Homes for Sale near Oscar Smith Middle School

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  /49

  $247,777

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

  1016 Thoroughgood Way Unit 307, Chesapeake, VA 23324

  Make this your first stop! Beautifully maintained, low maintenance, open concept, Third floor condo! Building is secured with intercom and fob access. This two bedroom, two bathroom unit will immediately feel like your new home. Beautiful Views and Plenty of Natural lighting. Primary bedroom has a spacious walk-in closet and en-suite bathroom with a walk-in shower. Near Bases. Shipyards. And

  

  Eric Hovik

  RE/MAX Alliance

  (757) 300-5128

  1016 Thoroughgood Way Unit 307, Chesapeake, VA 23324
• 

  Explore Oscar Smith Middle School

• 

  

  

  /28

  $248,000

  • 2 Beds
  • 2 Baths
  • 1,169 Sq Ft

  1016 Thoroughgood Way Unit 100, Chesapeake, VA 23324

  Welcome to this spacious condo located in a well-maintained traditional-style building with secured entrance, elevator access, and an intercom system for added peace of mind. This beautifully designed unit features two oversized bedrooms and two generously sized bathrooms, offering both comfort and convenience. The open-concept kitchen includes a large breakfast bar with seating for 4–6, Great

  

  Michele Salyer

  A Better Way Realty Inc.

  (757) 290-8046

  1016 Thoroughgood Way Unit 100, Chesapeake, VA 23324
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  /11

  $295,000

  • 1,710 Sq Ft

  1215 Hoover Ave, Chesapeake, VA 23324

  

  Greg Garrett

  Garrett Realty Partners

  (757) 906-6964

  1215 Hoover Ave, Chesapeake, VA 23324
• 

  

  

  /18

  $239,900

  • 2 Beds
  • 2 Baths
  • 1,169 Sq Ft

  1016 Thoroughgood Way Unit 201, Chesapeake, VA 23324

  Make this your first stop! Beautifully maintained, low maintenance, open concept, second floor condo! Building is secured with intercom and fob access. This two bedroom, two bathroom unit will immediately feel like your new home. The bedrooms have dormers to bring in extra light and open up the space. Primary bedroom has a spacious walk-in closet and en-suite bathroom with a walk-in shower.

  

  Matthew Salway

  Iron Valley Real Estate HR

  (757) 914-9584

  1016 Thoroughgood Way Unit 201, Chesapeake, VA 23324
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  /50

  $170,000

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

  2046 Christian Ave, Chesapeake, VA 23324

  Great opportunity for investors or buyers looking to add value. Fix & Flip or fix and hold opportunity!This home offers solid bones and great potential. With some updating, it could provide steady rentalincome or strong resale value. Minutes from major highways, shopping, and local amenities.

  Candice West Better Homes & Gdns Ntv Am Grp

  2046 Christian Ave, Chesapeake, VA 23324
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  /27

  $299,900

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

  1014 Rowland Ave, Chesapeake, VA 23324

  Welcome Home, centrally located in the heart of Chesapeake, minutes from downtown Norfolk and Greenbrier. This home features a downstairs bedroom and full bath, front living room, dining area with vaulted ceiling looking into the kitchen that has bar top seating, stainless steel appliances, plenty of counter space with wood cabinets, and laundry closet. Upstairs has two bedrooms and a full bath.

  Daniel Patton Prodigy Realty

  1014 Rowland Ave, Chesapeake, VA 23324
• 

  

  /31

  $309,900

  • 4 Beds
  • 1 Bath
  • 1,200 Sq Ft

  1420 Anne Ave, Chesapeake, VA 23324

  Welcome to this well-maintained 4-bedroom home in a prime Chesapeake location, offering quick access to all of Hampton Roads. Inside, you’ll find an open living room & kitchen layout, custom updates throughout, an updated full bath, & a larger private bedroom set apart on its own end of the home for added privacy. A functional laundry/mud room sits conveniently off the back entrance. The backyard

  Matthew Spencer Rock Steady Group

  1420 Anne Ave, Chesapeake, VA 23324
• 

  

  /27

  $345,000

  • 4 Beds
  • 2.5 Baths
  • 2,052 Sq Ft

  1815 Elizabeth Ave, Chesapeake, VA 23324

  Welcome to this 4-bedroom, 2.5-bath home in Chesapeake. Featuring a spacious layout with plenty of natural light, this property offers great potential for buyers looking to add their own updates and personal touch. The home provides generous bedroom sizes, a functional floor plan, and a lovely deck that’s perfect for relaxing or outdoor entertaining. This home is a wonderful opportunity for

  Christopher O'Brien Howard Hanna Real Estate Svcs.

  1815 Elizabeth Ave, Chesapeake, VA 23324
• 

  

  /29

  $380,000

  • 4 Beds
  • 2.5 Baths
  • 1,826 Sq Ft

  2111 Stalham Rd, Chesapeake, VA 23324

  Don’t miss this beautifully updated 4-bedroom, 2.5-bath home in a convenient Chesapeake location! This spacious property shines with fully updated HVAC, roof, kitchen cabinets, granite countertops, LVP flooring, carpet, interior paint, lighting, and a stunning tiled primary shower. The open and inviting layout offers generous living and dining areas, perfect for entertaining or everyday comfort.

  Austin Tydings World Class Realty

  2111 Stalham Rd, Chesapeake, VA 23324
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  /24

  $359,900

  • 4 Beds
  • 2.5 Baths
  • 1,987 Sq Ft

  1425 Seaboard Ave, Chesapeake, VA 23324

  Welcome home to an inviting foyer that opens to a true first-floor bedroom or study and a full bath on the main level—for flexible living. Luxury Vinyl Plank flooring carries through the downstairs into a spacious, open-concept layout. The family room centers around a clean-lined fireplace and flows into a well-appointed kitchen featuring soft-close 42" white shaker cabinetry, granite counters, a

  Craig Houston AtCoastal Realty

  1425 Seaboard Ave, Chesapeake, VA 23324
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  /35

  $299,900

  • 2 Beds
  • 2 Baths
  • 1,153 Sq Ft

  3106 Joseph Ave, Chesapeake, VA 23324

  Welcome home to this beautifully maintained property! The renovated floor plan includes an open living area, large primary bedroom with private bathroom, newly installed HVAC (2025) and water heater (2024). Enjoy a private, fenced backyard along with a detached garage that includes an insulated office space—great for work, hobbies, or extra storage. Move-in ready and full of modern updates!

  Robert Slade A Better Way Realty Inc.

  3106 Joseph Ave, Chesapeake, VA 23324
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  /32

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,595 Sq Ft

  1402 Earle Ave, Chesapeake, VA 23324

  Perfect opportunity for an Investor Flip or a 203K Renovation Loan. Will not qualify for regular financing. Comps within a 1/2 Mile radius are $365,000.00 to $390.000.00. Huge Great room with fireplace, screened in back porch and a 2 car garage!!! To be sold "As-IS, Where IS" any contents not removed will convey.

  Annalisa Previte Howard Hanna Real Estate Svcs.

  1402 Earle Ave, Chesapeake, VA 23324
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  /48

  $310,000

  • 3 Beds
  • 2 Baths
  • 1,541 Sq Ft

  1208 Edgewood Ave, Chesapeake, VA 23324

  Wonderful three bedroom, two bathroom house has an eat-in-kitchen, bonus space upstairs that is great for working from home, game room, or a workout space. This house has some unique features like large baseboards, door trim and curved doorways. Back deck recently painted, new flooring installed, and bathtub has been re-glazed. This home is near 464, 264, and 64 which makes it easy to get to just

  Angela Kennedy 1st Class RealEstate Integrity

  1208 Edgewood Ave, Chesapeake, VA 23324
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  /20

  $369,000

  • 4 Beds
  • 2 Baths
  • 1,237 Sq Ft

  4217 Wake Ave, Chesapeake, VA 23324

  Beautifully Updated 4-Bedroom Home with Huge Backyard in Chesapeake! Welcome to 4217 Wake Avenue, a refreshed 4-bedroom, 2-bath home offering comfort, space, and modern style. Inside, you’ll find fresh paint throughout, LVP flooring, and new appliances that create a move-in-ready feel. The open layout provides a flexible living area that supports both everyday routines and hosting. Step outside

  Gary Layne Proactive Real Estate Services

  4217 Wake Ave, Chesapeake, VA 23324
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  /27

  $339,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,124 Sq Ft

  4102 1st St, Chesapeake, VA 23324

  Imagine living in a charming, beautifully and meticulously renovated home in Portlock Terrace on an extra-large oversized lot with a big detached garage in a quiet neighborhood. The oversized lot offers space for outdoor activities, gardening, and evenings relaxing on your front porch. The renovated kitchen offers new stainless steel kitchen appliances, new quartz countertops, new large kitchen

  Lisa Cox Vylla Home

  4102 1st St, Chesapeake, VA 23324
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  /10

  $300,000

  • 5 Beds
  • 2 Baths
  • 1,600 Sq Ft

  1138 Seaboard Ave, Chesapeake, VA 23324

  Welcome to this FULLY RENOVATED gem, boasting NEW modern comfort! From the moment you arrive, you'll be captivated by the BRAND-NEW METAL ROOF, designed for both style & durability. Step inside to discover bright, open-concept living spaces with all NEW finishes- perfect for family gatherings or entertaining guests. Enjoy optimal comfort year round with a NEW state of the art HVAC system. Each

  Marquis Bynum A Better Way Realty Inc.

  1138 Seaboard Ave, Chesapeake, VA 23324
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  /40

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  2701 Omar St, Chesapeake, VA 23324

  A charming three-bedroom, two-bath single-story residence situated on a corner lot. The property features a detached garage. The kitchen has contemporary cabinetry, granite countertops, and stainless steel appliances. Common areas are (LVP) flooring, complemented by updated fixtures. Primary bedroom offers a modernized en-suite bathroom, a generous walk-in closet, and a sliding glass door

  Princess Stuckey World Class Realty

  2701 Omar St, Chesapeake, VA 23324
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  /21

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft

  2535 Dexter St E, Chesapeake, VA 23324

  ** AMAZING OPPORTUNITY ** This Beautiful Ranch Style Home offers 3 Bedrooms, 2 Full Bathrooms and is MOVE IN READY!! Has the Following FEATURES: Inviting Kitchen with Modern Styling Cabinets, Full Stainless Steel Appliance Package to include Refrigerator, Electric Range, Dishwasher & Microwave, LVP flooring in the Main Living Areas with Carpet in the Bedrooms, WONDERFUL Family Room, Separate

  Ryan Schoch Earl Sanders Realty Inc

  2535 Dexter St E, Chesapeake, VA 23324
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  /17

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,005 Sq Ft

  1004 Mayfield Ave, Chesapeake, VA 23324

  Indulge in an elevated lifestyle where tranquility meets utility in this distinguished residence, privately situated within a friendly and quiet neighborhood. Experience the pleasure of owning a home that perfectly accommodates both grand entertaining and peaceful repose. Picture yourself beginning each day with a moment of calm on the beautiful front porch, a stately entrance to your sanctuary.

  Deborah Reynolds Keller Williams Richmond West

  1004 Mayfield Ave, Chesapeake, VA 23324
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  /32

  $280,000

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft

  2029 Stonehurst St, Chesapeake, VA 23324

  Open House Sunday 12/7/25 from 10am-12pm. This wonderfully maintained family home. It features an open front porch, deck, and a large storage shed in the backyard. Plenty of driveway space, spacious bedrooms, inviting dining room, kitchen, and open living room for all your hospitality needs. Easy access to highways, bases, and downtown Norfolk. Make this Gorgeous home your very own. This home has

  Jazmine Hall LPT Realty LLC

  2029 Stonehurst St, Chesapeake, VA 23324
• 

  

  /21

  $259,900

  • 4 Beds
  • 2 Baths
  • 1,278 Sq Ft

  2044 Christian Ave, Chesapeake, VA 23324

  4-bedroom, 2-bath home with a functional two-story layout and modern finishes throughout. The kitchen and bathrooms feature updated materials and fixtures. Bedrooms are located on the upper and lower levels. The floor plan offers a straightforward flow.

  Taylor Madison C O R E Real Estate + Design

  2044 Christian Ave, Chesapeake, VA 23324
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  /33

  $245,000

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

  714 B St, Chesapeake, VA 23324

  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 neighborhood, this home is close

  Ryan Harkins Real Estate USA

  714 B St, Chesapeake, VA 23324
• 

  

  /21

  $230,000

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  1105 Kay Ave, Chesapeake, VA 23324

  Welcome to 1105 Kay Avenue in Chesapeake. This 3 bedroom 1 bathroom home has 912 square feet of living space inside and plenty of yard space outside. The sale of this home includes all the essentials you need to move right in including washer, dryer, stove, refrigerator, microwave, and a huge 100 inch projector screen with projector. To keep the heating and cooling costs down new energy efficient

  Roger McCann Atlantic Connection Real Est.

  1105 Kay Ave, Chesapeake, VA 23324
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  /23

  $260,000

  • 3 Beds
  • 1 Bath
  • 1,014 Sq Ft

  1217 Cleona Dr, Chesapeake, VA 23324

  Charming 3-bed, 1-bath ranch in Chesapeake’s Indian River neighborhood at 1217 Cleona Dr! This 1,014 sq ft single-family home sits on a spacious 5,837 sq ft lot, offering cozy curb appeal and endless potential. It’s immaculately maintained with fresh updates, hardwood floors, and a bright open layout. Enjoy a modern kitchen, generous bedrooms, and a full bath. Prime location near shopping, parks,

  Jasmina West Triumph Realty

  1217 Cleona Dr, Chesapeake, VA 23324
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  /17

  $282,000

  • 3 Beds
  • 2 Baths
  • 1,586 Sq Ft

  1007 Holly Ave, Chesapeake, VA 23324

  Charming Historic Gem in South Norfolk - Lakeside Park Views & Downtown Convenience! Step into this 3-bed, 2-full-bath single-family home nestled in the heart of South Norfolk's historic district. Spanning nearly 1,600 SF of thoughtfully designed living space, this residence blends classic charm with modern comfort, offering the perfect backdrop for your next chapter. Enjoy views of Lakeside Park

  Douglas Livermon Atlantic Sothebys Int'l Realty

  1007 Holly Ave, Chesapeake, VA 23324
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  /25

  $179,000

  • 2 Beds
  • 1 Bath
  • 818 Sq Ft

  1119 Decatur St, Chesapeake, VA 23324

  Welcome to this charming single-family home in the heart of Chesapeake’s South Norfolk neighborhood. Featuring 2 bedrooms, 1 bath, and 818 square feet of well-designed living space, this residence offers a warm and inviting feel that’s perfect for a couple or small family. The home has been thoughtfully updated with a brand-new roof (installed just one month ago) and a new HVAC system within the

  Derek Greene The Greene Realty Group

  1119 Decatur St, Chesapeake, VA 23324
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  /50

  $550,000

  • 6 Beds
  • 2.5 Baths
  • 4,056 Sq Ft

  802 Decatur St, Chesapeake, VA 23324

  A rare find! One-of-a-kind, completely renovated South Norfolk beauty with a pool and private apartment offering over 4,000 sq ft of living space! The primary residence has been extensively renovated and features over 3300 sq ft of living space with 5 bedrooms, 3 bathrooms, and a flex room in the finished attic, that can serve as a home office, gym, guest room, or recreational room. The home has

  Bobby Njoo 1st Class Real Estate Flagship

  802 Decatur St, Chesapeake, VA 23324
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  /24

  $259,000

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  611 Lafayette Ave, Chesapeake, VA 23324

  Beautifully renovated 3-bedroom home with flex room that can be used as a 4th bedroom!This move-in-ready home features new carpet, updated bathrooms, and a modern kitchen with stylish finishes. Freshly updated throughout, offering both comfort and functionality.

  Kellie Montie COVA Home Realty

  611 Lafayette Ave, Chesapeake, VA 23324
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  /15

  $125,000

  • Land
  • 0.08 Acre
  • $1,562,500 per Acre

  427 Freeman Ave, Chesapeake, VA 23324

  Prime opportunity in Chesapeake’s South Norfolk/Money Point area! This property is zoned M-2 (Heavy Industrial), offering excellent potential for commercial or industrial use. The parcel is approx. 3,572 sq ft and well-situated with convenient access to major thoroughfares, ports, and interstates.Onsite is a 2-bedroom, 1-bath home (approx. 1,016 sq ft) that can provide immediate rental income,

  Robert Rogers Real Broker LLC

  427 Freeman Ave, Chesapeake, VA 23324
• 

  

  /29

  $349,000

  • 4 Beds
  • 2 Baths
  • 1,668 Sq Ft

  4111 Leyte Ave, Chesapeake, VA 23324

  Welcome to 4111 Leyte Avenue—a beautiful single-family home nestled in a quiet, family-friendly neighborhood. With 4 bedrooms, 2 full baths, and plenty of comfortable living space, this home is the perfect blend of charm, comfort, and modern upgrades.Step inside to discover freshly painted interiors, warm hardwood floors, and sun-drenched living spaces thanks to large windows throughout. The

  Tim Poe Real Broker LLC

  4111 Leyte Ave, Chesapeake, VA 23324
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  /30

  $279,900

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft

  1232 Stewart St, Chesapeake, VA 23324

  Unique opportunity to own this centrally located single family home with first floor bedroom and full bathroom. With accessibility via exterior ramp you will have the option to age in place or bring in family or friends in need of less stairs for access. Updated and very well maintained. Easy access to 464 for commuting and travel. Schedule your showing today!

  Hannah Forsberg Swell Realty Co

  1232 Stewart St, Chesapeake, VA 23324
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  /46

  $309,900

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft

  4317 Alvah Martin Way, Chesapeake, VA 23324

  Welcome to Portlock Square — a charming, low-maintenance community in the heart of Hampton Roads. This 6-year-old townhome-style condo offers spacious living with upscale finishes including granite countertops, tile flooring, engineered hardwood on the main level, stainless steel appliances, Craftsman trim, and a one car garage. Located just minutes from Norfolk Naval Base, Portsmouth Naval

  Tom Busciglio Howard Hanna Real Estate Svcs.

  4317 Alvah Martin Way, Chesapeake, VA 23324
• 

  

  /27

  $177,000

  • 1 Bed
  • 1 Bath
  • 1,135 Sq Ft

  801 Poindexter St Unit 314, Chesapeake, VA 23324

  Spacious, move-in ready condo just minutes from Norfolk Naval Base, Portsmouth Shipyard, and other area bases. Enjoy modern style including SS appliances, new flooring, and fresh paint throughout. The open layout offers comfort and relaxation, while the oversized walk-in closet keeps things organized. Secure building with key-fob access and elevator for peace of mind. Perfect for active-duty or

  Melody Cespedes 1st Class Real Estate Flagship

  801 Poindexter St Unit 314, Chesapeake, VA 23324
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  /38

  $324,999

  • 4 Beds
  • 2 Baths
  • 1,809 Sq Ft

  4121 Everett St, Chesapeake, VA 23324

  Step into this inviting 4-bedroom ranch where flexible living spaces meet everyday comfort. Enjoy a bright main living area, a charming bonus room with a wood-burning fireplace, and a loft-style room ideal for a home office, gaming area or creative studio. Recent upgrades include a new AC condenser & electric furnace package for improved efficiency & peace of mind. The oversized lot offers room

  Shawn Blount CENTURY 21 Nachman Realty

  4121 Everett St, Chesapeake, VA 23324
• 

  

  /15

  $399,900

  • 5 Beds
  • 3 Baths
  • 2,200 Sq Ft

  601 B St, Chesapeake, VA 23324

  Welcome to this beautifully maintained 5-bedroom, 3-bath home in the heart of Chesapeake. With an inviting layout and plenty of space, this home is perfect for comfortable family living. The kitchen and baths feature granite countertops and stainless steel appliances, including a glass-top range, dishwasher, and microwave. A spacious family room and large bedrooms provide room to spread out,

  Rayaneel Lecky ONYX Realty Professionals LLC

  601 B St, Chesapeake, VA 23324
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  /37

  $435,000

  1300 Bainbridge Blvd, Chesapeake, VA 23324

  Hurry to see a LUCRATIVE Mixed Use Property that is FULLY RENTED and generating exceptional income right now! The very attentive owner of 50 YEARS has skillfully maintained and improved this premium property that features TWO Commercial Spaces + THREE Residential Apartments. The Gross Monthly Rents total $3,825 and there are 5 SEPARATE METERS for the Electricity. The Owner occupies an additional

  George Trotman BHHS RW Towne Realty

  1300 Bainbridge Blvd, Chesapeake, VA 23324
• 

  

  /30

  $324,999

  • 4 Beds
  • 2.5 Baths
  • 1,620 Sq Ft

  616 Leonard Ave, Chesapeake, VA 23324

  This beautiful ranch style home has been totally renovated. This is a 4-Bedroom, 2.5 baths with all new kitchen cabinetry with quartz countertops, new stainless-steel appliances, new paint, gorgeous LVP flooring and new carpets installed throughout the home. The property has a Detached 1-car Garage. The primary bedroom is very spacious with an original fireplace for comfort. Bring your buyers!

  Taisha Reid EXIT Realty Central

  616 Leonard Ave, Chesapeake, VA 23324
• 

  

  /12

  $180,000

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft

  611 Quail Ave, Chesapeake, VA 23324

  Welcome to this charming ranch-style home featuring a thoughtfully designed floor plan ideal for both everyday living and entertaining. Spacious living areas filled with natural light create a warm and inviting atmosphere, while the functional kitchen provides the perfect space for cooking and gathering. Comfortable bedrooms offer relaxation and privacy, making this home as practical as it is

  Bethany White BHHS RW Towne Realty

  611 Quail Ave, Chesapeake, VA 23324
• 

  

  /6

  $175,000

  • Land
  • 0.48 Acre
  • $364,583 per Acre

  1027 Chesapeake Ave, Chesapeake, VA 23324

  Welcome to 1027 Chesapeake Ave, a prime .48-acre lot located in the charming South Norfolk Neighborhood of Chesapeake, VA. This versatile parcel is zoned B-5, allowing for a variety of multi-use opportunities, making it an ideal choice for investors or developers looking to capitalize on the growing demand in the area. The lot features a spacious layout with easy access to major thoroughfares,

  Darryl Ward The Real Estate Group

  1027 Chesapeake Ave, Chesapeake, VA 23324
• 

  

  /20

  $214,900

  • 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 Svcs.

  1319 Decatur St, Chesapeake, VA 23324

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