Ramona Homes with Pool

Welcome to Ramona, California—a hidden gem nestled in the heart of San Diego County. Known for its picturesque landscapes and laid-back charm, Ramona offers a unique blend of rural living and modern conveniences, making it an ideal place to call home. With its rolling hills, stunning mountain views, and abundant outdoor activities, this vibrant community is perfect for families, retirees, and anyone seeking a peaceful lifestyle.

One of the standout features of homes in Ramona is the abundance of properties with pools. Imagine stepping out your back door to a refreshing oasis, where you can soak up the California sun, host summer barbecues, or simply unwind after a long day. Homes with pools in Ramona not only provide a luxurious retreat but also enhance the overall living experience, allowing you to enjoy the beautiful weather year-round.

The real estate market in Ramona is diverse, offering everything from charming single-family homes to sprawling estates, many of which boast stunning poolside settings. The community is known for its friendly atmosphere, excellent schools, and a variety of local amenities, including shops, restaurants, and parks. Plus, with easy access to nearby hiking trails and vineyards, outdoor enthusiasts will find plenty to explore.

Whether you're looking for a family-friendly neighborhood or a serene retreat, Ramona has something for everyone. Dive into the vibrant lifestyle that comes with owning a home with a pool in this enchanting city, and discover why so many are choosing to make Ramona their forever home.

Newest Ramona Homes with Pool

$1,195,000

4 Beds ⋅ 4 Baths ⋅ NDP2609767 MLS ⋅ Active Status

Custom-Built Single-Story Retreat on 4.1 Private Acres in Barona Mesa Estates Welcome to a rare single-level residence that seamlessly blends contemporary style with traditional character. Custom-built in 2004, this 3,220 sq ft home sits on 4.1 secluded acres with no visible homes to the rear, creating an expansive, private setting that feels worlds away while remaining conveniently located. A tree-lined driveway wraps the south side of the home and opens into a rear courtyard framed by mature trees. To one side, a breezeway connects the main house to an oversized 3+ car garage and an approximately 450–500 sq ft ADU—ideal for guests, extended family, a home office, or rental potential. To the other sits the sparkling pool, with open land stretching out beyond. Step inside and the home draws you through with clear sightlines from the front door straight through to the front garden area, framed by the property’s beautiful mature trees. The thoughtful floor plan places the primary suite on one side and the guest bedrooms on the opposite side for maximum privacy, while the laundry room is conveniently located away from the primary suite. The contemporary kitchen features warm maple tones and European-style cabinetry, and floating vanities extend the modern aesthetic throughout the four bathrooms. Practical luxury is built in: a fully paid-for solar system with two backup batteries helps control energy costs and keeps the lights on during outages, while a private well provides a potentially endless water supply without water district charges. Barona Mesa Estates, developed in the late 1990s, is known for its oversized parcels and collection of multimillion-dollar homes. Whether you’re seeking space for family and guests, room for cars and toys, a separate ADU workspace, or simply peace and privacy on acreage, this home delivers a rare combination of setting, functionality, and everyday livability.

25438 Rancho Barona Road, Ramona

$849,000

4 Beds ⋅ 3 Baths ⋅ NDP2609753 MLS ⋅ Active Status

Welcome to a truly special Ramona property on approximately 1.86 acres where equestrian amenities, thoughtful upgrades, and inviting outdoor spaces come together. Fully fenced with an automatic gate, this property offers privacy and room for horses, gardening, entertaining, and enjoying quiet evenings under the stars. The upgraded kitchen features a coved ceiling, recessed and ambient lighting, under-cabinet lighting, glass and stone backsplash, propane range, upgraded dishwasher, refinished wood countertops, and coffee bar. The completely remodeled primary bathroom offers a spa-inspired retreat with an expansive walk-in shower featuring frameless glass, dual rainfall showerheads, a handheld shower wand, custom tilework, and a spacious vanity with abundant storage. Both additional bathrooms have also been updated. Other improvements include tubular skylights, triple-pane argon gas windows, and an Ecobee thermostat. The attached, converted three-car garage offers versatile additional living space with two bedrooms, a spacious living/dining area, and a separate pantry with vintage cabinetry. Outdoor living shines with a 12' x 24' walk-out deck, stamped-concrete patios, cedar gazebo, above-ground pool, Jacuzzi spa, metal pergola, and custom propane fire pit—perfect for entertaining or enjoying Ramona's beautiful sunsets. Equestrian amenities include horse stalls, four of which are covered, a round pen, arena, hay barn/tack room, and conveniently located water access. Additional outbuildings include a Tuff Shed, VersaTube barn, and two shipping containers. The grounds also feature a 20' x 80' garden area with raised beds and shade screens, fenced chicken run, charming potting shed, mature trees, grassy areas, drip irrigation, and solar landscape lighting. Other improvements include solar, a Generac generator, tankless water heater, whole-house and under-sink water filtration, and an upgraded electrical panel. Surrounded by wildlife, beautiful sunsets, and star-filled skies, this property captures the peaceful lifestyle that makes Ramona so special.

160 Pile, Ramona

$899,999

4 Beds ⋅ 3 Baths ⋅ PTP2607828 MLS ⋅ Active Status

Resort-style living in Ramona! Panoramic views, a custom waterfall, pool, spa, outdoor kitchen, gazebo, and putting green create an incredible backyard retreat you won't want to leave. Offering an impressive 3,219 square feet of living space on over half an acre, this spacious 4-bedroom, 3-bath home delivers room to spread out, entertain, and enjoy the So Cal lifestyle. The open floor plan features a generous kitchen, inviting fireplace, and a downstairs bedroom and full bath. Upstairs, the primary suite captures sweeping views and features dual walk-in closets and an updated bath. Additional bedrooms offer walk-in closets, with two sharing a Jack-and-Jill bathroom. A versatile loft provides space for a home office or study. Outside, enjoy poolside relaxation, outdoor dining, and spectacular sunsets. A three-car garage adds room for vehicles, recreational toys, and storage. With its generous square footage, panoramic views, and resort-style amenities, this San Diego Country Estates home is a standout opportunity!

24534 Rutherford Road, Ramona

$1,450,000

3 Beds ⋅ 2 Baths ⋅ NDP2609592 MLS ⋅ Active Status

Three completely flat, usable acres, with a personal oasis to come home to and a working ranch out back already generating income: that’s the offer here. Two separate gated entries keep the two sides distinct. Through the front gate, you’re greeted by lush green grass, privacy shrubs, and big established trees, genuinely hard to find out here. The house sits privately up front, screened off from the working ranch behind it by a privacy retaining wall, with its own gate through to the working side, so you can run a real operation back there without it ever touching how the house lives. The working side has chickens, a fruit orchard (plum, apricot, cherry, nectarine, pear, lemon, key lime, and orange), a two-bedroom rental ADU, and a horse setup that’s hard to find this close to town: a lit 120x240 arena for English or Western riding, three covered 16x24 stalls with water and electric, three 24x60 corrals each with their own shelter, a 60-foot round pen, two wash racks, a tack room with its own washing machine, a hay shed, and RV parking with hookups. A well with a 5,000-gallon tank and ag-rate meters on the well and power keep the ranch running and the costs down. A tractor and riding lawnmower can be included in the sale. The whole property is fenced and cross-fenced, with riding trails nearby, minutes from Main Street but you would never guess it once you are inside. Come back through the gate to your own oasis: a backyard pool with a covered porch and a second covered seating area, new turf and desert landscaping all around, and a light-filled room off the pool with white-painted wood ceilings and an infrared sauna, included in the sale. The single-level main home is three bedrooms, two baths, just over 2,100 square feet, adobe-style and upgraded throughout with vaulted ceilings, travertine floors, a fireplace, and a kitchen with granite counters, double ovens, and a pot filler. Every corner reflects the care put into it since it was bought: exterior freshly painted, garage floor epoxied, hedges and landscaping kept tidy, and the home deep-cleaned top to bottom. Solar is owned and paired with a Tesla battery. Zoned A70. Room for horses, income from the ADU, and a pool and sauna to come back to at the end of the day.

325 West Haverford, Ramona

$1,295,800

4 Beds ⋅ 3 Baths ⋅ NDP2609393 MLS ⋅ Active Status

AMBIANCE ABOUNDS this WEST END 11.48 acre parcel with TRUE CRAFTMAN style 4BR/3BA residence, 1BR/1BA guest home, studio apt. nestled in amongst the majestic oaks of your private park. Enter the paved drive lined with white vinyl post and rail fencing to rolling, level, to steep terrain enhanced by rock outcroppings, seven sided gunite pool (original owners designed based on the 7 corners of property), workshop by large 2 car carport, greenhouse, henhouse/storage buildings and assorted fruit trees and berry bushes. This land is well suited for growing purposes, the raising of your animals/horses and features lot split potential. Enter the amazing home to partially remodeled kitchen with 4'X12' island/breakfast bar opening to great room with original Oak hardwood floors, redwood paneled walls, plantation shutters and inviting corner wood stove with similated rock facade and wood mantle. Master features a bay window w/ side door to rear covered patio and pool. 2nd bedroom has small kitchenette, bath and private exterior access. 3rd bedroom has bath shared with great room and 4th bedroom serves currently as their office. Amazing 1959 built home, structures and property. ONE OF A KIND and RARE find! NOTE in documents: property summary report, title report, well report and road maintenance agreement.

15655 77 Oak Valley Road, Ramona

$1,299,000

3 Beds ⋅ 4 Baths ⋅ 260024302SD MLS ⋅ Active Status

Tucked away on 10 private acres and bordering the National Forest, this extraordinary property offers a rare sense of peace, privacy, and connection to the surrounding landscape. Panoramic mountain views stretch in every direction, with breathtaking views of Cuyamaca Peak taking center stage through expansive floor-to-ceiling windows. Inside, the bright and inviting living area features soaring ceilings, a fireplace, built-in shelving, and glass accordion doors that open to the spectacular backyard. Here, a saltwater pool and spa become the centerpiece for relaxing and entertaining, complete with a push-button cover, water-level monitor, and automatic fill. The expansive, updated patio creates the perfect setting to take in the surrounding mountains and endless views. The living room flows naturally into a spacious kitchen, with stylish cabinetry, recessed lighting, stainless steel appliances, and a six-burner Thermador stove and oven. A separate dining room provides an elegant space for gatherings, along with a separate cozy breakfast nook. The first-floor primary suite is a peaceful escape, featuring a private slider to the backyard, a cozy reading nook, and an ensuite bath with dual sinks, a walk-in shower, and soaking tub. Upstairs, each bedroom enjoys its own private ensuite, with one offering a private balcony where the views take center stage. Beyond the attached three-car garage is a concrete-floored metal outbuilding featuring six bays and an additional full bathroom. Horse stables add even more possibilities for those looking to embrace the space and freedom that acreage provides. Outside, the possibilities are limited only by your imagination. An income-producing orchard, fruit trees, room for animals, RV hookups, and abundant usable space create an opportunity to build a lifestyle that is uniquely your own, from a private retreat or family compound to a working property or even a destination for special events. Modern conveniences make this exceptional property as functional as it is beautiful, including an owned solar system, Tesla Powerwall batteries controllable by phone, dual zoned central air with separate thermostats, whole-house water treatment with a dedicated reverse-osmosis faucet, and a recently replaced water tank. With its unmatched privacy, incredible views, thoughtful amenities, and remarkable potential, this is far more than a home, it is a place to create the life you've been imagining.

14909 Four Corners, Ramona

$939,000

3 Beds ⋅ 3 Baths ⋅ NDP2609208 MLS ⋅ Active Status

Set along the golf course in San Diego Country Estates, this spacious home offers expansive fairway and pond views from nearly every main living space, all from a quiet cul-de-sac setting. The home features generous room sizes throughout and an updated interior designed for comfortable everyday living and entertaining. The primary suite includes its own fireplace, an updated en-suite bath, two walk-in closets, and a private deck overlooking the golf course and pond. A secondary bedroom also features a large en-suite bathroom and private deck, offering added privacy for guests or family. An additional flexible space provides the option for a third bedroom, home office, or other use depending on your needs. Additional features include, solar, an updated kitchen featuring a walk-in pantry, coffee bar, with automatic water filler, a heated pool with newer equipment Expansive upper and lower decks on both the front and rear of the home provide multiple spaces to relax, entertain, and enjoy the surrounding scenery. For golf lovers, the property also includes a golf cart garage and direct golf course access, allowing you to drive your cart straight from home to the third hole. From mornings overlooking the fairway to afternoons by the pool and evenings on the deck, the property offers a rare combination of space, views, and direct connection to the course. Located within San Diego Country Estates, residents enjoy access to an impressive collection of amenities, including two community pools, tennis and pickleball courts, equestrian centers and riding trails, parks, hiking and walking trails, basketball courts, dog parks, a restaurant and bar, and the award-winning golf course. All of this is surrounded by the natural beauty and open space that make this community one of East San Diego County's most desirable places to call home.

15536 Indian Head Ct, Ramona

$899,000

4 Beds ⋅ 2 Baths ⋅ NDP2609055 MLS ⋅ Active Status

What if your backyard had no neighbors and views all the way to the Cuyamacas? Welcome to 16319 Wikiup, a peaceful Ramona retreat where the mountains are your backdrop and privacy comes standard. With no homes behind you, the backyard opens to sweeping views toward the Cuyamaca Mountains. Mornings begin with the sunrise over the backyard, and evenings end with the sunset glowing across the front yard. Step outside to your own pool and spa, the perfect setting for quiet mornings, weekend gatherings, and soaking in the views for days. Solar pool heating extends your swim season an extra 6 to 8 weeks each year. When you're ready to explore, walking trail access and a friendly neighborhood are right outside your door. Inside, the home is light, bright, and thoughtfully laid out. The living room features a dramatic vaulted ceiling, and warm oak floors and trim carry throughout. The kitchen is finished with granite counters and a travertine backsplash, blending classic quality with everyday function. Fully paid-off solar keeps energy costs very low, with no lease or loan payment to take over. Pool, spa, solar-heated swimming, paid-off solar, no back neighbors, and views that stretch to the Cuyamacas. This is the Ramona lifestyle you've been waiting for. Call today for your private showing.

16319 Wikiup Road, Ramona

$1,850,000

5 Beds ⋅ 3 Baths ⋅ 260023436SD MLS ⋅ Active Status

Seller will entertain offers from $1,750,000- $1,850,000. Welcome to an exceptional retreat in the gated Mt. Woodson community, where privacy, breathtaking views and resort-style living come together. Set on a flat .36-acre lot with views of the 13th tee box and fairway of the renowned Mt. Woodson Golf Course, this meticulously maintained home enjoys spectacular vistas of Mt. Laguna and Mt Woodson (home to Potato Chip Rock). Features a beautiful spiral staircase, soaring ceilings and oversized windows that flood the home with natural light. Travertine and rich engineered hardwood floors, designer lighting and an open floor plan add elegance. The impressive chef’s kitchen features beautiful countertops, abundant cabinetry, SS appliances and a massive island, opening to the spacious family room with backyard views. A main-level bedroom and full bath provide flexibility for guests, multigenerational living or an office. Upstairs, the expansive primary suite offers a bonus retreat currently used as a gym, plus an extraordinary 45-foot deck overlooking the great outdoors. An additional 14x13 balcony provides yet another place to relax and take in the views. Outside, your private oasis awaits with a sparkling pool and spa, thermal pool panels, multiple entertaining areas and plenty of room to BBQ, lounge or simply enjoy the peaceful setting. A 3-car garage plus parking for up to 4 additional vehicles completes the package. Just minutes from the famous Potato Chip Rock hiking trail, this is more than a home-it's a lifestyle defined by golf, nature, privacy, and spectacular scenery

16793 Vista Summit Dr, Ramona

$1,189,000

3 Beds ⋅ 3 Baths ⋅ PTP2607183 MLS ⋅ Active Status

Welcome to your own private retreat in the sought-after San Diego Country Estates! Set on over half an acre and surrounded by sweeping golf course, mountain and valley views, this beautifully updated single-story Spanish-style home offers an exceptional blend of privacy, style and indoor-outdoor living. Step through the double-door entry into a light-filled interior where rich wood flooring, dramatic black-framed windows and expansive folding doors showcase the incredible views and create a seamless connection to the backyard. At the heart of the home is a stunning entertainer’s kitchen featuring custom cabinetry, quartz countertops, a large center island, built-in wine refrigerator, pull-out pantry storage and premium Thermador appliances. The spacious floor plan offers 3 bedrooms and 3 baths, including a private primary retreat and Jack-and-Jill bath connecting the secondary bedrooms. Thoughtful upgrades include dual-zone HVAC, a whole-house fan, abundant built-in storage, a generous laundry room with sink and a convenient full bath with direct access to the pool area. Outside is where this property truly shines. Enjoy your own resort-style setting with a sparkling in-ground pool, expansive entertaining areas, low-maintenance landscaping and panoramic views that stretch across the golf course and surrounding mountains. A mature orchard adds to the setting with an impressive collection of fruit-producing trees, including avocado, citrus, apple, peach, cherry, persimmon, mango and olive. Need additional space? The detached finished office/flex room offers heating and A/C, a fireplace and additional versatility for working from home, a gym, creative studio or retreat. A 3-car garage with EV charging capability and paid solar add even more convenience. Located within San Diego Country Estates, residents enjoy access to an array of community amenities including pools, clubhouse facilities, parks, recreation and miles of scenic equestrian and hiking trails. This is more than a home—it’s a private Southern California retreat designed for entertaining, relaxing and enjoying the views.

15647 Calistoga Dr, Ramona

$1,299,000

4 Beds ⋅ 4 Baths ⋅ 260023222SD MLS ⋅ Active Status

The seller is open to a rate buydown. The contractor is offering a warranty on the completed work. 4 bedrooms, 3.5 baths, 2,978 square feet on 4.85 acres. This gated, single-level custom ranch home has been completely remodeled with stylish, modern finishes. Dual primary suites sit on opposite ends of the home, each with patio access, natural light, and views. Close to Poway, across from Mt. Woodson. West side of Ramona. Step through the front doors and see past the open living space and pool to the expansive valley and mountains beyond. Folding glass doors open wide to the deep covered patio, creating a dramatic connection between the living area and the yard. The extended roof overhang provides shade while allowing natural light into the home. At the center of it all, the spacious kitchen is ready for entertaining, with a large island and breakfast bar, light wood cabinetry, white countertops, a farmhouse sink, and warm brass accents. A separate dining area offers space for more formal gatherings. Relax in your oversized custom-tiled shower with views across the private grounds; a spacious walk-in closet, large pantry, and laundry room add everyday convenience. Outside, mature landscaping frames the front, side, and back yards. Enjoy the recently resurfaced pool, panoramic views, and room to spread out. Additional features include a two-car garage, paid solar, certified septic. Located on the west side of Ramona near Mount Woodson and the grade, the property offers an appealing acreage and privacy alternative for buyers also considering Poway or Scripps Ranch.

16747 Highway 67, Ramona

$11,900,000

4 Beds ⋅ 4 Baths ⋅ NDP2608832 MLS ⋅ Active Status

Spanning 170 acres of open San Diego countryside, Ballena Vista Farm is an extraordinary union of luxury, land, and independence. Rising with quiet authority, this working estate commands panoramic valley, mountain, and coastal views in every direction, and the privacy is absolute. At its heart is an award-winning vineyard of more than 35 acres, recognized by the Ramona Valley Vineyard Association for the best grapes two years running. Existing structures and room to expand make a future winery a natural next step, whether you dream of a private label or a full estate operation. Crowning the hilltop, the custom home, a collaboration between designer Joseph McCarter and builder David McGuinness, reflects exceptional craftsmanship and upscale finishes throughout. Its Tuscan-inspired rotunda is clad in fossil-imprinted stone, and the living room fireplace is built entirely of stone gathered from the property itself. A carved volcanic-stone sink from Bali and a dedicated pool nook add character that can’t be replicated. Above it all, the stargazing tower offers skies with virtually no light pollution and, on clear days, a glimpse of the ocean. Outdoors, spend afternoons by the resort-style cascading pool. Evenings come alive at the well-appointed outdoor kitchen with its fireplace and hillside views. Fruit trees fill the grounds near the home, including exceptional blood oranges, lemons, limes, plums, and pomegranates. A one-bedroom guest house sits across the sprawling lawn with its own driveway entrance. Beyond the main residence, three adobe casitas ranging from two to three bedrooms and eight additional dwellings offer ample space for family, guests, or staff. For equestrian buyers, the estate is exceptional. A former thoroughbred breeding and training facility, it was home to 2012 Kentucky Derby winner I’ll Have Another. The championship-caliber amenities include an on-site quarter-mile training track, a 38-stall main barn with office quarters, an 8-stall stallion barn, multiple stables, hay barn, riding arena, round pens, numerous paddocks, and well-maintained pastures, with capacity for over 240 horses. Sustainability is built in. A private well system and one of the largest residential solar fields in San Diego County support a lifestyle that runs largely on its own terms. Behind it all is a devoted team of experienced caretakers who know this land intimately and would welcome the chance to stay on, ensuring the estate continues to thrive from day one. Whether it’s a country retreat to complement a coastal home, a working vineyard, or a world-class equestrian destination, Ballena Vista Farm offers a lifestyle beyond limits. For additional details and information visit the property's website: BallenaVista.com

26353 Old Julian Highway, Ramona

Start Your Search

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.

Ramona Homes with Pool

Newest Ramona Homes with Pool

How much is your home worth?

How much is your home worth?