115 Dudley Rd, Wilton, CT 06897
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Property image
OFF MARKET

115 Dudley Rd
Wilton, CT 06897

  • 5 Beds
  • 5 Baths
  • 4,070 sqft (on 2.58 acres)

$2,213,500

Trulia Estimate
as of Aug 4, 2026
Est. Refi. Payment $14,536/mo*
Refinance Your Home

$2,213,500

Trulia Estimate
as of Aug 4, 2026
Est. Refi. Payment $14,536/mo*
Refinance Your Home
5 Beds
5 Baths
4,070 sqft
(on 2.58 acres)

Local Information

  • Map ViewExplore the area around 115 Dudley Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1890
Lot Size
2.58 acres
Living Area
4,070 sqft
Price/Sqft
$544
Parking
Garage

About this House

Welcome to Robin Hill. Enter up rambling front drive to lovingly restored classic farm house w/gorgeous wraparound porch & south-westerly views over rolling lawns and park like grounds. The home has been meticulously updated with an addition designed by Rick Tomasetti to accommodate today's modern families. The first floor has generously proportioned rooms with optional office/bedroom. The master has two walk-in closets with dressing area and a bathroom with separate shower, tub and 2 sinks. The house has a plethora of built-ins in almost every room. Also included large barn with heated room, paddle tennis court and hut. This South Wilton estate is private yet convenient to shopping, highways and transportation. See addendum for details.
115 Dudley Rd, Wilton, CT 06897 is a 5 bedroom, 5 bathroom, 4,070 sqft single-family home built in 1890. It last sold for $1,300,000 on Aug 28, 2014. More recently, it was listed as a rental in June 2012 with an asking price of $6,500 per month. That rental listing was removed on April 20, 2013. It is currently off market. The Trulia Estimate is $2,213,500, with a rent estimate of $6,714/month.

Home Details for 115 Dudley Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 10Types of Rooms: Dining Room, Family Room, Office
Heating & Cooling
Heating: Other, OilAir ConditioningCooling System: OtherHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 3
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: WoodPatioPorch
Parking & Garage
GarageParking Spaces: 3Parking: Garage Detached

Property Information

Year Built
Year Built: 1890
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 2.58 acres

Price History for 115 Dudley Rd

DatePriceEventSource
08/28/2014$1,300,000Sold
Smart MLS #99064696
08/07/2014$1,349,000PendingAgent Provided
07/08/2014$1,349,000PriceChange
Agent Provided
05/11/2014$1,489,000Listed For SaleAgent Provided
04/20/2013$5,500ListingRemovedAgent Provided
02/22/2013$5,500PriceChange
Agent Provided
06/03/2012$6,500Listed For RentAgent Provided
09/18/2011$6,500ListingRemovedAgent Provided
09/01/2010$6,500Listed For SaleAgent Provided
01/31/1996$543,500Sold
Smart MLS #95030451

Market trends in Wilton

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
66
7MoM
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Property Tax and Assessment

Year2025
Tax$24,082
Assessment$986,580
Home facts updated by county records

Comparable Sales for 115 Dudley Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
37 Topfield Road, Wilton, CT
0.46
Single-Family Home
$1,420,000
08/28/25
4
3.5
4,728
25 Cherry Lane, Wilton, CT
0.18
Single-Family Home
$1,105,000
06/01/26
3
2.5
2,331
146 Dudley Road, Wilton, CT
0.14
Single-Family Home
$1,585,000
06/02/26
4
3
2,660
57 Little Brook Road, Wilton, CT
0.42
Single-Family Home
$1,150,000
10/16/25
4
3.5
2,724
66 Little Brook Road, Wilton, CT
0.51
Single-Family Home
$1,850,000
10/24/25
4
3.5
4,023
74 Raymond Lane, Wilton, CT
0.23
Single-Family Home
$805,000
06/29/26
3
3
2,092
109 Westport Road, Wilton, CT
0.58
Single-Family Home
$1,225,000
09/25/25
4
2.5
3,889
304 Chestnut Hill Road, Wilton, CT
0.79
Single-Family Home
$1,660,000
11/07/25
4
3
4,162
105 Cherry Lane, Wilton, CT
0.54
Single-Family Home
$1,124,000
10/02/25
4
3
2,493
105 Old Highway, Wilton, CT
0.82
Single-Family Home
$1,420,000
04/30/26
4
3.5
3,794

Nearby homes

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Assigned Schools

These are the assigned schools for 115 Dudley Rd.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Wilton

At least 67 Trulia users voted on each feature.

  • 94 % Say car is needed

  • 88 % Say parking is easy

  • 86 % Say there's holiday spirit

  • 84 % Say it's quiet

  • 81 % Say yards are well-kept

  • 81 % Say it's dog friendly

  • 80 % Say there's wildlife

  • 68 % Say people would walk alone at night

  • 66 % Say neighbors are friendly

  • 57 % Say they plan to stay for at least 5 years

  • 56 % Say kids play outside

  • 43 % Say there are community events

  • 24 % Say it's walkable to restaurants

  • 21 % Say streets are well-lit

  • 19 % Say it's walkable to grocery stores

  • 18 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Jelani37
    "It’s a small town, and traffic can be bad during rush hours on the Merritt "
    0
    Flag
  • Aimee Calandria
    "Christmas caroling, Memorial parade, farmers market, garden sale, Halloween parade, summer outside sale"
    0
    Flag
  • Kim Biltoft
    "Family oriented, very neighborly, help is there when you ask for it. Lots of ways to get involved in the community. "
    0
    Flag
  • Avdi R.
    "Very nice and friendly town! Very quiet and peaceful. Well kept neighborhoods and town. I spend a lot of time walking trails and enjoying the local town plazas"
    2
    Flag
  • Geneveaninevanstaden
    "Wilton is a lovely town to live in and the community is kind, friendly & welcoming. The public & communal areas are well kept and the parks & recreation facilities are well maintained. Wilton has great schools & is a great town for families."
    2
    Flag
  • Kelly H.
    "Best area to raise a family! The people are great! The schools are great! The public areas are great!"
    0
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  • Geneveaninevanstaden
    "Recently moved to Wilton and absolutely love it. We love going for family walks in the nature trails, or just taking a walk to the local restaurants or cafes. The parks are clean and well maintained, the rivers and lakes are clear and looked after. The Wilton community is friendly and welcoming, it’s a great place to call home."
    3
    Flag
  • Annie O.
    "This is a small city located in Fairfield Co Connecticut, known locally as “the country” and for being a little over an hour commute outside of NYC. Getting to a major highway requires driving through neighborhoods. "
    1
    Flag
  • Ygibney
    "Great schools close to ymca close to supermarket and close to train. Convenient location to neighboring towns ."
    0
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  • Barbara S.
    "Wilton is a caring, active, and beautiful community. A terrific library and many interest groups expand the reach of the educational resources. "
    0
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  • Azlouko
    "Fun family events in town Friendly neighbors Good school system Halloween parade Memorial Day parade"
    1
    Flag
  • Nya
    "Great schools, safe to live. We don’t have a great downtown but near by towns have. We have few good restaurants, great library and a farmers market. "
    0
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  • Samwals
    "No , there is no public transportation here. Everything is done by car. The city is spread out and there is no way they could supply public transportation except for the elderly "
    1
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  • BlessedOne
    "Lived in Wilton for 11 years. Plus is Low crime rate. Negative is expensive rent for old houses that are not update and built in 1900’s."
    1
    Flag
  • Trulia User
    "Great fairs, library events, parades! Super fun place to live. Outdoor activities too including hiking and biking. "
    0
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  • Pookie368
    "Most parts near me are not good to walk a dog. Not a lot of sidewalks and a lot of traffic. There are however a few parks to walk with your dog scattered around town."
    0
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  • Samwals
    "It doesn’t feel unique . There is nothing special about the town nor the neighborhood. The people are hoodwinked by the propaganda about how great the schools are. Scores have declined each year. "
    2
    Flag
  • Elizabethalleva
    "Wilton is amazing! Great schools. Great people. Beautiful homes!! This is a wonderful place to raise a family"
    4
    Flag
  • Samwals
    "Beautiful neighborhood, over rated schools. High taxes, high debt, Low turnout on budget issues. Poor road maintenance, wasted money on new school, with declining school age population. Retail outlets closing, with no incentives to stay. No plan to attract new businesses. A pompous attitude prevails by a community who time past by"
    0
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  • nrbattista
    "Outstanding area for raising children and commuting to NYC."
    0
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  • Liz C.
    "We live here and it is the best place we have ever lived! We thought when we bought it that we would move in a couple of years, but now we know this has everything we need and is safe, walkable, pet friendly, conveniently located and the neighborhood community is awesome. Having 4 bedrooms and a detached house with plenty of parking for our family and guests makes living easy. Our resident board and the management company are proactive and approachable. The grounds and upkeep through every season have been outstanding, nothing to complain about! These houses rarely come on the market and when they do there are always multiple bids. This has proven to be an amazing investment. Grumman Village possesses a desirable and stable mixed neighborhood of families, singles, couples and retirees."
    0
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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 115 Dudley Rd

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Off Market Homes Near 115 Dudley Rd

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