14,407

Deep Creek Homes

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  • /50

    $575,000

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,780 Sq Ft

    776 Big Bear Ln, Chesapeake, VA 23323

    Welcome to this beautifully designed home in Culpepper Landing, where thoughtful design and modern finishes come together. The open-concept layout centers around a gourmet kitchen featuring quartz countertops, a large island with seating for four, gas cooktop, double ovens, stainless steel appliances, under-cabinet lighting, walk-in pantry, and breakfast area. The family room offers a gas

    Agent Photo

    Maritza Brandon

    The Real Estate Group

    776 Big Bear Ln, Chesapeake, VA 23323
  • /31

    $2,995 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,872 Sq Ft
    • House for Rent

    1428 Gust Ln, Chesapeake, VA 23323

    Freshly painted and move-in ready, this beautifully updated 4-bedroom, 2.5-bath home offers comfort, style, and space to enjoy. Natural light fills the home, creating a bright and welcoming feel. The updated kitchen features granite countertops, a stylish tile backsplash, soft-close cabinets, stainless steel appliances and a smooth-top electric range. New flooring flows throughout, and the

    Agent Photo

    Radonna Grace

    A Better Way Realty Inc.

    1428 Gust Ln, Chesapeake, VA 23323
  • 211 Diamond Ave, 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 $411,394

    Last Listing Agent Taylor Dirk Iron Valley Real Estate Prestige

    211 Diamond Ave, Chesapeake, VA 23323
    • /31

      Est $678,650

      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

      • 131 Days On Market

  • /50

    $699,000

    $51K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 4,459 Sq Ft

    433 Truitt Rd, Chesapeake, VA 23321

    This home, on 5 acres, offers country living & modern updates. With 4-bedrooms, 2 living areas, 2 add'l flex rooms great for a home office, game room, guest space, or potential extra bedrooms, this property provides versatility today's buyers are searching for. There is new LVP flooring, updated bathrooms, & a remodeled kitchen completed in the last 6 years. The wood stove adds warmth & character

    Agent Photo

    Kevin Keogh

    BHHS RW Towne Realty

    433 Truitt Rd, Chesapeake, VA 23321
  • /33

    Starting at $1,303 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

    908 Lake Village Dr, Chesapeake, VA 23323
  • 315 Diamond Ave, 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 $343,328

    Last Listing Agent Sarah Wood Bigler Creed Realty

    315 Diamond Ave, Chesapeake, VA 23323
    • /2

      Est $387,874

      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

  • /18

    $579,900

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

    Swan Plan, Chesapeake, VA

    Builder Photo

    Classic Design Builders

    Builder

    0 Shell Place St Unit 37905457, Chesapeake, VA
  • /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

    1301 Canal Dr, Chesapeake, VA 23323
  • 459 Sawyers Mill Crossing, 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 $629,202

    Last Listing Agent Judy Reed Judy Reed Realty

    459 Sawyers Mill Crossing, Chesapeake, VA 23323
    • /2

      Est $436,806

      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

  • /35

    $380,000

    • 5 Beds
    • 3.5 Baths
    • 2,354 Sq Ft

    1417 Gust Ln, Chesapeake, VA 23323

    This unique property offers a main home and a separate second residence, creating flexibility that's hard to find. Whether you're looking for multigenerational living, a private in-law suite, rental income, guest accommodations, or space to run a home-based business (where permitted), this property adapts to your lifestyle. The main home features 3 bedrooms and 2.5 baths, while the second home

    Agent Photo

    Candice Myers

    BHHS RW Towne Realty

    1417 Gust Ln, Chesapeake, VA 23323
  • /20

    $2,475 Plus Fees

    • 3 Beds
    • 3 Baths
    • 1,831 Sq Ft
    • Townhouse for Rent

    3136 Codorus St, Chesapeake, VA 23323

    Property Id: 249379Three bedrooms 2.5 bathroom approximately 18 31 ft.² single car attachment, garage fresh paint luxury ?plank, flooring upstairs granite countertops in kitchen and bathroom open kitchen dining area, washer and dryer connection HOA amenities ? included swimming pool fitness center playground clubhouse one year lease required HOA fees included in rent tenant responsible

    3136 Codorus St, Chesapeake, VA 23323
  • 3221 Sybilla St, 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 $554,079

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

    3221 Sybilla St, Chesapeake, VA 23323
    • /5

      Est $285,778

      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 Days On Market

  • /30

    $695,900

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

    1906 Mccoy Rd, Chesapeake, VA 23323

    TO BE BUILT to customer specs - 4 BR each with generous ensuite. Honoring the natural setting with waterfront living surrounded by egrets, wildlife and protected land. The oversized windows will immerse you in light at every turn. Open and Elegant modern home. Entertainers kitchen - Quartz counters, custom backsplash, GE Cafe appliance package, and custom range hood. Extensive HW flooring and 10'

    Agent Photo

    Monique Darling

    BHHS RW Towne Realty

    1906 Mccoy Rd, Chesapeake, VA 23323
  • /20

    $3,400 Plus Fees

    • 4 Beds
    • 2.5 Baths
    • 2,607 Sq Ft
    • House for Rent

    2716 Gilmerton Rd, Chesapeake, VA 23323

    Welcome to this Beautiful two-story HOME and its custom style, w/ 4 spacious bedrooms & 2.5 baths. While the amazing floor plan bring comfort in the family room, you'll find a luxurious kitchen w/granite countertops, ample cabinet space, stainless steel appliances & an eat-in area. Rest comfortably in the sizeable primary bdrm w/ its spa-like bath w/dual vanities, Jetted tub & walk in closet. The

    2716 Gilmerton Rd, Chesapeake, VA 23323
  • 920 Olmstead St, Chesapeake, VA 23323

    $580,000

    Sold Jun 04, 2026

    920 Olmstead St, Chesapeake, VA 23323

    • 4 Beds
    • 2.5 Baths
    • 2,544 Sq Ft
    • Built 2022

    Last Sold Summary

    • 1% Above List Price
    • $228/SF
    • 28 Days On Market

    Current Estimated Value $571,945

    Last Listing Agent Evelyn Morales Iron Valley Real Estate Prestige

    920 Olmstead St, Chesapeake, VA 23323
    • /26

      Est $348,783

      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 Days On Market

  • /48

    $699,000

    $16K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    200 Heron Bay Ln, Chesapeake, VA 23323

    Take advantage of a $10,000 seller incentive for buyer's closing cost! Built in 2021, the home welcomes you with a covered front porch, an inviting entryway, and a formal dining room. Just off the large living room, highlighted by a gas fireplace with tile surround the chef’s kitchen features a large center island with sink, granite countertops, built-in double ovens, white shaker cabinets, tiled

    Agent Photo

    Daniel Patton

    Prodigy Realty

    200 Heron Bay Ln, Chesapeake, VA 23323
  • /20

    $3,100 Plus Fees

    • 3 Beds
    • 2.5 Baths
    • 1,984 Sq Ft
    • House for Rent

    652 Colonel Byrd St, Chesapeake, VA 23323

    Property Id: 2707568Available now in the highly sought-after Culpepper Landing community, this spacious home features an open-concept floor plan with modern finishes throughout. The gourmet kitchen offers quartz countertops, a large center island, and abundant cabinet space. The family room includes luxury vinyl plank flooring and a cozy gas fireplace, plus a private office that’s perfect

    652 Colonel Byrd St, Chesapeake, VA 23323
  • 708 Glen Oak Crossing, 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 $423,558

    Last Listing Agent Dakota Bush LPT Realty LLC

    708 Glen Oak Crossing, Chesapeake, VA 23323
    • /14

      Est $319,857

      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

      • 45 Days On Market

  • /36

    $267,500

    $27K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,471 Sq Ft

    523 Nesbit Dr Unit 101, Chesapeake, VA 23323

    PRICED 30,000 under market for a fast sale. We are PACKED AND READY TO GO. Generous paint and flooring allowance with full price offer! Make it YOURS. Who says "there are not any deals" THIS is a deal with walk in equity, seller must relocate!

    Agent Photo

    Janice Myers-Hollowell

    World Class Realty

    523 Nesbit Dr Unit 101, Chesapeake, VA 23323
  • /15

    $2,200

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,343 Sq Ft
    • House for Rent

    2212 Ferndale Rd, CHESAPEAKE, VA 23323

    This beautiful 3 bedroom 2 bath home with a one car garage in the heart of deep creek will be available August 20, 2026. There is LVP flooring throughout the home. Pets are not permitted. Must be a US Citizen and able to pass a background and credit check with a score of 700 or more. Income must be 3 times the monthly rent. Showings are available beginning May 18 Monday-Thursday between 530PM-

    2212 Ferndale Rd, CHESAPEAKE, VA 23323
  • 512 Wooten Ln, Chesapeake, VA 23323

    $335,000

    Sold Jun 26, 2026

    512 Wooten Ln, Chesapeake, VA 23323

    • 3 Beds
    • 1 Bath
    • 1,286 Sq Ft
    • Built 1962

    Last Sold Summary

    • 3% Above List Price
    • $260/SF
    • 27 Days On Market

    Current Estimated Value $327,076

    Last Listing Agent Michele Obenour Howard Hanna Real Estate Svcs.

    512 Wooten Ln, Chesapeake, VA 23323
    • /35

      Est $388,563

      Not Listed For Sale

      1724 Defiance Dr, Chesapeake, VA 23323

      • 3 Beds
      • 4 Baths
      • 1,760 Sq Ft
      • Built 2021
      1724 Defiance Dr, Chesapeake, VA 23323

      Last Sold Summary

      • 3 Days On Market

  • /10

    $545,000

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

    Gannett Plan, Chesapeake, VA 23323

    Builder Photo

    Classic Design Builders

    Builder

    805 Shell Rd Unit 37905421, Chesapeake, VA 23323
  • /14

    $2,595 Per Month

    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • House for Rent

    1246 Woods Way, Chesapeake, VA 23323

    Welcome to this beautifully maintained four-bedroom, two-bath ranch-style home nestled on a cul-de-sac in Chesapeake. Featuring an inviting open-concept floor plan, this home offers a spacious living area that flows seamlessly into the kitchen and dining space. Property Features:4 Bedrooms2 Full BathroomsOpen-Concept Floor PlanFirst-Floor Primary BedroomAdditional First-Floor

    RuthAnn Fields Osprey Property Managment Inc

    1246 Woods Way, Chesapeake, VA 23323
  • 1344 Deep Creek Blvd, Chesapeake, VA 23323

    $435,000

    Sold Sep 12, 2025

    1344 Deep Creek Blvd, Chesapeake, VA 23323

    • 4 Beds
    • 2.5 Baths
    • 2,520 Sq Ft
    • Built 2021

    Last Sold Summary

    • $173/SF
    • 21 Days On Market

    Current Estimated Value $452,094

    Last Listing Agent Crystal Salazar Own Real Estate LLC

    1344 Deep Creek Blvd, Chesapeake, VA 23323
    • /30

      Est $552,533

      Not Listed For Sale

      3305 Patrick Henry Dr, Chesapeake, VA 23323

      • 3 Beds
      • 3.5 Baths
      • 2,178 Sq Ft
      • Built 2018
      3305 Patrick Henry Dr, Chesapeake, VA 23323

      Last Sold Summary

      • 48 Days On Market

  • /42

    $440,000

    • 3 Beds
    • 1.5 Baths
    • 1,341 Sq Ft

    4309 East Rd, Chesapeake, VA 23321

    Escape to serene equestrian country living! This inviting 3-bedroom, 1.5-bath ranch (with additional non-heated/cooled bedroom/flex room over garage and additional full bath) sits on over 3 acres in Chesapeake's desirable Western Branch area, offering the perfect blend of privacy, open space, and modern updates. Inside, you'll find a move-in-ready home featuring a bright, updated kitchen, durable

    Agent Photo

    Judy Boone

    Judy Boone Realty Inc.

    4309 East Rd, Chesapeake, VA 23321
  • /2

    $3,200

    Total Monthly Price

    • 4 Beds
    • 2.5 Baths
    • 2,293 Sq Ft
    • House for Rent

    3212 Sybilla St, Chesapeake, VA 23323

    Beautiful 4 bedroom 2.5 bathroom completed renovated in 2023. First-floor primary suite includes a custom-designed closet and a spa-like bath with double shower heads 9ft ceilings, and LVP flooring throughout the downstairs. The kitchen shines with quartz countertops, high-end stainless appliances, and a custom-designed pantry. A second-story loft-style family room adds flexible living space.

    3212 Sybilla St, Chesapeake, VA 23323
  • 2014 Millville Rd, Chesapeake, VA 23323

    $745,000

    Sold Apr 24, 2026

    2014 Millville Rd, Chesapeake, VA 23323

    • 5 Beds
    • 4 Baths
    • 2,700 Sq Ft
    • Built 2023

    Last Sold Summary

    • $276/SF
    • 179 Days On Market

    Last Listing Agent David Drogus G Daniels & Company

    2014 Millville Rd, Chesapeake, VA 23323
    • /27

      Est $572,976

      Not Listed For Sale

      3309 Patrick Henry Dr, Chesapeake, VA 23323

      • 3 Beds
      • 2.5 Baths
      • 2,367 Sq Ft
      • Built 2017
      3309 Patrick Henry Dr, Chesapeake, VA 23323

      Last Sold Summary

      • 78 Days On Market

  • /39

    $439,900

    $5K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,460 Sq Ft

    624 Rock Dr, Chesapeake, VA 23323

    Make this your first stop! This beautifully updated brick ranch in the desirable Oak Manor neighborhood was fully remodeled in 2022 and offers the perfect combination of style, space, and functionality. Featuring 4 spacious bedrooms, 2 full bathrooms, and an attached garage, this move-in-ready home has room for everyone. The thoughtful renovation included updated flooring, paint, lighting, and

    Agent Photo

    Matthew Salway

    Iron Valley Real Estate HR

    624 Rock Dr, Chesapeake, VA 23323
  • /22

    $1,575 Per Month

    • 3 Beds
    • 1 Bath
    • 925 Sq Ft
    • House for Rent

    2514 Livesay Rd, Chesapeake, VA 23323

    Cozy 3-bedroom, 1-bath ranch home located in a well-established neighborhood. Sitting on a large corner lot, this home offers ample outdoor space with a partially enclosed chain-link fence. Enjoy your mornings on the screened porch or make use of the detached garage for parking or extra storage. The home features a spacious bathroom and generously sized bedrooms, perfect for comfortable living.

    Jan Rucinski HomeServices Property Mgmt LLC

    2514 Livesay Rd, Chesapeake, VA 23323
  • 1444 Culpepper Ave, Chesapeake, VA 23323

    $364,000

    Sold Nov 12, 2025

    1444 Culpepper Ave, Chesapeake, VA 23323

    • 3 Beds
    • 2 Baths
    • 1,360 Sq Ft
    • Built 1978

    Last Sold Summary

    • $268/SF
    • 108 Days On Market

    Current Estimated Value $361,751

    Last Listing Agent Jay Kotchka BHHS RW Towne Realty

    1444 Culpepper Ave, Chesapeake, VA 23323
    • /2

      Est $551,796

      Not Listed For Sale

      3220 Farange Dr, Chesapeake, VA 23323

      • 4 Beds
      • 3 Baths
      • 2,334 Sq Ft
      • Built 2009
      3220 Farange Dr, Chesapeake, VA 23323

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$417,050
Median Single Family Sale Price
$420,000
Median Townhouse Sale Price
$408,000
Median 2 Bedroom Sale Price
$250,000
Average Price Per Sq Ft
$219
Number of Homes for Sale
62
Last 12 months Home Sales
532
Months of Supply
1.40
Median List Price
$419,950
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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