299 Maywood Drive, San Francisco, CA 94127
Local realty services provided by:CENTURY 21 Masters
299 Maywood Drive,San Francisco, CA 94127
$3,850,000
- 3 Beds
- 3 Baths
- 4,250 sq. ft.
- Single family
- Pending
Listed by: cece doricko, cathy truelove
Office: compass
MLS#:426117107
Source:CABCREIS
Price summary
- Price:$3,850,000
- Price per sq. ft.:$905.88
- Monthly HOA dues:$2.25
About this home
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....
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Home facts
- Year built:1927
- Listing ID #:426117107
- Added:65 day(s) ago
- Updated:June 14, 2026 at 07:54 AM
Rooms and interior
- Bedrooms:3
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
- Flooring:Tile, Wood
- Dining Description:Formal Room
- Bathrooms Description:Shower Stall(s), Tub, Tub w/Shower Over
- Kitchen Description:Breakfast Room, Dishwasher, Disposal, Free-Standing Gas Range, Free-Standing Refrigerator, Pantry Closet, Tile Counters
- Bedroom Description:Balcony, Sitting Room, Walk-In Closet
- Living area:4,250 sq. ft.
Heating and cooling
- Heating:Central
Structure and exterior
- Year built:1927
- Building area:4,250 sq. ft.
- Lot area:0.13 Acres
- Lot Features:Corner Lot, Landscape Front
- Architectural Style:Mediterranean, Spanish
- Construction Materials:Stucco
- Exterior Features:Front Porch, Uncovered Patio, Wet Bar
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$3,850,000
- Price per sq. ft.:$905.88
Features and amenities
- Appliances:Dishwasher, Disposal, Dryer, Free-Standing Gas Range, Free-Standing Refrigerator, Washer
- Laundry features:Dryer, Washer
Parking
- Total parking spaces:1
- Parking description:Attached, Garage Door Opener, Independent Garage, Inside Entrance, On Site (Single Family Only), Private
- Garage:Yes
- Garage spaces:1
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