25

Homes for Sale near Midland School

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  • /35

    $3,750,000

    • 4 Beds
    • 3.5 Baths
    • 3,844 Sq Ft

    2875 Calzada Ave, Santa Ynez, CA 93460

    Hilltop Mediterranean estate with legal second residence on 4.47 acres. This elevated beauty offers sweeping mountain and valley views. The main residence is a 4 bedroom 3.5 bath custom built home with soaring wood ceilings, large view windows and seamless indoor-outdoor flow to the covered outdoor living area with fireplace and TV. 1 of the bedrooms is a complete suite with private entrance.

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    Michelle Glaus

    Village Properties

    (805) 779-8247

    2875 Calzada Ave, Santa Ynez, CA 93460
  • /98

    $2,700,000

    • 3 Beds
    • 2.5 Baths
    • 3,464 Sq Ft

    4260 Oak View Rd, Santa Ynez, CA 93460

    Charming Ranch-Style Retreat on 20 Oak-Studded Acres in Santa YnezDiscover a one-of-a-kind opportunity to own a unique property in the heart of Oak Trail Ranch, Santa Ynez. This captivating ranch-style home offers 3 bedrooms and 2.5 bath-rooms, blending vintage charm with modern functionality. As you approach the front door, a stunning vintage stained-glass window welcomes you. Step inside to

    Joann Outland Outland and Associates Real Estate

    4260 Oak View Rd, Santa Ynez, CA 93460
  • /59

    $3,650,000

    • 3 Beds
    • 3.5 Baths
    • 3,100 Sq Ft

    3595 W Oak Trail Rd, Santa Ynez, CA 93460

    Set on 20± oak-studded acres in gated Oak Trail Estates, Fallen Oak Ranch blends timeless hacienda-inspired design with modern updates and equestrian amenities. The custom residence centers on a courtyard with fountain and fireplace, opening to a great room floorplan with grand fireplace, open kitchen, and doors to the veranda, pool, and sweeping views. Three private bedroom suites include a full

    Jack Hernandez LPT Realty, Inc.

    3595 W Oak Trail Rd, Santa Ynez, CA 93460
  • /71

    $3,599,000

    • 3 Beds
    • 2.5 Baths
    • 1,934 Sq Ft

    3333 & 3349 Long Valley Rd, Santa Ynez, CA 93460

    Peacefully positioned among vineyards with a beautiful mountain backdrop, 3333 & 3349 Long Valley Road presents a rare offering within the prestigious Woodstock Ranch community. Spanning approximately 60 acres across three legal parcels, this extraordinary estate blends natural splendor with endless potential for a legacy compound, private retreat, or equestrian haven. At the front of the

    Jade Mills Coldwell Banker Realty

    3333 & 3349 Long Valley Rd, Santa Ynez, CA 93460
  • /61

    $6,850,000

    • 3 Beds
    • 4 Baths
    • 5,021 Sq Ft

    4600 Tims Rd, Santa Ynez, CA 93460

    Welcome to the iconic Home Ranch, a timeless wine country retreat nestled on nearly 40 acres within the exclusive Woodstock Estates. This magnificent hacienda-style residence offers over 5,000 square feet of meticulously designed living space, combining sophisticated elegance with the tranquil beauty of Santa Ynez Valley. Built in 2010 with exceptional materials and craftsmanship, this

    Summer Smith Sotheby's International Realty

    4600 Tims Rd, Santa Ynez, CA 93460
  • /49

    $7,500,000

    • 6 Beds
    • 8 Baths
    • 6,236 Sq Ft

    3001 Long Valley Rd, Santa Ynez, CA 93460

    Commanding Hilltop Estate in Santa Ynez Wine Country. Elevated on nearly 20+/- acres of spectacular, unspoiled land, this estate stands as a force of nature--private, powerful, and impossible to overlook. With uncompromising 360 views, a working vineyard, and a deeply luxurious residence, this is not simply a home--it's a stronghold of elegance and self-sufficiency. The 6,236+/- sq. ft. main

    Laura Drammer Berkshire Hathaway HomeService

    3001 Long Valley Rd, Santa Ynez, CA 93460
  • /44

    $5,295,000

    • 3 Beds
    • 3.5 Baths
    • 3,542 Sq Ft

    3951 Tims Rd, Santa Ynez, CA 93460

    Tucked behind gates in the coveted Woodstock Ranch enclave, this exceptional Santa Ynez estate offers a rare blend of privacy, sophistication, and relaxed ranch living. Set on over 20± acres and surrounded by centuries-old oaks and manicured grounds, the property spans multiple thoughtfully designed structures, perfectly suited for entertaining, recreation, and retreat. At its heart is a 3,700±

    Eric Haskell The Agency

    3951 Tims Rd, Santa Ynez, CA 93460
  • /95

    $3,599,000

    • 3 Beds
    • 2.5 Baths
    • 1,934 Sq Ft

    3333-3349 Long Valley Rd, Santa Ynez, CA 93460

    Nestled among vineyards with a stunning mountain backdrop, 3333 & 3349 Long Valley Rd spans ~60 acres across three legal parcels in coveted Woodstock Ranch. The 20-acre front parcel features a charming 3BD/2.5BA home. At the other end, a ~3,000 sq.ft. steel warehouse with 14-ft ceilings suits car collectors or creatives. A custom six-stall barn adds equestrian appeal. Multiple building sites

    Tiffany Mills Coldwell Banker Realty

    3333-3349 Long Valley Rd, Santa Ynez, CA 93460
  • /31

    $5,495,000

    • 5 Beds
    • 5.5 Baths
    • 5,294 Sq Ft

    3710 Woodstock Rd, Santa Ynez, CA 93460

    A masterpiece of contemporary architectural elegance, this stunning estate is set atop one of the highest promontories in Woodstock Ranch. 20+/- oak-studded acres with panoramic 360 views of the Santa Ynez valley and San Rafael Mountain range. Designed to harmonize with its natural surroundings, this 5000+ square foot residence features 5 private ensuite bedrooms, each capturing breathtaking

    Patty Murphy Sotheby's International Realty

    3710 Woodstock Rd, Santa Ynez, CA 93460
  • /58

    $4,249,000

    • 3 Beds
    • 5 Baths
    • 3,872 Sq Ft

    4086 E Oak Trail Rd, Santa Ynez, CA 93460

    Experience the country lifestyle of your dreams in this spectacular Santa Ynez ranch within the prestigious Oak Trail Ranch community! Spanning an impressive 33.27 acres, this gated compound is a secluded sanctuary surrounded by natural beauty - rolling hills, majestic oak trees, and pastoral panoramas. At the heart of this estate is the main residence, a stunningly designed home that offers

    Gigi Hollister Santa Ynez Valley Real Estate

    4086 E Oak Trail Rd, Santa Ynez, CA 93460
  • /38

    $2,950,000

    • 3 Beds
    • 4 Baths
    • 3,740 Sq Ft

    3030 Calle Bonita, Santa Ynez, CA 93460

    Set on 20.23± acres in the gated Rancho Ynecita community, this classic Farmhouse offers sweeping panoramic views of the Santa Ynez Valley along with timeless country character and thoughtful modern updates.The 3,740± sq ft residence features 3 bedrooms, 4 full baths, and a flexible layout designed for both comfort and creativity. A finished 1,000± sq ft basement expands the living

    Laura Drammer Berkshire Hathaway HomeServices California Properties

    3030 Calle Bonita, Santa Ynez, CA 93460
  • /29

    $1,349,500

    • 2 Beds
    • 2 Baths
    • 1,487 Sq Ft

    2271 Alamo Pintado Ave, Los Olivos, CA 93441

    Charming Los Olivos Home in Prime LocationDiscover this inviting Los Olivos residence, ideally situated within walking distance of the village's renowned restaurants, wine tasting rooms, boutiques, and art galleries--perfect for experiencing the best of small-town country living.This home features two bedrooms and two bathrooms, with freshly painted interiors (excluding the primary bedroom). The

    John Frederick Santa Ynez Valley Real Estate

    2271 Alamo Pintado Ave, Los Olivos, CA 93441
  • /37

    $16,000,000

    • 5 Beds
    • 7 Baths
    • 8,000 Sq Ft

    6903 Foxen Canyon Rd, Los Olivos, CA 93441

    The remarkable Rancho La Zaca, derived from an original 19th century Spanish Land Grant, today comprises 400+/- acres off the storied Foxen Canyon Wine Trail in the heart of the Santa Ynez Valley. The 25+/- acre Oak Savanna Vineyard is one of the oldest in Santa Barbara County and includes 9 varietals of vines.The 8,000 +/- sf main residence was commissioned by actor James Garner in the

    Carey Kendall Village Properties

    6903 Foxen Canyon Rd, Los Olivos, CA 93441
  • /21

    $2,595,000

    • 4 Beds
    • 3 Baths
    • 5,002 Sq Ft

    3160 Long Canyon Rd, Santa Ynez, CA 93460

    Nestled within the exclusive and picturesque Oak Trail Estates, this serene 15-acre estate beckons. Enter through the gated entrance and embark on a gentle drive up an idyllic tree-lined path where the main residence and detached garage are perched at a high point, that offer breathtaking views of your property and the enchanting Valley below.The 5,000 square-foot, high-quality 2x6

    Micah Brady Sotheby's International Realty

    3160 Long Canyon Rd, Santa Ynez, CA 93460
  • /19

    $1,695,000

    • 4 Beds
    • 2 Baths
    • 1,708 Sq Ft

    2946 Steele St, Los Olivos, CA 93441

    Spacious Los Olivos home on a corner lot.Very private setting. Attached 2 car garage.Walk into town location. Room for pool and ADU

    Albert Brau West Coast Property Mgmt

    2946 Steele St, Los Olivos, CA 93441
  • /75

    $14,500,000

    • 3 Beds
    • 5 Baths
    • 5,000 Sq Ft

    3325 Figueroa Mountain Rd, Los Olivos, CA 93441

    Rancho Arroyo Perdido | Evergreen Arabians. Ideal for the equestrian enthusiast, vineyard developer, or anyone seeking a large-scale agricultural opportunity, this extraordinary 190+/- acre estate in the heart of The Santa Ynez Valley Wine Country offers limitless potential, on 4 legal separate parcels. With over 75+/- acres of usable farmland, the property is well-suited for polo fields,

    Laura Drammer Berkshire Hathaway HomeService

    3325 Figueroa Mountain Rd, Los Olivos, CA 93441
  • /85

    $14,500,000

    • 3 Beds
    • 6 Baths
    • 5,000 Sq Ft

    3325 Figueroa Mountain Rd, Santa Ynez, CA 93460

    Rancho Arroyo Perdido | Evergreen Arabians. Ideal for the equestrian enthusiast, vineyard developer, or anyone seeking a large-scale agricultural opportunity, this extraordinary 190± acre estate in the heart of The Santa Ynez Valley Wine Country offers limitless potential, on 4 legal separate parcels. With over 75± acres of usable farmland, the property is well-suited for polo fields, vineyards,

    Laura Drammer Berkshire Hathaway HomeServices California Properties

    3325 Figueroa Mountain Rd, Santa Ynez, CA 93460
  • /41

    $3,149,000

    • 3 Beds
    • 2 Baths
    • 2,071 Sq Ft

    3550 Live Oak Rd, Santa Ynez, CA 93460

    Poised overlooking the Sedgwick Reserve and San Rafael Wilderness, find this innovative Territorial Style residence and guest house with standing seam metal roofs. Extraordinary views are captured from every window evoking a sense of wonder and serenity. The Green Design construction includes concrete floors with zoned radiant heat, plastered Rastra block insulated walls and solar electric.

    Patty Murphy Sotheby's International Realty

    3550 Live Oak Rd, Santa Ynez, CA 93460
  • /12

    $995,000

    • Land
    • 20 Acres
    • $49,257 per Acre

    0 Long Valley Rd Unit 25-1307, Santa Ynez, CA 93460

    Set within the picturesque Woodstock Ranch community of Santa Ynez, this 20.2± acre parcel offers breathtaking views and a tranquil setting in one of the Valley's most desirable locations. The rolling terrain, dotted with mature oaks, provides a stunning natural backdrop for a custom-built ranch or private getaway. As part of the HOA, enjoy access to miles of scenic riding trails, perfect for

    Laura Drammer Berkshire Hathaway HomeServices California Properties

    0 Long Valley Rd Unit 25-1307, Santa Ynez, CA 93460
  • /12

    $995,000

    • Land
    • 20 Acres
    • $49,257 per Acre

    0 Long Valley Rd Unit V1-29084, Santa Ynez, CA 93460

    Set within the picturesque Woodstock Ranch community of Santa Ynez, this 20.2+/- acre parcel offers breathtaking views and a tranquil setting in one of the Valley's most desirable locations. The rolling terrain, dotted with mature oaks, provides a stunning natural backdrop for a custom-built ranch or private getaway. As part of the HOA, enjoy access to miles of scenic riding trails, perfect for

    Laura Drammer Berkshire Hathaway HomeService

    0 Long Valley Rd Unit V1-29084, Santa Ynez, CA 93460
  • /12

    $995,000

    0 Long Valley Rd Unit SY 25000613, Santa Ynez, CA 93460

    Set within the picturesque Woodstock Ranch community of Santa Ynez, this 20.2+/- acre parcel offers breathtaking views and a tranquil setting in one of the Valley's most desirable locations. The rolling terrain, dotted with mature oaks, provides a stunning natural backdrop for a custom-built ranch or private getaway. As part of the HOA, enjoy access to miles of scenic riding trails, perfect for

    Laura Drammer Berkshire Hathaway HomeServ-Los Olivos

    0 Long Valley Rd Unit SY 25000613, Santa Ynez, CA 93460
  • /36

    $2,599,000

    • 2 Beds
    • 2 Baths
    • 2,087 Sq Ft

    3776 Live Oak Rd, Santa Ynez, CA 93460

    Woodstock Ranch Views Located near the end of Live Oak Road in Woodstock Ranch, this property offers panoramic mountain vistas and borders the Sedgwick Reserve. Recently renovated and constructed in the 1970s, this two-bedroom, two-bathroom home with an office/extra bedroom features an east-facing deck that maximizes the vistas and overlooks the oak-covered horse pasture. Professionally

    Micah Brady Sotheby's International Realty

    3776 Live Oak Rd, Santa Ynez, CA 93460
  • /43

    $6,200,000

    • Land
    • 19 Acres
    • $334,052 per Acre

    4001 Long Valley Rd, Santa Ynez, CA 93460

    Stunning Woodstock Ranch Compound (4 bldgs) offers a lovely, timeless 3 bd, 2 ba, Montana-style ranch house. Open floor plan with high wooden beamed ceilings, bold rock fireplace & views from every window lends itself to an intimate lifestyle while welcoming family & friends. Large, gorgeous outdoor patio offers indoor/outdoor living at it's finest, with built in barbecue and a true swimming

    Carole Colone Berkshire Hathaway HomeServices California Properties

    4001 Long Valley Rd, Santa Ynez, CA 93460
  • /56

    $2,950,000

    • 3 Beds
    • 4.5 Baths
    • 6,220 Sq Ft

    3660 Woodstock Rd, Santa Ynez, CA 93460

    Located in beautiful Woodstock Ranch of Santa Ynez, California, you will find this hilltop adobe home designed by architect Ronald A. Hubbard featuring soaring ceilings, arched covered porches, a Spanish tile roof, and Brazilian mahogany front doors. Inside the entertaining great room features a wet bar, fireplace, sitting areas, and views over the valley. Every detail was thought of from the

    Allan S. Jones Sta. Ynez Valley RE Co. Inc.

    3660 Woodstock Rd, Santa Ynez, CA 93460
  • /72

    $2,950,000

    • 3 Beds
    • 4.5 Baths
    • 6,220 Sq Ft

    3660 Woodstock Rd, Santa Ynez, CA 93460

    Located in beautiful Woodstock Ranch of Santa Ynez, California, you will find this hilltop adobe home designed by architect Ronald A. Hubbard featuring soaring ceilings, arched covered porches, a Spanish tile roof, and Brazilian mahogany front doors. Inside the entertaining great room features a wet bar, fireplace, sitting areas, and views over the valley. Every detail was thought of from the

    Allan S. Jones Santa Ynez Valley Real Estate

    3660 Woodstock Rd, Santa Ynez, CA 93460
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