Greenfield Hill Homes under $1.25 million

Welcome to Greenfield Hill, an enchanting neighborhood nestled in the heart of Fairfield, Connecticut. Known for its picturesque landscapes and charming ambiance, Greenfield Hill offers a unique blend of suburban tranquility and vibrant community spirit. This idyllic area is characterized by its lush greenery, scenic parks, and beautiful historic homes, making it a perfect haven for families, professionals, and retirees alike.

One of the standout features of Greenfield Hill is its commitment to preserving the beauty of nature. Residents enjoy easy access to a variety of outdoor recreational spaces, including the stunning Greenfield Hill Park, where you can take leisurely strolls, enjoy picnics, or simply bask in the tranquility of the surroundings. The neighborhood is also known for its strong sense of community, with friendly neighbors and local events that foster connections and create lasting memories.

For those looking to invest in this charming area, there are a variety of homes available for under $1.25 million. These properties offer a fantastic opportunity to experience the Greenfield Hill lifestyle without breaking the bank. From spacious single-family homes with modern amenities to cozy cottages exuding character and charm, there is something for everyone. Many of these homes feature beautiful gardens, inviting outdoor spaces, and easy access to local shops, schools, and dining options.

Discover the allure of Greenfield Hill, where a welcoming community and stunning homes await you. Explore your future in this remarkable neighborhood, and experience the perfect blend of comfort and convenience that makes Fairfield, CT, a true gem.

Newest Greenfield Hill Homes under $1.25 million

$1,086,500

4 Beds ⋅ 4 Baths ⋅ 24206575 MLS

Totally refreshed with many new improvements including a stunning kitchen island, this mid-century modern classic home is tucked away at the end of a wide, welcoming cul-de-sac in the heart of Greenfield Hill. Spanning 5,000 sq ft with 4/5 bedrooms and 4 updated full baths, this beauty is set on 2 sprawling, private acres. A prime feature is the breathtaking great room w/soaring 12ft+ ceilings and a dramatic wall of glass. The formal dining room has 9ft ceilings and a bank of floor-to-ceiling windows. The island kitchen with large walk-in pantry has been expanded and is outfitted with newer 2024 top-tier appliances. The adjacent sun room is perfect as a casual eating area and is drenched with sunlight through the two walls of windows. Another main floor feature is a flex room, boasting its own full bath and walk-in closet, ideally suited as either an in-law suite or family room. Retreat to the main floor primary bedroom suite with an updated full bath & an oversized walk-in closet. 3 additional good sized secondary bedrooms round out this spacious and well designed home. Outside, the expansive deck allows you to take in the lush, private grounds. Car enthusiasts will appreciate the two double-bay attached garages, all accessed via a graceful circular driveway. This tranquil location provides easy access to local boutique shopping, vibrant dining scenes, coastal beaches, and convenient transportation links. Opportunity awaits at 480 Riders Lane!

480 Riders Ln, Fairfield

$1,200,000

4 Beds ⋅ 3 Baths ⋅ 24202615 MLS

GREENFIELD HILL COLONIAL - Set in a beautiful Greenfield Hill location, this classic Colonial offers an exceptional blend of privacy, space, and convenience. Nestled on a picturesque 2.09-acre property framed by mature trees, stone walls and sweeping lawns, this 2,588-square-foot home features four bedrooms, two-and-one-half baths, and a very well designed floor plan. A welcoming foyer opens to a sun-filled, front-to-back living room with fireplace and an elegant formal dining room. The inviting family room, also featuring a fireplace, connects to the attached two-car garage and flows seamlessly to a wonderful screened porch-an idyllic spot for morning coffee, al fresco dinners, or quiet relaxation. At the heart of the home, the spacious chef's kitchen provides ample room for gathering with family and friends. The expansive property provides exceptional privacy and a lovely backdrop for enjoying the best of Greenfield Hill. While the setting feels enchantingly secluded, the location is just minutes from Fairfield Center, the Arts & Cultural District, outstanding restaurants, boutique shopping, beautiful beaches, and Metro-North service to New York City. First Floor: Covered Breezeway. Foyer with slate flooring, guest closet, and Powder Room - provides access to all principal rooms. Front to back Living Room with hardwood flooring, and wood-burning fireplace. Elegant Formal Dining Room with hardwood flooring, and Bay Window. PLEASE OPEN ADDENDUM FOR FURTHER DESRIPTION.

2730 Burr St, Fairfield

$925,000

2 Beds ⋅ 2 Baths ⋅ 24176507 MLS

This rare private inholding offers a hilltop property defined by raw beauty and seclusion. The 1930s rustic hunting cabin sits on 1.6 wooded acres at the end of a private drive, surrounded by the 186-acre Brett Woods Conservation Area. The property provides a perfect balance of mature trees, rolling hills, and 18th-century stone walls-all located just eight minutes from Main Street Westport. With trails leading directly from the back door to a secluded pond and hiking paths, it serves as an ideal weekend retreat and a convenient alternative to the Vermont or Connecticut River Valley. Located only 70 minutes from Grand Central via the Westport train station, this home offers easy access to both the Connecticut coastline and deep woods.

11 Judges Hollow Rd, Fairfield

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