153 Tanglewood Dr, Osterville, MA 02655
OFF MARKET

$664,500

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 1,537 sqft (on 0.36 acres)

153 Tanglewood Dr, Osterville, MA 02655

Osterville
Est. Refi. Payment $3,794/mo*
Refinance Your Home
Currently Off Market - Sold Aug 17, 1992 for $138,213

Home Value

Trulia Estimate
$665K
Since last month
Decreased$6K (-0.8%)
Since last year
Increased$15K (+2.3%)
Since last sale
Increased$530K (+383.4%)
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 +95% in the last 10 years
MonthEstimated value
2026
August 2026$668K
July 2026$674K
June 2026$681K
May 2026$671K
April 2026$658K
March 2026$651K
February 2026$634K
January 2026$634K
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
6 Nathans Way, Barnstable, MA
0.24
Single-Family Home
$650,000
08/07/26
3
2
1,630
6 Nathans Way, Osterville, MA
0.25
Single-Family Home
$650,000
08/07/26
3
2
1,630
40 Gunstock Rd, Barnstable, MA
0.23
Single-Family Home
$690,000
09/16/25
3
2
1,330
40 Gunstock Road, Osterville, MA
0.24
Single-Family Home
$690,000
09/16/25
3
2
1,830
17 Avalon Cir, Barnstable, MA
0.35
Single-Family Home
$611,500
11/06/25
3
1.5
1,316
17 Avalon Circle, Osterville, MA
0.35
Single-Family Home
$611,500
11/06/25
3
1.5
1,316
31 Galahad Cir, Barnstable, MA
0.32
Single-Family Home
$540,000
04/15/26
4
3
1,940
153 Hickory Hill Circle, Osterville, MA
0.20
Single-Family Home
$835,000
07/21/26
4
2.5
2,585
55 Seth Goodspeed Way, Osterville, MA
0.31
Single-Family Home
$415,000
11/04/25
2
2
1,040
31 Jasons Lane, Osterville, MA
0.32
Single-Family Home
$575,000
07/30/26
3
3
1,348

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
130 Westwind Cir, Osterville, MA 02655
0.11
$721,900
5
2
1,248
Off Market
130 West Wind Circle, Osterville, MA 02655
0.11
$680,600
3
2
1,248
Off Market
111 Westwind Circle, Osterville, MA 02655
0.13
$795,000
3
2
1,248
For Sale
19 Cesars Way, Barnstable, MA 02630
0.15
-
3
2
1,204
Off Market
19 Cesars Way, Osterville, MA 02655
0.15
$591,000
3
2
1,204
Off Market
38 Westwind Cir, Osterville, MA 02655
0.15
$668,700
3
2
2,245
Off Market
175 Hickory Hill Circle, Osterville, MA 02655
0.17
$1,250,000
4
4
3,355
For Sale
70 Sea Robin Road, Osterville, MA 02655
0.20
$749,100
2
2
1,156
Off Market
70 Sea Robin Rd, Barnstable, MA 02630
0.20
-
2
2
1,156
Off Market
166 West Wind Circle, Osterville, MA 02655
0.19
$899,900
3
3
1,248
Off Market
153 Hickory Hill Circle, Osterville, MA 02655
0.20
$835,000
4
2.5
2,585
Recently Sold
295 Westwind Circle, Osterville, MA 02655
0.23
$649,000
2
2
1,808
For Sale

Local Information

  • Map ViewExplore the area around 153 Tanglewood Dr.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1978
Lot Size
0.36 acres
Living Area
1,537 sqft
Price/Sqft
$432

About this House

This single-family home is located at 153 Tanglewood Dr, Osterville, MA. 153 Tanglewood Dr is in the Osterville neighborhood in Osterville, MA and in ZIP code 02655. This property has 4 bedrooms, 2 bathrooms and approximately 1,537 sqft of floor space. This property has a lot size of 0.36 acres and was built in 1978.
153 Tanglewood Dr, Osterville, MA 02655 is a 4 bedroom, 2 bathroom, 1,537 sqft single-family home in Osterville, built in 1978. It last sold for $138,213 on Aug 17, 1992. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $664,500, with a rent estimate of $4,088/month.

Home Details for 153 Tanglewood Dr

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1978
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Lot Information

Lot Area: 0.36 acres

Price and Tax history

DateEventPrice
Aug 17, 1992
Source: N/A
Sold
$138,213
Jun 22, 1990
Source: N/A
Sold
$130,000

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

Frequently asked questions about 153 Tanglewood Dr

  • What is 153 Tanglewood Dr estimated to be worth?
    Trulia's estimated value for 153 Tanglewood Dr in Osterville, MA is $664,500.
  • What is the price history for 153 Tanglewood Dr?
    153 Tanglewood Dr in Osterville, MA last sold for $138,213 in August 1992.
  • 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.
  • How big is the lot at 153 Tanglewood Dr?
    The lot at 153 Tanglewood Dr in Osterville, MA is about 0.36 acres (15,681 sq ft).

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Off Market Homes Near 153 Tanglewood Dr

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