Refine Search
Sort by
644 S Brooksvale Rd, Cheshire
$1,630,000
5 Beds ⋅ 5 Baths ⋅ 24207257 MLS
Nestled on 2.26 beautifully landscaped acres and set well back from the road, this exceptional contemporary Colonial offers a rare blend of privacy, elegance, craftsmanship, and resort-style living. With more than 6,300 square feet of above-grade living space and views of Cheshire Land Trust property, the home enjoys a peaceful natural setting while delivering an extraordinary collection of indoor and outdoor amenities. Natural light fills the home from every angle, beginning in the dramatic two-story foyer, where soaring floor-to-ceiling windows, a striking brick accent walls, elegant chandelier, and pellet stove create a grand first impression. The expansive first level features radiant floor heating and remarkable flexibility, offering a spacious family room, private office, full bath, and an impressive 43' x 15' room with endless possibilities. Walkout access leads to a covered deck and the private grounds beyond, making this level ideal for entertaining, a fitness studio, guest accommodations, an in-law suite, or multi-generational living. Upstairs, the main living spaces are both sophisticated and inviting. The gourmet kitchen showcases rich custom cherry cabinetry, granite countertops, custom stainless steel appliances, a center island, and a sun-drenched breakfast area overlooking the surrounding landscape. Formal living and dining rooms provide elegant entertaining spaces, while the vaulted Great Room with pellet stove serves as a warm and welcoming gathering place.

644 S Brooksvale Rd, Cheshire

16 Mountaincrest Dr, Cheshire
$1,590,000
5 Beds ⋅ 5 Baths ⋅ 24207532 MLS
Perched high above the landscape of South Cheshire, this extraordinary custom-built Colonial is a residence of uncommon beauty, privacy, and scale. Set against the natural backdrop of Bethany Mountain and surrounded by meticulously maintained, park-like grounds, this exceptional 4/5-bedroom home captures magnificent views, abundant sunshine, and a remarkable sense of tranquility. From the moment you arrive, there is an unmistakable feeling that this is something special. Thoughtfully designed and impeccably cared for, the home combines the timeless elegance of classic Colonial architecture with the openness and amenities expected of today's finest residences. Inside, soaring ceilings, gleaming hardwood floors, and an inviting open floor plan create an effortless connection between the home's gracious living spaces. At its center is a beautifully appointed gourmet kitchen, equally impressive as a gathering place for family and friends or as the culinary heart of sophisticated entertaining. The main level continues with an elegant formal living room, formal dining room, private library, laundry room, and oversized three-car garage, providing an exceptional balance of formal spaces, everyday comfort, and practical convenience.

16 Mountaincrest Dr, Cheshire

1 Mountaincrest Dr, Cheshire
$1,375,000
4 Beds ⋅ 5 Baths ⋅ 24206472 MLS
A timeless, flexible floor plan with all the newest upgrades. Majestically situated on a gentle hill in a South Cheshire neighborhood, this home is designed to capture the country setting.The impressive 4,000+ sqft contemporary colonial is move-in ready. The cook's delight kitchen features stainless steel appliances, a Sub-Zero refrigerator, a 5-burner gas stove with vented hood,Two full size microwaves, Fisher Paykel drawer dishwasher and an expansive granite island w/seating for 5 & opening into the spacious living room with gas fireplace, wet bar and built-in sound system. The familyroom has french doors opening on to an expansive deck & screened gazebo. The private main floor study comes complete with custom built-ins, hardwood floors and glass french doors, this extra first floor room can serve as a multipurpose area as well. A large mudroom with built-ins and a separate laundry room add everyday function. All-new stunning baths and hardwood floors throughout add polish. Upstairs, your private primary retreat awaits, a cozy sitting nook plus spacious marble bath with soaking tub, glass shower, oversized vanity & expansive separate closets. There is a princess bedroom with private marble bath. As well as, a Jack-n-Jill layout bedrooms and bath. Flexible living space on the walk-out lower level ideal for recreation,media, guestroom, gym or just to relax in nature with a wonderful outdoor hot tub. In addition to the 3 car garage there is an EV hook-up!

1 Mountaincrest Dr, Cheshire

885 S Brooksvale Rd, Cheshire
$1,279,000
5 Beds ⋅ 5 Baths ⋅ 24202325 MLS
Discover this truly exceptional custom Colonial home, distinguished by its thoughtful design, custom millwork, architectural details, and masterful craftsmanship both inside and out, situated on a desirable 2.37 acres corner lot in one of South Cheshire's most sought-after areas. Custom wrought iron gates welcome you into this warm, inviting home, flooded with natural light from the abundant large windows, skylights, and French doors. The heart of the home is the beautifully remodeled kitchen, with its expansive center island offering both exceptional functionality and a wonderful gathering space. The kitchen flows into the spacious family room which provides easy access to the covered porch, allowing effortless, comfortable daily living and entertaining. The first-floor primary bedroom provides convenience and privacy, while three large bedrooms upstairs offer generous space for all. Enjoy year-round sunshine in both the four-season terrace room and the separate sunroom, which bring the outdoors in. A versatile finished space with a full bath above the garage offers possibilities for home offices, a studio, a recreation room, and more. The exceptional outdoor setting offers a resort-like experience; the covered rear porch featuring a raised cedar ceiling, skylights, and terracotta tile, provides an inviting gathering space. Follow the path through the gardens to the heated in-ground Gunite swimming pool and hot tub, creating your own retreat for relaxation and entertaining!

885 S Brooksvale Rd, Cheshire

140 Willow, Cheshire
$899,900
4 Beds ⋅ 3 Baths ⋅ 24157332 MLS
Welcome to the opportunity to build your dream home in a highly desirable location. Nestled on a secluded rear lot that is just under an acre, this thoughtfully designed 4-bedroom, 2.5-bath Colonial will offer 2,792 square feet of beautifully crafted living space with the perfect blend of privacy and modern comfort. Designed with today's lifestyle in mind, the open concept layout will seamlessly connect the kitchen, dining, and living areas-ideal for both everyday living and entertaining. The spacious primary suite will feature a private en-suite bath and generous closet space. With ample room for customization, buyers will have the opportunity to personalize finishes and selections to truly make this home their own. Enjoy the serenity of a tucked away setting while still being close to everything this sought after area has to offer. Don't miss the chance to create your perfect home from the ground up! Agent/owner

140 Willow, Cheshire

100 Scenic Ct, Cheshire
$889,000
5 Beds ⋅ 5 Baths ⋅ 24212574 MLS
Gracefully positioned within one of Cheshire's premier neighborhoods, this impressive 4,734 sf beauty features 5 beds, 5 baths, showcases classic architectural elegance, exceptional curb appeal and a picturesque, professionally landscaped grounds, designed for year-round enjoyment. A two-story foyer highlighted by an arched transom casts an abundance of natural light & introduces lovely architectural details and distinctive, colorful finishes throughout. Expansive kitchen with abundant cabinetry, generous counter space, breakfast bar, pantry, & sunny breakfast nook, along with a sunlit living room with fireplace, both offering convenient access to the rear deck for entertaining. The main level is further complemented by a formal dining room, convenient laundry room, 1/2 bath, & two private offices with custom built-ins & French doors, offering outstanding flexibility for remote work, guest room, study space, or additional living areas. Elegant open staircase to second level offers an exceptional primary suite featuring a spa-inspired full bath with a jetted tub, double vanity, stall shower & walk-in closet. Three generously sized secondary bedrooms & two well-appointed full baths, including a Jack-&-Jill bath, complete the upper level. Finished lower level with walk-out offers a full bath, abundance of storage & an adaptable floorplan with plenty of room to expand. Fabulous location to the new Stonebridge shops, parks, local farms, etc., A true must see to appreciate!

100 Scenic Ct, Cheshire

6 Mount Sanford Rd, Cheshire
$850,000
4 Beds ⋅ 4 Baths ⋅ 24216993 MLS
It's here! 6 Mt Sanford is move-in ready showcasing all the newest designs for carefree living. Don't miss this brand new farmhouse style contemporary Colonial in south Cheshire. A picturesque country setting close to shopping & easy highway access.This stunning home blends modern elegance with exceptional craftsmanship throughout. Soaring 9-ft ceilings, 1.5" thick engineered HW floors throughout & a gas fireplace w/slate surround & wood mantle invites you into this bright open floor design. The gourmet kitchen features quartz countertops, subway tile backsplash, massive center island, stainless steel appliances, a custom chimney-style vented hood,& walk-in pantry. A perfect space for everyday living & entertaining. Step outside onto a private 20x16 back patio off the kitchen or to the welcoming front of the home which has a lovely lighted covered farmer's porch ideal for relaxing. A private office and separate mudroom complete the main floor. Upstairs a luxurious primary suite is joined by two additional bedrooms, which share a Jack-n-Jill bathroom, plus a private en-suite guest bedroom & bath. A second floor laundry adds extra convenience. Potential additional space in basement, that could be easily finished.Private backyard, protected from any future development.

6 Mount Sanford Rd, Cheshire

400 Beacon Hill Dr, Cheshire
$824,900
5 Beds ⋅ 4 Baths ⋅ 24176902 MLS
Timeless Center Hall French Colonial featuring 5 Bedrooms and 3.5 Baths, gracefully set within a quiet neighborhood. This charming residence showcases exceptional curb appeal, highlighted by beautifully crafted stone walls and professionally designed landscaping that draw the eye to its stately brick facade and custom, functional shutters. Just beyond the inviting entryway, you'll find a light-filled Living Room featuring a wood-burning fireplace, crown molding and gleaming hardwood floors. The adjoining Dining Room is perfect for gatherings, complete with built-in cabinetry and a slider that opens to an expansive backyard deck, ideal for entertaining. At the heart of the home is a thoughtfully designed custom Kitchen-truly a chef's dream-featuring a Bertazzoni gas range, abundant quartz countertops, rich cherry cabinetry and elegant Italian tile flooring. An informal dining area and cozy sitting space create a warm, inviting atmosphere for everyday living. A private first-floor office, complete with built-in bookshelves and generous windows, provides an ideal setting for a home workspace. The spacious Primary Suite, conveniently located on the main level, offers ample closet space and a full en-suite Bath with a walk-in shower and water closet. An additional full bath, beautifully updated with marble finishes, completes the main level. Upstairs, you'll find four generously sized Bedrooms, along with a well-appointed Hall Bath featuring marble accents and double sinks.

400 Beacon Hill Dr, Cheshire

662 Coleman Rd, Cheshire
$775,000
4 Beds ⋅ 3 Baths ⋅ 24211310 MLS
Beautiful home set on almost 2 acres in a beautiful country setting, yet only 1.5 miles from the town center! Built from the foundation up in 2006, this home offers a brand new roof, new septic tank, soaring ceilings, flowing rooms and space for everyone! The welcoming foyer leads to the dining room highlighted by a fireplace with pellet stove insert, and the living room beyond - both with hardwood floors. A balcony from the upper level looks down on the kitchen with high ceilings, dramatic chefs vent, beautiful granite countertops and new refrigerator. Also included on the main level is an office, a bedroom that can be utilized as a den, and a laundry room that leads to the huge three car garage. Upstairs you'll find three large bedrooms with new LVP flooring, including the primary suite with walk-in closet and spa bath with whirlpool tub. Another office, another full bath and a bright reading nook complete the upper level. The lower level is semi-finished (no heat) to offer more room to spread out. Numerous updates include a brand new roof (2026), new 1250 plastic septic tank being installed (2026), new driveway (2025), newer well tank, newer washer and dryer, and an electric car charger in the garage. Welcome Home!

662 Coleman Rd, Cheshire

27 Soderman Way Unit 27, Cheshire
$771,900
3 Beds ⋅ 3 Baths ⋅ 24216806 MLS ⋅ The Reserve At Stonebridge Crossing BLDG.
FINAL NEW CONSTRUCTION OPPORTUNITY AT THE RESERVE AT STONEBRIDGE CROSSING! Ready for immediate occupancy, this beautifully appointed carriage home offers the last opportunity to become an original homeowner in this sought-after Cheshire community. Featuring nearly 3,000 square feet of finished living space, this thoughtfully designed home combines luxury finishes, architectural appeal, and the convenience of low-maintenance living. A dramatic two-story great room with soaring ceilings and abundant natural light anchors the open-concept main level, complemented by engineered hardwood flooring and a beautifully upgraded Pro Kitchen featuring ceiling-height cabinetry, granite countertops, a 36-inch JennAir induction range, farmhouse sink, and vented hood. The first-floor primary suite offers a spacious walk-in closet, spa-inspired bath with oversized tiled shower, and convenient main-level laundry. Upstairs, an open loft overlooks the great room and connects two additional bedrooms, a full bath, and a private home office. The finished lower level adds approximately 525 square feet of flexible recreation space and a plumbing rough for future bathroom. Built to EG Home's Zero Energy Ready standards, this home has solar panels, high-efficiency heating and cooling, advanced insulation, and enhanced indoor air filtration. Enjoy community amenities including walking trails, a pavilion, and fire pit, with convenient access to every day living.

27 Soderman Way Unit 27, Cheshire

73 Shea Cir, 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

48 Soderman Way Unit 48, Cheshire
$759,900
3 Beds ⋅ 4 Baths ⋅ 24193469 MLS ⋅ The Reserve At Stonebridge Crossing BLDG.
Modern Style, Flexible Space & Low-Maintenance Living! Built in 2024, this beautifully appointed carriage home at The Reserve at Stonebridge Crossing offers a beautiful home with finished living space across three levels - room to live, work, and entertain. The welcoming foyer opens to a vaulted great room and an impressive kitchen featuring upgraded cabinetry, a contrasting stained island, and Frigidaire Professional appliances. Engineered hardwood flooring adds warmth throughout the main and upper levels. The main-level primary suite offers a tray ceiling, two spacious closets, and a private bath with double vanity and floor-to-ceiling tiled walk-in shower, plus convenient laundry hookups. Upstairs, two additional bedrooms, a full bath, dedicated study, open loft, and second laundry area provide exceptional flexibility. The finished lower level adds 525 square feet and a full bath, perfect for a media room, gym, guest space, or recreation area. Enjoy morning coffee or evening relaxation on the outside deck, with electronic blinds on the main level and an attached garage adding everyday convenience. Leave the landscaping, irrigation, snow removal, and grounds maintenance to the community. A pavilion with gas grills, tables, and fire pit, plus a neighborhood walking loop, makes it easy to enjoy the outdoors. With quick highway access to shopping, dining, and more, this home delivers modern comfort without the upkeep. Come see how easy living can be.

48 Soderman Way Unit 48, Cheshire

41 Soderman Way Unit 41, Cheshire
$759,900
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

368 Charles Dr, Cheshire
$749,000
4 Beds ⋅ 3 Baths ⋅ 24208525 MLS
Welcome to this completely remodeled home w/ a private In-law apartment in a highly desirable Cheshire neighborhood! Set on a spacious 1-acre lot, this truly move-in-ready property has been extensively renovated from top to bottom. The main living level features 3 BR & 2 full BA, offering comfortable & inviting living spaces throughout. The newly renovated kitchen is the heart of the home, featuring brand-new appliances, perfect for everyday living & entertaining. All new flooring throughout! Step outside through the DR onto the new deck, the perfect setting for family gatherings. The professionally landscaped, level yard is enhanced by a charming stone wall, an irrigation system, & a brand-new patio. Brand-New Handicap-Accessible in-law apt, a wonderful addition to this home offers its own private entrance & is thoughtfully designed for comfortable, accessible living. The spacious layout includes BR, full BA, living room, beautiful eat-in kitchen & washer dryer hookups. This private suite offers convenience, & endless possibilities. The extensive list of improvements includes a new roof, new windows, multiple new split-units heating & cooling system, new hot water heater, brand-new septic system, & solar panels. This is a rare opportunity to own a meticulously renovated Cheshire home with an in-law apartment that is set on a picturesque acre of land in a sought-after location. Simply unpack, settle in, and enjoy everything this extraordinary property has to offer!

368 Charles Dr, Cheshire

35 Brookside Pl, Cheshire
$675,000
4 Beds ⋅ 3 Baths ⋅ 24215798 MLS
Welcome to 35 Brookside Place, a spacious and inviting four-bedroom Colonial offering comfortable living, thoughtful updates, and exceptional spaces for entertaining. Set on a beautifully landscaped property in Cheshire, this home combines classic New England charm with the features today's buyers appreciate. Step inside to discover a versatile floor plan with generous living areas, hardwood flooring, and abundant natural light. The welcoming living room features a beautiful bay window, while a separate den with a fireplace provides a cozy place to relax. The updated eat-in kitchen is the heart of the home. Sliding glass doors lead to one of the property's most distinctive features-a spectacular sunroom with soaring curved wood framing and expansive glass walls and ceiling. Filled with natural light and overlooking the backyard, this wonderful space is perfect for morning coffee, entertaining, or simply enjoying the changing seasons. Upstairs, four generously sized bedrooms provide comfortable accommodations, including a spacious primary bedroom with ample closet space and ensuite bathroom. Another full bathroom completes the second level, while a convenient half bath and laundry area are located on the main floor. The finished lower level adds additional square feet of flexible recreation space.

35 Brookside Pl, 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

178 Harrison Rd, Cheshire
$589,900
3 Beds ⋅ 2 Baths ⋅ 24213428 MLS
CHARMING CHESHIRE CAPE ON A NEAR-ACRE LOT - welcome to 178 Harrison Road, a well-loved three-bedroom, two-bath Cape Cod set on 0.97 lightly-wooded acres in a quiet, tree-lined neighborhood. The kitchen features granite counters, stainless appliances and timeless brick accents, flowing seamlessly to a sun-filled eat-in dining area with vaulted ceiling and walls of windows framing peaceful views of the private backyard. Multiple distinct living spaces give you room to spread out: a formal living room with tile-surround fireplace, a cozy family room with pellet stove, and a formal dining room with built-in cabinets. Hardwood flooring throughout the first-floor living areas. Three generous bedrooms including a main-floor primary, two full baths, and 2,054 square feet above grade, plus a built-out finished lower level ideal as a home gym, playroom, or office. Major capital improvements already addressed: 2024 ROOF, 2025 OWNED solar panels (no lease/loan to transfer), 2021 HVAC/Central Air, 2023 chimney liner, and underground irrigation. Oversized 2-car under-house garage offers abundant storage. Step outside to a versatile outdoor retreat with zones for every season - generous back deck, flagstone patio at the front entrance, dedicated children's play area with playscape, and plush lawn framed by stacked stone retaining walls and mature landscaping. Short distance to Cheshire schools, parks, and shopping. DONT MISS OUT!

178 Harrison Rd, Cheshire

42 Eastgate Dr, Cheshire
$579,900
4 Beds ⋅ 3 Baths ⋅ 24207101 MLS
Welcome to 42 Eastgate Drive, a spacious and well-cared-for 4 bedroom, 2-1/2 bath Colonial located in a desirable Cheshire neighborhood, just moments from Highland Elementary School. Offering 2,042 square feet of living space, this inviting home features a welcoming foyer, comfortable living room, formal dining room and a warm family room with fireplace and sliders leading to the screened porch. The eat-in kitchen features beautiful custom cherry cabinetry, granite countertops, a tile backsplash, hardwood flooring and generous pantry storage. Upstairs, the primary bedroom includes an updated private bath, while three additional bedrooms and a full hall bath provide plenty of space for family, guests or a home office. Hardwood flooring adds warmth and character throughout much of the home. The partially finished lower level offers additional flexible living space, a workshop, laundry and ample storage. Enjoy the screened porch overlooking a level backyard with established landscaping, colorful perennials and visiting birds throughout the seasons. Additional features include an attached two-car garage, vinyl siding, city water, city sewer, oil heat. Conveniently located near schools, shopping, restaurants and major highways. Come experience all that Cheshire offers, including the Farmington Canal Heritage Trail, Roaring Brook Falls, beautiful parks and open spaces, along with Whole Foods, Starbucks, Barnes & Noble and local shops and restaurants.

42 Eastgate Dr, Cheshire

908 S Meriden Rd Unit 2, Cheshire
$550,000
6 Baths ⋅ 24192426 MLS
Seller says bring an offer for all 5 units! Rare Opportunity to Acquire a 5-Unit Commercial Portfolio! Five separate commercial condominium units are available in Curtis Homestead Village, a well-maintained professional complex in Cheshire's C-3 General Business Zone. Each unit may be purchased individually, although the Seller prefers to sell all five together. Unit 2 consists of 3 floors includes an executive office with private full bath. There is another full bath, 4 additional 1/2 baths, a kitchen, numerous private offices, and professional gym in the lower walk-out level, which also features loading dock access. The post-and-beam design offers exposed timber construction, impressive ceiling heights, and a mix of hardwood and carpeted flooring. Each self-contained unit includes a private entrance, kitchenette, restroom(s), and a flexible layout suitable for a variety of office, medical, retail, and service uses. Additional features include ample on-site parking, convenient access to Route 10 and major highways, and association-provided exterior maintenance and snow removal. Units may be purchased furnished or delivered empty. Unit 7 is leased through March 2027, with no renewal option. Units for sale include 1, 2, 3, 6 & 7, see related ML# 24192424, 24192428, 24192430 and 24192431. HOA fees TBD.

908 S Meriden Rd Unit 2, Cheshire

4 Cherrywood Cir, Cheshire
$525,000
3 Beds ⋅ 2 Baths ⋅ 24216017 MLS
Welcome to this delightful South End Colonial offering plenty of space, comfort, and versatility! This well-maintained home boasts a modern kitchen with granite countertops and newer stainless-steel appliances. The beautiful dining room is accented by custom paneled wainscoting, while the spacious front-to-back living room offers hardwood floors and plenty of room to gather and entertain. A bonus room on the main level provides flexible space for a home office, gym, or playroom. Upstairs, the primary bedroom offers three closets and a charming built-in window seat, along with two additional bedrooms and a full bath. The finished lower level adds approximately 360 square feet of living space, perfect for a family room, recreation area, or home gym, with additional unfinished space for storage and a workshop. The propane heating system and central air conditioning condenser were replaced in 2018. Outside, enjoy a level yard, deck, patio, and storage shed, along with the convenience of a one-car garage. With its inviting living spaces, thoughtful details, and convenient location, this home has so much to offer!

4 Cherrywood Cir, Cheshire

16 Deepwood Dr, Cheshire
$465,000
3 Beds ⋅ 2 Baths ⋅ 24182948 MLS
Seller is offering first year mortgage rate buydown, currently saving $246 per month on this stunningly remodeled 3 BR, 2 bath Gambrel Cape and its spacious oversized garage! Updated from top to bottom, this is a rare move in ready gem where every detail has been done for you. Enjoy an unbeatable location near dining, shops and the 11 mile Farmington Canal Heritage Trail! The beautifully renovated exterior offers new vertical board and batten siding, a brand-new shingle roof, and a level, private backyard shaded by mature trees. The property boasts a massive garage with a spacious loft-ideal for a home studio, workshop, or gym. Step inside to find a sun-drenched floor plan showcasing gleaming hardwood floors and brand-new luxury laminate. The main level offers ultimate flexibility with a primary bedroom that can easily double as a home office. The fully renovated kitchen features sleek quartz countertops and stainless steel appliances, opening directly to a durable composite deck for seamless outdoor entertaining. The dining area is accented by beautiful, custom built-ins. This home has been upgraded for maximum efficiency and peace of mind with its new energy-efficient windows and doors, new recessed lighting, a new 100-amp electrical panel, natural gas heat, a brand-new hot water heater, city water/sewer connections and underground utilities. Enjoy a fantastic community investing $166M in top-tier education with 2 brand new elementary schools! Agent related.

16 Deepwood Dr, Cheshire

72 Quarry Village Rd Unit 72, Cheshire
$425,000
2 Beds ⋅ 3 Baths ⋅ 24214748 MLS ⋅ Quarry Village BLDG.
Step inside this stunning, fully updated end-unit condo, offering an exceptional blend of style, comfort, and modern finishes throughout! The impressive living room features soaring vaulted ceilings, a skylight that fills the space with natural light, and a beautiful wood-burning fireplace with a honed granite hearth and surround. French doors lead directly to a spacious deck overlooking the backyard, perfect for relaxing or entertaining. The fully renovated kitchen is a showstopper, featuring custom cabinetry, a center island, and gorgeous quartz countertops, flowing seamlessly into the spacious dining area. Luxury vinyl flooring extends throughout the main level, creating a warm and cohesive feel. The beautifully appointed bathrooms feature custom Birch vanities, quartz countertops, and elegant brass fixtures. Upstairs, you'll find a spacious primary bedroom with a walk-in closet, abundant natural light, and a stunning private bathroom featuring a custom vanity and oversized walk-in shower with marble surround and glass doors. The additional full bathroom is equally impressive, offering a luxurious soaking tub with marble surround and porcelain tile flooring. Luxury vinyl flooring continues throughout the second level. The large unfinished basement provides plenty of storage space and features an existing basement water management system. Additional highlights include a newer furnace, central air conditioning, and hot water heater.

72 Quarry Village Rd Unit 72, Cheshire

1016 Sperry Rd, Cheshire
$415,000
2 Beds ⋅ 1 Baths ⋅ 24212500 MLS
Welcome to 1016 Sperry Road, a charming Cheshire ranch set on approximately 1.21 acres. This inviting home features beautiful hardwood floors throughout and offers the ease of one-level living. The garage underneath provides convenient parking and additional storage space. Step outside and discover your own private backyard oasis-a wonderful setting for relaxing, entertaining, gardening, or simply enjoying the peaceful surroundings. The expansive lot offers plenty of space to create the outdoor retreat you've always envisioned. Located in desirable Cheshire, this property offers a wonderful opportunity for buyers seeking a home with character, hardwood floors, generous outdoor space, and room to make it their own. Come see the possibilities at 1016 Sperry Road!

1016 Sperry Rd, Cheshire

45 Broadview Rd, Cheshire
$389,900
2 Beds ⋅ 1 Baths ⋅ 24214222 MLS
Welcome to 45 Broadview Road, a charming ranch with easy one-level living on a level 0.48-acre lot in a convenient Cheshire neighborhood. Hardwood floors run through the main level, where the bright living/dining room centers on a brick fireplace with an insert. The updated kitchen has Corian counters, a skylight, a pantry and plenty of cabinet space. Two bedrooms, the second ideal as a home office, and a tiled full bath complete the main level, with ceiling fans throughout. Downstairs, the finished family room with a wood stove adds cozy living space, along with laundry, a workshop and abundant storage. A floored attic with pull-down stairs offers even more room. A brand-new roof is being installed in early November 2026. Other features include an attached one-car garage with an automatic opener, 200-amp electrical service, wood shingle siding, city water and sewer, oil heat, 1992 Steam Boiler and a 2012 indirect hot water heater. Outside, relax on the oversized deck with a hot tub, or enjoy the patio and gazebo. The beautifully landscaped yard is filled with unusual plants, mature trees and established gardens, and two sheds give you plenty of space for tools and equipment. This sweet, well-loved home offers character and possibilities for its next owner. It's close to Cheshire's shops, restaurants and parks, and you can walk to the Farmington Canal Heritage Trail and town. Come take a look!

45 Broadview Rd, Cheshire

374 Moss Farms Rd, Cheshire
$379,900
3 Beds ⋅ 1 Baths ⋅ 24206787 MLS
Welcome to 374 Moss Farms Rd! This adorable ranch-style home is ready to begin its next chapter. Nestled in a desirable neighborhood on over an acre of land, this charming 3-bedroom, 1-bath home offers the perfect blend of character, comfort, and opportunity. Step inside to find a cozy living room featuring a fireplace and hardwood flooring, creating a warm and inviting space to relax and gather. One of the home's true highlights is the spacious 408-square-foot four-season porch-a wonderful spot to enjoy your morning coffee. The home also offers plenty of basement storage, providing room for all your seasonal items and more. Outside, enjoy the newer paver patio, perfect for entertaining or enjoying quiet evenings, along with a 2-car detached garage offering excellent parking and additional storage or workshop potential. Major updates offer added peace of mind, with the roof, furnace, and oil tank all less than 15 years old. With its generous lot, desirable location, cozy features, and plenty of potential to make it your own, this is an opportunity you won't want to miss. Located near Cheshires newly built schools. Easy access to shopping, library and local amenities. Sold As-Is

374 Moss Farms Rd, Cheshire

50 Saint Joseph St, Cheshire
$349,999
3 Beds ⋅ 2 Baths ⋅ 24211856 MLS
Welcome to 50 Saint Joseph Street, a charming brick Cape Cod offering 3 bedrooms, 1.5 baths and 1,573 square feet of living space in a convenient Cheshire location. Classic New England character meets a comfortable, functional layout featuring a bright living room with fireplace, an open kitchen and dining area, and flexible living space across two levels. The distinctive brick exterior, mature landscaping and established residential setting give this home plenty of curb appeal. Just minutes from Cheshire's popular Route 10 corridor, enjoy convenient access to local favorites including Viron Rondo Osteria, Mercato, Butcher Bros Steakhouse, and Fuoco Apizza, along with shopping and everyday necessities. Outdoor recreation is also close by, including the Farmington Canal Heritage Trail and Cheshire's many parks and recreational amenities. In addition, convenient access to I-691 makes travel throughout central Connecticut easy. A wonderful opportunity to own a classic brick Cape and enjoy everything Cheshire has to offer.

50 Saint Joseph St, Cheshire

747 W Main St Unit H, Cheshire
$349,900
2 Beds ⋅ 2 Baths ⋅ 24217287 MLS ⋅ Hidden Pond BLDG.
Welcome to Hidden Pond, a highly desirable, secluded condominium community in Cheshire set on 17 acres! This fully renovated townhouse-style home features 2 bedrooms, 1 full bath, and 1 half bath. Truly move in ready, the home offers a spacious layout featuring an open living and dining area, a finished basement with additional storage space, and vaulted ceilings on the upper level. The kitchen flows seamlessly into the main living space, creating a welcoming setting for everyday living and entertaining. Upstairs, both bedrooms feature vaulted ceilings and walk-in closets. The finished lower level provides additional living space with a fireplace and walk-out access. Enjoy outdoor relaxation on either of the two brand-new decks overlooking Cheshire's protected wetlands. Additional highlights include a heat pump, air conditioning, an attached garage, and a dedicated driveway. Conveniently located on West Main Street, with easy access to the Farmington Canal, local shopping, dining, parks, and commuter routes. Experience comfortable townhouse living in Cheshire!

747 W Main St Unit H, Cheshire

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.

How much is your home worth?

Get instant property value now!