Greens Farms Real Estate

Welcome to Greens Farms, a picturesque neighborhood nestled in the heart of Westport, Connecticut. Known for its serene ambiance and scenic beauty, Greens Farms is a hidden gem that perfectly blends suburban charm with coastal allure.

This vibrant community is characterized by its tree-lined streets, historic homes, and a welcoming atmosphere that makes it an ideal place for families and individuals alike. Residents enjoy the convenience of being just a stone's throw away from the stunning beaches of Long Island Sound, perfect for sunbathing, picnicking, and water sports. The nearby Greens Farms Beach offers a tranquil escape, where you can unwind while soaking in breathtaking views.

Greens Farms is also rich in cultural offerings. The neighborhood is home to the renowned Greens Farms Academy, a prestigious private school that emphasizes academic excellence and character development. The community is further enhanced by its proximity to Westport's vibrant downtown area, filled with boutique shops, gourmet restaurants, and art galleries that showcase local talent.

For outdoor enthusiasts, the area boasts numerous parks and recreational facilities, including the expansive Winslow Park, where you can enjoy walking trails, playgrounds, and sports fields. The neighborhood’s strong sense of community is evident through its active participation in local events and gatherings, making it easy to forge lasting friendships.

With its unique blend of natural beauty, educational opportunities, and a tight-knit community, Greens Farms is not just a place to live; it's a place to thrive. Discover the charm of this enchanting neighborhood and experience the best that Westport has to offer!

Newest Listings in Greens Farms

$4,599,000

6 Beds ⋅ 6 Baths ⋅ 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

$1,349,000

2 Beds ⋅ 2 Baths ⋅ 24179902 MLS ⋅ Lansdowne BLDG.

Enjoy a Country Club life-style in this fully renovated 1825 square foot end-unit townhouse offering 2-bedrooms, 2 baths both on the main level. The ante room welcomes you into the light-filled expansive living room w/gleaming floors, vaulted ceiling & wood-burning fireplace. A separate large dining room, plus den/sun room provides ample space for entertaining. The den/sun room flows seamlessly off the living room & sliders invite you onto the private back patio. For ease of entertaining & located between the living & separate large dining room, utilize your built-in bar complete with wine cooler.

316 Lansdowne Unit 316, Westport

$9,200,000

6 Beds ⋅ 9 Baths ⋅ 24190177 MLS

A bold expression of sculptural architecture and modern organic design, this exceptional Green's Farms estate is set on 1.19 artfully layered acres with stacked stone walls, gardens, and a striking stone and white stucco facade. Walls of glass flood the interiors with natural light, seamlessly connecting the home to the private grounds and heated pool. Every space is composed with architectural precision, balancing dramatic scale with warmth and livability. The main level features a statement dining room anchored by a dramatic fireplace, sophisticated den showcasing architectural millwork and custom built-ins, private office, and an expansive living room which extends to a covered outdoor terrace with fireplace, creating a exquisite setting for effortless entertaining and relaxed outdoor living. The kitchen is defined by architectural wood cabinetry, striking natural stone, a curated suite of professional-grade appliances, and a fully appointed scullery. Upstairs, five ensuite bedrooms include a serene primary suite with fireplace, private terrace, dual walk-in closets, and a spa-inspired bath finished in natural stone and refined wood detailing. The finished lower level offers a gym, recreation/game room, media lounge, sixth bedroom, and full bath. Moments from beaches, train, shopping, and dining, this extraordinary residence offers exceptional craftsmanship and an effortless indoor-outdoor lifestyle in Westport's most coveted neighborhood.

38 Prospect Rd, Westport

$5,999,999

7 Beds ⋅ 8 Baths ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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

$7,350,000

6 Beds ⋅ 7 Baths ⋅ 24152219 MLS

Set behind gates on over four exquisitely landscaped acres in Westport's coveted Beachside enclave, 69 Beachside Avenue is a private coastal estate offering a rare blend of scale, privacy, and resort-style living just moments from the shoreline. A long, gracious approach leads to a timeless residence defined by exceptional craftsmanship and sun-filled interiors. Expansive living spaces feature soaring ceilings, seamless flow, and walls of glass that frame the estate's serene, park-like setting-ideal for both grand entertaining and everyday living. At the center of the home, a chef's kitchen opens to elegant formal and informal spaces, creating an effortless environment for hosting. Each room is thoughtfully appointed with high-end finishes, bespoke details, and a refined sense of understated luxury, now fully realized with a newly completed primary bath designed as a private, spa-like retreat. Outdoors, the property transforms into a true resort experience, with a stunning pool and spa, spacious terraces, and a full Har-Tru tennis court set amid rolling lawns and mature plantings, offering exceptional privacy and tranquility. Perfectly positioned near Westport's beaches, Longshore Club, and vibrant downtown, this property also offers the rare advantage of direct access to Greens Farms Academy, a feature shared by only a select few homes. This property is where luxury, land, and lifestyle come together in one of Westport's most prestigious addresses.

69 Beachside Ave, Westport

$15,000,000

7 Beds ⋅ 7 Baths ⋅ 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

$22,825,000

8 Beds ⋅ 10 Baths ⋅ 24159193 MLS

Direct Waterfront | Greens Farms An extraordinary new waterfront estate by award-winning Coastal Luxury Homes is coming to one of the most coveted stretches of the Connecticut shoreline. Set in the heart of Greens Farms, this spectacular 12,948 square foot modern residence will span four levels and capture sweeping, unobstructed views across Sherwood Island, Burying Hill Beach, and Long Island Sound through dramatic walls of glass designed to flood the interiors with natural light. The home will feature 8 bedrooms, 8 full baths, and 2 half baths, with expansive living and entertaining spaces that seamlessly connect indoors and out. The architecture embraces a clean contemporary design that maximizes the stunning waterfront setting while creating an atmosphere of warmth, elegance, and effortless coastal living. Resort-inspired amenities include two pools, a cold plunge, spa, infrared sauna, and a fully equipped fitness center, offering a private retreat for wellness and relaxation. For the automotive enthusiast or collector, the property also includes garage space for up to 10 cars, a rare feature for a waterfront estate. Ideally located walking distance to the Greens Farms train station and Greens Farms Academy, and just minutes to the town centers of Westport, Fairfield, and Southport. Just 55 miles to Manhattan. Completion anticipated mid-2027, with the opportunity to collaborate with the builder to customize finishes and create a home that reflects your personal lifestyle

11 Beachside Cmn, Westport

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