24

Homes for Sale near Midland School

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  • /33

    $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.

    Agent Photo

    Michelle Glaus

    Village Properties

    (805) 779-8247

    2875 Calzada Ave, Santa Ynez, CA 93460
  • /95

    $1,999,000

    • 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 Ynez Discover 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 bathrooms, blending vintage charm with modern functionality. As you approach the front door, a stunning vintage stained-glass window welcomes you. Step inside to a

    Joann Outland Outland & Associates

    4260 Oak View 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
  • /32

    $4,095,000

    • 4 Beds
    • 4 Baths
    • 2,624 Sq Ft

    3009 Woodstock Rd, Santa Ynez, CA 93460

    Nestled on 5.5± acres atop a serene and secluded hilltop in the prestigious Oak Trail Estates, this beautifully renovated Spanish ranch-style residence offers an exceptional blend of casual elegance and refined design--perfect for the most discerning buyer. Nearly every room captures expansive views of the rolling Santa Ynez hills, enhancing the home's open-concept great room that seamlessly

    Charlie Petersen Sotheby's International Realty

    3009 Woodstock Rd, Santa Ynez, CA 93460
  • /57

    $3,999,000

    • 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
  • /47

    $4,950,000

    • 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

    Laura Drammer Berkshire Hathaway HomeServ-Los Olivos

    3951 Tims Rd, Santa Ynez, CA 93460
  • /31

    $4,995,000

    • 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
  • /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
  • /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
  • /17

    $2,195,000

    • 4 Beds
    • 2 Baths
    • 2,154 Sq Ft

    2204 Alamo Pintado Rd, Los Olivos, CA 93441

    Updated modern ranch home in the highly desirable village of Los Olivos. Enjoy walking to town for world-class dining, wine tasting and shops. The centerpiece of the home is a large updated kitchen that opens to a spacious great room perfect for entertaining family and friends. Guests enjoy a separate wing with three bedrooms and full bath. The primary suite, privately located, boasts a luxurious

    Patty Murphy Sotheby's International Realty

    2204 Alamo Pintado Rd, Los Olivos, CA 93441
  • /49

    $1,750,000

    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft

    2832 Grand Ave, Los Olivos, CA 93441

    This charming bungalow-style home in the heart of Los Olivos offers the perfect blend of elegance and comfort for full-time or part-time country living. Located just down from the Fess Parker Wine Country Inn and the iconic flagpole, this property boasts a new roof, vaulted ceilings, and wooden floors. The updated kitchen features zinc countertops, an eat-in counter bar, and a dining area, while

    Allan S. Jones Santa Ynez Valley Real Estate

    2832 Grand Ave, Los Olivos, CA 93441
  • /22

    $2,150,000

    • 1 Bed
    • 1 Bath
    • 3,000 Sq Ft

    3349 Long Valley Rd, Santa Ynez, CA 93460

    Positioned within the prestigious Woodstock Ranch community, 3349 Long Valley Road presents a rare and remarkable opportunity to create a legacy estate across approximately 40 acres of untouched beauty. Comprising two legal parcels, this offering is ideal for those seeking space, serenity, and the freedom to build with intention. At the center of the property, an approx. 3,000 sq.ft. steel

    Jade Mills Coldwell Banker Realty

    3349 Long Valley Rd, Santa Ynez, CA 93460
  • /67

    $9,900,000

    • 6 Beds
    • 5.5 Baths
    • 6,121 Sq Ft

    2830 Calzada Ave, Santa Ynez, CA 93460

    Set at the end of a long private drive, this exceptional Spanish-style estate spans approximately 22± acres across 2 legal parcels, offering rare privacy, architectural integrity, and breathtaking views of the Santa Ynez Valley. Inspired by the timeless work of Wallace Neff, the approx. 6,120 ±SqFt main residence on its own 15.7± acre parcel. The home features 6 bedrooms and 5.5 baths, with

    Laura Drammer Berkshire Hathaway HomeServ-Los Olivos

    2830 Calzada Ave, Santa Ynez, CA 93460
  • /37

    $1,695,000

    • Land
    • 20 Acres
    • $84,750 per Acre

    2865 N Refugio Rd, Santa Ynez, CA 93460

    Set within the highly regarded Rancho Ynecita community, this exceptional 20‑acre parcel offers a rare blend of natural beauty, privacy and long‑term potential. Gently rolling grasslands unfold toward panoramic vistas of the Los Padres range and the dramatic Coastal Mountain range, creating a setting of remarkable serenity and scale. Ideally positioned between Los Olivos and Santa

    Micah Brady Sotheby's International Realty Santa Ynez Valley Brokerage

    2865 N Refugio Rd, Santa Ynez, CA 93460
  • /43

    $6,200,000

    • Land
    • 18.56 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
  • /40

    $1,465,000

    • 3 Beds
    • 2.5 Baths
    • 1,826 Sq Ft

    2847 Grand Ave, Los Olivos, CA 93441

    Set along iconic Grand Avenue in the heart of downtown Los Olivos, this charming 3 bedroom, 2.5 bath residence blends timeless cottage character with effortless wine-country living. A line of boxwood frames the front lawn, leading to the front door and creating a welcoming arrival amid lush lawns and mature trees in both the front and backyard.Inside, a beautifully remodeled kitchen anchors the

    Laura Drammer Berkshire Hathaway HomeService

    2847 Grand Ave, Los Olivos, CA 93441
  • /30

    $2,995,000

    • 3 Beds
    • 2 Baths
    • 2,800 Sq Ft

    3240 Live Oak Rd, Santa Ynez, CA 93460

    Woodstock Ranch Opportunity Awaits! Unparalleled views from this stunning 19.2 acre property located on Live Oak Rd. in Woodstock Ranch, with access to miles of riding trails.Huge views in every direction, unique architecture with exposed beam ceilings, multiple patios for relaxing and soaking in the tranquility. Constructed in the 1980s, this peaceful home located at the end of a private,

    Evan Lash Grand Avenue Real Estate

    3240 Live Oak Rd, Santa Ynez, CA 93460
  • /63

    $7,999,000

    • 6 Beds
    • 6.5 Baths
    • 8,026 Sq Ft

    2975 Calle Bonita, Santa Ynez, CA 93460

    Privately gated and approached by a long, winding country road, this commanding hilltop estate is set within the prestigious enclave of Rancho Ynecita, encompassing approximately 19.5 acres with sweeping, unobstructed panoramic views across the Santa Ynez Valley and surrounding mountains. The residence is primarily single-level in living, thoughtfully organized around a tranquil central courtyard

    Jade Mills Coldwell Banker Realty

    2975 Calle Bonita, Santa Ynez, CA 93460
  • /52

    $6,750,000

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

    3001 Long Valley Rd, Santa Ynez, CA 93460

    Casa Del Sol -- 20+/- AcresPerched atop a private hilltop within the coveted community of Woodstock Ranch, Casa Del Sol is a remarkable 20+/- acre estate offering sweeping 360-degree views across the valley and surrounding mountains. With expansive flat acreage rarely found in hilltop settings, the property blends refined luxury with the beauty and self-sufficiency of a working vineyard

    Laura Drammer Berkshire Hathaway HomeService

    3001 Long Valley Rd, Santa Ynez, CA 93460
  • /41

    $3,100,000

    • 3 Beds
    • 3 Baths
    • 2,647 Sq Ft

    3550 Live Oak Rd, Santa Ynez, CA 93460

    Perched atop a private ridge, this one-of-a-kind estate offers commanding, unobstructed views of two iconic mountain ranges and the sweeping Santa Ynez Valley that stretches between them--creating a dramatic 360-degree backdrop from every window and outdoor space. Nestled among ancient live oaks that lend shade, history, and character, this property is more than a home--it's a sanctuary where

    Patty Murphy Sotheby's International Realty Santa Ynez Valley Brokerage

    3550 Live Oak Rd, Santa Ynez, CA 93460
  • /42

    $6,950,000

    • 6 Beds
    • 5.5 Baths
    • 6,121 Sq Ft

    2830 Calzada Ave, Santa Ynez, CA 93460

    Set at the end of a long private drive, this exceptional Spanish-style estate spans approximately 15± acres, offering rare privacy, architectural integrity, and breathtaking views of the Santa Ynez Valley. Inspired by the timeless work of Wallace Neff, the Hacienda interior is slightly over 6,100 ± Sq. Ft and features 6 bedrooms and 5.5 baths, with vaulted ceilings, oak and Saltillo tile floors,

    Carey Kendall Village Properties

    2830 Calzada Ave, Santa Ynez, CA 93460
  • /49

    $2,200,000

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

    3152 Montecielo Dr, Santa Ynez, CA 93460

    This home must be experienced. Encounter elevated living in this exceptionally private, Spanish-influenced Hacienda retreat, where breathtaking views and unforgettable design take center stage. Created for those who value privacy, artistry, quality, and atmosphere, this one-of-a-kind estate captivates at every turn. Spanning approximately 3,000 sq. ft., plus an additional 400 sq. ft. enclosed

    Krista Murchison O.I.C. Real Estate Services

    3152 Montecielo Dr, Santa Ynez, CA 93460
  • /9

    $1,195,000

    • Land
    • 9.8 Acres
    • $121,939 per Acre

    0 Buck Canyon Rd Unit 26000510, Santa Ynez, CA 93460

    Quietly tucked away, this 9.8 acre Santa Ynez parcel is just minutes from Los Olivos and Santa Ynez. Buck Canyon balances seclusion with easy access to dining, wineries, and local culture. This property is a unique opportunity to build and shape your own piece of the Valley, creating a home that makes the most of the land and the views around it. A blank canvas for a custom home, with sweeping

    Christopher Atkinson Sotheby's International Realty Santa Ynez Valley Brokerage

    0 Buck Canyon Rd Unit 26000510, Santa Ynez, CA 93460
  • /19

    $2,195,000

    • 4 Beds
    • 2 Baths
    • 2,154 Sq Ft

    2204 Alamo Pintado Ave, Los Olivos, CA 93441

    Updated modern ranch home in the highly desirable village of Los Olivos. Enjoy walking to town for world-class dining, wine tasting and shops. The centerpiece of the home is a large updated kitchen that opens to a spacious great room perfect for entertaining family and friends. Guests enjoy a separate wing with three bedrooms and full bath. The primary suite, privately located, boasts a luxurious

    Patty Murphy Sotheby's International Realty Santa Ynez Valley Brokerage

    2204 Alamo Pintado Ave, Los Olivos, CA 93441
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