Chesapeake, VA Homes for Sale under $400,000

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  /27

  $334,900

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

  3136 Woodbaugh Dr, Chesapeake, VA 23321

  Welcome to 3136 Woodbaugh Drive in the sought-after Dunedin area of Chesapeake, where comfort, space, and move-in ready living come together beautifully. This well-maintained home offers a warm and inviting layout with fresh paint, a newer roof, and thoughtful updates that make it easy to settle right in. The spacious kitchen features an inviting island for gathering, entertaining, meal prep, or

  Anita Cox NextHome Coastal Luxury Realty

  3136 Woodbaugh Dr, Chesapeake, VA 23321
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  /33

  $400,000

  • 3 Beds
  • 2 Baths
  • 1,637 Sq Ft

  464 River Arch Dr, Chesapeake, VA 23320

  Beautifully updated and move-in ready, this home features fresh whole-house paint, all new flooring, and brand-new appliances, offering a clean and modern feel from the moment you step inside.This 55 or better community is located in the highly desirable Riverwalk area. Enjoy access to the clubhouse, community pool, playgrounds, tennis courts, and the dock and kayak/boat ramp on the Elizabeth

  James Parrott KW Coastal Virginia Chesapeake

  464 River Arch Dr, Chesapeake, VA 23320
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  /37

  $399,000

  • 3 Beds
  • 1 Bath
  • 1,566 Sq Ft

  4649 Backwoods Rd, Chesapeake, VA 23322

  Welcome to peaceful country living at its finest! Nestled on approximately 5 acres of cleared land, this charming ranch-style property offers the perfect blend of privacy, functionality, and opportunity. Great for horse lovers, hobby farmers, contractors, or anyone seeking room to spread out, the property features horse stalls, multiple outbuildings, and wide-open usable acreage ready for

  Kim McCabe Better Homes & Gdns Ntv Am Grp

  4649 Backwoods Rd, Chesapeake, VA 23322
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  /35

  $315,000

  • 2 Beds
  • 2 Baths
  • 1,360 Sq Ft

  1304 Sand Bunker Arch Unit A, Chesapeake, VA 23320

  Spectacular setting for this one level condo with view of Greenbrier Country Club golf course driving range and 18th hole in the distance. Triple window with door in family room opens to patio with deck extension.Many updates include HVAC 2026, windows, kitchen, bathrooms, lighting, flooring, attached storage garage door and more. Move in ready condition. Kitchen has breakfast bar and

  Sandy Preiser BHHS RW Towne Realty

  1304 Sand Bunker Arch Unit A, Chesapeake, VA 23320
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  /34

  $390,000

  • 3 Beds
  • 2 Baths
  • 1,849 Sq Ft

  306 Esplanade Place, Chesapeake, VA 23320

  Beautiful townhome in sought after Riverwalk Community! Open floor plan with huge great room that features a gas fireplace, dining area, eat-in-kitchen with great room, ceramic title backsplash & Floor with Breakfast Bar! Screened in porch, Large Primary Bedroom w/upgraded Bath! Better hurry before this one goes!

  Michael Miller RE/MAX Allegiance

  306 Esplanade Place, Chesapeake, VA 23320
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  /39

  $370,000

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

  1328 Keaton Way, Chesapeake, VA 23321

  Discover this stunning, updated ranch nestled in the vibrant heart of Western Branch! This turnkey home boasts a spacious backyard that backs up to serene woods, providing an escape right at your doorstep. The garage has been transformed into a versatile bonus space, complete with ample storage options. With convenient access to the interstate and nearby shopping, this home offers the perfect

  Melissa Gates The Bryant Group

  1328 Keaton Way, Chesapeake, VA 23321
• 

  

  /29

  $344,900

  Open Sun 12PM - 2PM $5K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  1513 Pucknall Dr, Chesapeake, VA 23320

  Welcome to this beautifully maintained 2-bedroom, 2.5-bath condo in the highly desirable Greenbrier area! Each bedroom features its own private ensuite, offering comfort and convenience for the homeowner and guests. The primary room is spacious with a sitting area. Huge primary bath with separate tub/shower. Laundry room located on the 2nd floor near bedrooms. The main level offers a spacious

  Diane Ragsdale Howard Hanna Real Estate Svcs.

  1513 Pucknall Dr, Chesapeake, VA 23320
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  /19

  $375,000

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,835 Sq Ft

  1503 Penton Mews, Chesapeake, VA 23320

  At the end of a quiet cul-de-sac with a pond at the end. There is virtually no traffic except home owners and guests. Stroll around the lake or sit on a bench and relax. Well-maintained by the current owner. New HW heater installed this month. The walk-in attic is fully floored for great storage. There is an 11 x 19 ft garage with driveway space 2 additional cars. First floor Primary Bedroom! New

  Donn Irby The Real Estate Group

  1503 Penton Mews, Chesapeake, VA 23320
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  /2

  $345,000

  • 3 Beds
  • 1 Bath
  • 1,166 Sq Ft

  744 Partridge Ave, Chesapeake, VA 23324

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

  Paula Moore Keffer Realty

  744 Partridge Ave, Chesapeake, VA 23324
• 

  /2

  $375,000

  • 4 Beds
  • 2 Baths
  • 2,029 Sq Ft

  305 Providence Rd, Chesapeake, VA 23325

  Welcome to this charming 4 bedroom brick ranch located in Chesapeake's desirable Georgetown neighborhood. This home offers a spacious backyard, creating the perfect space for relaxing or entertaining family and friends. Inside you will find stylish updates including tile in secondary bathroom, ceiling fans, warm wood flooring, and a newer furnace (2020). With a little TLC, this home presents a

  Drucilla Griffin The James Allen Group

  305 Providence Rd, Chesapeake, VA 23325
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  /26

  $384,900

  $5K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,488 Sq Ft

  601 Rock Dr, Chesapeake, VA 23323

  This charming 3-bedroom, 1.5-bath brick ranch in Oak Manor offers the perfect combination of comfort and convenience. With a spacious living area, updated kitchen, and bonus room off the kitchen for more space, the layout is great for making it your own! Outside, enjoy a fully fenced backyard located on a spacious corner lot. The attached garage offers ample storage and additional parking space.

  Caroline Cicatko The Property Shoppe

  601 Rock Dr, Chesapeake, VA 23323
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  /33

  $320,000

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft

  4007 Mayon Dr, Chesapeake, VA 23325

  This beautifully renovated ranch-style property boasts deep water access to the Elizabeth River and features an array of modern upgrades. The exterior showcases a new driveway, fenced backyard, detached garage with power, and a spacious metal garage great for storing vehicles, motorcycles, boats, or jet skis. Inside, the home offers modern features and new Hvac, New tankless gas water heater,

  Kelly Bruno AtCoastal Realty

  4007 Mayon Dr, Chesapeake, VA 23325
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  /16

  $395,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,642 Sq Ft

  4902 Apricot Way, Chesapeake, VA 23321

  Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This Laurel plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ soft-close cabinetry & drawers, upgraded quartz countertops, subway tile backsplash, & under cabinet lighting. Easily

  Angela McCaskill Corinth Realty LLC

  4902 Apricot Way, Chesapeake, VA 23321
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  /2

  $400,000

  • 4 Beds
  • 3.5 Baths
  • 2,595 Sq Ft

  519 Windward Dr, Chesapeake, VA 23320

  Priced to Sell in Chesapeake! Don't miss this opportunity to own a spacious 4-bedroom, 3.5-bath home offering approximately 2,596 square feet of living space. Features include a 2-car garage, an eat-in kitchen, and a gas fireplace. This home needs some TLC and updating, but offers tremendous potential for buyers looking to build equity and make it their own. Located in an established neighborhood

  Patricia Lobo KW Coastal Virginia Chesapeake

  519 Windward Dr, Chesapeake, VA 23320
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  /11

  $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 Edmonds Paragon Real Estate Group

  4108 Wake Ave, Chesapeake, VA 23324
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  /37

  $349,500

  • 3 Beds
  • 2.5 Baths
  • 1,472 Sq Ft

  1016 Winged Foot Ct Unit B, Chesapeake, VA 23320

  One owner condo - shows like a model - professionally decorated - updates include flooring - kitchen - baths - systems - so well cared for - maintained - Cul-de-sac that borders the golf course - no thru traffic - duplex style condo with a garage and driveway parking - In the heart of Greenbrier on the 11th green of the Greenbrier Golf Course - wooded view out the back of the fenced in yard.

  Patty Cohen RE/MAX Allegiance

  1016 Winged Foot Ct Unit B, Chesapeake, VA 23320
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  /38

  $315,000

  Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  2504 Leytonstone Dr, Chesapeake, VA 23321

  Bordered by a serene wooded backdrop, this low-maintenance condo offers a quiet setting while keeping you close to the interstate, shopping, rec centers, and more. The versatile floor plan features 3 bedrooms upstairs with a laundry area, plus a first-floor bedroom which can be flexed into an office, playroom, or even workout space. Go outside to enjoy the private patio or head down to the

  Breyana Hawks BHHS RW Towne Realty

  2504 Leytonstone Dr, Chesapeake, VA 23321
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  /48

  $370,000

  • 3 Beds
  • 2.5 Baths
  • 1,835 Sq Ft

  1513 Long Parish Way, Chesapeake, VA 23320

  Located in the desirable Hampshires community of Chesapeake, this beautiful townhome-style condo offers low-maintenance living with convenient access to shopping, dining, interstates, & more! The open floor plan features fresh paint throughout, new LVP flooring downstairs, spacious living areas, and a large kitchen with island and eat-in space. With two primary suite options, including a

  Amanda Heard Keller Williams Realty Twn Ctr

  1513 Long Parish Way, Chesapeake, VA 23320
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  /26

  $315,000

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

  1349 Great Bridge Blvd, Chesapeake, VA 23320

  Welcome home to this beautifully updated 3-bedroom, 2-bath gem offering the perfect blend of comfort and style! Featuring an open-concept layout for everyday living and entertaining, this home has been thoughtfully refreshed with brand new carpet, fresh paint, and updated flooring throughout. The renovated kitchen and bathrooms provide a modern feel while maintaining warmth and functionality.

  Taylor Dirk Iron Valley Real Estate Prestige

  1349 Great Bridge Blvd, Chesapeake, VA 23320
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  /34

  $322,600

  • 2 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  726 Lacy Oak Dr, Chesapeake, VA 23320

  Come see this charming and spacious condo nestled in the heart of Chesapeake! With 1,870 sq. ft., 2 large bedrooms with private en suites, and 2.5 baths, this home offers both comfort and convenience. The inviting breakfast area and dedicated office/study create the perfect balance of comfort and functionality. Ideally located only 3 minutes from I-464, 8 minutes from I-64, 15 minutes from

  Angela Kennedy 1st Class Real Estate Integrity

  726 Lacy Oak Dr, Chesapeake, VA 23320
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  /43

  $349,900

  • 3 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  1523 Pucknall Dr, Chesapeake, VA 23320

  Easy living awaits in this 3-bedroom, 2.5-bath condo in the heart of Greenbrier. The living room is filled with natural light and offers a warm, inviting feel from the moment you walk in. The large kitchen features plenty of cabinet and counter space, a walk-in pantry, and opens to the dining area, making everyday living and entertaining easy. A first-floor bedroom adds flexibility and

  Jonathan Shepheard House Goals

  1523 Pucknall Dr, Chesapeake, VA 23320
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  /24

  $325,000

  • 4 Beds
  • 1 Bath
  • 1,325 Sq Ft

  1103 Santeetlah Ave, Chesapeake, VA 23325

  Welcome to this charming 4-bedroom, 1-bath brick ranch in the desirable Indian River Estates area. Inside, the updated kitchen features granite countertops, stainless steel appliances, and a functional layout designed for everyday living. The refreshed bath adds modern appeal, while the bay window fills the living room with natural light and inviting views of the front yard. Step outside to a

  Gina Woodward COVA Home Realty

  1103 Santeetlah Ave, Chesapeake, VA 23325
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  /32

  $339,900

  $15K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,380 Sq Ft

  1408 Elder Ave, Chesapeake, VA 23325

  Opportunity awaits at 1408 Elder Ave! This spacious 4 bedroom, 3 full bath home offers 2,380 square feet of living space on a generous 0.344 acre lot with no HOA. The unique layout includes a private in-law suite with its own separate entrance, its own bedroom, full bath, living room, and kitchen, making it a great opportunity for multigenerational living or potential rental income. A detached

  Becky Lyons Coastal Real Estate & Auction Group LLC

  1408 Elder Ave, Chesapeake, VA 23325
• 

  

  /23

  $310,000

  • 3 Beds
  • 2 Baths
  • 1,741 Sq Ft

  3 Harbor Watch Dr Unit 613, Chesapeake, VA 23320

  Welcome to 3 Harbor Watch, Unit 613—a beautifully maintained condo offering comfortable, low-maintenance living in the heart of Chesapeake. This inviting unit features a bright open-concept layout with a spacious living area and plenty of natural light. The kitchen provides ample cabinetry and flows seamlessly into the main living space, making it ideal for both everyday living and entertaining.

  Shane Hernandez 1st Advantage Realty LLC

  3 Harbor Watch Dr Unit 613, Chesapeake, VA 23320
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  /30

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  816 Gene Crescent, Chesapeake, VA 23320

  Welcome home to this charming Chesapeake property offering comfort, convenience, and everyday functionality in a centrally located neighborhood. Great for first-time buyers, downsizers, military relocation, or anyone looking for easy access to shopping, dining, interstates, and local conveniences. Enjoy spacious living areas, a practical layout, and outdoor space wonderful for relaxing or

  Kimberly Bedsole BHHS RW Towne Realty

  816 Gene Crescent, Chesapeake, VA 23320
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  /25

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,472 Sq Ft

  2312 Meadows Landing, Chesapeake, VA 23321

  Welcome to 2312 Meadows Landing in the heart of Western Branch! This beautifully maintained home offers the perfect blend of comfort, space, and convenience in one of Chesapeake’s most desirable communities. Step inside to discover an inviting layout featuring spacious living areas, abundant natural light, and tasteful finishes throughout. The kitchen is thoughtfully designed with functional

  Mattia Douglass Keller Williams Realty Twn Ctr

  2312 Meadows Landing, Chesapeake, VA 23321
• 

  

  /28

  $342,900

  • 3 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  4317 Salt Marsh Ln, Chesapeake, VA 23324

  Welcome home to this beautifully maintained condo offering style, comfort and convenience throughout! The bright and open kitchen features stainless steel appliances, stylish backsplash, recessed lighting, a large island for seating, spacious pantry and lots of natural light. Luxury vinyl plank flooring flows through the main living areas, with fresh paint completed within the last year as well

  Tracie Helton The Real Estate Group

  4317 Salt Marsh Ln, Chesapeake, VA 23324
• 

  

  /31

  $310,000

  • 2 Beds
  • 2.5 Baths
  • 1,301 Sq Ft

  424 Faire Chase, Chesapeake, VA 23322

  Welcome to your beautifully maintained, move-in ready townhome tucked in the Middle Oaks neighborhood in Great Bridge! JUST WAIT TILL YOU SEE THE BACKYARD! Inside, you’ll find a well-maintained home with thoughtful updates and a comfortable, easy-flow layout. The first floor features LVP flooring, crown moulding, and beadboard/wainscotting, giving the space a warm, modern-farmhouse feel. The

  Michelle Adcock Swell Realty Co

  424 Faire Chase, Chesapeake, VA 23322
• 

  

  /11

  $369,000

  • Land
  • 14.91 Acres
  • $24,748 per Acre

  LOT 2 Shillelagh Rd, Chesapeake, VA 23323

  Fantastic opportunity to purchase 14.91 acres in the Grassfield area of Chesapeake. Buyer to do all necessary due diligence. Sellers do not have a survey or any additional information about the parcel. Numerous possibilities with this much land!

  Wanda Adams RE/MAX Alliance

  LOT 2 Shillelagh Rd, Chesapeake, VA 23323
• 

  /2

  $320,000

  • 3 Beds
  • 1 Bath
  • 905 Sq Ft

  843 Quail Ave, Chesapeake, VA 23324

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

  Paula Moore Keffer Realty

  843 Quail Ave, Chesapeake, VA 23324
• 

  /2

  $375,000

  Coming Soon

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

  1119 Kings Mill Ct, Chesapeake, VA 23320

  ASSUMABLE VA LOAN- For those who qualify. Welcome home to this beautiful 3-bedroom, 2-bath property nestled in a quiet cul-de-sac in the highly desirable Greenbrier area! Boasting 1,600 sq ft of bright, open living space, this home features fresh paint and brand-new carpeting throughout. Enjoy an incredible energy-saving bonus: fully paid-off solar panels with a transferable 9-year warranty! The

  Danielle Rosetti Better Homes & Gdns Ntv Am Grp

  1119 Kings Mill Ct, Chesapeake, VA 23320
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  /34

  $345,000

  • 3 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  1428 Leckford Dr, Chesapeake, VA 23320

  This beautifully maintained 3-bedroom, 2.5-bath condo offers the perfect blend of comfort, space, and modern convenience. The inviting first floor features gorgeous wood flooring, fresh paint, and 8-foot ceilings. A multipurpose room/office on the main floor is ideal for working from home or entertaining. The heart of the home is the bright, spacious kitchen—complete with stainless steel

  Angela Jernigan Realty One Group Unified

  1428 Leckford Dr, Chesapeake, VA 23320
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  /6

  $325,000

  • 1 Bed
  • 1.5 Baths
  • 1,118 Sq Ft

  404 Forest Rd, Chesapeake, VA 23322

  Neighborhood has Longevity Home owners. Home was "Completely" renovated in 2017. One Bedroom, 1.5 baths. Soft close kitchen cabinets, quartz countertops stainless steel appliances, luxury vinyl plank flooring. Located on a third of an acre with on overside driveway. 10x8 Shed

  Darcy Guethlein BHHS RW Towne Realty

  404 Forest Rd, Chesapeake, VA 23322
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  /37

  $364,777

  • 4 Beds
  • 2.5 Baths
  • 1,774 Sq Ft

  2717 N Elizabeth Harbor Dr, Chesapeake, VA 23321

  Diamond in the rough! Situated on a private cul-de-sac in the heart of Western Branch. This two-story home offers 4 bedrooms, 2.5 baths, approximately 1,800 sq. ft., front porch, and attached oversized garage. Features include formal living room, formal dining room, kitchen with bar area, and fireplace. Wooded lot backs up to a stream/creek offering a peaceful setting. Home needs TLC and is being

  Ellen Drames BHHS RW Towne Realty

  2717 N Elizabeth Harbor Dr, Chesapeake, VA 23321
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  /28

  $324,900

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

  613 Mill Landing Rd, Chesapeake, VA 23322

  WOW — this townhome is truly the most UNIQUE home ever offered in this subdivision! Renovated just a few years ago, it’s perfect for the buyer looking for something special and unforgettable. Real logs were shipped in from Tennessee to create an incredible log cabin feel in the expansive den. From the stunning ceiling details to the authentic cabin-style walls, you’ll feel like you’re on a

  Janice Bullard The Real Estate Group

  613 Mill Landing Rd, Chesapeake, VA 23322
• 

  

  /23

  $339,898

  • 3 Beds
  • 2.5 Baths
  • 1,478 Sq Ft

  2833 Estella Way, Chesapeake, VA 23325

  Welcome to this beautifully maintained townhome in the heart of Chesapeake. This home offers 3 spacious bedrooms and 2.5 baths with a beautiful layout. The open-concept layout offers a seamless flow between the living, dining, and kitchen areas, suitable for everyday living and entertaining. The kitchen boasts granite countertops, ample cabinet space, modern finishes and walk-in pantry. Enjoy

  Alexis Lans 1st Class Real Estate Flagship

  2833 Estella Way, Chesapeake, VA 23325
• 

  

  /34

  $340,000

  $15K PRICE INCREASE

  • 3 Beds
  • 1.5 Baths
  • 1,379 Sq Ft

  566 River Creek Rd, Chesapeake, VA 23320

  Take a look at this charming 3 bedroom, 1.5 bath ranch! This home has been updated kitchen w/stainless steel appliances, granite countertops and cabinets. Updated LVP, ceramic tile and carpet. Bathrooms have also been updated to include granite countertops and hardware. Step down into a large den with french doors that lead to a relaxing patio area and detached garage. Convenient to hospital,

  Daniel Prince All VA Real Estate

  566 River Creek Rd, Chesapeake, VA 23320
• 

  

  /39

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,729 Sq Ft

  1324 Hawthorne Dr, Chesapeake, VA 23325

  Beautifully renovated single-family home with thoughtful updates throughout. A 2023 addition expanded the home by approximately 675 square feet, creating a spacious new living area, a private primary suite with full bath, and a large walk-in closet. Additional 2023 improvements include updated cabinetry, flooring, electrical, heat pump, windows, lighting, fixtures, and privacy fencing. Luxury

  Diane Weiss 1st Class RE Barn Door Homes

  1324 Hawthorne Dr, Chesapeake, VA 23325
• 

  

  /35

  $325,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  602 Lacy Oak Dr, Chesapeake, VA 23320

  DON’T MISS OUT!! Charming 3 Bedroom 2.5 Bathroom 1,870 Sq Ft. Condo. Located in the desirable area in Greenbrier. First-floor flex room ideal for office or additional living space. Eat-in kitchen with stainless steel appliances and a walk-in pantry. Private Patio with Storage Shed located close to assigned parking and Community Pool. Spacious primary suite features a garden tub and a large

  Frank Lloyd The Real Estate Group

  602 Lacy Oak Dr, Chesapeake, VA 23320
• 

  

  /30

  $370,000

  • 3 Beds
  • 1 Bath
  • 1,341 Sq Ft

  313 Sparrow Rd, Chesapeake, VA 23325

  Linda Jones BHHS RW Towne Realty

  313 Sparrow Rd, Chesapeake, VA 23325

Showing Results 41 - 80, Page 2 of 3