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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
53 Hilltop Drive Fairfield, CT 06890
3 BD / 2 BA / 1,382 SQ.FT. $750,000
$750,000
53 Hilltop Drive,
Fairfield CT 06890
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For Sale
893 Church Hill Road Fairfield, CT 06825
4 BD / 2 BA / 2,210 SQ.FT. $750,000
$750,000
893 Church Hill Road,
Fairfield CT 06825
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For Sale
79 Mayfair Road Fairfield, CT 06824
3 BD / 2 | 1 BA / 1,635 SQ.FT. $749,000
Open House: Nov 2, 2025, 12:00 PM - 2:00 PM
$749,000
79 Mayfair Road,
Fairfield CT 06824
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For Sale
66 Adams Road Fairfield, CT 06824
4 BD / 3 BA / 3,817 SQ.FT. $749,000
Open House: Nov 2, 2025, 1:00 PM - 3:00 PM
$749,000
66 Adams Road,
Fairfield CT 06824
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For Sale
274 High Street Fairfield, CT 06824
3 BD / 2 BA / 1,665 SQ.FT. $749,000
$749,000
274 High Street,
Fairfield CT 06824
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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
1248 Valley Road Fairfield, CT 06825
3 BD / 1 | 1 BA / 1,766 SQ.FT. $699,000
$699,000
1248 Valley Road,
Fairfield CT 06825
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For Sale
357 Harvester Road Fairfield, CT 06825
3 BD / 1 | 1 BA / 1,572 SQ.FT. $689,000
Open House: Nov 8, 2025, 1:00 PM - 3:00 PM
$689,000
357 Harvester Road,
Fairfield CT 06825
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For Sale
273 Wheeler Park Avenue Fairfield, CT 06825
3 BD / 2 BA / 1,444 SQ.FT. $649,000
Open House: Nov 2, 2025, 1:00 PM - 3:00 PM
$649,000
273 Wheeler Park Avenue,
Fairfield CT 06825
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For Sale
130 Brentwood Avenue Fairfield, CT 06825
3 BD / 2 | 1 BA / 2,600 SQ.FT. $639,900
$639,900
130 Brentwood Avenue,
Fairfield CT 06825
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For Sale
118 Berwick Avenue #118 Fairfield, CT 06825
3 BD / 2 | 1 BA / 1,800 SQ.FT. $600,000
$600,000
118 Berwick Avenue #118,
Fairfield CT 06825
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For Sale
90 2nd Street Fairfield, CT 06825
4 BD / 2 | 2 BA / 2,045 SQ.FT. $515,000
Open House: Nov 2, 2025, 11:00 AM - 1:00 PM
$515,000
90 2nd Street,
Fairfield CT 06825
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Min. Price
Max. Price
Beds
Baths
For Sale
2281 Redding Road Fairfield, CT 06824
5 BD / 4 | 1 BA / 4,191 SQ.FT. $4,995,000
Open House: Nov 2, 2025, 1:00 PM - 3:00 PM
$4,995,000
2281 Redding Road,
Fairfield CT 06824
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For Sale
944 Pequot Avenue Fairfield, CT 06890
6 BD / 5 | 1 BA / 4,307 SQ.FT. $3,888,000
Open House: Nov 2, 2025, 1:00 PM - 3:00 PM
$3,888,000
944 Pequot Avenue,
Fairfield CT 06890
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For Sale
750 Burr Street Fairfield, CT 06824
5 BD / 6 | 2 BA / 6,414 SQ.FT. $3,300,000
Open House: Nov 2, 2025, 1:00 PM - 3:00 PM
$3,300,000
750 Burr Street,
Fairfield CT 06824
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For Sale
2775 North Street Fairfield, CT 06824
5 BD / 6 | 2 BA / 5,978 SQ.FT. $2,250,000
Open House: Nov 2, 2025, 1:00 PM - 3:00 PM
$2,250,000
2775 North Street,
Fairfield CT 06824
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For Sale
33 Middlebrook Place Fairfield, CT 06824
4 BD / 5 | 1 BA / 5,256 SQ.FT. $2,099,900
Open House: Nov 2, 2025, 11:00 AM - 1:00 PM
$2,099,900
33 Middlebrook Place,
Fairfield CT 06824
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For Sale
137 Millard Street Fairfield, CT 06824
4 BD / 3 | 1 BA / 3,000 SQ.FT. $1,999,000
Open House: Nov 2, 2025, 1:00 PM - 3:00 PM
$1,999,000
137 Millard Street,
Fairfield CT 06824
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For Sale
31 High Ridge Road Fairfield, CT 06825
5 BD / 4 | 1 BA / 4,474 SQ.FT. $1,949,000
Open House: Nov 2, 2025, 12:00 PM - 2:00 PM
$1,949,000
31 High Ridge Road,
Fairfield CT 06825
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For Sale
45 Robin Circle Fairfield, CT 06824
6 BD / 5 | 1 BA / 3,847 SQ.FT. $1,949,000
Open House: Nov 2, 2025, 12:00 PM - 3:00 PM
$1,949,000
45 Robin Circle,
Fairfield CT 06824
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For Sale
345 Reef Road #C9 Fairfield, CT 06824
4 BD / 3 | 2 BA / 4,400 SQ.FT. $1,949,000
Open House: Nov 2, 2025, 1:00 PM - 4:00 PM
$1,949,000
345 Reef Road #C9,
Fairfield CT 06824
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For Sale
345 Reef Road #C9 Fairfield, CT 06824
4 BD / 3 | 2 BA / 4,400 SQ.FT. $1,949,000
Open House: Nov 2, 2025, 1:00 PM - 4:00 PM
$1,949,000
345 Reef Road #C9,
Fairfield CT 06824
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For Sale
305 South Gate Lane Fairfield, CT 06890
4 BD / 4 | 1 BA / 5,283 SQ.FT. $1,900,000
Open House: Nov 2, 2025, 1:00 PM - 4:00 PM
$1,900,000
305 South Gate Lane,
Fairfield CT 06890
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For Sale
15 Barton Road Fairfield, CT 06824
6 BD / 4 | 1 BA / 4,344 SQ.FT. $1,899,000
Open House: Nov 2, 2025, 1:00 PM - 3:00 PM
$1,899,000
15 Barton Road,
Fairfield CT 06824
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