Browse All Colonial Style Properties for Sale

5 Beds ⋅ 4 Baths ⋅ ML82042541 MLS

Regally situated on a majestic +/-0.58-acre lot, this classic colonial estate blends timeless architectural elegance with modern living space, and private, resort-like grounds designed for both comfort and enjoyment. Spanning +/-3,545sf, the 5-bedroom, 3.5-bath home welcomes you with an elegant marble foyer, a sophisticated living room with grand fireplace, and a graceful formal dining room. The sunny kitchen, complete with breakfast bar and cozy nook, flows seamlessly into a bright sunroom opening to the exceptional rear yard. Steps away, a family/media room with fireplace and bar offers relaxed living and effortless entertainment. The main level also features a private guest bedroom or office with full bath, a laundry room, and chic powder room. Upstairs, 3 sizeable bedrooms are serviced by a hall bath, while the lavish primary suite with large walk-in closet and spa-inspired bath provides a serene retreat. The resort-like grounds feature mature landscaping, a sweeping level lawn, pool, hot tub, BBQ, custom playhouse, and ample space to explore. Added highlights include a 3-car-attached garage with abundant storage and large attic. Located near top-rated schools and major commute routes, this distinguished estate delivers exceptional indoor-outdoor living in a tranquil setting.

740 Clydesdale DR, Hillsborough

Listed by Jim Arbeed, 650-558-4248 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Cullinan Luxury from KWPEN

$2,700,000

3 Beds ⋅ 2 Baths ⋅ ML81984794 MLS

Ideally located in Hillsborough, this enchanting 1635 square-foot 3-bedroom, 2-bathroom, 2-story home with Colonial Revival-influences offers a delightful blend of period architecture w/ modern amenities. Boasting a charming story-book cottage facade, framed by lush greenery, the residence includes refinished oak hardwood floors, large vintage French windows, a wood-burning fireplace, a custom chef's kitchen with stainless steel appliances, including Fisher & Paykel refrigerator, Jenn Air gas range, designer marble countertops and porcelain mosaic tile flooring. Three spacious bedroom retreats offer serene views of nature through French windows w/ plantation shutters. The primary suite includes an oversized spa-like bathroom, while the second full bathroom offers elegant marble walls and flooring. A detached family room expands the living space and includes birch hardwood floors and open peaked ceilings. Outside, beautifully landscaped grounds include meandering brick paths, oak and redwood trees, multiple brick patios, expansive storage, garden shed, and a miniature Victorian playhouse alongside an active creek. Award-winning schools, easy access to I-280 for commuting and proximity to the vibrant shopping corridors in San Mateo and Burlingame complete this exceptional offering.

805 Crystal Springs RD, Hillsborough

Listed by Marla Moresi-valdes, 415-971-2535 from Sotheby's Intl Rlty
(If provided) CoList: from

Sold listing courtesy of Drew Wilkerson from STHB

$7,000,000

5 Beds ⋅ 5 Baths ⋅ ML81966930 MLS

Stunning Designer Showcase Home just steps away from Hillsborough's Vista Park. This Modern Colonial was completely remodeled and reimagined in 2014 and featured in Gentry Magazine and Hillsborough's Kitchen Tour. Offering the perfect blend of contemporary high-end designer finishes with 1930's period details, this gorgeous estate is truly exceptional. An extraordinary indoor-outdoor open floor plan with formal and informal living and dining spaces is ideal for both large entertaining as well as a private family retreat. Features 5 generous bedrooms, 4.5 spa-inspired bathrooms, formal living and dining rooms, and an oversized kitchen with coffee bar and wine storage. The rear gardens rival a boutique hotel with bluestone pathways, lush lawns, sculptured topiaries, potted palms, outdoor kitchen, lounge areas, a raised fire-pit and a sparkling swimming pool. Approved plans for an 800 s.f. ADU on an unused area of the lot! Walking distance to Vista Park and zoned for North Hillsborough Elementary.

1048 Whitwell RD, Hillsborough

Listed by Hope Pilch, 650-619-4732 from HP Properties
(If provided) CoList: from

Sold listing courtesy of Sophia Waldman from SIR

$6,550,000

5 Beds ⋅ 6 Baths ⋅ ML81953409 MLS

WELCOME TO CULEBRA PARK, A MAGICAL RETREAT IN THE HEART OF HILLSBOROUGH ESTATE COUNTRY. After decades of cherished memories by one family, this is the first offering to the market since 1970! The architecture delivers the best of Revival romance, circa 1935, cast in the iconic Monterey Colonial style. The current owners have honored the home with love and their luxurious upgrades, including a spectacular Primary Wing and indoor/outdoor Family Room addition. The Primary Wing is a true Wow Factor complete with its own Office, huge marble bathroom, and surely one of the grandest walk-in closets in Town! *Absolutely stunning park like grounds of .73 Acre* Conceptual plans available by award-winning landscape architect Terra Ferma to transform this private park into a five-star resort* Very strong bones and bedroom layout including 4 beds up (plus primary study) *Lower level bonus rooms for teen hangout and art studio *Main level guest bedroom *Some Bay views from Primary *Prestige trophy location amongst mansions, next door to #1 Sale of 2023. *Walk to Vista Park for kid's play, basketball and grassy field *An offering of utmost rarity and luxury potential

865 Culebra RD, Hillsborough

Listed by Geoffrey Nelson, 650-455-3735 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Max Lo from GRBA

$3,930,000

3 Beds ⋅ 3 Baths ⋅ ML81951119 MLS

Wonderful views, large lot, and a quality home await at the House on Sugar Hill. As sweet as the name of the street it is on (Persimmon, "fruit of the divine!") this cul-de-sac residence brings the lush natural surroundings inside, with great scale and light in each of the rooms of this custom-built home. The stately facade welcomes you to a grand foyer with soaring ceilings. To the left, a large-scale living room features sliding glass doors that open directly to the sunny southwest facing deck, allowing for easy indoor/outdoor living. The welcoming family room and kitchen are the heart of the home, with an oversized kitchen island, brand-new stainless steel appliances, and a perfect layout for casual or formal entertaining. Shake up a martini at the wet bar and lounge in front of the fireplace, or host dinner in the formal dining room. In the morning, enjoy your coffee in the dining nook while soaking in the expansive canyon vistas! Upstairs, the large primary suite has two walk-in closets and a balcony overlooking the treetops and great bay views. Two generous bedrooms and a spacious hall bath complete the second story. The 36,750 sq ft lot is filled with potential...swimming pool? Sport court? The limit is your creativity. Welcome home to home "sweet" home on Persimmon Court!

25 Persimmon CT, Hillsborough

Listed by William Cheung, 650-759-8779 from Compass
(If provided) CoList: Laura Lee from Compass

Sold listing courtesy of Jinyue Wang from KWPEN

$8,800,000

8 Beds ⋅ 8 Baths ⋅ ML81946411 MLS

TREASURED LOWER HILLSBOROUGH ESTATE!!! A RARE GEM w/ A HUGE DOUBLE LOT & OVER 1.1 ACRES OF FLAT USABLE LAND! Host w/ confidence thanks to spacious living quarters & a separate 2BR/BA GUEST HOUSE. Sweeping lawns w/ lush grass. Pristine landscaping combined w/ 3 separate patio areas. Sparkling pool & spa + a Cabana. The exterior facade incorporates European elements such as Roman columns. Electronic gate w/ 3 entrances + lots of greenery for privacy & security. The perfect floorplan, a masterpiece of design & functionality. There's hardwood flooring, classic wainscoting, distinct chandeliers, regal fireplaces, crown molding, stained glass windows, recessed lighting, & more. Tall side windows light up the floorplan. Oversized living room & family room. The kitchen is a culinary haven w/ high-end appliances. Multiple ensuite bedrooms + a luxurious primary. Prestigious neighborhood w/ access to sought-after schools. ADRB approved plans for a brand new modern house (available upon request).

420 Roblar AVE, Hillsborough

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Stanley Lo from GRBA

$8,300,000

7 Beds ⋅ 7 Baths ⋅ ML81941014 MLS

Captivating Colonial on coveted Bridge Road! This timeless, elegant and spacious home includes 7BR/6.5BA, a beautifully remodeled kitchen, adjacent family room with French Doors to the backyard, wood-paneled library/office, sophisticated living and dining rooms, remodeled baths, wine cellar and an in-law unit with separate entrance, bedroom, living area and kitchen. Large, flat, sunny 25K+sf lot includes outdoor kitchen, heated pergola, dining area, fire pit, pizza oven, grassy space and mature trees, walkable to South Elementary School and downtown San Mateo.

269 Bridge RD, Hillsborough

Listed by Catherine Lee, 650-387-0447 from Catherine H. Lee, Broker
(If provided) CoList: from

Sold listing courtesy of Phil Chen from SGP

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The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Real Estate Company are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Hillsborough Colonial Style Real Estate & Homes