$1,914,454Average Value$556Average 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.
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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.
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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.
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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.
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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.
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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.
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Greenfield Hill Demographics and Home Trends
On average, homes in Greenfield Hill, Fairfield sell after 55 days on the market compared to the national average of 55 days. The median sale price for homes in Greenfield Hill, Fairfield over the last 12 months is $1,640,000, up 4% from the median home sale price over the previous 12 months.
Transport yourself back in time in this classic Greenfield Hill colonial! This renovated 1817 stunner offers over 5,000 square feet of living space - complete with private accessory apartment, a light & welcoming sunroom, bucolic barn and amazing gunite pool with waterfall! Mature plantings and trees abound on this spacious, rolling property. A dramatic, two-story front entry with sweeping
This beautifully crafted 4,600 sq. ft. Colonial, built by renowned builder Frank Dooley, combines exceptional craftsmanship with thoughtful design. Located on a welcoming cul-de-sac in lower Greenfield Hill, the home features spacious rooms with clear sightlines that create a comfortable flow. At the center of the home, a generous kitchen seamlessly connects to the dining area and one of two
This offering is for 4800 Congress St, a one of a kind estate consists of main residence on 10.92 acres, pool, barn pool house/gym, heated paddle court, and an office pavilion. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street,offering seclusion with proximity to NYC. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century
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
As you enter 80 Governors Lane down a private driveway, discover an 8.5-acre estate blending timeless elegance with serene privacy. This circa 1933 farmhouse, designed by architect Jack Franzen and beautifully restored, features wide plank black walnut floors, exposed beams, and a bread oven fireplace. Six spacious bedrooms include a luxurious Primary Suite with vaulted ceilings, carved mantle
Welcome to 3080 Sturges - Fully Renovated Home set on 2.44 private acres in Fairfield's Greenfield Hill enclave on the Westport border. Offering a Westport mailing address together with Fairfield's acclaimed schools and amenities, this 7,317-square-foot modern residence blends architectural scale with contemporary comfort and luxury. A dramatic two-story foyer introduces interiors defined by
Rich in character and designed for today's lifestyle, this distinctive Fairfield home is privately set on two picturesque acres, framed by classic New England stone walls, white fencing, mature trees, open lawns, a quintessential red barn, and a detached two-car garage. The setting offers exceptional privacy while beautifully balancing Fairfield's country landscape with the convenience of its
An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Com. for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill. With its driveway access on Brett Road, a
Privately sited in the heart of Greenfield Hill, this updated home blends European-inspired architecture with the modern comforts today's luxury buyers value most. Rich in character, it offers soaring ceilings with exposed wood beams and skylights, wide-plank hardwood floors, custom built-ins, antique mantels, and repurposed antique doors throughout. The dramatic family room flows to a private
Nestled at the end of a peaceful cul-de-sac, in the highly sought-after Greenfield Hill neighborhood, 220 Stonewall Lane offers a rare opportunity to own a beautifully situated home on 2.07 acres. The expansive outdoor setting provides an inviting space perfect for entertaining or relaxing while enjoying the tranquil surroundings. When entering the thoughtfully planned main level, you are drawn
The Ultimate East Coast Sanctuary, Where Privacy Meets Pinnacle Luxury. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street and engineered for the world's most discerning buyers who demand seclusion with proximity to NYC. This 38.91-acre compound is a one-of-a-kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of
Nestled on over two beautifully landscaped acres in the heart of Greenfield Hill, this exceptional historic residence offers timeless charm, privacy, and modern updates. The thoughtfully renovated eat-in kitchen features Carrara marble countertops and beautiful views of the picturesque grounds. The dramatic living room boasts soaring cathedral ceilings, imported English leaded-glass windows and a
You'll never want to leave 'Splendido Manor,' an iconic estate ideal for a sophisticated, active lifestyle. This sprawling 4-acre compound in the heart of Greenfield Hill has all the amenities of an idyllic retreat. It has something for everybody with five bedrooms, a separate one-bedroom guest cottage, a lighted Sports/Tennis Court, a 1900 SF Indoor/Outdoor Pool Pavilion, a Steam Room, a Gym,
Welcome to this newly renovated home located in the heart of Greenfield Hill. Every square inch of this property has been masterfully updated with a focus on modern luxury and flawless craftmanship. The main level welcomes you with bright, airy living spaces, and gleaming refinished hardwood floors. A brand new kitchen, appliances, cabinetry, and quartz countertops, with access to the new raised
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