299 Maywood Dr, San Francisco, CA 94127
1 of 79
Sold Summary
299 Maywood Dr in San Francisco sold for $4,000,000 on June 29, 2026 — 3.9% above its $3,850,000 asking price — 81 days after coming on the market. That works out to $941 per square foot for a 3-bedroom, 2.5-bath single-family home built in 1927. The 4,250 sq ft house sits in Monterey Heights, which Houseberry scores 3.7/5 overall, 3.4/5 for schools and 4.7/5 for safety — 33rd of 92 neighborhoods in San Francisco — with a typical home price of $3.04M.
About This Home
Property History
| Date | Event & Source | Price | Change |
|---|---|---|---|
| Jun 29, 2026 | Sold SFAR | $4,000,000 | +3.9% |
| Apr 09, 2026 | Listed SFAR | $3,850,000 |
Schools serving this Neighborhood
| School Name | Type | Grades | Distance | Houseberry School Score |
|---|---|---|---|---|
| Miraloma Elementary | Primary | K-5 | 0.8 mi | |
| Denman (James) Middle | Middle | 6-8 | 1.2 mi |
Click links for school listing
info at GreatSchools.org
Houseberry School Score Data
from CA Dept. of Education
Houseberry recommends using these scores as only a starting point, and conducting your own investigation into what schools fit best for your preferences. School boundaries are not guaranteed and may change. It is important to contact the appropriate school district to confirm enrollment eligibility before making any decision to move to a neighborhood.
Neighborhood Amenities
Near Good Merchants3.2
Public Spaces2.5
Curb Appeal4
Overall Amenities score: 3.2
Other sales on Maywood Dr
3 other sales recorded on Maywood Dr since September 2025
The 3 sales on Maywood Dr
| Address | Sold | Price | Per sq ft |
|---|---|---|---|
| 130 Maywood Dr | Jun 2026 | $2.92M | $1,221 |
| 222 Maywood Dr | May 2026 | $4.41M | $947 |
| 154 Maywood Dr | Nov 2025 | $3.71M | $972 |
This home's $941 per square foot ranks 4th of the 4 sales on Maywood Dr that record one, including this sale.
| Address | Sold | Price | Per sq ft |
|---|
Questions about this home
What neighborhood is 299 Maywood Dr in?
299 Maywood Dr sits in Monterey Heights, San Francisco. Houseberry ranks Monterey Heights 33rd of the 92 neighborhoods we score in San Francisco.
What schools serve 299 Maywood Dr?
Houseberry holds attendance boundaries covering 299 Maywood Dr for Miraloma Elementary (elementary school, K-5) 0.8 mi away and Denman (James) Middle (middle school, 6-8) 1.2 mi away. We hold no high school boundary for this address, which does not mean there is no high school nearby.
How much did 299 Maywood Dr sell for?
299 Maywood Dr closed at $4,000,000 on June 29, 2026. It had been asking $3,850,000.
How long was 299 Maywood Dr on the market?
299 Maywood Dr was on the market for 81 days — listed on April 9, 2026, sale closed on June 29, 2026.
What is the price per square foot at 299 Maywood Dr?
299 Maywood Dr works out to $941 per square foot, from the $4,000,000 sale price across 4,250 square feet.
Is Monterey Heights a good place to live?
Houseberry scores Monterey Heights 3.7 out of 5 overall, with 3.4 for schools and 4.7 for safety, each on the same five-point scale.
See the full Monterey Heights profileExplore Monterey Heights
- Homes for sale in Monterey HeightsBrowse what is on the market here
- Is Monterey Heights a good place to live?Houseberry scores for schools, safety and amenities
- Homes sold in Monterey HeightsRecent sale prices and how long homes took to sell
- Best neighborhoods in San FranciscoEvery neighborhood in San Francisco, ranked
Monterey Heights scores and market conditions
Houseberry has recorded 12 sales in Monterey Heights since September 2025.
Neighborhood data last updated September 25, 2026
Top Neighborhoods in San Francisco, CA
Homes sold in Monterey Heights
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