Chesapeake, VA Houses for Sale under $300,000

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  /16

  $210,000

  • 2 Beds
  • 1 Bath
  • 828 Sq Ft

  1140 Hull St, Chesapeake, VA 23324

  Charming updated bungalow in South Norfolk, Conveniently located with quick access to Norfolk, Virginia Beach, and Portsmouth. A short distance to the park, the library and local schools makes daily routines easier. Recent updates include LVP flooring, kitchen cabinets, countertops, appliances, and a refreshed bathroom. Spacious 0.30-acre lot offers plenty of yard space for kids, pets or

  

  Jermaine Anderson

  KW Coastal Chesapeake Virginia LLC

  (757) 290-3277

  1140 Hull St, Chesapeake, VA 23324
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  Explore Chesapeake

• 

  

  

  /49

  $215,000

  • 3 Beds
  • 2.5 Baths
  • 1,432 Sq Ft

  2046 Christian Ave, Chesapeake, VA 23324

  Calling all investors and flippers! Unlock the potential of this 3-bedroom, 2.5 bath home. This two-story property offers the perfect layout and location for your next renovation project. With solid structure and great curb appeal, it's a prime candidate for a full cosmetic rehab. Minutes from major highways, shopping, and local amenities.

  Candice West Better Homes&Gardens R.E. Native American Grp

  2046 Christian Ave, Chesapeake, VA 23324
• 

  

  

  /23

  $300,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,000 Sq Ft

  305 Keith Ct, Chesapeake, VA 23325

  Beautifully renovated from top to bottom ranch in Plymouth Park! With 3 bedrooms and 2 baths this 1,000 sqft home is ready for you to come make it yours. As soon as you walk in you will find the living room with a cozy feel to it and a beautiful accent wall. The kitchen has been updated with brand new cabinets, granite countertops and top of the line stainless steel appliances and the bathrooms

  Steffanie Battles 1st Class Real Estate Flagship

  305 Keith Ct, Chesapeake, VA 23325
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  /8

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,972 Sq Ft

  1532 Jolliff Rd, Chesapeake, VA 23321

  Nearly an acre in the fast-growing Jolliff Woods neighborhood with strong potential for renovation or redevelopment. This brick ranch is vacant, sold as-is, and ready for your vision. Can be purchased individually or with the adjacent 1/2-acre lot at 1530 Jolliff Rd. Conveniently located near top-rated Western Branch schools, parks, shopping, and dining—don’t miss this unique opportunity in a

  Laurel (Laurie) DaPrano World Class Realty & Property Management

  1532 Jolliff Rd, Chesapeake, VA 23321
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  /21

  $300,000

  • 3 Beds
  • 2 Baths
  • 1,025 Sq Ft

  3144 Hancock Dr, Chesapeake, VA 23323

  Adorable 3-bedroom, 2-bath ranch in Strawberry Acres! This move-in ready home features stylish LVP flooring throughout, an outdoor deck, and on over a quarter acre of land. The spacious, fully fenced backyard offers plenty of room for entertaining, relaxing, or gardening, and even has a chicken coop and garden all ready for their new owners. A wonderful opportunity to enjoy comfort and

  John Anthony 1st Class Real Estate Flagship

  3144 Hancock Dr, Chesapeake, VA 23323
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  /50

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft

  1755 Oliver Ave, Chesapeake, VA 23324

  ATTENTION INVESTORS AND VISIONARIES! THIS CLASSIC OLDER HOME SITS ON 3 LOTS. THIS HOME OFFERS PLENTY OF CHARACTER AND SITS ALONGSIDE TWO ADDITIONAL CONNECTED LOTS. WHILE THE HOME REQUIRES SOME TLC, THE POSSIBILITIES ARE ENDLESS-RESTORE, REBUILD, OR EXPAND. THIS IS A RARE OPPORTUNITY TO OWN MULTIPLE LOTS TOGETHER IN A WELL-ESTABLISHED NEIGHBORHOOD. HOUSE SOLD AS IS. SHED SOLD AS IS. NO APPLIANCES

  Melanie Brown BHHS RW Towne Realty

  1755 Oliver Ave, Chesapeake, VA 23324
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  /45

  $289,900

  • 4 Beds
  • 2 Baths
  • 1,550 Sq Ft

  1321 Seaboard Ave, Chesapeake, VA 23324

  Beautifully updated 4 bedroom, 2 bath home in Chesapeake! Spacious home that features modern updates throughout and offers easy access to nearby interstates for a quick commute. Don’t miss the amazing blend of style, comfort, and convenience!

  Tavion Baker World Class Realty & Property Management

  1321 Seaboard Ave, Chesapeake, VA 23324
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  /23

  $299,999

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  3103 Hillburn Dr, Chesapeake, VA 23323

  Well maintained brick ranch. All appliances convey. HVAC was replaced in 2020. Newer laminate and bamboo flooring throughout the house. Back deck overlooking large fenced backyard. Detached one car garage. Do not miss out seeing this adorable home. Seller is motivated.

  Klisman Nguyen Iron Valley Real Estate Prestige

  3103 Hillburn Dr, Chesapeake, VA 23323
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  /35

  $280,000

  • 3 Beds
  • 2 Baths
  • 950 Sq Ft

  2904 Berkley Ave, Chesapeake, VA 23325

  Welcome to 2904 Berkley Avenue! This home has been renovated top to bottom. New windows, floors, paint, cabinets, countertops, appliances, etc... too much to list! Large corner lot with plenty of driveway space and powered detached garage. Reach out for a private showing, you will not be disappointed.

  Steven OBrien Redefy Real Estate

  2904 Berkley Ave, Chesapeake, VA 23325
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  /45

  $279,000

  • 2 Beds
  • 2 Baths
  • 834 Sq Ft

  708 Sparrow Rd, Chesapeake, VA 23325

  Charming Cape Cod in a Great Location!This 2-bedroom, 1-bath home features an updated kitchen with stainless steel appliances and a welcoming living room. Enjoy the spacious backyard—ideal for entertaining, gardening, or relaxing. A detached garage has been converted into a 1-bedroom, 1-bath guest space with recent updates, ready for your finishing touches. Move in today and make it your own!

  Sally Powell LPT Realty LLC

  708 Sparrow Rd, Chesapeake, VA 23325
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  /15

  $280,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  3108 Aaron Dr, Chesapeake, VA 23323

  The seller offers a $600.00 credit towards the buyer's choice of dishwasher.This ranch-style home was fully remodeled in 2013 with quality upgrades throughout. Featuring a newer roof, windows, and siding updated in 2013. Step inside to find ceramic flooring, a stylish kitchen with granite countertops, modern cabinets, and stainless steel appliances.Both bathrooms were updated in 2013 with

  Darrell Moore CENTURY 21 Top Producers

  3108 Aaron Dr, Chesapeake, VA 23323
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  /10

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,155 Sq Ft

  2648 Westwood Ave, Chesapeake, VA 23324

  Great Opportunity Under $300K! If you’ve been looking for an affordable home with some updates already done, this one is worth a look. Located on a corner lot, this home offers several improvements that make it move-in ready. The kitchen has been updated with ceramic tile flooring, stainless steel appliances, recessed and bar lighting. The hardwood floors have been sanded and stained, giving

  Cynthia Inniss RE/MAX Alliance

  2648 Westwood Ave, Chesapeake, VA 23324
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  /13

  $285,000

  • 4 Beds
  • 1.5 Baths
  • 1,145 Sq Ft

  2404 Livesay Rd, Chesapeake, VA 23323

  Great starter home, just for you. Convenient to interstate, main roads, shopping and schools. Open conceit floor plan. All appliances convey as is. Separate in-law suite or work out room/office. Go see this one first. Don't hesitate

  Tamara Lawrence Vision Real Estate Group LLC

  2404 Livesay Rd, Chesapeake, VA 23323
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  /12

  $270,000

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft

  4052 Sunkist Rd, Chesapeake, VA 23321

  Sprawling brick rancher, with formal living room, dining room, and a great room off of kitchen, bonus Florida Room for all your relaxing enjoyment. Two bedrooms and primary bedroom with ensuite. hall bathroom is large and centrally located. 2 car attached garage, situated on a large corner lot.

  Charlene Howard Long & Foster Real Estate Inc.

  4052 Sunkist Rd, Chesapeake, VA 23321
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  /23

  $274,900

  • 4 Beds
  • 2 Baths
  • 1,747 Sq Ft

  5029 Deep Creek Blvd Unit 202, Portsmouth, VA 23702

  Plenty of potential with this amazing property! Giant lot! This property is waiting for someone to come put their own Personal touch on it! Huge detached garage is Over 1000 ft.²!! Have the feel of living rural while still being conveniently located near everything!

  Dakota Bush LPT Realty LLC

  5029 Deep Creek Blvd Unit 202, Portsmouth, VA 23702
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  /26

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,026 Sq Ft

  3981 Port Rd, Chesapeake, VA 23321

  Don't miss out on this investment opportunity! This ranch style single family home in the established Ahoy Acres neighborhood - 3 bedrooms -2 bathrooms -with a screened in sunroom, TRIPLE-PANE windows, GENERATOR - SOLAR PANELS - fenced in backyard - RV HOOKUP - TWO DRIVEWAYS for your truck or RV CAMPER - the house needs repairs - Schedule your showing- Seller to make no repairs - Selling

  Berenice Garcon AQ Realty LLC

  3981 Port Rd, Chesapeake, VA 23321
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  /23

  $229,900

  • 2 Beds
  • 2 Baths
  • 1,356 Sq Ft

  413 George Washington Hwy N, Chesapeake, VA 23323

  This charming 2 bedroom, 2 bath home boasts a bright and functional layout with spacious rooms and abundant natural light. Enjoy the welcoming front porch, living room with fireplace, den and kitchen with stainless steel appliances. Two spacious bedrooms and two full bathrooms provide comfort and convenience for guests or shared living. Conveniently located near shopping, restaurants and so

  Michael Daugherty Own Real Estate LLC

  413 George Washington Hwy N, Chesapeake, VA 23323
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  /25

  $299,500

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  937 Stewart St, Chesapeake, VA 23324

  Beautifully Renovated Home on a Large Lot with ADU Potential Fully renovated in 2025, this turnkey home sits on a spacious lot and includes a detached 2-car garage (~528 sq ft) with a separate meter ideal for an easy ADU conversion. Upgrades include: New HVAC system, New roof, New water heater, Updated water supply lines, Quartz countertops, Custom tile work and shower All renovations including

  Le Cao BHHS RW Towne Realty

  937 Stewart St, Chesapeake, VA 23324
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  /17

  $200,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  1852 Mount Pleasant Rd, Chesapeake, VA 23322

  Very cute ranch on wooded lot. Must be purchased with 1840 Mount Pleasant Rd which is in front and gives access from road and also provides privacy. Property is within the Fentress Airfield Overlay. Interested parties are encouraged to visit the City of Chesapeake Zoning and Planning Department for more information and to confirm allowable uses. Both properties sold "AS IS"

  Kala Diciero The Real Estate Group

  1852 Mount Pleasant Rd, Chesapeake, VA 23322
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  /38

  $249,000

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  1322 Hoover Ave, Chesapeake, VA 23324

  This meticulously updated home is completely move-in ready and awaits its new owner. Fresh paint and new flooring create a pristine canvas throughout the living spaces. The heart of the home, a gourmet kitchen, features gleaming granite countertops and a suite of stainless steel appliances, perfect for any home chef. Both bathrooms have been stylishly updated, adding a touch of modern elegance.

  Jamey Fereday World Class Realty

  1322 Hoover Ave, Chesapeake, VA 23324
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  /17

  $249,900 Open Sun 10AM - 1PM

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  219 Douglas Ave, Chesapeake, VA 23323

  Welcome to your cozy new home! This delightful 2 bed, 1 bath residence offers a perfect blend of comfort and style. Enjoy stainless steel appliances, granite countertops, and luxury vinyl plank flooring throughout. Roof and HVAC less than 2 years old. This home is conveniently located near the interstate, shopping, dining, and more makes this a great opportunity for anyone seeking ease and

  Ron Sawyer RE/MAX Prime

  219 Douglas Ave, Chesapeake, VA 23323
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  /24

  $295,000

  • 3 Beds
  • 1 Bath
  • 1,584 Sq Ft

  2929 Tyre Neck Rd, Chesapeake, VA 23321

  Fantastic opportunity in Western Branch! This 3BR/1BA ranch on 0.85 acres with no HOA is perfect for buyers ready to make it their own. Solid foundation with updated roof, HVAC, water heater, and kitchen appliances. Oak walls add character, and the expansive backyard offers endless potential for outdoor living or future expansion. Bring your vision and transform this property into your dream home!

  Alexis Weathersbee 757 Realty

  2929 Tyre Neck Rd, Chesapeake, VA 23321
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  /20

  $239,000

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  1319 Decatur St, Chesapeake, VA 23324

  Don't miss out on this one. Charming 3-Bedroom Cape Cod in Chesapeake. This inviting 3-bedroom, 1-bath Cape Cod offers comfort, convenience, and recent updates. Inside, you’ll find newer carpet, fresh paint, and a kitchen equipped with a newer stove and dishwasher—making it move-in ready.Situated in a prime location, this home is just minutes from the naval base, outlet mall, shopping, and

  Tom Busciglio Howard Hanna Real Estate Services

  1319 Decatur St, Chesapeake, VA 23324
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  /38

  $300,000

  • 3 Beds
  • 1 Bath
  • 1,309 Sq Ft

  708 Stalham Rd, Chesapeake, VA 23325

  Renovated Ranch!!!! Home was taken down to the studs. Newly installed Plumbing, Electrical, Zoned Heat/A/C,Roof, Vinyl Siding, LVP Floors, Appliances, Water Heater, Patio, Most of The Windows, Sliding Glass Door & More!!!! Too Many Upgrades to List! Home has an Open Feel and gets Tons of Light!!!! Come See Today!!!!

  Joshua Chilton EXP Realty LLC

  708 Stalham Rd, Chesapeake, VA 23325
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  /33

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,015 Sq Ft

  624 Post Ave, Chesapeake, VA 23324

  ARE YOU LOOKING FOR THE PICTURE PERFECT HOME WITH LOADS OF UPDATES? WE HAVE A DARLING HOME FOR YOU! ADORABLE 3BR, 2FULL BATH HOME WITH OPEN FLOORPLAN. ENJOY FRESHLY PAINTED INTERIOR THROUGHOUT WITH NEW LVP/HIGHEND LAMINATE FLOORS. THE KITCHEN HAS NEW GRANITE COUNTERTOPS ALONG WITH NEW COOKTOP/STOVE, NEW DISHWASHER, REFRIGERATOR 3YRS NEW AND MIRCOWAVE 1YR NEW. BOTH BATHS HAVE NEW CABINETS AND

  Cheryl Talbot BHHS RW Towne Realty

  624 Post Ave, Chesapeake, VA 23324
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  /29

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  1116 Kay Ave, Chesapeake, VA 23324

  This well maintained 3 bd 1bth gem sits on a spacious lot offering a perfect blend of comfort, style, and functionality.Each bd includes larger closet space while the bth features a double sink vanity..ideal for busy mornings.Enjoy the wooded backyard, perfect for your furry friend to roam freely in the dog-friendly space.Entertain guests w/ ease on the expansive entertainment deck and take

  Heather Earley The Real Estate Group

  1116 Kay Ave, Chesapeake, VA 23324
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  /29

  $290,000 Open Sun 9AM - 10AM

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

  2114 Mclain St, Chesapeake, VA 23324

  This beautifully renovated ranch in Avalon blends classic charm with modern updates—offering more value than new construction! Step through the stone-accented sun porch into a cozy cottage filled with character, including refinished hardwood floors and a thoughtful layout. 2020 updates include HVAC and water heater as well as a full roof replacement. The spacious, powered workshop, privacy-fenced

  Logan Cooper EXP Realty LLC

  2114 Mclain St, Chesapeake, VA 23324
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  /27

  $295,000 Open Sat 10AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,377 Sq Ft

  1504 Chestnut Ave, Chesapeake, VA 23325

  Cozy detached ranch style home with ample yard space in Chesapeake under $300,000! Heating and Air Conditioning system (HVAC) replaced in 2024; kitchen appliances and freezer in the garage are 5 years-old or less. Asphalt shingle roof is 12 years old (~50% shingle life remaining). Water heater was replaced in 2019. Washer and dryer convey! Recently appraised! Clear termite and moisture letters!

  Robert Keilman Prodigy Realty

  1504 Chestnut Ave, Chesapeake, VA 23325
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  /18

  $299,000

  • 3 Beds
  • 2 Baths
  • 975 Sq Ft

  1330 Wingfield Ave, Chesapeake, VA 23325

  Fully remodeled 3-Bedroom, 2-bath Ranch situated on a corner lot in a quiet Chesapeake neighborhood. This home features durable LVP flooring throughout, recessed lighting, and brand-new windows. The open-concept kitchen and living area offers a functional and cozy space, complete with granite countertops and modern finishes. Both bathrooms have been tastefully updated with a clean, contemporary

  Alex Currie Long & Foster Real Estate Inc.

  1330 Wingfield Ave, Chesapeake, VA 23325
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  /30

  $299,900

  • 4 Beds
  • 1 Bath
  • 1,587 Sq Ft

  185 George Washington Hwy S, Chesapeake, VA 23323

  Waterfront ranch home on almost half an acre of land! This home has been newly renovated with all new paint, lighting, fixtures, flooring, appliances, carpet and more! Open kitchen with granite countertops and stainless steel appliances. Beautifully remodeled bathroom. Spacious, finished attic serves as a bedroom. Big windows for great natural light. Backyard with covered porch and stone path.

  Joshua Britt Prodigy Realty

  185 George Washington Hwy S, Chesapeake, VA 23323
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  /18

  $298,800

  • 4 Beds
  • 2 Baths
  • 1,866 Sq Ft

  2432 Strawberry Ln, Chesapeake, VA 23324

  Beautiful brick ranch with a lot of your space and beautiful deck on the backyard, this is a must come and see, seller is neg. with closing cost. Seller financing options available

  Jai Johnson EXIT Realty Central

  2432 Strawberry Ln, Chesapeake, VA 23324
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  /11

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,254 Sq Ft

  1317 Yeadon Rd, Chesapeake, VA 23324

  A brick house in the center of Plymouth Park neighborhood

  Travis Bouldin Keller Williams Coastal Virginia Chesapeake

  1317 Yeadon Rd, Chesapeake, VA 23324
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  /22

  $286,500

  • 3 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  1143 Ferebee Ave, Chesapeake, VA 23324

  Welcome to your new home! This beautifully maintained 3-bedroom, 1.5-bath rancher features plenty of recent updates including fresh paint, new gutters and a brand-new storage shed adding to the home's appeal! The generously sized driveway easily accommodates four vehicles, offering ample parking. The backyard is spacious, and the property extends beyond the back fence into a serene, wooded lot,

  Yonah Edens Peninsula Realty LLC

  1143 Ferebee Ave, Chesapeake, VA 23324
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  /28

  $299,500

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  2216 Berkley Ave, Chesapeake, VA 23324

  This 3-bedroom home has been completely renovated and is move-in ready for you. A large den welcomes you and your guests to a bright and modern space with fresh paint, new floors, new lighting, and more. The gorgeous kitchen features stunning quartz countertops, new appliances, ample cabinet space, and a dedicated dining area where family and friends can gather. The primary bedroom offers a

  Brian Shelton CapCenter

  2216 Berkley Ave, Chesapeake, VA 23324
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  /43

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  1201 Algona Rd, Chesapeake, VA 23324

  Featuring brand-new stainless steel appliances, sleek quartz countertops, and modern cabinetry, this home is a true showstopper! The open-concept layout is enhanced by brand-new LVP flooring throughout. Every detail has been thoughtfully updated to offer turnkey living at its finest. Whether you're entertaining guests or enjoying a quiet night in, this space offers the perfect blend of comfort

  Yasmine Peller 1st Class Real Estate-Equity Group

  1201 Algona Rd, Chesapeake, VA 23324
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  /19

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  2105 Portlock Rd, Chesapeake, VA 23324

  Welcome to 2105 Portlock Road in Chesapeake’s desirable Portlock Terrace neighborhood—a beautifully updated Cape Cod-style home that blends classic charm with modern comfort. This spacious 3 bedroom, 2 bathroom home offers a full fenced backyard and stylish finishes throughout. Inside, you’ll find a bright and open layout with a kitchen featuring granite countertops and newer cabinetry,

  Madison Sherwood Swell Realty Co

  2105 Portlock Rd, Chesapeake, VA 23324
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  /30

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft

  714 B St, Chesapeake, VA 23324

  Welcome to 714 B St. A charming 2 story home nestled near the historic area of South Norfolk. This delightful residence features 3 bedrooms with 2 full bathrooms and an open floorplan. Home was updated in 2023 with new windows, countertops, tub/shower/vanities, dual zone HVAC, flooring and paint. Detached garage with a carport for additional off street parking. Located in a convenient

  Ryan Harkins Real Estate USA

  714 B St, Chesapeake, VA 23324
• 

  

  /20

  $245,000

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft

  508 Stalham Rd, Chesapeake, VA 23325

  Charming Ranch in the Heart of Chesapeake! This well-maintained 3-bedroom, 1-bath ranch offers comfortable living in a convenient Chesapeake location. The cozy living room flows seamlessly into the kitchen, creating an open feel that's perfect for everyday living. Step out from the kitchen onto the back deck, a great spot for morning coffee or evening cookouts. Enjoy a spacious backyard with a

  Daniel Patton Prodigy Realty

  508 Stalham Rd, Chesapeake, VA 23325
• 

  

  /16

  $215,000

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft

  4136 2nd St, Chesapeake, VA 23324

  Easy living on 1 story ranch home. Large living room area, eat in kitchen. 2 bedrooms and hall bath, plus primary bedroom with ensuite. Screened side porch for your summer enjoyment.

  Charlene Howard Long & Foster Real Estate Inc.

  4136 2nd St, Chesapeake, VA 23324
• 

  

  /10

  $217,800

  • 4 Beds
  • 1 Bath
  • 1,056 Sq Ft

  5001 Pearl St, Chesapeake, VA 23321

  Come see this 4 bedroom, 1 full bath home located in Chesapeake.

  Kevin Pall Brooke Madison & Associates LLC

  5001 Pearl St, Chesapeake, VA 23321

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