Cheshire, CT Houses for Sale

Welcome to 454 Castle Glenn-Cheshire's storybook stone castle with timeless charm and smart modern updates, nestled near the center of town on a private, tree-lined lot. Built in 1930 and beautifully updated over the years, this one-of-a-kind 2,803 sq ft home brings character, craftsmanship, and a calming retreat vibe all in one. From the turret and handcrafted stone details outside to the

The Sally Bowman Team Berkshire Hathaway NE Prop.

Spacious and grand contemporary colonial on a spectacular level one acre lot in a desirable, well-regarded neighborhood. This custom designed home offers a 2-story foyer and kitchen, 10-foot ceilings throughout most of first floor, and so much character. The grandiose entryway greets you with a curved double staircase leading to a bridged balcony overlooking the kitchen and foyer. The great room

Brette Stern Calcagni Real Estate

Private Cape Estate on 6.53 Wooded Acres - Possibly Subdividable This stunning 14-room Cape offers a serene feel, space, and privacy, set on 6.53 wooded acres and abutting a land trust for even more seclusion. Inside, enjoy a distinct layout featuring 5 bedrooms, 4.5 bathrooms, a mudroom, and a cedar closet for added storage and convenience. Beautiful engineered hardwood flooring enhances the

Cindy Forlenzo Coldwell Banker Realty

Welcome to this centrally located, expanded cape with a park-like yard and updates throughout. Your everyday entrance from the garage provides quick access to the convenient laundry/mudroom (with shower!). The adjacent family room delivers on comfort with a wood beamed-ceiling, wide-plank hardwood floors, the warmth of the wood-burning, brick fireplace, and a delightful sunroom. Step into this

Cheri Paulsen Real Broker CT, LLC

This is a MUST-SEE PROPERTY. Nestled at the end of a quiet cul-de-sac, this home is the one you've been waiting for. Combining both privacy and a sense of community, it truly stands out in the Deaconwood neighborhood. The family room features a gas fireplace, creating a warm and cozy atmosphere perfect for relaxing with a book, watching TV, or playing board games. During warmer weather, you can

Arlene Levine Coldwell Banker Realty

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

Brian Botti Botti Realty

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

Iris Meyer William Raveis Real Estate

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

Jacek Mikolajczyk Berkshire Hathaway NE Prop.

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,

Anthony LaCava Berkshire Hathaway NE Prop.

Discover this stunning four-bedroom, 3 1/2-bath Cape-style home that perfectly blends sophisticated elegance with warm, welcoming charm. The kitchen features sleek, high-end finishes and state-of-the-art appliances, ideal for both everyday living and entertaining guests. The spacious living and dining areas offer a perfect balance of comfort and style, with cozy spaces to unwind and sophisticated

Tim Braziel Luxe Realty LLC

Adventure meets opportunity in this well-cared-for 3-bedroom, 2-bath ranch with a finished walk-out basement and a backyard that's anything but ordinary. Backing up to protected land that offers both privacy and play, the current owner has spent years enjoying the outdoors-creating his own dirtbike track right out back. Inside, the home features a clean, well-maintained kitchen and bathrooms that

Nicholas Tarquino Carbutti & Co., Realtors

Who will be the first to find #259 and begin their "new life" in this perfect home...sitting pretty on .47 Acres with nearby neighbor pond perfect for winter ice skating! This home has been well maintained with many upgrades. Spacious formal living room with hardwood floors. Nice sized family room with cozy fireplace that leads into a sunroom/solarium featuring high vaulted ceilings and abundant

Edward Siebert Century 21 AllPoints Realty

This spectacular 4-bedroom Colonial is the BEST of the best!! Perfectly positioned on an expansive .88-acre corner lot in a sought-after, sidewalk-lined neighborhood. From the moment you arrive, you'll be WOWED by the fabulous updates, and spacious layout of this stunning home. Fully renovated from top to bottom, it boasts a sun-drenched living room and an elegant dining room with handsome

Susan Santoro William Pitt Sotheby's Int'l

Fabulous south-end raised ranch convenient to shopping, top-rated schools, and the Farmington canal linear path. The heart of this home is a chef's dream kitchen featuring a professional 6-burner gas range with hood vent, stainless steel farmhouse sink, wine fridge, and sleek metallic stainless appliances. An oversized 8.5' x 5' island seats six comfortably and offers generous storage and working

Brette Stern Calcagni Real Estate

Welcome to this charming Colonial nestled on a flat half-acre lot in the heart of Cheshire. Inside, you'll find beautiful hardwood floors throughout, four generously sized bedrooms, two and a half baths, and a fully applianced eat-in kitchen, plus classic formal dining and living rooms perfect for entertaining. Just off the family room is a new deck that overlooks a large private backyard

Brette Stern Calcagni Real Estate

Welcome to this beautiful updated ranch in the heart of Cheshire. This home has been extremely well cared for and is ready for its next family.This home is in move in ready condition with tons of amenities. The front entry brings you to a wide open living room/dining combo with hardwood floors and custom shelving that surround the propane fireplace insert. Large bay windows bring natural light.

Robert Vignola Coldwell Banker Realty

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

Naima Mazouzi Eagle Eye Realty PLLC

Welcome to this well-maintained 3-bedroom, 2 full bath raised ranch located in one of the area's most desirable neighborhoods. Step inside and underneath the carpet you will find beautiful hardwood floors throughout the main level. The spacious living room allows plenty of natural light , the perfect spot to relax and unwind. The kitchen opens into the dining room, where sliding glass doors lead

Cheryl Rosadino Berkshire Hathaway NE Prop.

This open-concept ranch blends style, space, and smart updates in all the right ways. The main level features 3 bedrooms and 2 full bathrooms-including a recently updated bath-and a flowing layout anchored by a vaulted ceiling living room with a striking brick fireplace. The kitchen, dining, and living areas connect seamlessly, creating the perfect setup for everyday living and entertaining.

Sarah Andrea Coldwell Banker Realty

Charming Ranch-style home offering 3 bedrooms and 1-1/2 baths, including a convenient half bath in the primary bedroom. Beautiful hardwood flooring throughout enhances the home's warmth and character. The remodeled kitchen boasts sleek quartz countertops and custom built-ins, seamlessly opening into the dining room with charming corner cabinetry. Enjoy the cozy sunroom at the back of the house

Cheryl Rosadino Berkshire Hathaway NE Prop.

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

Allison Hughes Berkshire Hathaway NE Prop.

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,

Jeremy Carrasquillo-Pinet Tier 1 Real Estate

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

Robert Clermont Clermont Real Estate

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

Kelsey Oddo Kelsey & Co. Real Estate

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

Joel Matson Divine Realty, LLC

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

Abby Breau New England Prestige Realty

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

Dori Degennaro William Raveis Real Estate