65 Pine Ridge Rd, Wilton, CT 06897
Property image
Property image
OFF MARKET

65 Pine Ridge Rd
Wilton, CT 06897

  • 5 Beds
  • 5 Baths
  • 5,648 sqft

$2,412,900

Trulia Estimate
as of Aug 25, 2026

$2,412,900

Trulia Estimate
as of Aug 25, 2026
  • 5 Beds
  • 5 Baths
  • 5,648 sqft

Home Highlights

Property Type
Single-Family Home
Living Area
5,648 sqft
Price/Sqft
$427
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 65 Pine Ridge Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Furnished Winter Rental - Embrace the tranquility of Wilton this winter at 65 Pine Ridge Road, a beautifully updated and spacious residence set on a stunning 2-acre private plateau with rolling hill views and seasonal views of Long Island Sound. Located at one of the highest elevations in Wilton, this home offers peaceful surroundings, dramatic natural scenery, and exceptional privacy. Inside, soaring ceilings and expansive windows fill the home with natural light. The chef's kitchen with center island and full pantry flows into a two-story family room featuring a floor-to-ceiling stone fireplace and French doors leading to a large deck and screened porch. The inviting layout includes multiple fireplaces and warm gathering spaces ideal for the winter season. The luxurious primary suite features a fireplace, spa-like bath with soaking tub, and serene views. Additional spaces include a private home office, formal dining room, and flexible living areas for everyday comfort. The walk-out lower level offers a recreation area, gym, and full bath - perfect for guests or extended stays. A whole-house generator provides added peace of mind during the colder months. Available fully furnished for a short-term winter lease - 4 months preferred. Convenient access to Wilton Center, local shops, and the train to NYC. Terms: No smoking. Pets considered.

Winter Rental - 4 months preferred. Utility and Service charge of $1,750 is due with each months rent. Tenant is responsible for all utilities and services through a Utilities and Services Charge of $1,750 due on the 1st of each month. All thermostats need to be a minimum of 60 degrees at all times.
**Tenant shall maintain renter's insurance throughout. Ask for details
**Rent Spree is preferred method for online tenant screening.
**Showings by confirmed appointment only with at least 2 hours' notice. All interested parties will be asked to complete a brief pre-screening form before scheduling.
**Pets considered on a case-by-case basis. Owner prefers small, low-shedding breeds. Pets subject to owners approval
65 Pine Ridge Rd, Wilton, CT 06897 is a 5 bedroom, 5 bathroom, 5,648 sqft single-family home. It last sold for $1,055,000 on Dec 15, 1997 (10,721% above the $9,750 asking price). More recently, it was listed as a rental in October 2025 with an asking price of $9,750 per month. That rental listing was removed on November 20, 2025. It is currently off market. The Trulia Estimate is $2,412,900, with a rent estimate of $10,499/month.

Home Details for 65 Pine Ridge Rd

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Sublet/TemporaryAvailable: now

Interior Features

Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central Air
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood, Tile
Room & Shared Space
Shared space is furnished

Exterior Features

Pool
Pool
Parking & Garage
Parking: Attached Off Street, On Site

Building

Community rooms
Fitness Center

Comparable Sales for 65 Pine Ridge Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.25
Single-Family Home
$2,010,000
06/30/26
5
4
4,900 sqft
0.38
Single-Family Home
$1,660,000
02/27/26
5
4.5
4,504 sqft
0.16
Single-Family Home
$1,475,000
10/06/25
4
2.5
3,778 sqft
0.18
Single-Family Home
$1,330,000
07/17/26
4
3
3,524 sqft
0.24
Single-Family Home
$2,395,000
12/08/25
5
5.5
7,336 sqft
0.47
Single-Family Home
$1,750,000
05/29/26
4
4.5
5,588 sqft
0.50
Single-Family Home
$2,012,500
06/10/26
5
5
5,143 sqft
0.44
Single-Family Home
$1,775,000
08/19/26
4
4
3,615 sqft
0.50
Single-Family Home
$2,550,000
06/15/26
5
5.5
5,120 sqft
0.45
Single-Family Home
$1,660,000
08/20/26
4
3.5
3,424 sqft

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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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 "
  • Aimee Calandria
    "Christmas caroling, Memorial parade, farmers market, garden sale, Halloween parade, summer outside sale"
  • Kim Biltoft
    "Family oriented, very neighborly, help is there when you ask for it. Lots of ways to get involved in the community. "
  • 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"
  • 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."
  • Kelly H.
    "Best area to raise a family! The people are great! The schools are great! The public areas are great!"
  • 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."
  • 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. "
  • Ygibney
    "Great schools close to ymca close to supermarket and close to train. Convenient location to neighboring towns ."
  • Barbara S.
    "Wilton is a caring, active, and beautiful community. A terrific library and many interest groups expand the reach of the educational resources. "
  • Azlouko
    "Fun family events in town Friendly neighbors Good school system Halloween parade Memorial Day parade"
  • 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. "
  • 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 "
  • 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."
  • Trulia User
    "Great fairs, library events, parades! Super fun place to live. Outdoor activities too including hiking and biking. "
  • 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."
  • 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. "
  • Elizabethalleva
    "Wilton is amazing! Great schools. Great people. Beautiful homes!! This is a wonderful place to raise a family"
  • 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"
  • nrbattista
    "Outstanding area for raising children and commuting to NYC."
  • 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."

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Nov 20, 2025
Source: Zillow Rentals
ListingRemoved
$9,750
Oct 21, 2025
Source: Zillow Rentals
Listed For Rent
$9,750
Jul 27, 2024
Source: Smart MLS #170623266
ListingRemoved
Jul 21, 2024
Source: Smart MLS #170623266
Listed For Sale
$1,825,000
Dec 15, 1997
Source: Smart MLS #97019510
Sold
$1,055,000

Frequently asked questions about 65 Pine Ridge Rd

  • What is 65 Pine Ridge Rd estimated to be worth?
    Trulia's estimated value for 65 Pine Ridge Rd in Wilton, CT is $2,412,900.
  • What is the price history for 65 Pine Ridge Rd?
    65 Pine Ridge Rd in Wilton, CT last sold for $1,055,000 in December 1997.
  • Is Wilton a buyer's or seller's market?
    Wilton is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Wilton?
    The median sale price in Wilton is $1.42M.
  • Does 65 Pine Ridge Rd have air conditioning?
    Yes, 65 Pine Ridge Rd in Wilton, CT has air conditioning.
  • Does 65 Pine Ridge Rd have a pool?
    Yes, 65 Pine Ridge Rd in Wilton, CT has a pool.

Homes for rent near 65 Pine Ridge Rd

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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
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.
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