4687 Second Street

There's a moment, right when you turn onto Second Street, when everything slows down a little. Lined with beautifully preserved historic homes and mature trees, this coveted Downtown Pleasanton street embodies the charm and character that make the area so special. This 1934 historic home seamlessly blends timeless architecture with modern convenience. Its distinctive stone façade, steeply pitched roofline, and arched entry create a memorable first impression rarely found today. Inside, an open floor plan flows from the foyer through the kitchen into a sunlit family room with hardwood floors, arched doorways, and a gas fireplace. A built-in bar with exposed brick makes entertaining effortless, while an oversized sliding door opens directly to the backyard for seamless indoor-outdoor living. The kitchen features quartz counters, stainless steel appliances, gas cooktop, double oven, and a garden window. The first-floor primary suite offers a private bath and dedicated laundry just off the bedroom, while a junior suite upstairs adds flexibility. Out back, a fully covered outdoor living room with vaulted ceiling, stone fireplace, and ceiling fan creates a space that feels like an extension of the home itself. String lights and uplighting make it just as inviting after dark. A detached guest unit with exposed beam ceiling, en suite bath, and private entrance offers space for family, a home office, or income potential. Steps to a thriving restaurant scene, boutique shops, the Farmers Market, Concert in the Park, and everything this storied neighborhood has to offer. Come experience it for yourself.

Current Status

New

Original Price

$2,585,000

List Price

$2,585,000

On Market Date

Jun 19, 2026

Property Type

Detached

D/N/S

Downtown Pleas.

Zip Code

94566

MLS ID

41138914

APN

94326

Year Built

1934

Stories in Building

2

Possession

Negotiable

Data Source

MAXEBRDI

Origin MLS System

BAY EAST

Bed

4

Bath

3.5 (3/1)

Parking

0

Other

SQ FT

2,484

SQ FT Source

Appraisal

Lot SQ FT

4,500.0

Lot Acres

0.1 Acres

Kitchen

Dishwasher, Double Oven, Gas Range, Plumbed For Ice Maker, Microwave, Gas Water Heater, Water Softener, Tankless Water Heater, Breakfast Bar, Counter - Solid Surface, Disposal, Gas Range/Cooktop, Ice Maker Hookup, Pantry, Skylight(s), Updated Kitchen

Cooling

Ceiling Fan(s), Central Air, Whole House Fan, Heat Pump, See Remarks

Disclosures

Nat Hazard Disclosure, Owner is Lic Real Est Agt

Entry Level

Exterior Details

Back Yard, Front Yard, Side Yard, Sprinklers Automatic, Sprinklers Front

Flooring

Hardwood Flrs Throughout

Foundation

Fire Place

Family Room, Gas, Stone

Heating

Central

Laundry

220 Volt Outlet, Laundry Room, Cabinets

Upper Level

2 Bedrooms, 1 Bath, Primary Bedrm Suites - 2, Loft, Other

Main Level

1 Bedroom, 2.5 Baths, Primary Bedrm Suite - 1, Laundry Facility, Main Entry

Possession

Negotiable

Architectural Style

Other

Construction Status

Existing

Additional Miscellaneous Features

Back Yard, Front Yard, Side Yard, Sprinklers Automatic, Sprinklers Front

Location

Other, Front Yard, Landscaped, Paved, Sprinklers In Rear

Roof

Composition Shingles

Water and Sewer

Public

Fee

Unavailable

MLS and other Information regarding properties for sale as shown in Theo have been obtained from various sources such as sellers, public records, agents and other third parties. This information may relate to the condition of the property, permitted or unpermitted uses, zoning, square footage, lot size/acreage or other matters affecting value or desirability. Unless otherwise indicated in writing, neither brokers, agents nor Theo have verified, or will verify, such information. If any such information is important to buyer in determining whether to buy, the price to pay or intended use of the property, buyer is urged to conduct their own investigation with qualified professionals, satisfy themselves with respect to that information, and to rely solely on the results of that investigation.

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