139 Falling Leaf Lane, Osterville, MA 02655
Property image
Property image
SOLD
JAN 27, 2026

139 Falling Leaf Lane
Osterville, MA 02655

Osterville
  • 3 Beds
  • 3 Baths
  • 2,162 sqft (on 0.35 acres)

$950,000

Last Sold: Jan 27, 2026
5% below list $995K
$439/sqft
Est. Refi. Payment $5,402/mo*
Refinance Your Home

$950,000

Last Sold: Jan 27, 2026
5% below list $995K
$439/sqft
Est. Refi. Payment $5,402/mo*
Refinance Your Home
3 Beds
3 Baths
2,162 sqft
(on 0.35 acres)

Home Value

Trulia Estimate
$950K
Since last month
Increased$2K (+0.2%)
Since last year
Decreased$81K (-7.9%)
Since last sale
Decreased$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 +77% in the last 10 years
MonthEstimated value
2026
August 2026$948K
July 2026$946K
June 2026$994K
May 2026$956K
April 2026$947K
March 2026$949K
February 2026$953K
January 2026$950K
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
103 Falling Leaf Lane, Osterville, MA
0.06
Single-Family Home
$1,035,000
08/06/26
3
3
1,980
103 Falling Leaf Ln, Barnstable, MA
0.06
Single-Family Home
$1,035,000
08/06/26
3
3
1,980
81 Falling Leaf Lane, Osterville, MA
0.10
Single-Family Home
$1,080,000
03/02/26
3
2.5
2,776
31 Jasons Lane, Osterville, MA
0.21
Single-Family Home
$575,000
07/30/26
3
3
1,348
64 Falling Leaf Ln, Barnstable, MA
0.14
Single-Family Home
$850,000
05/07/26
2
2
1,667
64 Falling Leaf Lane, Osterville, MA
0.14
Single-Family Home
$850,000
05/07/26
2
2
1,667
51 Falling Leaf Ln, Barnstable, MA
0.16
Single-Family Home
$975,000
07/02/26
2
2
2,010
51 Falling Leaf Lane, Osterville, MA
0.16
Single-Family Home
$975,000
07/02/26
3
2
2,010
40 Gunstock Road, Osterville, MA
0.31
Single-Family Home
$690,000
09/16/25
3
2
1,830

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
122 Falling Leaf Ln, Barnstable, MA 02630
0.04
-
2
2
2,040
Off Market
122 Falling Leaf Lane, Osterville, MA 02655
0.04
$975,600
2
2
2,040
Off Market
103 Falling Leaf Lane, Osterville, MA 02655
0.06
$1,035,000
3
3
1,980
Recently Sold
103 Falling Leaf Ln, Barnstable, MA 02630
0.06
$1,035,000
3
3
1,980
Recently Sold
160 Acorn Dr, Barnstable, MA 02630
0.09
-
3
2
1,880
Off Market
160 Acorn Drive, Osterville, MA 02655
0.09
$726,000
3
2
1,880
Off Market
81 Falling Leaf Lane, Osterville, MA 02655
0.10
$1,080,000
3
2.5
2,776
Recently Sold
7 Bonnie Briar Drive, Osterville, MA 02655
0.16
$688,800
3
2
1,144
Off Market
64 Falling Leaf Ln, Barnstable, MA 02630
0.14
$850,000
2
2
1,667
Recently Sold
64 Falling Leaf Lane, Osterville, MA 02655
0.14
$850,000
2
2
1,667
Recently Sold
16 Bonnie Briar Drive, Osterville, MA 02655
0.17
$804,100
3
3
2,300
Off Market

Local Information

  • Map ViewExplore the area around 139 Falling Leaf Lane.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1999
Lot Size
0.35 acres
Living Area
2,162 sqft
Price/Sqft
$439/sqft
Parking
2 Car Garage

About this House

Privately set at the end of a cul-de-sac and abutting 147 acres of Wildlife Reserve, this custom quality built 3-bedroom Florida-style ranch offers effortless single-level living in desirable Osterville. Features include an open floor plan with soaring ceilings, hardwood floors, central A/C,first floor laundry,a formal front dining room. The spacious main ensuite bedroom includes two walk-in closets, whirlpool tub, and separate shower.The bright kitchen opens to a roomy casual dining area & living room with gas fireplace and skylights, plus direct access to a wood deck and beautifully landscaped irrigated yard with a garden shed. A finished lower level adds a large great room,a second laundry area, home gym, hobby room,full bath and more storage--this possiblities are endless.Minutes to Osterville Village, Dowses Beach, Craigville Beach, shopping, and dining. A rare blend of privacy, convenience, and Cape Cod charm.This home is ready, for you to bring your own vision, updates and style.
139 Falling Leaf Lane, Osterville, MA 02655 is a 3 bedroom, 4 bathroom, 2,162 sqft single-family home in Osterville, built in 1999. It last sold for $950,000 on Jan 27, 2026 (5% below the $995,000 asking price). It is currently off market. The Trulia Estimate is $949,700, with a rent estimate of $5,075/month.
Last check for updates: about 3 hours ago
Listed by Linda Whitcomb, (508) 737-4457
William Raveis Real Estate & Home Services
Bought with: James E Murphy, Jr, (508) 737-3210, Murphy Real Estate
Source: CCIMLS, MLS#22505679

Home Details for 139 Falling Leaf Lane

Interior Features

Interior Details
Basement: Finished,Interior Entry,FullNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 2Number of Bathrooms (half): 2Number of Bathrooms (main level): 3
Dimensions and Layout
Living Area: 2162 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Washer, Refrigerator, Electric Range, Electric Dryer, Gas Water HeaterDishwasherRefrigeratorWasher
Heating & Cooling
Heating: Hot WaterHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Fireplace: GasHas a Fireplace
Windows, Doors, Floors & Walls
Window: Skylight(s)Flooring: Hardwood, Tile, Wood
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood, Tile, Wood

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckOther Structures: OutbuildingFoundation: PouredNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Garage Attached, Open
Frontage
Road Frontage: Dead End StreetRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Innovative Alternative

Days on Market

Cumulative Days on Market: 15

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: ClapboardNot a New ConstructionNot Attached PropertyDoes Not Include Home Warranty
Property Information
Condition: ActualParcel Number: OSTE M:144 L:003013

Price & Status

Price
List Price: $995,000Price Per Sqft: $439/sqft

Active Status

MLS Status: Closed

Location

Direction & Address
City: Osterville
School Information
Elementary School District: BarnstableJr High / Middle School District: BarnstableHigh School District: Barnstable

Building

Building Area
Building Area: 2162 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.35 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Conventional

Miscellaneous

BasementMls Number: 22505679Showing Requirements: Appointment Required, Yard Sign, Call Listing Agent

Price and Tax history

DateEventPrice
Jan 27, 2026
Source: CCIMLS #22505679
Sold
$950,000
Dec 6, 2025
Source: CCIMLS #22505679
Pending
$995,000
Nov 20, 2025
Source: CCIMLS #22505679
Listed For Sale
$995,000
Jun 15, 1999
Source: N/A
Sold
$94,900

Market trends in Barnstable

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$681K
$20.33KMoM
Sale-to-List Price
98.2%
Price per sq ft
$461
$19MoM
Available listings
346
20MoM

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"
    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

LGBTQ Local Legal Protections

All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS®, Inc. includes the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS®, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. This site was last updated 2022-04-05 08:58:10 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2022© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Frequently asked questions about 139 Falling Leaf Lane

  • What is 139 Falling Leaf Lane estimated to be worth?
    Trulia's estimated value for 139 Falling Leaf Lane in Osterville, MA is $949,700.
  • What is the price history for 139 Falling Leaf Lane?
    139 Falling Leaf Lane in Osterville, MA last sold for $950,000 in January 2026.
  • Is Osterville a buyer's or seller's market?
    Osterville is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Osterville?
    The median sale price in Osterville is $681K. That is down $20.33K from the prior month.
  • Does 139 Falling Leaf Lane have air conditioning?
    Yes, 139 Falling Leaf Lane in Osterville, MA has air conditioning.
  • Does 139 Falling Leaf Lane have a yard?
    Yes, 139 Falling Leaf Lane in Osterville, MA has a yard.

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