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luxury real estate for sale Chester, United States

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House Chester (United States)

Welcome to 2 Sypher Rd. Chester! Tucked away in the peaceful woods of Chester near Cedar Lake, this charming 2,278 sq ft, 4-bedroom, 2.5-bath colonial rests on a picturesque 2-acre lot. Inside, you'll find hardwood floors throughout and a beautifully remodeled kitchen with soft-close cabinets, Corian countertops, and stainless steel appliances. The spacious living room, complete with a cozy woodstove, is perfect for relaxing, while the formal dining room flows seamlessly into the kitchen, ideal for entertaining. A versatile additional living area, converted from the original two-car garage, adds even more space to enjoy. Upstairs, the primary bedroom features an en-suite bath, with three additional bedrooms and a second full bath on this level. The lower level offers ample storage and the potential for additional living space. Outside, a private backyard with mature fruit trees creates a peaceful retreat. With a durable 50-year roof installed in 2018 and energy-efficient solar panels, this property combines charm with modern updates. Enjoy a tranquil lifestyle with easy access to all that Chester has to offer!

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$446,000
4bedrooms
3bathrooms
land  8,094

By William Pitt Sotheby's International Realty

35

House Chester (United States)

Rare opportunity - one owner home! Lovely contemporary Cape Cod with open floor plan, updated kitchen, fanstastic family room with an expansive deck, and 3 bedrooms and 3 1/2 baths. Situated at the end of a cul de sac and with over 11 acres of privacy and just a stroll to The Anchor and Marker 37 restaurants and Hays Haven and Chester Point marinas.

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$594,900
3bedrooms
4bathrooms
land  4.8ha

By William Pitt Sotheby's International Realty

38

House Chester (United States)

Steeped in history, awash in modern amenities and conveniences, this 4 bed (2 en suite), 3 1/2 bath converted barn sits on over six acres just a spit from the Connecticut River and the quintessential town of Chester. The current homeowner's goal was to gently nudge the 1830s cider mill into this century with thought, care, and charm salvaging and repurposing as many original features as feasible. The transformation included removal of randomly erected partition walls throughout, and reworking the floor plan. Original wall planks were unearthed, hand sawn chestnut flooring was restored, and extra planks were used to create mantles for the 2 fireplaces. The live-edge sheathing in the ceiling was preserved giving the space simultaneously a sense of grandiosity and warmth. The resulting home is an inviting and comfortable retreat for a few or a fabulous entertaining space for many. From the oversized deck complete with outdoor kitchen, look out over the vast field and watch the wildlife including foxes, deer, bobcats, coyotes, American Kestrels, goldfinch and eastern bluebirds, possums, raccoons and more. A few apple trees remain, the fields slope and undulate untouched by time. Enjoy a cup of coffee or a glass of wine in the gazebo or al fresco next to 'frog pond' or as you meander along the path around the pasture. The fully updated estate with new HVAC, roof, solar, kitchen, bathrooms, outdoor shower, electrical, plumbing and septic system is ready for your vision;

… 
$1,395,000
4bedrooms
4bathrooms
land  2.5ha

By William Pitt Sotheby's International Realty

106 listings near Chester

Nearby
40
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House Lyme (United States)

Perched atop the hills of Lyme and known locally as Redwing, 44 Ferry Road exudes luxury, tranquility, and natural splendor. This estate is masterfully sited on 40 acres, with stunning 360 degree views of the Connecticut River, nearby coves, and countryside. Renovated in 2017, the main residence spans over 6,500 square feet, with 5 bedrooms, 5.5 baths, and large, open kitchen and living spaces. A detached guest house adds 1,500 square feet, with an office/bedroom, gym, full bath, and kitchenette. An impressive solar array defrays a majority of energy use and nods to environmental stewardship. Nature calls from a private pond, massive rock formations, and the Lyme Preserves hiking network, which connects directly to the property. Expansive acreage is available for developing an equestrian facility if desired. This is a rare offering that invites you to enjoy the pinnacle of Connecticut River Valley living, within a two-hour drive from Boston and Manhattan.

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$3,700,000
5bedrooms
6bathrooms
land  16.2ha

By William Pitt Sotheby's International Realty

Nearby
6

Land Deep River (United States)

1.58 acre parcel offering tremendous Northly & Southerly CT River Views from high above!

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$240,000
6,394

By William Pitt Sotheby's International Realty

Nearby
39
Video

House Deep River (United States)

Exquisite Shingled Traditional European Estate on the Connecticut River. Discover unparalleled elegance and waterfront serenity with this majestic 5,557 square-foot Traditional style residence, perfectly situated on a lush 2.52-acre estate with dock and beach on the CT River. Boasting 5 bedrooms and 5.5 bathrooms, this home is a testament to craftsmanship and sophisticated living. The home's attention to detail is evident in the exquisite moldings and trim that adorn each space, creating an atmosphere of refined comfort. The panel office, with its custom built-ins, offers an impressive setting for both work and study. A gourmet kitchen, complete with a top-of-the-line gas cook top, an expansive island, and an inviting eat-in area with a soaring cathedral ceiling with views of the water. The grand primary suite, a true sanctuary that features a wet bar, a spacious dressing room, and not one, but two full baths. Step out onto the private balcony and start your mornings with breathtaking views of the water. Each room in this magnificent home is designed to maximize the enchanting river vistas, ensuring that the beauty of the outdoors is always within sight. The three-car garage provides ample space for vehicles and watercraft, making it easy to enjoy all that riverfront living has to offer. This property is more than just a home-it's a lifestyle. Embrace the opportunity to own a piece of paradise.

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$4,495,000
5bedrooms
6bathrooms
land  1ha

By William Pitt Sotheby's International Realty

Nearby
40

House Lyme (United States)

Located in the picturesque countryside of Lyme, this antique Sturbridge Village compound is a unique property consisting of three separate parcels that combine to create a stunning estate. The compound features four main independent homes, each with its own distinct charm. The main house boasts three bedrooms, three and a half baths, and exudes historical elegance. A beautifully restored barn on the property has been converted into living quarters, with 2 bedrooms, a full bath, and a full kitchen. The pool house is a luxurious retreat, complete with a full kitchen, open space, double height ceiling, gym and full bath. Upper level is a large open library/living room. Perfect for entertaining guests. There are two guest houses' each with its own style and charm. The petite guest house is independant and the other guest house is complimented by a full galley kitchen, dramatic cathedral ceiling living room with two bedrooms, one bath, and a full kitchen. The Solarium sits perfectly on the property with eye opening design - beams, stone floor, columns and glass define this greenhouse. The architectural landscaping of the property is a true work of art, with stone pathways, boxwood gardens, and perennial gardens that create a beautiful, peaceful and serene atmosphere. This compound is the perfect blend of historic charm and modern amenities, making it a truly special place.

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$4,495,000
7bedrooms
6bathrooms
land  9.4ha

By William Pitt Sotheby's International Realty

Nearby
31

Farmhouse Essex (United States)

Come see the spectacular views throughout this 2-bedroom, second-floor unit in the desirable Heritage Cove condominium complex on the Connecticut River. Its open floor plan flows from the bright foyer into the renovated kitchen, classically designed with granite countertops, subway tile backsplash, large eat-in island with lots of storage, stainless steel appliances, new LED recessed light fixtures and a new range hood. Tucked in is a cozy nook, ideal for a cafe table or desk. Adjacent are the spacious dining area and living room, highlighted by a handsome wood-burning fireplace with custom trim work and sliders to the deck overlooking the river. The primary bedroom features sliding glass doors to maximize the river views when you wake up! A remodeled ensuite full bath features a new vanity/sink, tiled walk-in shower with glass door, bead board/wainscoting with chair rail, baseboard heat and fresh paint. The additional bedroom is perfect for guests, den or office. The complex includes a swimming pool and dock, as well as direct access to the river for kayaking, paddle boarding or canoeing. Newly built sidewalks allow for an easy stroll into Essex and its quaint shops, restaurants, art galleries and marinas.

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$390,000
2bedrooms
1bathroom

By William Pitt Sotheby's International Realty

Nearby
36

House Essex (United States)

INVESTORS TAKE NOTICE POTENTIAL FOR MORE APARTMENTS OR COMMERICAL SPACE FOR OFFICES OR RETAIL and own a piece of history located in Centerbrook on .74 Acre on Falls River waterfront. Originally built in 1858 for the production of ivory goods then in 1888 sold and became a manufacturing haven for brushes of various types. In the 19th century it became a wood turning shop. The business was sold in about 1934 to the Empire Brush Company and in about 1939-1940 it was sold and the new owners manufactured kitchen cabinets. Over the years additions were made to the original property. Now there are 5-7 units comprised of residential and commercial uses. Two apartments and 5 office/retail spaces totaling 7,300 sq. ft. This unique property known as The Brush Factory boasts a wide variety of opportunity to the investor looking for old world charm with new ideas or to an owner that would like a great place to live with waterfall views and great rental income.

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$1,125,000
5bedrooms
6bathrooms
land  2,995

By William Pitt Sotheby's International Realty

Nearby
32

House Haddam (United States)

Nestled at the end of a peaceful cul-de-sac, this stunning 4-bedroom Colonial home offers ultimate privacy and breathtaking views of the Connecticut River. When you arrive, the spralling multi-level deck will welcome you and be the perfect setting for get-togethers and barbecues. Step inside to find spacious, light-filled rooms with large windows, a combination kitchen/dining room with gorgeous river views and plenty of room for entertaining. Upstairs, you will find 4 well-sized bedrooms and a full bathroom. In addition to that, the basement offers an office with large closet and a recroom with walk-out doors. Once outside, enjoy a private backyard retreat with lush greenery, ideal for relaxation and gatherings. This property combines the tranquility of nature with the convenience of nearby amenities, making it a rare find for those seeking a serene yet accessible lifestyle. .30 acre lot known as Old Cart Rd inlcuded in the sale

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$389,900
4bedrooms
2bathrooms
land  5,261

By William Pitt Sotheby's International Realty

Nearby
26

House Essex (United States)

This is it! Literally the one you have been waiting for. Newly constructed in 2022 by a master builder, the finishes here are all first class, and include custom reclaimed wood custom cabinetry, vaulted wood ceilings and beams, an open floor plan, chef's kitchen with gas oven/range, hardwood floors, high-end lighting fixtures, gas fireplace, multiple outdoor entertaining areas. Four bedrooms, three and one-half baths. Propane forced air heat, on demand hot water, central air conditioning. The entire walk-out lower level is finished as a separate in-law, au pair, or Airbnb suite with a spacious living area, bedroom, full bath, separate entrance, and outdoor living space. Set on a quiet, private 1.38 acre lot in a very special lightly wooded setting well off the beaten path, but moments from Essex Elementary School and the Falls River, where you can kayak or stand-up paddleboard. Just minutes from Essex village yacht clubs, marinas, restaurants, shops, the CT River Museum and the river! As of 10/21/24 this is by far the newest home on the Essex market. Operated as a very successful five-star short term rental, the possibilities here are endless! Let this be your private retreat, or share part or all of it with the world! Essex and Centerbrook are located just over two hours from NYC or Boston. Due to heavy Airbnb bookings, this property will only be available to tour between 2-4pm on November 15,18,25,30 and December 11th. Don't miss out!

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$825,000
4bedrooms
4bathrooms
land  5,585

By William Pitt Sotheby's International Realty

Nearby
35

House Essex (United States)

If you've been looking for the perfect, quintessential home in a highly desirable location, this may be the house for you. No detail to this newer remodeled house has been overlooked. This quietly unassuming contemporary ranch boasts the highest level of standards and efficiency, without taking away from it's magnificent charm. With meticulous attention to detail, this estate is a true masterpiece. The heart of the home is the expansive gourmet kitchen, a culinary haven equipped with top-of-the-line appliances including a rare Zebra marble over-sized island, which is sure to be the centerpiece for any gathering. Custom cabinetry and pantry provides ample storage space. The formal dining room and living room provide an open floor space feel, complete with over sized gas fireplace. The first floor primary bedroom and ensuite bath feature radiant floor heat including a custom walk-in closet. Through the french doors you'll be greeted with a terrace overlooking the gardens....a sanctuary to enjoy your morning coffee. Also included on the main level is another bedroom with full bath. Just steps through the professionally manicured gardens, which includes an outdoor gas fireplace, you will come upon the remarkable guest cottage. As with the main house, no detail has been overlooked throughout this 792SF retreat. This house is Steps to Main Street shops, marinas, restaurants, museums, and the CT River. Two hours to NYC & Boston.

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$2,295,000
4bedrooms
4bathrooms
land  2,630

By William Pitt Sotheby's International Realty

Nearby
Contract pending
38

House Essex (United States)

The Nathaniel Pratt Homestead - one of the most significant homes in Essex. This property has been properly updated offering modern living features while maintaining the deep and rich history and character of the property. Lovely pond and seasonal Connecticut River views, masterful hardscape and plantings. The home has 5 bedrooms, 3 1/2 baths, formal dining room as well as an eat in kitchen, multiple fireplaces, rich and warm colors throughout. Outdoors a fantastic patio with propane firepit and a year round spa/pool. Truly Essex Village living at its best. Restaurants, the renowned Griswold Inn, marinas, art galleries, boutiques and many special places all just a stroll from this home. Essex is approximately 2 hours from NY and Boston

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$1,895,000
5bedrooms
4bathrooms
land  2,509

By William Pitt Sotheby's International Realty

Nearby
38

House Lyme (United States)

BEAUTIFUL VIEWS: To all antique home enthusiasts, come walk through history in this 225 year old direct waterfront home on Hamburg Cove in the Hamlet of Lyme. With direct access to the Connecticut River and Long Island Sound, this c1790 Center Chimney Colonial was restored on site after being moved from its previous location in Lisbon, CT. A house worth saving, said Edward Friedland, book author and historian of Antique Homes. Like an old soul, the house aged gracefully over its 225 years. Sitting high above water's edge on the east side of the cove, afternoon sunlight floods the house through the large twelve over twelve true divided light windows. In the early morning the rising sun lights up the western shore of the cove for a spectacular morning view. The 1.58 acre property also holds an oversize garage with storage as well as a large post and beam barn relocated from Vermont. Lounge on one of three granite stone terraces with granite steps leading to a stone pier at water's edge. The cove is perfect for swimming, boating or just cherishing the view. During the restoration process, craftsmen worked to maintain the historic details that have been bestowed upon the house over its history, while incorporating modern mechanicals during its restoration in 1995. Conveniently located between Boston and New York, the home can be a tranquil retreat as a second home or live the dream as a primary residence.

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$1,599,000
4bedrooms
3bathrooms
land  6,394

By William Pitt Sotheby's International Realty

Nearby
Contract pending
37

House Haddam (United States)

A stunning custom built colonial designed to check all the boxes for the most discerning owner. Luxury, beauty, craftsmanship, efficiency, sustainability, environmentally conscious, lack of maintenance, are all ways to describe this amazing property. The layout makes every room in the house, except for the office over the 2 car oversized garage, have unobstructed views through the lightly wooded backyard of the CT River. Offering a custom-built kitchen with a large island, beautiful cabinets, built in refrigerator, which flows seamlessly into the family room with fieldstone fireplace. The sunroom with oversized windows, radiant floor heat, leads out to an amazing outdoor space to enjoy the view. The first floor has a primary suite with gorgeous bathroom and access to it's own balcony with river views. You can't help but notice the eye-popping Brazilian cherry floors that also extends to the second level. All 4 bedrooms on the second level have river views, three with access to a covered deck with glass roof. Two of the bedrooms on this level also have an en-suite. The insulated concrete foundation allows the basement to maintain a constant temperature between 68 -72 degrees all year long. Geothermal heat and A/C, additional 1 1/2 of foam on entire exterior of house, solar panels, metal roof, hardie board siding, security system, whole house audio, professionally landscaped yard with irrigation system are just a few more highlights.

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$1,250,000
5bedrooms
4bathrooms
land  8,094

By William Pitt Sotheby's International Realty

Nearby
Contract pending
40

House Essex (United States)

Discover the epitome of contemporary River Valley at 8 Harborview Drive in the picturesque town of Essex, CT. This home allows for entertaining in grand style on the expansive newly painted deck, boasting a state-of-the-art outdoor kitchen with a Viking grill and U-Line refrigerator, perfect for al fresco dining and gatherings.The property also includes a detached guest house, providing a private space for guests, in-laws, or potential rental income. The freshly painted exterior (2021) enhances the home's curb appeal, while newer solar panels, with transferable contract, offer eco-friendly energy solutions. As you enter the home, you are greeted by a contemporary layout with many custom upgrades. The primary suite is a true sanctuary, featuring a warm fireplace, an extensive walk-in closet, and a private den/office with a balcony with distant views of the harbor-ideal for those who desire a full-floor retreat. The eat-in kitchen with high end appliances and center island sits adjacent to dining room, again adding to ease of entertaining or family living. Additional features include a security system for peace of mind and a versatile 10x18 detached office/exercise space, offering a private area for work or wellness. With its blend of stylish interiors, thoughtful extras, and a prime location, this home is a must-see to fully appreciate its distinctive design and character. Offers being accepted thru FinalOffer.com HERE

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$1,025,000
5bedrooms
4bathrooms
land  4,006

By William Pitt Sotheby's International Realty

Nearby
37

House Essex (United States)

Wow! sums it up. As soon as you enter the graceful landscaped grounds through the circular crushed stone drive, you know you are in enchanted territory. Built in 1950 and refined over the years as an artist's retreat, this shingled home defies labels. It is fanciful, yet grounded by features such as a first floor bedroom suite, living room with parquet flooring and fireplace, a chef's kitchen with walk-in pantry, and cozy den with bookcases. The breakfast room is flooded by light. A corn crib addition with fireplace and soaring exposed beam ceiling, anchors the far end of a dramatic vaulted entry foyer filled with bookcases and wall space galore to feature art and treasures. A spacious bedroom suite with renovated full bath, including double sinks, marble countertop, heated flooring, and shower is found on the upper level. The terrace outside the kitchen provides a marvelous al fresco dining experience by the fish pond. It's not hard to envision you are dining in Provence or Tuscany. The outbuildings, gardens and frog pond add more layers of utility and panache to an already otherworldly tableau. The outbuilding closest to the main house provides a half bath, making this space suitable as an office, studio, or for use as a guest bedroom. Another office is attached to the cavernous heated and air conditioned garage. Additional outbuildings provide storage and studio space, and a detached one-car garage. Deeded water access. Come for a tour and fall under the spell!

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$795,000
2bedrooms
3bathrooms
land  1,983

By William Pitt Sotheby's International Realty

Nearby
29

Property Essex (United States)

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.

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$1,150,000
2bedrooms
2bathrooms
land  5.1ha

By William Pitt Sotheby's International Realty

Nearby
20

Land Essex (United States)

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 top is attached. Appointments required to walk acreage need confirmation as large, protective dog is in residence and needs to be removed. See Single Family Listing MLS 170612922 for additional house pictures.

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$1,150,000
51,355

By William Pitt Sotheby's International Realty

Nearby
Contract pending
38

House Essex (United States)

This wonderfully well-maintained Garrison-style Colonial home sits tucked away at the end of Squire Lane, offering the best of both worlds... a private setting, while only minutes to the many amenities of Essex, Old Saybrook and Old Lyme. The gourmet kitchen is well appointed with professional appliances and a center island, eat-in space, and opens to an expansive family room. The adjoining sunroom is drenched in natural light, with sliders to a beautiful stone terrace and sweeping fenced and professionally landscaped backyard. Four bedrooms and three and a half baths allow for comfortable living. The second level is highlighted by a primary suite featuring a separate room for a home office, library or sitting room. The spacious primary bath, with a jacuzzi tub and lovely tiled separate shower, beckons relaxation and rejuvenation. Three additional bedrooms, one with its own full bath, as well as another full bath, all complete the upper level of the home. Not to be missed is the fully finished walkout lower level, adding enough living space for movie nights, ping pong, and an exercise room. Essex is easily accessible via I95 and Amtrak, and this special property truly enjoys the best of shoreline living.

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$880,000
4bedrooms
4bathrooms
land  6,435

By William Pitt Sotheby's International Realty

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