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2866 Chesterfield Drive, Santa Cruz, California 95062, Santa Cruz, 95062 - 2 bed, 2 bath

2866 Chesterfield Drive, Santa Cruz, California 95062 home-pic-0
ACTIVE$1,998,000
2866 Chesterfield Drive, Santa Cruz, California 95062
2Beds
2Baths
1,280Sqft
7,013Lot
Year Built
1933
Close
-
List price
$2M
Original List price
$2M
Price/Sqft
$1,561
HOA
-
Days on market
-
Sold On
-
MLS number
ML82027112
Home ConditionExcellent
Features
Good View: Neighborhood, Ocean
Deck
ViewNeighborhood, Ocean

About this home

Fairly Priced:The estimated price is in line with the list price. We found 4 Cons,6 Pros. Rank: price - $2.00M(59th), sqft - 1280(30th), beds - 2(25th), baths - 2(50th).

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.

Nearby schools

6/10
Branciforte Middle School
Public,•6-8•2.6mi
6/10
Mission Hill Middle School
Public,•6-8•3.6mi
7/10
Harbor High School
Public,•9-12•2.4mi
7/10
Soquel High School
Public,•9-12•2.8mi
8/10
Santa Cruz High School
Public,•9-12•3.4mi

Price History

Date
Event
Price
12/19/25
Price Change
$1,998,000-0.1%
11/08/25
Listing
$1,999,000
08/13/08
Sold
$40,000
Condition Rating
Excellent
Despite being built in 1933, this property has undergone a comprehensive and recent renovation, as explicitly stated in the description ('Recently updated with a modern coastal palette'). The images confirm this, showcasing an open-concept kitchen with new stainless steel appliances, quartz countertops, and modern two-tone cabinetry. Both bathrooms feature contemporary vanities, updated fixtures (gold and black), and new tiling, presenting a virtually new appearance. The entire interior boasts consistent light wood-look flooring, fresh white shiplap walls/ceilings, and modern light fixtures, indicating an extensive renovation within the last 5 years. All visible components are new or virtually new, meeting current quality standards with no deferred maintenance.
Pros & Cons

Pros

High Available Lot Utilization: The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 7013, living area = 1280.
Exceptional Coastal Location & Ocean Views: The property boasts direct ocean views and is situated just one row back from the surf in the highly desirable heart of Pleasure Point, offering a quintessential coastal lifestyle.
Rare Oversized & Versatile Lot: Featuring a rare oversized 7,000+ sq ft lot, described as one of the largest and most versatile parcels in Pleasure Point, with drive-through access from two streets (Chesterfield Drive and Palisades Avenue).
Modern Interior Updates: Recently updated with a modern coastal palette, including an open-concept kitchen with quartz countertops, new appliances, and bright interiors, ensuring move-in readiness and contemporary appeal.
Excellent Indoor-Outdoor Living: The home offers effortless indoor-outdoor flow for entertaining, complemented by a large upstairs deck from the primary suite, perfect for enjoying the ocean views.
Significant Expansion Potential: The expansive, fully-fenced yard and versatile lot explicitly offer 'endless possibilities like gardens, gatherings, or perhaps room to expand?', providing future value and customization options.

Cons

MLS Listing Discrepancy: Bedroom count discrepancy between mls listing and other public or private record. mls listing bedroom count = 2, other record bedroom count = 3.
Limited Interior Living Space: With only 2 bedrooms and 1280 sq ft, the interior living space is relatively modest for a property at this premium price point, potentially limiting appeal to larger families or those desiring more expansive interiors.
Age of Construction: Built in 1933, the property's age, despite recent updates, may raise concerns for some buyers regarding underlying infrastructure, long-term maintenance, or potential for older systems not covered by cosmetic renovations.
High Price Point for Square Footage: The list price of nearly $2 million for a 2-bedroom, 1280 sq ft home, while justified by its prime location and lot size, represents a significant investment for the interior square footage offered, potentially narrowing the buyer pool.

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