Cheshire CT Real Estate & Homes for Sale

Welcome to 689 S Meriden Rd, This stunning 4 bedrooms and 2 bathrooms colonial is located on Tranquille neighborhood. The main floor features an open concept eat-in kitchen, dining area, and a family room. cozy living room with an inviting fireplace. Custom kitchen with white shaker cabinetry, granite countertop and stainless-steel appliances. The upper level has four large bedrooms with multiple closets and a full bathroom. The basement is a walk out to the back yard. It is unfinished but does have a potential and storage space. The walk-out unfinished basement offers great storage and endless possibilities! this home boast New kitchen, new septic system, fresh paint throughout the house, new light fixtures, switch and outlet, and 2 car garages. Ready to move in. Don't miss the chance to make this property yours!

Location, Location, Location! Nestled in the heart of town, this bright corner ranch-style condo on the second floor offers the perfect blend of convenience and comfort with easy walking distance to Farmington Canal Heritage Trail, schools, as well as only minutes from Route 10, 68, & shopping at Maplecroft Plaza. Enjoy one-floor living within a private complex that features serene courtyard views and abundant natural light. This gem boasts open living/dining area with new solid prefinished hardwood flooring, two spacious bedrooms with new rigid core vinyl plank flooring, and the bathroom with new shower area. HOA includes HEAT & HOT WATER! The shared basement provides coin-operated laundry and a 450 sq ft private storage area. The unit also has a newer roof with no special assessment! Don't miss this incredible opportunity, act quickly!

Beautifully updated two bedroom, one bath apartment style condo ready to move right into! This meticulous second floor unit offers hardwood flooring throughout the generously sized living spaces with a completely renovated bathroom & kitchen. Heat & hot water are included in the HOA dues. Enjoy other easy living amenities with shared laundry located in the lower level and additional personal storage space. There is plenty of parking steps from the front door. Convenient location, close to walking trails & all that Cheshire has to offer. Subject to seller finding suitable housing.

Sunny ranch lovingly by one family on a quiet street right near Dodd Middle school. The potential is incredible in this sweet home offering high ceilings, a spacious eat-in kitchen, hardwood under carpeting in living room, cork flooring and hardwood in the bedrooms. Laundry was moved up for convenience. Downstairs you'll find a fun heated rec room for pool or a family room. Vinyl windows and natural gas heating/cooking are a few more perks. Let's not forget the perfectly level lot! Not far from all the wonderful shops and restaurants Cheshire has to offer.

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 bathroom has been completely redesigned, showcasing a marble-tiled shower, sophisticated double-sink vanity and new flooring. Enjoy low-maintenance living with just $158/month, covering both oil heat and water. Nestled in a quiet wooded location, this condo offers the perfect balance of tranquility and convenience. Don't miss out, schedule your showing today!

Welcome to this beautifully desirable adult community. This charming home features an open-concept design seamlessly connects the living room and dining area perfect for relaxing or entertaining. The kitchen boasts sleek Corian countertops, fully appliance, offering both style and durability, while the freshly painted interior provides a clean, modern feel throughout. Each of the two generously sized bedrooms is designed for comfort, and the bathrooms are well-appointed with ample storage and functionality. This condo is equipped with a convenient central air system, ensuring year-round comfort. Step outside onto the screened deck, where you can enjoy a peaceful view and private setting. Located in a friendly active community, you'll enjoy the various amenities and a serene environment. Don't miss the opportunity to make this lovely home yours! Come join the young at heart.

Welcome to 336 Peck, a well-maintained 3 bedroom, 1 bath home that's full of quality features and thoughtful updates. The beautifully remodeled kitchen offers granite countertops, a spacious island and ample cabinetry, flowing seamlessly into a new dining room addition with cathedral ceilings, recessed lighting and plenty of space for gatherings. A dedicated pantry area provides extra storage, while the inviting living room with hardwood floors leads to the bedrooms, including a primary with a stunning new walk-in closet. The finished lower level adds approximately 500 sq ft of versatile living space, perfect for entertaining or a home office. Enjoy newer central air, a backyard patio for outdoor living and a charming playhouse. This home truly has it all!

Inspiring country home. Inground pool, tennis court and equestrian features.

Welcome to Blackberry Woods. Enjoy the Frasier model with 2,821 sqft of living space , w/ 4 Bedrooms and 2 1/2 Baths. This both elegant and practical model features a spacious Foyer with double coat closets, Mudroom and Half Bath off garage entry, open floor plan between the Family Room, Dinette & Kitchen, Gas Log Fireplace, Kitchen Pantry, and a backyard Patio with built-in Firepit! The formal Dining Room and Office perfectly complete the main level. Beautiful Hardwood Flooring is included for the main level living areas and the 2nd floor hallway. Upstairs features the spacious Primary Bedroom with En-suite and walk-in closet, 3 additional Bedrooms (1 with a walk-in closet), Full Bathroom with linen closet, Bonus/Rec Room, and a conveniently located second-floor Laundry Room. Nature lovers will love that Blackberry Woods backs up to over 41 acres of protected, town-owned open space (donated by the developer) perfect for hiking. Easy access to highways, shopping and schools. (Other house models available to chose from. Pricing varies. Our local/custom builder can also price your own plans or help to create a plan that meets all your wishes!)

Welcome to Blackberry Woods, Cheshire's newest neighborhood! This private, secluded lot presents a rare opportunity to build your dream home with a respected local builder known for quality craftsmanship, meticulous attention to detail, and energy-efficient design. The Magnolia model showcases 9' ceilings, hardwood flooring in the main living areas, and a custom-designed kitchen that seamlessly flows into the family room, where a gas fireplace adds warmth and charm. The primary suite offers an en-suite bath and a spacious walk-in closet for ultimate comfort. Tucked away in one of the most private locations within the community, this lot delivers the perfect balance of neighborhood living and serene retreat. Photos shown are of a previously built Magnolia model and include upgrades not reflected in the base price. Make this home truly your own-schedule a consultation today!

Needs some work but this charming home with newer additions has tons of space for everyone. Desirable South End location close to Quinnipiac and Yale. If you're looking for space and are willing to do some work then this is the home for you. From the moment you walk into to the gated court yard with stamped concrete patio and in-ground pool you know you are somewhere special. The side foyer has a vaulted ceiling and invites you to go into the historic main house with so many original charming details. Open keeping room with center chimney and bee hive oven, high coffered ceilings. Large kitchen with tons of cabinets, is open to the family room, it has a island with a cook top and also has a double oven. The primary bedroom is on the first floor it has a dramatic vaulted ceiling with lots of natural light pouring in and French doors that open to the pool. There is a formal dining room and living room both on this floor with wide plank original floors and fireplaces. The 2nd floor of the original house has two bedrooms and and a newly remodeled bathroom. One of the bedrooms has a deck, this is the area that will need work. Off the Foyer you will find a great open room surrounded by windows and a separate entrance to the outside with so many options. Make this an in-law, master suite, family room the possibilities are endless & above this space is a large unheated but finished room offers additional 600Sq ft.. AGENT RELATED

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, offer next-level efficiency, comfort, and durability. Standard features include a high-performance cold-weather heat pump, energy recovery ventilator (ERV) for real-time air quality control, rapid hot water delivery system, induction range, triple-pane windows, and spray foam insulation. Beyond your front door, enjoy community amenities like a covered pavilion with grills and firepits, a dedicated walking loop, and nearby trails, including the Farmington Canal Heritage Trail. Plus, explore nearby shopping, dining, and easy commuting routes. It's Time to Live Better! Better Process. Better Performance. Better Future.

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, offer next-level efficiency, comfort, and durability. Standard features include a high-performance cold-weather heat pump, energy recovery ventilator (ERV) for real-time air quality control, rapid hot water delivery system, induction range, triple-pane windows, and spray foam insulation. Beyond your front door, enjoy community amenities like a covered pavilion with grills and firepits, a dedicated walking loop, and nearby trails, including the Farmington Canal Heritage Trail. Plus, explore nearby shopping, dining, and easy commuting routes. It's Time to Live Better! Better Process. Better Performance. Better Future.

You will love this address in the south end of Cheshire. Located at the end of sought after cul de sac this Tudor revival home boasts 4 bedrooms and 3.5 bathrooms. Custom kitchen offers modern finishes with stainless steel appliances and island. The Den is warm and inviting with its stone fireplace as the centerpiece. Impressive Great room/ formal dining room combo with cathedral ceilings and abundant natural light. French doors lead to the Sunroom which overlooks the inground pool and patio. 2nd floor bedrooms all have dedicated full baths. Primary bedroom has 2 closets including a walk-in and large full bath with whirlpool tub. Finished lower level playroom. Level 2 acre lot with much privacy. Electric fence, security system. Conveniently located to highways, parks, shops. Award-winning school system.

Architect designed newer Dutch colonial situated on almost 4 acres in the estate area of South Cheshire. A beautiful walkway & charming front porch welcomes family & friends. Highlights include front & back staircases, expansive country kitchen w/beamed ceiling, center island, eating area & access to the brick patio & outdoor kitchen w/pizza oven. The family room boasts hardwood floors, massive stone FP, beamed ceiling, & access to the expansive patio with pond view. The mudroom & laundry are also on the main level. The living room has hardwood floors, fireplace & has access to the light filled music room or study. This area could easily be redesigned for a first-floor guest bedroom. The 4 second floor bedrooms have access to both staircases. There is also an unfinished second floor space which could be finished for additional use. The walk out lower level is perfect for a gym or game room. A magical setting to be enjoyed year-round, skate on the pond in winter, build your own horse corral, hike the Appalachian trail, or relax & enjoy the 40x20 saltwater pool, outdoor kitchen & enjoy a farm to table dinner in the spacious greenhouse in summer. Additionally there is a two year old architectural shingle roof, circular driveway, fenced dog coral, elaborate flower & vegetable gardens. A truly magical setting! Easy access to New Haven, Yale University, Quinnipiac, Choate Rosemary Hall & Hamden Hall. Yale, Hartford & Waterbury hospitals are a short commute!

Wonderful opportunity to build in the south end of Cheshire. Consider The Frasier model with 2,821 sqft of living space , w/ 4 Bedrooms and 2 1/2 Baths. This both elegant and practical model features a spacious Foyer with double coat closets, Mudroom and Half Bath off garage entry, open floor plan between the Family Room, Dinette & Kitchen, Gas Log Fireplace, Kitchen Pantry, and a backyard Patio with built-in Firepit! The formal Dining Room and Office perfectly complete the main level. Beautiful Hardwood Flooring is included for the main level living areas and the 2nd floor hallway. Upstairs features the spacious Primary Bedroom with En-suite and walk-in closet, 3 additional Bedrooms (1 with a walk-in closet), Full Bathroom with linen closet, Bonus/Rec Room, and a conveniently located second-floor Laundry Room. Great commuting location close to shopping, restaurants and amenities. (Other house models available to chose from. Pricing varies.Local/custom builder can also price your own plans or help to create a plan that meets all your wishes!)

Wonderful opportunity to build in the south end of Cheshire. The custom built gracious Charter Oak model provides 2,459 sq ft of thoughtful living space with 4 Bedrooms and 2 1/2 Baths. Desirable features of this plan include a spacious foyer entry with coat closet, mudroom off the garage entry w/ half bath and laundry, an open floor plan including a custom kitchen, dinette & family room, gas log fireplace, kitchen pantry, and sliders to the backyard, The formal dining room and living room perfectly complete the main level. Hardwood flooring is included for the main level living areas and the 2nd floor landing. Upstairs you will enjoy a primary bedroom with walk-in closet and en-suite bathroom, 3 additional Bedrooms plus a second full bath. Great commuting location. Close to shopping, pubic amenities and bus line. (Other house models available to chose from. Pricing varies)

Exciting opportunity to build your very own 2001 sqft ranch with wonderful curb appeal. One level living at its finest, with 9ft ceilings throughout, custom kitchen w/granite countertops and center island, hardwood flooring in the main living areas, gas fireplace in the family room and a mudroom with half bath and laundry. Large Primary bedroom with bathroom en-suite, and walk-in closet. 2 guest rooms and a second full bathroom all on the main level. Ideally situated in a great commuting location. Close to shopping, parks, bus line and amenities. Photos from a previously built Alder model. and may reflect upgrades not included in the base price.

Welcome to Blackberry Woods, Cheshire's newest development. Consider The Willow, with its 3,029 sqft of Living Space on just over 1.36 Acres of Land. Fabulous Floor Plan includes an impressive 2 Story Foyer, First-Floor Full Bath, Large Kitchen Pantry, and Private Office on the Main Level. The Master Suite will "WOW" You with a Walk-In Closet, Double Vanities, Water Closet, and a Luxurious Soaking Tub. 3 Additional Bedrooms, Full Bath with Double Sinks, A spacious Laundry Room, and open Balcony to The Foyer Below completes the Upper Level. Nature lovers will love that Blackberry Woods backs up to over 41 acres of protected, town-owned open space (donated by the developer) perfect for hiking. Easy access to highways, shopping and schools. (Other house models available to chose from. Pricing varies. Our local/custom builder can also price your own plans or help to create a plan that meets all your wishes!)

Welcome to the scenic Blackberry Woods in Cheshire. Build the custom home of your dreams on ~1 acre of land, on a lot with phenomenal views of Meriden Mountain. Consider the Spruce model with its 2,600 sqft of living space w/ 4 Bedrooms and 2 1/2 Baths. It includes a spacious foyer with double coat closets, mudroom, half bath & off garage entry, an open floor plan between the family room, dinette & kitchen, gas log fireplace, and kitchen pantry. The formal dining room and office perfectly complete the main level. Beautiful hardwood flooring is included for the main level living areas and the 2nd floor landing. Upstairs, enjoy a spacious primary bedroom with en-suite and walk-in closet, plus 3 guests bedrooms and full bathroom with linen closet. Nature lovers will love that Blackberry Woods backs up to over 41 acres of protected, town-owned open space (donated by the developer) perfect for hiking. Easy access to highways, shopping and schools. (Other house models available to chose from. Pricing varies. Our local/custom builder can also price your own plans or help to create a plan that meets all your wishes!)

Exciting opportunity to build your very own 2001 sqft ranch with wonderful curb appeal. One level living at its finest, with 9ft ceilings throughout, custom kitchen w/granite countertops and center island, hardwood flooring in the main living areas, gas fireplace in the family room and a mudroom with half bath and laundry. Large Primary bedroom with bathroom en-suite, and walk-in closet. 2 guest rooms and a second full bathroom all on the main level. Ideally situated in a neighborhood setting. Close to shopping, parks and amenities. Photos from a previously built Alder model. and may reflect upgrades not included in the base price.

Have you been looking for new construction in a neighborhood setting? Cheshire's newest development. Blackberry Woods, offers a wonderful range of lot types including those with beautiful views of Meriden Mountain, those with plenty of privacy, and those with wonderful backyard options. The custom built gracious Charter Oak model provides 2,459 sq ft of thoughtful living space with 4 Bedrooms and 2 1/2 Baths. Desirable features of this plan include a spacious foyer entry with coat closet, mudroom off the garage entry w/ half bath and laundry, an open floor plan including a custom kitchen, dinette & family room, gas log fireplace, kitchen pantry, and sliders to the backyard, The formal dining room and living room perfectly complete the main level. Hardwood flooring is included for the main level living areas and the 2nd floor landing. Upstairs you will enjoy a primary bedroom with walk-in closet and en-suite bathroom, 3 additional Bedrooms plus a second full bath. Nature lovers will love that Blackberry Woods backs up to over 41 acres of protected, town-owned open space (donated by the developer) perfect for hiking. Easy access to highways, shopping and schools. (Other house models available to chose from. Pricing varies)

Here is your chance to live in one of the highest rated school systems in the state for less than what it would cost you for private school tuition or to rent a home in Cheshire. Not to mention, homes in a great school system tend to retain their value. Per Great Schools, Highland Elementary has a 10 out of 10 rating, Dodd Middle School has an 8 out of 10 rating, and Cheshire High School an 8 out of 10 rating. The first floor features an eat-in-kitchen with a breakfast nook, a stove & refrigerator, a dining room, a living room, an office/den, and a half bath. The 2nd floor features 3 bedrooms with wall to wall carpeting and 1 full bath. Other features include a walk out basement that's waiting to be finished, a covered deck off the kitchen which by the way is the perfect place to start your day with a cup of coffee or end it with a glass of wine. The home also has beautiful hardwood floors on the first floor, some vinyl thermal windows, a newer GAS forced warm air heating system, and a beautiful level back yard that's perfect for gatherings or a pool. Speaking of the heating system, since its forced warm air, it would be very easy to add central air conditioning. If you are looking for a home in a great school system or a home that has retained a lot of its charm and character throughout the years, you found it here. Cash, Conventional, FHA, VA, and CHFA financing are welcome. We don't expect this one to last long at this price; so, act quickly before it's gone

Nestled on 6.5 serene acres next to the Fresh Meadows open space in Cheshire, CT, this worldclass property offers privacy, peace and elegance. The home boasts 4,896 sq ft of living space, complemented by an additional 4,400 sq ft dedicated to studios, a gym, garages, a woodshop, and ample storage - perfect for working from home or pursuing hobbies. Designed by Tom Pritchard and Edward Tufte, the property features a thoughtful kitchen, spacious dining area, visitor suite, beautifully landscaped grounds, and a network of walking trails. The entire property exudes a park-like charm with practical features like a swimming pool, natural windbreaks of trees, stone walls and high ground reducing risk of flooding. The location is enhanced by Cheshire's highly-rated schools. This home was the residence of Yale Professor Edward Tufte for over 40 years. Renowned as the "Galileo of Graphics" (Bloomberg) and the "da Vinci of Data" (NY Times), Tufte used this space as a creative haven, writing and designing six acclaimed books, crafting sculptures, and planning his 234-acre art park at Hogpen Hill Farms in Litchfield County. The property is 15 miles from Yale University and Yale New Haven Hospital, 5 miles from Quinnipiac University, and within easy reach of Wesleyan University and major airports. New York City and Boston are both accessible in under two hours by car or train, making this an ideal location for those seeking a balance of rural tranquility and urban accessibility.

Presenting 15 Melrose Drive! This beautiful, To Be Built, new construction home is the layout that you have been waiting for! At 4,011 square feet this house plan is the perfect size for any family. A very spacious home with 9 ft ceilings on the main level, and a beautiful cathedral ceiling in the Family Room that perfectly highlights the decorative propane fireplace. A very functional mudroom area right off the 3 car garage, with a 1/2 bath. The front foyer has a grand feel with the open ceiling and aesthetically pleasing split design stairs. Completing the first floor is a Dining Room, and a large Study/office. Additionally, this plan has the convenience of having both a first floor as well as a second floor Primary bedroom suite. Three additional bedrooms and a Laundry Room are to be found on the second floor. You may never want to leave the Primary bedroom, with a huge walk in closet and luxurious en-suite bath. One of the 3 remaining bedrooms has its own en-suite bath, convenient for overnight guests.