Cheshire, CT homes for sale & real estate

Cheshire, CT Homes for Sale

Nestled on a private, level corner lot in a peaceful cul-de-sac, this marvelous Colonial-style home exudes charm and functionality. Enter through a tiled entryway into a welcoming open floor plan. The den, with its cathedral ceiling, cozy fireplace, built-in shelves, and breakfast nook, flows seamlessly into the eat-in kitchen with a convenient breakfast bar. Adjacent to the kitchen, the formal dining room opens to a screened-in porch, perfect for indoor-outdoor entertaining during the warmer months. Enter the spacious living room through elegant French doors, where you'll find built-in shelving and abundant natural light. Beautiful hardwood floors extend throughout the home, adding warmth

Cheshire, CT Homes for Sale

Welcome to the epitome of comfort and convenience in a highly sought-after 55+ community! This stunning freestanding home is the perfect blend of luxury, comfort, and convenience, designed to meet the needs of discerning homeowners. Step inside to an expansive open floor plan that seamlessly connects the main living areas. The formal dining room is perfect for entertaining, featuring a convenient butler's pantry that leads into an oversized, chef-inspired kitchen. Here, you'll find beautiful granite countertops, a center island for meal prep, ample space for a dining table, and sliders that open to a private deck-ideal for morning coffee or evening relaxation. The living room exudes warmth

Cheshire, CT Homes for Sale

Natural light abounds in this beautiful end unit townhouse surrounded by trees in quiet, landscaped neighborhood in South Cheshire offering a peaceful setting for walking and enjoying nature. Less than five minutes to shopping, schools, library, post office, restaurants & the Cheshire town pool, this move-in ready 2 BR 1.5 bath brick condo with private front and back entrances features new Oak Linen vinyl plank flooring throughout the first floor, large living room, remodeled kitchen featuring Les Care cabinets with Benjamin Moore Grey Owl paint and silver handles, tile backsplash all new Whirlpool appliances, large pantry closet and remodeled half bath. The upper level offers new Cus

Cheshire, CT Homes for Sale

Welcome to this spacious 8-room, multifunctional ranch, featuring 3 bedrooms and perfectly designed for a home-based office or business. The inviting living room, complete with a wet bar and fireplace, is ideal for entertaining. A doorway leads to the business wing, consisting of three rooms, a kitchen nook, and a half bath. This area also has a separate entrance that opens to a cement patio, perfect for grilling and enjoying the serene, park-like half-acre yard. The attached two-car garage is a convenience. Situated on a corner lot along Route 10, this property features easy access to highways 691 and 84. The quiet backyard provides a peaceful retreat, creating the best of both worlds. Add

Cheshire, CT Homes for Sale

Carriage home complete with designer appointed finishes! Available in the Summer of 2025. 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 be

Cheshire, CT Homes for Sale

Must see! Sprawling ranch home that seamlessly blends classic charm with the convenience of single floor living. This beautiful residence features three spacious bedrooms and 3 full bathrooms and is ready for your personal touch. Beautiful hardwood floors throughout. Delightful, spacious sun porch off the rear of the living room leads to an amazing in ground pool with pool house and Koi fish pond with beautiful stone waterfall. This beautiful home is located on a cul de sac with nearly one full acre of a beautifully landscaped, private, level lot with irrigation system. Fully accessible with a ramp in the garage and off the rear of the home leading to the pool area, also a fully accessible

Cheshire, CT Homes for Sale

Discover this oversized 3-bedroom, 2-full-bath ranch nestled in the sought-after south end of Cheshire. The home features a newly installed Trex deck and a fully fenced-in yard with a privacy fence, perfect for outdoor enjoyment. Inside, you'll find red oak hardwood floors throughout and a pellet stove insert for energy-efficient heating located in the dining room as well as a cozy wood burning fireplace in the living room. The modern kitchen, with peninsula seating, tile flooring, and stainless steel appliances, is ideal for everyday living and entertaining. Convenience meets comfort with a first-floor laundry room, while the 3-season room, finished with teak parquet wood flooring, offers

Cheshire, CT Homes for Sale

Yes, we know, you always wanted to move to Cheshire but could not find the right place. Here it is a perfect sprawling family home. The primary suite is in one wing of the house giving you extensive privacy with multiple entries to the backyard. It has four bedrooms with the main house and then a separate and private two bedroom in-law or rental apartment. Kitchen with lots of storage and eat-in breakfast nook. Privacy fence was installed in front of the home. The back yard offers you an oasis of pleasure and withdrawal to harmony, straight from better homes and gardens. It is all you ask for in an entertaining package, starting with a beautiful set of gardens to the possibility of keeping

Cheshire, CT Homes for Sale

Welcome to 29 Pleasant Dr! This beautiful colonial home features a fully remodeled kitchen with brand new appliances, granite countertops and a luxury vinyl plank floor. Adjacent to the kitchen, you'll find a convenient half bath with laundry hookups. Upper level bathrooms are fully remodeled and include new tub/new shower stall, new vanity's and waterproof luxury vinyl plank floors. Living room, dining room and bedrooms have hardwood floors. The cozy family room has a brick fireplace with a gas insert and a brand new slider. Roof 2021. New windows 2024. Easy Commuting with I-84, I-91,691 and The Merritt Parkway. Schedule your viewing today, and don't miss the opportunity to make this incre

Cheshire, CT Homes for Sale

This spectacular home in the multi-award-winning, active adult community 'Castle Heights', will impress you with its captivating curb-appeal, beautiful architectural details & timeless elegance. It features thoughtfully designed floor plan with a seamless transition between spaces & an abundance of natural light flowing throughout. The inviting front porch leads to a grand two story foyer and into a stylish living room where decorative columns, cathedral ceiling & gas fireplace create a perfect ambiance. The gourmet kitchen is a chef's dream, featuring a large pantry, expansive cabinetry, SS appliances, built-in hutch, 6-burner gas cooktop & ample countertops space,

Cheshire, CT Homes for Sale

Cheshire Hillside Village condo, 62 plus restricted community. This end unit offers 4 rooms with a large living room with a Cathedral ceiling. One bedroom with a den for possible 2nd bedroom (no Closet). The bedroom offers a large walk-in closet. All appliance staying with the property. Close to shopping, restaurants, walking trails and public transportation.

Cheshire, CT Homes for Sale

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. Experience the joy of owning a new townhome offering 2 bedrooms, 2 1/2 baths, a tandem garage, and more. This 1,850-square-foot townhome is scheduled for construction and ready for move-in Summer 2025. Enjoy a hassle-free move-in with no exterior upkeep required. The HOA includes affordable monthly fees covering mail services, garbage collection, landscaping, lawn care, leaf removal, and snow removal during winter. Step into a welcoming foyer leading to an open floor plan. Entertain gue

Cheshire, CT Homes for Sale

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

Cheshire, CT Homes for Sale

Welcome to 1167 Marion Road, well-maintained Center Hall Colonial, the owners have taken great care of the property for the last 29 years. As you step inside, you'll be greeted by a bright Living room, dining room, all with gleaming hardwood floors. The family room offers a fireplace with insert & built in bookcases. The kitchen, updated by John Ricci includes a banquette, newer appliances, and a drop zone leading to the garage. The second floor has a primary suite with wall-to-wall carpeting, updated master bathroom and walk in closet, three additional bedrooms with wall to wall carpeting and updated full bath. The finished lower-level rec room features laminate flooring, office spac

Cheshire, CT Homes for Sale

Welcome home to 93 Far Horizon Drive in Cheshire. This large Colonial home features 5 bedrooms, 3.5 baths, 2 Car Garage with 3,258sf. Home is nested on a . 93 acre lot and is located in a desirable neighborhood near the center of town. Main home has oil heat, Primary Suite on 1st floor has electric heat w/ oil connection on new furnace. Remodeled 1st floor Primary Bedroom Suite has its own private entrance, laminate flooring, full bath, built-ins with shelving & storage, wood burning fireplace, slider to backyard and French doors leading into main house. First floor includes spacious Living Room with large picture window, Dining Room, Eat-in-Kitchen and remodeled half bath. Family Roo

Cheshire, CT Homes for Sale

Desirable Cheshire Crossing 55+ Community built in 2008. Pristine condition, spacious 2032 square feet of one level living space, two bedrooms, ranch style, open floor plan, with 9' ceilings, hardwood floors throughout. Beautiful gourmet kitchen with granite countertops, stainless steel appliances, and eat in area. Primary bedroom suite has a tray ceiling, triple windows, double sink, huge walk-in closet, both a shower and soaking tub. Family room with propane fireplace, bright dining room, home office with French doors, and a separate laundry room. Lower level has over 2000 square feet of unfinished basement area, great for storage or finish in the future. Private Trex deck with railing in

Cheshire, CT Homes for Sale

Must See Updated Ready to move in Raised Ranch was fully remodeled in 2016 which included roof, windows, siding, electrical, plumbing, Forced Air Propane Furnace with Central Air, kitchen, bathrooms, etc. Sale is subject to revised property lines and easement. The propane tanks does not convey.

Cheshire, CT Homes for Sale

Welcome to your dream home nestled along the serene Quinnipiac River, perfect for fishing or kayaking right from your backyard! This delightful property features Cherry hardwood floors throughout, adding a touch of warmth and sophistication to every room. The second floor has 2 bedrooms & 1 full bathroom; the primary bedroom leads to the 3rd-floor dressing room with amazing built-in storage. On the main floor, you'll find the Living room, Dining room, and modern Kitchen with Acacia butcher block counters, ideal for culinary enthusiasts. A half bathroom rounds off the main floor. The finished basement is flexible to fit your needs! It would be great as an office, gym, or den/gaming/mov

Cheshire, CT Homes for Sale

Cheshire Townhouse in Move-In condition. New Laminate flooring. Small, quiet, and friendly complex in private setting. Beautiful open floor plan. Sliders in spacious living room to private patio and lightly wooded rear yard w/ views (no condos in back of this unit). Full Basement w/ laundry room, in addition to two additional finished rooms w/ closet for multiple uses. (3rd-4th bedroom, playroom, office, exercise room, etc. ). Oversize primary bedroom with double closets. Walk in closet in second, upper bedroom. Freshly painted. Newer roofs. Pull down stairs to attic.

Cheshire, CT Homes for Sale

What& apos; s special Parking area Spacious backyard This beautiful home includes a balcony, patio, and so much more, situated in the center of Cheshire, CT! The house includes 7 beds, 5 baths, and a half bath. The house also includes a spacious backyard and lawn, along with its very own parking area. Open house starts at 9/10/2024. We can meet during the start and end time every day during the date and after.

Cheshire, CT Homes for Sale

Welcome to your dream home! This spacious residence offers an updated eat-in kitchen with granite countertops, perfect for family meals and entertaining. The main level features glistening hardwood floors, while the second floor boasts freshly installed carpet for added comfort. The large backyard is ideal for outdoor activities and relaxation, complemented by a covered deck for year-round enjoyment. You'll love the convenience of the Jack and Jill bathroom on the second floor, along with a master bedroom that includes a walk-in closet and one of the home's three full bathrooms. Dual staircases provide easy access to the second floor, with one set located near the front entrance and the oth

Cheshire, CT Homes for Sale

WELCOME HOME to this beautiful 4 bed, 2.5 bath, open concept colonial nestled on a lovely park-like lot located in Cheshire. From the moment you walk in, this sun-filled home greets you with high ceilings, and a flexible floor plan including a home office and possible in-law suite. The large, updated eat-in kitchen features hardwood floors and slider leading to the large deck and backyard complete with swimming pool. .. perfect for relaxing or entertaining. From the kitchenj, you'll find the convenient half bath, laundry room and mud room. Upstairs showcases 4 large bedrooms, oversized great room and storage galore. The primary bedroom boasts a generous walk in closet and large ensuite. The

Cheshire, CT Homes for Sale

DISCOVER TIMELESS ELEGANCE IN THIS EXQUISITE COLONIAL-STYLE HOME, FEATURING FOUR SPACIOUS BEDROOMS AND THREE AND HALF BATHS, DESIGNED FOR BOTH COMFORT AND STYLE. THIS HOME SEAMLESSLY BLENDS CLASSIC ARCHITECTURE WITH MODERN AMENITIES, OFFERING THE PERFECT SETTING FOR FAMILY LIVING AND ENTERTAINING. THE MAIN LEVEL BOASTS A FLOWING FLOOR PLAN, WHERE A GOURMET KITCHEN MEETS A COZY LIVING AREA, IDEAL FOR GATHERINGS. UPSTAIRS, THE PRIMARY SUITE OFFERS A PRIVATE RETREAT, COMPLETE WITH A SPA-LIKE BATHROOM, WHILE THE ADDITIONAL BEDROOMS PROVIDE AMPLE SPACE FOR FAMILY OR GUESTS. THE FULLY FINISHED BASEMENT PRESENTS ENDLESS POSSIBILITIES-WHETHER IT'S A HOME THEATER, GYM, OR PLAYROOM, IT'S A SPACE THAT

Cheshire, CT Homes for Sale

Discover a home where timeless elegance meets innovative design. This stunning residence, inspired by Frank Lloyd Wright is meticulously crafted from steel and concrete, and set amidst 2.1 serene acres. Bathed in natural light through expansive windows, each room features its own individual split system, allowing you to customize heating and cooling to your exact preferences. Enjoy personalized comfort throughout the year with a separate climate control for every space. This residence features a beautifully remodeled kitchen with radiant heat, granite countertops, and stainless-steel appliances. The spacious living and dining areas are perfect for entertaining, showcasing a brick fireplace

Cheshire, CT Homes for Sale

Presenting an exquisite, one-of-a-kind "Modern Colonial Farmhouse" that seamlessly combines elegance and functionality. This custom-built residence features a sophisticated open-concept floor plan and high-end finishes throughout. The home showcases a stunning blend of white and dove gray vinyl siding, complemented by high-quality Marvin wooden casement windows, creating a clean and refined exterior. First floor boasts impressive 12-foot ceilings in the living and dining areas, framed by oversized windows that flood the spaces with natural light. Gourmet kitchen is designed for both style and functionality, featuring a large island, an oversized 36" cooktop, and a wine refrig

Cheshire, CT Homes for Sale

Attention DIY enthusiasts and investors! Perfect for 203K financing. This charming fixer-upper is a blank canvas just waiting for your creative touch. With a little TLC, this home has the potential to become a dream haven. Or start from scratch and build new. Take advantage of this amazing opportunity to add value and personalize this property to your liking. Located on pristine land in a beautiful rural town on flat lot surrounded by Million Dollar Homes and orchards. Windows, roof, boiler and hot water heater are newer. Electrical is breakers, not old style fuses. Cheshire is a classic New England town known for its small farms, with thousands of acres of open space and an active agricult

Cheshire, CT Homes for Sale

Spectacular move-in ready South Cheshire two-year young Contemporary Colonial. This showstopper includes all the many extras the builders add to the base price! Highlights begin with a 2-story entry with a turning staircase & custom railing. The dream kitchen boasts an expansive quartz island with breakfast bar, upgraded appliances including 2 dishwashers, 6 burner gas stove w/ vented hood, double ovens, built-in microwave, oversized built-in refrigerator & walk-in pantry with wine cooler. The gourmet kitchen is open to the family room, showcasing beautiful hardwood floors, built-in gas fireplace along a paneled wall & triple sliders leading to an expansive stone patio. T

Cheshire, CT Homes for Sale

Welcome to 454 Castle Glenn, Cheshire, CT-an enchanting 2-story custom castle built in 1930, meticulously updated for 2024 while preserving its timeless elegance, seamlessly blending vintage charm with modern comforts. This historic residence boasts 4 bedrooms, 2 1/2 baths, accessed by a striking turning staircase. The first floor features a brand-new kitchen with terra cotta porcelain tiles and an island, a charming sunroom with new slider and windows, a walk-in pantry, a mudroom, a cozy library, and a convenient first-floor laundry room. The sunk in living room is a grand space with cathedral wood ceilings, fireplace and balcony, while the dining room enchants with a coffered ceiling and

Cheshire, CT Homes for Sale

Oasis Awaits. Fixer-upper ranch with endless potential on over 3/4 on an acre! Calling all investors, DIY enthusiasts, and first-time homebuyers! This bank-owned, three-bedroom, two-bathroom ranch-style home in sought-after Cheshire presents a remarkable opportunity. Nestled on over 3/4 of an acre, this fixer-upper boasts a partially finished basement, attached garage, central air conditioning, and a private swimming pool, all waiting for your vision to transform into a dream home. Located in the cultural hub, you can explore renowned museums and art galleries, which foster creativity and inspiration. Foodie paradise awaits. Indulge in a variety of restaurants offering diverse culinary expe

Cheshire, CT Homes for Sale

Introducing Pond's Edge, a planned unit development of 6 exquisite waterfront and water view homes. 5 Waterside Way sites offering a private enclave with exquisite direct water frontage with walk out basement setting. This new construction opportunity with upgraded finishes throughout offers a 3,483 sqft home sitting on a 1.3-acre waterfront lot. Offering a grandiose layout, with 3 car garage, breathtaking finished and lakefront living, no expense is spared in the construction and finishes in this home. Custom build consultations available upon request. Schedule an appointment to discuss the possibilities of how to make this unique living experience yours. Ponds Edge which was the former su