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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
Sold
33 Middlebrook Place Fairfield, CT 06824
4 BD / 5 | 1 BA / 5,256 SQ.FT. SOLD: $2,025,000
33 Middlebrook Place,
Fairfield CT 06824
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1615 Cross Highway Fairfield, CT 06824
4 BD / 3 | 2 BA / 4,606 SQ.FT. SOLD: $2,025,000
1615 Cross Highway,
Fairfield CT 06824
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Sold
478 hollydale Road Fairfield, CT 06824
4 BD / 3 | 1 BA / 4,258 SQ.FT. SOLD: $2,022,000
478 hollydale Road,
Fairfield CT 06824
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Sold
2787 Redding Road Fairfield, CT 06824
4 BD / 4 | 1 BA / 4,060 SQ.FT. SOLD: $2,000,000
2787 Redding Road,
Fairfield CT 06824
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Sold
71 Charles Street Fairfield, CT 06824
4 BD / 3 | 1 BA / 3,417 SQ.FT. SOLD: $2,000,000
71 Charles Street,
Fairfield CT 06824
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Sold
140 Sherwood Farm Road Fairfield, CT 06824
5 BD / 4 | 1 BA / 5,348 SQ.FT. SOLD: $2,000,000
140 Sherwood Farm Road,
Fairfield CT 06824
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298 Arbor Drive Fairfield, CT 06890
5 BD / 4 | 1 BA / 3,688 SQ.FT. SOLD: $2,000,000
298 Arbor Drive,
Fairfield CT 06890
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Sold
2087 Fairfield Beach Road Fairfield, CT 06824
4 BD / 2 | 1 BA / 2,748 SQ.FT. SOLD: $2,000,000
2087 Fairfield Beach Road,
Fairfield CT 06824
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Sold
1230 South Pine Creek Road Fairfield, CT 06824
4 BD / 4 | 2 BA / 4,181 SQ.FT. SOLD: $2,000,000
1230 South Pine Creek Road,
Fairfield CT 06824
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30 Robert Court Fairfield, CT 06824
5 BD / 4 | 1 BA / 4,635 SQ.FT. SOLD: $1,999,000
30 Robert Court,
Fairfield CT 06824
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225 Colonial Drive Fairfield, CT 06824
5 BD / 3 BA / 3,655 SQ.FT. SOLD: $1,975,000
225 Colonial Drive,
Fairfield CT 06824
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257 James Street Fairfield, CT 06824
5 BD / 3 | 1 BA / 3,136 SQ.FT. SOLD: $1,950,000
257 James Street,
Fairfield CT 06824
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Min. Price
Max. Price
Beds
Baths
For Sale
1053 Fairfield Beach Road Fairfield, CT 06824
4 BD / 3 | 1 BA / 3,283 SQ.FT. $3,200,000
Open House: Feb 8, 2026, 1:00 PM - 4:00 PM
$3,200,000
1053 Fairfield Beach Road,
Fairfield CT 06824
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For Sale
88 Merry Meet Circle Fairfield, CT 06824
5 BD / 6 | 2 BA / 8,136 SQ.FT. $2,498,000
Open House: Feb 8, 2026, 1:00 PM - 3:00 PM
$2,498,000
88 Merry Meet Circle,
Fairfield CT 06824
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For Sale
127 Paul Place Fairfield, CT 06824
5 BD / 5 | 1 BA / 3,940 SQ.FT. $2,299,000
Open House: Feb 8, 2026, 12:00 PM - 2:00 PM
$2,299,000
127 Paul Place,
Fairfield CT 06824
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For Sale
158 Coventry Lane Fairfield, CT 06824
4 BD / 3 | 1 BA / 4,255 SQ.FT. $1,999,000
Open House: Feb 7, 2026, 1:00 PM - 3:00 PM
$1,999,000
158 Coventry Lane,
Fairfield CT 06824
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For Sale
464 Ruane Street Fairfield, CT 06824
5 BD / 3 BA / 3,019 SQ.FT. $1,850,000
Open House: Feb 8, 2026, 1:00 PM - 3:00 PM
$1,850,000
464 Ruane Street,
Fairfield CT 06824
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For Sale
68 Figlar Avenue Fairfield, CT 06824
5 BD / 4 BA / 4,079 SQ.FT. $1,849,000
Open House: Feb 8, 2026, 1:00 PM - 4:00 PM
$1,849,000
68 Figlar Avenue,
Fairfield CT 06824
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For Sale
127 Spruce Street #127 Fairfield, CT 06890
3 BD / 3 | 1 BA / 3,141 SQ.FT. $1,799,000
Open House: Feb 12, 2026, 11:00 AM - 1:00 PM
$1,799,000
127 Spruce Street #127,
Fairfield CT 06890
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For Sale
341 Crestwood Road Fairfield, CT 06824
5 BD / 4 | 1 BA / 3,797 SQ.FT. $1,550,000
Open House: Feb 7, 2026, 12:00 PM - 2:00 PM
$1,550,000
341 Crestwood Road,
Fairfield CT 06824
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For Sale
117 Forest Avenue #117 Fairfield, CT 06824
4 BD / 3 | 1 BA / 2,609 SQ.FT. $1,299,000
Open House: Feb 7, 2026, 1:00 PM - 3:00 PM
$1,299,000
117 Forest Avenue #117,
Fairfield CT 06824
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For Sale
115 Mayfair Road Fairfield, CT 06824
4 BD / 3 BA / 2,012 SQ.FT. $1,175,000
Open House: Feb 7, 2026, 10:00 AM - 12:00 PM
$1,175,000
115 Mayfair Road,
Fairfield CT 06824
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For Sale
1478 Jennings Road Fairfield, CT 06824
3 BD / 2 | 1 BA / 1,956 SQ.FT. $949,000
Open House: Feb 7, 2026, 1:00 PM - 3:00 PM
$949,000
1478 Jennings Road,
Fairfield CT 06824
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For Sale
168 Bennett Street Fairfield, CT 06825
4 BD / 3 BA / 2,175 SQ.FT. $899,000
Open House: Feb 7, 2026, 1:00 PM - 4:00 PM
$899,000
168 Bennett Street,
Fairfield CT 06825
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