2866 Chesterfield Dr, Santa Cruz, CA 95062 - Photo 1

1/1

$1,810,000

Sold
Closed
Single Family
2 Beds
2 Full Baths
1,280 Sq. Ft.

1/1

Property Description

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.

Full Property Details

Full Property Details for 2866 Chesterfield Dr

General

Sold For: $1,810,000
Status: Closed
Type: Single Family
Source: RE_Infolink
MLS ID: ML82027112
Added to Site: 191 day(s) ago

Interior

Fireplace(s): Other
Flooring: Laminate, Tile

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2

Bedrooms

Total Bedrooms: 2

Other Rooms

Family Room: Separate Family Room

Additional Information

Extras: Not Applicable

Parking

Parking Features: Drive-Through, Gate / Door Opener, Off-Street Parking, Uncovered Parking

Location

Area: Live Oak
County: Santa Cruz
Cross Streets: E Cliff

Heating & Cooling

Cooling Type: None
Heating Type: Central Air (Gas/Forced Air)

Utilities

Sewer: Public Sewer
Water: Public
Utility Description: Public Utilities

Structural Information

Construction: Detached
Foundation: Concrete Perimeter
Roof: Composition
Square Feet: 1,280
Year Built: 1933

Lot Features

Property View: Neighborhood, Ocean
Lot Size (Acres): 0.161
Minimum Lot Size: 7013
Lot Size (Sq. Ft.): 7,013
Zoning: R-1-5-PP
Lot Description: Private / Secluded

Listed by Revest Homes, Inc., Ace Woods and eXp Realty of California Inc, Chelsie Wiget
Sold by Expca, Cole Kerby

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Listing agents

— 2866 Chesterfield Dr —

Ace Woods

Revest Homes, Inc.
Chelsie Wiget

eXp Realty of California Inc

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Schools

Schools serving 2866 Chesterfield Dr

School District:Live Oak Elementary School District

Name	Grades	Distance
Del Mar Elementary School, Santa Cruz, CA 1959 Merrill Street, Santa Cruz, CA 95062	K-5	0.9 mi
Shoreline Middle School 855 17th Avenue, Santa Cruz, CA 95062	6-8	1 mi
Soquel High School 401 Soquel San Jose Road, Soquel, CA 95073	9-12	2.7 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2866 Chesterfield Dr

Date

Details

Price

Change

Source

4/06/2026

Sold

$1,810,000

-2.11%

MLS

3/17/2026

Price Reduced

$1,849,000

-2.68%

MLS

2/25/2026

Price Reduced

$1,900,000

-4.9%

MLS

12/18/2025

Price Reduced

$1,998,000

-0.05%

MLS

11/08/2025

Listed

$1,999,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Just Listed

$1,525,000

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Duplex
Active
Updated 20 hours ago

1,516
Sq. Ft.

Listed by Compass, Lori Hill and Compass, Robert Deacon

4320 Clares St J, Capitola, CA 95010 - Photo 1

Just Listed

$950,000

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Townhouse
Active
Updated 11 hours ago

2
Beds
2
Total Baths
1,156
Sq. Ft.

Listed by Ray Conti (CalRE#: 01945495) (831) 234-2612

4160 Jade St 99, Capitola, CA 95010 - Photo 1

Just Listed

$749,000

Open House

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Manufactured Home
Active
Updated 6 days ago

2
Beds
2
Total Baths
1,140
Sq. Ft.

Listed by Bailey Properties, Denise Brazil

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Just Listed

$599,000

Open House

1425 45th Ave 1 Capitola, CA 95010

Condo
Active
Updated 5 days ago

2
Beds
1
Total Bath
800
Sq. Ft.

Listed by Epique Realty, 2 Guys in Real Estate

2605 Rosedale Ave, Soquel, CA 95073 - Photo 1

Price Reduced

-$49,000 (-5.45%)

$850,000

2605 Rosedale Ave Soquel, CA 95073

Single Family
Active
Updated 5 days ago

1
Bed
1
Total Bath
528
Sq. Ft.

Listed by Associated Realty Service, Alexis Menard-jackson

8055 Glen Haven Rd, Soquel, CA 95073 - Photo 1

Price Reduced

-$7,000 (-4.12%)

$163,000

8055 Glen Haven Rd Soquel, CA 95073

Residential Lots
Active
Updated 6 days ago

Listed by Aldina Real Estate,Inc., BahiaWilliamsGroup Williams

4760 Soquel Creek Rd, Soquel, CA 95073 - Photo 1

Price Reduced

-$34,000 (-2.38%)

$1,395,000

4760 Soquel Creek Rd Soquel, CA 95073

Single Family
Active
Updated 5 days ago

4
Beds
3
Total Baths
2,432
Sq. Ft.

Listed by Oasis Properties, Frank Claiborne

1501 Hidden Valley Rd, Soquel, CA 95073 - Photo 1

Price Reduced

-$75,000 (-3.62%)

$1,995,000

1501 Hidden Valley Rd Soquel, CA 95073

Single Family
Active
Updated 5 days ago

5
Beds
5
Total Baths
5,000
Sq. Ft.

Listed by eXp Realty of California Inc, Strock Team and Karon Properties, Eli Karon

980 30th Ave, Santa Cruz, CA 95062 - Photo 1

Sold

$1,749,000

980 30th Ave Santa Cruz, CA 95062

Single Family
Closed

4
Beds
2
Total Baths
1,963
Sq. Ft.

Listed by Victoria Sarsfield (CalRE#: 01475936)
Sold by Expca, Pamela Kimmel

22130 E Cliff Dr 2A, Santa Cruz, CA 95062 - Photo 1

Sold

$1,825,000

22130 E Cliff Dr 2A Santa Cruz, CA 95062

Condo
Closed

2
Beds
2
Total Baths
1,226
Sq. Ft.

Listed by David Lyng Real Estate, Lyng-Vidrine Team
Sold by Expca, Jason Muth

3200 Axford Rd, Santa Cruz, CA 95062 - Photo 1

Sold

$1,599,000

3200 Axford Rd Santa Cruz, CA 95062

Single Family
Closed

3
Beds
3
Total Baths
2,063
Sq. Ft.

Listed by EF Homes
Sold by Rbt, Danyelle Brothers

1430 Merrill St, Santa Cruz, CA 95062 - Photo 1

Sold

$1,545,000

1430 Merrill St Santa Cruz, CA 95062

Triplex
Closed
Updated 13 days ago

1,630
Sq. Ft.

Listed by David Lyng Real Estate, Troy Hinds
Sold by Room, Dylan Linde

2866 Chesterfield Dr, Santa Cruz, CA 95062 (MLS# ML82027112) is a Single Family property that was sold at $1,810,000 on April 06, 2026. Want to learn more about 2866 Chesterfield Dr? Do you have questions about finding other Single Family real estate for sale in Live Oak? You can browse all Live Oak real estate or contact a Coldwell Banker agent to request more information.

2866 Chesterfield Dr Santa Cruz, CA 95062