Chesapeake County VA Homes for Sale

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  /33

  $1,250,000

  $50K PRICE INCREASE

  • 6 Beds
  • 4.5 Baths
  • 5,612 Sq Ft

  1301 Simon Dr, Chesapeake, VA 23320

  Luxury Redefined at 1301 Simon Drive Experience the pinnacle of Chesapeake living in this custom 5,612 sq. ft. brick estate. Nestled on a spacious corner lot in Greenbrier, this 6-bed, 4.5-bath masterpiece blends timeless elegance with modern high-tech luxury. The Interior Experience: Ultimate Comfort: Enjoy radiant heated floors Chef’s Dream: Gourmet kitchen with high-end appliances and a sleek

  Eugene Shull KW Metro Center

  1301 Simon Dr, Chesapeake, VA 23320
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  /29

  $344,900

  Open Sat 12PM - 2PM $5K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  1513 Pucknall Dr, Chesapeake, VA 23320

  Welcome to this beautifully maintained 2-bedroom, 2.5-bath condo in the highly desirable Greenbrier area! Each bedroom features its own private ensuite, offering comfort and convenience for the homeowner and guests. The primary room is spacious with a sitting area. Huge primary bath with separate tub/shower. Laundry room located on the 2nd floor near bedrooms. The main level offers a spacious

  Diane Ragsdale Howard Hanna Real Estate Svcs.

  1513 Pucknall Dr, Chesapeake, VA 23320
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  /40

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  2701 Omar St, Chesapeake, VA 23324

  A charming three-bedroom, two-bath single-story residence situated on a corner lot. The property features a detached garage. The kitchen has contemporary cabinetry, granite countertops, and stainless steel appliances. Common areas are (LVP) flooring, complemented by updated fixtures. Primary bedroom offers a modernized en-suite bathroom, a generous walk-in closet, and a sliding glass door

  Joshua Alvelo World Class Realty & Prop Mgmt

  2701 Omar St, Chesapeake, VA 23324
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  /28

  $499,990

  New Construction $31K PRICE DROP

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

  2200 Edwin Dr, Chesapeake, VA 23322

  The Asheville is a beautifully designed quad-style home offering 1,462 square feet of single-level living at its finest. Featuring two spacious bedrooms and two full bathrooms, this home exudes a charming cottage-like feel that’s perfect for comfortable living. A welcoming covered front porch leads into a spacious living room with a cozy fireplace, setting the tone for relaxation. The heart of

  D.R. Horton Builder

  2200 Edwin Dr, Chesapeake, VA 23322
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  /45

  $734,990

  New Construction

  • 5 Beds
  • 4 Baths
  • 3,147 Sq Ft

  MM Intracoastal (The Summit ) Way, Chesapeake, VA 23322

  Master Model listing by D.R. Horton. The Summit floorplan offers generous living space across two floors, providing ample room for families of all sizes. The main level features a FIRST FLOOR BEDROOM and full bathroom, an office or formal dining room, and a beautiful kitchen that opens to the great room, filled with natural light.The spacious kitchen is a standout with a large kitchen island,

  Victoria Clark D R Horton Realty of Virginia

  MM Intracoastal (The Summit ) Way, Chesapeake, VA 23322
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  /19

  $375,000

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,835 Sq Ft

  1503 Penton Mews, Chesapeake, VA 23320

  At the end of a quiet cul-de-sac with a pond at the end. There is virtually no traffic except home owners and guests. Stroll around the lake or sit on a bench and relax. Well-maintained by the current owner. New HW heater installed this month. The walk-in attic is fully floored for great storage. There is an 11 x 19 ft garage with driveway space 2 additional cars. First floor Primary Bedroom! New

  Donn Irby The Real Estate Group

  1503 Penton Mews, Chesapeake, VA 23320
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  /48

  $650,000

  $25K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,812 Sq Ft

  607 Rockies Ct, Chesapeake, VA 23320

  Step inside this gorgeous & meticulously maintained 5 bedroom home in sought after 23320 area of Chesapeake w tons of extras!!! Real hardwood flooring throughout, open concept & flexible floorplan to work with your lifestyle. Downstairs offers formal dining room, huge kitchen w double pantry & breakfast nook, family room + bonus room perfect for game room/ home office/ craft room. etc. Located in

  Denise Cowan Iron Valley Real Est Norfolk

  607 Rockies Ct, Chesapeake, VA 23320
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  /76

  $1,100,000

  $100K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 4,385 Sq Ft

  1645 Falls Brook Run, Chesapeake, VA 23322

  Located in the highly desirable Edinburgh community of Chesapeake, this beautifully maintained home now features a recent price improvement along with a $20,000 closing cost assistance incentive, offering exceptional value in one of the area’s most sought-after neighborhoods. Situated on a premium corner lot with tranquil water views and access to a scenic walking trail around the lake, this

  Kimberly Ocasio River Hill Realtors LLC

  1645 Falls Brook Run, Chesapeake, VA 23322
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  /26

  $499,990

  New Construction $31K PRICE DROP

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

  2202 Edwin Dr, Chesapeake, VA 23322

  The Asheville is a beautifully designed quad-style home offering 1,462 square feet of single-level living at its finest. Featuring two spacious bedrooms and two full bathrooms, this home exudes a charming cottage-like feel that’s perfect for comfortable living. A welcoming covered front porch leads into a spacious living room with a cozy fireplace, setting the tone for relaxation. The heart of

  D.R. Horton Builder

  2202 Edwin Dr, Chesapeake, VA 23322
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  /50

  $575,000

  $25K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  402 Undershot Ct, Chesapeake, VA 23323

  Welcome to your ultimate retreat in the heart of Grassfield! Situated in a cul-de-sac in the highly sought-after Sawyers Mill community, this expansive 5-bedroom, 2.5-bath home features vaulted ceilings with a bright open floor plan. The large open kitchen is equipped with granite countertops, white shaker soft-close cabinets and drawers, stainless steel appliances, kitchen island and tile

  Joseph Igana Iron Valley Real Est Norfolk

  402 Undershot Ct, Chesapeake, VA 23323
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  /27

  $250,000

  • 3 Beds
  • 2.5 Baths
  • 1,703 Sq Ft

  4610 Olde Stone Way, Chesapeake, VA 23321

  Welcome home to this well maintained 2 bedroom, 2.5 bath condo located in the highly sought after Western Branch area. Featuring a cozy gas fireplace, this home offers an open and inviting living space filled with natural light. Spacious bedrooms each offer comfort and privacy, and functional layout for everyday living and entertaining. Conveniently located near shopping, dining, and major

  Tavion Baker World Class Realty & Prop Mgmt

  4610 Olde Stone Way, Chesapeake, VA 23321
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  /50

  $549,900

  • 5 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  2905 Drum Point Crescent, Chesapeake, VA 23321

  Welcome to the highly sought-after Hunters Cove community in the Western Branch School District! This spacious and beautifully updated home offers 5 bedrooms and 3.5 baths, including a first-floor in-law suite with its own private entrance, full bath, bedroom, and kitchenette, making it great for multi-generational living or guests. The bright and open living room features a cozy fireplace and

  Anna Boyer Howard Hanna Real Estate Svcs.

  2905 Drum Point Crescent, Chesapeake, VA 23321
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  /23

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,323 Sq Ft

  608 Edinburg Ave, Chesapeake, VA 23324

  Great opportunity to own a brick ranch in Chesapeake! This home features hardwood floors, a spacious front yard, and a fenced-in backyard. Includes a new refrigerator, washer, and dryer. With a little updating and TLC, this property has tons of potential—great for a first-time homebuyer or investor. Being sold as-is. Don’t miss your chance to make it your own!

  Melissa Gibbs Howard Hanna Real Estate Svcs.

  608 Edinburg Ave, Chesapeake, VA 23324
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  /26

  $225,000

  • 2 Beds
  • 2 Baths
  • 978 Sq Ft

  1718 Rock Bridge Mews Unit B, Chesapeake, VA 23320

  JUST PLAIN CUTE. WELCOME TO THIS BEAUTIFULLY UPDATED FIRST FLOOR 2 BED/2 BATH CONDO WITH THE SWEETEST COASTAL INSPIRED KITCHEN WITH CUSTOM MOSIAC TILE. ITS COZY. LOW MAINTNANCE AND PERFECTLY LOCATED NEAR SHOPPING, RESTAURANTS AND INTERSTATE! CONDO ASSN COVERS MASTER INSURANCE POLICY, GROUNDS MAINTENANCE, WATER, SEWER.

  Sheri Pynn Creed Realty

  1718 Rock Bridge Mews Unit B, Chesapeake, VA 23320
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  /50

  $467,900

  $15K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,842 Sq Ft

  4620 Longleaf Place, Chesapeake, VA 23321

  Prepare to fall in love with this Beauty in the 55+ community of Retreat at Western Branch. You will be impressed as you move through the Entry Way and into the spacious and flowing Lafayette Floorplan that boasts a vaulted Great Room with gas fireplace that opens to the Dining Room and quartz Kitchen with large center island and upgraded appliances including gas range. You will find a 1st flr

  Rachael Kraft Turner GreenTree Realty Inc

  4620 Longleaf Place, Chesapeake, VA 23321
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  /32

  $477,500

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,066 Sq Ft

  MM Mesa Loop, Chesapeake, VA 23320

  To be Built: Customize your new Luxury End Unit townhome condo w/rear load 2 car garage. Luxury LVP floor in select living areas,2nd floor:kitchen GE profile appliances including refrigerator, center island w/shiplap,pantry. Living room linear fireplace w/shiplap& built ins,dining area,office/flex room,covered deck off dining area. 1st floor Br/flex room and hall bath, 3rd floor;Primary w/ceramic

  Donna Melzer The Real Estate Group

  MM Mesa Loop, Chesapeake, VA 23320
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  /4

  $289,900

  • Land
  • 14,810 Sq Ft
  • $852,647 per Acre

  904 Brice Ct, Chesapeake, VA 23322

  You finally found a lot for sale in Great Bridge - in a subdivision - in a cul-de-sac-ready for your house to be platted - need a builder - no problem - got it covered yourself - no problem - give us a call - Great Bridge School District at every level -Whether you're an investor, builder, or future homeowner, this is a rare opportunity to secure a premium piece of land in a desirable

  Patty Cohen RE/MAX Allegiance

  904 Brice Ct, Chesapeake, VA 23322
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  /37

  $589,000

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,571 Sq Ft

  4105 Margaret Ann Ct, Chesapeake, VA 23321

  Welcome home! Come view this beautiful 4-bedroom, 2.5-bath brick home is nestled in a highly desirable neighborhood. Priced to make it your own!! Inside, you’ll find a spacious family room with a cozy gas fireplace, a large primary bedroom with ensuite, featuring tiled shower. Plantation shutters throughout. The large kitchen offers an island and plenty of storage and room for cooking &

  Angie Jones Howard Hanna Real Estate Svcs.

  4105 Margaret Ann Ct, Chesapeake, VA 23321
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  /12

  $210,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  1314 20th St, Chesapeake, VA 23324

  Well kept & maintained three bedroom ranch with central air, spacious kitchen, living room and dining room. Covered front porch and patio in the rear. Fenced yard. New carpet and flooring, HVAC updated in 2022. Property is ready for new owner occupant or landlord looking to increase their rental portfolio.

  Elizabeth DeVault Better Homes & Gdns Ntv Am Grp

  1314 20th St, Chesapeake, VA 23324
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  /35

  $399,900

  • 4 Beds
  • 3 Baths
  • 2,157 Sq Ft

  3 Sol Thorpe Ln, Chesapeake, VA 23325

  Welcome home to this spacious 4-bedroom, 3 full bath home offering a classic traditional floor plan designed for comfortable everyday living and easy entertaining. The main living areas provide great flow and functionality, while the flexible layout offers room for everyone. The finished room over the 2-car garage serves as the 4th bedroom and can also function as a guest suite, home office,

  Debra O'Connell Coldwell Banker Premier

  3 Sol Thorpe Ln, Chesapeake, VA 23325
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  /2

  $425,000

  Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,607 Sq Ft

  2728 Blacksmith Trail, Chesapeake, VA 23322

  OPEN HOUSE Sat May 23, 11AM-1PM & Sun May 24, Noon-2PM. Luxury coastal living in the highly sought-after Grassfield area of Chesapeake. This move-in ready custom home offers the perfect blend of sophistication, comfort, and convenience near top-rated schools, shopping, dining and military bases.Designed for effortless one-story living with a desirable first-floor primary suite, this upgraded home

  Anna Paduhovich Keller Williams Capital Props.

  2728 Blacksmith Trail, Chesapeake, VA 23322
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  /2

  $7,334

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

  36 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.

  36 Trinkle St, Chesapeake, VA 23322
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  /16

  $70,000

  • Land
  • 3,920 Sq Ft
  • $777,778 per Acre

  435 Freeman Ave, Chesapeake, VA 23324

  Prime opportunity in Chesapeake’s South Norfolk/Money Point area! This vacant parcel is zoned M-2 (Heavy Industrial), offering excellent potential for a wide range of commercial or industrial uses. The lot is approx. 3,920 sq ft and ideally positioned with convenient access to major thoroughfares, interstates, and the Port of Virginia.The value here is in the land and its flexible zoning, making

  Robert Rogers Real Broker LLC

  435 Freeman Ave, Chesapeake, VA 23324
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  /3

  $877,500

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,585 Sq Ft

  2116 Sanderson Rd, Chesapeake, VA 23322

  NO HOA! NEW DESIGN. You have asked and we have answered! The Miles offers all the spaces in just the right places! Office and dining on first floor. Dining could be second office! Bedroom and full bath on the first floor. Mudroom with optional cubbies available. Powder room off garage for the quick break from running around this open 3 acres. Second floor has 3 secondary bedrooms. Two of these

  Deana Renn AtCoastal Realty

  2116 Sanderson Rd, Chesapeake, VA 23322
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  Price To Be Determined

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,737 Sq Ft

  The Willow Plan at Cedar Glen, Chesapeake, VA 23320

  Home Associates Of Virginia, Inc. Builder

  1053 Butte Ln Unit 39639151, Chesapeake, VA 23320
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  /37

  $364,900

  • 3 Beds
  • 2 Baths
  • 1,108 Sq Ft

  3436 Bernies Ct S, Chesapeake, VA 23321

  Charming ranch with thoughtful updates throughout. The interior has been freshly painted and features new lighting, along with updated laminate and carpet flooring. A spacious living room flows seamlessly into the dining area and kitchen, creating an easy layout for everyday living and entertaining. The kitchen showcases all new sleek cabinetry, granite countertops, and stainless steel

  Michael Daugherty Own Real Estate LLC

  3436 Bernies Ct S, Chesapeake, VA 23321
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  /50

  $499,000

  • 3 Beds
  • 2 Baths
  • 2,248 Sq Ft

  1431 Thistlewood Ln, Chesapeake, VA 23320

  Welcome to The Retreat at Greenbrier in Chesapeake, a 55+ community! This beautiful home offers incredible value with a fresh, move-in-ready feel, featuring new Coretec tiles in the kitchen and a desirable first-floor primary suite, spacious en-suite bath, and large walk-in closets. Tons of natural light with an easy, level floor plan provides comfortable accessibility and everyday convenience.

  Tana Hipp LPT Realty LLC

  1431 Thistlewood Ln, Chesapeake, VA 23320
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  /13

  $227,000

  $3K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,367 Sq Ft

  2469 Leytonstone Dr Unit 106, Chesapeake, VA 23321

  Welcome to beautiful Kings Pointe ! Just a convenient quick walk from an assigned parking space through a covered breezeway to open-concept living with 9 foot ceilings & newer LVP flooring (2023). Enjoy the refreshing community swimming pool this summer and take advantage of grilling with friends on the pool deck. Located in the Western Branch area of Chesapeake near restaurants and shops - plus

  Nancy Morefield Real Broker LLC

  2469 Leytonstone Dr Unit 106, Chesapeake, VA 23321
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  /49

  $795,000

  • 5 Beds
  • 4.5 Baths
  • 4,723 Sq Ft

  4423 Tartan Arch, Chesapeake, VA 23321

  Welcome to 4423 Tartan Arch in Chesapeake, VA – a stunning, spacious 5-bedroom, 4.5-bathroom single-family home designed for modern comfort and luxurious living. Nestled in a peaceful and sought after neighborhood, this beautifully crafted residence offers both convenience and style across its expansive floor plan. Step inside to find high ceilings, an abundance of natural light, and refined

  Kim McCabe Better Homes & Gdns Ntv Am Grp

  4423 Tartan Arch, Chesapeake, VA 23321
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  /2

  $375,000

  • 4 Beds
  • 2 Baths
  • 2,029 Sq Ft

  305 Providence Rd, Chesapeake, VA 23325

  Welcome to this charming 4 bedroom brick ranch located in Chesapeake's desirable Georgetown neighborhood. This home offers a spacious backyard, creating the perfect space for relaxing or entertaining family and friends. Inside you will find stylish updates including tile in secondary bathroom, ceiling fans, warm wood flooring, and a newer furnace (2020). With a little TLC, this home presents a

  Drucilla Griffin The James Allen Group

  305 Providence Rd, Chesapeake, VA 23325
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  /47

  $599,900

  $10K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  1704 Lancing Crest Cir, Chesapeake, VA 23323

  Welcome home! Experience comfortable living in this beautiful 5 bedroom, 2.5 bathroom home, located in the highly sought- after Grassfield school district. The home's open floor plan and modern kitchen with stainless steel appliances, island and new flooring create a welcoming atmosphere perfect for entertaining. This property boasts energy-efficient solar panels installed in 2021, greatly

  Tiffanie Howerin Iron Valley Real Estate Prestige

  1704 Lancing Crest Cir, Chesapeake, VA 23323
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  /25

  $353,000

  • 4 Beds
  • 2 Baths
  • 1,437 Sq Ft

  3512 Maori Dr, Chesapeake, VA 23321

  Welcome to 3512 Maori Drive—where modern updates meet effortless living. This beautifully renovated home has been thoughtfully updated from top to bottom, offering the feel of new construction without the wait. Step inside to discover durable LVP flooring flowing seamlessly throughout, complemented by fresh paint and stylish finishes at every turn. The heart of the home is the stunning kitchen,

  Shawn Merriman Iron Valley Real Est Norfolk

  3512 Maori Dr, Chesapeake, VA 23321
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  /43

  $839,990

  New Construction $57K PRICE INCREASE

  • 5 Beds
  • 4 Baths
  • 4,409 Sq Ft

  1244 Kidbrooke St, Chesapeake, VA 23322

  The Summit floor plan offers generous living space across two floors. The main level features a first-floor bedroom and full bathroom, an office or formal dining room, and a beautiful kitchen that opens to the great room. The beautiful kitchen is a standout with a large kitchen island, quartz countertops, soft-close cabinets, and premium stainless steel appliances, including walled oven with

  Victoria Clark D R Horton Realty of Virginia

  1244 Kidbrooke St, Chesapeake, VA 23322
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  /34

  $350,000

  • 4 Beds
  • 2 Baths
  • 1,547 Sq Ft

  3308 Woodbaugh Dr, Chesapeake, VA 23321

  Updated ranch-style home in Dunedin offering a thoughtful blend of modern upgrades and well-maintained comfort. The kitchen features granite countertops, stainless steel appliances, and newer shaker-style cabinetry, while the tiled bathrooms are enhanced with updated vanities topped with granite finishes. Recent improvements include new windows, updated lighting, interior doors, brand-new carpet

  Julie Fish BHHS RW Towne Realty

  3308 Woodbaugh Dr, Chesapeake, VA 23321
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  /26

  $390,000

  • 3 Beds
  • 1.5 Baths
  • 1,488 Sq Ft

  601 Rock Dr, Chesapeake, VA 23323

  This charming 3-bedroom, 1.5-bath brick ranch in Oak Manor offers the perfect combination of comfort and convenience. With a spacious living area, updated kitchen, and bonus room off the kitchen for more space, the layout is great for making it your own! Outside, enjoy a fully fenced backyard located on a spacious corner lot. The attached garage offers ample storage and additional parking space.

  Caroline Cicatko The Property Shoppe

  601 Rock Dr, Chesapeake, VA 23323
• 

  Price To Be Determined

  New Construction

  • 5 Beds
  • 3 Baths
  • 2,725 Sq Ft

  The Ashford Plan at Riverview Landing, Chesapeake, VA 23322

  Wetherington Homes Builder

  324 Riverview Rd Unit 39644726, Chesapeake, VA 23322
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  /14

  $150,000

  $35K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft

  4440 S Military Hwy, Chesapeake, VA 23321

  Are you searching for an incredible investment opportunity—or maybe the perfect starter home you can personalize and build equity in?This one is a standout. Priced with condition in mind and ready for your finishing touches, it’s being sold as-is and offers tremendous potential. The roof is brand new, and with a little vision, this diamond in the rough could shine bright. Whether you're

  Laura McGuire VA Realty Professionals

  4440 S Military Hwy, Chesapeake, VA 23321
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  /35

  $525,000

  • 4 Beds
  • 3 Baths
  • 2,403 Sq Ft

  1159 Eagle Pointe Way, Chesapeake, VA 23322

  Enjoy easy living in this 4BR/3 Bath Shetland Plan located in the highly desirable Eagle Pointe 55+ community. The main level features a spacious great room with 2-sided fireplace, large kitchen, dining room, sunroom and nice primary suite plus an additional bedroom and full bath. Upstairs offers 2 bedrooms, full bath and versatile loft. 2-car garage plus walk-in attic provide ample storage.

  Rhonda Shelton BHHS RW Towne Realty

  1159 Eagle Pointe Way, Chesapeake, VA 23322
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  /12

  $697,280

  New Construction $47K PRICE INCREASE

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

  709 Crestfield Dr, Chesapeake, VA 23320

  This beautiful Wells plan will be move-in ready in September and is backing a mature tree line, featuring 4 spacious upstairs bedrooms, including an owner’s 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,

  Morgan Xenos Dragas Companies Realty Inc

  709 Crestfield Dr, Chesapeake, VA 23320
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  /30

  $600,000

  • 4 Beds
  • 2.5 Baths
  • 3,354 Sq Ft

  3217 Cedarville Rd, Chesapeake, VA 23322

  Amazing Value sold As-Is, needs TLC. 203k or cash buyer only, no FHA or VA loans. 4 bedrooms, two and a half baths, a family room, a loft, and a 1,040-square-foot workshop. This home sits on almost 6 acres surrounded by trees and includes a 100 yard shooting range. This is a perfect opportunity to renovate and create your dream home while you live here, building equity and personalization. Bring

  Patricia Saunders Creed Realty

  3217 Cedarville Rd, Chesapeake, VA 23322

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