39 Fallen Leaf Road, Holbrook, NY 11741
SOLD
AUG 17, 2026

$835,400

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 1,781 sqft

39 Fallen Leaf Road, Holbrook, NY 11741

Est. Refi. Payment $5,596/mo*
Refinance Your Home
Currently Off Market - Sold Aug 17, 2026 for $835,000 (6% above list price)

Home Value

Trulia Estimate
$835K
Since last month
Increased$6K (+0.7%)
Since last year
Increased$180K (+27.3%)
Since last sale
Increased$2K (+0.2%)
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 +132% in the last 10 years
MonthEstimated value
2026
August 2026$837K
July 2026$831K
June 2026$831K
May 2026$826K
April 2026$842K
March 2026$667K
February 2026$675K
January 2026$661K
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
28 Berkshire Road, Holbrook, NY
0.06
Single-Family Home
$840,000
07/01/26
4
3
1,900
43 Fallen Leaf Road, Holbrook, NY
0.01
Single-Family Home
$690,000
05/04/26
4
2.5
2,155
326 Singingwood Drive, Holbrook, NY
0.10
Single-Family Home
$878,000
10/03/25
4
2.5
2,022
31 Fallen Leaf Road, Holbrook, NY
0.03
Single-Family Home
$760,211
01/20/26
3
1.5
1,603
49 Gainsborough Road, Holbrook, NY
0.13
Single-Family Home
$871,000
06/03/26
4
2.5
1,994
98 Gainsborough Road, Holbrook, NY
0.10
Single-Family Home
$950,000
10/17/25
4
2.5
2,400
174 Gainsborough Road, Holbrook, NY
0.16
Single-Family Home
$785,000
07/28/26
3
2
1,697
36 Flintridge Drive, Holbrook, NY
0.23
Single-Family Home
$875,000
02/09/26
4
2.5
2,418
242 Singingwood Drive, Holbrook, NY
0.36
Single-Family Home
$790,000
06/10/26
4
2
1,600

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
43 Fallen Leaf Road, Holbrook, NY 11741
0.01
$690,000
4
2.5
2,155
Recently Sold
28 Berkshire Road, Holbrook, NY 11741
0.06
$840,000
4
3
1,900
Recently Sold
31 Fallen Leaf Road, Holbrook, NY 11741
0.03
$760,211
3
1.5
1,603
Recently Sold
51 Berkshire Road, Holbrook, NY 11741
0.09
$711,000
3
1.5
-
Off Market
326 Singingwood Drive, Holbrook, NY 11741
0.10
$920,200
4
2.5
2,022
Off Market
98 Gainsborough Road, Holbrook, NY 11741
0.10
$994,100
4
2.5
2,400
Off Market
106 Gainsborough Road, Holbrook, NY 11741
0.10
$707,200
3
1
1,342
Off Market
174 Gainsborough Road, Holbrook, NY 11741
0.16
$785,000
3
2
1,697
Recently Sold
118 Gainsborough Road, Holbrook, NY 11741
0.12
$826,500
4
2.5
1,900
Off Market
49 Gainsborough Road, Holbrook, NY 11741
0.13
$871,000
4
2.5
1,994
Recently Sold
70 Gainsborough Road, Holbrook, NY 11741
0.13
$766,200
4
2
2,100
Off Market

Local Information

  • Map ViewExplore the area around 39 Fallen Leaf Road.
  • Schools1 Elementary School1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1976
Living Area
1,781 sqft
Price/Sqft
$469/sqft
Parking
Garage

About this House

Welcome Home to this beautiful, meticulously maintained Colonial in Holbrook’s most desirable neighborhood. This freshly painted 4-bedroom, 2.5-bath home blends classic charm with updates: a one-year-old roof, new front windows (1 yr), and efficient ductless heating/cooling units throughout. Bright, spacious living areas flow easily from the formal living room to a welcoming dining room and a well-appointed kitchen warmed by natural light. The attached 2 car garage provides direct entry and extra storage.

Upstairs you’ll find four generous bedrooms offering comfort and privacy for guests. Outside, enjoy a private backyard oasis featuring an in-ground pool with a 2-year-old liner, a durable Trex deck for outdoor dining and entertaining.

Conveniently located in Holbrook’s sought-after area, this home is ready and ideal for buyers seeking quality, energy-efficient systems, and a true backyard retreat!
39 Fallen Leaf Road, Holbrook, NY 11741 is a 4 bedroom, 3 bathroom, 1,781 sqft single-family home built in 1976. It last sold for $835,000 on Aug 17, 2026 (6% above the $785,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $835,400, with a rent estimate of $4,787/month.
Last check for updates: about 10 hours ago
Listed by Jennifer Lipman, (516) 242-4482
Serhant East End LLC, (646) 480-7665
Bought with: Dorothy E. Ziccardi, (516) 729-7851, Signature Premier Properties, (631) 422-3100
Source: OneKey® MLS as distributed by MLS GRID, MLS#988672

Home Details for 39 Fallen Leaf Road

Interior Features

Interior Details
Number of Rooms: 10
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1781 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Sewer Connected, Water ConnectedAppliances: Stainless Steel Appliance(s)
Heating & Cooling
Heating: Ducts,ElectricHas CoolingAir Conditioning: DuctlessHas HeatingHeating Fuel: Ducts
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Carpet, Hardwood
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Exterior Features

Exterior Home Features
Has a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Garage
Pool
Pool: In GroundPool
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 7

Property Information

Year Built
Year Built: 1976
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: Shingle SidingNot Attached Property
Property Information
Parcel Number: 0500109000500105000

Price & Status

Price
List Price: $785,000Price Per Sqft: $469/sqft
Status Change & Dates
Off Market Date: Wed May 06 2026

Active Status

MLS Status: Sold

Location

Direction & Address
City: Holbrook
School Information
Elementary School: Tamarac Elementary SchoolJr High / Middle School: Seneca Middle SchoolHigh School: Sachem High School EastHigh School District: Sachem

Building

Building Area
Building Area: 2731 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 10019 sqft

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

Mls Number: 988672Attic: FullShowing Advance Notice: 24Showing Requirements: 24 Hour Notice, Appointment Only, Call Listing Agent, Showing Service

Price and Tax history

DateEventPrice
Aug 17, 2026
Source: OneKey® MLS as distributed by MLS GRID #988672
Sold
$835,000
May 8, 2026
Source: OneKey® MLS as distributed by MLS GRID #988672
Pending
$785,000
May 6, 2026
Source: OneKey® MLS as distributed by MLS GRID #988672
ListingRemoved
$785,000
Apr 29, 2026
Source: OneKey® MLS as distributed by MLS GRID #988672
Listed For Sale
$785,000

Market trends in Holbrook

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
46
7MoM

Around this home

What Locals Say about Holbrook

At least 201 Trulia users voted on each feature.

  • 90 % Say car is needed

  • 89 % Say parking is easy

  • 88 % Say it's dog friendly

  • 84 % Say yards are well-kept

  • 80 % Say there's holiday spirit

  • 72 % Say people would walk alone at night

  • 67 % Say it's quiet

  • 66 % Say kids play outside

  • 59 % Say they plan to stay for at least 5 years

  • 58 % Say neighbors are friendly

  • 58 % Say there are sidewalks

  • 55 % Say streets are well-lit

  • 53 % Say it's walkable to grocery stores

  • 44 % Say it's walkable to restaurants

  • 43 % Say there's wildlife

  • 32 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Slimjim1230
    "Everything is easily accessible. I love being centrally located. Easy to get to Long Island Expressway, Veterans Memorial Highway, or Sunrise Highway. "
    0
    Flag
  • Grace Allen
    "All good. Family and pet friendly Neighbors are welcoming and courteous to our fur friends. Great town to live in and raise a family "
    0
    Flag
  • Trulia User
    "Park by target and many friendly people ……sometimes people don’t leash dogs but most are good about it"
    0
    Flag
  • Dpenzi41215
    "It’s a quiet nice neighborhood to walk the pets. It’s peaceful lots of friendly People and dogs "
    1
    Flag
  • Gretta G.
    "Nice, week maintained great for kids low crime. The people in my community are doing the best at keeping our neighbors safe"
    0
    Flag
  • Kristina B.
    "Block parties, and caring for each other and helping out in times of need!! They keep the streets safe and there are already people exercising!"
    1
    Flag
  • Anthea.biedermann
    "People shoot fireworks for nearly every holiday. Most streets east of Broadway have sidewalks, west of Broadway less."
    0
    Flag
  • Janet.kelly723
    "Need a car. No public transportation in walking distance. Ronkonkoma train station services north shore. Sayville train station is Montauk line and services South Shore. "
    1
    Flag
  • Michelle A.
    "Easy to navigate. Roads are clear, little to no pot holes. Everything is nearby, such as restaurants, grocery stores, retail shopping, parks, ect. "
    0
    Flag
  • Michael L.
    "It’s relatively low-trafficked, but still don’t let your kids play in the streets. Maybe when they’re teenagers, and you live on a dead end, but that’s the limit."
    0
    Flag
  • Lpeters806
    "Great neighborhood. Safe for walks and friendly neighbors. Close to everything! Great school district "
    0
    Flag
  • Michael L.
    "I’m unemployed, but when I had a job it was only 10 minutes. That was on purpose; I applied for, and got, a job close to home."
    0
    Flag
  • Mary M
    "There is a nice little park here for kids to play. It has a playground with swings, a track for you to walk around the playground, and a baseball field."
    2
    Flag
  • Ancomp76
    "My commute is straight forward. Many different routes running along Holbrook. Traffic can be heavy At times. All in all- Safe town. "
    1
    Flag
  • Stingrey1967
    "Quiet, peaceful, most people in the area are descent hard working middle class Americans. The community comes together in times of need."
    0
    Flag
  • Maria R.
    "There are many families around here and everyone is super friendly. The area is always kept neat and clean. "
    0
    Flag
  • Amy M
    "Upside is great location. Close to Patchogue and Ronkonkoma train, close to LIE, Nicolls and Sunrise Hwy, and a short drive to the either shore. Downside, it’s suburbia. "
    3
    Flag
  • Ancomp76
    "People should pick up after their dogs. I like to exercise daily in and around the neighborhood and it’s unfortunate that dog owners do not clean up. People are very friendly in Holbrook. "
    2
    Flag
  • Dcdolphin
    "Bumper to bumper traffic during rush hour. Parking lot city. Unless you are lucky enough to reverse commute"
    1
    Flag
  • Mskristin
    "Amazing place to live. close to all transportation. Great schools, friendly neighborhood, kids ride bikes all over town. Holbrook has its own chamber of commerce. We have parades, clean up days. Holbrook is clean. There is everything you would need with in a mile of your home. I'm so happy I picked Holbrook. Been here ten years now."
    7
    Flag
  • Trulia User
    "Still nice in HOLBROOK. Sachem school district is over priced. Brookhaven town is also over priced. PSEG is way over priced."
    0
    Flag
  • Slettieri325
    "This neighborhood is a wonderful place to live. Close to the train, and restaurants. Good neighbors and great family activities. "
    6
    Flag
  • Mark
    "I live in this neighborhood for 23 years and loving it. Main st is a few blocks from where I live and I enjoy the restaurants, the services around there. "
    6
    Flag
  • Mperez724
    "Might not like the fact there are no sidewalks. Also no neighborhood parks for dogs or kids nearby. "
    0
    Flag
  • Philomena L.
    "It’s a great place to bring up kids and a great community. Highly recommend to anyone. It’s a great town."
    0
    Flag
  • Philomena L.
    "Holbrook is a great family community. The school district Sachem is one of the largest in New York State. Great restaurants and shops, a real small town feel."
    0
    Flag
  • Philomena L.
    "Holbrook is a great family town. Great schools, friendly people and safe. Raised our kids here and we are Sachem Proud!"
    0
    Flag
  • Djenannej
    "This neighborhood is nice and i always feel safe walking at night. It’s clean and quiet and people are friendly"
    0
    Flag
  • Roberto P.
    "Is quiet and everything is close. school are excellent and with a wonderful library. Street are clean and taxes are Fair. "
    0
    Flag

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026-08-31 04:03:10 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

Frequently asked questions about 39 Fallen Leaf Road

  • What is 39 Fallen Leaf Road estimated to be worth?
    Trulia's estimated value for 39 Fallen Leaf Road in Holbrook, NY is $835,400.
  • What is the price history for 39 Fallen Leaf Road?
    39 Fallen Leaf Road in Holbrook, NY last sold for $835,000 in August 2026.
  • Is Holbrook a buyer's or seller's market?
    Holbrook is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Holbrook?
    Residents describe Holbrook, NY as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Holbrook, NY.
  • Does 39 Fallen Leaf Road have air conditioning?
    Yes, 39 Fallen Leaf Road in Holbrook, NY has air conditioning.
  • Does 39 Fallen Leaf Road have a pool?
    Yes, 39 Fallen Leaf Road in Holbrook, NY has a pool.

Explore by feature - Pet Friendly

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