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luxury houses for sale Middlesex County, United States (page 2)

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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.

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

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

31

Property Clinton (United States)

**Multiple Offers Received. Offer deadline is Saturday August 17th at 5pm** Welcome to this 2,400 sqft Colonial retreat, nestled on a sprawling 5+ acre level interior lot within a serene cul-de-sac in a coveted subdivision. This home boasts elegance and modern living with its 4 well-appointed bedrooms and 2 1/2 beautifully updated bathrooms. As you step inside, the updated kitchen serves as the heart of the home, featuring granite countertops and stainless steel appliances. The recent renovations extend to both full bathrooms, where contemporary fixtures and finishes create a spa-like ambiance. There is hardwood flooring throughout and a finished space above the garage. The basement system adds peace of mind, ensuring a dry and usable space for additional living, storage, or recreation. Step outside to the private oasis where an inground swimming pool awaits, set within a picturesque paver patio - an ideal backdrop for outside entertaining. This property's expansive acreage offers a rare combination of privacy and open space, presenting endless possibilities for outdoor activities and future personalization.

$599,900
4bedrooms
3bathrooms
land  2.3ha

By William Pitt Sotheby's International Realty

29

House Chester (United States)

This lovely Chester Cape is just the house you have been waiting for. A modern kitchen with beautiful granite countertops and newer Stainless appliances make preparing the days meals a pleasure. A cozy living room complete with a fireplace for chilly nights along with very nice, updated bathroom are just a few of the wonderful features found throughout this home. With two bedrooms downstairs and a large (divided) rom up. You won't have to contend with stairs unless you want to. The one car garage and beautiful, large lot add even more to love. A short walk from your front door will find you on the sidewalk and enjoying a relaxing stroll to shopping, galleries, and dining in the heart of charming Chester Village. Don't miss out on this fabulous property with everything you need and more.

$425,000
2bedrooms
1bathroom
land  4,816

By William Pitt Sotheby's International Realty

34

House Westbrook (United States)

Enjoy beautiful sunrises overlooking the water with your morning coffee from the sunroom of this sweet two bedroom, two bath ranch home. A light-filled kitchen and second bedroom also offer water views and glimpses of local wildlife. A spacious living room features a fieldstone fireplace, and leads to the primary bedroom complete with a cathedral ceiling, a finished storage loft with skylights, and ensuite bathroom. Two deep-water docks, 160 foot frontage on the Menunketesuck River, beach rights to Grove Beach Point, and just 5 minutes to Long Island Sound by boat are all part of the package. Previous plans for expansion of a second floor had been previously approved, but would require new submission for town approval.

$979,900
2bedrooms
2bathrooms
land  445

By William Pitt Sotheby's International Realty

Contract pending
26

House Chester (United States)

Experience the enchantment of quiet country living with this quintessential vintage farmhouse in Chester, Connecticut. Nestled on a tranquil 2.04-acre plot, this home offers a warm embrace of rustic charm and modern conveniences. Inside you will find an flexible floor plan ready for your creative updates, including three generously sized bedrooms, a full bath, and a half bath. The expansive unfinished attic is ripe for transformation into additional living space, a studio, or a home office. Outdoors, the property features a detached garage and a charming vintage barn or potting shed, ideal for hobbies or as a peaceful retreat. Significant recent improvements include a new energy-efficient roof with solar panels, a cutting-edge Mitsubishi Hyper Heat and AC system, and comprehensive insulation upgrades for enhanced comfort.The home is also equipped with a generator panel and plug, complete with a roll-out generator for added security. This farmhouse represents a harmonious marriage of historical allure and contemporary amenities, offering a unique opportunity to own a piece of Chester's idyllic countryside just a stone's throw from Chester Village.

$395,000
3bedrooms
2bathrooms
land  8,256

By William Pitt Sotheby's International Realty

Contract pending
38

House Old Saybrook (United States)

Discover the allure of this charming and impressive Colonial style home located in one of Old Saybrooks most coveted neighborhoods, abutting The Preserve. Boasting over 2500sqft and nestled on a tranquil lot at the end of a cul de sac, you will be pleased with all this home has to offer. Enter through the family room and you are greeted by a warm and welcoming space with vaulted ceilings and beautiful propane fireplace which flows seemlessly into the large kitchen and breakfast room. Just off the kitchen is a formal dining room and living room with wood burning fireplace and wide planked wood floors. A main floor guest suite, perfect for hosting visitors with comfort and ease, complete the first floor. Upstairs you will head to a haven of comfort in the grand primary suite, featuring vaulted ceiling, cozy propane fireplace, balcony, office nook for productivity, walk-in closet and 5 piece bathroom. Two additional spacious bedrooms and a full bath complete the second floor. A large 3 season room off the main floor, with wood burning fireplace, overlooks the backyard and is the perfect place to enjoy that morning cup of coffee! If outdoor space is what you are after look no further! This house is made for summer with a stunning Salt Water pool, fully insulated poolhouse with attached screened-in porch and an additional bathhouse. Enjoy the large backyard with a barn that would be the perfect spot for a workshop, clubhouse or even to store that summer convertible!

$710,000
4bedrooms
4bathrooms
land  4,047

By William Pitt Sotheby's International Realty

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.

$1,125,000
5bedrooms
4bathrooms
land  4,006

By William Pitt Sotheby's International Realty

Contract pending
37
Video

House Westbrook (United States)

Spectacular seasonal living along the highly sought after Connecticut shoreline. Experience breathtaking water views from all rooms of this charming beach paradise. The picturesque fully enclosed sun room has a wall of NEW windows and overlooks the Long Island Sound! The open concept living and dining room benefit from a NEW gas fire feature. A fully equipped kitchen comes with stainless steel appliances. Touch points feature granite, stone and glass accents. Unobstructed and particularly incredible upper level views from the bedrooms and lofted styled family room with beams. There is a main level bedroom or office/den as well. NEW ductless mini splits will keep you cool and comfortable. The exterior grounds are professionally manicured. There is a composite deck, outside shower and even a shed for all your beach accessories. Enjoy fire pit gatherings complete with salt marsh views, osprey nesting and Pilot's Point Cove. This remarkable quiet area with coveted Grove Beach Point association is rare, the house site even more RARE! Whether you're looking for a warm weather escape or a prime investment opportunity, this well cared for beach front residence will truly delight. Stroll to multiple shopping venues and eateries for fresh regional fare. Westbrook is conveniently located midway between Manhattan and Boston via I-95 and Rail Service.

$779,000
3bedrooms
2bathrooms
land  445

By William Pitt Sotheby's International Realty

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.

$2,400,000
4bedrooms
4bathrooms
land  2,630

By William Pitt Sotheby's International Realty

41

Property Chester (United States)

This iconic Chester home, built by George Smith began as a single farmhouse in 1874 as the property of Samuel Gledhill. In 1883, the property was sold to Wilbur Brothwell, the son of a woodworker who worked for P.T. Barnum. Brothwell is responsible for many of the home's unique features such as the third-floor tower and the beautifully preserved dark wood interiors. You can see his safe still securely closeted just inside the front door. The public rooms on the main level are spacious and sunfilled, particularly the large living room. The built-in china cabinet and the stained glass windows featured in the front stairwell are from the Barnum Estate. Beautiful hardwood floors grace most of the home, with a Brazilian Cherry inlay feature in the foyer and library. A portion of the main floor was originally used as a physician's office. It features 2 rooms (one currently used as a bedroom), half bath, and private entrance- potential for home office, first-floor primary suite, or inlaw suite. The second floor has an oversized primary suite, 2 additional bedrooms, and full bath. Up on the third floor, you'll find 2 more bedrooms, the ping-pong table room, and the tower with amazing views... a great spot for a yoga/meditation room or private office. With just under an acre, the property is conveniently located near town and a quick ride to the highway/amtrak. The barn is used as a garage and additional storage.

$779,000
6bedrooms
2bathrooms
land  3,521

By William Pitt Sotheby's International Realty

Contract pending
36

House Essex (United States)

The wait for your private oasis in a prime Essex village location may be over! From the moment you enter the circular drive tucked away on coveted Mack Lane, you sense arriving at world apart. Mature trees and shrubs afford a veil of privacy surrounding gracious landscaped grounds, a stunning pool, and spacious terrace. Overlooking all is a cedar-shingled contemporary home offering a sanctuary just moments from historic Essex village marinas, yacht clubs, boutique shops, art galleries, wellness center, yoga studio, restaurants and the CT river waterfront. The far from cookie-cutter floor plan offers two first floor bedrooms, living room w/fireplace, and a spacious eat-in kitchen graced by mahogany cabinetry, opening to a charming light-filled family room flanked by walls of windows, and anchored by a floor-to-ceiling fieldstone fireplace. Step through an atrium door to the covered wrap-around deck. The entire second level comprises a primary suite with vaulted ceiling, full bath, a balcony to take in views of the grounds below and glimpses of boats through the trees. The walk-out lower level features a large storage area, workshop with built-ins, and a 345sf office with access to the poolside terrace. The sky is the limit if you decide to put your own touches on this remarkable village gem. Water access with a small dock is just down the lane. Essex is an authentic un-Hamptons slice of pure joy just over two hours from NYC or Boston via rail or car. Nothing compares!

$1,250,000
3bedrooms
3bathrooms
land  2,064

By William Pitt Sotheby's International Realty

39

House Haddam (United States)

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!

$2,500,000
5bedrooms
7bathrooms
land  3.9ha

By William Pitt Sotheby's International Realty

Contract pending
40
3D visit

Property Old Saybrook (United States)

Overlooking Long Island Sound and a white sandy beach, this elevated waterfront beach house boasts spectacular 180-degree views of the water and the coastline, highlighted by stunning sunsets. Built in 2014, this seasonal cottage has insulation and a heat pump to extend summer into spring and fall. An ideal vacation home or investment property. Move-in ready...just bring your bathing suit. Bright, airy and flooded with sunlight, the high ceilings and open floor plan amplify the space. Living room, dining area and kitchen flow seamlessly together, leading to 3 bedrooms and 2 full bathrooms plus a loft used as an office and sleeping area for overnight guests. Central air, heat, hardwood floors and recessed lights throughout. Fall asleep to the soothing lullaby of the waves as they hit the shore. The waterside deck is perfect for morning coffee and alfresco dining. The beach is your playground - kayak, paddle board, jet ski and swim or just relax and bask in the sun. Enclosed outdoor shower and cabana for convenient beachfront living. Desirable Chalker Beach Association - a friendly beach community with two clubhouses, baseball diamond, basketball court and iconic general store. Summer activities for all ages - arts & crafts, movie nights, bingo, beach volleyball. Near restaurants, cafes, shopping, golf, marinas, tennis and health clubs. Only two hours from New York or Boston and 45 minutes from Greater Hartford. The best memories are at the beach...start building them now!

$1,350,000
3bedrooms
2bathrooms
land  243

By William Pitt Sotheby's International Realty

Contract pending
22

Property Clinton (United States)

Center Hall Colonial set on level .55 Acre Lot in Established Subdivision / Property needs TLC but is Priced Accordingly / Hardwood Floors Throughout / Oil Heat & City Water / Don't Miss the Opportunity to Turn a Little Sweat into Profit !!! Full Basement and Property that can easily support a Pool or Additions ~

$325,000
3bedrooms
2bathrooms
land  2,226

By William Pitt Sotheby's International Realty

Contract pending
25

House Old Saybrook (United States)

Immerse yourself in the charm of this lovingly maintained, turn-key Ranch-style home, offering year-round living in a tranquil beachfront neighborhood with deeded private beach rights just a short distance away. This property offers plenty of opportunities for fishing and boating and for the golf enthusiast, the Fenwick public golf course is just a golf cart ride away. Step inside to discover a light-filled, single-floor layout designed for effortless living and entertaining. Recently renovated in 2018 with meticulous attention to detail, this home features a new roof, new mechanicals, hurricane-rated windows, and more, ensuring a maintenance-free lifestyle. Boasting durable vinyl siding and a generator for added peace of mind, this residence also includes a convenient lawn irrigation system to keep the fully fenced in yard and garden vibrant throughout the summer. Step outside to enjoy the peaceful outdoor spaces, complete with a vegetable garden, outdoor shower, and a charming pergola perfect for savoring the summer sea breezes. The partially finished lower level, featuring a cozy fireplace, offers additional living space and flexibility to suit your lifestyle needs. Don't miss the chance to make this coastal haven your own and relish in the best of beachside living without the requirement of flood insurance. Schedule your viewing today to experience the serenity and beauty of this exceptional property.

$870,000
3bedrooms
2bathrooms
land  809

By William Pitt Sotheby's International Realty

37

House with pool Essex (United States)

Presenting a rare blend of luxury and comfort, this exquisite Colonial-style home in the sought-after Essex community and a short walking distance to Main St, is a true masterpiece. With its commanding presence and stately charm and peaceful location on a cul-de-sac, this residence is designed for those who appreciate the finest in living standards. Upon entering, you are greeted by a spacious foyer that sets the tone for the rest of the home. The main living spaces are defined by their sophisticated design, featuring rich natural pine floors, intricate moldings, and an abundance of natural light. The chef's kitchen is equipped with top-of-the-line appliances, custom cabinetry, and granite countertops. It opens to a spacious sunroom, creating an inviting atmosphere for hosting gatherings or enjoying quiet evenings at home. The second level has a primary suite, complete with a spa-like bath and walk-in closets. Additionally, this home offers a private guest suite with kitchen, full bath, and sitting area providing luxurious accommodations for visitors or extended family. Step outside to the backyard oasis, where the inground heated pool awaits, promising endless enjoyment and relaxation. Surrounded by lush landscaping and a serene patio area, it's the perfect retreat for leisure and entertainment. Located in a highly sought after Essex neighborhood, this home is not just a residence but a lifestyle.

$1,200,000
5bedrooms
4bathrooms
land  3,804

By William Pitt Sotheby's International Realty

39

House Essex (United States)

Enchanting best describes this waterfront home-the art studio of Henry Kreis-his work is on display at the Whitney Museum of American Art, and also at the front entrance of Essex Town Hall. From the lush landscape to the sights and sounds of the Tiley-Pratt Pond this home is the perfect escape. It is a unique, dreamy, and soothing private enclave that abuts Essex Land Trust Tiley-Pratt Preserve. The home features 4 bedrooms, 2 1/2 baths, a large dining area, a cozy den with fireplace, and a sun-filled living room with cathedral ceilings. This home is less than one mile from Essex Village; where there are a variety of shops, restaurants, yacht clubs, art galleries, and the world-renowned Griswold Inn.

$1,049,000
4bedrooms
3bathrooms
land  4,694

By William Pitt Sotheby's International Realty

37

House Essex (United States)

Retreat to an enchanting home set on 1.51 acres atop a quiet, private cul-de-sac minutes from Essex village and the CT River. Combining timeless New England charm with expansive vistas and modern comforts, and offering the perfect sanctuary for those seeking tranquility and elegance. Fresh paint and recently refinished hardwood floors throughout. With 4,714 SF,(not including the 650 SF walk-out lower level one-bedroom apartment with a family room, fireplace, and kitchenette), this residence boasts 4 bedrooms, four full baths, plus two powder rooms. The first-floor primary suite offers direct access to a wrap-around deck. Newly remodeled ensuite bath in the well-appointed second-floor primary suite. The soaring two-story vaulted ceiling and stone fireplace in the family room perfectly complement the formal dining room, and living room with fireplace and wet bar. One of the favorite spots in this home is the screened porch set above the lush landscaped grounds. The spacious eat-in kitchen has a vaulted beadboard ceiling and opens to a serene bluestone terrace and garden oasis. Amenities include a three-bay garage, workshop, multiple office options, new furnace and air conditioning systems, and a long private driveway. If quiet, privacy, and elbow room are on your wish list, wish no longer. Located in the quaint town of Essex, rich in maritime history. Enjoy waterfront restaurants, shops, marinas, and nearby cultural venues. Live your Essex dreams here!

$1,395,000
4bedrooms
6bathrooms
land  6,111

By William Pitt Sotheby's International Realty

36
Video

House Killingworth (United States)

The EXTRAORDINARY GREAT ROOM with its massive stone fireplace, antique wooden timbers and 30' high ceiling is but one of many WOWS this property offers. Located in the estate section of bucolic Killingworth, overlooking 6+ acres of irrigated gardens and fields with an additional 5 acres left in its natural state, the historic c. 1756 estate known as the Elisha Crane house, has been completely and elegantly modernized by a team including the esteemed housewright H. Skip Broom, landscape architect Christoper Thorp and interior designer Richard Keith Langham, one of Architectural Digest's top 100 designers. The rooms that follow are equally impressive. The pine paneled living room has a woodburning fireplace as does the adjoining intimate keeping room. Adjacent is the dining room with a hand painted mural, a glorious eat-in kitchen and butler's pantry. Also on the first level is the primary bedroom with ensuite bath, two walk-in closets including a washer/dryer. Upstairs are three attractive, comfortably sized bedrooms and two full baths with a wonderful 4 bed bunk room on the lower level. Nearby is a redone barn made into an entertainment center. There's also space to garage two cars. Ample room for a swimming pool and additional outbuildings. Conveniently located 2 hours from NYC & Boston. See the list of improvements.

$2,500,000
4bedrooms
4bathrooms
land  4.8ha

By William Pitt Sotheby's International Realty

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