5 Rolling Way
Peekskill, NY 10566
- 2 Beds
- 1 Bath
- 900 sqft
2 Beds
1 Bath
900 sqft
Home Value
Trulia Estimate
$295KSince last month
Increased$500 (+0.2%)Since last year
Increased$11K (+3.8%)Since last sale
Increased$35K (+13.4%)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 +27% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $295K |
| July 2026 | $296K |
| June 2026 | $294K |
| May 2026 | $292K |
| April 2026 | $287K |
| March 2026 | $290K |
| February 2026 | $286K |
| January 2026 | $283K |
2025 | |
2024 | |
2023 | |
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 |
|---|---|---|---|---|---|---|---|
0.03 | Condo | $290,000 | 01/27/26 | 2 | 1 | 900 | |
0.05 | Condo | $279,000 | 09/24/25 | 2 | 1 | 900 | |
0.22 | Condo | $264,900 | 08/05/26 | 2 | 1 | 900 | |
0.00 | Condo | $255,000 | 03/09/26 | 1 | 1 | 750 | |
0.03 | Condo | $229,000 | 03/11/26 | 1 | 1 | 750 | |
0.04 | Condo | $245,500 | 09/03/25 | 1 | 1 | 700 | |
0.04 | Condo | $245,000 | 09/19/25 | 1 | 1 | 697 | |
0.04 | Condo | $240,000 | 09/03/25 | 1 | 1 | 700 | |
0.05 | Condo | $212,500 | 04/24/26 | 1 | 1 | 750 | |
0.22 | Condo | $230,000 | 06/26/26 | 1 | 1 | 700 |
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 | $348,600 | 2 | 1 | 900 | Off Market | |
0.04 | $342,100 | 2 | 1 | 900 | Off Market | |
0.04 | $259,800 | 1 | 1 | 713 | Off Market | |
0.04 | $246,900 | 2 | 1 | 900 | Off Market | |
0.04 | $353,600 | 2 | 1 | 900 | Off Market | |
0.04 | $261,100 | 1 | 1 | 713 | Off Market | |
0.04 | $255,000 | 1 | 1 | 700 | Off Market | |
0.04 | $258,800 | 1 | 1 | 697 | Off Market | |
0.04 | $260,800 | 1 | 1 | 700 | Off Market | |
0.04 | $310,000 | 2 | 1 | 900 | Recently Sold | |
0.04 | $341,000 | 2 | 1 | 900 | Off Market | |
0.05 | $298,900 | 2 | 1 | 900 | Off Market |
Local Information
-- mins to
Home Highlights
Property Type
Condo
Year Built
1965
Living Area
900 sqft
Price/Sqft
$328
Parking
1 Parking Spaces
HOA
$723/Monthly
About this House
MOVE-in-READY !!! Welcome to this pristine just renovate 2 Bedroom Condo. The updated Kitchen offers new cabinetry, an elegant granite counter ,new stainless steel appliances. The dining area gives access to a balcony. The living Room is spacious and bright as well as the primary and second bedroom. Newer Bath, new hardwood floors, ample closet space, makes this the place you have been waiting for.
Laundry room on premises.
Peekskill has a lot to offer, proximity to shops, Schools, Houses of Worship, Metro North, major highways and last but not least the beautiful Hudson Riverfront Park. Additional Information: HeatingFuel:Oil Above Ground,
Laundry room on premises.
Peekskill has a lot to offer, proximity to shops, Schools, Houses of Worship, Metro North, major highways and last but not least the beautiful Hudson Riverfront Park. Additional Information: HeatingFuel:Oil Above Ground,
5 Rolling Way, Peekskill, NY 10566 is a 2 bedroom, 1 bathroom, 900 sqft condo built in 1965. It last sold for $259,900 on May 21, 2024 (4% below the $269,900 asking price). It is currently off market. The Trulia Estimate is $294,800, with a rent estimate of $2,716/month.
Home Details for 5 Rolling Way
|
|---|
Interior Details Number of Rooms: 5 |
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1 |
Dimensions and Layout Living Area: 900 Square Feet |
Appliances & Utilities Utilities: Trash Collection PrivateAppliances: Microwave, Refrigerator, Oil Water HeaterLaundry: Common AreaMicrowaveRefrigerator |
Heating & Cooling Heating: Baseboard,Hot Water,OilHas CoolingAir Conditioning: Wall/Window Unit(s)Has HeatingHeating Fuel: Baseboard |
Windows, Doors, Floors & Walls Flooring: Hardwood |
Levels, Entrance, & Accessibility Stories: 2Number of Stories: 2Levels: TwoFloors: Hardwood |
|
|---|
Parking & Garage No CarportParking Spaces: 1Parking: Assigned,Unassigned |
Pool Pool: Community, In Ground |
Frontage Responsible for Road Maintenance: Public Maintained Road |
Water & Sewer Sewer: Public Sewer |
|
|---|
Year Built Year Built: 1965Year Renovated: 2023 |
Property Type / Style Property Type: ResidentialProperty Subtype: Condominium, ResidentialArchitecture: Garden |
Building Construction Materials: Brick, Wood SidingAttached To Another Structure |
Property Information Included in Sale: Light Fixtures, Oven/RangeParcel Number: 120002301800001000006005M |
|
|---|
Price List Price: $269,900 |
Status Change & Dates Off Market Date: Tue Feb 20 2024 |
|
|---|
MLS Status: Sold |
|
|---|
Direction & Address City: PeekskillCommunity: Hillcrest Park |
School Information Jr High / Middle School: Peekskill Middle SchoolHigh School: Peekskill High SchoolHigh School District: Peekskill |
|
|---|
Building Area Building Area: 900 Square Feet |
|
|---|
Community Features: Park, PoolNot Senior Community |
|
|---|
HOA Fee Includes: Common Area Maintenance, Maintenance Structure, Heat, Hot Water, Other, Sewer, Snow Removal, Trash, WaterHOA Name: Ferrara ManagementHas an HOAHOA Fee: $723/Monthly |
|
|---|
Lot Area: 39 sqft |
|
|---|
Listing Agreement Type: Exclusive Right To Sell |
|
|---|
Mls Number: H6285173Attic: NoneAttribution Contact: (914) 962-4900Showing Requirements: Combination Lock Box |
|
|---|
HOA Amenities: Park,Trash |
Last check for updates: about 6 hours ago
Listed by Margherita Eccleston, (914) 525-8945
Houlihan Lawrence Inc., (914) 962-4900
Bought with: Carolyn Michelle, (845) 546-8388, Keller Williams Realty Partner, (914) 962-0007
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6285173

Price and Tax history
| Date | Event | Price |
|---|---|---|
May 21, 2024 Source: OneKey® MLS as distributed by MLS GRID #H6285173 | Sold | $259,900 |
Feb 20, 2024 Source: OneKey® MLS as distributed by MLS GRID #H6285173 | Pending | $269,900 |
Jan 19, 2024 Source: OneKey® MLS as distributed by MLS GRID #H6285173 | Listed For Sale | $269,900 |
May 27, 2014 Source: Agent Provided | ListingRemoved | $99,000 |
May 22, 2014 Source: Agent Provided | Listed For Sale | $99,000 |
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
Apartments for Rent
Explore by feature - Pool
Homes for sale near 5 Rolling Way
Off Market Homes Near 5 Rolling Way
Frequently asked questions about 5 Rolling Way
- What is 5 Rolling Way estimated to be worth?Trulia's estimated value for 5 Rolling Way in Peekskill, NY is $294,800.
- What is the price history for 5 Rolling Way?5 Rolling Way in Peekskill, NY last sold for $259,900 in May 2024.
- 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 5 Rolling Way have air conditioning?Yes, 5 Rolling Way in Peekskill, NY has air conditioning.
- Does 5 Rolling Way have a pool?Yes, 5 Rolling Way in Peekskill, NY has a pool.

Based on information submitted to the MLS GRID as of 2026-08-14 00:18:16 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information