$452,200
- 3 Beds
- 2 Baths
- 1,480 sqft
106 Rolling Way, Peekskill, NY 10566
Est. Refi. Payment $2,989/mo*
Refinance Your HomeCurrently Off Market - Sold Jul 21, 2021 for $280,000
Home Value
Trulia Estimate
$452KSince last month
Increased$12K (+2.7%)Since last year
Increased$23K (+5.4%)Since last sale
Increased$173K (+61.9%)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 +93% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $453K |
| August 2026 | $452K |
| July 2026 | $441K |
| June 2026 | $448K |
| May 2026 | $438K |
| April 2026 | $431K |
| March 2026 | $435K |
| February 2026 | $429K |
| January 2026 | $422K |
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 |
|---|---|---|---|---|---|---|---|
0.21 | Multi-Family Home | $725,000 | 01/16/26 | 4 | 3 | 2,000 | |
0.58 | Multi-Family Home | $588,000 | 06/05/26 | 4 | 3 | 2,010 | |
0.78 | Multi-Family Home | $665,000 | 05/28/26 | 4 | 2 | 2,085 | |
0.49 | Multi-Family Home | $549,000 | 04/29/26 | 6 | 2 | 2,255 | |
1.02 | Multi-Family Home | $505,000 | 10/02/25 | 3 | 2 | 1,360 | |
0.11 | Multi-Family Home | $1,085,750 | 06/05/26 | 8 | 4 | 4,815 | |
0.15 | Multi-Family Home | $680,000 | 01/23/26 | 5 | 2 | - | |
0.68 | Multi-Family Home | $810,000 | 05/07/26 | 5 | 3 | 3,040 | |
0.34 | Multi-Family Home | $962,500 | 02/09/26 | 6 | 4 | 3,024 | |
1.13 | Multi-Family Home | $600,611 | 06/12/26 | 2 | 2 | 1,686 |
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 |
|---|---|---|---|---|---|---|
0.04 | $302,800 | 3 | 1.5 | 1,450 | Foreclosure | |
0.03 | $458,900 | 3 | 1.5 | 1,440 | Off Market | |
0.04 | $389,200 | 3 | 1.5 | 1,400 | Off Market | |
0.07 | $266,400 | 2 | 1 | 900 | Off Market | |
0.06 | $454,000 | 3 | 1.5 | 2,100 | Off Market | |
0.05 | $491,100 | 3 | 1.5 | 2,280 | Off Market | |
0.10 | $329,000 | 3 | 1.5 | 1,300 | For Sale | |
0.11 | $1,085,750 | 8 | 4 | 4,815 | Recently Sold | |
0.09 | $420,600 | 3 | 1.5 | 1,470 | Off Market | |
0.10 | $420,500 | 3 | 1.5 | 1,480 | Off Market | |
0.12 | $212,500 | 1 | 1 | 750 | Recently Sold | |
0.11 | $586,500 | 3 | 1 | 1,308 | Off Market |
Local Information
-- mins to
Home Highlights
Property Type
Multi-Family
Year Built
1965
Living Area
1,480 sqft
Price/Sqft
$306
About this House
This multi-family home is located at 106 Rolling Way, Peekskill, NY. 106 Rolling Way is in Peekskill, NY and in ZIP code 10566. This property has 3 bedrooms, 2 bathrooms and approximately 1,480 sqft of floor space. This property has a lot size of 2434 sqft and was built in 1965.
106 Rolling Way, Peekskill, NY 10566 is a 3 bedroom, 2 bathroom, 1,480 sqft multi-family built in 1965. It last sold for $280,000 on Jul 21, 2021. More recently, it was listed as a rental in May 2017 with an asking price of $2,200 per month. That rental listing was removed on June 3, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $452,200, with a rent estimate of $3,185/month.
Home Details for 106 Rolling Way
|
|---|
Year Built Year Built: 1965 |
Property Type / Style Property Type: Multi Family |
|
|---|
Exterior Home Features Patio |
|
|---|
Units in Building: 1 |
|
|---|
Lot Area: 2434 sqft |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jul 21, 2021 Source: N/A | Sold | $280,000 |
Jun 3, 2017 Source: Agent Provided | ListingRemoved | $2,200 |
May 18, 2017 Source: Agent Provided | Listed For Rent | $2,200 |
Jan 23, 2009 Source: N/A | Sold | $216,500 |
Sep 13, 2008 Source: Agent Provided | ListingRemoved | $239,000 |
Aug 21, 2008 Source: Agent Provided | Listed For Sale | $239,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | Unavailable | $238,202 |
Home facts updated by county records
Market trends in Peekskill
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
70
8MoM
Around this home
What Locals Say about Peekskill
At least 317 Trulia users voted on each feature.
81 % Say it's dog friendly
78 % Say there are sidewalks
76 % Say car is needed
73 % Say it's walkable to restaurants
72 % Say there's holiday spirit
71 % Say yards are well-kept
68 % Say parking is easy
66 % Say it's walkable to grocery stores
66 % Say kids play outside
63 % Say people would walk alone at night
61 % Say streets are well-lit
59 % Say neighbors are friendly
58 % Say it's quiet
56 % Say there's wildlife
55 % Say they plan to stay for at least 5 years
47 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Frequently asked questions about 106 Rolling Way
- What is 106 Rolling Way estimated to be worth?Trulia's estimated value for 106 Rolling Way in Peekskill, NY is $452,200.
- What is the price history for 106 Rolling Way?106 Rolling Way in Peekskill, NY last sold for $280,000 in July 2021.
- Is Peekskill a buyer's or seller's market?Peekskill is currently a seller's market, based on recent for-sale activity.
- What do residents say about Peekskill?Residents describe Peekskill, NY as dog-friendly, pedestrian-friendly, and walkable to restaurants. See recently sold homes in Peekskill, NY.