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2176 Edwin Drive, South Chesapeake
$597,640
3 Beds ⋅ 3 Baths ⋅ 10654824 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 beautiful 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 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.

2176 Edwin Drive, South Chesapeake

2174 Edwin Drive, South Chesapeake
$597,640
3 Beds ⋅ 3 Baths ⋅ 10654822 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 beautiful 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 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.

2174 Edwin Drive, South Chesapeake

2172 Edwin Drive, South Chesapeake
$563,640
2 Beds ⋅ 3 Baths ⋅ 10654634 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.

2172 Edwin Drive, South Chesapeake

2170 Edwin Drive, South Chesapeake
$563,640
2 Beds ⋅ 3 Baths ⋅ 10654633 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.

2170 Edwin Drive, South Chesapeake

2160 Edwin Drive, South Chesapeake
$563,640
2 Beds ⋅ 3 Baths ⋅ 10654631 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.

2160 Edwin Drive, South Chesapeake

1547 Orchard Grove Drive, South Chesapeake
$285,000
2 Beds ⋅ 2 Baths ⋅ 10654011 MLS
Tucked away on a quiet street in Orchard Grove, this spacious 2-bedroom, 2-bath condo has more to offer than meets the eye! Soaring ceilings, skylights, and a gas fireplace make the living room feel bright, open, and inviting. The updated kitchen features new cabinets, quartz countertops, stainless steel appliances, and a dedicated coffee bar to start your mornings right! Need extra space? The upstairs loft offers endless possibilities for a home office, workout area, hobby room, or additional flex space. Enjoy the convenience of condo living with shopping, dining, military installations, and interstate access just minutes away. **Updated kitchen, flexible living space What's not to love? Schedule your showing today!**

1547 Orchard Grove Drive, South Chesapeake

905 Bernard Lane, South Chesapeake
$525,900
4 Beds ⋅ 3.1 Baths ⋅ 10653474 MLS
$12,500 closing costs*, Low Loan Rate, No PMI! - Choose your look! - UPGRADES GALORE! 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' First & Third Floors, 2-zone HVAC w/thermostat on each floor. Primary bedroom with Walk-in CLOSET and spa ensuite Bath. Custom stair rail with 42" treads. Two bedrooms, hall bath, and laundry room complete the third flr. First floor bedroom with ENSUITE bath! Oversized 10'x19' covered porch with Trex decking, 2-car garage, Tankless Water Heater - and more! LOW $95 condo fee w/Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance.. Ready for easy living! Legacy is waiting for you!

905 Bernard Lane, South Chesapeake

4704 Mahogany Run, West Chesapeake
$453,181
4 Beds ⋅ 3 Baths ⋅ 10653533 MLS
The final building under construction at The Retreat at Western Branch! The Lafayette floorplan delivers spacious, stylish living with an estimated March/April 2027 completion. The thoughtfully designed first-floor features a primary suite, guest bedroom or office with full bath, and an impressive island kitchen flowing seamlessly into the great room and dining area. 2-car garage and covered porch, too! Upstairs, discover an expansive loft, two additional bedrooms, a full bath, and extra storage. All in a low-maintenance 55+ condo community with resort-style amenities, including a clubhouse with fitness center and billiards, swimming pool, outdoor grilling area, dog park, community garden, and beautifully landscaped grounds. Don't miss this exciting opportunity to make the Lafayette your next home!

4704 Mahogany Run, West Chesapeake

4706 Mahogany Run, West Chesapeake
$468,165
4 Beds ⋅ 2.1 Baths ⋅ 10653338 MLS
The lifestyle you've been waiting for is here! Construction is underway, with estimated completion in March/April! Discover the Shenandoah floor plan, a light-filled end-unit home in The Retreat at Western Branch, a 55+ low-maintenance community. Thoughtfully designed for easy living and entertaining, this home features an open-concept kitchen and great room, a spacious first-floor primary suite, office, convenient laundry room, two-car garage, and a covered rear porch, perfect for relaxing and unwinding. Upstairs, a loft, three additional bedrooms, and a full bath offer plenty of flexibility for guests, hobbies, or extra space. Enjoy resort-inspired amenities, including a clubhouse with fitness center, billiards, pool, outdoor grilling area, dog park, community garden, and beautifully landscaped grounds. With only five homes remaining, this is an incredible opportunity to enjoy the benefits of brand-new construction. Don't wait until they're gone.

4706 Mahogany Run, West Chesapeake

5 Harbor Watch Drive Unit 405, South Chesapeake
$310,000
3 Beds ⋅ 2 Baths ⋅ 10651901 MLS
BONUS INVESTMENT POTENTIAL! Adventure awaits right outside your door! Imagine starting your morning fishing from the dock, spending the afternoon kayaking or boating along the waterways, and ending the day with a waterfront picnic as the sun goes down. With deep-water access, every day offers a new opportunity to explore, unwind, and enjoy life on the water! Gather with friends at the community picnic area, cool off in the pool, or relax at the clubhouse. When the adventures are over, retreat to your spacious, well-maintained 3-bedroom, 2-bath condo offering 1,762 sq. ft. (per MLS) of comfortable, single-level living. Enjoy peaceful water views from your bedroom, abundant natural light, an updated kitchen with stainless steel appliances and wine fridge, and a generous primary suite. Association services include dock maintenance, water, sewer, and trash. Less maintenance, more adventure! Whether you're casting a line, paddling the waterways, or simply soaking up the scenery, this is waterfront living at its best!

5 Harbor Watch Drive Unit 405, South Chesapeake

620 Estates Way Unit 120, South Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10652230 MLS
FINANCING FLEXIBILITY AVAILABLE! Ask about available seller concessions toward a 2-1 interest rate buydown or other financing options. Surrounded by trees, this 2006 townhome-style condo offers a quieter setting with shopping, dining, parks & interstate access close by. The open main level features flexible living spaces anchored by a gas fireplace. The adjoining kitchen offers granite counters, stainless appliances, & an efficient layout open to the living areas. Upstairs are comfortably sized bedrooms, including a spacious primary suite w/ ensuite bath, double sinks, tiled shower & generous storage. Enjoy a shaded rear deck overlooking the wooded setting plus an oversized attached garage. Major updates include a high-efficiency York heat pump/HVAC installed 12/2025 (includes 10 yr parts/3 yr labor warranty) & architectural-shingle roof estimated at 2–5 years old. Pre-list inspection completed 9/2026; report available.

620 Estates Way Unit 120, South Chesapeake

1509 Waitsel Drive Unit 206, South Chesapeake
$320,000
2 Beds ⋅ 2 Baths ⋅ 10650907 MLS
Welcome home to this beautiful, like-new condo in the heart of Chesapeake! Built just 2 years ago, this home offers modern finishes, an open layout, and low-maintenance living.The open-concept floor plan connects the kitchen, dining, and living areas, creating a great space for everyday living or entertaining. The kitchen features quartz countertops, stainless steel appliances, upgraded cabinetry, and a large island with plenty of room for seating. LVP flooring, updated lighting, and plenty of natural light give the home a bright, welcoming feel throughout.The spacious primary suite offers a private retreat with a beautifully finished ensuite bath and generous closet space. Conveniently located near shopping, dining, and major interstates, you’ll have easy access to everything Chesapeake and Hampton Roads have to offer.Move-in ready, only 2 years old, and beautifully maintained—this is one you’ll want to see!

1509 Waitsel Drive Unit 206, South Chesapeake

2454 Whitman Street, West Chesapeake
$285,000
3 Beds ⋅ 3 Baths ⋅ 10651528 MLS
This like-new beauty is a rare find, featuring THREE en-suite bedrooms (one on the first floor, and two on the second floor) each with their own bathrooms and walk-in closets. There is an additional bonus/flex room upstairs as well- perfect for an office, media room, workout space, or just extra storage space. Downstairs boasts an open kitchen with a breakfast bar, recessed & pendant lighting and stainless steel appliances. The sliding doors lead to a fully fenced backyard with a patio and storage shed. With no water bill, lawns to mow, or exterior building maintenance, this is truly maintenance-free living. Just come home and relax, or sit by the pool. This home is located on a dead-end street, and convenient to interstates, library, Western Branch Park, shopping, restaurants, and more. Welcome home! Back on market due to no fault of the seller.

2454 Whitman Street, West Chesapeake

1505 Waitsel Drive Unit 304, South Chesapeake
$305,000
2 Beds ⋅ 2 Baths ⋅ 10651771 MLS
Welcome home to easy, low-maintenance living in this beautifully appointed 3rd-floor condo! Featuring an open-concept floor plan, soaring ceilings, and large windows that fill the space with natural light, this home offers comfortable one-level living with stylish interior finishes throughout. The spacious kitchen is designed for both everyday living and entertaining, with quartz countertops, stainless steel appliances, and a convenient breakfast bar. The owner's suite provides a relaxing retreat with an attached bath and walk-in closet featuring custom wood shelving. Outside, enjoy a peaceful pond with a short trail loop, plus a dedicated dog park in this pet-friendly community. Condo amenities include ground maintenance, sewer, trash pickup, and water for added convenience. Located just minutes from shopping and dining at Sam's Circle and offering an easy Battlefield commute, this home truly has everything you need for comfortable Chesapeake living!

1505 Waitsel Drive Unit 304, South Chesapeake

1561 Rollesby Way, South Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10651317 MLS
Welcome to 1561 Rollesby Way! This well-appointed 3-bedroom, 2.5-bathroom home offers a spacious and functional layout in the desirable Greenbrier area of Chesapeake. The first-floor primary suite features a large walk-in closet & private bathroom for added convenience. The kitchen offers stainless steel appliances, ample cabinetry, & a convenient bar overlooking the dining area. The living room provides a comfortable gathering space with a sliding glass door leading to the fenced-in backyard & patio, great for relaxing or entertaining. A first-floor half bath is conveniently located for guests. Upstairs, you’ll find two additional bedrooms, both featuring walk-in closets, along with a full bathroom & a versatile bonus room that would make an ideal home office, reading room, or flex space. Condo dues include access to the community pool, ground maintenance, trash pickup, & water service. Conveniently located in Greenbrier with easy access to shopping, dining, & entertainment.

1561 Rollesby Way, South Chesapeake

3521 Sugar Run, West Chesapeake
$210,000
2 Beds ⋅ 2 Baths ⋅ 10651040 MLS
Welcome to 3521 Sugar Run! Step inside and you’ll immediately notice the high ceilings and open, inviting feel. Offering 2 bedrooms, 2 full baths, and over 1,100 square feet, all living spaces are conveniently located on one level, with exterior stairs providing access to the home. Both bathrooms have been updated, while thoughtful touches like the barn door entrance to the pantry add character and style. The primary bedroom features its own private bath, and the second bedroom offers flexibility for guests, a home office, or additional living space. Conveniently located in Chesapeake’s Western Branch area near shopping, dining, and major roadways. If you’re looking for a move-in ready home that offers comfort, character, and an attractive Chesapeake price point, 3521 Sugar Run is one you’ll want to see. Schedule your private showing today!

3521 Sugar Run, West Chesapeake

4987 Boone Road, West Chesapeake
$334,900
2 Beds ⋅ 2.1 Baths ⋅ 10650732 MLS
Welcome to Piney Grove, an exquisite community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floorplan w/ luxurious upgrades. The kitchen stuns guests w/ upgraded quartz countertops, subway tile backsplash, & soft-close drawers. Easily maintained & durable LVP flooring & crown molding throughout 1st level. Lighted tray ceiling in primary bedroom. WIC's in both bedrooms. Quartz vanity in primary bath w/ glass-enclosed shower. Enjoy exceptional amenities, including stet-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment & to take advantage of pre-opening special pricing!

4987 Boone Road, West Chesapeake

1540 Eldwick Drive #303, South Chesapeake
$295,130
2 Beds ⋅ 2 Baths ⋅ 10650606 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Addison model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with center island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms & 2 baths. Owner’s suite includes a private bath & walk-in closet with custom wood shelving. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #303, South Chesapeake

1540 Eldwick Drive #103, South Chesapeake
$325,130
2 Beds ⋅ 2 Baths ⋅ 10650599 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Addison model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with center island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms & 2 baths. Owner’s suite includes a private bath & walk-in closet with custom wood shelving. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #103, South Chesapeake

1540 Eldwick Drive #101, South Chesapeake
$345,130
2 Beds ⋅ 2 Baths ⋅ 10650588 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Rowen model is a 1st floor corner location that features an open-concept floorplan, high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms and 2 baths. Owner’s suite includes a private bath and walk-in closet with custom wood shelving. Enjoy a patio or balcony space off living room. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #101, South Chesapeake

1540 Eldwick Drive #302, South Chesapeake
$320,130
2 Beds ⋅ 2 Baths ⋅ 10650581 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Rowen model is a corner location that features an open-concept floorplan, high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms and 2 baths. Owner’s suite includes a private bath and walk-in closet with custom wood shelving. Enjoy a patio or balcony space off living room. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #302, South Chesapeake

2048 Mango Street, West Chesapeake
$359,900
2 Beds ⋅ 2.1 Baths ⋅ 10650281 MLS
Welcome to Boone Grove, an exquisite boutique community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floor plan w/ luxurious upgrades. 1st LEVEL PRIMARY BDRM W/ EN-SUITE featuring ceramic tiled floor, glass-enclosed shower & quartz vanity! The kitchen stuns guests w/ upgraded quartz countertops, tile backsplash, & soft-close drawers. Easily maintained & durable LVP flooring throughout, crown molding 1st level & cased windows & openings. 12' ceilings on 1st level & 9' ceilings on 2nd level. WIC's in both bdrms & walk-in attic. Enjoy a partially wooded view & exceptional community amenities, including state-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appt & to take advantage of pre-opening special pricing!

2048 Mango Street, West 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.

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