Chesapeake Homes under $300,000

Welcome to Chesapeake, Virginia – a charming city that perfectly blends suburban tranquility with vibrant urban amenities. Nestled in the heart of Hampton Roads, Chesapeake is renowned for its rich history, diverse communities, and stunning natural beauty. With its extensive parks, scenic waterways, and lush landscapes, this city offers an idyllic setting for families, professionals, and retirees alike.

Chesapeake is not just a place to live; it's a lifestyle. The city boasts a range of recreational activities, from boating and fishing on the Elizabeth River to hiking and biking along the picturesque trails of Great Dismal Swamp National Wildlife Refuge. With a strong sense of community and a variety of local events, residents enjoy a welcoming atmosphere that makes Chesapeake feel like home.

For those looking to invest in their future, Chesapeake offers an impressive selection of homes under $300,000. This affordability opens doors for first-time buyers, growing families, and savvy investors alike. You can find charming single-family homes, cozy townhouses, and even some delightful condos that fit within this budget. Many of these properties are situated in family-friendly neighborhoods, close to schools, shopping centers, and parks, making them ideal for anyone looking to settle down in this vibrant city.

Whether you are searching for your first home or considering a new investment, Chesapeake is a city that promises both value and quality of life. Come explore the possibilities and discover why so many choose to call Chesapeake home!

Newest Chesapeake Homes under $300,000

$280,000

3 Beds ⋅ 2 Baths ⋅ CVR-2626168 MLS

This 3-bed, 2-bath brick ranch offers 1,791 sq ft on a expansive lot with an updated 4-year-old roof. Inside, beautiful updated laminate hardwood-style flooring flows through brightly painted living spaces. Enjoy a spacious 2-car garage addition, updated double-pane safety windows, and two attic spaces for maximum storage. Maintained with care, the HVAC and mechanical systems remain in excellent working order. Bring your cosmetic touches to customize the home and truly make it your own. Property sold AS-IS.

2025 Battery Park Road, Chesapeake

$290,000

2 Beds ⋅ 2 Baths ⋅ CVR-2625499 MLS

Please call Showingtime for appt. 2 hour notice required. Seller prefers local lenders - submit pre-approval with offer. Loan Officer is offering up to 1% of the loan amount for a temporary rate buydown or closing credits for this home when financed with Responsive Mortgage. Ask listing agent for contact details!

1547 Orchard Grove Drive, Chesapeake

$190,000

2 Beds ⋅ 3 Baths ⋅ CVR-2619195 MLS

Unlock incredible potential with this two-bedroom, two-bathroom condo, offering a fantastic blank canvas for investors, flippers, or homeowners looking to customize their own space. The main living area features a bright, open-concept layout with wood floors, a cozy fireplace, and sliding glass doors that open to a private patio. The adjacent kitchen features white cabinetry and a convenient breakfast bar that overlooks the dining and living spaces, creating a great flow for daily living and entertaining. Upstairs, the home offers two bedrooms, including a spacious primary suite complete with a walk-in closet and an en-suite vanity area. While the property requires cosmetic updates and repairs throughout—including new flooring, fresh paint, and bathroom updates—it presents the perfect opportunity to build immediate equity. Bring your vision and design ideas to transform this property into a modern personal retreat or a highly profitable addition to your portfolio! Residents will enjoy low-maintenance living with HOA dues that cover community pool and clubhouse access, ground maintenance, and trash pickup.

747 Ridge Circle, Chesapeake

$290,000

4 Beds ⋅ 2 Baths ⋅ CVR-2616663 MLS

Brick ranch, 3 bedrooms 1 1/2 baths. fresh pain throughout, newer flooring, new appliances. Large backyard. New HVAC. Termite and moisture report has been done.

1403 Algona Road, Chesapeake

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Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.