Chesapeake, VA Homes

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$249,900 Pending
- 1,566 Sq Ft
908 Poplar Ave, Chesapeake, VA 23323

Brick duplex with stable cash flow and long-term tenants in place! Each unit offers ~ 783 SF with 2 bedrooms and 1 bath (1566 SF total). Both units are leased at $950/month through 3/31/2027, providing immediate income and reduced vacancy risk. Tenants pay their own utilities; water is on one meter and reimbursed to landlord. Unit A features an updated bathroom. Property includes a large side

Henri Ellis

Howard Hanna Real Estate Svcs.

(757) 294-8873

908 Poplar Ave, Chesapeake, VA 23323
/37
$1,800 Per Month
- 3 Beds
- 2.5 Baths
- 1,434 Sq Ft
- Townhouse for Rent
3816 Sir Francis Drake Dr, Chesapeake, VA 23321

Beautifully maintained bright and airy Townhouse. First floor primary suite. Loft area great for lounging, office space or play area. Rent includes yard maintenance. Security system equipment service at Tenant's expense. No Smoking. No Pets, Firm.

Electra Alexander BHHS RW Towne Property Mgmt

3816 Sir Francis Drake 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 $417,413

Last Listing Agent Dakota Bush LPT Realty LLC

708 Glen Oak Crossing, Chesapeake, VA 23323

/46
Est $577,570 Not Listed For Sale

4107 Chowan Ave, Chesapeake, VA 23325
- 3 Beds
- 2 Baths
- 2,002 Sq Ft
- Built 1964
4107 Chowan Ave, Chesapeake, VA 23325

Last Sold Summary
- 36% Above List Price
- $212/SF
- 4 Days On Market
- Last Sold Price $425,000
- Aug 13, 2021
Last Listing Agent Colby Phippin Hall Realty

/45
$685,000
- 5 Beds
- 3 Baths
- 3,874 Sq Ft
716 River Strand, Chesapeake, VA 23320

Welcome Home! This masterpiece is located in a sought -after neighborhood, this beautifully maintained home offers the perfect blend on comfort , style and functionality. Featuring spacious living areas, abundant natural light, and a thoughtfully designed layout, this property is ideal for both everyday living and entertaining. The Kitchen provides ample cabinetry and workspace, flowing

Brandy Jones

Keller Williams Realty Twn Ctr

(757) 993-7136

716 River Strand, Chesapeake, VA 23320
/9
$2,600

Total Monthly Price
- 3 Beds
- 2.5 Baths
- 2,233 Sq Ft
- Condo for Rent
1304 Duchess of York Quay Unit 1304 Duchess, Chesapeake, VA 23320

This 2233 square foot detached condo home has 3 bedrooms and 2 full baths, one half bath. Downstairs den with gas fireplace. Very spacious living area upstairs with high ceilings and large kitchen. Refrigerator, stove, dishwasher, microwave, washer and dryer provided. This home is located in the Greenbrier West area of Chesapeake. This home is located on a corner lot and has a wood-fenced

1304 Duchess of York Quay Unit 1304 Duchess, 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 $392,147

Last Listing Agent Elisa Benjamin Keller Williams Realty Twn Ctr

2125 Battery Park Rd, Chesapeake, VA 23323

/2
Est $532,017 Not Listed For Sale

3237 Shadyside Ln, Chesapeake, VA 23321
- 5 Beds
- 3 Baths
- 2,958 Sq Ft
- Built 1979
3237 Shadyside Ln, Chesapeake, VA 23321

Last Sold Summary
- 13% Below List Price
- $159/SF
- Last Sold Price $469,000
Last Listing Agent Susan Krancer Fords Colony Realty

/35
$500,000
- 3 Beds
- 2 Baths
- 1,719 Sq Ft
152 Mann Dr, Chesapeake, VA 23322

Welcome to 152 Mann Drive in the heart of Great Bridge! This well-built brick ranch offers the perfect blend of charm and modern updates. Nearly every major improvement was completed in 2023, including luxury vinyl plank flooring, a fully updated kitchen, renovated bathrooms, HVAC system, and roof—giving you peace of mind for years to come. You’ll appreciate the seamless flow of the floor plan,

Bruce Jones

The Real Estate Group

(757) 821-6227

152 Mann Dr, Chesapeake, VA 23322
/21
$2,200 Per Month
- 3 Beds
- 2 Baths
- 1,056 Sq Ft
- House for Rent
2206 Berkley Ave, Chesapeake, VA 23324

Charming 3 bedroom 2 bathroom ranch home for rent! Nicely updated kitchen with white shaker cabinets, corian counter tops, and stainless steel appliances. The kitchen also features an open window out to the dining room and living room areas with a bar great for extra seating and entertaining. Spacious backyard with privacy fence and huge covered front porch. Check it out today!

Joy Frazier Prodigy Realty VA LLC

2206 Berkley Ave, Chesapeake, VA 23324
$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 $226,071

Last Listing Agent Matthew Zachary BHHS RW Towne Realty

3325 Bangor Crescent, Chesapeake, VA 23321

/2
Est $511,054 Not Listed For Sale

1075 Cranberry Dr, Chesapeake, VA 23320
- 3 Beds
- 3 Baths
- 2,467 Sq Ft
- Built 2011
1075 Cranberry Dr, Chesapeake, VA 23320

Last Sold Summary
- 12% Below List Price
- $184/SF
- Last Sold Price $454,900
Last Listing Agent Jane Potter Williamsburg Realty

/27
$315,000
- 2 Beds
- 2 Baths
- 1,420 Sq Ft
1307 Eagles Trace Path Unit A, Chesapeake, VA 23320

Welcome Home! This beautifully maintained 2 bed, 2 bath townhome is located in the desirable Greenbrier Country Club Golf community! This move-in ready home features a first-floor primary suite with ensuite bath and a spacious loft for a home office, guest space, or flex area. Freshly painted throughout (2026) with brand new carpet (2026) and LVP flooring (2020). Enjoy a fully updated kitchen

Leslie Brennan

Aweigh Real Estate

(757) 294-8226

1307 Eagles Trace Path Unit A, Chesapeake, VA 23320
/15
$1,970

Total Monthly Price
- 3 Beds
- 1.5 Baths
- 1,212 Sq Ft
- Rest. Relax. Recharge. Home awaits!
1448 Winslow Ave, Chesapeake, VA 23323

This 3 bedroom, 1.5 bathroom home in Chesapeake, VA is professionally managed by Sylvan Homes, one of the nation’s leading single-family rental companies.*Restrictions applyProspective tenants for Sylvan Homes must meet the following criteria: all occupants aged 18 and above must complete an application for approval, and Tenant Qualification Requirements can be accessed on under

1448 Winslow Ave, Chesapeake, VA 23323
$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 $347,786

Last Listing Agent Daniel Caracas KW Allegiance

1032 Rosemont Ave, Chesapeake, VA 23324

/17
Est $206,700 Not Listed For Sale

1705 Stoney Creek Arch Unit B, Chesapeake, VA 23320
- 2 Beds
- 2 Baths
- 978 Sq Ft
- Built 1986
1705 Stoney Creek Arch Unit B, Chesapeake, VA 23320

Last Sold Summary
- 28% Above List Price
- $165/SF
- 4 Days On Market
- Last Sold Price $161,000
- Feb 28, 2022
Last Listing Agent Kristin Wood EXP Realty LLC

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$405,000
- 4 Beds
- 2.5 Baths
- 1,612 Sq Ft
2406 Drum Creek Rd, Chesapeake, VA 23321

Well-maintained 4-bedroom, 2.5 bath all-brick ranch situated on a beautifully landscaped 1+ acre lot in desirable Western Branch. This inviting home features a spacious living room filled with natural light from a large bay window and anchored by a cozy stone fireplace, perfect for relaxing or entertaining. Gorgeous hardwood floors flow throughout the main living areas, adding warmth and

LeeAnn Schadlich

World Class Realty

(757) 267-4693

2406 Drum Creek Rd, Chesapeake, VA 23321
/26
$2,850 Per Month
- 4 Beds
- 2.5 Baths
- 2,000 Sq Ft
- House for Rent
4123C Everett St, Chesapeake, VA 23324

This spacious 4-bedroom, 2.5-bath home offers approximately 2,000 square feet of well-designed living space with an open and inviting floor plan. The large kitchen features granite countertops, abundant cabinet and counter space, and overlooks the bright family room—perfect for entertaining or everyday living. The generous primary suite includes a custom tray ceiling, a large walk-in closet, and

Caroline Cicatko The Property Shoppe

4123C Everett St, 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 $902,340

Last Listing Agent Debbie Rountree BHHS RW Towne Realty

1900 Pocaty Rd, Chesapeake, VA 23322

/2
Est $551,063 Not Listed For Sale

3355 Patrick Henry Dr, Chesapeake, VA 23323
- 4 Beds
- 4 Baths
- 2,340 Sq Ft
- Built 2017
3355 Patrick Henry Dr, Chesapeake, VA 23323

Last Sold Summary
- 20% Below List Price
- $197/SF
- Last Sold Price $460,000
Last Listing Agent Alison McPherson Liz Moore & Associates-1

/48
$699,900 Under Contract
- 5 Beds
- 3.5 Baths
- 3,385 Sq Ft
2223 Summer Breeze Rd, Chesapeake, VA 23323

The Palermo. Located in the highly sought-after Grassfield High School district, this beautifully updated home offers both convenience and luxury just minutes from I-64, I-464, Greenbrier, and Downtown Norfolk. Nestled on a private, wooded lot, the backyard is an entertainer’s dream featuring a lighted fence, expansive stone hardscaping, a gas fireplace, and a fully equipped outdoor kitchen with

Katie Burke

Long & Foster Real Estate Inc.

(757) 573-0673

2223 Summer Breeze Rd, Chesapeake, VA 23323
/25
$2,425

Total Monthly Price
- 3 Beds
- 2 Baths
- 1,700 Sq Ft
- House for Rent
2012 Midway Ave, Chesapeake, VA 23324

Welcome to 2012 Midway Ave - a spacious and versatile 3-bedroom, 2-bath home offering room to live, work, and unwind comfortably.Inside, you'll find a flexible layout with generously sized bedrooms and additional space perfect for a home office, gaming setup, or creative studio. The primary suite offers plenty of room to spread out, while both bathrooms have been thoughtfully updated with

2012 Midway Ave, Chesapeake, VA 23324
$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 $370,132

Last Listing Agent Katie Powers Iron Valley Real Est Norfolk

117 Capital Ave, Chesapeake, VA 23324

/11
Not Listed For Sale

2706 Conrad Ave Unit 1, Chesapeake, VA 23323
- 2 Beds
- 2 Baths
- 980 Sq Ft
- Built 1987
2706 Conrad Ave Unit 1, Chesapeake, VA 23323

Last Sold Summary

/20
$380,000 Pending
- 3 Beds
- 2.5 Baths
- 1,693 Sq Ft
1729 Ark Royal Rd, Chesapeake, VA 23323

Stunning tri-level townhome-style condo in the highly desirable Bryan’s Cove waterfront community in Grassfield. The main living level offers an open-concept layout with LVP flooring, seamlessly connecting the kitchen, dining, and living areas—perfect for entertaining. The kitchen features stainless steel appliances, island, and easy access to the deck, along with a convenient powder room.

Greg Garrett

Garrett Realty Partners

(757) 690-2013

1729 Ark Royal Rd, Chesapeake, VA 23323
/17
$2,100 Per Month
- 3 Beds
- 2.5 Baths
- 1,384 Sq Ft
- Townhouse for Rent
2642 Meadows Landing, Chesapeake, VA 23321

Welcome to Stonebridge Landing in Western Branch. This 3 bedroom, 2.5 bath townhome sits in aquiet cul-de-sac within a highly rated school district. The home offers an open living and dininglayout, a spacious kitchen, and a private fenced backyard. Upstairs you’ll find all bedrooms,including a primary suite with its own ensuite bathroom. Additional full bathroom and half

Wai Lee Shaffer Real Estate Inc.

2642 Meadows Landing, Chesapeake, VA 23321
$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 $247,221

Last Listing Agent Paul Pavon Exit Realty Professionals

3303 Rokeby Ave, Chesapeake, VA 23325

/2
Est $472,948 Not Listed For Sale

3145 Codorus St, Chesapeake, VA 23323
- 3 Beds
- 4 Baths
- 2,040 Sq Ft
- Built 2012
3145 Codorus St, Chesapeake, VA 23323

Last Sold Summary
- 26% Below List Price
- $184/SF
- Last Sold Price $375,000
Last Listing Agent John Womeldorf Liz Moore & Associates

/36
$574,900 Open Sat 11AM - 1PM
- 5 Beds
- 3.5 Baths
- 2,661 Sq Ft
2250 Captiva Ln, Chesapeake, VA 23321

Open-concept living space with a gas fireplace, 10-foot ceilings, abundant natural light, and sleek modern finishes. The chef’s kitchen offers 42” custom cabinets, quartz countertops, and a 10-foot island, plus a walk-in pantry. New LVP flooring flows downstairs to the spacious primary suite with tray ceilings, a walk-in closet, and an ensuite with dual sinks, makeup vanity, soaking tub, and

Daniel Patton

Prodigy Realty

(757) 982-8123

2250 Captiva Ln, Chesapeake, VA 23321
/18
$2,600

Total Monthly Price
- 4 Beds
- 2.5 Baths
- 1,618 Sq Ft
- House for Rent
3533 Bernies Ct N, Chesapeake, VA 23321

Welcome to this charming 4 bed, 2.5 bath Chesapeake home tucked away on a quiet cul-de-sac!Featuring a functional layout with inviting living spaces, this property offers a bright interior, spacious kitchen, and comfortable bedrooms. Enjoy a private outdoor area perfect for relaxing or entertaining. Conveniently located near shopping, dining, parks, and major routes, this home combines

3533 Bernies Ct N, Chesapeake, VA 23321
$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 $249,345

Last Listing Agent Alphradezsa 'Lexi' Church Creed Realty

7 Keswick Cir, Chesapeake, VA 23320

/2
Est $603,890 Not Listed For Sale

713 Phalarope St, Chesapeake, VA 23323
- 4 Beds
- 4 Baths
- 3,190 Sq Ft
- Built 2015
713 Phalarope St, Chesapeake, VA 23323

Last Sold Summary
- 15% Below List Price
- $165/SF
- Last Sold Price $526,300
Last Listing Agent T Lawrence CR8TIVE Realty LLC

/9
$319,700
- 4 Beds
- 2 Baths
- 1,700 Sq Ft
616 Appaloosa Trail, Chesapeake, VA 23323

Easy Fixer Upper. Very Nice 1-Level Ranch Home with ROG and Attached Garage. 4 bedrooms and 2 full baths. HVAC 2018 and roof in 2018. Great Backyard. PRICED BELOW MARKET VALUE. . **Perfect for Handyman, Investor or Landlord. **Selling As-Is. No Contingencies. Cash Preferred.

Tierra Walker

Walker One Property Group LLC

(757) 601-9717

616 Appaloosa Trail, Chesapeake, VA 23323
/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
$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 $429,235

Last Listing Agent Anna Staylor BHHS RW Towne Realty

1416 Woodside Ct S, Chesapeake, VA 23320

/50
Est $526,029 Not Listed For Sale

2109 Armada Dr S, Chesapeake, VA 23321
- 4 Beds
- 2.5 Baths
- 2,450 Sq Ft
- Built 1975
2109 Armada Dr S, Chesapeake, VA 23321

Last Sold Summary
- 20% Above List Price
- $180/SF
- 24 Days On Market
- Last Sold Price $440,000
- Aug 30, 2021
Last Listing Agent Momo Hlaing EXP Realty-Diligence

/36
$535,000
- 4 Beds
- 2.5 Baths
- 2,632 Sq Ft
3216 Farange Dr, Chesapeake, VA 23323

Front porch views of open green space and across the street from neighborhood pool set this Culpepper Landing home apart. Inside, tall ceilings and natural light create a bright, open feel, with a layout designed for both everyday living and gathering. The kitchen flows easily into the main living area, while formal living and dining rooms offer flexibility for offices or additional living space.

Kimberly Denton

BHHS RW Towne Realty

(757) 909-6919

3216 Farange Dr, Chesapeake, VA 23323
/36
$2,900

Total Monthly Price
- 4 Beds
- 2.5 Baths
- 2,250 Sq Ft
- 4 BEDROOM HOME LOCATED IN SOUTH CHESEPEAKE. MUST SEE !!!!!!!!!!!
204 Knell's Ridge Dr, Chesapeake, VA 23320

4 BEDROOM, 2, 1.5 BATHROOMS LOCATED IN SOUTH CHESPEAKE, NEWLY REMOLDED HOME THROUGH OUT, PAINT, FLOORING, CARPET, ALL NEW KITCHEN, REFRIGERATOR, DISHWASHER, ELECTRIC STOVE.

204 Knell's Ridge Dr, Chesapeake, VA 23320
$575,000 Sold Feb 19, 2026

429 Granada Dr, Chesapeake, VA 23322
- 4 Beds
- 3 Baths
- 2,534 Sq Ft
- Built 1987
Last Sold Summary
- 3% Above List Price
- $227/SF
- 27 Days On Market
Current Estimated Value $570,645

Last Listing Agent Christina Miller The Miller Real Estate Group

429 Granada Dr, Chesapeake, VA 23322

/5
Est $489,287 Not Listed For Sale

2157 Arbutus Cir, Chesapeake, VA 23323
- 5 Beds
- Built 2022
2157 Arbutus Cir, Chesapeake, VA 23323

Last Sold Summary
- 678% Above List Price
- $27/SF
- 108 Days On Market
- Last Sold Price $62,900
- Oct 04, 2021
Last Listing Agent Robert Poff Johnston and Rhodes Real Estate

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Chesapeake, VA Homes

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