3944 Regan Drive
-
3
Beds
per county records
-
2
Baths
per county records
-
2,003 sq ft
Home Size
per county records
-
5,000 sq ft
Lot Size
per county records
Overview
Beautifully updated, this 3-bedroom, 2-bathroom home features open-concept living with modern finishes throughout. The thoughtfully designed 2,003 s/f floor plan flows effortlessly from the welcoming living room to the dining and family areas, creating a seamless connection between the main living spaces.
The living room is anchored by a classic wood-burning fireplace, a decorative glass front entry door, and floor-to-ceiling windows with plantation shutters that fill the space with natural light. The updated kitchen overlooks both the living and family/dining room areas and features an expansive quartzite countertop, generous counter with breakfast bar, stainless steel appliances, and ample cabinetry - perfect for both everyday living and gatherings. The adjoining dining and family space showcases an elegant chandelier, a dedicated workspace, and a vaulted ceiling with exposed beams that enhance the open and airy feel. Large French doors provide seamless access to the backyard, creating effortless indoor–outdoor flow. Rich hardwood flooring, recessed lighting, and abundant storage complete the main living areas.
The primary bedroom is a peaceful retreat, featuring a dramatic vaulted ceiling with exposed beams, recessed lighting, and soft neutral carpeting. French doors open directly to the backyard, with a spacious walk-in closet with barn-style sliding doors, built-in shelving, hanging space, and integrated drawers. Two additional bedrooms, also carpeted in neutral tones, offer flexible accommodations for family, guests, or a home office. Both bathrooms feature wood-plank tile floors and quality fixtures, with a marble vanity in the primary bath and a quartz vanity in the hall bath.
A covered front porch spans the width of the home, while the private backyard features a generous lawn bordered by mature trees and landscaping. Multiple patio areas with paver and wood decking create inviting spaces for outdoor dining, lounging, and entertaining, enhanced by a contemporary shed with a flip-out window and overhead string lighting. The fenced yard offers a secure and comfortable outdoor retreat, seamlessly extending the living space.
The attached garage offers abundant functionality and storage, with a deep layout for parking, built-in cabinetry, an updated 220-volt 50-amp car charging outlet, long countertops, and a dedicated workspace. Bright overhead lighting, exposed rafters, epoxy flooring, and a laundry area with a washer, dryer, and utility sink add convenience and practicality.
Located in the desirable San Mateo Village neighborhood, this home offers easy walking and biking access to Casanova Park and the amenities of Bay Meadows, including coffee shops, restaurants, and Whole Foods. Ideally located for commuters with quick access to Caltrain and Highway 101, and served by excellent San Mateo schools: George Hall Elementary, Abbott Middle School, and Hillsdale High School (buyer to verify)
-
Built in
1950
-
Listed
20 hours ago
-
Neighborhood
-
Schools
George Hall Elementary, Abbott Middle School, Hillsdale High School (buyer to verify)
Amenities
Beautifully updated 3-bedroom, 2-bathroom home with open-concept living
Home size 2,003 s/f | Lot size 5,000 s/f
Thoughtfully designed floor plan flows from living room to dining and family areas
Living room with classic wood-burning fireplace, decorative glass front entry door, and floor-to-ceiling windows with plantation shutters.
Updated kitchen with quartzite countertops, breakfast bar, stainless steel appliances, and ample cabinetry
Dining/family space with vaulted ceilings, exposed beams, recessed lighting, elegant chandelier, and dedicated workspace
Large French doors create seamless indoor–outdoor flow to backyard
Rich hardwood flooring throughout main living areas and abundant storage
Primary bedroom retreat with vaulted ceilings, exposed beams, French doors to backyard, and walk-in closet with built-ins
Two additional bedrooms with neutral carpeting, flexible for family, guests, or home office
Updated bathrooms with marble (primary bathroom) and quartz (hall bathroom) countertop vanities, wood-plank tile floors, and quality fixtures
Covered front porch spans the width of the home
Private backyard with generous lawn, mature trees, multiple patios with paver and wood decking, flip-out window, string lighting, and fenced yard
Attached garage with deep layout, built-in cabinetry, updated 220-volt 50-amp car charging outlet, long countertops, dedicated workspace, epoxy flooring, laundry area with washer, dryer, and utility sink
Prime San Mateo Village location with walking/biking access to Casanova Park, Bay Meadows shops, restaurants, and Whole Foods
Convenient for commuters with easy access to Caltrain and Highway 101
Served by excellent San Mateo schools: George Hall Elementary, Abbott Middle School, Hillsdale High School (buyer to verify)
San Mateo
San Mateo Village
San Mateo Village includes the area between El Camino Real and the Bayshore Freeway, McClellan Avenue and East 40th Avenue. For decades, San Mateo Village real estate occupied a niche at the entry level of San Mateo. In recent years, that has changed. The neighborhood's location, convenience and inventory of well-preserved, updated, mid-market mid-century homes have made it a favored destination for first-time and mid-level buyers, as well as downsizing empty nesters, and is considered an excellent “starter” home neighborhood. Increased popularity has meant rising prices for San Mateo Village real estate. Homes for sale now cluster around a small range of prices, selling almost exclusively recently for between $1.7 and $1.86 million.
To view a detailed google map of the San Mateo Village neighborhood, click here. The MLS area is 423.
San Mateo has it all: a diversity of neighborhoods, great parks, easy access, a plethora of shopping, and home to many businesses and an anchor for employment on the peninsula. With a rich heritage, dating back to the turn of the century with its most famous resident being A.P. Giannini, the founder of the Bank of Italy and later Bank of America, San Mateo offers a delightful spread of activity for all. The downtown area is studded with delicious restaurants and a variety of retail stores, and also boasts a 12 screen movie theatre and one of the largest wine cellars in the country, at Draeger’s Grocery Store. Shopping abounds at Hillsdale and Bridgepointe as well as the many neighborhood shopping centers.
Perhaps the most well known natural area is Coyote Point, a rock outcropped peninsula that juts into San Francisco Bay and home to a natural history museum, the Peninsula Humane Society, windsurfing, a private marina, and large picnic areas with uplifting vistas. Within walking distance of downtown, Central Park has something for everyone: ride the toy train, pick up a game of tennis, take a serene walk through the Japanese Garden, have a picnic while listening to Thursday evening’s Jazz in the Park, or enjoy the playgrounds.
San Mateo attracts a variety of homeowners, from those seeking their first home in the upcoming neighborhoods of the Village, Parkside, or Shoreview, to those looking for more a little more space in Hillsdale or the Meadows, to larger families seeking the spaciousness offered by San Mateo Park, Baywood, and Aragon.
- Small town feel
- Big-city downtown amenities with a small town residential neighborhood feel
- Diverse housing
- Very diverse housing opportunities ranging from downtown condos to suburban ranches and secluded San Mateo Park mansions
- Top schools
- Baywood schools ranked among the state’s best
Early San Mateo was a place of large estates and boldface names familiar to anyone who’s driven the town’s streets. Parrott, Hayward, Borel—these were the wealthy pioneers who sowed the seeds that eventually grew into today’s modern city of 100,000 residents. San Mateo was borne from their needs and later from their subdivided land, all around a stagecoach stop established in 1849 by Nicolas de Peyster on former Ohlone tribal land.
Note from seller
It was love at first sight when we first laid eyes on 3944 Regan Drive. We immediately fell in love with the home’s convenient layout, spacious backyard, and charming neighborhood. The ranch-style design and generous yard felt full of potential, the perfect starter home with flexibility if we ever wanted to expand and stay longer.
Soon after, we brought our first baby home, our darling son, followed by our beautiful daughter. When we learned we were going to be blessed with our third child, we realized we needed a little more space for our growing family. In 2015, we decided to create our dream addition. We expanded the kitchen and opened it into a vaulted family room, added abundant kitchen storage, and created a family desk hub in the family room. We also enlarged the primary bedroom, adding a walk-in closet and a luxurious primary bathroom.
The house was always wonderful, but the addition made it even more special. The vaulted family room, with French doors opening to the backyard, created endless sunny San Mateo days of indoor-outdoor living. From lazy weekends swinging babies in the backyard swing to lively barbecues with family and friends, this space became the perfect place to relax and unwind.
The detached back house has been equally special, serving as an entertaining space, a quiet spot for work calls, and even the setting for birthday party sleepovers. Over the years, we’ve hosted bridal showers in the park-like backyard, baby showers in the spacious living room, countless holiday celebrations, birthday parties, and gatherings with neighbors and friends. This home always delivered thanks to its open layout, convenient design, and generous space.
Beyond the house itself, we truly loved living in the Village. Casanova Park is just a short walk down the street and around the corner, and quickly became part of our afternoon routine with our three children. Bay Meadows is also within walking distance, and many weekends were spent walking or biking to grab coffee, pick up flowers at Whole Foods, enjoy ice cream, or dine at one of the many eateries nearby. As avid runners, we especially appreciated how perfect the Village was for weekday runs and longer training runs thanks to its flat terrain and proximity to parks and trails.
The Village captured our hearts one late June evening, soon after moving in, when we returned home from a trip to find miniature American flags placed in every yard. It felt festive and welcoming, and we soon learned it was a beloved annual tradition. Another favorite is the Village Turkey Trot — a fun 5K and kids’ run through the neighborhood on Thanksgiving morning, complete with finisher medals for the kids, coffee for the adults, donuts, and conversation with neighbors. Regan Drive block parties were also a highlight, bringing neighbors together from one end of the street to the other to enjoy great conversation and beautiful San Mateo sunshine. The next chapter of our lives is taking us on a new adventure, but 3944 Regan Drive and the Village will always hold a special place in our hearts, a place filled with love, laughter, wonderful memories, friendships, and a true sense of community.
We hope the next owners will love it just as much as we have.
Contact Raziel to find the right property for you.
With a team of experts guiding you every step of the way, our extensive knowledge and experience will ensure you have the best home buying experience possible.