Ramona (92065) Homes with Vineyard View

Nestled in the heart of San Diego County, the charming community of Ramona (92065) offers a unique blend of rural tranquility and modern convenience. Known for its picturesque landscapes and friendly atmosphere, Ramona is a haven for those seeking a serene lifestyle without sacrificing access to urban amenities. With its rolling hills, expansive vineyards, and stunning mountain views, this delightful region is perfect for families, retirees, and anyone in search of a peaceful retreat.

One of the most captivating features of Ramona is its homes with vineyard views. Imagine waking up each morning to the sight of lush green vines stretching across the horizon, with the gentle sound of nature surrounding you. These residences offer not only breathtaking vistas but also an opportunity to immerse yourself in the vibrant local wine culture. Many properties boast spacious yards and outdoor living spaces, ideal for entertaining or simply enjoying a glass of wine while watching the sunset over the vineyards.

In addition to its scenic beauty, Ramona is home to a variety of recreational activities, including hiking, horseback riding, and exploring the nearby Cuyamaca Rancho State Park. The community hosts local events and farmers' markets, fostering a sense of camaraderie among residents. With its charming downtown area filled with boutique shops, cafes, and restaurants, Ramona truly embodies the spirit of small-town living.

Whether you’re looking for a cozy family home or a vineyard-view retreat, Ramona offers a delightful array of options to suit your lifestyle. Discover the magic of this enchanting region and make it your home today!

Newest Ramona (92065) Homes with Vineyard View

$1,285,000

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 newer 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 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 ADU/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. A new roof has just been installed on the ADU. 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

$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

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