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.

And, if you haven't already, be sure to register for a free account so that you can receive email alerts whenever new Greenfield Hill listings come on the market.

Greenfield Hill December 1, 2021
18
Listed
84
Avg. DOM
$333.78
Avg. $ / Sq.Ft.
$1,197,500
Med. List Price
18 Properties
Page 1 of 2
Open 12/4
4601 Black Rock Turnpike Fairfield, CT 06824
$749,000
Subdivision: Greenfield Hill
4
Beds
2F11/2
Baths
2,022
Sq.Ft.
1940
Year Built
14
Days on Site
170445309
MLS
Meander down the picturesque driveway, across the stone bridge and arrive at your private retreat set amidst the trees in the coveted Greenfield Hill section of Fairfield. The home has been...
Open 12/5
104 Florence Lane Fairfield, CT 06824
$799,000
Subdivision: Greenfield Hill
3
Beds
2
Baths
2,914
Sq.Ft.
1960
Year Built
16
Days on Site
170452534
MLS
Greenfield Hill Ranch - completely renovated from top to bottom. The traditional floor plan features a functional interior and comes complete with a home office, relaxed living spaces,...
$995,000
Subdivision: Greenfield Hill
4
Beds
3F11/2
Baths
4,593
Sq.Ft.
1956
Year Built
21
Days on Site
170446990
MLS
Fabulous lower Greenfield Hill location on almost 1.5 acres to create the home you always wanted with a 6 car garage, bonus room above the garage and lots of potential to design something special....
Open 12/2
60 Hollydale Road Fairfield, CT 06824
$1,899,000
Subdivision: Greenfield Hill
5
Beds
5F11/2
Baths
6,374
Sq.Ft.
2006
Year Built
29
Days on Site
170446933
MLS
Pristine 2006 built home located in lower Greenfield Hill, beautifully sited at the top of Hollydale Rd. Finished on 4 floors with 5 spacious bedrooms (option for 2 additional bedrooms) 5/1 baths and...
$2,950,000
Subdivision: Greenfield Hill
5
Beds
8F11/2
Baths
7,649
Sq.Ft.
1998
Year Built
32
Days on Site
170448273
MLS
Stately home on 2+ level acres w/beautiful pool & pool house. Nothing compares to this setting on the market at this price. Enjoy gracious, open, flow & space in this meticulous home. All bedrooms...
$950,000
Subdivision: Greenfield Hill
4
Beds
2F11/2
Baths
2,949
Sq.Ft.
1963
Year Built
34
Days on Site
170411627
MLS
Welcome to 223 Misty Wood Lane. Newly refreshed and move in ready! This 4 bedroom colonial rests on 2 acres, complete with bluestone patio, barn and gazebo, on a quiet cul-de-sac in one of...
Open 12/5
546 Old Academy Road Fairfield, CT 06824
$2,975,000
Subdivision: Greenfield Hill
6
Beds
5F21/2
Baths
7,316
Sq.Ft.
1853
Year Built
36
Days on Site
170446084
MLS
A rare opportunity to own an outstanding Federal residence on bucolic 5 plus acres in the very heart of historic Greenfield Hill. This classic home awaits the buyer who appreciates warmth and...
$939,000
Subdivision: Greenfield Hill
5
Beds
4F11/2
Baths
3,784
Sq.Ft.
1900
Year Built
49
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
50
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
62
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...
$1,839,900
Subdivision: Greenfield Hill
4
Beds
4F11/2
Baths
4,124
Sq.Ft.
2021
Year Built
83
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
90
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...