Chesapeake Homes for Sale

Welcome to Chesapeake, a hidden gem nestled in the heart of San Antonio, Texas, within the vibrant Bexar County. This charming subdivision is a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, young professionals, and retirees alike.

Chesapeake boasts beautifully designed homes that cater to a variety of lifestyles. Whether you're searching for a cozy starter home or a spacious family residence, you'll find an impressive selection of properties available for sale. Many of these homes feature modern amenities, open floor plans, and lush outdoor spaces, perfect for entertaining or simply enjoying the warm Texas sun. With well-maintained streets and friendly neighbors, the community exudes a welcoming atmosphere that you’ll be proud to call home.

Conveniently located, Chesapeake offers easy access to major highways, making commuting a breeze. Residents enjoy proximity to a wealth of shopping, dining, and entertainment options, including popular local eateries and vibrant shopping centers. Families will appreciate the nearby schools and parks, ensuring that children have plenty of opportunities for play and education.

In Chesapeake, you’re not just buying a home; you’re investing in a lifestyle. The sense of community, coupled with the allure of San Antonio’s rich culture and history, makes this subdivision a truly desirable place to live. Explore the homes for sale in Chesapeake today and discover your perfect sanctuary in this thriving Texas neighborhood!

Newest Chesapeake Homes for Sale

$184,000

4 Beds ⋅ 3 Baths ⋅ 2011835 MLS ⋅ ACTIVE Status

As-Is sell for this home that needs a touch of TLC to make it your own. Investors welcomed. Solar panels included. This home features an open floor plan, a fireplace and two living areas. There is a large covered patio to enjoy while admiring the large backyard with a privacy fence.

4402 Lakewood Dr, San Antonio

$195,000

3 Beds ⋅ 2 Baths ⋅ 2008114 MLS ⋅ ACTIVE Status

Big personality, a manageable footprint, and a generous lot that leaves room to dream-welcome to 4414 Jamestown Dr! Framed by mature trees, this classic single-story brick home offers 3 bedrooms, 2 full baths, and 1,190 square feet of living space on approximately .21 acre. A gated front courtyard creates a welcoming sense of arrival, while the attached garage and spacious driveway provide convenient parking and added functionality. The three-bedroom layout offers comfortable everyday living without unnecessary upkeep, and the sizable homesite opens the door to outdoor dining, weekend cookouts, gardening, entertaining, or creating the backyard retreat you have been imagining. Whether your vision is to settle in and make it your own or gradually unlock the home's full potential, this property delivers character, flexibility, and opportunity in one inviting package. Come explore the possibilities waiting on Jamestown Drive!

4414 Jamestown Dr, San Antonio

Start Your Search

IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS.  The MLS may, at its discretion, require use of other disclaimers as necessary to protect participants and/or the MLS from liability. 

Listings provided by LERA MLS