299 Maywood DR, San Francisco, CA 94127
Anna Spathis
Anna Spathis

Realtor / Founder | License ID: 01416042

+1(415) 810-5291

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Listed by Cece Doricko Compass
Bougth with Michael P Kramer

$ 4,000,000

$ 3,850,000 3.9%

Est. payment | /mo

3 Beds

3 Baths

4,250 SqFt

$ 4,000,000

$ 3,850,000 3.9%

Est. payment | /mo

3 Beds

3 Baths

4,250 SqFt

Key Details

Sold Price $4,000,000

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Sold

Purchase Type For Sale

Square Footage 4,250 sqft

Price per Sqft $941

MLS Listing ID 426117107

Sold Date 06/29/26

Style Mediterranean,Spanish

Bedrooms 3

Full Baths 2

HOA Fees $2/ann

HOA Y/N Yes

Year Built 1927

Lot Size 5,771 Sqft

Acres 0.1325

Property Sub-Type Single Family Residence

Property 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.

Location

State CA

County San Francisco

Area Sf District 4

Rooms

Dining Room Formal Room

Interior

Interior Features Cathedral Ceiling(s), Formal Entry, Storage, Wet Bar

Heating Central

Flooring Luxury Vinyl Plank, Tile, Wood

Fireplaces Number 1

Fireplaces Type Wood Burning

Fireplace Yes

Appliance Dishwasher, Disposal, Free-Standing Gas Range, Free-Standing Refrigerator, Dryer, Washer

Exterior

Exterior Feature Wet Bar

Garage Spaces 1.0

Utilities Available Public

View City, Hills, Ocean

Total Parking Spaces 1

Private Pool false

Building

Lot Description Corner Lot, Landscape Front

Story 2

Sewer Public Sewer

Water Public

Architectural Style Mediterranean, Spanish

New Construction No

Others

Tax ID 3045009

San Francisco MLS - SFAR

Nearby Locations

Anna Spathis

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+1(415) 810-5291

info@sterlinghomesre.com

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299 Maywood DR