27 Main St, Ossining, NY 10562
OFF MARKET

27 Main St
Ossining, NY 10562

  • Studio
  • 1,750 sqft

$818,000

Trulia Estimate
as of Jun 14, 2026
Est. Refi. Payment $5,200/mo*
Refinance Your Home

$818,000

Trulia Estimate
as of Jun 14, 2026
Est. Refi. Payment $5,200/mo*
Refinance Your Home
Studio
1,750 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Unique office -garage-warehouse in the Station Plaza Zone. As of right uses to include offices general: retail sales & services repair, artisan workshop, offices-general, retail sales & services, plus more. New roof, new staircase, fenced yard, in a great location. REO manager says sell.
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.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 27 Main St

Interior Features

Heating & Cooling
Heating: Forced Air, Gas, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Types of Rooms: Workshop
Levels, Entrance, & Accessibility
Floors: Other

Exterior Features

Exterior Home Features
Roof: OtherExterior: Stucco
Parking & Garage
Parking Spaces: 7Parking: None

Property Information

Year Built
Year Built: 1931
Property Type / Style
Property Type: Multi FamilyArchitecture: Other

Community

Units in Building: 5

Lot Information

Lot Area: 6947 sqft

Price History for 27 Main St

DatePriceEventSource
06/14/2016$275,000ListingRemovedAgent Provided
05/02/2016$275,000Listed For SaleAgent Provided
11/05/2014$485,000Sold
OneKey® MLS as distributed by MLS GRID #H3402032
10/21/2014$550,000PendingAgent Provided
10/21/2014$550,000Listed For SaleAgent Provided

Market trends in Ossining

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
51
4MoM
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Homeowner tools

Estimated monthly rent$4,056/mo
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Homes for rent near 27 Main St

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Comparable Sales for 27 Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
22 William Street, Ossining, NY
0.35
Multi-Family Home
$500,000
01/07/26
4
2
2,116
90 Broadway, Ossining, NY
0.36
Multi-Family Home
$600,000
03/17/26
4
2
1,935
26 Broadway, Ossining, NY
0.21
Multi-Family Home
$700,000
01/13/26
5
3
1,460
7 Market St, Ossining, NY
0.20
Multi-Family Home
$708,137
03/09/26
5
2
2,260
4 William Street, Ossining, NY
0.27
Multi-Family Home
$343,350
12/22/25
3
2
1,160
63 N Malcolm St, Ossining, NY
0.54
Multi-Family Home
$284,500
04/03/26
4
3
1,800
23 Ann Street, Ossining, NY
0.47
Multi-Family Home
$650,000
10/01/25
5
2
1,800
33 Ann Street, Ossining, NY
0.47
Multi-Family Home
$680,000
10/31/25
5
3
2,000
26-28 Lincoln Place, Ossining, NY
0.51
Multi-Family Home
$691,000
02/25/26
4
3
2,880
25 Washington Avenue, Ossining, NY
0.50
Multi-Family Home
$980,000
01/06/26
7
4
3,000

Nearby homes

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Assigned Schools

These are the assigned schools for 27 Main St.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Ossining

At least 372 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.
  • Patricia Carrion
    "I never had any pets and the neighborhood residents are cordial to others. No one has given me any problems "
    0
    Flag
  • Katie Scarlett Ninivaggi
    "Concerts are offered in the summer, and the weekend farmer’s market is reliable in the warmer months. "
    0
    Flag
  • Katie
    "People are generally very kind and neighborly. There are many town events and small businesses that make an effort to cultivate community. "
    0
    Flag
  • Stetson Hundgen
    "Best Rivertown to be in. Fantastic diverse community full of great people. Best view on the Hudson. Close to so many great hikes and the city. "
    0
    Flag
  • Justin Lawrence
    "This neighborhood is wonderful. The people look out for one another and it’s safe. Been here for over nine years."
    0
    Flag
  • Brookelynn R.
    "I don't like the green color in the kitchen. For this wall it has to be one color how about cracked pepper or a darker hue. "
    0
    Flag
  • Marco Barros
    "It’s a quiet town and our family and friends have been walking late at night around town and the feel safe "
    0
    Flag
  • Afay69
    "All historical towns in Hudson valley are beautiful and unique and town of Ossining are bee one of them."
    0
    Flag
  • SEONGUK LIM
    "The roads are bad with potholes, and the school district is not good. North Ossining can be somewhat unsafe."
    0
    Flag
  • Milton Sandoval
    "I’ve lived in this neighborhood for more than 20 years. Since 2003, I attended AMD and OHS best town."
    6
    Flag
  • Gustavo D. L. P.
    "Plenty of space for having fun with a dog. Walking distance to parks. Little dogs have to be careful of coyotes and foxes. "
    13
    Flag
  • Edit
    "Many families, great parks, close to Hudson and other recreational areas, park school is great. Mostly Latino population; nice people in general. Stores are close and well stock, if you don’t want to leave the town you can find pretty much everything here."
    18
    Flag
  • Lupe G.
    "forest Of fears, river front summer Friday nights, tree lighting, trick-or-treat, culrural festivals, 4th of July fire works, summer street fair. learn and explore weekend sessions. library movie nights. "
    10
    Flag
  • Stetson H.
    "The Ossining Farmers market is one of the best in Westchester. There are several community events throughout the year down by the waterfront. "
    3
    Flag
  • Maramaidhah
    "It is safe and it is full of lights I love it so much. I also like the neighborhood that is around me."
    2
    Flag
  • Jmarques525
    "A lot of activities for kids through the town programs. These is a big sence of community here with diversity. "
    3
    Flag
  • Marco D.
    "I lived in this neighborhood for three years and it’s been lovely. The area is changing and a lot of new upgrades coming to the community. "
    2
    Flag
  • Dave B.
    "Very diverse, right by the water, very close to the train station and an easy ride to NYC. Good food and good people so you can’t go wrong. "
    2
    Flag
  • Dave B.
    "Historical feel, big town but small town feeling, train station right on the water and very quick train ride into NYC "
    0
    Flag
  • Savannah M.
    "It’s a very friendly community without a lot of crowds. It feels very small town and that’s very nice. "
    0
    Flag
  • Veronica A. C.
    "It is a great school district and a nice Town to enjoy in parks, lot of restaurants and a very nice library "
    1
    Flag
  • Daniela .
    "I don’t own a dog, but my neighbor is pet friendly and very clean. All dogs get alone well and owners clean very nicely afterwards. Happy place for everyone. "
    0
    Flag
  • Edisonlatin32
    "It’s nice live here it’s quiet no loud music no noises no drogs I love this town but I don’t like the traffic and the police and the taxi drivers "
    1
    Flag
  • Jessica P.
    "Safe. School districts the best in education. Ossining has a big library for kids to study. Open door clinics in ossining and along other close hospital like Phelps "
    2
    Flag
  • Mvportilla
    "Nice town to have family, great schools with very good and humanity teachers. So many parks for kids, beautifull Hudson River view ."
    3
    Flag
  • Vera G.
    "It’s quiet, rural and the neighbors are nice. There is tons of wildlife including birds and deer. It is serene and beautiful."
    0
    Flag
  • Stacie A.
    "I’ve lived here for 2 years. It’s quite. Nice neighborhood for people with children. I love the waterfront and seeing people walking their dogs "
    0
    Flag
  • Vera G.
    "My neighborhood is quiet and the rural part of town, but within 2 -4 miles of everything. There is plenty of open space"
    5
    Flag
  • Gk4sk
    "It is a very nice place to raise family. It has an easy commute to New York City. Also has lot of parks and play grounds. "
    1
    Flag
  • Gk4sk
    "Ossining has nice school district, large numbers of parks and playgrounds and easy commute to NewYork city."
    1
    Flag

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Homes for sale near 27 Main St

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Off Market Homes Near 27 Main St

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27 Main St, Ossining, NY 10562 is a studio, 1,750 sqft multi-family built in 1931. This property is not currently available for sale. 27 Main St was last sold on Nov 5, 2014 for $485,000. The current Trulia Estimate for 27 Main St is $818,000.