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.

A town located along the Gold Coast of Connecticut
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 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

1073 Stillson Road, Fairfield (University), CT

Looking for convenience and a wonderful place to live in Fairfield? 1073 Stillson Rd checks the boxes. This University Ranch-style home offers 3 Bedrooms and a possible 4th in lower level. Half Bath is accessed off Kitchen, Full Hallway Bath services the Main Level 3 Bedrooms plus an additional full Bath in Lower Level. Walkup Attic boasts nearly 1,000 square feet. Large Living Room has charming Gas Fireplace with shelving and opens nicely to Dining Area. Good sized Kitchen has quaint Bay Window offering peaceful view of the private backyard. PROPERTY IS .52 acres. Home Office/Family Room is a step down from Kitchen. Lower Level has Laundry Area, Full Bath, separate room which could be Play Room/Bedroom/Gym/Home Office and access available to good-sized 2 Car Garage. New Roof and Gutters 2021, new Security System, Hot Water System 5 years old, Driveway sealed in '22 and New Garage Doors '21. Minutes to Black Rock Tpk shopping, Merritt Parkway, I-95, Downtown Dining, Beaches & Train.

18 Norwood Avenue, Milford (Morningside), CT

Let the peaceful rhythm of Morningside Beach envelope your every sense; rediscover that innocent and timeless feel that only living in proximity to the Sound can provide. And what's better than new construction at the beach! Completed in 2022 this 2,560 square foot Colonial has it all including: spectacular views of the Long Island Sound, 3/4 Bedrooms, 3 full and 1 half Bath, 2 car Garage, 3 Decks, Chef's Kitchen, and potential In-Law on Lower Level with Bath. Present owners did major updates throughout & post construction such as adding Coffee/Wine Bar, 2 Navien high-efficiency tankless Water Heaters, Quartz Countertops, Air & Water Filtration Systems, 52 Bottle Wine Cooler, California Closets & many interior & exterior 'smart' control features. Lower Level offers direct view of water and may be used as a Bonus Room/Home Office/Bedroom and includes a Bath. Chef's Kitchen promises smooth entertaining at its finest--Quartz Counter Tops, neutral Subway Tile backsplash, over-sized Island and show stopping Sound Views. Primary Suite is also a dream with all the bells & whistles including spectacular Sound Views too. Private Beach Community includes tennis, playground, kayaking & paddleboarding. Minutes to downtown dining, shopping, train, I-95 & Merritt Pkwy. Subject to Homeowners finding suitable housing. Addendum is available that lists improvements to home. 18 Norwood is within a special taxing district under the state of CT and is taxed annually every June approximately $400 to fund budget for maintenance of neighborhood common areas. It is NOT in a private Homeowner's Association.
Live Chat

Let Us Help You Find The Perfect Escape