$1,756,991Average Value$511Average Price per Sq Ft21Homes For Sale
Nature-filled suburb with a historic village center
Situated in the Fairfield County suburbs is Greenfield Hill, a residential neighborhood with a small historic village center. The area is part of the original center of the town of Fairfield, with its 18th-century congregational church and saltbox structures, and acres of natural land and secluded single-family homes give it a countryside feel. Locals can shop at boutique stores and local food markets scattered throughout the area, and easily access nearby highways and urban centers. Students here are served by Fairfield Public Schools, which receives an overall A rating from Niche. Greenfield Hill has an overall CAP Index crime score of 1 out of 10, significantly lower than the national average of 4.
The Corner Market & Sandwich Shop in Greenfield Hill serves up delectable treats.
Coreen's Bridge Flower Shop in Greenfield Hill provides gift options and custom arrangements.
1/2
Colonial styles on scenic countryside roads
In the area surrounding Greenfield Hill’s historic village, residents can find roads lined with towering dogwood trees and midcentury single-family homes. “It’s mostly colonial homes on large parcels of land – most houses are on two acre or more lots," says Andrea Viscuso, a local Realtor and team leader of the Forte Team at Compass. “There are a lot of trees, really nice landscaping, and the country roads make for beautiful drives.” Other common home styles include split-level residences and newer 21st-century builds with traditional-style architecture. Most properties also include paved driveways and have garages. Single-family properties in Greenfield Hill typically range from $1 million to about $4 million, although there are a handful of outliers for less than $1 million.
Samp Mortar Reservoir is a large body of water bordering Greenfield Hill.
There are waterfront homes on the picturesque Samp Mortar Reservoir in Greenfield Hill.
1/2
High marks for Fairfield Public Schools
According to Viscuso, young learners in Greenfield Hill attend one of two primary schools: Dwight Elementary or Burr Elementary School, both rated A by Niche. Older students might head to A-rated Fairfield Woods Middle School and the A-plus-rated Fairfield Warde High School. With a 98% graduation rate and a variety of college prep resources, Fairfield Warde is ranked No. 11 on Niche’s 2025 “Best Public High Schools in Connecticut” list. Students can also attend a handful of nearby private schools, including Fairfield Country Day School (FCDS), located in the Greenfield Hill historic village area and rated A-plus. Founded in 1936, FCDS is an all-boys institution for kindergarten through ninth-grade students. The Fairfield Public Library offers a variety of weekly afterschool programming for all students in kindergarten through eighth grade; programs for elementary school children are popular and usually fill up.
Nestled in the heart of Greenfield Hill, Timothy Dwight is a Blue Ribbon School in Fairfield.
Fairfield Warde High School in Fairfield serves students in grades 9th through 12th.
1/2
Wildlife conservation at Connecticut Audubon Society
More than 1,000 acres of natural open space are owned by the town of Fairfield; in Greenfield Hill, residents can head to Mountain Laurel Open Space and the Brett Woods Conservation Area for scenic hiking trails. The nearby Samp Mortar Reservoir is dotted with several private beaches for people living nearby, and Greenfield Hill also encompasses the Connecticut Audubon Society, a nonprofit organization with a wildlife sanctuary and conservation area spanning more than 150 acres. “The Connecticut Audubon Society hosts summer camps and other year-round programs,” Viscuso says. She adds that residents also often go to the Patterson Club, a private country club where members can access an 18-hole golf course, a 25-meter swimming pool and a racquet sports complex. Towards the northern end of the neighborhood is the H. Smith Richardson Golf Course, which also has an 18-hole layout and offers discounted rates for Fairfield residents.
Greenfield Hill has charming touches around every corner.
Take a hike in Mountain Laurel Open Space in Greenfield Hill.
1/2
Local shopping and dining at Greenfield Hill Commons
Greenfield Hill Commons is a small shopping center where merchants do business out of a one-story brick building. “Greenfield Hill Commons has some stores; there’s a chocolate shop, home décor store, a yoga studio… it’s kind of like a mini downtown,” Viscuso says. “And there’s a coffee shop with a deli that also sells vegetables and fresh produce, so it’s more like a little market.” Also in Greenfield Hill Commons is BONDA Restaurant, an upscale dining spot that serves popular pasta and chicken dishes. For fresh local food, residents can head to Little River Farm, a small neighborhood farm with a seasonal market stand that sells produce, eggs and firewood. More extensive grocery shopping can be done at the nearby Trader Joe’s or ShopRite of Fairfield, both in retail centers along the Black Rock Turnpike.
Trader Joe's is Greenfield Hill's go-to for high quality bargain shopping.
Country Cow Deli is Greenfield Hill's closest lunch option.
1/2
Arts and crafts at the annual Dogwood Festival
Viscuso says that a number of community events happen year-round in Greenfield Hill, including the Dogwood Festival and a farmers’ market. During Mother’s Day weekend, the annual Dogwood Festival features regional vendors that host arts and crafts activities and sell artisan goods. Festival attendees can also enjoy food trucks, live music and guided walking tours about the area’s history. Every Saturday from May through October, the Greenfield Farmers Market takes place at the Greenfield Hill Commons.
Convenient access to the Merritt Parkway
Greenfield Hill is suburban, so its access to public transit is limited. Most people use their personal cars to drive around. “People can use the back roads here to go really anywhere, but we also have easy access to Merritt Parkway and Interstate 95,” Viscuso says. The Merritt Parkway, or Route 15, runs diagonally through the center of Greenfield Hill. To access Interstate 95, residents can drive approximately 3.5 miles into the city of Fairfield. Commuters can take the Metro-North train into New York City from the Fairfield station, 3 miles away. The Westchester County Airport is a 30-mile drive away and offers connecting flights to several domestic airport hubs in major cities like Chicago, Miami and Washington, D.C.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Are you familiar with the Greenfield Hill neighborhood?
to let others know what life in this neighborhood is like.
Greenfield Hill Demographics and Home Trends
On average, homes in Greenfield Hill, Fairfield sell after 59 days on the market compared to the national average of 53 days. The median sale price for homes in Greenfield Hill, Fairfield over the last 12 months is $1,600,000, up 7% from the median home sale price over the previous 12 months.
Modern elegance meets estate living at 88 Merry Meet Circle, set on 3+ manicured acres in Fairfield's premier gated community, The Ridge. Perfectly positioned where Fairfield meets Westport, this gracious colonial manor offers 5+ bedrooms, 6 full and 2 half baths, and 4 beautifully finished levels-just minutes from vibrant downtowns, beaches, dining, and trains. A grand two-story foyer with a
Lions Gate: No need to move to the south of France as this extraordinary residence is right here in coveted Fairfield. Enter through grand gates into a world of privacy where character, convenience, security & serenity magically meet. Magazine-worthy grounds are the soul of the estate-lush, expansive, & exquisitely curated. With a shimmering pool, spectacular California Redwood Pool House with
Majestically sited on 2 private acres of professionally landscaped grounds, this exceptional SMART modern farmhouse surpasses new construction standards with uncompromising attention to detail. This 5,500+ SF estate exemplifies architectural integrity with handcrafted millwork and bespoke finishes throughout. Superior craftsmanship shines in every detail-from rich white oak hardwood floors to
A little slice of Vermont in Fairfield! This expanded antique is truly exceptional,offering a private country feel just minutes from all the amenities of Fairfield.Pull into the circular drive with stone wall and you are transported!The family room is a true retreat; you will be captivated by the gleaming wide plank floors,large fireplace with wood stove, beams and slider with gorgeous backyard
Through a pillared entrance sited privately from the road discover a tremendous opportunity to own a one of a kind Fairfield home with style, light & space for everyone inside & out. Reminiscent of a mid-century modern deck house, enhanced by vaulted ceilings in every main level room & newly refinished hardwood floors, you will be captivated by the open plan with abundant light throughout. Living
Beautifully updated FURNISHED colonial in Greenfield Hill. Designers own home. A gorgeous entry foyer greets you & opens to a large living room with cathedral ceilings, fireplace & large picture window.Continue into an absolutely fabulous, sun-filled eat-in kitchen w/ full dining area, large island for entertaining, a cozy window seat and sliders which lead to a spacious deck, gorgeous & very
Gorgeous, light-filled 4BR/4.5BA colonial on 2+ acres in the sought after Greenfield Hill section of Fairfield. This stunning home features an open kitchen/breakfast room combination, perfect for daily living and entertaining. Enjoy cozy evenings by one of two fireplaces during those cold winter nights. The beautiful inground pool with patio and covered porch is surrounded by gorgeous
Discover the ease of one-level living at 2180 Cross Highway, perfectly situated in a convenient Fairfield location on the Westport border, with a full home Generac Generator and sprinkler system. Surrounded by mature plantings that provide natural beauty and privacy, the property offers a welcoming setting, a rare chance to make a well-located Fairfield property your home.
Sound Score® measures the noise level of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.