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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
51 Sterling Street Fairfield, CT 06825
4 BD / 4 | 1 BA / 3,000 SQ.FT. $995,000
$995,000
51 Sterling Street,
Fairfield CT 06825
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For Sale
47 Sterling Street Fairfield, CT 06825
4 BD / 4 | 1 BA / 3,000 SQ.FT. $995,000
$995,000
47 Sterling Street,
Fairfield CT 06825
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For Sale
45 Sterling Street Fairfield, CT 06825
4 BD / 4 | 1 BA / 3,000 SQ.FT. $995,000
$995,000
45 Sterling Street,
Fairfield CT 06825
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For Sale
198 Castle Avenue Fairfield, CT 06825
4 BD / 2 | 1 BA / 2,205 SQ.FT. $950,000
Open House: Mar 28, 2026, 1:00 PM - 3:00 PM
$950,000
198 Castle Avenue,
Fairfield CT 06825
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For Sale
11 Judges Hollow Road Fairfield, CT 06824
2 BD / 2 BA / 1,135 SQ.FT. $950,000
$950,000
11 Judges Hollow Road,
Fairfield CT 06824
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For Sale
20 Benson Place Fairfield, CT 06824
4 BD / 2 BA / 1,243 SQ.FT. $899,000
$899,000
20 Benson Place,
Fairfield CT 06824
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For Sale
35 Knapps Highway Fairfield, CT 06825
3 BD / 3 BA / 1,930 SQ.FT. $885,000
$885,000
35 Knapps Highway,
Fairfield CT 06825
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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
5763 Park Avenue Fairfield, CT 06825
3 BD / 2 BA / 1,248 SQ.FT. $800,000
$800,000
5763 Park Avenue,
Fairfield CT 06825
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For Sale
510 Reef Road Fairfield, CT 06824
2 BD / 1 BA / 1,174 SQ.FT. $799,900
$799,900
510 Reef Road,
Fairfield CT 06824
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For Sale
143 Sawyer Road Fairfield, CT 06824
3 BD / 1 | 1 BA / 1,282 SQ.FT. $799,000
$799,000
143 Sawyer Road,
Fairfield CT 06824
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For Sale
160 Glengarry Road #160 Fairfield, CT 06825
2 BD / 3 BA / 1,569 SQ.FT. $799,000
$799,000
160 Glengarry Road #160,
Fairfield CT 06825
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Min. Price
Max. Price
Beds
Baths
For Sale
274 Pine Creek Avenue Fairfield, CT 06824
2 BD / 2 | 1 BA / 2,812 SQ.FT. $3,250,000
Open House: Mar 29, 2026, 1:00 PM - 3:00 PM
$3,250,000
274 Pine Creek Avenue,
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: Mar 26, 2026, 11:00 AM - 2:00 PM
$2,595,000
3808 Redding Road,
Fairfield CT 06824
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For Sale
165 Hemlock Hills Road South Fairfield, CT 06824
5 BD / 4 BA / 5,158 SQ.FT. $2,099,000
Open House: Mar 28, 2026, 1:00 PM - 4:00 PM
$2,099,000
165 Hemlock Hills Road South,
Fairfield CT 06824
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For Sale
570 Unquowa Road Fairfield, CT 06824
4 BD / 4 | 1 BA / 4,520 SQ.FT. $1,899,000
Open House: Mar 26, 2026, 10:00 AM - 2:00 PM
$1,899,000
570 Unquowa Road,
Fairfield CT 06824
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For Sale
22 Knollwood Drive Fairfield, CT 06824
4 BD / 3 | 1 BA / 3,515 SQ.FT. $999,900
Open House: Apr 4, 2026, 11:00 AM - 1:00 PM
$999,900
22 Knollwood Drive,
Fairfield CT 06824
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For Sale
198 Castle Avenue Fairfield, CT 06825
4 BD / 2 | 1 BA / 2,205 SQ.FT. $950,000
Open House: Mar 28, 2026, 1:00 PM - 3:00 PM
$950,000
198 Castle Avenue,
Fairfield CT 06825
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For Sale
385 Samp Mortar Drive Fairfield, CT 06824
4 BD / 2 BA / 2,045 SQ.FT. $795,000
Open House: Mar 28, 2026, 12:00 AM - 2:00 PM
$795,000
385 Samp Mortar Drive,
Fairfield CT 06824
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For Sale
130 Brentwood Avenue Fairfield, CT 06825
3 BD / 2 | 1 BA / 1,850 SQ.FT. $629,900
Open House: Mar 26, 2026, 11:00 AM - 1:00 PM
$629,900
130 Brentwood Avenue,
Fairfield CT 06825
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For Sale
130 Brentwood Avenue Fairfield, CT 06825
3 BD / 2 | 1 BA / 1,850 SQ.FT. $629,900
Open House: Mar 26, 2026, 11:00 AM - 1:00 PM
$629,900
130 Brentwood Avenue,
Fairfield CT 06825
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For Sale
96 Toll House Lane Fairfield, CT 06825
3 BD / 2 BA / 1,728 SQ.FT. $599,000
Open House: Mar 26, 2026, 11:00 AM - 2:00 PM
$599,000
96 Toll House Lane,
Fairfield CT 06825
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