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 February 18, 2019
63
Listed
71
Avg. DOM
$266.21
Avg. $ / Sq.Ft.
$1,195,000
Med. List Price
63 Properties Found. Showing 1-12
Sort By:
70 Burrwood Common
Fairfield, CT 06824
70 Burrwood Common Fairfield, CT 06824
1 of 40
$1,495,000
Subdivision: Greenfield Hill
BEDS
6
BATHS
8
SQ.FT.
8,865
BUILT
1999
ON SITE
1Day
MLS
170165015
Sited on over 2 acres of perfectly flat landscaped property, this exceptionally designed home checks all the boxes. Flow is ideal incorporating both formal and informal spaces including an open...
2043 Congress Street
Fairfield, CT 06824
Open House
2043 Congress Street Fairfield, CT 06824
1 of 38
$699,900
Subdivision: Greenfield Hill
BEDS
4
BATHS
3
SQ.FT.
5,150
BUILT
1959
ON SITE
4Days
MLS
170163928
Welcome home to a beautiful Fairfield colonial home. This well-maintained, lovely home with a recently painted interior is in a convenient location close to everything. With a large family room that...
640 Brookside Drive
Fairfield, CT 06824
640 Brookside Drive Fairfield, CT 06824
1 of 32
$617,500
Subdivision: Greenfield Hill
BEDS
3
BATHS
2
SQ.FT.
2,082
BUILT
1957
ON SITE
4Days
MLS
170159740
New to market, this light filled 3+ BR, 2 Full bath ranch on private, level half acre at foot of Greenfield Hill is a must see!! The many upgrades and improvements in this move-in ready home include:...
4853 Congress Street
Fairfield, CT 06824
4853 Congress Street Fairfield, CT 06824
1 of 40
$850,000
Subdivision: Greenfield Hill
BEDS
5
BATHS
3
SQ.FT.
3,268
BUILT
1955
ON SITE
6Days
MLS
170163464
Aristocratic Colonial with charming curb appeal, in the estate area of Greenfield Hill. House has new roof, new gutters, new CT Basement waterproofing system, new front door. Floors newly finished;...
85 Lancelot Road
Fairfield, CT 06824
85 Lancelot Road Fairfield, CT 06824
1 of 30
$1,150,000
Subdivision: Greenfield Hill
BEDS
4
BATHS
4
SQ.FT.
5,572
BUILT
1979
ON SITE
11Days
MLS
170161662
ELEGANCE , STYLE , LOCATION
A very special home set beautifully on a cul-de-sac with two wonderful, private acres and conveniently located near Town, Train and Highways. this custom home has...
28 Ironside Road
Fairfield, CT 06824
28 Ironside Road Fairfield, CT 06824
1 of 40
$825,000
Subdivision: Greenfield Hill
BEDS
3
BATHS
3
SQ.FT.
2,804
BUILT
1965
ON SITE
14Days
MLS
170161771
Vacation in your own home! These park like grounds, surrounded by a natural paradise, will leave you breathless. Grab a book and unwind on your beautiful stone patio overlooking a serene waterfall...
1220 Hillside Road
Fairfield, CT 06824
Open House
1220 Hillside Road Fairfield, CT 06824
1 of 40
$1,398,000
Subdivision: Greenfield Hill
BEDS
5
BATHS
5
SQ.FT.
6,073
BUILT
1987
ON SITE
15Days
MLS
170161172
Located on Fairfield's most coveted road at the very heart of the iconic Greenfield Hill neighborhood. This Quintessential CT Colonial was expanded and completely renovated in 2011 creating a...
1192 Catamount Road
Fairfield, CT 06824
Open House
1192 Catamount Road Fairfield, CT 06824
1 of 37
$680,000
Subdivision: Greenfield Hill
BEDS
3
BATHS
3
SQ.FT.
2,204
BUILT
2013
ON SITE
14Days
MLS
170158156
Whether you're in search of the perfect weekend retreat or the ultimate in full-time Fairfield living, look no further! Discover The Cottage at Catamount, a chic woodland retreat tucked right under...
345 Governors Lane
Fairfield, CT 06824
345 Governors Lane Fairfield, CT 06824
1 of 27
$2,300,000
Subdivision: Greenfield Hill
BEDS
5
BATHS
11
SQ.FT.
9,247
BUILT
1968
ON SITE
18Days
MLS
170160789
Welcome to the Ultimate Wellness Estate with a California Vibe! This spectacular 3.8 acre private compound, "The Governors Estate," is conveniently located in Lower Greenfield Hill, walking distance...
2228 North Street
Fairfield, CT 06824
2228 North Street Fairfield, CT 06824
1 of 40
$1,787,000
Subdivision: Greenfield Hill
BEDS
4
BATHS
6
SQ.FT.
5,552
BUILT
1802
ON SITE
20Days
MLS
170159490
Surprises abound at this Circa 1855 Greek Revival Horse Property in Bucolic Greenfield Hill. Classic Connecticut on the outside meets California Chic on the inside. A former renovation and remodel by...
140 Fair Oak Drive
Fairfield, CT 06824
140 Fair Oak Drive Fairfield, CT 06824
1 of 40
$1,250,000
Subdivision: Greenfield Hill
BEDS
5
BATHS
4
SQ.FT.
4,022
BUILT
1965
ON SITE
20Days
MLS
170159915
The search for your dream home stops here. This lower Greenfield Hill stunner has been updated with no expense spared, both inside and out. This home boasts an updated interior including custom built...
1731 Bronson Road
Fairfield, CT 06824
1731 Bronson Road Fairfield, CT 06824
1 of 24
$1,125,000 ( $44,000 )
Subdivision: Greenfield Hill
BEDS
4
BATHS
4
SQ.FT.
4,025
BUILT
1951
ON SITE
25Days
MLS
170156180
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 floors, living room with gas...