Montecito (MCTO) Homes with Two Levels Stories

Nestled in the picturesque landscape of Santa Barbara County, Montecito, California, is a gem that perfectly embodies the allure of coastal living. This enchanting community is renowned for its stunning ocean views, lush gardens, and a lifestyle that seamlessly blends luxury with tranquility. With its Mediterranean climate, Montecito boasts year-round sunshine, making it a haven for outdoor enthusiasts and those seeking a serene escape.

The charm of Montecito is reflected in its diverse architectural styles, but one of the standout features of this region is its beautiful two-story homes. These multi-level residences not only maximize living space but also offer breathtaking vistas from upper-level balconies and windows. Imagine waking up to the gentle sound of waves and sipping your morning coffee while taking in the panoramic views of the Santa Ynez Mountains or the sparkling Pacific Ocean.

Montecito’s two-level homes are designed with elegance and functionality in mind. Spacious layouts provide ample room for families and entertain guests, while high ceilings and large windows create an inviting atmosphere filled with natural light. Many of these homes feature luxurious amenities, including gourmet kitchens, private pools, and landscaped gardens, making them perfect for both relaxation and entertaining.

Living in Montecito means being part of a vibrant community that values privacy and sophistication. With proximity to upscale boutiques, fine dining, and world-class cultural attractions, residents enjoy a lifestyle that is both laid-back and refined. Whether you’re drawn to the stunning architecture, the breathtaking scenery, or the welcoming atmosphere, Montecito truly offers the perfect backdrop for your dream home.

Newest Montecito (MCTO) Homes with Two Levels Stories

$17,450,000

5 Beds ⋅ 7 Baths ⋅ V1-37605 MLS ⋅ Active Status

Private Montecito SanctuarySet against a dramatic mountain backdrop in coveted Montecito, this light-filled Mediterranean estate evokes the timeless romance of the Tuscan countryside. Surrounded by mature olive trees and orchards, the 5-bedroom, 61/2-bath residence offers privacy, scale, and exceptional architectural pedigree.Originally designed by renowned architect Don Nulty and extensively re-envisioned in 2018 by celebrated designer Steve Hermann, the home blends classic Mediterranean elegance with sophisticated modern design. Interiors feature chevron French oak floors, a custom-cut marble foyer, barrel-vaulted ceilings, three fireplaces, and a chef's kitchen with ILVE Italian range, Miele appliances, Kalista fixtures, and Savant whole-home audio.Luxurious bathrooms include Kelly Wearstler and Ann Sacks mosaic marble with Samuel Heath fixtures. Outdoors, a pool and multiple patios--including a covered portico with fireplace--create an ideal setting for effortless Montecito living.

620 Stonehouse Lane, Montecito

$18,500,000

6 Beds ⋅ 8 Baths ⋅ 26857783 MLS ⋅ Active Status

Count your lucky stars at this epic 3.41 acre Montecito garden compound on beautiful Buena Vista Drive with dreamy ocean and mountain views. Spanning 2 legal parcels, the Provincial main residence offers approximately 6,000 square feet, 4 bedrooms, and 3.5 baths, with architectural intention built by Ketzel & Goodman. Romantic courtyards and covered loggias draw light, air, landscape, and views into nearly every room. This rare offering unfolds across lush, private grounds designed by landscape architect Sydney Baumgartner, featuring mature orchards, flourishing gardens, sprawling lawns, a putting green, and 3 separate entry gates. Two additional guest cottages spill over with period charm from the 1920s and 1930s.

660 /670 Buena Vista Drive, Montecito

$23,500,000

6 Beds ⋅ 7 Baths ⋅ 26856179 MLS ⋅ Active Status

Set behind gates on 2.4 acres in Montecito, this ocean-view estate offers a rare combination of privacy, scale, and effortless livability, with what many would consider among the best views in Montecito. Sweeping vistas extend across the Pacific and Channel Islands, while the grounds are thoughtfully designed for both quiet retreat and exceptional entertaining, with an infinity-edge pool terrace, resort-inspired amenities, and a strong indoor-outdoor rhythm throughout. Inside, Calacatta marble, solid oak, and refined smart-home functionality bring warmth, substance, and ease to the home's beautifully composed interiors. The primary suite is a true retreat, while the kitchen and gathering spaces are designed to accommodate both everyday comfort and large-scale hosting.With 6 bedrooms, 6.5 bathrooms, a guest house, gym, steam room, sauna, and sport court, this is a turnkey Montecito compound of uncommon privacy and presence, moments from the best of the Lower Village, beaches, and Montecito's celebrated lifestyle.

999 Romero Canyon Road, Montecito

$10,500,000

5 Beds ⋅ 9 Baths ⋅ 26855959 MLS ⋅ Active Status

Thoughtfully refreshed and beautifully renewed, this Cape Cod-inspired Montecito estate offers an elevated expression of East Coast character and coastal California living on more than 2 ocean and mountain view acres. Recent improvements, including fresh paint, updated finishes, enhanced garden fencing, and a refreshed presentation throughout, add a renewed sense of polish while preserving the home's timeless architectural character. A long-gated drive leads through mature trees and landscaped grounds to the shingled residence, where a columned entry and expansive stone motor court set a gracious tone. Inside, soaring ceilings, polished wood floors, detailed millwork, arched passageways, and abundant natural light create a warm and refined atmosphere. The living room makes a memorable impression with its vaulted ceiling, mezzanine balcony, fireplace, built-in window seating, and outlooks that carry across the gardens toward the ocean. The formal dining room features a fireplace, graceful windows, and French doors opening to the wraparound veranda. Nearby, the kitchen offers an inviting setting with new high-end appliances, generous cabinetry, a center island, skylights, and an easy connection to the home's everyday living spaces. The floor plan includes two-bedroom suites on the main level, a lower-level room for additional living, work, or leisure, and a private upstairs primary suite with a fireplace, sitting area, intimate loggia, dual closets, and treetop views toward the ocean and islands. Beyond the main residence, the estate includes a studio above the two-car garage, a separate guest cottage, and a storybook treehouse. Lush lawns, native boulders, mature trees, flowering gardens, exotic plantings, and rare botanical specimens surround a crescent-shaped pool with in-pool spa and a covered dining pergola with built-in grill. Altogether, the estate offers a rare sense of privacy, character, and ease, with layered gardens, ocean-view moments, and inviting spaces for both refined entertaining and relaxed everyday living.

663 Lilac Drive, Santa Barbara

$4,250,000

3 Beds ⋅ 3 Baths ⋅ V1-37303 MLS ⋅ Active Status

Beautiful move-in ready residence offering sophisticated, light-filled interiors and high-end finishes throughout. The original vertical-grain hardwood floors lend a vintage, refined character while fully remodeled kitchen and baths feature premium materials and thoughtful design. Flexible living spaces include three bedrooms plus a dedicated office that can serve as a fourth bedroom, and three full baths.The expansive great room is a focal point - a dramatic two-story skylit ceiling bathing the space in natural light, with accordion glass doors that open to a spacious porch, private landscaped grounds, and a sparkling pool & hot tub, creating seamless indoor-outdoor living for entertaining or relaxed everyday life.Situated in a peaceful, coveted neighborhood just minutes from Butterfly Beach and the shops, restaurants, and events of Coast Village, this immaculate home combines privacy and convenience. Enjoy easy access to sun-drenched beaches, coastal walks, village cafes, and boutique shopping, while remaining close to schools and neighborhood amenities. Meticulously maintained - a refined coastal retreat.

130 Hermosillo Road, Montecito

$18,500,000

5 Beds ⋅ 7 Baths ⋅ 26848745 MLS ⋅ Active Status

A breathtaking expression of turnkey Montecito living, this newly transformed Ennisbrook estate pairs refined contemporary interiors with ocean and mountain views. Set on approximately 2.49 acres, the property offers exceptional land for future possibilities. Inside, the residence is beautifully composed, with sculptural lines, elevated materials, and a curated design language throughout. A dramatic circular skylight introduces the interiors with volume and light, while limestone floors, hardwood surfaces, dark ceiling beams, and elegant windows and doors enhance the home's refined architectural character. Gracious living spaces open to view terraces and outdoor areas, allowing the home to live seamlessly between its interiors and serene natural setting. The kitchen is a refined study in craftsmanship, with custom Italian cabinetry, granite countertops, designer lighting, and a beautifully composed presence. The bedroom suites are calm and well-appointed, while the primary suite is a tranquil retreat of its own, with a beautifully designed spa-inspired bath, freestanding soaking tub, dramatic stone surfaces, artful tilework, and a generous closet. Each bathroom has been designed with artistry and intention, featuring marble countertops, gorgeous tile selections, and distinctive details that give every space its own elevated character. Thoughtfully renewed inside and out, the estate offers a turnkey presentation with the ease of modern improvements and the added convenience of a six-car garage. Outdoors, limestone terraces and the pool deck frame ocean and mountain views, creating an elegant setting for entertaining and relaxation. With generous acreage in one of Montecito's most desirable gated communities, the property offers privacy, refined design, and turnkey luxury.

1925 Jelinda Drive, Montecito

$21,900,000

5 Beds ⋅ 7 Baths ⋅ 26848421 MLS ⋅ Active Status

Casamar is a rare expression of Montecito's understated elegance, where Mediterranean architecture, refined craftsmanship, and breathtaking ocean and mountain vistas come together in the coveted Golden Quadrangle. Set on approximately 2.12 acres, the estate evokes the romance of a private palazzo with beautifully landscaped grounds and exceptional indoor-outdoor living. The impressive foyer is crowned by a custom domed skylight, leading to a grand living room with an architectural stone fireplace, wood floors, vaulted wood-beam ceilings, and glass French doors that open to sweeping ocean views. The gourmet kitchen features custom cabinetry, skylights, top-of-the-line appliances, an inviting breakfast room, and French doors to a view terrace.Nearby, the media room/library with wet bar offers paneled coffered ceilings, herringbone floors, a dual-faced fireplace, projection system, and wine refrigerator. The main residence includes five en-suite bedrooms, highlighted by an elegant primary suite with wood ceilings, a sitting/office room, dual luxurious baths, generous closets, a spa/massage room, and a private terrace overlooking the coastline. Outdoors, stone terraces, a glistening pool, koi pond, waterfall, fountains, arbor, rose gardens, orchards, and a farm-to-table patio create a beautiful setting for al fresco living. Additional amenities include an expansive motor court, upper-level four-car garage with parking portico, generator, private well, and a charming one-bedroom guest house with ocean views. Conveniently located near the beaches, Upper Village, and Montecito Union School District, Casamar offers timeless Mediterranean elegance in one of Montecito's most coveted settings.

1502 E Mountain Drive, Santa Barbara

$3,950,000

4 Beds ⋅ 6 Baths ⋅ 26844813 MLS ⋅ Active Status

Set amid the hills of Montecito, this extraordinary Mediterranean estate spans approximately 45 acres across two separate parcels, offering remarkable privacy, scale, and natural beauty. Framed by rolling terrain, open grounds, and sweeping ocean and mountain vistas, the property presents an exceptional sanctuary with a profound connection to its surroundings. At the heart of the residence, a gracious interior courtyard creates a striking focal point with an expansive tile patio, tiered fountain, and an atmosphere that reflects the relaxed sophistication of California living. The home unfolds with timeless Spanish character, showcasing hand-hewn wood beams, arched passageways, warm terracotta tile, and richly textured finishes that bring depth and authenticity throughout.Designed around the landscape, the interiors feel open, airy, and filled with natural light. Expansive windows and glass doors capture impressive outlooks in multiple directions, while a series of inviting gathering areas, including a formal living room, comfortable lounge spaces, and ocean-view seating areas, provide flexibility, comfort, and an elegant indoor-outdoor rhythm. A charming two-bedroom guest house further enhances the estate, creating a wonderful setting for visitors, a private office, studio, or separate creative space. Thoughtfully positioned within its own peaceful environment, it complements the main residence while preserving the property's overall sense of ease and seclusion. Outdoors, the grounds unfold with stone pathways, view terraces, and intimate sitting areas oriented toward the coastline, Channel Islands, and surrounding mountains. Grand in scale yet deeply tranquil, this rare Montecito offering is a refined sanctuary for those who value privacy, natural splendor, and timeless California elegance.

1060 Ladera Lane, Santa Barbara

$6,444,000

5 Beds ⋅ 8 Baths ⋅ OC26113672 MLS ⋅ Active Status

Welcome to ''Villa Bellatorre,'' a remodeled Montecito estate where old-world romance, modern luxury, and effortless indoor-outdoor living come together in a private canyon setting. Through private gates, across a custom bridge, and up a secluded drive, this Montecito sanctuary feels transported from the European countryside. Set on approximately 1.45 lush acres in one of the area's most private canyon settings, the estate offers nearly 6,000 square feet of refined living space. The property includes a 4,958-square-foot main residence with five bedrooms and four-and-a-half baths, along with a pool house, detached studio, and poolside cantina designed for entertaining and flexible everyday living. Inside, a dramatic tower-style entry sets the tone for the home's Mediterranean character, blending Spanish Colonial-inspired stucco walls, red clay tile rooflines, arched openings, wrought-iron balconies, lantern-lit entries, and natural stonework. Custom built in 2006 and updated in 2025, the residence captures the soul of an old-world European villa while embracing a distinctly Montecito indoor-outdoor lifestyle. Most bedrooms feature en-suite bathrooms, and nearly every room opens to the outdoors through garden patios, balconies, or terraces. The chef's kitchen showcases custom walnut cabinetry, quartzite slab countertops, Newport Brass fixtures, and hand-painted Walker Zanger tile, while fireplaces, arched doorways, stone accents, and curated finishes create warmth and timeless livability throughout. Outdoors, the estate unfolds like a private resort, with meandering pathways, mature landscaping, more than 250 avocado, citrus, and fruit trees, and tranquil garden terraces framed by the natural beauty of Sycamore Canyon. The grounds, bridge, pool hardscape, bathrooms, kitchen, laundry rooms, pool house, and cantina have all been enhanced. A pool and spa, rebuilt pool house, outdoor cantina/bar, patios, and creekside access invite relaxed afternoons, alfresco gatherings, and quiet moments surrounded by nature. The detached studio, complete with a mini kitchen and full bath, offers versatility as a guest suite, home gym, wine room, creative retreat, or private office. Complete with a detached 3 car garage and a setting that feels worlds away yet remains minutes from Montecito's Upper and Lower Villages, Downtown Santa Barbara, and the coast, Villa Bellatorre is a special sanctuary where timeless design, modern comfort, and natural beauty come together.

1493 Sycamore Canyon Road, Montecito

$3,250,000

5 Beds ⋅ 5 Baths ⋅ 26835691 MLS ⋅ Active Status

Perched in the foothills of Montecito, this one of a kind 40 acre estate delivers spectacular sweeping views across the sparkling Pacific, Channel Islands, Santa Ynez Mountains and the twinkling lights of the city below. More than just a house, this extraordinary setting serves up an intimate observatory for the soul - a serene and transcendent environment for creative endeavor and healthy family living a true home in all senses of the word. The property features thoughtfully designed living structures created to blend indoor comfort with the raw beauty of the landscape. The main residence is a bright and inviting 2,124 square foot sanctuary featuring four bedrooms and three bathrooms, each room with its own stunning vistas and ever-changing light play. A detached 821 square foot guest suite/studio complete with a full kitchen, bath and laundry, serves as a self-contained retreat for guests or a plethora of other activities. For those seeking a touch of whimsy, an enchanting 187 square foot "Hobbit House" offers a unique escape for meditation or creativity, complemented by a detached bath featuring an invigorating outdoor shower that allows you to bathe in natural beauty. Automotive enthusiasts or hobbyists will appreciate the oversized garage with ample storage. A separate motorcycle garage can also serve as an artist studio or creative workshop. Designed for entertainment, the large main terrace features an outdoor kitchen and ample space for guests to dine against a backdrop of panoramic mountain and ocean vistas. Large, multi-level open spaces transition seamlessly to host a variety of gathering activities. A new seven seat salt water hot tub offers a rejuvenating soaking experience under a vibrant canopy of star filled skies. The model of modern energy-efficiency and self-sufficiency, the property is supplied by a private water system fed continuously by a mountain spring and a deep well, an owned updated solar system and Starlink high speed internet. Dimmable LED lights, dual heat pump HVAC and an integrated security system are part of the attention to detail. Located in the highly desirable Cold Spring School District, this gated private oasis offers incomparable privacy, views and comfort, yet is located just ten minutes to the Upper or Lower Villages and fifteen minutes from the heart of Santa Barbara. The diverse and evolving Mountain Drive community offers its own welcoming warmth. There is a close-knit feel to the neighborhood that elicits a true sense of belonging - a place where neighbors wave and smile as they pass. This is an outstanding opportunity for those who desire breathtaking vistas combined with privacy, security and independence without sacrificing the proximity to Santa Barbara and Montecito's world-class amenities. We welcome you to enjoy the soulful embrace of this turn-key home.

280 W Mountain Drive, Santa Barbara

$11,750,000

7 Beds ⋅ 6 Baths ⋅ 26836113 MLS ⋅ Active Status

Beautiful Days. Cherished Memories. The story of Bedford House began in 1916, where what is now the 2bd guest quarters served as the carriage house to one of Glen Oaks' storied estates. Reimagined in 2002, the original home was transformed to create a family estate in the heart of Montecito. Behind 2 gates & mature hedges in the MUS school district, the home unfolds into a private world of sun-drenched lawns, gardens & spaces that invite both gathering & stillness. A covered porch w outdoor living & dining wraps around the 5bd/4.5ba main residence, where mornings begin tending to the garden & evenings unfold over bocce, dinner by the fire & time spent together. Inside, shared living spaces, a media room & generous bedrooms build a home for every season & a legacy for generations to come.

1650 E Valley Road, Santa Barbara

$15,500,000

7 Beds ⋅ 10 Baths ⋅ 26689399 MLS ⋅ Active Status

Floating above the Pacific with sweeping ocean-to-island views, this Montecito estate commands one of Pepper Hill's most breathtaking vantage points. Perched atop Montecito's coveted Pepper Hill enclave, this extraordinary estate commands sweeping panoramic views of the Pacific Ocean, Channel Islands, and Santa Ynez Mountains from one of the area's most elevated and private vantage points. Set on approximately 1.02 acres, the ~8,600-square-foot residence offers 7 bedrooms, 8 full baths, and 2 half baths, thoughtfully designed for both grand-scale entertaining and refined everyday living.Rich in history, the property occupies land once part of the original Pepper Hill estatedeveloped in 1916 by industrialist David Benton Jones and designed by renowned architect David Adler with landscape architect Edward H. Bennettimbuing the home with a rare sense of legacy and place. Today, the residence embraces Montecito's signature indoor-outdoor lifestyle, with expansive terraces, balconies, and entertaining spaces framing breathtaking ocean-to-mountain vistas, including views of Anacapa, Santa Cruz, and Santa Rosa Islands.The grounds are both whimsical and timeless, featuring a pond, water wheel, garden structures, and limestone patios embedded with ancient marine fossilssubtle reminders of the land's geological history. Positioned on decomposed granite terrain known for its natural stability, the property offers a unique blend of beauty and resilience.Located just minutes from Montecito's Upper and Lower Villages and in close proximity to Highway 101, Pepper Hill is one of the area's most exclusive hillside communities, defined by one-acre minimum parcels, architectural individuality, and limited turnover. As a rare offering within this storied enclave, the estate captures the essence of Montecito livingprivacy, history, and unparalleled coastal views.

358 Woodley Road, Santa Barbara

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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.