206 Dudley Rd, Wilton, CT 06897
Property image
Property image
FOR RENT
2.65 ACRES

$15,000/mo

Fees may apply
  • 4 Beds
  • 3.5 Baths
  • 5,647 sqft (on 2.65 acres)

206 Dudley Rd, Wilton, CT 06897

Cost and fees breakdown
Price may not include required fees and charges.

Home Highlights

Single-Family Home
Attached Garage
Dishwasher
Washer, Dryer
Central, Fireplace & Central Air

Local Information

  • Map ViewExplore the area around 206 Dudley Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Luxury Estate Rental in the Heart of South Wilton Experience exceptional country living in this stunning private estate, set on beautifully landscaped grounds in one of South Wilton's most desirable locations. Surrounded by expansive level lawns, this impressive residence offers the perfect blend of elegance, comfort, and modern efficiency. Designed for both everyday living and effortless entertaining, the home features gracious living spaces, soaring ceilings, abundant natural light, and seamless access to spectacular outdoor amenities. Spend your summers enjoying the heated gunite pool w/ automatic cover, relax in the open cabana, or entertain guests on the expansive terraces overlooking the picturesque grounds. Adding to the home's appeal are newly installed solar panels, providing exceptional energy efficiency and lower utility costs. The expansive grounds offer endless space for recreation, outdoor gatherings, and peaceful enjoyment in a private setting. Conveniently located just minutes from town, award winning schools, shopping, dining, and commuting routes, this exceptional rental offers a rare opportunity to enjoy resort style living in one of Wilton's premier neighborhoods.

Details for 206 Dudley Rd

Interior Features

Heating & Cooling
Heating: Central, FireplaceAir ConditioningHeating Fuel: Central
Appliances & Utilities
DishwasherDryerWasher
Fireplace & Spa
Fireplace

Days on Market

Days on Market: 29 days on Trulia

Property Information

Year Built
Year Built: 1982
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Exterior Features

Pool
Pool
Parking & Garage
GarageParking: Attached Garage, On Site

Agent Information

Listing Agent
MLS/Source ID: 24194962

Lot Information

Lot Area: 0.00 Acres

Building

Community rooms
Fitness Center

Additional Information

PoolTennis Court(s)
Report this Listing

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Costs and Fees

Required monthly rent & fees (based on 12-month lease)
  • Base rent
    $15,000/mo
Required one-time fees
  • Security deposit
    Contact for details
  • Application fee
    Contact for details
  • Administrative fee
    Contact for details
Pricing is subject to change. All calculations are estimates and provided for informational purposes only. Actual amounts may include additional mandatory or optional fees. Please consult the community manager for a complete breakdown of all rental costs.
See more

Rental Market Trends in Wilton

Last updated Jul 2026
Average rent
$3.7K
Available listings
25
View rental market trends in Wilton, CT

Around this home

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

  • 17 % 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • nrbattista
    "Outstanding area for raising children and commuting to NYC."
    0
    Flag
  • 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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Local Legal Protections

LGBTQ • Source of Income

Price and Tax history

DateEventPrice
Aug 12, 2026
Source: Zillow Rentals #24194962
Listed For Rent
$15,000
Nov 5, 2024
Source: Smart MLS #24046430
Sold
$2,100,000
Sep 13, 2024
Source: Smart MLS #24046430
Listed For Sale
$1,999,000
Oct 1, 2020
Source: Smart MLS #170304892
Sold
$1,335,000
Aug 23, 2020
Source: Agent Provided
PriceChange
$1,395,000
Price decreased by 7%
Houlihan Lawrence
Libby Mattson

Frequently asked questions about 206 Dudley Rd

  • What income do you need to rent 206 Dudley Rd?
    Most landlords look for monthly gross income of about 3× rent, or roughly $540K per year to rent 206 Dudley Rd in Wilton, CT at $15,000/mo.
  • How does the rent for 206 Dudley Rd compare to similar 4+ bedroom houses in Wilton?
    206 Dudley Rd in Wilton, CT rents about 130% above the area average for 4+ bedroom houses in Wilton ($6,522/mo).
  • What are the closest schools to 206 Dudley Rd?
    The closest schools to 206 Dudley Rd in Wilton, CT are Cider Mill School (Elementary, rated 9/10), Middlebrook School (Middle, rated 10/10), Miller-Driscoll School (Pre-K/Elementary).
  • What do residents say about Wilton?
    Residents describe Wilton, CT as easy to park in, quiet, and well-kept. Most residents say you need a car. See apartments for rent in Wilton, CT.
  • Does 206 Dudley Rd have a pool?
    Yes, 206 Dudley Rd in Wilton, CT has a pool.
  • Does 206 Dudley Rd have laundry facilities?
    Yes, 206 Dudley Rd in Wilton, CT has in-unit laundry.

Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
$540,000 PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.

New Rentals Nearby

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Explore by feature - Pet Friendly

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Explore by feature - Washer/dryer

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206 Dudley Rd, Wilton, CT is a 4 bedroom, 4 bathroom, 5,647 sqft single-family home built in 1982. 206 Dudley Rd was listed for rent for $15,000/month on Aug 12, 2026.