Greens Farms Homes with Colonial Style

Welcome to Greens Farms, a picturesque neighborhood nestled in the heart of Westport, Connecticut. Known for its charming streets and vibrant community, Greens Farms offers a unique blend of suburban tranquility and coastal allure. This area is steeped in history and boasts beautiful landscapes, making it a desirable destination for families, professionals, and retirees alike.

The neighborhood is characterized by its stunning Colonial-style homes, which exude timeless elegance and charm. With their stately facades, classic symmetry, and inviting front porches, these residences are a testament to the rich architectural heritage of the region. Many of these homes are set on generous lots, providing ample space for outdoor activities and gardening, while also offering a sense of privacy that residents cherish.

Greens Farms is more than just a collection of beautiful homes; it’s a community that fosters connection and engagement. Residents enjoy easy access to local parks, beaches, and recreational facilities, making it an ideal setting for outdoor enthusiasts. The nearby Greens Farms Elementary School is highly regarded, ensuring that families have access to quality education.

Convenience is another hallmark of this neighborhood. With proximity to Westport’s vibrant downtown area, residents can enjoy a variety of shops, restaurants, and cultural attractions. Additionally, the neighborhood's location provides easy access to major highways and public transportation, making commuting a breeze.

In Greens Farms, you'll find not just a home, but a lifestyle enriched by community spirit, natural beauty, and architectural charm. Come discover the allure of Colonial homes in this idyllic corner of Connecticut!

Newest Greens Farms Homes with Colonial Style

$4,599,000

6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24193530 MLS

At the top of Clapboard Hill, through the gate and over the brick drive, an iconic Westport Colonial welcomes with an immediate feeling of privacy and classic beauty. The main entrance reveals a double height foyer, sweeping staircase and historic charm. The formal living room spans front to back with multiple seating areas flanking the original fireplace. A smart, chic library lands just off the center hall, followed by the gorgeous dining room ready for family dinners and holiday entertaining. The white and bright kitchen is anchored by an island and includes a full butler's pantry, a prohibition era wine closet, and the sunniest breakfast room overlooking the patio. The family room is so spacious with room for lounging by the fire and piling in for movie nights. Upstairs holds a total of six bedrooms. The primary suite includes a beautiful bath, multiple walk-in closets and sweeping views. A sweet set of bedrooms share a Jack and Jill bath. There are three additional bedrooms, a full bath, and a laundry room. The third level is fully finished as a recration room. The two acre property is fully irrigated, professionally landscaped, and sectioned for pool, play, patio spaces and privacy. The stunning pool includes a lap lane and the pool house is cabana perfection with a main room, poolside necessities (including a secondary bbq!) and full bath. There is a three car garage and automatic gate to split driveway. So close to beaches, GF train stations, schools and town!

6 Clapboard Hill Rd, Westport

$5,999,999

7 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24183173 MLS

Set on 1.70 private acres in the heart of Greens Farms, this distinctive new construction by Dwell offers a rare combination of timeless design, exceptional privacy, and resort-caliber outdoor living. Offering 8,700+/- sq ft, this exceptional residence features 7 bedrooms, 8 bathrooms, and thoughtfully designed living spaces crafted with an emphasis on enduring design rather than passing trends. The chef's kitchen serves as the heart of the home with an 11-foot waterfall island, Wolf and Sub-Zero appliances, custom cabinetry and millwork, and full scullery kitchen. Designed with both functionality and flexibility in mind, the home features a first-floor guest suite, expansive bonus room over the three-car garage, dual laundry stations, two wet bars, secondary staircase, 4 fireplaces, walkout basement, and ensuite bedroom accommodations on all four finished levels. Outdoor amenities include a heated 20' x 40' pool, covered outdoor living room with vaulted ceiling and wood-burning fireplace, sunken fire pit, expansive lawn areas, and professional landscaping with mature trees and multiple activity zones. Approximately one mile from Old Mill Beach and minutes to both train stations and town.

13 Edgemarth Hill Rd, Westport

$5,499,000

6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24184039 MLS

Tucked behind elegant wrought-iron gates at the end of a long private driveway, this exceptional Greens Farms estate offers the perfect blend of privacy, luxury, and convenience in one of Westport's most coveted neighborhoods. Surrounded by mature landscaping, this meticulously maintained residence feels like a private retreat while remaining steps from the Greens Farms train station, Burying Hill Beach, Greens Farms Elementary School, and minutes from downtown Westport's shopping and dining. Filled with natural light, the sophisticated floor plan is designed for everyday living and entertaining. The gourmet chef's kitchen features premium appliances, two dishwashers, a walk-in pantry, and butler's pantry, seamlessly connecting to elegant gathering spaces. Enjoy indoor-outdoor living from the screened porch overlooking the sparkling pool with automatic cover, spa, and landscaped grounds. The luxurious primary suite features a sitting room, spa-inspired bath with soaking tub and steam shower, and custom closets. Upstairs, a spacious playroom and gym overlook the pool. A first-floor office accommodates dual workstations for remote work. The walk-out lower level offers high ceilings, natural light, and potential for a media room, sixth bedroom, home theater, or golf simulator. Offering unparalleled estate privacy, walkability, and proximity to NYC transportation, beaches, top-rated schools, and downtown Westport, 359 Greens Farms Road is luxury living at its finest.

359 Greens Farms Rd, Westport

$1,625,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24184506 MLS

Hamptons sophistication meets timeless Westport charm in this exquisitely renovated 4-bedroom, 3-bath Colonial nestled at the end of a peaceful cul-de-sac on a double lot in the highly coveted Greens Farms neighborhood. Reimagined by acclaimed fashion designer Christian Siriano, this one-of-a-kind residence blends elevated design with exceptional craftsmanship throughout. The stunning new chef's kitchen features Calacatta Belgia marble countertops and farmhouse sink, premium Grohe fixtures, and a sleek induction stove. Luxurious Carrera marble bathrooms have been completely redesigned with timeless elegance and impeccable attention to detail. Every room is enhanced by Farrow & Ball paint, creating a refined and cohesive aesthetic throughout the home. Sun-filled living spaces offer effortless flow for both everyday living and entertaining, leading to the newly oversized exterior patio. Thoughtfully renovated from top to bottom, this turnkey home delivers designer finishes in every corner. 7 High Gate Road is just moments from beaches, train, shopping, dining, and top-rated schools. A truly rare opportunity to own a fully renovated designer home in Westport, CT.

7 High Gate Rd, Westport

$7,926,000

6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24177287 MLS

Set within Westport's most prestigious private estate enclave, surrounded by grand coastal estates and quintessential antique treasures, this exceptional Greens Farms 2+ acre* new construction offering is poised to become one of Fairfield County's most coveted addresses. Perfectly positioned, moments from beaches, downtown boutiques, vibrant dining scene, and just an express train to Manhattan, the property offers a rare blend of privacy, convenience, and timeless sophistication. Fully customizable and designed to fit your lifestyle and desired scale, this masterfully built residence will feature bespoke craftsmanship, rich stone, curated designer finishes, advanced smart home technology, and world-class amenities tailored entirely to your vision. Expansive grounds offer tranquil space for a private resort-style setting with endless possibilities for outdoor living and recreation. Walk the property with us and the Coastal Luxury Homes team and begin designing your dream estate.

Clapboard Hill Rd Unit (New Build), Westport

$3,795,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24171986 MLS

Located in prestigious Greens Farms, this European-inspired Colonial offers a rare opportunity to enjoy immediate charm while planning for the future. Set behind private gates on expansive, picturesque grounds, the property is surrounded by multimillion-dollar estates-making it an exceptional canvas for new construction or a significant estate expansion. The existing home is beautifully renovated, offering flexibility with gracious living and dining rooms, a sun-filled sunroom, cozy family room, and a curated Chef's kitchen with Calacatta marble, bespoke cabinetry, and top-tier appliances. A serene Primary Suite and additional bedrooms upstairs, the home functions perfectly as-is-or as a future guest house or accessory residence with thoughtful modifications. The sweeping land provides ample room for a new main residence set further back on the property, while maintaining the current home for extended family, guests, staff, or as a pool house. Outdoor living is equally compelling, with an expansive covered stone terrace, fire pit, and open meadow-like grounds offering endless possibilities for a pool, tennis court, barn, or gardens. Whether you choose to embrace the home's timeless appeal or create a legacy estate tailored to your vision, this is a unique chance to live comfortably now while building for tomorrow-all in one of Westport's most coveted locations, just minutes to Westport's vibrant downtown with award winning restaurants, premium shopping, beaches, and train.

61 Clapboard Hill Rd, Westport

$4,799,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24167814 MLS

Just completed and ready for immediate occupancy, this beautifully crafted new construction home is set on a quiet cul-de-sac in the desirable Greens Farms area. Situated on a level one-acre property with a pool, the home is filled with abundant natural light and offers a thoughtful, well-balanced layout designed for both everyday living and entertaining. The stunning kitchen opens to a dramatic double-height family room, creating an inviting central gathering space. With five-plus bedrooms, including a first-floor primary suite featuring a spacious walk-in closet and a well-appointed bath, the home provides flexibility to suit a variety of living arrangements. Two laundry rooms add convenience, while high-end finishes and attention to detail are evident throughout. A fully finished lower level offers additional living space with a gym, recreation area, and more. Ideally located for commuting, with easy access to town, beaches, shopping, and transportation.

11 Wake Robin Rd, Westport

$15,000,000

7 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24160355 MLS

Hidden along a private lane in Westport's Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound. Surrounded by protected open space with no immediate neighbors, the property offers a rare sense of peace and privacy-reminiscent of the Lowcountry, the Hamptons, or Nantucket, a scale and atmosphere seldom found in Westport. Beautiful in every season, the setting also offers extraordinary birdlife and nature watching. Yet it remains moments to the Post Road, train, and town centers, and just one hour from Manhattan. A collection of residences and outbuildings is thoughtfully positioned across the land, including two circa 1940s three-bedroom guesthouses with sweeping water views, creating a true family compound where generations can come together while maintaining a sense of independence. Other structures offer flexibility for staff or future use. The grounds invite a lifestyle centered around the outdoors, with a tennis court, indoor pool, pool house, and formal gardens set within expansive lawns that stretch toward the water. Whether preserved, enhanced, or reimagined, this is a once-in-a-generation opportunity to shape a legacy estate-one that will be experienced and remembered for years to come.

4 Sherwood Island Ln, Westport

$6,995,826

6 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 24127459 MLS

This Beauty will be ready Summer 2026! Construction of this 8,417SF dream residence with pool and spa on 1 private acre in coveted Greens Farms, Westport, is in full swing. 24 Edgemarth Hill was designed and will be crafted and appointed with the finest materials - see rendering photos of what's to come. Flaunting sexy floor-to-ceiling walls of windows, stone and textured accents, vaulted ceilings, and romantic balconies, this is a spec build with all the custom features the most discerning buyer desires. Finished on 4 floors, be ready to be "WOWED": enviable public rooms; 2 indoor fireplaces and 1 outside on the covered porch; 6+ bedrooms (guest bedroom on the main level) including the most sumptuous Primary Bedroom with fireplace, balcony, wet bar/coffee bar, 2 walk-in closets, and gorgeous bath; 8 full and 2 half baths. LL includes a Media room w/ultra luxe wet bar, Gym w/sauna, wine room, 6th Bdrm. Above the 3 car garage, you'll find addt'l finished space w/full bath. This cul de sac neighborhood is just minutes to shops, restaurants, beach, Longshore, and train, but once you've arrived you'll never want to leave your own private paradise. The resort style grounds include: 20x40 pool & spa, sleek built-in grill w/custom stone surround, glorious entertaining patios, & professional landscaping. Meet the Builder/Developer of this stunner renowned for their exceptional quality and cutting-edge innovative new builds, Joe Feinleib of Coastal Luxury Homes.

24 Edgemarth Hill Rd, Westport

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