Ramona Homes with Vineyard View

Welcome to Ramona, California, a hidden gem nestled in the heart of San Diego County. Known for its stunning landscapes and friendly community, Ramona offers a unique blend of rural charm and suburban convenience. Just a short drive from the bustling city of San Diego, this picturesque town is surrounded by rolling hills, lush vineyards, and breathtaking mountain views, making it an ideal retreat for those seeking tranquility without sacrificing accessibility.

One of the standout features of Ramona is its enchanting vineyard views. Homes here are often set against a backdrop of sprawling vineyards, providing residents with a daily dose of natural beauty. Imagine sipping your morning coffee on your patio while taking in the serene vistas of grapevines stretching across the hills. The region's Mediterranean climate is perfect for wine enthusiasts and outdoor lovers alike, with ample opportunities for hiking, biking, and exploring local wineries.

The community of Ramona is tight-knit and welcoming, with a variety of local events and festivals that celebrate its rich heritage and vibrant culture. From farmer's markets to art shows, there’s always something happening that brings neighbors together. Families will appreciate the highly-rated schools and the abundance of parks and recreational facilities that cater to all ages.

Whether you're looking for a cozy cottage or a spacious family home, the properties in Ramona with vineyard views offer a unique lifestyle that combines elegance, comfort, and the tranquility of nature. Discover your dream home in Ramona, where every day feels like a getaway!

Newest Ramona 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. Fo 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-Gazers 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 Rd, Ramona

$3,500,000

4 Beds ⋅ 4 Baths ⋅ 260007446 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 Rd, 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 propertys 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 vinescreating 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 Diegos major hubs, dining, and beaches, this remarkable estate offers the rare balance of rural tranquility and accessibilityan inspiring setting for a multigenerational compound, wellness retreat, or lifestyle property with 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 propertys 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 vinescreating 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 Diegos major hubs, dining, and beaches, this remarkable estate offers the rare balance of rural tranquility and accessibilityan inspiring setting for a multigenerational compound, wellness retreat, or lifestyle property with endless possibilities.

14671 Mussey Grade Rd, Ramona

Start Your Search

This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, non-commercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS®. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Compilation © 2026 San Diego MLS®,