Coleytown Homes with Colonial Style

Welcome to Coleytown, a charming neighborhood nestled in the heart of Westport, Connecticut. Known for its picturesque landscapes and tight-knit community, Coleytown offers a perfect blend of suburban tranquility and vibrant local culture. This sought-after area is characterized by its lush greenery, scenic parks, and top-rated schools, making it an ideal choice for families and professionals alike.

One of the standout features of Coleytown is its stunning array of Colonial-style homes. These architectural gems exude timeless elegance, showcasing classic features such as symmetrical facades, grand entryways, and beautifully crafted woodwork. Many of these homes are set on spacious lots, providing ample outdoor space for entertaining or simply enjoying the serene surroundings. The Colonial style not only adds a touch of historical charm but also offers modern amenities that cater to today’s lifestyle.

Living in Coleytown means having access to a wealth of recreational opportunities. Residents can take advantage of nearby parks, hiking trails, and the stunning coastline of Long Island Sound. The neighborhood is also conveniently located near Westport’s vibrant downtown area, where you'll find an eclectic mix of boutiques, restaurants, and cultural venues.

With its inviting atmosphere, beautiful homes, and exceptional community spirit, Coleytown is more than just a place to live—it's a place to thrive. Whether you're looking to settle down or invest in a property, Coleytown offers a unique opportunity to enjoy the best that Westport has to offer. Come and discover your dream home in this enchanting neighborhood!

Newest Coleytown Homes with Colonial Style

$3,499,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24181944 MLS

"MEADOW WOOD" - Nearly two acres of Westport's most spectacular land is the setting for this storied estate, which has been completely remodeled, expanded and transformed for modern living. Totally fenced & screened w/privacy trees, this unique property offers rare sophistication with a stunning main residence, gunite pool, and a 2,447+/- sqft barn. Gated driveways lead to both the main house & the barn, and the stunning setting makes an enduring impression. The glamorous echoes of a Hollywood-style estate combine w/incredible updates throughout the transformed interiors. The front-to-back LR has a distinctive bay window & dual doors to a serene porch that gazes across the expansive grounds. The incredible great room is the focal point of this expertly-designed floorplan, combining a Chef's kitchen w/expansive island, endless storage, Thermador appliances, breakfast/casual dining area, all leading to the incredible DR & fam rm which has a wall of folding glass doors creating an effortless flow between the gorgeous interior & exterior spaces while preserving open views across the property. A BR suite w/private access, large laundry rm, mudrm, garage & powder rm complete this level. Upstairs, well-appointed BRs w/designer baths await. The primary suite is an exquisite space w/tray ceiling, fpl, plush bth, walk-in dressing rm & an amazing balcony that spans much of the rear of the home. An elegant patio lines the heated pool. The barn is a dream for auto enthusiasts.

240 North Ave, Westport

$1,899,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24177591 MLS

Rarely does an opportunity like this become available in Westport. Set on 2.36 private acres with approximately 300 feet along the scenic Aspetuck River, this exceptional property offers a remarkable setting to renovate, expand, or create the custom estate you've always envisioned. The existing four-bedroom residence features a spacious primary suite with fireplace, an expansive kitchen, and a great room with fireplace opening to a deck overlooking the river. Whether you choose to preserve and enhance the current home or design an entirely new legacy property, the possibilities are extraordinary. Just minutes to downtown Westport, beaches, shopping, dining, and top-rated schools, this is a rare offering in one of Fairfield County's most desirable communities.

36 Lyons Plain Rd, Westport

$4,450,000

6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24145772 MLS

Are you dreaming of an estate property? Something a bit more than the generic flat acre on a cul de sac? How do two acres on the Aspetuck River sound to you? With views from your bedroom? The sounds of a waterfall next door lulling you to sleep? Having sunnies tickle your toes in the summertime? Maybe a bit of fly fishing for trout? Or perhaps some paddleboarding? Yes, of course, there's a 20x40 salt water pool, but . . the river - wow! Welcome to the latest offering from CCO Habitats - a new construction home with over 8300 sf of finished space on 3 floors. A floorplan you will love, with not only 2 designated offices, but a private first floor bedroom as well. Organic modern, warm and inviting, with a calming palette sure to blend with and enhance your personal taste. An open starfish floorplan for togetherness as well as privacy. 10 foot ceilings on the first floor. Luxurious European oversized doors and windows provide amazing natural light. Custom cabinetry throughout. 6 bedrooms, 6/2 bathrooms. All of the bedrooms are ensuite with walk in closets. The wine room - where it belongs - in the dining room. An amazing gym that will tempt even the people least prone to exercise into movement. A walk out lower level that doubles as a pool house, complete with a second laundry, full bath, wet bar, and entertaining space. It's all here; only a mile from the award winning Coleytown schools. This is the one you've been waiting for. Unique. Special. Just like you. :)

159 Easton Rd, Westport

$4,050,000

6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24174753 MLS

Set in one of Westport's most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfort, timeless architecture, and impeccable craftsmanship. Designed and built by a renowned architect and builder for a Fortune 500 CEO, the home reflects uncompromising quality, enduring design, and gracious curb appeal that impresses. Seamless indoor-outdoor living defines the home, with sun-filled interiors, soaring 10-foot ceilings, and an expansive walkout lower level with fireplace, all opening to a resort-style pool, stone patios, fire pit, and covered porch with fireplace, providing an effortless setting for entertaining. Extensive bespoke millwork, six fireplaces, and refined architectural finishes enrich every space. The expansive, level, and private grounds, framed by mature landscaping and abutting the 39-acre Newman Preserve, offer serenity with rare walkability to top-rated schools and 8 minutes to Westport's lively downtown. A spectacular chef's kitchen features Thermador and Wolf appliances, dual islands, 2 dishwashers, walk-in pantry, and a fully equipped butler's pantry with wet bar. The primary suite offers a turreted sitting room, fireplace, and 2 walk-in closets. 6 ensuite bedrooms and a private suite over the garage provide flexibility for guests. Space for elevator! New cedar roof, new boiler, new wine cellar, and other upgrades complete this rare offering in a premier Westport location.

278 North Ave, Westport

$3,450,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24169922 MLS

A rare offering indeed! Welcome to 4 Charcoal Lane, an unrivaled multi-generational estate mere minutes from top-rated schools, shopping, restaurants and all that Westport has to offer. Sited on 2 private acres, this extraordinary property offers panoramic views of a 7-acre nature preserve, affording permanent tranquility. The meticulous renovations center around a gracious farmhouse-style Colonial with stunning features and superior craftsmanship, plus a spectacular post-and-beam Party Barn. A gourmet chef's Kitchen is the heart of the main residence, featuring a 14-foot Calacatta marble island and a suite of professional-grade appliances with dual Family Room fireplaces nearby. The Living Room's unique tray ceiling was specially designed for a superior piano experience. Upstairs, the Primary Suite is highlighted by a gorgeous spa bath. The property's exceptional appeal is anchored by the Country Carpenters barn, connected by a breezeway w/barn doors that create an inviting welcome to backyard entertaining. This luxury 1BR barn features 20-foot ceilings, heated floors, a full kitchen, and hinge-free retractable doors to seamlessly blend indoor/outdoor living. Resort-style amenities await outdoors with a Pebble Tec pool, waterfall hot tub & blue granite patio that remains cool underfoot on hot summer days. The entertainment porch features built-in heaters, see-thru fireplace and outdoor television. This is more than just a home, it's a legacy waiting to be claimed!

4 Charcoal Ln, Westport

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