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2205 Edwin Drive, Chesapeake
$597,740
3 Beds ⋅ 3 Baths ⋅ 10646287 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2205 Edwin Drive, Chesapeake

1416 Pine Grove Lane, Chesapeake
$575,000
4 Beds ⋅ 2.1 Baths ⋅ 10645393 MLS
Premium location in one of Western Branch’s most sought-after neighborhoods & schools. Beautiful, manicured homes w/large lots & no homeowner’s association. Just minutes to 664 & ALL of Hampton Roads Military bases, shopping & entertainment and medical facilities. Step inside to a welcoming foyer that leads to a formal dining room, living room and a custom kitchen with an Island. The sunken den features a gas fireplace which exits to a multi-level deck for cookouts and entertaining. The upstairs features a primary suite for a private retreat with an en-suite bath, a large walk-in closet for keeping all your items organized, while two additional bedrooms (all with walk-in closets) provide versatility for guests or even a game (flex) room. In addition, a 4th bedroom is located over the 576 SQFT. Attached garage. New interior paint and carpet, move in ready. Some rooms virtually staged.

1416 Pine Grove Lane, Chesapeake

2166 Edwin Drive, Chesapeake
$597,740
3 Beds ⋅ 3 Baths ⋅ 10645211 MLS
Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2166 Edwin Drive, Chesapeake

208 Leicester Court, Chesapeake
$795,000
5 Beds ⋅ 3 Baths ⋅ 10644737 MLS
Beautiful 5 Bedroom Brick Home featuring a spacious open floor plan perfect for everyday living and entertaining. The large kitchen offers stainless steel appliances, abundant cabinetry, and ample prep space. A standout feature of the home is the custom library, complete with French doors, built-in shelving, and a rolling ladder, creating an elegant and inviting space for work, reading, or relaxation. The main level includes a guest bedroom and full bath. Upstairs you'll find a media room and an oversized primary suite with double closets and a luxurious bathroom featuring a jetted tub, separate shower, a double vanity and private toilet room. Be sure to notice the built-in light-up stairs going up to the second floor! Enjoy your own private backyard oasis with mature landscaping, an in-ground saltwater pool, hot tub, and an expansive custom paver patio, ideal for relaxing or entertaining. Extended driveway with Boat/RV pad. Located in the sought after Great Bridge school district and community, local shops and restaurants, and close to the interstate for a quick trip to OBX!

208 Leicester Court, Chesapeake

804 River Strand, Chesapeake
$795,000
6 Beds ⋅ 3.1 Baths ⋅ 10643149 MLS
Well-maintained, spacious home on a prime lot in the beautiful Riverwalk community. New Roof, all new Windows, new paint interior and exterior, and new carpet in 2026! Beautiful wood floors in living and dining areas. Six bedrooms, 3 full and 1 half baths. Designed for those who love to entertain, the expansive floor plan offers elegant gathering spaces, abundant natural light, a formal butler station off the dining room. and exceptional flow throughout. The spacious eat-in kitchen and bar-top seating area open to the inviting family room with a cozy fireplace. Three additional bedrooms are located on the second level, including a versatile FROG that can serve as the 6th bedroom, home office, or recreation room. Current cooktop and built-in microwave to be replaced; buyer can choose. Large back deck with gas hookup. Residents of Riverwalk enjoy exceptional neighborhood amenities, including walking trails, a community pool, boat ramp and dock, playground, and a popular summer swim team. This is a wonderful opportunity to own a meticulously cared-for home in one of Chesapeake’s most desirable communities.

804 River Strand, Chesapeake

2164 Edwin Drive, Chesapeake
$597,740
3 Beds ⋅ 3 Baths ⋅ 10644251 MLS
Welcome to The Charleston at Retreat at Edinburgh—a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more—all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections.

2164 Edwin Drive, Chesapeake

2150 Edwin Drive, Chesapeake
$506,990
2 Beds ⋅ 2 Baths ⋅ 10644247 MLS
The Asheville, one of our quad-style homes, features two bedrooms and two 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 garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. $10,000 closing cost incentive with use of preferred lender! Photos and renderings are from builder's library, actual finishes and features may vary.

2150 Edwin Drive, Chesapeake

810 Hedgerow Court, Chesapeake
$679,900
5 Beds ⋅ 3 Baths ⋅ 10643877 MLS
This well maintained all brick home with 2-car side loading garage with long driveway and 1/3 acre beautifully landscaped lot is situated on a cul-de-sac in Great Bridge. Open floor plan features Huge kitchen with quartz counter tops and overlooks Fam. Rm. FR has wood burning FP which is also plumbed for gas. In addition to the 5 bedrooms on 2nd floor, there is a 6th bedroom/ office with adjacent full bath on first floor. Recent updates include replacement windows, roof, water heater, garage door and leaf filter gutters. New 3 ton upstairs HVAC installed in Sept. 2026. Award winning Cheshire Forest community amenities include clubhouse, pool, tennis/ pickleball court , parks, and playgrounds. Seller to provide 1 year home warranty. The screened porch with concrete floor overlooks the beautiful backyard. New carpet installed in September 2026

810 Hedgerow Court, Chesapeake

707 River Gate Court, Chesapeake
$674,900
5 Beds ⋅ 2.1 Baths ⋅ 10642890 MLS
Convenient location. 20 min to Downtown Norfolk. 35 min to NAS Oceana, Dam Neck & beaches. 20 min to Norfolk Int Airport. Over 10 grocery stores in a 5 mile radius. 5 min to Hickory H.S., 1 of the BEST in Hampton Roads. Easy access to Chesapeake Bypass, I-64, I-264, & I-464. This property is a gardener's dream sequenced for near year round color. Back yard oasis includes a hot tub, goldfish pond and six foot privacy fence. Two patios are connected by a master-crafted paver walk-way. Oversized garden shed helps keep garage clutter free. In ground sprinkler system fed by well water to keep watering cost low. Two outdoor water taps fed by the well & two additional taps fed by city water. Tank-less water heater provides endless hot water. The oversized Primary Bedroom includes two walk in closets. One large walk-in closet features two side cubby units for storage. The other walk-in closet is medium sized with plenty of storage space. Washer & dryer are on the second floor for convenience to bedrooms.

707 River Gate Court, Chesapeake

2162 Edwin Drive, Chesapeake
$563,740
2 Beds ⋅ 3 Baths ⋅ 10641942 MLS
The Asheville, one of our quad-style homes, features two bedrooms, a large bonus room and 3 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 garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. Incentives with use of preferred lender! Photos and renderings are from builder's library, actual finishes and features may vary. Photos and renderings are from builder's library, actual finishes and features may vary.

2162 Edwin Drive, Chesapeake

2832 Martins Point Way, Chesapeake
$1,257,400
5 Beds ⋅ 4 Baths ⋅ 10640535 MLS
Proposed To Be Built- Waterfront Custom Home Community Located on the Western Branch of the Elizabeth River! Beautiful Creek Front Large Lot. Home Features Hardie Plank Exterior w/ Stone Accents. A Large Covered Rear Porch/ Dining Area w/ Stamped Concrete. Open Airy Floor Plan w/ Gourmet Kitchen, a Large Center Island, 36" Gas Cooktop, 9' Ceilings First and Second Floors. First Floor Features Eng. Hardwood. First Floor Primary Bedroom w/ Luxury Bath and Freestanding Tub. Additional first floor Study/Bed Room w/ Full Bath, Spacious second floor with Two Bedrooms, Two Baths ( One En-Suite, One Hall Bath). Large Bonus Room, Step-up Game/Recreation Room over the Family Room features a Second Floor Balcony with a Beautiful Creek View! Yard Fully Sodded and Irrigated. Many Special Features Included. Sasser has been a member of the Southern Living Custom Builder Program for 30+ years and awarded SL Custom Builder of the Year. * If Financing Buyer to obtain a Custom to Permanent Loan.

2832 Martins Point Way, Chesapeake

900 Justin Lee Way, Chesapeake
$740,000
6 Beds ⋅ 4 Baths ⋅ 10640551 MLS
Room to gather. Space to breathe. Welcome to 900 Justin Lee Way, an exceptional brick home tucked away on a quiet cul-de-sac in the heart of Great Bridge. Offering nearly 4,000 sq ft, 6 bedrooms and 4 full baths, this home combines generous living spaces with remarkable flexibility. Two primary suites, including one on the first floor, create options for multigenerational living, guests, a home office or a private retreat. The beautifully updated kitchen flows naturally into spacious living and entertaining areas, while multiple renovated baths include the primary bath (2020), downstairs bath (2023), and hallway and guest bath (2025). Major improvements provide even more peace of mind: water heater (2021), both HVAC systems (2023), windows (2024), and well pump (2025). ). Outside, enjoy a screened porch overlooking a private fenced backyard with a firepit patio designed for relaxing and entertaining. With substantial updates already completed, timeless brick construction, an incredibly versatile floor plan, and a sought-after Great Bridge location, this is the kind of home that’s increasingly difficult to find. Quick closing and move-in before school starts is possible!

900 Justin Lee Way, Chesapeake

517 Woodards Ford Road, Chesapeake
$1,695,000
5 Beds ⋅ 3.2 Baths ⋅ 10637839 MLS
Set within the sought-after Woodards Mill “loop,” this beautiful landscaped property blends impressive living with peaceful privacy just minutes from everyday conveniences. Originally built in 1984 and fully reimagined beginning in 2001 by professional contractors, the home has been thoughtfully expanded to over 6,000 square feet of refined, comfortable living space. Every addition and update was meticulously planned and expertly executed. The heart of the home features an expansive family and entertainment room overlooking a spacious blue stone lanai. A stunning all brick sunroom adds warmth while the main level offers a generous primary suite along with three additional bedrooms (one used as home office.) Upstairs, a private second primary suite provides an ideal retreat for guests or multi generational living. Outdoor enjoy a true gardeners paradise with mature hydrangeas, peonies, irises and much more. The fenced saltwater pool with new liner offers both relaxation and peace of mind. Life on the loop brings a unique sense of community, known for its annual parades from Jingle Bell and Horse Parade to July 4th to the famous Halloween Parade. As an added everyday convenience enjoy school bus pick up and drop at the home. Miele, Thermador and Viking appliances. This home is not like any others sold in this neighborhood, a must see.

517 Woodards Ford Road, Chesapeake

2202 Edwin Drive, Chesapeake
$504,990
2 Beds ⋅ 2 Baths ⋅ 10627384 MLS
The Asheville, one of our quad-style homes, features two bedrooms and 2 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 garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. $10,000 closing cost incentive with use of preferred lender!

2202 Edwin Drive, Chesapeake

4725 Mahogany Run, Chesapeake
$454,900
3 Beds ⋅ 2.1 Baths ⋅ 10624181 MLS
Move-in ready end-unit Nansemond floorplan with first-floor primary suite and 2-car garage in The Retreat at Western Branch, a 55+ community. Priced to sell. Open-concept kitchen with bar seating overlooking the living area with built-in shelves flanking the gas fireplace. Roomy walk-in pantry to keep everything organized and within reach. Enjoy outdoor living on the covered rear porch with extended patio. Upstairs features two additional bedrooms, a loft, guest bath, and walk-in attic. End-unit location provides additional natural light and a spacious feel. Community amenities include a clubhouse, fitness center, billiards room, outdoor kitchen, dog park, and community garden. Only 7 homes remain, schedule your tour today.

4725 Mahogany Run, Chesapeake

Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.