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

39 Falling Leaf Ln
Osterville, MA 02655

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

$1,193,200

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $6,753/mo*
Refinance Your Home

$1,193,200

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $6,753/mo*
Refinance Your Home
3 Beds
3 Baths
2,242 sqft
(on 0.43 acres)

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

Property Type
Single-Family Home
Year Built
2000
Lot Size
0.43 acres
Living Area
2,242 sqft
Price/Sqft
$532

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. It is currently off market. The Trulia Estimate is $1,193,200, with a rent estimate of $4,894/month.

Home Details for 39 Falling Leaf Ln

Interior Features

Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
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 History for 39 Falling Leaf Ln

DatePriceEventSource
01/15/2014$506,500Sold
N/A
05/12/2013$529,000Listed For SaleAgent Provided
11/01/2012$545,000ListingRemovedAgent Provided
06/13/2012$545,000Listed For SaleAgent Provided
06/30/2000$345,000Sold
N/A

Market trends in Barnstable

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$702K
$29.31KMoM
Sale-to-List Price
98.2%
0.1%MoM
Price per sq ft
$442
$11MoM
Available listings
366
23MoM
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Property Tax and Assessment

Year2025
Tax$8,673
Assessment$1,072,100
Home facts updated by county records

Comparable Sales for 39 Falling Leaf Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
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
1,348
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
369 Bumps River Rd, Barnstable, MA
0.13
Single-Family Home
$625,000
04/30/26
3
2
1,152
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
51 Falling Leaf Ln, Barnstable, MA
0.03
Single-Family Home
$975,000
07/02/26
2
2
2,010

Nearby homes

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Assigned Schools

These are the assigned schools for 39 Falling Leaf Ln.
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.

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"
    0
    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

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Apartments for Rent

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Explore by feature - Pet Friendly

10 pet-friendly rentals in Osterville, MA

Explore by feature - Garage

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Explore by feature - Air Conditioning

31 rentals with air conditioning in Osterville, MA

Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

Homes for sale near 39 Falling Leaf Ln

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Off Market Homes Near 39 Falling Leaf Ln

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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 $1,193,200.
  • 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 $702K. That is up $29.31K 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).