Sierra Madre Homes with Two Levels Stories

Sierra Madre Homes with Two Levels Stories

Welcome to Sierra Madre, California, a charming city nestled in the foothills of the San Gabriel Mountains, just a stone's throw from downtown Los Angeles. Known for its picturesque tree-lined streets and a strong sense of community, Sierra Madre offers a serene escape from the hustle and bustle of urban life while still providing easy access to all the amenities of city living.

Sierra Madre is characterized by its rich history, vibrant local culture, and stunning natural beauty. The city boasts a delightful mix of boutique shops, cozy cafes, and gourmet restaurants, making it a perfect spot for those who appreciate a quaint, small-town atmosphere with big-city conveniences. Residents enjoy year-round outdoor activities, from hiking in the nearby trails of the Angeles National Forest to participating in local events like the annual Wistaria Festival, celebrating the world’s largest blooming wisteria vine.

For those seeking a home that combines style and functionality, Sierra Madre offers a variety of two-story residences. These homes are designed to maximize space and provide a comfortable living environment for families and individuals alike. With spacious layouts, ample natural light, and the potential for stunning views, two-level homes in Sierra Madre are perfect for entertaining guests or enjoying quiet evenings with loved ones.

Whether you are looking for a charming bungalow or a modern family home, Sierra Madre’s real estate market has something for everyone. Discover the beauty and charm of Sierra Madre, where your dream home awaits amidst breathtaking scenery and a warm, welcoming community.

Newest Sierra Madre Homes with Two Levels Stories

$2,188,000
5 Beds ⋅ 3 Baths ⋅ P1-28719 MLS ⋅ Active Status
Nestled in the desirable community of Sierra Madre, this expansive home sits on a lush 14,008-square-foot lot, seamlessly blending classic charm with breathtaking natural scenery. From the moment you step through the formal entry, high ceilings and rich wood flooring welcome you into a bright living room anchored by a wood-burning fireplace, built-in bookshelves, and a sweeping bay window, perfect for making holiday memories. Just beyond, the formal dining room sets the stage for family gatherings with elegant wainscoting, built-in corner cabinetry, and a wall of windows framing the greenery outside. At the heart of the home, an inviting spacious family room, with a second fireplace, flows effortlessly into the kitchen, featuring tile flooring, granite countertops, stainless steel appliances, and a cozy breakfast nook. The main level offers comfortable accommodations, including an ensuite guest bedroom and a rear bedroom that opens to a private balcony with serene views of the backyard. Upstairs, a separate home office under vaulted, beamed ceilings offers panoramic vistas, leading into an additional bedroom/office with its own private mountain-view balcony. Tucked away for ultimate privacy, the primary suite serves as a true sanctuary, complete with vaulted ceilings, a custom walk-in closet, and a large balcony with tranquil views of the mountains and the valley. Its en-suite bath features dual vanities, a spacious shower, and a bidet. A flexible finished bonus room with dual sliding doors offers a multitude of possibilities for a game room, gym, hobby room, media lounge, kids playroom, or creative studio. Outdoors, the private backyard feels like you are on vacation every day at your own private resort. Mature lemon and lime trees shade the grounds, while a sparkling pool and spa sit alongside a dedicated sports court with a basketball hoop and pickle-ball net for endless outdoor recreation. Complete with an electric driveway gate, dual-zone HVAC, and a detached two-car garage, this rare Sierra Madre retreat delivers space, style, and spectacular views at every turn. You are just one offer away from calling this home!

595 Elm Avenue, Sierra Madre
$1,798,000
4 Beds ⋅ 3 Baths ⋅ P1-28661 MLS ⋅ Active Status
**Seller is willing to negotiate interest rate buy down** A rare Mid-Century Modern retreat with space, privacy and character in one of the most coveted neighborhoods in Sierra Madre. Set on an expansive lot, 579 Acacia Street offers an oasis beyond the typical Sierra Madre home: a substantial private setting intertwining Mid-Century Modern character, indoor-outdoor living and resort-like outdoor space.Inside, the home's vaulted ceilings, fireplace and multiple generous living spaces create the Mid-Century Modern character that defines theproperty. Large windows connect the interiors to the lush grounds, bringing in natural light and creating a harmonious flow between thehome and its outdoor surroundings. A modern kitchen with elevated bar seating has direct access to the backyard from the den creating that coveted indoor-outdoor flow. Upstairs is dedicated to four large bedrooms, each filled with large windows where sunshine pours inside.An updated full bath services the guest rooms, and the primary bedroom has its own updated en suite bath and walk-in closet.The private pool, mature landscaping and large lot create a sense of space and seclusion rarely found. There is room to entertain, relax, garden, play or simply enjoy the charming peace across multiple outdoor spaces.A spacious three-car garage adds another level of practicality, providing exceptional storage and flexibility for vehicles, hobbies or future use.This home simply offers the best of both worlds: a peaceful, private retreat at home while remaining just minutes away from top rankedschools, parks, and downtown Sierra Madre, home to dozens of mom and pop shops that make Sierra Madre the quaint community it is.

579 Acacia Street, Sierra Madre
$1,298,000
3 Beds ⋅ 3 Baths ⋅ P1-28660 MLS ⋅ Active Status
Welcome to 809 Skyland Drive, a beautifully maintained Sierra Madre retreat offering spectacular panoramic views, sophisticated design, and effortless low-maintenance living. Perfect for frequent travelers, weekend getaways, or those who simply prefer enjoying life over maintaining a large yard.The inviting entry patio immediately captures the breathtaking mountain and city views. Inside, the living room features a dramatic picture window framing sweeping city lights and majestic mountain vistas, complemented by a contemporary fireplace with glass rocks and premium Japanese INAX stack-stone.The spacious kitchen, updated in 2014, is ideal for both everyday living and entertaining, featuring a center island, gas cooktop, granite countertops, coffee bar/workstation, walk-in pantry, breakfast counter, and seamless connection to the dining room. French doors open to a charming side patio for easy outdoor dining and relaxation.The generous primary suite is a private sanctuary, showcasing stunning views, a second INAX stack-stone fireplace, and French doors to a balcony. A California Closets walk-in closet and dedicated shoe closet provide exceptional storage, while the luxurious bath features dual sinks, soaking tub, and Toto Washlet bidet.Additional highlights include a light-filled upstairs laundry room, private outdoor area with accent lighting, direct-access two-car garage with extensive cabinetry and storage, and a 3.5-by-12-foot under-stairs storage closet.Notable upgrades include engineered wood flooring, double-pane casement windows (2014), see-through privacy shades, skylight, inactive hard-wired security system, EV charger pre-wiring, and professionally landscaped grounds with efficient sprinkler and drip irrigation. A rare combination of breathtaking views, refined comfort, thoughtful upgrades, and lock-and-leave convenience--ready to be enjoyed as a full-time residence or carefree getaway.

809 Skyland Drive, Sierra Madre
$1,590,000
4 Beds ⋅ 4 Baths ⋅ AR26190177 MLS ⋅ Active Status
Welcome to 15 E. Algeria Ave, Sierra Madre, CA, a charming rental home nestled in one of the San Gabriel Valley’s most desirable and peaceful communities. This inviting residence offers a comfortable and functional floor plan with bright living spaces, abundant natural light, and a warm residential feel. The home provides a wonderful balance of privacy and convenience, making it ideal for anyone looking to enjoy the relaxed Sierra Madre lifestyle. Located on a quiet street just minutes from Downtown Sierra Madre, residents can enjoy local cafés, restaurants, shops, parks, and community amenities. The property also offers convenient access to Pasadena, Arcadia, major freeways, and the surrounding San Gabriel Valley. Enjoy the charm of a small-town neighborhood while remaining close to everything Southern California has to offer. 15 E. Algeria Ave is a wonderful place to call home. ALSO AVAILABLE FOR RENT

15 E Alegria, Sierra Madre
$1,280,000
3 Beds ⋅ 3 Baths ⋅ AR26185438 MLS ⋅ Active Status
Welcome to the third residence in this rare new-construction offering in the highly sought-after community of Sierra Madre. Beautifully designed in a timeless modern farmhouse style, this distinctive two-story home combines classic architectural charm with contemporary finishes, thoughtful design, and exceptional indoor-outdoor living. From the moment you arrive, the home welcomes you with an inviting presence and has a private yard that provides a wonderful sense of space and privacy. The generous outdoor setting is ideal for relaxing, gardening, entertaining, or simply enjoying the peaceful Sierra Madre lifestyle. Inside, the thoughtfully designed two-story floor plan features three bedrooms and two-and-a-half bathrooms, including a comfortable primary suite. An open and airy main living area creates an ideal environment for everyday living and entertaining, with clean lines, warm finishes, and modern details that complement the home's farmhouse aesthetic. One of the home's standout features is its large private patio, offering an exceptional extension of the interior living space. Whether hosting friends for an outdoor dinner, enjoying a morning coffee, or creating your own private garden retreat, this expansive patio provides endless possibilities for outdoor living and entertaining. The modern farmhouse design beautifully balances warmth and character with contemporary functionality. Natural light, thoughtful proportions, and carefully selected finishes create a home that feels comfortable, stylish and inviting. As the end unit, this residence presents a particularly special opportunity to own a new home in one of the San Gabriel Valley's most desirable communities. Sierra Madre is celebrated for its picturesque neighborhoods, foothill setting, charming village atmosphere, and strong sense of community. Enjoy the convenience of being within walking distance to shops, restaurants, parks, and local entertainment, while coming home to a peaceful and private residential setting.

184 W Highland, Sierra Madre
$1,265,000
3 Beds ⋅ 3 Baths ⋅ AR26184895 MLS ⋅ Active Status
Welcome to an exceptional opportunity to own rare new construction in the highly sought-after community of Sierra Madre. Thoughtfully designed with a modern farmhouse aesthetic, this stunning two-story home seamlessly blends timeless architectural character with contemporary comfort and style. From the moment you arrive, the home makes a memorable impression with its inviting design and welcoming presence. Inside, an open and airy layout creates a wonderful sense of space, with beautifully appointed living area designed for both everyday living and effortless entertainment. Clean lines, warm finishes, and modern details come together to create a comfortable atmosphere that feels both current and timeless. The two-story floor plan offers 3 bedrooms and 2 bathrooms including a primary suite providing flexibility for families, guests, a home office, or a private retreat. The thoughtfully designed layout allows the living spaces to flow naturally while maintaining a sense of separation and privacy where desired. Adding to the appeal is private patio, offering coveted outdoor living space. Enjoy morning coffee, intimate outdoor dining, or relaxing at the end of the day while taking in the peaceful Sierra Madre setting. The modern farmhouse style brings together the best of both worlds—charm paired with contemporary finishes and functionality. Every element has been thoughtfully considered to create a home that is stylish, inviting, and livable. Located in one of the San Gabriel Valley's most desirable communities, Sierra Madre is celebrated for its picturesque streets, foothill setting, charming village atmosphere, and strong sense of community. This home has the perfect location within walking distance to shops, restaurants, parks and entertainment. A rare opportunity to enjoy the character and lifestyle of Sierra Madre while experiencing the benefits of a newly built home.

182 W Highland Avenue, Sierra Madre
$1,280,000
3 Beds ⋅ 3 Baths ⋅ AR26184892 MLS ⋅ Active Status
Welcome to a rare opportunity to own new construction in the highly sought-after community of Sierra Madre. Ideally positioned as the front residence, this beautifully designed two-story home captures the timeless appeal of modern farmhouse architecture while offering the comfort, style, and efficiency of a newly built home. From the moment you arrive, the welcoming private front yard and charming front porch create an inviting first impression and provide the perfect place to enjoy morning coffee, relax with a good book, or take in the beautiful surroundings. The front-facing position also offers lovely mountain views, adding a picturesque backdrop to everyday living. Inside, the thoughtfully designed floor plan features three bedrooms and two-and-a-half bathrooms, including the primary suite. An open and airy living area provides an ideal setting for both everyday life and entertaining, while clean lines, warm finishes, and contemporary details complement the home's modern farmhouse aesthetic. The two-story layout offers a wonderful balance of shared and private spaces, with bedrooms upstairs and a comfortable flow throughout. Abundant natural light enhances the interiors, creating a bright and welcoming atmosphere while connecting the home to its beautiful Sierra Madre setting. Private patios further extend the living space outdoors, providing additional areas for al fresco dining, entertaining, gardening, or simply unwinding at the end of the day. Combined with the front yard and front porch, the home offers an exceptional collection of private outdoor spaces. The modern farmhouse design blends classic character with contemporary functionality, creating a home that feels both timeless and current. Thoughtful details throughout provide a warm and effortlessly livable environment. Located in one of the San Gabriel Valley's most desirable communities, Sierra Madre is celebrated for its picturesque neighborhoods, foothill setting, charming village atmosphere, and strong sense of community. Ideally located within walking distance to shops, restaurants, parks, and local entertainment, this home offers the best of a convenient neighborhood lifestyle while enjoying the tranquility of a beautiful residential setting.

180 W Highland Avenue, Sierra Madre
$1,999,000
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
$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
$2,150,000
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
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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.