Fairfield, CT —
Greenfield Hill, New England at its finest

Understated tranquility comingles with well-maintained homes and two-acre properties. Scenic country roads flanked by stone walls and lush, mature landscapes create the legendary community that is Greenfield Hill. Bound by Easton to the North, Southern Burr Street and Northern Black Rock Turnpike to the East and Southport and Westport to the South and West respectively, this affluent and historic neighborhood in Fairfield is New England at its finest.

Antique as well as renovated homes can be found throughout Greenfield Hill. Open space is everywhere, but most especially with Brett Woods. This haven boasts 185 acres of woods, trails for hiking and horseback riding, and the perfect opportunity to enjoy nature. The Connecticut Audubon Society is located on Burr Street and is home to a bird sanctuary, gift shop, trails and wildly informative exhibits, as well as camps for children.

Location

A town located along the Gold Coast of Connecticut

Distance

A 1 hour and 15 minute ride by car or by train

Getting Here

Hop on the Metro North New Haven line from Grand Central and get to any of Fairfield’s three train stations in just over an hour.

"This haven boasts 185 acres of woods, trails for hiking and horseback riding"

Visit one of Greenfield Hill’s hidden treasures at 75 Hillside Road, where my friend, Coreen Pace, has opened her own floral shop. Coreen’s Bridge Floral Shop is an adorable sunny spot among friendly shop owners in Greenfield Hill Center, which includes a nail salon, antique shop, bank, deli & small-family owned grocery market. The Greenfield Hill community has nothing but kind words to say about Coreen and her business; her faithful client base extends to Southport and Westport as well. Her infectious enthusiasm coupled with her local philanthropy is as genuine as her deeply beautiful floral arrangements.

Greenfield Hill is probably best known for its annual Dogwood (Tree) Festival held in the ‘heart of the hill’ each May. The beautiful floral trees bloom and the community comes alive with vendors, farmers markets, children’s face painting & games.

"Greenfield Hill Center, which includes a nail salon, antique shop, bank, deli & small-family owned grocery market."

The Greenfield Hill Green encompasses landmark Greenfield Hill Congregational Church, numerous Dogwoods, and historic and grand homes. Timothy Dwight IV, best known as a president of Yale University was pastor of Greenfield Hill Congregational Church for many years. Other celebrated residents include the writers Robert Penn Warren and John Hershey, composer Richard Rodgers, as well as, conductor Leonard Bernstein. The pleasure can be all yours as you embrace Greenfield Hill’s peacefulness yet are minutes to town, train and beaches!

Featured Listings

16 Nature Lane, Shelton, CT

$1,239,990

Delightful 2 year young pristine and picturesque Colonial situated on grassy knoll overlooking historic Housatonic River awaits a new lucky buyer. The Great River Golf Club located across the River commands a view, as well. Watch the Yale Rowing Team scull by and newly married couples celebrate their special day from afar. Boasting 1.38 acres and nestled on cul-de-sac, 16 Nature Lane is all that! Excellent Floor Plan allows for easy living & entertaining. This 2021 center hall Colonial has Living Room to left upon entrance and Dining Room with tray ceiling on right. Enjoy sweeping views of the River outside Family Room & Chef's Kitchen windows. Kitchen features: Quartz counters w/modern backsplash, Ruvati Sink (comes w/different size cutting boards) oversized Quartz Island (8ft X 5ft) offering Wine/Beverage Fridge & Microwave, paneled Sub Zero Fridge, paneled Thermador DW, Thermador Gas Range/Oven & Pantry. Sweet Half Bath & Mudroom w/Back Staircase round out this level. Enjoy Upper Level Primary Suite w/breathtaking River view, WIC, Radiant Heated Bathroom Floor & Towel Rack.Guest Bdrm has view of the River as does the next Bdrm; both share HW Bath. Large Laundry Room allows access to Walk Up Attic (1300 sq ft) 4th Bdrm/Home Office has Built in Bookcases & features Full Bath which also adjoins Great Room leading to Back Staircase. With $9,751 in Taxes, Backyard Patio, 1.38 ac, Year round River Views, 87 min Drive to NYC & nearly New Construction it's a GO!