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USACASan Francisco299 Maywood Dr
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299 Maywood Dr, San Francisco, CA

House

For Sale

Listed price in listed location currency (USD).
$3,850,000

331

MLS® 426117107

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 4250 sqft
Garage Yes
Taxes 
Days Active 11
Lot Size 
Approx. Age 1927
Avg. Price Per Sqft $905
MLS® Number 426117107

Property Address: 299 Maywood Dr, San Francisco, CA, 94127-2041

Average square foot calculated using Size range provided by listing agent.

Description

Prominently presiding over an enclave of impressive homes, this rare Monterey Heights property delights the senses with its grandeur, architectural pedigree and spectacular views! The incredible scale of the home offers the new owner an opportunity to reconfigure to meet their specific lifestyle needs. Quality materials and craftsmanship are hallmarks of this building era and are superbly displayed throughout the home. Situated on a sizable lot, wrought iron trellises and a flourish of colorful flora merge with stone walkways & privacy hedges. Designed for expansive living and gracious entertainment, a dramatic two-story foyer with curved wrought iron railed staircase graces the entry. The elegant dining room adjoins a peaceful den/office bathed in natural light. The refreshed classic eat-in kitchen features custom designed Italian tile, newer stainless appliances and a sunny breakfast room for casual dining. A spacious guest bedroom and hall bath, perfectly separated from the public rooms, completes the main level. Measuring at over 1, 600sqft, the private upper level and was originally designed for 3 sizable bedrooms but is currently configured as 2 oversized bedrooms w/offices, with the opportunity to reconfigure these rooms, as needed. The grand primary suite features two walk in closets, Juliette balconies and a large adjoining room, ideal as an office or nursery with breathtaking ocean views. A well-scaled second bedroom also features a private office/den area with more ocean views! The expansive lower level is comprised of a casual family room with built-in bar. This level also includes a laundry room, 1/2 bath and several add'l rooms that could be utilized as a home gym, private office space and/or for sporting goods storage. This level has endless development possibilities such as an in-law, ADU or another primary suite. Owned by the same family for 60 years, the recent and extensive capital improvements and structural upgrades create the backdrop for the next stewards to begin their own legacy. Monterey Heights is a serene residential neighborhood known for its tree-lined streets and breathtaking hillside and ocean views. Residents enjoy nearby hiking trails and the wonderful shops and cafes of the popular West Portal shopping corridor. With a quick commute to SFO, Monterey Heights provides the perfect blend of convenience, natural beauty, and community.
MLS® Number426117107
Laundry Level
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age1927
Basement
DrivewayAttached, Garage Door Opener, Inside Entrance, Private, Independent, On Site (Single Family Only)
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Kitchen:Main FloorNot available
Other:Not available

Price History

-End Date
Not Sold YetSold Price

For Sale

Apr 10, 2026List Date
$3,850,000List Price
  • Commute

Commute

Starting Address
Destination Address
299 Maywood Dr, San Francisco, CA

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