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$650,000
5 Beds ⋅ 3 Baths ⋅ 170584948 MLS
Stately colonial nestled on a beautiful 1.9-acre yard. Located on a street with higher end homes. Gourmet kitchen with granite counters, under cabinet lighting, breakfast bar, subzero refrigerator, double Decor ovens. Kitchen opens up to large eating area that overlooks deck with a stylish Pergola. Family room with a wood burning brick fireplace and log storage. Formal dining room with marble floors and built-ins. Bright step-down formal living room with cathedral ceiling and skylights. Convenient first floor laundry room. Five very spacious bedrooms. Primary bedroom with large California type closets and a deluxe primary bathroom. Lower level is finished and makes the perfect playroom or home office. Gardeners will enjoy the heated greenhouse right off the deck/garage. Heated inground pool (has not been opened for a few years) with utility shed. Roof approx. 2007, Furnace - approx. 2014, Central air conditioning - approx. 2013. House needs TLC and is being sold in "AS IS" condition.

725 Reservoir Rd, Cheshire
$650,000
3 Beds ⋅ 3 Baths ⋅ 24079304 MLS
Welcome to 410 Spring St in Cheshire, a move-in ready 3-bedroom, 2.5-bath colonial with almost 2200 sq. ft. of living space on 0.60 acres in a prime location. Step inside to a bright two-story foyer that creates a welcoming entrance. The spacious kitchen features stainless steel appliances, granite countertops, and plenty of cabinet space. A formal dining room provides plenty of space for hosting meals. The living / family room is the heart of the home, featuring cathedral ceilings, a fireplace, and plenty of space to relax and entertain. A first-floor office/bonus room offers flexibility as a fourth bedroom if needed. Upstairs, the primary suite includes a walk-in closet and a private full bath, along with two additional bedrooms and another full bath. Step out from the kitchen dinette area onto a deck overlooking a large backyard designed for both fun and relaxation. A custom stone patio creates the perfect space for outdoor dining or entertaining. This home has been updated with bathroom renovations (suite bath in 2018, upstairs bath in 2021, first-floor bath in 2025) and mechanical upgrades, including a new AC and boiler in 2021. The attached two-car garage adds extra convenience and storage. All this, within walking distance to Cheshire's town center, schools, the Farmington Canal Heritage Trail, restaurants, and shops - plus easy access to major highways. A must-see!

410 Spring St, Cheshire
$647,250
4 Beds ⋅ 3 Baths ⋅ 24139975 MLS
Newly built in 2017, this home is a lifestyle that starts with it's amazing location to the revitalized West Main Street and the center of town. The Farmington Canal Trail is moments away and sunsets looking over the mountains aren't to be missed. This home has a great open floor plan with a convenient and discrete mud-room, hardwood throughout and 4 spacious bedrooms. Whether you enjoy taking in the beautiful canal trail, exploring nearby shops and cafes, or simply relaxing in a beautifully appointed home, this property and neighborhood offer the perfect combination of location and comfort.

48 Willow St, Cheshire
$646,500
4 Beds ⋅ 3 Baths ⋅ 24126484 MLS
Freshly Painted, Brand New Carpets and updated lighting Move-In Ready! Welcome to this beautiful Cheshire colonial home, tucked away on a quiet cul-de-sac in one of the most welcoming neighborhoods in town! This charming property boasts four spacious bedrooms and 2.5 bathrooms, providing plenty of room for your family to grow and enjoy. Step inside to find a gorgeous, updated gourmet kitchen complete with sleek stainless steel appliances, a farmhouse sink, stunning quartz countertops, and custom cabinetry that makes cooking a breeze. The bright and airy sunroom is the perfect spot to relax, and it opens up to an oversized deck that overlooks a fabulous backyard-complete with an inground pool, ideal for hosting gatherings or simply unwinding in style. The owners have carefully maintained the home and recently invested $71K in brand-new Andersen windows, making this home even more energy-efficient and comfortable. With so many updates and thoughtful touches, this home is truly move-in ready and waiting for you to make it your own. Don't miss out-schedule your showing today and make this dream home yours!

25 Goldenrod Ct, Cheshire
$645,000
4 Beds ⋅ 3 Baths ⋅ 170583434 MLS
Beautifully maintained 4 bedroom, 2.5 bath Colonial on cul-de-sac located in sought after Sorghum Mill neighborhood! This home has everything today's buyers are looking for. The spacious eat-in kitchen boasts stainless steel appliances, double ovens, Corian countertops, cooktop, built-in desk, pantry, an abundance of counter space and an amazing window seat perfect for enjoying your morning coffee or reading a book. This kitchen is meant for entertaining! Formal living room w/ fireplace, family room w/ fireplace and sliders that lead to the the deck. Off the family room is the sunroom with sliders that also lead to the deck overlooking a beautiful manicured private backyard providing ideal space for entertaining guests or simply just relaxing in the sunshine. Upstairs is a spacious Primary Suite with hardwood floors and a beautiful sitting room offering privacy and comfort. The updated Primary Bath adds a touch of luxury to your daily routine. The 3 additional bedrooms and full bath complete the 2nd floor. The lower level can be used as a rec/playroom or office. There is plenty of storage space in the unfinished section. This house sits on a professionally landscaped yard w/ private back yard. Plenty of space for outdoor play and entertaining. Nearby amenities include parks ,schools, shopping centers and restaurants. New Anderson windows family room, living room, and dining room (2018), hot water heater (2019). Hardwood underneath all carpet upstairs. City water, City sewer.

225 Nutmeg Pl, Cheshire
$645,000
4 Beds ⋅ 3 Baths ⋅ 24062418 MLS
Nestled in Cheshire's desirable north end, this meticulously maintained colonial sits on nearly an acre, offering privacy & space. A beautiful stone wall lines the driveway, enhancing the curb appeal. Inside, the home blends charm & modern upgrades. Gleaming hardwood floors flow throughout, with natural light flooding the space. The formal living room is perfect for entertaining, while the elegant dining room with glass French doors connects to the updated eat-in kitchen featuring granite countertops, decorative backsplash, newer flooring, modern appliances, soft-close cabinets & pantry. Includes a newer dishwasher & microwave. The spacious family room has a cathedral ceiling, skylights, & a cozy brick wood-burning fireplace, creating a warm & inviting atmosphere. This opens to a stunning three-season room with cedar ceiling, terra-cotta tile style flooring, & double ceiling fans, offering tranquil views of the private deck & backyard. A first-floor laundry room adds convenience. The primary bedroom suite offers a walk-in closet & a remodeled bathroom with granite vanity, newer fixtures, & tiled shower with newer glass door. Three additional generous bedrooms complete the home. Freshly painted exterior, Roof-2013 (with warranty), Furnace-2012, public water, & state-of-the-art alarm system connected to fire & police. Prime location with proximity to Copper Valley Club, I-691 & the upcoming Shops of Cheshire. This home is a truly must-see!

1352 Wolf Hill Rd, Cheshire
$645,000
4 Beds ⋅ 3 Baths ⋅ 24035778 MLS
Welcome to this meticulously maintained, 4 bedroom, 2.5 bathroom, 2091 sq ft colonial home, situated on a 1.1 acre parcel. The main floor has a large eat-in kitchen which extends through sliding glass doors into a 3 season sunporch, overlooking a paver patio and large, private, level rear grass yard. Continuing on the main floor, there is a separate dining room, front facing living room, a half bathroom and a family room with a real wood burning fireplace. Up on the second level, there is a spacious primary bedroom with closet and an ensuite private full bath with a tiled shower stall. Rounding out the second level are 3 additional bedrooms and a centrally located full bathroom with a tub & shower. Going down to the unfinished basement, you will find all of the utilities, a workshop and plenty of room for storage or let your imagination run wild with options to finish off the space. Boasting hardwood flooring throughout, except for tile in kitchen and bathrooms, the entire house has undergone major remodeling, improvements & upgrades during the last 7 years. A complete list can be found on the Improvements Page under the documents tab. If you are looking for your private oasis on a conveniently located cul-de-sac, look no further. Today is the day to make this property your own before it is GONE!

35 River View Ct, Cheshire
$642,000
4 Beds ⋅ 4 Baths ⋅ 24078939 MLS
Beautiful younger colonial at the end of a private cul de sac nestled on almost 1 acre. Kitchen with island, granite countertops and SS appliances and opens into a large dining room and slider to deck. Spacious living room with propane fireplace. First floor bedroom can easily go back to dining room. Upstairs, the primary bedroom has walk-in closets and primary bath. Two other spacious bedrooms with large closets and a hallway closet which is also the upper laundry. Walkout finished lower level has slider to a private patio with a family room and the 4th bedroom with it's own full bath with laundry which makes it great as an in-law space. There's a large, lush yard with fruit trees, grape arbors and garden. Summer fun begins in the 15' x 30' above-ground pool with decking. Home is wired for generator, generator included. Great curb appeal with 2 car garage and ample parking. Central air, gas heat, city water and sewer.

1282 Summit Rd, Cheshire
$641,000
3 Beds ⋅ 3 Baths ⋅ 170585365 MLS
If you want something that nobody else has, this unique and custom, old English inspired tudor/ranch style home might be just the ticket! Park-like grounds on cul-de-sac with mature trees, privately tucked away on almost 2 acres of level land. Current owner has invested $175k+ over the last few years, highlights include a full house generator, kitchen island/cabinetry and a partially finished lower level to name just a few (please ask for full list of upgrades). Stunning cathedral ceilings with complimentary skylights in almost every room feel rich and grand. Open concept dining/living plus his & hers home offices and octagon hallway. Primary suite offers a fireplace, full bath spa and walk-in closet/laundry area for true one level living.

711 Andrea Ct, Cheshire
$640,000
4 Beds ⋅ 3 Baths ⋅ 24084296 MLS
Welcome to this beautifully maintained 4-bedroom Colonial, perfectly nestled on over 3 acres in a serene cul-de-sac setting. A dramatic two-story foyer sets the tone for a home that blends comfort, style, and thoughtful design. The warm, inviting living room with custom built-ins connects seamlessly to the family room via a stunning two-sided wood-burning fireplace-ideal for entertaining or relaxing on cozy evenings. The spacious eat-in kitchen features an island, a charming breakfast nook, and newer 2-year-old appliances. Step outside to a sprawling IPE wood deck with glass railings, perfect for summer gatherings, grilling, or quiet mornings with coffee. A formal dining room and a convenient half bath/laundry combo complete the main level. Upstairs, the expansive primary suite offers a large walk-in closet and a private ensuite bath with double vanities. Three additional bedrooms provide ample space, including one oversized room with 300+ square feet-perfect for guests, a playroom, or a home office. Additional highlights include New Furnace (2021), a large basement with both finished space and abundant storage, a generator hookup, EV charger, and a sizable storage shed. Freshly painted and move-in ready, this home is a rare find offering space, privacy, and modern convenience-all in a peaceful and sought-after neighborhood.

40 Nathan Hale Ct, Cheshire
$640,000
3 Beds ⋅ 3 Baths ⋅ 24056239 MLS
Welcome to the epitome of comfort and convenience in a highly sought-after 55+ community! This stunning freestanding home is the perfect blend of luxury, comfort, and convenience, designed to meet the needs of discerning homeowners. Step inside to an expansive open floor plan that seamlessly connects the main living areas. The formal dining room is perfect for entertaining, featuring a convenient butler's pantry that leads into an oversized, chef-inspired kitchen. Here, you'll find beautiful granite countertops, a center island for meal prep, ample space for a dining table, and sliders that open to a private deck-ideal for morning coffee or evening relaxation. The living room exudes warmth and comfort with its spacious layout and cozy gas log fireplace, perfect for gathering with friends and family. The first-floor primary bedroom is a true retreat, complete with two generous walk-in closets and an en-suite full bathroom, providing the ultimate in privacy and convenience. Additional first-floor highlights include a versatile den/bedroom, a half bath, a dedicated laundry room for effortless single-level living and easy access directly into the home from the two-car attached garage.

2 Stonegate Cir, Cheshire
$640,000
4 Beds ⋅ 4 Baths ⋅ 170587157 MLS
Come see 427 Mixville Road in Cheshire - it has so much to offer! The home is a very well-built contemporary Colonial with an extensive use of wood and stone that gives it a very warm, rustic and inviting feel. The cathedral ceilings and open floor plan make it feel very spacious, perfect for family and entertaining. Any chef will adore the oversized kitchen! Upstairs are three well-sized bedrooms, each with ample closets, and the primary bedroom has its own full bathroom. The lower level is nearly fully finished, and there's a pellet stove and so adds significant additional living space, including the 4th bedroom. The property itself is truly very special. It's quiet and private, has a heated above-ground pool, and is large enough to accommodates so many outdoor activities. Not many homes have a pond and the Ten Mile River runs through your backyard, but this one does. Also, not many homes have the enormous (48'x30') metal garage that is a mechanic's or an artists' dream that this one does. 220V service, car lift, cold water running to it, oil heat, and a dry well for bathroom expansion, this really a unique and an exceptional space. The home is in very good mechanical and structural condition, and operates on town water and sewer, so it makes for turnkey maintenance. Call today to schedule your own private showing - you will love it!

427 Mixville Rd, Cheshire
$640,000
4 Beds ⋅ 3 Baths ⋅ 24098903 MLS
Welcome to this beautifully maintained 4-bedroom Colonial nestled on a peaceful cul-de-sac. Set on a generous lot with a large, private backyard - perfect for outdoor entertaining and play - this home offers space, comfort and style. Step inside to find a thoughtfully renovated kitchen featuring modern finishes, updated appliances, and ample cabinet space. The main level boasts a traditional layout with spacious living and dining areas, while the partially finished lower level provides versatile space for a home office, gym, or recreation room. Don't miss the opportunity to own this move-in-ready gem in a desirable location!

5 Smith Pl, Cheshire
$640,000
3 Beds ⋅ 3 Baths ⋅ 24099652 MLS ⋅ Cheshire Crossing BLDG.
Exceptional offering at CHESHIRE CROSSING - an active adult community in private setting. This free standing Laurel model home is in exceptional condition and boasts 2,626 sf. Home boasts a first floor primary suite, office and laundry.This beautiful home features a two story entry foyer, 9' ceilings, beautiful hardwood floors and office with cathedral ceiling, transom window and french door. Architectural detail throughout. Gleaming hardwood floors and crown molding. Flexible, open floor plan has two story family room with propane fireplace and open to the large kitchen offering SS appliances, granite counters and breakfast area featuring slider to deck. Open living room and dining room separated by columns and feature crown molding. The first floor primary suite with triple windows has remodeled bathroom - large tiled shower, built-in vanity table, double sinks w/Silestone counters and customized walkin closet. Remodeled guest bath features custom designed vanity. Main level laundry has cabinetry, utility sink, 2 closets and custom built-ins. 2nd floor offers two spacious bedrooms, loft and full tiled bath. Auto garage opener. All drapes/shades/light fixtures included. Generac generator. Unfinished walkout basement offers additional living space if needed. Large deck overlooks tranquil setting and sunsets. Great private location with good highway access to CT-15/I91.

111 Thorn Hollow Rd, Cheshire
$638,000
3 Beds ⋅ 3 Baths ⋅ 24174813 MLS
Highest and Best Tuesday, 5/19/26 by noon please. Welcome to this exceptional home, thoughtfully designed for easy one-level living and built with quality craftsmanship throughout. A charming covered front porch creates a warm first impression and sets the tone for the inviting interior beyond. The bright and airy updated kitchen features a marble-top island with seating for 4, quartz countertops, & subway tile backsplash. This open floor plan flows seamlessly into both the formal dining room and stunning great room with wet bar, soaring ceilings, statement lighting, expansive skylight, and a dramatic two-sided, stone fireplace. Sliders to a bright three-season sunroom that overlooks the professionally landscaped, private and partially fenced backyard. A spacious front living room offers more room for gathering with vaulted ceilings and a pretty bay window. The main level is further complemented by a generous laundry/mudroom with a convenient half bath, connecting the garage, the kitchen, and the yard. The luxurious primary suite features a walk-in closet, spa-like bath with a porcelain tile shower and standalone soaking tub, plus newer French doors leading to a peaceful patio and newer high end hot tub. Centrally located in Cheshire's Honey Pot Glen neighborhood, this truly special home is one of a kind and move in ready.

76 Glenbrook Dr, Cheshire
$638,000
4 Beds ⋅ 3 Baths ⋅ 170588462 MLS
New Price for this traditional colonial style home with 9' ceilings that is beautifully set on a 1 acre private level lot. Built in 2002, this home welcomes you in from the moment you arrive with its well manicured front lawn and inviting entryway. The main level offers a fully equipped kitchen with center island, recessed lighting, hardwood flooring and sliders to the newer back patio making this the optimal set up for indoor/outdoor entertaining with ease. The traditional dining room/living room combo easily transitions from the kitchen or head to the very spacious family room with woodburning fireplace for those cozy movie/game nights. Wow! A dedicated laundry room can also be found on this level. The upper level boasts an expansive primary bedroom ensuite with sizable walk in closet. 3 other spacious bedrooms offering great closet space are also located on the upper level. In the lower level you'll find approximately 500 sf of living space with new carpet and built in shelves. This home is sure to please and Talmadge Road is centrally located in the town of Cheshire making this location ideal for shopping, dining and highway access for those who commute .

132 Talmadge Rd, Cheshire
$636,000
3 Beds ⋅ 3 Baths ⋅ 24043460 MLS
Discover contemporary elegance in this stunning colonial home, perfectly situated on a serene cul-de-sac street. Step through the covered front porch into the generously sized foyer with hardwood flooring. Take one step up into the sun-drenched vaulted living room, opening seamlessly into a formal dining area with a slider to a private deck; the perfect place to enjoy your morning coffee. The vaulted kitchen features hardwood floors, tiled backsplash, pantry, and a bright, window-filled eating area with ceiling fan. First floor office situated in rear of house is well-suited for those who work from home. A spacious family room with a wet bar, stone fireplace, and slider opens to a three-tiered deck - ideal for entertaining. Among the many rooms in this home is a versatile den that can easily serve as a first-floor bedroom. The guest bathroom includes a modern vanity with laundry room. The upper level boasts a primary suite with dual closets and a remodeled bathroom; a spacious second guestroom and a third guestroom with a convenient built-in. The main bath is beautifully updated with double sinks. The finished lower level includes a recreation room, two more potential guest rooms, and a full bath. Outside, enjoy the two decks, a patio perfect for grilling, and the professionally landscaped grounds. Irrigation system included. Furnace - 7 years, driveway - 2 years. Tastefully decorated throughout, this home offers modern comforts and stylish living in a prime location.

945 Knollwood Cir, Cheshire
$635,000
4 Beds ⋅ 3 Baths ⋅ 24072836 MLS
Sellers requesting offers kindly sent in by 10 am Monday March 3rd. Welcome to 376 Sir Walter Drive - a beautifully updated 4-bedroom, 2.1-bathroom colonial is move-in ready and waiting for you! You'll enjoy a remodeled kitchen with granite countertops, stainless steel appliances and an open floor plan. This home is perfect for both everyday living & entertaining for life's special moments. The gleaming hardwood floors flow throughout, adding warmth and elegance. Major updates provide peace of mind including a new primary bathroom, newer central air, propane gas furnace, well pump, engineered septic system, roof & windows. Step outside to a sprawling yard backing up to serene woodlands, offering privacy and a picturesque setting for outdoor relaxation. Located in the charming town of Cheshire, CT, this home is close to award-winning schools, scenic walking trails, parks, and a vibrant town center filled with local shops, dining, and easy commuter access to major highways. Cheshire's growing community is an ideal setting to create a home of your dreams and a place where memories will last a lifetime. With a perfect blend of modern updates and classic New England charm, this home is a must-see!

376 Sir Walter Dr, Cheshire
$635,000
5 Beds ⋅ 3 Baths ⋅ 24015385 MLS
There is such a thing as a perfect setting, and it's right here waiting! Hard to find 4/5 Bedroom classic colonial set on a picturesque private cul-de-sac! This beautiful home sits on a spacious acre of land in one of Cheshires most desirable neighborhoods, affording quiet and tranquility, yet close to shopping, dining, and easy commuting. Walk up the bluestone steps, under the portico and through the front door and be greeted by gleaming hardwood floors, open foyer and wide staircase. To the right, a bright front to back living room with center wood burning fireplace allows for a wonderful gathering space and to the left is the large formal dining room with beautiful chair rail shadow box molding. Walk through to the kitchen which opens to a large dining area while overlooking the new deck and fenced in backyard. Past the kitchen, there is even more to explore with a private office/study, which could double as a main level 5th bedroom, beautifully updated powder room and large family room with an additional fireplace, the perfect retreat after a long day! Upstairs is a large primary bedroom suite with double closets, and 3 additional generous bedrooms. The main bath has been renovated with beautiful custom subway tile and stylish accents. This home, this setting, this location, you won't find it again!

434 Wexford Pl, Cheshire
$634,000
2 Beds ⋅ 2 Baths ⋅ 24176619 MLS ⋅ Cheshire Crossing BLDG.
Desirable Redbridge model in Cheshire Crossing set on a premium lot with wooded rear exposure! Beautifully maintained home offers an open-concept layout with vaulted ceilings, HW flooring, recessed lighting, and abundant natural light. The eat-in kitchen features granite countertops, stainless steel appliances including double wall ovens, cooktop, refrigerator, tile backsplash, and slider to Trex deck overlooking the private rear yard. Spacious dining/family room includes a gas fireplace and additional windows for enhanced natural light. Flexible living/dining space showcases tray ceiling, moldings, and architectural columns. Private office/sitting room with French doors and hardwood flooring. Bright guest bedroom with large closet. Spacious primary suite offers tray ceiling, hardwood floors, and recessed lighting. Primary bath includes very large walk-in closet, double sinks, soaking tub, and updated separate shower system. Full walk-out basement with slider and window provides excellent storage and future finishing potential. Major updates include GAF Timberline roof with lifetime warranty (2025), Marvin front windows (2024), driveway (2023), Haas garage doors and Lift Master smart openers (2024), hot water heater (2018), and whole-house surge protector. Steel beam construction and notably dry basement. Well-managed HOA with lower monthly fee of $387 includes lawn care, irrigation, snow removal, seasonal landscaping, and trash pickup.

115 Thorn Hollow Rd, Cheshire
$631,000
4 Beds ⋅ 2 Baths ⋅ 24157063 MLS
***Multiple Offers***Highest and best by 4pm Saturday (3/21). This beautifully remodeled four bedroom ranch offers a versatile floor plan with the ease of comfortable one-level living. The updated kitchen is thoughtfully designed with upgraded cabinetry, a center island, granite countertops, and stainless steel appliances. It is open to the family room with a large bay window creating an ideal space for both everyday living and entertaining. The inviting living room features a cozy wood-burning fireplace and flows seamlessly into the dining area with sliders that open to an oversized TimberTech deck, perfect for relaxing or hosting guests. A practical mudroom with built-in cubbies off the garage provides convenient drop zone and has additional access to the deck and backyard. Hardwood floors extend throughout the home, including all four bedrooms. The spacious primary suite offers a large walk-in closet with a beautiful built-in closet system and a remodeled private full bath. Outside, the level backyard is fully fenced, offering privacy and space to enjoy the outdoors. Ideally located within walking distance to the Farmington Linear Trail and just minutes from shopping, dining, and commuter routes. City water and natural gas, this low-maintenance home offers true one-level living and is completely move-in ready!

194 Robin Ln, Cheshire
$630,900
4 Beds ⋅ 2 Baths ⋅ 24054978 MLS
Welcome to this charming circa 1920 colonial-style home in the highly desirable town of Cheshire, CT. This classic property blends old-world charm with modern conveniences. Upon arrival, you'll be greeted by the stately "porte-cochere" (now known as a carport) with its stone pillars. The spacious, updated eat-in kitchen easily accommodates a full-size table and chairs. French doors from the open-concept living room and dining area lead to a large inviting screened-in porch that overlooks the level backyard complete with a patio and numerous plantings. The backyard also features a garage with custom-built doors and a recently constructed shed. The main floor also includes a sunroom and an updated half bath with a built-in cabinet and shelving. Upstairs, you'll find four bedrooms and an updated full bath complete with a soaking tub and separate stand-up shower. Over the past three years, the home has undergone numerous upgrades, including a completely new HVAC system with gas furnaces and central air, a new water heater, 200-amp electrical service, refinished hardwood floors (excluding bedrooms), new carpeting in the sunroom, fresh interior paint throughout (including the kitchen cabinets), new quartz countertops in the kitchen, updated bathrooms, a new roof over the front vestibule and carport, and much more. Don't miss your chance to view this beautiful home, it won't disappoint!

65 Cherry St, Cheshire
$630,000
4 Beds ⋅ 3 Baths ⋅ 24027979 MLS
For the first time in 27 years, this dynamic and expansive Cape-style home is available in the heart of a well-established cul-de-sac in Cheshire, CT. The 4 bedroom, 2.5 bath - and exquisitely maintained - residence offers 2,200 square feet of living space above grade, ideal for family living. Upon entering, you'll be greeted by the incandescence of refinished hardwood floors spanning the entire first level. The spacious living room is most inviting with its cozy gas fireplace, perfect for supplemental heat during the colder months. The kitchen features elegant brown cabinets and complementary earth-tone granite countertops, creating a warm and inviting space for both quick meals and casual work sessions. The eat-in kitchen area overlooks the capacious back deck and yard, enhancing both the charm and practicality of this home. Convenience is key with a first-floor primary suite that includes a walk-in closet and an En Suite bath, making it versatile at any stage of life. What's more, the first floor also features a laundry and mudroom leading to a most pleasantly extensive back deck, perfect for outdoor entertaining. The backyard, ideal for family gatherings or pets, abuts protected land, supplying ample privacy on two sides. The shed and brand-new front walkway pavers further enhance the home's curb appeal. Upstairs, you'll find three additional bedrooms and a full bath. One of the bedrooms includes a bonus area and, with some modification/customization, more living space.

5 Brittany Ct, Cheshire
$630,000
4 Beds ⋅ 4 Baths ⋅ 170593379 MLS
Welcome to 345 Sorghum Mill Drive, a well maintained house that is now available for sale in desirable Deaconwood.This spacious property offers 4 bedrooms and 3.5 bathrooms, making it perfect for families or those who desire extra space. As you step inside, you'll be greeted by an updated kitchen featuring beautiful granite countertops, custom cabinets,island & stainless steel appliances.The attention to detail continues throughout the house with professionally landscaped surroundings.On chilly evenings, cozy up in front of the wood-burning fireplace, creating a warm and inviting atmosphere for relaxation or entertaining guests while watching the ballgame.From the family room step onto the custom deck with a modern metal railing system, providing the perfect spot for outdoor gatherings or enjoying your morning coffee while overlooking the serene neighborhood.The walk-out finished lower level is an added bonus, complete with a full bath,kitchenette area, unfinished space for storage and French door to a custom brick patio.With a size of 2,121 square feet plus the finished lower level there is plenty of room to accommodate your lifestyle needs.Come see the beauty of what the town of Cheshire offers with its open space,Roaring Brook Falls,The Farmington Canal Heritage Trail,Parks & Outdoor Recreation. Offering several retail districts that feature a variety of shops and restaurants. Easy Commuting with I-84,I-91,691 and The Merritt Parkway- 30 Minutes to New Haven and Hartford.

345 Sorghum Mill Dr, Cheshire
$629,900
4 Beds ⋅ 3 Baths ⋅ 24080384 MLS
Wonderful Colonial in great Cheshire location! Beautifully maintained with so much to offer. Flexible floorplan including formal dining and living spaces, family room with tons of natural light and fireplace. Spacious eat-in kitchen leading to a large multi-level deck for outdoor fun and entertainment. Laundry on the main living level. Primary bedroom suite with remodeled full bath and walk-in closet. Three additional nicely sized bedrooms and new hall bath. Fabulous finished basement provides nearly 1000 sqft extra living space. Oversize two car attached garage. New oil tank. Lovely level lot!

520 Peck Ln, Cheshire
$628,500
4 Beds ⋅ 3 Baths ⋅ 24161789 MLS
Welcome to 365 Maple Ave, a quintessential Cheshire Colonial where timeless New England charm meets you at the front door & is the backdrop of every room. Curb appeal abounds with crisp white siding, a brand-new roof (1.5 yrs), and iconic red accents. Once you step inside, you won't be able to stop yourself from wanting to wander & immerse yourself in each and every room! The heart of the home is a chef's kitchen-fully renovated 2 years ago-featuring a gas range, shaker cabinetry, and warm butcher-block counters. The layout flows effortlessly from the front door into a formal sitting rm & dining room w/ a spectacular view of the vaulted family room, where a custom skylight and rare stained-glass lunette window create a sanctuary for relaxation. Double French doors lead to a serene sunroom with a cozy stove, overlooking a lush .61-acre level lot. Versatility is key w/ 3 spacious bedrooms plus flex rm perfect for a guestroom or study. The 2,495 SF main residence is complemented by a 672 SF finished lower level, offering a rec room, private office, & full bath. Outside, enjoy a stone patio with a firepit and a detached carriage-style garage with endless studio potential. Perfectly situated, you can walk to local favorites like the Victorian House or Il Gusto, with the Farmington Canal Trail and local shops just minutes away. Experience the best of Cheshire living in a home that truly has it all. This home is not one to be missed!

365 Maple Ave, Cheshire
$625,000
4 Beds ⋅ 3 Baths ⋅ 24187037 MLS
Classic style and timeless charm are found in this 4 bedroom Colonial. Remodeled eat-in kitchen complete with granite countertops, tile backsplash and stainless appliance opens to the step-down family room with dramatic 18' vaulted ceiling and floor to ceiling brick, raised hearth fireplace. The two skylights offer loads of light. From the family room slider step outside to a beautifully crafted newer composite deck done in 2024, overlooking the backyard and private wooded landscape views. The dining room features a box bay window with views of back yard. Upstairs, Brazilian cherry flooring in hall leading to the 4 bedrooms. Primary bedroom offers wood floors,ceiling fan and a walk-in closet plus 2 additional his & hers closets. Three additional well-sized bedrooms with wood floors complete the second floor. Throughout the almost 30 years the sellers have diligently maintained their home. Most major upgrades have been done, including a brand-new roof, newer boiler and Roth oil tank. Walk out lower level could be finished for additional space.

836 Wolf Hill Rd, Cheshire
$625,000
3 Beds ⋅ 3 Baths ⋅ 24174941 MLS
Awesome opportunity presents itself for you to purchase this South End 3 bedroom, 2.5 bath Colonial. This home has been thoughtfully cared for by it's current owner and offers the perfect blend of comfort, convenience and pride of ownership. The main level floor plan flows effortlessly for both everyday living and entertaining. Recent updates include replacement windows and hot water heater both upgraded since 2020 along with extensive interior paining on upper and main level that was started in 2025 and completed in June 2026. Additionally, a new homeowner will inherit beautifully remodeled baths throughout the home and a fireplace insert that efficiently projects heat on the main level. Outside, the property offers the ideal balance of outdoor living and easy maintenance with a wonderful combination of deck, patio and lawn space so weekend time can be relaxing time This exceptional location has easy access to the Farmington Canal Heritage Trail, a local farm, and the town park. Fall of 2026 brings the opening of the new Norton Elementary School featuring a state of the art learning environment. It is time to call Cheshire home! For a complete list of improvements , including dates, see attachments.

14 Colonial Ct, Cheshire
$625,000
3 Beds ⋅ 3 Baths ⋅ 24173978 MLS
**Highest and Best Saturday, 5/23/26 by 3 PM please**. Well-maintained and classic, this 3-bedroom, 2.5-bath Dutch Colonial set on a nice .77-acre corner lot in Cheshire and offers 1,994 square feet of living space plus 468 square feet in the finished walkout lower level. The family room features a raised-hearth gas fireplace, bay window, and French doors to a true three-season porch, creating a comfortable flow for everyday living and entertaining. The eat-in kitchen offers Corian countertops, an island, recessed lighting, and generous dining space, while a separate living room provides added flexibility. A first-floor half bath with laundry adds convenience. Upstairs includes a primary bedroom with full bath, two additional bedrooms, and a second full bath. The finished walkout lower level expands the home's versatility for recreation, work, or exercise. Enjoy the large deck, good backyard space, and attached 2-car garage, along with recent mechanical updates. Roof (2013) Central Air (2023); Boiler (2020) Septic Tank (2026). Conveniently located close to Cheshire amenities, this home offers comfort, function, and timeless appeal. Across from Drazen Orchards, enjoy the beautiful sunsets from the front yard. Convenient to Watch Factory shops,Cheshire Coffee, Big Y, Whole Foods, Starbucks at The Shops at Stone Bridge, Farmington Canal Heritage Trail access, and Roaring Brook Falls.

230 Wallingford Rd, Cheshire
$625,000
4 Beds ⋅ 4 Baths ⋅ 24137334 MLS
Not your typical raised ranch! Welcome home to this spacious and updated house walking distance to Norton Elementary School and minutes from Cheshire High School. Featuring 4 bedrooms and 3.5 baths, this well-maintained home has plenty of room for your family. Recent updates include a master suite with two large walk-in closets, new vinyl flooring, and a beautifully remodeled bathroom with a walk-in shower and hydro tub as well as direct access to the deck outside. Both full bathrooms have been updated, and the kitchen features granite countertops, an island, and new stainless appliances. No space is wasted here with a fully finished lower level consisting of a family room and a rec room with a wet bar. Step outside of the rec room to find a stone patio, fire pit, and grill area with a granite counter perfect for entertaining. Don't miss out on the opportunity to own a perfect family home in a sought-after neighborhood, schedule a showing today!

405 Sharon Dr, Cheshire

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