Chesapeake, VA Homes for Sale with Pool

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  $258,000

  • 2 Beds
  • 2 Baths
  • 1,304 Sq Ft

  720 Inlet Quay Unit A, Chesapeake, VA 23320

  First floor unit in desirable Riverwalk community. Enjoy all of the amenities of the community; Clubhouse, boat slip, tennis courts, pool, paths, playground and more. Close to restaurants, shopping, entertainment and interstate. This well maintained unit includes an AC system less than three years old. Refrigerator is less than three years old. Updated flooring, and sliding glass doors. Very

  Kenneth Holt The Real Estate Group

  720 Inlet Quay Unit A, Chesapeake, VA 23320
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  /29

  $529,900

  • 4 Beds
  • 2.5 Baths
  • 2,194 Sq Ft

  2231 Jolliff Landing Pkwy, Chesapeake, VA 23321

  Better than new construction, this move-in ready home eliminates costly post-closing expenses—over $10,000 in upgrades already completed, including landscaping, fenced backyard, blinds, ceiling fans, and all appliances (including washer, dryer, and stainless refrigerator). Simply unpack and enjoy—nothing left to buy and no projects to tackle. This beautifully maintained 4-bedroom home offers

  Regina MacKay Exit Realty Professionals

  2231 Jolliff Landing Pkwy, Chesapeake, VA 23321
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  /23

  $446,900 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,044 Sq Ft

  4920 Apricot Way, Chesapeake, VA 23321

  Unbelievable Incentives! Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This tri-level Ashbury plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ upgraded quartz countertops & glass subway tile backsplash. Easily maintained &

  Angela McCaskill Corinth Realty LLC

  4920 Apricot Way, Chesapeake, VA 23321
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  /34

  $390,000

  • 3 Beds
  • 3.5 Baths
  • 1,849 Sq Ft

  306 Esplanade Place, Chesapeake, VA 23320

  Beautiful townhome in sought after Riverwalk Community! Open floor plan with huge great room that features a gas fireplace, dining area, eat-in-kitchen with great room, ceramic title backsplash & Floor with Breakfast Bar! Screened in porch, Large Primary Bedroom w/upgraded Bath! Better hurry before this one goes!

  Michael Miller RE/MAX Allegiance

  306 Esplanade Place, Chesapeake, VA 23320
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  $1,025,000

  • 4 Beds
  • 4 Baths
  • 3,394 Sq Ft

  238 Hessian Loop, Chesapeake, VA 23322

  Stunning 4-bedroom, 4-full-bath home on a prime corner lot, offering an open-concept design and an additional versatile flex space to fit your lifestyle. The chef's kitchen boasts beautiful quartz countertops and overlooks expansive living areas filled with natural light. Outdoors, enjoy a resort-style backyard oasis complete with a saltwater pool, hot tub, and fire pit, creating the perfect

  Kim Elliot Real Broker LLC

  238 Hessian Loop, Chesapeake, VA 23322
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  /37

  $570,740 New Construction

  • 3 Beds
  • 3 Baths
  • 2,314 Sq Ft

  2206 Edwin Dr, Chesapeake, VA 23322

  Welcome to The Charleston, one of our beautifully designed quad-style homes, offering 2,314 square feet of living space. This home features a covered front porch, three spacious bedrooms, and three full bathrooms, along with a two-car garage for added convenience. At the heart of the home, the open great room with vaulted ceilings and a cozy corner fireplace creates the perfect space for both

  D.R. Horton Builder

  2206 Edwin Dr, Chesapeake, VA 23322
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  /44

  $2,298,777

  • 7 Beds
  • 4.5 Baths
  • 7,559 Sq Ft

  1601 Water View Cir, Chesapeake, VA 23322

  Custom-built 7,559 sqft 3-story, 7BR/4.5BA home on a private cul-de-sac with stunning lake views in the desirable Edinburgh neighborhood. Designed for entertaining, it features 5 gas fireplaces, a bright 2-story living room with coffered ceilings and coffee bar, a formal dining room with a built-in bar, and a theater/family room with a large wet bar. Spacious kitchen with updated cabinets and a

  Shawna Hulen Own Real Estate LLC

  1601 Water View Cir, Chesapeake, VA 23322
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  /40

  $299,900

  • 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

  • 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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  /26

  $499,990 New Construction

  • 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

  $584,900

  • 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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  /50

  $689,900

  • 4 Beds
  • 2.5 Baths
  • 3,114 Sq Ft

  1972 Beechwood Rd, Chesapeake, VA 23323

  This charming four-bedroom Stephen Alexander Walnut model in the desirable Summer Park community offers 3,100 sq ft of comfortable living with 10-foot ceilings, wood floors, crown molding, and an open floor plan. Located in the highly sought-after Grassfield school district, this home combines quality construction with everyday convenience. The Great Room serves as the heart of the home, perfect

  Steve Marable Iron Valley Real Estate HR

  1972 Beechwood Rd, Chesapeake, VA 23323
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  /50

  $483,000 Open Sat 12PM - 2PM

  • 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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  /34

  $525,000 Open Sat 10AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,642 Sq Ft

  433 Broad Bend Cir, Chesapeake, VA 23320

  This beautifully maintained home has one of the best floor plans in the neighborhood! It features a huge downstairs primary with stunning bath and big WIC. Upstairs are 3 nice-sized bedrooms and an amazing bonus room w/hidden bar, tons of storage, and its own mini-split. New flooring welcomes you into an open and bright LR/DR, as well as a renovated kitchen that overlooks a family room with

  Ron Sawyer RE/MAX Prime

  433 Broad Bend Cir, Chesapeake, VA 23320
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  /39

  $389,900

  • 3 Beds
  • 2.5 Baths
  • 1,739 Sq Ft

  2418 Fieldsway Dr, Chesapeake, VA 23320

  Enjoy stylish, comfortable living in this beautifully maintained Goldenrod model offering 3 bedrooms, 2.5 baths, & approximately 1,750 square feet of well-designed living space. The open floor plan is great for everyday living & entertaining, featuring a spacious primary ensuite, oversized pantry, & newly installed carpet throughout. Go outside to a private, fenced backyard w/patio, wonderful for

  Diane Keeley BHHS RW Towne Realty

  2418 Fieldsway Dr, Chesapeake, VA 23320
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  /13

  $229,500

  • 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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  /50

  $775,000

  • 5 Beds
  • 5 Baths
  • 3,512 Sq Ft

  1732 Silverton Way, Chesapeake, VA 23320

  Designed for immediate enjoyment, this home delivers a complete indoor-outdoor living experience with luxury amenities already in place. This well-appointed home features a charming front porch, spacious foyer, stunning wood floors, and a flowing layout ideal for everyday living and entertaining. The heart of the home is the kitchen, offering a modern coastal feel, grand island, and seamless

  Melissa Mowry The Real Estate Group

  1732 Silverton Way, Chesapeake, VA 23320
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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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  /23

  $469,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,555 Sq Ft

  3511 Elaina Way, Chesapeake, VA 23321

  Move-in ready end-unit Nansemond in the 55+ community of The Retreat at Western Branch. This home presents a great value opportunity with an open layout designed for easy living. The kitchen sits at the heart of the home, featuring bar seating, a walk-in pantry, and convenient access to the living and dining areas. The first floor features a spacious primary suite, while the second floor includes

  Monique McClellan BHHS RW Towne Realty

  3511 Elaina Way, Chesapeake, VA 23321
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  /19

  $438,900 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,044 Sq Ft

  4928 Apricot Way, Chesapeake, VA 23321

  Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This tri-level END UNIT Ashbury plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ upgraded granite countertops, subway tile backsplash, & soft-close drawers. Easily maintained &

  Angela McCaskill Corinth Realty LLC

  4928 Apricot Way, Chesapeake, VA 23321
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  /50

  $549,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,454 Sq Ft

  2213 Sanibel Ln, Chesapeake, VA 23321

  This beautiful 4 bdrm Avon A w/ extended front porch is MOVE IN READY!

  Kathy Nelms Corinth Realty LLC

  2213 Sanibel Ln, Chesapeake, VA 23321
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  /38

  $440,000

  • 3 Beds
  • 4 Baths
  • 2,089 Sq Ft

  914 Avast Way, Chesapeake, VA 23323

  Immaculate move in ready condition, 1 owner condo! This unit is the The Strauss model which offers the space of single-family living with the convenience of being maintenance-free. Espresso cabinetry throughout with granite in the kitchen & lvp flooring in the foyer, powder rooms, living room & kitchen. The lower level features a study with french doors and convenient powder room plus 2-car rear

  Lakilla Puryear KW Coastal Virginia Chesapeake

  914 Avast Way, Chesapeake, VA 23323
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  /48

  $899,900

  • 5 Beds
  • 3.5 Baths
  • 4,521 Sq Ft

  501 Shadow Brooke Dr, Chesapeake, VA 23320

  Welcome to 501 Shadow Brooke Drive, an entertainer’s dream showing true pride of ownership throughout! This beautifully maintained home features a backyard oasis with a saltwater pool, waterfalls, outdoor kitchen, gas firepit, and hot tub. Inside offers a theater room and flexible rec space. The gourmet kitchen includes gas range, pot filler, dual dishwashers, double refrigerators, espresso

  Taina Rodriguez Iron Valley Real Estate HR

  501 Shadow Brooke Dr, Chesapeake, VA 23320
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  /42

  $419,900

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  2325 Delwood Rd, Chesapeake, VA 23323

  Fully renovated brick ranch on a quiet, tree-lined street—this is the one you have been waiting for! Every major upgrade has been completed, offering true move-in ready living. The show-stopping kitchen features abundant soft-close cabinetry, a large island, farmhouse sink, and designer finishes that make this space the heart of the home. The spacious primary suite includes a private full bath

  Bridget Combs COVA Home Realty

  2325 Delwood Rd, Chesapeake, VA 23323
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  /30

  $387,500

  • 3 Beds
  • 2.5 Baths
  • 1,774 Sq Ft

  1233 Parkley Dr, Chesapeake, VA 23320

  Like-new and built in 2022, this amazing townhome offers modern style and low-maintenance living in excellent condition! Featuring 3 spacious bedrooms and 2.5 baths, the thoughtfully designed open floor plan is perfect for everyday living and entertaining. The bright, spacious kitchen boasts a large island, abundant cabinetry, and an oversized pantry for exceptional storage. The seamless flow

  Nicholas Conigliaro The Real Estate Group

  1233 Parkley Dr, Chesapeake, VA 23320
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  /6

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,015 Sq Ft

  516 Rue Marseille, Chesapeake, VA 23320

  Spacious 2 bedroom/2bath condo featuring an open floor plan and soaring cathedral ceilings. Bright end unit that allows an abundant of natural sunlight throughout. We-designed layout for entertaining. Prime location with easy access to interstate, shopping and restaurants.

  Deanna Crook Signature Properties

  516 Rue Marseille, Chesapeake, VA 23320
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  /22

  $385,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,642 Sq Ft

  4908 Apricot Way, Chesapeake, VA 23321

  Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This Laurel plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ soft-close cabinetry & drawers, granite countertops, subway tile backsplash, & under cabinet lighting. Easily

  Angela McCaskill Corinth Realty LLC

  4908 Apricot Way, Chesapeake, VA 23321
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  /50

  $709,000

  • 4 Beds
  • 3 Baths
  • 3,295 Sq Ft

  700 Cross Quay, Chesapeake, VA 23320

  Spacious and Open floor plan. Cathedral Ceilings & Sky Lights open to Large Eat-In Kitchen with Breakfast Bar, Lots of Cabinets, SS Appliances & Jenn Air Range plus Heated & Cooled Sun Room. 1st Floor Master Bedroom with Walk-In Closet & Bath with Jetted Tub & Separate Shower, Full Bath & Laundry Room with built-in Cabinets. 2nd Floor with Loft/Study, 2 Bedrooms with Jack & Jill Bath between.

  Perdethia Lowery CENTURY 21 Top Producers

  700 Cross Quay, Chesapeake, VA 23320
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  /38

  $540,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,410 Sq Ft

  503 Esterview Ln, Chesapeake, VA 23322

  Fresh, updated, and completely move-in ready in Westfield at Hickory Manor—this 3 bedroom, 2.5 bath home built in 2020 offers a bright, open layout with modern finishes, fresh paint throughout, and thoughtful updates that stand out from the moment you walk in. The spacious living area is filled with natural light and flows seamlessly into the kitchen, featuring ample cabinet space, a pantry, and

  Racheal Pridgen Keller Williams Town Center

  503 Esterview Ln, Chesapeake, VA 23322
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  /50

  $1,299,000

  • 6 Beds
  • 5 Baths
  • 4,726 Sq Ft

  2700 Ballahack Rd, Chesapeake, VA 23322

  Welcome to this stunning 6-bedroom, 5-bath, 4,726 sq ft brick estate set on nearly 6 acres of serene countryside. This two-story residence offers an amazing blend of luxury, comfort, and functionality. Inside, you’ll find expansive living spaces, a well-appointed kitchen, and generously sized bedrooms designed for both privacy and togetherness. The home is ideal for entertaining, featuring an

  Eric Edwards Iron Valley Real Estate Prestige

  2700 Ballahack Rd, Chesapeake, VA 23322
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  /47

  $570,000

  • 4 Beds
  • 2.5 Baths
  • 2,487 Sq Ft

  1302 Sasparilla Ct, Chesapeake, VA 23320

  Location and Style with a large yard, extra oversized garage with bike racks, above ground pool, new hvac, new windows, open concept from den with gas fireplace into kitchen and dining, renovated kitchen, and more! Bamboo Flooring downstairs is stunning! Extra room downstairs with french doors could be an office, living room or exercise room. Large Dining Room and unique landing at stairway is

  Ruth Benjaminson Five Star COVA Realty

  1302 Sasparilla Ct, Chesapeake, VA 23320
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  /50

  $2,050,000

  • 5 Beds
  • 8 Baths
  • 5,650 Sq Ft

  334 Scone Castle Loop, Chesapeake, VA 23322

  Location is Key! Enjoy peaceful country living In the city. This centrally located Hampton Roads neighborhood is close to shopping, restaurants, and entertainment. A meticulously maintained stately brick home nestled in the heart of Edinburgh Meadows. You'll be proud to make this the home of your dreams! Upgrades throughout this 5650SF, 5BR. 5BA, 3 half baths turnkey home that is situated on .75

  Mike Billari BHHS RW Towne Realty

  334 Scone Castle Loop, Chesapeake, VA 23322
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  /50

  $3,295,000

  • 5 Beds
  • 7.5 Baths
  • 8,000 Sq Ft

  4112 Mingo Trail, Chesapeake, VA 23325

  The owners have secured their next waterfront home creating a timely opportunity toacquire this exceptional gated deep-water estate with quick access tothe Chesapeake Bay, offering exceptional privacy, boating, and entertaining. Waterfrontincludes deep pilings, 3 boat lifts (2–30K, 1–16K) and jet ski lift. Resort-style outdoor livingfeatures saltwater pool, firepit, and expansive

  Debbie Rountree BHHS RW Towne Realty

  4112 Mingo Trail, Chesapeake, VA 23325
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  /26

  $499,990 New Construction

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

  2211 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

  2211 Edwin Dr, Chesapeake, VA 23322
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  /37

  $565,000

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

  3029 Crossings Dr, Chesapeake, VA 23321

  Well-maintained home on a corner lot in the heart of Western Branch. This centrally located property showcases a L-shaped Grecian-style pool and offers 5 spacious bedrooms and 3.5 bathrooms, including 2 ensuites. The layout is ideal for multi-generational living, with a primary ensuite on each floor. The 1st floor suite serves perfectly as an in-law suite, featuring a separate entrance and dry

  David Pellerin BHHS RW Towne Realty

  3029 Crossings Dr, Chesapeake, VA 23321
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  /19

  Price To Be Determined New Construction

  • 3 - 4 Beds
  • 2.5 - 3.5 Baths
  • 2,100 Sq Ft

  The Marlow Plan at Grayson Commons - Grayson Commons Townhomes, Chesapeake, VA 23320

  The best part about new construction is having options. The Marlow model offers 3 bedrooms and a large first-floor flex space, but it can also be upgraded if you want to include a 4th bedroom with full bath. This popular corner location offers an abundance of natural light and a balcony off the 2nd floor living room making it the perfect indoor/outdoor space for entertaining.

  Dragas Companies Builder

  0 Centerville Rd Unit 36470933, Chesapeake, VA 23320
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  /36

  $499,000

  • 5 Beds
  • 3.5 Baths
  • 3,338 Sq Ft

  2252 Dunbarton Dr, Chesapeake, VA 23325

  Discover this beautifully maintained 3338 square foot, six-bedroom, three-and-a-half-bath ranch home featuring an inground pool and versatile living spaces throughout. The main level offers a spacious primary suite, along with three additional bedrooms and a full bath. Upstairs, you’ll find two more generously sized bedrooms and another full bathroom. A flexible bonus room provides the perfect

  Jaime King Signature Homes

  2252 Dunbarton Dr, Chesapeake, VA 23325
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  /47

  $545,000

  • 5 Beds
  • 3 Baths
  • 2,348 Sq Ft

  3245 Conservancy Dr, Chesapeake, VA 23323

  Custom built home by Simpson Builders, this charming coastal farmhouse welcomes you with a full front porch perfect for relaxing. The versatile first-floor bedroom with adjacent full bath is ideal for guests, a home office, or flex space. The spacious living room features a gas fireplace and three sets of doors opening directly to the porch, offering seamless indoor-outdoor living (and potential

  Melissa Mowry The Real Estate Group

  3245 Conservancy Dr, Chesapeake, VA 23323
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  /7

  $320,000

  • 3 Beds
  • 2.5 Baths
  • 1,577 Sq Ft

  4376 Pickney Ln, Chesapeake, VA 23324

  Investor Alert! Excellent opportunity to own a newer 3- story energy efficient condo in gated community! Full appliance package conveys including tankless gas water heater and heat. Modern floorplan includes high ceilings + recessed lighting & speakers. Gourmet Kitchen has wood floors, breakfast bar, tile back splash, and walk out balcony w/sliding glass doors. Neighborhood pool and Professional

  Danielle Sticha Howard Hanna Real Estate Svcs.

  4376 Pickney Ln, Chesapeake, VA 23324
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  /24

  $1,200,000

  • 4 Beds
  • 3.5 Baths
  • 4,372 Sq Ft

  1625 Water View Cir, Chesapeake, VA 23322

  Refined luxury home on corner lot in the prestigious Edinburgh community with a striking brick and Hardy Plank exterior. Thoughtfully updated and move in ready, the home has been freshly painted, professionally cleaned, and features oak hardwood floors and refreshed carpets throughout. The well-designed floor plan includes four bedrooms plus a private office, with two ensuite bedrooms and a

  Michele Obenour Howard Hanna Real Estate Svcs.

  1625 Water View Cir, Chesapeake, VA 23322

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