OFF MARKET

Off Market Sep 2014 for $960K

$3,075,723

•

2,232

sq ft

81 Leonard Dr, Osterville, MA 02655

About this home

After driving past Wianno Golf course in Osterville village, you will arrive at this attractive, custom built home on a corner lot with deeded rights to Eel River. This home boasts 3 en suite bedrooms, 4 baths, first or second floor master, 1st floor laundry, central a/c, formal dining, large fireplace living room, lots of window and light, den or family room with fireplace and wet bar, 2 car garage and more. Private deck overlooking almost an acre of land. This home has been well maintained. Updated include new paint, furnace, central a/c , re-built chimney and more. Seller has 24 foot slip possibly available for sale at Oyster Harbors Marine.

Single-familyProperty Type

1984Year Built

0.92 acresLot Size

$1,378Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Kathleen Craig • Robert Paul Properties, Inc

Bought with Kathleen Craig • Robert Paul Properties, Inc

Redfin checked: a minute ago

•Source:MLS PIN #71635268

Redfin Estimate

$3,075,723

$2.1M since sold in September 2014$156K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 84.2% higher than the average sale price ($1.67M) of 6 comparable homes.

SOLD JUL 21, 2026
$2,800,000
A
3 beds3.5 baths2,676 sq ft
106 Hathaway Rd, Osterville, MA 02655
SOLD JUL 28, 2026
$1,350,000
B
3 beds3 baths2,533 sq ft
102 Waterford Dr, Cotuit, MA 02635
SOLD AUG 6, 2026
$1,035,000
C
3 beds3 baths1,980 sq ft
103 Falling Leaf, Osterville, MA 02655
SOLD JUL 13, 2026
$2,000,000
D
3 beds2 baths1,194 sq ft
51 Wianno Cir, Osterville, MA 02655
SOLD JUL 28, 2026
$1,700,000
E
3 beds2.5 baths2,240 sq ft
107 Parsley Ln, Osterville, MA 02655
SOLD JUL 17, 2026
$1,135,000
F
3 beds2.5 baths2,658 sq ft
47 Peach Tree Rd, Marstons Mills, MA 02648

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Earn from this home

Sell

$2,359,290

Est. take-home

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Rent

$4,570/mo

Redfin rental estimate

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Market trends in 02655, MA

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

96.4%

0.0% MoM

Median sale price

$1.5M

$321K MoM

Avg. days on market

19d

10 days MoM

Recently sold homes

1 MoM

New listings for sale

NEW 8 HRS AGO
$990,000
3 beds2.5 baths2,116 sq ft
82 Falling Leaf Ln, Osterville, MA 02655
$1,485,000
3 beds2.5 baths1,844 sq ft
23-27 Swift Ave, Osterville, MA 02655
$999,000
2 beds2.5 baths1,564 sq ft
16 Second #4, Osterville, MA 02655
$1,349,900
3 beds3 baths2,126 sq ft
30 Deerfield Rd, Osterville, MA 02655
$999,000
2 beds2.5 baths1,564 sq ft
16 Second Ave #4, Osterville, MA 02655
$799,000
3 beds2 baths1,856 sq ft
329 Swift Ave, Osterville, MA 02655
See all

Provided by Redfin

Sale history for 81 Leonard Dr

Date

Event

Price

CCIMLS #21401306

Sep 26, 2014

Sold

$960,000

$430/sq ft

Feb 19, 2014

Listed

$1,050,000

$470/sq ft

+14

Once you drive past Wianno Golf Course in Osterville village,you will arrive at this well maintained, spacious Cape with deeded beach rights to saltwater on Eel River.Custom built, this lovely,bright home has 3 bedrooms with ensuite baths.Master suite on first or second floor.Large living room with fireplace,formal dining, office or family room with wet bar,fireplace and built-ins,eat-in kitchen with sliders to deck. Master on 2nd floor has exterior balcony and large dressing room, 1st floor laundry, central a/c,2 car garage. Improvements include,newer paint,new furnace and chimney.This home sits privately on just shy of an acre of land,fenced and surrounded by other fine homes. Near town, golf,beaches.Great area for year round or summer use.Seller has 24 foot slip at Oyster Harbors Marine that may be available for sale.24ft slip for sale

MLS PIN #71635268

Sep 26, 2014

Sold

$960,000

$430/sq ft

Aug 25, 2014

Listing Removed

—

Feb 19, 2014

Listed

$1,050,000

$470/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$29,448 (+13.6%)

$1,034,300 + $2,496,600

$3,530,900

2022

$25,926 (+2.7%)

$559,900 + $2,129,500

$2,689,400

2021

$25,253 (−4.4%)

$542,200 + $1,865,100

$2,407,300

2020

$26,421 (+4.6%)

$542,200 + $1,868,500

$2,410,700

2019

$25,250 (+141.7%)

$542,200 + $1,696,300

$2,238,500

2018

$10,448 (+5.4%)

$632,800 + $298,400

$931,200

2017

$9,912 (−19.8%)

$632,800 + $288,400

$921,200

2015

$12,366

$873,400 + $266,300

$1,139,700

Tax history for 81 Leonard Dr

Year

Property tax

Land + Additions

Assessment*

2023

$29,448 (+13.6%)

$1,034,300 + $2,496,600

$3,530,900

2022

$25,926 (+2.7%)

$559,900 + $2,129,500

$2,689,400

2021

$25,253 (−4.4%)

$542,200 + $1,865,100

$2,407,300

2020

$26,421 (+4.6%)

$542,200 + $1,868,500

$2,410,700

2019

$25,250 (+141.7%)

$542,200 + $1,696,300

$2,238,500

2018

$10,448 (+5.4%)

$632,800 + $298,400

$931,200

2017

$9,912 (−19.8%)

$632,800 + $288,400

$921,200

2015

$12,366

$873,400 + $266,300

$1,139,700

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

5.5

Stories

Lot width

—

Lot depth

—

Lot size

0.92 Acres

Year renovated

—

Sq. Ft.

4,702

Year built

1984

Style

Single Family Residential

County

Barnstable County

APN

2231831

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Has Garage
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 2
AttachedGarageYN: Yes
Parking Features: Attached

Interior

Master Bedroom Information
Level: First

Bedroom #2 Information
Level: Second

Bedroom #3 Information
Level: Second

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First

Bathroom #2 Information
Level: First

Bathroom #3 Information
Level: Second

Living Room Information
Level: First

Family Room Information
Level: First

Dining Room Information
Level: First

Kitchen Information
Level: First

Basement Information
Basement: Full, Interior Entry, Bulkhead

Laundry Information
Laundry Features: First Floor, Gas Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2

Interior Features
# of Rooms (Total): 7
Window Features: Storm Window(s)
Flooring: Carpet, Stone / Slate
Interior Features: Bathroom, Sitting Room, Sauna/Steam/Hot Tub, Wet Bar

Exterior

Building Information
Building Area (Total): 2,232
Foundation Details: Concrete Perimeter
Year Built Source: Public Records
Year Built Details: Approximate

Exterior Features
Fencing: Fenced
Patio And Porch Features: Deck
Exterior Features: Deck, Balcony, Hot Tub/Spa, Sprinkler System, Fenced Yard

Pool Information
Has Spa
Spa Features: Private

Property Information
PropertySubType: Single Family Residence
Security Features: Security System

Lot Information
Lot Size (Acres): 0.92
Lot Features: Corner Lot, Level
Road Surface Type: Paved

Financial

Tax Information
Tax Annual Amount: $11,673
Tax Year: 2013

Utilities

Utility Information
Utilities: for Gas Range, for Gas Oven, for Gas Dryer, Washer Hookup
Sewer: Private Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Natural Gas
Cooling: Central Air

Location

Location Information
Directions: Parker to Leonard
UnparsedAddress: 81 Leonard Dr, Barnstable MA 02655

Community Information
Senior CommunityYN: No
Community Features: Shopping, House of Worship, Marina

Public facts

Beds: 5
Baths: 5.5
Sq. Ft.: 4,702
Stories: 2.0
Lot Size: 0.92 acres
Style: Single Family Residential
Year Built: 1984
Year Renovated: —
County: Barnstable County
APN: 2231831

Home facts updated by county records on Jul 19, 2023

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
StandardStatus: Closed

Around this home

Schools

Barnstable United Elementary School

Public 4-5 • Assigned • 3.2mi

3/10

Barnstable High School

Public 8-12 • Assigned • 4.4mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 88° expected this year, 18 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Osterville, MA • 02655

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.5 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.92M – $3.54M

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Nearby similar homes

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New listings for sale in 02655

NEW 8 HRS AGO

$990,000

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82 Falling Leaf Ln, Osterville, MA 02655

$1,485,000

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23-27 Swift Ave, Osterville, MA 02655

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Home values near 81 Leonard Dr

Data from public records.

Address	Redfin Estimate
86 Leonard Rd, Osterville, MA 4 Beds \| 4.5 Baths \| 3745 Sq. Ft.	$2,507,681
63 Leonard Rd, Osterville, MA 5 Beds \| 3.5 Baths \| 3093 Sq. Ft.	$2,704,133

Address	Redfin Estimate
51 Leonard Rd, Osterville, MA 3 Beds \| 2 Baths \| 1927 Sq. Ft.	$1,856,145
38 Leonard Rd, Osterville, MA 3 Beds \| 3.5 Baths \| 4120 Sq. Ft.	$3,086,536

Address	Redfin Estimate
35 Leonard Rd, Osterville, MA 4 Beds \| 2 Baths \| 2572 Sq. Ft.	$2,014,223
54 Leonard Rd, Osterville, MA 4 Beds \| 2 Baths \| 2470 Sq. Ft.	$1,922,965

Property information provided by MLS PIN when last listed in 2014. This data may not match . Learn more.

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