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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
2032 North Benson Road Fairfield, CT 06824
4 BD / 2 BA / 1,725 SQ.FT. $875,000
Open House: May 9, 2026, 12:00 PM - 2:00 PM
$875,000
2032 North Benson Road,
Fairfield CT 06824
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For Sale
338 Stevenson Road Fairfield, CT 06825
5 BD / 4 | 1 BA / 1,392 SQ.FT. $875,000
$875,000
338 Stevenson Road,
Fairfield CT 06825
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For Sale
44 Cricket Lane Fairfield, CT 06825
3 BD / 2 | 1 BA / 1,870 SQ.FT. $849,000
$849,000
44 Cricket Lane,
Fairfield CT 06825
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For Sale
289 Old Mill Road Fairfield, CT 06824
3 BD / 1 | 1 BA / 1,383 SQ.FT. $849,000
$849,000
289 Old Mill Road,
Fairfield CT 06824
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For Sale
20 Lynnbrook Road Fairfield, CT 06825
5 BD / 2 | 1 BA / 3,528 SQ.FT. $800,000
Open House: May 9, 2026, 11:00 AM - 3:00 PM
$800,000
20 Lynnbrook Road,
Fairfield CT 06825
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For Sale
305 Westport Turnpike Fairfield, CT 06824
3 BD / 2 BA / 2,042 SQ.FT. $795,000
$795,000
305 Westport Turnpike,
Fairfield CT 06824
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For Sale
35 Knapps Highway Fairfield, CT 06825
3 BD / 3 BA / 1,930 SQ.FT. $795,000
$795,000
35 Knapps Highway,
Fairfield CT 06825
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For Sale
2698 Easton Turnpike Fairfield, CT 06825
4 BD / 2 BA / 1,593 SQ.FT. $775,000
$775,000
2698 Easton Turnpike,
Fairfield CT 06825
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For Sale
1770 Stratfield Road Fairfield, CT 06825
3 BD / 2 BA / 1,800 SQ.FT. $759,900
$759,900
1770 Stratfield Road,
Fairfield CT 06825
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For Sale
42 Fairway Green Fairfield, CT 06825
4 BD / 3 | 1 BA / 2,268 SQ.FT. $739,900
$739,900
42 Fairway Green,
Fairfield CT 06825
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For Sale
23 Benedict Avenue Fairfield, CT 06825
3 BD / 2 BA / 1,655 SQ.FT. $724,900
$724,900
23 Benedict Avenue,
Fairfield CT 06825
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For Sale
206 Sterling Street Fairfield, CT 06825
2 BD / 2 BA / 1,733 SQ.FT. $710,000
$710,000
206 Sterling Street,
Fairfield CT 06825
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Min. Price
Max. Price
Beds
Baths
For Sale
40 Hill Brook Lane Fairfield, CT 06824
4 BD / 3 | 2 BA / 3,847 SQ.FT. $2,995,000
Open House: May 10, 2026, 12:00 PM - 2:00 PM
$2,995,000
40 Hill Brook Lane,
Fairfield CT 06824
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For Sale
3007 Redding Road Fairfield, CT 06824
4 BD / 3 | 2 BA / 5,394 SQ.FT. $2,650,000
Open House: May 9, 2026, 1:00 PM - 4:00 PM
$2,650,000
3007 Redding Road,
Fairfield CT 06824
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For Sale
3808 Redding Road Fairfield, CT 06824
4 BD / 4 | 1 BA / 5,376 SQ.FT. $2,595,000
Open House: May 9, 2026, 1:00 PM - 4:00 PM
$2,595,000
3808 Redding Road,
Fairfield CT 06824
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For Sale
57 Beaumont Place Fairfield, CT 06824
5 BD / 5 | 1 BA / 5,000 SQ.FT. $2,499,000
Open House: May 9, 2026, 1:00 PM - 3:00 PM
$2,499,000
57 Beaumont Place,
Fairfield CT 06824
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For Sale
276 Flintlock Road Fairfield, CT 06890
4 BD / 4 | 1 BA / 4,494 SQ.FT. $2,100,000
Open House: May 9, 2026, 12:00 PM - 3:00 PM
$2,100,000
276 Flintlock Road,
Fairfield CT 06890
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For Sale
2177 Cross Highway Fairfield, CT 06824
4 BD / 3 | 2 BA / 3,921 SQ.FT. $1,999,000
Open House: May 9, 2026, 2:00 PM - 4:00 PM
$1,999,000
2177 Cross Highway,
Fairfield CT 06824
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For Sale
491 Westway Road #491 Fairfield, CT 06890
3 BD / 3 | 1 BA / 2,994 SQ.FT. $1,885,000
Open House: May 9, 2026, 12:00 PM - 2:00 PM
$1,885,000
491 Westway Road #491,
Fairfield CT 06890
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For Sale
706 Judd Street Fairfield, CT 06825
5 BD / 4 | 2 BA / 4,150 SQ.FT. $1,775,000
Open House: May 9, 2026, 12:00 PM - 3:00 PM
$1,775,000
706 Judd Street,
Fairfield CT 06825
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For Sale
71 Aberdeen Way #71 Fairfield, CT 06890
3 BD / 3 | 1 BA / 3,012 SQ.FT. $1,599,000
Open House: May 9, 2026, 1:00 PM - 3:00 PM
$1,599,000
71 Aberdeen Way #71,
Fairfield CT 06890
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For Sale
99 Acorn Lane Fairfield, CT 06890
4 BD / 3 | 1 BA / 2,993 SQ.FT. $1,590,000
Open House: May 9, 2026, 1:00 PM - 3:00 PM
$1,590,000
99 Acorn Lane,
Fairfield CT 06890
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For Sale
4041 Redding Road Fairfield, CT 06824
5 BD / 4 BA / 4,202 SQ.FT. $1,550,000
Open House: May 9, 2026, 1:00 PM - 4:00 PM
$1,550,000
4041 Redding Road,
Fairfield CT 06824
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For Sale
112 Calico Lane Fairfield, CT 06824
4 BD / 2 | 1 BA / 3,349 SQ.FT. $1,475,000
Open House: May 9, 2026, 1:00 PM - 4:00 PM
$1,475,000
112 Calico Lane,
Fairfield CT 06824
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