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Welcome to 42 Eastgate Drive, a spacious and well-cared-for 4 bedroom, 2-1/2 bath Colonial located in a desirable Cheshire neighborhood, just moments from Highland Elementary School. Offering 2,042 square feet of living space, this inviting home features a welcoming foyer, comfortable living room, formal dining room and a warm family room with fireplace and sliders leading to the screened porch. The eat-in kitchen features beautiful custom cherry cabinetry, granite countertops, a tile backsplash, hardwood flooring and generous pantry storage. Upstairs, the primary bedroom includes an updated private bath, while three additional bedrooms and a full hall bath provide plenty of space for family, guests or a home office. Hardwood flooring adds warmth and character throughout much of the home. The partially finished lower level offers additional flexible living space, a workshop, laundry and ample storage. Enjoy the screened porch overlooking a level backyard with established landscaping, colorful perennials and visiting birds throughout the seasons. Additional features include an attached two-car garage, vinyl siding, city water, city sewer, oil heat. Conveniently located near schools, shopping, restaurants and major highways. Come experience all that Cheshire offers, including the Farmington Canal Heritage Trail, Roaring Brook Falls, beautiful parks and open spaces, along with Whole Foods, Starbucks, Barnes & Noble and local shops and restaurants.

4 Beds ⋅ 3 Baths ⋅ 24207101 MLS

Welcome to 42 Eastgate Drive, a spacious and well-cared-for 4 bedroom, 2-1/2 bath Colonial located in a desirable Cheshire neighborhood, just moments from Highland Elementary School. Offering 2,042 square feet of living space, this inviting home features a welcoming foyer, comfortable living room, formal dining room and a warm family room with fireplace and sliders leading to the screened porch. The eat-in kitchen features beautiful custom cherry cabinetry, granite countertops, a tile backsplash, hardwood flooring and generous pantry storage. Upstairs, the primary bedroom includes an updated private bath, while three additional bedrooms and a full hall bath provide plenty of space for family, guests or a home office. Hardwood flooring adds warmth and character throughout much of the home. The partially finished lower level offers additional flexible living space, a workshop, laundry and ample storage. Enjoy the screened porch overlooking a level backyard with established landscaping, colorful perennials and visiting birds throughout the seasons. Additional features include an attached two-car garage, vinyl siding, city water, city sewer, oil heat. Conveniently located near schools, shopping, restaurants and major highways. Come experience all that Cheshire offers, including the Farmington Canal Heritage Trail, Roaring Brook Falls, beautiful parks and open spaces, along with Whole Foods, Starbucks, Barnes & Noble and local shops and restaurants.

42 Eastgate Dr, 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

$675,000

Welcome to 35 Brookside Place, a spacious and inviting four-bedroom Colonial offering comfortable living, thoughtful updates, and exceptional spaces for entertaining. Set on a beautifully landscaped property in Cheshire, this home combines classic New England charm with the features today's buyers appreciate. Step inside to discover a versatile floor plan with generous living areas, hardwood flooring, and abundant natural light. The welcoming living room features a beautiful bay window, while a separate den with a fireplace provides a cozy place to relax. The updated eat-in kitchen is the heart of the home. Sliding glass doors lead to one of the property's most distinctive features-a spectacular sunroom with soaring curved wood framing and expansive glass walls and ceiling. Filled with natural light and overlooking the backyard, this wonderful space is perfect for morning coffee, entertaining, or simply enjoying the changing seasons. Upstairs, four generously sized bedrooms provide comfortable accommodations, including a spacious primary bedroom with ample closet space and ensuite bathroom. Another full bathroom completes the second level, while a convenient half bath and laundry area are located on the main floor. The finished lower level adds additional square feet of flexible recreation space.

4 Beds ⋅ 3 Baths ⋅ 24215798 MLS

Welcome to 35 Brookside Place, a spacious and inviting four-bedroom Colonial offering comfortable living, thoughtful updates, and exceptional spaces for entertaining. Set on a beautifully landscaped property in Cheshire, this home combines classic New England charm with the features today's buyers appreciate. Step inside to discover a versatile floor plan with generous living areas, hardwood flooring, and abundant natural light. The welcoming living room features a beautiful bay window, while a separate den with a fireplace provides a cozy place to relax. The updated eat-in kitchen is the heart of the home. Sliding glass doors lead to one of the property's most distinctive features-a spectacular sunroom with soaring curved wood framing and expansive glass walls and ceiling. Filled with natural light and overlooking the backyard, this wonderful space is perfect for morning coffee, entertaining, or simply enjoying the changing seasons. Upstairs, four generously sized bedrooms provide comfortable accommodations, including a spacious primary bedroom with ample closet space and ensuite bathroom. Another full bathroom completes the second level, while a convenient half bath and laundry area are located on the main floor. The finished lower level adds additional square feet of flexible recreation space.

35 Brookside Pl, Cheshire

$519,900

Welcome to this beautifully updated 3-bedroom, 2-bath Ranch located in a quiet neighborhood in Cheshire's desirable south end! This inviting home offers a bright, open floor plan featuring hardwood floors, crown molding, and a spacious living and dining area. The updated kitchen boasts white cabinetry, granite countertops, and stainless steel appliances, while the comfortable family room features a cozy fireplace. The primary bedroom includes a beautifully updated ensuite bath. Additional highlights include custom closet built-ins and custom window shades throughout the home. A partially finished lower level provides flexible space for a home office, gym, or recreation room, along with laundry and access to the 2-car garage. Enjoy outdoor entertaining on the deck overlooking the level backyard. Conveniently located near schools, parks, shopping, restaurants, and major highways. Move-in ready and a must-see!

3 Beds ⋅ 2 Baths ⋅ 24215666 MLS

Welcome to this beautifully updated 3-bedroom, 2-bath Ranch located in a quiet neighborhood in Cheshire's desirable south end! This inviting home offers a bright, open floor plan featuring hardwood floors, crown molding, and a spacious living and dining area. The updated kitchen boasts white cabinetry, granite countertops, and stainless steel appliances, while the comfortable family room features a cozy fireplace. The primary bedroom includes a beautifully updated ensuite bath. Additional highlights include custom closet built-ins and custom window shades throughout the home. A partially finished lower level provides flexible space for a home office, gym, or recreation room, along with laundry and access to the 2-car garage. Enjoy outdoor entertaining on the deck overlooking the level backyard. Conveniently located near schools, parks, shopping, restaurants, and major highways. Move-in ready and a must-see!

120 Hilltop Rd, Cheshire

$479,900

Investors and Contractors take notice. This 3,839 Colonial is ready to be brought back to life. Features include a huge Family Room with cathedral ceilings and a fireplace with an open floor plan that includes the large eat-in kitchen, dining area, and slider to the back deck. Town shows this as a 3 bedroom home but easily can be 4 or 5 bedroom depending on how you use the other rooms. Outside there is an inground pool with spa and outdoor kitchen area. Prior water damage led to this property being stripped to the studs awaiting your custom re-build. As-Is Sale.

4 Beds ⋅ 5 Baths ⋅ 24216201 MLS

Investors and Contractors take notice. This 3,839 Colonial is ready to be brought back to life. Features include a huge Family Room with cathedral ceilings and a fireplace with an open floor plan that includes the large eat-in kitchen, dining area, and slider to the back deck. Town shows this as a 3 bedroom home but easily can be 4 or 5 bedroom depending on how you use the other rooms. Outside there is an inground pool with spa and outdoor kitchen area. Prior water damage led to this property being stripped to the studs awaiting your custom re-build. As-Is Sale.

7 Edith Pl, Cheshire

$839,900

This stunning home feels brand new, with extensive updates and impeccable attention to detail. Newly refinished HW floors, fresh paint including ceilings, newer roof and siding, and beautifully remodeled kitchen and baths make this home move-in ready. The custom kitchen features new cabinetry, quartzite countertops, stainless steel appliances, a center island, built-in desk area, spacious dining space, skylights that bring in morning sun, and one of the home's three fireplaces. The dining space of the kitchen showcases a vaulted cedar-lined ceiling, more skylights, and a beautiful copper fireplace. Just off the kitchen, the family room has a dramatic vaulted ceiling, palladium windows, built-in bookshelves, and another fireplace. The inviting living room offers a decorative fireplace, custom built-in bookcases, and French doors leading to a sun-filled all-season room with a propane stove. A convenient 1st floor laundry room adds everyday practicality. Upstairs, you'll find 4 updated bedrooms, including a spacious primary suite with a remodeled bath, along with a fully renovated guest bathroom. Outdoor living is equally impressive, featuring an expansive brick patio overlooking a lush lawn and established perennial gardens, creating the perfect setting for relaxing, entertaining, and enjoying the seasons. Located in Cheshire's desirable Beacon Hill neighborhood, this exceptional home offers timeless charm with modern updates in one of the town's most sought-after settings!

4 Beds ⋅ 3 Baths ⋅ 24214742 MLS

This stunning home feels brand new, with extensive updates and impeccable attention to detail. Newly refinished HW floors, fresh paint including ceilings, newer roof and siding, and beautifully remodeled kitchen and baths make this home move-in ready. The custom kitchen features new cabinetry, quartzite countertops, stainless steel appliances, a center island, built-in desk area, spacious dining space, skylights that bring in morning sun, and one of the home's three fireplaces. The dining space of the kitchen showcases a vaulted cedar-lined ceiling, more skylights, and a beautiful copper fireplace. Just off the kitchen, the family room has a dramatic vaulted ceiling, palladium windows, built-in bookshelves, and another fireplace. The inviting living room offers a decorative fireplace, custom built-in bookcases, and French doors leading to a sun-filled all-season room with a propane stove. A convenient 1st floor laundry room adds everyday practicality. Upstairs, you'll find 4 updated bedrooms, including a spacious primary suite with a remodeled bath, along with a fully renovated guest bathroom. Outdoor living is equally impressive, featuring an expansive brick patio overlooking a lush lawn and established perennial gardens, creating the perfect setting for relaxing, entertaining, and enjoying the seasons. Located in Cheshire's desirable Beacon Hill neighborhood, this exceptional home offers timeless charm with modern updates in one of the town's most sought-after settings!

256 Beacon Hill Dr, Cheshire

$469,000

Welcome to 68 Pleasant Drive, where a potential in-law suite with its own private entrance offers flexibility for extended family or guests. Hardwood floors, a spacious floor plan, and a convenient Cheshire location create a wonderful place to call home. Sidewalks line the road, adding to the appeal of this walkable setting close to shopping and local restaurants. The large backyard offers plenty of room for outdoor entertaining, gardening, or simply relaxing in privacy. Enjoy space, versatility, and everyday convenience in an established neighborhood. Showings begin tomorrow! NOTE: the square footage reflected in the MLS is based on town assessor records. SELLER BELIEVES it may not accurately represent the home's actual living space. The property offers additional living area beyond what is recorded. Buyers and their agents are encouraged to independently verify total square footage.

4 Beds ⋅ 3 Baths ⋅ 24214579 MLS

Welcome to 68 Pleasant Drive, where a potential in-law suite with its own private entrance offers flexibility for extended family or guests. Hardwood floors, a spacious floor plan, and a convenient Cheshire location create a wonderful place to call home. Sidewalks line the road, adding to the appeal of this walkable setting close to shopping and local restaurants. The large backyard offers plenty of room for outdoor entertaining, gardening, or simply relaxing in privacy. Enjoy space, versatility, and everyday convenience in an established neighborhood. Showings begin tomorrow! NOTE: the square footage reflected in the MLS is based on town assessor records. SELLER BELIEVES it may not accurately represent the home's actual living space. The property offers additional living area beyond what is recorded. Buyers and their agents are encouraged to independently verify total square footage.

68 Pleasant Dr, Cheshire

$589,900

CHARMING CHESHIRE CAPE ON A NEAR-ACRE LOT - welcome to 178 Harrison Road, a well-loved three-bedroom, two-bath Cape Cod set on 0.97 lightly-wooded acres in a quiet, tree-lined neighborhood. The kitchen features granite counters, stainless appliances and timeless brick accents, flowing seamlessly to a sun-filled eat-in dining area with vaulted ceiling and walls of windows framing peaceful views of the private backyard. Multiple distinct living spaces give you room to spread out: a formal living room with tile-surround fireplace, a cozy family room with pellet stove, and a formal dining room with built-in cabinets. Hardwood flooring throughout the first-floor living areas. Three generous bedrooms including a main-floor primary, two full baths, and 2,054 square feet above grade, plus a built-out finished lower level ideal as a home gym, playroom, or office. Major capital improvements already addressed: 2024 ROOF, 2025 OWNED solar panels (no lease/loan to transfer), 2021 HVAC/Central Air, 2023 chimney liner, and underground irrigation. Oversized 2-car under-house garage offers abundant storage. Step outside to a versatile outdoor retreat with zones for every season - generous back deck, flagstone patio at the front entrance, dedicated children's play area with playscape, and plush lawn framed by stacked stone retaining walls and mature landscaping. Short distance to Cheshire schools, parks, and shopping. DONT MISS OUT!

3 Beds ⋅ 2 Baths ⋅ 24213428 MLS

CHARMING CHESHIRE CAPE ON A NEAR-ACRE LOT - welcome to 178 Harrison Road, a well-loved three-bedroom, two-bath Cape Cod set on 0.97 lightly-wooded acres in a quiet, tree-lined neighborhood. The kitchen features granite counters, stainless appliances and timeless brick accents, flowing seamlessly to a sun-filled eat-in dining area with vaulted ceiling and walls of windows framing peaceful views of the private backyard. Multiple distinct living spaces give you room to spread out: a formal living room with tile-surround fireplace, a cozy family room with pellet stove, and a formal dining room with built-in cabinets. Hardwood flooring throughout the first-floor living areas. Three generous bedrooms including a main-floor primary, two full baths, and 2,054 square feet above grade, plus a built-out finished lower level ideal as a home gym, playroom, or office. Major capital improvements already addressed: 2024 ROOF, 2025 OWNED solar panels (no lease/loan to transfer), 2021 HVAC/Central Air, 2023 chimney liner, and underground irrigation. Oversized 2-car under-house garage offers abundant storage. Step outside to a versatile outdoor retreat with zones for every season - generous back deck, flagstone patio at the front entrance, dedicated children's play area with playscape, and plush lawn framed by stacked stone retaining walls and mature landscaping. Short distance to Cheshire schools, parks, and shopping. DONT MISS OUT!

178 Harrison Rd, Cheshire

$579,900

Welcome to 450 Cardinal Lane! This well-maintained 4-bedroom, 2.5-bath Colonial offers 2,042 square feet of living space on a beautifully landscaped .46-acre lot in Cheshire. The spacious first floor features a large living room, formal dining room, and a beautifully remodeled kitchen with white cabinetry, stainless steel appliances, and a comfortable eat-in area. Just off the kitchen is the inviting family room with a fireplace, access to the attached two-car garage, and direct access to the backyard. You'll also appreciate the convenience of an updated half bath on the main level. Upstairs, you'll find a generously sized primary bedroom with direct access to the full hall bathroom, along with three additional bedrooms. Hardwood flooring throughout adds warmth and character to the home. The partially finished lower level offers plenty of storage space, laundry area and a second full bathroom that has not been used in many years. Step outside to enjoy the beautiful, oversized patio overlooking the private, nicely manicured backyard, perfect for outdoor entertaining, dining, or simply relaxing. Additional highlights include a two-car attached garage with new door openers, replacement windows (2017), a brand-new roof (2026), and a newer oil tank (2020). Conveniently located near Cheshire's shopping, restaurants, parks, and recreational amenities, this lovely home offers a wonderful combination of space, comfort, and location. Don't miss this opportunity to make it your own!

4 Beds ⋅ 3 Baths ⋅ 24213826 MLS

Welcome to 450 Cardinal Lane! This well-maintained 4-bedroom, 2.5-bath Colonial offers 2,042 square feet of living space on a beautifully landscaped .46-acre lot in Cheshire. The spacious first floor features a large living room, formal dining room, and a beautifully remodeled kitchen with white cabinetry, stainless steel appliances, and a comfortable eat-in area. Just off the kitchen is the inviting family room with a fireplace, access to the attached two-car garage, and direct access to the backyard. You'll also appreciate the convenience of an updated half bath on the main level. Upstairs, you'll find a generously sized primary bedroom with direct access to the full hall bathroom, along with three additional bedrooms. Hardwood flooring throughout adds warmth and character to the home. The partially finished lower level offers plenty of storage space, laundry area and a second full bathroom that has not been used in many years. Step outside to enjoy the beautiful, oversized patio overlooking the private, nicely manicured backyard, perfect for outdoor entertaining, dining, or simply relaxing. Additional highlights include a two-car attached garage with new door openers, replacement windows (2017), a brand-new roof (2026), and a newer oil tank (2020). Conveniently located near Cheshire's shopping, restaurants, parks, and recreational amenities, this lovely home offers a wonderful combination of space, comfort, and location. Don't miss this opportunity to make it your own!

450 Cardinal Ln, Cheshire

$599,900

Welcome to this spacious 2,280 sq ft Ranch in the desirable Nob Hill area! This inviting home offers steel beam construction, C/A, two-zone heating and beautiful views. The kitchen features granite countertops, tile floors, a breakfast bar, cooktop, stainless steel appliances and opens to the family room with HW floors and gas fireplace with an impressive brick wall. Enjoy the scenic views from the screened-in porch! The dining room features HW floors and wainscoting. The spacious living room offers a gas fireplace, built-ins, recessed lighting, and a large picture window overlooking the backyard, with potential for a home office. The primary bedroom boasts HW floors and an impressive 14 x 6 walk-in closet with shelving and recessed lighting. The primary bath features double-sink vanity with marble top. Two additional bedrooms feature HW floors. The updated main bath has double sinks. Additional highlights include a tiled foyer, large closet, mudroom with washer + dryer, updated half bath, and large pantry. The expansive walk-out lower level features a wood-burning fireplace and wet bar, perfect for recreation. Enjoy the fenced backyard and patios. Other features include: replacement windows, whole-house fan and pull-down attic. Updates include roof and chimney (2025), refrigerator and dishwasher (2024), washer and dryer (2023), and garage door and back entry door (2019). Public water and sewer in the street. A wonderful opportunity in a sought-after location!

3 Beds ⋅ 3 Baths ⋅ 24213120 MLS

Welcome to this spacious 2,280 sq ft Ranch in the desirable Nob Hill area! This inviting home offers steel beam construction, C/A, two-zone heating and beautiful views. The kitchen features granite countertops, tile floors, a breakfast bar, cooktop, stainless steel appliances and opens to the family room with HW floors and gas fireplace with an impressive brick wall. Enjoy the scenic views from the screened-in porch! The dining room features HW floors and wainscoting. The spacious living room offers a gas fireplace, built-ins, recessed lighting, and a large picture window overlooking the backyard, with potential for a home office. The primary bedroom boasts HW floors and an impressive 14 x 6 walk-in closet with shelving and recessed lighting. The primary bath features double-sink vanity with marble top. Two additional bedrooms feature HW floors. The updated main bath has double sinks. Additional highlights include a tiled foyer, large closet, mudroom with washer + dryer, updated half bath, and large pantry. The expansive walk-out lower level features a wood-burning fireplace and wet bar, perfect for recreation. Enjoy the fenced backyard and patios. Other features include: replacement windows, whole-house fan and pull-down attic. Updates include roof and chimney (2025), refrigerator and dishwasher (2024), washer and dryer (2023), and garage door and back entry door (2019). Public water and sewer in the street. A wonderful opportunity in a sought-after location!

256 Nob Hill Rd, Cheshire

$499,999

Come and see this terrific home in an ideal central Cheshire location in a sidewalked neighborhood next to Highland Elementary. Enter this terrific home and be welcomed by gorgeous hardwood floors, an updated modern kitchen with doorway to large 16x20 rear deck, dining room and living room with fireplace. The primary bedroom has a half bath, 2 additional bedrooms and a full bathroom complete the 1st floor. The lower level features a light and bright recreation room with walk out to the back yard, a full bathroom with shower and laundry, an office/flex use room, and utility/storage area. The rear yard features a 13.5x21 covered paver patio for enjoying your summer afternoons in the shade. Home is wired for a generator (included), 200 amp upgraded electrical, central air conditioning, new garage door opener, and much more.

3 Beds ⋅ 3 Baths ⋅ 24213257 MLS

Come and see this terrific home in an ideal central Cheshire location in a sidewalked neighborhood next to Highland Elementary. Enter this terrific home and be welcomed by gorgeous hardwood floors, an updated modern kitchen with doorway to large 16x20 rear deck, dining room and living room with fireplace. The primary bedroom has a half bath, 2 additional bedrooms and a full bathroom complete the 1st floor. The lower level features a light and bright recreation room with walk out to the back yard, a full bathroom with shower and laundry, an office/flex use room, and utility/storage area. The rear yard features a 13.5x21 covered paver patio for enjoying your summer afternoons in the shade. Home is wired for a generator (included), 200 amp upgraded electrical, central air conditioning, new garage door opener, and much more.

268 Eastgate Dr, 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

$349,999

Welcome to 50 Saint Joseph Street, a charming brick Cape Cod offering 3 bedrooms, 1.5 baths and 1,573 square feet of living space in a convenient Cheshire location. Classic New England character meets a comfortable, functional layout featuring a bright living room with fireplace, an open kitchen and dining area, and flexible living space across two levels. The distinctive brick exterior, mature landscaping and established residential setting give this home plenty of curb appeal. Just minutes from Cheshire's popular Route 10 corridor, enjoy convenient access to local favorites including Viron Rondo Osteria, Mercato, Butcher Bros Steakhouse, and Fuoco Apizza, along with shopping and everyday necessities. Outdoor recreation is also close by, including the Farmington Canal Heritage Trail and Cheshire's many parks and recreational amenities. In addition, convenient access to I-691 makes travel throughout central Connecticut easy. A wonderful opportunity to own a classic brick Cape and enjoy everything Cheshire has to offer.

3 Beds ⋅ 2 Baths ⋅ 24211856 MLS

Welcome to 50 Saint Joseph Street, a charming brick Cape Cod offering 3 bedrooms, 1.5 baths and 1,573 square feet of living space in a convenient Cheshire location. Classic New England character meets a comfortable, functional layout featuring a bright living room with fireplace, an open kitchen and dining area, and flexible living space across two levels. The distinctive brick exterior, mature landscaping and established residential setting give this home plenty of curb appeal. Just minutes from Cheshire's popular Route 10 corridor, enjoy convenient access to local favorites including Viron Rondo Osteria, Mercato, Butcher Bros Steakhouse, and Fuoco Apizza, along with shopping and everyday necessities. Outdoor recreation is also close by, including the Farmington Canal Heritage Trail and Cheshire's many parks and recreational amenities. In addition, convenient access to I-691 makes travel throughout central Connecticut easy. A wonderful opportunity to own a classic brick Cape and enjoy everything Cheshire has to offer.

50 Saint Joseph St, Cheshire

$649,900

Welcome to this immaculate Colonial nestled in a desirable neighborhood on a level, one-acre lot! This move-in-ready, 3-bedroom, 2.5-bath home offers numerous updates and exceptional living spaces with so much flexibility. The spacious and bright front to back living room features crown molding and fireplace while the formal dining room showcases classic shadow box trim. The custom renovated kitchen features abundant cabinetry, quartz countertops, tile backsplash, newer appliances, and a breakfast bar overlooking the family room which offers built-ins and a window seat. The spectacular sun drenched Great Room boasts a soaring ceiling punctuated with exposed beams, walls of windows, and a stone fireplace with pellet-stove insert that can heat the entire first floor. Upstairs, the expanded primary bedroom includes a fully updated bath and two custom California closets. Additional updates include a new roof, updated windows, and more! This home features fully paid-off solar panels that generate approximately 114% of the home's annual electricity usage, resulting in no electric bills over the past year, making electric heating even more desirable and are under warranty through 2048! Outside, enjoy the level yard with professional landscaping and newer composite deck-perfect for relaxing or entertaining. A wonderful blend of character, comfort, updates, energy efficiency and no electric bills, this home will check all the boxes!

3 Beds ⋅ 3 Baths ⋅ 24211153 MLS

Welcome to this immaculate Colonial nestled in a desirable neighborhood on a level, one-acre lot! This move-in-ready, 3-bedroom, 2.5-bath home offers numerous updates and exceptional living spaces with so much flexibility. The spacious and bright front to back living room features crown molding and fireplace while the formal dining room showcases classic shadow box trim. The custom renovated kitchen features abundant cabinetry, quartz countertops, tile backsplash, newer appliances, and a breakfast bar overlooking the family room which offers built-ins and a window seat. The spectacular sun drenched Great Room boasts a soaring ceiling punctuated with exposed beams, walls of windows, and a stone fireplace with pellet-stove insert that can heat the entire first floor. Upstairs, the expanded primary bedroom includes a fully updated bath and two custom California closets. Additional updates include a new roof, updated windows, and more! This home features fully paid-off solar panels that generate approximately 114% of the home's annual electricity usage, resulting in no electric bills over the past year, making electric heating even more desirable and are under warranty through 2048! Outside, enjoy the level yard with professional landscaping and newer composite deck-perfect for relaxing or entertaining. A wonderful blend of character, comfort, updates, energy efficiency and no electric bills, this home will check all the boxes!

385 Sir Walter Dr, Cheshire

$1,375,000

A timeless, flexible floor plan with all the newest upgrades. Majestically situated on a gentle hill in a South Cheshire neighborhood, this home is designed to capture the country setting.The impressive 4,000+ sqft contemporary colonial is move-in ready. The cook's delight kitchen features stainless steel appliances, a Sub-Zero refrigerator, a 5-burner gas stove with vented hood,Two full size microwaves, Fisher Paykel drawer dishwasher and an expansive granite island w/seating for 5 & opening into the spacious living room with gas fireplace, wet bar and built-in sound system. The familyroom has french doors opening on to an expansive deck & screened gazebo. The private main floor study comes complete with custom built-ins, hardwood floors and glass french doors, this extra first floor room can serve as a multipurpose area as well. A large mudroom with built-ins and a separate laundry room add everyday function. All-new stunning baths and hardwood floors throughout add polish. Upstairs, your private primary retreat awaits, a cozy sitting nook plus spacious marble bath with soaking tub, glass shower, oversized vanity & expansive separate closets. There is a princess bedroom with private marble bath. As well as, a Jack-n-Jill layout bedrooms and bath. Flexible living space on the walk-out lower level ideal for recreation,media, guestroom, gym or just to relax in nature with a wonderful outdoor hot tub. In addition to the 3 car garage there is an EV hook-up!

4 Beds ⋅ 5 Baths ⋅ 24206472 MLS

A timeless, flexible floor plan with all the newest upgrades. Majestically situated on a gentle hill in a South Cheshire neighborhood, this home is designed to capture the country setting.The impressive 4,000+ sqft contemporary colonial is move-in ready. The cook's delight kitchen features stainless steel appliances, a Sub-Zero refrigerator, a 5-burner gas stove with vented hood,Two full size microwaves, Fisher Paykel drawer dishwasher and an expansive granite island w/seating for 5 & opening into the spacious living room with gas fireplace, wet bar and built-in sound system. The familyroom has french doors opening on to an expansive deck & screened gazebo. The private main floor study comes complete with custom built-ins, hardwood floors and glass french doors, this extra first floor room can serve as a multipurpose area as well. A large mudroom with built-ins and a separate laundry room add everyday function. All-new stunning baths and hardwood floors throughout add polish. Upstairs, your private primary retreat awaits, a cozy sitting nook plus spacious marble bath with soaking tub, glass shower, oversized vanity & expansive separate closets. There is a princess bedroom with private marble bath. As well as, a Jack-n-Jill layout bedrooms and bath. Flexible living space on the walk-out lower level ideal for recreation,media, guestroom, gym or just to relax in nature with a wonderful outdoor hot tub. In addition to the 3 car garage there is an EV hook-up!

1 Mountaincrest Dr, Cheshire

$775,000

Beautiful home set on almost 2 acres in a beautiful country setting, yet only 1.5 miles from the town center! Built from the foundation up in 2006, this home offers a brand new roof, new septic tank, 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 1250 plastic septic tank being installed (2026), new driveway (2025), newer well tank, newer washer and dryer, and an electric car charger in the garage. Welcome Home!

4 Beds ⋅ 3 Baths ⋅ 24211310 MLS

Beautiful home set on almost 2 acres in a beautiful country setting, yet only 1.5 miles from the town center! Built from the foundation up in 2006, this home offers a brand new roof, new septic tank, 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 1250 plastic septic tank being installed (2026), new driveway (2025), newer well tank, newer washer and dryer, and an electric car charger in the garage. Welcome Home!

662 Coleman Rd, Cheshire

$409,900

Charming three bedroom ranch offering spacious living and a convenient location close to shopping, dining, schools and amenities. The large open kitchen features a generous dining area perfect for everyday meals and entertaining. Enjoy the inviting first floor family room with a cozy fireplace, creating a warm and comfortable gathering space. The primary bedroom includes it's own primary bath for added comfort and convenience. Beautiful hardwood floors run throughout much of the home adding character and appeal. An Unfinished lower level provides potential to nearly double the living space, offering endless possibilities for future expansion. Situated on a level lot, the property also features a lovely deck, ideal for relaxing.

3 Beds ⋅ 2 Baths ⋅ 24210609 MLS

Charming three bedroom ranch offering spacious living and a convenient location close to shopping, dining, schools and amenities. The large open kitchen features a generous dining area perfect for everyday meals and entertaining. Enjoy the inviting first floor family room with a cozy fireplace, creating a warm and comfortable gathering space. The primary bedroom includes it's own primary bath for added comfort and convenience. Beautiful hardwood floors run throughout much of the home adding character and appeal. An Unfinished lower level provides potential to nearly double the living space, offering endless possibilities for future expansion. Situated on a level lot, the property also features a lovely deck, ideal for relaxing.

388 Sharon Dr, Cheshire

$725,000

Welcome to 21 Berkshire Court, a beautifully updated 4-bedroom, 2.5-bath Colonial offering 2,373 square feet of living space plus approximately 500 additional square feet in the beautifully finished lower level. Set on a manicured .59-acre lot, this impressive home features thoughtfully designed renovations, wonderful living spaces, and exceptional curb appeal. The heart of the home is the gorgeous expanded kitchen featuring a breakfast bar, abundant cabinetry, and custom built-ins, all opening seamlessly to the inviting family room with additional custom built-ins and French doors leading to the large deck. Just off the kitchen is a highly functional laundry area with additional cabinetry and a convenient coffee bar, along with access to the half bath and attached two-car garage. A formal dining room, spacious living room, and beautiful entryway complete the main level, which features hardwood flooring throughout. Upstairs, the primary suite offers a walk-in closet and beautifully appointed full bath with double sinks and a walk-in shower. Three additional bedrooms and a second full bath complete the upper level. The beautifully finished lower-level rec room is perfect for entertaining, a home gym, playroom, media room, or home office, while still offering plenty of storage. Outside, enjoy the beautifully manicured yard and large deck overlooking the private backyard. Conveniently located close to the center of town with easy access to parks, restaurants & shopping!!

4 Beds ⋅ 3 Baths ⋅ 24210753 MLS

Welcome to 21 Berkshire Court, a beautifully updated 4-bedroom, 2.5-bath Colonial offering 2,373 square feet of living space plus approximately 500 additional square feet in the beautifully finished lower level. Set on a manicured .59-acre lot, this impressive home features thoughtfully designed renovations, wonderful living spaces, and exceptional curb appeal. The heart of the home is the gorgeous expanded kitchen featuring a breakfast bar, abundant cabinetry, and custom built-ins, all opening seamlessly to the inviting family room with additional custom built-ins and French doors leading to the large deck. Just off the kitchen is a highly functional laundry area with additional cabinetry and a convenient coffee bar, along with access to the half bath and attached two-car garage. A formal dining room, spacious living room, and beautiful entryway complete the main level, which features hardwood flooring throughout. Upstairs, the primary suite offers a walk-in closet and beautifully appointed full bath with double sinks and a walk-in shower. Three additional bedrooms and a second full bath complete the upper level. The beautifully finished lower-level rec room is perfect for entertaining, a home gym, playroom, media room, or home office, while still offering plenty of storage. Outside, enjoy the beautifully manicured yard and large deck overlooking the private backyard. Conveniently located close to the center of town with easy access to parks, restaurants & shopping!!

21 Berkshire Ct, Cheshire

$469,900

A great opportunity to own this 4 Bedroom, 2 Bath Ranch in South Cheshire with a versatile open floor plan and one level living! A welcoming first impression can be felt as you enter the light and bright living room and continues into the Dining Area and Eat-in Kitchen with electric cooktop, built-in oven, pantry and stainless appliances. Conveniently off the Kitchen is the laundry/mud room with an entrance to the driveway for ease in carrying in groceries! A Family Room, with large picture window looking out to the yard, is the perfect spot for relaxing at the end of the day. A four season Sun Room, equipped with heat and A/C and statement skylight, provides access to the deck and yard making this the ideal spot for entertaining! Separate from the other bedrooms is the Primary Bedroom with attached full bath with walk-in shower. The additional 3 bedrooms and full Bath are located just down the hall. A walk up attic is positioned for future ease of expansion to the home. Full, unfished walk-out basement leads to a large shed area and the spacious, level back yard. Solar panels, central air, new roof, freshly painted throughout, updated baths, gutter guards, newer windows. Convenient to shopping, restaurants and highways. Don't miss your chance to make this spacious Ranch Style home your own!

4 Beds ⋅ 2 Baths ⋅ 24207733 MLS

A great opportunity to own this 4 Bedroom, 2 Bath Ranch in South Cheshire with a versatile open floor plan and one level living! A welcoming first impression can be felt as you enter the light and bright living room and continues into the Dining Area and Eat-in Kitchen with electric cooktop, built-in oven, pantry and stainless appliances. Conveniently off the Kitchen is the laundry/mud room with an entrance to the driveway for ease in carrying in groceries! A Family Room, with large picture window looking out to the yard, is the perfect spot for relaxing at the end of the day. A four season Sun Room, equipped with heat and A/C and statement skylight, provides access to the deck and yard making this the ideal spot for entertaining! Separate from the other bedrooms is the Primary Bedroom with attached full bath with walk-in shower. The additional 3 bedrooms and full Bath are located just down the hall. A walk up attic is positioned for future ease of expansion to the home. Full, unfished walk-out basement leads to a large shed area and the spacious, level back yard. Solar panels, central air, new roof, freshly painted throughout, updated baths, gutter guards, newer windows. Convenient to shopping, restaurants and highways. Don't miss your chance to make this spacious Ranch Style home your own!

190 Remus Rd, Cheshire

$749,000

Welcome to this completely remodeled home w/ a private In-law apartment in a highly desirable Cheshire neighborhood! Set on a spacious 1-acre lot, this truly move-in-ready property has been extensively renovated from top to bottom. The main living level features 3 BR & 2 full BA, offering comfortable & inviting living spaces throughout. The newly renovated kitchen is the heart of the home, featuring brand-new appliances, perfect for everyday living & entertaining. All new flooring throughout! Step outside through the DR onto the new deck, the perfect setting for family gatherings. The professionally landscaped, level yard is enhanced by a charming stone wall, an irrigation system, & a brand-new patio. Brand-New Handicap-Accessible in-law apt, a wonderful addition to this home offers its own private entrance & is thoughtfully designed for comfortable, accessible living. The spacious layout includes BR, full BA, living room, beautiful eat-in kitchen & washer dryer hookups. This private suite offers convenience, & endless possibilities. The extensive list of improvements includes a new roof, new windows, multiple new split-units heating & cooling system, new hot water heater, brand-new septic system, & solar panels. This is a rare opportunity to own a meticulously renovated Cheshire home with an in-law apartment that is set on a picturesque acre of land in a sought-after location. Simply unpack, settle in, and enjoy everything this extraordinary property has to offer!

4 Beds ⋅ 3 Baths ⋅ 24208525 MLS

Welcome to this completely remodeled home w/ a private In-law apartment in a highly desirable Cheshire neighborhood! Set on a spacious 1-acre lot, this truly move-in-ready property has been extensively renovated from top to bottom. The main living level features 3 BR & 2 full BA, offering comfortable & inviting living spaces throughout. The newly renovated kitchen is the heart of the home, featuring brand-new appliances, perfect for everyday living & entertaining. All new flooring throughout! Step outside through the DR onto the new deck, the perfect setting for family gatherings. The professionally landscaped, level yard is enhanced by a charming stone wall, an irrigation system, & a brand-new patio. Brand-New Handicap-Accessible in-law apt, a wonderful addition to this home offers its own private entrance & is thoughtfully designed for comfortable, accessible living. The spacious layout includes BR, full BA, living room, beautiful eat-in kitchen & washer dryer hookups. This private suite offers convenience, & endless possibilities. The extensive list of improvements includes a new roof, new windows, multiple new split-units heating & cooling system, new hot water heater, brand-new septic system, & solar panels. This is a rare opportunity to own a meticulously renovated Cheshire home with an in-law apartment that is set on a picturesque acre of land in a sought-after location. Simply unpack, settle in, and enjoy everything this extraordinary property has to offer!

368 Charles Dr, Cheshire

$599,000

Welcome to 531 Blacks Road, a spacious and distinctive split-level home set on a beautiful, level 1.93 acre property. A broad front lawn creates a generous set back from the street, while the park-like backyard provides an exceptional amount of usable outdoor space. From the covered front porch, double-entry doors welcome you into a dramatic, light-filled two-story foyer with soaring windows and an open staircase, an impressive introduction to the home's multi-level layout. Hardwood floors and abundant windows enhance the main living areas and bedrooms. The kitchen, with side door access, features abundant cabinetry, Corian countertops, and a generously proportioned dining area with plenty of room for everyday dining and entertaining. The adjoining living room is anchored by a full-wall brick fireplace, while two sets of glass doors open to the screened porch and frame views of the grounds. Upstairs are three bedrooms, including a primary with a private full bath, along with a versatile flex room ideal for a den, home office or hobby space. The walkout lower-level family room includes a half bath and access to the backyard and two-car garage. Recent improvements include a new roof and new gutters. Cheshire is known for its well-regarded public schools, extensive walking trails, parks, and wide selection of shopping and dining destinations, including The Shops at Stone Bridge. This home offers easy access to recreation, everyday amenities, and major commuter routes.

3 Beds ⋅ 4 Baths ⋅ 24209218 MLS

Welcome to 531 Blacks Road, a spacious and distinctive split-level home set on a beautiful, level 1.93 acre property. A broad front lawn creates a generous set back from the street, while the park-like backyard provides an exceptional amount of usable outdoor space. From the covered front porch, double-entry doors welcome you into a dramatic, light-filled two-story foyer with soaring windows and an open staircase, an impressive introduction to the home's multi-level layout. Hardwood floors and abundant windows enhance the main living areas and bedrooms. The kitchen, with side door access, features abundant cabinetry, Corian countertops, and a generously proportioned dining area with plenty of room for everyday dining and entertaining. The adjoining living room is anchored by a full-wall brick fireplace, while two sets of glass doors open to the screened porch and frame views of the grounds. Upstairs are three bedrooms, including a primary with a private full bath, along with a versatile flex room ideal for a den, home office or hobby space. The walkout lower-level family room includes a half bath and access to the backyard and two-car garage. Recent improvements include a new roof and new gutters. Cheshire is known for its well-regarded public schools, extensive walking trails, parks, and wide selection of shopping and dining destinations, including The Shops at Stone Bridge. This home offers easy access to recreation, everyday amenities, and major commuter routes.

531 Blacks Rd, Cheshire

$319,900

There's a lot to work with at 233 Forest Lane wether you're an investor or future owner occupant. This three-bedroom, one-and-a-half-bath ranch offers a practical single-level layout, hardwood floors, and the kind of footprint that gives its next owner plenty of options. The home has been well lived in and is ready for someone with a fresh vision to make it their own. Downstairs, the basement provides even more opportunity, with space that could potentially be finished into an additional living area, home office, gym, or playroom. Outside, a sizeable yard gives you room to spread out, while the carport adds everyday convenience. There's public sewer available in the street for those who may want that option in the future. Whether you update a little at a time or have bigger plans from day one, there's real potential here to create something that feels entirely your own.

3 Beds ⋅ 2 Baths ⋅ 24208227 MLS

There's a lot to work with at 233 Forest Lane wether you're an investor or future owner occupant. This three-bedroom, one-and-a-half-bath ranch offers a practical single-level layout, hardwood floors, and the kind of footprint that gives its next owner plenty of options. The home has been well lived in and is ready for someone with a fresh vision to make it their own. Downstairs, the basement provides even more opportunity, with space that could potentially be finished into an additional living area, home office, gym, or playroom. Outside, a sizeable yard gives you room to spread out, while the carport adds everyday convenience. There's public sewer available in the street for those who may want that option in the future. Whether you update a little at a time or have bigger plans from day one, there's real potential here to create something that feels entirely your own.

233 Forest Ln, Cheshire

$649,000

OWNER MOTIVATED! Great Opportunity. Beautiful setting. Come see! Welcome to 1100 Coleman Rd, a charming, timeless Colonial nestled on a peaceful, private 1.85-acre lot in the heart of Cheshire, CT. Built in 1957, this home combines classic architectural craftsmanship with 2,280 square feet of functional living space, highlighted by beautiful hardwood floors throughout. The main level features a formal living room anchored by a fireplace with a custom-built mantel, traditional dentil crown molding, built-in bookcases, and convenient wood storage. Host large gatherings in the formal dining room, or relax in the eat-in kitchen and family room combination, which features two beautiful bay windows, a main-floor powder room, and direct access to an expansive deck that spans nearly the entire back of the home. This massive outdoor living space flows effortlessly into a park-like backyard, creating an ideal setting for seamless indoor-outdoor entertaining, gardening, or quiet relaxation. The second floor hosts 4 spacious bedrooms and 2 full bathrooms, offering plenty of room for family, guests, or a dedicated home office. The lower level maximizes every square foot, starting with a convenient underhouse side-load garage that opens into a finished, generous laundry room. Down the hall past the utility room, you will find a versatile finished bonus room with its own cozy fireplace-perfect for a playroom, media room, or art studio.

4 Beds ⋅ 3 Baths ⋅ 24205288 MLS

OWNER MOTIVATED! Great Opportunity. Beautiful setting. Come see! Welcome to 1100 Coleman Rd, a charming, timeless Colonial nestled on a peaceful, private 1.85-acre lot in the heart of Cheshire, CT. Built in 1957, this home combines classic architectural craftsmanship with 2,280 square feet of functional living space, highlighted by beautiful hardwood floors throughout. The main level features a formal living room anchored by a fireplace with a custom-built mantel, traditional dentil crown molding, built-in bookcases, and convenient wood storage. Host large gatherings in the formal dining room, or relax in the eat-in kitchen and family room combination, which features two beautiful bay windows, a main-floor powder room, and direct access to an expansive deck that spans nearly the entire back of the home. This massive outdoor living space flows effortlessly into a park-like backyard, creating an ideal setting for seamless indoor-outdoor entertaining, gardening, or quiet relaxation. The second floor hosts 4 spacious bedrooms and 2 full bathrooms, offering plenty of room for family, guests, or a dedicated home office. The lower level maximizes every square foot, starting with a convenient underhouse side-load garage that opens into a finished, generous laundry room. Down the hall past the utility room, you will find a versatile finished bonus room with its own cozy fireplace-perfect for a playroom, media room, or art studio.

1100 Coleman Rd, Cheshire

$649,900

Welcome to 70 Heritage Drive, a beautifully maintained 3-bedroom, 2.5-bath home offering 2,080 sq. ft. of living space plus an additional 525 sq. ft. in the finished lower level. Set on .35 acres with wonderful curb appeal, this inviting home offers a spacious and versatile floor plan. The welcoming entry leads to a beautiful kitchen featuring granite countertops, stainless steel appliances, and an eat-in area with sliders to a large deck with awning-perfect for outdoor dining and entertaining. A formal dining room with bay window and formal living room, currently used as a home office, provide additional flexible living space. At the back of the home, the expanded family room is a standout, featuring a gas fireplace and a wall of windows that fills the room with natural light. A half bath completes the main level. Upstairs, the spacious primary bedroom features a beautifully updated private bath. Two additional bedrooms and a second full bath complete the upper level. The finished lower level adds approximately 525 sq. ft. of additional living space with a rec room, plus a laundry area and additional storage. Outside, enjoy the large deck, patio, irrigation system, and nicely maintained yard. Additional features include a 2-car garage, city water and sewer, a new roof (2026), Central Air on 2nd floor and a ductless split in Living Room & Family Room. Conveniently located just a short walk from in-town activities, this home combines space, comfort, and a great location

3 Beds ⋅ 3 Baths ⋅ 24208189 MLS

Welcome to 70 Heritage Drive, a beautifully maintained 3-bedroom, 2.5-bath home offering 2,080 sq. ft. of living space plus an additional 525 sq. ft. in the finished lower level. Set on .35 acres with wonderful curb appeal, this inviting home offers a spacious and versatile floor plan. The welcoming entry leads to a beautiful kitchen featuring granite countertops, stainless steel appliances, and an eat-in area with sliders to a large deck with awning-perfect for outdoor dining and entertaining. A formal dining room with bay window and formal living room, currently used as a home office, provide additional flexible living space. At the back of the home, the expanded family room is a standout, featuring a gas fireplace and a wall of windows that fills the room with natural light. A half bath completes the main level. Upstairs, the spacious primary bedroom features a beautifully updated private bath. Two additional bedrooms and a second full bath complete the upper level. The finished lower level adds approximately 525 sq. ft. of additional living space with a rec room, plus a laundry area and additional storage. Outside, enjoy the large deck, patio, irrigation system, and nicely maintained yard. Additional features include a 2-car garage, city water and sewer, a new roof (2026), Central Air on 2nd floor and a ductless split in Living Room & Family Room. Conveniently located just a short walk from in-town activities, this home combines space, comfort, and a great location

70 Heritage Dr, Cheshire

$439,900

Welcome to 122 Green Hill Lane, a beautifully updated 3-bedroom, 1.5-bath ranch offering 1,572 square feet of comfortable living space in desirable South Cheshire. Step inside to gleaming new hardwood floors throughout and an updated kitchen featuring stainless steel appliances. The spacious family room is a standout, with vaulted ceilings, a ceiling fan, and an impressive wood-burning stone fireplace. Step outside to the private rear deck, perfect for relaxing or entertaining. Additional features include thermopane replacement windows, ceiling fans in all three bedrooms, a covered front porch, and a one-car underneath garage. The expansive 1,056-square-foot unfinished basement offers tremendous potential for additional finished living space, potentially bringing the home to approximately 2,500 square feet. Situated on .42 acres with convenient access to Quinnipiac University, Sleeping Giant State Park, Yale University, shopping, dining, and major commuting routes. Move-in ready with room to grow!

3 Beds ⋅ 2 Baths ⋅ 24208667 MLS

Welcome to 122 Green Hill Lane, a beautifully updated 3-bedroom, 1.5-bath ranch offering 1,572 square feet of comfortable living space in desirable South Cheshire. Step inside to gleaming new hardwood floors throughout and an updated kitchen featuring stainless steel appliances. The spacious family room is a standout, with vaulted ceilings, a ceiling fan, and an impressive wood-burning stone fireplace. Step outside to the private rear deck, perfect for relaxing or entertaining. Additional features include thermopane replacement windows, ceiling fans in all three bedrooms, a covered front porch, and a one-car underneath garage. The expansive 1,056-square-foot unfinished basement offers tremendous potential for additional finished living space, potentially bringing the home to approximately 2,500 square feet. Situated on .42 acres with convenient access to Quinnipiac University, Sleeping Giant State Park, Yale University, shopping, dining, and major commuting routes. Move-in ready with room to grow!

122 Green Hill Ln, Cheshire

$1,630,000

Nestled on 2.26 beautifully landscaped acres and set well back from the road, this exceptional contemporary Colonial offers a rare blend of privacy, elegance, craftsmanship, and resort-style living. With more than 6,300 square feet of above-grade living space and views of Cheshire Land Trust property, the home enjoys a peaceful natural setting while delivering an extraordinary collection of indoor and outdoor amenities. Natural light fills the home from every angle, beginning in the dramatic two-story foyer, where soaring floor-to-ceiling windows, a striking brick accent walls, elegant chandelier, and pellet stove create a grand first impression. The expansive first level features radiant floor heating and remarkable flexibility, offering a spacious family room, private office, full bath, and an impressive 43' x 15' room with endless possibilities. Walkout access leads to a covered deck and the private grounds beyond, making this level ideal for entertaining, a fitness studio, guest accommodations, an in-law suite, or multi-generational living. Upstairs, the main living spaces are both sophisticated and inviting. The gourmet kitchen showcases rich custom cherry cabinetry, granite countertops, custom stainless steel appliances, a center island, and a sun-drenched breakfast area overlooking the surrounding landscape. Formal living and dining rooms provide elegant entertaining spaces, while the vaulted Great Room with pellet stove serves as a warm and welcoming gathering place.

5 Beds ⋅ 5 Baths ⋅ 24207257 MLS

Nestled on 2.26 beautifully landscaped acres and set well back from the road, this exceptional contemporary Colonial offers a rare blend of privacy, elegance, craftsmanship, and resort-style living. With more than 6,300 square feet of above-grade living space and views of Cheshire Land Trust property, the home enjoys a peaceful natural setting while delivering an extraordinary collection of indoor and outdoor amenities. Natural light fills the home from every angle, beginning in the dramatic two-story foyer, where soaring floor-to-ceiling windows, a striking brick accent walls, elegant chandelier, and pellet stove create a grand first impression. The expansive first level features radiant floor heating and remarkable flexibility, offering a spacious family room, private office, full bath, and an impressive 43' x 15' room with endless possibilities. Walkout access leads to a covered deck and the private grounds beyond, making this level ideal for entertaining, a fitness studio, guest accommodations, an in-law suite, or multi-generational living. Upstairs, the main living spaces are both sophisticated and inviting. The gourmet kitchen showcases rich custom cherry cabinetry, granite countertops, custom stainless steel appliances, a center island, and a sun-drenched breakfast area overlooking the surrounding landscape. Formal living and dining rooms provide elegant entertaining spaces, while the vaulted Great Room with pellet stove serves as a warm and welcoming gathering place.

644 S Brooksvale Rd, Cheshire

$725,000

This desirable home offers large spacious living spaces to accommodate many living needs. Love a family room with a fireplace? This room also has built in shelves. Always wanted a kitchen with glass door cabinets to display your beautiful treasured glassware? This kitchen has that and a lot of workspace, counter space for your kitchen machines, as well as a nice dining area overlooking a bright window to the outdoors. A very large formal living room that maybe you want to use as a home office. All hardwood flooring on first floor offers a warm environment and easy maintenance. A sunporch off the back of the house is a treasure. Hang out here and head out to the built in pool- perfect for large gatherings all summer. The second floor bedrooms boast nice ceiling fans and good size rooms that can fit the bill for your personal needs. Guest rooms, home office, art room, playrooms.. the opportunities are endless. The lower level offers even more space... gym anyone? and storage areas too. The home is nicely updated with a classic style and appeal. The rear yard in addition to the in ground pool has a fenced in yard that appeals to many for their furry friends and more. Irrigation system. You will want to call this "home".

4 Beds ⋅ 3 Baths ⋅ 24208080 MLS

This desirable home offers large spacious living spaces to accommodate many living needs. Love a family room with a fireplace? This room also has built in shelves. Always wanted a kitchen with glass door cabinets to display your beautiful treasured glassware? This kitchen has that and a lot of workspace, counter space for your kitchen machines, as well as a nice dining area overlooking a bright window to the outdoors. A very large formal living room that maybe you want to use as a home office. All hardwood flooring on first floor offers a warm environment and easy maintenance. A sunporch off the back of the house is a treasure. Hang out here and head out to the built in pool- perfect for large gatherings all summer. The second floor bedrooms boast nice ceiling fans and good size rooms that can fit the bill for your personal needs. Guest rooms, home office, art room, playrooms.. the opportunities are endless. The lower level offers even more space... gym anyone? and storage areas too. The home is nicely updated with a classic style and appeal. The rear yard in addition to the in ground pool has a fenced in yard that appeals to many for their furry friends and more. Irrigation system. You will want to call this "home".

295 Towpath Ln, Cheshire

$1,590,000

Perched high above the landscape of South Cheshire, this extraordinary custom-built Colonial is a residence of uncommon beauty, privacy, and scale. Set against the natural backdrop of Bethany Mountain and surrounded by meticulously maintained, park-like grounds, this exceptional 4/5-bedroom home captures magnificent views, abundant sunshine, and a remarkable sense of tranquility. From the moment you arrive, there is an unmistakable feeling that this is something special. Thoughtfully designed and impeccably cared for, the home combines the timeless elegance of classic Colonial architecture with the openness and amenities expected of today's finest residences. Inside, soaring ceilings, gleaming hardwood floors, and an inviting open floor plan create an effortless connection between the home's gracious living spaces. At its center is a beautifully appointed gourmet kitchen, equally impressive as a gathering place for family and friends or as the culinary heart of sophisticated entertaining. The main level continues with an elegant formal living room, formal dining room, private library, laundry room, and oversized three-car garage, providing an exceptional balance of formal spaces, everyday comfort, and practical convenience.

5 Beds ⋅ 5 Baths ⋅ 24207532 MLS

Perched high above the landscape of South Cheshire, this extraordinary custom-built Colonial is a residence of uncommon beauty, privacy, and scale. Set against the natural backdrop of Bethany Mountain and surrounded by meticulously maintained, park-like grounds, this exceptional 4/5-bedroom home captures magnificent views, abundant sunshine, and a remarkable sense of tranquility. From the moment you arrive, there is an unmistakable feeling that this is something special. Thoughtfully designed and impeccably cared for, the home combines the timeless elegance of classic Colonial architecture with the openness and amenities expected of today's finest residences. Inside, soaring ceilings, gleaming hardwood floors, and an inviting open floor plan create an effortless connection between the home's gracious living spaces. At its center is a beautifully appointed gourmet kitchen, equally impressive as a gathering place for family and friends or as the culinary heart of sophisticated entertaining. The main level continues with an elegant formal living room, formal dining room, private library, laundry room, and oversized three-car garage, providing an exceptional balance of formal spaces, everyday comfort, and practical convenience.

16 Mountaincrest Dr, Cheshire

$379,900

Welcome to 374 Moss Farms Rd! This adorable ranch-style home is ready to begin its next chapter. Nestled in a desirable neighborhood on over an acre of land, this charming 3-bedroom, 1-bath home offers the perfect blend of character, comfort, and opportunity. Step inside to find a cozy living room featuring a fireplace and hardwood flooring, creating a warm and inviting space to relax and gather. One of the home's true highlights is the spacious 408-square-foot four-season porch-a wonderful spot to enjoy your morning coffee. The home also offers plenty of basement storage, providing room for all your seasonal items and more. Outside, enjoy the newer paver patio, perfect for entertaining or enjoying quiet evenings, along with a 2-car detached garage offering excellent parking and additional storage or workshop potential. Major updates offer added peace of mind, with the roof, furnace, and oil tank all less than 15 years old. With its generous lot, desirable location, cozy features, and plenty of potential to make it your own, this is an opportunity you won't want to miss. Located near Cheshires newly built schools. Easy access to shopping, library and local amenities. Sold As-Is

3 Beds ⋅ 1 Baths ⋅ 24206787 MLS

Welcome to 374 Moss Farms Rd! This adorable ranch-style home is ready to begin its next chapter. Nestled in a desirable neighborhood on over an acre of land, this charming 3-bedroom, 1-bath home offers the perfect blend of character, comfort, and opportunity. Step inside to find a cozy living room featuring a fireplace and hardwood flooring, creating a warm and inviting space to relax and gather. One of the home's true highlights is the spacious 408-square-foot four-season porch-a wonderful spot to enjoy your morning coffee. The home also offers plenty of basement storage, providing room for all your seasonal items and more. Outside, enjoy the newer paver patio, perfect for entertaining or enjoying quiet evenings, along with a 2-car detached garage offering excellent parking and additional storage or workshop potential. Major updates offer added peace of mind, with the roof, furnace, and oil tank all less than 15 years old. With its generous lot, desirable location, cozy features, and plenty of potential to make it your own, this is an opportunity you won't want to miss. Located near Cheshires newly built schools. Easy access to shopping, library and local amenities. Sold As-Is

374 Moss Farms Rd, Cheshire

$399,900

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

5 Beds ⋅ 2 Baths ⋅ 24206251 MLS

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

110 Green Hill Ln, Cheshire

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