Sierra Madre (656) Homes with Peek-A-Boo View

Welcome to Sierra Madre, a charming gem nestled in the heart of Los Angeles County, California. Known for its picturesque landscapes and friendly community, Sierra Madre offers a unique blend of small-town charm and modern convenience. With a rich history dating back to the late 1800s, this delightful city boasts tree-lined streets, historic architecture, and a vibrant downtown area filled with eclectic shops and cozy cafes.

One of the standout features of homes in Sierra Madre is the stunning peek-a-boo views that many properties offer. Imagine waking up each morning to the gentle embrace of the San Gabriel Mountains or catching a glimpse of the sparkling city lights in the distance as the sun sets. These views add an extra layer of tranquility and beauty to daily life, making each moment spent at home feel like a retreat.

Sierra Madre is not just about breathtaking views; it is also home to a plethora of outdoor activities. With nearby hiking trails, lush parks, and the iconic Mount Wilson Observatory just a stone's throw away, residents can easily immerse themselves in nature. The city also hosts various community events throughout the year, fostering a strong sense of belonging among its residents.

Whether you’re looking for a cozy bungalow or a spacious family home, Sierra Madre’s real estate market has something for everyone. With its captivating views and welcoming atmosphere, this enchanting city is the perfect place to call home. Come and discover the magic of Sierra Madre, where every day feels like a getaway!

Newest Sierra Madre (656) Homes with Peek-A-Boo View

$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

$2,988,000

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.