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$529,900
2 Beds ⋅ 3 Baths ⋅ 24203640 MLS
Tucked well back from the road on 4.13 beautiful acres, this inviting Raised Ranch offers a peaceful, private setting surrounded by nature and lovely garden areas. The home features 1,234 sq. ft. on the main level plus an additional 576 sq. ft. of beautifully finished living space in the walk-out lower level. The light and bright main level features a beautifully updated kitchen with white cabinetry and center island, open to the dining area with sliders leading to a spacious deck with awning-the perfect spot to relax and enjoy the serene surroundings. A sun-filled living room, two bedrooms and two full baths complete this level. The generously sized primary bedroom features its own private full bath. The finished walk-out lower level offers additional flexible living space with built-ins, a half bath and laundry area-ideal for a family room, home office, gym or guest space. Set back among the woods with plenty of privacy and beautiful natural surroundings, this special property is a wonderful retreat for nature lovers while still offering the convenience of Cheshire living. 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 including Whole Foods, Starbucks, Barnes & Noble. Seller to find suitable housing.

225 Timber Ln, Cheshire
$500,000
3 Beds ⋅ 2 Baths ⋅ 24188005 MLS ⋅ Copper Hill BLDG.
Welcome to this exceptionally rare standalone condo in the highly desirable Copper Hill community of Cheshire. Perfectly situated in a premium location, this beautiful three bedroom, two full bath home offers the ease of one level living with an open, airy floor plan designed for today's lifestyle. The spacious living room features soaring vaulted ceilings that create a bright and inviting atmosphere, flowing seamlessly into the dining area and kitchen, ideal for everyday living and entertaining. The home has also been updated with newer windows and sliding doors (2023), Climatech A/C (2024) enhancing energy efficiency, comfort and natural light. The thoughtfully designed layout provides comfortable living spaces and generous natural light throughout. The finished lower level offers exceptional versatility, providing the perfect space for a family room, home office, fitness area or recreation room, along with a dedicated work area for hobbies, projects or additional storage. Whether you're looking to downsize without sacrificing space or simply enjoy the convenience of low maintenance living in one of Cheshire's most sought after communities, this rare Copper Hill ranch is an outstanding opportunity. Enjoy a peaceful setting, premium location and a floor plan that combines comfort, functionality and timeless appeal. Subject to probate approval

2 Saxon Woods 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
$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
$459,900
3 Beds ⋅ 1 Baths ⋅ 24199844 MLS
Move In ready! Home Sweet Home! Look No Further! Tired of hearing the same old thing? 950 Peck Lane is so amazing, you will stop your search here! Come see for yourself what this 3 bedroom 1 1/2 bath ranch style home offers and watch your wish list dwindle to nothing. Outstanding features include beautiful hardwood floors throughout, updated kitchen and baths, a 1 car attached garage, central air. Outside welcomes you to a deck and gorgeous, level backyard with direct access to Farmington Canal Rail Trail where morning walks or bike rides start or end your day. Siding, Septic Tank, Driveway, Roof, Well Water Tank have all been replaced since 2013. Whole house generator and security system are additional features a new homeowner will inherit. See complete list of upgrades with dates in attachments. This home is 100% ready for a new homeowner to enjoy for years to come.

950 Peck Ln, 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
$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
$435,000
3 Beds ⋅ 3 Baths ⋅ 24187185 MLS
Welcome to your dream home, nestled in a serene wooded lot and perfectly located near the picturesque Mixville Park. This stunning residence features three spacious bedrooms and two and a half baths, offering ample space for relaxation and entertainment. As you step inside, you'll be greeted by hardwood floors that flow seamlessly throughout the main level, creating a warm and inviting atmosphere. The heart of this home is the updated kitchen, showcasing luxurious granite countertops and elegant cherry cabinets. A large skylight bathes the area in natural light, making it a chef's paradise and an ideal space for gatherings. The finished walk-out lower level provides additional living space, perfect for a home office, gym, or entertainment area tailored to your lifestyle. Recent upgrades include a roof that's approximately six years old, new garage doors, and a new oil tank, ensuring peace of mind for years to come. With city water and sewer connections already in place, this property combines the beauty of nature with modern convenience. This charming home is waiting for your personal touch to make it truly yours. Whether you envision cozy evenings by the fireplace or summer barbecues in the expansive yard, this property offers endless possibilities. Don't miss out on the chance to own a slice of tranquility in a prime location! Schedule your private tour today and discover your new home sweet home. This is an "As-Is Sale"

448 Mixville Rd, 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.
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
$350,000
1 Baths ⋅ 24192430 MLS
Rare Opportunity to Acquire a 5-Unit Commercial Portfolio! Five separate commercial condominium units are available in Curtis Homestead Village, a well-maintained professional complex in Cheshire's C-3 General Business Zone. Each unit may be purchased individually, although the Seller prefers to sell all five together. Unit 6 can be accessed through an enclosed shared lobby and features a large, covered patio. There is a full kitchen and 1/2 bath. The post-and-beam design offers exposed timber construction, impressive ceiling heights, and a mix of hardwood and carpeted flooring. Each self-contained unit includes a private entrance, kitchenette, restroom(s), and a flexible layout suitable for a variety of office, medical, retail, and service uses. Additional features include ample on-site parking, convenient access to Route 10 and major highways, and association-provided exterior maintenance and snow removal. Units may be purchased furnished or delivered empty. Unit 7 is leased through March 2027, with no renewal option. Units for sale include 1, 2, 3, 6 & 7, see related ML# 24192424, 24192426, 24192428, and 24192431.

908 S Meriden Rd Unit 6, Cheshire
$349,900
3 Beds ⋅ 3 Baths ⋅ 24192035 MLS ⋅ Currier Woods BLDG.
One of the many advantages of purchasing a home in Currier Woods is its location directly across the street from the brand-new Norton Elementary School. This beautifully designed, state-of-the-art K"6 school is a convenient neighborhood amenity within feet of the community. Currier Woods offers the benefits of modern living in a desirable location with easy access to local schools, parks, shopping and other everyday conveniences.

54 Currier Pl Unit 54, Cheshire
$349,900
3 Beds ⋅ 1 Baths ⋅ 24188483 MLS
This charming Cheshire cape is sure to make you fall in love! Welcome to 84 Lakeview Ave! Nestled on a secluded, beautifully landscaped .7 acre lot in a peaceful neighborhood, this 3-bed, 1-bath home with an oversized 1-car garage offers all the comforts you need! The living room invites you in with hardwood floors, a pellet stove for warm, cozy nights and a beautiful wood bannister that speaks to the charm and period details that have been maintained in the home. An original built-in in the dining room along with crystal doorknobs and original wood doors throughout also speaks to the character of this cape. A spacious, remodeled kitchen offers granite countertops, plenty of modern white cabinetry with black fixtures and sleek stainless steel appliances. First floor bedroom can be an office or whatever you desire. There is a thoughtfully updated bathroom on the main level and 2 good-sized bedrooms on the upper level. A massive, secluded backyard with a sprawling deck is fantastic for outdoor entertaining. Oversized 1 car garage is extra deep and provides a small workshop space and 200 amp electrical service upgraded. Come discover all that the town of Cheshire has to offer and don't miss out on this amazing home offered at $365,000. Book your showing today!

84 Lakeview Ave, Cheshire
$315,000
24143842 MLS
886 Coleman Road is a 1.85 acre mostly level and gently wooded parcel with mature trees. It offers natural beauty abundant with wildlife. Located in the South end of Cheshire- it is known as Lot 3 of The Carol Ridge Subdivision. The spot offers a respite from the day- yet it is conveniently located within an easy commute from New Haven, Quinnipiac University and Yale. This makes it well suited for professionals or anyone seeking proximity to work-education- and culture. An ideal setting for those ready to create a space that fits your next chapter in life! Public water is available in the street- but septic is required. Cheshire has many desirable offerings- Open space land- town parks- town pool- Artsplace- and much more that will add to your quality and enjoyment of life.

886 Coleman Rd, Cheshire
$299,900
24138368 MLS
Unique opportunity to own Waterfrontage in Cheshire. This one of a kind planned unit development, sitting on the pristine Lake Percival with an exquisite waterfall is offering a 1.32 acre lot available to build your dream home. Boasting vast views of the pond from the building area, with no flood insurance required, bring your contractor to lay out your vision today, or contractor consultations are available upon request. Agent owner related.

5 Waterside Way, Cheshire
$239,900
24182771 MLS
4.61-Acre Lot on Waterbury Road, Cheshire. Discover the perfect blend of privacy and convenience with this stunning 4.61-acre lot located on Waterbury Road. This treed and rolling lot features a small stream in one corner, offering a serene and picturesque setting. Currently a single lot, it may be subdividable, providing potential for future development. Ideal for those seeking privacy and a connection to nature and individuals desiring a quiet country setting among small farms, woods, and fields. Convenient location, easy access to I-84 and I-691, close proximity to schools, shops, restaurants, farms, and walking trails. Just 2 hours to NYC or Boston, only 25 minutes to New Haven, Yale University, and Yale New Haven Hospital. This property is a mix of the best of both worlds: a tranquil, rural atmosphere with the convenience of nearby amenities. Don't miss the opportunity to build your dream home or develop this beautiful lot in a prime location.

Lot 13 Waterbury, 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
$229,000
24204296 MLS
Your blank canvas - with a head start A rare opportunity to build the home you've been picturing on a 1.84-acre lot in Cheshire. The existing structure will be removed prior to closing - or within 60 days of closing at the latest - leaving you a cleared, ready-to-build site with the foundation remaining in place. That foundation is the difference-maker. Pouring a new foundation is one of the most expensive and time-consuming early phases of any new build. Here, that groundwork is already done, which can meaningfully cut cost and shave weeks off your construction timeline. Bring your own plans and builder, or design around the existing footprint. Why this lot Foundation already in place - a substantial cost and schedule advantage over a raw lot Building to be removed - the site will be cleared, so you start with a clean slate above grade Private well and septic - no dependency on municipal water/sewer hookups R-80 zoning - single-family residential 1.84 acres of space to design around

1116 Wallingford Rd, Cheshire

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