$1,758,063Average Value$528Average Price per Sq Ft16Homes 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.
View GreatSchools Rating Methodology
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Crime and Safety
1 - Low Crime, 10 - High Crime
Greenfield Hill
US
Homicide
1
4
Sexual Assault
1
4
Assault with Weapon
1
4
Robbery
1
4
Burglary
2
4
Motor Vehicle Theft
1
4
Larceny
1
4
Crime Score
1
4
Source: WhatIsMyCrimeRisk.com
Greenfield Hill Demographics and Home Trends
On average, homes in Greenfield Hill, Fairfield sell after 62 days on the market compared to the national average of 57 days. The median sale price for homes in Greenfield Hill, Fairfield over the last 12 months is $1,575,000, down 2% from the median home sale price over the previous 12 months.
A gorgeous Farmhouse Colonial tucked away on 2+ picturesque acres & minutes to Fairfield & Westport town await. Natural beauty, brilliant architecture, craftmanship & updates combine to make this home a standout. Featuring 12 rooms flooded w/ light over 3 levels of living. Enjoy views of a serene fallow field, a gentle stream, wildlife & stunning seasonal changes from vibrant autumn colors to
Set on 3.23 acres in the Greenfield Hill area of Fairfield, this 5BR, 4BA home offers privacy, natural surroundings, & a layout designed for the way we live today. Rustic stone walls welcome you to a property overlooking a deep wooded backdrop, with a landscaped lawn defined by a classic stone retaining wall. The main level features a home office, full bath, & an open living and family room with
Recently reduced $100K, this very special property w/pool & tennis court on the Westport border, is minutes to shops, restaurants & train. Experience refined luxury in this picturesque setting, situated back from the road down a long, lighted driveway, winding past a serene pond. Nearly 4000 sq ft with 4 beds & 4.5 baths, this open floor plan home features city water, sewer, natural gas, oil heat
A once-in-a-generation Japanese-inspired 3 acre sanctuary on the coveted Westport side of Greenfield Hill, this extraordinary property offers a rare fusion of architecture, artistry, and landscape. Designed by the owner, a master gardener, the grounds unfold as a private retreat where the Sasco River winds through natural boulders, hand-laid stone walls, flowering specimen trees, terraced
Greenfield Hill proposed new construction on a 2.65-acre lot along a Town-designated Scenic Road, to be built by award-winning design-builder Bonnie Paige in collaboration with Vicente Burin Architects. The proposed residence is based on a design sold in Southport Village; interested buyers may tour similar homes and meet the team to tailor plans, finishes, and timeline. The property sits among
No need to journey to the South of France...this extraordinary estate brings European romance & luxury to coveted Fairfield, CT. Beyond grand gates lies a private world where beauty, security, & serenity exist in perfect harmony. Magazine-worthy grounds define the estate, featuring a gorgeous pool, spectacular CA Redwood Pool House w/ full kitchen, covered entertaining spaces, mature gardens,
Approvals in place for this 2+ acre shovel ready lot in prestigious Greenfield Hill. 193 feet of frontage plus city water available in the street. This is an excellent opportunity to build your dream home on a beautiful cleared and leveled lot. All necessary inland wetland, conservation and septic/health department permits have been established. Located minutes to the Patterson Club and less then
Tucked away on a quiet cul-de-sac in the heart of Greenfield Hill,this exceptional 7,100-sqft estate is set on two meticulously landscaped acres,offering a rare blend of timeless elegance & modern luxury.A sweeping two-tiered bluestone terrace frames the stunning 20'x40' heated gunite pool,creating a private outdoor sanctuary designed for both relaxation & grand-scale entertaining.Completely
27+ acres of serene land along the Aspetuck River spreading between Fairfield and Weston. (7 acres in Fairfield). A rare opportunity to build your dream home and have seclusion while bordering Westport with all modern day conveniences and shopping. Close to Aspetuck Valley Country Club and golf course, The Patterson Club, Camp Aspetuck and the Connecticut Audubon Society. *All parcels sold
Nestled in the heart of the most desirable neighborhood in Fairfield with elegant flow, and outstanding indoor-outdoor living. This beautifully renovated home features 4 bedrooms, 2.2 bathrooms and a thoughtfully designed layout with meticulous craftsmanship for modern living. Highlights include an open concept family room with a cozy fireplace, formal dining room, and a gourmet kitchen with
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
Curb appeal abounds in this picture-perfect Colonial, newly clad in white cedar and set in a coveted neighborhood of upscale homes and walkable, picturesque streets. Ideally located in the western portion of Greenfield Hill, just minutes from the village center, seasonal farmers market, shopping, dining, train, and major roads. Inside, hardwood floors, central air, and two wood-burning fireplaces
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
Elegant Renovated 4BR Townhome w/ Garage & Patio -- Rare Fairfield OpportunityBeautifully renovated 4-bedroom, 2.5-bath townhome located in a quiet residential neighborhood of Fairfield.Recent 2025 upgrades include a fully renovated kitchen and full bathroom, updated lower-level half bath, and a new central air conditioning system for efficient year-round comfort.The main
Summer, winter, short term or annual rental available. Enjoy this expanded & renovated modern farmhouse, newly painted and elegantly decorated with a sunny open floor plan. Newly white washed oak floors on each level makes the house very bright. A spacious and fully equipped kitchen offers top of the line appliances, a big center island, loads of cabinetry and eat-in kitchen option. Soaring
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
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