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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
3481 Park Avenue Fairfield, CT 06825
3 BD / 2 BA / 2,105 SQ.FT. $705,000
$705,000
3481 Park Avenue,
Fairfield CT 06825
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For Sale
225 Papermill Lane Fairfield, CT 06824
3 BD / 2 BA / 1,682 SQ.FT. $700,000
Open House: Sep 20, 2025, 1:00 PM - 4:00 PM
$700,000
225 Papermill Lane,
Fairfield CT 06824
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For Sale
1748 Stratfield Road Fairfield, CT 06825
4 BD / 2 BA / 1,945 SQ.FT. $699,900
$699,900
1748 Stratfield Road,
Fairfield CT 06825
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For Sale
5 Random Road Fairfield, CT 06825
4 BD / 2 | 1 BA / 2,166 SQ.FT. $699,900
$699,900
5 Random Road,
Fairfield CT 06825
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For Sale
11 Twin Brooks Lane Fairfield, CT 06824
3 BD / 1 | 2 BA / 1,586 SQ.FT. $699,000
$699,000
11 Twin Brooks Lane,
Fairfield CT 06824
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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
3743 Park Avenue Fairfield, CT 06825
3 BD / 2 | 1 BA / 2,232 SQ.FT. $675,000
$675,000
3743 Park Avenue,
Fairfield CT 06825
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For Sale
60 Meadowbrook Road Fairfield, CT 06824
3 BD / 2 BA / 1,001 SQ.FT. $650,000
$650,000
60 Meadowbrook Road,
Fairfield CT 06824
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For Sale
342 Fairfield Woods Road Fairfield, CT 06825
4 BD / 1 BA / 1,760 SQ.FT. $639,000
$639,000
342 Fairfield Woods Road,
Fairfield CT 06825
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For Sale
261 High Street Fairfield, CT 06824
3 BD / 2 BA / 1,560 SQ.FT. $624,900
$624,900
261 High Street,
Fairfield CT 06824
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For Sale
270 Oakwood Drive Fairfield, CT 06824
3 BD / 1 BA / 1,056 SQ.FT. $599,000
$599,000
270 Oakwood Drive,
Fairfield CT 06824
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For Sale
143 Sawyer Road Fairfield, CT 06824
3 BD / 1 BA / 1,282 SQ.FT. $555,000
$555,000
143 Sawyer Road,
Fairfield CT 06824
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Min. Price
Max. Price
Beds
Baths
For Sale
450 Penfield Road Fairfield, CT 06824
5 BD / 4 | 1 BA / 4,000 SQ.FT. $3,100,000
Open House: Sep 20, 2025, 1:00 PM - 3:00 PM
$3,100,000
450 Penfield Road,
Fairfield CT 06824
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For Sale
2015 Redding Road Fairfield, CT 06824
5 BD / 5 | 1 BA / 5,965 SQ.FT. $2,995,000
Open House: Sep 21, 2025, 1:00 PM - 3:00 PM
$2,995,000
2015 Redding Road,
Fairfield CT 06824
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For Sale
260 Birch Road Fairfield, CT 06824
4 BD / 3 BA / 3,157 SQ.FT. $2,349,000
Open House: Sep 21, 2025, 2:00 PM - 4:00 PM
$2,349,000
260 Birch Road,
Fairfield CT 06824
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For Sale
215 Old Post Road Fairfield, CT 06824
5 BD / 3 BA / 4,106 SQ.FT. $1,999,999
Open House: Sep 20, 2025, 12:00 PM - 2:00 PM
$1,999,999
215 Old Post Road,
Fairfield CT 06824
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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: Sep 21, 2025, 12:00 PM - 3:00 PM
$1,949,000
45 Robin Circle,
Fairfield CT 06824
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For Sale
550 Rolling Hills Drive Fairfield, CT 06824
4 BD / 3 | 1 BA / 4,148 SQ.FT. $1,650,000
Open House: Sep 18, 2025, 11:00 AM - 1:00 PM
$1,650,000
550 Rolling Hills Drive,
Fairfield CT 06824
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For Sale
251 Winnepoge Drive Fairfield, CT 06825
4 BD / 3 BA / 3,883 SQ.FT. $1,495,000
Open House: Sep 21, 2025, 1:00 PM - 3:00 PM
$1,495,000
251 Winnepoge Drive,
Fairfield CT 06825
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For Sale
37 Lamplighter Lane Fairfield, CT 06825
5 BD / 4 | 1 BA / 3,556 SQ.FT. $1,325,000
Open House: Sep 20, 2025, 1:00 PM - 4:00 PM
$1,325,000
37 Lamplighter Lane,
Fairfield CT 06825
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For Sale
214 Henry Street Fairfield, CT 06824
3 BD / 3 BA / 2,141 SQ.FT. $975,000
Open House: Sep 20, 2025, 11:30 AM - 1:30 PM
$975,000
214 Henry Street,
Fairfield CT 06824
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For Sale
225 Papermill Lane Fairfield, CT 06824
3 BD / 2 BA / 1,682 SQ.FT. $700,000
Open House: Sep 20, 2025, 1:00 PM - 4:00 PM
$700,000
225 Papermill Lane,
Fairfield CT 06824
Explore
For Sale
155 MOODY Avenue Fairfield, CT 06825
3 BD / 1 | 1 BA / 1,510 SQ.FT. $520,000
Open House: Sep 21, 2025, 1:00 PM - 3:00 PM
$520,000
155 MOODY Avenue,
Fairfield CT 06825
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