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MLS 24207078 For Sale Open House Updated September 30, 2026
Open House An open house is scheduled — contact us for times.
149 Dudley Road

Wilton, Connecticut 06897

$2,995,000
On market 13 days
149 Dudley Road
1 / 40

About This Property

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

Property Details

Interior

Heat
Hot Water — Oil
Cooling
Central Air
Fireplaces
3
Basement
Partial,Unfinished
In-Law Apartment
Yes

Exterior & Lot

Roof
Wood Shingle
Construction
Construction
Pool
Gunite,Heated,Spa,Safety Fence,In Ground Pool
Waterfront
Pond,View,Access
Exterior Features
Porch-Wrap Around Balcony Shed Porch Barn Guest House French Doors Underground Sprinkler Patio
Lot Description
Fence - Full Some Wetlands Dry Level Lot Professionally Landscaped
Garage & Parking
Detached Garage Barn Other

Utilities & Systems

Water Source
Private Well
Sewer
Septic

Community & Schools

Elementary
Miller-Driscoll
Middle
Middlebrook
High
Wilton

Appliances

Included
Cook Top Wall Oven Microwave Refrigerator Dishwasher Washer Dryer

149 Dudley Road

Wilton , Connecticut 06897

$2,995,000

On market 13 days

Beds
5
Baths
6
SqFt
5,940
Type
Single Family
County Fairfield
Garage 8
Rooms -
Lot Size 5.34 Acres
Property Tax $55,479
Assessed Value $2,213,680
Year Built 1726
Style Colonial
Zoning R-2
Parking Spaces 8

Payment Estimate

30-year fixed. Includes taxes; estimates only.

Estimated Monthly Payment
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Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: D52.

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