44 Pine Dr, Pound Ridge, NY 10576
OFF MARKET

$828,500

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 1,719 sqft (on 3.70 acres)

44 Pine Dr, Pound Ridge, NY 10576

Est. Refi. Payment $5,658/mo*
Refinance Your Home
Currently Off Market - Sold Nov 26, 2019 for $430,000

Home Value

Trulia Estimate
$829K
Since last month
Increased$6K (+0.7%)
Since last year
Increased$85K (+11.5%)
Since last sale
Increased$399K (+92.7%)
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 +40% in the last 10 years
MonthEstimated value
2026
September 2026$829K
August 2026$823K
July 2026$799K
June 2026$793K
May 2026$773K
April 2026$761K
March 2026$747K
February 2026$740K
January 2026$738K
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
12 Hemlock Hill Road, Pound Ridge, NY
0.20
Single-Family Home
$1,510,000
10/24/25
3
3.5
3,261
26 Pettit Ln, Pound Ridge, NY
0.62
Single-Family Home
$950,000
09/04/26
3
3
2,305
26 Westchester Ave #28, Pound Ridge, NY
0.52
Single-Family Home
$650,000
08/26/26
2
2
2,197
142 High Ridge Road, Pound Ridge, NY
0.92
Single-Family Home
$950,000
07/24/26
2
1.5
1,363
496 Trinity Pass Road, New Canaan, CT
0.47
Single-Family Home
$1,650,000
08/24/26
4
3.5
2,522
71 Jonathan Road, New Canaan, CT
1.17
Single-Family Home
$1,200,000
10/21/25
3
2
2,187
98 Eastwoods Road, Pound Ridge, NY
1.62
Single-Family Home
$430,000
05/26/26
2
1
1,806
5 S Bedford Rd #5A, Pound Ridge, NY
1.01
Single-Family Home
$1,650,000
07/15/26
4
3.5
2,322
5 S Bedford Road, Pound Ridge, NY
1.01
Single-Family Home
$1,650,000
07/09/26
4
3.5
3,192
89 Horseshoe Hill Rd, Pound Ridge, NY
1.34
Single-Family Home
$700,000
12/18/25
4
3
2,093

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
32 Pine Drive, Pound Ridge, NY 10576
0.07
$1,506,600
4
3.5
5,020
Off Market
8 Hemlock Hill Road, Pound Ridge, NY 10576
0.16
$1,728,300
4
3
3,772
Off Market
12 Hemlock Hill Road, Pound Ridge, NY 10576
0.20
$1,623,100
3
3.5
3,261
Off Market
26 Hemlock Hill Road, Pound Ridge, NY 10576
0.25
$3,657,000
4
4.5
4,260
Off Market
39 Lower Trinity Pass Road, Pound Ridge, NY 10576
0.27
$1,058,300
3
3
2,904
Off Market
106 Westchester Avenue, Pound Ridge, NY 10576
0.29
$1,460,800
3
3.5
2,854
Off Market
59 Lower Trinity Pass Road, Pound Ridge, NY 10576
0.43
$1,130,000
4
2.5
2,592
Off Market
15 Trinity Pass Road, Pound Ridge, NY 10576
0.39
$2,053,400
3
3.5
4,241
Off Market
496 Trinity Pass Road, New Canaan, CT 06840
0.47
$1,650,000
4
3.5
2,522
Recently Sold
507 Trinity Pass Road, New Canaan, CT 06840
0.51
$3,117,200
5
7
5,974
Off Market
8 Bayberry Way, Pound Ridge, NY 10576
0.50
$1,079,100
5
4
3,719
Off Market
47 Upper Shad Road, Pound Ridge, NY 10576
0.57
$1,024,600
3
3
2,398
Off Market

Local Information

  • Map ViewExplore the area around 44 Pine Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1910
3.7 acre lot
1,719 sqft
$482/sqft

About this House

This single-family home is located at 44 Pine Dr, Pound Ridge, NY. 44 Pine Dr is in Pound Ridge, NY and in ZIP code 10576. This property has 3 bedrooms, 1 bathroom and approximately 1,719 sqft of floor space. This property has a lot size of 3.70 acres and was built in 1910.
44 Pine Dr, Pound Ridge, NY 10576 is a 3 bedroom, 1 bathroom, 1,719 sqft single-family home built in 1910. It last sold for $430,000 on Nov 26, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $828,500, with a rent estimate of $5,964/month.

Home Details for 44 Pine Dr

Interior Features

Interior Details
BasementNumber of Rooms: 7
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1910Year Updated: 1960
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 1

Lot Information

Lot Area: 3.70 acres

Price and Tax history

DateEventPrice
Nov 26, 2019
Source: N/A
Sold
$430,000

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 44 Pine Dr

  • What is 44 Pine Dr estimated to be worth?
    Trulia's estimated value for 44 Pine Dr in Pound Ridge, NY is $828,500.
  • What is the price history for 44 Pine Dr?
    44 Pine Dr in Pound Ridge, NY last sold for $430,000 in November 2019.
  • 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 44 Pine Dr?
    The lot at 44 Pine Dr in Pound Ridge, NY is about 3.7 acres.

Explore by feature - Air Conditioning

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