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$2,995,000
 $16,078 est/mo Sourced by Back At You

149 Dudley Road,Wilton, CT 06897

Wilton, CT 06897

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Description

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

Details

MLS #24207078
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1726
Days On Site7
Listing Provided ByWilliam Raveis Real Estate | Melissa Rwambuya

Features

Bed(s)5
Bath(s) 6 Total
SQ Feet5,940
Garage8
BasementY
PoolYes
ZoningR-2
Acreage5.34
Water FrontYes

Interior

Total Rooms11
Cooling SystemCentral Air
Appliances IncludedCook Top, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Fireplaces Total3
Laundry Room InfoUpper Level

Exterior

Exterior FeaturesPorch-Wrap Around, Balcony, Shed, Porch, Barn, Guest House, French Doors, Underground Sprinkler, Patio
Roof InformationWood Shingle
Foundation TypeConcrete

Parking

Garage & ParkingDetached Garage, Barn, Other
Garages Number8
Parking Total Spaces8

Utilities

Sewage SystemSeptic

Taxes

Tax YearJuly 2026-June 2027
Property Tax55479

Area Information

StateCT
CountyFairfield
CityWilton
Zip Code06897
AreaN | A
School DistrictMiller-Driscoll
Elementary SchoolMiller-Driscoll
High SchoolWilton
Listing VS Median (in 06897)
Price:
$2,995,000
low | high
Med:
$897,000
100% of Average
sqft:
5,940
low | high
Med:
2,704
100% of Average
$ / sqft:
$504
low | high
Med:
$332
84.122942574054% of Average
On site:
7
low | high
Med:
13.5
51.851851851852% of Average
Sourced by Back At You

Market Activity 06897

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Learn More About This Property

Open House
Live Stream
09/27 9:00 AM - 11:00 AM
Register
StateCT
CountyFairfield
CityWilton
Zip Code06897
AreaN | A
School DistrictMiller-Driscoll
Elementary SchoolMiller-Driscoll
High SchoolWilton
Listing VS Median (in 06897)
Price:
$2,995,000
low | high
Med:
$897,000
100% of Average
sqft:
5,940
low | high
Med:
2,704
100% of Average
$ / sqft:
$504
low | high
Med:
$332
84.122942574054% of Average
On site:
7
low | high
Med:
13.5
51.851851851852% of Average
Sourced by Back At You
Nearby Listings (Within 1/2 mile)
Price: $2.246M - $3.743M
sqft: 4,000 - 7,000
Nearby Listings Property ImageNearby Listings Details
206 Dudley Road Property Photo 1
$15,000
206 Dudley Road
Wilton, CT 06897
106 Spoonwood Road Property Photo 1
$2,500
106 Spoonwood Road
Wilton, CT 06897
Listing Updated: September 22, 2026 at 6:37:24 AM PDT
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