Deep Creek Homes

• 

  

  

  /36

  $389,000

  • 4 Beds
  • 2 Baths
  • 1,685 Sq Ft

  428 Rock Dr, Chesapeake, VA 23323

  Welcome to this 4-bedroom, 2-bathroom classic brick ranch in the Deep Creek part of Chesapeake. Inside, you'll find new laminate flooring throughout and a functional layout featuring a formal dining room and comfortable living space with a wood burning fireplace. Major upgrades include a brand-new HVAC system and ductwork, an updated hall bathroom, and a new refrigerator, making this home truly

  

  Kevin Keogh

  BHHS RW Towne Realty

  (757) 835-3702

  428 Rock Dr, Chesapeake, VA 23323
• Explore Deep Creek

• 

  

  

  /33

  Starting at $1,238 Plus Fees

  • 2 - 3 Beds

  908 Lake Village Dr, Chesapeake, VA 23323

  Our apartment homes offer comfortable living with thoughtful floor plans to fit your lifestyle. Choose from our classic or newly renovated 2 & 3-bedroom homes. Each apartment home combines scenic views with modern amenities. Enjoy the convenience of nearby shopping, dining, and entertainment in a welcoming community just minutes from some of Chesapeake's famous waterways.

  Lake Village

  (757) 821-5923

  

  908 Lake Village Dr, Chesapeake, VA 23323
• 

  $475,000 Sold Apr 30, 2026

  532 Shelview Cir, Chesapeake, VA 23323

  • 4 Beds
  • 2.5 Baths
  • 2,006 Sq Ft
  • Built 1997

  Last Sold Summary

  • 7% Above List Price
  • $237/SF
  • 10 Days On Market

  Current Estimated Value $478,986

  Last Listing Agent Cindy Caskey BHHS RW Towne Realty

  532 Shelview Cir, Chesapeake, VA 23323
• 

  

  

  /26

  Est $357,840 Not Listed For Sale

  545 Trent Ave, Chesapeake, VA 23323

  • 3 Beds
  • 1 Bath
  • 1,738 Sq Ft
  • Built 1962

  545 Trent Ave, Chesapeake, VA 23323

  Last Sold Summary

  • 6% Above List Price
  • $195/SF
  • 6 Days On Market

  • Last Sold Price $338,500
  • May 01, 2025

  Last Listing Agent Donna Ellis Fathom Realty Virginia
• 

  

  

  /41

  $407,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,256 Sq Ft

  2115 Broadmoor Ave, Chesapeake, VA 23323

  Designed for entertaining, this home offers a spacious open layout with 4 bedrooms and 2.5 baths, plus an upstairs walk-in laundry room. The eat-in kitchen features ample cabinetry, a double-door pantry, stainless steel appliances, and granite countertops. A formal dining room provides flexible space for an office or additional living area.The primary suite includes double sinks and a walk-in

  

  Andy Nelson

  Iron Valley Real Estate HR

  (757) 280-3630

  2115 Broadmoor Ave, Chesapeake, VA 23323
• 

  

  /18

  Starting at $1,030

  Total Monthly Price

  • 1 - 3 Beds

  2604 Townhouse Ln, Chesapeake, VA 23323

  Welcome to Riverstone Townhomes, where style meets affordability in the heart of Chesapeake, VA. We offer one-, two-, and three-bedroom apartment and townhome options, all thoughtfully designed with modern conveniences to suit your lifestyle. And the best part? The good life comes at just the right price.

  Riverstone I

  (833) 685-3998

  

  2604 Townhouse Ln, Chesapeake, VA 23323
• 

  $175,000 Sold Apr 17, 2026

  2410 Payne Rd, Chesapeake, VA 23323

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft
  • Built 1953

  Last Sold Summary

  • $212/SF
  • 2 Days On Market

  Current Estimated Value $174,711

  Last Listing Agent Susan Caruana The Real Estate Group

  2410 Payne Rd, Chesapeake, VA 23323
• 

  

  /31

  Est $673,108 Not Listed For Sale

  2133 Summer Breeze Rd, Chesapeake, VA 23323

  • 6 Beds
  • 3.5 Baths
  • 2,929 Sq Ft
  • Built 2018

  2133 Summer Breeze Rd, Chesapeake, VA 23323

  Last Sold Summary

  • 9% Above List Price
  • $211/SF
  • 131 Days On Market

  • Last Sold Price $618,000
  • Jan 30, 2024
• 

  

  /27

  $358,900 Under Contract

  • 4 Beds
  • 1.5 Baths
  • 1,350 Sq Ft

  2712 Fenway Ave, Chesapeake, VA 23323

  Beautifully renovated ranch in Chesapeake. This 4 bedroom, 1.5 bath oasis has new windows, roof, bathroom vanities, kitchen cabinets, stainless steel appliances, granite countertops, HVAC system, luxury vinyl flooring, with a private backyard and detached garage. Make this fantastic home your dream home.

  

  Dominic Still

  RE/MAX Edge

  (757) 238-5395

  2712 Fenway Ave, Chesapeake, VA 23323
• 

  

  /35

  Starting at $1,221

  Total Monthly Price

  • 1 - 3 Beds

  1301 Canal Dr, Chesapeake, VA 23323

  With gorgeous views of the Elizabeth River all around you, private access to your own boat ramp and fishing at your back door, Marina Point Apartments brings you the best of living life on the water in Chesapeake! Find your escape from the hustle and bustle in a quiet corner of Chesapeake that’s still nearby businesses, shopping, schools, recreation areas and military installations. Tucked away

  Marina Point

  (757) 392-0625

  

  1301 Canal Dr, Chesapeake, VA 23323
• 

  $417,000 Sold Apr 24, 2026

  211 Diamond Ave, Chesapeake, VA 23323

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft
  • Built 2023

  Last Sold Summary

  • $225/SF
  • 14 Days On Market

  Current Estimated Value $403,256

  Last Listing Agent Taylor Dirk Iron Valley Real Estate Prestige

  211 Diamond Ave, Chesapeake, VA 23323
• 

  /2

  Est $387,403 Not Listed For Sale

  2501 Southern Pines Dr, Chesapeake, VA 23323

  • 4 Beds
  • 2 Baths
  • 1,656 Sq Ft
  • Built 1999

  2501 Southern Pines Dr, Chesapeake, VA 23323

  Last Sold Summary

  • 18% Below List Price
  • $199/SF

  • Last Sold Price $329,000

  Last Listing Agent Dan Clark Douglas Realty LLC
• 

  

  /49

  $414,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,679 Sq Ft

  902 Centurion Cir, Chesapeake, VA 23323

  Beautifully maintained 3-bedroom, 2-bath home located in the highly desirable Grassfield school district. Built in 2018, this home offers almost 1,700 square feet of comfortable living space with a thoughtfully designed open-concept floor plan. The main living area seamlessly connects the kitchen, dining, and living spaces, creating an inviting layout ideal for both everyday living and

  

  Charlotte Trux

  KW Metro Center

  (757) 914-3236

  902 Centurion Cir, Chesapeake, VA 23323
• 

  

  /20

  $2,495 Plus Fees

  • 5 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • House for Rent

  3009 Knight Rd, Chesapeake, VA 23323

  For questions, please email prior to applying. No upfront deposits available! Avoid Scammers! We do NOT list our properties on Facebook Marketplace. Fantastic 5-Bedroom, 2-Bath Home! Great kitchen space with tons of storage and dining area. The primary bedroom features an en suite! Relax in the sunroom or the beautiful backyard. Large Driveway Space. Ideally located near Interstates and

  (540) 625-1409

  3009 Knight Rd, Chesapeake, VA 23323
• 

  $305,000 Sold Jul 01, 2025

  923 Oklahoma Dr, Chesapeake, VA 23323

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 2004

  Last Sold Summary

  • $259/SF
  • 18 Days On Market

  Current Estimated Value $307,849

  Last Listing Agent Charles Barco Keller Williams Realty Twn Ctr

  923 Oklahoma Dr, Chesapeake, VA 23323
• 

  /2

  Est $376,423 Not Listed For Sale

  608 Appaloosa Trail, Chesapeake, VA 23323

  • 4 Beds
  • 2 Baths
  • 1,476 Sq Ft
  • Built 1992

  608 Appaloosa Trail, Chesapeake, VA 23323

  Last Sold Summary

  • 21% Below List Price
  • $210/SF

  • Last Sold Price $310,000

  Last Listing Agent Kristin Wood EXP Realty LLC
• 

  

  /18

  $579,900 New Construction

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

  Swan Plan, Chesapeake, VA

  

  Classic Design Builders

  Builder

  0 Shell Place St Unit 37905457, Chesapeake, VA
• 

  

  /42

  $3,250 Per Month

  • 5 Beds
  • 2.5 Baths
  • 2,289 Sq Ft
  • House for Rent

  3156 Sybilla St, Chesapeake, VA 23323

  Welcome to this beautiful 5-bedroom, 2.5-bath home in the Culpepper Landing community! Designed for both comfort & entertaining, this home features a spacious open floor plan w/stunning hardwood floors throughout the 1st floor. Just off the foyer, French doors lead to a versatile flex room-ideal as a home office, formal living space, or 5th bedroom. The light-filled dining room offers plenty of

  Bridgett Lake Howard Hanna Real Estate Svcs.

  3156 Sybilla St, Chesapeake, VA 23323
• 

  $352,000 Sold Nov 26, 2025

  315 Diamond Ave, Chesapeake, VA 23323

  • 4 Beds
  • 3 Baths
  • 1,428 Sq Ft
  • Built 1950

  Last Sold Summary

  • $246/SF
  • 68 Days On Market

  Current Estimated Value $340,382

  Last Listing Agent Sarah Wood Bigler Creed Realty

  315 Diamond Ave, Chesapeake, VA 23323
• 

  /2

  Est $443,439 Not Listed For Sale

  4757 Sunray Ave, Chesapeake, VA 23321

  • 4 Beds
  • 2 Baths
  • 1,516 Sq Ft
  • Built 1952

  4757 Sunray Ave, Chesapeake, VA 23321

  Last Sold Summary

  • 1% Below List Price
  • $297/SF

  • Last Sold Price $450,000

  Last Listing Agent Kristin Wood EXP Realty LLC
• 

  

  /36

  $400,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft

  208 Terwillinger Rd, Chesapeake, VA 23323

  Beautiful 3 bedroom 2 bath home with a large 2 car garage/workshop. This home sits on a quiet dead end street on .63 Acres. Across the street is a park and playground. Cozy living room with a wood burning fireplace, large bonus room/office. Huge back deck overlooks the extremely private back yard. This is a rare find! See the attached 3D virtual tour.

  

  Jamie Flowers

  Beach Realty United

  (757) 347-4028

  208 Terwillinger Rd, Chesapeake, VA 23323
• 

  

  /11

  $1,950

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Townhouse for Rent

  2706 Conrad Ave Unit 1, Chesapeake, VA 23323

  Spacious 2BR/2BA Home in Deep Creek, Chesapeake – Huge Private Backyard!Discover comfort and convenience in this beautifully maintained 2-bedroom, 2-bathroom home located in the desirable Deep Creek area of Chesapeake, VA. Offering a peaceful setting with unbeatable access to everything you need, this rental is the perfect place to call home.Property Highlights:??? 2

  2706 Conrad Ave Unit 1, Chesapeake, VA 23323
• 

  $615,000 Sold Dec 02, 2025

  459 Sawyers Mill Crossing, Chesapeake, VA 23323

  • 6 Beds
  • 2.5 Baths
  • 3,246 Sq Ft
  • Built 1998

  Last Sold Summary

  • $189/SF
  • 21 Days On Market

  Current Estimated Value $626,243

  Last Listing Agent Judy Reed Judy Reed Realty

  459 Sawyers Mill Crossing, Chesapeake, VA 23323
• 

  

  /32

  Est $448,286 Not Listed For Sale

  2449 Locks Landing, Chesapeake, VA 23323

  • 4 Beds
  • 2.5 Baths
  • 2,064 Sq Ft
  • Built 1989

  2449 Locks Landing, Chesapeake, VA 23323

  Last Sold Summary

  • 8% Above List Price
  • $201/SF
  • 3 Days On Market

  • Last Sold Price $415,000
  • Jul 10, 2023

  Last Listing Agent Lauren Bowers White Lightning Real Estate
• 

  

  /10

  $545,000 New Construction

  • 5 Beds
  • 2 Baths
  • 2,496 Sq Ft

  Gannett Plan, Chesapeake, VA 23323

  

  Classic Design Builders

  Builder

  805 Shell Rd Unit 37905421, Chesapeake, VA 23323
• 

  

  /16

  $2,395 Per Month

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • House for Rent

  3208 Sir Meliot Dr, Chesapeake, VA 23323

  Stunning ranch style property with designer paint color pallet, LVP flooring, and all one one level! Rooms are very spacious. Granite kitchen countertops and stainlees appliances. The attached garage boast 308 square feet. Backyard is fenced in. Homeowner will consider one small dog. You will love where your live and will be close to everywhere you want to be!

  Lisa Chandley The Real Estate Group

  3208 Sir Meliot Dr, Chesapeake, VA 23323
• 

  $507,000 Sold Aug 13, 2025

  3221 Sybilla St, Chesapeake, VA 23323

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft
  • Built 2015

  Last Sold Summary

  • $181/SF
  • 103 Days On Market

  Current Estimated Value $536,322

  Last Listing Agent Chris Jenkins Better Homes & Gdns Ntv Am Grp

  3221 Sybilla St, Chesapeake, VA 23323
• 

  

  /16

  Est $305,100 Not Listed For Sale

  505 Amster Ln, Chesapeake, VA 23323

  • 3 Beds
  • 1 Bath
  • 1,206 Sq Ft
  • Built 1962

  505 Amster Ln, Chesapeake, VA 23323

  Last Sold Summary

  • 92% Above List Price
  • $132/SF
  • 106 Days On Market

  • Last Sold Price $159,000
  • Nov 25, 2013

  Last Listing Agent Susan Jenkins Better Homes and Gardens Native American Group
• 

  

  /39

  $699,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 2,687 Sq Ft

  1844 Rockwood Dr, Chesapeake, VA 23323

  This Stephen Alexander home showcases transom windows, craftsman trim, crown molding, and soaring 12-foot ceilings, with built-in shelving throughout a bright tri-level layout. The chef’s kitchen features 42-inch cabinets, a large pantry, and a 7-foot granite island, conveniently located off the 2-car garage. Enjoy a 4-season deck overlooking a large backyard w/an in-ground salt pool, a deck with

  

  Daniel Patton

  Prodigy Realty

  (757) 801-5377

  1844 Rockwood Dr, Chesapeake, VA 23323
• 

  

  /63

  $3,375

  Total Monthly Price

  • 5 Beds
  • 4.5 Baths
  • 2,750 Sq Ft
  • CULPEPPER LANDING

  520 Robert Frost Rd, Chesapeake, VA 23323

  At almost 3,000 square feet, this home offers flexible living! Open floor plan features a family room with a gas fireplace, spacious kitchen with granite counters, stainless steel appliances, and plenty of bar-top seating. The dining area has French doors that open to a covered porch. The first-floor primary suite features recessed lighting, crown molding, 2 closets, a double vanity, and a jetted

  520 Robert Frost Rd, Chesapeake, VA 23323
• 

  $385,000 Sold Jun 17, 2025

  2125 Battery Park Rd, Chesapeake, VA 23323

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft
  • Built 1953

  Last Sold Summary

  • $167/SF
  • 25 Days On Market

  Current Estimated Value $392,147

  Last Listing Agent Elisa Benjamin Keller Williams Realty Twn Ctr

  2125 Battery Park Rd, Chesapeake, VA 23323
• 

  Est $255,146 Not Listed For Sale

  432 Guynn Ave, Chesapeake, VA 23323

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1962

  432 Guynn Ave, Chesapeake, VA 23323

  Last Sold Summary

  • 41% Above List Price
  • $194/SF
  • 41 Days On Market

  • Last Sold Price $181,500
  • Sep 12, 2024

  Last Listing Agent Tom Lyons Coastal Downsizing
• 

  

  /42

  $225,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 900 Sq Ft

  2717 Thomas St, Chesapeake, VA 23323

  Charming move in ready Bungalow on a oversized lot. Covered front porch. New carpet and freshly painted throughout. Newer vinyl replacement windows. Kitchen remodeled two years ago with new appliances just replaced - stainless refrigerator and gas stove. Primary bedroom with 1/2 bathroom. Heating/Air 2021 and Water Heater 2020.

  

  David Cacace

  BHHS RW Towne Realty

  (757) 801-2721

  2717 Thomas St, Chesapeake, VA 23323
• 

  

  /20

  $3,195 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft
  • House for Rent

  109 Bishops Ct, Chesapeake, VA 23323

  Welcome to this beautifully maintained 4-bedroom, 2.5-bath home in Chesapeake. This spacious two-story residence features an open floor plan with a cozy fireplace in the living room and abundant natural light throughout. The kitchen showcases a large island and stainless-steel appliances, offering both style and functionality. You’ll also find generously sized bedrooms, including a primary suite

  Janet Jones Aweigh Real Estate

  109 Bishops Ct, Chesapeake, VA 23323
• 

  $419,900 Sold Dec 01, 2025

  708 Glen Oak Crossing, Chesapeake, VA 23323

  • 4 Beds
  • 3.5 Baths
  • 1,836 Sq Ft
  • Built 1987

  Last Sold Summary

  • $229/SF
  • 101 Days On Market

  Current Estimated Value $417,413

  Last Listing Agent Dakota Bush LPT Realty LLC

  708 Glen Oak Crossing, Chesapeake, VA 23323
• 

  

  /14

  Est $307,315 Not Listed For Sale

  312 Gale Ave, Chesapeake, VA 23323

  • 3 Beds
  • 2.5 Baths
  • 1,286 Sq Ft
  • Built 2006

  312 Gale Ave, Chesapeake, VA 23323

  Last Sold Summary

  • 11% Above List Price
  • $216/SF
  • 45 Days On Market

  • Last Sold Price $278,000
  • Jul 05, 2024

  Last Listing Agent Avi Ron SSG Real Estate LLC.
• 

  /2

  $45,000

  • Land
  • 2.15 Acres
  • $20,911 per Acre

  000 Shell Rd, Chesapeake, VA 23323

  Discover 2.15 acres of beautifully wooded residential land tucked away in the Deep Creek area of Chesapeake. This serene parcel offers a peaceful natural setting with mature trees for a long-term investment. The property is currently landlocked with no established road access, and buyers will need to explore access options independently. Property to be sold as-is where-is. Located near the Oak

  

  John Horton

  Samson Properties

  (757) 349-1786

  000 Shell Rd, Chesapeake, VA 23323
• 

  

  /23

  $2,600

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • House for Rent

  846 Drawbridge Dr, Chesapeake, VA 23323

  WOW! Updated ranch ready for you to make it home! Single floor living at its best! 3 bedrooms, 2 full bathrooms, living room, dining area, & converted garage (fireplace is not for use). Additional features include fresh paint throughout, updated bathrooms, fixtures, new windows, new laminate & carpet flooring. A nice backyard for relaxing &/or entertaining. This home is within minutes of Norfolk

  846 Drawbridge Dr, Chesapeake, VA 23323
• 

  $260,000 Sold May 23, 2025

  25 Gale Ave, Chesapeake, VA 23323

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 2004

  Last Sold Summary

  • $250/SF
  • 24 Days On Market

  Current Estimated Value $263,938

  Last Listing Agent J Adam Harris LPT Realty LLC

  25 Gale Ave, Chesapeake, VA 23323
• 

  

  /28

  Est $607,534 Not Listed For Sale

  3313 Patrick Henry Dr, Chesapeake, VA 23323

  • 5 Beds
  • 3.5 Baths
  • 2,650 Sq Ft
  • Built 2017

  3313 Patrick Henry Dr, Chesapeake, VA 23323

  Last Sold Summary

  • 54% Above List Price
  • $149/SF
  • 3 Days On Market

  • Last Sold Price $395,000
  • Dec 18, 2017

  Last Listing Agent Sidney James HHHunt Realty Inc

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