55 Wolden Rd, Ossining, NY 10562
OFF MARKET

$1,038,800

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 1,876 sqft (on 2.15 acres)

55 Wolden Rd, Ossining, NY 10562

Est. Refi. Payment $6,638/mo*
Refinance Your Home
Currently Off Market - Sold Dec 15, 2020 for $769,800

Home Value

Trulia Estimate
$1.04M
Since last month
Increased$4K (+0.4%)
Since last year
Increased$60K (+6.1%)
Since last sale
Increased$269K (+34.9%)
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 +116% in the last 10 years
MonthEstimated value
2026
August 2026$1.04M
July 2026$1.03M
June 2026$1.03M
May 2026$1.01M
April 2026$996K
March 2026$977K
February 2026$956K
January 2026$962K
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
40 Magnolia Road, Briarcliff Manor, NY
0.19
Single-Family Home
$870,000
02/12/26
3
3
2,614
1 Noel Drive, Ossining, NY
0.22
Single-Family Home
$860,000
08/05/26
4
2.5
3,551
94 Holbrook Rd, Briarcliff Manor, NY
0.47
Single-Family Home
$787,633
04/03/26
4
3
3,330
31 Magnolia Road, Briarcliff Manor, NY
0.24
Single-Family Home
$925,000
11/07/25
3
3
2,550
94 Meadow Road, Briarcliff Manor, NY
0.11
Single-Family Home
$905,000
04/30/26
4
3
2,292
5 Cedar Place, Ossining, NY
0.24
Single-Family Home
$699,000
12/19/25
3
3
2,272
3 Birch Court, Ossining, NY
0.37
Single-Family Home
$955,000
08/11/26
3
2.5
2,596
7 Fuller Road, Ossining, NY
0.21
Single-Family Home
$625,000
09/02/25
4
2
1,692
2 Martin Road, Ossining, NY
0.28
Single-Family Home
$680,000
06/26/26
4
2
1,706
20 Meadow Road, Briarcliff Manor, NY
0.29
Single-Family Home
$1,150,000
05/14/26
4
3.5
2,860

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
49 Wolden Road, Ossining, NY 10562
0.05
$649,800
2
2
1,412
Off Market
11 Macy Road, Briarcliff Manor, NY 10510
0.10
$952,100
3
2.5
2,215
Off Market
33 Noel Drive, Ossining, NY 10562
0.06
$1,115,900
5
4
3,070
Off Market
94 Meadow Road, Briarcliff Manor, NY 10510
0.11
$905,000
4
3
2,292
Recently Sold
78 Meadow Road, Briarcliff Manor, NY 10510
0.14
$1,093,800
5
2.5
3,028
Off Market
20 Maurice Avenue, Ossining, NY 10562
0.12
$993,200
5
3
2,208
Off Market
14 Gilbert Park, Ossining, NY 10562
0.13
$733,900
3
2
1,750
Off Market
103 Meadow Road, Briarcliff Manor, NY 10510
0.15
$1,082,600
5
3.5
2,365
Off Market
38-40 Lincoln Place, Ossining, NY 10562
0.14
$752,800
4
2.5
-
Off Market
26-28 Lincoln Place, Ossining, NY 10562
0.15
$691,000
4
3
2,880
Recently Sold
12 Maurice Avenue, Ossining, NY 10562
0.17
$864,800
5
3
2,614
Off Market
40 Magnolia Road, Briarcliff Manor, NY 10510
0.19
$870,000
3
3
2,614
Recently Sold

Local Information

  • Map ViewExplore the area around 55 Wolden Rd.
  • Schools1 Preschool School4 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1965
Lot Size
2.15 acres
Living Area
1,876 sqft
Price/Sqft
$554
Parking
Garage

About this House

Woodstock by the river! Exceptional fully custom and artisticially renovated home on 2 acres in the heart of Ossining. Walk to the the fabulous village and water front of Ossining or escape from the hustle and bustle in your own private oasis. This 3 bed 2.5 bath home is surround by breathtaking natural beauty. Walk the property and explore the butterfly gardens, specimen trees, woodland trails, fern and vegetable gardens. The private stone patio off the master suite is the perfect place to enjoy your morning coffee or shower al fresco. Every corner of the home has been tastfully renovated with every detail thought out, from the stone fireplace, to the Venetian plaster walls, maple custom doors, spa baths, including a soaking tub surrounded by cedar walls, and custom closets. The lower level is the perfect home office/gym/ or family room. However, the best room in the house is the sunporch so simple in design yet leaves a lasting impression and a space you never want to leave. Magic!
55 Wolden Rd, Ossining, NY 10562 is a 3 bedroom, 3 bathroom, 1,876 sqft single-family home built in 1965. It last sold for $769,800 on Dec 15, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,038,800, with a rent estimate of $5,539/month.

Home Details for 55 Wolden Rd

Interior Features

Interior Details
BasementNumber of Rooms: 7
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
Dishwasher
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1965
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Exterior Features

Exterior Home Features
Exterior: Composition
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 2.15 acres

Price and Tax history

DateEventPrice
Dec 15, 2020
Source: OneKey® MLS as distributed by MLS GRID #H6067873
Sold
$769,800
Sep 24, 2020
Source: Agent Provided
Listed For Sale
$650,000

Market trends in Ossining

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
60

Around this home

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.
  • 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."
    1
    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

LGBTQ Local Legal Protections

Frequently asked questions about 55 Wolden Rd

  • What is 55 Wolden Rd estimated to be worth?
    Trulia's estimated value for 55 Wolden Rd in Ossining, NY is $1,038,800.
  • What is the price history for 55 Wolden Rd?
    55 Wolden Rd in Ossining, NY last sold for $769,800 in December 2020.
  • Is Ossining a buyer's or seller's market?
    Ossining is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Ossining?
    Residents describe Ossining, NY as dog-friendly, pedestrian-friendly, and well-kept. See recently sold homes in Ossining, NY.
  • Does 55 Wolden Rd have air conditioning?
    Yes, 55 Wolden Rd in Ossining, NY has air conditioning.
  • How big is the lot at 55 Wolden Rd?
    The lot at 55 Wolden Rd in Ossining, NY is about 2.1 acres.

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