N/A Homes with Middlesex Middle school

Welcome to the charming community of Darien, Connecticut, where picturesque landscapes meet a vibrant suburban lifestyle. Nestled in Fairfield County, Darien is celebrated for its top-notch schools, including the highly regarded Middlesex Middle School. This school is a cornerstone of the community, known for its dedicated educators and a diverse array of extracurricular activities that foster both academic and personal growth.

Darien boasts a rich tapestry of neighborhoods, each offering a unique blend of character and charm. From stunning waterfront properties along the Long Island Sound to cozy family homes in tree-lined streets, there’s something for everyone. The town’s commitment to maintaining green spaces and parks makes it an ideal place for families, providing ample opportunities for outdoor activities and community gatherings.

Residents of Darien enjoy a seamless blend of suburban tranquility and urban convenience. With easy access to the Metro-North train station, commuting to New York City is a breeze, making it a perfect location for professionals seeking a peaceful retreat after a busy workday. The town also offers a range of boutique shops, delightful restaurants, and cultural attractions, ensuring that there’s always something to explore.

Living in Darien means becoming part of a close-knit community that values education, family, and a high quality of life. If you’re looking for a place to call home, where exceptional schools like Middlesex Middle School are just a stone's throw away, Darien awaits with open arms. Discover the perfect blend of luxury, comfort, and community in this idyllic Connecticut town!

Newest N/A Homes with Middlesex Middle school

$1,200,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24205494 MLS

Delightful cape style home offering effortless and modern upgrades on a private, fully fenced lot in prime Darien. Highlights include classic hardwood floors, a bright living room, a main-level bedroom, a den/office and two completely renovated full baths-one on each floor. The window lined dining room features a skylight and direct access to the deck which is perfect for entertaining. The second level boasts two flexible bedrooms with built-in storage and the second, completely renovated, full bath. The partially finished lower level offers a finished room which is currently used as a TV room, new washer and dryer, updated mechanicals, tankless hot water system and plenty of room for storage. This home is conveniently located minutes from downtown Darien, schools, restaurants and train stations.

145 West Ave, Darien

$3,595,000

3 Beds ⋅ 5 Baths ⋅ COMING SOON Status ⋅ 24203056 MLS

Completely reimagined and renovated inside and out in 2023, 31 Hancock Lane is a remarkable English stone country residence where timeless architecture meets sophisticated modern living. Privately positioned on 1.5 beautifully landscaped acres, the property captures the romance and enduring character of a classic country estate while offering the refinement, comfort, and craftsmanship of a thoroughly renewed home. From the moment of arrival, the distinctive stone facade, cedar shingle roof, and mature, meticulously designed landscape establish an unmistakable sense of place. Inside, graciously scaled rooms unfold with a natural elegance, highlighted by handsome beamed ceilings, rich architectural detailing, and an inviting warmth throughout. The living room, centered around an impressive walk-in fireplace, flows effortlessly into the formal dining room, creating an ideal setting for both intimate occasions and grand entertaining. At the heart of the home, the beautifully appointed gourmet eat-in kitchen opens directly to a spectacular family room with vaulted ceilings and sweeping views of the park-like grounds. The main-level primary suite offers a private retreat, complete with his-and-her bathrooms and generous walk-in closets. Upstairs, two beautifully appointed en-suite bedrooms provide privacy and comfort for family and guests, while a versatile office or bonus room offers additional flexibility. A walk-up attic provides abundant storage and further potential.

31 Hancock Ln, Darien

$2,095,000

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24201880 MLS

Turnkey living in the heart of Darien. Offering over 3,500 square feet of beautifully refreshed living space, this 5-bedroom Colonial combines generous proportions, exceptional outdoor space and one of Darien's most convenient locations, just steps from downtown's newest development and the train. Originally renovated and expanded in 2009 and thoughtfully improved ever since, the home underwent an extensive refresh in 2026 designed for effortless, move-in ready living. The expansive, open floor plan is anchored by an impressive great room and offers wonderful flexibility across four finished levels. Five bedrooms and 3.5 baths are complemented by finished third-floor bonus space and a versatile lower level currently configured as a mudroom, gym, and wine room. Outside is the home's unexpected showstopper. Set on a beautifully landscaped 0.40-acre property, the remarkably spacious and private backyard feels like its own retreat, complete with a stone patio, pool, and six-foot privacy fencing. An incredible amount of outdoor space for a home so close to the center of town. This is a rare opportunity to have it all: space, privacy, convenience, and truly turnkey living just a few minutes walk from all that downtown Darien has to offer.

103 West Ave, Darien

$5,995,000

6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24191678 MLS

Privately set on 2.15 beautifully landscaped, park-like acres just minutes from town, this exceptional six-bedroom residence offers a rare blend of timeless elegance, everyday comfort, and complete privacy. Thoughtfully designed for the way people truly live, the home is filled with light, gracious proportions, and inviting spaces that welcome both intimate gatherings and memorable celebrations. The heart of the home is a beautifully appointed chef's kitchen with a sunlit breakfast area that opens seamlessly to the spacious family room, where French doors invite you outdoors to expansive lawns and peaceful sunsets. Formal living and dining rooms provide the perfect backdrop for entertaining, while a butler's pantry and generous mudroom bring effortless function to everyday life. The tranquil primary suite is a retreat of its own, featuring a cozy fireplace, a private balcony overlooking the grounds, and a luxurious spa-inspired bath. Five additional en suite bedrooms offer exceptional comfort and privacy for family and guests. A finished third level provides a flexible bedroom and bonus space ideal for a home office, playroom, or creative studio, while the expansive lower level offers endless possibilities for recreation, fitness, media, or entertaining. Outside, sweeping lawns, mature landscaping, and exceptional privacy create a setting that feels worlds away, yet is only moments from town, schools, and everything Darien has to offer.

67 Peach Hill Rd, Darien

$1,595,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24204329 MLS

From the moment you step onto the front porch, it's clear this 1928 home is something special. Brimming with charm and bathed in natural light, the interior offers a bright, happy energy that's hard to find. The main level features an effortless flow, including a spacious living and dining area framed by large windows and soaring high ceilings that create an incredible sense of scale and airiness throughout. The updated white kitchen is a chef's delight with stainless appliances, connecting seamlessly to a cozy lounge area and a convenient half bath. Upstairs, you'll find three comfortable bedrooms and two full baths. The primary suite is a true standout and a rare find for a home of this vintage. This retreat offers the luxury of its own private bathroom and a walk-in closet-providing a level of convenience and privacy that is hard to come by in a classic build. The surprises continue outside with "Suite G," a finished garage space. Whether you envision a quiet home office, a dedicated workout studio, or a creative escape, this flexible bonus area adapts to your lifestyle. The property is professionally landscaped, creating a beautiful backdrop for outdoor enjoyment. Positioned on a picturesque street, the location is unbeatable. A 5 minute walk from the Noroton Heights train station, putting transit, local shops, and dining favorites all within easy reach. With its perfect blend of character and modern updates, this is a home that truly offers the best of both worlds.

3 Fairfield Ave, Darien

$1,725,000

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24203587 MLS ⋅ Middlesex Commons BLDG.

Light, space and exceptional convenience define this updated and beautifully maintained townhouse at Middlesex Commons. Ideal proximity to town, Metro North and Whole Foods. Enjoy all that will be offered when the Corbin District is complete with fantastic shopping, dining and gathering spaces! An inviting foyer opens to the large living and dining room, where soaring two-story windows fill the space with natural light. A fireplace creates a warm focal point, while sliding doors lead to a private, west-facing deck overlooking the community's beautifully landscaped open space-an ideal spot to enjoy the afternoon sun and evening sunsets. The bright eat-in kitchen enjoys southeastern exposure and wonderful morning light. Upstairs, the spacious primary suite features a cathedral ceiling with half moon window, private balcony, and generous bath with separate tub and shower. The second bedroom also offers a cathedral ceiling with half moon window, along with its own full bath. An extended hallway provides an efficient home office space. An additional bonus room on the third floor allows for a multitude of uses; another home office, guest quarters and plenty of storage! Set on eleven beautifully maintained acres, Middlesex Commons offers sweeping lawns, a picturesque pond, heated saltwater pool and pool house, as well as a charming guest cottage available for visitors.

10 Hale Ln Unit 10, Darien

$1,495,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24200102 MLS

Offered by its original owners for the first time, this well maintained raised ranch sits on a .23-acre lot with a fenced, private backyard with deck and patio in the sought after Norton section of Darien. Built by it's owners and well cared for ever since, the home offers over 3,000 square feet of living space across three functional levels - 4 bedrooms, 2 full baths, large living and family rooms, eat-in kitchen, separate dining room, ample storage areas and oversized 1-car garage. The versatile floor plan flows easily between entertaining spaces and everyday living. Centrally located near Darien's top-rated schools, Long Island Sound, beach access, town parks, award-winning Darien Library, shopping, RR stations, YMCA and numerous restaurants choices. A great opportunity to make this great space your own place to call home.

1646 Boston Post Rd, Darien

$1,999,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24201408 MLS

Welcome home to effortless one-level living on a premier, lush one-acre lot in Darien. Available for the first time in 56 years, this beautifully maintained 4-bedroom, 2.5-bath ranch features a newer roof, windows, and driveway. The large classic footprint spans over 3000sf and allows for easy customization and personal upgrades to make this house your own. This sweet home is nestled in a neighborhood with homes valued up to $6M, which offers endless possibilities for improvements. The seamless layout flows across classic hardwood floors, anchored by two cozy fireplaces and massive picture windows in the formal living room, dining room, and den. Enjoy a casual eat-in kitchen, formal dining space for holiday gatherings, a large functional laundry room, and an attached 2-car garage with stepless entry directly into the home. Outside, your expansive private yard offers endless possibilities for entertaining or gardening. Centrally located just minutes from downtown shops, dining, the Darien and Noroton Heights train stations, and top-rated schools. Schedule your private showing today!

2 Stony Brook Rd S, Darien

$3,950,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24198712 MLS

Set behind stone walls on nearly 2 acres, this exceptional 5-bedroom home offers over 5,000 SF of refined living in a truly extraordinary setting. A dramatic 2-story foyer w/circular staircase and exquisite herringbone floors sets the tone for elegance throughout. Walls of windows fill the gracious interiors with natural light and frame manicured grounds and lush gardens. The formal living room, w/classic wood-burning fireplace, is complemented by a handsome library w/fireplace and wet bar, while an elegant dining room, detailed w/wainscoting and custom built-ins, sets the stage for memorable gatherings. At the heart of the home, a gourmet kitchen with custom cabinetry and oversized island flows into a sun-drenched family room w/fireplace and a wall of glass opening to the expansive terrace - perfect for indoor/outdoor entertaining. The luxurious primary suite features generous walk-in closets and spa-like bath with dual vanities, soaking tub and radiant-heated floors. Four additional bedrooms each enjoy private baths. A separate wing with bedroom, bath and playroom offers an ideal retreat for guests. Additional amenities include a private vaulted-ceiling office, first-floor gym, mudroom, laundry, two-car garage and generator. Beyond the interiors lies a secluded oasis: a level lawn, tranquil pond and fountain, charming footbridge, and secret garden, w/protected land-trust property beyond. A rare expression of privacy, beauty, space, and enduring distinction

700 Hollow Tree Ridge Rd, Darien

$4,750,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24196499 MLS

Rare opportunity to experience waterfront living at its finest. Perfectly positioned on the picturesque Five Mile River with 240 feet of direct water frontage, this exceptional shingle-style residence offers panoramic water views, an all-tide dock, & direct access to Long Island Sound for boating, paddleboarding, kayaking, fishing, and waterfront entertaining. Designed to embrace its setting, the turnkey 4-bedroom, 3-bath home features a light-filled floor plan with vaulted ceilings, a chef's kitchen appointed with a new Sub-Zero refrigerator, Wolf oven, and gas cooktop, and seamless indoor-outdoor living extending to a private, enclosed waterfront yard, perfect for entertaining or enjoying sunrises over the harbor. Equipped with a full-house generator, underground irrigation, and abundant storage. Ideally located within walking distance of Rowayton Village, Metro-North, and the scenic roads of Tokeneke, this exceptional home offers the best of Fairfield County's coastal lifestyle. Spend your days enjoying Darien's beaches, charming cafes, boutique shops, and local restaurants, while taking advantage of a direct commute to Manhattan, less than an hour away. Combining an all-tide dock, expansive water frontage, and unparalleled access to both nature and amenities, this is a rare offering in one of Fairfield County's most coveted coastal communities. The listing agent can secure your private appointment. Available to move in immediately (before closing).

61 Five Mile River Rd, Darien

$3,850,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24186583 MLS

Originally the sole residence on Wildcat Road, this distinguished 1925 stone manor blends timeless architectural elegance with a commanding setting. Located within Darien's coveted Delafield Island private association, the property is approached by a sweeping circular drive and surrounded by mature landscaping offering a rare sense of privacy, grandeur, and permanence, just minutes from downtown Darien, the Metro-North train, beaches, and Great Island. Rich in character and craftsmanship, the residence showcases architectural details rarely found today, including soaring 12-foot ceilings, a dramatic circular staircase, five fireplaces, Juliet balconies, vintage servant bells, graceful arches, skylights, and a sun-filled glass solarium. Thoughtfully designed for both grand entertaining and comfortable everyday living, the spacious country kitchen opens to an expansive deck overlooking the surrounding natural landscape. Adding to the property's exceptional appeal, several acres of protected land trust border the rear of the home, preserving a tranquil backdrop and enhancing the estate-like setting. Whether hosting family gatherings, entertaining guests, or simply enjoying the peace and beauty of its surroundings, 15 Wildcat Road offers a unique opportunity to own one of Delafield Island's most distinctive and historic homes.

15 Wildcat Rd, Darien

$1,195,000

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24177739 MLS ⋅ One Sedgewick Lofts BLDG.

Introducing One Sedgwick Lofts - a Boutique Collection of thoughtfully designed, one-of-a-kind condominium residences offering a fresh and refined approach to low-maintenance luxury living in the heart of Darien. Blending modern design with timeless sophistication, these residences are crafted for today's discerning buyer seeking both style and simplicity. Open-concept layouts, soaring ceilings, expansive windows, and abundant natural light create an airy, loft-inspired feel unlike anything else on the market. High-end finishes and curated details elevate every space, from sleek designer kitchens with premium appliances to spa-inspired baths and versatile living areas designed for effortless entertaining and everyday comfort. A signature feature of each home is the spacious covered terrace complete with a gas fireplace - creating a seamless indoor-outdoor living experience and a private retreat designed for year-round enjoyment. Perfectly suited for those looking to right-size without compromise, One Sedgwick Lofts offers a rare opportunity to enjoy new construction in one of Fairfield County's most desirable communities. Ideally located moments from Darien's vibrant town center, residents enjoy easy access to the train, restaurants, boutiques, and everyday conveniences - delivering the ultimate walkable lifestyle rarely found in Darien. Blending the energy of urban living with the relaxed elegance of coastal Connecticut. Estimated completion date December 2026.

1 Sedgwick Ave Unit 2-06, Darien

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