Greenfield Hill Homes with Jennings Elementary school

Greenfield Hill Homes with Jennings Elementary school

Welcome to Greenfield Hill, a picturesque neighborhood nestled in the heart of Fairfield, Connecticut. Known for its lush landscapes and charming suburban vibe, Greenfield Hill is a hidden gem that perfectly balances tranquility and accessibility. This inviting community is characterized by its tree-lined streets, spacious lots, and an array of stunning homes that reflect various architectural styles, from classic colonial to contemporary designs.

One of the standout features of Greenfield Hill is its strong sense of community, where neighbors become friends and families thrive. The area is home to Jennings Elementary School, a highly-regarded institution that emphasizes academic excellence and fosters a nurturing environment for young learners. Families with children will appreciate the convenience of living within close proximity to this esteemed school, making the morning drop-off a breeze and ensuring that quality education is just a stone's throw away.

Beyond the school, Greenfield Hill offers a wealth of recreational opportunities. Residents can enjoy nearby parks, scenic walking trails, and community events that bring everyone together. The neighborhood's serene atmosphere is complemented by its easy access to local shops, dining, and cultural attractions in Fairfield, ensuring that everything you need is within reach.

Whether you’re looking for a peaceful retreat or a vibrant community to call home, Greenfield Hill is a perfect choice. Experience the charm of this delightful neighborhood and discover the ideal setting for your family's next chapter. Come explore Greenfield Hill—where community, comfort, and convenience converge!

Newest Greenfield Hill Homes with Jennings Elementary 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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