165 Smith St
Peekskill, NY 10566
- 3 Beds
- 2 Baths
- 1,578 sqft
3 Beds
2 Baths
1,578 sqft
Local Information
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Description
Fantastic 2-family investment opportunity just a few blocks from downtown Peekskill, the Peekskill train station, and the scenic Hudson River. This nicely updated and well-maintained property front porch home with new composite deck offers a 2-bedroom apartment on the main level with hardwood flooring, complete with two entrances for added convenience, and a 1-bedroom apartment upstairs. Both units feature separate gas and electric meters, with tenants responsible for their own heat, electric, and hot water, making this a low-maintenance investment. Recent upgrades include a new roof, driveway, and durable vinyl siding for long-term, hassle-free upkeep. The property also includes a detached 2-car garage, currently rented at $450/month, and a small private backyard for outdoor relaxation. With easy access to bus lines, shops, and restaurants, this home offers both comfort and convenience for tenants. Security cameras are installed on the premises for added peace of mind. Don't miss this turn-key, income-generating property in the heart of Peekskill! Additional Information: ParkingFeatures:2 Car Detached,
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
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Home Highlights
Parking
No Info
Outdoor
Patio, Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 165 Smith St
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Heating & Cooling Heating: Natural GasHeating Fuel: Natural Gas |
Appliances & Utilities Cable Ready |
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Year Built Year Built: 1918 |
Property Type / Style Property Type: Multi Family |
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Exterior Home Features DeckPatio |
Price History for 165 Smith St
| Date | Price | Event | Source |
|---|---|---|---|
| 12/27/2024 | $590,000 | ListingRemoved | BHHS broker feed #H6335588 |
| 12/04/2024 | $590,000 | PriceChange | OneKey® MLS as distributed by MLS GRID #H6335588 |
| 11/08/2024 | $570,000 | Listed For Sale | OneKey® MLS as distributed by MLS GRID #H6335588 |
| 12/14/2018 | $319,000 | Sold | OneKey® MLS as distributed by MLS GRID #H4832979 |
| 08/25/2018 | $319,000 | ListingRemoved | Agent Provided |
| 08/25/2018 | $319,000 | Pending | Agent Provided |
| 07/28/2018 | $319,000 | Listed For Sale | Agent Provided |
| 08/01/2005 | $250,000 | Sold | N/A |
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $377,193 |
Home facts updated by county records
Comparable Sales for 165 Smith St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.39 | Multi-Family Home | $505,000 | 10/02/25 | 3 | 2 | 1,360 | |
0.27 | Multi-Family Home | $569,000 | 10/24/25 | 4 | 2 | 2,085 | |
0.80 | Multi-Family Home | $549,000 | 02/12/26 | 6 | 2 | 2,255 | |
0.83 | Multi-Family Home | $725,000 | 01/16/26 | 4 | 3 | 2,000 | |
0.27 | Multi-Family Home | $1,105,000 | 04/02/26 | 8 | 4 | 4,000 | |
0.68 | Multi-Family Home | $962,500 | 02/09/26 | 6 | 4 | 3,024 | |
0.60 | Multi-Family Home | $599,900 | 12/08/25 | 3 | 2,800 | ||
0.49 | Multi-Family Home | $675,000 | 10/10/25 | 7 | 3 | - | |
1.03 | Multi-Family Home | $810,000 | 05/07/26 | 5 | 3 | 3,040 | |
1.23 | Multi-Family Home | $635,000 | 09/25/25 | 5 | 3 | 2,000 |
Assigned Schools
These are the assigned schools for 165 Smith St.
What Locals Say about Peekskill
At least 316 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
Learn more about our methodology.
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Homes for sale near 165 Smith St
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165 Smith St, Peekskill, NY 10566 is a 3 bedroom, 2 bathroom, 1,578 sqft multi-family built in 1918. This property is not currently available for sale. 165 Smith St was last sold on Dec 14, 2018 for $319,000 (46% lower than the asking price of $590,000). The current Trulia Estimate for 165 Smith St is $556,200.

