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$1,300,000
2 Beds ⋅ 2 Baths ⋅ TR26155596 MLS ⋅ Active Status
Discover the pinnacle of California ranch living in the West End of Ramona. Set upon 10 pristine acres within the coveted Highland Valley Vineyard area, this upgraded Spanish Mission-style estate offers a rare blend of professional-grade equestrian facilities and vineyard-country charm. Zoned A72 (Animal Designation O),this property represents a turnkey sanctuary for the serious equestrian, those seeking flexible living options, or an aspiring vintner. Behind refinished mahogany double doors lies an expansive, open-concept living and dining area centered by a massive, architecturally significant fireplace with an integrated heat circulation system. The adjacent chef's kitchen features double-thick quartz countertops, custom ash cabinetry, a farmhouse sink with designer bridge faucets, and premium appliances, and copper pot rack. Designed for ultimate privacy, the main home features a dual-master configuration. Nearby, a full-width sunroom boasts a Spanish-style fireplace, pine tongue-and-groove ceilings, and French doors leading to a Juliet balcony, while an adjoining section with private egress offers versatility as a third bedroom, nursery, or executive home office. Modern efficiency is built right in with fully owned solar powering both electricity and hot water, alongside a new rooftop air exchanger. The outdoor spaces transition seamlessly from active ranching to pure relaxation. Arched wrought iron gates open to a tranquil interior courtyard featuring a covered porch and lush gardens, while feline companions have their own secure, spacious custom "catio" retreat. For evening entertaining, the Star-Gazer’s Patio offers a dedicated BBQ area and viewing deck positioned to capture views of the neighboring Speckle Rock Winery and surrounding mountain silhouettes. Tucked privately within the fenced compound is a 420-square-foot guest house, perfect for living or rental income, complete with a Queen bedroom, built-in cabinetry, a kitchenette, and a private pergola-covered dining area. The expansive equestrian footprint is designed for peak functionality and ease of maintenance. Training facilities include a professionally installed 50' x 80' riding arena with decomposed granite footing. A 3-stall barn offers excellent stabling with ample flat acreage remaining for future expansion, supported by a fully fitted tack room, a roofed hay mow, and a secondary storage barn.

16211 Highland Valley Road, Ramona
$1,450,000
5 Beds ⋅ 3 Baths ⋅ NDP2605612 MLS ⋅ Active Status
Discover Your Expansive Ramona Ranch & Private Winery Estate at 18759 Rangeland Rd Nestled on a serene 3.24-acre parcel in the heart of Ramona’s picturesque countryside, this 1978-built single-family home delivers an exceptionally spacious and versatile living experience. With over 3,000 sq ft of actual living space, 5 bedrooms, and 3 bathrooms, the main residence offers abundant room for family, guests, multigenerational living, or creative uses like a home office or hobby spaces. The thoughtfully designed layout features inviting open areas filled with natural light, providing a warm and functional foundation ready for your personal vision and updates. Enhancing the property’s appeal is a fully functional studio ADU equipped with a full bathroom, kitchenette, and dedicated sleeping area. This charming guest quarters boasts a stunning wraparound porch and a rooftop deck complete with a spa and lounge area—ideal for relaxing evenings under the stars or hosting memorable gatherings with sweeping views of the Ramona landscape. Wine enthusiasts will be captivated by the impressive wine cellar with a 3,200-bottle capacity, paired with a current producing winery for your private vintage. This turnkey setup allows you to craft small-batch wines for personal enjoyment, entertaining, or boutique production, embodying authentic Ramona Valley wine country living. Outside, the expansive grounds open up endless possibilities: horse facilities, gardening, RV parking, additional ADU opportunities (subject to regulations), or simply embracing the peaceful rural lifestyle. Located near trails, the Ramona Grassland Preserve, and local amenities—yet tucked away in a private R-1 zoned haven—this property perfectly captures the best of San Diego County ranch living. From the generous living spaces and luxury ADU to the exceptional wine cellar and producing winery, 18759 Rangeland Rd is a rare opportunity for those seeking a true lifestyle estate with character, charm, privacy, and real income-producing potential. **Not all square footage is original to the house as it was built.**

18759 Rangeland Road, Ramona
$3,500,000
4 Beds ⋅ 4 Baths ⋅ 260007446SD MLS ⋅ Active Status
Welcome to this stunning 48.6 Acre ranch with vineyard, offering breathtaking views and a luxurious living experience. This 4 bedroom (w/ bonus Bunk Room), 3.5 bathroom home has been completely remodeled to the highest standards, featuring modern amenities and sophisticated finishes throughout. The 17 year old 2.5 acre vineyard is comprised of Cabernet Sauvignon, Cabernet Franc, Merlot, Petit Verdot, and Syrah. The property also includes a state-of-the-art wine-making facility, equipped with all the necessary equipment to produce your own delicious wines. Imagine waking up to the sweeping views of the vineyard from your bedroom window, and spending your days strolling through the lush vineyards, sipping on your own handcrafted wine, or enjoying a meal under the shade of the 300-year-old oak tree forest with the sound of the creek babbling nearby providing the perfect soundtrack to your picnic. In the evenings, you can gather around a crackling bonfire pit to toast marshmallows and share stories under the twinkling stars. In addition the ranch provides ample opportunities for outdoor activities such as hiking, horseback riding, and exploring nature. The land is dotted with scenic trails that wind through thickets of trees, and up to breathtaking panoramic viewpoints of the Cleveland National Forest. This property truly offers the perfect setting for outdoor living. The properties favorable zoning allow for multiple uses. It's is a perfect AIRBNB opportunity or very desirable property to host events with an unparalleled back drop. Large flat areas make it an ideal location to raise horses or any kind of livestock, as well as an excellent location for cultivating crops. There are two very generous water wells on the property and power is generated via a 40 panel 13 kw solar system that is owned. Don't miss this incredible opportunity to own a piece of paradise. Contact us today to schedule a private tour and experience the beauty and tranquility of this magnificent estate.

17287 Oak Hollow Road, Ramona
$595,200
NDP2602783 MLS ⋅ Active Status
Old Julian Highway – Parcel “A” offers approximately ±26.25 acres of highly usable land, presenting a rare opportunity to establish a private estate, equestrian compound, or refined gentleman’s ranch in a setting defined by scale, functionality, and quiet natural beauty. Zoned A72 (General Agriculture) with the coveted “O” Animal Designator, the property allows for a broad range of estate-oriented uses, including residential, agricultural, and equestrian improvements. What distinguishes Parcel “A” is the quality and proportion of its usable terrain expansive, gently contoured land that lends itself to thoughtful site planning and long-term versatility. The layout supports the development of a primary residence, accessory dwelling unit, and complementary improvements such as barns, arenas, guest accommodations, or agricultural infrastructure, all without compromise to spacing, privacy, or future expansion. The land carries a natural sense of openness, while still offering scenic mountain and valley vistas that enhance the overall setting. Access is provided via a private compacted rock drive directly off Old Julian Highway, creating a balance between accessibility and separation. SDG&E power is available in the area, with water well and septic systems to be developed in accordance with County standards. Parcel “A” is ideally suited for a buyer seeking land that prioritizes usability, flexibility, and enduring value, where improvements can be executed with intention and without constraint. Sale is contingent upon the successful County of San Diego approval of a currently submitted boundary adjustment application being processed by Woodcrest.

Old Julian Highway, Ramona
$2,395,000
9 Beds ⋅ 6 Baths ⋅ NDP2602229 MLS ⋅ Active Status
Gated and set behind a long private drive, this exceptional 11.43-acre estate offers a rare opportunity to create a private world retreat surrounded by nature. The compound includes a main residence along with a two-unit ADU/guesthouse configuration, providing remarkable flexibility for multigenerational living, extended family stays, guest accommodations, or additional income potential — the guesthouse is currently generating $5,300/month. With expansive open space and a serene setting, the property also lends itself beautifully to hosting intimate retreats, gatherings, or boutique events. Recent updates include a freshly painted exterior, new exterior light fixtures, land clearing, and architectural plans to transform the RV garage (used as a wine tasting room in the past) into an additional designer 1-bedroom, 1-bath JADU, further enhancing the property’s versatility (rendering available). Beyond the home, the land unfolds into a peaceful, park-like landscape featuring two seasonal creeks, more than 125 fruit trees, and over 500 grape vines—creating the perfect setting for farm-to-table living and a slower, more intentional lifestyle. The acreage allows space for horses, chickens, gardens, vineyards, or future improvements such as barns, arenas, or additional structures. Quiet, lush, and incredibly private, yet located approximately 30 minutes from San Diego’s major hubs, dining, and beaches, this remarkable estate offers the rare balance of rural tranquility and accessibility—an inspiring setting for a multigenerational compound, wellness retreat, or lifestyle property with endless possibilities.

14671 Mussey Grade Rd, Ramona

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.