39 Falling Leaf Ln, Osterville, MA 02655
Property image
Property image
OFF MARKET

$1,216,500

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,242 sqft (on 0.43 acres)

39 Falling Leaf Ln, Osterville, MA 02655

Osterville
Est. Refi. Payment $7,544/mo*
Refinance Your Home
Currently Off Market - Sold Jan 15, 2014 for $506,500

Home Value

Trulia Estimate
$1.22M
Since last month
Increased$28K (+2.4%)
Since last year
Increased$88K (+7.8%)
Since last sale
Increased$711K (+140.3%)
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 +113% in the last 10 years
MonthEstimated value
2026
October 2026$1.22M
September 2026$1.2M
August 2026$1.19M
July 2026$1.2M
June 2026$1.23M
May 2026$1.21M
April 2026$1.22M
March 2026$1.2M
February 2026$1.16M
January 2026$1.16M
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
31 Falling Leaf Lane, Osterville, MA
0.02
Single-Family Home
$1,179,000
09/15/26
3
2.5
2,190
103 Falling Leaf Ln, Barnstable, MA
0.12
Single-Family Home
$1,035,000
08/06/26
3
3
1,980
103 Falling Leaf Lane, Osterville, MA
0.12
Single-Family Home
$1,035,000
08/06/26
3
3
1,980
81 Falling Leaf Lane, Osterville, MA
0.08
Single-Family Home
$1,080,000
03/02/26
3
2.5
2,776
31 Jasons Lane, Osterville, MA
0.27
Single-Family Home
$575,000
07/30/26
3
3
2,048
369 Bumps River Road, Osterville, MA
0.13
Single-Family Home
$625,000
04/30/26
3
2
1,152
139 Falling Leaf Lane, Osterville, MA
0.18
Single-Family Home
$950,000
01/27/26
3
3
2,162
31 Galahad Circle, Osterville, MA
0.47
Single-Family Home
$540,000
04/15/26
3
3
1,940
51 Falling Leaf Lane, Osterville, MA
0.02
Single-Family Home
$975,000
07/02/26
2
2
2,010
64 Falling Leaf Lane, Osterville, MA
0.06
Single-Family Home
$850,000
05/07/26
2
2
1,667

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
39 Falling Leaf Ln, Barnstable, MA 02630
0.00
-
-
-
-
Off Market
31 Falling Leaf Ln, Barnstable, MA 02630
0.02
-
-
-
-
Off Market
51 Falling Leaf Lane, Osterville, MA 02655
0.02
$1,075,000
2
2
2,010
For Sale
51 Falling Leaf Ln, Barnstable, MA 02630
0.02
-
-
-
-
Off Market
31 Falling Leaf Lane, Osterville, MA 02655
0.02
$1,179,000
3
2.5
2,190
Recently Sold
42 Falling Leaf Ln, Osterville, MA 02655
0.04
$828,700
3
2
1,508
Off Market
23 Falling Leaf Ln, Osterville, MA 02655
0.04
$1,149,700
3
4
2,165
Off Market
23 Falling Leaf Ln, Barnstable, MA 02630
0.04
-
-
-
-
Off Market
24 Falling Leaf Ln, Osterville, MA 02655
0.04
$1,243,900
3
2
1,994
Off Market
24 Falling Leaf Ln, Barnstable, MA 02630
0.04
-
-
-
-
Off Market
61 Falling Leaf Ln, Osterville, MA 02655
0.05
$1,157,400
3
2
2,132
Off Market
61 Falling Leaf Ln, Barnstable, MA 02630
0.05
$1,183,100
3
2.5
2,418
Off Market
52 Falling Leaf Ln, Osterville, MA 02655
0.05
$898,900
3
2
1,594
Off Market
17 Falling Leaf Ln, Osterville, MA 02655
0.06
-
-
-
-
Off Market
Falling Leaf Ln #2, Osterville, MA 02655
0.06
-
-
-
-
Off Market
15 Falling Leaf Ln, Osterville, MA 02655
0.06
$946,000
3
2
2,400
Off Market
Falling Leaf Ln #24, Osterville, MA 02655
0.06
-
-
-
-
Off Market
Falling Leaf Ln #9, Osterville, MA 02655
0.06
-
-
-
-
Off Market
Falling Leaf Ln #11, Osterville, MA 02655
0.06
-
-
-
-
Off Market
Falling Leaf Ln #12, Osterville, MA 02655
0.06
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 39 Falling Leaf Ln.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2000
0.43 acre lot
2,242 sqft
$543/sqft

About this House

Impeccably maintained on the interior and exterior!! 1st floor master bedroom suite, bright open floor plan with cath. ceilings, skylights, and hardwood floors throughout the home. The kitchen has an abundant amount of custom cabinets, corian countertops, a center island, a cath. ceiling, and a skylight. The master bedroom suite has a walk-in closet, a double vanity in the bathroom, a Jacuzzi tub & a separate shower. The walkout basement with a full passage door and two full windows (great natural light) is waiting to be finished off. Relax on the back deck while overlooking the dense woodlands on the 36 acre town owned property or take a walk through the 140 acres of Mass. Audubon conservation land located at the end of the street. Brokered And Advertised By: Frank A Sullivan Real Estate Listing Agent: John J. Hopkins
39 Falling Leaf Ln, Osterville, MA 02655 is a 3 bedroom, 3 bathroom, 2,242 sqft single-family home in Osterville, built in 2000. It last sold for $506,500 on Jan 15, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,216,500, with a rent estimate of $3,988/month.

Home Details for 39 Falling Leaf Ln

Interior Features

Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 2000
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Lot Information

Lot Area: 0.43 acres

Price and Tax history

DateEventPrice
Jan 15, 2014
Source: N/A
Sold
$506,500
May 12, 2013
Source: Agent Provided
Listed For Sale
$529,000
Nov 1, 2012
Source: Agent Provided
ListingRemoved
$545,000
Jun 13, 2012
Source: Agent Provided
Listed For Sale
$545,000
Jun 30, 2000
Source: N/A
Sold
$345,000

Market trends in Barnstable

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$682K
$3.33KMoM
Sale-to-List Price
98.5%
0.3%MoM
Price per sq ft
$464
$3MoM
Available listings
309
37MoM

Around this home

Neighborhood Overview

Osterville
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Osterville

At least 22 Trulia users voted on each feature.

  • 91 % Say car is needed

  • 83 % Say parking is easy

  • 78 % Say there's wildlife

  • 76 % Say yards are well-kept

  • 73 % Say it's quiet

  • 71 % Say it's dog friendly

  • 63 % Say neighbors are friendly

  • 63 % Say there's holiday spirit

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

  • 57 % Say people would walk alone at night

  • 50 % Say kids play outside

  • 49 % Say it's walkable to restaurants

  • 40 % Say there are community events

  • 38 % Say it's walkable to grocery stores

  • 27 % Say there are sidewalks

  • 25 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Jacqueline Hicks
    "This area lacks decent public transportation. Having a car is extremely helpful. The is the bus system but it isn’t that reliable and it doesn’t have lots of stops and routes so one has to walk a distance to get to path of bus"
    1
    Flag
  • Trulia User
    "moderate traffic at regular business hours, otherwise VERY easy travel, and safe drivers on the road "
    0
    Flag
  • Purplevelvet917
    "The bus goes by only once an hour each way. A car is helpful. Summer traffic make the commute slow so allow for extra time."
    1
    Flag
  • Joshtweaver
    "Very friendly upscale area with beautiful scenery. Great for a summer vacation. Very peaceful. Can get quiet at times so if you’re looking for excitement you may want to look elsewhere. "
    14
    Flag
  • Joshtweaver
    "Great area for kids to grow up or spend the summers in. Very friendly community feel. Safe to walk around in. "
    0
    Flag
  • Ashleighmaeb
    "An hour and a half drive back to Boston if your lucky. You can fly which is way more convenient but driving is the cheapest. It’s our summer home so we don’t care that much since we’re down all summer."
    2
    Flag
  • Hudson
    "I’ve lived in this neighborhood for over 3 years and love it. The neighbors are nice and there are lots of kids and young families."
    0
    Flag
  • bagleyheath
    "Ostervile, lovely place apart from the people. Rude arrogant, dont you know who I am? types where the rules of civilty only apply to others. If you are in the top 1% or aspire to be you'll love it."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 39 Falling Leaf Ln

  • What is 39 Falling Leaf Ln estimated to be worth?
    Trulia's estimated value for 39 Falling Leaf Ln in Osterville, MA is $1,216,500.
  • What is the price history for 39 Falling Leaf Ln?
    39 Falling Leaf Ln in Osterville, MA last sold for $506,500 in January 2014.
  • Is Osterville a buyer's or seller's market?
    Osterville is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Osterville?
    The median sale price in Osterville is $682K. That is down $3.33K from the prior month.
  • How big is the lot at 39 Falling Leaf Ln?
    The lot at 39 Falling Leaf Ln in Osterville, MA is about 0.43 acres (18,731 sq ft).

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