For sale

$1,298,888

Est. $8,903/mo —

•

670

sq ft

237 Winding Way, San Carlos, CA 94070

About this home

Discover the natural beauty of hillside living at 237 Winding Way in San Carlos. This one-bedroom, one-bath home offers a wonderful opportunity for a first-time buyer, with stunning views that make the setting truly special. Enjoy the peaceful feel of a hillside retreat while staying close to shopping centers and everyday conveniences. For those with a bigger vision, the property also presents an opportunity to explore an addition or a new home, subject to applicable requirements and approvals. Whether youre looking for a place to call your own or imagining its future potential, this property offers a beautiful setting and room to dream.

Single-familyProperty Type

1959Year Built

6,753 sq ftLot Size

$1,939Price/Sq.Ft.

Listed by Shawn Jahan •DRE #01952057 • Realty World Dominion

Listing updated: Oct 5, 2026 at 03:46am

Redfin checked: a few seconds ago

•Source:MLSListings #ML82062925

Payment calculator

$8,903 per month

Principal and interest$7,355

Property taxes

$1,353

HOA dues

Home insurance

$195

Utilities

Add

5 minutes to get started. No credit impact.

Affordability tools

See this home in person

Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN WED, 5PM TO 7PM3D & VIDEO TOUR
$2,488,000
4 beds3.5 baths2,980 sq ft
223 Oakdale St, Redwood City, CA 94062
OPEN THU, 4PM TO 6PM
$1,849,000
3 beds3.5 baths2,050 sq ft
37 Ludina Way, Redwood City, CA 94061
OPEN THU, 4PM TO 6PMVIDEO TOUR
$1,399,000
2 beds2.5 baths1,271 sq ft
1205 Bayswater Ave, Burlingame, CA 94010
OPEN THU, 5PM TO 7PM3D WALKTHROUGH
$2,398,000
2 beds3 baths995 sq ft
804 Howard Ave, Burlingame, CA 94010
OPEN FRI, 9:30AM TO 1PM3D WALKTHROUGH
$3,998,000
3 beds2 baths1,417 sq ft
725 Panchita Way, Los Altos, CA 94022
OPEN SAT, 12PM TO 3PM
$1,250,000
3 beds2 baths1,530 sq ft
698 Masson, San Bruno, CA 94066
Circa Properties, Inc.
OPEN SAT, 1PM TO 4PM3D WALKTHROUGH
$1,200,000
2 beds2 baths1,398 sq ft
100 Baltic Cir #130, Redwood City, CA 94065
OPEN SAT, 1PM TO 4PM
$2,698,000
3 beds1 bath1,097 sq ft
4072 Sutherland Dr, Palo Alto, CA 94303
OPEN SAT, 1PM TO 4PM
$3,998,000
3 beds2.5 baths2,320 sq ft
140 Rockridge Rd, Hillsborough, CA 94010
OPEN SAT, 1:30PM TO 4:30PM3D & VIDEO TOUR
$3,788,000
3 beds2 baths2,010 sq ft
824 Harvard Ave, Menlo Park, CA 94025

Around this home

Schools

K - 12
Preschool & daycare

Heather Elementary School

Public K-3 • Assigned • 0.3mi

9/10

Tierra Linda Middle School

Public 6-8 • Assigned • 1.0mi

10/10

Carlmont High School

Public 9-12 • Assigned • 0.9mi

10/10

Provided by GreatSchools

About Brittan

Heights

Brittan Heights, located between Crestview Drive and Brittan Avenue, is a hillside and residential San Carlos neighborhood with bay-view streets and mid-century townhome clusters. The neighborhood’s character concentrates around the Brittan Avenue entrance by the Brittan Heights clubhouse, where terraced paths, pool decks, and tennis courts set a resort-like rhythm. Architecture leans toward 1960s–70s townhomes and condos with balconies, carports, and landscaped courtyards stepping down the slope. Edge streets meet Eaton Park’s open lawn and playground, while higher blocks track ridgelines and eucalyptus-lined cut-throughs. For a local ritual, the Saturday bustle at the San Carlos Farmers’ Market and the marquee at the San Carlos Museum of History anchor nearby downtown culture. Coffee counters and small plates at Blue Line Pizza and the craft taps at Devil’s Canyon Brewing Company round out the off-hours circuit.

Provided by Walk Score and Local Logic

Offer insights

237 Winding Way · $1,298,888

Strong offer

$1.47M and above

75% chance or better to win

Why $1.47M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 13 days.

SALE-TO-LIST

Most homes are selling 6% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Interior features
No family room

Bathrooms
One full bathroom

Heating & cooling
Central forced air heating

Sale and tax history for 237 Winding Way

Sale History
Tax History

Date

Event

Price

MLSListings #ML82062925

Sep 28, 2026

Listed

$1,298,888

$1,939/sq ft

+66

MLSListings #ML81940148

Nov 21, 2023

Sold

$1,000,000

$1,493/sq ft

Oct 30, 2023

Pending

—

Oct 22, 2023

Listed

$975,000

$1,455/sq ft

A Rare Opportunity Awaits You on the Peninsula This charming one-bedroom, one-bathroom house is nestled in the trees of the Devonshire Canyon hillside and offers stunning views, bamboo floors, a rooftop patio, and an integrated speaker system. With such a unique set of features, it's the perfect starter home here on the Peninsula. Offering a retreat from the hustle and bustle of everyday life while allowing you to enjoy the natural beauty of hillside living.

Public Records

Jun 10, 2010

Sold

$425,000

$634/sq ft

Public Records

Dec 9, 1998

Sold

$230,000

$343/sq ft

Public Records

Aug 18, 1989

Sold

$423,500

$632/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$13,540 (+1.3%)

$863,532 + $176,868

$1,040,400

2024

$13,372 (+69.9%)

$846,600 + $173,400

$1,020,000

2023

$7,869 (+2.7%)

$830,000 + $170,000

$1,000,000

2022

$7,658 (+1.4%)

$263,643 + $263,643

$527,286

2021

$7,554 (+1.1%)

$258,474 + $258,474

$516,948

2020

$7,471 (+2.4%)

$253,406 + $253,406

$506,812

2019

$7,294 (+3.9%)

$250,808 + $250,808

$501,616

2018

$7,017 (+2.5%)

$245,891 + $245,891

$491,782

2017

$6,844 (+3.3%)

$236,344 + $236,344

$472,688

2016

$6,623 (+0.7%)

$236,344 + $236,344

$472,688

2015

$6,576 (+3.0%)

$231,710 + $231,710

$463,420

2014

$6,383 (+4.5%)

$223,760 + $223,760

$447,520

2012

$6,108 (+1.9%)

$222,749 + $222,749

$445,498

2011

$5,994 (+41.8%)

$218,382 + $218,382

$436,764

2010

$4,226 (+3.4%)

$214,100 + $214,100

$428,200

2009

$4,088 (+6.4%)

$139,666 + $139,666

$279,332

2008

$3,841

$139,998 + $139,998

$279,996

Public record

Public record
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

6,753 Sq. Ft.

Year renovated

—

Finished Sq. Ft.

670

Unfinished Sq. Ft.

—

Total Sq. Ft.

670

Year built

1959

Style

Single Family Residential

County

San Mateo County

APN

049142140

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 2, 2026.

Oct 23, 2025 • Final

Landscaping / retaining wall

Install a retaining wall and new landscaping. All work must comply with local health and safety regulations.

Grading

Oct 23, 2025 • Final

Residential new single family / multi family / manufactured / detached adu

Construct a new two-story single-family home with an attached garage, entry, deck, and terrace. Separate permits are required for demolition, temporary power, fire sprinklers, and solar panels.

Grading

New construction

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

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

2/10 Heat Factor

6 days above 92° expected this year, 13 days in 30 years

1/10 Wind Factor

Minimal risk of severe winds over next 30 years

7/10 Air Factor

12 unhealthy days expected this year, 12 days in 30 years

Provided by First Street

Historical weather

San Carlos, CA • 94070

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 10.7 hours in June and 5 hours in December, placing it above the U.S. average for solar exposure.

10.7 hrs

5 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 237 Winding Way

$1,299,375

$487 over list price of $1.30M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $1.8M to $2.6M.

SOLD AUG 25, 2026
$2,150,000 Last sold price
2 beds1 bath950 sq ft
2529 Howard Ave, San Carlos, CA 94070
$324/sq ft
smaller lot
20 years older
SOLD AUG 25, 2026
$2,150,000 Last sold price
2 beds1 bath950 sq ft
2515 Howard Ave, San Carlos, CA 94070
$324/sq ft
smaller lot
20 years older
SOLD JUL 30, 2026
$2,560,000 Last sold price
4 beds3 baths1,856 sq ft
953 Lupin Way, San Carlos, CA 94070
$560/sq ft
smaller lot
6 years older
SOLD SEP 25, 2026
$1,825,000 Last sold price
3 beds2 baths1,310 sq ft
2641 San Carlos Ave, San Carlos, CA 94070
$546/sq ft
12 years older
SOLD SEP 23, 2026
$2,500,000 Last sold price
4 beds3 baths2,260 sq ft
388 Ashford Ave, San Carlos, CA 94070
$833/sq ft
larger lot
SOLD JAN 5, 2026
$2,000,000 Last sold price
2 beds2 baths1,660 sq ft
16 Granite Ct, San Carlos, CA 94070
$734/sq ft
larger lot
1 year older

Rental earnings

Est. $2,886 per month, based on comparable rentals

Tour for free, no strings attached

Make a winning offer with the help of a local agent

Ask a question

(650) 675-4702

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New listings for sale in 94070

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237 Winding Way, San Carlos, CA 94070

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Details provided by MLSListings 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

Affordability tools

See this home in person

Nearby open houses (10)

Around this home

Schools

Offer insights

Property details

Sale and tax history for 237 Winding Way

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 237 Winding Way

Early Access listings

Nearby similar homes

New listings for sale in 94070

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