Investor/Builder Opportunity! Discover a rare opportunity in charming Chester, Connecticut! Minutes from Chester's vibrant village center known for its restaurants, boutiques, galleries, theater and farmer's market. This property offers tremendous potential for the right buyer. The existing structure is not currently habitable! This property require significant renovation/demolition due its current condition. This is ideally suited for contractor or investors seeking a project Chester is one of the Connecticut River Valley's most sought-after small towns, blending natural beauty with a walkable downtown. Bring your vision and transform this into a beautiful home! Property being sold "as is" Not Currently Habitable!
Welcome to 9 Hickory Hill Drive! Set high on a hill in the heart of the charming Connecticut River Village of Chester. This striking Contemporary offers over 2800 sqft. of light-filled living space on 1.23 private acres-just a 3/10 mi stroll to Main St. The inviting foyer opens to a stunning, sun-drenched living area with skylights and gleaming hardwood floors throughout the living room, dining room, kitchen, library, and family room. The thoughtfully designed layout creates an easy flow for both daily living and entertaining. Also on the main level are two bedrooms-one currently serving as an artist's studio with a spacious adjacent walk-in storage room. Upstairs, an open loft-style office/media area overlooks the living space below and leads to the serene primary suite. An additional exercise or media room completes the upper level. Recent updates include several new windows, skylight, doors, flooring, and beautifully renovated kitchen featuring dramatic quartzite "Blue Explosion" counters, red maple floors, a bar with wine cooler, and newly updated bath. Enjoy peaceful, elevated views from the expansive deck overlooking the private, wooded backyard. The property also includes a two-car under-house garage plus a heated detached one-car garage/workshop-perfect for hobbyists & collectors. Ask to see the full list of improvements. Ideally located midway between New York City & Boston, you'll love the vibrant arts scene, fine dining, and welcoming spirit of historic Chester!
Back on market! Inspection will show there is some termite damage in one of beams in basement. Charming 4-season cottage with views of Cedar Lake! Corner lot with deck, outdoor shower, and parking. Features an eat-in kitchen, open living area, 3 bedrooms, and hardwood floors.
Charming Cape just steps from Chester Village! This inviting 2-bed, 1-bath home blends timeless New England character with everyday comfort and walk-to-village convenience. Warm hardwood floors flow throughout the light-filled living room into the updated kitchen with its beautiful bow window and dining area. The kitchen is replete with ample granite counters, perfect for the aspiring chef! The cheerful & sunny dining room opens to a huge back deck overlooking a private yard that backs up to North Quarter Park-perfect for entertaining, walking trails or relaxing outdoors. Two first floor bedrooms and a full bath offer easy one-floor living. The light & bright upper-level multipurpose room is perfect for a home office, hobby room, studio or den. The updated electrical service is equipped with a generator transfer switch & the generator conveys. Plenty of storage in the full basement. Enjoy peaceful surroundings with mature trees and a park-like backyard, yet just a short stroll to restaurants, galleries, coffee shops, and the Sunday Farmers' Market in the heart of Chester. Convenient to Route 9, the Connecticut River, the Chester Ferry and the scenic shoreline. A truly special property offering charm, flexibility, and the lifestyle of one of Connecticut's most beloved villages-welcome home to 79 Middlesex Avenue, Chester CT.
Discover this waterfront delight in charming Chester, rewarding with year-round views! Completely renovated in 2012 from the ground up (including brand new septic system), this pristine Colonial offers 3 floors of living space and a smart L-shape open floor plan ensuring that you always have a gorgeous view. In addition to some hardworking 1st floor spaces (roomy mudroom, full bath and laundry room), the main living area serves up the ideal layout for dining, cooking and relaxing. The space enjoys loads of windows and natural light, oak HW flooring, white kitchen cabinetry w/ granite counters and marble tile backsplash, tiered island with breakfast bar, and SS appliances including a new gas range -- all with amazing views of Chester Cove. Step through the slider and get even closer to those glorious sunsets from the large deck with stainless cable railing. Upstairs are 3 bedrooms, 2 with western exposure & unobstructed water views. The primary bedroom includes a walk-in-closet and Jack & Jill bathroom. The lower level provides additional storage & finished space, ideal for a yoga studio, or home gym. Need more to love? Central A/C, new hot water heater (2024), plenty of closets and storage, 1-car garage with 50 AMP EV charger & private level yard. Just a mile to Chester Village center and .5 mile to the marinas. Enjoy everything that this picturesque CT town has to offer and, remember, everything was new in 2012. AE flood zone w/ transferrable policy, premium just $1231/yr
East View is a long-admired Connecticut Riverfront property, a rare offering that perfectly marries historic provenance with elevated modern living. The circa 1800 home was masterfully renovated and expanded in 2010 with an architect's eye and a reverence for its storied past. Meticulous attention to detail is found in the extensive millwork, custom built-ins and hand-hewn beams lending warmth and character throughout. Expansive windows frame water views from nearly every room - north to the Haddam bridge and south across Lord's Island. The kitchen is the heart of this home with a grand center island, top end appliances and custom cabinetry. The adjacent living and dining rooms allow for effortless entertaining. There is a handsome family room with wet bar, a library and office. Sunrise over the river greets you in the private primary bedroom, a sanctuary with a balcony. Three additional bedrooms are sited on the north end of the home with two full baths. You will find a home theatre/media room and a gym with sauna-spaces designed to restore mind and body. Outdoors, the grounds slope gently from the bluestone patio to 285' of water frontage where a six-pile, two-slip dock awaits. Completely re-engineered and rebuilt with a 16-ton lift and an additional floating dock, this is a captain's dream. At low tide, stone steps reveal a sandy beach, perfect for a dip or kayaking. For vehicles, find a heated, 3-bay garage attached and an additional 3 bay garage with storage,
Enchanting Cape with Artisan Post & Beam Charm - Just Down the Road from Chester Village! Tucked away on 2 acres of picturesque land, this whimsical 3-bedroom, 2.5-bath Cape Cod home invites you to live among nature in style. Only a short distance from Cedar Lake and Chester Village, you'll have easy access to endless outdoor adventures and world-class restaurants and shopping just moments away. Inside, the home is a masterpiece of artisan post and beam craftsmanship, with a spacious great room featuring soaring ceilings, skylights that bathe the space in natural light, and exquisite woodwork that brings warmth and character to every corner. The thoughtful layout includes a generous primary suite with its own bath, two cozy additional bedrooms, a full bath, and a convenient powder room for guests. Outside, the property is equally enchanting. The oversized detached garage and expansive workshop, both with the artisan craftsmanship of the main house, provide plenty of room for your hobbies and projects, while the barn and stables are ready for your animals. Whether you dream of an equestrian escape or simply crave a peaceful haven to enjoy nature, this home offers it all. From the captivating craftsmanship to the stunning natural surroundings, this is more than just a home, it's a retreat, a sanctuary, and a lifestyle.
Chester is located in Connecticut. Chester, Connecticut has a population of 3,787. Chester is less family-centric than the surrounding county with 25.99% of the households containing married families with children. The county average for households married with children is 27.85%.
The median household income in Chester, Connecticut is $93,333. The median household income for the surrounding county is $90,833 compared to the national median of $69,021. The median age of people living in Chester is 49.5 years.
The average high temperature in July is 84.4 degrees, with an average low temperature in January of 19.1 degrees. The average rainfall is approximately 50.4 inches per year, with 30.3 inches of snow per year.
