Chesapeake, VA Homes for Sale

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  /44

  $424,500

  • 3 Beds
  • 2.5 Baths
  • 2,309 Sq Ft

  1313 Duchess of York Quay, Chesapeake, VA 23320

  Well-maintained 3-bedroom, 2.5-bath home featuring new flooring in the kitchen and bathrooms. Major updates completed in 2018 include the roof, HVAC system, range, microwave, and dishwasher. The functional floor plan offers comfortable living spaces, while the attached 2-car garage and driveway provide ample parking and storage. With key improvements already completed, this home is ready for its

  Kyle Wilson RE/MAX Country to Coast

  1313 Duchess of York Quay, Chesapeake, VA 23320
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  /40

  $479,972

  $90K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,780 Sq Ft

  1121 Kinderly Ln, Chesapeake, VA 23320

  Move right in to this beautifully maintained home, built in 2016 and perfectly situated on over 3/4 of an acre at the end of a quiet cul-de-sac. Designed with both comfort and entertaining in mind, this home features 9-foot ceilings, an open-concept floor plan, quartz countertops, and stainless steel appliances.Upstairs, you’ll find a convenient laundry room with washer and dryer that convey. The

  David Oglesby Coastal Towne Realty

  1121 Kinderly Ln, Chesapeake, VA 23320
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  /46

  $510,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,641 Sq Ft

  3901 Wedgewood Dr, Chesapeake, VA 23321

  Waterfront opportunity! Well-maintained home situated on a scenic waterfront lot in the desirable Western Branch area of Chesapeake. Enjoy peaceful water views from an enclosed porch, and a spacious backyard ideal for relaxing, entertaining, fishing, kayaking, or simply taking in the surroundings. Walk in basement and Attic with plenty of storage. Recent improvements and updates help make this

  William Dean The Bryant Group

  3901 Wedgewood Dr, Chesapeake, VA 23321
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  /41

  $618,000

  $7K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,728 Sq Ft

  336 Spice Bush Ct, Chesapeake, VA 23320

  Welcome to 336 Spice Bush in Chesapeake, VA! This stately two-story brick home offers classic curb appeal, a two-car garage, beautiful landscaping, and a spacious yard in a desirable location near Greenbrier. Inside, you’ll find bright living spaces with hardwood flooring, detailed trim, and comfortable flow for everyday living and entertaining. The family room features a cozy brick fireplace and

  Dwayne Hart Keller Williams Coastal Virginia Chesapeake

  336 Spice Bush Ct, Chesapeake, VA 23320
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  /38

  $264,900

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,215 Sq Ft

  500 Judah Way Unit 123, Chesapeake, VA 23320

  Gated Community! Elevator! Move in ready for serene living. Bright and modern condo with elevator access to the 2nd floor. Open floor plan, family room with fireplace, kitchen with granite counter tops and upgraded cabinetry, stainless steel appliances, pantry and utility room. Two primaries with en-suites and balcony. Hardwood floors. Upgraded custom built-ins throughout. Private storage room on

  Paul Bauer The Bauer Group-RE Solutions

  500 Judah Way Unit 123, Chesapeake, VA 23320
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  /34

  $579,900

  New Construction

  • 3 Beds
  • 3 Baths
  • 2,703 Sq Ft

  The Marigold Plan at Walker Grove, Chesapeake, VA 23321

  The Marigold is a thoughtfully designed rear-load home that blends convenience, elegance, and flexible living. With 2,703 square feet, this plan offers three to four bedrooms to fit your needs. Upon entry, a dining area with optional coffered ceilings leads you into the open kitchen and great room with tray ceilings. Elevate your kitchen with a upgraded gourmet island. Enjoy a first floor owner’s

  Chesapeake Homes Builder

  1905 Paw Place Unit 41447390, Chesapeake, VA 23321
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  /28

  $239,900

  • 3 Beds
  • 1.5 Baths
  • 1,268 Sq Ft

  824 Huntly Dr, Chesapeake, VA 23320

  Tyler Keffer Keffer Realty

  824 Huntly Dr, Chesapeake, VA 23320
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  /11

  $165,000

  • 2 Beds
  • 1 Bath
  • 851 Sq Ft

  3301 Clover Meadows Dr, Chesapeake, VA 23321

  Welcome home to this charming first-floor end-unit condo in the desirable Clover Meadows community of Western Branch! Offering 2 bedrooms and 1 full bath, this well-maintained condo features an open and functional layout with abundant natural light and added privacy as an end unit. Enjoy easy one-level living with a spacious living area, cozy dining space, and a bright kitchen with ample cabinet

  Jessica Cecchini RE/MAX Alliance

  3301 Clover Meadows Dr, Chesapeake, VA 23321
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  /14

  $227,900

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  2041 Lockard Ave, Chesapeake, VA 23320

  Great starter home! This charming 3-bedroom, 1-bath ranch offers comfortable single-level living with plenty of potential. Enjoy the bright front sunroom, perfect for relaxing or creating additional living space, plus a screened-in side porch that provides a cozy, private retreat. The fenced backyard and storage shed offer room for hobbies, pets, gardening or future improvements. Conveniently

  Andreia Worst Wainwright Real Estate

  2041 Lockard Ave, Chesapeake, VA 23320
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  /31

  $575,000

  Open Sun 1PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 2,808 Sq Ft

  1311 Piedmont Arch, Chesapeake, VA 23320

  Welcome to this beautifully maintained 4-bedroom, 2.5-bath home offering an open-concept floor plan designed for comfortable everyday living and effortless entertaining. Conveniently located near shopping, dining, and with easy interstate access, this home combines comfort with convenience. Relax and unwind on the spacious deck while enjoying peaceful views of the pond and the surrounding

  Regina Humphrey Fit Realty

  1311 Piedmont Arch, Chesapeake, VA 23320
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  /8

  $250,000

  • Land

  2716 Seven Eleven Rd, Chesapeake, VA 23322

  Excellent building opportunity. Great location. Surrounded by several custom built homes. Very private and priced below market.

  Fred Helm BHHS RW Towne Realty

  2716 Seven Eleven Rd, Chesapeake, VA 23322
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  /48

  $370,000

  • 3 Beds
  • 4 Baths
  • 1,916 Sq Ft

  4122 Riverside Dr, Chesapeake, VA 23321

  Welcome to this well-maintained, like-new townhome in the desirable Fairview Towns community! Enjoy low-maintenance living in this newer gated community, conveniently located in Western Branch. This spacious tri-level townhome features 3 bedrooms, 2 full bathrooms, and 2 half bathrooms, along with two family rooms providing plenty of space for entertaining, relaxing, or creating a home office or

  Melissa Gibbs Howard Hanna Real Estate Svcs.

  4122 Riverside Dr, Chesapeake, VA 23321
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  /43

  $674,000

  $10K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,928 Sq Ft

  952 Checkerspot Way, Chesapeake, VA 23323

  **Seller Offering Significant Rate Buy-Down or Flooring Allowance with an acceptable Offer. *** Upgrade your lifestyle in highly sought-after Grassfield with this move-in-ready home offering nearly 3,000 sq ft of relaxed, coastal living space. Impeccably maintained, it features open gathering areas and oversized bedrooms. The chef's kitchen showcases granite countertops, custom cabinetry, and a

  Marlan Church Creed Realty

  952 Checkerspot Way, Chesapeake, VA 23323
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  /39

  $415,000

  $3K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,497 Sq Ft

  1706 Martin Ave, Chesapeake, VA 23324

  Welcome to 1706 Martin Ave in Chesapeake! Solar panel is paid off, and average monthly electrical bill is minimal to none. This charming home offers 5 spacious bedrooms and 3.5 bathrooms, great for comfortable living. The kitchen has been beautifully updated with granite countertops, a stylish backsplash, modern light fixtures, and stainless-steel appliances.Fresh paint throughout the home and

  Liang Zhen Keller Williams Realty Twn Ctr

  1706 Martin Ave, Chesapeake, VA 23324
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  /25

  $769,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,630 Sq Ft

  MM Taft (Kentland B-1) Rd, Chesapeake, VA 23322

  In The Kentland, every day unfolds in a home designed for both comfort and connection. The primary suite offers a retreat, where natural light and generous proportions create a relaxing escape from the pace of daily life. Thoughtful architectural details, including elevated ceilings, add depth and character throughout. The main living area is designed with versatility in mind, bringing together

  Deana Renn AtCoastal Realty

  MM Taft (Kentland B-1) Rd, Chesapeake, VA 23322
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  /30

  $237,500

  $8K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,255 Sq Ft

  1016 Thoroughgood Way Unit 307, Chesapeake, VA 23324

  Beautifully maintained, one-owner, 3rd-floor condo with elevator access in a secure-entry building. This open-concept home offers a bright, airy layout with a private balcony—great for relaxing. Gated parking adds convenience and peace of mind. Ideally located near downtown Norfolk, Waterside District, military bases, shipyard, interstates, dining, shopping, and entertainment venues. Adjacent to

  Sherri Bryant The Bryant Group

  1016 Thoroughgood Way Unit 307, Chesapeake, VA 23324
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  /48

  $1,149,000

  $46K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 4,564 Sq Ft

  536 Thistley Ln, Chesapeake, VA 23322

  Best Value opportunity in Edinburgh! Beautifully well maintained home located in the desirable Edinburgh area of Chesapeake. The spacious 6 bed/4.5 ba residence offers a comfortable and functional layout with abundant natural light throughout. The kitchen, HVAC system, and water heater have all been updated within the past five years. Pre-wired for surround sound in the living room, with the

  Mina Wang Swell Realty Co

  536 Thistley Ln, Chesapeake, VA 23322
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  /46

  $578,645

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,420 Sq Ft

  5112 Annapolis Dr, Chesapeake, VA 23321

  Home is 100% complete. 30 Day close is available. This traditional floor plan that offers 4 Bedrooms, 2.5 Baths, and 2400+ sq ft. Enjoy the grand design of the Primary Suite with a spacious Walk-In Closet from the Primary Bath. The dining room, kitchen & family room on the first floor allow for many entertaining evenings at home. The open floor plan provides ample space with room to stretch out.

  Christian Ramirez RHOAD & CO.

  5112 Annapolis Dr, Chesapeake, VA 23321
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  /50

  $699,900

  • 4 Beds
  • 3.5 Baths
  • 3,261 Sq Ft

  2300 Burgess Ct, Chesapeake, VA 23323

  Welcome to this beautiful and spacious, well-maintained home that boasts 3261 sq.ft., four 2nd floor Bedrooms, 3.5 Baths + 1st floor Office, Dining Room, Sunroom, Family Room with cozy gas log fireplace, Living Room with handsome built-in bookcases, 12x10 shed, over 1/3rd acre corner lot, 1000 sq.ft. paver patio, 2nd floor Bedroom with ensuite bath & adjacent Loft is perfect for an In-Law Suite.

  Tammy Ernsberger Atkinson Realty

  2300 Burgess Ct, Chesapeake, VA 23323
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  /9

  $849,900

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 2,754 Sq Ft

  1833 Shillelagh Rd, Chesapeake, VA 23323

  Under Construction – Luxury New Construction with Timeless Coastal Farmhouse Style! This stunning 3-level home blends classic board-and-batten architecture, clean lines, black-framed windows, and thougthful accents to create exceptional appeal. Inside, an open-concept first floor is designed for modern living, featuring a spacious family room, dining area, and a designer kitchen with a large

  Douglas Kellam EXP Realty LLC

  1833 Shillelagh Rd, Chesapeake, VA 23323
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  /14

  $432,400

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,076 Sq Ft

  672 Allery Rd, Chesapeake, VA 23320

  Now accepting presale reservations, pending state condo document approval. Estimated Early 2027 delivery. The Caldwell plan offers a first-floor bedroom suite with flex space and one-car garage. 2 spacious owner suites are on the 3rd floor with convenient 3rd floor laundry. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor

  Dragas Companies Builder

  672 Allery Rd, Chesapeake, VA 23320
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  /39

  $423,000

  • 3 Beds
  • 2.5 Baths
  • 1,776 Sq Ft

  1607 Songbird Ln, Chesapeake, VA 23323

  This end unit townhome has been meticulously cared for by the original owners since purchasing it new in 2023. From the welcoming foyer, LVP flooring throughout the 1st floor leads to a stunning great room, which flows nicely into the dinette and gourmet kitchen that provides abundant counter space for all your kitchen storage needs. Upstairs, 3 spacious bedrooms and 2 full bathrooms provide

  Fiona Chen Yao Creed Realty

  1607 Songbird Ln, Chesapeake, VA 23323
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  /13

  $275,000

  • 4 Beds
  • 2 Baths
  • 1,550 Sq Ft

  1321 Seaboard Ave, Chesapeake, VA 23324

  Beautifully updated 4 bedroom, 2 bath home in Chesapeake! Spacious home that features modern updates throughout and offers easy access to nearby interstates for a quick commute. Don’t miss the amazing blend of style, comfort, and convenience!

  Tavion Baker World Class Realty & Prop Mgmt

  1321 Seaboard Ave, Chesapeake, VA 23324
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  /2

  $7,334

  • Land
  • 10,018 Sq Ft
  • $31,887 per Acre

  Lot 38 Trinkle St, Chesapeake, VA 23322

  Exciting investment opportunity in the Hillcrest neighborhood. One of the largest assemblages of lots in the neighborhood touting 15 parcels total with one being a double that can be resubdivided. Lots range from .22-.46 acres per tax records combined totaling 3.68ac +/- . Lots are located between Binford, Trinkle, and Caddie streets with only two located on the other side of Caddie on the

  Dustin Floyd Howard Hanna Real Estate Svcs.

  Lot 38 Trinkle St, Chesapeake, VA 23322
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  /46

  $995,000

  • 6 Beds
  • 4 Baths
  • 4,800 Sq Ft

  821 Redleafe Cir, Chesapeake, VA 23320

  An exceptional opportunity to own a Stephen Alexander custom home in Greystone, one of Chesapeake's premier luxury communities where homes are rarely available. This expansive executive residence blends timeless craftsmanship with the space, flexibility, and resort-style amenities today's luxury buyers seek. A first-floor bedroom with an adjacent full bath offers versatility for guests, a home

  Jennifer Taylor BHHS RW Towne Realty

  821 Redleafe Cir, Chesapeake, VA 23320
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  /46

  $510,000

  • 4 Beds
  • 2.5 Baths
  • 2,127 Sq Ft

  513 Simpson Ln, Chesapeake, VA 23323

  This beautifully maintained and tastefully designed 4 bedroom home in the highly sought after community of Culpepper Landing is waiting for you to call it home! At only 11 years old, it offers the peace of mind of low maintenance on your high ticket items such as HVAC, roof and windows. Not to mention, fresh paint floor to ceiling throughout, year old flooring on stairs and upstairs, the spacious

  Skylar Barfield Own Real Estate LLC

  513 Simpson Ln, Chesapeake, VA 23323
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  Price To Be Determined

  New Construction

  • 5 Beds
  • 2.5 Baths
  • 2,752 Sq Ft

  The Ashbee Plan at Riverview Landing, Chesapeake, VA 23322

  Wetherington Homes Builder

  324 Riverview Rd Unit 39644620, Chesapeake, VA 23322
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  /26

  $506,990

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,462 Sq Ft

  2152 Edwin Dr, Chesapeake, VA 23322

  The Asheville, one of our quad-style homes, features 1,462 square feet, three bedrooms and three full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car

  D.R. Horton Builder

  2152 Edwin Dr, Chesapeake, VA 23322
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  /12

  $350,000

  • 4 Beds
  • 2.5 Baths
  • 2,109 Sq Ft

  2725 Spinners Way, Chesapeake, VA 23323

  Priced 50k below market, this home features an open and bright floor plan and sits on an amazing lot with a huge fenced backyard. HVAC only a couple years old. Newer Pella windows upstairs. If you are ready to provide a little TLC, this is an amazing opportunity. Located in the beautiful and quiet Spinners Creek section of Deep Creek. Close to shopping, highways, and all bases.

  Ron Sawyer RE/MAX Prime

  2725 Spinners Way, Chesapeake, VA 23323
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  /2

  $705,000

  Coming Soon

  • 5 Beds
  • 3 Baths
  • 3,094 Sq Ft

  913 Hathaway Ct, Chesapeake, VA 23322

  Welcome home to this spacious transitional-style property nestled perfectly in a quiet cul-de-sac within the desirable Watermill area! Boasting nearly 3,100 square feet of bright living space across two levels, this immaculate home features 5 bedrooms, 3 full bathrooms, and a cozy fireplace. The entire first floor showcases beautiful wood flooring throughout. Major recent upgrades provide

  Niyana Yarber Hope Realty

  913 Hathaway Ct, Chesapeake, VA 23322
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  /26

  $369,900

  • 4 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  1130 Orville Ave, Chesapeake, VA 23324

  Functional 4-bedroom, 2.5-bath home offering a versatile layout with flexible living spaces. An additional room provides options for a home office, playroom, hobby space, or other household needs. The fenced backyard includes a patio for outdoor enjoyment and a storage shed for added convenience. Recent updates include a new HVAC system and newer kitchen appliances. Located approximately two

  Maureen Montealegre Iron Valley Real Estate HR

  1130 Orville Ave, Chesapeake, VA 23324
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  /44

  $554,500

  $5K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,510 Sq Ft

  3421 Anita Cir, Chesapeake, VA 23321

  Welcome to Miars Farm in sought-after Western Branch! This beautifully maintained 4BR, 3.5BA home offers ~2,500 sq ft of inviting living space on a .25-acre lot with timeless curb appeal and modern farmhouse touches. Enjoy a classic front porch, spacious driveway, and attached garage. Inside, the open layout features a stunning eat-in kitchen with granite countertops, stainless steel appliances,

  Jennifer Smithson Light Box Realty

  3421 Anita Cir, Chesapeake, VA 23321
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  /9

  $399,900

  New Construction Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,436 Sq Ft

  905 Railroad Ave, Chesapeake, VA 23324

  Seller will pay up to $12,000 for closing cost assistance or to be used at buyer's discretion using our preferred lender and our attorney. Stunning New Construction! Welcome to this beautiful 3-bedroom, 2.5-bath home offering a modern living space. Designed with a spacious open floor plan, it's perfect for entertaining and everyday family living. Inside, the kitchen shines with soft-close

  Laura Rowe BHHS RW Towne Realty

  905 Railroad Ave, Chesapeake, VA 23324
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  /33

  $666,235

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,518 Sq Ft

  645 Crestfield Dr, Chesapeake, VA 23320

  This beautiful Wells plan is set into the neighborhood and backs a mature tree line, featuring 4 spacious upstairs bedrooms, including an owners suite with a tiled shower and quartz double vanity. The bright, open kitchen boasts a large island, quartz countertops, stainless steel appliances, and a generous pantry. Enjoy an inviting front porch, a welcoming foyer with ample storage, and a fenced

  Dragas Companies Builder

  645 Crestfield Dr, Chesapeake, VA 23320
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  /32

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 2,315 Sq Ft

  816 Great Marsh Ave, Chesapeake, VA 23320

  Nestled among mature trees in a sought-after, amenity-rich community, this charming brick end-unit blends warmth with everyday functionality. Step inside to freshly finished hardwood floors on the main level and an abundance of natural light that fills the home with a bright, welcoming feel. The kitchen offers generous counter space and flows seamlessly into the living and dining areas, great for

  Betsy Thompson The Agency

  816 Great Marsh Ave, Chesapeake, VA 23320
• 

  

  /23

  $763,990

  New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,226 Sq Ft

  984 Intracoastal Way, Chesapeake, VA 23322

  Introducing the Tillman, a spacious 3226 sq. ft. home that offers both comfort and style. With 5 bedrooms, 3 bathrooms, and a 2-car garage, this home is perfect for families looking for ample space and modern living.Upon entering the Tillman, you'll be greeted by a large, welcoming dining room that seamlessly flows into the expansive kitchen. The kitchen features a generous center island,

  D.R. Horton Builder

  984 Intracoastal Way, Chesapeake, VA 23322
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  /50

  $939,900

  New Construction Open House 8/08

  • 4 Beds
  • 3.5 Baths
  • 2,720 Sq Ft

  1421 Saint Brides Rd W, Chesapeake, VA 23322

  1421 Saint Brides Rd West, the ASHBEE Model by Wetherington Homes. Ready Now. Situated on a wooded and private 16+ acre parcel in Southern Chesapeake, this spacious and open concept floorplan offers 4 bedrooms PLUS AN OFFICE AND A LOFT! Great Room opens to Kitchen with center island with overhang for extra seating, dining area, quartz counters, tile backsplash, pantry, and stainless appliances.

  Rachael Kraft Turner GreenTree Realty Inc

  1421 Saint Brides Rd W, Chesapeake, VA 23322
• 

  /2

  $95,000

  $3K PRICE INCREASE

  • 2 Beds
  • 1 Bath
  • 764 Sq Ft

  2053 Iowa St, Chesapeake, VA 23323

  Value is in the land. Property being sold as-is. Home is not in livable condition.

  Dwayne Hart Keller Williams Coastal Virginia Chesapeake

  2053 Iowa St, Chesapeake, VA 23323
• 

  

  /20

  $378,000

  $7K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,592 Sq Ft

  208 Oak Grove Run, Chesapeake, VA 23320

  Well cared for 3 bedroom 2.5 bathroom hoe in sought after neighborhood of Knells Ridge/Oak Lake Estates Freshly painted, new deck, new LVP flooring in hall bathroom, LG smart washer 2024, ADT touchscreen smart alarm system 2024, google nest protect smart smoke & carbon monoxide detector 2024, LG smart dishwasher 2023, LG smart dryer 2021, LG smart refrigerator 2021, hot water heater 2021, ring

  Kim Groff Dominion Property Management

  208 Oak Grove Run, Chesapeake, VA 23320
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  /34

  $540,000

  • 4 Beds
  • 2.5 Baths
  • 2,657 Sq Ft

  963 Speight Lyons Loop, Chesapeake, VA 23322

  Located in the highly sought-after Grassfield High School district, this home offers an incredible opportunity to make a home of your own in one of Chesapeake's most desirable areas. Inside features a spacious, functional floor plan boasting nearly 2700 square feet of living space. The living areas are generous with comfortable bedrooms and plenty of room to personalize. Head outside to the

  Gregory Chaplain The Real Estate Group

  963 Speight Lyons Loop, Chesapeake, VA 23322

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