Chesapeake, VA Homes

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  /50

  $747,500

  • 4 Beds
  • 2.5 Baths
  • 4,013 Sq Ft

  2537 Lakewood Ln, Chesapeake, VA 23321

  Spacious and serene, this 4-bedroom, 2.5-bath waterfront home in Stonebridge Landing offers over 4,000 square feet of living space on a scenic 0.54-acre riverfront lot. A converted room over the garage makes an ideal in-law suite, guest space, or playroom. Enjoy the natural light in the Florida room, cozy evenings by the gas fireplace, and the charm of a spiral staircase leading to generously

  

  Antar Wilson

  Judy Boone Realty Inc.

  (757) 362-9284

  2537 Lakewood Ln, Chesapeake, VA 23321
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  Explore Western Branch

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  /17

  $1,950 per month

  • 3 Beds
  • 1.5 Baths
  • 1,408 Sq Ft
  • Townhouse for Rent

  3112 Radcliffe Ln, Chesapeake, VA 23321

  This bright end-unit townhome combines curb appeal and comfort, with a brick exterior and crawl-space foundation. Inside, enjoy fresh paint, new carpeting, generously sized rooms, and abundant natural light from 2023 replacement windows. The sunny kitchen offers plentiful cabinetry, countertops, and a pantry, flowing into a family room with wood-burning fireplace. Upstairs, the spacious primary

  

  Sudan Weng

  Green Tree Real Estate Inc

  (757) 863-8749

  3112 Radcliffe Ln, Chesapeake, VA 23321
• 

  $480,000 Sold Aug 04, 2025

  • 2,400 Sq Ft
  • $200/SF
  • 8 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2013

  5420 Willow Lake Rd, Chesapeake, VA 23321

  This 12 year young beautiful GEM is vacant and waiting for you. It presents with new carpet, fresh paint, and newer stainless steel appliances. The large kitchen has lots of cabinets and counter space, plus a pantry and a breakfast area! The great room has a vaulted ceiling and gas fireplace. The primary bedroom has a walk in closet, primary bath has a dual vanity, a walk in shower, and a

  Vannassa Caston Howard Hanna Real Estate Services

  5420 Willow Lake Rd, Chesapeake, VA 23321
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  /2

  Est $422,922 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,202 Sq Ft

  5017 James St, Chesapeake, VA 23321

  5017 James St, Chesapeake, VA 23321
• 

  

  /2

  $525,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,743 Sq Ft

  2918 Duke of York Dr, Chesapeake, VA 23321

  Rare find in the heart of Western Branch! This meticulously maintained all-brick 4-bedroom, 2.5-bath home offers timeless appeal, modern living, and stylish updates throughout. Spacious kitchen with granite countertops, newer stainless steel appliances, and tons of cabinetry. Multiple living areas including a sunroom and formal dining room—each with its own fireplace. Renovated primary suite

  

  Maritza Brandon

  The Real Estate Group

  (757) 912-5873

  2918 Duke of York Dr, Chesapeake, VA 23321
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  /40

  $1,099 - $1,769 per month

  Chesapeake Pointe

  1 - 3 Beds

  3537 Towne Pointe Rd, Chesapeake, VA 23321

  Welcome to Chesapeake Pointe Apartments in Chesapeake, VA. Our pet-friendly one, two, and three-bedroom apartment homes are well-designed and offer access to two resort pools – AION SPLASH. This sprawling park-like community is located in both Chesapeake, VA and Portsmouth, VA. Chesapeake Pointe is minutes to I-664, I-64, Downtown Norfolk, Old Dominion University, and less than 13 miles to the

  3537 Towne Pointe Rd, Chesapeake, VA 23321
• 

  $305,000 Sold Jul 31, 2025

  • 1,200 Sq Ft
  • $254/SF
  • 16 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1977

  3209 Woodbaugh Dr, Chesapeake, VA 23321

  Located in the highly desirable Western Branch area – known for its top-rated schools, community feel, and convenience. Minutes to Chesapeake Square Mall, Oak Grove Lake Park, and the scenic Elizabeth River Trail. Hop on over to this ALL NEW home, new flooring, new kitchen, new bathrooms, new roof, new HVAC, new porch, new siding, basically new construction with out that "New Construction" price

  Katie Burke Long & Foster Real Estate Inc.

  3209 Woodbaugh Dr, Chesapeake, VA 23321
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  /2

  Est $314,807 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft

  3404 Port Chambers Ct, Chesapeake, VA 23321

  3404 Port Chambers Ct, Chesapeake, VA 23321
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  /2

  $562,500 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  4621 Old Woodland Dr, Chesapeake, VA 23321

  Prepare to fall in love with this immaculate, move-in ready home on a spacious corner lot just under 1 acre with **no HOA!** Enjoy an open floor plan with hardwood floors, a gas fireplace, and pre-wired surround sound. The beautiful kitchen features granite counters, stainless steel appliances, pantry, and a large island. All appliances convey, including washer & dryer. The generous primary suite

  

  Christina Fleck

  World Class Realty

  (757) 919-8308

  4621 Old Woodland Dr, Chesapeake, VA 23321
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  /32

  $2,300 per month

  • 2 Beds
  • 2.5 Baths
  • 1,760 Sq Ft
  • Townhouse for Rent

  2820 Cardiff Ln, Chesapeake, VA 23321

  Charming Townhome in the Heart of Chesapeake! Beautifully maintained 2-bedroom, 2.5-bath townhome offering a spacious and inviting open floor plan for modern living. The kitchen features ample storage and generous counter space, for cooking and entertaining. The home features separate living and dining areas, 2 spacious bedrooms and a bonus loft area that’s great for a home office, reading nook,

  Amy Doll RE/MAX Alliance

  2820 Cardiff Ln, Chesapeake, VA 23321
• 

  $445,000 Sold Jul 30, 2025

  • 1,998 Sq Ft
  • $223/SF
  • 14 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1982

  3361 Morningside Dr, Chesapeake, VA 23321

  Welcome home to this beautifully cared-for 3BR/3BA brick charmer with storybook curb appeal and a 2-car side-load garage, and 2 bedrooms with ensuites. Step inside to vaulted ceilings, a cozy fireplace, and new LVP flooring in key areas. The 4 season Florida room with PTAC system is perfect for morning coffee or evening unwinding. Packed with peace-of-mind upgrades: 2021 roof, 2022 HVAC, solar

  Cynthia Garrett EXIT Realty Central

  3361 Morningside Dr, Chesapeake, VA 23321
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  /2

  Est $288,264 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,306 Sq Ft

  3369 Dunedin Dr, Chesapeake, VA 23321

  3369 Dunedin Dr, Chesapeake, VA 23321
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  /50

  $515,000 Under Contract

  • 5 Beds
  • 4 Baths
  • 2,719 Sq Ft

  3308 Michelle Ct, Chesapeake, VA 23321

  Move-in ready & full of updates! This custom Colonial sits on a quiet low traffic cul-de-sac with a large, beautifully landscaped lot. Major upgrades in June 2025 include a new roof & 4 new bathrooms. Dual-zone HVAC with new units & ductwork (2022 & 2024), all new windows (2022), updated water heater, and stainless-steel appliances (2020). Inside you'll find original hardwood floors, granite

  

  Laura Blackwood

  CENTURY 21 Nachman Realty

  (757) 255-7057

  3308 Michelle Ct, Chesapeake, VA 23321
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  /50

  $1,345 per month

  Maplewood Apartments - Tax Credit

  2 Beds

  3824 Maplefield Dr, Chesapeake, VA 23321

  Located in the heart of Chesapeake, VA, Maplewood offers the best of both worlds-beautiful housing at an affordable price. Located only minutes from I-264 and I-664, our community is also convenient to the Chesapeake Square Mall and many other recreational facilities.Enjoy Maplewood's newly renovated homes that include the special touches of luxury living Including: Full size washer and

  3824 Maplefield Dr, Chesapeake, VA 23321
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  $565,000 Sold Jul 30, 2025

  • 3,425 Sq Ft
  • $165/SF
  • 18 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1999

  2909 Drum Point Crescent, Chesapeake, VA 23321

  Backyard Oasis - with a large deck, huge koi pond, a fire pit & pergola. Gardening shed & sprinkler system. Home Office or exercise room, with a large mud room featuring a utility sink and room for freezers & more! Newer Roof w/skylights, HVAC, updated primary bathroom w/ jetted tub & dbl sinks. Updated Kitchen with loads of cabinets, cultured marble surfaces & double pantry. 9-foot ceilings &

  Mark Rusnak RE/MAX Allegiance

  2909 Drum Point Crescent, Chesapeake, VA 23321
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  /2

  Est $394,042 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,804 Sq Ft

  2517 Quail Ridge Ct, Chesapeake, VA 23321

  2517 Quail Ridge Ct, Chesapeake, VA 23321
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  /4

  $300,000

  • Land
  • 0.40 Acre
  • $750,000 per Acre

  0.4AC Flintfield Crescent, Chesapeake, VA 23321

  Build your dream home on this beautiful .4-acre mostly cleared lot with stunning views of the Elizabeth River. Located in the established Colonial Point neighborhood, this rare waterfront property offers a peaceful setting with convenient access to nearby amenities. Whether you're envisioning a custom estate or a tranquil retreat, this lot provides the perfect canvas with water access and scenic

  

  Greg Garrett

  Garrett Realty Partners

  (757) 997-7650

  0.4AC Flintfield Crescent, Chesapeake, VA 23321
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  /35

  $3,300 per month

  • 4 Beds
  • 2.5 Baths
  • 2,480 Sq Ft
  • House for Rent

  2262 Sanibel Ln, Chesapeake, VA 23321

  Like-new-construction! Upgraded cabinetry, quartz countertops, tile backsplash & stainless steel appliances including gas range in kitchen; upgraded trim package throughout; primary suite has additional windows, pan ceiling w/rope accent lighting, soaking tub & 5' shower; luxury vinyl plank on 1st floor & in baths and laundry room; study/flex room; mud room; gas heat & tankless water heater.

  Sarah Grace Doyle Sand & Sea Realty

  2262 Sanibel Ln, Chesapeake, VA 23321
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  $477,537 Sold Jul 30, 2025

  • 2,880 Sq Ft
  • $166/SF
  • 3 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2025

  4721 Mahogany Run, Chesapeake, VA 23321

  Ready for your next act of carefree home ownership? This beautiful Lafayette home located in Weldenfield & Rowe's premier 55+ community is easy living with your Primary Bedroom, Bath and Laundry along with dedicated office space all on the first floor. Your double car garage, natural gas fireplace, covered porch, modern gorgeous countertops and finishes round out this spacious home featuring 9

  Donna Lakoski BHHS RW Towne Realty

  4721 Mahogany Run, Chesapeake, VA 23321
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  /2

  Est $478,445 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,330 Sq Ft

  3608 Calverton Ct, Chesapeake, VA 23321

  3608 Calverton Ct, Chesapeake, VA 23321
• 

  

  /4

  $155,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  3440 Clover Rd E, Chesapeake, VA 23321

  Investor-friendly end-unit condo in desirable Western Branch. This well-maintained 2-bedroom, 1-bath home features one-level living with an open floor plan, cathedral ceilings, a cozy fireplace, and a spacious utility room. Tenant-occupied with a lease in place through March 2026 at $1,400/month—lease must be honored by the buyer. Cash or conventional financing only. Showings require a 24-hour

  

  Jenn Bryant

  The Bryant Group

  (757) 529-8636

  3440 Clover Rd E, Chesapeake, VA 23321
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  /20

  $1,200 - $1,945 per month

  Miars Farm

  1 - 3 Beds

  4415 Deborah Ct, Chesapeake, VA 23321

  HOUSE-SIZE APARTMENTS! Welcome to Miars Farm Apartments, where comfort, convenience, and elegance blend perfectly in the heart of Chesapeake, VA. Discover our selection of thoughtfully designed 1-bedroom apartments for rent, 2-bedroom apartments for rent, and 3-bedroom apartments for rent, each featuring spacious layouts and high-end finishes that create a true sense of home. If you’re looking

  4415 Deborah Ct, Chesapeake, VA 23321
• 

  $554,165 Sold Jul 29, 2025

  • 2,335 Sq Ft
  • $237/SF
  • 26 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2025

  5027 Annapolis Dr, Chesapeake, VA 23321

  PRE-SOLD--WE HAVE MORE !! This highly desired floor plan offers 4 bedrooms, 2 baths, and 2335 sq ft. Perfect first home or forever home! The Estates at Jolliff Landing is a charming neighborhood boasting single-family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, a community playground, water features, a sports field, bike paths, and a

  Steve Freeman RHOAD & CO.

  5027 Annapolis Dr, Chesapeake, VA 23321
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  /2

  Est $357,431 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,510 Sq Ft

  4009 Maple Dr, Chesapeake, VA 23321

  4009 Maple Dr, Chesapeake, VA 23321
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  /4

  $495,000

  • 3 Beds
  • 2.5 Baths
  • 2,214 Sq Ft

  904 Flintfield Crescent, Chesapeake, VA 23321

  Beautiful traditional style home. Located on a large lot in the Western Branch area of Chesapeake. Home features include three large bedrooms. Large family room with a fireplace. Eat in kitchen with stainless steel wireless refrigerator, stove, microwave, and washer and dryer, all convey. Dining room leads to the enormous living room. Primary bedroom includes a walk in closet. Huge

  

  Adrienne Campbell

  Keller Williams Coastal Virginia Chesapeake

  (757) 296-8807

  904 Flintfield Crescent, Chesapeake, VA 23321
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  /22

  $2,200 per month

  • 2 Beds
  • 2.5 Baths
  • 1,350 Sq Ft
  • Condo for Rent

  2319 Whitman St, Chesapeake, VA 23321

  Welcome to your new home! This spacious and stylish 2-bedroom, 2.5-bathroom condo is tucked away in a peaceful neighborhood in Chesapeake, offering serene views of mature trees, minimal traffic, and a true sense of privacy. Step inside to a bright and open floor plan featuring luxury vinyl floors and a modern kitchen equipped with stainless steel appliances. The dining area opens to a private

  Jen Hobbs 1st Class Real Estate Flagship

  2319 Whitman St, Chesapeake, VA 23321
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  $751,000 Sold Jul 24, 2025

  • 3,239 Sq Ft
  • $232/SF
  • 55 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 2003

  1605 Pierside Landing, Chesapeake, VA 23321

  Sprawling custom built home in a highly sought-after neighborhood. This 6 bedroom corner lot masterpiece greets you with a new composite front door with decorative matching side panels. Primary on 1st floor with luxury ensuite and sitting room. Additional guestroom on 1st floor is great for a multi-generational or a growing family. Glistening, restored hardwood flooring in foyer, hallway, dining

  Aretha Valentine BHHS RW Towne Realty

  1605 Pierside Landing, Chesapeake, VA 23321
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  /2

  Est $360,197 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,802 Sq Ft

  4001 Cedar Grove Crescent, Chesapeake, VA 23321

  4001 Cedar Grove Crescent, Chesapeake, VA 23321
• 

  

  /37

  $473,000

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  3620 Elkton Dr, Chesapeake, VA 23321

  Welcome to this charming home in the Wellington community. The spacious layout offers hardwood floors, formal dining, & 2 comfortable living areas. The large eat-in kitchen features SS appliances, abundant counter & cabinet space, an island, a large pantry, & even a sunny bay window! Upstairs you'll find the sizable primary bedroom w/ a vaulted ceiling & 2 walk-in closets along w/ an open en

  

  Stephanie Kelly

  Swell Real Estate Co.

  (757) 863-1100

  3620 Elkton Dr, Chesapeake, VA 23321
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  /20

  $2,700 per month

  • 4 Beds
  • 3 Baths
  • 2,120 Sq Ft
  • Townhouse for Rent

  4229 Meander Way, Chesapeake, VA 23321

  No upfront deposits available! Marvelous 4 bedroom, 3.5 bath Townhome! First level bedroom with en suite. Gorgeous kitchen equipped with stainless steel appliances, granite countertops, pantry and balcony! The primary bedroom features tray-ceilings, walk-in closet and en suite with separate tub and shower. 2-Car Attached Garage and Driveway Space. Ideally located near Interstates. Pet Friendly!

  4229 Meander Way, Chesapeake, VA 23321
• 

  $431,000 Sold Jul 21, 2025

  • 2,239 Sq Ft
  • $192/SF
  • 39 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1969

  2861 Greenview Rd, Chesapeake, VA 23321

  See this lovely brick ranch in Western Branch today. The one owner home was built with love and attention to detail. House is located on a spacious waterfront lot (.66 acres) overlooking a canal. A public ramp for boat launching is located conveniently around the corner. The 2,239 SF, 4 bedroom, 3 bath home, features a large kitchen with an eat-in area, solid wood custom cabinets, built-in

  Evelyn Thomas CENTURY 21 Nachman Realty

  2861 Greenview Rd, Chesapeake, VA 23321
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  /2

  Est $514,711 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,448 Sq Ft

  4701 Creekview Ct, Chesapeake, VA 23321

  4701 Creekview Ct, Chesapeake, VA 23321
• 

  

  /50

  $500,000

  • 4 Beds
  • 2.5 Baths
  • 2,513 Sq Ft

  4650 Longleaf Place, Chesapeake, VA 23321

  Welcome to 4650 Longleaf Pl in the Retreat at Western Branch—where modern design meets easy living. Built in 2022, this beautifully maintained home features over 2,500 sq ft, a first-floor primary suite, and a dedicated office/flex space. Enjoy an open-concept layout with neutral colors, fresh paint, and new carpet throughout. The kitchen flows seamlessly into the living and dining areas, great

  

  Mario Dove

  EXP Realty LLC

  (757) 540-2800

  4650 Longleaf Place, Chesapeake, VA 23321
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  /50

  $2,950 per month

  • 3 Beds
  • 2 Baths
  • 1,860 Sq Ft
  • House for Rent

  3304 Foxgrove Ln, Chesapeake, VA 23321

  This lovely home is a true gem: incredibly well cared for, "real" hardwood floors throughout in fantastic condition, updated and modern kitchen offering granite, soft-close cabinets, top of the line stainless steel appliances. The living spaces here are plentiful and large - an oversized family room at the front of the house, another sunken family room off the kitchen, an over-oversized formal

  Lisa Saunders RE/MAX Allegiance

  3304 Foxgrove Ln, Chesapeake, VA 23321
• 

  $801,000 Sold Jul 16, 2025

  • 4,074 Sq Ft
  • $197/SF
  • 19 Days On Market

  • 6 Beds
  • 3.5 Baths
  • Built 2004

  4400 Anchor Bend Ct, Chesapeake, VA 23321

  Expansive 6BR, 3.5BA home in sought-after Western Branch offers 4,000+ sq ft of comfort & versatility—ideal for multigenerational living or grand entertaining. Features include a private in-law suite with its own entrance, jetted tub, shower, & laundry. Inside, enjoy spacious rooms, abundant natural light, open-concept kitchen/family room, & elegant formal dining. Upstairs bedrooms provide ample

  Tracey Caddy Southside Real Estate

  4400 Anchor Bend Ct, Chesapeake, VA 23321
• 

  /2

  Est $366,454 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,498 Sq Ft

  4109 San Salvador Dr, Chesapeake, VA 23321

  4109 San Salvador Dr, Chesapeake, VA 23321
• 

  /2

  $399,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft

  2824 Meadow Dr, Chesapeake, VA 23321

  Beautiful Brick ranch in sought after Green Meadow Point. This 3 bedroom, 2 bath home in the Western Branch School District is a must see. The large living room has built in shelving and cabinets and the house has gleaming hardwood floors throughout. The updated kitchen boasts granite counter tops, white cabinets and stainless steel appliances. The baths are also updated. There is also a formal

  

  Evelyn Thomas

  CENTURY 21 Nachman Realty

  (757) 809-2274

  2824 Meadow Dr, Chesapeake, VA 23321
• 

  

  /24

  $1,319 per month

  • Studio
  • 1 Bath
  • 300 Sq Ft
  • Furnished Studio-Chesapeake - Churchland B...

  3214 Churchland Blvd, Chesapeake, VA 23321

  Enjoy a fully furnished studio suite in our hotel at an affordable rate with free wi-fi, free utilities and free premium cable. Each studio suite has a full kitchen with full-size refrigerator, stovetop and microwave, and has a flexible workspace and plenty of storage. All our hotels are pet-friendly and have on-site guest laundry available. Plus, there are no long-term commitments and you can

  3214 Churchland Blvd, Chesapeake, VA 23321
• 

  $256,000 Sold Jul 16, 2025

  • 1,494 Sq Ft
  • $171/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  3918 Peppercorn Way, Chesapeake, VA 23321

  Excellent opportunity for the sought-after Miars Farms community of Deep Creek. This rare duplex-style end unit features a first-floor primary suite and attached garage for ultimate convenience. Bright and open floor plan with soaring vaulted ceilings and real hardwood floors throughout - carpet only on the stairs! The galley-style kitchen includes a breakfast bar that opens to the dining area

  Mark Rusnak RE/MAX Allegiance

  3918 Peppercorn Way, Chesapeake, VA 23321
• 

  

  /40

  Est $771,632 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,554 Sq Ft

  2972 Bruce Station, Chesapeake, VA 23321

  2972 Bruce Station, Chesapeake, VA 23321

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