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$2,995,000

Active

149 Dudley Road

Wilton, Connecticut, 06897 · Fairfield County

5

Beds

6

Baths

5,940

Sq Ft

1726

Built

MLS # 24207078

Price / Sq Ft

$504

Property Type

Single Family For Sale

Lot Size

5.34

Class

Property

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

149 Dudley Road, Wilton Connecticut 06897 — Single Family For Sale listed at $2,995,000.

At a Glance

5

Bedrooms

6

Bathrooms

5,940

Sq Ft

5.34

Lot Size

--

Garage

1726

Year Built

The Details

Property TypeSingle Family For Sale
NeighborhoodFairfield
Address149 Dudley Road
MLS Number24207078
Year Built1726
Square Footage5,940
Lot Size5.34
Bedrooms5
Bathrooms6
Water SourcePrivate Well

Property Details

Other Details

Appliances IncludedCook Top,Wall Oven,Microwave,Refrigerator,Dishwasher,Washer,Dryer
ColorWhite
In Law AccessOver Garage
In Law ApartmentYes
Lockbox LocationFront Door
Parcel Number1924406
Parking Total Spaces8
Radon Mitigation Air YNUYes
Rooms AdditionalBonus Room,Foyer,Laundry Room,Mud Room,Wine Cellar
Virtual Tourhttps://tour.realtyplans.com/sites/rgbomlmv/unbranded
ZoningR-2

Financial

Assessed Value2213680
Mil Rate Total25.0623
Property Tax55479
Tax YearJuly 2026-June 2027

Property Features

Attic DescriptionHeated,Finished,Walk-up
Attic YN1
Basement DescriptionPartial,Unfinished
Cooling SystemCentral Air
Exterior FeaturesPorch-Wrap Around,Balcony,Shed,Porch,Barn,Guest House,French Doors,Underground Sprinkler,Patio
Exterior SidingClapboard,Stone
Fireplaces Total3
Foundation TypeConcrete
Fuel Tank LocationIn Basement
Garage ParkingDetached Garage,Barn,Other
Garages Number8
Heat Fuel TypeOil
Heat TypeHot Water
Hot Water DescriptionOil,Domestic
Laundry Room InfoUpper Level
Pool DescriptionGunite,Heated,Spa,Safety Fence,In Ground Pool
Roof InformationWood Shingle
Swimming Pool YN1

All Photos (40)

MARKET CONTEXTWilton →
Town Median+227% vs list
$915,000
Wilton, CT
Mill Rate
27.18
Fairfield County
NYC Commute
80 min
Metro-North express
Schools
A+
2 graded
LOADING COMP CLOUD…

This listing is +227% vs the Wilton median. Verify against same-school-district comps before competing offers.

Contact Melissa Rwambuya

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Affordability Calculator

$2,995,000

Down Payment$599,000
Loan Amount$2,396,000
Principal & Interest$15,144/mo
Property Tax$2,995/mo
Insurance$100/mo
Est. Monthly$18,239/mo

Listing Agent

M

Melissa Rwambuya

William Raveis Real Estate

Quick Facts

StatusActive
TypeSingle Family For Sale
ClassProperty
MLS #24207078
Last Updated2026-10-14

Virtual Tour

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