149 Dudley Road, Wilton, CT 06897
Local realty services provided by:CENTURY 21 North East
Upcoming open houses
- Sun, Nov 0812:00 pm - 02:00 pm
Listed by: melissa rwambuya(917) 670-5053
Office: william raveis real estate(203) 966-3555
MLS#:24207078
Source:CT
Price summary
- Price:$2,995,000
- Price per sq. ft.:$504.21
About this home
Originally built in 1726 and extensively remodeled, reimagined and re-engineered in 2007, 149 Dudley Road is a rare country estate where nearly three centuries of history meet sophisticated modern living. Set behind gates on more than five magnificent level acres, this exceptional property combines timeless New England character, beautifully considered interiors and extraordinary amenities in an idyllic, park-like setting. The main residence is warm, elegant and filled with natural light, with wide-board floors, handsome millwork, dramatic stone fireplaces, original architectural details and inviting covered and wraparound porches that honor the home's remarkable heritage. Generously scaled rooms and an open, effortless flow are complemented by a stunning kitchen and beautifully appointed baths featuring luxurious finishes that are both classic and timeless. Designed equally for intimate everyday living and memorable entertaining, the home extends seamlessly outdoors. An exceptional outdoor living room with fireplace and pergola, expansive tiered terraces, heated pool and spa create a private resort-like setting surrounded by mature landscaping, sweeping lawns and a picturesque freshwater pond. Adding another dimension to the property is the extraordinary three-story carriage barn-a destination unto itself. With expansive entertaining and recreation spaces, offices, a spectacular secret "Speak Easy" and extensive garage and storage capacity for car collections, boats...
Contact an agent
Home facts
- Year built:1726
- Listing ID #:24207078
- Added:50 day(s) ago
- Updated:November 06, 2026 at 01:17 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:6
- Full bathrooms:5
- Half bathrooms:1
- Rooms Total:11
- Kitchen Description:Cook Top, Dishwasher, Microwave, Refrigerator, Wall Oven
- Basement Description:Partial, Unfinished
- Living area:5,940 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Hot Water
- Central air:Yes
Structure and exterior
- Roof:Wood Shingle
- Year built:1726
- Building area:5,940 sq. ft.
- Lot area:5.34 Acres
- Lot Features:Dry, Fence - Full, Level Lot, Professionally Landscaped, Some Wetlands
- Architectural Style:Colonial
- Construction Materials:Clapboard, Stone
- Exterior Features:Balcony, Barn, French Doors, Guest House, Patio, Porch, Porch-Wrap Around, Shed, Underground Sprinkler
Schools
- High school:Wilton
- Middle school:Middlebrook
- Elementary school:Miller-Driscoll
Utilities
- Water:Private Well
- Sewer:Septic
Finances and disclosures
- Price:$2,995,000
- Price per sq. ft.:$504.21
- Tax amount:$55,479 (July 2026-June 2027)
Features and amenities
- Appliances:Cook Top, Dishwasher, Dryer, Microwave, Refrigerator, Wall Oven, Washer
- Pool features:In Ground Pool
Parking
- Total parking spaces:8
- Parking description:Barn, Detached Garage
- Garage:Yes
- Garage spaces:8
New listings near 149 Dudley Road
- Open Sun, 1 to 3pmNew
$1,075,000Active5 beds 4 baths4,228 sq. ft.68 Old Mill Road, Wilton, CT 06897
MLS# 24191604Listed by: William Pitt Sotheby's Int'l - Open Sun, 1 to 3pmNew
$1,225,000Active4 beds 3 baths3,823 sq. ft.44 Bald Hill Road, Wilton, CT 06897
MLS# 24215384Listed by: William Pitt Sotheby's Int'l - Open Fri, 11am to 1pmNew
$1,699,000Active3 beds 4 baths4,092 sq. ft.21 Shadow Lane, Wilton, CT 06897
MLS# 24215961Listed by: William Pitt Sotheby's Int'l - New
$900,000Active3 beds 2 baths1,506 sq. ft.559 Danbury Road, Wilton, CT 06897
MLS# 24215202Listed by: Coldwell Banker Realty - Open Sat, 12 to 3pmNew
$1,425,000Active4 beds 3 baths3,339 sq. ft.25 Langner Lane, Wilton, CT 06897
MLS# 24218439Listed by: William Raveis Real Estate - Open Sun, 12 to 2pmNew
$1,890,000Active5 beds 6 baths5,005 sq. ft.161 Hurlbutt Street, Wilton, CT 06897
MLS# 24217060Listed by: William Raveis Real Estate - New
$649,000Active5 beds 4 baths2,439 sq. ft.937 Danbury Road, Wilton, CT 06897
MLS# 24151288Listed by: Houlihan Lawrence
$895,000Pending3 beds 2 baths2,490 sq. ft.44 Oak Ledge Lane, Wilton, CT 06897
MLS# 24217045Listed by: Brown Harris Stevens- New
$3,795,000Active5 beds 7 baths6,115 sq. ft.39 Keelers Ridge Road, Wilton, CT 06897
MLS# 24215990Listed by: William Raveis Real Estate
$1,049,000Active3 beds 3 baths2,391 sq. ft.82 Old Mill Road, Wilton, CT 06897
MLS# 24216404Listed by: Compass Connecticut, LLC