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$1,999,000
4 Beds ⋅ 2 Baths ⋅ 24203800 MLS
They are not making anymore land! Owner motivated to pass this beautiful property to a new owner! This colonial is situated on a 25.5 acres of rolling fields and wooded property. Offering includes house lot MBL 8-2 and MBL 1-2. Behind this property is hundreds of acres of town owned land. Great property to either use as a estate with lots of land, farming, maybe a few extra lots, or try to change zone for something else... Situated next to I-84 for great visibility. Inquire with listing agent for more info.

1827 Marion Rd, 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
$549,900
2 Beds ⋅ 2 Baths ⋅ 24199192 MLS ⋅ Copper Hill BLDG.
Discover a rare blend of privacy, light and effortless single level living at Copper Hill - one of Cheshire's most desirable condominium communities. This sun-filled 2-bedroom, 2-bath ranch stands out with soaring vaulted ceilings, skylights, and an airy open layout that instantly feels like home. The expansive living and dining space flows seamlessly to an oversized 25' x 12' deck, an entertainer's dream overlooking your private yard. Few units in Copper Hill offer this level of seclusion combined with thoughtful design. A dedicated home office nestled off the foyer is perfect for today's work-from-home lifestyle. The eat-in kitchen features stainless steel appliances and flows seamlessly into the family room, complete with a wood-burning fireplace and a 2nd deck access. Comfort meets functionality in this well designed entertaining space. The primary suite is a serene retreat, featuring a spa-like open bathroom concept and generous walk-in closet. The second bedroom is equally spacious and light-filled - perfect for guests or additional flexibility. With nearly 2,000 sq ft of finished living space plus a large lower-level basement, newer windows, roof, and furnace-the major updates are done! The epoxied 2-car garage floor adds a fresh, modern touch, and the extended private driveway accommodates up to 4 cars. Set at the end of a quiet cul-de-sac. This is the one you'll want to own! Offered as-is.

3 Racebrook Ct, Cheshire
$524,900
3 Beds ⋅ 2 Baths ⋅ 24206266 MLS
Move right in and enjoy this completely refreshed ranch offering comfortable one-level living in a sought-after neighborhood setting. The interior has been thoughtfully updated with engineered hardwood flooring throughout the main living areas, giving the home a clean and modern feel. At the center of the home is a fully remodeled kitchen featuring new cabinetry, countertops, appliances and finishes, with an open connection to the dining and living spaces that makes everyday living and entertaining easy. The spacious living room is warm and inviting, highlighted by a wood-burning fireplace and plenty of natural light. The dining area offers ample space for gatherings and opens conveniently to the rear patio and yard. The bedroom wing includes three well-proportioned bedrooms, including a primary suite with its own private full bath, plus an additional full hall bath. A two-car garage, separate enclosed storage area and generous closet space provide plenty of room for storage. Outside, the landscaped property offers excellent curb appeal and a private setting with space to relax, entertain or create your own backyard retreat. With newer major systems and exterior improvements already in place, including the roof, siding, windows, heating and central air, this home offers the combination of updated finishes and long-term peace of mind. Conveniently located near parks, shopping, dining, medical facilities and everyday amenities, this turnkey home is ready for its next owner.

401 Juniper Ln, 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
$489,900
3 Beds ⋅ 2 Baths ⋅ 24202082 MLS
This is an excellent opportunity! It's in a prime location, and you won't want to miss out on this lovely home. It features an updated custom kitchen, three bedrooms, and a half-bathroom. There's also a partially finished basement and a very large backyard.

Cheshire
$484,900
4 Beds ⋅ 2 Baths ⋅ 24203699 MLS
Amazing quality and custom workmanship throughout this colonial featuring Kitchen with coffered ceiling, Kraft-Maid hickory kitchen cabinets, granite counters, copper backsplash, tongue and groove ceilings & recessed lighting! Vaulted wood ceiling in family room with cultured stone propane fireplace & ceiling fan. Dining room has crown molding and open to kitchen. Formal living room with built in "reading nook" under stairs. First floor full bath has shower, built in radiator/towel warmer, with wood ceiling. First floor bedroom/den. 2nd floor has 3 very generous bedrooms, one with custom builtins & walk-in closet. The full bath with tub on 2nd floor features a tongue and grove ceiling. New oil tank and hot water heater. Close to Linear Trail and Ball & Socket Arts Place. 5-circuit generator hook-up.

72 Willow St, 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
$450,000
3 Beds ⋅ 2 Baths ⋅ 24205907 MLS
Welcome home to 125 Wallingford Road in Cheshire, CT! Loaded with curb appeal from the moment you arrive, this sweet 1900s home welcomes you with a wonderful wrap-around porch and fenced-in back yard. Extensively renovated in 2009, this charming 3-bedroom, 2-bath home beautifully blends modern updates with the character of its era. Inside, natural light fills the open main level, where wide red oak hardwood floors run throughout. The updated kitchen features white cabinetry, granite countertops, stainless steel appliances and a butcher-block-topped island with seating-perfect for casual meals, working from home or gathering with friends. Two dining areas offer flexibility for everyday living and entertaining. A convenient entry by the back door helps keep things organized, while an office off the kitchen provides a dedicated workspace. There is a main level, beautifully updated full bath with tiled shower. Upstairs are three comfortable bedrooms with hardwood floors and another updated full bath. Major improvements include a new septic tank in 2022 and a new roof and solar installation in 2023. Public water. Centrally located within walking distance of downtown coffee shops, the library, Town Hall and Cheshire Academy, plus a short drive to The Shops at Stone Bridge and convenient access to the Farmington Canal Heritage Trail. Beautifully updated, full of charm and close to so much-125 Wallingford Road is not to be missed!

125 Wallingford 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
$449,000
3 Beds ⋅ 2 Baths ⋅ 24171596 MLS
Welcome home to this beautifully updated 3-bedroom ranch in the highly desirable town of Cheshire. This move-in ready property combines modern comfort with classic charm in a peaceful neighborhood setting. Step inside to find a bright, open layout featuring gleaming hardwood floors, an updated eat-in kitchen with sleek countertops and stainless-steel appliances, and a spacious living room perfect for entertaining or relaxing. Each bedroom offers generous closet space and natural light, while the updated bathroom features tasteful finishes for a clean, contemporary feel. The finished lower level adds valuable living space - ideal for a family room, home office, or fitness area. Outside, the meticulously landscaped yard provides plenty of room for outdoor gatherings, gardening, or simply enjoying your surroundings. You'll also love the oversized shed, and the overall sense of privacy and pride of ownership throughout. A true turn-key home in one of Cheshire's most sought-after neighborhoods - combining small-town charm, top-rated schools, and easy access to local shops, parks, and highways.

39 Green Hill Ln, Cheshire
$439,900
3 Beds ⋅ 2 Baths ⋅ 24199826 MLS
Welcome home to 1338 Avon Boulevard, a beautifully updated Cape Cod tucked on a private, tree-lined 0.4-acre lot in sought-after Cheshire. This 3-bedroom, 2-bath retreat blends classic New England charm with thoughtful modern upgrades throughout. Step inside to an open, light-filled living and dining area with gleaming hardwood floors and a statement chandelier, flowing into a chef-inspired kitchen featuring rich blue cabinetry, butcher block countertops, hexagon tile backsplash, and stainless steel appliances. The main level also offers a serene bedroom retreat with a spa-inspired bath: skylights flood the vaulted ceiling with natural light over a dual-vanity counter, matte black fixtures, a glass-enclosed multi-jet shower, and a freestanding soaking tub surrounded by lush greenery. Outside, enjoy your own private oasis. Mature trees and landscaping frame a stone patio built for entertaining, complete with a cozy fire pit seating area. The attached garage adds everyday convenience, while central air and forced-air heat keep you comfortable year-round. Set on a quiet, tree-lined street with easy access to shopping, dining, and commuter routes, this move-in-ready home won't last. Schedule your private showing today!

1338 Avon Blvd, Cheshire
$429,900
5 Beds ⋅ 2 Baths ⋅ 24206251 MLS
Welcome to this spacious 5-bedroom Cape located in the desirable south end of Cheshire! Situated in the brand-new Norton School District, this home offers a convenient location within walking distance of the Farmington Canal Heritage Trail and close to parks, shopping, and the community pool. The main-level bathroom has been recently updated, while the full basement provides laundry, abundant storage, and utility space. The boiler and water heater were updated in 2020. Laminate flooring runs throughout the home over the original hardwood floors on first floor only, offering a practical and versatile living space. With two driveways, there is plenty of off-street parking for residents and guests. A great opportunity to own a well-located home with generous bedroom space and easy access to many of Cheshire's amenities.

110 Green Hill Ln, Cheshire
$370,000
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
$355,000
2 Beds ⋅ 2 Baths ⋅ 24206001 MLS ⋅ Southwick At Cheshire BLDG.
***Highest and Best Deadline Sunday 9/13 at 12:00 pm. ***. Just what you've been waiting for! Rarely available and highly sought-after, this ranch-style unit at Southwick offers the ease of one-level living, an attached garage and a wonderful low-maintenance lifestyle. Step inside to a spacious, welcoming living and dining area with plenty of room for everyday living and entertaining. The remodeled, fully applianced kitchen is thoughtfully sized and features granite countertops and ample workspace. The primary bedroom offers direct access to the rear yard through a private slider, along with its own full bath featuring accessible accommodations. A second bedroom provides flexibility for guests, a home office or hobbies. Everything you need is conveniently located on the main level, including the laundry and direct access to the attached garage. A handicap-accessible ramp provides an additional option for easy entry. Need storage or additional space? The full basement offers plenty of storage and the potential for future finishing.

97 Southwick Court Unit 97, Cheshire
$229,995
2 Beds ⋅ 2 Baths ⋅ 24188652 MLS ⋅ Deepwood BLDG.
Welcome to this beautifully maintained townhouse in the highly desirable Deepwood community of Cheshire. Offering privacy and tranquility in a wonderful neighborhood setting, this home is perfect for those seeking low-maintenance living with the benefits of true ownership. Step inside to find bright, welcoming living spaces that are clean and move-in ready. The functional layout provides comfortable living areas with plenty of natural light. Outside, enjoy your private backyard/patio space-ideal for relaxing, gardening, or entertaining in a peaceful environment. Why Rent When You Can Own? This is an excellent opportunity to build equity in a low-maintenance home. Condo living means less time on upkeep and more time enjoying life. The community is well-established and conveniently located with easy access to major routes, shopping, dining, parks, and top-rated schools. Whether you're a first-time homebuyer, downsizing, or simply looking for an easy-care residence in a quiet, private location, this condo is ready for you to move right in. Schedule your showing today and discover why this could be the perfect next chapter!

414 Robin Court, Unit 414, Cheshire

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