149 Dudley Road
Wilton, CT 06897
5
Bed
6
Bath
5,940Sqft
5.34Acres(Lot)
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
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 5Bathroom Information
Total Baths: 6 Full Baths: 5 Half Baths: 1Room Information
Rooms Total: 11 Has Basement: Yes Basement: Partial, Unfinished -
Roofing Information
Wood -
Interior Features
In-Law Floorplan, Entrance Foyer Roof: Wood Appliances: Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Oven, Washer Laundry Features: Laundry Room -
Heating & Cooling
Has Heating: Yes Heating: Oil, Hot Water Has Cooling: Yes Cooling: Central Air Water front: 1
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Building Information
Year Built: 1726 Building Area Total: 5940 Construction Materials: Stone, Concrete, Frame, Clapboard Patio And Porch Features: Patio, Porch Pool Features: Gunite, Heated, Outdoor Pool, In Ground Private Pool: No Water front Features: Pond View: Water -
Exterior Features
Exterior Features: Balcony
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Lot Information
Lot Size Acres: 5.34 Lot Description: Level, Waterfront
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Listing Price Information
Listing Price: $2995000
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Tax Information
Parcel Number: 1924406 Annual Tax: $55479
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Parking Information
Parking Total: 8 OtherGarage Information
Has Garage: Yes Garage Space: 8
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School Information
Elementary School: Miller-DriscollJunior High School: MiddlebrookSenior High School: Wilton -
Location Information
Direction: Use GPS WaterSource: Well
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 267 Westport Road, Wilton, CT, 06897 | $1,695,000 | 4 | 4 | 5,335 | 2 Acres |
| 253 Rivergate Drive, Wilton, CT, 06897 | $2,995,000 | 5 | 8 | 9,032 | 2.01 Acres |
| 89 Chestnut Hill Road, Wilton, CT, 06897 | $2,395,000 | 6 | 5 | 5,576 | 2.01 Acres |
| 143 Chestnut Hill Road, Wilton, CT, 06897 | $2,375,000 | 6 | 6 | 5,455 | 2.45 Acres |
| 20 Overidge Lane, Wilton, CT, 06897 | $979,000 | 4 | 3 | 2,628 | 2.12 Acres |
| 146 Westport Road, Wilton, CT, 06897 | $895,000 | 3 | 4 | 2,798 | 1.86 Acres |
| 33 Coley Road, Wilton, CT, 06897 | $1,849,900 | 4 | 4 | 3,708 | 2.05 Acres |
| 20 Cherry Lane, Wilton, CT, 06897 | $2,495,000 | 6 | 6 | 7,200 | 2.45 Acres |
| 70 Coley Road, Wilton, CT, 06897 | $1,295,000 | 3 | 3 | 2,644 | 2 Acres |
| 97 Hurlbutt Street, Wilton, CT, 06897 | $975,000 | 4 | 3 | 2,211 | 2.96 Acres |
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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.
ByOwner last updated this listing 10/05/2026 @ 07:26
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