Refine Search
Sort by
502 Oak Ave Unit 17, 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

445 Lincoln Dr, Cheshire
$455,000
3 Beds ⋅ 1 Baths ⋅ 24203408 MLS
Welcome to 445 Lincoln Drive in Cheshire! This beautifully remodeled home offers the perfect blend of modern updates and comfortable living. Step inside to discover a bright, inviting interior featuring a renovated kitchen with stylish finishes, an updated bathroom, and thoughtful improvements throughout. The finished lower level provides valuable additional living space-perfect for a family room, home office, gym, playroom, or guest area. Whether you're entertaining friends or enjoying a quiet evening at home, this move-in-ready property offers the flexibility and comfort today's buyers are looking for. Conveniently located near shopping, restaurants, parks, and major commuter routes, this is a wonderful opportunity to enjoy all that Cheshire has to offer.

445 Lincoln Dr, Cheshire

137 Harrison Rd, Cheshire
$449,900
3 Beds ⋅ 2 Baths ⋅ 24202606 MLS
Settle right into this thoughtfully maintained Cheshire Farmhouse Cape, where classic character, smart updates, and an unexpectedly flexible layout come together on a beautiful .81-acre lot. Hardwood floors and abundant natural light carry through the main level, highlighted by a fireplaced living room, dining area, and updated kitchen with stainless appliances, generous cabinetry, and breakfast-bar seating. A first-floor bedroom, full bath, and dedicated home office with closet create valuable flexibility for guests, work-from-home needs, or single-level living. Upstairs boasts two spacious bedrooms and a second full bath. Outside, the newer wraparound front porch adds standout curb appeal, while the expansive level yard, stone patio, garage, and shed offer room to entertain, garden, play, or simply enjoy the setting. Major updates include a new roof plus new boiler, water heater, and oil tank. Enjoy all that Cheshire has to offer, including award-winning schools, the new Whole Foods Market, Route 10 shopping and restaurants, the Farmington Canal Heritage Trail, Sleeping Giant State Park, and convenient access to I-691, I-84, and the Merritt Parkway.

137 Harrison Rd, Cheshire

459 E Mitchell Ave Unit 459, 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

1251 S Main St, Cheshire
$575,000
4 Beds ⋅ 3 Baths ⋅ 24201800 MLS
Exceptional in-law potential with over 3,300 sq ft of finished interior space! Expansive and versatile home offering an ideal setup for extended living, along with numerous updates and amenities. Main level features a sun-filled living room with HW floors and large picture window, dining room with HW flooring and decorative chair rail. Very spacious eat-in kitchen features HW floors, island with cooktop, newer refrigerator and dishwasher, double oven, skylight, garden and Palladian-style window, recessed lighting, wine rack, and direct access to the deck. Primary bedroom offers hardwood flooring, a generous size closet, and private bath, plus two additional upper-level bedrooms. The sizeable lower level provides incredible flexibility with French doors leading to a sunroom/game room, pellet stove, skylights, bonus room with walk-in closet, den with brick wood-burning fireplace, bedroom, full bath, and laundry (newer washer + dryer). The separate in-law-style living area features a full kitchen, tile flooring, pellet stove, full bath, and convenient access to the two-car garage. Exterior highlights include a large, level lot, partially fenced backyard, patio, newer roof, gutters, and garage doors. Additional features include 200-amp electrical service, two pellet stoves, public water + public sewer. A unique opportunity offering space, flexibility, and exceptional potential for multigenerational living! Convenient to the new Norton Blue Ribbon School, shopping + restaurants.

1251 S Main St, Cheshire

443 E Mitchell Ave Unit 443, 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 stainless-steel appliances, tiled backsplash, crown molding, modern fixtures, new flooring, paint, a custom feature wall, and a fully refreshed kitchen and bathroom. Hardwood flooring is throughout this condo. 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 new sliders open to a back patio where you can relax with your morning coffee and watch the birds. The HOA includes heat and hot water, making this a truly affordable, and complete turnkey living within the town of Cheshire. There is easy parking and mailbox access. Just pack your suitcases and enjoy comfortable, low maintenance living in this well-kept community designed for active adults. Welcome home!!!

443 E Mitchell Ave Unit 443, Cheshire

25 Stacy Ct, Cheshire
$499,900
3 Beds ⋅ 2 Baths ⋅ 24198101 MLS
***Seller is asking for highest and best Due 12 pm on Tuesday August 18th. *** Welcome to 25 Stacy Court, a well-maintained raised ranch set on 0.92 acres in a desirable Cheshire cul-de-sac. Offered by the original owners after 55 years, this 1,905-square-foot home features three bedrooms, one full and one half baths, hardwood floors throughout the main level and plenty of indoor and outdoor living space. The living room has vaulted ceilings, a wood-burning fireplace and opens to the dining room, where a newer slider leads to the Trex deck. Three bedrooms and one full bath offering a tub, double-sink vanity and granite countertop complete the main level. Downstairs, the carpeted family room features a second wood-burning fireplace, along with a half bath, laundry area and access to the attached two-car with newer doors. Enjoy summer days around the in-ground vinyl pool with concrete surround and pool house. Additional features include a whole-house fan, gutter guards, paver side walk, and nicely landscaped yard. Valuable updates include the driveway in 2023, roof in 2014, pool liner and filter in 2016, chimney repairs and new chimney cap in 2024, boiler servicing in 2025 and a brand-new septic system in 2026. Private well, oil-fired baseboard heat and wooden shake siding. Convenient to Cheshire amenities and the new Barnum Elementary School. A wonderful opportunity to personalize a cherished one-owner home! Owner to find suitable housing.

25 Stacy Ct, Cheshire

74 Shea Cir, Cheshire
$725,000
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

48 Soderman Way Unit 48, 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

722 Allen Ave, Cheshire
$599,000
3 Beds ⋅ 2 Baths ⋅ 24191300 MLS
***PRICE REDUCTION*** Need serious garage space? This property features a brand-new commercial-sized detached garage that's ideal for collectors, mechanics, contractors, landscapers, hobbyists, or anyone looking for exceptional storage or workspace. Welcome to 722 Allen Avenue, Cheshire! This beautifully updated 3-bedroom, 2-bath ranch is set on a level 1-acre lot with public water and public sewer and offers the perfect blend of comfort, flexibility, and exceptional space. The open floor plan features a spacious living room with hardwood floors and a fireplace, a dining room with hardwood flooring, and an updated kitchen that flows seamlessly into the main living areas. The primary suite offers a cathedral ceiling, private full bath, and convenient first-floor laundry. Two additional bedrooms and a full hall bath complete the home. Additional features include a family room with access to the attached 2-car garage, a walk-up attic, and an oversized screened-in porch overlooking the private backyard. The true standout feature is the brand-new commercial-sized detached garage with electric. With updated kitchen and baths, hardwood floors, one-level living, an oversized detached garage, and a desirable Cheshire location, this unique property offers endless possibilities - must-see!

722 Allen Ave, Cheshire

88 Dundee Dr, Cheshire
$549,999
4 Beds ⋅ 3 Baths ⋅ 24189652 MLS
Welcome to this beautifully maintained Colonial, ideally situated in a sought-after neighborhood featuring underground utilities and sidewalks. From the inviting front porch to the private backyard, this home offers timeless charm and exceptional value. The first floor features gleaming hardwood floors throughout, a spacious living room with a cozy fireplace, and a formal dining room with two classic built-in corner hutches. A sliding glass door opens to a tranquil, tree-shaded patio overlooking a beautifully landscaped backyard with privacy fencing-perfect for relaxing or entertaining. Upstairs, you'll find four generously sized bedrooms, each equipped with ceiling fans. Additional updates include a roof that's only six years old, a brand-new hot water heater and furnace, plus the peace of mind of a whole-house Kohler generator for year-round comfort and security. A unique buying opportunity: This property is currently subject to an Affordable Housing Restrictive Covenant that is scheduled to expire in approximately three years. The current list price reflects the maximum allowed for a CHFA-financed purchase and CHFA buyers must meet applicable CHFA income guidelines. Other option is 80 per cent of State of CT median income guidelines. Cash buyers are also eligible to purhase property within certain income restrictions. See Attachment for Restrictive Covenant. Some notice required for showing.

88 Dundee Dr, Cheshire

41 Soderman Way Unit 41, 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

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

393 S Meriden Rd, Cheshire
$359,900
2 Beds ⋅ 2 Baths ⋅ 24186242 MLS
House in now available to be shown anytime! Discover this charming two-bedroom ranch located in the heart of Cheshire. As you step inside, you'll immediately be impressed by the hardwood floors that span the living room, family room, and both bedrooms. Beautiful built-in bookshelves and crown molding add a classic touch. The master bedroom has its own private full bathroom, ensuring convenience and privacy. On those rainy days, retreat to the enclosed, heated rear porch - a cozy spot perfect for relaxation or an extra living space. The lower level features a washer and dryer, along with ample storage space to meet all your needs. The property also offers a detached garage with an overhang. The level, open yard is perfect for both play and entertaining. Located just a short distance from the center of Cheshire, you'll enjoy easy access to top-rated schools, local shopping, and the scenic Farmington Canal Trail. This home truly offers the best of both worlds: a peaceful, private setting with convenient access to everything you need. Sold in AS IS condition.

393 S Meriden Rd, Cheshire

3 Wadsworth Ln, Cheshire
$649,000
3 Beds ⋅ 3 Baths ⋅ 24186197 MLS
NEW PRICE, GREAT VALUE!CHESHIRE CROSSING! Active adult community.Original Model home, professionally decorated and designed. All window treatments included. Spacious, stunning home in pristine condition with over 2,800 s.f. Fabulous open tiled kitchen and family room with hardwoods floor, recessed lighting and vaulted ceiling, propane fireplace. Slider to 3 season porch and trex deck. French doors to first floor office. Spacious first floor primary suite features trayed ceiling,generous walk in closet and tiled full bath with tub and separate shower. 2nd bedroom and full bath on main level. Upper level has greatroom/studio/loft with overlook to family room/kitchen below and 3rd bedroom and 3rd tiled full bath. Lower level features over 800 s.f and has playroom with laminate floor, work sink and pocket doors to close room oange, off from mechanicals and storage areas. 3 Zone heat and Central Air. Electric car charger (Tesla) in garage. NO SHOWINGS BEFORE NOON. Detached homes, 55 and over active adult community! See Listing 24178806. Updates throughout and newer appliances-washer, dryer, range, refrigerator, microwave.

3 Wadsworth Ln, Cheshire

16 Deepwood Dr, Cheshire
$475,000
3 Beds ⋅ 2 Baths ⋅ 24182948 MLS
A striking transformation awaits with this stunningly remodeled 3 BR, 2 bath Gambrel Cape and its spacious oversized garage. Completely 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 exterior makes an unforgettable first impression with its beautiful new vertical board and batten siding, 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 opening this fall! Agent related.

16 Deepwood Dr, Cheshire

3 Wadsworth Ln, Cheshire
$649,000
3 Beds ⋅ 3 Baths ⋅ 24178806 MLS ⋅ Cheshire Crossing BLDG.
NEW PRICE! Fabulous value at Cheshire Crossing. Open living room/dining room, first floor office w french doors, vaulted family room- all with gleaming hardwood floors. Wonderful active adult 55+ over community surrounded by natural woodlands and features sidewalks throughout. Original builder's Model home, with many updates from owner, including elec. car charger.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 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. 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. New washer/dryer, garage door openers. Move in ready. NO SHOWINGS BEFORE NOON.

3 Wadsworth Ln, 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

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!

140 Willow, 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.