Sierra Madre Homes with Two Levels Stories

Sierra Madre Homes with Two Levels Stories

Welcome to Sierra Madre, a charming city nestled in the foothills of the San Gabriel Mountains, just a stone's throw from the bustling heart of Los Angeles County. Known for its picturesque tree-lined streets and a strong sense of community, Sierra Madre offers a delightful blend of small-town charm and modern conveniences. With its rich history, vibrant arts scene, and an array of outdoor activities, this city is a hidden gem for those seeking a peaceful yet engaging lifestyle.

One of the standout features of Sierra Madre is its stunning homes, particularly those with two levels that create a sense of spaciousness and elegance. These multi-story residences often boast unique architectural styles, from classic Craftsman to contemporary designs, providing a diverse selection for potential homeowners. With ample living space, these two-level homes are perfect for families, offering room to grow, entertain, and enjoy the beautiful Southern California climate.

Imagine hosting gatherings in your expansive living room or retreating to a private master suite on the upper level, complete with stunning views of the surrounding mountains. Many of these homes come with lush gardens and outdoor spaces, ideal for enjoying sunny afternoons or cozy evenings under the stars.

Sierra Madre's close-knit community is complemented by its excellent schools, local parks, and a variety of shops and restaurants, making it an ideal place to call home. Whether you’re a first-time buyer or looking to upgrade, Sierra Madre’s two-level homes provide the perfect canvas for creating lasting memories in an enchanting environment. Discover your dream home in this captivating city today!

Newest Sierra Madre 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
$799,000
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 Under Contract 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
$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
$2,988,000
4 Beds ⋅ 5 Baths ⋅ CV26077250 MLS ⋅ Active Status
Opportunities of this caliber are increasingly rare in Sierra Madre. Set along one of the city’s most picturesque, tree-lined streets, this distinguished Victorian Farmhouse—part of the coveted “Jameson Legacies” collection—offers a level of craftsmanship, scale, and privacy that would be exceptionally difficult to replicate today. A lush, storybook front garden and sweeping wrap-around porch create an immediate sense of arrival and retreat—where established mature landscaping, a gracious façade, and a serene setting establish the tone before you even step inside. The curb appeal is simply unmatched. The thoughtfully designed floor plan flows effortlessly between formal and informal spaces. 9-foot ceilings, custom-milled moldings, wainscoting, handcrafted fireplace mantels, and gleaming hardwood floors set an elevated standard throughout. The gourmet kitchen is a chef’s dream: Viking stove, double ovens, warming drawer, convection oven, Sub-Zero refrigerator, Bosch dishwasher, wine chiller, and a generous walk-in pantry. Solid wood interior doors with Baldwin hardware and Casablanca ceiling fans complete the picture. The expansive primary suite is a true sanctuary—featuring a fireplace, sitting area, balcony access, and a spa-inspired bath. A classic laundry chute connects directly to the lower-level laundry room below. A private in-home elevator provides seamless, effortless access between all levels. Plus Outside, the grounds unfold as a true garden estate. Sixteen mature fruit trees of various varieties create a lush, ever-changing urban orchard that invites both relaxation and harvest throughout the seasons. Additional highlights include leased solar panels, a whole-house water softener, a brand-new upstairs A/C system (2025), dual HVAC, two laundry rooms, central vacuum system, Pella windows, and a desirable north-facing orientation that delivers balanced natural light throughout the day. With its generous proportions, legacy-caliber architecture, and an assemblage of features rarely found under one roof, this is a compelling alternative to new construction — offering land, maturity, privacy, and craftsmanship that simply cannot be replicated at today’s building costs. Located just moments from Sierra Madre’s beloved Old Town, local cafés, and the scenic foothill trails of the San Gabriel Mountains, this is more than a home — it is a truly rare and enduring legacy property in one of the San Gabriel Valley’s most sought-after communities.

465 W Highland Avenue, Sierra Madre
$1,150,000
3 Beds ⋅ 2 Baths ⋅ DW26063938 MLS ⋅ Active Status
Nature surrounds this private retreat tucked away in the Upper Canyon of Sierra Madre. This is the kind of place you don’t just buy—you experience. A peaceful 3-bedroom, 2-bath home set among towering pines and oak trees, offering a true escape from the noise of the city. Imagine waking up to fresh mountain air, natural light pouring through beautiful windows. The setting is serene, private, and deeply connected to nature—perfect for someone seeking a lifestyle, not just a home. Inside, the bright living room features a classic Ben Franklin wood-burning fireplace, built-in shelving, and warm natural light that brings the outdoors in. The updated-style kitchen is both comfortable and functional, with an eating area and windows that frame the surrounding greenery. Two cozy bedrooms sit off the hall bath, creating a simple and inviting layout. Adding even more flexibility, the property includes a separate studio apartment with its own ¾ bath and kitchenette—ideal for guests, extended family, or creative space. An adjacent lot (approx. 40' x 100.35') is included. Per seller, both lots back directly to the Angeles National Forest, giving you unmatched privacy and a true connection to nature. Additional features include a spacious laundry room with half bath, a detached two-car garage with extra storage. A rare opportunity to own a one-of-a-kind retreat where you can slow down, breathe deeper, and truly feel at home.

785 Skyland, 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.