Sierra Madre Homes with Trees/Woods View

Welcome to Sierra Madre, California, a charming gem nestled in the San Gabriel Valley 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 the majestic San Gabriel Mountains as a backdrop, this city is a haven for nature lovers and those seeking a tranquil lifestyle.

Sierra Madre is particularly renowned for its stunning homes that boast breathtaking views of the surrounding trees and woods. Imagine waking up each morning to the gentle rustle of leaves and the serene beauty of nature right outside your window. Many properties in this area are thoughtfully designed to harmonize with the natural landscape, offering spacious decks and expansive windows that invite the beauty of the outdoors in.

The community is rich in history, featuring a vibrant downtown area filled with boutique shops, gourmet restaurants, and local art galleries. Residents enjoy a plethora of outdoor activities, from hiking the scenic trails of the nearby Angeles National Forest to participating in local events that celebrate the area’s heritage.

Families are drawn to Sierra Madre for its highly-rated schools and safe neighborhoods. The friendly atmosphere and community spirit make it an ideal place to raise children or enjoy retirement. Whether you’re looking for a cozy cottage or a spacious family home, Sierra Madre’s homes with trees and woods views provide a perfect retreat from the hustle and bustle of city life. Discover the magic of Sierra Madre, where nature and community come together in perfect harmony.

Newest Sierra Madre Homes with Trees/Woods View

$2,188,000

4 Beds ⋅ 3 Baths ⋅ AR26205922 MLS ⋅ Coming Soon Status

Stunning Custom-Built Single-Story Home on an Oversized Lot Rarely available, this exceptional 4-bedroom, 3-bathroom custom-built single-story home offers approximately 3,400 sq. ft. of living space on an expansive 16,000+ sq. ft. lot, complete with an oversized attached 3-car garage. Nestled on a peaceful cul-de-sac, this property offers a highly desirable indoor-outdoor lifestyle with privacy, tranquility, and spectacular valley and city views. Built by the original owner in 1984 and thoughtfully upgraded over the years with quality features, the home welcomes you with a bright and airy open floor plan, soaring ceilings, abundant natural light, and multiple skylights throughout. The impressive foyer opens to a spacious, high-ceiling living room featuring beautiful views, a fireplace, and an adjoining game room area with a wet bar—perfect for entertaining. The newer custom gourmet kitchen is designed for the chef, featuring updated quartz countertops, a large center island, high-quality built-in appliances, a large walk-in pantry, and abundant cabinetry with pull-out drawers and self-closing hardware. A built-in desk provides a convenient workspace in the large kitchen area. The kitchen and breakfast area flow seamlessly into the high-ceiling family room, where another fireplace and expansive double pane windows showcase peaceful backyard views. The spacious primary suite offers a high ceiling, walk-in closet plus additional oversized closet space, and beautiful nighttime city views. The primary bath includes both a soaking tub and separate shower. Additional highlights include newer sewer system, newer dual-zone A/C, dual-pane windows throughout, custom window coverings and shutters, custom wood flooring, whole house has water filtration system , and a tile roof. The expansive backyard is ideal for entertaining large gatherings, hosting BBQs, relaxing with family and friends, or unwinding in the private hot spa. With its generous lot, peaceful cul-de-sac setting, spacious interior, upgraded features, and breathtaking views, this is a truly special home offering comfort, privacy, and an exceptional lifestyle.

2085 Kaia Lane, Sierra Madre

$2,998,000

4 Beds ⋅ 4 Baths ⋅ P1-28826 MLS ⋅ Active Status

Exciting New Price, Exquisite Property -- 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

$2,188,000

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

$1,745,000

4 Beds ⋅ 3 Baths ⋅ P1-28661 MLS ⋅ Active Status

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

$1,998,000

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

$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

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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.