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 May 14, 2021
23
Listed
44
Avg. DOM
$363.44
Avg. $ / Sq.Ft.
$1,320,000
Med. List Price
23 Properties
Page 1 of 2
$1,199,900
Subdivision: Greenfield Hill
4
Beds
2F11/2
Baths
2,486
Sq.Ft.
1953
Year Built
1
Day on Site
170399351
MLS
Stunning 4 bedroom colonial located on one of lower Greenfield Hill's most coveted cul-de-sacs lined with beautiful homes, stonewalls & mature plantings. Perched perfectly on its 1.56 parklike level...
$1,775,000
Subdivision: Greenfield Hill
4
Beds
3F11/2
Baths
3,000
Sq.Ft.
1952
Year Built
2
Days on Site
170399414
MLS
Introducing the Burr Home. Originally a 1952 bungalow transformed into a modern lifestyle. Experience this lifestyle on 2+ intimate acres while you enjoy your cocktail on a three-tiered deck and...
$2,599,000
Subdivision: Greenfield Hill
5
Beds
5F31/2
Baths
7,100
Sq.Ft.
1958
Year Built
2
Days on Site
170386569
MLS
Enjoy quintessential Fairfield County living! Situated on a corner lot, this fully fenced 2+ acre property boasts a dual-entry automated gate system with an intercom for security and convenience. The...
$839,900
Subdivision: Greenfield Hill
3
Beds
2F11/2
Baths
1,951
Sq.Ft.
1996
Year Built
2
Days on Site
170399044
MLS
If your wish list includes a first floor master bedroom with walk-in closets and MBath with shower, whirpool tub and double sinks, you're in luck! This pristine Cambridge Model home is located on a...
$2,950,000
Subdivision: Greenfield Hill
7
Beds
4F21/2
Baths
7,734
Sq.Ft.
1893
Year Built
5
Days on Site
170398154
MLS
The "Nichols House" is one of Fairfield's most significant residences. Originally the site of the historic Black Horse Tavern (1772-1872), the home was built in 1893 by the NY Shipping magnate,...
Open 5/16
80 Fleming Lane Fairfield, CT 06824
$2,699,000
Subdivision: Greenfield Hill
5
Beds
4F11/2
Baths
8,697
Sq.Ft.
1956
Year Built
16
Days on Site
170394023
MLS
The WOW factor awaits at Greenfield Hill's finest estate, truly exceptional, ONE OF A KIND, an elegant quality that defines this home as an architectural masterpiece! Unprecedented construction,...
$1,195,000
Subdivision: Greenfield Hill
3
Beds
2F11/2
Baths
2,712
Sq.Ft.
1965
Year Built
16
Days on Site
170392407
MLS
Tranquil, contemporary Greenfield Hill home beautifully set on 2.69 acres is the perfect family home or weekend retreat. Sweeping lawn in back w/ stone walls leads to original tennis court, which...
$1,320,000
Subdivision: Greenfield Hill
6
Beds
4F11/2
Baths
4,774
Sq.Ft.
1985
Year Built
17
Days on Site
170394072
MLS
Meticulous home with heated Gunite pool, conveniently located on a quiet cul de sac in lower Greenfield Hill on the Southport border. The flexible floor plan allows options for all lifestyles and...
$999,900
Subdivision: Greenfield Hill
4
Beds
2F11/2
Baths
2,600
Sq.Ft.
2021
Year Built
17
Days on Site
170386477
MLS
Build your dream home in Greenfield Hill, Photo of home is available at 999,900 or bring your own plans, bring your own builder if desired. There are a lot of possibilities. Photo of home is 2600 sq...
Open 5/16
110 Farmstead Hill Road Fairfield, CT 06824
$2,250,000
Subdivision: Greenfield Hill
5
Beds
5F21/2
Baths
6,523
Sq.Ft.
2017
Year Built
22
Days on Site
170391352
MLS
Masterfully designed 2017 colonial on coveted cul-de-sac set privately in prestigious lower Greenfield Hill. Sited on 2 beautiful landscaped acres w/stone walls, mature plantings & oversized...
Open 5/16
983 Congress Street Fairfield, CT 06825
$739,900
Subdivision: Greenfield Hill
3
Beds
2F11/2
Baths
4,090
Sq.Ft.
1984
Year Built
22
Days on Site
170391293
MLS
**NOTE: $10,000 BONUS TO BUYERS' AGENT IF IN CONTRACT BY 6/15/21!** Lull your troubles away on the front porch of this idyllic, custom-built 3BR, 2.5 Bath Colonial w/ separate, enchanting 1BR/1Bth...
$1,999,000
Subdivision: Greenfield Hill
6
Beds
5F21/2
Baths
6,365
Sq.Ft.
1979
Year Built
22
Days on Site
170389005
MLS
Stately yet modern masterpiece with park-like grounds & magnificent detail. 6,300+ sf with 6 bedrooms, 7 baths, & 5 fireplaces. Upgrades include interior painted, wood flooring installed in 2nd floor...