11,886

Cheshire, CT Homes

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  • 34 Lakeview Ave, Cheshire, CT 06410
    34 Lakeview Ave, Cheshire, CT 06410
    34 Lakeview Ave, Cheshire, CT 06410
    /15

    $249,000 Pending

    • 2 Beds
    • 1 Bath
    • 822 Sq Ft

    34 Lakeview Ave, Cheshire, CT 06410

    This sweet and cozy ranch bungalow is a perfect project for investors and rehabbers. Nestled in an "Old Cheshire " neighborhood, and very close to I-84 for easy commute! Paved parking provides room for about 4 vehicles. The home is nestled in a pretty lot, with a deck overlooking back yard. Many fine features - furnace and oil tank only 1 1/2 y.o., wood floors under carpet, circuit breakers,

    Mary Helen Levine Mary Helen Levine Real Estate LLC

    34 Lakeview Ave, Cheshire, CT 06410
  • 1200 Peck Ln, Cheshire, CT 06410

    $375,000 Sold Sep 19, 2025

    • 1,469 Sq Ft
    • $255/SF
    • 63 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1991

    1200 Peck Ln, Cheshire, CT 06410

    One level living at it's best. Custom-built Ranch with hardwood floors throughout, perfect for entertaining. The open floor plan featuring Great Room concept with Cathedral ceiling and skylights offers a bright airy feeling. Stone fireplace with wood stove insert stays. The kitchen with breakfast bar and tiled backsplash is open to the great room and features an island with propane-gas cooktop.

    Roberta Havlick William Raveis Real Estate

    1200 Peck Ln, Cheshire, CT 06410
  • 258 Argyle Rd, Cheshire, CT 06410
    258 Argyle Rd, Cheshire, CT 06410
    258 Argyle Rd, Cheshire, CT 06410
    /40

    $494,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,322 Sq Ft

    258 Argyle Rd, Cheshire, CT 06410

    Dream location! Perfectly positioned in a sought-after neighborhood with sidewalks and a warm sense of community, this stunning home blends timeless appeal with thoughtful modern updates. Step inside to a bright, airy open floor plan where natural light pours through newer windows, highlighting the home's special features. The spacious kitchen with SS appliances, living & dining areas flow

    Dorothy Karska-Piech Calcagni Real Estate

    258 Argyle Rd, Cheshire, CT 06410
  • 80 Jill Ln, Cheshire, CT 06410

    $585,000 Sold Sep 19, 2025

    • 1,826 Sq Ft
    • $320/SF
    • 99 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1982

    80 Jill Ln, Cheshire, CT 06410

    Move in Impeccably cared for w/ thoughtful upgrades, this 2/3 BR log home-highlighted by cathedral ceilings, exposed beams, large windows, and skylights that showcase its enduring beauty. Upgraded Kitchen - hickory cabinets, granite counters, a separate breakfast area with large windows overlooking nature, living room, 1st floor family room - all with soaring ceilings & skylights. Off of the

    Dawn D'Auria Coldwell Banker Realty

    80 Jill Ln, Cheshire, CT 06410
  • 130 Edwards Rd, Cheshire, CT 06410
    130 Edwards Rd, Cheshire, CT 06410
    130 Edwards Rd, Cheshire, CT 06410
    /36

    $455,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,042 Sq Ft

    130 Edwards Rd, Cheshire, CT 06410

    Welcome to this spacious ranch, ideally situated in a desirable neighborhood with sidewalks and easy access to the Farmington Trail. Thoughtfully maintained with many major updates already completed, this home is ready for your personal touch. Offering 3 bedrooms and 2.5 bathrooms, the single-level layout provides ease and comfort. Enjoy three generous living spaces, including a bright living

    Alicia Mahon William Pitt Sotheby's Int'l

    130 Edwards Rd, Cheshire, CT 06410
  • 125 Curve Hill Rd, Cheshire, CT 06410

    $405,000 Sold Sep 17, 2025

    • 1,282 Sq Ft
    • $316/SF
    • 32 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1958

    125 Curve Hill Rd, Cheshire, CT 06410

    Charming 3-Bedroom Ranch with Screened-In sunroom in a wonderful Neighborhood. Welcome to this warm and inviting 3-bedroom, 1.5-bath ranch-style home offering over 1,200 square feet of comfortable living space. Nestled in a quiet, mature neighborhood, this property is full of charm and practical features that make it a perfect place to come home to! This home includes a 1-car garage and a full

    Heather Cretella Calcagni Real Estate

    125 Curve Hill Rd, Cheshire, CT 06410
  • 17 Melrose Dr Unit Lot 3, Cheshire, CT 06410
    17 Melrose Dr Unit Lot 3, Cheshire, CT 06410
    17 Melrose Dr Unit Lot 3, Cheshire, CT 06410
    /3

    $1,299,000 Pending

    • 4 Beds
    • 5 Baths
    • 4,011 Sq Ft

    17 Melrose Dr Unit Lot 3, Cheshire, CT 06410

    A beautiful new construction home!! Only 2 lots remain in the desirable Orchard View subdivision. Introducing the expanded Essex plan at 4,011 square feet. A very spacious home with 9 ft ceilings on the main level, a generous sized kitchen, and a beautiful cathedral ceiling in the Family Room that perfectly highlights the propane fireplace. A very functional mudroom area right off the 3 car

    Dori Degennaro William Raveis Real Estate

    17 Melrose Dr Unit Lot 3, Cheshire, CT 06410
  • 67 Southwick Ct Unit 67, Cheshire, CT 06410

    $357,000 Sold Sep 16, 2025

    • 1,450 Sq Ft
    • $246/SF
    • 37 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1998

    67 Southwick Ct Unit 67, Cheshire, CT 06410

    Maintenance-Free Living in the Heart of Cheshire! Welcome to this beautifully maintained RARELY AVAILABLE Manor House end-unit condo in the sought-after Southwick 55+ community, where comfort, convenience, & serenity come together seamlessly. Perfectly located just minutes from shopping, dining, medical facilities, and more, this light-filled home offers an exceptional lifestyle w

    Mela Veltri Case KW Legacy Partners

    67 Southwick Ct Unit 67, Cheshire, CT 06410
  • 88 Shea Cir Unit 88, Cheshire, CT 06410
    88 Shea Cir Unit 88, Cheshire, CT 06410
    88 Shea Cir Unit 88, Cheshire, CT 06410
    /13

    $674,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    88 Shea Cir Unit 88, Cheshire, CT 06410

    Build Your Dream Home at The Reserve at Stonebridge Crossing! Design a home that truly reflects your style in Cheshire's premier new home community. At The Reserve, you'll work with our expert team to personalize every detail-from structural options to designer finishes-through our elevated and streamlined design process. Our Zero Energy Ready homes, certified by the Department of Energy,

    Michael Helmuth EG Group Realty LLC

    88 Shea Cir Unit 88, Cheshire, CT 06410
  • 136 Crescent Cir, Cheshire, CT 06410

    $450,000 Sold Sep 16, 2025

    • 1,706 Sq Ft
    • $264/SF
    • 27 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1956

    136 Crescent Cir, Cheshire, CT 06410

    Welcome Home! This beautifully updated 3 bedroom, 1.5 bath home is situated on a prime corner lot in a quiet, desirable Cheshire neighborhood. Just a short walk to top-rated schools, this location is ideal for those seeking community, convenience, and charm. You'll love strolling the sidewalk-lined streets and coming home to a property that blends timeless character with thoughtful modern

    Mela Veltri Case KW Legacy Partners

    136 Crescent Cir, Cheshire, CT 06410
  • 23 Melrose Dr, Cheshire, CT 06410
    23 Melrose Dr, Cheshire, CT 06410
    23 Melrose Dr, Cheshire, CT 06410
    /29

    $1,150,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,832 Sq Ft

    23 Melrose Dr, Cheshire, CT 06410

    23 Melrose Dr is nearly complete and ready for you to move in and call it HOME! This is a beautifully designed classic New England Cape Farmhouse-where timeless tradition meets thoughtful modern upgrades. This home boasts classic curb appeal with its inviting front porch, classic New England shaker style siding and stylish black exterior windows. Step inside to discover a light-filled interior

    Dori Degennaro William Raveis Real Estate

    23 Melrose Dr, Cheshire, CT 06410
  • 12 N Pond Rd, Cheshire, CT 06410

    $670,000 Sold Sep 15, 2025

    • 3,020 Sq Ft
    • $222/SF
    • 45 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1989

    12 N Pond Rd, Cheshire, CT 06410

    Looking for a spacious colonial in the desirable Pondside subdivision? Here is your opportunity! This Colonial offers flexible living space, classic style and room to grow. The open-concept dining room flows seamlessly into a comfortable living area with wood burning fireplace, while the front-facing office and inviting foyer offer a warm welcome and a versatile work-from-home arrangement. The

    Heidi Weed Lamacchia Realty

    12 N Pond Rd, Cheshire, CT 06410
  • 86 Shea Cir Unit 86, Cheshire, CT 06410
    86 Shea Cir Unit 86, Cheshire, CT 06410
    86 Shea Cir Unit 86, Cheshire, CT 06410
    /13

    $669,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    86 Shea Cir Unit 86, Cheshire, CT 06410

    Build Your Dream Home at The Reserve at Stonebridge Crossing! Design a home that truly reflects your style in Cheshire's premier new home community. At The Reserve, you'll work with our expert team to personalize every detail-from structural options to designer finishes-through our elevated and streamlined design process. Our Zero Energy Ready homes, certified by the Department of Energy,

    Jason Helton EG Group Realty LLC

    86 Shea Cir Unit 86, Cheshire, CT 06410
  • 430 Cook Hill Rd, Cheshire, CT 06410

    $780,000 Sold Sep 12, 2025

    • 4,059 Sq Ft
    • $192/SF
    • 55 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1956

    430 Cook Hill Rd, Cheshire, CT 06410

    Welcome to 430 Cook Hill Rd - a private retreat in the heart of Cheshire! This stunning home offers over 4,000 sq ft of finished living space on a 3.64-acre open and level lot, just minutes from top-rated schools, shopping, restaurants, and town amenities. The property is expansive with open land ready for entertaining, gardening, or a future pool. Step inside to discover a thoughtful layout,

    Kyle Howles Better Living Realty, LLC

    430 Cook Hill Rd, Cheshire, CT 06410
  • 82 Shea Cir Unit 82, Cheshire, CT 06410
    82 Shea Cir Unit 82, Cheshire, CT 06410
    82 Shea Cir Unit 82, Cheshire, CT 06410
    /13

    $669,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    82 Shea Cir Unit 82, Cheshire, CT 06410

    Build Your Dream Home at The Reserve at Stonebridge Crossing! Design a home that truly reflects your style in Cheshire's premier new home community. At The Reserve, you'll work with our expert team to personalize every detail-from structural options to designer finishes-through our elevated and streamlined design process. Our Zero Energy Ready homes, certified by the Department of Energy,

    Jason Helton EG Group Realty LLC

    82 Shea Cir Unit 82, Cheshire, CT 06410
  • 1105 Waterbury Rd Unit 1B, Cheshire, CT 06410

    $175,000 Sold Sep 12, 2025

    • 810 Sq Ft
    • $216/SF
    • 76 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1964

    1105 Waterbury Rd Unit 1B, Cheshire, CT 06410

    Located in the desirable town of Cheshire, this updated first-floor 1-bedroom ranch-style condo offers the perfect mix of style, comfort, and convenience. Inside, you'll find easy-care flooring, fresh paint, and a private deck-making it truly move-in ready. Heat and hot water are included in the HOA fee, adding extra value and ease to your monthly budget. A major highlight of this property is

    Amber Fischer Lewis Real Estate Services

    1105 Waterbury Rd Unit 1B, Cheshire, CT 06410
  • 80 Shea Cir, Cheshire, CT 06410
    80 Shea Cir, Cheshire, CT 06410
    80 Shea Cir, Cheshire, CT 06410
    /13

    $669,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    80 Shea Cir, Cheshire, CT 06410

    Build Your Dream Home at The Reserve at Stonebridge Crossing! Design a home that truly reflects your style in Cheshire's premier new home community. At The Reserve, you'll work with our expert team to personalize every detail-from structural options to designer finishes-through our elevated and streamlined design process. Our Zero Energy Ready homes, certified by the Department of Energy,

    Felicity LeClair EG Group Realty LLC

    80 Shea Cir, Cheshire, CT 06410
  • 11 Fairway Dr, Cheshire, CT 06410

    $315,000 Sold Sep 09, 2025

    • 1,052 Sq Ft
    • $299/SF
    • 10 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1986

    11 Fairway Dr, Cheshire, CT 06410

    Welcome to this well-maintained 2-bedroom, 1.5-bath end unit condo offering comfortable living in a desirable community with great amenities. The main level features a spacious living room, a functional eat-in kitchen with new stainless steel appliances, quartz countertops, and a convenient half bath. Upstairs you'll find two generously sized bedrooms and a full bath. Enjoy outdoor space on your

    Rosalia Casorla Premier Re Group LLC

    11 Fairway Dr, Cheshire, CT 06410
  • 6 Melrose Dr Unit Lot 10, Cheshire, CT 06410
    6 Melrose Dr Unit Lot 10, Cheshire, CT 06410
    6 Melrose Dr Unit Lot 10, Cheshire, CT 06410
    /14

    $1,120,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,731 Sq Ft

    6 Melrose Dr Unit Lot 10, Cheshire, CT 06410

    Have you been searching for a new construction home that will provide you with one level living?? 6 Melrose Drive is the perfect solution to your search! This To Be Built Ranch plan is a spacious 2,731 sq ft of living space. It provides wonderful outdoor living spaces starting with a covered front porch welcoming you and your guests through the front entry and a screened porch at the back of the

    Dori Degennaro William Raveis Real Estate

    6 Melrose Dr Unit Lot 10, Cheshire, CT 06410
  • 68 Woodland Dr, Cheshire, CT 06410

    $382,000 Sold Sep 08, 2025

    • 2,227 Sq Ft
    • $172/SF
    • 102 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1954

    68 Woodland Dr, Cheshire, CT 06410

    Charming Oversized Cape in Idyllic New England Setting! Discover the potential of this well-built, expansive Cape Cod home nestled in a picturesque, quintessential New England neighborhood on a non-through street. This super charming residence offers generously sized rooms throughout, perfect for comfortable living and entertaining. The main level features a spacious living room with a cozy

    Michael DelGreco New England Realty Assoc LLC

    68 Woodland Dr, Cheshire, CT 06410
  • 3 Melrose Dr Unit Lot 9, Cheshire, CT 06410
    3 Melrose Dr Unit Lot 9, Cheshire, CT 06410
    3 Melrose Dr Unit Lot 9, Cheshire, CT 06410
    /18

    $1,299,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 4,016 Sq Ft

    3 Melrose Dr Unit Lot 9, Cheshire, CT 06410

    Welcome to your Dream Home! This 4,016 sq ft TO BE BUILT colonial plan is nothing short of AMAZING!! This house plan offers many of today's Must Haves! Welcoming you in through the front door is a 2 story foyer, creating an grand entrance. Should you enter through the garage, you will walk through the desirable mudroom. The main living space on the first floor is a true open concept layout, from

    Dori Degennaro William Raveis Real Estate

    3 Melrose Dr Unit Lot 9, Cheshire, CT 06410
  • 5 Soderman Way Unit 5, Cheshire, CT 06410

    $530,000 Sold Sep 05, 2025

    • 1,850 Sq Ft
    • $286/SF
    • 69 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2023

    5 Soderman Way Unit 5, Cheshire, CT 06410

    Motivated Seller! New construction without the wait! Welcome to 5 Soderman Way, a stunning end-unit townhouse located in the desirable Reserve at Stonebridge Crossing. This thoughtfully designed 3-bedroom home blends the convenience of modern living with high-end upgrades and tasteful finishes throughout. Inside, you'll find upgraded flooring, premium cabinet hardware, and GE Cafe kitchen

    Justin Guerrera Regency Real Estate, LLC

    5 Soderman Way Unit 5, Cheshire, CT 06410
  • 21 Melrose Dr Unit Lot 2, Cheshire, CT 06410
    21 Melrose Dr Unit Lot 2, Cheshire, CT 06410
    /2

    $1,815,000 Pending

    • 6 Beds
    • 8 Baths
    • 6,008 Sq Ft

    21 Melrose Dr Unit Lot 2, Cheshire, CT 06410

    A truly SPECTACULAR house plan on a truly PICTURESQUE lot! This to be built home will be simply breathtaking at just over 6,000 sq ft.

    Dori Degennaro William Raveis Real Estate

    21 Melrose Dr Unit Lot 2, Cheshire, CT 06410
  • 20 Club Ln, Cheshire, CT 06410

    $528,000 Sold Sep 05, 2025

    • 1,248 Sq Ft
    • $423/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1976

    20 Club Ln, Cheshire, CT 06410

    HIGHEST & BEST DUE BY WEDNESDAY, JULY 23RD AT 9:00AM. Welcome to this beautifully updated and impeccably maintained 3-bedroom, 2 full bath Ranch style home, perfectly situated on a desirable corner lot in a lovely neighborhood. The bright and airy interior features an updated kitchen with stainless steel appliances, 2 recently renovated bathrooms with custom tilework and stunning hardwood floors

    James Bulger Calcagni Real Estate

    20 Club Ln, Cheshire, CT 06410
  • 9 Melrose Dr Unit 6, Cheshire, CT 06410
    9 Melrose Dr Unit 6, Cheshire, CT 06410
    9 Melrose Dr Unit 6, Cheshire, CT 06410
    /26

    $1,600,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 5,159 Sq Ft

    9 Melrose Dr Unit 6, Cheshire, CT 06410

    Presenting the Old Lyme model! This 4,015 sq ft TO BE BUILT colonial plan is perfection! This house has so many of today's must haves starting with a 2 story foyer, creating an grand entrance. Should you enter through the garage, you will walk through the mudroom with ship lap walls. The main living space on the first floor is a true open concept layout, from the spacious Eat in Kitchen into the

    Dori Degennaro William Raveis Real Estate

    9 Melrose Dr Unit 6, Cheshire, CT 06410
  • 1113 Waterbury Rd Unit 2D, Cheshire, CT 06410

    $210,000 Sold Sep 05, 2025

    • 870 Sq Ft
    • $241/SF
    • 86 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1964

    1113 Waterbury Rd Unit 2D, Cheshire, CT 06410

    Stylish & Fully Renovated 2 Bedroom Condo in a Peaceful Neighborhood! Look no further, this beautifully remodeled condo is move-in ready! Featuring brand-new windows, modern laminate flooring, updated kitchen and bath, and freshly painted walls. Step into the kitchen boasting quartz countertops, marble backsplash, new cabinetry, and new appliances, a perfect blend of style and functionality. The

    Cindy Forlenzo Coldwell Banker Realty

    1113 Waterbury Rd Unit 2D, Cheshire, CT 06410

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