Sierra Madre Homes with Trees/Woods View

Welcome to Sierra Madre, California—a hidden gem nestled in the heart of Los Angeles County. Known for its picturesque landscapes and charming small-town atmosphere, Sierra Madre offers an enchanting blend of natural beauty and urban convenience. With the majestic San Gabriel Mountains as your backdrop, this delightful city is a haven for those who appreciate the great outdoors, vibrant community life, and a tranquil lifestyle.

Sierra Madre is celebrated for its stunning tree-lined streets, where lush canopies provide shade and a sense of serenity. The homes here are often adorned with breathtaking views of the surrounding woods and hills, making it a perfect choice for nature lovers and outdoor enthusiasts. Imagine waking up each morning to the gentle rustle of leaves and the serene sights of towering trees right outside your window. These homes not only offer a picturesque setting but also a unique opportunity to connect with nature, whether it's through hiking trails, local parks, or simply enjoying the vibrant wildlife that calls Sierra Madre home.

The community is rich with history and culture, featuring charming boutiques, delightful eateries, and an array of local events that foster a strong sense of belonging. Whether you're strolling along the quaint streets or enjoying a picnic in one of the city’s beautiful parks, Sierra Madre invites you to embrace a lifestyle that balances the tranquility of nature with the conveniences of modern living.

Discover your dream home in Sierra Madre, where every day feels like a vacation in the woods, and let the beauty of this enchanting city inspire your next chapter.

Newest Sierra Madre Homes with Trees/Woods View

$2,250,000

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

$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

$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

$2,988,000

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

$1,498,000

3 Beds ⋅ 3 Baths ⋅ P1-23931 MLS ⋅ Active Under Contract Status

Nestled in the charming Marlborough Terrace neighborhood of Sierra Madre - this timeless modern home awaits. Step into the living room and prepare to be wowed: soaring two-story ceilings and expansive floor-to-ceiling, wall-to-wall windows flood the space with natural light, seamlessly blending the serene outdoors with the refined interior. Lush greenery and breathtaking mountain views complete the picture, creating a tranquil yet dramatic living experience. An open-concept floor plan connects the living room/dining area to a completely remodeled gourmet kitchen, complete with a center island and pantry. Outfitted with modern conveniences, it makes meal prep effortless and enjoyable. A striking open-riser staircase with sleek glass railing enhances the home's expansive and airy feel. The primary suite delivers the second 'wow' factor with its soaring vaulted ceiling and walls of windows that frame breathtaking, therapeutic mountain views. Morning coffee on the private balcony will quickly become a cherished daily ritual. The suite was completely remodeled in 2020 and includes a luxurious spa-like bathroom, a walk-in closet, and custom window shutters. Two additional bedrooms share a balcony, offering more outdoor enjoyment. At the top of the stairs, a large nook provides flexible space for storage or a cozy play area for the children (or favorite pets). All bathrooms have recently been completely remodeled. Just outside the kitchen, an outdoor barbeque area provides the perfect setting for entertaining, whether hosting friends or enjoying intimate family gatherings. Expansive sliding doors from the living room open to a cozy front yard, creating a seamless indoor-outdoor living experience.

684 Orange Drive, Sierra Madre

Start Your Search

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.