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 January 22, 2020
61
Listed
125
Avg. DOM
$252.12
Avg. $ / Sq.Ft.
$950,000
Med. List Price
61 Properties
Page 1 of 6
Open 1/26
185 Red Oak Road Fairfield, CT 06824
$1,475,000
Subdivision: Greenfield Hill
5
Beds
5F31/2
Baths
7,402
Sq.Ft.
2004
Year Built
1
Days on Site
170265630
MLS
Graceful elegance in the country...Nature and luxury mutually come together in this delightful Colonial situated at the end of a cul-de-sac. Located in bucolic Greenfield Hill, the backyard flanks...
$1,899,000
Subdivision: Greenfield Hill
6
Beds
8F11/2
Baths
8,616
Sq.Ft.
1998
Year Built
1
Days on Site
170258989
MLS
Laurel Brook Estates is a short walk from the very heart of Greenfield Hill. This Georgian Colonial sits on a cul-de-sac within an enclave of timeless, luxury, Connecticut homes. 30 Laurel Brook...
$549,000
Subdivision: Greenfield Hill
4
Beds
2F11/2
Baths
2,476
Sq.Ft.
1977
Year Built
2
Days on Site
170225093
MLS
PRICED TO SELL, THIS COMFORTABLE COLONIAL IS SET ON A BEAUTIFUL CUL-DE-SAC IN A CLOSE TO TOWN, GREENFIELD HILL LOCATION. SOME UPDATING WILL MAXIMIZE THIS HOME'S ALREADY EXCEPTIONAL VALUE. CENTRAL...
$1,195,000
Subdivision: Greenfield Hill
5
Beds
4F21/2
Baths
5,485
Sq.Ft.
2005
Year Built
3
Days on Site
170248029
MLS
This architectural masterpiece crafted with only the finest materials is situated on 2 Acres Greenfield Hill Cul De Sac on the Westport line. A grand foyer with soaring ceilings. Outstanding...
Open 1/26
1337 Burr Street Fairfield, CT 06824
$1,050,000
Subdivision: Greenfield Hill
5
Beds
3F11/2
Baths
4,668
Sq.Ft.
1956
Year Built
3
Days on Site
170265122
MLS
THE NEST... This beautifully updated retreat is chock full of upscale features that allow for endless entertainment and relaxation. Drive through the elegant stone entryway and up the newly paved...
Open 1/25
91 Ingleside Road Fairfield, CT 06824
$799,900
Subdivision: Greenfield Hill
4
Beds
2F11/2
Baths
2,796
Sq.Ft.
1967
Year Built
8
Days on Site
170263997
MLS
Note Mailbox says #5. Enjoy a tranquil, natural setting in Greenfield Hill, convenient to both Fairfield & Westport centers. This charming center hall Colonial offers a perfect floor plan for...
$995,000
Subdivision: Greenfield Hill
5
Beds
3F11/2
Baths
4,908
Sq.Ft.
1972
Year Built
13
Days on Site
170258937
MLS
Wonderful 5 bed Colonial in a private setting, with legal accessory apartment that rents for $1050 per month! This home has been totally updated - move in ready! Beautiful Chef's kitchen with 9.5 ft...
$281,250
Subdivision: Greenfield Hill
3
Beds
2F11/2
Baths
1,336
Sq.Ft.
1917
Year Built
14
Days on Site
170256218
MLS
Highest and best by 1/13/2020 11:59pm MST Great 3 bedroom Cape in a nice quiet neighborhood, needs updating Proof of funds or Pre- Approval with all offers. No changes to P&S / addendum to be signed...
$789,000
Subdivision: Greenfield Hill
4
Beds
5
Baths
4,200
Sq.Ft.
1964
Year Built
15
Days on Site
170261690
MLS
This spacious home has been recently updated and has room for EVERYONE, including a guest suite, au-pair or home office on first floor with separate entrance. Could work for in-law too, situated...
$975,000
Subdivision: Greenfield Hill
4
Beds
3F11/2
Baths
4,579
Sq.Ft.
2019
Year Built
15
Days on Site
170261874
MLS
All new construction 4-bedroom, 3.5 bath, colonial in beautiful Greenfield Hills. Tucked back on 1.5 acres with a huge front yard you will have all the privacy you want, and the room your little ones...
$837,000
Subdivision: Greenfield Hill
5
Beds
3F11/2
Baths
4,400
Sq.Ft.
1986
Year Built
17
Days on Site
170250008
MLS
Sleek updated modern home features open, flexible layout. One-level living option with master suite on main level, overlooking landscaped gardens. Sun-filled rooms enhanced with skylights. Family...
$1,775,000
Subdivision: Greenfield Hill
5
Beds
4F21/2
Baths
5,283
Sq.Ft.
1840
Year Built
17
Days on Site
170233941
MLS
Quintessential Connecticut and Greenfield Hill living at it's very best! A stunning and seamless blend of "Old Meets New", this distinguished home offers style and graceful interior spaces, sitting...