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

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  /18

  $170,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  3549 Clover Meadows Dr, Chesapeake, VA 23321

  Super cute and move-in ready! This updated 2 bedrooms, 2 bath first-floor condo in Western Branch features an open concept layout with a spacious living room, dining area, and breakfast bar. The primary suite offers a walk-in closet and spa-like bathroom, while the second bedroom and full bath provide plenty of flexibility. Enjoy newer LVP flooring, carpet, HVAC, and water heater-all less than a

  Marketa Kirts KW Allegiance

  3549 Clover Meadows Dr, Chesapeake, VA 23321
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  /43

  $245,000

  • 2 Beds
  • 2 Baths
  • 1,171 Sq Ft

  1818 Willow Point Arch, Chesapeake, VA 23320

  Welcome to this Beautifully Update & Move in Ready Townhome Style Condo in a Highly Sought After Riverwalk Community. Open Floor Plan & Featuring Cathedral Ceiling & Skylights. Eat-in Kit with SS Appliances, stove with convection /microwave oven + built-in microwave, Side by Side Refrig, Under Cabinet LED Lights, Granite Counters & glass tiled backsplash! Living Rm, Fireplace & Window Seat! 2023

  Ana Garrigues BHHS RW Towne Realty

  1818 Willow Point Arch, Chesapeake, VA 23320
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  /39

  $229,000

  • 3 Beds
  • 2.5 Baths
  • 1,410 Sq Ft

  3325 Bangor Crescent, Chesapeake, VA 23321

  Beautiful end unit home in the heart of Chesapeake. This property has a large primary suite with a private full bathroom as well as two spare bedrooms. Interior has been freshly painted and all new flooring has been installed throughout the home along with all new windows! Open concept on first floor opens up from the kitchen in to the dining and living room with a wood burning fireplace leading

  Matthew Zachary BHHS RW Towne Realty

  3325 Bangor Crescent, Chesapeake, VA 23321
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  /18

  $249,900

  • 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 Hampton Roads

  1016 Thoroughgood Way Unit 201, Chesapeake, VA 23324
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  /3

  $79,900

  • Land
  • 0.53 Acre
  • $150,755 per Acre

  14 Truitt Rd, Chesapeake, VA 23321

  This is a half-acre-plus buildable lot.

  Maryzel Jenkins CENTURY 21 Nachman Realty

  14 Truitt Rd, Chesapeake, VA 23321
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  /3

  $79,900

  • Land
  • 0.53 Acre
  • $150,755 per Acre

  13 Truitt Rd, Chesapeake, VA 23321

  This is a half-acre-plus buildable lot.

  Maryzel Jenkins CENTURY 21 Nachman Realty

  13 Truitt Rd, Chesapeake, VA 23321
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  /26

  $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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  /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
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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
• 

  

  /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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  /8

  $100,000

  • Land
  • 1.00 Acre
  • $100,000 per Acre

  1840 Mount Pleasant Rd, Chesapeake, VA 23322

  This piece of land must be purchased with 1852 Mount Pleasant Road which is behind it and has a cute ranch house with septic and well. Subject to zoning, interested parties should contact the City of Chesapeake Zoning and Planning for allowable uses.

  Kala Diciero The Real Estate Group

  1840 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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  /33

  $300,000

  • 4 Beds
  • 1.5 Baths
  • 1,648 Sq Ft

  1116 Saint Julian Dr, Chesapeake, VA 23323

  This waterfront home on St. Julian Creek (connects to Elizabeth River) offers boating, fishing, and crabbing with scenic river views and sits on a treelined, deep lot. Lovingly maintained and sold as-is, it features recent updates including a new HVAC system(2024) and water heater(2021), an attached garage converted to a flexible living space, a detached one-car garage with attic storage, a whole

  Connie Schell EXP Realty LLC

  1116 Saint Julian Dr, Chesapeake, VA 23323
• 

  

  /25

  $314,999

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

  1105 Sir Gawaine Dr, Chesapeake, VA 23323

  Welcome home to this charming 3 bedroom, 2 bath ranch-style home located in the heart of Chesapeake! Featuring an open- concept kitchen perfect for entertaining, this home offers a functional layout ideal for families or first-time buyers. Enjoy a generously sized backyard --- great for pets, gardening or summer BBQs. Located in a quiet neighborhood with easy access to shopping, schools and

  Caitlin Dress COVA Home Realty

  1105 Sir Gawaine Dr, Chesapeake, VA 23323
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  /25

  $295,000

  • 2 Beds
  • 2 Baths
  • 1,405 Sq Ft

  500 Judah Way Unit 121, Chesapeake, VA 23320

  Beautiful 2-bedroom and two full bathroom condo in the centrally located Greenbriar neighborhood. This gated community includes an elevator, fitness center, ground maintenance, security, and trash pickup. This condo features beautiful cherry cabinets with granite countertops and stainless steel appliances, a custom television entertainment unit with a gas fireplace, and assigned covered parking,

  Angela Jernigan Realty One Group Unified

  500 Judah Way Unit 121, Chesapeake, VA 23320
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  /43

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,046 Sq Ft

  454 Cobblewood Arch, Chesapeake, VA 23320

  Charming 3-Bedroom Ranch-Style Home in Prime Location. Welcome to this spacious 3-bedroom, 2-bath (attached only by storage sheds) ranch-style home, perfectly situation on a large lot. this property is in excellent condition and move-in ready, offering a warm and inviting atmosphere for you and your family. Upon entering, you'll find a thoughtful floor plan that makes the space feel even

  Edwin Rucker RE/MAX Allegiance

  454 Cobblewood Arch, Chesapeake, VA 23320
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  /23

  $309,000

  • 3 Beds
  • 4 Baths
  • 1,760 Sq Ft

  605 Gendron St, Chesapeake, VA 23324

  $5,000 flooring allowance on acceptable offer! Located in the Reunion community, this well-maintained tri-level condo offers both comfort and convenience. Inside you'll find built-in surround sound, upgraded lighting, and an open layout suited for gatherings. The kitchen includes gas and electric appliances, while the energy-efficient HVAC and tankless water heater help reduce monthly utility

  Dakota Bush LPT Realty LLC

  605 Gendron St, Chesapeake, VA 23324
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  /28

  $195,000

  • 2 Beds
  • 1 Bath
  • 830 Sq Ft

  2120 Rocky Point Run Unit B, Chesapeake, VA 23320

  Welcome to this quaint, low-maintenance condo in the heart of Chesapeake! This unit offers comfort and convenience, featuring a cozy living room with a wood-burning fireplace that has already been inspected and cleaned - perfect for those cooler evenings. A large sliding glass door fills the space with natural light and opens to an outdoor concrete patio, creating a seamless indoor-outdoor flow

  Madison West RE/MAX Alliance

  2120 Rocky Point Run Unit B, Chesapeake, VA 23320
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  /3

  $150,000

  • Land
  • 8 Acres
  • $19,387 per Acre

  7.7 Sondej Ave, Chesapeake, VA 23321

  Heavily wooded lot for recreational use, hunting, or investment.Prime location with easy access to I-64, I-664, I-264, and Route 58—offering quick connectivity to all of Hampton Roads, including Chesapeake, Hampton, Newport News, Norfolk, Portsmouth, Suffolk, Virginia Beach, Williamsburg, and Smithfield. Located directly across from Hampton Roads Executive Airport, a public-use, privately

  Vincent Macalino Iron Valley Real Estate Norfolk

  7.7 Sondej Ave, Chesapeake, VA 23321
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  /25

  $235,000

  • 2 Beds
  • 2.5 Baths
  • 1,207 Sq Ft

  3601 Radford Cir, Chesapeake, VA 23321

  Come check out this adorable townhome in Silverwood Oaks before it's gone! This property is very unique compared to other homes in the neighborhood because it has 2 primary suites! There is also an additional half bath downstairs! Fantastic open layout. LVP flooring in the living room as well as recessed lighting with a cozy wood-burning fireplace. Newer carpet upstairs. This home has one of the

  Stephen & Courtney Zawisa Atlantic Sotheby's International Realty

  3601 Radford Cir, Chesapeake, VA 23321
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  /26

  $280,000

  • 3 Beds
  • 1.5 Baths
  • 1,064 Sq Ft

  939 Seabreeze Ct, Chesapeake, VA 23320

  End unit townhouse in the heart of Greenbrier.Wonderfully maintained home! Roof less than 5 years old. Countertops, stove and dishwasher 3 years old. Over $10,000 in recent upgrades that you will see when you view this lovely home. Fresh paint and new trim throughout the home, new carpet upstairs, upper kitchen cabinets are new, installed new backsplash in the kitchen, new LVP in the bathroom,

  Tonya Whitehead Golston Real Estate Inc

  939 Seabreeze Ct, Chesapeake, VA 23320
• 

  

  /17

  $249,900

  • 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

  $285,000

  • 2 Beds
  • 2.5 Baths
  • 1,314 Sq Ft

  2832 Baldwin Dr, Chesapeake, VA 23321

  Gorgeous 2-Bedroom Condo in the Western Branch Community! This spacious condo features 2 generously sized bedrooms, each with an ensuite full bathroom and walk-in closets. The home has been meticulously maintained and includes new flooring installed in June 2024. Throughout the condo, you’ll find upgraded countertops in both the kitchen and bathrooms. The open floor plan offers a bright, inviting

  Sharon Nicholson Samson Properties

  2832 Baldwin Dr, Chesapeake, VA 23321
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  /24

  $302,000

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

  1308 Sand Bunker Arch Unit B, Chesapeake, VA 23320

  WELCOME HOME! This beautiful, spacious, well-kept condo overlooking the golf course is waiting for you! With ample space, high ceilings, fresh paint, nice-sized bedrooms, and a quiet neighborhood...what more could you ask for?! Centrally located in a highly sought-after section of Greenbrier; near the mall, shops, food, and major highways. Come see it today! This gem will NOT last long!

  Tristian Justice Swell Realty Co

  1308 Sand Bunker Arch Unit B, Chesapeake, VA 23320
• 

  

  /23

  $289,900

  • 3 Beds
  • 2.5 Baths
  • 1,730 Sq Ft

  606 Railway Ct, Chesapeake, VA 23320

  Welcome to the largest unit in this charming, quiet community—offering 1,730 square feet of comfort and space! This spacious 3-bedroom, 2.5-bath townhome-style condo features a smart layout with all 3 bedrooms upstairs and an open family room - kitchen area. The primary suite includes soaring ceilings, a huge walk-in closet, and a spa-like en-suite with a soaking tub and separate shower. The cozy

  John Wojtasiak 1st Class Real Estate Integrity

  606 Railway Ct, Chesapeake, VA 23320
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  /29

  $199,900

  • 2 Beds
  • 1 Bath
  • 822 Sq Ft

  2115 Rocky Point Run Unit A, Chesapeake, VA 23320

  Welcome home to a well-kept first-floor condominium in the centrally located Greenbrier area of Chesapeake. This home offers a bright and open layout, fresh interior paint, and neutral finishes throughout. The kitchen provides ample cabinet storage and modern appliances, making it both functional and inviting. The spacious primary bedroom includes excellent closet space, while the secondary

  Mike Zimmerman RE/MAX Ultra

  2115 Rocky Point Run Unit A, Chesapeake, VA 23320
• 

  

  /17

  $253,900

  • 2 Beds
  • 2.5 Baths
  • 1,446 Sq Ft

  2053 Allison Dr, Chesapeake, VA 23325

  Welcome to this spacious 2-bedroom, 2.5-bathroom townhouse in the heart of Chesapeake offering nearly 1,500 square feet of comfortable living. The open-concept layout features a bright living area, a well-appointed kitchen, and a convenient half bath on the main floor. Upstairs, you’ll find two generously sized bedrooms, each with its own en-suite bathroom for added privacy. Conveniently located

  Jonathan Melvin Benham Real Estate LLC

  2053 Allison Dr, Chesapeake, VA 23325
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  /33

  $314,998

  • 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
• 

  

  /20

  $249,000

  • 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
• 

  

  /25

  $229,900

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

  705 New River Ct Unit A, Chesapeake, VA 23320

  Light-filled 2-story corner unit condo featuring 2 spacious bedrooms, including a primary suite with ensuite bath. New windows brighten every room, while an electric fireplace, added in March 2025, creates a cozy atmosphere. All appliances convey, and the HVAC was replaced in 2022 for peace of mind. Located at the back of the community for added privacy, enjoy a private back patio perfect for

  Karen Harper The Real Estate Group

  705 New River Ct Unit A, Chesapeake, VA 23320
• 

  

  /17

  $229,000

  • 2 Beds
  • 2 Baths
  • 1,367 Sq Ft

  4309 Hillingdon Bend Unit 303, Chesapeake, VA 23321

  Welcome to Unit 303 at Kings Pointe, a perfect blend of comfort and convenience! Located just off I-64, Exit 11B in Western Branch, this newer community offers easy access to dining, shopping, and local amenities. The 2-bedroom, 2-bathroom condo sits on the top floor, providing stunning, unobstructed views. Enjoy the luxury of a clubhouse, pool, trails, grills, firepits, and plenty of guest

  Judy Reed Judy Reed Realty

  4309 Hillingdon Bend Unit 303, Chesapeake, VA 23321
• 

  

  /18

  $239,000

  • 2 Beds
  • 2 Baths
  • 1,367 Sq Ft

  4308 Colindale Rd Unit 206, Chesapeake, VA 23321

  Move in ready - Beautiful 2nd floor condo. Walk into an open floor plan with new LVP in the kitchen and foyer. Kitchen has 42 in cabinets, stainless steel appliances, large pantry and a breakfast bar. Large primary bedroom with two closets and spacious second bedroom with hallway bath. The condo fee includes water, sewer, trash pick-up, ground maintenance and master insurance policy. Amenities to

  Steve Freeman RHOAD & CO.

  4308 Colindale Rd Unit 206, Chesapeake, VA 23321
• 

  

  /22

  $202,000

  • 2 Beds
  • 1.5 Baths
  • 934 Sq Ft

  1415 Hull St, Chesapeake, VA 23324

  Charming 2 bedroom 1.5 bath townhome in the heart of South Norfolk. This lovely townhome features a bright living space, spacious kitchen, and bedrooms and a private backyard. A great blend of comfort and location. Close to bases, shopping, beaches, interstate, and bridges.

  Melissa Gates The Bryant Group

  1415 Hull St, Chesapeake, VA 23324
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  /38

  $300,000

  • 2 Beds
  • 2.5 Baths
  • 1,613 Sq Ft

  603 Sail Fish Quay, Chesapeake, VA 23320

  This beautifully renovated condo in the highly desired Riverwalk community boasts an open floor plan with high end finishes throughout. The 1st floor is home to two primary suites each with stylish ensuite baths and conveniently located laundry area. The 2nd floor features a vaulted ceiling and skylights in the great room offering an abundance of natural light which flows into the dining area

  Rhonda Shelton BHHS RW Towne Realty

  603 Sail Fish Quay, Chesapeake, VA 23320
• 

  

  /22

  $249,900

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

  929 Seabreeze Ct, Chesapeake, VA 23320

  Stunning townhome in the sought after Greenbrier area! The first level features a welcoming living room with a cozy fireplace, a dining area, and a kitchen with stainless steel appliances. Upstairs, you’ll find two spacious bedrooms and updated bathroom. Enjoy the fully fenced backyard for relaxing or entertaining. The home is conveniently located near shopping, restaurants, and more! Be sure to

  Michael Daugherty Own Real Estate LLC

  929 Seabreeze Ct, Chesapeake, VA 23320
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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
• 

  

  /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
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  /32

  $285,000

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  4429 Pepper Ridge Ct, Chesapeake, VA 23321

  Welcome to this Western Branch 3 Bedroom, 2.5 Bath Brick condo in Miars Farm. Great investment the roof was replaced by Stublen, HVAC in 2020, Hot water large tank system with alarm & auto shut off in 2020, top of the line windows in 2024, metal lite pull down attic steps, back entrance and front entrance (more parking) new antibacterial carpet 2021, painted 2020, top of the line wood laminate

  LeAnn Amory BHHS RW Towne Realty

  4429 Pepper Ridge Ct, Chesapeake, VA 23321
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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
• 

  

  /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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