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2866 Chesterfield Drive, 
Santa Cruz, CA 95062

$1,998,000

2

Beds

2

Baths

1,280

Sq Ft

Single Family

Virtual Tour

Active

Listed by

Ace Woods

, 

Chelsie Wiget

Revest Homes, Inc.

, 

eXp Realty Of California Inc

831-200-8722

Last updated:

January 19, 2026, 10:33 PM

MLS#

ML82027112

Source:

CRMLS

About This Home

2866 Chesterfield Drive

Ocean Views from this charming 2 bed / 2 bath home on a rare oversized 7,000 + sq ft lot in the heart of Pleasure Point. Sitting just one row back from the surf, enjoy checking the surf every morning while sipping coffee from your primary suites large upstairs deck. Recently updated with a modern coastal palette, this home features an open-concept kitchen with quartz countertops, new appliances, bright interiors, and effortless indoor-outdoor flow for entertaining. The expansive fully-fenced yard offers endless possibilities like gardens, gatherings, or perhaps room to expand? With a detached storage garage and yard with drive-through access from both Chesterfield Drive and Palisades Avenue, this is one of the largest and most versatile parcels in Pleasure Point. Life at the Point truly doesnt get better than this.

Home Facts

Single Family

2 Baths

2 Bedrooms

Built in 1933

Price Summary

1,998,000

$1,560 per Sq. Ft.

MLS #:

ML82027112

Last Updated:

January 19, 2026, 10:33 PM

Added:

2 month(s) ago

Rooms & Interior

Bedrooms

Total Bedrooms:

2

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

1,280 Sq. Ft.

Structure

Structure

Building Area:

1,280 Sq. Ft.

Year Built:

1933

Lot

Lot Size (Sq. Ft):

7,013

Finances & Disclosures

Finances

Price:

$1,998,000

Price per Sq. Ft:

$1,560 per Sq. Ft.

Source:CRMLS
Based on information from California Regional Multiple Listing Service, Inc. as of January 20, 2026 . This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent. The information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified.
See this home in person
2866 Chesterfield Drive
Attend an upcoming open house
Sat, Jan 24
12:00 PM - 02:00 PM

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.