AMAZING HOME AND PROPERTY! 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.
Property Details
Price:
$1,849,000
MLS #:
ML82027112
Status:
Pending
Beds:
2
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
699notdefined
Listed Date:
Nov 8, 2025
Finished Sq Ft:
1,280
Lot Size:
7,013 sqft / 0.16 acres (approx)
Year Built:
1933
See this Listing
Schools
School District:
Other
Interior
Bathrooms
2 Full Bathrooms
Cooling
NO
Flooring
TILE, LAM
Exterior
Common Walls
NCW
Parking Spots
8
Parking Total
8
Roof
CMP
View
OC, NE
Financial
Map
Community
- Address2866 Chesterfield DR Santa Cruz CA
- CitySanta Cruz
- CountySanta Cruz
- Zip Code95062
Market Summary
Current real estate data for Single Family in Santa Cruz as of Apr 24, 2026
166
Single Family Listed
89
Avg DOM
1,028
Avg $ / SqFt
$1,950,498
Avg List Price
Property Summary
- 2866 Chesterfield DR Santa Cruz CA is a Single Family for sale in Santa Cruz, CA, 95062. It is listed for $1,849,000 and features 2 beds, 2 baths, and has approximately 1,280 square feet of living space, and was originally constructed in 1933. The current price per square foot is $1,445. The average price per square foot for Single Family listings in Santa Cruz is $1,028. The average listing price for Single Family in Santa Cruz is $1,950,498.
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Courtesy of Revest Homes, Inc.. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the California Regional Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than include the name of the listing broker. Neither the listing company nor shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. California Regional Multiple Listing Service. All rights reserved. 2866 Chesterfield DR
Santa Cruz, CA