Affordable Homes for Sale in Chesapeake, VA under $322,000

• 

  

  

  /28

  $285,000

  • 3 Beds
  • 2.5 Baths
  • 1,703 Sq Ft

  4606 Old Fox Trail, Chesapeake, VA 23321

  Tucked-Away Condo Charm in Western Branch!Located in the back of the community away from the street, this 3-bedroom, 2.5-bath townhomeoffers 1,703 square feet of comfortable living surrounded by peaceful green space and mature trees. Step inside to an open-concept layoutfeaturing a bright and airy eat-in kitchen with abundant storage, generous counter space, and an oversized pantry —

  Katherine Durbin Shaffer Real Estate Inc.

  4606 Old Fox Trail, Chesapeake, VA 23321
• 

  

  

  /17

  $249,900

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  2317 Wildwood Rd, Chesapeake, VA 23323

  Move-in ready and beautifully updated, this home offers the perfect blend of modern style and everyday functionality. Step inside to a bright, inviting interior featuring a beautifully renovated kitchen with soft-close shaker cabinetry, granite countertops, and brand-new stainless steel appliances—perfect for cooking, gathering, and entertaining. Outside, the spacious backyard provides plenty of

  Brian Wurst A Better Way Realty Inc.

  2317 Wildwood Rd, Chesapeake, VA 23323
• 

  

  

  /38

  $259,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,215 Sq Ft

  500 Judah Way Unit 123, Chesapeake, VA 23320

  Gated Community! Elevator! Move in ready for serene living. Bright and modern condo with elevator access to the 2nd floor. Open floor plan, family room with fireplace, kitchen with granite counter tops and upgraded cabinetry, stainless steel appliances, pantry and utility room. Two primaries with en-suites and balcony. Hardwood floors. Upgraded custom built-ins throughout. Private storage room on

  Paul Bauer The Bauer Group-RE Solutions

  500 Judah Way Unit 123, Chesapeake, VA 23320
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  /11

  $165,000

  • 2 Beds
  • 1 Bath
  • 851 Sq Ft

  3301 Clover Meadows Dr, Chesapeake, VA 23321

  Welcome home to this charming first-floor end-unit condo in the desirable Clover Meadows community of Western Branch! Offering 2 bedrooms and 1 full bath, this well-maintained condo features an open and functional layout with abundant natural light and added privacy as an end unit. Enjoy easy one-level living with a spacious living area, cozy dining space, and a bright kitchen with ample cabinet

  Jessica Cecchini RE/MAX Alliance

  3301 Clover Meadows Dr, Chesapeake, VA 23321
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  /14

  $227,900

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  2041 Lockard Ave, Chesapeake, VA 23320

  Great starter home! This charming 3-bedroom, 1-bath ranch offers comfortable single-level living with plenty of potential. Enjoy the bright front sunroom, perfect for relaxing or creating additional living space, plus a screened-in side porch that provides a cozy, private retreat. The fenced backyard and storage shed offer room for hobbies, pets, gardening or future improvements. Conveniently

  Andreia Worst Wainwright Real Estate

  2041 Lockard Ave, Chesapeake, VA 23320
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  /8

  $250,000

  • Land

  2716 Seven Eleven Rd, Chesapeake, VA 23322

  Excellent building opportunity. Great location. Surrounded by several custom built homes. Very private and priced below market.

  Fred Helm BHHS RW Towne Realty

  2716 Seven Eleven Rd, Chesapeake, VA 23322
• 

  

  /30

  $237,500

  $8K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,255 Sq Ft

  1016 Thoroughgood Way Unit 307, Chesapeake, VA 23324

  Beautifully maintained, one-owner, 3rd-floor condo with elevator access in a secure-entry building. This open-concept home offers a bright, airy layout with a private balcony—great for relaxing. Gated parking adds convenience and peace of mind. Ideally located near downtown Norfolk, Waterside District, military bases, shipyard, interstates, dining, shopping, and entertainment venues. Adjacent to

  Sherri Bryant The Bryant Group

  1016 Thoroughgood Way Unit 307, Chesapeake, VA 23324
• 

  

  /13

  $275,000

  • 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 & Prop Mgmt

  1321 Seaboard Ave, Chesapeake, VA 23324
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  /2

  $7,334

  • Land
  • 10,018 Sq Ft
  • $31,887 per Acre

  Lot 38 Trinkle St, Chesapeake, VA 23322

  Exciting investment opportunity in the Hillcrest neighborhood. One of the largest assemblages of lots in the neighborhood touting 15 parcels total with one being a double that can be resubdivided. Lots range from .22-.46 acres per tax records combined totaling 3.68ac +/- . Lots are located between Binford, Trinkle, and Caddie streets with only two located on the other side of Caddie on the

  Dustin Floyd Howard Hanna Real Estate Svcs.

  Lot 38 Trinkle St, Chesapeake, VA 23322
• 

  

  /6

  $285,000

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft

  4024 Oak Dr, Chesapeake, VA 23321

  3 bedroom ranch in Western Branch ready to be updated into an amazing home!

  Erin Ward LPT Network Realty LLC

  4024 Oak Dr, Chesapeake, VA 23321
• 

  /2

  $95,000

  $3K PRICE INCREASE

  • 2 Beds
  • 1 Bath
  • 764 Sq Ft

  2053 Iowa St, Chesapeake, VA 23323

  Value is in the land. Property being sold as-is. Home is not in livable condition.

  Dwayne Hart Keller Williams Coastal Virginia Chesapeake

  2053 Iowa St, Chesapeake, VA 23323
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  /37

  $309,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  1005 Elco St, Chesapeake, VA 23324

  The living is easy in this adorable 3-bedroom 2-bath ranch in popular Portlock Terrace! Situated on a quiet little street, on a lovely lot, with a detached 2 Car Garage PLUS 2 driveways. Easy flow floor plan includes a spacious light-filled living room, generous dining area and a cook's kitchen that offers plenty of counter & cabinet space. Retreat to the primary bedroom with en suite bath,

  Nick Calvert Atkinson Realty

  1005 Elco St, Chesapeake, VA 23324
• 

  /2

  $7,334

  • Land
  • 10,018 Sq Ft
  • $31,887 per Acre

  39 Trinkle St, Chesapeake, VA 23322

  Exciting investment opportunity in the Hillcrest neighborhood. One of the largest assemblages of lots in the neighborhood touting 15 parcels total with one being a double that can be resubdivided. Lots range from .22-.46 acres per tax records combined totaling 3.68ac +/- . Lots are located between Binford, Trinkle, and Caddie streets with only two located on the other side of Caddie on the

  Dustin Floyd Howard Hanna Real Estate Svcs.

  39 Trinkle St, Chesapeake, VA 23322
• 

  /2

  $16,500

  • Land
  • 10,018 Sq Ft
  • $71,739 per Acre

  Lot 9 Tuck St, Chesapeake, VA 23322

  Six lots to be purchased together totaling 1.5ac +/-. Lot closest to Caddie street falls within city standards for not requiring builder to improve the ROW, meaning there is potential for one home site here without any paving, ditching, or other ROW improvements, gravel drive currently in place. Construction will be subject to a wetlands delineation. Most sites in this neighborhood are on

  Dustin Floyd Howard Hanna Real Estate Svcs.

  Lot 9 Tuck St, Chesapeake, VA 23322
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  /12

  $289,000

  Open Sat 9AM - 11AM

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

  2709 Whitestone Ave, Chesapeake, VA 23323

  Welcome to this inviting open concept home tucked away at the end of a quiet cul-de-sac. The spacious layout features a gourmet kitchen with granite countertops, an island range hood, and luxury vinyl plank flooring. The primary bedroom includes a custom closet with built-in shelving and drawers for added organization. Enjoy the large backyard with a covered patio, perfect for relaxing or

  Amber McCormick EXIT Realty Central

  2709 Whitestone Ave, Chesapeake, VA 23323
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  /2

  $310,000

  $10K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 905 Sq Ft

  843 Quail Ave, Chesapeake, VA 23324

  **Excellent investment opportunity! This tenant-occupied home is situated on a quiet street and offers cozy living with a large rear yard, great for children, pets, gardening, or outdoor entertaining. A property with great potential for investors or future homeowners alike.**

  Paula Moore Keffer Realty

  843 Quail Ave, Chesapeake, VA 23324
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  /6

  $50,000

  $15K PRICE DROP

  • Land
  • 2,613 Sq Ft
  • $833,333 per Acre

  0 Folk St Unit 10640840, Chesapeake, VA 23323

  Corner lot for sale in established neighborhood. Buy individually or in conjunction with 28 Hinton.

  Jamey Fereday World Class Realty

  0 Folk St Unit 10640840, Chesapeake, VA 23323
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  /17

  $245,000

  • 2 Beds
  • 2 Baths
  • 989 Sq Ft

  701 Rapidan River Ct Unit A, Chesapeake, VA 23320

  Welcome home to this beautifully updated 2 bedroom, 2 bath condo in the desirable Riverwalk community! Featuring fresh paint throughout, newer luxury vinyl plank flooring, stylish new cabinetry, and updated countertops, this home is move-in ready. The kitchen is complete with stainless steel appliances, offering both modern style and functionality. Enjoy low-maintenance living with condo fees

  Eddie Gerardo-Ferrer RE/MAX Allegiance

  701 Rapidan River Ct Unit A, Chesapeake, VA 23320
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  /21

  $240,000

  $20K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,168 Sq Ft

  1002 Willow Green Ct, Chesapeake, VA 23320

  Located in the Riverwalk section of Chesapeake, this corner unit offers added privacy and a great position tucked toward the backside of the building. Enjoy a quiet serene lifestyle. The functional floor plan provides comfortable everyday living. 2 Bedrooms on the 2nd floor along with 2 Full-Baths with a convenient powder room on the 1st floor. Generous closet space and plenty of storage

  Pamela Boone-Skeeter BHHS RW Towne Realty

  1002 Willow Green Ct, Chesapeake, VA 23320
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  /3

  $225,000

  • 2 Beds
  • 2 Baths
  • 962 Sq Ft

  401 Bracknell Arch Unit F, Chesapeake, VA 23320

  Tranquil and serene condo living, welcome to this desirably located greenbriar community close to local dinning and shopping. This property also offers quick access to major interstate Hwy and just a few blocks over from Chesapeake General Hospital

  Malcolm Jenkins Swell Realty Co

  401 Bracknell Arch Unit F, Chesapeake, VA 23320
• 

  /2

  $249,000

  Open House 8/15

  • 3 Beds
  • 2 Baths
  • 1,322 Sq Ft

  608 Edinburg Ave, Chesapeake, VA 23324

  Great opportunity to own a brick ranch in Chesapeake! This home features hardwood floors, a spacious front yard, and a fenced-in backyard. Includes a new refrigerator and new cabinets. This freshly painted property has some updates plus it has tons of potential—great for a first-time homebuyer or investor. Being sold as-is. Don’t miss your chance to make it your own!

  Melissa Gibbs Howard Hanna Real Estate Svcs.

  608 Edinburg Ave, Chesapeake, VA 23324
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  /12

  $260,000

  • 2 Beds
  • 2 Baths
  • 1,214 Sq Ft

  1914 Woodgate Arch, Chesapeake, VA 23320

  Open House Saturday 7/18/26, 10 am - 2 pm. Welcome to this beautifully renovated 2-bedroom, 2 bathroom townhome featuring impressive high ceilings that create an open, airy feel throughout. The updated interior boasts modern finishes, refreshed flooring, and a stylish kitchen perfect for both everyday living and entertaining. Spacious bedrooms offer comfort and privacy, while the thoughtfully

  Ashley Faulk Wainwright Real Estate

  1914 Woodgate Arch, Chesapeake, VA 23320
• 

  

  /17

  $239,911

  • 2 Beds
  • 2 Baths
  • 1,179 Sq Ft

  705 Rapidan River Ct Unit E, Chesapeake, VA 23320

  Welcome to this beautifully updated two-story condo in the sought-after Riverwalk community of Chesapeake. Soaring 20-foot vaulted ceilings and gorgeous LVP flooring create a bright, open feel throughout. The updated kitchen features granite countertops, newer appliances, a deep sink, modern fixtures, perfect for everyday living and entertaining. Upstairs, the spacious loft with custom built-ins

  Jenni McFarland BHHS RW Towne Realty

  705 Rapidan River Ct Unit E, Chesapeake, VA 23320
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  /9

  $240,000

  $10K PRICE DROP

  • Land
  • 6 Acres
  • $40,000 per Acre

  4809 Sondej Ave, Chesapeake, VA 23321

  Western Branch school zoned 6 acre parcel ready for you to build your dream home. NO Hoa fees or rules. Seller will provide survey just recently done and a copy of perk test for approved offers only. Non conforming septic systems can be used, and you will need to dig a private deep water well. Listing agent can provide some options for septic and local well companies, along with local builders

  LeAnn Amory BHHS RW Towne Realty

  4809 Sondej Ave, Chesapeake, VA 23321
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  /45

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,362 Sq Ft

  4316 Hillingdon Bend Unit 305, Chesapeake, VA 23321

  Move in ready! Welcome to easy, low-maintenance living in the sought-after King's Pointe at Western Branch! This beautifully maintained 3rd-floor, 2-bedroom, 2-bath condo offers added privacy, abundant natural light, and peaceful treetop views from the large picture window. The open-concept living and dining areas create a comfortable space for everyday living and entertaining, while the kitchen

  Bridgette Hamm The Real Estate Group

  4316 Hillingdon Bend Unit 305, Chesapeake, VA 23321
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  /38

  $290,000

  Open Sat 11AM - 2PM $8K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 996 Sq Ft

  1225 Jackson Ave, Chesapeake, VA 23324

  Recently renovated and move-in ready, this charming home is the perfect place to call your own! Featuring a bright, refreshed interior and a brand-new HVAC system (to be paid off at closing), this home offers comfort and peace of mind from day one. Whether you're a first-time buyer, looking to downsize, or searching for an investment opportunity, this cute Chesapeake home is one you won't want to

  Ron Sawyer RE/MAX Prime

  1225 Jackson Ave, Chesapeake, VA 23324
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  /2

  $7,334

  • Land
  • 10,018 Sq Ft
  • $31,887 per Acre

  Lot 18 Binford St, Chesapeake, VA 23322

  Exciting investment opportunity in the Hillcrest neighborhood. One of the largest assemblages of lots in the neighborhood touting 15 parcels total with one being a double that can be resubdivided. Lots range from .22-.46 acres per tax records combined totaling 3.68ac +/- . Lots are located between Binford, Trinkle, and Caddie streets with only two located on the other side of Caddie on the

  Dustin Floyd Howard Hanna Real Estate Svcs.

  Lot 18 Binford St, Chesapeake, VA 23322
• 

  

  /3

  $50,000

  • Land
  • 3,049 Sq Ft
  • $714,286 per Acre

  1316 20th St, Chesapeake, VA 23324

  This buildable lot with existing driveway is next door to 1314 20th street in Chesapeake, and can be negotiated together, or sold separately. Seller is a licensed Virginia Realtor.

  Elizabeth DeVault Better Homes & Gdns Ntv Am Grp

  1316 20th St, Chesapeake, VA 23324
• 

  /2

  $7,900

  • Land
  • 10,018 Sq Ft
  • $34,348 per Acre

  14 blk Tuck St, Chesapeake, VA 23322

  Vacant Land in Hillcrest subdivision. Zoned for great schools! Drive by anytime. Seller has never occupied the land, has no information to share. Buyer to perform all due diligence.

  Alexandra Serrano The Real Estate Group

  14 blk Tuck St, Chesapeake, VA 23322
• 

  

  /22

  $170,000

  • 2 Beds
  • 1 Bath
  • 610 Sq Ft

  911 Holly Ave, Chesapeake, VA 23324

  Welcome to this charming bungalow, perfectly situated across from a scenic park. Enjoy views of Lakeside Park with its scenic bridge, year-round fountains, and a color-changing fountain that lights up at night. This cozy home is centrally located with easy access to interstates, making all of Hampton Roads just a short drive away. Inside, you'll find a spacious living room seamlessly connected to

  Daniel Inman Aweigh Real Estate VB

  911 Holly Ave, Chesapeake, VA 23324
• 

  

  /50

  $275,000

  • 2 Beds
  • 2 Baths
  • 1,670 Sq Ft

  451 Seahorse Run, Chesapeake, VA 23320

  Welcome home to easy living and modern comfort! This home features two spacious bedrooms, each with its own private en-suite bath, including one thoughtfully renovated for enhanced accessibility. Also, there is a third floor flex room with balcony! The open-concept living and dining area is filled with natural light, highlighted by soaring vaulted ceilings and a gas fireplace that creates the

  Charlene Wales Better Homes & Gdns Ntv Am Grp

  451 Seahorse Run, Chesapeake, VA 23320
• 

  

  /30

  $303,000

  $7K PRICE DROP Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 1,092 Sq Ft

  1817 Sparrow Rd, Chesapeake, VA 23320

  Opportunity awaits in this Chesapeake home with plenty of potential to make it your own. Featuring a functional layout, spacious living areas, and a convenient location near shopping, dining, parks, schools, and major commuter routes. Whether you're looking to personalize your next home or invest, this property is full of possibilities. Water heater (2023), HVAC (2022), and solar panels will be

  Diamond Stansell Opulent Realty LLC

  1817 Sparrow Rd, Chesapeake, VA 23320
• 

  

  /29

  $289,000

  • 3 Beds
  • 1.5 Baths
  • 1,112 Sq Ft

  718 Osborn Ave, Chesapeake, VA 23325

  Don’t miss this charming brick starter home offering 3 bedrooms, 2 full baths, and just under 1,200 sq. ft. The updated kitchen, newer roof, HVAC, and windows (all under 5 years old) provide peace of mind, while the fully fenced backyard offers plenty of space to relax or play. Conveniently located near interstates, military bases, shopping, and restaurants, and zoned for Indian River schools. A

  Jennifer Lamb Triumph Realty

  718 Osborn Ave, Chesapeake, VA 23325
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  /28

  $265,000

  • 2 Beds
  • 1.5 Baths
  • 1,256 Sq Ft

  2306 Bainbridge Blvd, Chesapeake, VA 23324

  Welcome to this beautifully updated 2 bedroom, 1.5 bath home located in South Norfolk! Renovated in 2023, this home offers a fresh, modern feel throughout. The updates included a fully remodeled kitchen featuring new cabinets, granite countertops, and new appliances, as well as both bathrooms upgraded with stylish tile surrounds. Upon entering, you’ll find an open and inviting space featuring

  Vernon Sims Keller Williams Realty Twn Ctr

  2306 Bainbridge Blvd, Chesapeake, VA 23324
• 

  

  /25

  $235,000

  • 2 Beds
  • 2 Baths
  • 989 Sq Ft

  709 Rapidan River Ct Unit D, Chesapeake, VA 23320

  Move-in ready condo living at its best, situated in much sought-after the Riverwalk/Queens Gate community. Living level upstairs has open layout for easy living and entertainment + desirable natural light. Primary bedroom w/ensuite, second bedroom w/full bathroom across the hall. Renovated with new LVP flooring throughout condo, carpet on stairway, recently painted interior, remodeled kitchen

  Susan Kent Howard Hanna Real Estate Svcs.

  709 Rapidan River Ct Unit D, Chesapeake, VA 23320
• 

  

  /23

  $264,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,304 Sq Ft

  708 Inlet Quay Unit B, Chesapeake, VA 23320

  Well desired community. First Floor corner unit, move-in ready. Beautiful wood flooring, updatedappliances, large primary bedroom with bathroom. Condo amenities include a pool, clubhouse, tennis courtsand close to trails.

  Lynn Atkison BHHS RW Towne Realty

  708 Inlet Quay Unit B, Chesapeake, VA 23320
• 

  

  /30

  $233,500

  $16K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,360 Sq Ft

  1603 Seaboard Ave, Chesapeake, VA 23324

  Two-story traditional in Chesapeake's Quincy Place. 3 beds, 1.5 baths, ~1,360 sq ft. The new roof carries a 30-year warranty that transfers to the buyer—peace of mind for years to come. Updated light fixtures throughout, central air with forced hot air heat, and a partially finished attic for bonus living space. Two-space driveway on a low-maintenance ~0.07-acre lot. Single-family home in the

  Debbie Crevier Kent Cottage Street Realty LLC

  1603 Seaboard Ave, Chesapeake, VA 23324
• 

  /2

  $290,000

  • 4 Beds
  • 1.5 Baths
  • 1,176 Sq Ft

  3209 Dunworken Dr, Chesapeake, VA 23321

  AS IS, extra-large garage w/electricity & workshop area

  Michelle Harris 1st Class Real Estate Flagship

  3209 Dunworken Dr, Chesapeake, VA 23321
• 

  

  /8

  $165,000

  • 2 Beds
  • 1 Bath
  • 851 Sq Ft

  3524 Clover Meadows Dr, Chesapeake, VA 23321

  Welcome home to this charming first-floor condo in the desirable Clover Meadows community of Western Branch! Offering 2 bedrooms and 1 full bath, this well-maintained condo features an open and functional layout with abundant natural light and added privacy as an end unit. Enjoy easy one-level living with a spacious living area, cozy dining space, and a bright kitchen with ample cabinet storage.

  Jessica Cecchini RE/MAX Alliance

  3524 Clover Meadows Dr, Chesapeake, VA 23321
• 

  

  /25

  $220,000

  $5K PRICE INCREASE

  • 4 Beds
  • 2 Baths
  • 1,928 Sq Ft

  1308 Chesapeake Ave, Chesapeake, VA 23324

  INVESTOR SPECIAL! CASH ONLY, Property being sold "as is where is." SHORT SALE BANK APPROVAL IN HAND; Property required repair, home inspection that as conducted in January is available upon request. There is an additional 4th room which is a converted attic, steps leading up are narrow and ceiling low. Fenced yard, tankless water heater, water softening system, back part of roof was recoated late

  Elaina Kirk AtCoastal Realty

  1308 Chesapeake Ave, Chesapeake, VA 23324

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