Homes in ZIP Code 23321

• 

  

  /2

  $539,900 Pending

  • 4 Beds
  • 2 Baths
  • 2,335 Sq Ft

  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
• 

  

  

  /25

  $3,500 per month

  • 4 Beds
  • 2.5 Baths
  • House for Rent

  2205 Captiva Ln, Chesapeake, VA 23321

  Gorgeous new construction rental in super central Western Branch location. This 4 bedroom 2.5 bath home has a Primary Bedroom upstairs with double vanities. This home boasts gas appliances and fireplace, granite counter tops, luxurious laminate flooring, upscale refrigerator, upgraded washer dryer, EV charging socket, recess lights in the living room and kitchen along with over the counter and

  Shraddha Shah Small-Shah Residential Real Estate Advisors LLC

  2205 Captiva Ln, Chesapeake, VA 23321
• 

  $485,000 Sold Jun 12, 2025

  • 2,231 Sq Ft
  • $217/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  4008 Belvedere Dr, Chesapeake, VA 23321

  This solid, well-maintained brick ranch shines with pride of ownership! The front of the home offers inviting curb appeal, framed by mature grapevines that add charm, character, and a touch of vineyard elegance. Inside, you'll find a warm and inviting den with French doors, offering the perfect flex space for a home office, library, or quiet retreat. Ceramic tile in the baths and foyer, gleaming

  Daniel Goffigan Own Real Estate LLC

  4008 Belvedere Dr, Chesapeake, VA 23321
• 

  

  /2

  Est $358,167 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
• 

  

  

  /50

  $303,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,799 Sq Ft

  4128 Sunkist Rd, Chesapeake, VA 23321

  Discover this spacious ranch-style home in the sought-after Cedar Grove Acres neighborhood! Nestled on a peaceful street in the desirable Western Branch area, this home offers both comfort and privacy. Step out onto the serene back deck—no rear neighbors mean uninterrupted relaxation. HUD Case# 544-345609 IE (Insured Escrow), Subject to Appraisal. Seller makes no representations or warranties as

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

  4128 Sunkist Rd, Chesapeake, VA 23321
• 

  

  /27

  $2,195 per month

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft
  • Condo for Rent

  2331 Alcott Way, Chesapeake, VA 23321

  No upfront deposits available! Gorgeous 2 bedroom, 2.5 bath Condo in Woodlands at Western Branch! Open concept living room and dining area. Gourmet kitchen equipped with stainless steel appliances, granite countertops and bar-top seating! Both 2nd level bedrooms feature en suites. Fenced in patio space with storage closet! Pet Friendly! Pet screening and fees required. $60 per adult applicant.

  2331 Alcott Way, Chesapeake, VA 23321
• 

  $445,500 Sold Jun 12, 2025

  • 2,309 Sq Ft
  • $193/SF
  • 55 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2009

  108 Columbus Ave, Chesapeake, VA 23321

  Tucked away along the scenic Chesapeake Trail in a neighborhood with just one way in and one way out, this beautifully maintained home is a true hidden gem. Located minutes from the highly sought-after Western Branch Primary, this move-in ready property features fresh paint, brand-new carpet, and tons of recessed lighting that brighten every corner. The spacious layout is both functional and

  Jeremy Allen The Real Estate Group

  108 Columbus Ave, Chesapeake, VA 23321
• 

  /2

  Est $512,850 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

  $280,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft

  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
• 

  

  /41

  $3,400 per month

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • House for Rent

  2305 Tybee Loop, Chesapeake, VA 23321

  Schedule Tour Here:app.tenantturner.com/qualify/2305-tybee-loop?p=TenantTurner Apply Here: atlanticcoastrealty.managebuilding.com/Resident/rental-application/new/apply?listingId=39774 Welcome to this stunning 4-bed, 2.5-bath custom-built home in Jolliff Landing! With a masterfully designed open floor plan, no detail has been overlooked. Enjoy a gourmet kitchen with custom tile and fixtures, a

  Angelica Cordle Atlantic Coast Realty Corp

  2305 Tybee Loop, Chesapeake, VA 23321
• 

  $310,000 Sold Jun 12, 2025

  • 1,462 Sq Ft
  • $212/SF
  • 46 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1970

  3513 Berkshire Dr, Chesapeake, VA 23321

  Welcome to easy living in this 3-bedroom, 2-bath ranch-style home located in the highly sought-after Western Branch area of Chesapeake. This home blends classic charm with thoughtful updates all on one level. Step inside to an open and inviting layout with natural light pouring through the windows. The spacious living room flows seamlessly into the updated kitchen, where you’ll find modern

  Hillary Kaufman Swell Real Estate Co.

  3513 Berkshire Dr, Chesapeake, VA 23321
• 

  /2

  Est $364,512 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
• 

  

  /20

  $525,000

  • 5 Beds
  • 2.5 Baths
  • 2,451 Sq Ft

  3208 Shadyside Ln, Chesapeake, VA 23321

  Nice 2 story home two blocks from Western Branch High School. Many updates/upgrades including replaced windows, water heater, and HVAC - A/C. Room over the garage could be the 5th bedroom. Detached garage to pass AS-IS - no value. Well and pump to pass AS-IS. Recessed Lighting in the family room, kitchen, bedroom & FROG. Smart lights downstairs - Alexa ready.

  Sandra Wood John E. Wood Realty Inc.

  3208 Shadyside Ln, Chesapeake, VA 23321
• 

  

  /20

  $1,300 per month

  • 2 Beds
  • 1 Bath
  • 791 Sq Ft
  • House for Rent

  4308 Cutter Ct, Chesapeake, VA 23321

  No upfront deposits available! Lovely 2 bedroom, 1 bath Duplex located in a cul-de-sac! Open living room space with tons of natural lighting. Spacious bedroom with walk-in closet! Gorgeous backyard with nice views of the River; great for relaxing! No Central A/C. There is Baseboard Heating and a Window Unit. Ideally located near Restaurants and the Interstate. We love your animals, but we are not

  4308 Cutter Ct, Chesapeake, VA 23321
• 

  $370,000 Sold Jun 12, 2025

  • 2,235 Sq Ft
  • $166/SF
  • 54 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2010

  4229 White Cap Crescent, Chesapeake, VA 23321

  Private and spacious four bedroom two and half bath single family home with over 2200 square feet of living space. Home boasts custom kitchen cabinets and granite countertops with stainless steel appliances. Master bathroom has separate shower and tiled garden bathtub with his and hers vanities. This home is waiting for you to come enjoy your evenings on the back patio in your private backyard

  Jerod Wilson KW Coastal Chesapeake Virginia LLC

  4229 White Cap Crescent, Chesapeake, VA 23321
• 

  

  /40

  Est $749,960 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
• 

  

  /40

  $469,900

  • 5 Beds
  • 3.5 Baths
  • 2,522 Sq Ft

  3728 Sidley Rd, Chesapeake, VA 23321

  Looking for a Multi-Generational HOME ? Come see this traditional style HOME that features two primary suites—one on each level—perfect for accommodating returning adult children / elderly parents. Eat-in kitchen w/ granite counters, pantry, breakfast bar, coffee bar, abundant cabinetry & yes, all Kitchen appliances included! Inviting Fam Rm w/ gas fp or host dinners in the Formal Dining Rm; The

  Sherri Thaxton CENTURY 21 Nachman Realty

  3728 Sidley Rd, Chesapeake, VA 23321
• 

  

  /41

  $1,745 per month

  • 2 Beds
  • 2 Baths
  • 1,326 Sq Ft
  • Apartment for Rent

  2424 Chancery Ln Unit 302, Chesapeake, VA 23321

  Located in a highly desirable area of Western Branch! You are just minutes away from major stores and shopping centers. The I64 highway is only minutes away, providing easy access for commuting and travel. This luxurious condo features new laminate flooring throughout, with a beautiful balcony view. Your monthly rent includes water. Don't miss out on this incredible opportunity to call this

  Samantha Fentress Keyrenter of Hampton Roads

  2424 Chancery Ln Unit 302, Chesapeake, VA 23321
• 

  $360,000 Sold Jun 10, 2025

  • 1,300 Sq Ft
  • $277/SF
  • 101 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1960

  3012 Tyre Neck Rd, Chesapeake, VA 23321

  Located just around the corner from the highly sought-after Western Branch schools, this charming all-brick home offers the perfect combination of convenience and comfort. Well-maintained and thoughtfully updated, it features a remodeled kitchen and bathrooms, along with a newer roof—providing a low-maintenance lifestyle and peace of mind. Step outside and enjoy your private, fenced backyard

  Nate Carl Keller Williams Realty Town Center

  3012 Tyre Neck Rd, Chesapeake, VA 23321
• 

  /2

  Est $238,527 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,236 Sq Ft

  4021 Oak Moss Ct, Chesapeake, VA 23321

  4021 Oak Moss Ct, Chesapeake, VA 23321
• 

  

  /50

  $595,000

  • 5 Beds
  • 3.5 Baths
  • 2,870 Sq Ft

  2816 Ashwood Dr, Chesapeake, VA 23321

  Welcome to charming Green Meadow Point! This WATERFRONT 5-bedroom, 3.5-bath home has been tastefully updated and is ready for new owners. Enjoy peace of mind with replacement windows, a newer roof, and an updated kitchen featuring stainless steel appliances. Beautifully renovated bathrooms and gleaming hardwood floors throughout add timeless appeal. Relax down by the water enjoying morning coffee

  Heather Bass BHHS RW Towne Realty

  2816 Ashwood Dr, Chesapeake, VA 23321
• 

  

  /46

  $3,595 per month

  • 5 Beds
  • 3.5 Baths
  • 2,768 Sq Ft
  • House for Rent

  4701 Harlequin Way, Chesapeake, VA 23321

  - Open Floor Plan Home in Joliff Woods available now!- 5BR/3BA home with first floor Primary Bedroom and Bath with HUGE shower- Corner Lot with side entry Two Car Garage- New Carpet- Fresh Paint- Private Fenced in Backyard with Deck- Stainless Steel Appliances- Breakfast/Coffee Nook- Hardwood Floors- Some furniture available if needed, but can remove if not needed.- Second Detached Garage is

  Property Management Live Oak Real Estate

  4701 Harlequin Way, Chesapeake, VA 23321
• 

  $573,271 Sold Jun 06, 2025

  • 2,335 Sq Ft
  • $246/SF
  • 16 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2024

  2201 Captiva Ln, Chesapeake, VA 23321

  PRE-SOLD | Welcome to The Dogwood, our most popular ranch model! 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,

  Steve Freeman RHOAD & CO.

  2201 Captiva Ln, Chesapeake, VA 23321
• 

  /2

  Est $358,237 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  2885 E Point Dr, Chesapeake, VA 23321

  2885 E Point Dr, Chesapeake, VA 23321
• 

  

  /48

  $525,000

  • 4 Beds
  • 2.5 Baths
  • 2,383 Sq Ft

  3305 Mapleton Crescent, Chesapeake, VA 23321

  Open House Saturday 6/21/25 12pm - 3pm. Ready to enjoy living full time in a fun vacation home? Then come & fall in love with this adorable home w/ screened in porch & stunning private outdoor oasis, 16'x40' Salt Water Pool, Outdoor Kitchen, Premium Covered Gazebo, Greenhouse, Shed, Grass for Pups, & more. This 4 Bedroom, 2.5 Bath custom home w/ beautiful moldings & built ins, has a welcoming

  Nadine Frost Swell Realty Co

  3305 Mapleton Crescent, Chesapeake, VA 23321
• 

  

  /46

  $3,400 per month

  • 4 Beds
  • 3.5 Baths
  • 2,977 Sq Ft
  • House for Rent

  4805 Regal Ct, Chesapeake, VA 23321

  Rare opportunity! This 5-year-young home offers modern living at its finest. Downstairs, a stunning open kitchen flows seamlessly into the family room, great for gatherings. The owner's suite and an additional bedroom with a full bathroom are conveniently located on the main level. Upstairs features a Jack and Jill bathroom connecting two bedrooms, along with a spacious flex room—ideal for a

  Robin Gauthier NextHome Tidewater Realty

  4805 Regal Ct, Chesapeake, VA 23321
• 

  $490,000 Sold Jun 04, 2025

  • 2,333 Sq Ft
  • $210/SF
  • 58 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2012

  4822 Lake Shore Dr, Chesapeake, VA 23321

  Fantastic 4 bedroom ranch with 1st floor primary bedroom, move in ready! Open floor plan makes great use of the square footage. Large kitchen with lots of cabinets and counter space, plus a pantry! Vaulted ceiling in the living room with gas fireplace. Formal living room and breakfast area. Deck out back overlooks wooded area. Large primary bedroom with walk in closet, primary bath with dual

  Ashley Sutton Tullio Sutton Tullio Realty LLC

  4822 Lake Shore Dr, Chesapeake, VA 23321
• 

  /2

  Est $202,658 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,262 Sq Ft

  3625 Radford Cir, Chesapeake, VA 23321

  3625 Radford Cir, Chesapeake, VA 23321
• 

  

  /50

  $575,000

  • 4 Beds
  • 2.5 Baths
  • 3,012 Sq Ft

  3231 Bentham Ln, Chesapeake, VA 23321

  Everything you want! Come home to a serene cul-de-sac in the back of “The Crossings.” Meticulously maintained and upgraded by the ORIGINAL OWNER! The updated Eat-in Kitchen has Granite, Stainless Appliances, center Isle & Pantry plus there is HARDWOOD FLOORING practically everywhere you look! You will love the remodeled double Staircase & dramatic 2-story Foyer! There are FLEX SPACES in both

  George Trotman BHHS RW Towne Realty

  3231 Bentham Ln, Chesapeake, VA 23321
• 

  

  /10

  $2,100 per month

  • 2 Beds
  • 2.5 Baths
  • 1,314 Sq Ft
  • Condo for Rent

  2842 Baldwin Dr, Chesapeake, VA 23321

  Spacious and beautifully maintained, this two-bedroom, three-bath condo in the desirable Western Branch area offers the perfect blend of comfort and convenience. Featuring an open concept living and dining area with abundant natural light, the home also boasts a modern kitchen complete with stainless steel appliances, granite countertops, and ample cabinet space. Each bedroom includes its own

  Tanya Zeigler Next Chapter VA Realty Inc

  2842 Baldwin Dr, Chesapeake, VA 23321
• 

  $530,000 Sold Jun 04, 2025

  • 2,509 Sq Ft
  • $211/SF
  • 67 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1987

  4812 Phoenix Dr, Chesapeake, VA 23321

  Your opportunity to move into this beautifully maintained home in the desirable and established neighborhood of Jolliff Woods is here! From the moment you arrive, it's evident that this home was loved for roughly 34 years by the same owners. With the entire house being freshly painted, the neutral color compliments the wooden accents for a blend of vintage + modern. Updates have been made within

  Jaine Lindo The Real Estate Group

  4812 Phoenix Dr, Chesapeake, VA 23321
• 

  /2

  Est $213,097 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,186 Sq Ft

  3728 Radford Cir, Chesapeake, VA 23321

  3728 Radford Cir, Chesapeake, VA 23321
• 

  

  /47

  $475,000

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

  4032 Georgia Rd, Chesapeake, VA 23321

  Welcome to your dream home in the heart of Western Branch! This beautifully updated 2-story all-brick home offers 5 spacious bedrooms, 2 full baths, and over 3,100 square feet of flexible living space—great for multigenerational living with a separate upstairs 2/1 layout! Enjoy peace of mind with wrapped exterior trim, a vinyl privacy fence, new windows, new LVP flooring downstairs, and fresh

  Betsy Thompson The Agency

  4032 Georgia Rd, Chesapeake, VA 23321
• 

  

  /45

  $2,700 per month

  • 4 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • House for Rent

  3305 Portobello Ct, Chesapeake, VA 23321

  Please Read Carefully: TOURING TO BE SCHEDULED AFTER APPLICATION. CHECK OUT THE 45 PHOTOS, WALKTHROUGH VIDEOS & DRIVE BY THE PROPERTY @ YOUR CONVENIENCE. Security Deposit=$2,700+1st Mo Rent Of $2,700 & Move In Cost=$5,400 with Excellent Credit & Rental History.Welcome home to this freshly renovated Ranch siting on a quarter of an acre Cul-De-Sac in the highly Sought After Neighborhood Of Dunedin,

  Boldstar Property Management Boldstar Real Estate

  3305 Portobello Ct, Chesapeake, VA 23321
• 

  $270,000 Sold Jun 03, 2025

  • 1,329 Sq Ft
  • $203/SF
  • 118 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2019

  2335 Whitman St, Chesapeake, VA 23321

  Welcome to this stunning 2-bedroom 2.5 bath home built in 202l located in a highly sought after neighborhood. This modern, well-maintained home boasts upgraded fixtures throughout, offering a touch of luxury and sophistication. The spacious open concept layout is perform for both relaxation and entertaining. Each bedroom features its own private bathroom ensuring comfort and privacy. The Glass

  Shynara Manley ONYX Realty Professionals LLC

  2335 Whitman St, Chesapeake, VA 23321
• 

  /2

  Est $523,274 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,958 Sq Ft

  3237 Shadyside Ln, Chesapeake, VA 23321

  3237 Shadyside Ln, Chesapeake, VA 23321
• 

  

  /33

  $549,900

  • 4 Beds
  • 2 Baths
  • 2,585 Sq Ft

  4252 Raleigh Rd, Chesapeake, VA 23321

  Fully renovated 4-bedroom, 2.5 bath home blending style and function! Enjoy peace of mind with a new roof, plumbing, electrical, HVAC, and more. Inside, you'll find new flooring, a sleek modern kitchen, updated baths, fresh lighting, and open living spaces. Outside features two new decks, a fresh driveway and walkway, plus a sparkling upgraded pool. Bonus: Finished room over the garage and a

  Naty Horev BHHS RW Towne Realty

  4252 Raleigh Rd, Chesapeake, VA 23321
• 

  

  /50

  $3,450 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 Groves Shaffer Real Estate Inc.

  4125 Duke of Gloucester Dr, Chesapeake, VA 23321
• 

  $555,000 Sold May 30, 2025

  • 2,853 Sq Ft
  • $195/SF
  • 24 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1992

  3601 Gretna Ct, Chesapeake, VA 23321

  Beautiful, Move-In Ready Home Packed with Upgrades! Too many to list here. This stunning, low-maintenance home features a sleek exterior and an upgraded kitchen complete with stainless steel appliances (all convey), pantry, and modern finishes. The spacious primary suite offers two closets—including a large walk-in—and a private ensuite bath. Enjoy year-round relaxation in the sunroom, which

  Lesa Klauer Thrive Realty

  3601 Gretna Ct, Chesapeake, VA 23321
• 

  /2

  Est $384,802 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,588 Sq Ft

  4016 Georgia Rd, Chesapeake, VA 23321

  4016 Georgia Rd, Chesapeake, VA 23321

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