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$1,662,500
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

$1,379,000
5 Beds 5 Baths 24202325 MLS
Discover this truly exceptional custom Colonial home, distinguished by its thoughtful design, custom millwork, architectural details, and masterful craftsmanship both inside and out, situated on a desirable 2.37 acres corner lot in one of South Cheshire's most sought-after areas. Custom wrought iron gates welcome you into this warm, inviting home, flooded with natural light from the abundant large windows, skylights, and French doors. The heart of the home is the beautifully remodeled kitchen, with its expansive center island offering both exceptional functionality and a wonderful gathering space. The kitchen flows into the spacious family room which provides easy access to the covered porch, allowing effortless, comfortable daily living and entertaining. The first-floor primary bedroom provides convenience and privacy, while three large bedrooms upstairs offer generous space for all. Enjoy year-round sunshine in both the four-season terrace room and the separate sunroom, that bring the outdoors in. Versatile finished space with a full bath above the garage, offers possibilities for home offices, studio, recreation room, and more. The exceptional outdoor setting offers a resort-like experience, the covered rear porch featuring a raised cedar ceiling, skylights, and terracotta tile, provides an inviting gathering space. Follow the path through the gardens to the heated in-ground Gunite swimming pool and hot tub, creating your own retreat for relaxation and entertaining!

885 S Brooksvale Rd, Cheshire

$899,900
4 Beds 3 Baths 24157332 MLS
Welcome to the opportunity to build your dream home in a highly desirable location. Nestled on a secluded rear lot that is just under an acre, this thoughtfully designed 4-bedroom, 2.5-bath Colonial will offer 2,792 square feet of beautifully crafted living space with the perfect blend of privacy and modern comfort. Designed with today's lifestyle in mind, the open concept layout will seamlessly connect the kitchen, dining, and living areas-ideal for both everyday living and entertaining. The spacious primary suite will feature a private en-suite bath and generous closet space. With ample room for customization, buyers will have the opportunity to personalize finishes and selections to truly make this home their own. Enjoy the serenity of a tucked away setting while still being close to everything this sought after area has to offer. Don't miss the chance to create your perfect home from the ground up!

140 Willow, Cheshire

$880,000
4 Beds 4 Baths 24194251 MLS
Welcome to this stately 3,855 square-foot brick Colonial, perfectly situated on a beautifully level lot in a lovely neighborhood. This spacious 4-5 bedroom home offers timeless elegance and exceptional amenities designed for comfortable living and effortless entertaining. Inside, you'll find gleaming hardwood floors throughout most of the main level and a thoughtfully designed floor plan featuring a large eat-in kitchen with abundant cabinetry and workspace, ideal for everyday living and hosting family and friends. The home also features a spacious great room, perfect for gathering and relaxing, as well as a private home office that provides an ideal space for remote work or study. The convenience of an upper-level laundry room adds ease to daily living. Central air conditioning enhances comfort throughout the home. Step outside to your own private backyard retreat! Enjoy summers in the heated in-ground pool with an attached spa, relax on the expansive patio, or entertain guests in the beautifully landscaped outdoor space. An underground sprinkler helps keep the grounds lush and vibrant with ease. Completing this exceptional property is an attached 3-car garage, providing ample room for vehicles, storage and hobbies. Combining classic Colonial charm with outstanding indoor and outdoor spaces, this home offers the perfect blend of luxury, comfort and functionality.

570 Riverside Dr, Cheshire

$850,000
4 Beds 3 Baths 24164583 MLS
A rare opportunity, back on the market! Don't miss this brand new farmhouse style contemporary Colonial in south Cheshire. A picturesque country setting close to shopping & easy highway access. Offered again due to no fault of the sellers- previous buyers were unable to secure financing. Ready for late October occupancy. This stunning home blends modern elegance with exceptional craftsmanship throughout. Soaring 9-ft ceilings, 1.5" thick engineered HW floors set the tone on the main level, anchored by a gas fireplace with slate surround & wood mantle. The gourmet kitchen features granite countertops, stainless steel appliances and a chimney-style hood perfect for everyday living & entertaining.A office/mudroom completes the main floor. Upstairs a luxurious primary suite is joined by two additional bedrooms, which share a Jack-n-Jill bathroom, plus a private en-suite guest bathroom. A second floor laundry adds extra convenience. Step outside to a private patio off the kitchen or a lovely farmer's porch ideal for relaxing. An incredible value for brand new construction - schedule your showing today!

6 Mt Sanford Rd, Cheshire

$799,900
4 Beds 3 Baths 24200079 MLS
All the benefits of new construction but none of the wait! This very lightly lived-in 2020 Colonial has all the bells & whistles. Soaring ceilings, open modern floor plan, finished basement, fully fenced back yard, in ground heated pool (2025) & pool house all set in a loop street neighborhood close to so many amenities. Enjoy Bartlem Park, the Linear Trail, coffee shops, events on the Green, the Library- the list is endless. Fall in love from the first glimpse of this 4 bedroom 2.5 bath home with its white vinyl siding, stone accents, stone footpath & black windows. Dinner parties are a dream with your ample counter space, gas range & vent, side bar area, wine cooler & pantry, opening to the expansive Great Room with fireplace. Serve in the morning room that opens to the oversized patio area with firepit overlooking your heated, saltwater inground pool. Keep the party going at the pool house ( has electricity). When work beckons you have a study on the main floor (that could also double as a formal dining room/living room). Upstairs, your spacious primary bedroom with large walk in closet is en suite with double sink vanity & stall shower. 3 generously sized guest bedrooms with great closet space, a full bathroom & sizeable laundry room with sink finish the 2nd floor. You also have a finished basement for gym, work or play, & an oversized, Wi-Fi-enabled garage w/flake epoxy finish (with interior access AND backyard access). No detail forgotten in this beauty! Come visit!

352 Patton Dr, Cheshire

$795,000
3 Beds 3 Baths 24189829 MLS The Reserve At Stonebridge Crossing BLDG.
Nothing to do but move into this stunning Carriage Home at The Reserve at Stonebridge Crossing, built by EG Home with exceptional energy-efficient features throughout. This 3-bedroom, 2.5-bath home offers a desirable first-floor primary suite with hardwood floors, custom blinds, first-floor laundry, and a luxurious bath featuring Kohler fixtures, a large glass-enclosed shower, and a rainfall showerhead. The open-concept main living area showcases hardwood flooring, a spacious custom island, and a chef's kitchen with a JennAir 6-burner gas cooktop, double ovens, and beverage cooler. Upstairs, a hardwood-floored loft overlooks the living space and is complemented by two additional bedrooms, a private office, full bath, and second laundry area. The finished lower level provides the perfect family room, home gym, or recreation space, with plumbing in place for a future bath. Built with 2x6 exterior walls, double-pane windows, spray foam insulation throughout, layered insulation for exceptional efficiency, and natural gas heat as well as Ecobee Smart Thermostats for convenience. Enjoy a private deck with stairs to the yard, an attached two-car garage with a generator transfer switch, and passive solar installations that help offset the $275/month HOA fee. HOA includes exterior maintenance, landscaping, snow removal, and trash service for easy, low-maintenance living. Easy access to 691, 84 and shopping making this the perfect home. Schedule your private showing today.

41 Soderman Way Unit 41, 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 over 500 sf - 2 carpeted rooms and fabulous wine cellar. Lower level has separate heat/ac zone 3 zones. Pull down stairs in garage for extra storage.

19 E Ridge Ct, Cheshire

$775,000
4 Beds 3 Baths 24194347 MLS
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

$769,900
3 Beds 4 Baths 24193469 MLS The Reserve At Stonebridge Crossing BLDG.
Step into low-maintenance luxury at The Reserve at Stonebridge Crossing, where this immaculate 2024 Carriage Home offers the appeal of new construction without the wait. This home provides nearly 3,000 square feet of beautifully designed and flexible living space. The open-concept main level features engineered hardwood flooring, a welcoming foyer with double-stacked crown molding, soaring vaulted great room, and an upgraded kitchen with a contrasting stained island and Frigidaire Professional appliances, including an induction range. The first-floor primary suite offers a tray ceiling, two closets, a double vanity, floor to ceiling tiled walk-in shower, and private laundry hookups. Upstairs are two additional bedrooms, a full bath, a dedicated study ideal for remote work, an open loft perfect for a reading retreat or television area, and a second laundry area with utility sink. The finished 525 sq ft lower level includes another full bathroom and can be adapted as a recreation room, media room, guest suite or comfortable private space for extended family. Enjoy a composite deck, attached garage, electronic blinds, and true lock-and-leave living with landscaping, irrigation, snow removal and ground maintenance included. Residents enjoy a pavilion with gas grills, tables, fire pit and a walking loop that connects to a trail leading to The Shops at Stone Bridge Crossing. Easy access to highways for commuting. This carriage home offers value and lifestyle that makes living easy.

48 Soderman Way Unit 48, Cheshire

$760,000
3 Beds 3 Baths 24190737 MLS The Reserve At Stonebridge Crossing BLDG.
Beautifully designed home in desirable Stonebridge Riverside by EG Home, offering approximately 2,950 sq. ft. of total finished living space. This energy-efficient residence features 3 bedrooms, 2.5 baths, a dedicated office room, a versatile loft, and a finished basement with rough-in plumbing for a future full bathroom. The open-concept main level includes a spacious kitchen, dining area, and great room, while the first-floor primary suite offers a private bath and walk-in closet. Thoughtful upgrades include a private deck, attached 2-car garage, ceiling fans in all bedrooms, and a humidity control/ventilation system integrated with the home's high-performance HVAC setup. Enjoy low-maintenance living in a well-kept HOA community with exterior maintenance, landscaping, snow removal, trash service, and common area upkeep. Residents also have access to community recreation areas with grills, offering a great setting for relaxing and entertaining outdoors. High-performance construction, energy-efficient windows, advanced insulation, and an all-electric heat pump system complete this exceptional home.

73 Shea Cir, Cheshire

$750,000
3 Beds 4 Baths 24202169 MLS
Welcome to this spectacular Cape Cod home, where timeless charm meets modern updates and breathtaking mountain views. The beautifully renovated chef's kitchen features custom cabinetry, abundant drawers, and thoughtful storage. Enjoy meals while taking in views of the scenic backyard and peaceful surroundings. A standout feature is the newly updated 345 sq. ft. screened porch with attractive flooring and ceiling fans, creating the perfect space for morning coffee, afternoon tea, or evening relaxation overlooking the tranquil koi pond. The flexible floor plan includes a spacious dining room, den, study/music room, and private four-season room. A first-floor full bath, one of four full baths in the home, adds convenience. Additional highlights include three fireplaces (two wood-burning and one gas), three-zone heating, central air, and newer windows throughout. Major improvements completed within the last 16 years include the roof, furnace, central air system, and primary bath, providing peace of mind for years to come. Outside, the impressive grounds offer stunning views and a serene natural setting. Four garages provide exceptional space for vehicles, storage, workshops, and hobbies. Adding to the property's unique appeal is the original barn from the 1957 home, complemented by established gardens and expansive outdoor space. Ideal for artists, gardeners, and hobbyists, this remarkable property offers comfort, versatility, and natural beauty in an exceptional setting.

775 Mountain Rd, Cheshire

$749,000
3 Beds 3 Baths 24196936 MLS The Reserve At Stonebridge Crossing BLDG.
Seller Relocating-Don't Miss This Opportunity! Welcome to The Reserve at Stonebridge Crossing, where luxury, comfort, and low-maintenance living come together in this exceptional Carriage House model. Barely a year old and meticulously maintained, this stunning home offers approximately 2,450 square feet with extensive builder upgrades throughout. Enjoy the appeal of a like-new home without the wait. The open-concept floor plan features soaring ceilings, abundant natural light, premium finishes, and exceptional craftsmanship. The chef-inspired kitchen flows seamlessly into the dining area and spacious great room, perfect for everyday living and entertaining. The first-floor primary suite provides a private retreat, while the upper level offers a dedicated office/den/library, additional bedrooms, a flexible loft, and finished living areas ideal for work, guests, fitness, or media space. Built with EG Home's renowned energy-efficient construction, the home features association-owned solar panels that help make possible a remarkably low $275 monthly HOA-an exceptional value for any HOA, never mind one of this caliber. Enjoy private outdoor living and true lock-and-leave convenience, plus a community pavilion with grills and fire pits, scenic walking paths, and easy access to shopping, dining, highways, and the nearby Farmington Canal Heritage Trail. Don't miss this exceptional opportunity!

74 Shea Cir, Cheshire

$725,000
5 Beds 5 Baths 24201342 MLS
Fabulous oversized Colonial tucked away at the end of a quiet cul-de-sac in southern Cheshire! Lovingly maintained by its original owners since 1997, this home has so much to offer! A welcoming two-story foyer opens to a formal Living Room with French doors leading to a formal Dining Room. The large Eat-in-Kitchen features Corian countertops, island with cooktop, and sliders to the backyard. A generous open-concept Family Room with vaulted ceilings and woodburning fireplace makes the perfect place to relax or entertain. A dedicated home office, Laundry Room and Half Bathroom complete the main level. Upstairs, five generously sized Bedrooms provide exceptional flexibility. The spacious Primary Suite features a Full Bathroom and walk-in closet, while two additional Full Bathrooms conveniently serve the remaining four Bedrooms. The finished lower level takes entertainment to another level with an equipped home theater, wet bar, huge flex space with built-ins, and a Half Bathroom. The park-like, level backyard is your own private oasis boasting a lovely 20 x 40 in-ground pool and an enormous ground-level deck. Updates and amenities include: central air conditioning; public water and sewer; Tesla solar Power Purchase Agreement; roof (2018); 200 amp electrical system; whole house generator; 4 HVAC zones; 2 car attached garage; central vacuum; pool liner (2018); propane line to grill; and underground irrigation system. 80 Autumn Court is the perfect place to call home!

80 Autumn Ct, Cheshire

$699,900
4 Beds 3 Baths 24198672 MLS
Welcome home to this 4 Bedroom, 2.5 Bath Center Hall Colonial in a quiet cul de sac neighborhood. This home creates a warm and inviting atmosphere with hard wood floors and ample natural light throughout the Formal Living Room, Dining Room and Kitchen. The Eat-in Kitchen is nicely appointed and updated with wood cabinetry, granite counters, tile backsplash, pantry and center island. A slider leads to a large deck, perfect for outdoor entertaining! A spacious Family Room, with wood burning fireplace, is the perfect spot to spend cozy winter days. A half bath and laundry/mud room completes the main level. The Primary Bedroom with walk-in closet and updated attached full bath can be found on the upper level of the home along with 3 additional generous sized bedrooms and Hall Bath. This one owner home features central air, newer windows, basement system, newer oil tank, gutter guards. Two car attached garage and level yard. Property is part of the Meadowbrook Association, which provides the benefit of a playground and walking trails at the end of the cul de sac. This home is waiting for you to make it your own!

75 Meadow Brook Pl, Cheshire

$699,000
5 Beds 3 Baths 24193699 MLS
Back on market due to buyer's sale falling thru. Freshly painted & move in ready! With over 3,300 sq ft, this nicely maintained 5 bed, 3.5-bath Colonial is perfectly situated on 1.25 picturesque acres with its own private pond, creating a peaceful & private retreat right in your backyard. Designed with both comfort and entertaining in mind, this spacious home features an open-concept floor plan, soaring 9-foot ceilings, and gleaming hardwood floors throughout. The heart of the home offers seamless flow between the living spaces, providing plenty of room for gatherings both large and small. Wood burning fireplace in the formal living room. The spacious eat-in-kitchen showcases striking black granite countertops, premium appliances, and sliding glass doors. Step outside to the Trex deck overlooking the beautifully landscaped grounds and tranquil pond-an ideal setting for morning coffee, outdoor dining, or simply enjoying nature. Natural sunlight fills the home and the expansive layout ensures space for everyone, with generously sized bedrooms and versatile living areas to accommodate today's lifestyle. Primary bedroom ensuite with tile shower, jet tub, and double sink. Featuring a fully finished basement that provides valuable additional living space,including full bath and additional bedroom, this home offers even more flexibility for recreation, a home office, fitness area, or guest accommodations. Norton School District. Minutes from shopping, restaurants & Whole Foods!

95 Higgins Rd, Cheshire

$699,000
4 Beds 3 Baths 24169111 MLS
NEW ROOF GOING ON JULY15TH AND 16TH. NEW RADON MITIGATION SYSTEM INSTALLED. This gorgeous home on Cook Hill Road sits set back from the road on a 2+ acer level lot. This open floor plan home is sure to please. Large kitchen featuring double ovens, cook top, plenty of counter space and multiple pantry's is a cook's dream. The kitchen is open to an ample casual dining area that overlooks the private level yard. Beyond the casual dining area are the inviting casual and formal living spaces featuring sliders and a fireplace. Finishing off the main level is a formal dining space, laundry area and half bath all from the kitchen. Upstairs, find 3 spacious bedrooms all with ample closet space. The primary suite is also on this level, featuring two walk-in closets, a full bath, sitting area, linen closet and an unfinished flex space waiting for your touches. Flex space would easily finish to a dream closet, dressing room, office or reading room are just a few ideas. This home also features a 3 car garage that was built with beams so there are no poles to contend with. The basement has tremendous height and can easily be finished to an additional living space. Very convenient location. Note: sale is contingent on sellers finding suitable housing.

735 Cook Hill 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

$669,000
3 Beds 3 Baths 24178806 MLS Cheshire Crossing BLDG.
CHESHIRE CROSSING! Wonderful active adult 55+ over community surrounded by natural woodlands and features sidewalks throughout to enjoy the privacy.Original Model home, professionally decorated and designed with custom window treatments, abudance of recessed lighting and beautiful finishes throughout. This spacious, stunning home is in pristine condition and has has over 2,800 s.f. Fabulous vaulted, open, tiled kitchen has tremendous amount of cabinetry, recessed lighting, under counter lighting, and newer appliances and is open to vaulted family room featuring propane fireplace, recessed lighting, ceiling fan, hardwood floors and has slider to delightful 3 season porch. French doors to private office, open living and dining rooms all have gleaming hardwood floors. Spacious 1st floor primary bedroom features gracious tiled bath with double vanity, tub and separate shower, great walk in closet. 2nd bright and sunny bedroom with full bath on first floor. Second floor features large loft/studio overlooking family room and has a 3rd bedroom with full bath. Finished, tiled lower level with work sink and pocket doors to close room off from mechanicals and storage areas. 3 Zone heat and Central Air. Garage has electric car charger (Tesla).New washer/dryer, garage door openers. Move in ready. NO SHOWINGS BEFORE NOON

3 Wadsworth Ln, Cheshire

$664,900
4 Beds 3 Baths 24204339 MLS
Everything you have been looking for is waiting for you in this fabulous home in great neighborhood in the desirable south end of Cheshire and is part of the Roaring Brook Association that offers amazing hiking trails and nature walks. Remodeled custom kitchen and bathrooms, open floor plan that walks out to bright sunroom with electric heat to extend season overlooking private yard with blue-stone patio and firepit. Beautifully decorated with neutral colors makes it easy to see yourself in this lovely home. Kitchen is open to great room with wood burning fireplace, large dining room, first floor office space, and welcoming foyer. Upstairs you have a large Primary suite and three additional bedrooms. Lower level includes a finished office, family room, and workout space. Just pack your boxes and move right in!

750 Foster Ct, Cheshire

$649,000
4 Beds 3 Baths 24190065 MLS
SPACIOUS home located in the desirable Nob Hill neighborhood, offering generously sized bedrooms and multiple comfortable living spaces. Ready for its next owner to make it their own, this home presents a great opportunity to add personal style and added value at this price. The main living area features a floor-to-ceiling brick fireplace, while the SJ Pappas kitchen offers granite countertops and ample cabinet space. Additional features include central air conditioning, an attached garage, and a lower level that provides flexible space for a recreation room, home office, or potential in-law with required approvals or permits. Conveniently located and full of potential, this home is an excellent opportunity for buyers looking to customize a property in an established neighborhood.

345 Payne Dr, Cheshire

$599,900
4 Beds 3 Baths 24201800 MLS
Exceptional in-law potential with over 3,300 sq ft of finished interior space! Expansive and versatile home offering an ideal setup for extended living, along with numerous updates and amenities. Main level features a sun-filled living room with HW floors and large picture window, dining room with HW flooring and decorative chair rail. Very spacious eat-in kitchen features HW floors, island with cooktop, newer refrigerator and dishwasher, double oven, skylight, garden and Palladian-style window, recessed lighting, wine rack, and direct access to the deck. Primary bedroom offers hardwood flooring, a generous size closet, and private bath, plus two additional upper-level bedrooms. The sizeable lower level provides incredible flexibility with French doors leading to a sunroom/game room, pellet stove, skylights, bonus room with walk-in closet, den with brick wood-burning fireplace, bedroom, full bath, and laundry (newer washer + dryer). The separate in-law-style living area features a full kitchen, tile flooring, pellet stove, full bath, and convenient access to the two-car garage. Exterior highlights include a large, level lot, partially fenced backyard, patio, newer roof, gutters, and garage doors. Additional features include 200-amp electrical service, two pellet stoves, public water + public sewer. A unique opportunity offering space, flexibility, and exceptional potential for multigenerational living! Convenient to the new Norton Blue Ribbon School, shopping + restaurants.

1251 S Main St, 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

$549,999
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

$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

$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

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