31 Chestnut Avenue, Glen Head, NY 11545
OFF MARKET

31 Chestnut Avenue
Glen Head, NY 11545

  • 4 Beds
  • 3 Baths

$1,142,900

Trulia Estimate
as of Apr 29, 2026
Est. Refi. Payment $6,975/mo*
Refinance Your Home

$1,142,900

Trulia Estimate
as of Apr 29, 2026
Est. Refi. Payment $6,975/mo*
Refinance Your Home
4 Beds
3 Baths

Homes for sale near 31 Chestnut Avenue

Skip to last item
Skip to first item

Apartments for Rent

Skip to last item
Skip to first item

Local Information

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

Description

31 Chestnut is an immaculately maintained, 4-bedroom, 3-bath colonial in the heart of Glen Head. A property that offers owners unparalleled convenience and privacy. The main floor offers an entry foyer with shiplap accents, a living room, an office that can serve as a primary on main, a full bathroom, and a kitchen that opens to the dining area and backyard deck. The dormered upstairs offers you three generously sized bedrooms, each featuring ample closet space and a dedicated shared bathroom. The primary bedroom features an en-suite bathroom, a walk-in closet, room to fit a king-sized bed, and custom-built wood shutters. The fully finished basement features a bonus room for entertaining, a laundry nook, and a dedicated workshop with tons of storage. This home comes move-in ready, offers low taxes ($13,339), and won't last.
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. This description is from November 21, 2024

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 31 Chestnut Avenue

Interior Features

Interior Details
Basement: Finished,FullNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Appliances & Utilities
Utilities: Trash Collection PublicAppliances: Dishwasher, Dryer, Freezer, Microwave, Refrigerator, Washer, Gas Water HeaterDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,OtherHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
No Spa
Windows, Doors, Floors & Walls
Window: Blinds, Drapes, ScreensFlooring: Hardwood
Levels, Entrance, & Accessibility
Levels: Three Or MoreFloors: Hardwood

Exterior Features

Exterior Home Features
Exterior: Basketball HoopNo Private Pool
Parking & Garage
No CarportGarageHas Open ParkingParking: Attached,Driveway,Garage Door Opener,Garage,On Street,Private
Water & Sewer
Sewer: Cesspool

Property Information

Year Built
Year Built: 1939
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: Shingle SidingNot Attached Property
Property Information
Parcel Number: 2489200660001900

Price & Status

Price
List Price: $885,000
Status Change & Dates
Off Market Date: Wed Jul 05 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Glen Head
School Information
Elementary School: Glen Head Elementary SchoolJr High / Middle School: North Shore Middle SchoolHigh School: North Shore Senior High SchoolHigh School District: North Shore

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 8330 sqft

Offer

Listing Agreement Type: Exclusive Right To Lease

Miscellaneous

BasementMls Number: L3484923Attic: Dormer, Full, Pull Stairs, UnfinishedShowing Requirements: Showing Service
Last check for updates: about 12 hours ago
Listed by Brendan P. Sweeney
Byson Real Estate Company LLC, (844) 495-1010
Daniel McDevitt, (844) 495-1010
Byson Real Estate Company LLC, (844) 495-1010
Bought with: Robert Heicklen, (646) 639-9447, Stonegate Real Estate, (516) 740-2777
Source: OneKey® MLS as distributed by MLS GRID, MLS#L3484923

Price History for 31 Chestnut Avenue

DatePriceEventSource
09/22/2023$931,000Sold
OneKey® MLS as distributed by MLS GRID #L3484923
07/05/2023$885,000PendingOneKey® MLS as distributed by MLS GRID #3484923
06/14/2023$885,000Listed For SaleOneKey® MLS as distributed by MLS GRID #3484923
10/01/2022ListingRemovedOneKey® MLS as distributed by MLS GRID #3415600
07/13/2022$995,000Listed For SaleOneKey® MLS as distributed by MLS GRID #3415600
05/07/2018$6,800ListingRemovedAgent Provided
02/12/2018$6,800PriceChange
Agent Provided
10/13/2017$4,800Listed For RentAgent Provided
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax
Assessment$594,000
Home facts updated by county records

Comparable Sales for 31 Chestnut Avenue

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
21 Chestnut Avenue, Glen Head, NY
0.06
Single-Family Home
$1,398,000
08/19/25
4
2.5
2,699
1 Smith Street, Glen Head, NY
0.20
Single-Family Home
$855,000
10/31/25
4
2
-
14 Oaklawn Avenue, Glen Head, NY
0.04
Single-Family Home
$2,055,000
04/27/26
4
3.5
3,235
14 Harbor Lane, Glen Head, NY
0.25
Single-Family Home
$1,127,000
04/10/26
4
2
2,115
18 Knoll Lane, Glen Head, NY
0.22
Single-Family Home
$1,648,000
01/28/26
5
3.5
2,957
6 Glen Avenue, Glen Head, NY
0.16
Single-Family Home
$1,425,000
09/30/25
4
2.5
2,256
30 Knoll Lane, Glen Head, NY
0.29
Single-Family Home
$1,485,000
12/04/25
4
3
2,523
44 Glenwood Road, Glen Head, NY
0.45
Single-Family Home
$930,000
09/30/25
5
2.5
2,453
42 Smith Street, Glen Head, NY
0.42
Single-Family Home
$850,000
12/15/25
3
3
1,075

Assigned Schools

These are the assigned schools for 31 Chestnut Avenue.
View nearby schools on GreatSchools
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 Glen Head

At least 84 Trulia users voted on each feature.

  • 86 % Say car is needed

  • 84 % Say yards are well-kept

  • 84 % Say it's dog friendly

  • 82 % Say parking is easy

  • 77 % Say it's quiet

  • 67 % Say there's holiday spirit

  • 67 % Say people would walk alone at night

  • 64 % Say they plan to stay for at least 5 years

  • 51 % Say kids play outside

  • 49 % Say neighbors are friendly

  • 49 % Say there's wildlife

  • 45 % Say it's walkable to grocery stores

  • 44 % Say it's walkable to restaurants

  • 35 % Say there are sidewalks

  • 30 % Say there are community events

  • 29 % Say streets are well-lit

Learn more about our methodology.
  • Ciomimccabe
    "People are friendly and walking dogs is welcomed throughout the neighborhood. Terrain is sometimes hilly so it makes for an interesting walk. "
    0
    Flag
  • Agatha D.
    "This is a high end community it’s hard to walk around because there’s no sidewalks or public transportation but it’s safe and well maintained. "
    13
    Flag
  • Ciomimccabe
    "Stellar schools and sense of community. Great neighborhood with fine restaurants and easy access to NYC. Those that have grown up in Glen Head tend to come back and purchase a home here. "
    0
    Flag
  • Chris A.
    "Although Old Brookville is close to supermarkets, convenience stores, etc, it maintains a feeling of privacy. Since property zoning here is two acres, houses are spread out and there are plenty of wooded areas. Its a relatively quiet town and a great place to relax outside, go for a walk, or take the family on a bike ride. "
    21
    Flag
  • Snowcat5
    "The commute is terrible roads are crowded they need paving Too much traffic. Horrible congestion. "
    0
    Flag
  • MiVida54
    "Beautiful area, great schools and an abundance of shopping and great restaurants. People are private yet very neighborly. Adults that have grown up here are returning and purchasing homes - It’s that good. "
    0
    Flag
  • Snowcat5
    "The way people just let their dogs keep barking and barking. Maybe they need a miracle ear. Don’t understand why this has to continue."
    0
    Flag
  • Allyson M.
    "I live in a very close knit community where we all help each other out and all get along and enjoy each other’s company."
    0
    Flag
  • Demimax57
    "Private, safe, great schools, bucolic, vineyards and horse farms and golf courses - nothing more need be said."
    1
    Flag
  • Aubrey J.
    "I live in Glen Head on the country club golf course in the sought after Promenade area. I cannot say enough about this area and how wonderful it is. I've never lived anywhere with as much privacy and peacefulness as this area has to offer. The people are incredibly nice and the homes are very well maintained. You cannot go wrong here. "
    1
    Flag

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. 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

Homes for rent near 31 Chestnut Avenue

Skip to last item
  • Results are loading
Skip to first item

Off Market Homes Near 31 Chestnut Avenue

Skip to last item
Skip to first item

Explore by feature

31 Chestnut Avenue, Glen Head, NY 11545 is a 4 bedroom, 3 bathroom single-family home built in 1939. This property is not currently available for sale. 31 Chestnut Avenue was last sold on Sep 22, 2023 for $931,000 (5% higher than the asking price of $885,000). The current Trulia Estimate for 31 Chestnut Avenue is $1,142,900.