18 Rolling Meadow Ln, Pound Ridge, NY 10576
OFF MARKET

$871,300

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,132 sqft (on 1.04 acres)

18 Rolling Meadow Ln, Pound Ridge, NY 10576

Est. Refi. Payment $5,838/mo*
Refinance Your Home
Currently Off Market - Sold Aug 27, 1996 for $324,500

Home Value

Trulia Estimate
$871K
Since last month
Decreased$2K (-0.2%)
Since last year
Increased$37K (+4.4%)
Since last sale
Increased$542K (+167%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +61% in the last 10 years
MonthEstimated value
2026
September 2026$867K
August 2026$869K
July 2026$880K
June 2026$871K
May 2026$865K
April 2026$847K
March 2026$843K
February 2026$825K
January 2026$815K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
496 Trinity Pass Road, New Canaan, CT
0.04
Single-Family Home
$1,650,000
08/24/26
4
3.5
2,522
78 Trinity Pass, Stamford, CT
0.83
Single-Family Home
$775,000
01/16/26
4
4
2,408
12 Hemlock Hill Road, Pound Ridge, NY
0.50
Single-Family Home
$1,510,000
10/24/25
3
3.5
3,261
71 Country Club Road, Stamford, CT
1.21
Single-Family Home
$800,000
02/20/26
4
3
2,261
160 Barnegat Road, Pound Ridge, NY
1.02
Single-Family Home
$1,758,000
09/29/25
3
2.5
2,006
39 McIntosh Road, Stamford, CT
1.45
Single-Family Home
$1,000,000
04/16/26
4
2.5
2,272
22 Winesap Rd, Stamford, CT
1.52
Single-Family Home
$739,000
03/17/26
4
3
2,544
258 Dans Highway, New Canaan, CT
1.02
Single-Family Home
$2,800,000
04/16/26
4
3.5
3,598
5 S Bedford Rd #5A, Pound Ridge, NY
1.13
Single-Family Home
$1,650,000
07/15/26
4
3.5
2,322
320 Ingleside Drive, Stamford, CT
1.26
Single-Family Home
$987,850
07/17/26
3
2.5
2,314

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
496 Trinity Pass Road, New Canaan, CT 06840
0.04
$1,650,000
4
3.5
2,522
Recently Sold
59 Lower Trinity Pass Road, Pound Ridge, NY 10576
0.04
$1,121,700
4
2.5
2,592
Off Market
507 Trinity Pass Road, New Canaan, CT 06840
0.10
$3,104,600
5
7
5,974
Off Market
54 Alan Lane, New Canaan, CT 06840
0.21
$2,330,900
5
3.5
3,808
Off Market
2141 Ponus Ridge, New Canaan, CT 06840
0.24
$2,999,999
5
3.5
5,825
For Sale
42 Alan Lane, New Canaan, CT 06840
0.24
$7,405,800
6
8
13,007
Off Market
39 Lower Trinity Pass Road, Pound Ridge, NY 10576
0.24
$1,053,100
3
3
2,904
Off Market
56 Pequot Lane, New Canaan, CT 06840
0.39
$6,163,300
5
7
9,325
Off Market
168 Lost District Drive, New Canaan, CT 06840
0.41
$3,114,600
5
4.5
5,941
Off Market
64 Pequot Lane, New Canaan, CT 06840
0.46
$2,297,200
4
3.5
3,327
Off Market
8 Hemlock Hill Road, Pound Ridge, NY 10576
0.47
$1,728,300
4
3
3,772
Off Market
26 Hemlock Hill Road, Pound Ridge, NY 10576
0.48
$3,657,000
4
4.5
4,260
Off Market

Local Information

  • Map ViewExplore the area around 18 Rolling Meadow Ln.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1981
1.04 acre lot
2,132 sqft
$409/sqft
Garage

About this House

This single-family home is located at 18 Rolling Meadow Ln, Pound Ridge, NY. 18 Rolling Meadow Ln is in Pound Ridge, NY and in ZIP code 10576. This property has 4 bedrooms, 3 bathrooms and approximately 2,132 sqft of floor space. This property has a lot size of 1.04 acres and was built in 1981.
18 Rolling Meadow Ln, Pound Ridge, NY 10576 is a 4 bedroom, 3 bathroom, 2,132 sqft single-family home built in 1981. It last sold for $324,500 on Aug 27, 1996. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $871,300, with a rent estimate of $8,061/month.

Home Details for 18 Rolling Meadow Ln

Interior Features

Interior Details
BasementNumber of Rooms: 8
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1981Year Updated: 1982
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Exterior Features

Exterior Home Features
Exterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 1.04 acres

Price and Tax history

DateEventPrice
Aug 27, 1996
Source: N/A
Sold
$324,500

Market trends in Pound Ridge

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
24
1MoM

Around this home

What Locals Say about Pound Ridge

At least 25 Trulia users voted on each feature.

  • 97 % Say it's quiet

  • 94 % Say parking is easy

  • 91 % Say yards are well-kept

  • 89 % Say car is needed

  • 88 % Say it's dog friendly

  • 88 % Say there's wildlife

  • 77 % Say they plan to stay for at least 5 years

  • 73 % Say people would walk alone at night

  • 66 % Say there's holiday spirit

  • 59 % Say neighbors are friendly

  • 57 % Say there are community events

  • 44 % Say kids play outside

  • 38 % Say it's walkable to restaurants

  • 22 % Say it's walkable to grocery stores

  • 21 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Keren Richter
    "It’s a car based area. If you take the train, you have to drive to the station in another town (Mt Kisco or Bedford Hills)"
    0
    Flag
  • Thomasbuczkowski
    "Space and privacy are great for dogs. Many people place invisible fences so pets can roam but stay inside boundaries."
    0
    Flag
  • Kevin B.
    "Beautiful place to live especially with a young family. Lots of privacy and small town feel. A little slice of heaven. "
    2
    Flag
  • John E.
    "Amazing town. Unpretentious, friendly with people who deeply care about the town. Also, the road maintenance is second to none. Major windstorm,no problem cleanedsday. "
    0
    Flag
  • John E.
    "Pound Ridge is amazing, but Is spread out, so be prepared to drive Your kids. Great schools and very, very safe!"
    0
    Flag
  • Maritza
    "nature, peaceful, quite, people are friendly and courteous, just beautiful small town yet close to nyc"
    2
    Flag
  • Maritza
    "check the schools and amenities, it’s a quiet town and simple lifestyle, nature is beautiful, close other great towns "
    0
    Flag
  • Asia L.
    "There are tons of family activities and events for all. Cute restaurants, parks, hiking trails and stunning views. Pound Ridge is an exclusive town, breathtaking."
    0
    Flag
  • pschantz
    "Pound Ridge has a very rural feel, despite being only 45 miles from Manhattan and 12 miles from Stamford. If you enjoy country living but want to be near major urban areas, this is definitely your spot."
    0
    Flag
  • pschantz
    "Lovely area if you like country living and privacy with a 50 minute drive to Midtown Manhattan."
    0
    Flag
  • Italianews
    "I love living here. It has that small town atmosphere, yet you're 20 minutes from downtown Stamford and less than an hour from NYC"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 18 Rolling Meadow Ln

  • What is 18 Rolling Meadow Ln estimated to be worth?
    Trulia's estimated value for 18 Rolling Meadow Ln in Pound Ridge, NY is $871,300.
  • What is the price history for 18 Rolling Meadow Ln?
    18 Rolling Meadow Ln in Pound Ridge, NY last sold for $324,500 in August 1996.
  • Is Pound Ridge a buyer's or seller's market?
    Pound Ridge is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Pound Ridge?
    Residents describe Pound Ridge, NY as quiet, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Pound Ridge, NY.
  • How big is the lot at 18 Rolling Meadow Ln?
    The lot at 18 Rolling Meadow Ln in Pound Ridge, NY is about 1 acre.
  • Does 18 Rolling Meadow Ln have a garage?
    Yes, 18 Rolling Meadow Ln in Pound Ridge, NY has a garage.

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