Luxury Homes for Sale in Chesapeake, VA

• 

  

  /2

  $250,000

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

  1+ac Wilton St, Chesapeake, VA 23324

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

  Paul Dadaian Swell Realty Co

  1+ac Wilton St, Chesapeake, VA 23324
• 

  

  

  /38

  $249,900

  • 3 Beds
  • 1.5 Baths
  • 1,220 Sq Ft

  3231 Clover Rd E, Chesapeake, VA 23321

  Beautifully renovated 3-bedroom, 1.5-bath end-unit townhome in the highly sought-after Western Branch area!This home has been thoughtfully updated inside and out over the last three years. Enjoy a modern kitchen and bathrooms, updated plumbing, and a fully renovated staircase. All new flooring, custom blinds, custom closet systems, and upgraded electrical fixtures add a stylish, move-in-ready

  Sneha Rana Seaside Realty

  3231 Clover Rd E, Chesapeake, VA 23321
• 

  

  

  /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
• 

  

  

  /18

  $249,900

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

  423 Seahorse Run, Chesapeake, VA 23320

  Don't miss the opportunity to own this open and bright condo in Mariner's Cove. It features 2 ground-floor bedrooms with ensuite bathrooms, a huge family room with vaulted ceiling, two balconies, and a third-floor loft that makes a great office or potential third bedroom. The home features a large kitchen with plenty of cabinets, an EIK as well as a breakfast bar, and lots of storage. Located in

  Ron Sawyer RE/MAX Prime

  423 Seahorse Run, Chesapeake, VA 23320
• 

  

  

  /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
• 

  

  /34

  $249,000

  • 2 Beds
  • 2 Baths
  • 1,169 Sq Ft

  1016 Thoroughgood Way Unit 100, Chesapeake, VA 23324

  Welcome to this spacious condo located in a well-maintained traditional-style building with secured entrance, elevator access, and an intercom system for added peace of mind. This beautifully designed unit features two oversized bedrooms and two generously sized bathrooms, offering both comfort and convenience. The open-concept kitchen includes a large breakfast bar with seating for 4–6, Great

  

  Michele Salyer

  A Better Way Realty Inc.

  (757) 835-3411

  1016 Thoroughgood Way Unit 100, Chesapeake, VA 23324
• 

  

  /19

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  2105 Portlock Rd, Chesapeake, VA 23324

  Welcome to 2105 Portlock Road in Chesapeake’s desirable Portlock Terrace neighborhood—a beautifully updated Cape Cod-style home that blends classic charm with modern comfort. This spacious 3 bedroom, 2 bathroom home offers a full fenced backyard and stylish finishes throughout. Inside, you’ll find a bright and open layout with a kitchen featuring granite countertops and newer cabinetry,

  Madison Sherwood Swell Realty Co

  2105 Portlock Rd, Chesapeake, VA 23324
• 

  

  /20

  $245,000

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft

  508 Stalham Rd, Chesapeake, VA 23325

  Charming Ranch in the Heart of Chesapeake! This well-maintained 3-bedroom, 1-bath ranch offers comfortable living in a convenient Chesapeake location. The cozy living room flows seamlessly into the kitchen, creating an open feel that's perfect for everyday living. Step out from the kitchen onto the back deck, a great spot for morning coffee or evening cookouts. Enjoy a spacious backyard with a

  Daniel Patton Prodigy Realty

  508 Stalham Rd, Chesapeake, VA 23325
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  /32

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  1237 Seaboard Ave, Chesapeake, VA 23324

  Great investment opportunity with immediate income. This 3 bed 2 full bath property is located in the heart of South Norfolk. Tenant occupied with lease through 11/2025 at $1700/month. This property is located in the historical district, minutes from library, community parks, interstates, Jordan Bridge, downtown Norfolk, military bases, and more!

  Katherine Bates BHHS RW Towne Realty

  1237 Seaboard Ave, Chesapeake, VA 23324
• 

  

  /23

  $244,800

  • 3 Beds
  • 2 Baths
  • 1,119 Sq Ft

  31 Jouett St, Portsmouth, VA 23702

  You don’t want to miss beautiful remodeled Cape Cod. Updates include a renovated kitchen that features good looking countertops, newer appliances, a separate breakfast eating area with lots of light. The main living areas feature sleek LVP flooring. The whole house is Freshly painted. The bathrooms have been completely renovated with modern lighting adding a modern touch. - Schedule your showing

  Elizabeth Kana 1st Class Real Estate Flagship

  31 Jouett St, Portsmouth, VA 23702
• 

  

  /37

  $240,000

  • 3 Beds
  • 1 Bath
  • 1,304 Sq Ft

  1526 Jackson Ave, Chesapeake, VA 23324

  Come see this lovely historic home on a quiet tree lined street. Enjoy both the nostalgic front porch as well as a fantastic screened in porch at the rear of the home that overlooks a tranquil and private backyard. Behind that is plenty of private off-street parking on your own newer cement parking pad. Inside offers an abundance of original character, an open floor plan, high ceilings,

  Katie Powers Iron Valley Real Estate Norfolk

  1526 Jackson Ave, Chesapeake, VA 23324
• 

  

  /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
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  /32

  $238,000

  • 2 Beds
  • 2 Baths
  • 1,285 Sq Ft

  1016 Thoroughgood Way Unit 104, Chesapeake, VA 23324

  Welcome home to this beautifully maintained first-floor condo featuring 2 spacious bedrooms and 2 full bathrooms. Located in a secure building with a private entrance, this unit offers a comfortable and functional layout. Inside, you'll find generous living space and tons of storage throughout. The primary suite includes a private bath and ample closet space. Conveniently located and move-in

  Tiffany Gelzinis Real Broker LLC

  1016 Thoroughgood Way Unit 104, Chesapeake, VA 23324
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  /43

  $234,500

  • 2 Beds
  • 2.5 Baths
  • 1,254 Sq Ft

  650 Ridge Cir, Chesapeake, VA 23320

  Don't miss this Beautiful 2 Bedroom 2 1/2 Bath Condo in the Heart of Chesapeake. Near shopping, restaurants, interstate, and health care facilities. Open Concept Kitchen to Dining and Living Area, wood Burning Fireplace. Large upstairs Bedrooms with full Baths and Walk-In Closets. Patio that is fenced for privacy and right off of the living room Area. Laundry Room and Half Bath off Kitchen.

  

  Terry Smith

  BHHS RW Towne Realty

  (757) 520-0730

  650 Ridge Cir, Chesapeake, VA 23320
• 

  

  /22

  $233,000

  • 3 Beds
  • 1.5 Baths
  • 1,292 Sq Ft

  911 Harbour Dr N, Chesapeake, VA 23320

  Beautifully updated 3 bedroom, 1 and a half bath townhouse. It has open floor plan with eat-in kitchen and the living room. Kitchen is nestled in the back with a view into the back porch, where one can enjoy a drink with privacy. The living room is comfortable for entertaining family and friends. The home is freshly painted with laminate flooring throughout for a durable and modern look.

  Andy Zheng Swell Realty Co

  911 Harbour Dr N, Chesapeake, VA 23320
• 

  

  /20

  $232,900

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft

  102 Stratford St, Portsmouth, VA 23701

  Fully updated Ranch is move-in ready! Featuring new LVP flooring, new kitchen appliances, fresh paint throughout, updated electrical, new fixtures and freshly landscaped. All on a large lot with a covered carport and plenty of parking. Easy access to nearby highways.

  Drew Miller 1st Class Real Estate Mid-Atlantic

  102 Stratford St, Portsmouth, VA 23701
• 

  

  /50

  $230,000

  • 2 Beds
  • 2 Baths
  • 1,326 Sq Ft

  4316 Colindale Rd Unit 301, Chesapeake, VA 23321

  Fantastic Condo with Prime Location & Premium Features!Enjoy convenient living just minutes from top-tier shopping, dining, and the interstate. This beautifully updated condo features custom paint and stylish light fixturesthroughout. The kitchen boasts premium Dekton countertops, known for their durability, along with a full Samsung appliance package—including a washer and

  Debra Monette Better Homes&Gardens R.E. Native American Grp

  4316 Colindale Rd Unit 301, Chesapeake, VA 23321
• 

  

  /23

  $230,000

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

  1405 Perry St, Chesapeake, VA 23324

  Move in ready! Completely remodeled in 2017 this 3 bedrooms, 2 baths has an open concept living room, and eat-in kitchen. This home was completely rehabbed in 2017 Kitchen has espresso cabinets, ss appliances and pantry for all your storage needs. First floor bedroom and full bath and 2 additional bedrooms, and other full bath are upstairs. Large primary bedroom with a walk-in closet. Not far

  Steve Marable Iron Valley Real Estate Hampton Roads

  1405 Perry St, Chesapeake, VA 23324
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  /8

  $229,990

  • 2 Beds
  • 2.5 Baths
  • 1,158 Sq Ft

  508 Rue Saint La Rogue, Chesapeake, VA 23320

  **Welcome to 508 Rue Saint La Rogue, Chesapeake!**Located in the desirable **Les Chateau Condominiums**, this well-appointed home offers **two spacious bedrooms, each with its own ensuite bathroom**, plus an additional half bath for guests. As part of the community, you’ll enjoy access to a **private pool**, and your condo association membership includes **grounds maintenance and

  Ethelbert Johnson Swell Real Estate Co.

  508 Rue Saint La Rogue, Chesapeake, VA 23320
• 

  

  /23

  $229,950 Open Wed 12PM - 3PM

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  2042 Stonehurst St, Chesapeake, VA 23324

  This stunning 3-bedroom home has been completely updated with a brand new roof, modern kitchen with stainless steel appliances, renovated bathroom, fresh paint, new flooring, and stylish lighting throughout. A custom feature wall adds personality to the living room, while the spacious backyard with a storage shed offers room to relax, entertain, or create your own backyard oasis. The extended

  Ashley Blake Own Real Estate LLC

  2042 Stonehurst St, Chesapeake, VA 23324
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  /26

  $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
• 

  /2

  $229,900

  • 4 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  1452 Oliver Ave, Chesapeake, VA 23324

  This home is full of potential. Great location near highways, shopping, and all bases.

  Ron Sawyer RE/MAX Prime

  1452 Oliver Ave, Chesapeake, VA 23324
• 

  

  /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
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  /30

  $229,000

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

  2424 Chancery Ln Unit 104, Chesapeake, VA 23321

  Move in ready - Beautiful 1st floor condo that offers convenience of no stairs and ease of first floor living. 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. Fresh paint and new carpet throughout the home. Large primary bedroom with two closets and spacious second bedroom with hallway

  Kandy Fullilove Proactive Real Estate Services

  2424 Chancery Ln Unit 104, Chesapeake, VA 23321
• 

  

  /17

  $229,000

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

  700 Rapidan River Ct Unit D, Chesapeake, VA 23320

  This gem is nestled within the sought after Riverwalk area in Chesapeake. This beauty has LVP flooring throughout condo. Close to interstates, restaurants, shopping and so much more. Gorgeous small community that is private. Do not miss out on this adorable 2 master suite condo. Condo dues includes water/sewer.

  Katherine Gonyea Bush Real Estate Group Inc.

  700 Rapidan River Ct Unit D, Chesapeake, VA 23320
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  /25

  $220,000

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft

  41 Irwin St, Portsmouth, VA 23702

  Cute and affordable single family, just minutes from the Shipyard, Portsmouth Naval Hospital, Jordan Bridge and much more. This 3 bedroom ranch sits on two fully fenced in lots offering some privacy. New flooring and fresh paint throughout and updates! Spacious laundry room! This is the perfect opportunity for a first time home buyer.

  Heather Bush LPT Realty LLC

  41 Irwin St, Portsmouth, VA 23702
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  /12

  $220,000

  • 2 Beds
  • 2.5 Baths
  • 1,282 Sq Ft

  41 King George Quay, Chesapeake, VA 23325

  Shonda Taylor ONYX Realty Professionals

  41 King George Quay, Chesapeake, VA 23325
• 

  

  /22

  $219,900

  • 2 Beds
  • 2.5 Baths
  • 1,254 Sq Ft

  631 Ridge Cir, Chesapeake, VA 23320

  Sitting in the heart of Greenbrier, this condo is full of possibilities. It features an open floor plan and two upstairs masters. The enclosed patio is perfect for morning coffee or evening cocktails. Knells Ridge is well-established and is just minutes from shopping, restaurants, highways, and bases. Plus, it is located near Chesapeake General Hospital. The neighborhood also offers amazing

  Ron Sawyer RE/MAX Prime

  631 Ridge Cir, Chesapeake, VA 23320
• 

  

  /10

  $217,800

  • 4 Beds
  • 1 Bath
  • 1,056 Sq Ft

  5001 Pearl St, Chesapeake, VA 23321

  Come see this 4 bedroom, 1 full bath home located in Chesapeake.

  Kevin Pall Brooke Madison & Associates LLC

  5001 Pearl St, Chesapeake, VA 23321
• 

  

  /49

  $215,000

  • 3 Beds
  • 2.5 Baths
  • 1,432 Sq Ft

  2046 Christian Ave, Chesapeake, VA 23324

  Calling all investors and flippers! Unlock the potential of this 3-bedroom, 2.5 bath home. This two-story property offers the perfect layout and location for your next renovation project. With solid structure and great curb appeal, it's a prime candidate for a full cosmetic rehab. Minutes from major highways, shopping, and local amenities.

  Candice West Better Homes&Gardens R.E. Native American Grp

  2046 Christian Ave, Chesapeake, VA 23324
• 

  

  /16

  $215,000

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft

  4136 2nd St, Chesapeake, VA 23324

  Easy living on 1 story ranch home. Large living room area, eat in kitchen. 2 bedrooms and hall bath, plus primary bedroom with ensuite. Screened side porch for your summer enjoyment.

  Charlene Howard Long & Foster Real Estate Inc.

  4136 2nd St, Chesapeake, VA 23324
• 

  

  /16

  $210,000

  • 2 Beds
  • 1 Bath
  • 828 Sq Ft

  1140 Hull St, Chesapeake, VA 23324

  Charming updated bungalow in South Norfolk, Conveniently located with quick access to Norfolk, Virginia Beach, and Portsmouth. A short distance to the park, the library and local schools makes daily routines easier. Recent updates include LVP flooring, kitchen cabinets, countertops, appliances, and a refreshed bathroom. Spacious 0.30-acre lot offers plenty of yard space for kids, pets or

  

  Jermaine Anderson

  KW Coastal Chesapeake Virginia LLC

  (757) 290-3277

  1140 Hull St, Chesapeake, VA 23324
• 

  

  /23

  $209,000

  • 3 Beds
  • 1 Bath
  • 825 Sq Ft

  903 Bethel Rd, Chesapeake, VA 23324

  Welcome home to this charming ranch! Enjoy fresh carpet and paint throughout this house that is turnkey. All three bedrooms are conveniently located on the main level, offering easy access to every room. Step out back to a spacious, fenced-in yard that gives you added privacy. Come take a look, your new home awaits!

  Shelly Taylor Real Broker LLC

  903 Bethel Rd, Chesapeake, VA 23324
• 

  

  /27

  $208,000

  • 2 Beds
  • 2 Baths
  • 978 Sq Ft

  1716 Rock Bridge Mews Unit D, Chesapeake, VA 23320

  Welcome home! This charming 2-bed, 2-bath condo features open living with a spacious layout, inviting kitchen, and cozy fireplace. Step outside to enjoy your private deck for relaxing or entertaining. Conveniently located near shopping, dining, parks, interstates, and military bases. Great condo for first-time buyers or investors. This text has been generated by Artificial Intelligence.

  Frankie Johnson Keller Williams Coastal Virginia Chesapeake

  1716 Rock Bridge Mews Unit D, Chesapeake, VA 23320
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  /28

  $207,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  1009 Saint Andrews Way Unit B, Chesapeake, VA 23320

  Looking for a condo in a great location? We have one! It's conveniently located in the Greenbrier Section of Chesapeake. It's a 2-story townhome style condo on the golf course. Comes with 1 bedroom, an oversized loft, and an open floorplan, in a quiet neighborhood. Maintenance free living with new roof! It's next to the YMCA. There's a dog park down the street and it's near shopping &

  Kimberly Bedsole BHHS RW Towne Realty

  1009 Saint Andrews Way Unit B, Chesapeake, VA 23320
• 

  

  /27

  $205,000

  • 1 Bed
  • 1 Bath
  • 1,135 Sq Ft

  801 Poindexter St Unit 314, Chesapeake, VA 23324

  This great condo located in the heart of SoNo is just waiting for you. New flooring and refreshed paint along with SS appliance make this an ideal starter home or for downsizing. Closed-access building with keyfob access to lobby and to operate elevator give peace of mind. Super-sized closet and bath make this condo feel as big as many houses. Tons of storage space. Convenient location near

  Melody Cespedes 1st Class Real Estate Flagship

  801 Poindexter St Unit 314, Chesapeake, VA 23324
• 

  

  /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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  /18

  $200,000

  • 1,350 Sq Ft

  1513 Manson St, Norfolk, VA 23523

  Income producing duplex with stable tenants. Tenants pay their own utilities. Property must be sold with vacant lot 1511 Manson St.

  Les Frankel Wainwright Real Estate

  1513 Manson St, Norfolk, VA 23523
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  /38

  $200,000

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

  1729 Rock Bridge Mews Unit B, Chesapeake, VA 23320

  This 2 bedroom 2 full bath condo on the second floor in the heart of Greenbrier is move in ready! With 2 walk-in closets, wood burning fireplace. Beautiful luxury vinyl plank flooring. New windows, updated lighting and new smoke detectors. It emphasizes the cozy fireplace, hardwood flooring, skylight natural lighting, granite countertops, showcasing attractive and quality features of the house.

  Sean Powell World Class Realty

  1729 Rock Bridge Mews Unit B, 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

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