101 Round Hill Rd, Cold Spring, NY 10516
Property image
Property image
OFF MARKET

$6,417,800

Trulia Estimate
  • 6 Beds
  • 7.5 Baths
  • 11,127 sqft (on 26.70 acres)

101 Round Hill Rd, Cold Spring, NY 10516

Est. Refi. Payment $44,757/mo*
Refinance Your Home
Currently Off Market - Sold Feb 16, 2021 for $5,005,000

Home Value

Trulia Estimate
$6.42M
Since last month
Increased$51K (+0.8%)
Since last year
Increased$745K (+13.1%)
Since last sale
Increased$1M (+28.3%)
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 +180% in the last 10 years
MonthEstimated value
2026
August 2026$6.42M
August 2026$6.42M
July 2026$6.37M
June 2026$6.31M
May 2026$5.79M
April 2026$5.75M
March 2026$5.61M
February 2026$5.55M
January 2026$5.47M
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
2680 Route 9, Cold Spring, NY
0.48
Single-Family Home
$2,050,000
06/17/26
2
2.5
1,300
701 Route 301, Cold Spring, NY
1.23
Single-Family Home
$1,117,500
12/23/25
4
3
4,268
701 Route 301, Putnam Valley, NY
1.23
Single-Family Home
$1,117,500
12/15/25
4
2.5
3,764
35 Garrison Woods Road, Garrison, NY
1.11
Single-Family Home
$1,610,000
12/12/25
3
3.5
3,758
120 Lane Gate Road, Cold Spring, NY
0.99
Single-Family Home
$1,145,000
12/23/25
3
2.5
2,512
107 Lane Gate Road, Cold Spring, NY
0.89
Single-Family Home
$950,000
02/20/26
3
2
1,836
1 Jaycox Rd, Cold Spring, NY
1.32
Single-Family Home
$950,000
05/11/26
4
3
3,022
1051 Old Albany Post Road, Garrison, NY
1.48
Single-Family Home
$1,400,000
06/19/26
3
3
2,464
260 Fishkill Road, Cold Spring, NY
1.74
Single-Family Home
$1,518,000
08/03/26
3
3.5
2,918
2791 Route 9, Cold Spring, NY
0.67
Single-Family Home
$800,000
06/30/26
4
2
1,706

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
2680 Route 9, Cold Spring, NY 10516
0.48
$2,050,000
2
2.5
1,300
Recently Sold
24 White Rocks Lane, Cold Spring, NY 10516
0.48
$1,354,300
3
3.5
3,434
Off Market
Rockwald Road, Cold Spring, NY 10516
0.47
-
-
-
-
Off Market
6 1st Street, Cold Spring, NY 10516
0.53
$265,000
3
2
1,386
Recently Sold
5 FOURTH Street, Cold Spring, NY 10516
0.57
$279,300
2
1
980
Off Market
2792 Route 9, Cold Spring, NY 10516
0.63
$645,900
2
2
1,300
Off Market
53 Armando Road, Cold Spring, NY 10516
0.71
$746,000
4
2.5
2,265
Off Market
458 Indian Brook Road, Garrison, NY 10524
0.74
-
2
2
1,100
Off Market
14 Ashley Lane, Cold spring, NY 10516
0.86
-
5
3
2,664
Off Market
107 Lane Gate Road, Cold Spring, NY 10516
0.89
$950,000
3
2
1,836
Recently Sold
251 Route 301, Cold Spring, NY 10516
0.89
$930,300
4
4
3,547
Off Market
116 Lane Gate Road, Cold Spring, NY 10516
0.96
$1,213,300
3
2.5
3,858
Off Market

Local Information

  • Map ViewExplore the area around 101 Round Hill Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1999
26.7 acre lot
11,127 sqft
$577/sqft
Garage

About this House

Sited on 26.7 majestic acres with 270 degree views of the Hudson River, West Point and the New York City skyline, this 10,000 + sq.ft. stone mansion affords the ultimate in private luxury living and is the absolute best value along the river and Hudson Highlands. Custom built in 1999 it features a slate roof and old world construction coupled with 21st century technologies including every possible home amenity. The fenced and gated property includes Large stone terraces, an over sized in-ground heated pool and verdant lawns. Located in charming, historic Cold Spring, N.Y. just over 1 hour from Manhattan by car or train. Imagine the fantastic sunsets, Fall foliage, 4th July fireworks from almost every room. MORE PHOTOS - CLICK ON VIRTUAL TOUR.
101 Round Hill Rd, Cold Spring, NY 10516 is a 6 bedroom, 10 bathroom, 11,127 sqft single-family home built in 1999. It last sold for $5,005,000 on Feb 16, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $6,417,800.

Home Details for 101 Round Hill Rd

Interior Features

Heating & Cooling
Heating: Radiant, OilAir ConditioningCooling System: CentralHeating Fuel: Radiant
Interior Details
Number of Rooms: 20Types of Rooms: Recreation Room
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Elevator

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Exterior Features

Exterior Home Features
Exterior: Stone
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Lot Information

Lot Area: 26.70 acres

Price and Tax history

DateEventPrice
Feb 16, 2021
Source: N/A
Sold
$5,005,000
Jul 2, 2020
Source: Agent Provided
ListingRemoved
$7,950,000
Jan 2, 2019
Source: Agent Provided
Listed For Sale
$7,950,000
Oct 1, 2018
Source: Agent Provided
ListingRemoved
$7,995,000
Jul 12, 2018
Source: Agent Provided
Listed For Sale
$7,995,000

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 101 Round Hill Rd

  • What is 101 Round Hill Rd estimated to be worth?
    Trulia's estimated value for 101 Round Hill Rd in Cold Spring, NY is $6,417,800.
  • What is the price history for 101 Round Hill Rd?
    101 Round Hill Rd in Cold Spring, NY last sold for $5,005,000 in February 2021.
  • 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 101 Round Hill Rd have air conditioning?
    Yes, 101 Round Hill Rd in Cold Spring, NY has air conditioning.
  • Does 101 Round Hill Rd have a pool?
    Yes, 101 Round Hill Rd in Cold Spring, NY has a pool.

Explore by feature - Air Conditioning

9 rentals with air conditioning in Cold Spring, NY

Explore by feature - Washer/dryer

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

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Off Market Homes Near 101 Round Hill Rd

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