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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.

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

$425,000

Step inside this stunning, fully updated end-unit condo, offering an exceptional blend of style, comfort, and modern finishes throughout! The impressive living room features soaring vaulted ceilings, a skylight that fills the space with natural light, and a beautiful wood-burning fireplace with a honed granite hearth and surround. French doors lead directly to a spacious deck overlooking the backyard, perfect for relaxing or entertaining. The fully renovated kitchen is a showstopper, featuring custom cabinetry, a center island, and gorgeous quartz countertops, flowing seamlessly into the spacious dining area. Luxury vinyl flooring extends throughout the main level, creating a warm and cohesive feel. The beautifully appointed bathrooms feature custom Birch vanities, quartz countertops, and elegant brass fixtures. Upstairs, you'll find a spacious primary bedroom with a walk-in closet, abundant natural light, and a stunning private bathroom featuring a custom vanity and oversized walk-in shower with marble surround and glass doors. The additional full bathroom is equally impressive, offering a luxurious soaking tub with marble surround and porcelain tile flooring. Luxury vinyl flooring continues throughout the second level. The large unfinished basement provides plenty of storage space and features an existing basement water management system. Additional highlights include a newer furnace, central air conditioning, and hot water heater.

2 Beds ⋅ 3 Baths ⋅ 24214748 MLS ⋅ Quarry Village BLDG.

Step inside this stunning, fully updated end-unit condo, offering an exceptional blend of style, comfort, and modern finishes throughout! The impressive living room features soaring vaulted ceilings, a skylight that fills the space with natural light, and a beautiful wood-burning fireplace with a honed granite hearth and surround. French doors lead directly to a spacious deck overlooking the backyard, perfect for relaxing or entertaining. The fully renovated kitchen is a showstopper, featuring custom cabinetry, a center island, and gorgeous quartz countertops, flowing seamlessly into the spacious dining area. Luxury vinyl flooring extends throughout the main level, creating a warm and cohesive feel. The beautifully appointed bathrooms feature custom Birch vanities, quartz countertops, and elegant brass fixtures. Upstairs, you'll find a spacious primary bedroom with a walk-in closet, abundant natural light, and a stunning private bathroom featuring a custom vanity and oversized walk-in shower with marble surround and glass doors. The additional full bathroom is equally impressive, offering a luxurious soaking tub with marble surround and porcelain tile flooring. Luxury vinyl flooring continues throughout the second level. The large unfinished basement provides plenty of storage space and features an existing basement water management system. Additional highlights include a newer furnace, central air conditioning, and hot water heater.

72 Quarry Village Rd Unit 72, Cheshire

$415,000

Welcome to 1016 Sperry Road, a charming Cheshire ranch set on approximately 1.21 acres. This inviting home features beautiful hardwood floors throughout and offers the ease of one-level living. The garage underneath provides convenient parking and additional storage space. Step outside and discover your own private backyard oasis-a wonderful setting for relaxing, entertaining, gardening, or simply enjoying the peaceful surroundings. The expansive lot offers plenty of space to create the outdoor retreat you've always envisioned. Located in desirable Cheshire, this property offers a wonderful opportunity for buyers seeking a home with character, hardwood floors, generous outdoor space, and room to make it their own. Come see the possibilities at 1016 Sperry Road!

2 Beds ⋅ 1 Baths ⋅ 24212500 MLS

Welcome to 1016 Sperry Road, a charming Cheshire ranch set on approximately 1.21 acres. This inviting home features beautiful hardwood floors throughout and offers the ease of one-level living. The garage underneath provides convenient parking and additional storage space. Step outside and discover your own private backyard oasis-a wonderful setting for relaxing, entertaining, gardening, or simply enjoying the peaceful surroundings. The expansive lot offers plenty of space to create the outdoor retreat you've always envisioned. Located in desirable Cheshire, this property offers a wonderful opportunity for buyers seeking a home with character, hardwood floors, generous outdoor space, and room to make it their own. Come see the possibilities at 1016 Sperry Road!

1016 Sperry Rd, Cheshire

$389,900

Welcome to 45 Broadview Road, a charming ranch with easy one-level living on a level 0.48-acre lot in a convenient Cheshire neighborhood. Hardwood floors run through the main level, where the bright living/dining room centers on a brick fireplace with an insert. The updated kitchen has Corian counters, a skylight, a pantry and plenty of cabinet space. Two bedrooms, the second ideal as a home office, and a tiled full bath complete the main level, with ceiling fans throughout. Downstairs, the finished family room with a wood stove adds cozy living space, along with laundry, a workshop and abundant storage. A floored attic with pull-down stairs offers even more room. A brand-new roof is being installed in early November 2026. Other features include an attached one-car garage with an automatic opener, 200-amp electrical service, wood shingle siding, city water and sewer, oil heat, 1992 Steam Boiler and a 2012 indirect hot water heater. Outside, relax on the oversized deck with a hot tub, or enjoy the patio and gazebo. The beautifully landscaped yard is filled with unusual plants, mature trees and established gardens, and two sheds give you plenty of space for tools and equipment. This sweet, well-loved home offers character and possibilities for its next owner. It's close to Cheshire's shops, restaurants and parks, and you can walk to the Farmington Canal Heritage Trail and town. Come take a look!

2 Beds ⋅ 1 Baths ⋅ 24214222 MLS

Welcome to 45 Broadview Road, a charming ranch with easy one-level living on a level 0.48-acre lot in a convenient Cheshire neighborhood. Hardwood floors run through the main level, where the bright living/dining room centers on a brick fireplace with an insert. The updated kitchen has Corian counters, a skylight, a pantry and plenty of cabinet space. Two bedrooms, the second ideal as a home office, and a tiled full bath complete the main level, with ceiling fans throughout. Downstairs, the finished family room with a wood stove adds cozy living space, along with laundry, a workshop and abundant storage. A floored attic with pull-down stairs offers even more room. A brand-new roof is being installed in early November 2026. Other features include an attached one-car garage with an automatic opener, 200-amp electrical service, wood shingle siding, city water and sewer, oil heat, 1992 Steam Boiler and a 2012 indirect hot water heater. Outside, relax on the oversized deck with a hot tub, or enjoy the patio and gazebo. The beautifully landscaped yard is filled with unusual plants, mature trees and established gardens, and two sheds give you plenty of space for tools and equipment. This sweet, well-loved home offers character and possibilities for its next owner. It's close to Cheshire's shops, restaurants and parks, and you can walk to the Farmington Canal Heritage Trail and town. Come take a look!

45 Broadview Rd, Cheshire

$350,000

Southwick at Cheshire is offering unit 12 in this sought after 55+ community. This cottage style condo offers 2 bed, 2 bath and in unit washer and dryer. The living space is the ideal open layout to downsize to without feeling like you've compromised lifestyle. Vaulted ceilings, architectural columns and a beautiful staircase leading to a large upper level loft add an extra special touch to this floorplan. This unit comes with a 1 car detached garage. We welcome you in to see for yourself what your next chapter can look like in this centrally located town of Cheshire where restaurants, shopping and highway access will ultimately check all the boxes on your wish list.

2 Beds ⋅ 2 Baths ⋅ 24216609 MLS ⋅ Southwick At Cheshire BLDG.

Southwick at Cheshire is offering unit 12 in this sought after 55+ community. This cottage style condo offers 2 bed, 2 bath and in unit washer and dryer. The living space is the ideal open layout to downsize to without feeling like you've compromised lifestyle. Vaulted ceilings, architectural columns and a beautiful staircase leading to a large upper level loft add an extra special touch to this floorplan. This unit comes with a 1 car detached garage. We welcome you in to see for yourself what your next chapter can look like in this centrally located town of Cheshire where restaurants, shopping and highway access will ultimately check all the boxes on your wish list.

12 Southwick Court Unit 12, Cheshire

$349,900

Welcome to Hidden Pond, a highly desirable, secluded condominium community in Cheshire set on 17 acres! This fully renovated townhouse-style home features 2 bedrooms, 1 full bath, and 1 half bath. Truly move in ready, the home offers a spacious layout featuring an open living and dining area, a finished basement with additional storage space, and vaulted ceilings on the upper level. The kitchen flows seamlessly into the main living space, creating a welcoming setting for everyday living and entertaining. Upstairs, both bedrooms feature vaulted ceilings and walk-in closets. The finished lower level provides additional living space with a fireplace and walk-out access. Enjoy outdoor relaxation on either of the two brand-new decks overlooking Cheshire's protected wetlands. Additional highlights include a heat pump, air conditioning, an attached garage, and a dedicated driveway. Conveniently located on West Main Street, with easy access to the Farmington Canal, local shopping, dining, parks, and commuter routes. Experience comfortable townhouse living in Cheshire!

2 Beds ⋅ 2 Baths ⋅ 24217287 MLS ⋅ Hidden Pond BLDG.

Welcome to Hidden Pond, a highly desirable, secluded condominium community in Cheshire set on 17 acres! This fully renovated townhouse-style home features 2 bedrooms, 1 full bath, and 1 half bath. Truly move in ready, the home offers a spacious layout featuring an open living and dining area, a finished basement with additional storage space, and vaulted ceilings on the upper level. The kitchen flows seamlessly into the main living space, creating a welcoming setting for everyday living and entertaining. Upstairs, both bedrooms feature vaulted ceilings and walk-in closets. The finished lower level provides additional living space with a fireplace and walk-out access. Enjoy outdoor relaxation on either of the two brand-new decks overlooking Cheshire's protected wetlands. Additional highlights include a heat pump, air conditioning, an attached garage, and a dedicated driveway. Conveniently located on West Main Street, with easy access to the Farmington Canal, local shopping, dining, parks, and commuter routes. Experience comfortable townhouse living in Cheshire!

747 W Main St Unit H, Cheshire

$349,900

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. Eat-in kitchen with a very convenient and spacious pantry, brand new refrigerator. 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.

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. Eat-in kitchen with a very convenient and spacious pantry, brand new refrigerator. 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

$335,000

This unit is located in the highly desirable Quarry Village complex, a quiet and exceptionally maintained residential community. Enjoy the proximity to the center of Cheshire, numerous parks and playgrounds, the Cheshire Community Pool, orchards, the Farmington Canal Heritage Trail, as well as extensive dining and shopping options. It is approximately 30 minutes to Hartford or New Haven. Your main level includes your living room with bay window and a gas fireplace, the kitchen with esthetically pleasing appliances and half bath. The double doors of the light-filled dining room lead to an updated Trex deck. The 2nd floor has two bedrooms with ample walk-in closet space, a full bath, as well as a bonus room that can be a third bedroom or home office. The basement is partially finished with a workshop room and extra humidity-controlled storage. The unit has an attached garage and driveway parking. Ample visitor and guest parking is available throughout the complex. Recent condo updates include: 2026 new roof depicted in aerial photos, new a/c compressor and fan (2026), updated Trex deck and new dishwasher (2025). The amenities & services covered by the low monthly Homeowners Assoc. include ground maintenance, snow removal, trash collection, and public water fee.

2 Beds ⋅ 2 Baths ⋅ 24205596 MLS ⋅ Quarry Village BLDG.

This unit is located in the highly desirable Quarry Village complex, a quiet and exceptionally maintained residential community. Enjoy the proximity to the center of Cheshire, numerous parks and playgrounds, the Cheshire Community Pool, orchards, the Farmington Canal Heritage Trail, as well as extensive dining and shopping options. It is approximately 30 minutes to Hartford or New Haven. Your main level includes your living room with bay window and a gas fireplace, the kitchen with esthetically pleasing appliances and half bath. The double doors of the light-filled dining room lead to an updated Trex deck. The 2nd floor has two bedrooms with ample walk-in closet space, a full bath, as well as a bonus room that can be a third bedroom or home office. The basement is partially finished with a workshop room and extra humidity-controlled storage. The unit has an attached garage and driveway parking. Ample visitor and guest parking is available throughout the complex. Recent condo updates include: 2026 new roof depicted in aerial photos, new a/c compressor and fan (2026), updated Trex deck and new dishwasher (2025). The amenities & services covered by the low monthly Homeowners Assoc. include ground maintenance, snow removal, trash collection, and public water fee.

83 Quarry Village Rd Unit 83, Cheshire

$324,900

Location! Location! Location! Easiest in and out from the Country Club Rd entrance (Fairway Dr), just a few feet from the mail, pool, clubhouse, and basketball courts-wooded rear yard. Beautifully updated, featuring new hardwood floors and carpet. Refreshed kitchen cabinets with quartz counters and new appliances. All new bathrooms! Freshly painted throughout. Great location close to orchards, shopping, and "The Shops at Stone Bridge." Plenty of fun can be found nearby, including the Linear Trail and the Farmington Canal Heritage Trail, Bartlem Recreation Area, and Cheshire Park. Also for rent, see MLS#24213124

2 Beds ⋅ 2 Baths ⋅ 24200337 MLS ⋅ Country Village BLDG.

Location! Location! Location! Easiest in and out from the Country Club Rd entrance (Fairway Dr), just a few feet from the mail, pool, clubhouse, and basketball courts-wooded rear yard. Beautifully updated, featuring new hardwood floors and carpet. Refreshed kitchen cabinets with quartz counters and new appliances. All new bathrooms! Freshly painted throughout. Great location close to orchards, shopping, and "The Shops at Stone Bridge." Plenty of fun can be found nearby, including the Linear Trail and the Farmington Canal Heritage Trail, Bartlem Recreation Area, and Cheshire Park. Also for rent, see MLS#24213124

418 Greens Loop, Cheshire

$230,000

Enjoy the convenience of townhouse living with the space and comfort of home in Cheshire's Deepwood community. This two-bedroom condo offers 1 full and 2 half baths, hardwood floors, crown molding, and a kitchen with granite countertops. Spacious living and dining areas welcome you on the main level, while upstairs features two generously sized bedrooms with hardwood floors, an updated full bath, and convenient laundry. The finished, heated lower level adds approx. 257 sq. ft. of living space with a family room, half bath, and separate unfinished storage area. Step outside and enjoy access to backyard open space, a welcome feature that adds to the home-like setting. Improvements include a new roof (October 2026), & anticipated paving. Air-conditioning units and two assigned parking spaces add everyday convenience. Access to Farmington CanalHeritage Trail, and nearby shopping, restaurants, and commuter routes including I-691 and I-84.

2 Beds ⋅ 3 Baths ⋅ 24214604 MLS ⋅ Deepwood BLDG.

Enjoy the convenience of townhouse living with the space and comfort of home in Cheshire's Deepwood community. This two-bedroom condo offers 1 full and 2 half baths, hardwood floors, crown molding, and a kitchen with granite countertops. Spacious living and dining areas welcome you on the main level, while upstairs features two generously sized bedrooms with hardwood floors, an updated full bath, and convenient laundry. The finished, heated lower level adds approx. 257 sq. ft. of living space with a family room, half bath, and separate unfinished storage area. Step outside and enjoy access to backyard open space, a welcome feature that adds to the home-like setting. Improvements include a new roof (October 2026), & anticipated paving. Air-conditioning units and two assigned parking spaces add everyday convenience. Access to Farmington CanalHeritage Trail, and nearby shopping, restaurants, and commuter routes including I-691 and I-84.

420 Robin Ct Unit 420, Cheshire

$199,000

Stylish, beautifully renovated and filled with natural light, this end-unit condominium is located in the well-maintained Birchwood community, surrounded by expansive green space and ample parking. Beautiful, move in condition! The open floor plan offers two spacious bedrooms, a large living room, and a stylish white kitchen with granite countertops, self-closing cabinets with lighting and stainless steel appliances. The beautifully remodeled bathroom features modern tile, a contemporary vanity, and a glass-enclosed shower. Additional amenities include a large private storage unit and shared laundry in the basement. The HOA fee covers water, heat, hot water, management, grounds and road maintenance - truly exceptional value. With no current special assessments and strong association reserves, this home provides peace of mind and affordability. Enjoy a prime Cheshire location with access to Farmington Canal Trail just minutes from excellent restaurants and charming cafes. New Stonebridge shopping center features Whole Foods, Barnes & Noble, TJ Maxx, J. Crew and other popular retailers. This is a wonderful opportunity to own a truly beautiful home and enjoy easy, no-maintenance living in one of Connecticut's most desirable towns with very good school system.

2 Beds ⋅ 1 Baths ⋅ 24203224 MLS ⋅ Birchwood BLDG.

Stylish, beautifully renovated and filled with natural light, this end-unit condominium is located in the well-maintained Birchwood community, surrounded by expansive green space and ample parking. Beautiful, move in condition! The open floor plan offers two spacious bedrooms, a large living room, and a stylish white kitchen with granite countertops, self-closing cabinets with lighting and stainless steel appliances. The beautifully remodeled bathroom features modern tile, a contemporary vanity, and a glass-enclosed shower. Additional amenities include a large private storage unit and shared laundry in the basement. The HOA fee covers water, heat, hot water, management, grounds and road maintenance - truly exceptional value. With no current special assessments and strong association reserves, this home provides peace of mind and affordability. Enjoy a prime Cheshire location with access to Farmington Canal Trail just minutes from excellent restaurants and charming cafes. New Stonebridge shopping center features Whole Foods, Barnes & Noble, TJ Maxx, J. Crew and other popular retailers. This is a wonderful opportunity to own a truly beautiful home and enjoy easy, no-maintenance living in one of Connecticut's most desirable towns with very good school system.

502 Oak Ave Unit 17, Cheshire

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