Rolling Hills Ranch Real Estate

Welcome to Rolling Hills Ranch, a picturesque community nestled in the heart of Chula Vista, California, within the vibrant San Diego County. This charming neighborhood is renowned for its stunning views, family-friendly atmosphere, and a delightful blend of suburban tranquility and urban convenience.

Rolling Hills Ranch boasts an array of beautifully designed homes that cater to a variety of lifestyles, from cozy single-family residences to spacious modern estates. The architecture reflects a harmonious blend of contemporary and traditional styles, ensuring that every home feels unique and inviting. As you stroll through the tree-lined streets, you’ll be captivated by the well-maintained landscapes and the sense of community that permeates the area.

One of the standout features of Rolling Hills Ranch is its access to top-notch amenities. Residents enjoy proximity to excellent schools, parks, and recreational facilities, making it an ideal place for families. The community is dotted with playgrounds, walking trails, and picnic areas, providing plenty of opportunities for outdoor activities and family gatherings.

For those who enjoy shopping and dining, Rolling Hills Ranch is just a stone's throw away from a variety of retail centers and restaurants, offering everything from local cuisine to popular chain favorites. Plus, with easy access to major highways, the vibrant culture of downtown San Diego and the stunning beaches of the Pacific Coast are just a short drive away.

In Rolling Hills Ranch, you’ll find not just a home, but a lifestyle enriched by community spirit, natural beauty, and endless opportunities for adventure. Come discover why this neighborhood is the perfect place to plant your roots!

Newest Listings in Rolling Hills Ranch

$1,250,000

3 Beds ⋅ 3 Baths ⋅ PTP2605730 MLS ⋅ Active Status

Welcome to this extraordinary single story home in highly sought-after Rolling Hills Ranch. Highly upgraded with granite and bamboo flooring. The floor plan was thoughtfully designed with a generous living and dining room that flows into a family room with a fireplace. Open kitchen with a large center island, new appliances and walk in pantry. The nook area opens to a delightful backyard with paved concrete flooring. The primary suite has a ample walk-in closet and a spa like bathroom. Owned Solar and EV charging station. The three tandem garage has epoxy finished flooring. Rolling Hills ranch residents enjoy access to community pools and parks. Low HOA and no Mello-Roos Tax. This home truly shows pride of ownership. Original Owners, Perfect location with top rated schools, shopping and freeway access.

519 Bent Trail Drive, Chula Vista

$2,699,000

7 Beds ⋅ 6 Baths ⋅ 260017829SD MLS ⋅ Active Status

Welcome to a home where thoughtful design, premium craftsmanship, and everyday comfort come together to create an exceptional living experience. Every space has been carefully enhanced with high-end finishes and modern conveniences, offering a move-in-ready lifestyle for those who appreciate quality. Comfort extends throughout the home with beautiful hardwood flooring, remodeled bathrooms, custom blinds and shades, motorized blackout shades in the primary suite, and inviting gas fireplaces that create a warm, welcoming atmosphere. Enjoy year-round comfort with 4 upgraded, 3 ton climate systems, advanced air purification, and a whole-home water filtration, softening, and reverse osmosis drinking water system, providing cleaner air and water for your family. Step outside into your own private resort. The professionally designed backyard features a stunning saltwater pool and spa with cascading waterfalls, elegant stone accents, ambient lighting, and smart controls, creating the perfect setting for relaxing evenings or unforgettable gatherings. An outdoor kitchen, beautifully landscaped grounds, flagstone patios, and accent lighting transform every outdoor space into a peaceful retreat. The home is equally impressive when it comes to convenience, sustainability, and efficiency, featuring 37 owned solar panels, two dedicated 240V Tesla electric vehicle chargers, smart home features including Wi-Fi-enabled locks and pool controls. From the meticulously maintained exterior to the carefully curated upgrades throughout, every improvement reflects pride of ownership and quality. Nestled behind the gates of the highly sought-after Rolling Hills Ranch community, this exceptional estate offers an unmatched combination of luxury, privacy, and resort-style living. Set within one of Chula Vista's premier master-planned neighborhoods, residents enjoy beautifully maintained streets, scenic walking trails, parks, playgrounds, and access to the exclusive community clubhouse featuring a resort-style pool, spa, gathering areas, and panoramic views of the surrounding hills. Designed for both everyday living and elegant entertaining, this expansive residence offers approximately 5,286 square feet of thoughtfully designed living space, including a detached casita with its own private entrance and full bathroom—ideal for multigenerational living, extended guests, a home office, fitness studio, or private retreat. The owners have invested significant value in carefully selected improvements that elevate both comfort and efficiency. The gourmet kitchen showcases premium Sub-Zero refrigeration, a Sub-Zero wine refrigerator, and a complete suite of Wolf appliances, creating an exceptional culinary experience. Beautiful hardwood flooring, custom window treatments, motorized blackout shades, remodeled bathrooms featuring elegant marble finishes, upgraded lighting, and countless designer touches reflect the quality craftsmanship found throughout the home. Comfort and efficiency were equally prioritized with four upgraded 3-ton HVAC systems, advanced UV air purification, new attic insulation, a whole-house water filtration and softener system, reverse osmosis drinking water, and an extensive smart home integration. he backyard rivals a private luxury resort. A spectacular saltwater pool and spa feature cascading waterfalls, premium stone finishes, Wi-Fi controls, an automated chemical management system, and custom lighting that creates an incredible evening ambiance. The outdoor kitchen, fireplace, flagstone patios, mature landscaping, raised garden beds, accent lighting, and multiple entertaining spaces make this home equally suited for intimate evenings or large gatherings. Energy efficiency is another standout feature, highlighted by 37 fully owned solar panels—providing significant long-term utility savings with no lease payments—as well as two dedicated 240-volt Tesla-compatible EV charging stations. Additional smart home features include Wi-Fi-enabl...

452 Evening View Drive, Chula Vista

$950,000

3 Beds ⋅ 3 Baths ⋅ PTP2605438 MLS ⋅ Active Status

Experience modern day living in the highly desirable community of Rolling Hills Ranch. This 3-bedroom, 2.5 bath home offers 1,523 sq. ft. of comfortable and functional space with a layout designed for today’s lifestyle. With No Mello Roos Tax and low HOA fee, this home features inviting living areas, a practical flow, and a private backyard that provides a relaxing outdoor retreat. Situated on a 4,227 sq. ft. lot with a 2-car garage, this property delivers the ideal blend of convenience, comfort, and community. Inside, the home presents an excellent opportunity for personalization. Buyers may choose to update the laminate flooring to suit their preferred style, and painting throughout may be desired to create a fresh, modern look. The second level includes three well sized bedrooms, including a comfortable primary suite with its own bath, offering privacy and space for everyday living. The overall layout provides flexibility for a variety of lifestyles, whether you’re looking for a peaceful retreat or a functional home for daily routines. Residents of Rolling Hills Ranch enjoy access to an impressive array of community amenities. The neighborhood features multiple resort style swimming pools, beautifully maintained parks, recreation areas, and miles of scenic hiking and walking trails. Whether you enjoy outdoor activities, quiet relaxation, or family friendly spaces, this master planned community offers something for everyone. The location provides exceptional convenience with close proximity to major freeways, shopping, dining, and everyday services. Top rated schools—including Thurgood Marshall Elementary, Eastlake Middle, and Eastlake High—are just minutes away, making this an ideal setting for those seeking both comfort and accessibility. This home offers a wonderful opportunity to enjoy the Rolling Hills Ranch lifestyle while adding your own modern touches. With its desirable location, community amenities, and potential for interior enhancement, this property is ready for its next chapter.

2487 Mackenzie Creek Road, Chula Vista

$2,199,000

4 Beds ⋅ 5 Baths ⋅ PTP2605238 MLS ⋅ Active Status

Welcome to this exceptional home with a luxurious pool, in the highly sought-after Rolling Hills Ranch community! Situated on a quiet street, this spacious residence offers over 4,200 sq. ft. with 4 bedrooms, 4.5 bathrooms, and a flexible floor plan designed for today’s lifestyle. The gourmet kitchen features a large center island and opens seamlessly to the expansive family room, creating the perfect space for everyday living and entertaining. Ideal for remote work, the home offers multiple options for dedicated home offices, including a private upstairs office and two additional downstairs flex spaces that can also be used as a playroom, gym, or media room. Step outside to your private backyard retreat featuring a sparkling pool, spa, basketball court, and generous outdoor living space for entertaining family and friends.

2965 Winding Fence Way, Chula Vista

$995,000

3 Beds ⋅ 2 Baths ⋅ PTP2604898 MLS ⋅ Active Status

Back on the market at no fault of the seller! Welcome to this beautifully maintained single-story home in Rolling Hills Ranch, offering 3 bedrooms and 2 bathrooms with an inviting open-concept floor plan. Gorgeous luxury flooring flows throughout the home, complemented by plantation shutters that add both style and privacy. The spacious kitchen is the heart of the home, featuring a large center island, ample cabinetry, and seamless flow into the living and dining areas—perfect for everyday living and entertaining. The attached two-car garage provides plenty of storage, while the generously sized backyard offers endless possibilities for outdoor enjoyment. Enjoy the benefits of No Mello-Roos, low HOA dues of just $199 per month, and a low solar lease of only $160 per month. Conveniently located near parks, the community pool, shopping, and restaurants, this home combines comfort, value, and an exceptional location. Schedule your private showing today—this opportunity won't last long!

2614 Flagstaff Court, Chula Vista

$1,050,000

3 Beds ⋅ 3 Baths ⋅ PTP2604740 MLS ⋅ Active Under Contract Status

Welcome to your new home in Rolling Hills Ranch, one of East Chula Vista’s most sought-after communities. Set on a quiet street with a spacious elevated lot, this home offers a great sense of privacy with no direct rear neighbor views. Lovingly maintained by the same owners for over 22 years, the property shows true pride of ownership throughout. The home features high ceilings at the entry and living room, creating a bright and open feel, while the family room offers a cozy fireplace and connects nicely with the kitchen for comfortable everyday living and entertaining. The low-maintenance front and backyard make the property easy to enjoy, and the spacious backyard offers plenty of room to create your ideal outdoor entertaining space. Rolling Hills Ranch is known for no Mello-Roos, low HOA fees, and excellent amenities, including multiple community pools, the nearby Rolling Hills Ranch Swim Club, spa, kids pool, recreation room, and outdoor BBQ areas. Close to top-rated elementary schools, parks, jogging trails, and shopping centers, this is a great opportunity to own in one of the most desired communities and zip codes in the South Bay.

2414 Falcon Valley Drive, Chula Vista

$1,976,000

6 Beds ⋅ 4 Baths ⋅ 260014629SD MLS ⋅ Active Status

Perched on one of Rolling Hills Ranch's premier view lots, this one-of-a-kind residence captures sweeping ocean views, breathtaking sunsets, and the cool coastal breezes that define Southern California living. Fully updated and elegantly curated, every detail has been thoughtfully selected to create a home that is both sophisticated and inviting. A grand entry with soaring ceilings and abundant natural light sets the tone, while expansive living spaces flow effortlessly throughout. The beautifully renovated kitchen features designer finishes, a large center island, and seamless connection to the family room and outdoor living areas, creating the perfect setting for everyday living and entertaining. The luxurious primary suite has been transformed into a true retreat, highlighted by a stunning spa-inspired bathroom with premium materials and timeless design. Throughout the home, you'll find refined finishes, quality craftsmanship, and a cohesive aesthetic rarely found in today's market. Step outside to your private backyard sanctuary overlooking rolling hills and distant ocean views. Whether enjoying morning coffee, sunset gatherings, or the refreshing afternoon breeze, the setting is simply unforgettable. Located within a highly sought-after community offering top-rated schools, resort-style amenities, parks, trails, shopping, and dining, this turnkey home delivers an exceptional combination of luxury, comfort, and lifestyle. Rarely does a home offer this level of design, updating, views, and setting. A truly exceptional opportunity.

2421 Crooked Trail Rd, Chula Vista

$1,395,000

6 Beds ⋅ 4 Baths ⋅ 260014433SD MLS ⋅ Active Status

PRICED TO SELL QUICK! Opportunity awaits! This well-located home is ready for a refresh and offers a great chance to personalize the space to your style. Featuring a practical floor plan and strong potential, it's perfect for buyers looking to invest in a property they can make their own. With some updating and care, this home can become a standout. Perched in the prestigious, gate-guarded enclave of Rolling Hills, this stunning 6-bedroom, 3.5-bathroom estate offers a entry level bedroom and an unparalleled blend of elegance, space, and serenity. Thoughtfully designed for both grand entertaining and everyday comfort, the expansive floor plan provides generous room for family and guests alike — with six well-appointed bedrooms offering flexibility for a home office, gym, or guest suite. Step outside to your private back patio, where breathtaking views stretch as far as the eye can see — with no rear neighbors, your outdoor sanctuary is truly your own. Whether you're hosting al fresco dinner parties, enjoying your morning coffee at sunrise, or simply unwinding at golden hour, the backdrop is nothing short of spectacular.

878 Sunset Ridge Pl, Chula Vista

$999,000

4 Beds ⋅ 3 Baths ⋅ 260012676SD MLS ⋅ Active Status

Rollings Hills Ranch is perfectly situated in South San Diego County just off the 125 near Lower Otay Lake and quick hop and a skip to either the reinvigorated downtown Chula Vista or the back country. Suburban heaven. 2535 is a comfortable 2010 square feet with four bedrooms or three bedrooms plus and office. Big private backyard. Family room and kitchen open up to the comfortable and private back yard. Double car garage and more. Great value for this neighborhood.

2535 Saddlehorn Drive, Chula Vista

$2,685,000

5 Beds ⋅ 7 Baths ⋅ PTP2602641 MLS ⋅ Active Status

Stunning View Home in Exclusive Gated Community! Situated on a desirable corner lot, this spacious 6-bedroom residence offers the perfect blend of comfort, privacy, and functionality. Featuring two bedrooms conveniently located on the main level, the home is ideal for multi-generational living or guest accommodations. Enjoy an open-concept kitchen, a generous backyard with a sparkling pool, and ample parking with a 2-car garage plus space for up to 3 additional vehicles. An ADU adds incredible flexibility for rental income, extended family, or a private workspace. Located within a prestigious gated community, residents enjoy access to resort-style amenities including a clubhouse, scenic bike trails, parks, tennis and pickleball courts, basketball courts, a dog park, and a recreation center. This is a rare opportunity to own a home that truly has it all—views, space, and an unbeatable lifestyle.

439 Evening View Dr, Chula Vista

$288,000

1 Baths ⋅ 260004787SD MLS ⋅ Active Status

Cozy Downstairs, corner unit in the gated community of Villa Serena. This is a great studio for a first-time home buyer or investor. Condominium offers good size Patio, one assigned parking plus storage. Complex has 2 pools, BBQ area & playground. Close to freeways, Trolley Station, shopping and dining. Walk to shopping centers, close to Plaza Las Americas and freeways. Minutes away from the international border.

871 W San Ysidro Blvd Unit 9, San Ysidro

$2,625,000

5 Beds ⋅ 5 Baths ⋅ PTP2601248 MLS ⋅ Active Status

First Time on the Market – Exceptional Home in Rolling Hills Ranch II. Located within an exclusive gated community, this stunning property offers privacy, space, and breathtaking mountain views on an expansive lot. Designed for both relaxation and entertaining, the outdoor living area is a true highlight—featuring a sparkling pool, oversized fire pit, and generous patio space perfect for gatherings under the stars. Offered for the first time, this unique residence includes an attached two-story private suite complete with its own full kitchen, living area, bedroom, and full bathroom—ideal for guests, extended family, or multigenerational living. A rare opportunity to own a one-of-a-kind home in one of Rolling Hills’ most sought-after communities.

2932 Ranch Gate Rd, Chula Vista

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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.