Refine Search
Sort by
$337,500
2 Beds 1 Baths 24145526 MLS
Charming and cozy cape-style home! This delightful 1,018 sq. ft. property is situated on a peaceful .34-acre lot and boasts beautiful views of the orchard. Inside, you'll find beautiful hardwood flooring, a living room with fireplace, dining area with large picture window that allows the sunshine to stream in. There are two spacious bedrooms. Enjoy the enclosed porch overlooking magnificent grounds. Walk-up attic for convenient storage. Washer and dryer included for your convenience. generator hook-up. A one-car garage provides additional storage space, while the flat yard offers plenty of room for outdoor enjoyment. Convenient location to I-84 and I-691, as well as shopping and restaurants. This cozy gem won't last long!

379 S Meriden Rd, Cheshire

$335,000
2 Beds 3 Baths 24024103 MLS Southwick At Cheshire BLDG.
This elegant home, located in the desirable Southwick of Cheshire 55+ community, with professional beautifully landscaped grounds, serene surroundings, and perfect location is thoughtfully designed. Enter into an amazing bright and airy living room with cathedral ceilings, abundant natural light, and French doors leading to a paver patio with attractive vinyl fencing for enjoyment and privacy. White kitchen opens to living space for ease in entertaining along with separate dining room. Principal suite, your end of the day retreat, is flooded with natural light, wall of closets, full bath with double sinks, and walk-in shower. Convenient powder room completes first floor. Comfortable second level has large loft area overlooking the living room, suitable for den, office, home fitness - the possibilities are endless. Lovely second bedroom and full bath provide privacy for overnight guests. Great location, fabulous walking areas within complex, close to shopping, medical facilities and so much more. Sold As-Is.

28 Southwick Court Unit 28, Cheshire

$335,000
2 Beds 1 Baths 24011672 MLS
Welcome to this cozy ranch-style home nestled in a serene neighborhood, offering a perfect blend of comfort and convenience. This property is being sold as is, offering a unique opportunity for customization and personalization according to your vision. Two spacious bedrooms, providing ample space for rest and relaxation. One full bath, equipped with all essentials for your convenience. Enjoy a comfortable living space spread across 960 square feet, providing a cozy atmosphere for gatherings and everyday living. A functional kitchen awaits your culinary adventures, with potential for upgrades to suit your preferences. The property boasts a generous yard, perfect for outdoor activities, gardening, or simply enjoying nature. With a little TLC, this home has incredible potential to become your dream retreat or a lucrative investment opportunity. Don't miss out on the chance to transform this diamond in the rough into your ideal home. Schedule a viewing today and unlock the possibilities awaiting you!

76 Farview Dr, Cheshire

$332,000
2 Beds 3 Baths 24019013 MLS Southwick At Cheshire BLDG.
***Back on market due to previous buyers inability to close*** Move right into this highly desirable exterior unit at one of New Haven Counties most coveted 55+ communities! Featuring 2 spacious bedrooms and 2 full / 1 half bathrooms, this property has so much to offer including a private garage and gardening area. The primary level features a tiled entry foyer, half bathroom, and your primary bedroom complete with a full, private ensuite. The main level also features a generous kitchen with seamless access to a dining room highlighted by an arched opening and crown molding. Most impressive is the magnificent great room showcasing soaring ceilings and a separate entrance to a private outdoor patio. The upper level features a large 2nd bedroom complete with walk in closet, and a wonderful loft space that is perfect for a home office or hobby area. Located minutes from highways, and close to all the shopping, restaurants, banks, and medical facilities anyone could ever need. Make this lovely, well cared for house your new forever home!

61 Southwick Court Unit 61, Cheshire

$330,000
2 Beds 2 Baths 24199125 MLS Cheshire Hillside Village BLDG.
Peaceful country living in a quiet community. Well-maintained contemporary townhouse home features two spacious bedrooms, one full bath, and one half-bath, offering comfort and convenience in an attractive setting. Well designed floor plan includes a bright eat-in kitchen enhanced by updated finishes throughout the kitchen and bathrooms. Updated vinyl plank flooring and neatly painting throughout. Clean and modern feel to this unit. Private deck and yard with peaceful view. Two generously sized bedrooms located on the second floor with abundant closet space. Community amenities include a swimming pool and clubhouse. Parking includes a detached one-car garage and an additional assigned parking space, accommodating two vehicles. Complex is tucked away off main streets but offers easy access to downtown Cheshire and highways.

144 Fairway Dr Unit 144, Cheshire

$330,000
3 Beds 2 Baths 24128773 MLS Hidden Pond BLDG.
This move-in ready home offers comfort, style, and a private setting in the desirable Hidden Pond community. A beautifully updated and truly unique unit offers peace of mind with major improvements completed in 2023, including a NEW ELECTRICAL HOT WATER HEATER AND CENTRAL A/C (January 2023). The FULLY REMODELED KITCHEN (March 2023) features granite countertops, modern cabinets and newer stainless steel appliances-electric stove, refrigerator, dishwasher, and microwave-all approximately two years young. The main level showcases an open-concept layout with vaulted ceilings, a cozy fireplace, dining area, breakfast bar, and a glass door leading to a deck with tranquil wooded views, ideal for enjoying your morning coffee. In addition, an in-unit washer/dryer combo adds everyday convenience. The primary suite is a serene retreat with a NEWLY REMODELED BEDROOM AND ENSUITE BATH, featuring charming barn doors, vaulted ceilings, and private deck access-perfect for relaxing and unwinding. Upstairs, you'll find a spacious third bedroom that can be used as a guest room, work out room, home office, or storage space with a big closet and custom shelving. The possibilities are endless! Schedule your showing today!

751 W Main St Unit APT G, Cheshire

$330,000
2 Beds 1 Baths 170606451 MLS
Fully updated, adorable ranch with water views!! The home updates include: kitchen with granite countertops and stainless steel appliances, updated bath, hardwood floors are refinished, kitchen, bath and lower level have new water resistant vinyl planking floors, all new interior doors, new windows, central air, furnace, hot water tank and fresh paint! Roof 2018. The finished basement has pecky cypress walls and boasts a bar area (bar is removeable) and fireplace, great for entertaining. A bath could be added in the lower level laundry room. This home was once a 3 bedroom and can be easily converted back. No work to do, just move your things in and feel right at home! Looking for a water view? Well you will have it here as you sit on the terrace and listen to the babbling brook, just set up your grill and enjoy! Just a quick car ride to the Farmington Canal Linear Trail for walking and biking, if you are a commuter, this is a great location for access I84!

1040 Waterbury Rd, Cheshire

$330,000
2 Beds 2 Baths 24131230 MLS Currier Woods BLDG.
Nestled in the sought-after Currier Woods community, this 2 bedroom, 1.5 bath, condo offers a harmonious blend of elegance, warmth, and functionality. Step into the inviting living room, where a high vaulted tongue-and-groove ceiling creates a sense of spaciousness and is also complemented by a pellet stove for cozy charm and light hardwood floors that flow throughout the first floor. A large slider opens to a private deck surrounded by mature trees-perfect for relaxation. The remodeled kitchen showcases sophistication. Upstairs, custom built-in cabinetry in the bedrooms and full bath provides abundant storage. For convenience, the laundry room is near the bedrooms. The finished walk-out lower level offers versatile space for a home office, rec room, gym, or guest suite, and a cedar closet for added storage. Ensure peace of mind for years to come with a new roof and recently replaced hot water heater and Central AC/Heat system. Residents of Currier Woods enjoy a pool and playground, fostering a vibrant and active lifestyle. Located just minutes from the charming shops and restaurants in Cheshire's town center and the exciting new Shops at Stonebridge, this home also has easy access to 84 and 691. The brand-new Barnum Elementary School, scheduled to open in September 2026, is around the corner from the condo complex (school district to be determined by Cheshire BOE). This condo is a rare find-offering comfort and style in one of Cheshire's desirable neighborhoods

8 Currier Ct Unit 8, Cheshire

$330,000
1 Beds 2 Baths 24039997 MLS
Whether you're a Builder, Flipper or Owner-Occupant with a dream and vision, here is your opportunity to seize the moment! Flanked by a collection of much higher price point homes, 89 Corliss Ln has plenty of room for equity acceleration. Although currently occupied as a 1 bedroom, a brand new septic system was installed in 2008; including a new 1,250 gallon septic tank, making adding a 2nd or 3rd bedroom addition much more economically feasible! At being just shy of 1,600 sq feet w/ 1.86 acres, the potential for an increase in equity by adding bedrooms/sq ft is almost limitless! New Well and submersible pump 2022. New Roof 2017. Hardwood flooring in great shape. The property will be available to see this Sunday 08/18 from 12pm to 4pm.

89 Corliss Ln, Cheshire

$329,000
3 Beds 2 Baths 24003724 MLS Currier Woods BLDG.
Beautiful end-unit townhouse w 3 bedrooms, 1 full bathroom, 1 half bathroom & 1742 sq ft of living space (including 380 sq ft in the walk-out lower level). This unit has been lovingly maintained & tastefully updated by the current owner of 36 yrs. At the front entry, note the meticulous exterior landscaping highlighted by the serenity of a koi pond. Inside the newly remodeled kitchen is a chef's dream. It has many top of the line features including granite counters, breakfast bar seating, recessed & pendant lighting, Bosch dishwasher, GE Profile cooktop/double-oven & refrigerator, & new cabinets w/under cabinet lighting. There is an elegant dining room which is ideal for family dining & special celebrations. The dining area opens to the living room which is both spectacular & relaxing w a wood-burning fireplace, several levels of built-in shelving, high ceilings & sliding doors to a screened porch surrounded by nature for quiet & tranquil moments. The upper level of this townhouse has the primary bedroom (with walk-in closet), a 2nd bedroom, a shared full bathroom & laundry area. The lower level has the 3rd bedroom, an office/playroom area (w sliding doors to a deck) and a sizeable storage area in the unfinished area. Features include: heat pump & AC unit (5 yrs old), electric water heater (20 yrs old), public water, a shared septic system, a carport & 2 parking spaces. Fantastic location for commuting and shopping. Also, walking distance to the new Cheshire elementary school

5 Currier Way Unit 5, Cheshire

$328,000
3 Beds 3 Baths 24041511 MLS Currier Woods BLDG.
This charming Currier Woods townhouse, located in the highly sought-after & desirable Phase 1 section of Promontory Drive, is now available for the first time from its original owners. Situated on a peaceful cul-de-sac, this home has been lovingly maintained and allows comfort and convenience in a prime location. This townhouse features a practical layout with 3 bedrooms and 2.5 bathrooms, ideal for both daily living and entertainment. The living areas with large windows are bright and welcoming, creating a cozy atmosphere that makes you feel right at home. The well-appointed kitchen includes ample cabinet space, perfect for all your culinary needs. Enjoy the standout feature screened-in covered deck, with a welcoming breeze, serene views of lush trees and the sights and sounds of nature. This private outdoor space is perfect for relaxing with a morning coffee or hosting a small gathering, offering a peaceful retreat in every season. Additional highlights include a top floor laundry room, a partially finished walk-out basement with sliders to a patio, a covered carport with storage closet, and a beautifully landscaped yard that enhances the home's curb appeal. Located close to top-rated schools, shopping, and recreational amenities, this townhouse combines convenience with a tranquil lifestyle. Don't miss the opportunity to own a home in one of Cheshire's most desirable neighborhoods. Schedule your private viewing today!

15 Promontory Dr Unit 15, Cheshire

$326,000
3 Beds 3 Baths 24078451 MLS Currier Woods BLDG.
Welcome to 13 Currier Place located in the desirable Currier Woods Condo Complex. Boasting over 2000 sqft of usable space, this recently updated 3bed/3.5bath end unit will not last long on the market. Making your way inside you are greeted by a large open floorplan on the main level perfect for entertaining or relaxing. The remodeled kitchen has ample counter space, newer appliances, and a breakfast nook perfect for a quick meal or a relaxing dinner. The oversized living room boasts access to one of the 2 decks attached to this unit and has a beautiful fireplace that helps to heat the entire main level. The dining area separates the kitchen and the living room and has beautiful hardwood floors and access to the 2nd deck area which is perfect for entertaining. The upper level of the home houses 3 ample sized bedrooms, and 2 full bathrooms. The primary has a generously sized walk-in closet, a large full bath, and a beautiful view of the woodlands behind the unit. You will also see the washer/dryer conveniently located outside of the primary bedroom for ease of use. Continuing to the finished lower level of the home you will find a huge den/family room that can be used as an office, bedroom, gym, and more. The lower level also boasts a full bathroom, making this space extremely versatile. Dont wait book your showing today!!

13 Currier Pl Unit 13, Cheshire

$325,000
2 Beds 2 Baths 24180577 MLS Country Village BLDG.
Enjoy peaceful country living in this charming upscale European contemporary townhouse. This well-maintained home features two spacious bedrooms, one full bath, and one half bath, offering comfort and convenience in an attractive setting. The thoughtfully designed floor plan includes a separate laundry and utility area, while the bright eat-in kitchen is equipped with newer stainless-steel appliances and enhanced by updated finishes throughout the kitchen and bathrooms. An atrium door leads to a private deck and yard, creating the perfect space for outdoor relaxation, gardening, or entertaining guests. Upstairs, you'll find generously sized bedrooms with abundant closet space to meet all your storage needs. Residents enjoy access to excellent community amenities, including a swimming pool and clubhouse, making summer living especially enjoyable. All appliances are included (see listing sheet for details). Parking is effortless with a detached one-car garage and an additional assigned parking space, accommodating two vehicles. This special property combines style, comfort, and convenience in a desirable setting. Don't miss this opportunity-schedule your showing today!

109 Greens Loop, Unit 109, Cheshire

$325,000
3 Beds 1 Baths 24110368 MLS
Welcome to 114 E. Mitchell Avenue - a charming 3-bedroom, 1-bath home tucked away from the main road in one of Cheshire's most desirable neighborhoods. This cozy retreat strikes the perfect balance of privacy, natural beauty, and community charm, making it an ideal home for families, pet lovers, or anyone seeking a peaceful lifestyle with nearby amenities. Inside, you'll find a bright living space and an updated kitchen featuring new appliances, refreshed backsplash, and flooring (2022), painted in 2022 and freshly updated in 2025. A main-level bedroom provides added flexibility and convenience, while upstairs offers two more bedrooms, including a spacious primary suite, and a shared full bath. Step outside to enjoy your inviting front porch or unwind on the deck overlooking a serene brook and lush, wooded backdrop. The soothing sounds of nature create a relaxing atmosphere-perfect for morning coffee or peaceful evenings. Set in a partially secluded location, this home offers a sense of calm while still being just minutes from top-rated schools, parks, shopping, and local events. Cheshire's renowned school system and welcoming community make this location even more desirable. Whether you're relaxing on the porch, entertaining on the deck, or exploring nature with kids or pets, this home offers comfort, character, and an unbeatable location. Don't miss your chance to make this tranquil Cheshire gem your next home!

114 E Mitchell Ave, Cheshire

$325,000
2 Beds 1 Baths 24077881 MLS
Welcome to 36 Mayview Avenue - a charming ranch-style bungalow nestled in a quiet Cheshire neighborhood that makes commuting a breeze with easy access to I-84 and I-691. This 2-bedroom, 1-bath home packs thoughtful updates and cozy vibes into a smart 936-square-foot layout. Step inside to a light-filled living and dining room combo, with warm hardwood floors underfoot & sleek recessed lighting above. The eat-in kitchen features stainless steel appliances, tile flooring, and classic cabinetry with tons of storage. Just off the kitchen, a screened-in porch adds a relaxing retreat with views of the private front yard perfect for your morning coffee or winding down in the evenings. Both bedrooms Have hardwood flooring and ample natural light. The bathroom was updated with stylish finishes and a clean, modern design. Downstairs, the walk-out lower level offers untapped potential- Laundry is located here, use it for storage, a workshop, Gym, or finish it off for even more living space. Major systems are up to date: a new hot water heater (2018), a new propane furnace & central air system (2021), plus brand-new gutters (2024). The home is connected to the city sewer & operates on well water. The exterior offers a spacious side yard lined with trees and just enough privacy, whether you're gardening or grilling. Whether you're looking for a smart first home, a downsize, or a weekend escape in Cheshire, this cozy spot checks all the boxes. Subject to finding suitable housing.

36 Mayview Ave, Cheshire

$325,000
2 Beds 2 Baths 24006429 MLS Old Towne BLDG.
Welcome home to 64 Old Towne Road. Located In the heart of Cheshire, nestled within the Old Towne Condo Complex, lies a desired ranch-style unit. Owned and cherished by the original owner, this home is a testament to love and meticulous care. This 2-bedroom, 2 full bath ranch is freshly painted with newer carpeting. The eat-in kitchen is ready for your personal touches. A large living room, with vaulted ceilings and a wood-burning fireplace crackles with warmth! French doors lead you to the back trex deck with peace and privacy. Adjacent to the living area, the dining room, adorned with a bay window, is just steps from the kitchen. The primary bedroom has nice closet space and full bath with shower. The second bedroom, currently used as a den offers wall to wall carpeting and nice closet space. A second full bath is close by. The unfinished lower level, has a laundry area, work shop and lots of storage, could be finished for additional space. Natural gas Furnace (2016). Central Air, city water, city sewer. Old Towne Complex offers an inground pool and Pool house, Come see what Cheshire is all about. Easy commute to New Haven and Hartford. Walk to shops and restaurants, parks.

64 Old Towne Road Unit 64, Cheshire

$325,000
3 Beds 1 Baths 24046330 MLS
Welcome to this three-bedroom, one-bathroom home, a diamond in the rough that's ready for your personal touch. A little bit of love can restore this home to its full potential. Just two steps down from the open living space is an additional room with versatility to be whatever you need it to be, family room, office or even converted to an additional bedroom, with a slider door out to the three-season patio. The home sits on a level lot just over half an acre with a spacious backyard, perfect for entertaining space or outdoor activities, the possibilities are endless. The hardwood floors are waiting for you to refinish and bring them back to life. Make sure to check out the partial bath in the kitchen. Don't miss out on this fantastic opportunity to own a home in Cheshire that just needs some finishing touches to shine! Windows and siding done 2014, new oil tank in 2015. Hooked up to city water and sewer. Sold AS IS. Agent Related.

7 Brubaker Rd, Cheshire

$321,000
2 Beds 2 Baths 24095920 MLS Country Village BLDG.
Welcome to this beautifully updated 2-bedroom end-unit condo located in one of Cheshire's most desirable communities. Bathed in natural light, this home features bright hardwood flooring throughout the main and upper levels, creating a warm and inviting atmosphere. The spacious, fully finished basement offers additional living space-perfect for a home office, media room, or guest suite. Enjoy the convenience of a detached 1-car garage, an assigned parking spot, and ample guest parking located directly in front of the unit. Situated in a meticulously maintained complex that offers a wealth of amenities, including a tennis court, clubhouse, pool, and more-this home blends comfort, style, and lifestyle perks in one exceptional package. Don't miss your chance to own this move-in ready gem in a prime location!

212 Greens Loop, Unit 212, Cheshire

$320,000
2 Beds 1 Baths 24154786 MLS
Welcome to this charming ranch style single family home, thoughtfully updated and conveniently located just minutes from I84 and Route 8, with easy access to the Merritt Parkway and I91 for an easy commute. From the moment you walk in, you will appreciate the bright and refreshed feel throughout. The kitchen has been updated with quartz countertops, stainless steel appliances, and brand new flooring, offering a clean and functional space for everyday living and entertaining. The bathroom has been renovated with the same modern finishes, creating a cohesive look throughout the home. The single level layout makes for comfortable and practical living, whether you are purchasing your first home or looking to downsize without sacrificing quality. Outside, the long driveway provides plenty of off street parking, and the spacious basement offers excellent storage with potential for future use. A well maintained home in a highly convenient location, ready for its next chapter. That next chapter is yours.

34 Lakeview Ave, Cheshire

$320,000
2 Beds 2 Baths 24135648 MLS Country Village BLDG.
Welcome to this well-maintained end-unit condo located in a beautiful community. The main level features a large living room, recently updated eat-in kitchen equipped with stainless steel appliances, granite countertops, and a half bath. Upstairs you'll find two spacious bedrooms and an updated full bath. The home features hardwood floors throughout. Step outside to your private rear deck overlooking peaceful wooded views, perfect for outdoor dining or relaxation. Fully finished basement provides additional living space, ideal for a home office, media room, or guest suite. This unit also includes a garage and new boiler. Enjoy the community's amenities, including a clubhouse, swimming pool, and basketball court. Don't miss out on this turnkey opportunity!

315 Greens Loop, Unit 315, Cheshire

$320,000
3 Beds 2 Baths 170603550 MLS
Experience the ease of one-floor living in this charming ranch-style home. A formal living room welcomes you with its inviting fireplace and a spacious, sun-drenched dining room, providing the perfect setting for gatherings. Hardwood flooring graces every room, enhancing the warmth and character of this home. The kitchen is both practical and efficient, featuring a pantry for your storage needs. The primary bedroom offers the luxury of an ensuite full bathroom, and a cedar closet on the main floor adds convenience to your daily routine. The lower-level family room boasts its own fireplace. A sunroom off of the kitchen provides a serene retreat for enjoying the picturesque, level lot that surrounds the property. Newer oil tank, public water. Being sold in 'as-is' condition, offering a unique opportunity for you to make it your own. Don't miss the chance to call this delightful ranch yours!

248 Mountain Rd, 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.