101 Graystone Terrace, San Francisco, CA 94114, San Francisco, 94114 - 3 bed, 3 bath

101 Graystone Terrace, San Francisco, CA 94114 home-pic-0
ACTIVE$3,895,000
101 Graystone Terrace, San Francisco, CA 94114
3Beds
3Baths
3,300Sqft
3,249.58Lot
Year Built
1938
Close
-
List price
$3.9M
Original List price
-
Price/Sqft
$1,180
HOA
$0
Days on market
-
Sold On
-
MLS number
425070709
Home ConditionExcellent
Features
Excellent View:
View-

About this home

We found 4 Cons,5 Pros. Rank: price - $3.90M(68th), sqft - 3300(85th), beds - 3(50th), baths - 3(50th).

On the market for the first time in over six decades, This extraordinary stunning home offers scale,elegance,and sweeping views from nearly every room.The main level centers around a dramatic sunken living room with soaring beamed ceilings,fireplace, and panoramic windows framing the city skyline. A formal dining room with sweeping views,media room featuring wet bar and a brick fireplace,and a light-filled solarium with a third fireplace provide unrivaled spaces for entertaining. An updated eat-in kitchen,chic powder room,and laundry area complete this level. Upstairs,offers three large bedrooms, each designed to showcase the spectacular vistas and two full baths.The serene primary suite boasts an elevated sleeping area with adjoining sitting room or office and private bath.Adding rare flexibility, the property includes two charming one-bedroom apartments, 111 Graystone and 45 Pemberton,each with private entrances, ideal for rental income, guests, or home offices. A spacious garage and coveted location along the historic Pemberton Steps provide both practicality and charm, with direct access to Cole Valley, the Castro, hiking to Twin Peaks summit and transportation make this an exceptionally rare opportunity.Newer roof and all updated electrical in 2025.

Price History

Date
Event
Price
09/30/25
Price Change
$3,895,000
Condition Rating
Excellent

Despite being built in 1938, this property has undergone an extensive, high-quality renovation, making it feel virtually new. The kitchen features modern white shaker cabinets, high-end stainless steel appliances (including a double oven and gas range), and a large island, all in excellent condition. All bathrooms are also fully updated with contemporary vanities, modern fixtures, subway tiling, and in some cases, freestanding tubs and walk-in glass showers, presenting a luxurious and current aesthetic. The description explicitly mentions a 'newer roof and all updated electrical in 2025,' indicating significant recent system upgrades. Hardwood floors are prevalent and in pristine condition throughout the main living areas and bedrooms. The overall style, finishes, and apparent lack of deferred maintenance align perfectly with an 'excellent' rating, reflecting a property extensively renovated within the last 5 years.
Pros & Cons

Pros

Panoramic City Views: The property boasts sweeping panoramic views of the city skyline from nearly every room, including the formal dining room and bedrooms, significantly enhancing its appeal.
Income-Generating Auxiliary Units: Includes two separate one-bedroom apartments with private entrances, offering excellent potential for rental income, guest accommodation, or dedicated home offices.
Distinctive Architectural Elegance: Features unique architectural elements such as a dramatic sunken living room with soaring beamed ceilings, multiple fireplaces, and a light-filled solarium, providing exceptional entertaining spaces.
Coveted San Francisco Location: Situated in a highly desirable area along the historic Pemberton Steps, offering convenient access to Cole Valley, the Castro, Twin Peaks hiking, and public transportation.
Significant Recent System Upgrades: Benefits from a newer roof and updated electrical systems (completed in 2025), reducing immediate major maintenance concerns for a new owner.

Cons

Low Available Lot Utilization: The property has a small lot size, more than 70 percent of which is taken by its living area. lot size in square feet = 3249, living area = 3300.
Potential for Further Modernization: While some updates are noted, the 1938 build year and long-term ownership suggest that certain areas may require additional modernization or aesthetic upgrades to align with contemporary luxury standards.
Challenging Pedestrian Access: Its location along the historic Pemberton Steps, while charming, implies primary pedestrian access which could be inconvenient for daily errands, accessibility, or moving large items.
Absence of Central Cooling: The property description does not mention a central cooling system, which might be a consideration for buyers, particularly during warmer periods, despite San Francisco's generally mild climate.

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