Chesapeake, VA Homes

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  /46

  $619,900

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

  2115 Tall Pine Dr, Chesapeake, VA 23323

  Charming 4-bed, 2.5-bath home in Summerwood, located in the desirable Grassfield school district. This well-maintained home features an open-concept layout with granite countertops, stainless steel appliances, gas stove, 8-ft island, and pantry. The morning room overlooks a private wooded backdrop. The spacious primary suite includes a walk-in closet and en suite bath. Enjoy a fenced backyard

  

  Daniel Parrish

  Real Broker LLC

  (757) 505-7109

  2115 Tall Pine Dr, Chesapeake, VA 23323
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  /30

  $2,100 per month

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  1302 Jackie Dr, Chesapeake, VA 23324

  Now Available in Chesapeake! This charming ranch-style home offers 3 bedrooms and 1 bath, perfect for comfortable one-level living. With a spacious 4-car concrete driveway leading to a detached 2-car garage—ideal for storage, projects, or hobbies. Enjoy the large fenced backyard, complete with a back deck that’s perfect for gatherings, cookouts, or simply relaxing while your pets play freely.

  Kris Weaver Atlantic Sotheby's International Realty

  1302 Jackie Dr, Chesapeake, VA 23324
• 

  $560,000 Sold Oct 29, 2025

  • 2,114 Sq Ft
  • $265/SF
  • 61 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2021

  1758 Watershed Ct, Chesapeake, VA 23323

  Solar-powered savings, fresh updates, and an assumable VA loan opportunity—this home delivers on every detail. Located in the Grassfield School District, this 4-bedroom, 2.5-bath house blends comfort and efficiency with solar panels (will convey paid-off). A versatile front room offers flexible use, while the kitchen features white cabinetry, quartz countertops, a subway tile backsplash, and

  Allison Samson Broadsight Realty

  1758 Watershed Ct, Chesapeake, VA 23323
• 

  

  /2

  Est $222,232 Not Listed For Sale

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

  910 Rue Marseille, Chesapeake, VA 23320

  910 Rue Marseille, Chesapeake, VA 23320
• 

  

  

  /50

  $490,000

  • 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—a 55+ community offering modern design and low-maintenance living. Built in 2022, this 4-bed, 2.5-bath home features over 2,500 sq ft, a first-floor primary suite, dedicated office/flex space, fresh paint, and new carpet. Open-concept kitchen and living areas make entertaining easy. Upstairs includes 3 beds, full bath, and loft. Condo

  

  Mario Dove

  EXP Realty LLC

  (757) 540-2800

  4650 Longleaf Place, Chesapeake, VA 23321
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  /50

  $1,303 - $1,708 per month

  Lake Village

  2 - 3 Beds

  908 Lake Village Dr, Chesapeake, VA 23323

  Our apartment homes offer comfortable living with thoughtful floor plans to fit your lifestyle. Choose from our classic or newly renovated 2 & 3-bedroom homes. Each apartment home combines scenic views with modern amenities. Enjoy the convenience of nearby shopping, dining, and entertainment in a welcoming community just minutes from some of Chesapeake's famous waterways.

  908 Lake Village Dr, Chesapeake, VA 23323
• 

  $490,000 Sold Oct 29, 2025

  • 2,388 Sq Ft
  • $205/SF
  • 56 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1979

  3304 Michelle Ct, Chesapeake, VA 23321

  Welcome to this beautifully upgraded 5-bedroom, 2.5-bath home nestled in one of the area's most sought-after neighborhoods. This stunning residence features rich wood floors, luxurious carpet , and ceramic tiles seamlessly flow throughout the main living spaces. A BRAND NEW roof that was just installed 8/15/2025! A gourmet kitchen with granite countertops, stainless steel appliances, and an

  Jeremy Brown LPT Realty LLC

  3304 Michelle Ct, Chesapeake, VA 23321
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  /2

  Est $407,472 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,300 Sq Ft

  203 Outlaw St, Chesapeake, VA 23320

  203 Outlaw St, Chesapeake, VA 23320
• 

  /2

  $436,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 1,681 Sq Ft

  1808 Moravian Walk, Chesapeake, VA 23323

  Seller will contribute $5,000 toward Buyer closing costs with a full-price offer. Better than NEW construction, this meticulously maintained 3-story townhome in the Grassfield High district offers modern design and lots of upgrades. Built in 2022, it has 3 bedrooms, 3.5 baths, with open-concept. The gourmet kitchen features granite countertops, stainless-steel appliances, and huge island, LVP

  

  Maritza Brandon

  The Real Estate Group

  (757) 960-1683

  1808 Moravian Walk, Chesapeake, VA 23323
• 

  

  /25

  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,870 Sq Ft
  • Condo for Rent

  730 Lacy Oak Dr, Chesapeake, VA 23320

  Beautifully updated(2025) spacious condo in excellent condition, offering modern upgrades and an open airy layout. This home features a spacious primary suite with a stunning walk-in closet, a gourmet kitchen with breakfast bar/stainless steel appliances/walk-in pantry/plenty of cabinet space, and a versatile 1st floor bonus room(office/den/bedroom). Located deep within the neighborhood for added

  Lakilla Puryear Keller Williams Coastal Virginia Chesapeake

  730 Lacy Oak Dr, Chesapeake, VA 23320
• 

  $267,000 Sold Oct 27, 2025

  • 1,257 Sq Ft
  • $212/SF
  • 25 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1985

  1916 Woodgate Arch, Chesapeake, VA 23320

  Gorgeous, move in ready, townhome in highly sought after Greenbrier area with 2 on suite bedrooms. New HVAC system and water heater. Just minutes from Greenbrier Mall, popular restaurants, and all your daily conveniences. Start your mornings with a walk along the neighborhood paths or spend time at the nearby parks. This home truly offers the best of both comfort and location. Schedule your

  Daniel Jones A Better Way Realty Inc.

  1916 Woodgate Arch, Chesapeake, VA 23320
• 

  /2

  Est $397,543 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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  /24

  $520,900

  • 3 Beds
  • 3.5 Baths
  • 2,300 Sq Ft

  911 Jennings Ln, Chesapeake, VA 23322

  LIGHT AND BRIGHT HOME! UPGRADES GALORE! Under construction with early 2026 delivery. Built by award-winning builder. Stunning home w/curated features uniquely designed in this home. Extensive Mohawk flooring through mid-level with Gourmet Kitchen w/Custom hood, 10' island with Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings MAIN, 9'

  

  Monique Darling

  BHHS RW Towne Realty

  (757) 551-6672

  911 Jennings Ln, Chesapeake, VA 23322
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  /55

  $1,802 - $1,981 per month

  Allure at Edinburgh

  1 - 3 Beds

  249 Allure Ln, Chesapeake, VA 23322

  Indulge in the best apartment living experience for yourself, explore community amenities and a neighborhood that offers everything you desire, and gather with whomever you choose, wherever you like. Your choices are endless at Allure at Edinburgh apartment homes. Conveniently located in the new Edinburgh area of Chesapeake, VA, Allure at Edinburgh apartments offers you everything you could ever

  249 Allure Ln, Chesapeake, VA 23322
• 

  $840,000 Sold Oct 27, 2025

  • 3,311 Sq Ft
  • $254/SF
  • 27 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  528 Fordsmere Rd, Chesapeake, VA 23322

  Woodards Mill retreat on 3 acres in the Hickory school district! This 4 BR, 2.5 BA, 3311 SF home features a slate roof, copper gutters, and circular paver driveway for lasting curb appeal. Inside you'll find flexible formal & casual living spaces including a fireplace. The Kitchen features marble countertops, induction stovetop, double wide refrigerator, & wine fridge. The FROG has been converted

  Barbara Brown-Lipponen Iron Valley Real Estate Prestige

  528 Fordsmere Rd, Chesapeake, VA 23322
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  /2

  Est $304,196 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,206 Sq Ft

  505 Amster Ln, Chesapeake, VA 23323

  505 Amster Ln, Chesapeake, VA 23323
• 

  /2

  $559,965 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,300 Sq Ft

  204 Traditions Way, Chesapeake, VA 23322

  Unique 3-Unit Bldg! Under construction with early 2026 delivery. Built by award-winning builder. Stunning home w/curated features uniquely designed.. Extensive Mohawk flooring through mid-level with Gourmet Kitchen w/Custom hood, 10' island with Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings MAIN, 9' First & Third Floors, 2-zone HVAC

  

  Monique Darling

  BHHS RW Towne Realty

  (757) 859-9454

  204 Traditions Way, Chesapeake, VA 23322
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  /35

  $2,850 per month

  • 3 Beds
  • 2 Baths
  • 1,640 Sq Ft
  • House for Rent

  5009 James St, Chesapeake, VA 23321

  3BD/2BA Updated Ranch on a Wooded Lot- Two Car Garage! - Wooded Lot- Pets okay! - Updated throughout- LVP throughout living areas- Spacious and open floorpan - Living area with Marble tiled fireplace, Separate Dining area- Kitchen complete with pantry, new refrigerator, plenty of cabinet storage, Bar top seating- Breakfast/sitting area attached to kitchen- Primary suite

  Adrienne Bower RX Real Estate

  5009 James St, Chesapeake, VA 23321
• 

  $325,000 Sold Oct 27, 2025

  • 1,408 Sq Ft
  • $231/SF
  • 53 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1957

  817 Harway Ave, Chesapeake, VA 23325

  This freshly renovated house on a quiet street is ready to be your new home! Open floor plan with 2 full bathrooms and 3 bedrooms including a primary suite with en-suite bathroom. The up to the minute interior has a beautiful electric fireplace, excellent lighting throughout, LVP flooring in all common areas and carpet in the bedrooms, and the kitchen has granite countertops, white cabinetry, and

  Jeffrey Taylor The Bryant Group

  817 Harway Ave, Chesapeake, VA 23325
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  /2

  Est $328,994 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft

  836 Shoal Creek Trail, Chesapeake, VA 23320

  836 Shoal Creek Trail, Chesapeake, VA 23320
• 

  /2

  $565,180 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,300 Sq Ft

  909 Jennings Ln, Chesapeake, VA 23322

  LIGHT AND BRIGHT END HOME! UPGRADES GALORE! Under construction with early 2026 delivery. Built by award-winning builder. Stunning home w/curated features uniquely designed in this home. Extensive Mohawk flooring through mid-level with Gourmet Kitchen w/Custom hood, 10' island with Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings MAIN, 9'

  

  Monique Darling

  BHHS RW Towne Realty

  (757) 697-4065

  909 Jennings Ln, Chesapeake, VA 23322
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  /55

  $1,795 - $4,501 per month

  Aspire at Towne Place

  1 - 3 Beds

  745 Eden Way N, Chesapeake, VA 23320

  Welcome to the best of resort-style living. Aspire at Towne Place boasts an ideal Chesapeake, Virginia, location, spacious and modern one, two, and three-bedroom apartments, and high-end features and amenities to make every day easier. From gourmet kitchens and plank flooring to a zero-entry swimming pool and sports pub, the homes and community at Aspire at Towne Place have everything you need in

  745 Eden Way N, Chesapeake, VA 23320
• 

  $345,900 Sold Oct 27, 2025

  • 1,800 Sq Ft
  • $192/SF
  • 42 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2006

  1938 Engle Ave, Chesapeake, VA 23320

  STUNNING! SPACIOUS, INVITING, MOVE IN READY HOME. CENTRALLY LOCATED TO SHOPPING AND ALL BASES. BOASTS EXTRA LARGE GREAT ROOM SEAMLESSLY FLOWING INTO KITCHEN - IDEAL FOR ENTERTAINING AND EVERYDAY LIVING. PRIVATE BACKYARD. A THOUGHTFULLY DESIGNED KITCHEN WITH AMPLE COUNTER SPACE WITH A CONVENIENT BREAKFAST BAR AND PANTRY MAKING MEAL PREP IDEAL. LARGE BEDROOMS. FRESH PAINT AND NEW FLOORING. LARGE

  Wayne Miller 757 Realty

  1938 Engle Ave, Chesapeake, VA 23320
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  /2

  Est $372,146 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft

  1346 Cypress Place, Chesapeake, VA 23320

  1346 Cypress Place, Chesapeake, VA 23320
• 

  /2

  $760,000 Pending

  • 5 Beds
  • 4 Baths
  • 3,384 Sq Ft

  4413 McCaan Quay, Chesapeake, VA 23321

  Welcome to 4413 McCaan Quay in Chesapeake’s sought-after Miars Plantation. Set on a cul-de-sac with tranquil marsh views and water access, this all-brick home offers nearly 3,500 sq ft of refined living. Inside, enjoy a fully remodeled open-concept design with vaulted ceilings, abundant natural light, and elevated finishes. The gourmet kitchen showcases a massive island, quartz counters, gas

  

  Micah Lee

  Seaside Realty

  (757) 697-0723

  4413 McCaan Quay, Chesapeake, VA 23321
• 

  

  /26

  $2,695 per month

  • 4 Beds
  • 3 Baths
  • 1,900 Sq Ft
  • House for Rent

  1014 Scarlet Oak Ct S, Chesapeake, VA 23320

  GREENBRIER 4-BEDROOM, 3-BATH, 1900-SQUARE-FOOT RANCH-STYLE LAKEFRONT CUL-DE-SAC HOME. LARGE LIVING ROOM WITH CROWN MOLDING, BRICK FIREPLACE, AND GLASS DOORS. EAT-IN KITCHEN FEATURES SIDE-BY-SIDE REFRIGERATOR, SMOOTHTOP STOVE, BUILT-IN MICROWAVE, TILE FLOOR, GLASS BACKSPLASH, AND RECESSED LIGHTING. TWO PRIMARY SUITES OFFER FULL BATHS AND LAKE VIEWS, PLUS AN ADDITIONAL PRIMARY WITH FULL BATH.

  Walter Sims North Star Real Estate Inc.

  1014 Scarlet Oak Ct S, Chesapeake, VA 23320
• 

  $450,000 Sold Oct 24, 2025

  • 2,573 Sq Ft
  • $175/SF
  • 25 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2020

  1807 Whelp Way, Chesapeake, VA 23323

  This Grand Villa-style condo located directly on Deep Creek and the Elizabeth River has an open floor plan and first-floor owner’s suite. The front-entry 2-car garage leads to a spacious laundry room. The kitchen features granite counters, stainless appliances, pantry, peninsula, and dining area flowing into the cathedral-ceiling great room. A custom backyard deck, with views of trees and the

  Alan Psimas BHHS RW Towne Realty

  1807 Whelp Way, Chesapeake, VA 23323
• 

  /2

  Est $413,988 Not Listed For Sale

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

  1208 Duke of Suffolk, Chesapeake, VA 23320

  1208 Duke of Suffolk, Chesapeake, VA 23320
• 

  

  /31

  $725,900

  • 4 Beds
  • 4 Baths
  • 2,500 Sq Ft

  1906 Mccoy Rd, Chesapeake, VA 23323

  NEW Home TO BE BUILT. Spend $50K on options w/ builder's incentive. Then select your custom finish at Showroom with builder's designer. 4 BR with generous suites. Honoring the natural setting with waterfront living surrounded by egrets, wildlife and protected land. The oversized windows will immerse you in light at every turn. Open and Elegant modern home. Extensive HW flooring and 10' ceilings

  

  Monique Darling

  BHHS RW Towne Realty

  (757) 798-8638

  1906 Mccoy Rd, Chesapeake, VA 23323
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  /24

  $1,603 - $2,453 per month

  ReNew Chesapeake

  1 - 2 Beds

  301 Oak Lake Way, Chesapeake, VA 23320

  A premier apartment community in the Greenbrier West neighborhood, ReNew Chesapeake welcomes residents home with views of the community lake and mature trees. Our spacious 1 and 2-bedroom apartment homes offer chef-inspired kitchens, cozy fireplaces, vaulted ceilings, skylights, spa-like bathrooms, and oversized closets.Come home to a fully remodeled apartment featuring wood-like

  301 Oak Lake Way, Chesapeake, VA 23320
• 

  $900,000 Sold Oct 24, 2025

  • 4,450 Sq Ft
  • $202/SF
  • 61 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 2004

  226 Avonlea Pointe, Chesapeake, VA 23322

  Welcome to Berkshire Estates—one of South Chesapeake’s most sought-after neighborhoods! This stunning 5-bedroom, 5-bathroom home is a rare opportunity, offering an amazing blend of elegance and function. The first-floor primary suite provides comfort and convenience, while the spacious bonus room over the garage adds flexibility for guests or entertainment. Enjoy a show-stopping gourmet kitchen

  Betsy Thompson The Agency

  226 Avonlea Pointe, Chesapeake, VA 23322
• 

  /2

  Est $256,226 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft

  920 Ketch Ct, Chesapeake, VA 23320

  920 Ketch Ct, Chesapeake, VA 23320
• 

  

  /28

  $545,900 Open Sat 1PM - 4PM

  • 3 Beds
  • 3.5 Baths
  • 2,300 Sq Ft

  900 Jennings Ln, Chesapeake, VA 23322

  LIGHT AND BRIGHT END HOME under construction! UPGRADES GALORE! Under construction with June 2026 delivery. Built by award-winning builder. Stunning home w/curated features uniquely designed in this home. Extensive Mohawk flooring through mid-level with Gourmet Kitchen w/Custom hood, 10' island with Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10'

  

  Monique Darling

  BHHS RW Towne Realty

  (757) 993-7780

  900 Jennings Ln, Chesapeake, VA 23322
• 

  

  /19

  $2,000 per month

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

  1012 Primrose Ln, Chesapeake, VA 23320

  3 BEDROOM, 2 FULL BATH TOWNHOUSE CONDO IN DESIRABLE AREA IN PARK LIKE SETTING. 1ST FLOOR BDRM W/ WALK-IN CLOSET & FULL BATH. PRIMARY BDRM ON 2ND FLR. EQUIPPED KITCHEN W/ WASHER & DRYER, CATHEDRAL CEILING IN LIVING RM AND PRIMARY BDRM. PRIVATE FENCED PATIO W/ STORAGE. MINS TO BASES, SHOPPING, SCHOOLS AND PARKS. AMENITIES INCLUDE POOL.

  Enid Vazquez Green Tree Real Estate Inc

  1012 Primrose Ln, Chesapeake, VA 23320
• 

  $785,000 Sold Oct 24, 2025

  • 2,400 Sq Ft
  • $327/SF
  • 112 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1995

  1305 Sanderson Rd, Chesapeake, VA 23322

  Nestled in sought-after, peaceful Hickory neighborhood. 5-bedroom, 3-bath ranch has dedicated Mother-In-Law Suite, Sits on 3.24 private acres. Long paved driveway loop leads to a 1-car attached garage & a 2-car detached garage with workshop. Detached garage comes with 200-amp electrical service & a 320 SF partially FROG. Great for a DIY enthusiast or man cave. Enjoy ultimate privacy with an

  Bill Loftis 757 Realty

  1305 Sanderson Rd, Chesapeake, VA 23322
• 

  /2

  Est $296,929 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,646 Sq Ft

  1110 Edgewood Ave, Chesapeake, VA 23324

  1110 Edgewood Ave, Chesapeake, VA 23324
• 

  

  /34

  $614,900 Open Sat 1PM - 4PM

  • 3 Beds
  • 3.5 Baths
  • 2,500 Sq Ft

  203 Hodges Rd, Chesapeake, VA 23322

  Dreamy Augusta Cottage built by coveted local builder, with unmatched architectural details. Custom arches to soaring 10' ceilings and stunning hardwood floors. The open-concept first floor effortlessly blends the Dining and Great Room, with two sets of French doors leading to your own private courtyard and patio, your personal oasis for outdoor living. Chef's kitchen is a showstopper w/oversized

  

  Monique Darling

  BHHS RW Towne Realty

  (757) 693-5816

  203 Hodges Rd, Chesapeake, VA 23322
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  /41

  $1,314 - $1,514 per month

  Thrive Apartment Homes

  2 - 3 Beds

  1020 Thrive Place, Chesapeake, VA 23323

  If you're looking for a beautifully designed apartment home and convenient amenities in Chesapeake, VA, Thrive Apartment Homes has you covered. From top to bottom, you will absolutely love your open concept floor plan, huge walk in closets, plank flooring, new cabinets, stylish counter tops, and modern appliances. The conveniences of ample parking, 24 hour emergency maintenance and onsite laundry

  1020 Thrive Place, Chesapeake, VA 23323
• 

  $389,000 Sold Oct 23, 2025

  • 1,750 Sq Ft
  • $222/SF
  • 37 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2021

  2440 Fieldsway Dr, Chesapeake, VA 23320

  Enjoy 3 well-appointed Bedrooms, 2.5 Baths, and 1,750 Square Feet of Style & Comfort. This Goldenrod model Features an Open Floor Plan, a Spacious Primary Ensuite, Oversized Pantry, a private fenced backyard with a patio & New Carpet installed. Coleman Farms, Chesapeake's Premier Luxury townhome in the Platinum Homes community! Ideally located just 1.5 miles from Greenbrier and minutes to I-64,

  Diane Keeley BHHS RW Towne Realty

  2440 Fieldsway Dr, Chesapeake, VA 23320
• 

  /2

  Est $349,659 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,788 Sq Ft

  1905 Ardmore Ave, Chesapeake, VA 23324

  1905 Ardmore Ave, Chesapeake, VA 23324

Showing Results 81 - 120, Page 3 of 18