Main Content

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
1964 North Benson Road Fairfield, CT 06824
5 BD / 5 | 1 BA / 4,180 SQ.FT. $1,900,000
Open House: Aug 22, 2026, 12:00 PM - 3:00 PM
$1,900,000
1964 North Benson Road,
Fairfield CT 06824
Explore
For Sale
23 Old Dam Road #23 Fairfield, CT 06824
3 BD / 2 | 1 BA / 3,338 SQ.FT. $1,899,000
$1,899,000
23 Old Dam Road #23,
Fairfield CT 06824
Explore
For Sale
2177 Cross Highway Fairfield, CT 06824
4 BD / 3 | 2 BA / 3,921 SQ.FT. $1,875,000
$1,875,000
2177 Cross Highway,
Fairfield CT 06824
Explore
For Sale
491 Westway Road #491 Fairfield, CT 06890
3 BD / 3 | 1 BA / 3,805 SQ.FT. $1,825,000
$1,825,000
491 Westway Road #491,
Fairfield CT 06890
Explore
For Sale
615 South Pine Creek Road Fairfield, CT 06824
4 BD / 3 | 1 BA / 2,794 SQ.FT. $1,799,000
$1,799,000
615 South Pine Creek Road,
Fairfield CT 06824
Explore
For Sale
83 Morehouse Highway Fairfield, CT 06825
5 BD / 4 | 1 BA / 4,093 SQ.FT. $1,799,000
$1,799,000
83 Morehouse Highway,
Fairfield CT 06825
Explore
For Sale
309 Hunyadi Avenue Fairfield, CT 06824
5 BD / 6 BA / 4,821 SQ.FT. $1,790,000
$1,790,000
309 Hunyadi Avenue,
Fairfield CT 06824
Explore
For Sale
54 Timothy Street Fairfield, CT 06824
4 BD / 3 | 1 BA / 3,200 SQ.FT. $1,749,000
$1,749,000
54 Timothy Street,
Fairfield CT 06824
Explore
For Sale
173 Puritan Road Fairfield, CT 06824
3 BD / 1 BA / 1,450 SQ.FT. $1,625,000
$1,625,000
173 Puritan Road,
Fairfield CT 06824
Explore
For Sale
694 Jennings Road Fairfield, CT 06824
4 BD / 4 BA / 3,290 SQ.FT. $1,549,999
Open House: Aug 23, 2026, 11:30 AM - 2:00 PM
$1,549,999
694 Jennings Road,
Fairfield CT 06824
Explore
For Sale
485 Mountain Laurel Road Fairfield, CT 06824
4 BD / 2 | 1 BA / 3,665 SQ.FT. $1,548,000
$1,548,000
485 Mountain Laurel Road,
Fairfield CT 06824
Explore
For Sale
772 Rowland Road Fairfield, CT 06824
3 BD / 2 BA / 1,040 SQ.FT. $1,500,000
$1,500,000
772 Rowland Road,
Fairfield CT 06824
Explore
Min. Price
Max. Price
Beds
Baths
For Sale
28 Paisley Lane #28 Fairfield, CT 06825
2 BD / 2 | 1 BA / 1,750 SQ.FT. $649,000
Open House: Aug 22, 2026, 10:00 AM - 12:00 PM
$649,000
28 Paisley Lane #28,
Fairfield CT 06825
Explore
For Sale
90 Fern Street Fairfield, CT 06824
4 BD / 3 BA / 3,669 SQ.FT. $2,299,000
Open House: Aug 22, 2026, 11:00 AM - 1:00 PM
$2,299,000
90 Fern Street,
Fairfield CT 06824
Explore
For Sale
2082 Stratfield Road Fairfield, CT 06825
4 BD / 1 | 1 BA / 1,082 SQ.FT. $549,000
Open House: Aug 22, 2026, 11:00 AM - 1:00 PM
$549,000
2082 Stratfield Road,
Fairfield CT 06825
Explore
For Sale
1964 North Benson Road Fairfield, CT 06824
5 BD / 5 | 1 BA / 4,180 SQ.FT. $1,900,000
Open House: Aug 22, 2026, 12:00 PM - 3:00 PM
$1,900,000
1964 North Benson Road,
Fairfield CT 06824
Explore
For Sale
3080 Sturges Highway Fairfield, CT 06880
5 BD / 5 | 2 BA / 7,317 SQ.FT. $2,499,000
Open House: Aug 22, 2026, 1:00 PM - 3:00 PM
$2,499,000
3080 Sturges Highway,
Fairfield CT 06880
Explore
For Sale
50 Brookbend Road Fairfield, CT 06824
5 BD / 4 | 1 BA / 4,512 SQ.FT. $2,050,000
Open House: Aug 22, 2026, 1:00 PM - 3:00 PM
$2,050,000
50 Brookbend Road,
Fairfield CT 06824
Explore
For Sale
570 Burr Street Fairfield, CT 06824
4 BD / 3 BA / 2,578 SQ.FT. $1,375,000
Open House: Aug 22, 2026, 1:00 PM - 4:00 PM
$1,375,000
570 Burr Street,
Fairfield CT 06824
Explore
For Sale
694 Jennings Road Fairfield, CT 06824
4 BD / 4 BA / 3,290 SQ.FT. $1,549,999
Open House: Aug 23, 2026, 11:30 AM - 2:00 PM
$1,549,999
694 Jennings Road,
Fairfield CT 06824
Explore
For Sale
741 Old Stratfield Road Fairfield, CT 06825
4 BD / 2 | 1 BA / 1,701 SQ.FT. $985,000
Open House: Aug 23, 2026, 12:00 PM - 2:00 PM
$985,000
741 Old Stratfield Road,
Fairfield CT 06825
Explore
For Sale
2196 North Benson Road Fairfield, CT 06824
3 BD / 1 | 1 BA / 1,680 SQ.FT. $915,000
Open House: Aug 23, 2026, 12:00 PM - 2:00 PM
$915,000
2196 North Benson Road,
Fairfield CT 06824
Explore
For Sale
265 Jackman Avenue Fairfield, CT 06825
3 BD / 1 | 1 BA / 1,542 SQ.FT. $749,000
Open House: Aug 23, 2026, 12:00 PM - 2:00 PM
$749,000
265 Jackman Avenue,
Fairfield CT 06825
Explore
For Sale
781 Tunxis Hill Road Fairfield, CT 06824
4 BD / 2 BA / 1,310 SQ.FT. $639,000
Open House: Aug 23, 2026, 12:00 PM - 2:00 PM
$639,000
781 Tunxis Hill Road,
Fairfield CT 06824
Explore

This content is currently unavailable. Please check back later or contact the site's support team for more information.
Sold Listings - Last 30 Days
New Listings - Last 30 Days
Skip to content