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$275,000
2 Beds ⋅ 2 Baths ⋅ 24194452 MLS
Being sold AS IS WHERE IS. Opportunity awaits in this well-built 2-bedroom home located in a desirable neighborhood. Featuring a bright and spacious family room filled with natural light, this home offers a comfortable layout and solid bones ready for your personal vision. The roof was replaced in 2017, providing a great start for future improvements. While the home would benefit from modern updates, it offers tremendous potential for homeowners, investors, or anyone looking to build equity. Conveniently located close to local amenities, this property is ready for its next chapter. Bring your ideas and make it your own!

185 Green Hill Ln, Cheshire
$849,900
4 Beds ⋅ 3 Baths ⋅ 24194347 MLS
Coming Soon, showings start Wednesday! More pictures coming soon. Stately home set on just under 2 acres in a beautiful country setting. Built from the foundation up in 2006, this home offers soaring ceilings, flowing rooms and space for everyone! The welcoming foyer leads to the dining room highlighted by a fireplace with pellet stove insert, and the living room beyond - both with hardwood floors. A balcony from the upper level looks down on the kitchen with high ceilings, dramatic chefs vent, beautiful granite countertops and new refrigerator. Also included on the main level is an office, a bedroom that can be utilized as a den, and a laundry room that leads to the huge three car garage. Upstairs you'll find three large bedrooms with new LVP flooring, including the primary suite with walk-in closet and spa bath with whirlpool tub. Another office, another full bath and a bright reading nook complete the upper level. The lower level is semi-finished (no heat) to offer more room to spread out. Numerous updates include a brand new roof (2026), new driveway (2025), new well tank, newer washer and dryer, and an electric car charger in the garage. Welcome Home!

662 Coleman Rd, Cheshire
$559,900
4 Beds ⋅ 3 Baths ⋅ 24194294 MLS
Nestled in one of South Cheshire's most sought-after neighborhoods, this spacious home offers endless potential and an unbeatable location. Enjoy sidewalks throughout the neighborhood, just steps from the brand-new Norton Elementary School and the Farmington Canal Linear Trail. The updated kitchen features granite countertops, a breakfast bar, and opens seamlessly to the dining area and expansive family room, creating the perfect open-concept living space. The inviting family room includes a fireplace and leads to a three-season sunroom with cathedral ceilings, skylights, a ceiling fan, and peaceful views of the large, level backyard. The first floor also offers an updated half bath, a versatile den with a laundry closet, and a private office with built-in shelving. Upstairs, you'll find four bedrooms with hardwood flooring throughout (including beneath the hallway carpet). The primary suite features a full bath, while a second full bath serves the remaining bedrooms. Major updates include an energy-efficient heat pump with central air installed approximately 10 years ago and a roof that is only 5 years old. Bring your vision and make this wonderful home your own in a neighborhood you'll love for years to come!

341 Sharon Dr, Cheshire
$650,000
4 Beds ⋅ 3 Baths ⋅ 24192046 MLS
Nestled in one of Cheshire's most sought-after neighborhoods, 46 Dundee Drive puts you just steps from Barnum School, a rare convenience for growing families. From the moment you arrive, it's clear this home has been meticulously refreshed from top to bottom: fresh paint throughout, brand-new carpet on the staircase and entire second floor (except two bedrooms), and a fully renovated basement featuring sleek new LVT flooring, ready to flex as a playroom, home office, or media retreat. The kitchen shines with all-new appliances, making meal prep feel like a pleasure, not a chore. Peace of mind comes standard with a new roof installed in 2024, so the big-ticket items are already behind you. Whether you're right-sizing, starting out, or simply ready for something turnkey, this home checks every box. Priced to move and positioned for a quick close. Schedule your private showing today.

46 Dundee Dr, Cheshire
$475,000
3 Beds ⋅ 2 Baths ⋅ 24187815 MLS
This expansive Cape Cod is filled with charm, character, and plenty of space to make your own. The spacious eat-in kitchen offers abundant storage and cooking space, along with flexible room for a dining table, breakfast bar, or both. Step outside to the large Trex deck, where you can enjoy your morning coffee while overlooking the private, peaceful wooded yard. A charming screened porch provides another relaxing spot to read, unwind, or simply enjoy the sounds of nature. The main level includes a generously sized front-to-back living room with a propane fireplace, as well as a spacious dining room that could also serve as a home office, playroom, or additional sitting area. Upstairs, you'll find three bedrooms and a full bath. The finished lower level offers an inviting family or recreation room, along with an additional flexible space ready to suit your needs. Outside, the property includes a hot tub, two storage sheds, and plenty of yard space for entertaining, gardening, or future expansion. This special home offers comfort, versatility, and wonderful indoor and outdoor living spaces.

479 Blacks Rd, Cheshire
$449,900
3 Beds ⋅ 2 Baths ⋅ 24187993 MLS
Highest and Best due by 5 pm Sunday 7/26. Welcome home to this well-maintained home offering comfort, convenience, and thoughtful updates throughout. The inviting family room features a cozy Vermont Castings wood stove, while mini-split systems provide efficient air conditioning on the first floor. Enjoy summer days in the 24' round above-ground pool (54" deep) with an deck that's just 5 years old, perfect for entertaining. Recent improvements include Andersen replacement windows, a new boiler, 2022 Smart indirect hot water tank, upgraded 200-amp electrical service, new oil tank, insulated Bilco basement door, and a 2-year-old driveway. A Generac whole-house generator (2021), fueled by leased propane, provides added peace of mind. With open fields directly across the street, this home offers enhanced privacy, beautiful open views, and the opportunity to enjoy birds, deer, and other local wildlife right from your front yard. Conveniently located within walking distance of Doolittle School and the Farmington Canal Heritage (Linear) Trail, with easy access to I-91 and I-84 for commuting. Shopping, dining, and everyday conveniences are just minutes away.

460 Oak Ave, Cheshire
$779,000
4 Beds ⋅ 3 Baths ⋅ 24190019 MLS
Exceptional, beautifully built, updated and maintained, custom center hall Colonial on over 1 acre of private, professionally maintained gardens and yard. Property abuts open space. Bluestone steps and stone walls surround this magnificent home. Hardwood floors throughout. Newer granite, tiled kitchen features large island,wet bar, wine cooler and window seat with storage. Kitchen by Gedney. Family room has white-washed brick, propane fireplace, built in cabinetry and slider to large deck. Front and rear paver walkways with stunning gardens. First floor laundry (12x9) has sink, under counter washer/dryer, built in hamper and ironing board. Formal living room (currently used as office)and formal dining room. Primary bedroom has remodeled bath with shower. 3 additional generous bedrooms and remodeled full bath. Lower level has 2 carpeted rooms and fabulous wine cellar. Lower level has its own heat/ac zone 3 zones). Pull down stairs in garage for extra storage.

19 E Ridge Ct, Cheshire
$1,748,600
6 Beds ⋅ 7 Baths ⋅ 24190202 MLS
Welcome to The Cheshire Estate on Whispering Hollow Court. Set on a private 1.84-acre lot in an intimate enclave of homes on a cul-de-sac, this modern brick Colonial offers over 10,000 sf of living space across three levels - a rare opportunity to live comfortably and entertain often. The two-story great room anchors the main level, with French doors opening to the patio, outdoor kitchen, and pool for effortless indoor/outdoor entertaining - enjoy quiet mornings by the water and evenings out back to socialize. The main level also features the primary suite, complete with a private sitting room and fireplace - a true retreat at the end of the day - along with a sunroom and a wood-paneled study. The finished lower level adds a home gym and an indoor basketball court, convertible to a squash or racquetball court, so game nights and workouts happen without ever leaving home. Adding rare flexibility, a semi-private au pair apartment (approx. 40' x 22') includes its own kitchen, full bath, living room, and bedroom - ideal for extended family, live-in help, or guests who want their own space to come and go as they please. This isn't just a home - it's a lifestyle built around space, privacy, and the freedom to live exactly how you want.

25 Whispering Hollow Ct, Cheshire
$615,000
3 Beds ⋅ 2 Baths ⋅ 24191300 MLS
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
$561,885
4 Beds ⋅ 3 Baths ⋅ 24189652 MLS
Welcome to this beautifully maintained Colonial, ideally situated in a sought-after neighborhood featuring underground utilities and sidewalks. From the inviting front porch to the private backyard, this home offers timeless charm and exceptional value. The first floor features gleaming hardwood floors throughout, a spacious living room with a cozy fireplace, and a formal dining room with two classic built-in corner hutches. A sliding glass door opens to a tranquil, tree-shaded patio overlooking a beautifully landscaped backyard with privacy fencing-perfect for relaxing or entertaining. Upstairs, you'll find four generously sized bedrooms, each equipped with ceiling fans. Additional updates include a roof that's only six years old, a brand-new hot water heater and furnace, plus the peace of mind of a whole-house Kohler generator for year-round comfort and security. A unique buying opportunity: This property is currently subject to an Affordable Housing Restrictive Covenant that is scheduled to expire in approximately three years. The current list price reflects the maximum allowed for a CHFA-financed purchase and CHFA buyers must meet applicable CHFA income guidelines. Other option is 80 per cent of State of CT median income guidelines. Cash buyers are also eligible to purhase property within certain income restrictions. See Attachment for Restrictive Covenant. Some notice required for showing.

88 Dundee Dr, Cheshire
$1,711,500
4 Beds ⋅ 5 Baths ⋅ 24190982 MLS
Lovely contemporary Colonial set on 2.26 acres offers over 6,000 square feet of above-grade living space w/ a versatile multi-level layout. Step into the dramatic two-story brick foyer featuring floor-to-ceiling windows, & radiant floor heating throughout the 1st floor. This level offers outstanding add'l living space w/ a comfortable family room, 43' x 15' rec room, private office, full BA, & walkout access to the covered lower deck. Whether you're looking for a home gym, guest retreat, or simply extra space to spread out, you have endless possibilities! The main living level features a large kitchen w/granite countertops, center island, quality appliances, & sunny breakfast nook with lots of windows overlooking the peaceful landscape. Dining room, living room, & vaulted Great Room w/ pellet stove provide inviting spaces for everyday living & entertaining. Upper deck is conveniently accessible from the breakfast nook or great room. The primary suite features radiant floor heating, en-suite BA, double closets, & walk-in closet. 1/2 BA w/ laundry completes this level. Upstairs you'll find 3 generously sized BRs, including one w/ its own private BA, plus an additional full BA. Backing directly to Cheshire Land Trust, this property offers exceptional privacy, a putting green, pickleball court, & peaceful views from nearly every room. Whether enjoying your morning coffee on the deck or relaxing indoors, the natural setting has a sense of tranquility that's hard to find.

644 S Brooksvale Rd, Cheshire
$450,000
5 Beds ⋅ 2 Baths ⋅ 24190599 MLS
Five Bedroom Cape in desirable South Cheshire CT. Great established Neighborhood, walking distance to Farmington Canal Trail. Located in Norton School district. New school. This five bedroom home has a New boiler and water tank in 2020. Main level Bathroom has been recently remodeled. Laminate flooring over hardwood. Crown molding. Sold AS-IS.

110 Green Hill Ln, 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
$499,900
4 Beds ⋅ 2 Baths ⋅ 24190110 MLS
Welcome home to this beautifully updated ranch in a highly desirable neighborhood, just minutes from shopping, restaurants, and everyday conveniences. This move-in ready home features hardwood floors throughout and a spacious living room with a classic brick fireplace and Vermont Castings wood-burning insert, creating a warm and inviting gathering space. The dining room flows seamlessly into the living room and remodeled kitchen, offering an ideal layout for everyday living and entertaining, with French doors leading outside. The kitchen features porcelain tile flooring, abundant cabinetry, generous counter space, and a double oven. Four spacious bedrooms provide flexibility for family, guests, or a home office. The primary bedroom offers a large closet and beautifully remodeled private bath, while a second remodeled full bath serves family and guests. Additional features include central air, updated electrical and plumbing, newer copper piping, newer radiators, central vacuum, alarm system, generator hookup, Thermopane windows, vinyl siding, newer solid-core interior doors, public water, and a radon mitigation system. The unfinished lower level offers exceptional storage and future expansion potential. Relax on the beautiful bluestone patio overlooking a large, private backyard framed by mature trees. A two-car garage completes this exceptionally maintained home. Thoughtfully updated inside and out!

44 Williamsburg Dr, Cheshire
$455,000
3 Beds ⋅ 1 Baths ⋅ 24189577 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
$449,900
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.

448 Mixville Rd, Cheshire
$359,900
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
$439,900
3 Beds ⋅ 2 Baths ⋅ 24186555 MLS
*** ALL OFFERS Highest & Best due by Monday 7/6 10am. The one you've been waiting for! Well appointed & move-in ready Ranch style home in a highly desirable Cheshire neighborhood. The minute you step foot through the front door, pride of ownership is evident throughout. A gorgeous galley kitchen awaits w/ granite countertops, classic subway backsplash, SS appliances & a sun soaked breakfast nook. The space flows seamlessly into the living room & dining area featuring a brick corner wood burning fireplace to turn up the ambience on those cold winter nights. A private rear deck is steps away from your level shaded back yard. The primary Bedroom suite could be considered it's own wing w/ private walk-in shower, dual sinks & Laundry closet. Two Additional Bedrooms w/ cushy wall to wall carpets & loads of closet space. Gleaming hardwood floors throughout the rest. A custom tiled hall bath w/ dual niches offers a soaking tub w/ a clean & timeless look. Windows, Vinyl Siding, Deck & int/ext doors only 7 years old. A renovated kitchen & a fresh 5 year old roof round out the package. Two Skylights allow natural light to fill the space providing an airy feeling of well being. Ceiling fans are in almost every room keep the main level cool. Head to the lower level to a bonus full size basement offering so much potential to be finished or enjoyed just the way it is. A leased solar panel array offer surprise free utilities.

17 Quell Ct, Cheshire
$650,000
4 Beds ⋅ 3 Baths ⋅ 24187529 MLS
Privacy & seclusion meet convenience in the heart of Cheshire at 29 Nathan Hale Court. Offered for the first time by its original owner, this well maintained, newer-built home delivers the modern features today's buyers are searching for-without the premium price tag of new construction. Step inside to a two-story foyer that welcomes you into a bright, open floor plan. The stunning, fully renovated kitchen is the centerpiece of the home, featuring plenty of cabinetry, stone countertops, stainless steel appliances, a designer tile backsplash & a spacious center island with seating & additional storage. The kitchen flows seamlessly into the inviting family room, where a gas fireplace creates the perfect focal point for everyday living and entertaining. The main level also includes a formal dining room, a versatile sitting room that can serve as a home office or additional living space, a convenient half bath & access to the oversized deck overlooking the private backyard. Upstairs, you'll find 3 generously sized guest bedrooms that share a full bath with double sinks. The spacious primary suite offers a walk-in closet & a luxurious en suite bath complete with dual sinks, soaking tub, and separate walk-in shower. The finished walk-out basement provides flexibility, making it ideal for a rec room, overnight guests, a home gym, or additional living space. Outside, enjoy your own retreat featuring a patio, hot tub, fire pit area, lawn area & a Kloter Farms shed for storage.

29 Nathan Hale Ct, Cheshire
$799,000
4 Beds ⋅ 4 Baths ⋅ 24187651 MLS
Step into the sun-drenched, two-story foyer of this exceptional south-end Colonial. Designed with practicality in mind, you'll notice ample storage space thoughtfully integrated throughout the entire home. The heart of the home is the renovated kitchen, featuring granite counters and an expansive island built for entertaining large parties. It opens directly to a striking family room with soaring vaulted ceilings, custom cabinetry, and a copper-trimmed gas fireplace. Unwind in the cozy, heated sunroom with panoramic views of your backyard oasis, or retreat to the main-floor office behind classic French doors. Gleaming hardwood flooring stretch across the entire first floor, tying together the spacious living and dining areas. Upstairs, four sizable bedrooms offer excellent storage, accompanied by updated bathrooms boasting brand-new showers. The primary suite features a large walk-in closet and a beautifully updated dual-vanity ensuite bath. The entertainment potential multiplies in the walk-out lower level, featuring a massive rec room, custom-crafted wet bar, and a half bath. Walk straight out to your covered patio-complete with a ceiling fan and TV hookup-to overlook the spectacular, reconstructed heated inground pool, featuring a newer liner, pool solar cover, and storage roller. Perfectly positioned near top-tier schools, local retail, and the scenic Farmington Canal Walking Trail.

25 Winding Trl, Cheshire
$579,000
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
$699,000
5 Beds ⋅ 4 Baths ⋅ 24184533 MLS
Charm abounds in this custom built reproduction Saltbox completely remodeled down to the studs featuring 5 bedrooms and 3 1/2 tiled baths. Home is in a picturesque setting with spring fed pond on almost 2 acres. Sparkling hardwood floors througout the home. Gracious large living room features hardwood floors, fireplace and wood storage box. Brand new kithen remodeled down to the studs, featuring quartz counters, retractable potfillers for both the GE glass cooktop and coffee bar. First floor laundry and half bath. 4 bedrooms each with ceiling fans on the 2nd floor including the Primary with full bath. 3d floor walk-up offers a 5th bedroom with full bath perfect for guests or an au-pair. Views to the pond from the 3-season porch. Additional space is in the finished basement area with a fireplace. Detached garage loft has electricity and potential for a separate work area.

768 N Brooksvale Rd, Cheshire
$550,000
4 Beds ⋅ 3 Baths ⋅ 24186173 MLS
Welcome to 1050 Jarvis St! This Colonial was completed in Dec 2025, and is set on a private 1.9-acre lot. This home offers 4 bedrooms, 3 full baths, a dedicated office, and energy-efficient systems throughout. The kitchen features quartz countertops, a walk-in pantry, stainless appliances and opens to the dining room, perfect for gatherings. The main level also features living room, dedicated office, full bath and laundry area. On the upper level you will find the spacious primary suite which serves as a true retreat, complete with a separate sitting room, two walk-in closets, and a private full bath. Three additional bedrooms and the 3rd full bathroom completes the 2nd floor. Recessed lighting throughout the home, while each bathroom is equipped with a Bluetooth-enabled light and exhaust fan for added convenience. Built with efficiency in mind, the home includes propane heat, central air, and an on-demand heating and hot water system. Enjoy the privacy and natural surroundings of this unique property while remaining just minutes from Cheshire's schools, shopping, restaurants, and major commuter routes.

1050 Jarvis St, Cheshire
$780,000
4 Beds ⋅ 4 Baths ⋅ 24185536 MLS
**HIGHEST & BEST BY TUES, 6/30 4:00 pm. Location, Location, Location! Welcome to one of Cheshire's most sought-after neighborhoods. Nestled on a beautifully maintained 1 acre lot bordering the Broad Brook Reservoir, commonly known as the Cheshire Reservoir, this exceptional Colonial borders 422 acres of preserved open space, providing a peaceful and picturesque setting right in your own backyard. Professionally landscaped grounds feature lush mature gardens, stone walls & incredible curb appeal. Step inside to discover a thoughtfully designed floor plan with room for everyone. The spacious primary bedroom suite offers a walk-in closet & private full bath complete with a double-sized walk-in shower. Three additional bedrooms and another full bath complete the upper level. The main floor features a formal living room with new carpeting (2024), a private study/home office & a bright, inviting kitchen with center island, cooktop, wall oven, dining area & stainless steel appliances including a refrigerator (2022) and dishwasher (2021). The formal dining room is perfect for hosting holiday gatherings, while the remodeled half bath (2023) adds convenience for guests. The stunning front-to-back family room is the heart of the home, featuring soaring cathedral ceilings, floor-to-ceiling fireplace & direct access to the two-car garage. French doors lead to a beautiful four-season sunroom drenched in natural sunlight, creating the perfect space to relax year-round. (More below)

75 Hearthstone Dr, Cheshire
$375,000
2 Beds ⋅ 2 Baths ⋅ 24186242 MLS
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. 24 hour notice for showings please.

393 S Meriden Rd, Cheshire
$669,000
3 Beds ⋅ 3 Baths ⋅ 24186197 MLS
CHESHIRE CROSSING! Active adult community.Original Model home, professionally decorated and designed. All window treatments included. Spacious, stunning home in pristine condition with over 2,800 s.f. Fabulous open tiled kitchen and family room with hardwoods floor, recessed lighting and vaulted ceiling, propane fireplace. Slider to 3 season porch and trex deck. French doors to first floor office. Spacious first floor primary suite features trayed ceiling,generous walk in closet and tiled full bath with tub and separate shower. 2nd bedroom and full bath on main level. Upper level has greatroom/studio/loft with overlook to family room/kitchen below and 3rd bedroom and 3rd tiled full bath. Lower level features over 800 s.f and has playroom with laminate floor, work sink and pocket doors to close room oange, off from mechanicals and storage areas. 3 Zone heat and Central Air. Electric car charger (Tesla) in garage. NO SHOWINGS BEFORE NOON. Detached homes, 55 and over active adult community! See Listing 24178806. Updates throughout and newer appliances-washer, dryer, range, refrigerator, microwave.

3 Wadsworth Ln, Cheshire
$824,900
3 Beds ⋅ 3 Baths ⋅ 24182756 MLS
First-Floor Living at Its Finest! Bright and beautifully designed contemporary home offering over 3,400 square feet of versatile living space in a highly desirable neighborhood. Step into the dramatic foyer and be welcomed by a stunning open staircase that sets the tone for this exceptional home. The spacious eat-in kitchen features granite countertops, built-ins, desk area, newer wine cooler, and refrigerator. The impressive living room boasts soaring cathedral ceilings, wood-burning fp, and sliders leading to an oversized deck. A formal dining room provides the perfect setting for entertaining. The first-floor primary suite offers comfort and convenience with an extraordinary skylit walk-in closet featuring extensive custom storage. There is an adjoining office, sitting room, or dressing to suit your lifestyle. The luxurious primary bath features marble finishes, a Jacuzzi tub, shower, skylight, and adjacent laundry room. Upstairs, the guest bedroom has a walk-in cedar closet, full bath, skylight, office area, loft, and finished attic space for additional storage. The finished lower level expands the living space with a large family room and bonus room. Enjoy outdoor living in the 22' x 13' screened porch or on the expansive deck overlooking a peaceful meandering stream and private wooded backdrop. Additional highlights include an irrigation system, owned solar panels for energy efficiency, newer front and garage door, newer shed, and recently painted sunroom + deck.

25 Surrey Dr, Cheshire
$814,900
5 Beds ⋅ 4 Baths ⋅ 24183177 MLS
Set on 2.3 beautifully landscaped acres in Cheshire's desirable south end, this exceptional 5-bedroom, 3.5-bath Colonial offers the perfect blend of privacy, comfort, and flexibility for modern living. Bordered by Cheshire Land Trust property, the setting is peaceful and picturesque, with mature peonies, hydrangeas, and trees. Inside, the home features 2,920 sq ft plus a finished walkout lower level. The sun-filled great room, with expansive windows overlooking the backyard, opens to an updated kitchen with newer appliances, an oversized island, and dining area-an ideal layout for everyday living and entertaining. A first-floor office with fireplace and built-ins provides an inviting work-from-home space, while the formal living and dining rooms, half bath, and heated sunroom add charm and versatility. Upstairs are four bedrooms, two full baths, and a room ideal for a dressing room or office. The walkout lower level includes a bedroom, full bath, spacious rec room, and multipurpose space with direct access to the patio-well suited for guests or everyday recreation. Additional highlights include hardwood floors throughout most of the home, four fireplaces, extensive built-ins, generous closet space, and an oversized two-car attached garage with convenient mudroom and laundry entry. Located in the district for the brand-new Norton Elementary School opening this September, this home offers a rare combination of space and privacy in one of Cheshire's most sought-after locations.

921 Bethany Mountain Rd, Cheshire
$500,000
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
$505,000
4 Beds ⋅ 3 Baths ⋅ 24183374 MLS
Present owner has done many updates during the time they lived here. New roof (2025), New furnace(2026), New AC Compressor(2023), New Flooring (2021), New Propane tanks(2023), Upgraded baths(2021), New granite in kitchen(2022). Still time for new buyer to make it your own with cosmetics to your liking! Step outside into your own private resort, designed entirely around warm-weather enjoyment. The main event is a sparkling inground pool complete with a pool slide, ready for sunny afternoons and lively weekend gatherings. You can host barbecues on the raised Trex deck overlooking the water or stroll along the charming brick walkways. Rain or shine, the party keeps going in the massive 400-square-foot 3-season porch that wraps around the rear of the home, creating the perfect spot for shaded lounging, outdoor dining, or a poolside cocktail lounge. Inside, the floor plan flows naturally from everyday living to hosting a crowd. Guests are greeted by a large, welcoming living room anchored by a cozy double-sided fireplace that sets a warm tone the moment you step through the front door. The eat-in kitchen leads seamlessly into the den, making it easy to prep food while staying connected to the action, and connects directly to a separate laundry room and convenient half-bath positioned perfectly for quick access from the pool area. With four spacious bedrooms and 2.5 baths, including a private primary suite, there is plenty of room for family and overnight guests alike.

424 Cedar Ln, Cheshire

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