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$2,800,000
3 Beds ⋅ 4 Baths ⋅ 26829461PS MLS ⋅ Closed Status
The Solstice Crest Compound. Perched atop a commanding vantage point in North San Diego County, this ultra private 8.5-acre multi-residence estate offers truly unparalleled panoramic views . Located behind the gates of the prestigious Highland Hills Community. Designed for discerning buyers seeking both luxury and autonomy, the compound features sophisticated semi-off-grid infrastructure, including high-yield private wells (with advanced rainwater recycling), septic, propane, a whole-home generator, and radiant heated flooring on the main level.The 5,016 sq. ft. main residence presents an open-concept floor plan with the sophisticated feel of a hilltop penthouse. Fleetwood sliding glass doors and expansive windows blur the lines between indoor and outdoor living, leading to multiple view-swept balconies. The entertainer's Great Room complete with a fireplace and wraparound bar flows into a chef's kitchen equipped with Wolf, Fisher & Paykel, and Sub-Zero appliances, alongside a designated dining area for ten. Unique luxury touches include radiant-heated surfaces on the kitchen island and bar top, plus a dumbwaiter servicing the walk-in pantry. The primary suite is a sanctuary of its own, featuring a private balcony, custom walk-in closet, and a spa-inspired bath with a steam shower and soaking tub.An elevator leads to the garden level, which hosts two ensuite guest rooms with private patios, a pet spa, and a custom cinema. The three Car Garage has custom cabinets, epoxy flooring and work "nook". Property can park over 10 vehicles. Beyond the main home, the property includes a 3BR/2BA secondary view residence. The property is zoned multi-family with potential for an additional ADU.This unique property is zoned A-70 for agriculture and is located in the designated Ramona Valley AVA (American Viticultural Area). Complete with a labyrinth, hiking trails, and organic garden beds, this is a rare convergence of lifestyle flexibility and long-term upside.

19210 Highland Hills Drive, Ramona

$2,200,000
4 Beds ⋅ 4 Baths ⋅ 260005368SD MLS ⋅ Closed Status
West End of Ramona, this is a Hubbell and Hubbell ICF design made for comfort, sustainability, energy efficiency and fire resistance. Seller owned solar electric & solar water systems. Breathtaking panoramic views abound.Has 8.47 acres with 1575 SF workshop and 609 SF Casita above the spacious 4 car garage. Fronts the 3500 acre Ramona Grasslands. Located on a private road with vineyards and avocado orchards. Multiple ingress and egress options for quick/easy access to amenities and main roads.Ramona airport is in viewing distance. Horses & vineyards permitted.See Documents and Virtual Tour for more information. The main house is 2895 SF with a 609 SF Casita built above the 4 car garage & 1575 SF steel workshop that is an aircraft hangar. House is constructed with Insulated Concrete Form Technology for sustainability and energy efficiency. Natural lighting,energy efficient appliances & plumbing fixtures,owner owned solar water heating and solar electric production plus 2 Tesla batteries add to energy savings.Low water landscaping close to the house.Built to highest US Green Building LEED standards but not certified. City water. House is dual plumbed for waste water release into the septic system and gray water usage in the yard. 2 new complete mini split systems added last year The best part of the property are the VIEWS! Mt Woodson, Julian, Mt Palomar Observatory, Ramona Airport, Ramona Grasslands and abundant native wildlife all seen from inside the house plus the pool and barbecue areas. Steel and fiberglass water tanks DO NOT Convey.

16996 Sky Valley Drive, Ramona

$2,100,000
3 Beds ⋅ 3 Baths ⋅ 260007173SD MLS ⋅ Closed Status
Perched atop a commanding hill within the prestigious gated enclave of Highland Hills, this exceptional new construction residence a single-level Tuscan estate is a rare fusion of old-world artistry and cutting-edge modern engineering, crafted for those who demand both beauty and resilience. Set across 9 fully fenced acres, the property delivers unrivaled privacy, panoramic vistas, and a level of craftsmanship seldom seen in today’s luxury market. Designed by internationally renowned Hubbell & Hubbell Architects, with innovative design work and artistic detailing utilizing ICCF concrete and reinforced steel construction, this certified Green Building offers exceptional structural integrity, innovative products and energy efficiency. Inside, the home unfolds with soaring cathedral ceilings accented by hand-scraped exposed wood beams, creating a grand architectural presence, along with custom wood cabinetry, a dedicated mudroom, and a laundry area with tongue-and-groove wood ceilings, plus an epoxy-finished oversized 2-car garage. Natural light pours through multiple skylights, five sets of full-lite French doors, and stacked windows, seamlessly blending indoor and outdoor living while framing surrounding hillside vistas from nearly every room. Designed for both intimate living and elevated entertaining, the residence showcases vaulted ceilings throughout and two gas fireplaces including a striking indoor focal point and a second outdoor fireplace anchoring a covered patio retreat. Custom imported tilework from European Tile Art adorns the kitchen and baths, creating a rich, textural experience throughout. Step into a resort-inspired primary en-suite retreat with soaring ceilings, a walk-in closet with custom built-ins, and a private patio. Impeccably designed, it features dual vanities, finely crafted custom cabinetry, and statement designer tile, centered around a stunning frameless glass walk-in shower. Throughout the home, statement lighting fixtures include handcrafted wrought-iron chandeliers and exterior lanterns with hand-painted finishes, bespoke glass work, and a breathtaking central chandelier crowned with custom-cut amber stone. The heart of the home is a chef’s kitchen designed to impress, featuring exquisite Italian quartzite slabs and a large center island with seating and additional storage, seamlessly paired with custom cabinetry showcasing European soft-close systems, integrated knife blocks, and detailed craftsmanship throughout. High-end Phylrich and Brizo smart-touch fixtures, along with a full suite of the latest Thermador Wi-Fi enabled appliances, deliver effortless control at your fingertips. Designed for sustainability and efficiency, the estate is powered by 55 fully paid solar panels complemented by two Tesla backup batteries. Three EV charging ports at both the home and barn, along with a new 400-amp electrical system, supporting the main residence, barn, and future expansion with ease, ensuring energy independence. Additionally, two 10,000 gallon stainless steel water storage tanks with a new multi-speed pump and connections, along with a high-producing private well, provide a reliable and sustainable water source for both the residence and irrigation needs. Additional features include custom-crafted side gates, a dedicated enclosed trash area, dual Bosch high-capacity HVAC systems with smart controls, two tankless water heaters, LG ultra-large smart washer and dryer, and whole-property Starlink connectivity with expanded Wi-Fi coverage. Beyond the main residence, the property includes a separate RV pad with full hookups and a newly constructed detached 1,250 sq ft Empire metal barn/workshop, featuring a 14’ RV entry door, an 11’ roll-up side access door, a climate-controlled office with heat pump, water connections, and more. This is more than a home, it is a legacy estate. A private Tuscan sanctuary where craftsmanship, innovation, and natural beauty converge at the highest level in Ramona. Eve...

19185 Via Cuesta, Ramona

$1,950,000
5 Beds ⋅ 5 Baths ⋅ 260005282SD MLS ⋅ Closed Status
Absolutely Stunning Estate! Welcome To "Failla Villa". Situated On 4.14 Flat Useable Manicured Acres, 5 Bedrooms Including A Separate Granny/Guest Suite, 4.5 Bathrooms, Resort Style Pool & Spa, Rivers That Run Through The Property, Koi Pond, Dual Pickleball Courts w/ Viewing Deck, Tennis Courts, Volleyball, 9-Hole Mini Golf, Shuffleboard, Outdoor Fireplace & Pizza Oven, Walking Paths, Pastures, Gathering Hall, 2 Water Wells, Solar And Much Much More.... An Entertainers Dream! Escape to the breathtaking Failla Villa Estate, a one-of-a-kind sanctuary nestled in the heart of Ramona's picturesque wine country. This sprawling 5-bedroom, 4.5-bath estate spans 3,930 square feet of luxurious living space and is set on 4.14 acres of meticulously manicured grounds designed to impress and inspire. Whether you're seeking a private family retreat, a unique wedding venue, or the ultimate entertainment haven, this property truly has it all. Step outside and discover a world of possibilities. Meander along tranquil walking paths, past flowing rivers and a serene koi pond, or challenge friends to a match on the dual pickleball courts with a viewing deck, a grass volleyball game, or a round of shuffleboard. Golf enthusiasts will love the 9-hole mini golf course, and tennis lovers will appreciate the private court. Afterward, unwind by the resort-style pool, gather around the outdoor fireplace, or savor wood-fired creations from your own pizza oven. This estate was built for hosting unforgettable events, from intimate gatherings to large-scale celebrations. Multiple sitting areas, a gathering building, a firepit, and expansive parking make entertaining effortless. Two water wells and a solar system ensure sustainability, while the lush pastures add to the property's charm and versatility. Privacy and seclusion abound here, yet the estate is perfectly equipped to welcome guests with a granny/guest suite and ample RV parking. Whether you're envisioning a family compound, a corporate retreat, or a serene escape from the hustle and bustle, this stunning property offers endless potential. Don't miss your chance to own this Ramona treasure. Failla Villa Estate isn’t just a home—it’s a lifestyle.

25367 Rancho Barona Rd, Ramona

$1,920,000
4 Beds ⋅ 3 Baths ⋅ NDP2605993 MLS ⋅ Closed Status
Private Hilltop Estate with Resort-Style Amenities Welcome to 1050 Ocean Vista Way, a stunning single-level residence built in 2000 offering approximately 4,042 square feet of living space on a private 4.97-acre lot in the desirable foothills of Ramona. This custom hilltop estate boasts breathtaking panoramic mountain views and resort-like living with a beautiful custom pool and spa, lighted tennis court, professionally landscaped grounds, and custom hardscape throughout. The home features a gourmet kitchen with granite countertops, 5-burner range, built-in refrigerator, and maple cabinetry. The luxurious primary suite includes a fireplace and spa-like bath with a custom shower and large soaking tub. Additional highlights include 4 bedrooms, 3 baths, a spacious 4-car garage, owned solar panels, zoned HVAC, ceiling fans, and more. Perfect for entertaining or everyday living, this property combines rural charm, privacy, and luxury in a serene setting with hiking and mountain access nearby. A truly special opportunity—must see to appreciate!

1050 Ocean Vista Way, Ramona

$1,800,250
4 Beds ⋅ 4 Baths ⋅ 260015957SD MLS ⋅ Closed Status
West end location offering privacy, breathtaking views, and spectacular sunsets. Built for entertaining, this elegant estate features a chef's dream kitchen, inviting formal and casual living spaces, and a one-of-a-kind resort-style pool with a grotto, waterfall, slide, spa, and outdoor kitchen w/grill, sink, ice maker and fridge. Solar for well, pool and house. Large workshop, RV parking with water, sewer, and electric hookups, all on 8.15 private acres. See virtual tour. Drive up the private paved road to a circular driveway framed by stone pillars and wrought iron fencing, with a lush green lawn in the center, setting a welcoming first impression with plenty of room for guests. This is a home that’s clearly set up for entertaining and everyday comfort. Inside, you’ll notice the unique architecture right away, including the turret with a graceful curved staircase illuminated with a large chandelier. Upstairs, the primary suite is spacious and comfortable with great views, a fireplace, and a beautifully remodeled bathroom featuring a soaking tub, a large walk thru shower with multiple rain showerheads, and heated towel racks. There’s also a large 11x11 custom built, walk-in closet with plenty of storage. The additional bedrooms are all generously sized and share a well-appointed bathroom. Downstairs, the layout works well for both daily living and hosting. There’s a formal living room with panoramic views of Mt. Woodson, and a separate formal dining room that connects directly to the kitchen making it easy to entertain. The kitchen offers lots of counter space, an island with a gorgeous granite counter, plenty of storage, and a walk-in pantry; a separate breakfast/dining nook with a granite table and wrap around booth seating, with direct access to the family room and backyard. The outdoor space is a standout, a one of a kind, resort-style pool with hot tub and a grotto that includes a covered cave-like walkway behind the waterfall. The pool is heated with a solar collector pool heater. There are also two bathrooms built into the grotto area, each with a toilet and shower, super convenient for pool days. The outdoor kitchen is fully equipped with a grill, sink, fridge and ice maker with plenty of granite counter space and a granite bar table for dining outdoors. The property is on 8.15 very private acres. Other features include quality components & technology throughout, a dedicated office (or optional bedroom), dual staircases, a workshop, and RV parking with water, sewer, and electric hookups. The home is on both city water and a well. You’ll also find dual A/C systems, a water softener, central vacuum, and a 400-amp electrical setup with 200 amps to the house and 200 amps to the large detached workshop. The home has a prepaid 14kw 48 panel solar system, plus a separate 5.36kw, 16 panel, owned system that powers the well. Located on the desirable west end, the property offers beautiful mountain views, including Mt. Woodson, along with some really great sunsets.

16997 Sky Valley Dr, Ramona

$1,800,000
4 Beds ⋅ 4 Baths ⋅ IG26082688 MLS ⋅ Closed Status
Expansive 13.83 ACRE EQUESTRIAN ESTATE! Located in Ramona’s prestigious Santa Fe Highland Estates, one of North County’s premier large-lot equestrian communities (204 acres, 14 parcels). This property perfectly balances the upscale country lifestyle with fully functional horse facilities and agricultural living, located in San Diego's vibrant wine country. The property is fully fenced and cross-fenced with V-mesh and vinyl ranch fencing, plus a 16’ gated entry. Enjoy the best of both worlds with a dual-water system that incudes private WELL & CITY WATER and PAID SOLAR (32 panels). Custom single story 3,200 sqft home with 16' vaulted ceilings. Large windows frame picturesque views of your animals grazing in the pastures and gorgeous western sunsets. It features 4 bedrooms, 3.5 baths located in 3 separate wings, an office with a private entrance, and in-law quarters; The primary offers sunrise vistas & cozy fireplace. Updated primary en suite has travertine tiled walkin shower and separate claw foot soaking tub, linen cabinet and walk-in closet. Open floor plan, 2  cozy fireplaces, one in the Primary bedroom and a 3 sided FP in family and living room; The cook in the family will enjoy the spacious kitchen with double ovens, and a huge walk-in pantry with room for a full size refrigerator. NEW ROOF in 2023. Oversized 3 car garage. Equestrian amenities include dressage and jumping arenas, riding track, multiple irrigated pastures, round pen, wash racks, and two barns (Silverado & Castlebrook) with stalls, tack, water, and power. M animal designation. Additional features: Hay barn, equipment storage, chicken coop, dog run, generator, RV hookup, EV charger, irrigation, fruit trees, and Barbera grapevines.

820 Santa Fe Highlands Dr, Ramona

$1,465,000
3 Beds ⋅ 3 Baths ⋅ NDP2603408 MLS ⋅ Closed Status
Welcome home to the epitome of country lifestyle and living at 18131 Traylor Road in Ramona. This 3 bedroom, 3 bath custom single story ranch style home spans an impressive 3,044 square feet featuring dramatic 14-foot ceilings and expansive windows that frame breathtaking panoramic valley views below of the Ramona grasslands.  Designed for both comfort and functionality, the home includes a dedicated office, spacious living areas filled with natural light and a workshop with bathroom/shower that can easily be converted to an additional living space/ADU.  Sustainable living is made easy with solar and a well for irrigation while the outdoor spaces include a covered pergola, koi pond and built in bbq creating an additional tranquil living space and charm.  The property offers a truly unique opportunity with an income producing U-Pick farm with over 500 total trees including citrus, apricot, fig, kiwis, avocado, plums, apples, persimmon, kumquat, nectarines, pears and many more allowing you to have fresh fruit right at your doorstep.  The property features additional outbuildings including storage sheds, greenhouse, and chicken coop as well as potential to be a horse property as well.  Located on the west end, providing you with easy access to trails, open spaces, schools and all that the small town Ramona lifestyle has to offer while still being close to everything down the hill.  18131 Traylor Road is a once in lifetime opportunity that can't be missed!

18131 Traylor Road, Ramona

$1,349,000
4 Beds ⋅ 3 Baths ⋅ 260002482SD MLS ⋅ Closed Status
Nestled within the gated community of Mt. Woodson's exclusive north side, this executive home is situated on a corner lot at the end of a quiet cul de sac. Featuring one the most desirable floorplans & overlooking the golf course this home is a dream inside and out. Drawn to the home by the landscape design that provides the finest in curb appeal, the open floor plan offers 3 bedrooms w/an optional 4th bedroom, currently used as an office, 3 full bathrooms & an oversized 3-car garage. Upon entering, an impressive 20-foot ceiling adorns the living room framed on an impressive wall of windows with views of the surrounding mountains. Adjacent, the light filled dining rooms French doors open to the expansive, thoughtfully designed, fully fenced & professionally landscaped backyard. The tranquil outdoor living space features a pool w/water features, jacuzzi under a new aluminum gazebo & turf grass area set upon the fairway of Hole #4. Inside, a bright & updated kitchen w/stainless steel appliances & quartz counter tops opens to a breakfast nook & the family room. The main floor also features an office, full bathroom & laundry room off the attached garage. Upstairs, the primary en suite features a private balcony, luxurious bathroom w/dual vanity sink, glass enclosed shower, garden tub & walk in closet. 2 additional bedrooms & 3rd bathroom complete the upstairs. Energy cost savings w/an owned solar system plus a 4-battery backup system installed in 2021, whole house fan, new heating & air conditioning system in 2021 & new Boral Steel stone coated roof system in 2020. The gated, award winning, Mt. Woodson community is located 3.5 miles east of Poway Rd. and was created around the historic Amy Strong Castle and the Mt. Woodson golf course. Located on the coveted "West-End" of Ramona, this lovely home is a short drive to both Ramona and Poway, hiking and nature preserves, local wineries and Mt Woodson Elementary. Located far enough outside the city to provide space, privacy and quiet but close enough for commuting. Mt Woodson was developed by Davidson Homes in the 1990s.

17277 N Woodson Court, Ramona

$1,340,000
PT26135340 MLS ⋅ Closed Status
Strong tenants, exceptional visibility, and a premier corner location combine to create an outstanding investment opportunity in the heart of Ramona. This fully occupied mixed-use commercial property is anchored by nationally recognized Dunkin' and Baskin-Robbins brands, alongside established professional office tenants, creating a stable and recognizable presence within the community. Positioned on one of Ramona's most visible commercial corners along Main Street/Hwy 67, the property benefits from traffic counts approaching 34,000 vehicles per day, prominent monument signage, ample parking, and existing drive-thru infrastructure. Strong occupancy and established tenancy create immediate investment appeal. Ramona continues to attract new residents, businesses, and investment as one of San Diego County's last truly affordable communities. Nearby commercial revitalization, including new retail investment anchored by Grocery Outlet, reflects continued confidence in the area's future. Convenient access to Highway 78 provides a direct connection to Escondido, Interstate 15, and the greater North San Diego County market. Investors will appreciate the stability of today's tenancy while recognizing the long-term value of controlling one of Ramona's most recognizable commercial corners.

1410 Main Street, Ramona

$1,275,000
3 Beds ⋅ 2 Baths ⋅ 260013587SD MLS ⋅ Closed Status
Rare opportunity to own a beautifully developed 8.02-acre equestrian property in Ramona, where natural beauty and thoughtful design come together in an exceptional setting. Surrounded by mature shade trees, lush landscaping, and expansive open space, this turnkey property offers a serene park-like atmosphere with fertile soil, excellent drainage, picturesque views, a high-producing well, owned solar, and fully usable acreage. The remodeled residence, 2 additional residences, and resort-style pool create the perfect blend of equestrian functionality and country living. Featuring A72 zoning with an O Animal Designator, the property is well suited for a private ranch, multigenerational estate, boarding operation, training facility, or equestrian business. Equestrian amenities include an impressive 8-stall barn with oversized stalls and attached runs, 3 covered stud pens, 5 dry-lot paddocks with shelters, 3 grass pastures, a large arena with sprinkler system, 60-foot round pen, perimeter exercise track, wash racks, individual tack rooms, quality horse fencing, and a large hay barn. The remodeled 3-bedroom, 2-bath home with a large screened porch offers comfortable living, while the resort-style pool, completed in 2021, provides a private outdoor retreat enhanced by a handcrafted brick pizza oven. Additional improvements include 2 separate 1-bedroom, 1-bath residences with full kitchens and private outdoor areas, a western-style office, arena viewing deck with outdoor kitchen and bathroom, storage buildings, chicken coop, and entry roundabout with fountain. Designed for year-round usability, the property offers an exceptional combination of equestrian amenities, income-producing opportunities, and comfortable country living. The mature landscaping and quality infrastructure create a setting that is as functional as it is beautiful, whether for a thriving horse operation or a private ranch lifestyle. The current layout comfortably supports approximately 23 horses - zoning allows for more. Property equipped with General whole property backup generator. Located in one of Ramona’s most desirable horse-friendly areas, this unique property presents a rare opportunity for equestrian professionals, investors, multigenerational families, or anyone seeking a private ranch lifestyle with room to grow. Seller financing may be available for qualified buyers.

20751 Sutherland Dam Road, Ramona

$1,245,000
4 Beds ⋅ 4 Baths ⋅ 260008427SD MLS ⋅ Closed Status
Experience the ultimate blend of rustic Craftsman elegance and 21st-century independence. Perched on over two acres with sweeping mountain and valley views, this one-of-a-kind estate—meticulously crafted by a master builder—offers exceptional comfort, security, and self-sufficiency. Thoughtfully upgraded for modern living and peak performance, the home features dual solar systems with approximately 27 panels working in tandem to deliver a rare revenue-neutral energy profile. Enjoy year-round comfort with central air conditioning, a newly installed whole-house fan designed to capture refreshing mountain breezes, and a tankless water heater for on-demand efficiency. A Generac whole-house backup system ensures uninterrupted power, while a fire sprinkler system adds peace of mind. Professionally installed artificial turf in both front and back yards provides a lush, low-maintenance landscape year-round. Inside, a dramatic 21-foot entry welcomes you into a warm, refined interior highlighted by natural stone, reclaimed barn wood ceilings, and European oak flooring. The open-concept main level showcases a chef’s kitchen with striking Rocky Mountain granite, a hidden butler’s pantry with wine storage, and a cozy living area anchored by a wood-burning fireplace. A convenient downstairs guest suite with a private ensuite bath is ideal for visitors or multi-generational living. Upstairs, the primary retreat features a private balcony with panoramic valley views, dual vanities, and a spa-inspired bath. Two additional bedrooms and a full bath offer flexibility for family, guests, or a home office. Custom Edison bulb fixtures and LED staircase accents add distinctive character throughout. Step outside to a resort-style setting designed for both relaxation and entertaining. The covered outdoor living area features ceiling fans, a 65" TV mounted above the fireplace, and a built-in beer tap—perfect for hosting. Additional features include an outdoor BBQ island and fire table with polished concrete countertops, a custom crane-placed boulder waterfall, a 4-hole putting green, a wood-burning fire pit, and a fully enclosed professional-grade dog run. Mature fruit trees—including grapefruit, orange, lime, and apple—enhance the property’s charm and provide a touch of orchard living. As the sun sets, the property transforms into a nighttime showcase, with professionally designed LED lighting illuminating the tree-lined entry and artisan stonework. The fully fenced grounds offer exceptional privacy, featuring a custom stone and paved entry with infrastructure in place for an automated gate. Additional amenities include a 3-car garage with epoxy flooring and custom cabinetry, a whole-house water purification system, and multi-zoned acreage suitable for recreation, privacy, or equestrian use. More than a home, The Ortega Road Lodge is a private sanctuary designed for those who value luxury, independence, and peace of mind.

2736 Ortega Rd, Ramona

$1,240,000
5 Beds ⋅ 5 Baths ⋅ 260011984SD MLS ⋅ Closed Status
Welcome to the prestigious, resort-style community of 'Mount Woodson' in Ramona! Enjoy panoramic mountain & golf course VIEWS from this huge 5BR/ 4.5BA home, the largest floor-plan Mt. Woodson has to offer! Home sits on a large, 1/5 Acre lot w/ private Pool & Spa, mature tropical landscape & overlooks the golf course and surrounding mountain ranges. Interior features include upgraded Low-E windows & French doors throughout w/ plantation shutters & high-quality blinds, a dramatic vaulted ceiling throughout the main living area allowing for tons of natural light inside the home, huge ‘great’ room w/ living & family areas + a full-size dining room just off the open concept kitchen w/ cherry wood cabinetry, granite slab counters & all stainless-steel appliances, recessed lighting & a large kitchen island, huge primary BR upstairs w/ 2-way fireplace shared between the 2 rooms of the spacious master retreat & 3 balconies surrounding the exterior front & back w/ VIEWS in every direction! WOW, this is a must-see! Other features include a full-size laundry room upstairs for convenience, luxurious primary bathroom w/ dual-entry walk-in closet, versatile office/bedroom with custom built -in cabinetry, multiple French doors to all the inviting outdoor spaces surrounding the home, 3 fireplaces in the living, family & primary bedroom & more! The private, in-ground Pool & Spa are elevated just above the golf course & sit surrounded w/ mature, tropical landscape, boasting breathtaking VIEWS from the backyard overlooking all the scenic beauty & majestic rolling hills of the area! 3-Car attached garage w/ storage. Low maintenance landscape & turf surround the grounds. Tucked away behind the gates of extremely desirable Mount Woodson, literally walking distance to ‘Potato Chip’ Rock & nearby hiking & biking trails, just minutes into Downtown Ramona & nearby schools for all ages or right down the hill to all Poway has to offer!

15992 S Woodson Dr, Ramona

$1,227,500
NDP2504422 MLS ⋅ Closed Status
The opportunity to own your own private wilderness in San Diego County offers you a chance to escape to the tranquility of the back country, away from the crowds and madness. This exceptional offering features approximately 160 acres of picturesque oak-studded meadowlands, framed by majestic rock outcroppings and meandering seasonal streams. Experience the thrill of adventure with miles of riding, hiking, and off-road trails that lead you to breathtaking view home sites. Located in the heart of Northeast San Diego County's low mountain region, this property is ideally situated between the bedroom community of Ramona "Wine Country" and the enchanting tourist towns of Santa Ysabel and Julian. With San Diego’s pristine beaches just under an hour away and priced below the cost of an estate lot in metropolitan San Diego, this is a rare opportunity to secure a piece of land that offers both seclusion and accessibility. The property is fully fenced, ensuring privacy and security, and is surrounded by expansive estate homes, thoroughbred ranches, vineyards, and renowned wineries. Don’t miss your chance to own this remarkable wilderness retreat.... your ideal sanctuary awaits!

Little Page Road, Ramona

$1,207,000
4 Beds ⋅ 3 Baths ⋅ 260005556SD MLS ⋅ Closed Status
Single-level living on 1.32 acres beneath majestic 200-year-old oak trees in the highly sought-after gated community of Shady Oaks in West Ramona. This beautifully maintained home offers space, privacy, and resort-style living with standout highlights including a custom PebbleTec pool and spa, solar energy, a 3-car garage, skylights, wide-plank luxury vinyl flooring, and newer PEX plumbing. Inside, the thoughtfully designed layout feels bright and open, with skylights and extra-wide hallways allowing natural light to move easily throughout the home. Generous living spaces and seamless indoor-outdoor flow create an ideal setting for both everyday comfort and effortless entertaining. The backyard offers a true private retreat. A custom PebbleTec pool and spa with fountain is surrounded by mature landscaping and a fully fenced yard, creating a beautiful space for relaxing, gathering, or enjoying the peaceful natural surroundings. With over an acre of land and towering oak trees providing shade and character, the property offers a sense of space and tranquility that is increasingly hard to find. Adding to its unique appeal, the property is recognized as a Certified Wildlife Habitat® by the National Wildlife Federation®, thoughtfully supporting pollinators, native plants, and local wildlife. Shady Oaks is a highly sought-after gated community in West Ramona known for its scenic beauty, peaceful atmosphere, and proximity to some of the region’s most popular hiking destinations, including Iron Mountain and Potato Chip Rock.

16635 Shady Oaks Drive, Ramona

$1,205,000
3 Beds ⋅ 2 Baths ⋅ NDP2600871 MLS ⋅ Closed Status
ACRES! Yes, 5.84 acres of gated, fully fenced and usable land located at the end of the road. This parcel is enhanced by both city and private well water for irrgation, unique rock out croppings, 20'X40' ingound gunite pool with Baja shelf and slide, above ground spa, Gazebo with capped utilities for your future outdoor kitchen. Need a workshop? Try this 50'X60' metal/steel building with 20 florescent lights, 2 14'+ roll up doors, skylights and paid solar. The property is further enhanced by RV parking and hookups, 1939 sq. ft. home that has been totally remodeled and features counrtyard entry to spacious living/dining rooms. Note the pellet stove insert with see through brick fireplace to family/game room with slider to side covered patio featuring panoramic views of the mountains and pastoral valley. The remodeled kitchen has a desirable breaskfast nook, granite counters, custom wood cabinets, pantry, wine refrigerator and upgraded appliances. You will so appreciate, the master suite with HUGE walk-in closet with custom closet organizers and attractive bath with granite counters, dual sinks, roomy shower with light enhanced solar tubes. The additional two bedrooms share the second remodeled bath with tiled to ceiling shower/tub combo.. The attached 3 car finished garage has an installed water filtration system, newer 2018 Rheem HVAC system, components for your future generator and paid solar system. This property is TRULY amazing and provides an abundance of privacy enhanced by mature Pines and Oaks!

341 Pile Street, Ramona

$1,200,000
4 Beds ⋅ 3 Baths ⋅ NDP2603422 MLS ⋅ Closed Status
There's no place like it and this home has it all. EXCLUSIVE, GATED community in desirable WEST END Ramona, minutes to Powayand 1/4 mile to Mount Woodson Golf Course and Potato Chip Rock trailhead. INGROUND POOL, spa and outdoor shower. HORSE FACILITIES with 4 stable areas, 650 SF metal BARN, arena and wash stations, attached ADU with kitchenette, 2 separate RV PADS with their own entrances and hook ups, deluxe CHICKEN COOP, 2 large DOG RUNS, gardening area, citrus trees and even a GOLF practice area. Expansive covered patios and OUTDOOR KITCHEN overlooking a large, NATURAL ROCK WATERFALL. Beautifully UPDATED home with new wood vinyl flooring, step down living room and custom STACKED STONE fireplace makes a statement. Spacious, island kitchen for ENTERTAINING. ENERGY SAVING mini split systems in every bedroom.

16355 Whispering Oaks Drive, Ramona

$1,174,000
4 Beds ⋅ 3 Baths ⋅ 260020666SD MLS ⋅ Closed Status
Welcome to 17221 N. Woodson Ct a .24 acre residence in the exclusive West End gated community of Mount Woodson. Superior location on a quiet cul-de-sac, new oak luxury vinyl plank flooring throughout, serene backyard and ample room for a pool, creating an attractive opportunity to enjoy a luxury lifestyle. Thoughtfully and gorgeously updated throughout, this home features elegant Pottery Barn light fixtures, a new gas range, soaring ceilings, dual pane windows, new HVAC, and a stunning chef’s island kitchen designed for effortless entertaining. A charming courtyard entry welcomes you home, while the flexible floor plan offers 4 bedrooms plus an optional 5th bedroom, along with a spacious 3-car garage. Walk to the iconic Potato Chip Rock and explore the breathtaking Ramona Grassland Preserve, all while enjoying the privacy and security of one of the area’s most desirable gated communities. A rare opportunity to experience resort-style living, natural beauty, privacy, all in one extraordinary Mount Woodson setting.

17221 N Woodson Ct, Ramona

$1,106,000
3 Beds ⋅ 2 Baths ⋅ 260008891SD MLS ⋅ Closed Status
Built by highly regarded local builder Freeman’s Construction Inc., this beautifully crafted single-level Ramona home offers 3 bedrooms, 2 bathrooms, plus an office/flex room with potential for a 4th bedroom, 2,226 sq ft of living space, an oversized 953 sq ft 3-car garage, and 3.25 private acres with panoramic valley views, all less than 10 minutes from town. The home features soaring ceilings, exposed wood trusses, expansive windows, a large island kitchen, and a striking stone fireplace with a premium Fireplace Xtrordinair unit designed to heat the home. The master suite includes radiant heated bathroom floors, dual vanities, a freestanding soaking tub, and a barrier-free shower. Outside, enjoy mature pine and pepper trees, unobstructed sunrise and sunset views, a covered patio, fully fenced rear lawn, 60x90 fenced pet yard, and 12x30 chicken coop with run. Additional highlights include energy-efficient construction, spray foam insulation, low utility bills, private well with new pump and whole-house filtration, Generac propane backup generator, and 400-amp service with underground utilities already installed for future shop or ADU potential. Utilities are run approx. 60 ft to the south for one future shop/ADU location, plus a second private ADU pad location to the north set well away from the main house. Built by Freeman’s Construction Inc., a respected and well-known Ramona builder, this beautifully designed single-level home offers the kind of quality, setting, and long-term functionality buyers are always hoping to find but rarely do. Set on 3.25 private acres with panoramic Ramona Valley views, the property combines peaceful country living, thoughtful construction, and practical infrastructure in a location less than 10 minutes from town. From the moment you arrive, the home makes a strong impression. The setting feels quiet, private, and scenic, with mature pine and pepper trees, open skies, and expansive east-to-west views that deliver both stunning sunrises and sunsets. The land is highly usable and has been cleared of brush throughout the full 3.25 acres, enhancing both function and presentation while complementing the home’s wildfire-conscious construction features. Inside, the home offers approximately 2,226 square feet with 3 bedrooms, 2 bathrooms, plus an office/flex space that could serve as a 4th bedroom, along with an oversized 953 square foot 3-car garage. The architecture and layout are a major part of the appeal. Exposed wood trusses, soaring ceilings, and expansive windows create a bright and open feel, while the spacious main living area is centered around a striking stone fireplace with a premium Fireplace Xtrordinair unit designed to heat the home while also delivering warmth, ambiance, and visual impact. The kitchen is equally impressive, with a large center island, generous cabinetry, ample prep space, and an easy flow into the dining and living areas that works beautifully for everyday living and entertaining. The primary suite continues that same thoughtful approach, offering a bathroom with radiant heated floors, dual vanities, a freestanding soaking tub, and a barrier-free shower. These details help the home stand out by combining comfort, quality, and livability in a way buyers can immediately appreciate. The outdoor spaces add even more to the property’s value and versatility. A covered patio opens to a fully fenced rear lawn, creating an inviting area for relaxing, entertaining, or simply enjoying the quiet setting. There is also a separate 60x90 fenced pet yard and a 12x30 chicken coop with run, giving the property flexibility for animals, hobbies, and a more self-sufficient lifestyle. Beyond the visual appeal, this home offers meaningful infrastructure and efficiency advantages. Features include energy-efficient construction, spray foam insulation, low utility bills, a private well with a new pump, whole-house filtration, and a Generac diesel backup generator for added peace of min...

428 Washington Street, Ramona

$1,101,750
5 Beds ⋅ 3 Baths ⋅ PTP2603195 MLS ⋅ Closed Status
Welcome to your dream retreat in the exclusive Mt. Woodson community! Nestled on the quiet southwest side of this coveted enclave, this stunning PAID SOLAR 5-bedroom, 3-bathroom Obsidian residence offers breathtaking views of the 15th hole and the iconic public lands where the famous Potato Chip Rock beckons — all from the comfort of your own backyard. Step inside and be immediately wowed by soaring two-story ceilings in the grand great room, anchored by a cozy fireplace — perfect for relaxed evenings at home. The thoughtful floor plan includes a main-level bedroom and full bath, a formal dining room, and an eat-in kitchen nook ideal for everyday living and entertaining alike. The inviting family room features its own fireplace, creating a warm and welcoming second gathering space. Upstairs, retreat to your luxurious primary suite complete with an oversized walk-in closet, a spa-like soaking tub, a separate shower, and a private balcony — your personal perch overlooking the stunning golf course. Every additional bedroom is generously sized, offering comfort and versatility for family, guests, or a home office. Enjoy the benefits of paid solar, keeping energy costs low even during Ramona's warm summers. Park with ease in your oversized 3-car garage plus three additional driveway spaces on your desirable corner lot. Living in Mt. Woodson means access to world-class amenities: a championship golf course, elegant clubhouse, restaurant, serene pond, beautiful parks, a dog run, scenic walking paths, and vibrant community events year-round. All of this — just minutes from Poway, at Ramona prices. This is more than a home. It's a lifestyle. Come see it for yourself!

17094 Obsidian Drive, Ramona

$1,100,000
6 Beds ⋅ 3 Baths ⋅ NDP2600868 MLS ⋅ Closed Status
Rare Investment Opportunity in Prime Ramona Location – Three Homes on One Lot! Discover exceptional value and versatility with this rare chance to own three separate 2-bedroom, 1-bath homes on a single lot in the heart of Ramona, CA. Perfect for investors, multi-generational living, or those seeking reliable rental income, this unique property offers endless potential. Each home is approximately 750 sq ft and benefits from dual zoning for both Residential and Commercial use, giving you flexibility for long-term investment, business opportunities, or future development. All three units have been thoughtfully refreshed from top to bottom. Each features a brand-new roof, fresh exterior stucco and paint, new interior paint, and updated plumbing fixtures. Two of the units offer new plank flooring, while the third unit features durable tile flooring throughout. Situated in a prime Ramona location close to shopping, dining, schools, and commuter routes, this property is ideal for strong rental demand or personal use. Whether you’re looking to expand your real estate portfolio or secure a versatile income-producing asset, this one-of-a-kind opportunity checks all the boxes. Don’t miss your chance to own three fully updated homes on one lot—opportunities like this rarely come to market in Ramona!

549 D St., Ramona

$1,099,000
3 Beds ⋅ 4 Baths ⋅ 260014559SD MLS ⋅ Closed Status
Welcome to your private Ramona retreat! Situated on 6.49 usable acres, this custom-built estate offers the perfect blend of space, privacy, and country living. Built in 2006, this impressive home features approximately 2,678 square feet of living space with 3 bedrooms, 3.5 bathrooms, and a spacious 4-car garage. The thoughtfully designed floor plan offers generous living areas, abundant natural light, and seamless indoor-outdoor living. Whether you're seeking room for horses, recreational vehicles, a workshop, agricultural pursuits, or simply a peaceful escape from city life, this property provides endless possibilities. The gourmet kitchen is designed to impress, showcasing upgraded appliances, granite countertops, Eastern Birch cabinetry, a center island with vegetable sink, and a generous walk-in pantry. Whether preparing everyday meals or hosting guests, this space combines both beauty and functionality. Privately situated in its own wing, the luxurious primary suite offers a true retreat with a dedicated sitting or exercise room, an organized walk-in closet, and a spa-inspired bathroom featuring a soaking tub, walk-in shower with dual shower heads, and natural stone flooring. Additional highlights include a spacious office that can easily serve as a fourth bedroom, 11 ft ceilings and 9 ft doors throughout, authentic Hearthstone wood burning stove with soapstone construction, Tesla battery wall, Tesla car charger, raised garden beds, and numerous fruit trees. This exceptional property offers the space, privacy, and lifestyle today's buyers desire. Welcome to your private Ramona retreat! Situated on 6.49 usable acres, this custom-built estate offers the perfect blend of space, privacy, and country living. Built in 2006, this impressive home features approximately 2,678 square feet of living space with 3 bedrooms, 3.5 bathrooms, and a spacious 4-car garage. The thoughtfully designed floor plan offers generous living areas, abundant natural light, and seamless indoor-outdoor living. Whether you're seeking room for horses, recreational vehicles, a workshop, agricultural pursuits, or simply a peaceful escape from city life, this property provides endless possibilities. The gourmet kitchen is designed to impress, showcasing upgraded appliances, granite countertops, Eastern Birch cabinetry, a center island with vegetable sink, and a generous walk-in pantry. Whether preparing everyday meals or hosting guests, this space combines both beauty and functionality. Privately situated in its own wing, the luxurious primary suite offers a true retreat with a dedicated sitting or exercise room, an organized walk-in closet, and a spa-inspired bathroom featuring a soaking tub, walk-in shower with dual shower heads, and natural stone flooring. Additional highlights include a spacious office that can easily serve as a fourth bedroom, 11 ft ceilings and 9 ft doors throughout, authentic Hearthstone wood burning stove with soapstone construction, Tesla battery wall, Tesla car charger, raised garden beds, and numerous fruit trees. This exceptional property offers the space, privacy, and lifestyle today's buyers desire. With ample acreage and endless possibilities, 1335 Magnolia Avenue is a rare opportunity to enjoy the best of Ramona living.

1335 Magnolia Avenue, Ramona

$1,085,000
260005873SD MLS ⋅ Closed Status
***FOR SALE OR LEASE*** ***SEE ATTACHED BROCHURE*** Welcome to 1045 Main Street, For Sale or Lease. Discover this premier commercial property AND separate on-site cottage located in the heart of Ramona, California. This newly renovated opportunity combines modern functionality, exceptional acces-sibility, and strong long-term value. Situated on nearly 14,000 SF across two parcels of land, this property includes a ±1,600 SF commercial building AND a separate ±750 SF, 2-bedroom/1-bath cottage. The commercial building provides excellent visibility and functional space suitable for a wide range of professional uses, while the sepa-rate cottage is ideal for owner-users, on-site management, office space, or additional rental income. The large on-site parking lot has been freshly repaved and features 25 dedicated spaces, with front and rear access. Whether you’re expanding your busi-ness footprint or seeking a smart investment in San Diego County, 1045 Main Street offers unmatched potential. The attached comprehensive marketing package includes detailed property specifications, highlights of recent renovations, and insights into the surrounding area to support your due diligence and decision-making process. We invite you to explore the oppor-tunity and value this property brings to your business or investment portfolio.

1045 Main, Ramona

$1,075,310
3 Beds ⋅ 3 Baths ⋅ 250039525SD MLS ⋅ Closed Status
Creekside Crossing is a new community of single-family homes for sale, coming soon to Ramona, CA. Residents will enjoy access to onsite amenities, including a pickleball court, tot lot, passive parks and trails. There are a variety of shopping, dining and entertainment options a short drive away, and nature lovers can explore the outdoors on nearby hiking trails. Plus, local schools are close by, perfect for young or growing families. These homes estimated move-in is Nov 2025. Still time to choose your flooring and backsplash. On the first floor of this new two-story home is an inviting open-concept layout that blends the kitchen, living and dining areas, ideal for modern lifestyles. On the second floor, a versatile loft provides a convenient shared living space near two bedrooms plus a luxurious owner’s suite, complete with a full bathroom and walk-in closet.

111 Village Walk Way, Ramona

$1,075,000
4 Beds ⋅ 2 Baths ⋅ NDP2603660 MLS ⋅ Closed Status
Discover your own private countryside oasis at 1002 Summer Glen Drive in Ramona, California—a meticulously renovated custom home offering refined rural living on 3.04 usable acres. Built in 1978 and thoughtfully updated throughout, this single-story residence spans approximately 2,065 square feet with 4 bedrooms and 2 bathrooms. It masterfully blends modern sophistication with timeless countryside charm in a serene foothill setting. The expansive open-concept floor plan centers on a fireplace and is framed by two large sliding glass doors that showcase stunning landscape views. The fully remodeled kitchen features new cabinets, modern appliances, generous counter space, a center island, and a breakfast peninsula overlooking the living area and grounds. New high-efficiency LED can lighting enhances the bright, inviting interiors. Each bedroom provides direct sliding glass door access to the exterior, while the primary suite includes an ensuite bathroom with dual sinks and a walk-in shower. Both bathrooms boast subway tile showers and new marble countertops and cabinets. Comprehensive upgrades include new flooring throughout, fresh interior and exterior paint, a brand-new high-efficiency HVAC system, and a beautifully renovated wraparound porch that extends living space outdoors. Outdoor amenities define this private retreat: a sparkling in-ground pool nestled among mature trees, and fully usable acreage ideal for gardening, raising animals, and equestrian pursuits, with access to nearby horse trails, hiking, and biking paths. Secure entry is provided by two rod-iron front gates and a private black iron gate at the corner of Olive Street and Summer Glen Drive. Additional features include a new well pump for efficient water management, an attached 1-car garage, a detached 2-car garage with potential to convert into an ADU featuring its own private entrance, and a storage shed. The rear open field presents further excellent potential for an Accessory Dwelling Unit or guest house, subject to local regulations. Located within the Ramona Unified School District, the property affords a tranquil rural lifestyle. This exceptional home masterfully combines extensive renovations, with the enduring appeal of expansive countryside living in San Diego County. It represents a rare opportunity for families, equestrian enthusiasts, or those seeking refined privacy and versatility on usable land. Professional photography and virtual tours are recommended to fully appreciate the quality of the updates and the peaceful setting.

1002 Summer Glen Drive, Ramona

$1,060,000
4 Beds ⋅ 3 Baths ⋅ NDP2605988 MLS ⋅ Closed Status
Discover Your Equestrian Dream in Prestigious Holly Oaks Ranch – 2445 Southern Oak Rd, Ramona, CA 92065. Nestled in the highly sought-after Holly Oaks equestrian development on the scenic west end of Ramona, this single-story residence offers the perfect blend of privacy, space, and rural charm. Built in 1999, the home spans 2,586 sq. ft. with 4 bedrooms and 3 bathrooms on an expansive 1.8-acre lot and another 1.5 acres composed of two separate parcels (referencing Lots 15 & 16 in Tract 13240). This rare configuration provides exceptional flexibility: the primary residence sits on one parcel, while the second offers exciting potential for future development—such as an additional home, guest quarters, barn, or equestrian facilities—subject to approvals and septic feasibility. Ideal for multi-generational living, investors, or those seeking to create their ultimate Ramona estate. The property is in immaculate, clean condition and move-in ready, awaiting your personal touches to make it truly your own. Enjoy a bright, functional single-family layout with generous living spaces perfect for everyday comfort and entertaining. A spacious 3-car garage provides ample parking and storage. Standout features include: • Unparalleled privacy — No neighbors to the rear or north, with open space and gorgeous surrounding views enhancing the serene, rural feel. • Prime equestrian lifestyle location in Holly Oaks Ranch, near trails, Holly Oaks County Park (with its public equestrian arena, round pen, and access to Luelf Pond trails), and Ramona’s renowned horse-friendly community. • Zoning (S88) and spacious acreage supporting horses, gardens, or other rural pursuits. Whether you’re seeking a peaceful family retreat, a horse lover’s paradise, or a versatile investment with development upside, this home delivers endless possibilities in one of Ramona’s most desirable equestrian neighborhoods. Experience the beauty of wide-open spaces, fresh air, and community amenities that define country living at its finest—all while being conveniently located for commuting and local conveniences. Don’t miss this opportunity to own a piece of Holly Oaks serenity.

2445 Southern Oak Road, Ramona

$1,050,000
4 Beds ⋅ 2 Baths ⋅ 260007586SD MLS ⋅ Closed Status
An Entertainer's Dream, In The Highly Desirable Rancho San Vicente Development! 4 Bedroom, 2 Bath. Flat Elevated Half Acre Lot With No Neighbor On One Side, Paid Solar, Resort Style Pool & Spa, Large Covered Outdoor Kitchen, Great Sunsets, 3 Palapas, Large Pavilion, Horseshoe Pit, Turf, Low Maintenance Yard. Oh, Got Toys? How About Double Wide Extra Long RV Parking With Hookups And A 4 Car Garage. Inside There Is A Large Open Kitchen with Tons Of Counter Space, Roomy Master Suite, A Great Room Perfect For Large Gatherings. Hurry... These Don't Last. Welcome to 236332 Gymkhana Rd, where every day feels like a getaway! Located in the coveted Rancho San Vicente neighborhood, this entertainer’s dream home is packed with features that’ll have you falling in love. Outside, the half-acre lot offers privacy and stunning sunset views, thanks to no neighbor on one side. Dive into the resort-style pool and spa or fire up the outdoor kitchen, perfectly situated under a covered patio for year-round enjoyment. Three palapas provide a breezy, tropical vibe, and there’s even a large pavilion and horseshoe pit to keep the fun going. With low-maintenance turf, double wide extra-long RV parking (with hookups), and a 4-car garage, this property is set up for convenience and adventure. Bonus: the paid solar system helps keep energy costs in check. Inside, the open-concept kitchen flows seamlessly into the great room, making it ideal for hosting or relaxing. At the end of the day, retreat to the spacious master suite and unwind in style. This one has it all—luxury, space, and a lifestyle you’ll love. Homes like this in Rancho San Vicente don’t last long, so don’t wait to make it yours!

23632 Gymkhana 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.