0.55 mi
Distance
| Address | Bed / Bath | Listing Price |
|---|---|---|
729 Chiltern Road
Tucked in one of South Hillsborough's most coveted enclaves, this private gated estate blends timeless design with fresh, modern updates across an expansive floor plan. A grand motor court and curated landscaping with mature trees and hundreds of new plantings set an impressive tone on arrival. Insi
Living Area:
6015 Sqft.
|
5
Beds,
8
Baths
|
$13,500,000 |
729 Chiltern Road
Tucked in one of South Hillsborough's most coveted enclaves, this private gated estate blends timeless design with fresh, modern updates across an expansive floor plan. A grand motor court and curated landscaping with mature trees and hundreds of new plantings set an impressive tone on arrival. Insi
Living Area:
6015 Sqft.
|
5
Beds,
8
Baths
|
$13,500,000 |
729 Chiltern Road
Tucked in one of South Hillsborough's most coveted enclaves, this private gated estate blends timeless design with fresh, modern updates across an expansive floor plan. A grand motor court and curated landscaping with mature trees and hundreds of new plantings set an impressive tone on arrival. Insi
Living Area:
6015 Sqft.
|
5
Beds,
7
Baths
|
$13,500,000 |
300 Glendale Road
LOWER SOUTH CHALET: ARCHITECTURAL SIGNIFICANCE MEETS FAMILY WARMTH! Homes are simply not built with this high style anymore! A rarity to the market, this is an architecturally significant statement equally at home as a fine art gallery or warm and cozy family retreat. Sophistication cascades through
Living Area:
4150 Sqft.
|
5
Beds,
5
Baths
|
$5,788,000 |
1485 Oak Rim Drive
THE BEST OF THE BEST IN HILLSBOROUGH. Award-Winning architectural design meets timeless farmhouse elegance. Previously featured in Modern Luxury Silicon Valley Magazine, this home was meticulously remodeled & redesigned in 2017 by both an award-winning designer & architect. A stunning blend of moder
Living Area:
4514 Sqft.
|
5
Beds,
6
Baths
|
$7,500,000 |
300 Glendale Road
LOWER SOUTH CHALET: ARCHITECTURAL SIGNIFICANCE MEETS FAMILY WARMTH! Homes are simply not built with this high style anymore! A rarity to the market, this is an architecturally significant statement equally at home as a fine art gallery or warm and cozy family retreat. Sophistication cascades through
Living Area:
4150 Sqft.
|
5
Beds,
5
Baths
|
$5,788,000 |
1485 Ascension Drive
EXTENSIVELY REMODELED OVER TIME! This corner-lot home with LOTS OF PRIVACY & hillside views/greenery sits on an oversized lot in one of San Mateo's most sought-after neighborhoods, w/ great schools including Aragon High. Beyond the double doors, a bright living room features large windows, a brick f
Living Area:
2360 Sqft.
|
4
Beds,
2
Baths
|
$2,498,000 |
1485 Ascension Drive
EXTENSIVELY REMODELED OVER TIME! This corner-lot home with LOTS OF PRIVACY & hillside views/greenery sits on an oversized lot in one of San Mateo's most sought-after neighborhoods, w/ great schools including Aragon High. Beyond the double doors, a bright living room features large windows, a brick f
Living Area:
2360 Sqft.
|
4
Beds,
3
Baths
|
$2,498,000 |
1485 Ascension Drive
EXTENSIVELY REMODELED OVER TIME! This corner-lot home with LOTS OF PRIVACY & hillside views/greenery sits on an oversized lot in one of San Mateo's most sought-after neighborhoods, w/ great schools including Aragon High. Beyond the double doors, a bright living room features large windows, a brick f
Living Area:
2360 Sqft.
|
4
Beds,
3
Baths
|
$2,498,000 |
58 Bel Aire Lane
Welcome to this stunning 4-bedroom, 4-bathroom home in the vibrant city of San Mateo. With an expansive 3,664 sq ft of living space set on a generous 8,115 sq ft lot, this residence offers comfort and style. The spacious kitchen is a culinary enthusiasts dream, featuring a gas cooktop, dishwasher, g
Living Area:
3664 Sqft.
|
4
Beds,
5
Baths
|
$4,600,000 |
58 Bel Aire Lane
Welcome to this stunning 4-bedroom, 4-bathroom home in the vibrant city of San Mateo. With an expansive 3,664 sq ft of living space set on a generous 8,115 sq ft lot, this residence offers comfort and style. The spacious kitchen is a culinary enthusiasts dream, featuring a gas cooktop, dishwasher, g
Living Area:
3664 Sqft.
|
4
Beds,
4
Baths
|
$4,600,000 |
48 Bel Aire Lane
Welcome to this spacious 4-bedroom, 4-bathroom home located in the vibrant city of San Mateo. Spanning 3,008 square feet, this home offers a family-friendly layout with a primary bedroom on the ground floor, complemented by a walk-in closet and additional primary bedroom options. The kitchen is a cu
Living Area:
3008 Sqft.
|
4
Beds,
5
Baths
|
$3,995,000 |
48 Bel Aire Lane
Welcome to this spacious 4-bedroom, 4-bathroom home located in the vibrant city of San Mateo. Spanning 3,008 square feet, this home offers a family-friendly layout with a primary bedroom on the ground floor, complemented by a walk-in closet and additional primary bedroom options. The kitchen is a cu
Living Area:
3008 Sqft.
|
4
Beds,
4
Baths
|
$3,995,000 |
638 Oregon Avenue
Reimagined from the ground up, 638 Oregon Avenue pairs timeless craftsmanship with modern living. Interiors boast nine-foot ceilings, crown molding, wainscoting, and custom-built cabinetry that showcase meticulous attention to detail. Designer lighting and a chefs kitchen set the tone for effortless
Living Area:
2585 Sqft.
|
4
Beds,
3
Baths
|
$4,200,000 |
638 Oregon Avenue
Reimagined from the ground up, 638 Oregon Avenue pairs timeless craftsmanship with modern living. Interiors boast nine-foot ceilings, crown molding, wainscoting, and custom-built cabinetry that showcase meticulous attention to detail. Designer lighting and a chefs kitchen set the tone for effortless
Living Area:
2585 Sqft.
|
4
Beds,
4
Baths
|
$4,200,000 |
638 Oregon Avenue
Reimagined from the ground up, 638 Oregon Avenue pairs timeless craftsmanship with modern living. Interiors boast nine-foot ceilings, crown molding, wainscoting, and custom-built cabinetry that showcase meticulous attention to detail. Designer lighting and a chefs kitchen set the tone for effortless
Living Area:
2585 Sqft.
|
4
Beds,
4
Baths
|
$4,200,000 |
30 Bluebell Lane
Perched in the prestigious Lakeview neighborhood of Hillsborough, this gated residence blends refined living with breathtaking design and panoramic views. A spacious motor court and two-car garage welcome you to a home of distinction. Step into the elegant foyer, where classic columns frame a soarin
Living Area:
3150 Sqft.
|
4
Beds,
4
Baths
|
$3,990,000 |
30 Bluebell Lane
Perched in the prestigious Lakeview neighborhood of Hillsborough, this gated residence blends refined living with breathtaking design and panoramic views. A spacious motor court and two-car garage welcome you to a home of distinction. Step into the elegant foyer, where classic columns frame a soarin
Living Area:
3150 Sqft.
|
4
Beds,
3
Baths
|
$3,990,000 |
30 Bluebell Lane
Perched in the prestigious Lakeview neighborhood of Hillsborough, this gated residence blends refined living with breathtaking design and panoramic views. A spacious motor court and two-car garage welcome you to a home of distinction. Step into the elegant foyer, where classic columns frame a soarin
Living Area:
3150 Sqft.
|
4
Beds,
4
Baths
|
$3,990,000 |
1276 Laurel Hill Drive
Big price drop! Motivated seller! Beautifully Remodeled Home in Prime San Mateo Neighborhood Welcome to this freshly remodeled, like-new 3-bedroom, 2-bath home located in one of San Mateos most desirable neighborhoods. Every detail has been thoughtfully updated to combine modern comfort with timeles
Living Area:
1620 Sqft.
|
3
Beds,
2
Baths
|
$2,348,888 |
1276 Laurel Hill Drive
Big price drop! Motivated seller! Beautifully Remodeled Home in Prime San Mateo Neighborhood Welcome to this freshly remodeled, like-new 3-bedroom, 2-bath home located in one of San Mateos most desirable neighborhoods. Every detail has been thoughtfully updated to combine modern comfort with time
Living Area:
1620 Sqft.
|
3
Beds,
2
Baths
|
$2,348,888 |
1276 Laurel Hill Drive
Big price drop! Motivated seller! Beautifully Remodeled Home in Prime San Mateo Neighborhood Welcome to this freshly remodeled, like-new 3-bedroom, 2-bath home located in one of San Mateos most desirable neighborhoods. Every detail has been thoughtfully updated to combine modern comfort with time
Living Area:
1620 Sqft.
|
3
Beds,
2
Baths
|
$2,348,888 |
1600 Marlborough Road
A BREATHTAKING TROPHY ESTATE BLENDING TIMELESS ELEGANCE WITH RESORT-STYLE LIVING. This architectural masterpiece offers an extraordinary layout designed for both grand entertaining & intimate daily life. Sweeping driveway & motor court lead to 2 garages with car lifts ideal for collectors. The outdo
Living Area:
9310 Sqft.
|
7
Beds,
8
Baths
|
$16,180,000 |
1600 Marlborough Road
A BREATHTAKING TROPHY ESTATE BLENDING TIMELESS ELEGANCE WITH RESORT-STYLE LIVING. This architectural masterpiece offers an extraordinary layout designed for both grand entertaining & intimate daily life. Sweeping driveway & motor court lead to 2 garages with car lifts ideal for collectors. The outdo
Living Area:
9310 Sqft.
|
7
Beds,
8
Baths
|
$16,180,000 |
1600 Marlborough Road
A BREATHTAKING TROPHY ESTATE BLENDING TIMELESS ELEGANCE WITH RESORT-STYLE LIVING. This architectural masterpiece offers an extraordinary layout designed for both grand entertaining & intimate daily life. Sweeping driveway & motor court lead to 2 garages with car lifts ideal for collectors. The outdo
Living Area:
9310 Sqft.
|
7
Beds,
7
Baths
|
$16,180,000 |
1620 Marlborough Road
ONE OF HILLSBOROUGH'S BEST DEALS, SERIOUSLY! Set on an oversized lot of nearly 1 acre, this single-story home was recently remodeled with sleek contemporary designs and modern amenities. The open layout seamlessly connects the living room and high-end chefs kitchen, ideal for entertaining. Enjoy spa
Living Area:
2645 Sqft.
|
3
Beds,
2
Baths
|
$4,990,000 |
1620 Marlborough Road
ONE OF HILLSBOROUGH'S BEST DEALS, SERIOUSLY! Set on an oversized lot of nearly 1 acre, this single-story home was recently remodeled with sleek contemporary designs and modern amenities. The open layout seamlessly connects the living room and high-end chefs kitchen, ideal for entertaining. Enjoy spa
Living Area:
2645 Sqft.
|
3
Beds,
2
Baths
|
$4,990,000 |
1620 Marlborough Road
ONE OF HILLSBOROUGH'S BEST DEALS, SERIOUSLY! Set on an oversized lot of nearly 1 acre, this single-story home was recently remodeled with sleek contemporary designs and modern amenities. The open layout seamlessly connects the living room and high-end chefs kitchen, ideal for entertaining. Enjoy spa
Living Area:
2645 Sqft.
|
3
Beds,
2
Baths
|
$4,990,000 |
340 Arden Road
Beautifully reimagined single-level home in coveted Lower Hillsborough. This 4-bedroom, 3.5-bath residence offers a thoughtfully updated living space with a seamless blend of modern design and timeless comfort. Inside, you'll find all-new flooring, custom cabinetry, and a chefs kitchen featuring Mie
Living Area:
3040 Sqft.
|
4
Beds,
3
Baths
|
$5,599,999 |
340 Arden Road
Beautifully reimagined single-level home in coveted Lower Hillsborough. This 4-bedroom, 3.5-bath residence offers a thoughtfully updated living space with a seamless blend of modern design and timeless comfort. Inside, you'll find all-new flooring, custom cabinetry, and a chefs kitchen featuring Mi
Living Area:
3040 Sqft.
|
4
Beds,
4
Baths
|
$5,599,999 |
340 Arden Road
Beautifully reimagined single-level home in coveted Lower Hillsborough. This 4-bedroom, 3.5-bath residence offers a thoughtfully updated living space with a seamless blend of modern design and timeless comfort. Inside, you'll find all-new flooring, custom cabinetry, and a chefs kitchen featuring Mi
Living Area:
3040 Sqft.
|
4
Beds,
4
Baths
|
$5,599,999 |
897 Parrott Drive
Charming 3-bedroom, 2.5-bathroom home in the desirable Baywood area of San Mateo, boasting 2,305 sq ft of well-designed living space. A generous lower-level living room adds versatility for a family room, home office, guest or media space. Enjoy an open living area with ample natural light, a practi
Living Area:
2305 Sqft.
|
3
Beds,
3
Baths
|
$2,488,888 |
30 Calaveras Court
Set on a generous and private 0.69-acre lot with breathtaking views, this lovely updated 4-bedroom, 2.5-bath home offers the perfect blend of modern comfort and timeless elegance. Designed for today's lifestyle, it features light-filled interior spaces and a seamless flow ideal for entertaining. Hig
Living Area:
2400 Sqft.
|
4
Beds,
3
Baths
|
$3,995,000 |
30 Calaveras Court
Set on a generous and private 0.69-acre lot with breathtaking views, this lovely updated 4-bedroom, 2.5-bath home offers the perfect blend of modern comfort and timeless elegance. Designed for today's lifestyle, it features light-filled interior spaces and a seamless flow ideal for entertaining. Hig
Living Area:
2400 Sqft.
|
4
Beds,
3
Baths
|
$3,995,000 |
30 Calaveras Court
Set on a generous and private 0.69-acre lot with breathtaking views, this lovely updated 4-bedroom, 2.5-bath home offers the perfect blend of modern comfort and timeless elegance. Designed for today's lifestyle, it features light-filled interior spaces and a seamless flow ideal for entertaining. Hig
Living Area:
2400 Sqft.
|
4
Beds,
2
Baths
|
$3,995,000 |
25 Searsville Court
GREAT NEW PRICE! PREMIUM QUALITY THAT COULDN'T BE REPRODUCED AT THIS NUMBER! Casa Serena dazzles with authentic quality and the romance of Riviera retreats, yet delivers its new owner a platform of thoroughly modern livability. The estate you see today was meticulously re-imagined, expanded, and re-
Living Area:
5600 Sqft.
|
4
Beds,
4
Baths
|
$7,100,000 |
25 Searsville Court
GREAT NEW PRICE! PREMIUM QUALITY THAT COULDN'T BE REPRODUCED AT THIS NUMBER! Casa Serena dazzles with authentic quality and the romance of Riviera retreats, yet delivers its new owner a platform of thoroughly modern livability. The estate you see today was meticulously re-imagined, expanded, and re-
Living Area:
5600 Sqft.
|
4
Beds,
4
Baths
|
$7,100,000 |
25 Searsville Court
GREAT NEW PRICE! PREMIUM QUALITY THAT COULDN'T BE REPRODUCED AT THIS NUMBER! Casa Serena dazzles with authentic quality and the romance of Riviera retreats, yet delivers its new owner a platform of thoroughly modern livability. The estate you see today was meticulously re-imagined, expanded, and re-
Living Area:
5600 Sqft.
|
4
Beds,
4
Baths
|
$7,100,000 |