Greenfield Hill Homes for Sale

The charm and character of Greenfield Hill is unmistakeable.  From the historic center to the beautiful shade trees that line the winding roads, there is a tranquility and charm here that is truly special. There are miles of stone walls and thousands of Dogwood trees, incredible green spaces and bridle paths for horseback riding. With approximately 2200 homes, Greenfield Hill offers its residents spacious lots, often 2 acre zoning, which means beautiful landscaping, nature views and plenty of privacy. There are many stately homes in this neighborhood. Greenfield Hill is home to The Ridge, the only gated community in Fairfield. When you live here you are just 5 or 6 miles from the center of town in Fairfield.

Included below are homes for sale in the Greenfield Hill neighborhood of Fairfield, CT. If you would like more information on any of these Greenfield Hill real estate listings, just click the "Request More Information" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.

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Greenfield Hill June 19, 2019
122
Listed
92
Avg. DOM
$260.12
Avg. $ / Sq.Ft.
$1,004,500
Med. List Price
122 Properties
Page 1 of 11
$1,149,000
Subdivision: Greenfield Hill
4
Beds
3F11/2
Baths
4,450
Sq.Ft.
1764
Year Built
2
Days on Site
170099980
MLS
A total renovation in 2016 created the perfect blend of authentic New England charm of hand hewn beams and rumford fireplaces integrated with a chef's grade kitchen, open and airy floorplan and...
Open 6/20
1495 Westport Turnpike Fairfield, CT 06824
$880,000
Subdivision: Greenfield Hill
4
Beds
3F11/2
Baths
3,227
Sq.Ft.
2012
Year Built
2
Days on Site
170207767
MLS
Welcome to The Grumman Estate! This spectacular colonial was completely rebuilt in 2012 around a gorgeous historic home, thoughtfully expanded and updated to offer all the finest modern amenities!...
$1,499,000
Subdivision: Greenfield Hill
5
Beds
5F11/2
Baths
6,244
Sq.Ft.
1960
Year Built
3
Days on Site
170207212
MLS
The magnificent approach, through lighted stone pillars and stonewalls finished with handsome fencing, sets the stage for this extraordinary near-town two-acre private estate. Sweeping vistas of the...
Open 6/20
175 Twin Lanes Road Fairfield, CT 06612
$825,000
Subdivision: Greenfield Hill
4
Beds
3F21/2
Baths
3,958
Sq.Ft.
1978
Year Built
2
Days on Site
170207619
MLS
Tranquil retreat perfect for entertaining or enjoying a relaxing lifestyle! Ideally situated on a quiet cul-de-sac on the Fairfield/Easton Border. This home offers the best of 2 towns, Fairfield...
$995,000
Subdivision: Greenfield Hill
4
Beds
3F11/2
Baths
4,025
Sq.Ft.
1951
Year Built
6
Days on Site
170206458
MLS
Incredible opportunity! Beautiful home with charming curb appeal and wonderful living space. This four bedroom, three and half bath home is a must see! Gracious entry with marble and Travertine...
$899,000
Subdivision: Greenfield Hill
4
Beds
4
Baths
2,637
Sq.Ft.
1993
Year Built
7
Days on Site
170203943
MLS
Image a private country retreat set down a winding drive with a newer (built in 1993) unique colonial farmhouse Main
Residence & separate like-new Party Barn overlooking beautiful serene...
$2,995,000
Subdivision: Greenfield Hill
6
Beds
7F21/2
Baths
12,540
Sq.Ft.
1941
Year Built
7
Days on Site
170204350
MLS
A gracious tree-lined drive leads to this stunning 2004 transformation of a classic 40's colonial on 4.32 level, sun-washed acres with pool, pool house & gardens. Character is evident throughout the...
$495,000
Subdivision: Greenfield Hill
3
Beds
2F11/2
Baths
1,820
Sq.Ft.
1936
Year Built
9
Days on Site
170198762
MLS
This is a lovely country setting, very private & serene! The level property lends itself to many uses, has gardens which the owners have developed over their long ownership.The house has large rooms,...
$1,249,000
Subdivision: Greenfield Hill
5
Beds
5F11/2
Baths
5,661
Sq.Ft.
2002
Year Built
9
Days on Site
170205029
MLS
STUNNING 5 BEDRM COLONIAL IN PRISTINE CONDITION SITUATED MAJESTICALLY ON 3.07 ACRES W/GOLF COURSE VIEWS!!! Impressive 2 story foyer. Renovated gourmet kitchen (2015) w/ custom white cabinetry,...
Open 6/23
1192 Catamount Road Fairfield, CT 06824
$680,000
Subdivision: Greenfield Hill
3
Beds
3F11/2
Baths
2,204
Sq.Ft.
2013
Year Built
8
Days on Site
170205042
MLS
Searching for the perfect home is like searching for a needle in a haystack..Well, your search led you here for a reason! This custom-built beauty is a rare gem, nestled into a serene setting with...
$470,000
Subdivision: Greenfield Hill
4
Beds
2F11/2
Baths
2,302
Sq.Ft.
1968
Year Built
13
Days on Site
170202690
MLS
WOOD EXTERIOR COLONIAL WITH ATTACHED GARAGE, FULL BASEMENT AND AMPLE STORAGE AWAITS YOU. THIS IS YOUR OPPORTUNITY TO PUT IN A LITTLE SWEAT EQUITY AND MAKE THIS HOUSE SHINE. HARDWOOD FLOORING IN MOST...
$895,000
Subdivision: Greenfield Hill
5
Beds
4F21/2
Baths
4,393
Sq.Ft.
1937
Year Built
13
Days on Site
170202973
MLS
Welcome to Hoyt Pond... This 1937 home is majestically sited on 7.3 acres with peaceful views of its own private pond. As you meander over the bridge to this home you know you arriving at a special...