For sale

$995,000

Est. $6,330/mo —

•

2,314

sq ft

25 Oakwood Rd, Eastham, MA 02642

About this home

Located in the heart of Eastham's Narrowland, this established multi-family rental property is as close to an Atlantic sunrise as it is to a Cape Cod Bay sunset. Tucked into a wooded setting just off Route 6, with an expansive area made for relaxation, the property combines classic Cape Cod charm with high-yield performance. 25 Oakwood features a spacious main house and the 'Tree House' - a one-bedroom apartment above the 2-car garage. With an 11-year history and over 530 reviews, this is a turnkey operation sold furnished for immediate year-round income. This property offers a versatile rental strategy, blending high summer occupancy with a proven track record as a reliable winter rental. Capital improvements provide peace of mind: 2022 interior updates, smart climate controls, and critical infrastructure like a new well pump, wellhead and water main. 2021 windows and 2019 LVP flooring ensure durability.

Single-familyProperty Type

1987Year Built

1.13 acresLot Size

$430Price/Sq.Ft.

2 garage spacesParking

Listed by Erin Terkelsen • LPT Realty, LLC

Listed by • LPT Realty, LLC

Listing updated: Oct 16, 2026 at 03:06am

Redfin checked: a minute ago

•Source:MLS PIN #73498752

Payment calculator

$6,330 per month

Principal and interest$5,566

Property taxes

$549

HOA dues

Home insurance

$216

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN THU, 3PM TO 4PM
$355,000
1 bed1 bath579 sq ft
102 Fletcher Ln Unit H, Brewster, MA 02631
OPEN SAT, 10AM TO 12PM
$2,499,000
3 beds2.5 baths3,256 sq ft
20 Nauset Farms Private Way, Orleans, MA 02653
OPEN SAT, 10AM TO 12:30PM
$489,000
2 beds1.5 baths1,381 sq ft
70 Crescent Ln Unit 70, Brewster, MA 02631
OPEN SAT, 11AM TO 1PM
$1,250,000
3 beds2.5 baths2,100 sq ft
81 Pond St, Brewster, MA 02631
OPEN SAT, 12PM TO 2PM
$1,950,000
4 beds3 baths3,267 sq ft
347 Tonset Rd, Orleans, MA 02653
OPEN SAT, 12PM TO 2PM
$825,000
3 beds2.5 baths1,704 sq ft
11 Fallon Rd, Eastham, MA 02642
OPEN SAT, 1PM TO 2:30PM
$1,895,000
4 beds3.5 baths3,406 sq ft
37 Autumn Ct, Brewster, MA 02631
OPEN SAT, 2PM TO 4PM
$1,600,000
4 beds2.5 baths2,952 sq ft
41 Captain Curtis Way, Orleans, MA 02653
OPEN SUN, 10AM TO 12PM
$2,149,000
4 beds4.5 baths2,817 sq ft
435 Herring Brook Rd, Eastham, MA 02642
OPEN SUN, 12PM TO 1PM
$315,000
1 bed1 bath579 sq ft
101 Fletcher Ln Unit I, Brewster, MA 02631

Around this home

Schools

K - 12
Preschool & daycare

Eastham Elementary School

Public PreK-5 • Assigned • 2.4mi

6/10

Nauset Regional Middle School

Public 6-8 • Assigned • 6.2mi

6/10

Provided by GreatSchools

About Outer

Cape

Outer Cape, located between Cape Cod Bay and the Atlantic Ocean, is a coastal and conservation-minded Eastham neighborhood with dune-backed beaches and pine-scented trails. The neighborhood’s character concentrates around the Orleans–Eastham Rotary at US-6 and MA-6A, where roadside seafood shacks, bike-rental counters, and beach-day essentials set a salt-air tempo. Low-slung Cape cottages and shingled homes sit behind scrub oak, with long driveways and dark-sky nights. The Cape Cod National Seashore frames daily rhythms with Nauset Light Beach and Coast Guard Beach. The Cape Cod Rail Trail threads through town for car-free rides to ponds and bay flats. The Eastham Windmill and the Three Sisters Lighthouses keep local history in view.

Provided by Walk Score and Local Logic

Offer insights

25 Oakwood Rd · $995,000

Strong offer

$992K and above

75% chance or better to win

Why $992K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 32 days.

SALE-TO-LIST

Most homes are selling 2% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Walk-up attic
Storm doors

Bedrooms
3 bedrooms: two on the second floor and one on the first floor

Bathrooms
3 full bathrooms, including one on the main level

Kitchen
Gas stove
Range
Dishwasher
Microwave
Refrigerator
Stone, granite, or solid-surface countertops
Kitchen island
Breakfast bar or nook
Dining area

Laundry & utility
Laundry in the basement
Washer and electric dryer hookups
Washer
Dryer
Electric water heater
Icemaker connection

Flooring
Tile
Vinyl
Carpet
Laminate
Stone or ceramic tile

Heating & cooling
Baseboard and electric baseboard heating
Oil heat
Active solar heating
Window-unit cooling

Sale and tax history for 25 Oakwood Rd

Sale History
Tax History

Date

Event

Price

CCIMLS #22601321

Oct 11, 2026

Relisted

—

Oct 11, 2026

Listing Removed

—

Oct 2, 2026

Relisted

—

Oct 2, 2026

Listing Removed

—

Jul 30, 2026

Price Changed

$995,000

$430/sq ft

Apr 8, 2026

Listed

$1,055,000

$456/sq ft

CCIMLS #22601322

Oct 11, 2026

Relisted

—

Oct 11, 2026

Listing Removed

—

Oct 2, 2026

Relisted

—

Oct 2, 2026

Listing Removed

—

Jul 30, 2026

Price Changed

$995,000

$430/sq ft

Apr 8, 2026

Listed

$1,055,000

$456/sq ft

+51

Located in the heart of Eastham's Narrowland, this established multi-family rental property is as close to an Atlantic sunrise as it is to a Cape Cod Bay sunset. Tucked into a wooded setting just off Route 6, with an expansive area made for relaxation, the property combines classic Cape Cod charm with high-yield performance. 25 Oakwood features a spacious main house and the 'Tree House' - a one-bedroom apartment above the 2-car garage. With an 11-year history and over 360 reviews, this is a turnkey operation sold furnished for immediate year-round income. This property offers a versatile rental strategy, blending high summer occupancy with a proven track record as a reliable winter rental. Capital improvements provide peace of mind: 2022 interior updates, smart climate controls, and critical infrastructure like a new well system, wellhead and water main. 2021 windows and 2019 LVP flooring ensure durability. The main house features mahogany decks and a double outdoor shower; the Tree House offers a private 14x26 deck and dedicated laundry. With two distinct living spaces, uses include a multi-generational family retreat, a full investment, or an owner occupied short term rental.

MLS PIN #73498752

Oct 12, 2026

Relisted

—

Oct 10, 2026

Listing Removed

—

Oct 2, 2026

Relisted

—

Oct 1, 2026

Listing Removed

—

Jul 30, 2026

Price Changed

$995,000

$430/sq ft

Apr 8, 2026

Listed

$1,055,000

$456/sq ft

MLS PIN #73498754

Oct 12, 2026

Relisted

—

Oct 10, 2026

Listing Removed

—

Oct 2, 2026

Relisted

—

Oct 1, 2026

Listing Removed

—

Jul 30, 2026

Price Changed

$995,000

$430/sq ft

Apr 8, 2026

Listed

$1,055,000

$456/sq ft

+37

CCIMLS #22302304

Sep 9, 2023

Listing Removed

—

Jun 8, 2023

Listed

$925,000

$400/sq ft

CCIMLS #22302325

Sep 9, 2023

Listing Removed

—

Jun 8, 2023

Listed

$925,000

$400/sq ft

Public Records

May 20, 2002

Sold

$280,000

$121/sq ft

CCIMLS #9903994

Jan 21, 2000

Sold

$175,000

$76/sq ft

May 27, 1999

Listed

$185,000

$80/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$4,177 (+5.0%)

$194,300 + $382,600

$576,900

2022

$3,977 (+5.5%)

$173,500 + $290,000

$463,500

2021

$3,769 (+8.7%)

$157,700 + $252,900

$410,600

2020

$3,466 (+21.4%)

$157,700 + $252,900

$410,600

2018

$2,855 (+6.8%)

$134,800 + $207,100

$341,900

2017

$2,672 (−5.4%)

$132,200 + $206,000

$338,200

2016

$2,825 (+7.5%)

$174,700 + $205,000

$379,700

2015

$2,629

$171,200 + $199,100

$370,300

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1.13 Acres

Year renovated

1999

Finished Sq. Ft.

2,314

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,314

Year built

1987

Style

Multi-Family (2-4 Unit)

County

Barnstable County

APN

2289446

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 24, 2024.

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

5/10 Heat Factor

7 days above 86° expected this year, 19 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Eastham, MA • 02642

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

88/ 100

Very good sunlight

Sunscore

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

8.4 hrs

5.3 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 25 Oakwood Rd

$963,406

$32K under list price of $995K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $699K to $1.1M.

SOLD SEP 30, 2026
$698,950 Last sold price
3 beds3 baths2,516 sq ft
100 Village Ln, Wellfleet, MA 02667
$152/sq ft
smaller lot
11 years older
SOLD FEB 13, 2026
$1,083,500 Last sold price
3 beds3.5 baths2,115 sq ft
20 Redberry Ln, Eastham, MA 02642
$82/sq ft
smaller lot
16 years newer
SOLD SEP 24, 2026
$850,000 Last sold price
4 beds1.5 baths2,504 sq ft
50 Designers Rd, Wellfleet, MA 02667
$91/sq ft
larger lot
5 years older
SOLD SEP 18, 2026
$1,055,000 Last sold price
5 beds2.5 baths2,254 sq ft
1551 US Route 6, Wellfleet, MA 02667
$38/sq ft
larger lot
137 years older
SOLD AUG 26, 2026
$787,000 Last sold price
3 beds2 baths1,683 sq ft
80 Runway Ln, Eastham, MA 02642
$38/sq ft
smaller lot
14 years older
SOLD JUN 26, 2026
$855,000 Last sold price
4 beds2.5 baths2,322 sq ft
125 Wamsutta Rd, Eastham, MA 02642
$62/sq ft
smaller lot
7 years older

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

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