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$1,849,000
3 Beds ⋅ 2 Baths ⋅ AR26160741 MLS ⋅ Active Status
Nestled on a peaceful cul-de-sac in the charming foothill community of Sierra Madre, this classic 1949 mid-century modern home presents a rare opportunity to create something truly special. Set on an expansive 19,690 sq. ft. flat lot, the property offers exceptional privacy, beautiful San Gabriel Valley mountain views, and endless possibilities for renovation, expansion, or future development. A welcoming front entry leads into the single-story residence, offering 2,238 sq. ft. of living space with 3 generously sized bedrooms and 2 bathrooms. Step into the spacious living room with fireplace and dramatic floor-to-ceiling windows, which offer views to the backyard and fill the home with natural light. The dining room also enjoys floor-to-ceiling windows with sliding doors that open directly to the patio, creating a seamless indoor-outdoor flow ideal for entertaining. Adjacent to the dining room are the kitchen and a comfortable den located toward the rear of the home. The oversized primary suite features an en-suite bath with a separate sunken tub and shower. Two additional bedrooms share a hall bathroom, while abundant hallway storage enhances the home’s functionality. The true highlight of the property is the expansive park-like setting. The large backyard features lush green lawn, mature avocado, lemon and orange trees, mountain views and a generous patio with a covered section for year round enjoyment. Rarely does a property offer this much usable land in such a serene and private setting. Adding to the appeal is an attached two-car garage, an oversized driveway with possible RV parking, and a separate bonus room adjacent to the garage, ideal for a home office, studio, or workshop. With nearly half an acre, the property offers outstanding potential for a future ADU, swimming pool, sports court, while preserving the enjoyment of the spacious backyard and tranquil surroundings. This hard to find lot presents a unique opportunity to restore, renovate, and personalize a classic mid-century home in one of the most sought-after communities. Located within close proximity to charming downtown with shops, restaurants, parks, famous hiking trails, schools and the celebrated Sierra Madre Playhouse.

206 Oak Meadow Road, Sierra Madre
$829,000
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
$1,998,000
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 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
$1,699,000
4 Beds ⋅ 3 Baths ⋅ AR26119810 MLS ⋅ Active Under Contract Status
Nestled in the highly sought-after community of Sierra Madre, this beautifully updated single-story ranch home effortlessly blends timeless character with modern luxury in one of the San Gabriel Valley’s most cherished enclaves. Built in 1963, this inviting residence offers 4 spacious bedrooms, 2 well-appointed bathrooms, one half-bath and approximately 1,968 square feet of thoughtfully designed living space on an expansive 8,105 square foot lot—ideal for both relaxed daily living and seamless entertaining. Inside, you are welcomed by a warm and functional floor plan enhanced with tasteful upgrades throughout. The fully remodeled kitchen features sleek appliances, an extra large island, refined finishes, and excellent flow into a dedicated dining area. The living room showcases charming built-in bookshelves, while each bedroom is outfitted with custom closet systems for elevated organization. The bathrooms have been meticulously renovated with stylish, contemporary details, including luxurious towel warmers in two of the bathrooms for an added touch of comfort. Additional highlights include energy-efficient solar panels and a gated driveway providing both convenience and peace of mind. Step outside to your own private backyard retreat, thoughtfully designed for both relaxation and entertainment. Enjoy a covered outdoor kitchen, a practical tool shed, and a versatile, air-conditioned bonus space—perfect as a studio, gym, home office, or creative retreat. All of this is set against the backdrop of stunning mountain views and the tranquil ambiance Sierra Madre is known for. Ideally located near Sierra Madre Middle School and just moments from the charming downtown village, you’ll have easy access to boutique shops, cozy cafés, local dining, and beloved community events such as the Fourth of July Parade, Halloween Happenings, Winter Fest, and the iconic Wistaria Festival. Close proximity to Heasley Field, home to the town’s vibrant little league, adds to the neighborhood’s welcoming appeal. All of this, just a short drive from Downtown Los Angeles, makes this home a rare and exceptional offering.

309 Santa Anita Court, Sierra Madre
$1,348,000
3 Beds ⋅ 2 Baths ⋅ AR26133031 MLS ⋅ Active Status
Welcome to 300 W Laurel Avenue, a charming single-story traditional pool home located in desirable North Sierra Madre. Built in 1992, this detached single-family residence offers a clean, bright, and airy floor plan with 3 bedrooms, 2 full bathrooms, and an attached 2-car garage. The spacious living room features cathedral ceilings, abundant natural light, and a cozy gas fireplace, creating a warm and inviting space for everyday living or entertaining. The formal dining area connects comfortably to the kitchen, while the well-appointed kitchen includes appliances and offers a practical layout for cooking, dining, and gathering. The backyard is the true highlight. Enjoy a peaceful and private outdoor setting with a sparkling pool, custom red-brick decking, mature landscaping, and a lovely wood deck overlooking the yard. It is the perfect place for relaxing, entertaining, summer barbecues, or enjoying the quiet foothill lifestyle Sierra Madre is known for. Additional features include central air and heat, single-level living, attached 2-car garage, and a wonderful location near Sierra Madre Village, local restaurants, shops, parks, hiking trails, and nearby Pasadena and Arcadia conveniences. This property is a great opportunity for an owner-user seeking a comfortable pool home in a sought-after foothill community, or for an investor looking for a detached single-family residence in a strong rental market.

300 W Laurel Avenue, Sierra Madre
$1,299,000
4 Beds ⋅ 3 Baths ⋅ 26846131 MLS ⋅ Active Under Contract Status
Nestled in one of the area's most sought-after neighborhoods and served by highly regarded schools, this split level character-filled 4-bedroom, 3-bath 2,410sf home offers a rare opportunity to create something truly special. Brimming with warmth, charm, and timeless architectural details, the home features generous living spaces, a flexible floor plan, and plenty of natural light throughout. Its solid bones and distinctive character provide the perfect canvas for your vision. Whether you're looking to modernize, refresh, or simply enhance its existing charm, the possibilities are endless. Well appointed with a large usable lot spanning over 8,000sf. Set on a lovely street surrounded by well-maintained homes, mature landscaping, and a strong sense of community, this is a chance to invest in location, lifestyle, and long-term value. Bring your creativity and unlock the full potential of this exceptional home.

700 W Highland Avenue, 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
$998,000
3 Beds ⋅ 3 Baths ⋅ AR26080506 MLS ⋅ Active Status
PRICE REDUCED by $50,000!!!! Bright and Spacious End-Unit Townhome with Mountain Views. Welcome to Sierra Madre, one of Southern California's most sought-after communities, offering the perfect balance of small-town serenity and easy city accessibility. Situated just moments away from charming downtown Sierra Madre shopping and restaurants, this exceptional 3-bedroom, 2.5-bathroom end-unit townhome perfectly blends comfort, style, and convenience. Spanning 1,742 square feet of bright, light-filled living space, the home features a desirable open floor plan highlighted by luxury vinyl plank floors throughout the main level. The entry floor hosts an expansive formal living room and dining room, complemented by a gorgeous modern kitchen with ample prep space. A convenient half-bath completes the downstairs layout. All three spacious bedrooms are located on the top floor, including a luxurious master suite featuring an ensuite bathroom and its own private balcony—one of two balconies in the unit boasting stunning mountain views. For ultimate convenience, a dedicated laundry area equipped with a washer and dryer is located on the same level as the bedrooms. As a rare end-unit, this home offers extra privacy with only one adjoining common wall. The lower level provides direct access to an oversized 2-car garage, which includes an incredibly convenient, separate large storage room to fulfill all your organizational needs. Complete with central air and heating, this turnkey property offers a rare combination of space, views, and an unbeatable foothill location. Don't miss the chance to make this gem your own!

42 Esperanza 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
$2,778,000
4 Beds ⋅ 4 Baths ⋅ CV26073668 MLS ⋅ Active Status
This brand-new contemporary residence is a masterclass in modern design, offering a seamless blend of architectural sophistication, thoughtful layout, and exceptional indoor-outdoor living, complemented by awesome city views. From the moment you arrive, a welcoming front patio near the entry sets the tone, creating a private and inviting space that introduces the home’s connection to the outdoors. Inside, clean lines, soaring ceilings, and expansive windows fill the interiors with natural light, while porcelain tile flooring and curated finishes elevate every space. The home is equipped with central air conditioning and mini-split systems for enhanced comfort and efficiency. At the heart of the home, the chef’s kitchen is a true showpiece, designed with both style and functionality in mind. It features sleek custom cabinetry, expansive quartz countertops, and a striking waterfall-edge island. A full suite of premium stainless steel appliances includes a professional-style range, built-in oven and microwave, and dishwasher, complemented by a 4-door flex French door refrigerator in a white glass finish. The kitchen flows seamlessly into the living and dining areas and offers direct access to a private balcony, enhancing indoor-outdoor living. The main level is further enhanced by three additional balconies—one off the kitchen and two on opposite sides of the living room—providing versatility, privacy, and abundant natural light throughout. The primary suite serves as a private retreat, complete with its own balcony, a spacious walk-in closet, and a spa-inspired ensuite bathroom. A secondary bedroom on the main level also features its own ensuite bath, along with a conveniently located hallway powder room. Upstairs, two additional bedrooms offer comfort and privacy, each with direct access to a shared balcony, with a full bathroom serving this level. Outdoor living is equally impressive, featuring multiple patios and decks, including a custom wraparound composite deck built around a mature tree. The landscaped yard includes mature greenery and a citrus tree. Additional highlights include an oversized two-car garage and a thoughtfully integrated laundry room just off the garage, offering generous space for added functionality and storage. Designed for modern luxury living, this exceptional home offers refined finishes, natural light, and seamless indoor-outdoor integration.

325 W Grandview Avenue, Sierra Madre
$2,198,000
4 Beds ⋅ 2 Baths ⋅ GD26063763 MLS ⋅ Active Status
Nestled at the end of a quiet cul-de-sac in one of Sierra Madre’s most desirable neighborhoods, this exceptional mid-century 4-bedroom home sits on an expansive 15,067 sq. ft. lot surrounded by mature landscaping and fruit trees. Designed with both comfort and style in mind, this single-level residence offers a bright, open layout ideal for everyday living and effortless entertaining. Sunlight pours through the home, highlighting the seamless flow of its living spaces. Unique custom details—including a solid wood entry door, an iron patio door in the primary suite, and artistic window accents—add warmth and character throughout. Refinished hardwood floors, upgraded baseboards, and dual-pane windows further enhance the home’s refined appeal. The formal living room, anchored by a modern designed fireplace, creates an inviting space to gather, while the adjacent dining area is perfectly positioned for hosting. The kitchen is thoughtfully designed with high-end appliances, a spacious center island, custom cabinetry, ample storage and stylish pendant lighting. A bar area connects to the family room, where a vaulted ceiling adds volume and a sense of openness. French doors lead to a private backyard retreat featuring a sparkling pool, low-maintenance turf, and beautiful views of the San Gabriel Mountains—an ideal setting for relaxing or entertaining. Additional upgrades include solar panels, a tankless water heater, central heating and air with a Nest thermostat, recessed lighting, a whole-house water filtration and softening system, copper plumbing, an upgraded electrical panel, a finished garage with attic storage, electric vehicle charger capability, a newer roof, and a recently upgraded sewer line. A rare offering that combines space, privacy, and timeless appeal in a picturesque and highly sought after Sierra Madre location.

650 Sierra Meadows, Sierra Madre
$1,328,000
3 Beds ⋅ 3 Baths ⋅ P1-26219 MLS ⋅ Active Status
Welcome to 809 Skyland, a rare opportunity to enjoy spectacular panoramic views, sophisticated design, and the ease of low-maintenance, lock-and-leave living. Perfect for those who love to travel or simply prefer spending weekends enjoying life instead of maintaining a yard, this meticulously maintained retreat blends modern style with thoughtful upgrades throughout.An inviting entry patio showcases breathtaking views and sets the tone for the home's contemporary elegance. The living room delivers an immediate 'wow' factor with sweeping city lights, majestic mountain vistas, and endless views framed by a large picture window. A modern fireplace featuring glass rocks is accented with premium INAX stack-stone, adding warmth and refined style.The spacious kitchen, updated in 2014, is ideal for everyday living and entertaining with a center island, gas cooktop, granite countertops, coffee bar or workstation, walk-in pantry, breakfast counter, and an open flow to the dining room. Sliding doors lead to a charming side patio, perfect for outdoor dining without the upkeep of a large yard.The generous primary suite is a true retreat, featuring a large picture window with incredible views, a 2nd INAX stack-stone fireplace, and French doors opening to a balcony. Enjoy a spacious California Closets walk-in closet, dedicated shoe closet, and a luxurious bath with dual sinks, soaking tub, and Toto Washlet bidet.Upstairs, one guest bedroom is en-suite and the laundry room is filled with natural light and offers access to the private outdoor area. Accent lighting creates a warm ambiance for evening relaxation.Designed for effortless living, this home offers exceptional comfort with minimal maintenance, making it an ideal full-time residence or lock-and-leave getaway.Additional features include direct access to a two-car garage with California Closets cabinetry, extensive storage shelving, and a 3.5' x 12' under-stairs storage closet.Notable upgrades include engineered wood flooring on the lower level and in the primary suite, double-pane casement windows (2014), see-through privacy shades, a skylight, hard-wired security system (currently inactive), EV charger pre-wiring, and professionally landscaped grounds with efficient sprinkler and drip irrigation. For buyers concerned about insurance costs, the annual premium preliminary estimate is approximately $4,446. Don't wait - experience luxury, convenience, breathtaking views, and carefree living.

809 Skyland Drive, 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

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.