Chesapeake, VA Homes for Sale

• 

  

  

  /44

  $299,000

  • 3 Beds
  • 1.5 Baths
  • 1,244 Sq Ft

  1346 River Birch Run S, Chesapeake, VA 23320

  Move in ready-well maintained Townhouse in desirable Greenbrier. LVT/Vinyl flooring throughout, carpet upstairs. Open floor plan with Large Livingroom, Kitchen, and Dining Area. Fenced in back yard and storage shed. Do not miss this move in ready home.

  

  Eric Hovik

  RE/MAX Alliance

  1346 River Birch Run S, Chesapeake, VA 23320
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• 

  

  

  /16

  $365,000

  • 3 Beds
  • 1 Bath
  • 1,330 Sq Ft

  944 Bells Mill Rd, Chesapeake, VA 23322

  

  Brenda Williams

  Howard Hanna Real Estate Svcs.

  944 Bells Mill Rd, Chesapeake, VA 23322
• 

  

  

  /32

  $504,500

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  527 Windward Dr, Chesapeake, VA 23320

  Come check out this amazing well kept two story home in the heart of Greenbrier. Conveniently located to shopping, restaurants, parks, military bases and major interstates. Roof was replaced in 2015, HVAC in 016, gutter and vinyl wrap in 2017, master shower replaced in 2022. Home features a huge master bedroom sitting area as a bonus complete with an additional fireplace! Outside folks will love

  

  Janice Myers-Hollowell

  World Class Realty

  527 Windward Dr, Chesapeake, VA 23320
• 

  

  

  /16

  $2,425,000

  • Land
  • 25.84 Acres
  • $93,847 per Acre

  25+AC S Military Hwy, Chesapeake, VA 23321

  Escape the ordinary with this expansive 25.84-acre parcel located in the highly sought-after Western Branch area of Chesapeake. This rare offering provides a unique blend of privacy, natural beauty, and strategic location, making it an ideal canvas for a private estate, a boutique residential development, or a long-term land investment. Subject to local zoning, the size and location of this tract

  

  James Davis

  North End Realty Group

  25+AC S Military Hwy, Chesapeake, VA 23321
• 

  

  

  /13

  $640,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,522 Sq Ft

  Pelican Plan, Chesapeake, VA 23323

  

  Classic Design Builders

  Builder

  805 Shell Rd Unit 37905445, Chesapeake, VA 23323
• 

  

  /47

  $599,900

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,243 Sq Ft

  1668 Teton Ct, Chesapeake, VA 23320

  Just six years young, this beautifully maintained home offers thoughtful upgrades and an open layout perfect for everyday living and entertaining. The welcoming entryway features custom shiplap accents, leading into a spacious main living area filled with natural flow. The kitchen stands out with abundant cabinetry, subway tile backsplash with black accents, upgraded light fixtures, gas stove,

  

  Anna Staylor

  BHHS RW Towne Realty

  1668 Teton Ct, Chesapeake, VA 23320
• 

  

  /4

  $490,000

  • 3 Beds
  • 2.5 Baths
  • 2,214 Sq Ft

  904 Flintfield Crescent, Chesapeake, VA 23321

  Beautiful traditional style home. Located on a large lot in the Western Branch area of Chesapeake. Home features include three large bedrooms. Large family room with a fireplace. Eat in kitchen with stainless steel wireless refrigerator, stove, microwave, and washer and dryer, all convey. Dining room leads to the enormous living room. Primary bedroom includes a walk in closet. Huge backyard with

  

  Adrienne Campbell

  Keller Williams Coastal Virginia Chesapeake

  904 Flintfield Crescent, Chesapeake, VA 23321
• 

  

  /22

  $459,500

  • 4 Beds
  • 3 Baths
  • 1,700 Sq Ft

  1425 Philmont Ave, Chesapeake, VA 23325

  This Home Is Amazing! Unique waterfront property featuring a Gorgeous 1-bedroom apartment over the detached garage with a kitchen and full bath, plus a delightful 3-bedroom, 2-full bath single-level brick-front ranch. Enjoy beautiful water views from both the home and property. The apartment is approximately 300 SF, and the ranch home is approximately 1,400 SF, for a total of 1,700 SF. Situated

  

  Tierra Walker

  Walker One Property Group LLC

  1425 Philmont Ave, Chesapeake, VA 23325
• 

  

  /28

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,328 Sq Ft

  1106 Maryview Ave, Chesapeake, VA 23324

  Welcome home to this charming ranch that's full of warmth, character, and timeless appeal! Nestled at the end of your street with no through traffic, this adorable home offers the perfect blend of privacy, comfort, and convenience. Enter to discover soaring vaulted ceilings that create an open, airy feel throughout the main living spaces. With two inviting fireplaces and two separate dens,

  

  Katie Burke

  Long & Foster Real Estate Inc.

  1106 Maryview Ave, Chesapeake, VA 23324
• 

  

  /48

  $685,000

  $30K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  200 Heron Bay Ln, Chesapeake, VA 23323

  Built in 2021, the home welcomes you with a covered front porch, an inviting entryway, and a formal dining room. Just off the large living room, highlighted by a gas fireplace with tile surround the chef’s kitchen features a large center island with sink, granite countertops, built-in double ovens, white shaker cabinets, tiled backsplash, pantry, eat-in area, and Frigidaire appliances. Luxury

  

  Daniel Patton

  Prodigy Realty

  200 Heron Bay Ln, Chesapeake, VA 23323
• 

  

  /49

  $520,000

  Open Sat 9AM - 12PM

  • 4 Beds
  • 3.5 Baths
  • 2,571 Sq Ft

  891 Bells Mill Rd, Chesapeake, VA 23322

  If you’ve been searching for true peace and privacy without sacrificing convenience, this Grassfield gem is an absolute must-see. Set back from the street on a private driveway, the property opens up to nearly an acre of total solitude, completely enveloped by woods and lush mature greenery. Inside, fresh paint brings a bright, inviting energy to a floor plan built for real life. The layout is a

  

  Autumn Love

  Long & Foster Real Estate Inc.

  891 Bells Mill Rd, Chesapeake, VA 23322
• 

  

  /50

  $675,000

  Open Sat 12PM - 2PM

  • 6 Beds
  • 2.5 Baths
  • 2,737 Sq Ft

  3249 Pioneer Ln, Chesapeake, VA 23323

  Rare opportunity to own over 6 private acres in the heart of Deep Creek! This exceptional property includes two parcels conveying with the sale, creating a combined 6+ acres of wooded privacy at the end of a quiet road. The spacious 6-bedroom home offers endless possibilities for multigenerational living, a home office, hobby space, or guest accommodations. Enjoy the peace and seclusion of

  

  Andy Gomez

  Iron Valley Real Estate HR

  3249 Pioneer Ln, Chesapeake, VA 23323
• 

  

  /22

  $227,500

  Open Sat 12PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,326 Sq Ft

  4301 Colindale Rd Unit 208, Chesapeake, VA 23321

  Resort-style living in Kings Pointe at Western Branch! This bright, open-concept 2 BR/2 BA second-floor corner condo features 1,367 sq ft of modern space, serene water views, and a private balcony. Low-maintenance living covers water, sewer, trash, and ground maintenance. Enjoy incredible community perks like a pool, clubhouse and walking trails. Conveniently located near shopping, dining, and

  

  Candace Jones

  Atlantic Sothebys Int'l Realty

  4301 Colindale Rd Unit 208, Chesapeake, VA 23321
• 

  

  /20

  $277,000

  • 3 Beds
  • 2.5 Baths
  • 1,275 Sq Ft

  1806 Beckwood Common, Chesapeake, VA 23320

  Well maintained, tenant occupied 1,275 sf, 3-bedroom, 2.5 bath Townhouse in Chesapeake's Woodgate Commons community. Ideally located near restaurants, shopping, interstate access, military bases, and a nearby golf course, this home offers both convenience and value. Recent updates include new first-floor flooring, remodeled bathrooms, fresh interior and exterior paint, updated kitchen appliances

  

  Judy Boone

  Judy Boone Realty Inc.

  1806 Beckwood Common, Chesapeake, VA 23320
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  /25

  $355,000

  • 3 Beds
  • 1 Bath
  • 1,264 Sq Ft

  1505 Sparrow Rd, Chesapeake, VA 23325

  .25 acre Corner Lot 3-4 bedroom home featuring a convenient horseshoe driveway plus a paved driveway leading to the detached garage. Flexible bonus room works perfectly as an office, playroom, or guest space. Recent improvements include newer windows, **2025 roof**, **2024 flooring**, & **2025 HVAC service & cleaning**. The open floor plan connects the kitchen, dining area, and living room, with

  

  Mary Jackowell

  Family First Realty Inc

  1505 Sparrow Rd, Chesapeake, VA 23325
• 

  

  /10

  $545,000

  New Construction

  • 5 Beds
  • 2 Baths
  • 2,496 Sq Ft

  Gannett Plan, Chesapeake, VA 23323

  

  Classic Design Builders

  Builder

  805 Shell Rd Unit 37905421, Chesapeake, VA 23323
• 

  

  /28

  $599,999

  • 4 Beds
  • 2 Baths
  • 2,493 Sq Ft

  913 Long Ridge Rd, Chesapeake, VA 23322

  Welcome to this fully remodeled all-brick ranch located in the Hickory area of Chesapeake. Offering 4 bedrooms, 2 updated bathrooms, and situated on approximately 3 acres, this property provides generous indoor and outdoor living space. Interior updates include luxury vinyl plank flooring, tiled showers, granite countertops, stainless steel appliances, and an open, light-filled layout designed

  

  Victoria Segar

  Iron Valley Real Est Norfolk

  913 Long Ridge Rd, Chesapeake, VA 23322
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  /45

  $615,000

  • 4 Beds
  • 2.5 Baths
  • 2,452 Sq Ft

  4100 Scotfield Dr, Chesapeake, VA 23321

  A Beautiful Brick Home nestled in the sought after Scotfield Woods community of Western Branch. This home offers the perfect blend of comfort, functionality, and neighborhood charm. Step inside to discover a thoughtfully renovated home featuring generous living spaces, natural lighting, and plenty of room for everyday living and entertaining. This home offers 4 bedrooms, 2.5 bathrooms, and a 2

  

  William Matthews

  Creed Realty

  4100 Scotfield Dr, Chesapeake, VA 23321
• 

  

  /42

  $440,000

  • 3 Beds
  • 1.5 Baths
  • 1,341 Sq Ft

  4309 East Rd, Chesapeake, VA 23321

  Escape to serene equestrian country living! This inviting 3-bedroom, 1.5-bath ranch (with additional non-heated/cooled bedroom/flex room over garage and additional full bath) sits on over 3 acres in Chesapeake's desirable Western Branch area, offering the perfect blend of privacy, open space, and modern updates. Inside, you'll find a move-in-ready home featuring a bright, updated kitchen, durable

  

  Judy Boone

  Judy Boone Realty Inc.

  4309 East Rd, Chesapeake, VA 23321
• 

  

  /41

  $295,000

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  1002 Mayfield Ave, Chesapeake, VA 23324

  Welcome HOME to this gorgeously remodeled, from top to bottom 2BR/2BA one-story ranch house. It has EVERYTHING you've been searching for: open concept layout, large updated windows, new luxury LVP flooring throughout, modern light fixtures, custom tile work, freshly painted, you name it! Completely NEW spacious chef’s kitchen shines with expensive QUARTZ countertops, large island with built-in

  

  Val Milan

  Swell Real Estate Co

  1002 Mayfield Ave, Chesapeake, VA 23324
• 

  

  /39

  $434,900

  Open Sat 11AM - 2PM $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,460 Sq Ft

  624 Rock Dr, Chesapeake, VA 23323

  Make this your first stop! This beautifully updated brick ranch in the desirable Oak Manor neighborhood was fully remodeled in 2022 and offers the perfect combination of style, space, and functionality. Featuring 4 spacious bedrooms, 2 full bathrooms, and an attached garage, this move-in-ready home has room for everyone. The thoughtful renovation included updated flooring, paint, lighting, and

  

  Matthew Salway

  Iron Valley Real Estate HR

  624 Rock Dr, Chesapeake, VA 23323
• 

  

  /16

  $270,000

  $39K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  4310 Cromwell Ave, Chesapeake, VA 23325

  PRICE IMPROVEMENT. This charming 3-bedroom, 1 bath home is now offered at an exceptional value, and the seller will consider contributing toward buyer's closing costs with an acceptable offer. Inside you will find an open floor plan with cathedral ceilings that create a bright, spacious feel throughout. The efficient layout makes the most of every square foot, providing comfortable single level

  

  Phyllis Mihalas

  Swell Real Estate Co

  4310 Cromwell Ave, Chesapeake, VA 23325
• 

  

  /28

  $575,000

  • 5 Beds
  • 2 Baths
  • 3,260 Sq Ft

  1336 Blackwater Rd, Chesapeake, VA 23322

  FRESH EGGS, BIG FREEDOM, ENDLESS POTENTIAL in Chesapeake's desirable Blackwater area! Welcome to your private sanctuary—the ultimate lifestyle upgrade. Picture sipping morning coffee while collecting farm-fresh eggs from your backyard chickens, surrounded by peaceful green space. Enjoy pure, independent water from your premium 600+ ft Certified Artesian well, complete with a double tank water

  

  Tammy Bunch

  Bunch Real Estate Inc.

  1336 Blackwater Rd, Chesapeake, VA 23322
• 

  

  /20

  $273,851

  • 2 Beds
  • 1 Bath
  • 1,025 Sq Ft

  449 E Lake Cir, Chesapeake, VA 23322

  Welcome home to this bright and inviting condo conveniently located just off Cedar Rd, placing you minutes from shopping, local restaurants, entertainment, and everything the area has to offer. Whether you’re grabbing dinner, meeting friends, or enjoying a night out, you’ll appreciate having so many amenities close to home. Inside, you’ll find soaring vaulted ceilings and arched windows that fill

  

  Timothy Eure

  COVA Home Realty

  449 E Lake Cir, Chesapeake, VA 23322
• 

  

  /46

  $549,500

  $40K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,500 Sq Ft

  229 Fresno Dr, Chesapeake, VA 23322

  This is one of those rare homes that truly supports multi gen or other uses. TRUE in law suite with kitchenette full LARGE bath, living and bedroom, private access. The roof, paint, carpet dishwasher ALL NEW to get ready to SELL ! Just a little personalization and this could be your dream home. Its just waiting for you. Full brick, masonary fireplace, oversized deck, extra driveway and a covered

  

  Janice Myers-Hollowell

  World Class Realty

  229 Fresno Dr, Chesapeake, VA 23322
• 

  

  /9

  $499,700

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  1254 Winfall Dr, Chesapeake, VA 23322

  Easy Fixer Upper. GREAT NEIGHBORHOOD and Great House/Bones. Priced well below market value! **Selling As-Is. No Contingencies. Cash Preferred. **Perfect for Handyman, Investor or Landlord.

  

  Tierra Walker

  Walker One Property Group LLC

  1254 Winfall Dr, Chesapeake, VA 23322
• 

  

  /28

  $542,000

  • 5 Beds
  • 2.5 Baths
  • 3,300 Sq Ft

  3025 Crossings Dr, Chesapeake, VA 23321

  Large Home 3300 sq ft in Western Branch area of Chesapeake 5 Bedrooms, Large Family room with wood burning fireplace. Gas Water Heater & Gas Heat, Large Fenced Yard w/10X10 Shed; Roof 2014 (50 year architectural) Well, Sprinkler System Front Yard. Large Kitchen with Island & Walk in pantry. Large Primary Ensuite with walk in Closets; Dual sinks. Seller Offering CCA or Rate Buy Down with Full

  

  Robert Ramey

  Howard Hanna Real Estate Svcs.

  3025 Crossings Dr, Chesapeake, VA 23321
• 

  

  /14

  $200,000

  $25K PRICE DROP

  • Land
  • 24,262 Sq Ft
  • $359,066 per Acre

  Par B George Washington Hwy S, Chesapeake, VA 23323

  Commercial Building Lot in the Deep Creek area of Chesapeake. Located on the Dismal Swamp Canal & George Washington Hwy across the street from a Shopping Center. Property is on the navigable Dismal Swamp Canal. Property Zoning is B-1 with over 250 feet of road frontage.

  

  John Horton

  Samson Properties

  Par B George Washington Hwy S, Chesapeake, VA 23323
• 

  /2

  $124,000

  • Land
  • 10,628 Sq Ft
  • $508,197 per Acre

  1721 Faulk St, Chesapeake, VA 23323

  Attention Builders and Visionaries: Beautiful large lot in the Deep Creek area of Chesapeake. Lot is ready for all your ideas of a new home.

  

  Adrienne Campbell

  Keller Williams Coastal Virginia Chesapeake

  1721 Faulk St, Chesapeake, VA 23323
• 

  

  /25

  $499,900

  $9K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,121 Sq Ft

  405 S Monterey Dr, Chesapeake, VA 23320

  This home is a Wellspring gem with valuable upgrades. The front lawn and spacious 2 car garage create a warm and inviting first impression. Inside, the thoughtfully designed first floor offers multiple living spaces including a formal living room, dining room, eat in kitchen and cozy den featuring a gas fireplace. A convenient half bath makes everyday living and entertaining a breeze. Upstairs

  

  Jackie Feagin

  BHHS RW Towne Realty

  405 S Monterey Dr, Chesapeake, VA 23320
• 

  

  /29

  $393,900

  $11K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,945 Sq Ft

  3516 Parr Ln, Chesapeake, VA 23323

  Looking for space, privacy, and one-level living? Welcome to this move-in ready brick ranch nestled on nearly half an acre in Deep Creek. Inside you'll find beautiful original hardwood floors, an updated kitchen featuring quartz countertops and a butcher block island, plus a spacious flex room perfect for a family room, home office, or game room. Outside offers a detached two-car garage, storage

  

  Raquel Ricci

  BHHS RW Towne Realty

  3516 Parr Ln, Chesapeake, VA 23323
• 

  

  /30

  $299,000

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  609 Crystal Ave, Chesapeake, VA 23324

  Welcome home to this charming all-brick ranch offering the ease of one-level living! Move-in ready and full of warmth, this inviting home features an open-concept floor plan centered around a cozy brick wood-burning fireplace. Enjoy spacious living areas, generously sized bedrooms, and abundant closet space throughout. Recent updates include a newer roof, HVAC, hot water heater, and windows,

  

  Nicole Glocker

  Iron Valley Real Estate HR

  609 Crystal Ave, Chesapeake, VA 23324
• 

  /2

  $45,000

  • Land
  • 2.15 Acres
  • $20,911 per Acre

  000 Shell Rd, Chesapeake, VA 23323

  Discover 2.15 acres of beautifully wooded residential land tucked away in the Deep Creek area of Chesapeake. This serene parcel offers a peaceful natural setting with mature trees for a long-term investment. The property is currently landlocked with no established road access, and buyers will need to explore access options independently. Property to be sold as-is where-is. Located near the Oak

  

  John Horton

  Samson Properties

  000 Shell Rd, Chesapeake, VA 23323
• 

  

  /50

  $750,000

  $50K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,647 Sq Ft

  915 Shelter Rock Ln, Chesapeake, VA 23322

  Stunning all-brick home offering 5 bedrooms and 4 full bathrooms with a spacious open floor plan designed for comfortable living and entertaining. The large kitchen features abundant cabinetry, generous counter space, and seamless flow into the main living areas. Beautiful hardwood floors and an abundance of natural light create a warm and inviting atmosphere throughout the home. The expansive

  

  Greg Garrett

  Garrett Realty Partners

  915 Shelter Rock Ln, Chesapeake, VA 23322
• 

  /2

  $185,000

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  1931 Martin Ave, Chesapeake, VA 23324

  Investor Opportunity! Unlock the potential of this value-add property with a conservative estimated ARV of $285,000. Whether you’re looking for your next fix-and-flip, rental, or renovation project, this property offers a great opportunity to add value.The property is being sold strictly as-is, where-is, with the seller making no repairs or concessions. Buyers are encouraged to perform all

  

  Imani Overton-Santos

  Iron Valley Real Estate Prestige

  1931 Martin Ave, Chesapeake, VA 23324
• 

  

  /8

  $250,000

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  2425 Lofurno Rd, Chesapeake, VA 23323

  Great starter home with huge backyard and easy access to highway, military bases & shopping.

  

  Janez Hargrove

  Verian Realty

  2425 Lofurno Rd, Chesapeake, VA 23323
• 

  

  /20

  $179,900

  • 3 Beds
  • 1 Bath
  • 1,321 Sq Ft

  1608 Ohio St, Chesapeake, VA 23324

  Uncover the potential in this 3-bedroom, 1-bathroom cottage located in the heart of South Norfolk. Spanning approximately 1,321 square feet, this 1953 home serves as a blank canvas for investors or ambitious homeowners looking to build equity through a full renovation. The interior features a functional layout and an original fireplace, awaiting your modern touch. A standout feature of this

  

  Jon Bourque

  Verian Realty

  1608 Ohio St, Chesapeake, VA 23324
• 

  

  /50

  $599,500

  $11K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  3404 Louise James Ct, Chesapeake, VA 23323

  Welcome to your new home! Tucked away on a quiet, private cul-de-sac in the highly desirable Miller's Run neighborhood, this beautiful property is completely move-in ready and waiting for its next chapter.Whether you love to entertain or simply want a private everyday retreat, this house delivers. The spacious backyard is a true summer paradise, featuring a gorgeous in-ground saltwater pool

  

  Patrick Istilart

  1st Advantage Realty LLC

  3404 Louise James Ct, Chesapeake, VA 23323
• 

  

  /50

  $1,325,000

  $74K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,677 Sq Ft

  509 Ballahack Rd, Chesapeake, VA 23322

  Rarely does a property offer this much space, flexibility and freedom. Situated on over 28 private acres in Chesapeake's desirable Hickory area, this one-of-a-kind property offers 3,677 square feet, 5 bedrooms and 3.5 baths. Inside, you'll find abundant natural light, spacious living areas, an open-concept layout, and warm, inviting finishes throughout. A rare feature, the home includes two

  

  Savannah Goodling

  Long & Foster Real Estate Inc.

  509 Ballahack Rd, Chesapeake, VA 23322
• 

  /2

  $234,900

  • 3 Beds
  • 2 Baths
  • 1,020 Sq Ft

  34 Frailey Place, Portsmouth, VA 23702

  STOP HERE FIRST...if you're looking for a move-in ready home with value! As you approach the home, you'll notice a wraparound screened in porch ready for summer. Home features newer roof (2020) and newer HVAC, paint and LVP flooring (2022). Kitchen and bath features newer cabinets and counter tops (2022). New gas hot water heater installed in 2023. Generational living with a detached converted

  

  Sharon Rand Voogd

  1st Class RE-Signature Prop

  34 Frailey Place, Portsmouth, VA 23702

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