Back 102 Castlewood Drive
Off Market

102 Castlewood Drive

Pleasanton CA 94566

5
3
4
3840 sq. ft.
49296 sq. ft.
Single-Family
Last sold for $2,200,000
Jonah RutkinJonah Rutkin, last sold this property on 31 October 2025 after 154 days on market.

Overview

Extremely Rare Opportunity to live in one of six homes in this gated community with breathtaking views! Experience luxury living in this stunning fully renovated estate located in the exclusive Castlewood Country Club. Nestled on over 1.1 acres w/ no HOA, this 3,840 sqft home combines high-end finishes, incredible views, and unmatched privacy — all set right off the 16th fairway of the golf course. Step inside to a spacious living room with vaulted beam ceilings, and a thoughtfully designed layout featuring 4 bedrooms, a dedicated office, a game room, and 3 full bathrooms. The gourmet kitchen is a chef’s dream, showcasing quartzite countertops, a 36”chefs range, and seamless flow to both dining and living spaces. Enjoy unforgettable moments in the family room, complete with a wet bar, wine fridge, and an adjacent game room—perfect for entertaining. The expansive Primary Suite offers a tranquil escape with a large walk-in closet, luxurious spa-like bathroom and a private deck overlooking the serene Castlewood Views. Outside, you’ll find beautifully landscaped grounds, with multiple areas to relax or entertain—all while soaking in the panoramic golf course and hilltop views. The property also features a 4-car garage and is located close to top-rated schools and the 680 freeway.

Features

5 bedrooms
3 bathrooms
4 carspaces
4 garage spaces
3840 sq. ft. floor area
49296 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Pleasanton over the last 12 months, the estimated median property value of 102 Castlewood Drive is $2.88m.

Median value
$2.88m
Estimated value range
$1.53m - $7.01m
Median days on market
25
Estimated value trend
0%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Pleasanton. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 102 Castlewood Drive

2025
Sold
$2,200,000
31 Oct 2025 by Jonah Rutkin
2025
Sold
$1,625,000
14 Feb 2025 by Peter McDowell, of Compass

Happy sellers in Pleasanton

80%
80% of sellers in Pleasanton reported that their sale price either exceeded or met their price expectations.

Pleasanton stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 3 reviews in Pleasanton over the last 12 months.

Local market activity for 5 bedroom single-family properties in Pleasanton

In the last 12 months, 49 five-bedroom single-family properties similar to 102 Castlewood Drive, have been sold.

This represents a 13% increase in five-bedroom single-family properties sales when compared to the previous 12 months.

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