Sierra Madre (656) Homes with Two Levels Stories

Welcome to Sierra Madre, California—a charming city nestled in the foothills of the San Gabriel Mountains and part of the vibrant Los Angeles County. Known for its picturesque streets lined with mature trees and historic architecture, Sierra Madre offers a serene escape from the hustle and bustle of city life while still being conveniently close to all that Southern California has to offer. With a rich history dating back to the late 1800s, this delightful community boasts a small-town atmosphere, complemented by a variety of local shops, delightful eateries, and beautiful parks.

One of the most enticing features of Sierra Madre is its stunning homes, particularly those with two levels. These multi-story residences not only provide ample living space but also offer a unique charm that reflects the area's architectural diversity. Imagine waking up in a sun-drenched master suite, enjoying your morning coffee on a private balcony, or hosting friends in spacious living areas that seamlessly blend indoor and outdoor living. Many of these two-story homes are designed with modern amenities while retaining their vintage character, making them perfect for families, professionals, and retirees alike.

Living in Sierra Madre means embracing a lifestyle filled with outdoor adventures, including hiking trails and scenic parks, as well as community events that foster a strong sense of belonging. If you’re searching for a home that combines comfort, style, and a warm community spirit, look no further than Sierra Madre. Discover the beauty of two-level homes in this enchanting city, where every day feels like a retreat.

Newest Sierra Madre (656) Homes with Two Levels Stories

$2,200,000

5 Beds ⋅ 5 Baths ⋅ P1-28052 MLS ⋅ Active Status

Welcome to this beautifully renovated Sierra Madre home, where modern design meets everyday comfort. Soaring vaulted ceilings and an abundance of natural light create an open, airy feel, while wide-plank hardwood floors and contemporary finishes add warmth throughout. The spacious open-concept living area is anchored by a cozy fireplace and flows seamlessly into the chef-inspired kitchen, complete with quartz countertops, stainless steel appliances, custom cabinetry, and a generous center island perfect for entertaining. The lower level offers exceptional flexibility with a private one-bedroom apartment featuring its own full kitchen--ideal for extended family, guests, a home office, or potential rental income. Thoughtfully updated from top to bottom, this home offers the perfect blend of style, functionality, and versatile living in one of Sierra Madre's most desirable neighborhoods. ***BANKRUPTCY COURT SALE - EQUITY SALE (NOT AN REO, NOT BANK OWNED, AND NOT A SHORT SALE)***

108 E Grandview Avenue, Sierra Madre

$859,000

3 Beds ⋅ 2 Baths ⋅ SR26154172 MLS ⋅ Active Status

Living in Sierra Madre is not for everyone. The people who live here want the quiet mountain town vibes, but ease of access to the hustle of Los Angeles! 714 Brookside Lane is a home in Sierra Madre that perfectly embraces this dynamic. While the area is known for its historic charm, this house was built in 1984, which means it offers the modern conveniences that can be harder to find in older local homes This house has 3 bedrooms and 2.5 bathrooms.. The lower level has laundry area, full bath, and two bedrooms. Upstairs the cathedral ceilings and skylights make the living room the perfect place to spend your sunny days. Kitchen has been recently remodeled and the appliances are 4 years old. The front facing deck has fantastic sunset views and was rebuilt 4 years ago. The primary bedroom is also upstairs and has a generous closet as well as updated bathroom. The backyard has an elevated wood porch under lovely tree canopy. It provides the low-maintenance feel of a townhome, but without the restrictions of an HOA. Previous buyer could not perform- no fault of the house! Seriously- its in good condition- that's what you were wondering. Come see it yourself

714 Brookside, Sierra Madre

$829,000

2 Beds ⋅ 3 Baths ⋅ PF26130571 MLS ⋅ Active Status

This beautiful English Tudor style Townhome is nestled in the charming community of Sierra Madre. Ideally located on a quiet street just 2 blocks from Sierra Madre's quaint village. You will love the close proximity to local restaurants, schools, boutique shops, parks, library and Playhouse. This well designed townhome features 2 spacious bedrooms, each with their own full bath, and a shared balcony. The Primary Suite has a large walk in closet. The functional floor plan includes a generous kitchen, an attached dining area, and a convenient laundry room (washer and dryer included) off the kitchen. There is a half bath on the main level. Additional features include central air and heat, private attached patio and a 2 car attached garage. The interior has just been painted and acoustical ceilings have been removed. With only 4 units, the small complex feels like a single family home.

81 W Montecito Avenue, Sierra Madre

$1,980,000

3 Beds ⋅ 4 Baths ⋅ AR26142775 MLS ⋅ Active Status

Welcome to this stunning contemporary residence in the desirable foothills of Sierra Madre, offering approximately 2,793 square feet of thoughtfully designed living space on a 7,810 square foot lot. Designed to embrace California's indoor-outdoor lifestyle, the home features expansive decks that provide multiple spaces for relaxation, entertaining, and enjoying the surrounding views. The inviting floor plan begins with a cozy living room that flows seamlessly into a modern kitchen featuring a large center island, abundant cabinetry, and an adjacent dining area ideal for everyday living and gatherings. Upstairs, you will find three spacious bedroom suites, each with its own private bathroom. The primary suite is privately situated in its own wing, creating a peaceful retreat. On the main living level is an additional bedroom and full bathroom. Seller states this room was created by converting a portion of the original living room area and was completed without permits. Buyers are advised to independently verify all permits, square footage, and property information. The gated property offers privacy and security, ample parking, and a generously sized backyard with plenty of room for gardening, outdoor activities, or future customization. Conveniently located near Sierra Madre's charming downtown, hiking trails, parks, and award-winning schools, this home presents a wonderful opportunity to enjoy modern living in a sought-after community.

319 Camillo Road, Sierra Madre

$1,998,000

4 Beds ⋅ 3 Baths ⋅ AR26140830 MLS ⋅ Active Status

Come home to this beautifully maintained 4 bedroom, 3 bath traditional style home set on a peaceful, tree-lined cul-de-sac framed by the majestic San Gabriel mountains. A welcoming foyer opens to the living room with a cozy fireplace and the formal dining room. Preparing meals is a joy in the well-equipped kitchen with a double-oven and KitchenAid refrigerator. TWO primary suites provide a flexible layout for multiple living styles. The second floor primary has an en-suite bath and a walk-out balcony with peek-a-boo views of the city lights. The main floor en-suite primary allows for single level living along with two additional bedrooms and another full bath. Gather and entertain in the spacious family room with a sit-down wet bar, built-in book cases, parquet floors and open beamed ceilings. The flow to the outdoors is seamless with access to a charming brick patio that overlooks the oversized rear yard with numerous trees and a lush green lawn. Possibilities include room for a pool and/or and ADU. A detached double-car garage completes the setting. Enjoy the safety of a low traffic cul-de-sac with nearby access to premier hiking trails, top rated schools and local shopping. Welcome home.

561 Sierra Meadows, Sierra Madre

$2,098,000

4 Beds ⋅ 4 Baths ⋅ AR26136333 MLS ⋅ Active Status

Welcome to 340 Toyon Road, a beautifully updated 2,602 sq. ft. (approx) Sierra Madre residence offering an open, functional layout with exceptional indoor-outdoor living. Upon entry, the inviting living area with fireplace flows seamlessly into the spacious kitchen, featuring high-end appliances, granite countertops, an eat-in bar, a 48" Thermador range, and Sub-Zero refrigerator. Just steps away is the formal dining area, ideal for gatherings and everyday entertaining. Off the dining room, a secondary kitchen/pantry area provides additional counter space, ample cabinetry, a sink, and built-in wine refrigerator—perfect for hosting, prep work, or expanded storage. This portion of the first level also includes the laundry area and a convenient powder room. The south wing of the home features three spacious bedrooms with abundant natural light, along with a beautifully remodeled hallway bathroom offering a generous walk-in shower. The primary suite includes a generous closet and spacious bathroom with soaking tub and separate shower. Adjacent to the primary bedroom is a newly added family room/bonus room that opens directly to the patio, BBQ area, and pool, creating a true resort-like indoor-outdoor experience. With wide-opening doors and a relaxed connection to the backyard, this flexible space is ideal as a family room, home office, gym, or private retreat. A fourth bedroom located above the garage offers its own 3/4 bathroom and private balcony, providing excellent potential for guests, extended family, multi-generational living, or ADU possibilities. The backyard is designed for enjoyment, featuring a generous pool, spacious patio areas, and a wonderful setting for entertaining or relaxing. Additional highlights include a seller-owned solar system, recently added tankless water heater, newer central air conditioning, EV charging capacity, whole-home water filtration system, updated copper water lines, remodeled bathrooms, paver stone driveway, newer gutters, and quality upgrades throughout. Move-in ready and thoughtfully improved, this Sierra Madre home offers comfort, flexibility, and a highly desirable lifestyle in one of the area’s most charming foothill communities.

340 Toyon, Sierra Madre

$1,475,000

6 Beds ⋅ 2 Baths ⋅ AR26130229 MLS ⋅ Active Status

First time on the market in over 50 years. Nestled on a charming tree-lined street in the highly desirable community of Sierra Madre, 154 South Lima Street presents an opportunity for buyers looking to update, renovate, or restore a property to their own preferences. This property offers 2,493 sq ft of living spaces; potential for owner-users, investors, or contractors seeking a project in a well-established neighborhood. Located just moments from Sierra Madre’s vibrant downtown, local dining, boutique shopping, parks, hiking trails, and award-winning schools, this exceptional property combines small-town charm with convenient access to everything the San Gabriel Valley has to offer. Buyer to independently verify all information including, but not limited to, square footage, lot size, permits, zoning, property condition, and title records through their own investigations and professional advisors. Property sold in its present “as-is” condition.

154 S Lima Street, Sierra Madre

$1,798,000

4 Beds ⋅ 3 Baths ⋅ P1-27548 MLS ⋅ Active Status

This peaceful Mid-Century retreat provides an intuitive layout and an idyllic outdoor space all set in one of Sierra Madre's most coveted neighborhoods. A lengthy, shaded courtyard ushers you into the home, where you're greeted by high ceilings and a statement fireplace in the formal living room. The modern kitchen sits in between the formal dining room and the spacious den, making it easy to feed a crowd. Elevated bar seating in the kitchen and direct access to the backyard from the den create that coveted indoor-outdoor flow, as perfect for parties as it is for quiet nights in, dining al fresco. Just beyond the den you'll find a separate laundry room, a 3/4 bath, and access to the 3-car garage. Upstairs is dedicated to four generous bedrooms, each filled with natural light. An updated full bath services the guest rooms, and the primary bedroom has its own updated en suite bath and walk-in closet. The home's tranquil setting in Sierra Madre lends itself to a nature enthusiast, even if that just means relaxing by the sparkling pool or taking advantage of the multiple outdoor entertaining spaces. 579 Acacia is just a five minute trip to downtown Sierra Madre, home to Syndicate, Bess, Emmi's, the Playhouse, and dozens of other mom and pop shops that make Sierra Madre the quaint community it is.

579 Acacia Street, Sierra Madre

$895,000

3 Beds ⋅ 3 Baths ⋅ AR26108914 MLS ⋅ Active Under Contract Status

Located in the highly desirable Meadows Homeowners Association, this beautifully updated townhome offers the perfect blend of modern comfort and peaceful Sierra Madre living. Situated toward the rear of the complex away from Sierra Madre Blvd., this home enjoys added privacy, and a quieter setting. This move-in ready home features 3 bedrooms, 2.5 bathrooms, spacious living areas, and tasteful upgrades throughout. Recently refreshed, the home showcases fresh interior paint, new laminate flooring throughout the first floor, new carpet on the stairs and upstairs, and stylish new light fixtures that create a bright and contemporary atmosphere. The kitchen and bathroom cabinetry have been freshly painted, complementing the home’s updated look and feel, while the downstairs half bathroom has also been tastefully improved. The inviting living room is highlighted by a stunning redesigned fireplace, transformed from its original rock stone appearance into a sleek smooth-finish centerpiece complete with a beautiful wood mantel, adding warmth and sophistication to the space. Sliding doors from the dining area open to a private patio area ideal for outdoor dining, entertaining, or relaxing. Upstairs, the spacious primary suite offers a peaceful retreat featuring a sliding glass door leading to a private exterior balcony, the perfect place to enjoy fresh air, sip morning coffee, or unwind with a good book. The updated primary bathroom and beautifully remodeled hallway bathroom feature tasteful contemporary finishes. A rear upstairs third bedroom enjoys picturesque mountain views, bringing in natural beauty and added tranquility. Additional owner-updated improvements include new plumbing throughout the home and an EV charger for added convenience. The HOA has recently completed major exterior improvements including replacement of all roofs and second-floor decking, providing additional value and peace of mind. Additional amenities include central heating and air conditioning, an attached two-car garage, individual laundry area, and generous storage throughout. Residents of The Meadows enjoy beautifully maintained grounds, pool and spa, and a prime location just moments from downtown Sierra Madre, local shops, restaurants, parks, and hiking trails. A rare opportunity to own a beautifully upgraded home in one of Sierra Madre’s most sought-after communities.

311 E Sierra Madre Boulevard Unit L, Sierra Madre

$1,420,000

AR26091897 MLS ⋅ Active Under Contract Status

Price Change ...Great Triplex located in the desirable community of Sierra Madre, on a tree-lined street, just a few blocks to the downtown & shops. Charming façade with one larger downstairs unit w/hardwood floors, dining area, den, built-in oven & microwave, cooktop & dishwasher. All three units are two bedrooms one bath with ample room sizes. Each upstairs unit has a landing/balcony, The downstairs has a cozy side patio. Three car roomy carport with individual storage/closet units and a communal shared washer & dryer. Newly paved asphalt driveway and a large grassy area with fruit trees to the rear to be used by the tenants …perfect for lounging or to barbeque. Unit 2 upstairs recently vacated so a perfect opportunity for updated income or an owner occupy. A great opportunity to invest in this wonderful quaint foothill neighborhood!!! Family trust. Per City zoned R-3 13 with possibility to add 800 sq ft ADU at rear (please confirm with city planning dept)

126 E Highland, Sierra Madre

$3,298,000

4 Beds ⋅ 4 Baths ⋅ P1-26707 MLS ⋅ Active Status

New Price -- A Rare Private, Custom Estate Offering Panoramic Vistas & Effortless Indoor-Outdoor Living, Just Minutes from Pasadena & Greater Los Angeles.Set in a quiet, scenic enclave of Sierra Madre, this one-of-a-kind Mediterranean estate delivers the space, privacy, and lifestyle that is increasingly hard to find. From the moment you enter through custom iron and glass doors, soaring ceilings and expansive living areas create an immediate sense of scale and sophistication.Designed for both everyday comfort and elevated entertaining, the home features a chef's kitchen with top-tier appliances, multiple fireplaces, a ground level guest suite, and seamless flow to outdoor living spaces. Upstairs, a dramatic beamed-ceiling library opens to sweeping view balconies, while the primary suite offers a true retreat with spa bath, dressing room, and private outdoor access. Upstairs you'll also find a private home gym, complete with yet another balcony, two additional bedrooms with walk-in closets, a full bathroom with double vanities, and a generous laundry room.The grounds are built for entertaining--complete with a full outdoor kitchen, pizza oven, fireplace lounge, and terraced gardens with mature fruit trees--creating a resort-like experience at home.With solar, Tesla backup batteries, EV charging, and a full suite of modern systems, this estate combines timeless design with today's most desirable amenities.Properties offering this level of privacy, views, and proximity to Pasadena rarely come to market--this is a compelling opportunity to secure a standout estate in one of the San Gabriel Valley's most sought-after settings.

574 Camillo Road, Sierra Madre

$2,150,000

7 Beds ⋅ 6 Baths ⋅ 26730341 MLS ⋅ Active Status

Please contract listing agent for full marketing brochure.

156 N Baldwin Avenue, Sierra Madre

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Based on information from California Regional Multiple Listing Service, Inc. as of . This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.