Hillsborough Homes for Sale

Hillsborough Homes for Sale

Welcome to Hillsborough, a picturesque gem nestled in the heart of California’s San Mateo County. Known for its stunning landscapes, charming neighborhoods, and a strong sense of community, Hillsborough offers a unique blend of suburban tranquility and urban convenience. With its tree-lined streets, manicured gardens, and stately homes, this town is a haven for families and professionals alike, providing a serene escape just minutes away from the bustling city of San Francisco.

Hillsborough is celebrated for its top-rated schools, making it an ideal place for families seeking quality education for their children. The town boasts a rich history, with beautifully preserved architecture that reflects its heritage, alongside modern amenities that cater to today’s lifestyle. Outdoor enthusiasts will appreciate the extensive parks, scenic trails, and recreational facilities that encourage an active lifestyle amidst stunning natural beauty.

For those looking to make Hillsborough their home, you’ll find an impressive array of homes for sale, ranging from luxurious estates to charming single-family residences. Each property showcases unique architectural styles and spacious lots, offering plenty of room for outdoor entertaining or simply enjoying the serene surroundings. The real estate market here is vibrant, with opportunities for both buyers and investors to find their perfect slice of paradise.

Explore the allure of Hillsborough, where community spirit thrives, and every day feels like a retreat. Whether you’re searching for a family home or a tranquil getaway, Hillsborough has something to offer everyone. Discover your dream home in this enchanting town today!

Newest Hillsborough Homes for Sale

14326 Bookcliff Ct, Hillsborough
$1,425,000
5 Beds ⋅ 5 Baths
EXCEPTIONAL WESTERN LOUDOUN ESTATE ON 3 ACRES WITH BREATHTAKING MOUNTAIN VIEWS FRONT & BACK, NEARLY 6,000 TOTAL SQFT + NO HOA**RESORT-STYLE LANDSCAPED OUTDOOR LIVING FEATURES ELEGANT 38-FT IN-GROUND POOL W/ 9-FT DEPTH & NEW LINER ('23), HOT TUB, PAVILION W/ WORKING FIREPLACE + EXPANSIVE FRONT & REAR STONE PATIOS ('22)—AN INCREDIBLE SETTING FOR RELAXING, GATHERING & TAKING IN THE SCENERY**IMPRESSIVE INTERIOR FEATURES SOARING 2-STORY GREAT ROOM W/ MAJESTIC UPPER-LEVEL OVERLOOK, FLOOR-TO-CEILING STONE FIREPLACE W/ PELLET STOVE + ABUNDANT NATURAL LIGHT**GOURMET KITCHEN FEATURES QUARTZ COUNTERS, SS APPLIANCES (GAS COOKING), NEW FARMHOUSE SINK, DOUBLE OVENS, TILE BACKSPLASH, LARGE WALK-IN PANTRY + SUNROOM JUST OFF KITCHEN**ENJOY MULTIPLE INDOOR/OUTDOOR LIVING SPACES INCL SCREENED-IN PORCH W/ TREX DECKING & 2 LIGHTED CEILING FANS + SEPARATE DECK FOR GRILLING**EXCEPTIONALLY VERSATILE FLOOR PLAN INCL MAIN-LEVEL OFFICE + OPTIONAL 5TH BEDROOM/2ND PRIMARY W/ FULL BATH—EXCELLENT FLEXIBILITY FOR MULTI-GENERATIONAL LIVING & GUESTS**UPPER LEVEL FEATURES 3 FULL BATHS (INCL JACK & JILL) & 4 BEDROOMS** EXPANSIVE PRIMARY SUITE W/ GENEROUS SITTING ROOM, EXCEPTIONALLY LARGE WALK-IN CLOSET + EN SUITE BATH W/ LARGE SOAKING TUB**LARGE ATTIC SPANS THE UPPER LEVEL FOR ABUNDANT ADDITIONAL STORAGE**FINISHED WALKOUT LOWER LEVEL OFFERS OUTSTANDING IN-LAW/AU-PAIR POTENTIAL W/ FULL BATH, REC/FAMILY ROOM, GAME ROOM + ADDITIONAL BONUS ROOM & 6TH BEDROOM POTENTIAL W/EGRESS WINDOW**CUSTOM WINE ROOM W/ ABUNDANT BOTTLE STORAGE + RUSTIC WOOD DETAILING**GAME ROOM (AIR HOCKEY TABLE & TV CONVEY) + 2 LARGE WORKSHOP/TOOL/STORAGE AREAS PROVIDE EXCEPTIONAL FUNCTIONALITY**WHOLE-HOME GENERATOR + UV WATER FILTRATION SYSTEM, OWNED 1,000-GAL IN-GROUND PROPANE TANK & EXTERIOR ELECTRIC HOOKUP FOR EV OR RV ADD COMFORT, CONVENIENCE & SELF-SUFFICIENCY** NUMEROUS THOUGHTFUL DETAILS THROUGHOUT INCL CUSTOM SHELVING, CEILING FANS IN ALL BEDROOMS & MOST MAIN-LEVEL ROOMS + REMOTE-CONTROL LOUVER BLIND ON DRAMATIC PALLADIAN FOYER WINDOW**NEWER ROOF ('21) & PAID SOLAR PANELS ('22) OFFER SIGNIFICANT ENERGY-SAVINGS (ABOUT $500/MONTH) + POSSIBLE REVENUE-GENERATING OPPORTUNITIES** +3-CAR GARAGE W/ 2 INDIVIDUAL DOORS + TRANSITION/MUDROOM PROVIDES ABUNDANT PARKING & EVERYDAY FUNCTIONALITY**FENCED BACKYARD + SHED COMPLETES THIS PRIVATE WESTERN LOUDOUN RETREAT**POTENTIAL FOR 2.25% ASSUMABLE LOAN** EXPERIENCE THE BEST OF HILLSBORO & LOUDOUN WINE COUNTRY WITH SEVERAL NEARBY WINERIES, FARM BREWERIES, HISTORIC HILLSBORO, APPALACHIAN TRAIL, SHENANDOAH RIVER & HARPERS FERRY + CONVENIENT ACCESS TO PURCELLVILLE & LEESBURG**PRIME LOCATION NEAR RT 9/CHARLES TOWN PIKE & RT 7 FOR ACCESS THROUGHOUT NORTHERN VA, MARYLAND & WEST VIRGINIA**COMING SHORTLY...SEE MATTERPORT 360 TOUR, VIDEO & AERIAL PHOTOGRAPHY!

14326 Bookcliff Ct, Hillsborough

Listing courtesy of Real Broker, LLC - Gaithersburg. Contact:

22033 Main St, Hillsborough
$279,000
6 Beds ⋅ 2 Baths
PRICE IMPROVEMENT + SELLER INCENTIVE! Sellers are offering up to $6,300 toward a 2/1 rate buydown with an acceptable offer, giving a qualified buyer the opportunity to enjoy a lower interest rate during the first two years of the loan. Ask your lender for details and qualification requirements. TWO-UNIT PROPERTY IN THE HEART OF HILLSBORO! This well-maintained duplex offers an excellent opportunity for an owner-occupant, investor, or buyer looking for flexible living arrangements. The property features two separate units, with the upper-level unit offering 2 bedrooms and 1 full bath and the lower-level unit offering 4 bedrooms and 1 full bath. Both units have been consistently rented, providing an established investment opportunity. Each unit has its own separate entrance and separate utility meters, adding convenience for both residents and ownership. Recent improvements include new carpet and kitchen flooring in the lower-level unit, a new hot water heater, and fresh paint completed within the past year. The property also features a newer detached shed and additional outdoor space. The building offers classic character with a brick-and-siding exterior and a convenient Main Street location. Whether you’re looking to add an income-producing property to your portfolio, live in one unit while renting the other, or accommodate extended family, this property offers flexibility and opportunity.

22033 Main St, Hillsborough

Listing courtesy of The Parker Group. Contact:

808 Eves Dr Unit 1A, Hillsborough
$309,000
2 Beds ⋅ 2 Baths
Welcome to this beautiful ground floor 2-bedroom, 2-full-bath condo in the desirable Hillsborough community of New Jersey. This bright and inviting home offers a comfortable open layout with plenty of natural light throughout. The two full bathrooms were updated in 2023, while the flooring in both bedrooms was newly replaced last month. Most of the kitchen appliances were also replaced in November/December of last year, adding convenience and peace of mind for the new owner. The home features newer interior paint, creating a fresh and welcoming atmosphere. With its convenient ground floor location, spacious bedrooms, updated bathrooms, refreshed flooring, newer appliances, and abundant natural light, this condo is a wonderful opportunity to enjoy comfortable and easy living in Hillsborough. It is a ready to move in property.

808 Eves Dr Unit 1A, Hillsborough

Listing courtesy of Weichert Realtors - Princeton. Contact:

34 Deanna Dr Unit 94, Hillsborough
$240,000
1 Beds ⋅ 1 Baths
Bright and beautifully updated DELUXE model 1BR, 1bath in sought-after Alexandria! This MOVE IN ready home features hardwood floors throughout, newer windows and sliding door and an in-unit washer/dryer. Enjoy resort-style amenities including a pool, tennis courts, and clubhouse. A perfect blend of comfort and convenience in a well-maintained community.

34 Deanna Dr Unit 94, Hillsborough

Listing courtesy of Weichert Realtors - Princeton. Contact:

78 Falcon Rd, Hillsborough
$829,000
4 Beds ⋅ 2 Baths
Step back in time and experience the timeless charm of this 19th-century Colonial nestled on 5.66 picturesque acres. Rich in character and history, this 4-bedroom home features wide pine floors, a cozy wood-burning stove, and many architectural details. The unique layout includes a rear staircase, a loft area above one of the bedrooms, and a finished third floor offering flexible space for a home office, studio, playroom, or guest retreat.Surrounded by open land and natural beauty, this property offers the perfect blend of privacy and convenience. Enjoy easy access to local shopping, restaurants, and everyday amenities, many within walking distance.The siding was replaced in 2021 and the roof was replaced in 2023. Commuters will appreciate the proximity to Routes 206, 287, and 22, as well as convenient access to New York City. Just minutes away, vibrant downtown Somerville offers an array of acclaimed restaurants, boutique shops, entertainment, and community events. A rare opportunity to own a piece of history in a highly desirable location.

78 Falcon Rd, Hillsborough

Listing courtesy of BHHS Fox & Roach - Princeton. Contact:

836 Atkinson Cir, Hillsborough
$1,200,000
4 Beds ⋅ 4 Baths
Welcome to this masterfully curated home in Eastpointe Estates, an exclusive enclave of desirable residences set along an impressive, private circle. Huge bonus rm can easily convert to 5th bedroom if desired. Striking the perfect balance between architectural elegance & modern functionality, this immaculately maintained home showcases both cosmetic & mechanical updates, incl. a refurbished deck, new fencing around entire backyard, extensive custom millwork, pristine crown moldings & gleaming hardwood floors flowing throughout both levels. The sweeping main-floor layout begins with a welcoming, light-filled foyer flanked by a grand formal dining room & elegant living room, where French doors transition seamlessly into a dedicated, private playroom/office. At the heart of the home sits the expansive eat-in kitchen, outfitted with classic white cabinetry, center island, newer appliances, a separate walk-in pantry, and a butler’s pantry designed for effortless entertaining. Bathed in natural light, the massive breakfast area opens directly onto a sprawling rear deck, overlooking a private, park-like yard complete with mature trees and brand-new privacy fencing. The adjacent family room serves as a warm gathering space, anchored by a beautiful gas fireplace. Intelligently designed to maximize everyday living space, the 2nd floor functions as a brilliant multi-zone haven. Ascend the formal front staircase or utilize the highly coveted informal rear staircase to discover a secondary loft/family room measuring 23+ feet —the ultimate layout for a separate hangout, media zone, or generously proportioned workstation. The bedroom accommodations are unparalleled: a lavish primary suite retreat featuring a private sitting room/office & walk-in closets; a dedicated Princess Suite with its own private bath; and two additional bedrooms connected by a classic Jack-and-Jill bath configuration. Ample closet space throughout. Big-ticket mechanical updates offer ultimate peace of mind, including a new roof, two-zone heating and cooling, & spacious 3-car garage. Adding incredible storage or equity-building potential, the clean, dry full basement features a rare, custom walk-up staircase leading directly into the garage. A truly exceptional offering combining premier space, structural superiority, and a turn-key lifestyle close to everything Hillsborough has to offer.

836 Atkinson Cir, Hillsborough

Listing courtesy of Coldwell Banker Residential Brokerage-Hillsborough. Contact:

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