshire

$749,000

3 Beds ⋅ 3 Baths ⋅ 24196936 MLS ⋅ The Reserve At Stonebridge Crossing BLDG.

Seller Relocating-Don't Miss This Opportunity! Welcome to The Reserve at Stonebridge Crossing, where luxury, comfort, and low-maintenance living come together in this exceptional Carriage House model. Barely a year old and meticulously maintained, this stunning home offers approximately 2,450 square feet with extensive builder upgrades throughout. Enjoy the appeal of a like-new home without the wait. The open-concept floor plan features soaring ceilings, abundant natural light, premium finishes, and exceptional craftsmanship. The chef-inspired kitchen flows seamlessly into the dining area and spacious great room, perfect for everyday living and entertaining. The first-floor primary suite provides a private retreat, while the upper level offers a dedicated office/den/library, additional bedrooms, a flexible loft, and finished living areas ideal for work, guests, fitness, or media space. Built with EG Home's renowned energy-efficient construction, the home features association-owned solar panels that help make possible a remarkably low $275 monthly HOA-an exceptional value for any HOA, never mind one of this caliber. Enjoy private outdoor living and true lock-and-leave convenience, plus a community pavilion with grills and fire pits, scenic walking paths, and easy access to shopping, dining, highways, and the nearby Farmington Canal Heritage Trail. Don't miss this exceptional opportunity!

74 Shea Cir, Cheshire

$769,900

3 Beds ⋅ 4 Baths ⋅ 24193469 MLS ⋅ The Reserve At Stonebridge Crossing BLDG.

Step into low-maintenance luxury at The Reserve at Stonebridge Crossing, where this immaculate 2024 Carriage Home offers the appeal of new construction without the wait. This home provides nearly 3,000 square feet of beautifully designed and flexible living space. The open-concept main level features engineered hardwood flooring, a welcoming foyer with double-stacked crown molding, soaring vaulted great room, and an upgraded kitchen with a contrasting stained island and Frigidaire Professional appliances, including an induction range. The first-floor primary suite offers a tray ceiling, two closets, a double vanity, floor to ceiling tiled walk-in shower, and private laundry hookups. Upstairs are two additional bedrooms, a full bath, a dedicated study ideal for remote work, an open loft perfect for a reading retreat or television area, and a second laundry area with utility sink. The finished 525 sq ft lower level includes another full bathroom and can be adapted as a recreation room, media room, guest suite or comfortable private space for extended family. Enjoy a composite deck, attached garage, electronic blinds, and true lock-and-leave living with landscaping, irrigation, snow removal and ground maintenance included. Residents enjoy a pavilion with gas grills, tables, fire pit and a walking loop that connects to a trail leading to The Shops at Stone Bridge Crossing. Easy access to highways for commuting. This carriage home offers value and lifestyle that makes living easy.

48 Soderman Way Unit 48, Cheshire

$349,900

3 Beds ⋅ 3 Baths ⋅ 24192035 MLS ⋅ Currier Woods BLDG.

One of the many advantages of purchasing a home in Currier Woods is its location directly across the street from the brand-new Norton Elementary School. This beautifully designed, state-of-the-art K"6 school is a convenient neighborhood amenity within feet of the community. Currier Woods offers the benefits of modern living in a desirable location with easy access to local schools, parks, shopping and other everyday conveniences.

54 Currier Pl Unit 54, Cheshire

$795,000

3 Beds ⋅ 3 Baths ⋅ 24189829 MLS ⋅ The Reserve At Stonebridge Crossing BLDG.

Nothing to do but move into this stunning Carriage Home at The Reserve at Stonebridge Crossing, built by EG Home with exceptional energy-efficient features throughout. This 3-bedroom, 2.5-bath home offers a desirable first-floor primary suite with hardwood floors, custom blinds, first-floor laundry, and a luxurious bath featuring Kohler fixtures, a large glass-enclosed shower, and a rainfall showerhead. The open-concept main living area showcases hardwood flooring, a spacious custom island, and a chef's kitchen with a JennAir 6-burner gas cooktop, double ovens, and beverage cooler. Upstairs, a hardwood-floored loft overlooks the living space and is complemented by two additional bedrooms, a private office, full bath, and second laundry area. The finished lower level provides the perfect family room, home gym, or recreation space, with plumbing in place for a future bath. Built with 2x6 exterior walls, double-pane windows, spray foam insulation throughout, layered insulation for exceptional efficiency, and natural gas heat as well as Ecobee Smart Thermostats for convenience. Enjoy a private deck with stairs to the yard, an attached two-car garage with a generator transfer switch, and passive solar installations that help offset the $275/month HOA fee. HOA includes exterior maintenance, landscaping, snow removal, and trash service for easy, low-maintenance living. Easy access to 691, 84 and shopping making this the perfect home. Schedule your private showing today.

41 Soderman Way Unit 41, Cheshire

$760,000

3 Beds ⋅ 3 Baths ⋅ 24190737 MLS ⋅ The Reserve At Stonebridge Crossing BLDG.

Beautifully designed home in desirable Stonebridge Riverside by EG Home, offering approximately 2,950 sq. ft. of total finished living space. This energy-efficient residence features 3 bedrooms, 2.5 baths, a dedicated office room, a versatile loft, and a finished basement with rough-in plumbing for a future full bathroom. The open-concept main level includes a spacious kitchen, dining area, and great room, while the first-floor primary suite offers a private bath and walk-in closet. Thoughtful upgrades include a private deck, attached 2-car garage, ceiling fans in all bedrooms, and a humidity control/ventilation system integrated with the home's high-performance HVAC setup. Enjoy low-maintenance living in a well-kept HOA community with exterior maintenance, landscaping, snow removal, trash service, and common area upkeep. Residents also have access to community recreation areas with grills, offering a great setting for relaxing and entertaining outdoors. High-performance construction, energy-efficient windows, advanced insulation, and an all-electric heat pump system complete this exceptional home.

73 Shea Cir, Cheshire

$229,995

2 Beds ⋅ 2 Baths ⋅ 24188652 MLS ⋅ Deepwood BLDG.

Welcome to this beautifully maintained townhouse in the highly desirable Deepwood community of Cheshire. Offering privacy and tranquility in a wonderful neighborhood setting, this home is perfect for those seeking low-maintenance living with the benefits of true ownership. Step inside to find bright, welcoming living spaces that are clean and move-in ready. The functional layout provides comfortable living areas with plenty of natural light. Outside, enjoy your private backyard/patio space-ideal for relaxing, gardening, or entertaining in a peaceful environment. Why Rent When You Can Own? This is an excellent opportunity to build equity in a low-maintenance home. Condo living means less time on upkeep and more time enjoying life. The community is well-established and conveniently located with easy access to major routes, shopping, dining, parks, and top-rated schools. Whether you're a first-time homebuyer, downsizing, or simply looking for an easy-care residence in a quiet, private location, this condo is ready for you to move right in. Schedule your showing today and discover why this could be the perfect next chapter!

414 Robin Court, Unit 414, Cheshire

$669,000

3 Beds ⋅ 3 Baths ⋅ 24178806 MLS ⋅ Cheshire Crossing BLDG.

CHESHIRE CROSSING! Wonderful active adult 55+ over community surrounded by natural woodlands and features sidewalks throughout to enjoy the privacy.Original Model home, professionally decorated and designed with custom window treatments, abudance of recessed lighting and beautiful finishes throughout. This spacious, stunning home is in pristine condition and has has over 2,800 s.f. Fabulous vaulted, open, tiled kitchen has tremendous amount of cabinetry, recessed lighting, under counter lighting, and newer appliances and is open to vaulted family room featuring propane fireplace, recessed lighting, ceiling fan, hardwood floors and has slider to delightful 3 season porch. French doors to private office, open living and dining rooms all have gleaming hardwood floors. Spacious 1st floor primary bedroom features gracious tiled bath with double vanity, tub and separate shower, great walk in closet. 2nd bright and sunny bedroom with full bath on first floor. Second floor features large loft/studio overlooking family room and has a 3rd bedroom with full bath. Finished, tiled lower level with work sink and pocket doors to close room off from mechanicals and storage areas. 3 Zone heat and Central Air. Garage has electric car charger (Tesla).New washer/dryer, garage door openers. Move in ready. NO SHOWINGS BEFORE NOON

3 Wadsworth Ln, Cheshire

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