For Sale
Single family home for sale at 149 Dudley Rd, Wilton, CT 06897 | MLS# 24207078 | Listing updated on 2026-10-06
Photo 1 of Single family home for sale at 149 Dudley Rd, Wilton, CT 06897 | MLS# 24207078 | Listing updated on 2026-10-06
Photo 2 of Single family home for sale at 149 Dudley Rd, Wilton, CT 06897 | MLS# 24207078 | Listing updated on 2026-10-06
Photo 3 of Single family home for sale at 149 Dudley Rd, Wilton, CT 06897 | MLS# 24207078 | Listing updated on 2026-10-06
Photo 4 of Single family home for sale at 149 Dudley Rd, Wilton, CT 06897 | MLS# 24207078 | Listing updated on 2026-10-06
36+
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Street View

$2,995,000

Monthly Est:$14,907

  • Beds Icon5 Beds
  • Beds Icon
    6 Baths
  • Beds Icon5,940sqft

149 Dudley Rd, Wilton, CT 06897

$14,907/moEst:

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  • Single Family Residence

  • Built in 1726

  • $-- HOA

  • 5.34 acres lot

  • $504/sq.ft

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

  • Houzeo last checked: 45 minutes ago
  • Listing updated: October 6, 2026 at 3:52 pm
  • Listing Provided by: Melissa Rwambuya | William Raveis Real Estate
  • Source: SMART MLS-CT | MLS#: 24207078 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Fairfield County

  • City

    Wilton

  • Neighborhood

    --

  • Year Built

    1726

  • HOA Fees

    -

  • Finished Area

    5,940 sqft

  • Lot Size

    5.34 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24207078

  • MLS Status

    Active

  • Days on Market

    21

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 6

Interior

  • Appliances

    Cook Top, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer

  • Heating

    Hot Water, Oil

  • Cooling

    Central Air

  • Exterior Features

    Porch Wrap Around, Balcony, Shed, Porch, Barn, Guest House, French Doors, Underground Sprinkler, Patio

  • Sewer

    Septic

Construction

  • Year Built

    Year Built: 1726

  • Home type

    Single Family Residence

  • Architectural Style

    Colonial

  • Roof

    Wood Shingle

  • Foundation Details

    Concrete

Utilities & Energy

  • Pool Features

    Gunite, Heated, Spa, Safety Fence, In Ground Pool

  • Water Source

    Private Well

  • Basement

    Partial, Unfinished

  • Laundry Features

    Upper Level

  • Parking Features

    Detached Garage, Barn, Other

Other Features

  • Subdivision Name

    N/a

  • Lot Features

    Fence Full, Some Wetlands, Dry, Level Lot, Professionally Landscaped

Price History

DateEventPrice

09/16/2026

Source: mls_logoSMART MLS-CT #24207078

Listed for Sale

$2,995,000 +49.75%

$504/sqft

02/11/2017

Source: mls_logoSMART MLS-CT #99150493

Price Decreased

$2,000,000 -8.05%

$337/sqft

05/11/2011

Source: mls_logoSMART MLS-CT #98460531

Sold

$2,175,000 +21869.70%

$366/sqft

02/01/2011

Source: #98477512

Listing Removed

$9,900 +11.24%

$2/sqft

10/15/2009

Source: #98436536

Price Decreased

$8,900 -99.40%

$1/sqft

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Based on information provided to and compiled by the SMART MLS, Inc. through Oct 08, 2026, 09:00AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group