Homes for Sale near Oscar Smith Middle School

• 

  

  

  /49

  $239,999

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

  1016 Thoroughgood Way Unit 307, Chesapeake, VA 23324

  Make this your first stop! Beautiful Balcony Views. Well 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, en-suite bathroom w/ a walk-in shower. Near Bases.

  

  Eric Hovik

  RE/MAX Alliance

  (757) 540-6133

  1016 Thoroughgood Way Unit 307, Chesapeake, VA 23324
• 

  Explore Oscar Smith Middle School

• 

  

  

  /16

  $270,000

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  1229 Decatur St, Chesapeake, VA 23324

  This is such a lovely home with a fantastic backyard and oversized detached garage conveniently located close to bases, highways, shipyards, shopping & restaurants. Seller offering flooring allowance. Ask agent for more details. Quick access to Norfolk & Portsmouth without going through the tunnel.

  

  Patrick Istilart

  1st Advantage Realty LLC

  (757) 780-8421

  1229 Decatur St, Chesapeake, VA 23324
• 

  

  

  /27

  $360,000

  • 4 Beds
  • 3 Baths
  • 2,021 Sq Ft

  1308 Seaboard Ave, Chesapeake, VA 23324

  Remodeled in 2019, this updated home offers just over 2,000 sq ft of inviting living space with a generous open floorplan. The modern kitchen features stunning granite countertops, solid wood soft-close cabinets, and stainless steel appliances, while each bathroom showcases elegant tile work and contemporary vanities. Enjoy peace of mind with newer HVAC and water heater, plus fully updated

  Natalie Carrier Redfin Corporation

  1308 Seaboard Ave, Chesapeake, VA 23324
• 

  

  

  /30

  $329,900

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  1024 Middle St, Chesapeake, VA 23324

  What a find! Spacious and modern colonial style home in a great location near shopping, schools and commuter routes! The main level features a kitchen open to the living area, which provides abundant natural light. The back yard is completely fenced, providing a private area for play and relaxation. Three good-sized bedrooms are upstairs. Security system can remain if buyer wishes to continue

  September Lundeen Redfin Corporation

  1024 Middle St, Chesapeake, VA 23324
• 

  

  

  /38

  $359,000

  • 4 Beds
  • 2 Baths
  • 2,742 Sq Ft

  1238 Chesapeake Ave, Chesapeake, VA 23324

  Step into timeless elegance with this stunning Victorian home, rich in character and architectural charm. From the moment you arrive, the expansive corner lot and wrap-around porch set the stage for gracious living. Inside, you’ll find exquisite period details including stained glass accents, pocket doors, and a classic claw-foot tub that celebrate the home’s historic beauty. The thoughtfully

  Allen Boone Redfin Corporation

  1238 Chesapeake Ave, Chesapeake, VA 23324
• 

  /2

  $250,000

  • Land
  • 1.17 Acres
  • $213,675 per Acre

  1+ac Wilton St, Chesapeake, VA 23324

  Left side of lot has new 2 car garage with an apartment above. Built in 2017 and never lived in. New AC unit. 30ft high ceilings in garage.

  Paul Dadaian Swell Realty Co

  1+ac Wilton St, Chesapeake, VA 23324
• 

  

  /38

  $315,000

  • 2 Beds
  • 2.5 Baths
  • 1,570 Sq Ft

  647 Muddy Creek Rd, Chesapeake, VA 23324

  Welcome to this well-maintained end-unit townhouse in Chesapeake! This three-level home features 2 bedrooms, 2 full baths, and a half bath with a functional layout and abundant natural light. The main living level offers an open kitchen and living space with new quartz countertops and backsplash, plus access to a private balcony. The first floor includes an attached garage and versatile flex

  Sadie Arseneault Creed Realty

  647 Muddy Creek Rd, Chesapeake, VA 23324
• 

  

  /18

  $255,000

  • 3 Beds
  • 1 Bath
  • 1,214 Sq Ft

  626 Partridge Ave, Chesapeake, VA 23324

  THIS 3 BEDROOM HOME IS COMPLETELY DONE AND MOVE-IN-READY!FROM THE ROOF TO THE FLOORING. NEW ITEMS INCLUDE; INTERIOR PAINT/BEAUTIFUL LAMINATE FLOORING THROUGHOUT, NEW BATHROOM AND KITCHEN WITH APPLIANCES, WATER HEATER, ROOF, PEX PLUMBING, RECESSED LED LIGHTING AND ELECTRICAL. REPLACEMENT VINYL WINDOWS, ROOF, AC UNIT IS 4 YEARS YOUNG. TONS OF STORAGE SPACE IN FLOORED ATTIC. PEACEFUL NEIGHBORS,

  James Limcaoco The Real Estate Group

  626 Partridge Ave, Chesapeake, VA 23324
• 

  

  /7

  $55,000

  • Land
  • 0.27 Acre
  • $203,704 per Acre

  1208 Railroad Ave, Chesapeake, VA 23324

  Come check out this building lot available in desirable Chesapeake area. With waterfront and city sewer/water available. Makes this piece of property worth all the fuss. Don't delay!

  Jeremy Brown LPT Realty LLC

  1208 Railroad Ave, Chesapeake, VA 23324
• 

  

  /27

  $159,500

  • 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
• 

  

  /11

  $250,000

  • 1,624 Sq Ft

  2017 Pond Ln, Chesapeake, VA 23324

  Duplex opportunity offering two units, 2017 and 2019 Pond Lane, each with 2 bedrooms and 1 full bath. Great opportunity for investors or owner-occupants seeking a house hack opportunity with income-producing potential. Property offers flexible living and investment options. Sold as-is, where-is.

  Anna Daugherty A Better Way Realty Inc.

  2017 Pond Ln, Chesapeake, VA 23324
• 

  

  /31

  $288,000

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft

  1108 Anne Ave, Chesapeake, VA 23324

  Cute ranch home in Southern Chesapeake with new paint thought out. Incredible backyard for entertaining with a covered patio. Detached garage great for all of your projects! Kitchen comes equipped with granite countertops and extended bar and stainless steel appliance. Seller has taken great care of this home! The property has some virtual staging to showcase potential!

  Eva Fisher 1st Class Real Estate Flagship

  1108 Anne Ave, Chesapeake, VA 23324
• 

  /2

  $299,900

  • 5 Beds
  • 3 Baths
  • 2,112 Sq Ft

  1129 Rodgers St, Chesapeake, VA 23324

  Beautifully Renovated Victorian-style home offers 5 Spacious Bedrooms, 3 Updated Full Bathrooms w/Modern Finishes. This Charming Home boasts an Open Floor Plan, blending Classic Character with today’s Sought-After Design. The Updated Kitchen showcases Stainless Steel Appliances, Granite Countertops, 42” Cabinetry, Breakfast Nook, Island with ample workspace—perfect for entertaining or everyday

  Rebecca Keeney Atlantic Sothebys Int'l Realty

  1129 Rodgers St, Chesapeake, VA 23324
• 

  

  /15

  $392,000

  • 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
• 

  

  /30

  $5,625,000

  824 Post Ave, Chesapeake, VA 23324

  Sunnybrook Apartments (824 Post Ave and 2127 Chesapeake Drive, Chesapeake, VA) is a 48-unit multifamily community in the Hampton Roads metro, positioned for cash flow and upside. The property offers an attractive unit mix of forty-four (44) 2BR/1BA and four (4) 1BR/1BA apartments, supporting broad renter demand. Offered at a $5,625,000 list price, buyers may benefit from assumable financing of

  Christian Phillips Inlet Realty

  824 Post Ave, Chesapeake, VA 23324
• 

  

  /21

  $230,000

  • 2 Beds
  • 2 Baths
  • 1,166 Sq Ft

  1016 Thoroughgood Way Unit 101, Chesapeake, VA 23324

  Rosalind Levy KW Coastal Virginia Chesapeake

  1016 Thoroughgood Way Unit 101, Chesapeake, VA 23324
• 

  

  /19

  $317,000

  • 3 Beds
  • 1.5 Baths
  • 1,431 Sq Ft

  4108 Wake Ave, Chesapeake, VA 23324

  Beautifully and fully remodeled ranch-style home offered by the original owners. Located in a quiet, well-established neighborhood and conveniently close to shopping, dining, and amenities. This three-bedroom, two-and-a-half-bath home features a spacious layout with numerous updates throughout and all new appliances.Enjoy a large backyard ideal for outdoor living and gatherings, along with a

  Christina Russell Paragon Real Estate Group

  4108 Wake Ave, Chesapeake, VA 23324
• 

  

  /47

  $340,000

  • 3 Beds
  • 2 Baths
  • 1,235 Sq Ft

  4000 Hamilton St, Chesapeake, VA 23324

  This stunning 3-bed, 2-bath single-family home was completely transformed in 2023 — new roof, windows, plumbing, HVAC, electrical panel, appliances, flooring, water heater, kitchen, and both bathrooms. Nothing has been left untouched. The open floor plan feels bright and effortless, anchored by a sleek, fully renovated kitchen. The spacious primary suite features an en-suite bath and walk-in

  Kerry Tanner AtCoastal Realty

  4000 Hamilton St, Chesapeake, VA 23324
• 

  

  /47

  $450,000

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

  1530 Bainbridge Blvd, Chesapeake, VA 23324

  Waterfront home along the Elizabeth River offering both lifestyle & investment potential. This 3 bed, 2.5 bath + Bonus room features a 1st floor primary en-suite, new LVP flooring downstairs, fireplace, & versatile living spaces. Newer upgrades: new HVAC system, new roof, granite countertops, & updated appliances. The second-floor landing offers additional flexible space, including a cozy dormer

  Karen Davis RE/MAX Allegiance

  1530 Bainbridge Blvd, Chesapeake, VA 23324
• 

  

  /27

  $320,000

  • 3 Beds
  • 2.5 Baths
  • 1,443 Sq Ft

  1040 Trestle Way, Chesapeake, VA 23324

  Welcome to 1040 Trestle Way, where comfort, style, and convenience come together in the heart of Chesapeake. This beautifully maintained 3-bedroom, 2.5-bath home with over 1,400 sq ft offers a bright, open layout for both everyday living and entertaining. The main living space flows effortlessly into the dining area and kitchen, creating a warm and inviting atmosphere. Upstairs, the spacious

  Taryra Owens KW Coastal Virginia Chesapeake

  1040 Trestle Way, Chesapeake, VA 23324
• 

  

  /13

  $195,000

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

  1405 Perry St, Chesapeake, VA 23324

  This home in Chesapeake is waiting for you! With nearly 1,200 square feet, the home features 3 well-proportioned bedrooms, 2 full bathroom, and a functional living area! Enjoy a nice yard with enough space to relax, garden, or entertain. Whether you’re looking for a place to call home or a smart addition to your portfolio, this property offers opportunity! Conveniently located near the interstate

  Jonathan Melvin Benham Real Estate LLC

  1405 Perry St, Chesapeake, VA 23324
• 

  

  /10

  $299,700

  • 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
• 

  

  /12

  $75,000

  • Land
  • 0.13 Acre
  • $585,938 per Acre

  1427 Atlantic Ave, Chesapeake, VA 23324

  This is a great opportunity to build on lots in Chesapeake's South Norfolk. The two lots are side by side with residential homes beside them. Both lots are zoned B1 and the area lot is 5,576 square feet. Lots require rezoning at buyers cost to possibly build one residential home or a duplex. Dimensions are 124 X 40 X 123 X 40.

  Valerie Williams BHHS RW Towne Realty

  1427 Atlantic Ave, Chesapeake, VA 23324
• 

  

  /15

  $100,000

  • Land
  • 0.08 Acre
  • $1,250,000 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
• 

  

  /3

  $170,000

  • 2 Beds
  • 1 Bath
  • 818 Sq Ft

  1119 Decatur St, Chesapeake, VA 23324

  South Norfolk Investment Opportunity. 2BR/1BA on a 5,967 SF lot. Major Upgrades: Brand-new roof (2025) and new HVAC (2025). Features a detached garage and a spacious unfinished basement for additional utility/storage. Close proximity to Greenbrier amenities and interstates. Sold strictly AS-IS; seller to make no repairs. Personal items do not convey. Great addition to any portfolio with low

  Richard Oliver Redfin Corporation

  1119 Decatur St, Chesapeake, VA 23324
• 

  

  /29

  $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
• 

  

  /29

  $249,800

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  830 Partridge Ave, Chesapeake, VA 23324

  Fully-renovated and move-in ready, this beautiful updated 2-bedroom home offers efficient living and incredible value. Step inside to find fresh paint, updated flooring, and a bright open layout that makes the most of every square foot. The kitchen features new appliances, cabinetry, and a clean, modern look, great for everyday living or entertainment. Outside, enjoy a spacious yard and garage

  Angela Kennedy 1st Class Real Estate Integrity

  830 Partridge Ave, Chesapeake, VA 23324
• 

  

  /7

  $320,000

  • 3 Beds
  • 2.5 Baths
  • 1,577 Sq Ft

  4376 Pickney Ln, Chesapeake, VA 23324

  Investor Alert! Excellent opportunity to own a newer 3- story energy efficient condo in gated community! Full appliance package conveys including tankless gas water heater and heat. Modern floorplan includes high ceilings + recessed lighting & speakers. Gourmet Kitchen has wood floors, breakfast bar, tile back splash, and walk out balcony w/sliding glass doors. Neighborhood pool and Professional

  Danielle Sticha Howard Hanna Real Estate Svcs.

  4376 Pickney Ln, Chesapeake, VA 23324
• 

  

  /11

  $200,000

  • 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 KW Coastal Virginia Chesapeake

  1317 Yeadon Rd, Chesapeake, VA 23324
• 

  

  /30

  $239,999

  • 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
• 

  

  /17

  $140,000

  • 3 Beds
  • 1 Bath
  • 1,276 Sq Ft

  1239 Seaboard Ave, Chesapeake, VA 23324

  Cash or renovation loans preferred. Great location! Corner lot beside dead end street. Property located near shopping, schools, easy access to Norfolk and all of Hampton Roads. Older neighborhood featuring rehabbed homes, newer homes, and aged homes. Looking for a property to flip and sell, an investment, a property to live in and build sweat equity? Stop in and see for yourself the opportunity

  Vicki Gallagher Howard Hanna Real Estate Svcs.

  1239 Seaboard Ave, Chesapeake, VA 23324
• 

  

  /3

  $32,000

  • Land
  • 0.09 Acre
  • $372,093 per Acre

  2031 Christian Ave, Chesapeake, VA 23324

  Victoria Koenig Signature Homes

  2031 Christian Ave, Chesapeake, VA 23324
• 

  

  /35

  $325,000

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

  2712 Mark St, Chesapeake, VA 23324

  Charming ranch-style home offering one-level living! The kitchen flows into the family room, creating a welcoming space for everyday living. The primary bedroom has an attached bath. Fully fenced-in backyard with a relaxing back porch. Charging station is negotiable to convey. Conveniently located in Chesapeake with easy access to Norfolk, Portsmouth, and Va Beach.

  Celeste Davis Better Homes & Gdns Ntv Am Grp

  2712 Mark St, Chesapeake, VA 23324
• 

  

  /14

  $215,000

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  1819 Martin Ave, Chesapeake, VA 23324

  THIS IS A PLACE YOU CAN CALL HOME. Solid brick home in a cul-de-sac offering durability, timeless curb appeal, and long-term value. The property is priced to sell and offers an excellent opportunity for buyers and investors seeking a well-built home at a competitive price point, sold as is. With strong fundamentals and classic brick construction, this property offers immediate appeal and

  Darrell Moore CENTURY 21 Top Producers

  1819 Martin Ave, Chesapeake, VA 23324
• 

  

  /6

  $265,000

  • 1,624 Sq Ft

  2000 Plow Ln, Chesapeake, VA 23324

  Duplex opportunity offering two units, 2000 and 2002 Plow Lane, each with 2 bedrooms and 1 full bath. Great opportunity for investors or owner-occupants seeking a house hack opportunity with income-producing potential. Property offers flexible living and investment options. Sold as-is, where-is.

  Anna Daugherty A Better Way Realty Inc.

  2000 Plow Ln, Chesapeake, VA 23324
• 

  

  /34

  $395,000

  1005 Chesapeake Ave, Chesapeake, VA 23324

  Unique mixed-use asset positioned in the heart of South Norfolk’s downtown district, offering both street-level commercial visibility and rear residential income. The front commercial suite features an open, gallery-style layout with updated lighting, modern flooring, and a dedicated restroom—ideal for retail, studio, office, or wellness use. Behind the storefront sits a two-unit residential

  Jonathan Mironchik LPT Realty LLC

  1005 Chesapeake Ave, Chesapeake, VA 23324
• 

  

  /34

  $399,900

  • 4 Beds
  • 2.5 Baths
  • 2,136 Sq Ft

  1102 Bethel Rd, Chesapeake, VA 23324

  Step inside and feel right at home! From the moment you arrive, you’ll notice a layout that simply makes sense—offering a seamless flow between living spaces that’s ideal for both everyday living and hosting. Thoughtfully designed with flexibility in mind, the spaces can easily adapt to fit your lifestyle, whether you’re relaxing or gathering with others. Step outside and enjoy a setting that

  Sabrina Hack Peninsula Realty LLC

  1102 Bethel Rd, Chesapeake, VA 23324
• 

  

  /33

  $424,900

  • 4 Beds
  • 2.5 Baths
  • 2,196 Sq Ft

  909 Portland St, Chesapeake, VA 23324

  Welcome Home to 909 Portland Street in Chesapeake! This spacious and beautifully maintained brick ranch offers a blend of comfort, updates, and location. Featuring 4 bedrooms and 2.5 bathrooms, this home boasts large bedrooms and a functional layout designed for everyday living.Recent improvements include new hardwood flooring, new carpet, a new HVAC system, fresh paint throughout, and all new

  Melissa Boyce EXP Realty LLC

  909 Portland St, Chesapeake, VA 23324
• 

  

  /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
• 

  

  /44

  $350,000

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  616 Leonard Ave, Chesapeake, VA 23324

  Beautifully renovated ranch-style home offering 4 bedrooms, 2.5 baths, and approximately 2,000 sq ft of living space. This home has been fully updated with new kitchen cabinetry, quartz countertops, and stainless steel appliances. Fresh paint, stylish LVP flooring, and new carpet throughout create a clean, modern feel. The spacious primary bedroom features a charming original fireplace, adding

  Alec Kantor United Atlantic Realty

  616 Leonard Ave, Chesapeake, VA 23324

Showing Results 1 - 40, Page 1 of 2