Cheshire CT Real Estate & Homes for Sale

Welcome to Southwick Court. This active adult over 55 community is conveniently located near shopping and restaurants. This 3rd floor unit offers a tiled entryway leading to an open floor plan with living room/dining room having laminate floors and sliders lead to a screened porch for wonderful outdoor living. A perfect spot to enjoy morning coffee. The dining space opens to the all white, fully applianced kitchen. Laminate floors continue into the very spacious main bedroom which has a large closet and full bath with a walk-in shower. The 2nd bedroom has cozy wall to wall carpeting. There is a 2nd full bath with a tub/shower combo. There is also convenient in-unit laundry, gas heat and central air. Enjoy the main lobby area, community room on the 3rd floor, a library, game room with pool table, a gym, plus hair salon (by appointment). Included is a locked basement storage area.

Welcome to this exquisite cream-colored colonial that is part of the prestigious Winding Trail subdivision. This rare property boasts timeless elegance and modern comforts, offering a lifestyle of luxury and tranquility. Nestled on a meticulously manicured 1.15-acre level lot, this stunning property spans 2,570 square feet, providing ample space for gracious living and entertaining. Built in 1999, this home seamlessly blends classic architectural details with updated amenities, ensuring both style and functionality. Upon entering, you will be greeted by the inviting ambiance of the spacious interior, highlighted by large windows that flood each room with natural light. The main level features a thoughtfully designed floor plan, including a formal living room, a cozy great-room with a fireplace, and an elegant dining area. The center of the home is the gourmet kitchen, featuring stainless steel appliances, ample cabinet space, and convenient countertop space for meal preparation. Upstairs, you will find four generously sized bedrooms, each offering plenty of space for rest and relaxation. The primary bedroom is a true retreat, complete with a walk-in closet featuring custom built-ins, providing the ultimate in luxury and convenience. Step outside to discover your own private oasis, featuring an in-ground heated swimming pool surrounded by lush landscaping. Whether you are enjoying a refreshing swim or hosting poolside, this outdoor space is sure to impress!

Welcome to Southwick of Cheshire, where vibrant living meets convenience in this esteemed 55+ community nestled in the heart of the south end of town. Southwick stands as a beacon of welcoming living, inviting you to a home sweet home. Don't hesitate to reach out to your agent and discover firsthand why the sellers have priced this gem so fairly. Situated on the second floor of a meticulously maintained three-story elevated building, this residence offers not just a home, but a lifestyle. Enjoy access to a range of amenities including an exercise room, game room, library, and a hair salon (by appointment). Relax in the inviting sitting rooms, catch up on correspondence in the mailroom, or mingle in the delightful common areas found on each floor. This thoughtfully designed home boasts modern comforts such as natural gas and central air conditioning, as well as the convenience of in-unit laundry. Additional storage space in the basement ensures you'll have room for all your belongings. Conveniently located just from major highways, and within easy reach of shopping centers, restaurants, banks, and medical facilities, Southwick offers unparalleled accessibility to all the amenities you could ever need. Don't miss the opportunity to make this meticulously cared-for condo your new forever home. Embrace the Southwick lifestyle and start living your best life today!

Your Cheshire home awaits you! Beautifully maintained 10 yr 'new' colonial featuring crown molding and hardwood flooring throughout. The kitchen has a large island, granite countertops and SS appliances and opens into a large dining room with slider to deck. You'll love the spacious LR with propane FP. There's also a den (or main level BR). Upstairs, the primary BR has walk-in closets and a full bath. Two other spacious BR's with large closets and a hallway closet which is also the upper laundry. The lower level is gorgeous and has a slider to a private patio. There's a family room and the 4th BR with it's own full bath with laundry which makes it great as an in-law space. There's a large, lush yard with fruit trees, grape arbors and a garden. Summer fun begins in the 15' x 30' above-ground pool with decking. Home is wired for generator, generator included. Great curb appeal with 2 car garage and ample parking.

Gorgeous colonial with inviting front porch and an abundance of privacy. As you enter the home you are instantly welcomed by the natural light and inviting hardwood floors. The kitchen has an open flow into the large family room (complete with woodburning fireplace) makes the home perfect for gatherings of any kind. The kitchen boasts a large island with its own sink, as well as a wine refrigerator. Upstairs you will find 4 large bedrooms, three full bathrooms and a massive bonus room which can also serve as an office. The lower level is finished and can be used as a recreational room, complete with a pool table. There is an additional dedicated office as well! The backyard has an oversided deck that is ready to host your next get together. Or simply unwind on the covered front porch and listen to the sounds of nature. This home offers fabulous space, exceptional privacy and is ready to meet your needs.

WOW .... House like this one is not available too often. This To Be Built colonial is over 4400 sq ft and perfect for entertaining guests or a large family. This stately colonial has a wide open layout with 10FT first floor ceilings, huge kitchen w/massive island, and top of the line trim package! Oversized windows throughout allow for an abundance natural light. The second floor offers 4 bedrooms, 3.5 bathrooms, and very large bonus room. Flexible floor plan on the first could easily be converted into inlaw if needed prior to construction start. This is a beatiful lot and surrounded by MANY high end homes.

Discover the charm & modern elegance of 25 Jesse Court in Cheshire. As you enter, you'll soon appreciate every detail of this 2 bedroom 2.5 bath home. First and foremost you will find well-designed spaces that effortlessly blends the living, dining, and kitchen areas. The eat-in kitchen stands out as the heart of the home boasting elegant French doors that lead to a composite deck-ideal for outdoor dining and entertaining. This culinary haven is equipped with a standout Wolf range, steam oven and Wolf hood, a SubZero refrigerator and oversized island with butcher block adding warmth to the space. The primary bedroom awaits down the hall featuring a cozy sitting area for unwinding after a busy day. A second bedroom offers built-in custom closets accompanied by a full bathroom adorned with a skylight and a tub/shower combo. Venture to the lower level to discover a versatile flex space complete with a fireplace. The lower level also has a convenient half bath and large laundry room. Outside, the backyard is an absolute haven of tranquility with a large paver stone patio with the meticulously landscaped yard. The true feature you'll find is the pond and soothing waterfall that creates an inviting space for relaxation and entertainment throughout the year. Additional highlights of this exceptional property include a central vacuum system, a backyard shed, green house and newer siding & roof (5 years).

LOCATION! Welcome to Colonial home nestled in a prime neighborhood, offering 4 bedr and 2.1 baths. Upon entry, you'll be greeted by a warm and inviting ambiance complemented by a thoughtful layout. The main floor boasts a spacious family room adorned with a wood-burning fireplace, perfect for intimate gatherings. Adjacent is the well-equipped kitchen featuring granite countertops and under-cabinet lighting, enhancing both convenience and style. Enjoy meals in the adjacent dining room, strategically positioned between the kitchen and living room, ideal for entertaining guests. Step outside onto the deck and indulge in the tranquility of the private yard while sipping your morning coffee. Completing the main floor is a convenient laundry/mudroom, adding to the home's practicality.Upstairs, discover the inviting primary bedroom suite boasting a walk-in closet and full bathroom for ultimate comfort. Three additional bedrooms offer versatility, suitable for guests, home offices, or personal hobbies. One bedroom provides attic access, offering extra storage or expansion potential. A second full bathroom ensures ample accommodations for family and guests. The full basement presents limitless possibilities, whether for storage or additional living space. Parking is a breeze with the oversized 2-car garage, providing ample room for vehicles and outdoor equipment. Situated close to schools, trails, and shopping, this Col gem offers a perfect blend of comfort, convenience!

Available in the Winter of 2024. Carriage Home is stylish and sophisticated, yet every bit as warm, our Carriage homes provide the perfect mix of luxury, function, and comfort. You'll feel its charm upon entering the foyer, which leads to the heart of the home. A bright, open kitchen overlooks the dining area and wow-factor, the 2-story great room - perfect for movie nights and entertaining. Just off the great room, the primary suite features a walk-in closet and luxury bath with walk-in shower and dual vanity. The upstairs features two bedrooms, a full bath, private study, loft space, and laundry room. Includes option for a fourth bedroom, option for finished basement, and option for first floor laundry. Images are artistic renderings and photos of EG Home carriage homes that are representative of the builder's work and similar to The Reserve at Stonebridge Crossing floorplans. The Reserve at Stonebridge Crossing is Cheshire's newest community and will feature a park area with walking path and gazebo with grills and firepit to gather with neighbors and friends. MODEL HOME AVAILABLE TO TOUR. The photos, renderings and floorplans represent the model home and are for marketing purposes only. Photos may show upgrades at additional cost. The included features supersede all artistic renderings and photos. All specifications are subject to change without notice.

DISCOVER THE RESERVE AT STONEBRIDGE CROSSING From its location to its variety of home styles. The Reserve at Stonebridge Crossing has the life - and lifestyle - you've been searching for in New Haven County. A spacious townhome in a desirable location. This maintenance-free community will have a pavilion, fire pit, walking loop, and trails. A convenient location offers endless restaurants nearby, as well as myriad shopping options & easy commuting routes. Our Zero Energy Ready homes boast combustion-free water heating and space conditioning, rapid hot water delivery through an on-demand recirculation loop, induction cooking, and spray foam insulation. Our Indoor airPLUS certification ensures that your home maintains exceptional indoor air quality. The photos, renderings and floorplans represent the model home and are for marketing purposes only. Photos may show features at additional cost. The included features supersede all artistic renderings and photos. All specifications are subject to change without notice.

Welcome to Pond's Edge, a planned unit development of 6 exquisite waterfront and water view homes. Lot 3 offering the Cheshire model is now framed and ready for your selections!! Sitting in a private enclave with exquisite water views, this new construction opportunity with upgraded finishes throughout offers a 3,394 sqft home sitting on 1/2 of an acre. Offering an open kitchen living area concept, along with first floor primary suite, schedule a consultation to discuss the possibilities of how to make this home yours. Ponds Edge was the former summer residence of Walter Percival and also operated as an old mill. Come make this unique location at Ponds Edge your forever home. Ask about other waterfront lot opportunities. Agent owner related.

Available in the Fall of 2024. Carriage Home is stylish and sophisticated, yet every bit as warm, our Carriage homes provide the perfect mix of luxury, function, and comfort. You'll feel its charm upon entering the foyer, which leads to the heart of the home. A bright, open kitchen overlooks the dining area and wow-factor, the 2-story great room - perfect for movie nights and entertaining. Just off the great room, the primary suite features a walk-in closet and luxury bath with walk-in shower and dual vanity. The upstairs features two bedrooms, a full bath, private study, loft space, and laundry room. Includes option for a fourth bedroom, option for finished basement, and option for first floor laundry. Images are artistic renderings and photos of EG Home carriage homes that are representative of the builder's work and similar to The Reserve at Stonebridge Crossing floorplans. The Reserve at Stonebridge Crossing is Cheshire's newest community and will feature a park area with walking path and gazebo with grills and firepit to gather with neighbors and friends. MODEL HOME AVAILABLE TO TOUR. The photos, renderings and floorplans represent the model home and are for marketing purposes only. Photos may show upgrades at additional cost. The included features supersede all artistic renderings and photos. All specifications are subject to change without notice.

A unique opportunity to own this historic 3-bedroom, 1.5-bath Saltbox Colonial built in 1750! Despite needing some restoration, the home retains its original charm with features such as 3 fireplaces, beamed ceilings and wide plank flooring. The Main level consists of a Living Room, Dining Room and Family Room, each with a fireplace. The Kitchen, a Bedroom with built-ins and a full Bath with laundry complete the Main level. Take one of two staircases to the upper two bedrooms and a 1/2 Bath. A walk up attic could be converted to additional living space. Screened porch and shed. Well built and sturdy with a flexible floor plan and 1.84 acre lot. If it has been your dream to own a historic home, this is the home for you! The property is an Estate and is being sold as-is.

Welcome to this well-maintained home, set on a 1.34 acre level lot located in the heart of Cheshire. This home has a new Palladian window, new vinyl siding, new entry doors, new hot water heater and new family room flooring. The front door opens to a lovely foyer where you can immediately see all aspects of the home. The kitchen features an eat-in kitchen area, with an entrance to a deck and nature inspired yard. The family room has a brick fireplace, and the mantle is accented with spotlights. The primary master bedroom offers a walk-in closet, additional suit closet and a full bathroom with a vaulted ceiling, skylight, whirlpool, separate shower and double vanity. The middle bedroom features a cathedral ceiling and Palladian window. The large full basement with walkout has much potential and is ready to be finished, adding an extra 1296 SQFT of living space. This lovely home set on a beautiful, large front yard is within walking distance to Drazen Orchard's and the center of town. Make an appointment today.

Build your dream home at Blue Trail Estates in Cheshire's south end! Consider the gracious model, The Willow, which offers a generous 3,029 sqft of living space on a large lot of ~ 2 Acres! This gracefully flowing floor plan includes an impressive 2 Story foyer, first floor full bath, large kitchen pantry, and a private office all on the main Level. The Primary Suite is at once restful, luxurious and practical, with a walk-in closet, double vanities, and a luxurious soaking tub. 3 guest Bedrooms, full bath with double sinks, spacious laundry room, and an open balcony to the Foyer below completes the upper level. Enjoy views of over 300 acres of protected open space from your backyard. Be the envy of your friends during New England's incomparable Fall. Our local and highly respected builder can also work with you to customize a plan to best fit all of your new home dreams and desires! Photo/ Rendering may reflect upgraded options.

Exciting opportunity to build your very own 1,896 sqft ranch. One level living 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 complete the floor plan. Be the envy of all as you enjoy New England Fall with views of over 300 acres of protected Open Space. Direct access to the Quinnipiac Blue-Blazed Hiking Trail System and close to the Farmington Canal Heritage Trail. Almost 2 acres of land of your own. Close to shopping, parks and amenities. Photo may reflect upgrades not included in the base price.

Build an exceptional home in Blue Trail Estates in Cheshire's south end. On a rare, large lot of ~2 acres of land, this impressive home offers a spacious 3,800 sqft of living space w/ 4 Bedrooms and 2 ? Baths. Characterized by an open floor plan encompassing a sleek kitchen, dinette and large family room with a social focal point of a gas log fireplace. The convenience of a spacious mud room with deacon bench and laundry room offers access to the backyard with backs up to over 300 acres of protected open space . The formal dining room and private study perfectly complete the main level. Beautiful hardwood flooring is included for the main level living areas and the 2nd floor hallway. Upstairs, you will enjoy 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. the fully finished bonus room over the garage provides added living space for all generations! The phenomenal location provides direct access to the Quinnipiac Blue-Blazed Hiking Trail System and Farmington Hertigage Trail is nearby too for your enjoyment. Our local and respected custom builder can also price your plans or create a plan that meets all your wishes! Photo/Rendering may reflect upgraded options.

Blue Trail Estates in Cheshire welcomes you to the south end of Cheshire. Build the custom home of your dreams on ~ 2 acres of land. Consider the Spruce model which offers 2,600 sqft of living space w/ 4 Bedrooms and 2 ? Baths. It includes a spacious foyer with double coat closets, mudroom, half bath & laundry 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, you will enjoy a spacious primary bedroom with en-suite and walk-in closet, plus 3 guests bedrooms and full bathroom with linen closet. Blue Trail Estates Backs Up to Over 300 Acres of Protected Open Space and provides Direct Access to the Quinnipiac Blue-Blazed Hiking Trail System. Our local/custom builder can also price your own plans or help to create a plan that meets all your wishes!

Generate monthly rental income! Discover your private oasis on this expansive 1.84 oasis, boasting two charming houses overlooking protected conservation land by the tranquil Mill River in south Cheshire! The main house, a spacious ranch-style home, features Silestone countertops, brand new appliances and stunning hardwood flooring throughout. Entertain effortlessly in the large dining room that flows into a bright living room. The primary bedroom offers a full bathroom and ceiling fan. Convenient office adjacent to the kitchen provides the perfect workspace for remote professionals. First floor washer and dryer make laundry a breeze. Walk-up attic has the potential of a nicely situated family room. Lower level can be easily finished to add additional living space. The interior was recently professionally painted! Park with ease in the attached three-car garage, complete with a greenhouse for gardening enthusiasts. Adjacent, a former apartment awaits customization. The carriage house, currently rented, offers a cozy two-bedroom retreat with hardwood flooring, a recently remodeled bathroom and kitchen with newer appliances. Newer well, furnace, hot water heater, windows and an electrical upgrade! Washer and dryer hookups are on the main level. Also includes a mudroom from side entry and ample storage space. Easy highway access makes for convenient living. Don't miss this unique opportunity to own a piece of paradise!

DISCOVER THE RESERVE AT STONEBRIDGE CROSSING From its location to its variety of home styles. The Reserve at Stonebridge Crossing has the life - and lifestyle - you've been searching for in New Haven County. A spacious townhome in a desirable location. This maintenance-free community will have a pavilion, fire pit, walking loop, and trails. A convenient location offers endless restaurants nearby, as well as myriad shopping options & easy commuting routes. Our Zero Energy Ready homes boast combustion-free water heating and space conditioning, rapid hot water delivery through an on-demand recirculation loop, induction cooking, and spray foam insulation. Our Indoor airPLUS certification ensures that your home maintains exceptional indoor air quality. The photos, renderings and floorplans represent the model home and are for marketing purposes only. Photos may show features at additional cost. The included features supersede all artistic renderings and photos. All specifications are subject to change without notice.

Remodeled Three-bedroom Cozy Ranch with finished walkout basement, house was gutted to studs in 2020 and has many updates including electrical, plumbing, Propane furnace, Central Air, roof, windows, siding, septic tank, kitchen, 2 bathrooms, flooring, paint, sheetrock, insulation, trim, doors, etc. Main floor has 3 bedrooms, open kitchen/living room and full bathroom with tub. Finished Walkout basement has bathroom with shower. The fireplace is for decorative purposes only, propane tanks do not convey, property subject to new lot lines and easements.

Quick move-in Carriage home complete with designer appointed finishes! Available in the Spring of 2024. Carriage Home is stylish and sophisticated, yet every bit as warm, our Carriage homes provide the perfect mix of luxury, function, and comfort. You'll feel its charm upon entering the foyer, which leads to the heart of the home. A bright, open kitchen overlooks the dining area and wow-factor, the 2-story great room - perfect for movie nights and entertaining. Just off the great room, the primary suite features a walk-in closet and luxury bath with walk-in shower and dual vanity. The upstairs features two bedrooms, a full bath, private study, loft space, and laundry room. Includes option for a fourth bedroom, option for finished basement, and option for first floor laundry. Images are artistic renderings and photos of EG Home carriage homes that are representative of the builder's work and similar to The Reserve at Stonebridge Crossing floorplans. The Reserve at Stonebridge Crossing is Cheshire's newest community and will feature a park area with walking path and gazebo with grills and firepit to gather with neighbors and friends. MODEL HOME AVAILABLE TO TOUR. The photos, renderings and floorplans represent the model home and are for marketing purposes only. Photos may show upgrades at additional cost. The included features supersede all artistic renderings and photos. All specifications are subject to change without notice.

Available in the Fall of 2024. Carriage Home is stylish and sophisticated, yet every bit as warm, our Carriage homes provide the perfect mix of luxury, function, and comfort. You'll feel its charm upon entering the foyer, which leads to the heart of the home. A bright, open kitchen overlooks the dining area and wow-factor, the 2-story great room - perfect for movie nights and entertaining. Just off the great room, the primary suite features a walk-in closet and luxury bath with walk-in shower and dual vanity. The upstairs features two bedrooms, a full bath, private study, loft space, and laundry room. Includes option for a fourth bedroom, option for finished basement, and option for first floor laundry. Images are artistic renderings and photos of EG Home carriage homes that are representative of the builder's work and similar to The Reserve at Stonebridge Crossing floorplans. The Reserve at Stonebridge Crossing is Cheshire's newest community and will feature a park area with walking path and gazebo with grills and firepit to gather with neighbors and friends. MODEL HOME AVAILABLE TO TOUR. The photos, renderings and floorplans represent the model home and are for marketing purposes only. Photos may show upgrades at additional cost. The included features supersede all artistic renderings and photos. All specifications are subject to change without notice.

Welcome to your own piece of heaven on Earth! This Cape Cod gem boasts not just a home but a lifestyle surrounded by 8.5 acres of sprawling land, perfect for your own little homestead. Inside you will find a Chef's Dream, an expansive eat-in kitchen that's the heart of the home that includes a colossal 10x5 island for gatherings, an additional prep island for culinary adventures, and a wet bar for entertaining. Enjoy homemade pizza nights with your built in pizza oven! With 5 bedrooms, an additional office, 4 full bathrooms, and 1 half bathroom, there's room for the whole family and then some! A full in-law suite for extended family or guests, ensures that everyone has their own space. Entertain from the sunroom to the outside on the immense patio with built in fireplace. Separate barn with 10 horse stalls offers electricity and running water. This property is perfect for your four-legged friends and a bit of farming too! The current owners have cows, chickens, a horse and even pigs! Create a haven for your animal companions and embrace the joy of country living. This isn't just a home; it's a lifestyle. Embrace the freedom of space, the joy of culinary adventures, and the warmth of a true homestead. Your dream Cape Cod retreat awaits!

The Edward Tufte House, elegant, gracious, modern, and a home for 47 years of creative work in writing, design, book making, art, sculpture, and living. Major architectural and interior design by Edward Tufte and Tom Pritchard, custom built at the highest level. 7000 square feet of house, studios and 800 square foot separate studio. Kitchen: large island, lots of storage, eating area looking out into bamboo forest. Located on 6.5 acres adjacent to Fresh Meadows open space in Cheshire, Connecticut 06410. Intensely private. Sprinkler system throughout house. Central vacuum system. Fully air conditioned. Separate living suite with living room, bathroom, bedroom, and private entrance. Two water wells. 15 miles to Yale University and Yale New Haven Hospital. 5 miles to Quinnipiac University, 17 miles to Wesleyan University, 30 miles to Hartford, 40 miles to Danbury, 90 miles to Manhattan, 120 miles to Boston. 43 to Bradley International Airport. House sold as is. Prequalified buyers only.