Homes for Sale in Chesapeake, VA Between $250,000 to $300,000

Welcome to your dedicated resource for Homes for Sale Between $250,000 to $300,000 in Chesapeake, VA. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Chesapeake, VA agent, Barn Door Homes specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $250,000 to $300,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Chesapeake, VA Homes for Sale Between $250,000 to $300,000

$545,000

5 Beds ⋅ 2.1 Baths ⋅ 10638238 MLS

Welcome to your ultimate retreat in the heart of Grassfield! Situated in a cul-de-sac in the highly sought-after Sawyers Mill community, this expansive 5-bedroom, 2.5-bath home features vaulted ceilings with a bright open floor plan. The large open kitchen is equipped with granite countertops, white shaker soft-close cabinets and drawers, stainless steel appliances, kitchen island and tile backsplash. Step through the relaxing sunroom onto a sprawling backyard deck serving as an outdoor oasis designed for grand-scale entertaining, summer barbecues, or peaceful evenings under the stars. The bedrooms are spacious, while the primary bedroom features tray ceilings, big walk-in closet, a large & elegantly designed en-suite bathroom. Conveniently located near shopping, dining, and major commuter routes while still enjoying the privacy of a cul-de-sac setting. This home offers interior comfort, plenty of outdoor entertaining space, privacy, modern updates, & community. This is a must see!

402 Undershot Court, South Chesapeake

$344,900

4 Beds ⋅ 2 Baths ⋅ 10637921 MLS

Winner winner!!! If you're looking for a FANTASTIC home with great options...this is the house for you! Newer roof, appliances, and HVAC all installed in 2022! Solar system with battery pack for backup power on demand, installed 2023, will be paid off by seller at closing with an acceptable offer! That means the new owner(s) get all of the benefits of the solar and the backup battery, reduced energy costs...and none of the burden of years of payments! Open floor plan with beautiful finishes! A true four bedroom with two full bathrooms at this price point is an absolute gem!

1305 Yeadon Road, Central Chesapeake

$599,500

5 Beds ⋅ 4 Baths ⋅ 10638098 MLS

Welcome home to this spacious and well maintained home located on a corner lot in the desirable Grassfield School district! With 5 bedrooms and 4 full bathrooms, this home provides space for every day living and entertaining. The upstairs primary suite provides two closets, double vanity, stand up shower, and relaxing garden tub. The downstairs bedroom with en suite bathroom is perfect as a guest room or in-law suite. And you'll enjoy the kitchen which includes granite countertops, breakfast bar, updated appliances, and opens to the living room with fireplace and sunroom. Plus the wooded backyard provides plenty of privacy. Hurry and schedule your showing today!

705 Creekwood Drive, South Chesapeake

$599,900

3 Beds ⋅ 2.1 Baths ⋅ 10638060 MLS

ONE SPECIAL PRICE! First Time Buyer 5.75 rate, low down, NO PMI! Site: GPS 369 Scotland Ln. Chesapeake OPEN S/S 12-4. Nestled in Greenbrier come visit the newest community by renowned local builder. Primrose Cottage (A) welcomes you with an inviting full front porch, soaring two-story foyer and family room, and beautiful hardwood flooring throughout the main living areas. Designed for easy living and entertaining with open layout connects the family room, dining area, and HGTV-inspired chef’s kitchen featuring oversized quartz island, custom hood & floating shelves, designer finishes, and mudroom. The first-floor primary suite offers a custom walk-in closet, spa-like bath with quartz dual vanity, tiled shower, and private laundry. Upstairs two spacious bedrooms, tons of storage and 2nd laundry room and Opt. for 4th BR/Loft and/or add'l full bath. Professionally managed grounds for a low-maintenance lifestyle, giving you more time to enjoy the comfort, quality, and craftsmanship of your Primrose haven.

213 Maggie Bell Lane, South Chesapeake

$845,000

5 Beds ⋅ 4.1 Baths ⋅ 10638090 MLS

The Macon Multi-Gen at Riverview Landing - Master Model Listing by Wetherington Homes. Buyers may select their lot and personalize available design options. Thoughtfully designed with approximately 3,535 sq. ft. of living space and a 3-car garage, the MM Macon Multi-Gen offers exceptional flexibility for today’s lifestyles. This home features a private multi-generational suite complete with a living room, bedroom, full bath, and washer/dryer hookup, with an optional kitchenette for added convenience. Ideal for extended stays, guests, or multi-generational living. Enjoy a convenient location close to schools, shopping, restaurants, and more! Contact our Sales Counselor today to learn more.

MM Macon-Multi-Gen, South Chesapeake

$625,000

6 Beds ⋅ 3.1 Baths ⋅ 10638082 MLS

This Six Bedroom, Three and a Half Bathroom, Near New Construction Ranch Home is Move In Ready for its Next Owner. Located on 1.53 Acres of Waterfront Land, it is Perfect for Multi-Generational Living, Having Two First Floor Bedrooms with Full Ensuite Baths. The Beautiful Primary Bedroom Features Double Sinks in the Bath, Tiled Shower, a Large Walk-In Closet, and Direct Access to the Back Deck. Spacious Kitchen with Plenty of Cabinets & Granite Countertops; Open Living Room Overlooking the Backyard; Finished Room Over the Garage for a Sixth Bedroom or Entertainment Room or... You'll Love the Tranquil Views of both Water and Woods. Relax on Your Dock and Entertain on Your Deck, or the Other Way Around. The Attached Three Car Garage Provides for Both Parking and Storage. Centrally Located for Quick Access to Schools, Shopping, Entertainment, Restaurants, Parks and More. Call Now for your Personal Tour!

3504 Old Mill Road, South Chesapeake

$338,000

3 Beds ⋅ 2.1 Baths ⋅ 10638077 MLS

Move right into this beautifully updated 3-bedroom, 2.5-bath condo offering nearly 1,900 square feet of stylish, low-maintenance living in the heart of Chesapeake. Freshly painted with gorgeous wood flooring on the main level and brand-new carpet upstairs, this home is truly move-in ready. The spacious open-concept layout is perfect for both everyday living and entertaining. The bright kitchen features stainless steel appliances, abundant cabinet space, a large walk-in pantry, and overlooks the dining and living areas, creating an inviting space to gather with family and friends. A versatile first-floor flex room provides the perfect space for a home office, playroom, or hobby room. Upstairs, the oversized primary suite offers a peaceful retreat with a spacious walk-in closet and an en-suite bathroom featuring dual vanities. Two additional bedrooms, another full bathroom, and a convenient upstairs laundry room complete the second floor. Step outside to your private, fenced patio—ideal for morning coffee, relaxing evenings, or weekend cookouts. An attached storage shed provides extra room for bikes, tools, and seasonal items. Enjoy the added value of the condominium association, which includes water, sewer, trash pickup, ground maintenance, a community pool, and recently replaced roofs, giving you peace of mind and easy living. Ideally located just minutes from Greenbrier’s premier shopping, restaurants, parks, military bases, hospitals, and major interstates, this home offers the perfect combination of comfort, convenience, and location. Don’t miss your opportunity to own this move-in-ready home—schedule your private showing today!

1428 Leckford Drive, South Chesapeake

$612,500

4 Beds ⋅ 2.1 Baths ⋅ 10637994 MLS

First Time Buyer 5.75 rate, low down, NO PMI! Joseph’s Meadow MODEL GPS 369 Scotland Ln. Chesapeake. Nestled in Greenbrier come visit the newest community by renowned local builder. Lily Cottage welcomes you w/ a full front porch, airy 10-foot ceilings and hardwood floors entire first floor. Designed for entertaining, the open-concept layout seamlessly connects the living room, dining area, and stunning chef’s kitchen featuring a 9-foot quartz island, custom hood, and HUGE walk-in pantry. Mudroom and powder room are conveniently tucked away by 2-car garage. Custom stair detail takes you to THREE bedrooms with bath w/dual sinks, private tub/shower and water closet. HUGE laundry room. LUSH Primary suite entry w/custom walk-in closet and SPA retreat w/ quartz countertops, dual vanities, freestanding tub, tiled shower, & private water closet. Easy living w/ professionally managed grounds ensures low-maintenance living, making your dream truly peaceful haven.

377 Scotland Lane, South Chesapeake

$525,000

4 Beds ⋅ 2 Baths ⋅ 10637966 MLS

WOW! This backyard is an entertainer's dream! From the spacious vaulted den to the relaxing screened-in porch, you'll enjoy an incredible amount of living and entertaining space both inside and out, with .56 of an acre. The above-ground pool, partially recessed into the ground and only three years old, provides the look and feel of an inground pool without the added expense. The beautiful curb appeal sets the tone for this charming all-brick ranch. Inside, you'll find hardwood flooring throughout the main living areas, vinyl replacement windows, and a brand-new water heater. Don't miss this opportunity to own a home with great bones, fantastic outdoor living spaces, and room to make it your own! You can keep the dining room now set up as an office, including furniture, or convert back.

1103 Northmoor Court, South Chesapeake

$695,900

4 Beds ⋅ 4 Baths ⋅ 10638011 MLS

First Time Buyer 5.75 rate, low down, NO PMI! TO BE BUILT to customer specs - 4 BR each with generous ensuite. Honoring the natural setting with waterfront living surrounded by egrets, wildlife and protected land. The oversized windows will immerse you in light at every turn. Open and Elegant modern home. Entertainers kitchen - Quartz counters, custom backsplash, GE Cafe appliance package, and custom range hood. Extensive HW flooring and 10' ceilings midlevel, HUGE 2nd floor Screened Porch with composite decking overlooks estuary rear yard. True entertainers' home! Stunning primary bedroom with gorgeous views, egrets, and serene trees swaying in the breeze. The spa-like primary suite boasts a freestanding tub, zero-entry tiled shower, and 12' Quartz vanity. Exterior black windows and black gutters. Custom Paver driveway and extensive landscape. Breathe in the fresh air and NO HOA!

1906 Mccoy Rd, South Chesapeake

$537,900

3 Beds ⋅ 3.1 Baths ⋅ 10637835 MLS

First Time Buyer 5.75 rate, low down, NO PMI! GPS 369 Scotland Ln. for site location.. see model home 910 Bernard Ln. open S/S 12-4. Coveted award-winning builder unveils newest neighborhood with sophisticated row homes and UPGRADES galore! 10’ midlevel ceilings, 9' other floors, oversized windows, and extensive hardwood flooring. First-floor BR w/ensuite bath for multi-generational living. Midlevel seamlessly connects Dining and Great Room w/fireplace for easy entertaining leading to covered screened porch overlooking nature. Chef’s kitchen w/10’ island, quartz counters, custom hood w/GE Cafe drawer microwave, 6-burner gas range and dishwasher. Luxurious primary retreat custom closet, spa bath oversized tiled shower, dual heads & large niche, dual vanities, and private water closet. laundry room. Secondary petite suite w/huge closet & ensuite bath. Nat. Gas Tankless water heater and 2 car garage. Professional ground and management services. Minutes to Greenbrier.

130 Lenas Way, South Chesapeake

$759,900

5 Beds ⋅ 3 Baths ⋅ 10637949 MLS

Welcome home! Large 5 bed, 3 full bath home tucked away in a quiet cul-da-sac in the Etheridge Lakes Community / Hickory School district! NO HOA fees! This home features a back yard oasis, fully fenced with a salt water in-ground pool and covered porch, large paver patio, hot tub, fire pit and well irrigation system to keep your grass lush and green! Inside features an open concept kitchen and large family room, 1st floor bed w/ full bath and formal dining. Upgrades include 2-Zone HVAC system (1st fl 2020, 2nd fl 2023), 2025 carpet replacement, 2021 pool liner replacement. Home also includes hardwired security system and surround sound system. Gas appliances include furnace and hot water heater. Book your tour and make this home yours!!

824 Sparks Trace, South Chesapeake

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