Middlesex Homes with Contemporary Style

Welcome to Middlesex County, Connecticut, a vibrant and diverse region that beautifully blends natural charm with modern living. Nestled along the scenic Connecticut River, Middlesex County is renowned for its picturesque landscapes, rich history, and thriving communities. From the quaint coastal towns to the bustling urban centers, this area offers something for everyone, making it an ideal place to call home.

Middlesex County is home to a variety of contemporary-style homes that reflect the latest architectural trends while ensuring comfort and functionality. These residences are characterized by their sleek lines, open floor plans, and an abundance of natural light, creating a welcoming atmosphere perfect for both relaxation and entertaining. Whether you’re drawn to the minimalist aesthetic or the integration of eco-friendly features, contemporary homes in this region cater to a modern lifestyle while harmonizing with the surrounding beauty.

Living in Middlesex County means enjoying access to a wealth of amenities. Residents can indulge in outdoor activities along the river, explore charming local shops, or savor delicious cuisine at one of the many restaurants. The county is also home to excellent schools, parks, and recreational facilities, making it an ideal choice for families and professionals alike.

With its unique blend of contemporary living and the natural beauty of Connecticut, Middlesex County is more than just a place to live; it’s a community where you can thrive. Discover your dream home in this enchanting area, and experience the perfect balance of modern convenience and timeless charm.

Newest Middlesex Homes with Contemporary Style

$850,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192283 MLS

Contemporary 3-bedroom, 2 full bath, 2 half bath home offering exceptional flexibility, character, and entertaining space. The open-concept main level features vaulted ceilings, dramatic architectural lines, and seamless flow between the kitchen, dining, and living areas. A striking firebox anchors the living room, while the four-season sunroom opens through French doors to a private tiered deck complete with a custom stone fireplace-perfect for outdoor gatherings year-round. The second floor offers two bedrooms plus a spacious primary suite with cathedral ceilings and a truly one-of-a-kind spa bath inspired by a traditional retreat, featuring custom tilework and natural stone accents for a serene, luxurious experience. The finished lower level includes a recreation room and custom-designed bar, creating the ideal space for entertaining. A two-car garage is complemented by a third attached bay leading to a professional woodworking shop with French door access to the beautifully landscaped backyard. Set on picturesque grounds with a gentle stream along the eastern boundary, the property also features mature fruit trees and a productive vegetable garden. Whether you're an entertainer, hobbyist, home-based business owner, or seeking potential in-law living space, this unique property offers endless possibilities and versatile living in a truly special setting.

170 Bushy Hill Rd, Deep River

$1,065,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192002 MLS

Privately set on over three picturesque acres in Deep River, just moments from the Essex town line, this extraordinary custom home is the result of an exceptional architectural transformation, blending timeless New England character with thoughtful, high-end design. Enjoy a peaceful, private setting while being just minutes from the charming village centers of Deep River and Essex, with their acclaimed restaurants, boutique shops, marinas, yacht clubs, the Connecticut River Museum, and the historic Griswold Inn. A comprehensive redesign of the home's exterior was completed by renowned architect Christopher Arelt, featuring all-new windows, structural insulated panels for enhanced energy efficiency, cedar shingle siding, copper gutters, Azek trim, a 4-zone heating system, an expansive Ipe deck and stairs, a bluestone patio, and a private outdoor shower. A brand-new well, drilled in May, and a whole-house generator powered by a 500-gallon underground propane tank provide year-round comfort and peace of mind. The home's showpiece is the spectacular four-season sunroom. This breathtaking space features a coffered beadboard ceiling, rich Brazilian cherry flooring, walls of windows, a wood-burning stove, custom built-in seating, and French doors opening onto the expansive Ipe deck, creating an extraordinary setting for year-round living and entertaining.

106 Meadow Woods Rd, Deep River

$229,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24192281 MLS

Welcome to 21 Inverness Ln. Make this spacious 3 bedroom your new home. This home is nestled in the sought-after Highland Lake Community. The home features an open floor plan with generous sized rooms. Upon entering, you'll be met with an updated kitchen and a comfortable dining area. The adjacent family room features laminate flooring and sliders to a private fenced in patio complete with a pergola to shield you from the sun on scorching hot summer days. The upstairs features 3 spacious bedrooms, updated full bathroom, laundry nook and an area for den, office or media play. The 2-car garage also has an additional storage area off the back. You can enjoy single family home living without the extensive yard work. This home is waiting for your next summer party. Highest and best Sunday, 7/26 by 5:00 PM.

21 Inverness Ln, Middletown

$500,000

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24191576 MLS

Location, Location, Location! Welcome to the sought-after 55+ community of Bartlett Hill! This move-in ready Berkshire style home offers 1,503 sq. ft. of comfortable living on a quiet cul-de-sac, backing to peaceful woods for exceptional privacy. An inviting front porch, beautifully landscaped gardens, and charming curb appeal welcome you home. Inside, the open floor plan is perfect for everyday living and entertaining. The first-floor primary suite features a walk-in closet and full bath with shower stall, providing the ease of one-level living. The kitchen flows into the dining area and cozy sunroom. The living room offers a direct-vent gas fireplace and convenient half bath. Hardwood floors enhance the entryway and kitchen.Enjoy your private rear deck overlooking the woods, perfect for relaxing and enjoying nature. Upstairs, you'll find a guest suite(perfect for live-in caregiver) with a full bath, generous closet space, and a versatile loft ideal for a home office, reading nook, or exercise area. The unfinished lower level provides abundant storage and future expansion potential, while the attached two-car garage adds convenience. Bartlett Hill offers beautifully maintained grounds, a welcoming atmosphere, clubs, social activities, pool exercise, scenic walking streets, strong association finances, and a low HOA fee. Conveniently located near golf, shopping, and dining, this home offers the perfect blend of privacy, low-maintenance living, and community. Schedule a tour

19 Plumrose Court Unit 19, Portland

$1,650,000

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24191007 MLS

Spectacular South Cove views, contemporary design, and effortless one-level living define this exceptional ranch in the heart of historic Essex. Perched above the tranquil waters of South Cove, this beautifully appointed home offers more than 3,000 square feet* of light-filled living space, where expansive windows frame ever-changing water views and create a seamless connection between indoors and out. The open floor plan is ideal for entertaining and everyday living. A spacious deck overlooks beautifully landscaped grounds and the sparkling waters of South Cove-perfect for morning coffee, alfresco dining, or evening cocktails. At the entrance, a welcoming stone terrace with a fire pit creates an inviting space to gather with family and friends. Lush, thoughtfully designed, low-maintenance landscaping enhances the home's privacy and natural beauty. Just minutes from historic Essex, recently named Yankee Magazine's Best Small Town in New England, the village has also earned national recognition as the top-ranked community in The 100 Best Small Towns in America and was celebrated as "The Perfect Small American Town" in 1,000 Places to See Before You Die. Discover charming boutiques, acclaimed restaurants, marinas, the Connecticut River Museum, and the iconic Griswold Inn. *Fantastic potential for primary or in-law suite on 1,200 SF lower level. Area not included on town card.

24 Mallard Point Rd, Essex

$799,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24179377 MLS

Set on 33.97 private acres in beautiful Chester, CT, this inviting home offers space, privacy, and scenic views. The main level features a primary bedroom with a full bath, while upstairs you'll find 3 additional bedrooms with 2 full baths. The bright, open living room features soaring ceiling and a second floor balcony overlooking the main living space, creating an airy feel. Large south facing windows bring in abundant natural light and capture lovely views of the lightly wooded landscape. The home's attractive vertical wood siding adds character, while the expansive acreage provides a peaceful setting just minutes from the charm, shops and restaurants of Chester village.

88 Winthrop Rd, Chester

$1,565,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24188767 MLS

A rare combination of privacy, functionality, and sweeping water views distinguishes this exceptional year-round shoreline estate, ideally situated in one of Westbrook's most desirable coastal enclaves. Positioned on the quiet, exclusive end of Seaside Avenue just steps from a pristine private beach, the residence is set upon a rare double lot that offers an uncommon sense of openness, tranquility, and room to grow. Thoughtfully designed for effortless coastal living and grand-scale entertaining, the home is bathed in natural light and frames spectacular vistas of Long Island Sound from multiple viewing decks. The heart of the home features a bright, open-concept main level that seamlessly connects the living, dining, and kitchen areas. This floor hosts two bedrooms, including a convenient additional ensuite-perfect for guests, an office, or multi-generational living. The primary suite privately perched on the third floor has it's own living area and a deck for morning coffee or sievening sunsets. The thoughtfully finished lower level serves as a seamless indoor-outdoor transition, complete with a kitchenette and full bath for effortless post-beach gatherings.

449 Seaside Ave, Westbrook

$725,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24183341 MLS

Rare waterfront opportunity at the end of a quiet road! Set on 1.10 acres, this charming 3-bedroom, 2 bath Cape with a detached 2-car garage offers incredible potential in a truly special setting. Enjoy panoramic views of Hayden's Creek, and spectacular sunsets from your own backyard. Clinton Yacht Haven and Riverside Basin Marina nearby. Looking for dock potential? This property may offer an exciting opportunity (subject to approvals) to access Hayden's Creek, which leads to the Hammonasset River, Clinton Harbor, and ultimately Long Island Sound-with no bridges between the property and the Sound, making boating enthusiasts take notice. By boat, Long Island Sound is approximately 30 minutes away. Situated on a level lot in an AE Flood Zone, the home currently carries flood insurance. Many neighboring homes have been elevated, offering future possibilities for buyers to explore. Whether you choose to renovate and enjoy the home as it is or investigate elevating it to maximize its potential, this property presents a unique chance to create your own waterfront retreat. Conveniently located near beaches, marinas, restaurants, and all the Connecticut shoreline has to offer, with easy access to I-95 just 5 minutes away, making commuting a breeze.

106 Pratt Rd, Clinton

$2,450,000

6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24188429 MLS

WELCOME TO 5-7 HADDAM DOCK ROAD LOCATED IN HADDAM, CONNECTICUT. DISCOVER A RARE RIVERFRONT OPPORTUNITY OFFERING TWO HOMES ON ONE LOT, BREATHTAKING RIVER VIEWS OF THE CONNECTICUT RIVER, AND YOUR OWN PRIVATE BOAT DOCK. THIS PROPERTY IS PERFECT FOR MULTI-GENERATIONAL LIVING, GUEST ACCOMODATIONS, OR RENTAL INCOME. THE MAIN HOUSE SHOWCASES SOARING WINDOWS THAT FRAME THE PICTURESQUE WATERFRONT, FILLING THE LIVING SPACES WITH NATURAL LIGHT WHILE CREATING A SEAMLESS CONNECTION TO THE OUTDOORS. THIS HOME OFFERS 4 LARGE BEDROOMS WITH PRIVATE BATHS AND PLENTY OF CLOSET SPACE FOR STORAGE. STEP OUTSIDE TO AN EXPANSIVE ENTERTAINING AREA FEATURING A SPARKLING GUNITE IN GROUND POOL, SPACIOUS PATIO, FULL OUTDOOR KITCHEN, AND MULTIPLE AREAS DESIGNED FOR RELAXING OR HOSTING FAMILY AND FRIENDS. THE SECOND HOUSE PROVIDES PRIVACY AND FLEXIBILITY, MAKING IT IDEAL FOR VISITORS, EXTENDED FAMILY, A HOME OFFICE, OR AN INCOME-PRODUCING RENTAL. THIS HIGH RANCH STYLE HOME HAS AN OPEN CONCEPT FLOOR PLAN WITH HIGH END WOLF APPLIANCES, WIDE PLANK TILE THROUGHOUT, AND CUSTOM BUILT INS ACCENTING MOST OF THE ROOMS, AND HAS DOUBLE HIS AND HER WALK IN CLOSETS. SITUATED ON BEAUTIFULLY LANDSCAPED GROUNDS, THIS EXCEPTIONAL PRROPERTY ALSO FEATURES DIRECT RIVER ACCESS WITH A PRIVATE DOCK, ALLOWING YOU TO ENJOY BOATING ON THE CONNECTICUT RIVER, FISHING, KAYAKING, OR SIMPLY TAKING IN THE PEACEFUL WATERFRONT SETTING FROM YOUR OWN BACKYARD.

5-7 Haddam Dock Rd, Haddam

$625,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24188383 MLS

Welcome to this exceptional 3-bedroom, 2 full and 2 half bath contemporary home, offering the perfect blend of modern comfort, quality craftsmanship, and outstanding indoor-outdoor living. Meticulously maintained and move-in ready, this home features soaring 9+ ft ceilings, custom European-inspired interior finishes, and an inviting living room with both a wood-burning fireplace and a pellet stove for year-round comfort. The beautifully updated kitchen showcases quartz countertops and flows seamlessly into the main living areas, making it ideal for everyday living and entertaining. The finished lower level is an entertainer's dream, complete with a full wet bar, beverage cooler, pool table area, sauna, and a separate fitness room featuring an additional kitchenette-perfect for recreation, hobbies, or hosting guests. Step outside to your own private park-like backyard featuring a spacious deck, patio, storage shed, and an optional above-ground pool that the seller is happy to leave for the new owner. Whether relaxing or entertaining, this outdoor space offers endless possibilities. Additional highlights include a newer roof, attached 2-car garage, custom finishes throughout, and pride of ownership at every turn. Located in a desirable East Hampton neighborhood, you'll enjoy convenient access to local shopping, restaurants, parks, and beautiful Lake Pocotopaug for boating, fishing, and year-round recreation. This one-of-a-kind home combines style, functionality!

87 Tarragon Dr, East Hampton

$1,099,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24188114 MLS

Experience the best of Old Saybrook shoreline living at 96 Ayers Point Road. This exceptional 4/5-bedroom coastal home offers panoramic marsh and Connecticut River views from a private setting with no flood insurance required. Recently painted and designed for effortless indoor-outdoor living, the home features an in-ground gunite pool, an expansive wraparound deck, walls of glass and oversized windows, multiple fireplaces, and a flexible floor plan with a main-level or second-floor primary suite. Rich Saltillo terracotta tile flooring adds warmth, character, and timeless coastal style. Walls of glass fill the home with natural light while framing the ever-changing marsh and Connecticut River views. Spend hours relaxing on the wraparound deck overlooking the peaceful marsh, enjoying spectacular sunsets, abundant wildlife, and tranquil water views, or entertain poolside in your private backyard oasis. The updated eat-in kitchen features new quartz countertops, a 6-burner gas cooktop, and French doors opening to the deck for seamless indoor-outdoor entertaining. A vaulted main level room offers flexible space for a family room, home office, studio, or guest suite. The walkout lower level provides additional living, recreation, or fitness potential. Additional highlights include a new roof, central A/C just over one year old, a 2-car garage, and both gas and wood-burning fireplaces. Minutes from Safe Harbor Saybrook Marina, the public boat launch, beaches, downtown

96 Ayers Point Rd, Old Saybrook

$999,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24186487 MLS

Nestled at the end of a private lane in one of Essex Village's premier waterfront settings, this exceptional residence offers a rare blend of privacy, natural beauty, and walk-to-town convenience. Set on 1.5 acres overlooking Falls River Pond and North Cove, the property enjoys year-round water views, abundant wildlife, and room for future expansion. Designed to embrace its surroundings, the home features light-filled living spaces, expansive windows and sliding doors, hardwood floors, and a wood-burning brick fireplace that adds warmth and character. A spacious elevated deck provides the perfect vantage point to enjoy the ever-changing views, while the entire second floor is dedicated to a private primary suite with hardwood floors, elevated water views, and exceptional privacy. Recent updates include central air, propane heat, tankless hot water, recessed lighting, an upgraded electrical panel, and a freshly painted interior. The private setting offers the feel of a secluded estate while remaining just a short stroll from the heart of Essex Village. Rich in history and recognized by Yankee Magazine as one of New England's Best Small Towns, Essex is known for its charming Main Street, acclaimed restaurants, boutiques, art galleries, marinas, yacht clubs, and vibrant maritime heritage. A rare opportunity to enjoy shoreline living in one of Connecticut's most treasured communities.

13 Mill Rd, Essex

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