Homes for Sale near Middlesex Middle School

Discover the pinnacle of modern luxury in the heart of Darien. Exclusively designed for adults aged 62 and over, this custom condominium flawlessly pairs high-end craftsmanship with effortless living. Inside, soaring ceilings and massive windows flood the open-concept living, dining, and entertaining spaces with natural light. The gourmet chef's kitchen features premium appliances and custom

Kristin Nemec William Pitt Sotheby's Int'l

28 Shields Road offers the lifestyle today's buyers seek-refined design, effortless flow, and spaces equally suited for relaxed evenings or lively gatherings. Set along one of Darien's most desirable streets, this six-bedroom residence spans four finished levels, filled with natural light, crisp architectural lines, and thoughtfully updated interiors that feel both current and timeless. The

Deirdre McGovern Compass Connecticut, LLC

Steeped in history and thoughtfully updated for modern living, this charming 4-bedroom, 3-bathroom home seamlessly blends the character of its 1884 origins with today's conveniences. Filled with natural light and timeless architectural details, the home offers inviting spaces designed for both everyday comfort and effortless entertaining. Relax on the welcoming front porch overlooking the

Marina Meyers BHHS Darien/New Canaan

Introducing 13 Sunswyck Rd, a distinguished custom residence set within Darien's prestigious Delafield Island. Completed in 2020, this architecturally refined home offers a seamless balance of modern sophistication and timeless design, with an emphasis on light, scale, and craftsmanship. Offering 5 bedrooms (with a possible 6th in the unfinished attic), 4 full and 2 half baths, 2 office spaces

Cheryl Williams Brown Harris Stevens

An exceptional opportunity to secure a prime piece of Darien real estate. Set on a beautiful lot in one of Darien's most sought-after neighborhoods, 17 Briar Brae offers endless possibilities to renovate, expand, or build new. The existing home features three bedrooms in the main residence, plus a separate finished space above the garage complete with a bedroom, full bath, and walk-in

Nellie Snell William Raveis Real Estate

Perfectly positioned just steps from downtown Darien, the train station, schools, and the vibrant new Corbin District, this beautifully updated Colonial offers the ideal blend of convenience, charm, and move-in-ready living. Freshly painted throughout with newly refinished hardwood floors, this 5-bedroom, 3.5-bath home features generous living spaces including a formal living room, dining room,

Tami Hanford Hughes Houlihan Lawrence

New construction from foundation up and ready for 2026! On a coveted Darien cul-de-sac, this modern colonial boasts 6500sf of elegance and comfort. Step through the welcoming foyer, complete with a coat room and powder room, and into a spacious, light-flooded living room, perfect for gatherings that stretch into the evening. The custom kitchen is a true centerpiece, with a grand stone island,

Serena Richards Brown Harris Stevens

Step into a truly special offering- a stately New England home, thoughtfully RENOVATED and completely MOVE-IN READY. Conveniently located close to the train, elementary school, downtown shopping/dining, and parks. Situated on over half an acre this home also enjoys access to a private Cul de sac ideal for bike rides and walks, creating a true neighborhood feel. As you enter the home, you are

Allison Santopietro William Raveis Real Estate

The one you've been waiting for! Completely gut-renovated and beautifully redesigned, this stunning 3-bedroom, 2.5-bath home offers effortless turnkey living in one of Darien's most desirable locations. Thoughtfully updated with a bright, airy aesthetic, the home is filled with natural light, stylish finishes, and smart design that maximizes every inch of space. The inviting floor plan blends

Robin Halsey Compass Connecticut, LLC

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,

Kathryn Bates Compass Connecticut, LLC

A rare opportunity to live, earn, or invest, all in one property! Stylishly renovated main residence paired with a fully renovated one bedroom cottage, creating a rare opportunity for supplemental income, multigenerational living, or a private guest retreat. Both residences are currently leased below current market, offering immediate upside for future income potential. Each home has been updated

Shannon Drury Berkshire Hathaway NE Prop.

Built by an award-winning builder and thoughtfully updated throughout, this exceptional home offers timeless design, quality craftsmanship, and a highly desirable location close to town, shopping, and everyday conveniences. A welcoming open floor plan features elegant living and dining spaces, a private home office, and a gourmet kitchen that seamlessly flows into the sun-filled family room with

Robin Halsey Compass Connecticut, LLC

You don't arrive here by accident. You arrive because something in you was looking for this. It begins quietly, panoramic views of water, a sense that the noise of everything else has begun to fall away. Nestled within Tokeneke along the Five Mile River, the house is not just seen, but felt, like a song you've loved forever. Reimagined, redefined, and brought into its full expression by Brinley

Stacy Book William Raveis Real Estate

Set within the coveted Tokeneke Association, 16 East Trail is a rare legacy property where architectural pedigree meets modern luxury. Originally built in 1908 as one of the enclave's earliest residences, the home reflects the timeless elegance of McKim, Mead & White and Delano & Aldrich-thoughtfully reimagined for today's living. A masterful renovation by architect Peter Pennoyer preserves the

Ashley Dineen Compass Connecticut, LLC

Nestled on a quiet cul-de-sac in a convenient Darien location, this beautifully renovated and expanded Nantucket-style Cape offers timeless charm and exceptional functionality. Set on .46 landscaped acres, the light-filled home features an open-concept kitchen with updated appliances, gas fireplace, and spacious dining area flowing seamlessly into sun-filled living spaces and multiple stone

Robin Halsey Compass Connecticut, LLC

Home with seasonal water views of Holly Pond. Present use: Boarding House. Sold "As Is".

Angela Abate William Raveis Real Estate

Beautifully renovated in 2019, this exceptional 5-bedroom home offers a seamless open floor plan, generous living spaces, & the rare combination of privacy & convenience. Perched atop a knoll & set back from the street, the property enjoys a peaceful setting while remaining just minutes from downtown train, restaurants & shopping. Designed for both everyday living & effortless entertaining, the

Casey Lange Compass Connecticut, LLC

Introducing a one-of-a-kind gem in Darien: the historic Eliaseph Whitney House, originally built in 1770, nestled on an expansive 4.12-acre parcel- one of the largest of its kind in town. This iconic property effortlessly blends centuries-old charm with modern-day functionality. Step inside to discover timeless details like wood-beamed ceilings and floors, multiple fireplaces, a cozy den and

Keiley Fuller Compass Connecticut, LLC

Peace, Privacy, and Timeless Elegance in Darien Discover the perfect antidote to busy life in this beautifully refreshed, custom-built colonial. Lovingly maintained by its original owners, 107 Raymond Street offers an idyllic blend of quiet sophistication and spacious comfort. Step into a grand two-story foyer with herringbone oak floors, leading to formal spaces rich in architectural

Melissa Engel Douglas Elliman of Connecticut

Sunlit modern Victorian home effortlessly blends classic elegance with contemporary comfort and technology. Lovingly maintained and thoughtfully updated. High ceilings, large rooms, and abundant natural light throughout three stories create an airy, open feel, designed for style and function. Warm and inviting spaces for living and entertaining. Hardwood floors throughout first floor living and

Keiley Fuller Compass Connecticut, LLC

Exceptional new construction estate by K&C Builders Inc., set on over 2.5 private acres on coveted Brookside Road. Offering approximately 11,000 SF across four finished levels, this stunning residence features 6 bedrooms, 8 full baths, and 1 half bath. Designed for elegant entertaining and everyday living, the home showcases a spectacular great room, gourmet chef's kitchen, private study,

Sylwia Kozlowski William Raveis Real Estate

This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering two separately deeded parcels ( that create this magical estate to ensure the peace and tranquility of your own private oasis. East facing views are enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned

Shelly Tretter Lynch Compass Connecticut, LLC

Set on 2.9 private acres in one of Darien's most coveted locations, this exceptional 1937 residence seamlessly blends timeless architectural character with modern luxury. Encompassing approximately 5,700 square feet, the home offers six bedrooms, six full baths, and beautifully proportioned living spaces designed for both everyday living and elegant entertaining. A gracious foyer introduces

Ashley Dineen Compass Connecticut, LLC

Set on a beautifully manicured one-acre lot, this home welcomes you w/ soaring 9-foot coffered ceilings and a fabulous flow w/ bright, open, spacious rooms and wonderful natural sunlight, making every room feel both generous and livable. The heart of the home is a large gourmet kitchen featuring marble countertops, stainless steel appliances, and a center island, ideal for gatherings and everyday

Meghan Gatt William Raveis Real Estate

Welcome to 20 Locust Hill Road, a stunning in-town, new construction opportunity in Darien, CT. This modern colonial/farmhouse-style home, constructed by an experienced builder renowned for high-end residential properties throughout Fairfield County, offers 5 bedrooms, 4.5 bathrooms, and an expansive 4,897 square feet of living space. Situated on a generous .50 acre in-town lot, this home

Robert Marchesi Compass Connecticut, LLC

A rare opportunity to own a new construction home on coveted Nearwater Lane in one of Darien's most desirable coastal neighborhoods. This exceptional residence offers a seamless blend of sophisticated design, modern comfort, and coastal living just moments from Weed Beach, downtown Darien, commuter rail service, and a Blue Ribbon elementary school.Thoughtfully designed for both everyday living

Michael Ferraro Compass Connecticut, LLC

Quintessential Darien colonial in the Hindley School district! This 4-bedroom, 2.5-bath Colonial, perfectly sited on a coveted, sidewalk-lined street, designed for both quiet relaxation and entertaining. The main level features a formal living room with fireplace leading to a formal dining room with sliders to the almost-new private deck. The spacious family room impresses with vaulted ceilings

Linda Terhune Houlihan Lawrence

Discover elegant coastal living in this updated 4-5 bedroom, 3.5-bathroom home offering 3,553 sf of thoughtfully designed living space on a flat, private .65-acre property. Ideally located a short distance from Weed Beach and only steps from Darien's award-winning Blue Ribbon elementary school, this home combines convenience, comfort, and versatility. Located within the desirable Noroton Manor

Debbie Previte Compass Connecticut, LLC

Privately positioned within Darien's sought-after Noroton Greens community, this exceptional residence offers a sophisticated blend of luxury, comfort, and convenience. Thoughtfully designed for effortless living and entertaining, the home features expansive living spaces, timeless finishes, and an ideal layout for today's lifestyle. Oversized windows fill the home with natural light, while

Meg Schwanhausser Compass Connecticut, LLC

Nestled on a private 1.4-acre cul-de-sac property in Darien's sought-after Tokeneke school district, this gracious Colonial offers over 5,700 square feet of living space, exceptional privacy, and effortless indoor-outdoor living. Surrounded by landscaping and an expansive lawn, the home is a true retreat complete with a saltwater pool, patio with built-in grill, and greenhouse. Designed for

Maureen Sullivan William Raveis Real Estate

Welcome to 24 Herman Avenue, where classic charm and modern convenience come together in one of Darien's highly walkable neighborhoods. This sun-filled 4-bedroom, 2-bath Colonial features vaulted ceiling, new flooring, stainless steel appliances, and a beautifully renovated bath with tub and luxurious steam shower. A flexible first-floor bedroom offers the perfect space for a home office,

Nikki Dinapoli William Raveis Real Estate

Set along a picturesque stretch in one of Darien's most sought-after neighborhoods, 234 Brookside Road offers a rare blend of timeless architecture, privacy, and modern comfort. Surrounded by mature trees and beautifully landscaped grounds, this exceptional property provides a serene, retreat-like setting just minutes from town, top-rated schools, and the coastline. This HOBI award-winning

Kristin Nemec William Pitt Sotheby's Int'l

Exceptional NEW CONSTRUCTION - Walk to Town - Experience a thoughtfully designed home by V&A Construction, a highly regarded local builder known for exceptional craftsmanship. Just a short walk to town, shops, restaurants and the train, the location is as convenient as it is desirable. The home features handcrafted cabinetry and millwork, wide-plank white oak floors and high ceilings throughout.

Katherine Kuras BHHS Darien/New Canaan

Designed by custom home builder Vita Design, this exciting newly constructed modern residence is a refined architectural statement that balances scale and light, capturing direct 5 Mile River views and a connection to its natural surroundings. Finished across four levels, the home features dramatic 10- and 16-foot ceilings and a main level wrapped in floor-to-ceiling European-style windows

Jennifer DaSilva Mixer William Raveis Real Estate