2240 Redington Road
2240 Redington Road
3full 1halfbaths
.99acre lot


When Henry Tiffany Scott first selected these lands in the 1890s to be the site of his country estate, he surely beheld the timeless magnitude. The ambiance was not unlike his native Maryland, a tapestry of vintage trees and gently curving roads that echoed the topography. Scott was a founding member of the Burlingame Country Club, Hillsborough’s second mayor, and a stalwart ambassador for the good life that the nascent Town was cultivating. In 1895, he built Oakhurst, one of Hillsborough’s earliest grand mansions along the prestigious Forest View corridor. With its scenic vistas and ballroom of oak parquet, Oakhurst embodied early Hillsborough’s blend of pastoral repose and city sophistication. Along the creek banks, and within a profoundly beautiful tree-laced meadow, Scott also built a Gardener’s Cottage. A pure homage to East Coast character, this cottage at today’s 2240 Redington Road is now transformed into a brilliantly renovated compound. You will immediately sense the unique energy and emotional draw that only comes from a story well told. 

Two fully remodeled cottages plus a large 2-car garage now rest on 1 acre+/- of pristine land near the end of the Redington cul-de-sac.The 2018 structural restoration was a “down to the studs” achievement, exercising both discretion in preservation and freedom of re-interpretation. 


The main cottage’s signature gables stand prominently where they did 125 years ago. But inside, all-new modern marvels include open “great room” living with every high-end amenity. You will feel the designer’s sensitivity to purity of line: the new staircase was reconfigured with simple elegance. A new kitchen was opened up with entertaining in mind. No detail was overlooked. And every effort was made to incorporate the historic vernacular within the new construction. The Main Cottage features 2 bedrooms, 2.5 bathrooms, plus mezzanine office in a two-story floorplan. By nature, Hillsborough’s early days demanded a differentiation from city life in San Francisco. And this meant equal emphasis on architecture, garden, and outdoor living. In undertaking the renovation, the current owners perpetuated this harmony. Sensory elements of the garden merge with the architecture everywhere you look. From the vast front meadow and your lightly crunching footsteps along the gravel driveway, to picture-perfect brick terraces and forested vistas. 

Enhanced by 9 ft. ceilings, the main cottage’s open great room flows out to two al fresco destinations. The living area with its cozy gas fireplace leads out to a side deck. Perhaps the property’s piece de resistance, a spectacular brick garden terrace extends out from the kitchen and dining area. From coffee to cocktails, from morning to night, this courtyard with its reclaimed herringbone brick truly defines the property’s joie de vivre. A specimen flowering magnolia radiates as its own sculptural composition at one corner of the courtyard. Other details of the main level include the whimsical powder room, a wine pantry, and chef’s stage with Italian Bertazzoni 6-burner gas range. Upstairs, an open mezzanine inspires the ultimate Zoom Room, media lounge, or distance learning center. A master suite with marble bath is accompanied by a second bedroom and artistic hallway bath. Glancing out the windows, the verdant majesty of the location is your panoramic canvas. 


The previous owners purchased the property from the Henry T. Scott Estate in 1943. In addition to treasuring the gardens for decades, they added the rear cottage, or “Little House” in the early 1950s to accommodate multi-generational living. Careful space planning guided the 2018 renovation, rendering the Little House as its own luxury ADU. The 1-bedroom, 1-bath unit is sequestered beyond the breezeway of the architecturally re-designed 2-car garage. A cathedral ceiling, gas fireplace, chef’s kitchen and wide plank floors infuse grand character into an intimate scale. The Little House also delivers its own outdoor refuges, including a quaint coffee deck and bluestone patio. The front Dutch Door adds that Hamptons-inspired finishing touch! Across the breezeway, the completely new detached garage partitions the Main Cottage from the Little House. The architect faithfully integrated two pitched dormer windows on the garage to echo the twin gables of the Main Cottage. An immense loft area above the garage caters to storage or future development. Cosmetically and functionally, the Little House works in ensemble with the other structures. Myriad self-contained lifestyle possibilities expand for your guests, extended family, serene office, gym, or distance learning center. 


This practically forgotten stretch of Redington Road is Lower North Hillsborough at its finest. Driving toward the end of the block, you will pass by the historic monuments of the Rosecourt mansion (10 Stacey Court), and the rear gates of William H. Crocker’s New Place that frame the golf course.  As you approach the property, just ahead are the entrance gates to 50-acre Strawberry Hill, originally the Villa Rose estate of Henry T. Scott’s neighbor and Hillsborough Founding Father Joseph D. Grant.

The location has always seemed to embody that perfect je ne sais quoi of being tucked just far enough in the country, yet just close enough to the pulse of town. This is what these lands bestowed 125 years ago, and this is what you will experience today. Whether your pied-a-terre within 15 minutes of the airport and 30 minutes of San Francisco, or your daily shelter in our new era, this hidden retreat bridges the centuries of Lower Hillsborough’s promise. Time Stands Still…


At a Glance: 

  • Historic renovation of two cottages completed in 2018 at Lower Hillsborough's very best location. 
  • Lot is approx. .99 acre (per survey) blessed with utmost privacy, East Coast garden ambiance, peaceful meadow, and spectacular brick terrace off of the main house.
  • Main House is 2 bedrooms, 2.5 baths, plus mezzanine office in a two-story floorplan of 1,700 sq. ft. 
  • ADU to the rear is 695 sq. ft. with 1-bedroom, 1-bath, kitchen, fireplace, and private patios. 
  • Detached 2-car garage carriage house with laundry and large storage loft. 
  • Originally the c.1895 Gardener's Cottage to Henry T. Scott's Oakhurst Estate at 2217 Forest View. The "down to the studs" renovation of this compound reflects both modern luxury and senstivity to the original vernacular.
  • Lower North Hillsborough's ultimate location at the end of the cul-de-sac, shouldered by other prestigious estates and the Burlingame Country Club. 0.8 mile to North Elementary, 1.4 miles to downtown Burlingame (less than 30 min. walk), 1.3 miles to Broadway Burlingame

Geoffrey C. Nelson

Hillsborough Real Estate Specialist
Nelson Luxury Real Estate Group
DRE# 01313666

2240 Redington Rd
Hillsborough, CA 94010