133 Rolling Way
Peekskill, NY 10566
- 3 Beds
- 1.5 Baths
- 1,400 sqft
3 Beds
1.5 Baths
1,400 sqft
Home Value
Trulia Estimate
$429KSince last month
Increased$6K (+1.4%)Since last year
Increased$20K (+4.9%)Since last sale
Increased$176K (+68.9%)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 +61% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $431K |
| July 2026 | $425K |
| June 2026 | $425K |
| May 2026 | $416K |
| April 2026 | $410K |
| March 2026 | $412K |
| February 2026 | $402K |
| January 2026 | $398K |
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 |
|---|---|---|---|---|---|---|---|
0.12 | Single-Family Home | $275,000 | 02/09/26 | 3 | 1 | 1,200 | |
0.26 | Single-Family Home | $350,000 | 01/09/26 | 3 | 1 | 1,200 | |
0.49 | Single-Family Home | $200,000 | 04/23/26 | 3 | 1 | 1,168 | |
0.40 | Single-Family Home | $360,000 | 12/31/25 | 3 | 1 | 1,008 | |
0.58 | Single-Family Home | $360,000 | 10/24/25 | 2 | 2 | 1,681 | |
0.33 | Single-Family Home | $400,000 | 01/29/26 | 2 | 1.5 | 1,240 | |
0.17 | Single-Family Home | $380,000 | 09/15/25 | 2 | 1 | 1,150 | |
0.55 | Single-Family Home | $505,500 | 09/30/25 | 2 | 2 | 1,700 | |
0.48 | Single-Family Home | $580,000 | 10/30/25 | 3 | 2 | 1,400 | |
0.34 | Single-Family Home | $559,000 | 05/22/26 | 3 | 2 | 1,248 |
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 | $266,400 | 2 | 1 | 900 | Off Market | |
0.03 | $455,500 | 3 | 1.5 | 2,100 | Off Market | |
0.04 | $212,500 | 1 | 1 | 750 | Recently Sold | |
0.05 | $216,800 | 1 | 1 | 700 | Off Market | |
0.05 | $295,900 | 2 | 1 | 900 | For Sale | |
0.05 | $292,000 | 2 | 1 | 900 | Off Market | |
0.05 | $243,600 | 2 | 1 | 900 | Off Market | |
0.05 | $239,900 | 1 | 1 | 700 | For Sale | |
0.05 | $218,000 | 1 | 1 | 700 | Recently Sold | |
0.07 | $304,000 | 2 | 1 | 900 | Off Market | |
0.07 | $247,000 | 1 | 1 | 750 | For Sale | |
0.07 | $296,100 | 2 | 1 | 900 | Off Market |
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1966
Living Area
1,400 sqft
Price/Sqft
$306
About this House
This lovely three bedroom townhouse offers great living space with low maintenance. Enter into the main level which features eat in kitchen with laundry and pantry, large living room and dining room with sliding glass door to patio and yard, half bath and storage. The upper level features and extra large master bedroom with generous closets, bedroom, bedroom and full bathroom. Large linen closet on second level. Private backyard, perfect for entertaining and relaxing on those warm summer days. Great location, just outside of the city. Walk to restaurants and shops in Downtown Peekskill. Spend summers along the Hudson River with hiking, biking, boating, swimming and much more. Set just outside of NYC with an hour by train. Easy access to highways and major transportation. All offers with pre approval or proof of funds. Prior days notice needed because of dog. A great value.
133 Rolling Way, Peekskill, NY 10566 is a 3 bedroom, 2 bathroom, 1,400 sqft single-family home built in 1966. It last sold for $255,000 on Apr 9, 2020. It is currently off market. The Trulia Estimate is $428,900, with a rent estimate of $3,873/month.
Home Details for 133 Rolling Way
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Heating & Cooling Heating: Baseboard, ElectricAir ConditioningCooling System: WallHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Stories: 2Floors: Carpet |
Interior Details Attic |
Appliances & Utilities DryerMicrowaveRefrigeratorWasher |
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Year Built Year Built: 1966 |
Property Type / Style Property Type: Single Family Home |
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Exterior Home Features Exterior: Vinyl, Wood, Brick |
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Units in Building: 1 |
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Lot Area: 2352 sqft |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Apr 9, 2020 Source: OneKey® MLS as distributed by MLS GRID #H6003019 | Sold | $255,000 |
Mar 30, 2020 Source: Agent Provided | PendingToActive | $255,000 |
Feb 24, 2020 Source: Agent Provided | Pending | $255,000 |
Feb 21, 2020 Source: Agent Provided | PendingToActive | $255,000 |
Feb 10, 2020 Source: Agent Provided | Pending | $255,000 |
Jan 13, 2020 Source: Agent Provided | Listed For Sale | $255,000 |
Jun 8, 2012 Source: N/A | Sold | $135,000 |
Mar 8, 2011 Source: Agent Provided | ListingRemoved | $269,900 |
Mar 7, 2011 Source: Agent Provided | Listed For Sale | $269,900 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | Unavailable | $229,254 |
Home facts updated by county records
Market trends in Peekskill
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
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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 133 Rolling Way
- What is 133 Rolling Way estimated to be worth?Trulia's estimated value for 133 Rolling Way in Peekskill, NY is $428,900.
- What is the price history for 133 Rolling Way?133 Rolling Way in Peekskill, NY last sold for $255,000 in April 2020.
- 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.
- Does 133 Rolling Way have air conditioning?Yes, 133 Rolling Way in Peekskill, NY has air conditioning.
- Does 133 Rolling Way have laundry facilities?Yes, 133 Rolling Way in Peekskill, NY has in-unit laundry.

