Luxury Homes for Sale in Chesapeake, VA

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  /42

  $357,700

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

  3412 Saint Clair Dr, Chesapeake, VA 23321

  A MUST SEE! HURRY THIS GORGEOUS UPDATED RANCH WILL NOT LAST LONG. EVERYTHING HAS BEEN DONE FOR YOU. NEW LUXURY VINYL FLOORING THROUGHOUT, NETURAL, GRAINTE COUNTERTOPS AND UPDATED CABINETS AND APPLIANCES, LARGE BACKYARD IS FENCED, LARGE PATIO AND FIREPIT. PRIDE OF OWNERSHIP ABOUNDS. WESTERN BRANCH SCHOOLS, WESTERN BRANCH CLOSE TO EVERYTHING, SHOPPING, SCHOOLS, ACTIVITIES AND DINING. JUST OFF 664

  Mary Jo Harrell The Real Estate Group

  3412 Saint Clair Dr, Chesapeake, VA 23321
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  /46

  $355,000

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  1441 Waterlawn Ave, Chesapeake, VA 23323

  Welcome to this inviting 3-bedroom, 2.5-bath, two-story home nestled in a quiet, friendly neighborhood. Thoughtfully designed for comfort and easy living, the home features an open, light-filled layout that seamlessly connects the dining and kitchen area perfect for both relaxing evenings and gatherings with friends.Upstairs, you’ll find three spacious bedrooms, including a serene primary suite

  Brenda Andrus Iron Valley Real Est. Prestige

  1441 Waterlawn Ave, Chesapeake, VA 23323
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  /32

  $354,900

  • 2 Beds
  • 1.5 Baths
  • 1,355 Sq Ft

  4049 Oak Dr, Chesapeake, VA 23321

  This beautiful ranch combines timeless charm with modern enhancements. The inviting floorplan offers a seamless flow between the living room, dining room, sunroom, and kitchen creating a wonderful space for everyday living and entertaining. The kitchen features new granite countertops, a contemporary tile backsplash, new stainless steel appliances, and generous cabinet storage. The interior has

  Michael Daugherty Own Real Estate LLC

  4049 Oak Dr, Chesapeake, VA 23321
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  /29

  $354,900

  • 3 Beds
  • 2 Baths
  • 1,459 Sq Ft

  1704 Sandy Pines Ct, Chesapeake, VA 23321

  Three-bedroom ranch beautifully updated throughout. New windows fill the home with natural light, highlighting its charm. The interior has been freshly painted, with updated lighting, and new laminate and carpet flooring. A cozy living room with a fireplace welcomes you in, while the dining room flows seamlessly into the refreshed kitchen, complete with sleek new cabinets, granite countertops,

  Michael Daugherty Own Real Estate LLC

  1704 Sandy Pines Ct, Chesapeake, VA 23321
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  /37

  $354,900

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

  1472 Culpepper Ave, Chesapeake, VA 23323

  Welcome home to this fully updated 4-bedroom, 2-bath ranch style home that perfectly blends modern style with comfortable living. Step inside to an open-concept layout filled with natural light — ideal for entertaining or relaxing with family. The stunning kitchen features updated cabinetry, sleek countertops, and stainless steel appliances, opening seamlessly to the spacious living and dining

  Megan Owens Howard Hanna Real Estate Svcs.

  1472 Culpepper Ave, Chesapeake, VA 23323
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  /34

  $352,000

  • 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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  /25

  $350,000

  • 4 Beds
  • 2 Baths
  • 1,812 Sq Ft

  3101 Gaston Dr, Chesapeake, VA 23323

  Step inside to a stunning open floor plan designed for both everyday living and entertaining, flowing seamlessly into a brand-new kitchen featuring soft-close shaker cabinets, quartz countertops, stainless steel appliances, and a custom tile backsplash. This thoughtfully updated home sits on a desirable corner lot and offers 4 spacious bedrooms and 2 full bathrooms, providing comfort and

  Lora More A Better Way Realty Inc.

  3101 Gaston Dr, Chesapeake, VA 23323
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  /31

  $350,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,790 Sq Ft

  3017 Guenevere Dr, Chesapeake, VA 23323

  Welcome home to this charming ranch-style property in the heart of Chesapeake’s Deep Creek community. Featuring 3 bedrooms and 2 full bathrooms, this home offers comfort, convenience, and thoughtful updates throughout. Spacious living and dining areas are filled with natural light, amazing for everyday living and entertaining. Luxury vinyl plank flooring flows throughout, creating a clean, modern

  Betsy Thompson The Agency

  3017 Guenevere Dr, Chesapeake, VA 23323
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  /31

  $350,000

  • 4 Beds
  • 2 Baths
  • 1,984 Sq Ft

  3244 Sir Meliot Dr, Chesapeake, VA 23323

  New Build in 2014!! Welcome to this spacious 1-story ranch-style home nestled in the heart of Chesapeake. This inviting, open concept layout features 4 bedrooms, 2 full baths; eat-in kitchen, wood cabinetry, stainless steel appliances and ample counter/cabinet storage space, and a full size laundry room w/pantry! The thoughtfully designed living space offers a welcoming atmosphere with large

  Karen Davis RE/MAX Allegiance

  3244 Sir Meliot Dr, Chesapeake, VA 23323
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  /11

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 1,428 Sq Ft

  2611 Abingdon St, Chesapeake, VA 23324

  Welcome home! This charming Chesapeake property offers the perfect blend of comfort and modern style. From the inviting living area to the beautifully updated dining it's perfect for a first time home buyer. The large fenced yard is perfect for gatherings or quiet evenings outdoors. Conveniently located near local dining and shopping.

  Melissa Zendrosky Prodigy Realty

  2611 Abingdon St, Chesapeake, VA 23324
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  /23

  $349,999

  • 3 Beds
  • 2.5 Baths
  • 1,786 Sq Ft

  3017 Big Bend Dr, Chesapeake, VA 23321

  Welcome to 3017 Big Bend Drive in beautiful Chesapeake, VA! This stunning, newly renovated home is move-in ready and packed with upgrades. Enjoy brand new LVP flooring throughout the main living areas, fresh carpet in the bedrooms, and a full interior repaint that gives the home a bright, modern feel. The spacious layout offers comfort and functionality! Located with convenient access to

  Mattia Douglass Keller Williams Realty Twn Ctr

  3017 Big Bend Dr, Chesapeake, VA 23321
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  /28

  $349,900

  • 2 Beds
  • 2 Baths
  • 1,418 Sq Ft

  1509 Waitsel Dr Unit 207, Chesapeake, VA 23320

  Your new home awaits! This nearly new end-unit lakefront condo boasts stunning lake views from every room, making it ideal for 1st time buyers, downsizers, or anyone seeking tranquility. The panoramic view enhances the high ceilings & large windows, filling the space with natural light. Entering the LVP foyer leads to an open eat-in kitchen with a large island, featuring soft-close cabinets,

  Stephanie Fortunat BHHS RW Towne Realty

  1509 Waitsel Dr Unit 207, Chesapeake, VA 23320
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  /32

  $349,000

  • 3 Beds
  • 1.5 Baths
  • 1,550 Sq Ft

  1016 Shore Rd, Chesapeake, VA 23323

  Welcome to this family home situated on a large lot with many updates. Att garage storage plus large 2 car Det Garage. Beautiful hardwood flooring, hall bath has been updated with a new vanity & shower, wrap around deck for outdoor entertaining. Don't miss the bonus room over the att. garage. This house is move in ready with a newer roof & large family room with vaulted ceiling. Kitchen with

  Susan Lassiter Wainwright Real Estate

  1016 Shore Rd, Chesapeake, VA 23323
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  /29

  $349,000

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

  4111 Leyte Ave, Chesapeake, VA 23324

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

  Tim Poe Real Broker LLC

  4111 Leyte Ave, Chesapeake, VA 23324
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  /7

  $349,000

  • Land
  • 11.45 Acres
  • $30,480 per Acre

  8 Shillelagh Rd, Chesapeake, VA 23323

  Beautiful 11.453 acres of wooded lot in the heart of chesapeake located in the Grassfield area. If you are quiet you may get lucky and see some deer or even a wild turkey. Enjoy peaceful country living w nearby conveniences of schools, shopping, restaurants and access to the interstate. Check with the city of Chesapeake for building and other questions.

  Debbie Esposito Howard Hanna Real Estate Svcs.

  8 Shillelagh Rd, Chesapeake, VA 23323
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  /49

  $348,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,775 Sq Ft

  1012 Oldwood St, Chesapeake, VA 23324

  Celebrate the season with $8500 SAVINGS with 2/1 Buydown. OVM's 2/1 Buydown gives you lower mortgage payments for your first 2 years!! 2/1 buydown is equivalent to $8500 buyers concessions. Experience the best in new construction with this beautifully designed home showcasing an open floor plan, soaring 9-foot ceilings, and elegant recessed lighting throughout. The kitchen features sleek granite

  Phyllis Willoughby EXIT Realty Central

  1012 Oldwood St, Chesapeake, VA 23324
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  /41

  $348,000

  • 3 Beds
  • 1 Bath
  • 1,973 Sq Ft

  2320 Battery Park Rd, Chesapeake, VA 23323

  This cream puff of a home is truly move-in ready! Completely renovated with a brand-new kitchen featuring new cabinets, granite countertops, new electric range, new hood vent and flooring. Beautifully refinished hardwood floors, and updated paint inside and out. Upgraded electrical, new plumbing and new light fixtures. Enter into the spacious family room with wood fireplace and built-in shelving

  Dawn Crocker Samson Properties

  2320 Battery Park Rd, Chesapeake, VA 23323
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  /2

  $347,000

  • 4 Beds
  • 3 Baths
  • 2,552 Sq Ft

  1012 Towanda Rd, Virginia Beach, VA 23464

  Property being sold "AS IS". Appliances convey "AS IS". Contents and debris in and on the property at settlement convey. Due diligence should be completed prior to submitting offer. No contingencies please. Property is being sold by a Conservator and as a result requires approval by a Comm'r of Accounts before any offer can be ratified.

  Mike Robinson Chesapeake Bay Realty

  1012 Towanda Rd, Virginia Beach, VA 23464
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  /32

  $345,000

  • 4 Beds
  • 2.5 Baths
  • 2,350 Sq Ft

  4004 River Breeze Cir, Chesapeake, VA 23321

  Welcome home to the River Breeze Community! You have an open canvas home to see how you'd like your furniture to be layed out in the space! A Single Family Unit with an open concept, 2-car garage in desirable Western Branch! Upon entering, the quaint living room with two colums that gives a distintive look & meets throughway that opens to the great room, dining room and kitchen. The Washer/Dryer

  MarQuita Holloway KW Coastal Chesapeake Virginia

  4004 River Breeze Cir, Chesapeake, VA 23321
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  /26

  $345,000

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

  1307 Emsworth Dr, Chesapeake, VA 23320

  Beautiful updated condo in the heart of Chesapeake featuring updated kitchen and bathroom granite counters, updated luxury vinyl flooring throughout, new fresh paint, newer appliances. Fenced yard great for entertainment, downstairs has a room can be used for 4th bedroom or office. This won't last!

  Lisa Yuan Creed Realty

  1307 Emsworth Dr, Chesapeake, VA 23320
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  /26

  $345,000

  • 3 Beds
  • 1 Bath
  • 1,491 Sq Ft

  727 Sparrow Rd, Chesapeake, VA 23325

  Honey, stop the car—this is the one! Beautifully maintained 3-bedroom, 1-bath home featuring an oversized detached garage/flex space superb for a workshop, studio, or hobby area. Enjoy a first-floor bedroom and full bath, with two additional bedrooms upstairs. Pride of ownership shows throughout with updates including a spacious kitchen featuring granite countertops, stainless-steel appliances,

  Matt Herrick BHHS RW Towne Realty

  727 Sparrow Rd, Chesapeake, VA 23325
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  /32

  $345,000

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

  4707 Dermott St, Chesapeake, VA 23320

  Say WOW when you see this totally new kitchen installed in 2025! Full appliance package, and extra large family room in addition to living room! New bathrooms 2025! This is such a gem! Great neighborhood and easy access to Interstate! Roof 5 years old, HVAC 5 years old! Huge detached garage! Large fenced backyard!

  Becky Claggett CENTURY 21 Nachman Realty

  4707 Dermott St, Chesapeake, VA 23320
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  /50

  $345,000

  • 5 Beds
  • 2.5 Baths
  • 2,565 Sq Ft

  112 Grant St, Chesapeake, VA 23320

  Welcome to this bright and spacious 4 bedroom, 2.5 bath home, designed for both comfort and functionality. The inviting layout features a large kitchen equipped with stainless steel appliances and plenty of cabinet space. The expansive primary bedroom is conveniently located on the first floor and boasts an en suite bath for added privacy. Upstairs, you'll find three generously sized bedrooms

  Yashima Clarkson 1st Class RE-Signature Prop

  112 Grant St, Chesapeake, VA 23320
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  /47

  $344,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,765 Sq Ft

  1010 Oldwood St, Chesapeake, VA 23324

  Celebrate the season with $8500 SAVINGS with 2/1 Buydown. OVM's 2/1 Buydown gives you lower mortgage payments for your first 2 years!! Exceptional new construction showcasing modern design and quality craftsmanship. This open-concept floor plan features soaring 9-foot ceilings, elegant recessed lighting, and a gourmet kitchen complete with stainless steel appliances and sleek granite countertops.

  Phyllis Willoughby EXIT Realty Central

  1010 Oldwood St, Chesapeake, VA 23324
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  /27

  $339,000

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

  4102 1st St, Chesapeake, VA 23324

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

  Lisa Cox Vylla Home

  4102 1st St, Chesapeake, VA 23324
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  /44

  $339,000

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

  2813 Squire Ct, Chesapeake, VA 23323

  Welcome to this charming four-bedroom ranch home, ideally located at the end of a peaceful cul-de-sac. Enjoy an open-concept layout with a beautifully updated kitchen and a spacious bonus room, great for a FIFTH bedroom, home office, playroom, or guest suite. No HOA. The fenced-in backyard offers privacy. Solar Panels to be paid off at closing. Home Warranty offered of buyers choice.

  Bridget Ashcraft BHHS RW Towne Realty

  2813 Squire Ct, Chesapeake, VA 23323
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  /31

  $339,000

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

  4109 Franklin St, Chesapeake, VA 23324

  Jerri Hartz LPT Realty LLC

  4109 Franklin St, Chesapeake, VA 23324
• 

  

  /22

  $335,000

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  3217 Bangor Dr, Chesapeake, VA 23321

  Beautiful, updated brick home featuring new luxury vinyl flooring, new carpet, and fresh paint throughout. All new appliances, fixtures, doors, and windows. The kitchen features stainless-steel appliances, white cabinets, and tile backsplash. Fully updated bathrooms with tile and new vanities. Primary bedroom with bathroom. Sliding glass doors lead to a new wood deck and spacious backyard with a

  Reagan Feuerhahn Prodigy Realty

  3217 Bangor Dr, Chesapeake, VA 23321
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  /12

  $330,000

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  1022 Hill St, Chesapeake, VA 23324

  Welcome to this charming home tucked away on a quiet street. The open layout creates an easy flow throughout the spacious rooms, offering plenty of flexibility for everyday living. New LVP flooring throughout the first floor. Enjoy generously sized bedrooms and the convenience of an upstairs laundry room. Set in a peaceful, established neighborhood yet close to local amenities, this home provides

  Michele Obenour Howard Hanna Real Estate Svcs.

  1022 Hill St, Chesapeake, VA 23324
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  /21

  $330,000

  • 3 Beds
  • 2.5 Baths
  • 1,633 Sq Ft

  5916 Baynebridge Dr, Virginia Beach, VA 23464

  This 3-bedroom condo in Virginia Beach’s Tarleton Oaks at Tallwood has much to offer a new owner. Downstairs you will enjoy an open-concept living area including a den w/ fireplace, galley style kitchen, dedicated dining area, and half bathroom. Upstairs you will find three bedrooms including a primary with walk-in closet and ensuite bath with large vanity and additional linen closet. Parking and

  Brian Shelton CapCenter

  5916 Baynebridge Dr, Virginia Beach, VA 23464
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  /18

  $330,000

  • 1,330 Sq Ft

  1718 Sparrow Rd, Chesapeake, VA 23320

  This home checks all of the boxes. Open layout. Centrally located. 3 bedrooms and 2 full baths. Custom made kitchen cabinets. Fresh paint. New Roof!!

  Ben Fuller Howard Hanna Real Estate Services

  1718 Sparrow Rd, Chesapeake, VA 23320
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  /30

  $325,000

  • 4 Beds
  • 1 Bath
  • 1,587 Sq Ft

  185 George Washington Hwy S, Chesapeake, VA 23323

  Waterfront ranch home on almost half an acre of land! This home has been newly renovated with all new paint, lighting, fixtures, flooring, appliances, carpet and more! Open kitchen with granite countertops and stainless steel appliances. Beautifully remodeled bathroom. Spacious, finished attic serves as a bedroom. Big windows for great natural light. Backyard with covered porch and stone path.

  Joshua Britt Prodigy Realty

  185 George Washington Hwy S, Chesapeake, VA 23323
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  /38

  $324,999

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

  4121 Everett St, Chesapeake, VA 23324

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

  Shawn Blount CENTURY 21 Nachman Realty

  4121 Everett St, Chesapeake, VA 23324
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  /31

  $324,900

  • 4 Beds
  • 1.5 Baths
  • 1,650 Sq Ft

  2820 Candlewood Cir, Chesapeake, VA 23324

  Welcome home to this beautifully updated brick ranch in the heart of Chesapeake! Offering 4 bedrooms, 1.5 baths, and approximately 1,646 sq ft of stylish, modern living space, this move-in-ready gem features an open layout filled with natural light. The bright contemporary kitchen boasts granite countertops and stainless steel appliances, flowing easily into multiple living and dining spaces —

  Dianna Price-Stocker The Real Estate Group

  2820 Candlewood Cir, Chesapeake, VA 23324
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  /39

  $324,900

  • 3 Beds
  • 2 Baths
  • 1,875 Sq Ft

  212 George Washington Hwy N, Chesapeake, VA 23323

  EXTREMELY MOTIVATED. Welcome to this charming 3-bedroom, 2-bath Cape Cod filled with character and modern updates. Featuring beautiful hard wood floors, a cozy electric fireplace, and a detached garage with power that's perfect for a workshop or man cave. Step outside to enjoy the brick patio, firepit, and spacious yard ideal for entertaining. Additional storage shed included. Newer HVAC

  Jeremy Ruff Garrett Realty Partners

  212 George Washington Hwy N, Chesapeake, VA 23323
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  /32

  $324,900

  • 4 Beds
  • 2 Baths
  • 1,276 Sq Ft

  3424 Brandywine Dr, Chesapeake, VA 23321

  Don't miss this beautiful 4-bedroom, 2-bath home in Western Branch school district. Renovated approximately 5 years ago, it features soft-close cabinets, granite countertops, SS appliances, and a stylish subway tile backsplash. The open floor plan enhances living and entertaining, while the large fenced backyard and a storage shed offer great outdoor space and storage. Schedule a tour today!

  Andy Nelson Iron Valley Real Estate HR

  3424 Brandywine Dr, Chesapeake, VA 23321
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  /33

  $320,000

  • 2 Beds
  • 2.5 Baths
  • 1,624 Sq Ft

  712 Guildford Mews, Chesapeake, VA 23320

  Welcome to Warrington Hall's premier 55+ community, where style meets convenience! This stunning 2-story condo has been meticulously maintained and offers 2 spacious primary suites for flexible living, elegant granite countertops, rich wood floors, soaring 12' ceilings, and detailed crown molding throughout. Designed for easy living, the home provides a low-maintenance lifestyle so you can enjoy

  Jeremy Ruff Garrett Realty Partners

  712 Guildford Mews, Chesapeake, VA 23320
• 

  

  /20

  $320,000

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

  2916 Doris Ave, Chesapeake, VA 23324

  Welcome to this beautifully updated all-brick ranch in desirable Sunrise Hills! This 3-bed, 2-bath home offers bright single-level living with modern finishes and an open layout. Recent upgrades include a new roof, windows, paint, kitchen appliances, LVP flooring, a brand-new full bath, upgraded second bath, gutters, and downspouts. Energy-efficient solar panels help lower utility costs and may

  Anna Paduhovich Keller Williams Capital Props.

  2916 Doris Ave, Chesapeake, VA 23324
• 

  

  /26

  $319,900

  • 3 Beds
  • 2.5 Baths
  • 1,793 Sq Ft

  726 Albertine Ct, Chesapeake, VA 23320

  Charming 3-bedroom, 2.5-bath townhome in the sought-after Greenbrier West neighborhood of Chesapeake. Built in 2013, this 1,740?sq?ft home features a bright open floor plan, spacious kitchen with updated appliances, and a master suite with en-suite bath. Enjoy a fully fenced backyard, attached garage, and additional parking. Conveniently located near I-64, I-464, and US-17, with easy access to

  Mark Gregory Real Property Management Tidal

  726 Albertine Ct, Chesapeake, VA 23320
• 

  

  /50

  $319,500

  • 2 Beds
  • 2.5 Baths
  • 2,009 Sq Ft

  22 Sandie Point Ln, Portsmouth, VA 23701

  GORGEOUS SUNSETS FROM THE PRIVATE PIER, DOCK, BOAT SLIP & LIFT, GAZEBO AND LOVELY COMMON AREAS! ENJOY MAINTENANCE FREE CONDO LIVING AT ITS FINEST! SITUATED ALONG THE ELIZABETH RIVER, THIS THREE LEVEL TOWNHOME STYLE CONDO OFFERS 2 BEDRMS, 2.5 BATHS, LOVELY RENOVATED KITCHEN w/GRANITE COUNTERS & BREAKFAST BAR, LARGE FAMILY RM w/FIREPLACE & DINING AREA. NATURAL LIGHT-FILLED FIRST LEVEL RM OPENS TO A

  Michelle Knowles BHHS RW Towne Realty

  22 Sandie Point Ln, Portsmouth, VA 23701

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