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2081 Rollingwood Drive, San Bruno, California 94066, San Bruno, 94066 - 3 bed, 2 bath

2081 Rollingwood Drive, San Bruno, California 94066 home-pic-0
ACTIVE UNDER CONTRACT$1,080,000
2081 Rollingwood Drive, San Bruno, California 94066
3Beds
2Baths
1,690Sqft
6,771Lot
Year Built
1955
Close
-
List price
$1.08M
Original List price
$1.28M
Price/Sqft
$639
HOA
-
Days on market
68 Days
Sold On
2025-12-24
MLS number
ML82025236
Home ConditionFair
Features
Good View: Bay
Deck
Patio
ViewBay

About this home

Great Deal:The estimated price is 13% above the list price. We found 3 Cons,5 Pros. Rank: price - $1.08M(21th), sqft - 1690(71th), beds - 3(50th), baths - 2(50th).

Welcome to one of San Brunos best values in the desirable Rollingwood neighborhood! This elevated ranch-style home offers a bright and flexible 3-bedroom, 2-baths layout highlighted by the primary suite. The open kitchen and family room flow effortlessly to a spacious deck, which overlooks peaceful open space, ideal for entertaining or relaxing outdoors. A bonus room downstairs provides the perfect option for a 4th bedroom, home office, or media room. Additional highlights include a large 2-car garage with dual automatic doors and a new roof installed in 2025. Located near Highways 280 and 101 plus just minutes to downtown San Bruno and the coast, this home combines convenience, opportunity, and value. Move in and enjoy now, or

Nearby schools

4/10
Rollingwood Elementary School
Public,•K-5•0.4mi
8/10
Monte Verde Elementary School
Public,•K-5•1.0mi
/10
Hillside Elementary
Public,•PK-5•2.7mi
5/10
Parkside Intermediate School
Public,•6-8•1.4mi
7/10
Westborough Middle School
Public,•6-8•1.6mi
2/10
Peninsula High (Continuation)
Public,•9-12•1.3mi
/10
Peninsula High (Continuation) School
Public,•9-12•1.3mi
5/10
South San Francisco High School
Public,•9-12•1.4mi
6/10
Capuchino High School
Public,•9-12•2.2mi

Price History

Date
Event
Price
11/21/25
Price Change
$1,080,000-8.5%
11/08/25
Price Change
$1,180,000-7.8%
10/17/25
Listing
$1,280,000
Condition Rating
Fair
Built in 1955, this home has been maintained and features some updates like a new roof (planned for 2025) and a refreshed bathroom with modern vanity and tile. However, the kitchen is significantly outdated with original-style wood cabinets, tile countertops, and an integrated cooktop, requiring a full renovation to meet current standards. Other elements like light fixtures and some flooring (carpets) are functional but not modern. The property is livable but clearly shows its age and would benefit from substantial aesthetic and functional updates beyond the bathroom.
Pros & Cons

Pros

Prime Location & Accessibility: Situated in the desirable Rollingwood neighborhood, offering convenient access to Highways 280 and 101, downtown San Bruno, and the coast.
Flexible Living Spaces: Features a bright, flexible 3-bedroom, 2-bath layout with a primary suite, plus a versatile downstairs bonus room suitable for a 4th bedroom, home office, or media room.
Enhanced Outdoor Living & Views: Includes a spacious deck overlooking peaceful open space, complemented by desirable Bay views, ideal for relaxation and entertaining.
Recent Major Capital Improvement: Benefits from a new roof installed in 2025, reducing immediate maintenance concerns for a significant component of the home.
Attractive Value Proposition: Currently listed below its estimated market value, presenting a compelling opportunity for potential buyers.

Cons

Property Age & Potential for Updates: Built in 1955, the home may require further updates beyond the roof to modernize systems or aesthetics to meet contemporary buyer expectations.
History of Price Reductions: Multiple price adjustments from the original listing price suggest potential market resistance or initial overpricing, which could impact buyer perception.
Ambiguous School District/MLS Area: The high school district is listed as 'Other' and the MLS area as 'Not Defined,' which might raise questions for buyers prioritizing specific school districts or well-established area designations.

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