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 October 20, 2021
21
Listed
78
Avg. DOM
$320.28
Avg. $ / Sq.Ft.
$1,224,000
Med. List Price
21 Properties
Page 1 of 2
$849,000
Subdivision: Greenfield Hill
4
Beds
2F11/2
Baths
3,301
Sq.Ft.
1956
Year Built
6
Days on Site
170444911
MLS
Set back behind a stone wall on a beautiful two acre private property, this spacious lower Greenfield Hill home is minutes to restaurants, shopping, train station and all that Fairfield has to offer....
$1,249,000
Subdivision: Greenfield Hill
5
Beds
4F11/2
Baths
5,699
Sq.Ft.
1988
Year Built
6
Days on Site
170443719
MLS
Beautifully renovated Greenfield Hill Estate! Located on a private road at the end of a cul-de-sac. The property abuts Brett Woods 186 acres of hiking/horse riding trails - perfect for equestrians &...
$1,000,000
Subdivision: Greenfield Hill
5
Beds
4F11/2
Baths
3,784
Sq.Ft.
1900
Year Built
7
Days on Site
170443953
MLS
Distinctive Home created from original BARN = WOW Factor! Wonderful 4/5 bedroom w flexible floor plan. PERFECT for today's lifestyle. Work from home in 3,076 sf main home or use private separate 708...
$3,950,000
Subdivision: Greenfield Hill
8
Beds
10F41/2
Baths
11,439
Sq.Ft.
1970
Year Built
8
Days on Site
170442808
MLS
A true Greenfield Hill compound. Set back from Hillside Road up a private driveway, the property offers complete privacy but only minutes from town and a short walk to historic Greenfield Hill Green....
$2,395,000
Subdivision: Greenfield Hill
5
Beds
3F11/2
Baths
5,749
Sq.Ft.
1957
Year Built
20
Days on Site
170442019
MLS
Verna Hill...Classic New England Colonial perfectly sited on 2.7 level acres on sought after street of similar grand homes steps from Fairfield Country Day School and just over 1 mile to Greenfield...
$1,075,000
Subdivision: Greenfield Hill
4
Beds
2F11/2
Baths
2,656
Sq.Ft.
1965
Year Built
21
Days on Site
170440332
MLS
Enjoy the epitome of a year round country retreat located conveniently on a cul-de-sac in coveted lower Greenfield Hill. This custom country escape offers all the right spaces and places to live,...
$1,645,000
Subdivision: Greenfield Hill
6
Beds
5F21/2
Baths
7,588
Sq.Ft.
2002
Year Built
41
Days on Site
170421422
MLS
Beautiful, Classic Greenfield Hill Colonial. Masterfully crafted by Sherwood Homes Builders. Substantial custom millwork and generously proportioned rooms that all flow and complement the open...
$1,839,900
Subdivision: Greenfield Hill
4
Beds
4F11/2
Baths
3,700
Sq.Ft.
2021
Year Built
41
Days on Site
170435580
MLS
If you are looking for something truly special, welcome home! This completely remodeled, expanded & renovated 4-5 bedroom home offers wow factor from the curb, but just wait until you get inside....
$749,900
Subdivision: Greenfield Hill
4
Beds
2F11/2
Baths
2,320
Sq.Ft.
2021
Year Built
48
Days on Site
170434930
MLS
BUILD TO SUIT. Build your dream home in Greenfield Hill, Photo of home is available at 749,900 or bring your own plans, bring your own builder if desired. There are a lot of possibilities. Photo of...
$599,000
Subdivision: Greenfield Hill
4
Beds
4
Baths
3,034
Sq.Ft.
1968
Year Built
55
Days on Site
170431768
MLS
Visionaries & creatives welcome home!! This is an amazing opportunity - the property has great bones and spectacular value. This is your chance to create your dream home & build equity in a desirable...
$695,000
Subdivision: Greenfield Hill
4
Beds
4
Baths
2,485
Sq.Ft.
1929
Year Built
67
Days on Site
170416646
MLS
A great home and property in a peaceful and private Greenfield Hill location. Lots of charm and details inside and out. Interior deck that cannot be seen from the road. Gorgeous stone fireplace....
$998,000
Subdivision: Greenfield Hill
4
Beds
3
Baths
3,744
Sq.Ft.
1966
Year Built
75
Days on Site
170413646
MLS
Welcome home to 1157 Congress Street in the desirable Greenfield Hill neighborhood of Fairfield!!! This unique recently renovated contemporary will exceed your expectations! Ready to move in with a...