Chesapeake, VA Homes for Sale with Pool

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  /50

  $825,000

  • 5 Beds
  • 3.5 Baths
  • 3,600 Sq Ft

  309 Sweetbay Dr, Chesapeake, VA 23322

  Gorgeous brick home sitting on a cul-de-sac! In ground salt pool, exterior gazebo, 2023 back deck, immaculately maintained landscaping is just the beginning to this beautifully curated home. Interiors have been updated, new LVP floors, accent walls, paint, light fixtures. Chefs kitchen with custom built pantry, downstairs primary suite, grand foyer, cathedral ceilings... Hurry up, this home is

  Steffanie Battles 1st Class Real Estate Flagship

  309 Sweetbay Dr, Chesapeake, VA 23322
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  /26

  $499,990 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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  /50

  $1,200,000

  • 5 Beds
  • 5 Baths
  • 4,000 Sq Ft

  313 Scone Castle Loop, Chesapeake, VA 23322

  Stunning all-brick home in sought-after Edinburgh, backing to wooded preserve for privacy. Entertainer’s dream with inground pool and large stamped concrete entertainment area . Grand foyer opens to formal living room/office, dining room & spacious family room with fireplace and built-ins. Chef’s kitchen features granite, center island, gas cooktop, wall oven, walk-in pantry & keeping room with

  Charlene Waler Better Homes & Gdns Ntv Am Grp

  313 Scone Castle Loop, Chesapeake, VA 23322
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  /22

  $550,000

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

  2136 Edwin Dr, Chesapeake, VA 23322

  Welcome to The Retreat at Edinburgh, a sought-after 55+ community offering low-maintenance living with exceptional amenities. This beautifully upgraded home features soaring ceilings, abundant natural light, and a spacious open-concept layout. The kitchen is a showstopper with quartz countertops, soft-close shaker cabinetry, stainless steel appliances, and a gas range, flowing seamlessly into a

  Anna Paduhovich Keller Williams Capital Props.

  2136 Edwin Dr, Chesapeake, VA 23322
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  /20

  $360,000

  • 3 Beds
  • 2.5 Baths
  • 2,534 Sq Ft

  4336 Whitfield Ln, Chesapeake, VA 23324

  Experience refined living in this elegant end-unit corner townhome, where thoughtful design meets modern luxury. Bathed in natural light, this residence showcases LVP flooring, granite countertops, built in surround sound and keyless entry elevated living. The first level offers a private, flexible space ideal for a home office, second family space or guest retreat. Upstairs, the main living area

  Janay Richardson KW Coastal Virginia Chesapeake

  4336 Whitfield Ln, Chesapeake, VA 23324
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  /46

  $544,534 New Construction

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

  2206 Captiva Ln, Chesapeake, VA 23321

  The beautiful 4 bdrm Avon model has an estimated completion date in 2026 = Make finishing selections! Throughout this charming, tree-lined neighborhood are an assortment of exceptional amenities including a resort-style pool, community trails, pocket parks & plazas w/ outdoor seating, a playground, natural preservation areas & state-of-the-art clubhouse w/ kitchen, conference room & fitness

  Kathy Nelms Corinth Realty LLC

  2206 Captiva Ln, Chesapeake, VA 23321
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  /30

  Price To Be Determined New Construction

  • 2 Beds
  • 2 Baths
  • 1,293 Sq Ft

  The Addison Plan at Grayson Commons - Grayson Commons Condominiums, Chesapeake, VA 23320

  Our interior model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with breakfast bar, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms & 2 baths. Owners suite includes a private bath & walk-in closet with custom wood shelving.

  Dragas Companies Builder

  1516 Elbow Rd Unit 36469973, Chesapeake, VA 23320
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  /21

  $230,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  2424 Chancery Ln Unit 105, Chesapeake, VA 23321

  Beautiful open modern floor plan with 9 ft ceiling throughout this stylish single-floor condo. Approx. 1,300 SF of well planed living space including a large kitchen with 42" cabinets and breakfast bar. Lovely primary suite with two closets and large primary bath with soaking tub. Don’t wait, schedule your private showing today!

  Garrett Williams The Real Estate Group

  2424 Chancery Ln Unit 105, Chesapeake, VA 23321
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  /10

  $569,900

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  1028 Ramsgate Ln, Chesapeake, VA 23322

  Opportunity awaits! Whether you're an investor, renovator, or buyer looking to build equity, this property offers incredible potential. With the right updates and vision, this home could truly shine again. Great for someone ready to renovate and make it their own or transform it into a great investment property. Bring your ideas and creativity, this is a chance to add value and create something

  Matthew Monaco BHHS RW Towne Realty

  1028 Ramsgate Ln, Chesapeake, VA 23322
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  /34

  $345,000

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

  1428 Leckford Dr, Chesapeake, VA 23320

  This beautifully maintained 3-bedroom, 2.5-bath condo offers the perfect blend of comfort, space, and modern convenience. The inviting first floor features gorgeous wood flooring, fresh paint, and 8-foot ceilings. A multipurpose room/office on the main floor is ideal for working from home or entertaining. The heart of the home is the bright, spacious kitchen—complete with stainless steel

  Angela Jernigan Realty One Group Unified

  1428 Leckford Dr, Chesapeake, VA 23320
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  /39

  $489,500 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,653 Sq Ft

  4743 Mahogany Run, Chesapeake, VA 23321

  Imagine yourself going across the street and enjoying the Clubhouse and Pool on a sunny summer day! Relaxing and knowing that all the outside lawn maintenance at your home is included in the condominium amenities. It is nice not mowing and using a lawn mower! This 55+ community offers you time for those activities that you love to do. There is even a dog park and a Community Garden for you to

  Bill Anderson BHHS RW Towne Realty

  4743 Mahogany Run, Chesapeake, VA 23321
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  /48

  $980,000

  • 5 Beds
  • 4 Baths
  • 3,880 Sq Ft

  1137 Kingsbury Dr, Chesapeake, VA 23322

  A true dream home in the coveted Berkshire Estates! This stunning brick home features 5 bedrooms, 4 baths & has been meticulously maintained. This home features custom craftsmanship, tons of storage & beautiful updates throughout. This stunning home blends modern design with everyday comfort. Clean architectural lines, expansive windows, and an open-concept layout create a bright, airy atmosphere

  Ankur Khullar Long & Foster Real Estate Inc.

  1137 Kingsbury Dr, Chesapeake, VA 23322
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  /48

  $1,500,000 Open Sun 12PM - 4PM

  • 5 Beds
  • 4 Baths
  • 3,436 Sq Ft

  1952 Lancing Crest Ln, Chesapeake, VA 23323

  Stunning custom-built waterfront home on over 1.5 acres along the Elizabeth River in Chesapeake. This 5-bedroom, 4-bath residence offers an open, functional layout with granite countertops, custom cabinetry, and multiple living spaces ideal for entertaining. The spacious primary suite features a spa-like bath with soaking tub, tiled walk-in shower, and dual vanities. Enjoy resort-style outdoor

  Brinda Griffin Griffin Realty LLC

  1952 Lancing Crest Ln, Chesapeake, VA 23323
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  /15

  $320,000

  • 2 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  1440 Rollesby Way, Chesapeake, VA 23320

  Charming 2-BEDROOM, 2.5-BATH condo in Hadley Park! Features a NEWLY UPGRADED kitchen and bathrooms with BEAUTIFUL CHERRYWOOD CABINETS, a convenient HALF BATH ON THE MAIN LEVEL, and a spacious PRIMARY SUITE with a PRIVATE EN-SUITE BATH! Enjoy BONUS loft/office space, a WALK-IN CLOSET, PRIVATE PATIO, and IN-UNIT LAUNDRY! Assigned parking PLUS guest spaces included! HOA covers WATER, TRASH,

  Marie Banks Swell Real Estate Co

  1440 Rollesby Way, Chesapeake, VA 23320
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  /43

  $335,000 Open Sat 11AM - 2PM

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

  602 Lacy Oak Dr, Chesapeake, VA 23320

  DON’T MISS OUT!! WON’T LAST LONG!! Charming 3 Bedroom 2.5 Bathroom 1,870 Sq Ft. Condo. Located in the desirable area in Greenbrier. First-floor flex room ideal for office or additional living space. Eat-in kitchen with stainless steel appliances and a walk-in pantry. Private Patio with Storage Shed located close to assigned parking and Community Pool. Spacious primary suite features a garden tub

  Frank Lloyd The Real Estate Group

  602 Lacy Oak Dr, Chesapeake, VA 23320
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  /36

  $305,000

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

  4314 Farringdon Way, Chesapeake, VA 23321

  RARE 1,870 sq ft layout with dual-primary suites! Two full upstairs suites provide privacy, while downstairs bedroom works for a flex space, home office, gym, or guests. Large kitchen with bar top, and walk in pantry. This corner unit offers natural light and patio access. HOA covers exterior maintenance, landscaping, and some utilities to simplify your monthly budget. Community amenities include

  Corey Hubbard 1st Class RE Barn Door Homes

  4314 Farringdon Way, Chesapeake, VA 23321
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  $558,790 New Construction

  • 4 Beds
  • 3 Baths
  • 2,781 Sq Ft

  2005 Barton Ln, Chesapeake, VA 23322

  Welcome home to the Lafayette, a beautifully designed two-story townhome offering 2,781 square feet of flexible living space. This home features four spacious bedrooms, three full bathrooms, and a two-car garage, providing ample room for both relaxation and entertaining. The first-floor primary bedroom is a private retreat, offering two large closets, a counter-height double vanity, and a

  D.R. Horton Builder

  2005 Barton Ln, Chesapeake, VA 23322
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  /36

  $380,000

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  450 Abelia Way, Chesapeake, VA 23322

  Beautifully maintained home, open floorplan with so many upgrades 2026- vanity/mirror in upstairs hall bathroom, 2025-all new lighting/ceiling fans downstairs, new ceiling fans in bedrooms, Halo light with dimmer switches, Nest 3 thermostat, Wyze Camera, Outside lighting, garbage disposal, 2024 Replaced- garage door opener, microwave, refrigerator, 2023-2022 Replaced air handler AND replaced

  Sandra Arcoraci Iron Valley Real Estate HR

  450 Abelia Way, Chesapeake, VA 23322
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  /48

  $539,999

  • 4 Beds
  • 2.5 Baths
  • 2,542 Sq Ft

  2216 Hampton Roads Pkwy, Chesapeake, VA 23321

  New construction without the wait! Located in the highly sought-after Jolliff Landing neighborhood, this like-new home has tons to offer! Backing to a protected preserve, you’ll enjoy added privacy w/ no future construction behind you. The open floor plan features a versatile bonus/flex room & beautiful LVP flooring throughout the main living areas. The gourmet kitchen is equipped with stainless

  Taylor Lennox Keller Williams Town Center

  2216 Hampton Roads Pkwy, Chesapeake, VA 23321
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  /23

  $269,000

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

  708 Inlet Quay Unit B, Chesapeake, VA 23320

  Well desired community. First Floor corner unit, move-in ready. Beautiful wood flooring, updatedappliances, large primary bedroom with bathroom. Condo amenities include a pool, clubhouse, tennis courtsand close to trails.

  Lynn Atkison BHHS RW Towne Realty

  708 Inlet Quay Unit B, Chesapeake, VA 23320
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  $520,000 Open Sat 12PM - 2:30PM

  • 4 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  301 Barcelona Dr, Chesapeake, VA 23322

  Great family home with lots of charm. Home sits on a huge corner lot with a large porch great for those spring days. Has spacious bedrooms with ample closet space, and a large bright kitchen looking out to a big backyard great for cookouts and gardening. In a prime location near shops, restaurants, and schools. Home has a new HVAC unit- 2025, and newer dishwasher and washer/dryer 2023. Community

  Angela Kennedy 1st Class Real Estate Integrity

  301 Barcelona Dr, Chesapeake, VA 23322
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  /3

  $649,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,969 Sq Ft

  MM Aspen, Chesapeake, VA 23320

  Come visit us at our model home, 5023 Annapolis Drive, Chesapeake, VA 23321. Builder is offering partial CCA + $15,000 Flex spending (buyer incentive, call listing agent for details). Our Aspen model offers spacious living at its finest. This 4-bedroom, 3.5-bathroom two-story home is designed for comfort, convenience, and luxury. The main floor features a thoughtfully designed living room and an

  Steve Freeman RHOAD & CO.

  MM Aspen, Chesapeake, VA 23320
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  /43

  $650,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 2,763 Sq Ft

  661 Middleton Way, Chesapeake, VA 23322

  Experience modern luxury and unbeatable efficiency in this stunning 5BR, 3.5BA Ashburne model in Westfield at Hickory Manor. This 2,763 SF home features a rare dual primary suite layout (one on each floor!) with quartz vanities and tiled showers. The open-concept heart of the home boasts a gourmet kitchen with a massive quartz island and stainless appliances.The standout feature? A fully paid-off

  Robin Gauthier NextHome Tidewater Realty

  661 Middleton Way, Chesapeake, VA 23322
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  /50

  $380,000

  • 3 Beds
  • 2.5 Baths
  • 1,759 Sq Ft

  520 Abelia Way, Chesapeake, VA 23322

  Condo style townhouse awaits your fun lifestyle. As you enter your home you will see waterproof Cherry laminated, tongue & groove plank flooring in the living areas, the open kitchen with new microwave, plenty of storage and breakfast bar area. New lights throughout, Hunter ceilings fans, HVAC in 2024, new carpeting on stairs and 2nd level bedrooms, new LVP in laundry and hall bath. New dual bowl

  Charlene Howard Long & Foster Real Estate Inc.

  520 Abelia Way, Chesapeake, VA 23322
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  /39

  $525,000

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft

  625 Marston Dr, Chesapeake, VA 23322

  Move-in ready 4-bedroom, 2-bath home with 1,820 sq ft of open-concept living in a convenient location near shopping, dining, and major interstates. The spacious main living area features cathedral ceilings, a gas fireplace with brick hearth, and built-in shelving, ideal for everyday living or entertaining. The updated kitchen includes granite countertops, stainless steel appliances, pantry

  Tori Hanbury BHHS RW Towne Realty

  625 Marston Dr, Chesapeake, VA 23322
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  /50

  $552,900 New Construction

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

  MM Sycamore, Chesapeake, VA 23320

  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. 2nd floor is spacious with 4 bedrooms & utility

  Steve Freeman RHOAD & CO.

  MM Sycamore, Chesapeake, VA 23320
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  /39

  $409,900

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft

  4211 Redfern Ln, Chesapeake, VA 23321

  A rare opportunity to own in the desirable Poplar Hill subdivision of Chesapeake-complete with a 2 car det garage/shop! Tucked away on a quiet cul-de-sac, this one-of-a-kind all-brick home is designed to fit your lifestyle & all of your needs. The det garage features a separate, spacious driveway, A/C, heater & rm above w/electricity. A fully fenced, expansive backyard perfect for entertaining or

  Farra Sawyer Howard Hanna Real Estate Svcs.

  4211 Redfern Ln, Chesapeake, VA 23321
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  /50

  $750,000 Open Sat 11AM - 2PM

  • 5 Beds
  • 3.5 Baths
  • 2,723 Sq Ft

  1942 Bexley Ln, Chesapeake, VA 23322

  Experience model home living in this stunning Ashburne floorplan, showcasing over $120,000 in custom upgrades. Perfectly positioned on a beautifully landscaped, fenced lot with serene pond views, this home offers the ideal blend of luxury and comfort. Relax on the spacious covered patio or unwind by the cozy firepit. Inside, enjoy open-concept living with 9' ceilings, gorgeous light oak plank

  Tricia Shotton Howard Hanna Real Estate Svcs.

  1942 Bexley Ln, Chesapeake, VA 23322
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  /50

  $545,000

  • 4 Beds
  • 2.5 Baths
  • 2,530 Sq Ft

  2259 Jolliff Landing Pkwy, Chesapeake, VA 23321

  Move-in-Ready home offers modern living with high-end finishes and a versatile floor plan. Interior features include engineered hardwood flooring, plantation shutters, crown molding, and an upgraded kitchen with granite countertops, a large center island, gas range, and a bright breakfast area. The living room looks out to back patio and pergola. The flexible layout includes front flex rooms

  Dina Grandy BHHS RW Towne Realty

  2259 Jolliff Landing Pkwy, Chesapeake, VA 23321
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  $695,500

  • 6 Beds
  • 2.5 Baths
  • 3,490 Sq Ft

  1617 Banff Ct, Chesapeake, VA 23320

  Located in Chesapeake’s Centerville Commons, this upgraded home offers flexible space that fits real life. With over 3,400 square feet, a downstairs bedroom, a finished bonus room, and a sunroom added during construction, the layout can function as up to six bedrooms, easily adapting to remote work, guests, hobbies, or growing households. Fresh paint and updated flooring have the home move-in

  Kristin Wood EXP Realty LLC

  1617 Banff Ct, Chesapeake, VA 23320
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  /26

  $527,990 New Construction

  • 3 Beds
  • 3 Baths
  • 1,986 Sq Ft

  2142 Edwin Dr, Chesapeake, VA 23322

  The Asheville is a beautifully designed quad-style home offering 1,986 square feet of single-level living at its finest. Featuring three spacious bedrooms and three 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

  D.R. Horton Builder

  2142 Edwin Dr, Chesapeake, VA 23322
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  /50

  $669,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 3,000 Sq Ft

  3307 Dodd Dr, Chesapeake, VA 23323

  2012 Homearama Showcase Home! Through the front door is the great room with floor to ceiling flagstone fireplace. To the right is the primary bedroom and ensuite bath with double vanity, walk-in closet, and custom cabinetry. Toward the back of the home you will find a gourmet kitchen with gas cooktop island and gorgeous contrasting granite colors. Room to entertain with bar countertop facing

  Kyle Willis Triumph Realty Group LLC

  3307 Dodd Dr, Chesapeake, VA 23323
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  $290,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 1,329 Sq Ft

  2314 Alcott Way, Chesapeake, VA 23321

  Welcome to this beautifully maintained condo built in 2021, offering modern finishes and low-maintenance living in a prime location. This home features two spacious primary suites, each with its own private bathroom—perfect for flexibility, guests, or shared living. The open-concept layout creates a bright and inviting space, while the immaculate condition makes it truly move-in ready.

  Genna Vannoy Triumph Realty

  2314 Alcott Way, Chesapeake, VA 23321
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  /49

  $339,900

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft

  3136 Sterling Way, Portsmouth, VA 23703

  ENJOY CAREFREE CONDO LIVING IN THE EXCEPTIONALLY WELL MAINTAINED 55+ COMMUNITY OF STERLING COVE. TUCKED-IN ON A QUIETCUL-DE-SAC THIS HOME OFFERS 3 BDRMS, 2.5 BATHS, ELEGANT 2-STORY FOYER, LARGE EAT-IN-KITCHEN w/AMPLE CABINETS FLOWSSEAMLESSLY INTO A SPACIOUS GREAT RM w/CATHEDRAL CEILING & COZY GAS FP, 1ST FLOOR PRIMARY SUITE HAS WALK-IN CLOSET, BATHw/DOUBLE SINK VANITY, SHOWER &

  Michelle Knowles BHHS RW Towne Realty

  3136 Sterling Way, Portsmouth, VA 23703
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  /34

  $571,240 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,312 Sq Ft

  5121 Duxbury Rd, Suffolk, VA 23435

  The Irwin floorplan offers a thoughtfully designed two-story layout with 2,300+ square feet of living space, making it perfect for families who appreciate both style and functionality. This home features 4 bedrooms and 3.5 bathrooms, providing plenty of space for privacy and convenience. The primary bedroom, located on the second floor, is a spacious retreat with a large walk-in closet and an

  D.R. Horton Builder

  5121 Duxbury Rd, Suffolk, VA 23435
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  /34

  $350,000 Open Sat 1PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 1,856 Sq Ft

  5889 Echingham Dr, Virginia Beach, VA 23464

  Ideally situated near the Virginia Beach/Chesapeake line, this well maintained 3bed, 2.5bath townhouse-style condominium offers both comfort and convenience. The 1st floor primary suite provides easy, main level living, while soaring 9ft ceilings on the main floor create an inviting and spacious atmosphere. The kitchen is thoughtfully appointed with quartz countertops, a center island, and all

  Katherine Leftwich Atkinson Realty

  5889 Echingham Dr, Virginia Beach, VA 23464
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  $579,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,623 Sq Ft

  CALHOUN Plan at Smith Farm, Suffolk, VA 23435

  The contemporary Calhoun is a 4 bedroom, 2.5 bathroom plan offering 2,623 square feet. It features a formal dining room perfect for entertaining or flexible as a home office. The chef-inspired kitchen offers an oversized island and Butler's pantry, and flows into the expansive open-concept dining area and living room with plenty of room for entertaining. The first level also includes Bedroom One,

  D.R. Horton Builder

  0 Eastport Rd Unit 36375960, Suffolk, VA 23435

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