65 Pine Ridge Rd, Wilton, CT 06897
OFF MARKET

65 Pine Ridge Rd
Wilton, CT 06897

  • 5 Beds
  • 5 Baths
  • 5,648 sqft

$2,402,000

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $15,453/mo*
Refinance Your Home

$2,402,000

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $15,453/mo*
Refinance Your Home
5 Beds
5 Baths
5,648 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

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
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 21, 2025

Home Highlights

Parking
Attached Garage
Outdoor
Porch, Pool
A/C
Cooling only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

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

Price History for 65 Pine Ridge Rd

DatePriceEventSource
11/20/2025$9,750ListingRemovedZillow Rentals
10/21/2025$9,750Listed For RentZillow Rentals
07/27/2024ListingRemovedSmart MLS #170623266
07/21/2024$1,825,000Listed For SaleSmart MLS #170623266
12/15/1997$1,055,000Sold
Smart MLS #97019510
04/07/1997$305,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$31,003
Assessment$1,270,080
Home facts updated by county records

Comparable Sales for 65 Pine Ridge Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
55 Liberty Street, Wilton, CT
0.38
Single-Family Home
$1,660,000
02/27/26
5
4.5
4,504
48 Duck Pond Place, Wilton, CT
0.16
Single-Family Home
$1,475,000
10/06/25
4
2.5
3,778
185 Sturges Ridge Road, Wilton, CT
0.24
Single-Family Home
$2,395,000
12/08/25
5
5.5
7,336
11 Ambler Lane, Wilton, CT
0.26
Single-Family Home
$1,305,000
06/30/25
5
2.5
3,034
301 Sturges Ridge Road, Wilton, CT
0.44
Single-Family Home
$1,694,750
07/24/25
4
4.5
5,368
22 Calvin Road, Wilton, CT
0.39
Single-Family Home
$1,333,000
06/30/25
4
2.5
3,062
340 Sturges Ridge Road, Wilton, CT
0.59
Single-Family Home
$1,600,000
04/30/26
5
4.5
2,984
41 Calvin Road, Wilton, CT
0.50
Single-Family Home
$1,255,000
03/11/26
4
3.5
2,698
19 North Calvin Road, Weston, CT
0.68
Single-Family Home
$1,800,000
06/16/25
4
4.5
5,178
33 Coley Road, Wilton, CT
0.43
Single-Family Home
$940,000
11/20/25
4
2.5
2,281

Nearby homes

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Assigned Schools

These are the assigned schools for 65 Pine Ridge Rd.
View nearby schools on GreatSchools
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.
  • 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
    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
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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
    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
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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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65 Pine Ridge Rd, Wilton, CT 06897 is a 5 bedroom, 5 bathroom, 5,648 sqft single-family home. This property is not currently available for sale. 65 Pine Ridge Rd was last sold on Dec 15, 1997 for $1,055,000 (10,721% higher than the asking price of $9,750). The current Trulia Estimate for 65 Pine Ridge Rd is $2,402,000.