Luxury Homes for Sale in Chesapeake, VA

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  /37

  $332,000

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

  917 Page Ct, Chesapeake, VA 23323

  Welcome to your retreat! This beautifully maintained 3-bedroom brick ranch offers comfort, charm, and thoughtful updates. The kitchen features granite countertops, matching stainless steel appliances, and freshly painted cabinets. A cozy den with fireplace is ideal for a home office, playroom, or hobby space. Inside, enjoy newly painted rooms, updated ceiling fans and lighting, and a stylish

  Alisia Minott NextHome Mission to Serve

  917 Page Ct, Chesapeake, VA 23323
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  /30

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,556 Sq Ft

  404 W Baylor Ct, Chesapeake, VA 23324

  Check out this amazing brick ranch home in a cul-de-sac in Chesapeake Virginia! This home features 2 large living spaces, a dining area, Updated Kitchen, Fresh Paint, All New Carpet and LVP, a Massive 2 Car Garage and a large lot totaling just over a quarter acre! Architectural Roof! Tons of Parking space in the driveway too!

  Jessica Lewis Iron Valley Real Estate Hampton Roads

  404 W Baylor Ct, Chesapeake, VA 23324
• 

  

  

  /18

  $329,900

  • 2 Beds
  • 2 Baths
  • 1,589 Sq Ft

  930 Shoal Creek Trail Unit A, Chesapeake, VA 23320

  Don't miss this fabulous opportunity in the heart of Greenbrier! Tucked away on a private lot with lush, mature landscaping, this well-maintained home offers a flexible floor plan with two spacious bedroom suites-one on each level-plus a versatile loft area great for a home office, reading nook, or media space. Enjoy cozy evenings by the gas fireplace and the open feel of vaulted ceilings. Major

  Julie Humphrey-Fish BHHS RW Towne Realty

  930 Shoal Creek Trail Unit A, Chesapeake, VA 23320
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  /42

  $327,000

  • 2 Beds
  • 2.5 Baths
  • 1,342 Sq Ft

  1183 Killington Arch, Chesapeake, VA 23320

  Lakefront remodeled 3 story townhouse in cul-de-sac, freshly painted, new windows and vinyl wrap, new furnace, new LVP flooring downstairs and in bathrooms, carpet new, new ceramic tiled shower/tub, new kitchen cabinets, countertop, stainless appliances, vanities, mirrors, lights SMMLF toilets. Convenient to Greenbrier area, interstates, YMCA, Chesapeake City park, dog park, Summit Pointe,

  Kim Groff Dominion Property Management Inc.

  1183 Killington Arch, Chesapeake, VA 23320
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  /30

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,404 Sq Ft

  3037 Tyre Neck Rd, Chesapeake, VA 23321

  Welcome to 3037 Tyre Neck Road, a charming 3-bedroom rancher on a spacious half-acre lot in the heart of Western Branch. This home blends timeless character with thoughtful updates, featuring gleaming wood floors, freshly repainted interiors, and large, sun-filled windows that create a warm and inviting feel. The bright kitchen overlooks the shaded, fenced backyard—ideal for outdoor gatherings,

  Taylor Lennox Keller Williams Town Center

  3037 Tyre Neck Rd, Chesapeake, VA 23321
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  /29

  $325,000

  • 4 Beds
  • 2 Baths
  • 1,742 Sq Ft

  1546 Jackson Ave, Chesapeake, VA 23324

  Newly renovated bungalow home featuring 4 bedrooms and 2 bathrooms, including a first floor bedroom and full bathroom, a gorgeous kitchen with all new stainless steel appliances, granite countertops, and white shaker cabinetry, and much more! All new LVP flooring throughout and ceramic bathroom floors. Spacious backyard space and cozy front porch. Come tour today!

  Joshua Britt Prodigy Realty

  1546 Jackson Ave, Chesapeake, VA 23324
• 

  

  /19

  $325,000

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

  2916 Doris Ave, Chesapeake, VA 23324

  Welcome to 2916 Doris Avenue, a well-maintained all-brick ranch in the vibrant Sunrise Hills community. This charming 3-bedroom, 1-1/2 bath home offers approx. 1,431 sqft of single-level living on a deep 8,233 sqft fenced lot—suited for outdoor enjoyment. Inside, discover inviting laminate flooring and a bright, open layout. Recent updates (2022) include a new roof, fresh paint, new windows, and

  Anna Paduhovich EXP Commercial LLC

  2916 Doris Ave, Chesapeake, VA 23324
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  /32

  $325,000

  • 4 Beds
  • 3 Baths
  • 1,696 Sq Ft

  900 Avalon Ave, Chesapeake, VA 23324

  Welcome to 900 Avalon Avenue, a delightful 4-bedroom, 3-bathroom residence nestled on a spacious corner lot in Chesapeake. This 1,696 sq. ft. home blends comfort and convenience, featuring carpet and LVP flooring, stainless steel appliances, and a movable kitchen island. The deck out back is perfect for entertaining or relaxing. This home is located near the shipyard, BAE Systems, and the

  Genesis Juarez ONYX Realty Professionals LLC

  900 Avalon Ave, Chesapeake, VA 23324
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  /24

  $325,000

  • 3 Beds
  • 2.5 Baths
  • 1,734 Sq Ft

  600 Grimes Way, Chesapeake, VA 23324

  Discover this charming end-unit townhome, complete with an attached one-car garage. The flexible first-floor bonus room offers endless possibilities – envision your ideal home office, a dedicated workout space, or even a convenient fourth bedroom. On the second level, you'll find a modern kitchen boasting upgraded cabinets, an island, and stainless steel appliances, plus a pantry and a private

  Jamari Bullock 1st Class Real Estate-Equity Group

  600 Grimes Way, Chesapeake, VA 23324
• 

  

  /18

  $324,900

  • 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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  /34

  $324,700

  • 4 Beds
  • 2 Baths
  • 2,222 Sq Ft

  3201 Jean Ct, Chesapeake, VA 23323

  Charming 4 bedroom 2 bath brick ranch . This 2,222-sqft home sits on over a half acre corner lot. Home offers office, dining and living room, large family room, large screened in deck and so much more . Come see take a look!

  Katrina Ellis CENTURY 21 Nachman Realty

  3201 Jean Ct, Chesapeake, VA 23323
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  /37

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,236 Sq Ft

  4326 Emporia Ave, Chesapeake, VA 23325

  Well Maintained Brick Ranch in the Heart of Chesapeake. 3 spacious bedrooms and 2 baths. Hall Bathroom has new custom tile in the tub/shower. Office/study could be a 4th bedroom/inlaw suite. New Hot Water Heater. Oversized 2 car detached garage with attic storage and two driveways! Good Condition. New roof put on the detached garage. Room for a boat, camper or both. Great location near Norfolk,

  Tammy Ernsberger Atkinson Realty

  4326 Emporia Ave, Chesapeake, VA 23325
• 

  

  /23

  $319,999

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  201 Dexter St E, Chesapeake, VA 23324

  Stop here first! Check this charming fully renovated 3BR/2BA ranch on a spacious corner lot in Providence Square! This move-in ready home features new granite countertops, new stainless steel appliances, new kitchen cabinets, updated lighting, new LVP flooring, and new carpet in the bedrooms. Additional upgrades include a new water heater and fresh paint throughout. Enjoy the expansive fenced-in

  Jamison Nicolaison 1st Class Real Estate-Equity Group

  201 Dexter St E, Chesapeake, VA 23324
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  /33

  $319,900

  • 3 Beds
  • 1.5 Baths
  • 1,416 Sq Ft

  3428 Collins Blvd, Chesapeake, VA 23321

  Hurry to see this lovely brick ranch home located in the highly desirable Western Branch area of Chesapeake. Situated on a large wooded lot. This home features 3 bedrooms, 1.5 bathrooms and a large spacious living area. The entire interior has been freshly painted. New carpet and kitchen flooring as well. New garage door, front door, bathroom remodeled in 2023. Newer roof, HVAC and hot water

  Kevin Harrell CENTURY 21 Nachman Realty

  3428 Collins Blvd, Chesapeake, VA 23321
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  /40

  $319,500

  • 4 Beds
  • 3 Baths
  • 2,414 Sq Ft

  305 Taft Dr, Portsmouth, VA 23701

  Welcome to 305 Taft Drive! Tucked away on over half an acre, this Portsmouth gem has the updates you want and the space you need. Step inside to find bright, open living areas, a cozy den for movie nights, and a flexible office perfect for working from home. The fully renovated interior features stylish flooring, modern cabinetry, and plenty of storage throughout. Natural light pours through

  Cavelle Mollineaux ONYX Realty Professionals LLC

  305 Taft Dr, Portsmouth, VA 23701
• 

  

  /19

  $319,500

  • 4 Beds
  • 2 Baths
  • 1,437 Sq Ft

  3533 Forest Haven Ln, Chesapeake, VA 23321

  Location! Location! Location! Nestled in the highly sought-after Western Branch community, this brick ranch sits on a generously sized lot, offering both comfort and convenience. Inside, you’ll find a spacious 4-bedroom, 2-full bath layout. The kitchen features stainless steel appliances (approx. 2021), and an oversized single bowl sink w/ a sleek motion-activated faucet for a modern touch. Enjoy

  Rashida Mahoney ONYX Realty Professionals LLC

  3533 Forest Haven Ln, Chesapeake, VA 23321
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  /32

  $319,000

  • 2 Beds
  • 2.5 Baths
  • 1,538 Sq Ft

  1107 Halton Ln, Chesapeake, VA 23320

  Welcome to Warrington Hall, where timeless design meets modern convenience. These sought-after, all-brick condos offer spacious living with two private en-suites—each featuring walk-in closets and elegant baths with granite countertops.Step outside and enjoy a community rich with amenities: a sparkling pool, tennis courts, soccer and baseball fields, playgrounds, and even a dedicated dog

  Maria Bakos Keffer Realty

  1107 Halton Ln, Chesapeake, VA 23320
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  /19

  $319,000

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  2200 Christopher Dr, Chesapeake, VA 23321

  Super cute brick ranch on the water! Bring your kayak and enjoy the views! Fully fenced backyard, 3 bedrooms and 2 full bathrooms. Located right off Interstate 664, close to everything! Western Branch schools, no HOA fees. Short Sale, property is being sold as is, seller to make no repairs.

  Cheryl Huotte Metro Brokers of Hampton Roads

  2200 Christopher Dr, Chesapeake, VA 23321
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  /48

  $315,000

  • 3 Beds
  • 2.5 Baths
  • 1,492 Sq Ft

  2042 Berkley Ave, Chesapeake, VA 23324

  Step into this charming gem! Completely remodeled! This beautifully maintained home offers timeless character blended with thoughtful updates – making it move-in ready and full of potential. Plenty of natural light and updated light fixtures! Enjoy the HUGE private balcony from the primary bedroom on the 2nd floor. Custom tile work with granite countertops, and all new stainless-steel appliances.

  Angela Kennedy 1st Class Real Estate Integrity

  2042 Berkley Ave, Chesapeake, VA 23324
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  /28

  $315,000

  • 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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  /24

  $315,000

  • 2 Beds
  • 2.5 Baths
  • 1,434 Sq Ft

  864 Rivanna River Reach, Chesapeake, VA 23320

  Welcome to this charming condo, located in the desirable Kingsford section of the Riverwalk community. This well-maintained, move-in ready home features 2 bedrooms, 2.5 bathrooms, and a spacious open-concept floor plan with fresh interior paint.The main level offers a bright great room with cathedral ceilings and a fireplace, seamlessly connected to the enclosed patio, prime for

  Calvin Robinson Realty Specialists

  864 Rivanna River Reach, Chesapeake, VA 23320
• 

  

  /20

  $315,000

  • 4 Beds
  • 2 Baths
  • 1,385 Sq Ft

  402 Stalham Rd Unit A, Chesapeake, VA 23325

  Well maintained Ranch on a LARGE lot with a shaded front porch for sitting! The property has an open space to the left of the house for your vision. Open concept with reasonably sized bedrooms. Kitchen includes stainless steel appliances with lots of cabinet space. Fireplace in a large living room. Workshop/shed at rear is 12×24 but as-is. Plenty of driveway space. Nearby library and easy

  Drew Miller 1st Class Real Estate Mid-Atlantic

  402 Stalham Rd Unit A, Chesapeake, VA 23325
• 

  

  /20

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,252 Sq Ft

  1736 Lockard Ave, Chesapeake, VA 23320

  Welcome to this charming 3-bedroom, 2-bath ranch located in the heart of Chesapeake. With 1,252 square feet of living space, this well-maintained home offers fresh new flooring in both the living room and eat-in kitchen. Enjoy meals in the cozy breakfast/dining area. Please note that the chandelier does not convey and will be replaced before closing. The home also features newer appliances, a

  Frank Filippone BHHS RW Towne Realty

  1736 Lockard Ave, Chesapeake, VA 23320
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  /16

  $315,000

  • Land
  • 4.87 Acres
  • $64,682 per Acre

  3725 Cornland Rd, Chesapeake, VA 23322

  Centrally located...QUIET, SECLUDED LIVING on 4.87 ACRES IN THE COUNTRY PART OF CHESAPEAKE.Located off RT 17 near the “NORTH CAROLINA” line in a growing area. Less than 10 minutes to GREAT BRIDGE and minutes from I-64 for access to all S Hampton Roads and the Peninsula. PRIVACY, SPACE & LOCATION.*THE CITY OF CHESAPEAKE TAX RECORDS DOCUMENT LAND USE AS RESIDENTIAL ACREAGE. THIS IS A GOOD

  Ronda Galko Howard Hanna Real Estate Services

  3725 Cornland Rd, Chesapeake, VA 23322
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  /25

  $314,999

  • 3 Beds
  • 2 Baths
  • 1,118 Sq Ft

  1105 Sir Gawaine Dr, Chesapeake, VA 23323

  Caitlin Dress COVA Home Realty

  1105 Sir Gawaine Dr, Chesapeake, VA 23323
• 

  

  /25

  $314,900

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

  1214 Hull St, Chesapeake, VA 23324

  Don't miss your chance to have all the perks of a new construction home without the price tag! This historic home has been lovingly updated throughout- you will feel like you are stepping into a brand new home! This home features new flooring throughout the entire home with new LVP floors on the first floor and brand new carpet on the second floor. All of the bathrooms boast new vanities,

  Marquis Bynum A Better Way Realty Inc.

  1214 Hull St, Chesapeake, VA 23324
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  /49

  $314,500

  • 4 Beds
  • 1 Bath
  • 1,300 Sq Ft

  3940 Starboard Rd, Chesapeake, VA 23321

  Welcome home to this thoughtfully upgraded property. Recent improvements in 2025 include a new concrete driveway, walkway, patio, privacy fence, upgraded electric panel, enhanced AC system, new ceiling fans in the bedrooms, and storm doors at both the front & back. In 2024, updates included a fully renovated bathroom, new interior doors, washer & dryer, an outdoor shower, kitchen backsplash,

  Jeremy Stansbury Exit Realty Professionals

  3940 Starboard Rd, Chesapeake, VA 23321
• 

  

  /18

  $312,500

  • 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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  /45

  $310,000

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft

  913 West Rd, Chesapeake, VA 23323

  Welcome to this beautifully maintained home in the heart of Chesapeake, located just blocks away from Grassfield High School, sitting on a spacious .68 acre lot. Renovated in 2021. New roof, HVAC and windows. New septic system installed 2024. Two storage sheds, larger shed purchased 2023. Full basement with heat and air, painted floor with electric ran throughout. Kinetico water filtration

  James Bass Weichert Realtors-KBL Companies

  913 West Rd, Chesapeake, VA 23323
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  /39

  $310,000

  • 4 Beds
  • 2 Baths
  • 1,275 Sq Ft

  3931 Port Rd, Chesapeake, VA 23321

  Step into this beautifully refreshed, 4 bedroom 2 full bath all brick, home featuring an open-concept layout that’s perfect for modern living. The spacious kitchen is complete with a natural gas stove, ample cabinetry, and a large bar that seamlessly connects to the living area—ideal for entertaining or enjoying everyday life. Tucked away in an established neighborhood with convenient access to

  Daniel Jones A Better Way Realty Inc.

  3931 Port Rd, Chesapeake, VA 23321
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  /28

  $310,000

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

  1321 Seaboard Ave, Chesapeake, VA 23324

  Beautifully Updated 4-Bedroom, 2-Bath Home in Chesapeake! This spacious home 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!

  Eric Edwards Iron Valley Real Estate Prestige

  1321 Seaboard Ave, Chesapeake, VA 23324
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  /49

  $310,000

  • 3 Beds
  • 2.5 Baths
  • 1,995 Sq Ft

  1004 Christiana Cir, Portsmouth, VA 23703

  Welcome to this stunning 3-bedroom, 2.5-bath townhouse-style condo in Sterling Point! Featuring hardwood floors throughout both levels, this home offers an inviting open floor plan and cathedral ceilings that fill the living room with natural light. The open kitchen features granite countertops, ample cabinet space, and a bar that seamlessly connects to the dining area and living room—perfect for

  Judy Reed Judy Reed Realty

  1004 Christiana Cir, Portsmouth, VA 23703
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  /12

  $309,998

  • 3 Beds
  • 3 Baths
  • 1,691 Sq Ft

  4362 Oneford Place, Chesapeake, VA 23321

  Discover this impressive condo nestled in a vibrant 55+ community in Western Branch. Offering two primary suites, one up and one down, a third bedroom, and a loft area with Stair Lift. This meticulously maintained middle unit boasts generous closet space throughout. Enjoy easy access to Route 664, shopping, the YMCA, restaurants, and medical facilities. Seize the chance to own a beautiful home in

  Shauna Lane BHHS RW Towne Realty

  4362 Oneford Place, Chesapeake, VA 23321
• 

  

  /18

  $309,900

  • 2 Beds
  • 2.5 Baths
  • 1,293 Sq Ft

  1505 Waitsel Dr Unit 106, Chesapeake, VA 23320

  Welcome to Branford Square at Greenbrier — a like-new condo where comfort, style, and location come together! This beautifully designed first-level unit features open concept for spacious living. The kitchen is full of upgrades, including soft-close cabinetry, stainless steel appliances, quartz countertops, and a breakfast bar. The primary suite offers an attached private bath and ample walk-in

  Alexandra Marshall Atlantic Sotheby's International Realty

  1505 Waitsel Dr Unit 106, Chesapeake, VA 23320
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  /25

  $309,777

  • 2 Beds
  • 2.5 Baths
  • 1,341 Sq Ft

  1821 Volvo Pkwy, Chesapeake, VA 23320

  Welcome to this beautiful lakeside townhome in the heart of Greenbrier! With a low-maintenance lifestyle, a great view & open floor plan, this 1,341 sqft home has two large master suites each containing their own full baths. Bulkhead (2013), Enjoy the view from your large custom deck overlooking private lake suitable for swimming, paddle boarding, canoeing and boating. This Plantation Lakes

  Jessica Fitzwilliam The Real Estate Group

  1821 Volvo Pkwy, Chesapeake, VA 23320
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  /32

  $309,000

  • 4 Beds
  • 1.5 Baths
  • 1,389 Sq Ft

  1020 Emporia Ave, Virginia Beach, VA 23464

  Move-In Ready 4-Bedroom Ranch with large yard and tons of upgrades! Fall in love with this adorable 4-bedroom ranch that’s bursting with charm and packed with updates! You’ll notice modern finishes throughout—new flooring, updated bathrooms, and stylish new kitchen. Other upgrades to ease the stress of buying include: new furnace, new hot water heater, and a transferable warranty on new 20-year

  Denise Cowan 1st Class Real Estate-Equity Group

  1020 Emporia Ave, Virginia Beach, VA 23464
• 

  

  /14

  $305,000

  • 2 Beds
  • 2.5 Baths
  • 1,330 Sq Ft

  303 Middle Oaks Dr, Chesapeake, VA 23322

  Nicely appointed townhome, great location, close to amenities. No HOA, POA or condo fees. Come see this home before it's gone. All upgrades are approx. 7 yrs old. HVAC was replaced 2019, New fence in 2025

  Merrill Getto Keffer Realty

  303 Middle Oaks Dr, Chesapeake, VA 23322
• 

  

  /13

  $305,000

  • 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
• 

  

  /35

  $304,000

  • 3 Beds
  • 2.5 Baths
  • 1,639 Sq Ft

  707 Sailfish Quay, Chesapeake, VA 23320

  Welcome to your move-in ready home, designed for easy living and modern comfort. This beautifully updated residence features new flooring and fresh paint throughout, creating a clean and inviting atmosphere. Enjoy the efficiency of a brand-new HVAC system and the charm of a white kitchen complete with granite countertops and stainless steel appliances. The bathrooms have been thoughtfully

  Jamey Fereday World Class Realty

  707 Sailfish Quay, Chesapeake, VA 23320
• 

  

  /12

  $304,000 Open Thu 3PM - 6PM

  • 3 Beds
  • 1.5 Baths
  • 950 Sq Ft

  3006 Menands Dr, Chesapeake, VA 23325

  New new new! Everything in the home has been remodeled brand new. This is a must come and see. Bring us an offer on your new home. Closing costs are negotiable.

  Jai Johnson EXIT Realty Central

  3006 Menands Dr, Chesapeake, VA 23325

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