Homes with Pools for Sale in Hillsborough, CA

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ABOUT THIS HOME
Home with a Pool for sale in Hillsborough, CA:
Updated 4-bedroom, 3.5-bath home in Hillsborough's Lakeview neighborhood, near Crystal Springs Reservoir with convenient I-280 access to San Francisco and Silicon Valley. Double entry doors open to a foyer and bright living room with a fireplace, built-ins, and picture windows flanking a sliding door. Recessed lighting throughout and modern fixtures enhance the interiors. The dining room features a chandelier and display cabinet. The kitchen offers granite countertops, stainless steel appliances, ample cabinetry, and an island with a prep sink and breakfast bar. It opens to the family room with deck access. Off the kitchen, the laundry room has cabinetry, a utility sink, and access to the p

$3,999,000

4 beds3.5 baths2,770 sq ft

1365 Lakeview Dr, Hillsborough, CA 94010

Double entry doors • Picture windows • Bright living room

ABOUT THIS HOME
Home with a Pool for sale in Hillsborough, CA:
MODERN LUXURY, EFFORTLESS CALIFORNIA LIVING Quintessential indoor/outdoor living on a quiet cul-de-sac in lower North Hillsborough. This custom built modern home at 2170 Edgecourt Drive offers approximately 5,155 square feet of thoughtfully designed living space, with five ensuite bedrooms and five-and-a-half baths. Designed by locally renowned architect Randy Grainge of TRG, the home features an open floor plan along with a dedicated office, a gym, a secondary family room, wet bar with 80-bottle wine refrigerator, complete with designer fixtures and furnishings throughout. Soaring ceilings and walls of glass fill the interiors with natural light and frame backyard views. The ou

$13,999,000

5 beds5.5 baths5,155 sq ft

2170 Edgecourt Dr, Hillsborough, CA 94010

Open floor plan • Gym • Dedicated office

ABOUT THIS HOME
Home with a Pool for sale in Hillsborough, CA:
Modern luxury meets sweeping San Francisco Bay views at 950 Macadamia. Designed by TRG Architects and built in 2021, this estate sits on 1.25 acres in Hillsboroughs sought-after Skyfarm neighborhood, offering approximately 10,888 square feet across three levels, with 6 bedrooms, 8 full baths, and 2 half baths. Clean architectural lines, custom European finishes, and expansive walls of glass fill the home with natural light and capture views throughout. The open living spaces center around a chefs kitchen with Miele appliances, while expansive glass doors open to spacious terraces for seamless indoor-outdoor living. An infinity-edge pool and spa, outdoor kitchen, fireplace, and beautifully l

$26,000,000

6 beds9 baths10,890 sq ft

950 Macadamia Dr, Hillsborough, CA 94010

Home theater • Infinity-edge pool • Game room

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Hillsborough, CA:
* NEW PRICE INCLUDES 85 FAGAN & ADJACENT EMPTY LOT 90 FAGAN (. 902 ACRES) FOR THE ULTIMATE PRIVATE RETREAT * GRANDEUR. MODERN LUXURY. OVER 3 ACRES + NEW ADU + EXTENSIVELY MODERNIZED, A rare Hillsborough estate where irreplaceable old-world craftsmanship meets today's technology and comfort. Extensively modernized with a new kitchen, updated baths, new heating and air conditioning, generator, and sophisticated smart-home systems. Hundreds of LED lights, gates, climate, security and other home functions can be controlled remotely. * * The craftsmanship of yesterday beautifully preserved. The technology and comfort of today already done * * DON'T LET THE AGE FOOL YOU. THIS IS A HISTO

$39,000,000

9 beds7 baths14,290 sq ft

85 Fagan Dr, Hillsborough, CA 94010

New air conditioning • New kitchen • Updated baths

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Hillsborough, CA:
Situated in one of the best locations in Hillsborough, 280 Uplands Dr is a rare opportunity on a flat, private, over-half-acre corner lot, steps from Crystal Springs Uplands School & South Elementary. This estate offers 6 bedrooms, 6 full baths & 2 half baths, all en-suite, with attached ADU. A dedicated office with fireplace, home theater with theatrical lighting and built-in refreshment station, and an adjoining bonus room. Upstairs, a bedroom suite is joined by a multi-purpose room with fireplace, ideal as a gym, bar, or rec space. All mechanical systems replaced, including new roof and four separate HVAC systems for comfort and efficiency. All-new interior finishes and a che

$10,880,000

6 beds7 baths6,430 sq ft

280 Uplands Dr, Hillsborough, CA 94010

Attached adu • New roof • 0.58 acre lot

Property at 1515 Floribunda Ave #304, Burlingame, CA 94010, 1 bed, 1 bath

$765,000

1 bed1 bath935 sq ft

1515 Floribunda Ave #304, Burlingame, CA 94010

Property at 1600 Marlborough Rd, Hillsborough, CA 94010, 7 beds, 7.5 baths

$14,980,000

7 beds7.5 baths9,310 sq ft

1600 Marlborough Rd, Hillsborough, CA 94010

Property at 2930 Privet Dr, Hillsborough, CA 94010, 7 beds, 7 baths

$9,800,000

7 beds7 baths9,035 sq ft

2930 Privet Dr, Hillsborough, CA 94010

Property at 50 Mounds Rd #105, San Mateo, CA 94402, 2 beds, 2 baths

$1,090,000

2 beds2 baths2,036 sq ft

50 Mounds Rd #105, San Mateo, CA 94402

Property at 3085 Ralston Ave, Hillsborough, CA 94010, 5 beds, 6.5 baths

$14,995,000

5 beds6.5 baths10,495 sq ft

3085 Ralston Ave, Hillsborough, CA 94010

Property at 428 El Centro Rd, Hillsborough, CA 94010, 5 beds, 4 baths

$7,850,000

5 beds4 baths4,220 sq ft

428 El Centro Rd, Hillsborough, CA 94010

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ABOUT THIS HOME
Home with a Pool for sale in Hillsborough, CA:
Chic remodeled 2BR/2.5BA unit at the Towers near downtown San Mateo. Custom elements include walnut flooring, designer lighting, high ceilings and walls of windows. An expansive living room opens onto a private patio. The stunning kitchen has Quartzite countertops, wine refrigerator and sleek stainless appliances. Each bedroom is ensuite with beautifully remodeled baths plus ample closet space. Complex includes door attendant, gym, pool with spa, sauna, game room, meeting room and sport court. 2 designated parking spaces plus storage room. Close to downtown San Mateo's vibrant restaurants, shopping and transportation,

$1,395,000

2 beds2.5 baths1,800 sq ft

20 West 3rd Ave #202, San Mateo, CA 94402

$2,251 HOA • 2 garage spots • Community pool

ABOUT THIS HOME
Home with a Pool for sale in Hillsborough, CA:
Welcome to this rarely available two-bedroom, two full-bathroom residence nestled within the beautiful, tree-lined Bay Breeze community. Offering a desirable floor plan, this inviting home combines comfort, convenience, and an exceptional location. The thoughtfully designed layout features bedrooms situated at opposite ends of the unit, providing added privacy and separation. The primary bedroom suite offers a comfortable retreat, while the second bedroom is complemented by a full bathroom, an ideal arrangement for guests, roommates, or a home office. Newer flooring and fresh paint throughout give the interior a refreshed, move-in-ready feel while the convenience of an in-unit stackable was

$648,000

2 beds2 baths894 sq ft

853 Woodside Way #133, San Mateo, CA 94401

Convenient access • Private patio • $506 HOA

ABOUT THIS HOME
Home with a Pool for sale in Hillsborough, CA:
Wonderful location at the border of San Mateo and Burlingame, this Bay Breeze condo features a spacious living room, dining room, kitchen, pantry, in-unit laundry, a large bedroom, one bath with double sinks, secure parking and low HOA dues. Walking distance to shops, close to tranportaiton. Complex amenties include pool, span and recreation room.

$439,000

1 bed1 bath687 sq ft

853 Woodside Way #136, San Mateo, CA 94401

In-unit laundry • Secure parking • Pool

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Hillsborough, CA:
MNM Realty Group is pleased to offer 14 tenant-in-common (TIC) positions in Park Laurel Apartments. Together they make up a 64.75% undivided interest in a renovated 26-unit apartment community at 710 Laurel Avenue, bordering Central Park in downtown San Mateo. Individual positions range from 0.70% to 32.00% and may be bought on their own or combined. Each is priced pro rata to a $14,950,000 property valuation ($575,000 per unit). The property has received more than $1.3 million in capital improvements, including a seismic retrofit. Eighteen of the 26 units have been fully renovated with in-unit washer/dryers, new kitchens and modern baths. Amenities include a heated pool, a rare feature in

$14,950,000

3 beds3 baths21,345 sq ft

Laurel, San Mateo, CA 94401

New kitchens • Modern baths • Heated pool

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Hillsborough, CA:
NEW PRICE!! Welcome to luxury living at the Towers in the heart of San Mateo! This stunning 2BR/2.5BA condo offers an expansive 2,800 SF of modern elegance. Step inside to find high ceilings, sleek hardwood floors, recessed lighting, and plenty of natural light streaming through a multitude of windows. The open layout features a spacious foyer, formal dining room, and a cozy library/den, perfect for working from home or unwinding. The sunlit kitchen is complete with a breakfast nook, cooktop, range hood, dishwasher, refrigerator, and even a wine cooler for entertaining. The private primary ensuite boasts a walk-in closet, a large shower and generous primary bedroom. A small private patio of

$2,500,000

2 beds2.5 baths2,800 sq ft

20 West 3rd Ave #601, San Mateo, CA 94402

Formal dining room • Natural light • Open layout

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Hillsborough, CA:
Come view this beautifully updated townhouse located in the highly desirable neighborhood of San Mateo Woods. This townhouse is located on a quiet cul de sac and was meticulously remodeled about 10 years ago with finaled permits and HOA approval. Remodel work includes new kitchen cabinets with lavish quartz countertops and stainless steel appliances, fully remodeled master bathroom and 2 full hall bathrooms with walk in tiled showers and glass enclosures, energy efficient recess lights throughout, all new retrofit double pane windows, double pane sliding doors with new construction installation, new red oak hardwood floors, and porcelain tile flooring throughout. Recent upgrades include a n

$1,490,000

3 beds3 baths1,633 sq ft

13 Gallowridge Ct, San Mateo, CA 94402

Updated townhouse • Remodeled kitchen • Quiet cul de sac

Property at 27 Havenridge Ct, San Mateo, CA 94402, 3 beds, 2.5 baths

$1,395,000

3 beds2.5 baths1,780 sq ft

27 Havenridge Ct, San Mateo, CA 94402

Property at 1245 Laurel Hill Dr, San Mateo, CA 94402, 4 beds, 2 baths

$2,788,000

4 beds2 baths1,770 sq ft

1245 Laurel Hill Dr, San Mateo, CA 94402

Property at 815 North Humboldt St #304, San Mateo, CA 94401, 1 bed, 1 bath

$575,000

1 bed1 bath693 sq ft

815 North Humboldt St #304, San Mateo, CA 94401

Property at 58 North El Camino Real #204, San Mateo, CA 94401, 2 beds, 2 baths

$988,000

2 beds2 baths1,400 sq ft

58 North El Camino Real #204, San Mateo, CA 94401

Property at 211 South Fremont #309, San Mateo, CA 94401, 2 beds, 1 bath

$875,000

2 beds1 bath919 sq ft

211 South Fremont #309, San Mateo, CA 94401

Property at 1586 Lexington Ave, San Mateo, CA 94402, 3 beds, 2 baths

$4,498,000

3 beds2 baths2,190 sq ft

1586 Lexington Ave, San Mateo, CA 94402

Property at 847 North Humboldt St #302, San Mateo, CA 94401, 1 bath

$429,000

Studio1 bath492 sq ft

847 North Humboldt St #302, San Mateo, CA 94401

Property at 380 Vallejo Dr #126, Millbrae, CA 94030, 2 beds, 2 baths

$799,000

2 beds2 baths1,150 sq ft

380 Vallejo Dr #126, Millbrae, CA 94030

Property at 1 Baldwin Ave #915, San Mateo, CA 94401, 1 bed, 1 bath

$299,000

1 bed1 bath813 sq ft

1 Baldwin Ave #915, San Mateo, CA 94401

Property at 555 Laurel Ave #122, San Mateo, CA 94401, 4 beds, 3 baths

$2,988,000

4 beds3 baths3,116 sq ft

555 Laurel Ave #122, San Mateo, CA 94401

Property at 153 North N San Mateo Dr #304, San Mateo, CA 94401, 2 beds, 2 baths

$850,000

2 beds2 baths1,195 sq ft

153 North N San Mateo Dr #304, San Mateo, CA 94401

Property at 1919 Alameda De Las Pulgas #14, San Mateo, CA 94403, 1 bed, 1 bath

$595,000

1 bed1 bath663 sq ft

1919 Alameda De Las Pulgas #14, San Mateo, CA 94403

Property at 1 Baldwin Ave #816, San Mateo, CA 94401, 1 bed, 2 baths

$319,000

1 bed2 baths1,100 sq ft

1 Baldwin Ave #816, San Mateo, CA 94401

Property at 1687 Bayridge Way #105, San Mateo, CA 94402, 2 beds, 2 baths

$769,000

2 beds2 baths1,064 sq ft

1687 Bayridge Way #105, San Mateo, CA 94402

Homes with Pools for Sale in Hillsborough

There are currently 11 homes with pools for sale in Hillsborough at a median listing price of $7.14M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Hillsborough stay on the market for 24 days and receive 2 offers. Popular neighborhoods include Easton Addition, Burlingame Hills, Baywood, San Mateo Highlands, and Aragon / Baywood. This map is refreshed with the newest listings in Hillsborough every 15 minutes.

In the past month, 13 homes have been sold in Hillsborough. Find your dream home in Hillsborough using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Hillsborough are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Hillsborough. Our Hillsborough real estate stats and trends will give you more information about home buying and selling trends in Hillsborough. If you're looking to sell your home in the Hillsborough area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Hillsborough with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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