133 Skyline Dr, Cold Spring, NY 10516
OFF MARKET

$1,741,500

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 5,400 sqft (on 15.37 acres)

133 Skyline Dr, Cold Spring, NY 10516

Est. Refi. Payment $12,310/mo*
Refinance Your Home
Currently Off Market - Sold Sep 17, 2002 for $250,000

Home Value

Trulia Estimate
$1.74M
Since last month
Increased$9K (+0.5%)
Since last year
Increased$145K (+9.1%)
Since last sale
Increased$1M (+596.6%)
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 +52% in the last 10 years
MonthEstimated value
2026
August 2026$1.74M
August 2026$1.74M
July 2026$1.73M
June 2026$1.72M
May 2026$1.68M
April 2026$1.63M
March 2026$1.6M
February 2026$1.58M
January 2026$1.57M
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
37 Mountain Brook Drive, Cold Spring, NY
0.52
Single-Family Home
$1,220,000
07/27/26
4
2.5
2,748
39 Knollwood Lane, Cold Spring, NY
0.41
Single-Family Home
$549,999
09/30/25
3
2
1,908
24 Babbling Brook Lane, Cold Spring, NY
1.23
Single-Family Home
$435,000
06/11/26
4
3
4,170
101 Hustis Road, Cold Spring, NY
0.81
Single-Family Home
$785,000
07/17/26
4
2.5
2,056
33 Victoria Dr, Cold Spring, NY
1.48
Single-Family Home
$1,375,000
03/04/26
4
3.5
3,500
5 Norwegian Wood, Cold Spring, NY
0.78
Single-Family Home
$700,000
01/20/26
2
2
1,974
41 Beale Road, Cold Spring, NY
1.12
Single-Family Home
$650,000
12/10/25
3
2.5
2,096
23 Barrett Pond Road Road, Cold Spring, NY
1.34
Single-Family Home
$887,000
12/22/25
4
2.5
2,240
50 Downey Lane, Cold Spring, NY
1.55
Single-Family Home
$999,000
05/21/26
3
2.5
2,405
107/9 County Highway 29A, Springfield Center, NY
1.42
Single-Family Home
$251,320
12/22/25
3
1.5
1,567

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
167 Highland Road, Cold Spring, NY 10516
0.35
$690,000
2
1
976
For Sale
39 Knollwood Lane, Cold Spring, NY 10516
0.41
$552,200
3
2
1,908
Off Market
41 Mountain Brook Drive, Cold Spring, NY 10516
0.46
$859,900
4
2.5
2,544
Off Market
44 Knollwood Lane, Cold Spring, NY 10516
0.43
$653,600
3
2
1,850
Off Market
31 Knollwood Lane, Cold Spring, NY 10516
0.43
$723,300
4
2.5
3,329
Off Market
27 Knollwood Lane, Cold spring, NY 10516
0.43
-
4
3
2,373
Off Market
37 Mountain Brook Drive, Cold Spring, NY 10516
0.52
$1,220,000
4
2.5
2,748
Recently Sold
32 Knollwood Lane, Cold Spring, NY 10516
0.48
$819,600
3
3
3,026
Off Market
10 Maggie May Way, Cold Spring, NY 10516
0.57
$698,000
2
2
1,974
For Sale
5 Maggie May Way, Cold Spring, NY 10516
0.59
$712,000
2
2
1,974
For Sale
3541 Route 9, Cold Spring, NY 10516
0.63
$255,000
-
-
-
For Sale
1 Maggie May Way, Cold Spring, NY 10516
0.62
$715,000
2
2
1,974
For Sale

Local Information

  • Map ViewExplore the area around 133 Skyline Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2005
15.37 acre lot
5,400 sqft
$323/sqft

About this House

Custom built Lindal Cedar on quiet, country road with views of Scofield Ridge. Privately set on over 15 acres yet close to the Historic Village of Cold Spring. Amazing master suite with three walk-in closets and master bath with a walk-in shower with radiant heat, Jacuzzi tub and double vanity. Three additional bedrooms; all with great closet space. Gourmet kitchen with professional range plus second full oven, custom cabinetry and granite counters. Formal dining room, living room with gas fireplace and beautiful stone fireplace in the family room. Lower level offers additional finished space with exercise room, media room or office space. Energy efficient. Minutes away from Metro North, Route 84 or the Taconic; an easy commute or fabulous weekend retreat.
133 Skyline Dr, Cold Spring, NY 10516 is a 4 bedroom, 4 bathroom, 5,400 sqft single-family home built in 2005. It last sold for $250,000 on Sep 17, 2002. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,741,500.

Home Details for 133 Skyline Dr

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace
Security
Security System

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

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

Lot Information

Lot Area: 15.37 acres

Price and Tax history

DateEventPrice
Feb 18, 2018
Source: Agent Provided
ListingRemoved
$1,199,999
May 11, 2017
Source: Agent Provided
Listed For Sale
$1,199,999
Nov 22, 2016
Source: Agent Provided
ListingRemoved
$1,199,999
Jul 3, 2016
Source: Agent Provided
PriceChange
$1,199,999
Price decreased by 8%
May 18, 2016
Source: Agent Provided
Listed For Sale
$1,299,999

Market trends in Cold Spring

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
20
2MoM

Around this home

What Locals Say about Cold Spring

At least 49 Trulia users voted on each feature.

  • 93 % Say there's holiday spirit

  • 86 % Say people would walk alone at night

  • 85 % Say yards are well-kept

  • 84 % Say it's dog friendly

  • 83 % Say there's wildlife

  • 80 % Say there are sidewalks

  • 78 % Say they plan to stay for at least 5 years

  • 75 % Say car is needed

  • 72 % Say neighbors are friendly

  • 71 % Say it's walkable to grocery stores

  • 70 % Say kids play outside

  • 69 % Say parking is easy

  • 68 % Say it's walkable to restaurants

  • 67 % Say it's quiet

  • 67 % Say streets are well-lit

  • 62 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "I live in the deep woods. Wild and free and quiet!"
    0
    Flag
  • Ldesbrisay
    "Lots of tourists but lovely place. Beautiful. I don’t have kids but supposedly good schools. A special pocket of the world. "
    0
    Flag
  • Ldesbrisay
    "Dog town through and through. So many and they all know each other. Meet your neighbors at the park. "
    0
    Flag
  • George.schuler
    "Wfh is how it works for me and my family and the community is really good for kids. Our commutes are zero now but easy in any condition "
    1
    Flag
  • Sam R.
    "I’ve lived here for 12 years and my only regret is I didn’t get the chance to grow up here. A perfect little town, with a breathtaking waterfront - only 50 miles north of NYC. "
    0
    Flag
  • Cjnaughti
    "I have lived here for 12 years and have loved it. People are friendly and family oriented. Many people are creative and artistic."
    1
    Flag
  • Cjnaughti
    "We are a small town of family oriented people, lots of artist and independent business owners. Great school district as well."
    0
    Flag
  • ColdSpringGuy
    "Great places for active families, and people looking for a better quality of life but still commute to the city."
    1
    Flag
  • Trulia User
    "1 hour 20 min train ride to Grand Central. No real jobs on town. Need to drive north or south or catch train."
    1
    Flag
  • Vandermerwede
    "Not a single traffic light and great hikes. Right next to Cold Spring. Can commute to NYC. Just South of Beacon"
    0
    Flag
  • Mollyadmana
    "I’ve been living here for 4 years now. It’s a great neighborhood for NYC expats with kids. Amazing schools. "
    0
    Flag
  • Dstracci
    "I wouldn’t call it a neighborhood, I’d call it an area. I like that it’s quiet but still close to everything and just Minutes away from the village of cold spring which always has something to do."
    0
    Flag
  • Stephanie
    "I have lived here for 6 years and know everyone of our neighbors. We all came together to help one another in the last couple of storms. Neighbors look out for each other’s kids. It’s a special community within the larger communities of garrison and cold spring."
    0
    Flag
  • Stephanie
    "Gorgeous neighborhood. Not in town, not too far from town. Nice community of neighbors and access to good schools."
    0
    Flag
  • Alexanderverron
    "You couldn’t ask for a better neighborhood to commute to Nyc from if you have a family and enjoy being active outdoors."
    2
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 133 Skyline Dr

  • What is 133 Skyline Dr estimated to be worth?
    Trulia's estimated value for 133 Skyline Dr in Cold Spring, NY is $1,741,500.
  • What is the price history for 133 Skyline Dr?
    133 Skyline Dr in Cold Spring, NY last sold for $250,000 in September 2002.
  • Is Cold Spring a buyer's or seller's market?
    Cold Spring is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Cold Spring?
    Residents describe Cold Spring, NY as well-kept, dog-friendly, and pedestrian-friendly. See recently sold homes in Cold Spring, NY.
  • Does 133 Skyline Dr have air conditioning?
    Yes, 133 Skyline Dr in Cold Spring, NY has air conditioning.
  • How big is the lot at 133 Skyline Dr?
    The lot at 133 Skyline Dr in Cold Spring, NY is about 15.4 acres.

Explore by feature - Air Conditioning

9 rentals with air conditioning in Cold Spring, NY

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9 rentals with a washer/dryer in Cold Spring, NY

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Off Market Homes Near 133 Skyline Dr

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