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.
Source: School Digger
Source: Public Records
Source: Sperling's Best Places
63/100
Walk Score ®
86/100
Bike Score ®
The average walkability score in the surrounding area is Walk Score: 40/100, Transit Score: 12/100, Bike Score: 55/100.
2 bds • 2 ba • 1,280 sqft
2866 Chesterfield Drive, Santa Cruz, CA 95062
2 bds • 2 ba • 1,280 sqft
2866 Chesterfield Drive, SANTA CRUZ, CA 95062
2 bds • 2 ba • 1,130 sqft
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0 bds • 0 ba • 1,227 sqft
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2866 Chesterfield Drive
2 bds • 2 ba • 1280 sqft
2866 Chesterfield Drive
2 bds • 2 ba • 1130 sqft
121 Anchorage Avenue
2 bds • 2 ba • 1226 sqft
22130 E Cliff Drive 2A
2 bds • 2 ba • 1226 sqft
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2 bds • 2 ba • 1226 sqft
22130 East Cliff Drive 2A
bds • 0 ba • 4612 sqft
2030 Kinsley Street
bds • 0 ba • 4612 sqft
2030 Kinsley Street
9 bds • 0 ba • 4612 sqft
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3 bds • 0 ba • 1630 sqft
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bds • 0 ba • 1630 sqft
1430 Merrill Street
3 bds • 3 ba • 1630 sqft
1430 Merrill Street
3 bds • 3 ba • 1630 sqft
1430 Merrill Street
3 bds • 3 ba • 1630 sqft
1430 Merrill Street
bds • 0 ba • 1630 sqft
1430 Merrill Street
4 bds • 2 ba • 1290 sqft
4310 Nova Drive
4 bds • 2 ba • 1290 sqft
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4 bds • 2 ba • 1290 sqft
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2 bds • 1 ba • 1029 sqft
1610 Bulb Avenue
Source: Realty.com
2866 Chesterfield Drive, Santa Cruz, CA 95062 is a Single Family 1,280 sq. ft. home listed for sale. Realty.com has 46 photos available of this 2 bed, 2 bath house, listed at $1,999,000. View sales and tax history, use our mortgage calculator and more on Realty.com
Realty.com has 46 photos of 2866 Chesterfield Drive.
Our records indicate that 2866 Chesterfield Drive was built in 1933.
The full address for this home is 2866 Chesterfield Drive, Santa Cruz, CA 95062.
2866 Chesterfield Drive has been listed on Realty.com since Sun November 09, 2025
Some errands can be accomplished on foot. It is possible to get on a bus. Biking is convenient for most trips.
The average walkability score in the surrounding area is Walk Score: 40/100, Transit Score: 12/100, Bike Score: 55/100.
There are 3 schools assigned to this home. Check out the schools near 2866 Chesterfield Drive. Bay View Elementary School (Grades: PK - 5), Branciforte Middle School (Grades: 6 - 8), Harbor High School (Grades: 9 - 12)
Listing provided courtesy of:
Revest Homes, Inc.
(tel: 831-200-8722)
Listing agent:
Ace Woods
(tel: 831-419-5852)
(#MLL5089214)
This content last refreshed on 2025-11-17 09:48:06. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 2866 Chesterfield Drive, Santa Cruz, CA 95062 : MLS# ML82027112
