Greenfield Hill Homes with Fairfield Woods Middle school

Greenfield Hill Homes with Fairfield Woods Middle school

Welcome to Greenfield Hill, a picturesque neighborhood nestled in the heart of Fairfield, Connecticut. Known for its serene landscapes and charming ambiance, Greenfield Hill is a hidden gem that perfectly blends suburban tranquility with convenient access to urban amenities. This vibrant community is characterized by its lush greenery, rolling hills, and beautiful historic homes, making it an ideal place for families, professionals, and retirees alike.

One of the standout features of Greenfield Hill is its proximity to Fairfield Woods Middle School, which is highly regarded for its strong academic programs and dedicated faculty. Families with school-aged children will appreciate the ease of getting to and from school, fostering a strong sense of community among neighbors. The school’s commitment to nurturing young minds ensures that children receive an excellent education while enjoying the benefits of a supportive environment.

In addition to its educational offerings, Greenfield Hill boasts a variety of recreational opportunities. Residents can explore nearby parks, hiking trails, and sports facilities, perfect for outdoor enthusiasts and families looking to stay active. The neighborhood is also conveniently located near shopping, dining, and entertainment options, providing residents with everything they need just a stone's throw away.

As you stroll through the charming streets of Greenfield Hill, you’ll find a welcoming atmosphere that encourages neighborly connections and community spirit. This idyllic neighborhood is not just a place to live; it’s a place to thrive. Come discover the charm of Greenfield Hill and find your dream home in this enchanting Fairfield community!

Newest Greenfield Hill Homes with Fairfield Woods Middle school

$1,100,000
4 Beds 3 Baths ACTIVE Status 24188915 MLS
Set on a level, professionally landscaped acre in lower Greenfield Hill, this four bedroom Colonial carries the kind of care that shows with a freshly painted exterior (2024), Marvin Infinity windows, and a new roof and gutters (2025). The heavy lifting is done. What remains is the pleasure of moving in and loving life on Galloping Hill Road. The interior layout flows well, creating spaces for both intimate gatherings and larger family functions. The living room is bathed in light, anchored by an expansive wall of windows, and when the evenings turn cool, the family room awaits with a wood-burning fireplace. Look out on the flat private yard and garden area from the screened-in porch. The second level extends form and function with the primary suite offering a steam shower and quietly practical laundry chute. Three more beds with a shared bath complete the second level. Central air, irrigation, and thoughtful updates throughout create a home with classic character that still feels effortlessly current. A commuter's dream and a recreational paradise, this home is situated just 2.5 miles from Metro-North and 55 miles to Midtown Manhattan. Enjoy the ultimate coastal lifestyle with resident access to 5 local town beaches and Post Road shops and restaurants just 2.5 miles away. For nature lovers, Lake Mohegan's hiking trails and fresh water beach are also a quick 2.5 miles. Live here and love life.

1061 Galloping Hill Rd, Fairfield

$1,298,000
4 Beds 3 Baths ACTIVE UNDER CONTRACT Status 24187463 MLS
**Sellers are requesting dealine for Best offers Monday July 20th 5pm***Tucked away at the end of a tranquil cul-de-sac in one of Greenfield Hill's most convenient and desirable neighborhoods, this turn-key New England Colonial offers the perfect blend of timeless style, classic design and an exceptional lifestyle at any stage of life. Designed for everyday living and entertaining. Features include an inviting foyer with custom molding, powder room, refinished hardwood floors, Marvin windows, sun-filled formal living and dining rooms. The beautiful granite eat-in kitchen has custom cabinetry, newer appliances, an oversized walk-in pantry and 1st floor laundry. A welcoming family room showcases new custom built-ins and wood burning fireplace with seamless access for indoor-outdoor flow. Upstairs, a spacious primary suite offers a walk-in closet and updated private bath while three additional generously sized bedrooms with ample closet space share the hall bath. Finished lower level expands the living space with a rec room, office area and plenty of storage. Professionally landscaped, flat, one acre fenced rear property with raised garden beds, shed, expanded trex deck with pergola and retractable awning creates an oasis for outdoor living and entertaining. The 'circle' is where bike rides and Easter egg hunts begin and neighbors gather creating a real sense of community. Minutes to town, beach, award winning schools and commuter options.

107 Buckboard Ln, Fairfield

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