29 Morningside Dr, Ossining, NY 10562
OFF MARKET

$1,796,600

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,016 sqft (on 0.53 acres)

29 Morningside Dr, Ossining, NY 10562

Est. Refi. Payment $11,530/mo*
Refinance Your Home
Currently Off Market - Sold Jun 29, 2022 for $2,125,000

Home Value

Trulia Estimate
$1.8M
Since last month
Increased$11K (+0.6%)
Since last year
Increased$155K (+9.5%)
Since last sale
Decreased$339K (-15.9%)
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 +225% in the last 10 years
MonthEstimated value
2026
August 2026$1.79M
July 2026$1.78M
June 2026$1.74M
May 2026$1.71M
April 2026$1.7M
March 2026$1.61M
February 2026$1.57M
January 2026$1.52M
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
175 Chappaqua Road, Briarcliff Manor, NY
0.17
Single-Family Home
$808,500
12/26/25
3
2.5
2,280
10 Haymont Terrace, Briarcliff Manor, NY
0.13
Single-Family Home
$705,414
10/03/25
4
2.5
2,012
62 Whitson Road, Briarcliff Manor, NY
0.32
Single-Family Home
$1,320,000
06/12/26
4
2.5
2,646
21 Tappan Terrace, Briarcliff Manor, NY
0.17
Single-Family Home
$747,000
10/15/25
3
2.5
1,385
159-161 Chappaqua Road, Briarcliff Manor, NY
0.25
Single-Family Home
$2,000,000
07/14/26
4
3.5
3,080
47 Willow Drive, Briarcliff Manor, NY
0.36
Single-Family Home
$1,035,000
07/09/26
3
3
3,492
74 Hungerford Road, Briarcliff Manor, NY
0.46
Single-Family Home
$925,000
07/02/26
3
2
2,056
47 Fuller Road, Briarcliff Manor, NY
0.44
Single-Family Home
$915,000
06/12/26
4
2.5
2,188
144 Hungerford Road N, Briarcliff Manor, NY
0.34
Single-Family Home
$1,025,013
09/05/25
3
2.5
2,416
3 Parker Drive, Ossining, NY
0.39
Single-Family Home
$750,000
11/20/25
3
2
1,751

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
18 Studio Hill Road, Briarcliff Manor, NY 10510
0.04
$957,600
3
3
2,224
Off Market
6 Morningside Drive, Ossining, NY 10562
0.09
$837,500
3
2
1,695
Off Market
173 B Chappaqua Road, Briarcliff Manor, NY 10510
0.10
$1,298,300
5
3.5
3,866
Off Market
Chappaqua Road, Ossining, NY 10562
0.16
$150,000
-
-
-
For Sale
3 Haymont Terrace, Briarcliff Manor, NY 10510
0.10
$1,018,100
4
2
2,436
Off Market
175 Chappaqua Road, Briarcliff Manor, NY 10510
0.17
$808,500
3
2.5
2,280
Recently Sold
24 Studio Hill Road, Briarcliff Manor, NY 10510
0.13
$1,166,100
4
3
2,832
Off Market
9 Studio Hill Road, Briarcliff Manor, NY 10510
0.14
$901,800
3
2
1,796
Off Market
10 Haymont Terrace, Briarcliff Manor, NY 10510
0.13
$760,700
4
2.5
2,012
Off Market
30 Morningside Drive, Ossining, NY 10562
0.17
$690,700
3
2.5
2,616
Off Market
12 Haymont Terrace, Briarcliff Manor, NY 10510
0.14
$764,200
3
2
1,580
Off Market
9 Haymont Terrace, Briarcliff Manor, NY 10510
0.14
$900,600
4
2
2,425
Off Market

Local Information

  • Map ViewExplore the area around 29 Morningside Dr.
  • Schools1 Preschool School4 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2004
Lot Size
0.53 acres
Living Area
2,016 sqft
Price/Sqft
$891
Parking
Garage

About this House

This single-family home is located at 29 Morningside Dr, Ossining, NY. 29 Morningside Dr is in Ossining, NY and in ZIP code 10562. This property has 3 bedrooms, 3 bathrooms and approximately 2,016 sqft of floor space. This property has a lot size of 0.53 acres and was built in 2004.
29 Morningside Dr, Ossining, NY 10562 is a 3 bedroom, 3 bathroom, 2,016 sqft single-family home built in 2004. It last sold for $2,125,000 on Jun 29, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,796,600, with a rent estimate of $5,029/month.

Home Details for 29 Morningside Dr

Interior Features

Interior Details
BasementNumber of Rooms: 6
Levels, Entrance, & Accessibility
Stories: 2
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Other
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Lot Information

Lot Area: 0.53 acres

Price and Tax history

DateEventPrice
Jun 29, 2022
Source: N/A
Sold
$2,125,000
Jan 12, 2005
Source: N/A
Sold
$505,000

Market trends in Briarcliff Manor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
5MoM

Around this home

What Locals Say about Briarcliff Manor

At least 67 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 88 % Say parking is easy

  • 86 % Say car is needed

  • 83 % Say there's holiday spirit

  • 82 % Say it's quiet

  • 76 % Say yards are well-kept

  • 72 % Say people would walk alone at night

  • 71 % Say they plan to stay for at least 5 years

  • 67 % Say there's wildlife

  • 63 % Say kids play outside

  • 60 % Say neighbors are friendly

  • 56 % Say there are community events

  • 54 % Say it's walkable to restaurants

  • 51 % Say it's walkable to grocery stores

  • 42 % Say streets are well-lit

  • 40 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Bill Richards
    "We all have dogs so it’s all about the dogs. There are plenty of parks as well. A great place to live overall. "
    1
    Flag
  • Adrianna M.
    "It’s a beautiful community with a small town feel. I would highly recommend someone moving here! It’s a great community and you feel very safe within it. "
    4
    Flag
  • Annemarie
    "I grew up in Briarcliff. It’s a pretty quiet neighborhood where I’ve always felt safe, and there seem to be more and more young families moving into the area. At least in my area, a car is definitely needed to get around—no public transit options nearby. For parents considering moving to Briarcliff and looking at the public schools, note that parts of Briarcliff are within the neighboring town (Ossining) school district."
    12
    Flag
  • Whaidjrs
    "Metro North Train Station gets me to Grand Central in 45 minutes. Comfortable affordable ride to work in Midtown Manhattan. "
    0
    Flag
  • FlowerPower
    "Lack of sidewalks and rare street lights makes walk uncomfortable during dark times. The Rockefeller State Park being such a ‘gem’ for dog walks is so close!"
    10
    Flag
  • Eleanor B.
    "Croton aqueduct North county trail Rockefeller state park Hudson River views Safe neighborhood Quiet and peaceful "
    1
    Flag
  • Charly-ann O.
    "Very dog friendly community. Lots of parks and a beautiful river walk where people bring their dogs. "
    1
    Flag
  • Ossining Resident
    "Ossining is a beautifully diverse community with lots of lovely parks, a vibrant Main Street, and a fantastic waterfront. We’ve lived here for 15 years and wouldn’t want to raise our children anywhere else. "
    3
    Flag
  • Monicacmandek
    "Beautiful area, but very limited diversity. There’s two sides to town. 9A divides them. One side is uber wealthy, the other side is dual income families. I lived on the working family side for 29 years. "
    0
    Flag
  • Lyn1103
    "Amazing place to live. Everyone is so friendly. I love how there are many different races here. Everyone is very accepting and kind. This is great place to live"
    6
    Flag
  • Bobohanlon
    "In the Rockwell Era neighbor, most neighbors are friendly and there when you need them. Its a good family neighborhood with lots of kids of all ages "
    1
    Flag
  • cookingforkidswithjim
    "amazing place it is located in beautiful Hudson Valley with lots of woods and friendly rich people"
    4
    Flag
  • rosarioladuca
    "A real community of people that care about one another."
    0
    Flag
  • miotto4home
    "This area in the town of Ossining (unincorporated) has the best of both worlds. Quiet neighborhoods with great safety and yards for young families and accessibility to all major highways within minutes. Up and coming schools and great parks. Wish I could return but our job took our family out of the area a few years back."
    0
    Flag
  • Lvanporter
    "Family neighborhood, no thru street, all houses in good condition."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 29 Morningside Dr

  • What is 29 Morningside Dr estimated to be worth?
    Trulia's estimated value for 29 Morningside Dr in Ossining, NY is $1,796,600.
  • What is the price history for 29 Morningside Dr?
    29 Morningside Dr in Ossining, NY last sold for $2,125,000 in June 2022.
  • 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, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Ossining, NY.
  • Does 29 Morningside Dr have air conditioning?
    Yes, 29 Morningside Dr in Ossining, NY has air conditioning.
  • How big is the lot at 29 Morningside Dr?
    The lot at 29 Morningside Dr in Ossining, NY is about 0.53 acres (23,086 sq ft).

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