Santa Monica Homes with Two Levels Stories

Welcome to Santa Monica, a vibrant coastal gem nestled in the heart of Los Angeles County, California. Renowned for its stunning beaches, iconic pier, and a lively downtown area, Santa Monica offers a unique blend of urban sophistication and laid-back beach culture. With its year-round pleasant climate, residents enjoy an enviable outdoor lifestyle, from sun-soaked days on the sand to evening strolls along the picturesque promenade.

Santa Monica is not just a destination; it’s a community that thrives on creativity, sustainability, and a strong sense of local pride. The city boasts a diverse array of dining options, from trendy cafes to gourmet restaurants, and an eclectic mix of shops and boutiques. The vibrant arts scene, coupled with numerous parks and recreational facilities, makes it an ideal place for families, young professionals, and retirees alike.

For those seeking spacious living options, Santa Monica features a variety of homes, including captivating two-level properties. These multi-story residences provide ample space for families and individuals alike, offering the perfect blend of comfort and style. With modern designs, open floor plans, and often stunning views of the ocean or cityscape, two-level homes in Santa Monica cater to a lifestyle of luxury and convenience.

Whether you’re looking for a cozy retreat or a bustling family home, Santa Monica’s two-level properties promise to enhance your living experience in this idyllic coastal city. Embrace the Santa Monica lifestyle, where every day feels like a vacation!

Newest Santa Monica Homes with Two Levels Stories

$7,595,000

5 Beds ⋅ 5 Baths ⋅ 26993327 MLS ⋅ Active Status

Welcome to an exceptional opportunity to own a brand-new luxury residence in Gillette Regent Square, one of Santa Monica's most coveted neighborhoods North of Montana. Set on an impressive 8,954-square-foot lot, this stunning custom-built home offers an extraordinary combination of brand-new construction, impeccable attention to detail, exceptional quality, and a resort-style salt-water pool - an increasingly rare offering at this price point. Thoughtfully designed for sophisticated yet comfortable living, the residence seamlessly blends warm contemporary architecture with the effortless indoor-outdoor lifestyle that defines Southern California luxury living at its finest. From the moment you enter, an inviting sense of warmth and understated elegance sets the tone. Bathed in natural light, the home showcases meticulous craftsmanship and refined finishes throughout, with an open floor plan designed for both everyday living and effortless entertaining. Expansive folding glass doors create a seamless indoor-outdoor flow, opening the living spaces to beautifully landscaped grounds and multiple inviting outdoor areas. Thoughtfully designed seating and entertaining spaces span the front, side, and rear of the property, offering a variety of settings for morning coffee, al fresco dining, relaxing, and entertaining. The resort-style salt-water pool features a Desert Gold PebbleTec finish and automatic cover, creating a private resort-like setting and the perfect backdrop for quintessential Southern California living. At the center of the home is a spectacular gourmet kitchen appointed with custom walnut cabinetry, premium Gaggenau induction and gas combination cooktop and oven, Sub-Zero refrigeration, Bosch dishwasher, granite countertops, and an oversized island with breakfast area. The kitchen flows naturally into the formal dining room, where two walls of floor-to-ceiling folding glass doors open completely to the backyard, creating a dramatic indoor-outdoor entertaining experience. The adjoining living area features beautiful walnut wall paneling that cleverly conceals a custom bar and hidden laundry and utility room, maintaining the home's clean, sophisticated architectural aesthetic. The main level also includes a private guest suite and beautifully appointed powder room.Upstairs, a spacious lounge/media area leads to a light-filled office with its own bathroom, a luxurious primary suite, two additional bedrooms, and another full bathroom. The exceptional primary retreat features a generous walk-in closet and spa-inspired bath with dual vanities, soaking tub, and oversized walk-in shower. Thoughtfully placed skylights above the stairway, within the primary closet, above the primary bathroom vanity, and inside the primary shower bathe the home in beautiful natural light while enhancing its architectural character. A detached garage, thoughtfully designed as an extension of the home's living space, offers exceptional flexibility with abundant natural light, quality finishes, and multiple skylights. Ideal for a gym, recreation room, art studio, home office, or creative space, it adds another dimension of versatility to the property. Additional features include owned solar panels and custom seeded-concrete hardscape throughout the driveway, walkways, and outdoor living areas. Ideally located moments from Montana Avenue's renowned boutiques and restaurants, Palisades Park, Santa Monica Beach, and top-rated schools, this remarkable residence represents a rare opportunity to acquire brand-new construction with a salt-water pool, impeccable craftsmanship, and a substantial lot in one of Santa Monica's most sought-after neighborhoods. A truly exceptional offering - brand-new, impeccably crafted, thoughtfully designed, and surrounded by multiple outdoor living spaces that capture the very best of Southern California luxury living.

421 19th Street, Santa Monica

$12,785,000

7 Beds ⋅ 6 Baths ⋅ 26992011 MLS ⋅ Active Status

Completely reimagined and extensively rebuilt in 2026 nestled in Santa Monica's prestigious North of Montana neighborhood, this exceptional midcentury-modern home offers the feel and finish of a new construction home with architectural character, refined craftsmanship, and substantial living space. With its sought-after North of Montana address within the Franklin School District and proximity to Riviera Country Club, Brentwood Country Mart, and Montana Avenue, the property offers 5,547 SF of total living space on an 8,942 SF lot, including a 4,813 SF main residence with 5 bedrooms and 4 bathrooms, complemented by a detached newly constructed 734 SF ADU with 2 bedrooms and 2 bathrooms. Inside, a sophisticated material palette unfolds through wide-plank European white oak floors, rift-cut oak cabinetry and doors, Fleetwood windows and sliders, and custom millwork throughout. Walls of glass draw natural light into the principal living spaces and open directly to the deck and landscaped backyard. The kitchen is appointed with Miele appliances and Cristallo Vitrium quartzite, carried across the countertops, backsplash, island, and fireplace for a cohesive architectural statement. Upstairs, the primary suite offers a private retreat with a separate lounge, balcony, and spa-inspired bath wrapped in Roman Silver Crystal travertine. Additional bedrooms and beautifully appointed baths provide generous accommodations, while the home's open living spaces create an effortless environment for both everyday life and entertaining. The detached ADU introduces an exceptional degree of flexibility, providing dedicated space for guests, extended family, a private office, or creative pursuits. Outside, the dining deck extends from the interiors to a private backyard, creating an inviting backdrop for open-air dining and relaxed gatherings. With a level of craftsmanship and reinvention rarely found at this scale, this newly reimagined home presents a sophisticated interpretation of midcentury-modern living in one of Santa Monica's most coveted neighborhoods.

248 19th Street, Santa Monica

$1,775,000

2 Beds ⋅ 3 Baths ⋅ 26991007 MLS ⋅ Active Status

Set along one of Santa Monica's most iconic boulevards, 2300 Wilshire presents a collection of townhome-style residences offering the scale and separation of a private home within a full-service residential setting. Residence 217 offers 2 bedrooms and 2.5 baths across approximately 1,551 square feet and two thoughtfully arranged levels. Generous living and entertaining spaces are complemented by contemporary interiors featuring quartz countertops, premium appliances, recessed lighting, Nest climate control and a full-size washer and dryer. A defining feature of 2300 Wilshire is its exceptional indoor-outdoor living, with select residences offering oversized private patios and balconies ranging from approximately 200 to 400 square feet, an increasingly rare offering in Santa Monica. Residents enjoy controlled building and garage access, reserved parking, landscaped courtyards and an outdoor kitchen and lounge, with Trader Joe's conveniently located at street level. Moments from the beach and the best of Santa Monica, 2300 Wilshire pairs the privacy and scale of a townhome with the ease of Westside living. Other floor plans and residences are available.

2300 Wilshire Boulevard Unit 217, Santa Monica

$4,995,000

3 Beds ⋅ 3 Baths ⋅ 26992041 MLS ⋅ Active Status

Rarely does a 60 ft wide Gillette's Regent Square corner lot on Georgina Ave become available. Offered for the first time in over 60 years, 1902 Georgina Avenue is a two-story prime South- East corner-lot property with tremendous potential. Public records show 3 bedrooms, 2 bathrooms, and approximately 2,148 square feet, plus an additional upstairs bonus room that offers flexibility. Perfectly positioned for those looking to reimagine a property and create their dream home, this is the kind of opportunity that rarely exists in this neighborhood anymore. A coveted location, a desirable corner lot, and the freedom to bring your own vision to life. Property sold in "As Is" condition.

1902 Georgina Avenue, Santa Monica

$3,895,000

5 Beds ⋅ 3 Baths ⋅ 26992039 MLS ⋅ Coming Soon Status

A rare opportunity to own a piece of Santa Monica architectural history in the highly coveted North of Montana neighborhood. Known as the Walter Boswell Residence, this distinguished Spanish Colonial Revival home was designed and built in 1925 by noted architect John Byers, recognized as one of Santa Monica's foremost architects of the early 20th century. Offered for sale for the first time in more than 60 years, the residence features 5 bedrooms and 3 bathrooms across approximately 2,713 square feet of living space on a 7,212-square-foot lot. Rich in history, character, and architectural pedigree, the property presents an exceptional opportunity to preserve, restore, or thoughtfully reimagine an important Santa Monica residence. Ideally situated just moments from the boutiques, cafes, restaurants, and neighborhood conveniences of Montana Avenue, as well as nearby schools, Palisades Park, the scenic coastal bluffs, Santa Monica Beach, and the Pacific Ocean. With its premier North of Montana setting, historic provenance, and enduring Spanish Colonial Revival architecture, 624 Alta Avenue represents a truly special offering in one of Santa Monica's most sought-after residential neighborhoods.

624 Alta Avenue, Santa Monica

$750,000

2 Beds ⋅ 2 Baths ⋅ PW26207260 MLS ⋅ Active Status

This clean, move-in-ready two-story home offers a smart layout with a renovated kitchen that opens to the dining and living areas, a gas fireplace, and a convenient powder room downstairs. Sliding doors lead to a private patio with room to dine, grill, relax, or store bikes and gear. Upstairs are two well-sized bedrooms, a renovated bathroom with a large glass-enclosed step-in shower, and a dedicated laundry area with a full-size side-by-side washer and dryer. Additional highlights include updated flooring, three-zone A/C, generous storage, and two-car parking in a gated garage with additional storage. The well-maintained HOA offers low monthly dues and a healthy budget. A grant may also be available to help qualified buyers with their purchase. Located in a highly walkable part of Santa Monica near Whole Foods, Erewhon, cafés, parks, dining, shopping, major employment centers, and everyday essentials, this home offers a compelling opportunity to own a true two-bedroom in Santa Monica with private outdoor space, in-unit laundry, gated parking, and no one living above or below you.

2452 Chelsea Place Unit M, Santa Monica

$9,250,000

5 Beds ⋅ 6 Baths ⋅ 26990823 MLS ⋅ Active Status

Located north of Montana Ave and minutes away from the Brentwood Country Mart, 371 20th Street is a designer residence spanning more than 5,000 square feet with five bedrooms and six bathrooms, featuring sophisticated interiors by Natasha Baradaran. Beyond the gated entry, a lush front courtyard evokes the English countryside with mature landscaping, tall trees, and an inviting patio. A dramatic two-story entry opens to a formal living room with fireplace and an elegant dining room accented by a wine closet. The main level also includes a private office and en suite bedroom. At the heart of the home, the kitchen is appointed with Wolf and Miele appliances, an expansive eat-in island, abundant cabinetry, a butler's pantry, and a breakfast area with accordion doors opening to the yard. An adjoining living room with a stone fireplace and disappearing glass doors creates a seamless connection to the outdoors. Designed for effortless indoor-outdoor living, the private backyard offers a covered patio with gas fireplace, built-in BBQ, generous lawn, and mature hedges. Upstairs, the spacious primary suite features vaulted ceilings, a fireplace, private balcony with serene treetop views, and an en suite bath with a soaking tub and glass shower. Well-appointed guest suites are complemented by a second-floor bonus living space and laundry room, while custom built-ins, skylights, and high beamed ceilings bring character and natural light throughout. Set in one of Santa Monica's most coveted neighborhoods, the home is just minutes from acclaimed restaurants, shops, and the beach.

371 20th Street, Santa Monica

$4,196,000

3 Beds ⋅ 3 Baths ⋅ 26988843 MLS ⋅ Active Status

A century of Santa Monica character meets a thoughtful modern transformation in this beautifully reimagined 1908 Craftsman, set on an expansive double lot in the heart of Ocean Park. Completely renovated and expanded in 2023, the residence preserves the warmth and architectural character of its origins while introducing a sophisticated new level of design, comfort, and functionality. Old-growth trees, lush landscaping, and gates seclude the corner property from view, creating an unexpected sense of privacy just blocks from the beach. Inside, the home feels warm, bright, and considered, with original character informing the spaces without limiting them. The main level flows naturally from a spacious living room centered around a wood-burning brick fireplace to a dedicated office with a powder room and a sunlit dining area, where French doors open to the rear deck. Character moldings lend depth to the interiors, while integrated surround sound and carefully selected finishes reflect modern living. The kitchen was completely reimagined as the home's natural gathering point. A waterfall-edge island anchors the space, complemented by custom cabinetry, a walk-in pantry, and premium Wolf and Sub-Zero appliances. An adjacent family room keeps the atmosphere relaxed and connected, while a custom wet bar with temperature-controlled wine storage adds another layer of hosting functionality. Upstairs, three bedrooms are joined by a dedicated laundry room with built-in storage and a folding station. Vaulted ceilings bring a sense of volume to the primary suite, where a private terrace peers into the surrounding treetops. The expanded walk-in closet features custom organization, while the spa-inspired bathroom creates a serene retreat with dual vanities, generous linen storage, a soaking tub beneath a sculptural pendant, and a decadent steam shower. French doors open to reveal the true scale of the double lot: an expansive, highly private backyard oasis rarely found on the Westside. A deck spanning the rear of the residence creates a shaded setting for al fresco dining, complete with a built-in barbecue, before opening to a sprawling lawn framed by mature trees, citrus, and lush hedging. A putting green and outdoor shower add to a backyard designed for year-round enjoyment. A versatile two-car garage with built-in storage and two additional driveway parking spaces complete the property. The setting places some of the Westside's most beloved destinations within easy reach. Rose Avenue's restaurants and boutiques are moments away, the beach is just blocks from home, and Abbot Kinney, the Santa Monica Pier, and Third Street Promenade are all within minutes. Rich in original character yet thoroughly renewed for modern California living, this Ocean Park Craftsman presents a distinctive opportunity to experience one of Santa Monica's most vibrant coastal neighborhoods from a remarkably serene setting.

706 Navy Street, Santa Monica

$3,195,000

6 Beds ⋅ 4 Baths ⋅ 26989313 MLS ⋅ Active Status

Cherished by the same family for decades, this substantial North of Wilshire home offers nearly 4,100 SF of living space, plus a guest house, on an approximately 7,900 SF lot and is exceptionally well suited to multigenerational living. Whether accommodating extended family, adult children returning home, long-term guests, multiple home offices or simply wanting the luxury of more space, the possibilities here are remarkable. Don't be the buyer who drives by with regret next year or even three years from now, while still navigating plans and construction for the home you thought you wanted - wishing you had seized the opportunity to own this much space in such a sought-after Santa Monica location. Well maintained over the years, the home has benefited from significant recent improvements, including a new main sewer line to the city, and a new second-story AC unit. Previously enjoyed as a multigenerational residence, the abundance of space both inside and out offers tremendous flexibility. With such a substantial footprint already in place, there is an exciting opportunity to reimagine the home for its next chapter and bring a fabulous modern Spanish vision to life. Set on a beautiful Jacaranda-lined street within the Santa Monica-Malibu Unified School District, with Franklin Elementary and Lincoln Middle School serving the area, the property is conveniently located near an abundance of shops, restaurants, cafes and parks along both Wilshire Boulevard and Montana Avenue. Ample off-street parking includes space for up to five cars in the front driveway, plus an additional parking pad at the rear. The space is here. The location is here. The opportunity is here. Make 1136 Harvard Street your own.

1136 Harvard Street, Santa Monica

$7,595,000

5 Beds ⋅ 5 Baths ⋅ 26990187 MLS ⋅ Active Status

Architectural trophy compound on a quiet cul-de-sac in prime Santa Monica. The Winnett House is a rare, multi-phase masterwork set on a generous 9,104 SF lot. The original home was designed by Daly Genik, with a luxury ADU added by Kevin Daly Architects for the current owners, completed in 2022. The main house's bold structural steel exoskeleton frames 5 bedrooms and 4 bathrooms. The open-concept ground level features polished concrete floors and a premium kitchen with high-end appliances. The dining area and living room flow seamlessly out to the pool and garden. Fleetwood doors and windows are featured throughout the home, blurring the line between indoor and outdoor living. A separate laundry room, guest suite, and a flexible 5th bedroom suited as a media/TV room complete the main level. Upstairs, the primary suite enjoys ocean views, joined by two additional bedrooms in a private, wing-like configuration. An open homework/study area with a wrap-around desk completes the level. Cross the pool bridge over a striking lap pool to reach the detached luxury ADU, featuring a private home office, full bath, kitchen, and a professional-quality theater wrapped in dark-stained wood paneling with Dolby Atmos. The ADU opens onto an Ipe wood deck with firepit, ideal for al fresco dining beneath a cantilevered, mirrored stainless-steel canopy with built-in heat lamps. The pool and spa are solar and gas heated, and the property is completed by an expansive motor court and a detached 2-car garage with an EV charging station. Gated and fully secured for privacy, and ideally located North of Montana in prime Santa Monica, minutes from the beach, top-tier shopping, dining, and award-winning schools. The Winnett House is a private sanctuary and an architecture enthusiast's dream.

103 Winnett Place, Santa Monica

$4,075,000

SR26204863 MLS ⋅ Active Status

The Fifth & Montana is a 10-unit multifamily property located at 848 5th Street in Santa Monica's Wilshire-Montana neighborhood, approximately one block south of Montana Avenue. The property offers strong in-place income, 12 parking spaces for 10 units, and approximately 11.8% rental upside. Current NOI is estimated at approximately $225,450, with a 5.53% current cap rate. At market rents, projected NOI is approximately $263,211 with a projected 6.46% market cap rate. Built in 1956, the two-building property comprises approximately 7,192 square feet on an approximately 7,492-square-foot lot. The unit mix includes three studios, six one-bedroom units, and one three-bedroom, three-bath unit. Parking consists of seven subterranean spaces and five rear alley garage spaces, providing approximately 1.2 spaces per unit. Six of the ten units have undergone renovations, including three remodeled since 2024. Additional improvements include a roof overlay completed in early 2024, Vulkem deck work completed in 2023, recent exterior painting, and staircase improvements. Select units feature updated kitchens and baths, stainless steel appliances, hardwood-style flooring, exposed-beam ceilings, and outdoor space. The property also includes a dedicated laundry room and landscaped common areas. The location offers proximity to Montana Avenue's restaurants, retailers, cafes, boutiques, and services, as well as Palisades Park, the Santa Monica coastline, Downtown Santa Monica, Third Street Promenade, and Santa Monica Place. The property has a 95 Bike Score®—Biker's Paradise and an 84 Walk Score®—Very Walkable. Nearby healthcare, education, technology, and entertainment employers contribute to a diverse Santa Monica employment base. ZIP Code 90403 reports a median household income of approximately $122,000, providing additional economic context for the surrounding Santa Monica rental market.

848 5th Street, Santa Monica

$14,000,000

6 Beds ⋅ 5 Baths ⋅ 26990113 MLS ⋅ Active Status

Prominently sited on an extraordinary corner parcel of nearly 19,000 square feet along one of Santa Monica's most beautiful streets, 405 Palisades Avenue is a historically designated Craftsman residence with Mills Act status and remarkable architectural presence. Built in 1912, much of the home's original architectural integrity has been beautifully preserved and meticulously restored. A broad, welcoming porch introduces approximately 4,772 square feet of interiors rich with original character: exquisite woodwork, coffered ceilings, paneled walls, leaded glass, built-in cabinetry and substantial period detailing throughout. The six-bedroom home unfolds through gracious, wonderfully connected rooms, with wide openings, long sightlines and warm natural light playing against the deep-toned wood, while remarkable built-ins and intricate millwork reveal the craftsmanship at nearly every turn. For all its architectural significance, the house is warm, substantial and remarkably livable. Expansive grounds wrap around the entire property, creating a remarkably private, hedged sanctuary with a wonderful sense of discovery. A pool and spa, bocce ball court, outdoor gathering spaces, luscious avocado tree and detached three-car garage bring an unusual generosity to the property, all just moments from the bluffs and ocean. Thoughtfully carried forward rather than remade, 405 Palisades Avenue is a rare opportunity to live within a beautiful piece of Santa Monica history and become part of its next chapter.

405 Palisades Avenue, Santa Monica

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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.