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7 listings

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5 Bedroom Homes in Wilton, CT

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7 Listings

7 listings

5 Bedroom Homes in Wilton, CT

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7 Listings

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5 Bedroom Homes in Wilton, CT

7 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

New40

Active

$3,795,000

5 bd · 7 ba · — sqft

39 Keelers Ridge Road, Wilton, CT

Xin Wang · William Raveis Real Estate

32Active

$1,799,000

5 bd · 5 ba · — sqft

39 Powder Horn Hill Road, Wilton, CT

Ben Howell · Coldwell Banker Realty

25Active

$2,195,000

5 bd · 6 ba · 7,843 sqft

14 Powder Horn Hill Road, Wilton, CT

Ben Howell · Coldwell Banker Realty

40Active

$2,995,000

5 bd · 6 ba · 5,940 sqft

149 Dudley Road, Wilton, CT

Melissa Rwambuya · William Raveis Real Estate

32Active

$4,695,000

5 bd · 5 ba · 7,907 sqft

300 Sturges Ridge Road, Wilton, CT

Jennifer Leahy · Compass Connecticut, LLC

Price Reduced39Active

$2,349,000

5 bd · 7 ba · 5,471 sqft

77 Old Boston Road, Wilton, CT

Lynne Boehm · Howard Hanna Rand Realty

Price Reduced40Active

$4,999,999

5 bd · 8 ba · 8,368 sqft

48 Old Farm Road, Wilton, CT

Kevin O'Brien · O'Brien Premier Properties

Listing data & MLS disclosures

SmartMLS: IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

About 5 Bedroom Homes in Wilton, CT

5 Bedroom Homes in Wilton, CT: 7 active listings as of October 27, 2026, 14:11 UTC.

Wilton housing market

September 2026

Selling at 105.4% of asking price

Buyers here are paying above asking. MLS · 15 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 23, 2026

Median sale price: $1,252,500$922,500–$1,490,000 typical range
Price per sq. ft.: $466
Sales: 20
Paid in cash: 40.0%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $1,295,000

Wilton, CT community profile

Area: 27.3 sq. mi.

Source: HJN community data

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Listing data & MLS disclosures

SmartMLS: IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

Wilton, CT community profile

Area: 27.3 sq. mi.

Source: HJN community data

Wilton housing market

September 2026

Selling at 105.4% of asking price

Buyers here are paying above asking. MLS · 15 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 23, 2026

Median sale price: $1,252,500$922,500–$1,490,000 typical range
Price per sq. ft.: $466
Sales: 20
Paid in cash: 40.0%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $1,295,000

Homes for sale

Median days on market

31 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 2.5%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

Median home size: 2,766 sq. ft.

5 Bedroom Homes in Wilton, CT