Chesapeake, VA Homes

• 

  

  

  /50

  $515,000

  • 5 Beds
  • 4 Baths
  • 2,719 Sq Ft

  3308 Michelle Ct, Chesapeake, VA 23321

  Move-in ready & full of updates! This custom Colonial sits on a quiet low traffic cul-de-sac with a large, beautifully landscaped lot. Major upgrades in June 2025 include a new roof & 4 new bathrooms. Dual-zone HVAC with new units & ductwork (2022 & 2024), all new windows (2022), updated water heater, and stainless-steel appliances (2020). Inside you'll find original hardwood floors, granite

  

  Laura Blackwood

  CENTURY 21 Nachman Realty

  (757) 255-7057

  3308 Michelle Ct, Chesapeake, VA 23321
• 

  Explore Western Branch

• 

  

  

  /25

  $2,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,657 Sq Ft
  • Townhouse for Rent

  5203 Lombard St, Chesapeake, VA 23321

  Not your typical rental. New Flooring, Fresh Paint, Granite Countertops, Open Floorplan. Please see attached Virtual Tour. The ideal candidate would have a minimum 660 Credit score and 3x the monthly rent in gross income. Pets are negotiable with a $400 pet fee. There is a one time $195 setup fee due at lease signing. Applications are required for all adults living in the property, message

  

  Jamie Flowers

  Beach Realty United

  (757) 280-9614

  5203 Lombard St, Chesapeake, VA 23321
• 

  $445,000 Sold Jul 30, 2025

  • 1,998 Sq Ft
  • $223/SF
  • 14 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1982

  3361 Morningside Dr, Chesapeake, VA 23321

  Welcome home to this beautifully cared-for 3BR/3BA brick charmer with storybook curb appeal and a 2-car side-load garage, and 2 bedrooms with ensuites. Step inside to vaulted ceilings, a cozy fireplace, and new LVP flooring in key areas. The 4 season Florida room with PTAC system is perfect for morning coffee or evening unwinding. Packed with peace-of-mind upgrades: 2021 roof, 2022 HVAC, solar

  Cynthia Garrett EXIT Realty Central

  3361 Morningside Dr, Chesapeake, VA 23321
• 

  

  /2

  Est $422,922 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,202 Sq Ft

  5017 James St, Chesapeake, VA 23321

  5017 James St, Chesapeake, VA 23321
• 

  

  /2

  $525,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,743 Sq Ft

  2918 Duke of York Dr, Chesapeake, VA 23321

  Rare find in the heart of Western Branch! This meticulously maintained all-brick 4-bedroom, 2.5-bath home offers timeless appeal, modern living, and stylish updates throughout. Spacious kitchen with granite countertops, newer stainless steel appliances, and tons of cabinetry. Multiple living areas including a sunroom and formal dining room—each with its own fireplace. Renovated primary suite

  

  Maritza Brandon

  The Real Estate Group

  (757) 912-5873

  2918 Duke of York Dr, Chesapeake, VA 23321
• 

  

  /40

  $1,064 - $1,794 per month

  Chesapeake Pointe

  1 - 3 Beds

  3537 Towne Pointe Rd, Chesapeake, VA 23321

  Welcome to Chesapeake Pointe Apartments in Chesapeake, VA. Our pet-friendly one, two, and three-bedroom apartment homes are well-designed and offer access to two resort pools – AION SPLASH. This sprawling park-like community is located in both Chesapeake, VA and Portsmouth, VA. Chesapeake Pointe is minutes to I-664, I-64, Downtown Norfolk, Old Dominion University, and less than 13 miles to the

  3537 Towne Pointe Rd, Chesapeake, VA 23321
• 

  $477,537 Sold Jul 30, 2025

  • 2,880 Sq Ft
  • $166/SF
  • 3 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2025

  4721 Mahogany Run, Chesapeake, VA 23321

  Ready for your next act of carefree home ownership? This beautiful Lafayette home located in Weldenfield & Rowe's premier 55+ community is easy living with your Primary Bedroom, Bath and Laundry along with dedicated office space all on the first floor. Your double car garage, natural gas fireplace, covered porch, modern gorgeous countertops and finishes round out this spacious home featuring 9

  Donna Lakoski BHHS RW Towne Realty

  4721 Mahogany Run, Chesapeake, VA 23321
• 

  /2

  Est $314,807 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft

  3404 Port Chambers Ct, Chesapeake, VA 23321

  3404 Port Chambers Ct, Chesapeake, VA 23321
• 

  

  /50

  $562,500 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  4621 Old Woodland Dr, Chesapeake, VA 23321

  Prepare to fall in love with this immaculate, move-in ready home on a spacious corner lot just under 1 acre with **no HOA!** Enjoy an open floor plan with hardwood floors, a gas fireplace, and pre-wired surround sound. The beautiful kitchen features granite counters, stainless steel appliances, pantry, and a large island. All appliances convey, including washer & dryer. The generous primary suite

  

  Christina Fleck

  World Class Realty

  (757) 919-8308

  4621 Old Woodland Dr, Chesapeake, VA 23321
• 

  

  /11

  $1,750 per month

  • 2 Beds
  • 1.5 Baths
  • 1,020 Sq Ft
  • Townhouse for Rent

  3236 Clover Rd E, Chesapeake, VA 23321

  Welcome to this charming 2-bedroom, 1.5-bath townhouse located in the highly desirable Western Branch area! This well-maintained home has been freshly painted and features brand-new flooring upstairs, adding a modern and clean touch throughout. Enjoy a spacious living room, a bright and open dining area, and a convenient half bath on the main level. Upstairs, you'll find two generous bedrooms

  Tanya Zeigler Next Chapter VA Realty Inc

  3236 Clover Rd E, Chesapeake, VA 23321
• 

  $554,165 Sold Jul 29, 2025

  • 2,335 Sq Ft
  • $237/SF
  • 26 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2025

  5027 Annapolis Dr, Chesapeake, VA 23321

  PRE-SOLD--WE HAVE MORE !! This highly desired floor plan offers 4 bedrooms, 2 baths, and 2335 sq ft. Perfect first home or forever home! The Estates at Jolliff Landing is a charming neighborhood boasting single-family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, a community playground, water features, a sports field, bike paths, and a

  Steve Freeman RHOAD & CO.

  5027 Annapolis Dr, Chesapeake, VA 23321
• 

  /2

  Est $288,264 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,306 Sq Ft

  3369 Dunedin Dr, Chesapeake, VA 23321

  3369 Dunedin Dr, Chesapeake, VA 23321
• 

  

  /50

  $747,500

  • 4 Beds
  • 2.5 Baths
  • 4,013 Sq Ft

  2537 Lakewood Ln, Chesapeake, VA 23321

  Spacious and serene, this 4-bedroom, 2.5-bath waterfront home in Stonebridge Landing offers over 4,000 square feet of living space on a scenic 0.54-acre riverfront lot. A converted room over the garage makes an ideal in-law suite, guest space, or playroom. Enjoy the natural light in the Florida room, cozy evenings by the gas fireplace, and the charm of a spiral staircase leading to generously

  

  Antar Wilson

  Judy Boone Realty Inc.

  (757) 362-9284

  2537 Lakewood Ln, Chesapeake, VA 23321
• 

  

  /50

  $1,345 per month

  Maplewood Apartments - Tax Credit

  2 Beds

  3824 Maplefield Dr, Chesapeake, VA 23321

  Located in the heart of Chesapeake, VA, Maplewood offers the best of both worlds-beautiful housing at an affordable price. Located only minutes from I-264 and I-664, our community is also convenient to the Chesapeake Square Mall and many other recreational facilities.Enjoy Maplewood's newly renovated homes that include the special touches of luxury living Including: Full size washer and

  3824 Maplefield Dr, Chesapeake, VA 23321
• 

  $751,000 Sold Jul 24, 2025

  • 3,239 Sq Ft
  • $232/SF
  • 55 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 2003

  1605 Pierside Landing, Chesapeake, VA 23321

  Sprawling custom built home in a highly sought-after neighborhood. This 6 bedroom corner lot masterpiece greets you with a new composite front door with decorative matching side panels. Primary on 1st floor with luxury ensuite and sitting room. Additional guestroom on 1st floor is great for a multi-generational or a growing family. Glistening, restored hardwood flooring in foyer, hallway, dining

  Aretha Valentine BHHS RW Towne Realty

  1605 Pierside Landing, Chesapeake, VA 23321
• 

  /2

  Est $394,042 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,804 Sq Ft

  2517 Quail Ridge Ct, Chesapeake, VA 23321

  2517 Quail Ridge Ct, Chesapeake, VA 23321
• 

  

  /37

  $473,000

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  3620 Elkton Dr, Chesapeake, VA 23321

  Welcome to this charming home in the Wellington community. The spacious layout offers hardwood floors, formal dining, & 2 comfortable living areas. The large eat-in kitchen features SS appliances, abundant counter & cabinet space, an island, a large pantry, & even a sunny bay window! Upstairs you'll find the sizable primary bedroom w/ a vaulted ceiling & 2 walk-in closets along w/ an open en

  

  Stephanie Kelly

  Swell Real Estate Co.

  (757) 863-1100

  3620 Elkton Dr, Chesapeake, VA 23321
• 

  

  /24

  $2,800 per month

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • House for Rent

  3813 Bruce Rd, Chesapeake, VA 23321

  Stunning sunrises and gorgeous water views of the Elizabeth River from this private lane 3 bedroom 2 bath brick ranch. Renovated open floor plan. All stainless appliances & granite tops. Hardwood throughout. Wood stove and fireplace. New composite deck. Shed, pier and washer/dryer- "As-is"

  David Foster BHHS RW Towne Property Management

  3813 Bruce Rd, Chesapeake, VA 23321
• 

  $431,000 Sold Jul 21, 2025

  • 2,239 Sq Ft
  • $192/SF
  • 39 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1969

  2861 Greenview Rd, Chesapeake, VA 23321

  See this lovely brick ranch in Western Branch today. The one owner home was built with love and attention to detail. House is located on a spacious waterfront lot (.66 acres) overlooking a canal. A public ramp for boat launching is located conveniently around the corner. The 2,239 SF, 4 bedroom, 3 bath home, features a large kitchen with an eat-in area, solid wood custom cabinets, built-in

  Evelyn Thomas CENTURY 21 Nachman Realty

  2861 Greenview Rd, Chesapeake, VA 23321
• 

  /2

  Est $478,445 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,330 Sq Ft

  3608 Calverton Ct, Chesapeake, VA 23321

  3608 Calverton Ct, Chesapeake, VA 23321
• 

  /2

  $399,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft

  2824 Meadow Dr, Chesapeake, VA 23321

  Beautiful Brick ranch in sought after Green Meadow Point. This 3 bedroom, 2 bath home in the Western Branch School District is a must see. The large living room has built in shelving and cabinets and the house has gleaming hardwood floors throughout. The updated kitchen boasts granite counter tops, white cabinets and stainless steel appliances. The baths are also updated. There is also a formal

  

  Evelyn Thomas

  CENTURY 21 Nachman Realty

  (757) 809-2274

  2824 Meadow Dr, Chesapeake, VA 23321
• 

  

  /20

  $1,200 - $1,945 per month

  Miars Farm

  1 - 3 Beds

  4415 Deborah Ct, Chesapeake, VA 23321

  HOUSE-SIZE APARTMENTS! Welcome to Miars Farm Apartments, where comfort, convenience, and elegance blend perfectly in the heart of Chesapeake, VA. Discover our selection of thoughtfully designed 1-bedroom apartments for rent, 2-bedroom apartments for rent, and 3-bedroom apartments for rent, each featuring spacious layouts and high-end finishes that create a true sense of home. If you’re looking

  4415 Deborah Ct, Chesapeake, VA 23321
• 

  $801,000 Sold Jul 16, 2025

  • 4,074 Sq Ft
  • $197/SF
  • 19 Days On Market

  • 6 Beds
  • 3.5 Baths
  • Built 2004

  4400 Anchor Bend Ct, Chesapeake, VA 23321

  Expansive 6BR, 3.5BA home in sought-after Western Branch offers 4,000+ sq ft of comfort & versatility—ideal for multigenerational living or grand entertaining. Features include a private in-law suite with its own entrance, jetted tub, shower, & laundry. Inside, enjoy spacious rooms, abundant natural light, open-concept kitchen/family room, & elegant formal dining. Upstairs bedrooms provide ample

  Tracey Caddy Southside Real Estate

  4400 Anchor Bend Ct, Chesapeake, VA 23321
• 

  /2

  Est $357,431 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,510 Sq Ft

  4009 Maple Dr, Chesapeake, VA 23321

  4009 Maple Dr, Chesapeake, VA 23321
• 

  /2

  $299,900 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  3209 Woodbaugh Dr, Chesapeake, VA 23321

  Located in the highly desirable Western Branch area – known for its top-rated schools, community feel, and convenience. Minutes to Chesapeake Square Mall, Oak Grove Lake Park, and the scenic Elizabeth River Trail. Hop on over to this ALL NEW home, new flooring, new kitchen, new bathrooms, new roof, new HVAC, new porch, new siding, basically new construction with out that "New Construction" price

  

  Katie Burke

  Long & Foster Real Estate Inc.

  (757) 854-9804

  3209 Woodbaugh Dr, Chesapeake, VA 23321
• 

  

  /50

  $3,200 per month

  • 5 Beds
  • 2.5 Baths
  • 2,591 Sq Ft
  • House for Rent

  4125 Duke of Gloucester Dr, Chesapeake, VA 23321

  This beautifully maintained residence strikes the perfect balance of modern updates and timeless charm, nestled in a well-established and sought-after neighborhood. The kitchen features granite countertops, stainless steel appliances, and tasteful finishes, while all bathrooms have been stylishly updated for a fresh, modern feel. Enjoy newer flooring and fresh interior paint throughout, creating

  Lisa Martin Shaffer Real Estate Inc.

  4125 Duke of Gloucester Dr, Chesapeake, VA 23321
• 

  $256,000 Sold Jul 16, 2025

  • 1,494 Sq Ft
  • $171/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  3918 Peppercorn Way, Chesapeake, VA 23321

  Excellent opportunity for the sought-after Miars Farms community of Deep Creek. This rare duplex-style end unit features a first-floor primary suite and attached garage for ultimate convenience. Bright and open floor plan with soaring vaulted ceilings and real hardwood floors throughout - carpet only on the stairs! The galley-style kitchen includes a breakfast bar that opens to the dining area

  Mark Rusnak RE/MAX Allegiance

  3918 Peppercorn Way, Chesapeake, VA 23321
• 

  /2

  Est $360,197 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,802 Sq Ft

  4001 Cedar Grove Crescent, Chesapeake, VA 23321

  4001 Cedar Grove Crescent, Chesapeake, VA 23321
• 

  /2

  $465,250 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,111 Sq Ft

  1301 Silverthorne Ct, Chesapeake, VA 23321

  THIS IS THE HOUSE EVERYONE HAS BEEN WAITING FOR. A 3 BEDROOM 2.5 BATH TWO STORY DREAM IN A QUIET CUL-DE-SAC. THE KITCHEN AND TWO OF THE BATHROOMS HAVE BEEN REMODLED. FIFTY YEAR ROOF, NEW WINDOWS, NEWER FLOORS, NOT TO MENTION A HOME GENERATOR IN CASE OF BAD WHEATHER. ENJOY THE WELL INSULATED AND ROOMY SUN ROOM ON THOSE WARM SUNNY DAYS AND STARY NIGHTS. THE YARD IS SO BIG IT FEELS LIKE YOU CAN PLAY

  

  Antar Wilson

  Judy Boone Realty Inc.

  (757) 780-1253

  1301 Silverthorne Ct, Chesapeake, VA 23321
• 

  

  /24

  $1,319 per month

  • Studio
  • 1 Bath
  • 300 Sq Ft
  • Furnished Studio-Chesapeake - Churchland B...

  3214 Churchland Blvd, Chesapeake, VA 23321

  Enjoy a fully furnished studio suite in our hotel at an affordable rate with free wi-fi, free utilities and free premium cable. Each studio suite has a full kitchen with full-size refrigerator, stovetop and microwave, and has a flexible workspace and plenty of storage. All our hotels are pet-friendly and have on-site guest laundry available. Plus, there are no long-term commitments and you can

  3214 Churchland Blvd, Chesapeake, VA 23321
• 

  $360,000 Sold Jul 10, 2025

  • 1,221 Sq Ft
  • $295/SF
  • 25 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1961

  4113 Pinta Dr, Chesapeake, VA 23321

  Move in Ready! Brick Ranch. 3 BD 2 BTH home in the Chadswyck Terrace neighborhood. Come relax on your front porch. Home went through an entire home renovation 5yrs ago to include: roof, windows, HVAC, exterior doors, water heater, and kitchen and baths. Kitchen equipped with granite counters, and SS Appliances. PBR en-suite. Brand new carpet, light fixtures in both baths, some freshly painted

  Kathy Worthen BHHS RW Towne Realty

  4113 Pinta Dr, Chesapeake, VA 23321
• 

  /2

  Est $514,711 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,448 Sq Ft

  4701 Creekview Ct, Chesapeake, VA 23321

  4701 Creekview Ct, Chesapeake, VA 23321
• 

  /2

  $525,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,441 Sq Ft

  3924 Grand Isle Dr, Chesapeake, VA 23323

  

  Yanni Athanasiadis

  COVA Home Realty

  (757) 906-6676

  3924 Grand Isle Dr, Chesapeake, VA 23323
• 

  

  /11

  $1,995 per month

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Townhouse for Rent

  3013 Radcliffe Ln, Chesapeake, VA 23321

  Welcome to this beautifully maintained 3-bedroom, 1.5-bathroom townhome, ideally situated in a peaceful and convenient Chesapeake neighborhood. This inviting home features a smart and functional layout, including spacious bedrooms and a thoughtfully designed dual-entry full bathroom—offering both accessibility and privacy.Inside, you'll find elegant laminate/LVP flooring throughout, a

  RuthAnn Fields Osprey Property Managment Inc

  3013 Radcliffe Ln, Chesapeake, VA 23321
• 

  $300,000 Sold Jul 08, 2025

  • 1,221 Sq Ft
  • $246/SF
  • 14 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1964

  3932 Sextant St, Chesapeake, VA 23321

  Welcome to 3932 Sextant Steet! Fully renovated in 2021! This beautifully updated home offers modern finishes and thoughtful upgrades throughout. Featuring a 4-year-old roof, this property provides peace of mind and durability. Inside, enjoy a spacious layout with stylish flooring, updated fixtures, and a contemporary kitchen area great for entertaining. Conveniently located near shopping, dining,

  Christian Hair Better Homes&Gardens R.E. Native American Grp

  3932 Sextant St, Chesapeake, VA 23321
• 

  /2

  Est $366,454 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,498 Sq Ft

  4109 San Salvador Dr, Chesapeake, VA 23321

  4109 San Salvador Dr, Chesapeake, VA 23321
• 

  

  /4

  $300,000

  • Land
  • 0.40 Acre
  • $750,000 per Acre

  0.4AC Flintfield Crescent, Chesapeake, VA 23321

  Build your dream home on this beautiful .4-acre mostly cleared lot with stunning views of the Elizabeth River. Located in the established Colonial Point neighborhood, this rare waterfront property offers a peaceful setting with convenient access to nearby amenities. Whether you're envisioning a custom estate or a tranquil retreat, this lot provides the perfect canvas with water access and scenic

  

  Greg Garrett

  Garrett Realty Partners

  (757) 997-7650

  0.4AC Flintfield Crescent, Chesapeake, VA 23321
• 

  

  /20

  $2,700 per month

  • 4 Beds
  • 3 Baths
  • 2,120 Sq Ft
  • Townhouse for Rent

  4229 Meander Way, Chesapeake, VA 23321

  No upfront deposits available! Marvelous 4 bedroom, 3.5 bath Townhome! First level bedroom with en suite. Gorgeous kitchen equipped with stainless steel appliances, granite countertops, pantry and balcony! The primary bedroom features tray-ceilings, walk-in closet and en suite with separate tub and shower. 2-Car Attached Garage and Driveway Space. Ideally located near Interstates. Pet Friendly!

  4229 Meander Way, Chesapeake, VA 23321
• 

  $280,000 Sold Jul 08, 2025

  • 1,608 Sq Ft
  • $174/SF
  • 37 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1975

  3808 Forsythe Ct, Chesapeake, VA 23321

  Beautiful Brick Ranch in Western Branch! Welcome home to this delightful 3-bedroom, 2-bath ranch-style brick home,perfectly situated on a quiet cul-de-sac in the highly sought-after Western Branch area of Chesapeake. This charmingproperty features a spacious living room, a cozy den, and an attached 2-car garage for added convenience. The largebackyard offers endless possibilities.

  Susan Jenkins Better Homes&Gardens R.E. Native American Grp

  3808 Forsythe Ct, Chesapeake, VA 23321
• 

  

  /40

  Est $771,632 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,554 Sq Ft

  2972 Bruce Station, Chesapeake, VA 23321

  2972 Bruce Station, Chesapeake, VA 23321

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