2,715

Rolling Hills Ranch Homes

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  • /32

    $2,625,000

    $125K PRICE INCREASE
    • 5 Beds
    • 5 Baths
    • 5,953 Sq Ft

    2932 Ranch Gate Rd, Chula Vista, CA 91914

    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

    Agent Photo

    Jorge Alvarez

    Compass

    2932 Ranch Gate Rd, Chula Vista, CA 91914
  • /55

    Starting at $2,897

    Total Monthly Price

    • 1 - 2 Beds

    2290 Mackenzie Creek Rd, Chula Vista, CA 91914

    Rolling Hills Gardens 55+ SENIOR LIVING Apartments for rent in Chula Vista, California nestled among the peaceful foothills of the San Miguel and Jamul mountains, is a serene community known as Rolling Hills Ranch, offering a peaceful retreat to come home to. This 1200-acre master planned community is designed for senior living, with a 7-acre neighborhood park, miles of walking trails, access to

    Rolling Hills Gardens Apartments

    2290 Mackenzie Creek Rd, Chula Vista, CA 91914
  • /49

    $925,000

    Sold May 28, 2026

    721 San Gabriel Place, Chula Vista, CA 91914

    • 3 Beds
    • 3 Baths
    • 1,754 Sq Ft
    • Built 2001

    Last Sold Summary

    • $527/SF
    • 16 Days On Market

    Current Estimated Value $935,578

    Last Listing Agent Sarah Messali Real Broker

    721 San Gabriel Place, Chula Vista, CA 91914
    • 821 Shadow Ridge Place, Chula Vista, CA 91914

      Est $1,684,089

      Not Listed For Sale

      821 Shadow Ridge Place, Chula Vista, CA 91914

      • 5 Beds
      • 4.5 Baths
      • 3,483 Sq Ft
      • Built 2005
      821 Shadow Ridge Place, Chula Vista, CA 91914

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Michael Driscoll Personalized RE

  • /30

    $2,685,000

    Open Sat 12PM - 3PM $65K PRICE DROP
    • 5 Beds
    • 6.5 Baths
    • 5,520 Sq Ft

    439 Evening View Dr, Chula Vista, CA 91914

    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

    Agent Photo

    Jorge Alvarez

    Compass

    439 Evening View Dr, Chula Vista, CA 91914
  • /12

    $3,650 Per Month

    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft
    • House for Rent

    2610 Saddleback St, Chula Vista, CA 91914

    Property Id: 2803016 3 Bed 2 Bath Address : 2610 Saddleback St, Chula Vista, CA 91914 Rent : $3,650 Security deposit : $3,650 Square ft : 1,675 Description : This beautifully maintained single-story home offers comfort, efficiency, and a thoughtfully designed layout. Featuring 3 bedrooms and 2 bathrooms, the home is enhanced by 11-foot ceilings, crown molding,

    2610 Saddleback St, Chula Vista, CA 91914
  • 2232 Huntington Point Rd Unit 53, Chula Vista, CA 91914

    $650,000

    Sold Jun 04, 2026

    2232 Huntington Point Rd Unit 53, Chula Vista, CA 91914

    • 2 Beds
    • 3 Baths
    • 1,458 Sq Ft
    • Built 2006

    Last Sold Summary

    • 2% Below List Price
    • $446/SF
    • 76 Days On Market

    Current Estimated Value $651,577

    Last Listing Agent Brian Britton SD Real Estate

    2232 Huntington Point Rd Unit 53, Chula Vista, CA 91914
  • /44

    $1,265,000

    Open Sat 1PM - 4PM
    • 5 Beds
    • 3 Baths
    • 2,800 Sq Ft

    731 Pueblo Place, Chula Vista, CA 91914

    Everything you want in a home! Spectacular Rolling Hills Ranch community. No Mello-Roos. Low HOA. Cul-de-sac location. This home has 5 beds, 3 full bath (1,1 on first floor) + a large office (with full built-in library shelves) also on 1st floor, solar. @2800 esf. Enjoy your tropical backyard complete with a covered BBQ station, dramatic waterfall and pond, and mature plants and landscaping. This

    Jeff Bettger BHGRE Clarity

    731 Pueblo Place, Chula Vista, CA 91914
  • /10

    $5,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,403 Sq Ft
    • House for Rent

    556 Rocking Horse Dr, Chula Vista, CA 91914

    Property Id: 2075697 This beautifully maintained single-story home, built in 2003, is located in the desirable Rolling Hills Ranch neighborhood of Chula Vista, CA. Flooded with natural light throughout, the home features 4 bedrooms, 3 full bathrooms, and approximately 2,403 square feet of living space. The kitchen is outfitted with quartz countertops, stainless steel appliances, and a gas

    556 Rocking Horse Dr, Chula Vista, CA 91914
  • 2414 Falcon Valley Dr Unit 12, Chula Vista, CA 91914

    $1,050,001

    Sold Aug 12, 2026

    2414 Falcon Valley Dr Unit 12, Chula Vista, CA 91914

    • 3 Beds
    • 2.5 Baths
    • 1,730 Sq Ft
    • Built 2001

    Last Sold Summary

    • $607/SF
    • 11 Days On Market

    Current Estimated Value $1,034,373

    Last Listing Agent Jose Hernandez Coldwell Banker West

    2414 Falcon Valley Dr Unit 12, Chula Vista, CA 91914
    • /75

      Est $2,354,156

      Not Listed For Sale

      3233 Via San Vitale, Chula Vista, CA 91914

      • 6 Beds
      • 3.5 Baths
      • 4,200 Sq Ft
      • Built 2018
      3233 Via San Vitale, Chula Vista, CA 91914

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Dawn Lewis Real Broker

  • /54

    $1,425,000

    Pending
    • 4 Beds
    • 3 Baths
    • 2,640 Sq Ft

    749 Crooked Path Place Unit 2, Chula Vista, CA 91914

    SINGLE STORY living in the heart of highly sought-after Rolling Hills Ranch — tucked inside a private gated community, on a quiet cul-de-sac, with a large 9,400 sq. ft. lot and a peaceful canyon backdrop behind you. This is the kind of home that is getting harder to find: single story, private, turnkey, beautifully cared for, easy to live in, and designed for indoor-outdoor living. Before you

    Luke Wasyliw Coldwell Banker West

    749 Crooked Path Place Unit 2, Chula Vista, CA 91914
  • /49

    $3,400 Per Month

    • 3 Beds
    • 3 Baths
    • 1,560 Sq Ft
    • Townhouse for Rent

    2281 Huntington Point Rd Unit 139, Chula Vista, CA 91914

    $500 OFF OF $3,900 FOR YOUR FIRST MONTH'S RENT! Stop searching - this stunning three-level townhome has it all. Enjoy a full bedroom and bathroom on the first floor, perfect for multigenerational living or extra privacy. Located in one of San Diego's top school districts, this bright, sun-filled home features an open floor plan, a cozy living room fireplace, quartz kitchen island, custom

    David Jefferson SoCal Property Management

    2281 Huntington Point Rd Unit 139, Chula Vista, CA 91914
  • /25

    $965,000

    Sold Jun 10, 2026

    700 Rocking Horse Dr, Chula Vista, CA 91914

    • 3 Beds
    • 3 Baths
    • 1,730 Sq Ft
    • Built 2001

    Last Sold Summary

    • 3% Below List Price
    • $558/SF
    • 26 Days On Market

    Current Estimated Value $972,814

    Last Listing Agent Diane Tuazon Berkshire Hathaway HomeServices California Properties

    700 Rocking Horse Dr, Chula Vista, CA 91914
    • /75

      Est $2,327,260

      Not Listed For Sale

      466 Agua Vista Dr, Chula Vista, CA 91914

      • 5 Beds
      • 4.5 Baths
      • 4,755 Sq Ft
      • Built 2013
      466 Agua Vista Dr, Chula Vista, CA 91914

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Juan Julio Montanez eXp Realty of California, Inc.

  • /41

    $2,490,000

    • 6 Beds
    • 7.5 Baths
    • 4,684 Sq Ft

    369 Bryan Point Dr, Chula Vista, CA 91914

    Welcome to 369 Bryan Point, located in the prestigious gated community of Rolling Hills Ranch II. This luxurious six-bedroom home offers a spacious and functional layout. The first floor includes a bedroom with a full bathroom, ideal for guests. The home also features a three-car garage, with a detached ADU located above the third-car garage, providing additional private space for guests. The

    Pompeyo Barragan The Agency

    369 Bryan Point Dr, Chula Vista, CA 91914
  • /17

    $5,995 Per Month

    • 5 Beds
    • 4 Baths
    • 2,852 Sq Ft
    • House for Rent

    609 El Portal Dr, Chula Vista, CA 91914

    Welcome to this immaculate 5-bedroom, 4-bathroom home nestled in the prestigious Rolling Hills Ranch community of Chula Vista. Spanning nearly 3,000 sq ft, this beautifully upgraded residence features brand-new laminate flooring throughout all upstairs bedrooms and hallways, and has been freshly painted to offer a clean, modern feel.The spacious and light-filled layout includes a formal

    609 El Portal Dr, Chula Vista, CA 91914
  • /58

    $1,250,000

    Sold Apr 21, 2026

    2609 Saddleback St, Chula Vista, CA 91914

    • 5 Beds
    • 3 Baths
    • 2,447 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Above List Price
    • $511/SF
    • 5 Days On Market

    Current Estimated Value $1,236,694

    Last Listing Agent Donna Karen Ray Compass

    2609 Saddleback St, Chula Vista, CA 91914
  • /2

    $2,725,000

    Pending
    • 6 Beds
    • 3 Baths
    • 5,286 Sq Ft

    428 Evening View Dr, Chula Vista, CA 91914

    Prestigious Rolling Hills Ranch Panoramic Mountain Views Nestled on a tranquil street in the exclusive gated community of Rolling Hills Ranch II, this exquisite 5,300 sq. ft. residence blends timeless elegance with modern luxury. From the moment you enter the custom-tiled foyer, you are greeted by grand architectural details and sweeping views of the surrounding mountains. The gourmet chef’s

    Cesar Zepe Ybarra Coldwell Banker West

    428 Evening View Dr, Chula Vista, CA 91914
  • /61

    $13,000 Per Month

    • 5 Beds
    • 5.5 Baths
    • 6,500 Sq Ft
    • House for Rent

    408 Coastal Hills Dr, Chula Vista, CA 91914

    AVAILABLE NOW FOR LONG-TERM OR SHORT-TERM FURNISHED This fully furnished private resort-style estate with luxury amenities has everything you need for a month or long term stay. You’ll enjoy spectacular, unobstructed mountain views from the main house to poolside. This estate features a main house with 5 bedrooms and 5.5 bathrooms, plus an additional bonus room set up as a bedroom. A

    408 Coastal Hills Dr, Chula Vista, CA 91914
  • 728 Crooked Path Place Unit 2, Chula Vista, CA 91914

    $1,225,000

    Sold Nov 07, 2025

    728 Crooked Path Place Unit 2, Chula Vista, CA 91914

    • 3 Beds
    • 2.5 Baths
    • 2,640 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Below List Price
    • $464/SF
    • 26 Days On Market

    Current Estimated Value $1,230,361

    Last Listing Agent Tracy Guerrero Coldwell Banker West

    728 Crooked Path Place Unit 2, Chula Vista, CA 91914
    • /38

      Est $664,267

      Not Listed For Sale

      2203 Huntington Point Rd Unit 4, Chula Vista, CA 91914

      • 3 Beds
      • 2.5 Baths
      • 1,458 Sq Ft
      • Built 2006
      2203 Huntington Point Rd Unit 4, Chula Vista, CA 91914

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Richard Gutierrez Keller Williams Realty

  • /37

    $1,949,000

    $51K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 4,992 Sq Ft

    3176 Via Viganello, Chula Vista, CA 91914

    Luxury Living in Bella LagoNestled on a premier 0.48-acre within Chula Vista’s prestigious community of Bella Lago, this magnificent 4,992-square-foot executive estate offers an unrivaled living experience. Masterfully designed two-story residence features 6 "ensuite" bedrooms (6.5 bathrooms) and a 3-car garage, all defined by sweeping, panoramic views of the mountains, canyons, Otay Lakes,

    Jane Tittle Tittle Realty Inc.

    3176 Via Viganello, Chula Vista, CA 91914
  • /27

    $3,195 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,037 Sq Ft
    • House for Rent

    2364 Calle Sabroso, Chula Vista, CA 91914

    Introducing this charming tri-level townhouse located in the highly desirable community of Rolling Hills Ranch in Chula Vista. Situated at 2364 Calle Sabroso Unit #33, this well-maintained 2-bedroom, 1.5-bath home offers comfort, convenience, and access to an impressive variety of community amenities.The functional multi-level layout provides a cozy yet spacious feel, complete with central

    2364 Calle Sabroso, Chula Vista, CA 91914
  • 2532 Oak Knoll Ct, Chula Vista, CA 91914

    $855,000

    Sold Feb 05, 2026

    2532 Oak Knoll Ct, Chula Vista, CA 91914

    • 3 Beds
    • 2.5 Baths
    • 1,299 Sq Ft
    • Built 2000

    Last Sold Summary

    • 1% Above List Price
    • $658/SF
    • 93 Days On Market

    Current Estimated Value $867,883

    Last Listing Agent Tracey Scurto Sellstate Next Gen Realty

    2532 Oak Knoll Ct, Chula Vista, CA 91914
    • /30

      Est $682,093

      Not Listed For Sale

      2272 Huntington Point Rd Unit 122, Chula Vista, CA 91914

      • 2 Beds
      • 2.5 Baths
      • 1,458 Sq Ft
      • Built 2006
      2272 Huntington Point Rd Unit 122, Chula Vista, CA 91914

      Last Sold Summary

      • 170 Days On Market

      Last Listing Agent Melissa Westfall Opendoor Brokerage Inc.

  • /64

    $2,985,000

    Pending
    • 5 Beds
    • 4 Baths
    • 4,755 Sq Ft

    420 Coastal Hills Dr, Chula Vista, CA 91914

    Welcome to a residence that redefines luxury, comfort, and smart living—nestled in the highly sought-after Rolling Hills Ranch II. With stunning mountain views resort-style backyard complete with pool and spa, this elegant home is a private retreat designed for the modern lifestyle. Step into a breathtaking backyard oasis featuring low-maintenance turf, a paved patio, pergola, built-in outdoor

    Cesar Zepe Ybarra Coldwell Banker West

    420 Coastal Hills Dr, Chula Vista, CA 91914
  • 3024 Natureview Ct, Chula Vista, CA 91914

    $2,500,000

    Sold Sep 25, 2025

    3024 Natureview Ct, Chula Vista, CA 91914

    • 6 Beds
    • 5.5 Baths
    • 5,496 Sq Ft
    • Built 2014

    Last Sold Summary

    • 7% Below List Price
    • $455/SF
    • 59 Days On Market

    Current Estimated Value $2,533,517

    Last Listing Agent Carlos Valdez Casey Property Group

    3024 Natureview Ct, Chula Vista, CA 91914
  • /74

    $2,199,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 4,262 Sq Ft

    2965 Winding Fence Way, Chula Vista, CA 91914

    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

    Teresa Corpus Coldwell Banker West

    2965 Winding Fence Way, Chula Vista, CA 91914
  • 440 Evening View Dr, Chula Vista, CA 91914

    $1,915,000

    Sold Jul 29, 2026

    440 Evening View Dr, Chula Vista, CA 91914

    • 7 Beds
    • 5.5 Baths
    • 4,684 Sq Ft
    • Built 2008

    Last Sold Summary

    • 4% Below List Price
    • $409/SF
    • 23 Days On Market

    Current Estimated Value $1,998,505

    Last Listing Agent Robert Yu Compass

    440 Evening View Dr, Chula Vista, CA 91914
    • /61

      Est $1,913,089

      Not Listed For Sale

      3215 Corte Carlazzo, Chula Vista, CA 91914

      • 5 Beds
      • 4.5 Baths
      • 3,579 Sq Ft
      • Built 2012
      3215 Corte Carlazzo, Chula Vista, CA 91914

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Alex Barragan Box Realty

  • /59

    $1,250,000

    • 3 Beds
    • 3 Baths
    • 2,238 Sq Ft

    519 Bent Trail Dr Unit 1, Chula Vista, CA 91914

    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

    Fanny Rosental Berkshire Hathaway HomeService

    519 Bent Trail Dr Unit 1, Chula Vista, CA 91914
  • 684 Coastal Hills Dr, Chula Vista, CA 91914

    $2,235,000

    Sold Jul 15, 2026

    684 Coastal Hills Dr, Chula Vista, CA 91914

    • 5 Beds
    • 5.5 Baths
    • 4,881 Sq Ft
    • Built 2006

    Last Sold Summary

    • 7% Below List Price
    • $458/SF
    • 60 Days On Market

    Current Estimated Value $2,361,412

    Last Listing Agent Pompeyo Barragan The Agency

    684 Coastal Hills Dr, Chula Vista, CA 91914
    • /67

      Est $2,252,528

      Not Listed For Sale

      420 Agua Vista Dr, Chula Vista, CA 91914

      • 4 Beds
      • 3.5 Baths
      • 3,534 Sq Ft
      • Built 2013
      420 Agua Vista Dr, Chula Vista, CA 91914

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Cristi Chaquica The Agency

  • /16

    $1,100,000

    • 4 Beds
    • 2.5 Baths
    • 1,895 Sq Ft

    2495 Mackenzie Creek Rd, Chula Vista, CA 91914

    Welcome to Prestigious Rolling Hills Ranch! Discover this beautifully appointed home offering an inviting blend of elegance, comfort, and modern living in one of Chula Vista’s most desirable communities—with NO Mello-Roos tax! Soaring vaulted ceilings and an abundance of natural light create a bright and welcoming atmosphere from the moment you enter. The spacious chef’s kitchen is designed for

    Sofia Orellana Coldwell Banker West

    2495 Mackenzie Creek Rd, Chula Vista, CA 91914
  • 574 San Lucas Place, Chula Vista, CA 91914

    $925,000

    Sold Jul 30, 2026

    574 San Lucas Place, Chula Vista, CA 91914

    • 3 Beds
    • 2 Baths
    • 1,469 Sq Ft
    • Built 2000

    Last Sold Summary

    • 14% Below List Price
    • $630/SF
    • 137 Days On Market

    Current Estimated Value $925,309

    Last Listing Agent Adalberto Aguilar MR Agent Real Estate Inc.

    574 San Lucas Place, Chula Vista, CA 91914
    • /21

      Est $683,334

      Not Listed For Sale

      2260 Huntington Point Rd Unit 99, Chula Vista, CA 91914

      • 2 Beds
      • 2.5 Baths
      • 1,458 Sq Ft
      • Built 2005
      2260 Huntington Point Rd Unit 99, Chula Vista, CA 91914

      Last Sold Summary

      • 56 Days On Market

      Last Listing Agent Brian Ly Ly Realty & Mortgage

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$1,212,499
Median Single Family Sale Price
$1,260,000
Median Townhouse Sale Price
$655,000
Median 2 Bedroom Sale Price
$620,000
Average Price Per Sq Ft
$498
Number of Homes for Sale
13
Last 12 months Home Sales
52
Months of Supply
3.00
Median List Price
$1,250,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-3%
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