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Fairfield - Image

A charming town with a peaceful, laid-back way of life.

Ridgefield is a stunning town in the foothills of the Berkshire Mountains that looks as if you took a page out of Norman Rockwell's painting with its New England charm. Although it was founded over 300 years ago, Ridgefield boasts an amazing and unique historic Main Street, a highly-rated school system, and an eclectic group of attractions that paint a great picture of where this city came from and where it is going.

What to Love

  • Main street
  • Updated Victorian Homes
  • Active community
  • Outstanding recreational center facilities
  • Ridgefield Playhouse

Local Lifestyle

Known as one of the best places to live in Connecticut, Ridgefield also offers residents and tourists a sparse suburban feel and an endless supply of delicious coffee shops, parks, and restaurants. If you find yourself in Ridgefield, take some time to truly explore the area and everything it offers, including its excellent boutiques and fun shops on Main Street. To get a sense of a day in the life of living in Ridgefield, view this video.

Dining, Entertainment, & Shopping

Ridgefield offers endless options for entertainment, dining, and shopping opportunities. For one, you may want to check out Luc's Café, a popular eatery that offers patrons authentic French bistro classics. Or you may prefer 850 Degrees, a family-owned pizza restaurant, or Ancient Mariner, an extraordinary place perfect for hanging out with family and friends and enjoying drinks and several seafood platters. The Nod Hill Brewery is a casual place to unwind at the end of an active day with food trucks, picnic tables, and live music on the weekends.

Notably, The Ridgefield Playhouse attracts well-known musicians, comics, and performers and provides stellar entertainment in an intimate setting. If you're seeking a film on the big screen, check out the Prospector Theater. This fantastic non-profit theatre provides employment to individuals with disabilities and showcases a host of fantastic films you don't want to miss.

In terms of shopping, in addition to Main Street, the Ridgefield Shopping Center and Copps Hill Plaza are great options, providing customers with an excellent mix of luxury stores and modern and contemporary shops.

Things to Do

With its charming Main Street, gorgeous homes, and picturesque views, the area is perfect for people of all ages, offering them a slew of things to do. For one, you can travel back in time with the Keeler Tavern Museum. Or, if you prefer to get inspired, check out the Aldrich Contemporary Art Museum for an afternoon filled with intriguing exhibits, unique sculptures, and fascinating displays.

Horseback riding is a popular pastime in Ridgefield. Ridgebury Farm & Stables is an equine center focusing on holistic wellness, with physical, occupational, and speech therapy programs. Double H Farm provides training for show jumping and competitions.

Knowns as the "Great Good Place" by its owner, impressionist painter J. Alden Weir, Weir Farm sits at the edge of the Ridgefield and Wilton border and served as an inspiration for Alden between 1882 and 1919. Today, visitors can tour this home and property, wander around the area, and take art classes.

Min. Price
Max. Price
Beds
Baths
For Sale
1131 Sasco Hill Road Fairfield, CT 06824
6 BD / 7 | 4 BA / 19,569 SQ.FT. $25,000,000
$25,000,000
1131 Sasco Hill Road,
Fairfield CT 06824
Explore
For Sale
4800 Congress Street Fairfield, CT 06824
7 BD / 7 | 3 BA / 9,129 SQ.FT. $15,000,000
$15,000,000
4800 Congress Street,
Fairfield CT 06824
Explore
For Sale
260 Willow Street Fairfield, CT 06890
7 BD / 6 | 1 BA / 8,119 SQ.FT. $12,000,000
$12,000,000
260 Willow Street,
Fairfield CT 06890
Explore
For Sale
688 Hulls Farm Road Fairfield, CT 06890
7 BD / 8 | 2 BA / 10,800 SQ.FT. $9,995,000
$9,995,000
688 Hulls Farm Road,
Fairfield CT 06890
Explore
For Sale
1410 South Pine Creek Road Fairfield, CT 06824
5 BD / 5 | 2 BA / 5,198 SQ.FT. $5,500,000
$5,500,000
1410 South Pine Creek Road,
Fairfield CT 06824
Explore
For Sale
22 Brett Road Fairfield, CT 06824
5 BD / 5 | 1 BA / 5,000 SQ.FT. $3,750,000
$3,750,000
22 Brett Road,
Fairfield CT 06824
Explore
For Sale
2683 Bronson Road Fairfield, CT 06824
5 BD / 4 | 1 BA / 5,515 SQ.FT. $3,649,000
$3,649,000
2683 Bronson Road,
Fairfield CT 06824
Explore
For Sale
345 Old Dam Road Fairfield, CT 06824
4 BD / 3 | 1 BA / 3,200 SQ.FT. $3,500,000
$3,500,000
345 Old Dam Road,
Fairfield CT 06824
Explore
For Sale
1053 Fairfield Beach Road Fairfield, CT 06824
4 BD / 3 | 1 BA / 3,283 SQ.FT. $3,200,000
$3,200,000
1053 Fairfield Beach Road,
Fairfield CT 06824
Explore
For Sale
1235 Fairfield Beach Road Fairfield, CT 06824
5 BD / 2 | 2 BA / 2,188 SQ.FT. $2,950,000
$2,950,000
1235 Fairfield Beach Road,
Fairfield CT 06824
Explore
For Sale
200 Long Meadow Road Fairfield, CT 06824
4 BD / 2 | 1 BA / 5,015 SQ.FT. $2,499,000
$2,499,000
200 Long Meadow Road,
Fairfield CT 06824
Explore
For Sale
88 Merry Meet Circle Fairfield, CT 06824
5 BD / 6 | 2 BA / 8,136 SQ.FT. $2,498,000
$2,498,000
88 Merry Meet Circle,
Fairfield CT 06824
Explore
Min. Price
Max. Price
Beds
Baths
For Sale
106 Stillson Road #106 Fairfield, CT 06825
3 BD / 3 | 1 BA / 3,861 SQ.FT. $1,299,000
Open House: Feb 12, 2026, 11:00 AM - 2:00 PM
$1,299,000
106 Stillson Road #106,
Fairfield CT 06825
Explore
For Sale
65 Bailey Road Fairfield, CT 06825
3 BD / 2 BA / 2,888 SQ.FT. $879,900
Open House: Feb 12, 2026, 10:00 AM - 2:00 PM
$879,900
65 Bailey Road,
Fairfield CT 06825
Explore
For Sale
274 High Street Fairfield, CT 06824
3 BD / 2 BA / 1,665 SQ.FT. $849,900
Open House: Feb 14, 2026, 3:00 PM - 4:30 PM
$849,900
274 High Street,
Fairfield CT 06824
Explore
For Sale
175 Winnepoge Drive Fairfield, CT 06825
4 BD / 2 | 1 BA / 2,231 SQ.FT. $815,000
Open House: Feb 14, 2026, 1:00 PM - 4:00 PM
$815,000
175 Winnepoge Drive,
Fairfield CT 06825
Explore
For Sale
1924 Stratfield Road Fairfield, CT 06825
3 BD / 1 BA / 1,248 SQ.FT. $699,999
Open House: Feb 15, 2026, 10:00 AM - 3:00 PM
$699,999
1924 Stratfield Road,
Fairfield CT 06825
Explore
For Sale
240 Sunnyridge Avenue #APT 63 Fairfield, CT 06824
2 BD / 1 BA / 800 SQ.FT. $340,000
Open House: Feb 15, 2026, 12:00 PM - 2:00 PM
$340,000
240 Sunnyridge Avenue #APT 63,
Fairfield CT 06824
Explore
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Overview - Last 30 days

Median Price - Last 6 Months
Sale-to-List Price - Last 6 Months
Median Days on Site - Last 6 Months
Listing Inventory - Last 6 months

Sold Listings - Last 30 DaysView all sold listings

5
Beds
4 | 1
Baths
4,191
SqFt
 
 
#24127092 | House
 
6
Beds
8 | 1
Baths
6,897
SqFt
 
 
#24114747 | House
 
5
Beds
5 | 1
Baths
3,683
SqFt
 
 
#24149388 | House
 

New Listings - Last 30 DaysView all active listings

4
Beds
3 | 1
Baths
3,200
SqFt
 
 
#24150388 | House
 
4
Beds
3 | 1
Baths
3,283
SqFt
 
 
#24151538 | House
 
3
Beds
3 | 1
Baths
3,328
SqFt
 
 
#24150747 | Condo
 
IDX information is provided by SmartMLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 the SmartMLS All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
SmartMLS (CTMLS-GFC) data last updated at February 10, 2026, 11:12 PM ET
Sold Listings - Last 30 Days
New Listings - Last 30 Days
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