luxury properties for sale Chester, United States

Immerse yourself in breathtaking views of the Connecticut River from the comfort of your own home. This classic Greek Revival c.1840 home offers lovingly restored interiors throughout, beautiful light, and lush landscaping and gardens. Off the foyer is the formal living room with pocket doors and original moldings. The dining room is window lined and works for both formal and casual dining. The kitchen offers timeless beauty with solid cherry wood cabinets, stainless steel appliances and subway tile backsplash. The main floor also has an elegant and generously sized family room with wood burning fireplace and views on three sides. French doors open up to the covered back porch with solid mahogany decking, river and garden views. Dine al fresco while watching beautiful sunsets over the River. The 2nd floor holds 3 bedrooms including a luxurious primary with river views and an updated en suite bath with radiant heat, marble flooring, Waterworks soaking tub and a separate shower. The upper level is a versatile bonus space with a half bath that could be a guest room or home office. Entertain year round in the garden level sun room which opens to the back yard and walled garden with water feature. Unique to this home is a 540 square foot summer cottage with a wall of windows overlooking the river. It is a stunning entertaining space with wood burning fireplace. The river frontage is steep but could accommodate a boat lift or dock. This home really has it all!!

This delightful home in Essex Village combines both comfort and elegance flawlessly. Situated on a charming street just a short stroll from Main Street and the Connecticut River, this timeless dwelling has been lovingly renovated over the years. While lacking a garage, the house provides ample storage space in the shed, basement, and attic. Highlights include wide-plank cherry hardwood floors, French doors opening to a beautifully landscaped backyard, and a cozy propane fireplace in the living room. The family room features a wood burning fireplace, perfect for gatherings, while the upscale kitchen boasts high-end appliances, and a separate pantry. The spacious rooms and open floor plan create a warm and inviting atmosphere, complemented by a wrap-around blue stone patio for outdoor dining. The luxurious master suite offers a fireplace, balcony, walk-in closet, and private bath for a serene escape. A first-floor study with a full bathroom and closet could easily serve as a guest room. Enjoy your morning coffee on the front porch with views of the CT River in the distance. The professionally landscaped yard with a waterfall adds to the beauty of the backyard. With its perfect blend of comfort and style, this home is truly exceptional.

Just outside of Essex Village, this exceptional piece of sub-dividable property includes an Antique Colonial and 12.69 acres of rolling hills with water views out to the Connecticut River. The house sits on Saybrook Road across from South Cove and enjoys some rear and side-yard privacy. The home has had many recent updates including a new roof, a recently drilled well and exterior paint. The rear yard runs adjacent to and enjoys frontage on Essex Hills Drive up to the top of the Cul de Sac on Squire's Lane, creating the possibility of perhaps using almost the entire combined frontage of both roads to create and easily access up to 6 additional lots. This setting and location would support building luxury, water-view homes within a short distance to Essex Village, a commodity readily in demand! There is enough land to create a horse property with entrance through the existing property and keep the parcel whole to privately enjoy acreage no longer available this close to the Village. Possibilities abound! Property is occupied and all showings, including walking the Town Assessors Map Depicting the Lot bordering Essex Hills and Squire Lane to topacreage need confirmation as large, protective dog is in residence and needs to be removed. Also listed as Land under MLS 170612924.

Elegant Custom-built brick colonial, situated on a cul de sac in a beautiful shoreline community. This pristine home is both an entertainer's and a gardener's dream! The recently updated main floor now offers an open floor plan and fresh paint. The foyer leads to a front-to-back living/family room with recessed lighting, hardwood floors, sleek custom fireplace and sliders to a large deck. The updated kitchen opens into the formal dining room. This level rounds out with a powder room and mudroom that accesses the attached 2-car garage. On the second floor, the primary suite features a tray ceiling, full bath with jet tub/separate shower, and a walk-in closet. The second primary suite, with full bath, has a balcony overlooking the backyard. Additionally on this level are a third bedroom, an office/4th bedroom and the third full bath. The lower level is well-appointed for entertaining. Currently used as a game lounge, this area has a built-in granite bar with sink, cooktop, and small refrigerator. Tons of storage and a full bathroom create potential for an inlaw suite. Walk out to a covered patio, hot tub and sprawling yard with beautiful mature plantings and a large fenced garden area. A double detached garage with second-floor loft, located at the rear of the property, is perfect for car and toy collectors and offers even more storage. Area for RV or boat storage too. Conveniently located two hours from New York/Boston, easy access to Amtrak/highways. The perfect retreat!

Presenting The James C Walkley Estate, a historic grand Manor ca.1860, superbly remodeled 2022. Nothing compares. The ultimate in country living. From the moment you enter the otherworldly grounds via a sweeping circular drive, you will be awestruck by the depth and breadth of this 9.69 acre property. The stately home that greets you is privately set on a gently rolling tableau worthy of an impressionist painting. From the rear of the property the CT River comes into view. The house is at once impressive and understated. A slate roof is graced by dual chimneys. The columned front entry portico whispers of a time when visitors arrived by carriage. Stepping inside through original double doors find yourself in a 35' entry hall. Ceilings are 13' on the main level and 11' on the second. Fourteen remodeled rooms, five bedrooms, five full plus two half-baths, Chef's kitchen w/Wolf/Subzero/Cove appliances, butler's pantry, office, study, living and family rooms, formal dining room, plus eight marble-surround gas fireplaces combine to create a dream family retreat. A dramatic sunroom with marble radiant-heated flooring is perfect for informal dining and relaxation. Step outdoors to the bluestone patio, or enjoy the 18x48 heated salt water, gunite pool. Dual propane boilers, dual 80 gallon indirect hot water tanks, new AC, generator, underground utilities, copper gutters. Enjoy nearby historic Haddam, the charming towns of Chester, Essex, Old Saybrook and the CT Shoreline. The best!

Introducing this stunning home within a desirable beach community in Old Lyme. This move-in ready gem boasts timeless charm and modern convenience. Step into this meticulously maintained home featuring 4 bedrooms and 2 1/2 baths. The inviting floor plan flows from room to room, showcasing an abundance of natural light throughout. Entertain guests in style in the spacious living areas, complete with hardwood flooring, wainscoting, and a cozy fireplace perfect for chilly evenings. The kitchen is a chefs delight, featuring ss appliances, granite countertops and ample cabinet space. The primary suite has a spa-like bathroom and large walk in closet space. There are 3 other guest bedrooms. Outside enjoy a sprawling yard with screened in porch and patio. The private association beach is just steps away. There is a boat launch available for summer days. Don't miss your chance to experience coastal living.

Exquisitely maintained home offering stunning water views and deeded access to Long Island Sound. This fully-furnished year-round residence is thoughtfully equipped with all the essentials for comfortable living. The decor blends sophistication with a relaxed atmosphere, creating a welcoming ambiance. Situated in a tranquil waterfront neighborhood, this home showcases superior craftsmanship by award-winning Amity Construction & Design, featuring luxurious marble-tiled bathrooms and a luminous open floor plan. The main level boasts a charming sitting area with a double-sided fireplace that leads to the inviting living room, elegant dining room, and a well-appointed open kitchen with a spacious island for additional seating. Additionally, a convenient half bath with a washer and dryer is located on this level, along with one of the primary en suite bedrooms. Upstairs, the second level hosts another primary bedroom en suite, two additional bedrooms, and an extra full bathroom. The third level has been thoughtfully designed to include a fifth bedroom, full bath, an entertaining area, and a balcony offering panoramic views of the Westbrook shoreline up to Old Saybrook. The dry lower level presents an opportunity for customization into additional living or entertainment space. With ample storage and parking for both family and guests, this home truly offers a blend of luxury and practicality. A residence that captures the essence of coastal living, this property is sure to captivate and charm any discerning buyer.

Architecturally stunning, with solar electric power, and situated on one of the highest points in Madison. With unobstructed views of LI and LI Sound, this nearly 5000 sf 5 BR Classic gem offers the best of traditional Shingle Style with tasteful amenities & modern luxury throughout. Designed by architect John Parker and constructed by premier builder Jonathan Howey, the dramatic main level offers a beautiful foyer & a 2 story living space with clerestory natural lighting, open to an expansive custom kitchen complete with island and raised pewter countertop seating. Two private dedicated office/den spaces & a gracious formal DR complete the main level. Step out to enjoy the view from an extensive IPE deck that runs most of the length of the house. Up a gracious staircase, the 2nd level provides 5 bedrooms & 3 are en-suite. (5.2 baths total). The private primary BR offers a large walk in closet, gas fireplace, balcony & luxury bath with jetted tub. Four additional bedrooms are bright & generous in size. Nearly 2000 add'l finished sf on the walk-out lower level include a wine cellar, exercise room & full bath. French doors to a private patio w/outdoor shower. A circular driveway, mature landscaping & a feeling of being in a private tree top oasis, only 3 minute drive to convenient daily shopping. Ideally located near Rte 80 for easy access to New Haven and 30 minutes to Middletown yet part of wonderful Madison w/sandy beaches & a much sought after lifestyle.

Are you looking to settle in Madison this summer? Enjoy the 4th of July, beaches, farmer's market, downtown, and life along the shore! This home has a great layout, a spacious primary suite, an unfinished walk-up attic, and great potential. Chip and Joanna Gaines have not been here, but you can make this your Fixer Upper! Hardwood floors compliment the main floor. Start by adding your favorite paint colors and make this the home of your dreams. This commanding residence nestled behind a stately stone wall is deeded in the Field Brook subdivision, with access to the Hammonasset River in this quaint shoreline town. This home offers a perfect balance of tranquility and convenience, with easy access to schools, beaches, highways, restaurants, and shopping. Outside, enjoy a deck for outdoor gatherings and plenty of space for recreation and relaxation. The attached garage provides additional convenience and storage. Timeless architecture and a prime location make this the perfect place to enjoy the best of Madison living.

Welcome to this stunning home, ideal for multigenerational living in a highly sought-after neighborhood. The main level offers the option for a first floor primary suite and a completely renovated kitchen, equipped with top-of-the-line appliances and luxurious finishes. The lower level features two additional rooms and a full bathroom, providing endless possibilities for in-law, au pair, or guest accommodations. This spacious property boasts a new septic system (2022), a new roof (2021), and an impressive 3000 square feet of new oak hardwood floors, along with many other upgrades and improvements. Indulge in the ultimate relaxation experience with your own personal sauna, where you can unwind and rejuvenate in the comfort of your home. With convenient access to the town center, I-95, and nearby beaches, this home combines comfort and accessibility. Don't miss the opportunity to make this home yours. Watch the video and explore the floor plans to discover all that this property has to offer.

Brand new in-ground pool? Yes please! Welcome to your dream home at the end of a tranquil cul-de-sac! This 5-bedroom stunner offers the perfect blend of elegance and comfort. You will be greeted by spacious rooms filled with natural light, a chef-worthy kitchen and an amazing library with fireplace. Your backyard oasis, promising endless hours of summertime fun, is ready for its new owners. Imagine lazy weekends lounging poolside or hosting unforgettable gatherings with friends and family. This lifestyle upgrade awaits you. Be in before school starts! Sellers used this as a second home so can be flexible with closing. Sellers made thoughtful, high-end upgrades to both the interior and exterior of the home. See list of upgrades.

Nestled on an interior lot, this pristine colonial will WOW you with its spectacular yard and pride of ownership interiors. You will notice immediately the beautifully manicured lawn and gardens; what is a delightful surprise is the meandering trails behind the home that have also been beautifully maintained by the owners. Front door welcomes you into the generously sized living room with gleaming hardwood flooring and French doors. Kitchen is light and bright with functional pantry and eat-in space that opens to the rear yard and patio area. Family room will certainly be your favorite interior spot. Cathedral ceilings, skylight that streams natural light, wood burning fireplace- all make this inviting space one you will just love. Due to the lifestyle of the present owner, the dining room has been transformed into a first floor bedroom but will be easily returned to its intended use. Half bath and laundry area completes the first level of the home. Primary bedroom has large walk-in closet and full bath with shower. Two additional generously sized bedrooms and a common bath with tub/shower combo completes the upper level. Wonderful walk-up attic for extra storage as well as walk-out basement bring additional space that could be converted to living areas if desired. Charming outdoor patio for warm weather gatherings is enhanced by luscious, green lawns and stone retaining walls. This home brings privacy and all that the lovely Town of Madison offers its residents

There is so much to admire when considering this immaculate 4-bedroom, 2.1-bath Colonial, beginning with its ideal location. Situated on nearly 2 wooded acres, the home has plenty of privacy, yet it's minutes from downtown Madison, shopping, movie theater, beaches and schools. The house itself has many distinct qualities, including hardwood flooring and crown molding throughout. The main floor flows from the living room into the dining room, featuring a unique tray ceiling and recessed lighting. The adjacent kitchen has been updated with granite countertops, stainless-steel appliances, two pantries, center island/breakfast bar and eat-in area. This leads to the sunny family room, with a raised-hearth gas fireplace, customized mantel and sliders that open onto a wood deck and stone patio overlooking the professionally landscaped backyard and surrounding woods. This level also has a half bath and access to the two-car garage. Upstairs, the lovely primary bedroom has a vaulted ceiling and skylight, double closets and private full bath. The other three bedrooms - one with access to the walk-up attic - share a full bath with a tub and shower. The lower level has flexible space with a rec room (ideal for a home gym), home office, workshop/art studio, laundry room and utility room. Other amenities include natural gas, central AC, a whole-house generator, newer roof and driveway.

Experience the epitome of serene lakefront living in this desirable Madison residence. Swim, Boat, fish, or just relax. Boasting stunning waterfront views, this home is a sanctuary of peace and natural beauty. With four bedrooms, 4.1 baths, four fireplaces and a finished walk-out lower level, this property will easily meet your wants and needs. The year-round sunroom and breakfast room are the crown jewels of this unique property, presenting uninterrupted views of the tranquil lake and naturalized gardens. Abundant birdlife turning this spot into a birdwatcher's dream. The oversized front to back formal living room is currently carpeted, but has hardwood beneath as well as a wood burning fireplace and lake views. The remodeled Gedney kitchen boasts a subzero refrigerator, JennAir gas cooktop, and built-in oven and microwave. The quartz counters, island and additional breakfast bar allow the cook to visit with guests while preparing meals. Adjacent to the kitchen, is the spacious family room with gas fireplace, built-in bookcases and storage cabinets. A remodeled powder room completes the first floor. Upstairs, the spectacular primary suite addition offers sweeping views, two walk-in closets, fireplace, and a full en-suite bath. Updates include Pella windows, Weil-McLain HVAC system, and more. This home is not just a living space but a lifestyle choice for those who seek tranquility, natural beauty, and comfortable living at the water's edge.

Welcome to The Richter Estate. This recently renovated New England Country Manor combines the highest of standards with modern technology. Luxury features abound this exceptional property. The sprawling 3+ acre estate features professionally manicured gardens and stonework. The custom 50/ft. x 20/ft heated saltwater gunite pool and plentiful outdoor living areas are ideal for entertaining or for just enjoying warm summer days with family. This 6,100 sq/ft home features a handcrafted Officine Gullo kitchen suite, custom-made cabinets and workspaces utilizing Italian marble, aged limestone and imported woods. Leading off the kitchen you will be drawn to the barreled ceiling above the 650 sq/ft family room, which then leads out to the sun-filled atrium. Complimenting the first floor you will find the formal living room, formal dining room, dining area and a must see library complete with built-in shelving. You can access the outdoor living spaces and expansive outdoor portico from nearly every room through french doors. The second floor includes three en suite bedrooms with French doors that lead out to a traditional southern style sleeping porch. Additional features include a gym, garden room, 9 fireplaces, 2 - 20kw generators, 2 laundry areas, new gutters, synthetic shingles with a 50/yr. warranty, irrigation system, electric pet-fence, landscape lighting and built-in wall safe. No feature has been overlooked in this stunning home.

This in town luxury townhouse condo in the beloved Mews will not disappoint. With a larger (wider) footprint than most any of the other units this rare floor plan offers an 11 x 18 dining room through French doors off the living room and this same space above serves as a windowed private double office connected to the primary suite. On the ground level, relax in an attractive & private bluestone patio area, just off the expansive eat in kitchen. If entertaining is your passion, this home is ideal. The kitchen area keeps you visually connected to the living space. The living room has a gas fed fireplace and 9+ foot ceilings. On the 2nd level the landing area offers a generous work space and a large separate storage room. Behind doors a full-size washer and dryer complete this center space. A very roomy primary bedroom with a dream walk in closet is complete with a luxurious double sink bath and jetted soaking tub. A very spacious guest room is served by a full bath. An unfinished walk up third floor (500+ sf plus roomy cedar closet) can be finished if needed. A separate 2nd garage included in this offering. You can enjoy the quiet or take advantage of everything the vibrant downtown area has to offer, including theatre, restaurants, a world class bookstore and nearby East Wharf Beach.

35 Seaview Ave in Madison Ct, A charming beach-style residence from 1910 has undergone numerous transformations over the years. The current owners spared no expense in collaborating with Gulick and Company LLC Restoration based in Madison to maintain the original ambiance and appearance. With seven bedrooms initially, the house was reconfigured to include a primary suite that boasts breathtaking water views, a modern full bathroom with a double vanity, a cozy sitting area, a generously sized room, and multiple windows that allow abundant natural light and capture mesmerizing views. Four full bathrooms were tastefully remodeled to align with modern styles and preferences. The kitchen was fully updated and serves as a perfect gathering spot for entertaining. The main living floor features an open floor plan that cleverly delineates the spaces, including a front room that offers a serene retreat for relaxation or reading while enjoying the picturesque water views. Open the windows for a ocean breeze. Walk on the private beach. Enjoy the stunning views from almost every room in the house. This enchanting residence is incredibly inviting and hospitable to all visitors. Its proximity to downtown Madison, coupled with the ocean breeze and stunning views, make it an ideal waterfront home.

One of the shoreline's most iconic waterfront properties - Red Top as it's locally known for its distinctive red roof - has panoramic views of L.I. Sound from every room & space for all with 7 bedrooms & 5 full & 2 partial baths. With 9'+ ceilings and gleaming wood floors throughout, this Architectural Digest ready gem has an open floor plan and oozes charm recalling the glamour and comfort of a bygone era. The living room with a handsome stone fireplace and formal dining room open to a capacious (36'x 10'6) screened porch overlooking your own private, sandy beach.The oversized kitchen has an island with seating and an area for casual dining, includes a Subzero refrigerator, 2 dishwashers, a wine bar & extensive cabinets and counterspace. The 2nd floor family room is a wonderful place to read, relax &enjoy the view and sure to be a favorite location. Set back from coveted Middle Beach Rd, the professionally landscaped yard with specimen trees & plants provide a special privacy to this mint condition, exceptional home. This unique getaway was built for entertaining & gatherings of all types. Early owner Grover Whalen (Toastmaster of NYC) hosted many luminaries of the day here including Mayor Fiorello Laguardia. Imagine the plans they made sitting on the screened porch watching the sun set over Long Island.These two men meant more to that period of city life than most any others of their era. This storied retreat is still just 90 miles/90minutes from Manhattan.