28 Hamilton Avenue
Ossining, NY 10562
- 6 Beds
- 3.5 Baths
- 4,546 sqft (on 0.39 acres)
6 Beds
3.5 Baths
4,546 sqft
(on 0.39 acres)
Home Highlights
Parking
Open Parking
Climate Control
Heating only
Price/Sqft
$297
Listed
43 days ago
Local Information
-- mins to
About this House
Built in 1870 and lovingly restored by its current owners, this Queen Anne Victorian at 28 Hamilton Avenue sits in the heart of Historic Ossining.
Both yards are planted with apple, cherry, Asian pear, pawpaw, hazelnut, raspberry, blueberry, and strawberry, along with a working vegetable garden — a rare thing to find alongside a home of this character.
Approach through a deep front yard bursting with pollinators, wisteria draping the covered porches. The house keeps its greatest surprise for later — the breathtaking views of the Hudson River and the Palisades are revealed as you move deeper inside, unfolding room by room. Cross the double-door vestibule into a gracious foyer with soaring double-height ceilings, rich wainscoting, inlaid parquet floors, and a staircase anchored by an elaborately turned newel post — all presided over by the first of four hand-carved ceramic tile fireplaces.
The main level was built for both formal entertaining and comfortable everyday living. Two spacious living rooms, each with its own ceramic tile fireplace, open into a sun-drenched den with a spectacular coffered wood ceiling, three walls of windows, and doors facing each other — one to the front porch, one to the rear. The formal dining room, with its own fireplace and a sweeping Hudson River School-inspired mural, connects to a well-appointed kitchen with an original farmhouse sink, a corner butler's pantry with intact original cabinetry, and discreet service stairs tucked behind. Throughout, the turret windows with their curved glass are a signature of the era, and of this street.
Step out the back and the Hudson opens before you — wide, silver, and immediate — framed by a terraced garden and a covered rear porch made for long evenings. This is the river that stirred a generation of painters to invent an American landscape tradition, that carried commerce and dreams in equal measure, that poets and wanderers have stood before and felt genuinely small. It is your backyard now.
Upstairs, four bedrooms include a primary suite of nearly 20 by 18 feet, wrapped in a turret bay, with a screened balcony, ensuite bath, and the kind of proportions that are simply not built anymore. The current owners have thoughtfully upgraded the electrical and insulation throughout the attic, creating a series of carefully considered spaces — a serene room for yoga, meditation, or quiet work, a jewel-like sitting room with leaded diamond windows, a full bath, and at the crown of it all, a lookout tower lined with curved bookshelves and wide-plank floors, from which this house has contemplated the mighty Hudson for 155 years.
A ten minute walk brings you to Metro North and 45 minutes later, Grand Central. Historic downtown Ossining — its shops, restaurants, and the extraordinary Sing Sing Museum — is at your doorstep.
A rare opportunity to live inside a piece of history, on the banks of one of the great rivers of the world.
Both yards are planted with apple, cherry, Asian pear, pawpaw, hazelnut, raspberry, blueberry, and strawberry, along with a working vegetable garden — a rare thing to find alongside a home of this character.
Approach through a deep front yard bursting with pollinators, wisteria draping the covered porches. The house keeps its greatest surprise for later — the breathtaking views of the Hudson River and the Palisades are revealed as you move deeper inside, unfolding room by room. Cross the double-door vestibule into a gracious foyer with soaring double-height ceilings, rich wainscoting, inlaid parquet floors, and a staircase anchored by an elaborately turned newel post — all presided over by the first of four hand-carved ceramic tile fireplaces.
The main level was built for both formal entertaining and comfortable everyday living. Two spacious living rooms, each with its own ceramic tile fireplace, open into a sun-drenched den with a spectacular coffered wood ceiling, three walls of windows, and doors facing each other — one to the front porch, one to the rear. The formal dining room, with its own fireplace and a sweeping Hudson River School-inspired mural, connects to a well-appointed kitchen with an original farmhouse sink, a corner butler's pantry with intact original cabinetry, and discreet service stairs tucked behind. Throughout, the turret windows with their curved glass are a signature of the era, and of this street.
Step out the back and the Hudson opens before you — wide, silver, and immediate — framed by a terraced garden and a covered rear porch made for long evenings. This is the river that stirred a generation of painters to invent an American landscape tradition, that carried commerce and dreams in equal measure, that poets and wanderers have stood before and felt genuinely small. It is your backyard now.
Upstairs, four bedrooms include a primary suite of nearly 20 by 18 feet, wrapped in a turret bay, with a screened balcony, ensuite bath, and the kind of proportions that are simply not built anymore. The current owners have thoughtfully upgraded the electrical and insulation throughout the attic, creating a series of carefully considered spaces — a serene room for yoga, meditation, or quiet work, a jewel-like sitting room with leaded diamond windows, a full bath, and at the crown of it all, a lookout tower lined with curved bookshelves and wide-plank floors, from which this house has contemplated the mighty Hudson for 155 years.
A ten minute walk brings you to Metro North and 45 minutes later, Grand Central. Historic downtown Ossining — its shops, restaurants, and the extraordinary Sing Sing Museum — is at your doorstep.
A rare opportunity to live inside a piece of history, on the banks of one of the great rivers of the world.
Last check for updates: about 14 hours ago
Listing by: Compass Greater NY, LLC, (914) 327-2777
Zoya Litinetskaya, (917) 584-6810
Compass Greater NY, LLC, (914) 327-2777
Adam S. Trese, (917) 723-1566
Source: OneKey® MLS as distributed by MLS GRID, MLS#1013182

Also Listed on OneKey® MLS as distributed by MLS GRID.
Home Details for 28 Hamilton Avenue
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Interior Details Basement: Bilco Door(s),Full,UnfinishedNumber of Rooms: 12 |
Beds & Baths Number of Bedrooms: 6Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 4546 Square Feet |
Appliances & Utilities Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water ConnectedAppliances: Gas Range, RefrigeratorRefrigerator |
Heating & Cooling Heating: Oil,RadiantNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil |
Fireplace & Spa Number of Fireplaces: 4Has a Fireplace |
Gas & Electric Has Electric on Property |
Windows, Doors, Floors & Walls Flooring: Hardwood |
Levels, Entrance, & Accessibility Floors: Hardwood |
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Exterior Home Features No Private Pool |
Parking & Garage No CarportNo GarageHas Open ParkingParking: Driveway |
Water & Sewer Sewer: Public Sewer |
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Cumulative Days on Market: 15Days on Market: 43 |
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Year Built Year Built: 1870 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Victorian |
Building Construction Materials: FrameNot Attached Property |
Property Information Parcel Number: 420309700700000000004600002 |
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Price List Price: $1,350,000Price Per Sqft: $297 |
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MLS Status: Active |
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Direction & Address City: Ossining |
School Information Elementary School: Claremont SchoolJr High / Middle School: Anne M Dorner Middle SchoolHigh School: Ossining High SchoolHigh School District: Ossining |
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Listing Agent Listing ID: 1013182 |
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Building Area Building Area: 4546 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 0.39 acres |
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Special Conditions: None |
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Listing Agreement Type: Exclusive Right To Sell |
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BasementMls Number: 1013182Attic: Finished, Full, WalkupAttribution Contact: 914-327-2777Showing Requirements: Appointment Only |
Market trends in Ossining
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
60
9MoM
Price History for 28 Hamilton Avenue
| Date | Price | Event | Source |
|---|---|---|---|
| 07/08/2026 | $1,350,000 | PriceChange | OneKey® MLS as distributed by MLS GRID #1013182 |
| 06/26/2026 | $1,125,000 | Listed For Sale | OneKey® MLS as distributed by MLS GRID #1013182 |
| 03/08/2019 | $4,450 | ListingRemoved | Agent Provided |
| 01/02/2019 | $4,450 | Listed For Rent | Agent Provided |
| 04/20/2018 | $600,000 | Sold | OneKey® MLS as distributed by MLS GRID #H4611604 |
| 07/15/2017 | $575,000 | Listed For Sale | Agent Provided |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $748,700 |
Home facts updated by county records
Comparable Sales for 28 Hamilton Avenue
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.44 | Single-Family Home | $510,000 | 05/12/26 | 4 | 3.5 | 3,687 | |
0.07 | Single-Family Home | $540,000 | 03/23/26 | 3 | 1.5 | 2,198 | |
0.46 | Single-Family Home | $650,000 | 09/25/25 | 6 | 2 | 2,243 | |
0.43 | Single-Family Home | $699,000 | 12/19/25 | 3 | 3 | 2,272 | |
0.69 | Single-Family Home | $995,000 | 01/30/26 | 4 | 3.5 | 3,300 | |
0.34 | Single-Family Home | $825,000 | 05/06/26 | 4 | 2 | 2,521 | |
0.43 | Single-Family Home | $320,000 | 03/31/26 | 5 | 1.5 | 2,880 | |
0.66 | Single-Family Home | $905,000 | 04/30/26 | 4 | 3 | 2,292 | |
0.40 | Single-Family Home | $680,000 | 06/26/26 | 4 | 2 | 1,706 | |
0.41 | Single-Family Home | $625,000 | 09/02/25 | 4 | 2 | 1,692 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 28 Hamilton Avenue.
What Locals Say about Ossining
At least 374 Trulia users voted on each feature.
83 % Say it's dog friendly
75 % Say car is needed
75 % Say there's holiday spirit
71 % Say there are sidewalks
69 % Say yards are well-kept
69 % Say people would walk alone at night
66 % Say streets are well-lit
66 % Say parking is easy
65 % Say it's walkable to grocery stores
64 % Say it's walkable to restaurants
63 % Say they plan to stay for at least 5 years
62 % Say kids play outside
60 % Say it's quiet
53 % Say neighbors are friendly
50 % Say there's wildlife
42 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Zoya Litinetskaya, Compass Greater NY, LLC, (914) 327-2777
Agent Phone: (917) 584-6810

Based on information submitted to the MLS GRID as of 2026-07-25 23:58:10 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
28 Hamilton Avenue, Ossining, NY 10562 is a 6 bedroom, 4 bathroom, 4,546 sqft single-family home built in 1870. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Jun 13, 2026. The MLS # for this home is MLS# 1013182.

