Pending

$950,000

Est. $5,681/mo —

•

2,125

sq ft

88 Waterfield Rd, Osterville, MA 02655

About this home

*OH 7/12 Cancelled* Location, lifestyle, and flexibility come together in this spacious Cape-style home offering 7 rooms, 3 bedrooms, and 2 full baths, currently utilized as a 4-bedroom home. Choose between a first- or second-floor primary bedroom to suit your needs. The flexible layout is ideal for guests, a home office, or multigenerational living. The large level backyard offers space for entertaining, gardening, or relaxing, while two driveways provide ample parking. Enjoy easy access to some of the area's most popular destinations. Dowses Beach and Craigville Beach are both just 10 minutes away, while Joshua's Pond is only a 7-minute walk or 2-minute drive, offering swimming, kayaking, and paddleboarding. Osterville Village is just 3 minutes by car or a 20-minute walk, with charming shops, restaurants, cafés, and everyday conveniences. A wonderful opportunity to enjoy the Cape Cod lifestyle close to beaches, the village, and outdoor recreation.

Single-familyProperty Type

2002Year Built

0.38 acresLot Size

$447Price/Sq.Ft.

6 spacesParking

Listed by The Mary Scimemi Team • Leading Edge Real Estate

Listed by Mary Scimemi • Leading Edge Real Estate

Listing updated: Jul 24, 2026 at 03:05am

Redfin checked: 2 minutes ago

•Source:MLS PIN #73543800

Payment calculator

$5,681 per month

Principal and interest$4,929

Property taxes

$554

HOA dues

Home insurance

$198

Utilities

Add

5 minutes to get started. No credit impact.

Mortgage resources

Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN SAT, 10AM TO 12PM
$825,000
2 beds2.5 baths2,569 sq ft
24 Stratford Rdg, Mashpee, MA 02649
OPEN SAT, 10AM TO 11:30AM
$989,000
3 beds3 baths1,852 sq ft
14 Elm Ln, South Yarmouth, MA 02664
OPEN SAT, 10:30AM TO 12:30PM
$695,000
2 beds2.5 baths1,320 sq ft
75 Jobys Ln, Osterville, MA 02655
OPEN SAT, 11AM TO 12:30PM
$689,000
4 beds2 baths1,914 sq ft
16 Holly Ridge Dr, Sandwich, MA 02563
OPEN SAT, 11AM TO 12:30PM
$1,350,000
3 beds3.5 baths2,353 sq ft
15 Long Pond Cir, Centerville, MA 02632
OPEN SAT, 11AM TO 1PM
$499,500
3 beds2.5 baths2,244 sq ft
121 Camp St Unit 84, West Yarmouth, MA 02673
OPEN SAT, 11AM TO 1PM3D WALKTHROUGH
$1,700,000
4 beds2.5 baths2,608 sq ft
50 Shaker Ln, E Falmouth, MA 02536
OPEN SAT, 11AM TO 12:30PM
$599,000
3 beds1 bath930 sq ft
46 Lake Shore Dr, East Falmouth, MA 02536
OPEN SAT, 12PM TO 2PM3D WALKTHROUGH
$1,299,000
3 beds2.5 baths2,368 sq ft
12 Sawmill Rd, Marstons Mills, MA 02648
OPEN SAT, 1PM TO 3PM
$815,000
2 beds2.5 baths2,196 sq ft
68 Gold Leaf Ln, Mashpee, MA 02649

Around this home

Schools

K - 12
Preschool & daycare

Barnstable United Elementary School

Public 4-5 • Assigned • 1.6mi

3/10

Barnstable High School

Public 8-12 • Assigned • 3.5mi

3/10

Provided by GreatSchools

About

Wianno

Wianno, located between Nantucket Sound and Cotuit Bay, is a coastal and residential Barnstable neighborhood with salt-marsh edges and private-lane beach access. The neighborhood’s character concentrates around the Wianno Avenue approach to the Wianno Club, where shingled cottages, clipped hedges, and quiet drives set a measured pace. Classic Cape Cod architecture—cedar shingles, dormers, and broad porches—defines the streetscape. Sailboats and moorings shape daily rhythms along the bay. The Wianno Club and nearby Cotuit Center for the Arts serve as cultural anchors tied to the area’s seasonal calendar. Conservation parcels and shoreline views keep the landscape feeling open and maritime.

Provided by Walk Score and Local Logic

Market insights

88 Waterfield Rd · $950,000

DAYS ON MARKET

The average home goes pending in 22 days.

SALE-TO-LIST

Most homes are selling 1% below list price.

LIST PRICE

Median sale price in this area is $802,867. (15% lower than this home)

PRICE DROP

21% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
7 total rooms
Closets
Home office
Full basement

Bedrooms
Primary bedroom on second floor with ceiling fan(s) and wood flooring
Second bedroom on second floor with closet and wood flooring
Third bedroom on first floor with ceiling fan(s) and wood flooring

Bathrooms
Two full bathrooms
Both bathrooms feature tub & shower and stone/ceramic tile flooring

Kitchen
Wood flooring
Exterior access with slider
Recessed lighting
Range
Dishwasher
Microwave
Refrigerator
Gas water heater

Laundry & utility
Washer and dryer included
Laundry located in basement

Flooring
Wood flooring throughout main living areas and bedrooms
Tile/stone flooring in bathrooms

Heating & cooling
Baseboard heating (natural gas)
Ductless cooling

Sale and tax history for 88 Waterfield Rd

Sale History
Tax History

Date

Event

Price

CCIMLS #22603202

Jul 10, 2026

Pending

—

Jul 2, 2026

Listed

$950,000

$447/sq ft

+35

**OH 7/12 CANCELLED** Location, lifestyle, and flexibility come together in this oversized Cape offering 7 rooms, 3 bedrooms, and 2 full baths, currently utilized as a 4-bedroom home. Choose between a spacious first-floor or second-floor primary bedroom to suit your needs. Outside, the large level backyard offers plenty of space for entertaining, gardening, or simply relaxing, while two driveways provide ample parking for family and guests.Enjoy easy access to some of the area's most popular destinations. Dowses Beach and Craigville Beach are both just 10 minutes away, while Joshua's Pond is only a 7-minute walk or 2-minute drive from your doorstep. This freshwater pond is a local favorite for swimming, kayaking, paddleboarding, and enjoying the natural beauty of Cape Cod.Just 3 minutes by car or approximately 20 minutes on foot, Osterville Village offers a charming collection of local shops, restaurants, cafes, and everyday conveniences. Whether you're heading to the beach, exploring the village, or spending time outdoors, this home places you close to everything that makes this sought-after Cape Cod community so special.

MLS PIN #73543800

Jul 24, 2026

Pending

—

Jul 10, 2026

Contingent

—

Jul 1, 2026

Listed

$950,000

$447/sq ft

MLS PIN #72296996

Aug 1, 2018

Sold

$495,000

$233/sq ft

Jun 24, 2018

Pending

—

May 20, 2018

Price Changed

$529,000

$249/sq ft

Apr 27, 2018

Price Changed

$539,000

$254/sq ft

Mar 22, 2018

Listed

$550,000

$259/sq ft

+25

CCIMLS #21801651

Aug 1, 2018

Sold

$495,000

$233/sq ft

Jul 27, 2018

Pending

—

Jul 27, 2018

Relisted

—

Jun 24, 2018

Contingent

—

May 20, 2018

Price Changed

$529,000

$249/sq ft

Apr 27, 2018

Price Changed

$539,000

$254/sq ft

Mar 22, 2018

Listed

$550,000

$259/sq ft

CCIMLS #38376

Jun 3, 1994

Sold

$49,000

$23/sq ft

Jul 28, 1993

Listed

$55,000

$26/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$5,534 (+9.7%)

$195,000 + $468,600

$663,600

2022

$5,045 (+2.8%)

$134,100 + $389,200

$523,300

2021

$4,909 (−4.8%)

$136,200 + $331,800

$468,000

2020

$5,156 (+4.2%)

$136,200 + $334,200

$470,400

2019

$4,950 (+4.6%)

$144,500 + $294,300

$438,800

2018

$4,731 (+7.5%)

$168,400 + $253,300

$421,700

2017

$4,400 (+2.8%)

$168,400 + $240,500

$408,900

2015

$4,282

$164,900 + $229,800

$394,700

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.38 Acres

Year renovated

—

Finished Sq. Ft.

2,125

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,125

Year built

2002

Style

Single Family Residential

County

Barnstable County

APN

2232526

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Apr 28, 2023.

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

99/ 100

Exceptional sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.8 hrs

5.9 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 88 Waterfield Rd

$957,546

$7,546 over list price of $950K

Nearby comparable homes

The Redfin Estimate uses 5 recent nearby sales, priced between $665K to $1.0M.

SOLD JUN 9, 2026
$850,000 Last sold price
3 beds2 baths1,848 sq ft
42 Oak Ln, Osterville, MA 02655
$13/sq ft
smaller lot
45 years older
SOLD MAY 7, 2026
$850,000 Last sold price
2 beds2 baths1,667 sq ft
64 Falling Leaf Ln, Osterville, MA 02655
$63/sq ft
smaller lot
1 year older
SOLD JUN 25, 2026
$904,000 Last sold price
3 beds3 baths2,000 sq ft
60 Linden Ln, Osterville, MA 02655
$5/sq ft
smaller lot
50 years older
SOLD MAR 6, 2026
$665,000 Last sold price
3 beds1 bath974 sq ft
30 Pond St, Osterville, MA 02655
$236/sq ft
larger lot
102 years older
SOLD AUG 6, 2026
$1,035,000 Last sold price
3 beds3 baths1,980 sq ft
103 Falling Leaf, Osterville, MA 02655
$76/sq ft
larger lot
4 years older

Rental earnings

Est. $3,081 per month, based on comparable rentals

This home is pending

The seller has accepted an offer, and this property is now .

Have questions?

Mark Anderson

Osterville Redfin Agent

Mark Anderson typically replies in about 4 minutes

Nearby similar homes

VIDEO TOUR

$725,000

3 beds1.5 baths1,008 sq ft

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3D WALKTHROUGH

$5,950,000

5 beds6.5 baths8,740 sq ft

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New listings for sale in 02655

OPEN SAT, 10:30AM TO 12:30PM

$695,000

2 beds2.5 baths1,320 sq ft

75 Jobys Ln, Osterville, MA 02655

OPEN SAT, 11AM TO 1PM

$1,612,000

3 beds2 baths1,264 sq ft

137 Wianno Cir, Osterville, MA 02655

OPEN SAT, 10AM TO 12PM3D WALKTHROUGH

$1,100,000

2 beds2 baths2,010 sq ft

51 Falling Leaf Ln, Osterville, MA 02655

OPEN SAT, 1PM TO 2:30PM

$795,000

3 beds2 baths1,248 sq ft

111 Westwind, Osterville, MA 02655

3D WALKTHROUGH

$2,700,000

4 beds3 baths2,050 sq ft

72 Hathaway Rd Rd, Osterville, MA 02655

Details provided by MLS PIN and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Mortgage resources

Open houses

Nearby open houses (10)

Around this home

Schools

Market insights

Property details

Sale and tax history for 88 Waterfield Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 88 Waterfield Rd

This home is pending

Have questions?

Nearby similar homes

New listings for sale in 02655

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