30 Fairwinds Dr, Osterville, MA 02655
Property image
Property image
OFF MARKET

30 Fairwinds Dr
Osterville, MA 02655

Osterville
  • 4 Beds
  • 3.5 Baths
  • 3,020 sqft (on 1.01 acres)

$2,462,400

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $13,791/mo*
Refinance Your Home

$2,462,400

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $13,791/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,020 sqft
(on 1.01 acres)

Home Value

Trulia Estimate
$2.46M
Since last month
Decreased$9K (-0.4%)
Since last year
Increased$217K (+9.7%)
Since last sale
Increased$1M (+123.3%)
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 +110% in the last 10 years
MonthEstimated value
2026
August 2026$2.46M
July 2026$2.47M
June 2026$2.46M
May 2026$2.4M
April 2026$2.41M
March 2026$2.38M
February 2026$2.31M
January 2026$2.28M
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
89 Swift Avenue, Osterville, MA
0.12
Single-Family Home
$1,075,000
03/16/26
4
2
2,674
89 Swift Ave, Barnstable, MA
0.13
Single-Family Home
$1,075,000
03/16/26
4
2
2,674
50 Deerfield Rd, Barnstable, MA
0.12
Single-Family Home
$1,165,000
09/15/25
4
3
2,098
50 Deerfield Road, Osterville, MA
0.12
Single-Family Home
$1,165,000
09/15/25
4
3
2,098
25 Sturbridge Drive, Osterville, MA
0.16
Single-Family Home
$1,030,000
12/15/25
3
2.5
2,227
107 Parsley Ln, Barnstable, MA
0.16
Single-Family Home
$1,700,000
07/28/26
3
2.5
2,240
107 Parsley Lane, Osterville, MA
0.17
Single-Family Home
$1,700,000
07/28/26
3
2.5
2,240
170 Sturbridge Drive, Osterville, MA
0.15
Single-Family Home
$1,053,500
07/21/26
2
2.5
1,992
170 Sturbridge Dr, Barnstable, MA
0.15
Single-Family Home
$1,053,500
07/21/26
2
2.5
1,992
162 Starboard Ln, Barnstable, MA
0.40
Single-Family Home
$2,210,000
10/08/25
4
3.5
2,710

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
60 Deerfield Rd, Barnstable, MA 02630
0.08
-
4
3
3,080
Off Market
60 Deerfield Road, Osterville, MA 02655
0.09
$1,607,900
4
3
3,795
Off Market
65 Deerfield Road, Osterville, MA 02655
0.08
$1,045,600
3
2
2,061
Off Market
65 Deerfield Rd, Barnstable, MA 02630
0.09
$1,271,400
3
2
1,661
Off Market
50 Deerfield Rd, Barnstable, MA 02630
0.12
-
4
3
2,098
Off Market
50 Deerfield Road, Osterville, MA 02655
0.12
$1,159,800
4
3
2,098
Off Market
8 Nutmeg Ln, Barnstable, MA 02630
0.08
-
4
3.5
4,800
Off Market
8 Nutmeg Lane, Osterville, MA 02655
0.08
$3,962,000
4
3.5
4,800
Off Market
25 Nutmeg Lane, Osterville, MA 02655
0.10
$1,814,400
3
2
1,776
Off Market
89 Swift Avenue, Osterville, MA 02655
0.12
$1,075,000
4
2
2,674
Recently Sold
89 Swift Ave, Barnstable, MA 02630
0.13
$1,075,000
4
2
2,674
Recently Sold
170 Sturbridge Drive, Osterville, MA 02655
0.15
$1,053,500
2
2.5
1,992
Recently Sold

Local Information

  • Map ViewExplore the area around 30 Fairwinds Dr.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1998
Lot Size
1.01 acres
Living Area
3,020 sqft
Price/Sqft
$815
Parking
Garage

About this House

This single-family home is located at 30 Fairwinds Dr, Osterville, MA. 30 Fairwinds Dr is in the Osterville neighborhood in Osterville, MA and in ZIP code 02655. This property has 4 bedrooms, 4 bathrooms and approximately 3,020 sqft of floor space. This property has a lot size of 1.01 acres and was built in 1998.
30 Fairwinds Dr, Osterville, MA 02655 is a 4 bedroom, 4 bathroom, 3,020 sqft single-family home in Osterville, built in 1998. It last sold for $1,100,000 on Oct 17, 2019. More recently, it was listed as a rental in May 2017 with an asking price of $6,000 per month. That rental listing was removed on August 5, 2017. It is currently off market. The Trulia Estimate is $2,462,400, with a rent estimate of $6,140/month.

Home Details for 30 Fairwinds Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Interior Details
Number of Rooms: 9Types of Rooms: Walk In Closet, Dining Room, Laundry Room, Mud Room
Appliances & Utilities
DishwasherRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Shingle Not WoodPatioPorch
Pool
Pool
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Lot Information

Lot Area: 1.01 acres

Price and Tax history

DateEventPrice
Oct 17, 2019
Source: CCIMLS #21905122
Sold
$1,100,000
Aug 2, 2019
Source: Agent Provided
Pending
$1,200,000
Jul 13, 2019
Source: Agent Provided
Listed For Sale
$1,200,000
Dec 18, 2017
Source: Agent Provided
ListingRemoved
$1,195,000
Aug 5, 2017
Source: Agent Provided
ListingRemoved
$6,000

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 30 Fairwinds Dr

  • What is 30 Fairwinds Dr estimated to be worth?
    Trulia's estimated value for 30 Fairwinds Dr in Osterville, MA is $2,462,400.
  • What is the price history for 30 Fairwinds Dr?
    30 Fairwinds Dr in Osterville, MA last sold for $1,100,000 in October 2019.
  • 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 30 Fairwinds Dr have air conditioning?
    Yes, 30 Fairwinds Dr in Osterville, MA has air conditioning.
  • Does 30 Fairwinds Dr have a pool?
    Yes, 30 Fairwinds Dr in Osterville, MA has a pool.

Explore by feature - Pet Friendly

11 pet-friendly rentals in Osterville, MA

Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

6 rentals with a pool in Osterville, MA

Explore by feature - Washer/dryer

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Off Market Homes Near 30 Fairwinds Dr

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