Chesapeake, VA Homes

/24
$290,000 Pending
- 1,620 Sq Ft
4109 5th St, Chesapeake, VA 23324

Exclusive Showing Thursday, 2/26/26 from 10am to 11am! Exceptional Investment Opportunity! One unit is vacant; one is occupied by a tenant. Tenant needs 48 hours notice to approve showings for the occupied unit. DO NOT DISTURB TENANT. LARGE side-yard and backyard lot. Onsite driveway for parking in the front, with backyard access. Wonderfully situated near major interstates, military bases, and a

Linda Brandon

BHHS RW Towne Realty

(757) 353-4334

4109 5th St, Chesapeake, VA 23324
/15
$2,200 per month
- 2 Beds
- 2 Baths
- 1,418 Sq Ft
- Condo for Rent
1501 Waitsel Dr Unit 301, Chesapeake, VA 23320

Spacious, nearly new condo for rent in highly desirable in Chesapeake, Near to Hospitals, interstates, shopping, dining, and bases. Open-concept living with modern kitchen, stainless appliances, and ample cabinet space flows into a bright great room, convenient for everyday living and entertaining. Comfortable bedroom layout with generous closet space and well-appointed baths. Enjoy

Shraddha Shah Small-Shah Residential RE Adv.

1501 Waitsel Dr Unit 301, Chesapeake, VA 23320
$1,340,000 Sold Dec 05, 2025

306 Scone Castle Loop, Chesapeake, VA 23322
- 5 Beds
- 5 Baths
- 4,200 Sq Ft
- Built 2016
Last Sold Summary
- $319/SF
- 15 Days On Market
Current Estimated Value $1,344,290

Last Listing Agent Jessica Downes RE/MAX Allegiance

306 Scone Castle Loop, Chesapeake, VA 23322

/53
Est $504,878 Not Listed For Sale

1605 Condor Ct, Chesapeake, VA 23321
- 4 Beds
- 3 Baths
- 2,310 Sq Ft
- Built 1989
1605 Condor Ct, Chesapeake, VA 23321

Last Sold Summary
- 22% Above List Price
- $180/SF
- 0 Days On Market
Last Sold Price $415,000

Last Listing Agent Roy Johnson RE/MAX

/42
$225,000
- 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
/50

$1,425 - $2,611 per month

Pillars at Great Bridge

1 - 3 Beds

124 Fairwind Dr, Chesapeake, VA 23320

Welcome home to Pillars at Great Bridge!

124 Fairwind Dr, Chesapeake, VA 23320
$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 $397,345

Last Listing Agent Elisa Benjamin Keller Williams Realty Twn Ctr

2125 Battery Park Rd, Chesapeake, VA 23323

/2
Est $290,947 Not Listed For Sale

351 Middle Oaks Dr, Chesapeake, VA 23322
- 2 Beds
- 3 Baths
- 1,400 Sq Ft
- Built 1984
351 Middle Oaks Dr, Chesapeake, VA 23322

Last Sold Summary
Last Listing Agent Linda Lightfoot Performing Properties, LLC.

/45
$399,900 Under Contract
- 4 Beds
- 3 Baths
- 2,080 Sq Ft
2016 Jefferson St, Chesapeake, VA 23324

Eight years young and thoughtfully designed, this beautifully maintained four-bedroom home offers flexible living with two primary suites, one on the first floor and the one on the second. The oversized kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and generous prep space. Freshly installed carpet enhances the interior, and updated light fixtures add a

Anna Staylor

BHHS RW Towne Realty

(757) 520-7922

2016 Jefferson St, Chesapeake, VA 23324
/17
$2,295 per month
- 3 Beds
- 2 Baths
- 1,274 Sq Ft
- House for Rent
3332 Kinsington Dr, Chesapeake, VA 23321

3 bedrooms, 2 full-bath Ranch with 1 car attached garage, located between shopping at Churchland and I-664. Home has separate living room and family room, Laundry room with washer/dryer hook-ups, Eat-in kitchen has electric stove, refrigerator, dishwasher. Large fenced back yard. One dog ok (some breeds excluded) with additional $400 pet deposit. No cats. Minimum One year lease. SORRY, NO

Steve Barbour Barbour Realty Inc.

3332 Kinsington Dr, Chesapeake, VA 23321
$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 $413,815

Last Listing Agent Dakota Bush LPT Realty LLC

708 Glen Oak Crossing, Chesapeake, VA 23323

/25
Est $838,265 Not Listed For Sale

933 Brookmont Ln, Chesapeake, VA 23320
- 5 Beds
- 3 Baths
- 3,627 Sq Ft
- Built 2003
933 Brookmont Ln, Chesapeake, VA 23320

Last Sold Summary
- 68% Above List Price
- $138/SF
- 53 Days On Market
Last Sold Price $500,000

Last Listing Agent Deborah Gorham Mid Atlantic Real Estate Professionals, LLC.

/26
$335,000
- 3 Beds
- 2 Baths
- 1,485 Sq Ft
3980 Port Rd, Chesapeake, VA 23321

Charming brick ranch offering comfortable single-level living with approximately 1,485 square feet, 3 bedrooms, and 2 full bathrooms. This home features a spacious and functional layout with inviting living areas and generously sized bedrooms. The kitchen provides ample cabinet and counter space and flows easily into the main living areas, making everyday living and entertaining

LJ Hunt

Iron Valley Real Est Norfolk

(757) 834-9614

3980 Port Rd, Chesapeake, VA 23321
/50

$1,887 - $2,848 per month

Red Knot at Edinburgh

1 - 3 Beds

236 Red Knot Way, Chesapeake, VA 23322

Welcome Home to Red Knot at Edinburgh!

236 Red Knot Way, Chesapeake, VA 23322
$225,000 Sold Sep 30, 2025

3325 Bangor Crescent, Chesapeake, VA 23321
- 3 Beds
- 2.5 Baths
- 1,410 Sq Ft
- Built 1992
Last Sold Summary
- $160/SF
- 3 Days On Market
Current Estimated Value $224,171

Last Listing Agent Matthew Zachary BHHS RW Towne Realty

3325 Bangor Crescent, Chesapeake, VA 23321

/2
Est $452,465 Not Listed For Sale

927 Brandon Quay, Chesapeake, VA 23320
- 4 Beds
- 3 Baths
- 2,162 Sq Ft
- Built 1992
927 Brandon Quay, Chesapeake, VA 23320

Last Sold Summary
- 21% Below List Price
- $173/SF
Last Sold Price $375,000

Last Listing Agent Frances Cairns Howard Hanna William E. Wood

/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. Located near the Oak Manor area,

John Horton

Samson Properties

(757) 349-1786

000 Shell Rd, Chesapeake, VA 23323
/43
$3,000 per month
- 4 Beds
- 2.5 Baths
- 2,511 Sq Ft
- House for Rent
5205 Pughsville Rd, Chesapeake, VA 23321

Please Read Carefully: TOURING TO BE SCHEDULED AFTER APPLICATION. CHECK OUT THE 43 PHOTOS, WALKTHROUGH VIDEOS & DRIVE BY THE PROPERTY @ YOUR CONVENIENCE. Security Deposit=$3,000+1st Mo Rent Of $3,000 & Move In Cost=$6,000 with Excellent Credit & Rental History. Welcome home to this beautiful home with ultra modern open floor plan with traditional dining area comes with a ton of new upgrades and

Boldstar Property Management Boldstar Real Estate

5205 Pughsville Rd, Chesapeake, VA 23321
$335,000 Sold Aug 25, 2025

1032 Rosemont Ave, Chesapeake, VA 23324
- 4 Beds
- 2.5 Baths
- 2,150 Sq Ft
- Built 2006
Last Sold Summary
- $156/SF
- 33 Days On Market
Current Estimated Value $348,583

Last Listing Agent Daniel Caracas KW Allegiance

1032 Rosemont Ave, Chesapeake, VA 23324

/2
Est $497,186 Not Listed For Sale

3205 Jean Ct, Chesapeake, VA 23323
- 3 Beds
- 3 Baths
- 2,552 Sq Ft
- Built 1973
3205 Jean Ct, Chesapeake, VA 23323

Last Sold Summary
- 10% Below List Price
- $177/SF
Last Sold Price $452,000

Last Listing Agent Ralph Harvey Listwithfreedom.com Inc

/24
$530,000 Pending
- 4 Beds
- 2.5 Baths
- 3,169 Sq Ft
4108 Lakeview Dr, Chesapeake, VA 23323

Welcome To Your Waterfront Dream Home! This exquisite all-brick residence boast over 3,100 sq ft of luxurious living space, providing plenty of room for relaxation. This rare find includes 4 spacious bedrooms with plenty of natural light and designed for comfort. The heart of the home features white cabinetry with updated appliances. The comfort and efficiency of the recent HVAC and newer water

Linda Brandon

BHHS RW Towne Realty

(757) 267-6715

4108 Lakeview Dr, Chesapeake, VA 23323
/29

$1,128 - $1,348 per month

Starling Village

1 - 2 Beds

1921 Robert Hall Blvd, Chesapeake, VA 23324

Starling Village is a modern 55+ Senior Market Rate and Affordable apartment community in Chesapeake, VA, with newly updated grounds and amenity spaces. We offer one- and two-bedroom apartment homes to fit all of your needs. Conveniently located off Military Highway, near I-64, every apartment features a full-size washer & dryer, energy-efficient heating and A/C, emergency pull cords, and more.

1921 Robert Hall Blvd, Chesapeake, VA 23324
$900,000 Sold Dec 19, 2025

1900 Pocaty Rd, Chesapeake, VA 23322
- 4 Beds
- 2.5 Baths
- 2,680 Sq Ft
- Built 1940
Last Sold Summary
- $336/SF
- 44 Days On Market
Current Estimated Value $806,580

Last Listing Agent Debbie Rountree BHHS RW Towne Realty

1900 Pocaty Rd, Chesapeake, VA 23322

/2
Est $325,602 Not Listed For Sale

4178 Reid St, Chesapeake, VA 23324
- 5 Beds
- 2 Baths
- 1,800 Sq Ft
- Built 1991
4178 Reid St, Chesapeake, VA 23324

Last Sold Summary
Last Listing Agent Malaika 'Angel' Tyler EXP Realty, LLC

/48
$389,900 Under Contract
- 6 Beds
- 3 Baths
- 3,626 Sq Ft
1130 Chesapeake Ave, Chesapeake, VA 23324

Timeless Victorian charm meets spacious living in this stunning Historic South Norfolk home. Built in 1885, this beautifully preserved residence offers over 3,600 square feet of character-filled space, featuring soaring ceilings, rich wood flooring, and remarkable architectural details throughout. The grand wraparound porch invites you to relax and enjoy the charm of the neighborhood, while the

Stacy Potts

Focus Realty LLC

(757) 300-1838

1130 Chesapeake Ave, Chesapeake, VA 23324
/26
$2,400 per month
- 3 Beds
- 2.5 Baths
- 1,757 Sq Ft
- Townhouse for Rent
529 Bright Red Run, Chesapeake, VA 23323

You will love this contemporary townhouse featuring foyer, great room with ceiling fan open to dining area and kitchen. Kitchen features lots of counter space, all appliances(refrigerator, electric range, dishwasher, microwave, disposal) plus bar eating area. Great room back door opens to small patio in the backyard. 1 car garage. Upstairs there is a primary bedroom big enough for king size bed,

Kathy Elliott RE/MAX Allegiance

529 Bright Red Run, Chesapeake, VA 23323
$368,000 Sold Sep 29, 2025

117 Capital Ave, Chesapeake, VA 23324
- 4 Beds
- 3 Baths
- 2,248 Sq Ft
- Built 1966
Last Sold Summary
- $164/SF
- 11 Days On Market
Current Estimated Value $377,511

Last Listing Agent Katie Powers Iron Valley Real Est Norfolk

117 Capital Ave, Chesapeake, VA 23324

/14
Est $224,923 Not Listed For Sale

1004 Saint Andrews Way, Chesapeake, VA 23320
- 2 Beds
- 2 Baths
- 1,026 Sq Ft
- Built 1986
1004 Saint Andrews Way, Chesapeake, VA 23320

Last Sold Summary
- 36% Above List Price
- $161/SF
- 2 Days On Market
Last Sold Price $165,000

Last Listing Agent Beth Autery eXp Williamsburg, LLC

/49
$520,000 Pending
- 4 Beds
- 2.5 Baths
- 2,530 Sq Ft
503 Miami Dr, Chesapeake, VA 23323

Spacious, well-cared-for home in the sought-after Grassfield High School district, ready for a new owner to experience this wonderful property and make new memories! Enjoy a huge yard with plenty of space for outdoor activities, including a spacious deck with hard-wired Bose speakers—perfect for summer barbecues and pool parties. The inside of the home boasts tons of square footage and lots of

Jacquelyn Paolella

KW Coastal Virginia Chesapeake

(757) 573-0671

503 Miami Dr, Chesapeake, VA 23323
/50

$1,760 - $2,260 per month

Mosaic Summit Pointe

1 - 3 Beds

580 Belaire Ave, Chesapeake, VA 23320

Welcome ToMosaic Summit Pointe Chesapeake ApartmentsLooking for a home that fits your urban lifestyle like a glove? Mosaic at Summit Pointe Apartments is calling your name. Seize the opportunity to live in a thriving neighborhood, surrounded by luxurious comforts youll hardly find anywhere else. Our new apartments in Chesapeake, VA, have it all, from refined leisure spaces to conveniences that

580 Belaire Ave, Chesapeake, VA 23320
$240,000 Sold Oct 24, 2025

3303 Rokeby Ave, Chesapeake, VA 23325
- 3 Beds
- 1.5 Baths
- 1,465 Sq Ft
- Built 1975
Last Sold Summary
- $164/SF
- 27 Days On Market
Current Estimated Value $242,791

Last Listing Agent Paul Pavon Exit Realty Professionals

3303 Rokeby Ave, Chesapeake, VA 23325

/16
Est $297,911 Not Listed For Sale

1029 Baugher Ave, Chesapeake, VA 23323
- 4 Beds
- 2 Baths
- 1,436 Sq Ft
- Built 1960
1029 Baugher Ave, Chesapeake, VA 23323

Last Sold Summary
- 270% Above List Price
- $56/SF
- 88 Days On Market
Last Sold Price $80,500

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

/44
$319,900
- 2 Beds
- 2 Baths
- 1,418 Sq Ft
1501 Waitsel Dr Unit 106, Chesapeake, VA 23320

Welcome to this stunning, like new condo in the heart of Chesapeake! Built just only 2 years ago and loaded with high-end finishes throughout! This open concept home offers a flow between the kitchen, dining, and living areas, and makes it great for everyday living and entertaining! The kitchen features high end cabinetry, quartz countertops, stainless steel appliances, and a spacious eat in

Karl Konradson

BHHS RW Towne Realty

(757) 241-6197

1501 Waitsel Dr Unit 106, Chesapeake, VA 23320
/12
$1,850 per month
- 2 Beds
- 2 Baths
- 1,214 Sq Ft
- Townhouse for Rent
1816 Carrollwood Common, Chesapeake, VA 23320

Chesapeake Townhome in Woodgate Commons - Move-In Ready! Welcome to this charming 2-primary-bedroom townhome in the desirable Woodgate Commons community of Chesapeake. Thoughtfully designed for comfort & convenience, this home features a first-floor primary suite complete w/ a private bath-perfect for easy, single-level living. Upstairs, you’ll find a second spacious primary bedroom w/ its own

AJ Williamson RE/MAX Alliance

1816 Carrollwood Common, Chesapeake, VA 23320
$227,000 Sold Aug 27, 2025

7 Keswick Cir, Chesapeake, VA 23320
- 3 Beds
- 2.5 Baths
- 1,604 Sq Ft
- Built 1980
Last Sold Summary
- $142/SF
- 3 Days On Market
Current Estimated Value $251,985

Last Listing Agent Alphradezsa 'Lexi' Church Creed Realty

7 Keswick Cir, Chesapeake, VA 23320

/2
Est $527,432 Not Listed For Sale

4701 Creekview Ct, Chesapeake, VA 23321
- 4 Beds
- 3 Baths
- 2,448 Sq Ft
- Built 1995
4701 Creekview Ct, Chesapeake, VA 23321

Last Sold Summary
- 13% Below List Price
- $190/SF
Last Sold Price $465,000

Last Listing Agent Mindy Bandy 1st Class Real Estate Premier Homes

/30
$375,000 Under Contract
- 4 Beds
- 2 Baths
- 1,800 Sq Ft
3204 Bruno Dr, Chesapeake, VA 23323

Make this your first stop! This beautiful brick ranch blends modern updates with classic charm. Roof and windows are less than 7 years old, and the freshly painted interior features LVP flooring in the bedrooms. The modern kitchen shines with updated soft-close cabinets, granite countertops, and a matching backsplash. Enjoy two full bathrooms, a spacious primary suite with oversized closets, and

Matthew Salway

Iron Valley Real Estate HR

(757) 280-2044

3204 Bruno Dr, Chesapeake, VA 23323
/23

$1,195 - $1,395 per month

Harvard Apartments

2 Beds

2600 Harvard Dr, Chesapeake, VA 23324

Welcome to Harvard Apartments, a community designed with your needs in mind. Our community offers 2-bedroom layouts, some fully renovated, providing you with the perfect space to call home. Experience modern living and comfort, and explore Harvard Apartments today! Nestled against a wooded setting off Harvard Drive, Harvard Apartments brings you closer to the best of the city while offering a

2600 Harvard Dr, Chesapeake, VA 23324
$435,000 Sold May 29, 2025

1416 Woodside Ct S, Chesapeake, VA 23320
- 3 Beds
- 2 Baths
- 1,718 Sq Ft
- Built 1979
Last Sold Summary
- $253/SF
- 19 Days On Market
Current Estimated Value $442,254

Last Listing Agent Anna Staylor BHHS RW Towne Realty

1416 Woodside Ct S, Chesapeake, VA 23320

/12
Est $360,909 Not Listed For Sale

724 Milby Dr, Chesapeake, VA 23325
- 3 Beds
- 2.5 Baths
- 1,741 Sq Ft
- Built 2005
724 Milby Dr, Chesapeake, VA 23325

Last Sold Summary
- 107% Above List Price
- $100/SF
- 12 Days On Market
Last Sold Price $174,000

Last Listing Agent Scott McClaine Lifelong Realty Inc

Showing Results 161 - 200, Page 5 of 18

Virginia Chesapeake County Chesapeake

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Chesapeake, VA Homes

Real Estate & Homes