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2154 Edwin Drive, South Chesapeake
$577,740
3 Beds ⋅ 3 Baths ⋅ 10649722 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 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. Incentives available with use of preferred lender. Photos are to be used as an example and do not represent exact listings selections.

2154 Edwin Drive, South Chesapeake

3120 Deans Court, West Chesapeake
$575,000
4 Beds ⋅ 3 Baths ⋅ 10649657 MLS
Beautiful, solid, all brick 2 story home sitting on a quiet cul-de-sac lot with almost half an acre. $5,000 cosmetic or closing cost allowance with full price offer. This well maintained home offers 3,444 sq. feet with 4 bedrooms and 3 full baths. Enter a large foyer that flows into a dining room, family room and gorgeous living room with built in bookshelves, pocket doors, fireplace & cathedral ceilings looking into an upstairs loft area. Circle into a large kitchen with breakfast area that leads to a 4 seasons sunroom where you can listen to baseball games over the summer. Enjoy FIRST FLOOR LIVING in a massive primary bedroom and second spacious bedroom with hallway full bath. Windows galore allowing natural light throughout the home. Downstairs laundry room. Upstairs, a spacious 3rd bedroom with full bath, walk-in closet and loft area. 4th oversized bedroom over the garage feels a separate, private oasis. Newer fully fenced backyard with above ground salt water pool. 2 car garage, whole house backup generator, tankless water heater and storage shed. Well irrigation system conveys "as is". Fresh paint within the last few years. Minutes from all Western Branch Schools, baseball field, interstate and military bases.

3120 Deans Court, West Chesapeake

4215 Surf Avenue, Central Chesapeake
$489,900
5 Beds ⋅ 3 Baths ⋅ 10649524 MLS
BRAND-NEW CONSTRUCTION IN AN ESTABLISHED CHESAPEAKE NEIGHBORHOOD! Welcome to 4215 Surf Avenue, where the benefits of new construction meet the charm of an established neighborhood. Offering approximately 2,550 square feet, 5 bedrooms and 3 full baths, this thoughtfully designed home provides space, flexibility, and an open floor plan that works for a variety of lifestyles. One of the standout features is the oversized first-floor bedroom with direct access to a full bath that also opens to the hallway—creating an excellent setup for guests, multigenerational living, an in-law suite, or anyone looking for convenient first-floor accommodations. Upstairs, you'll find the home's primary suite, along with additional generously sized bedrooms and plenty of room for everyone to spread out. Come make 4215 Surf Avenue home!

4215 Surf Avenue, Central Chesapeake

1916 Orangewood Road, South Chesapeake
$549,900
4 Beds ⋅ 2.1 Baths ⋅ 10649467 MLS
Located in the highly sought-after Grassfield School District, this spacious home offers over 2,400 square feet of comfortable living space with 4 bedrooms, a dedicated study, and 2.5 bathrooms. The thoughtfully designed floor plan features a bright and inviting sunroom sitting area just off the kitchen. Continue outside to enjoy the large backyard, offering plenty of room for gardening, pets, or future entertaining. Recent updates provide added value and peace of mind, including a new hot water heater (2026), new air conditioner condenser (2025), new living room carpet (2026), updated downstairs toilet (2026), and new primary bathroom faucets (2026). Outdoor improvements include a back patio (2020), new back porch (2023), and new front porch/deck stairs (2024), creating welcoming spaces to enjoy both the front and backyard.

1916 Orangewood Road, South Chesapeake

5132 Charlotte Street, West Chesapeake
$479,500
4 Beds ⋅ 2.1 Baths ⋅ 10649469 MLS
Built in 2018, NO HOA, Convenient access to major interstates, shopping, dining & more. Beautifully maintained 4bed/2.5 bath home offering modern comfort, thoughtful upgrades, an open layout designed for everyday living and entertaining. Spacious kitchen features granite countertops, stainless steel appliances, generous cabinetry & large center island overlooking the main living area. Newly added wood flooring and fresh paint provide a polished, updated feel. Upstairs you'll find a generous primary suite with an ensuite bath and ample closet space. Three additional bedrooms provide flexibility for family, guests, a home office or hobbies. Energy conscious features include solar panels with a straight forward lease transfer process and no transfer fee along with an EV charger in the 2 car garage - great for today's modern living.

5132 Charlotte Street, West Chesapeake

609 Howelsen Court, South Chesapeake
$599,900
4 Beds ⋅ 2.1 Baths ⋅ 10649294 MLS
Tucked away on a cul-de-sac in desirable Elbow Estates, this beautifully maintained home offers the perfect combination of modern style, exceptional space and a floor plan made for everyday living and entertaining. Built in 2017, the home features a bright, open-concept main living area with fresh neutral paint, sleek contemporary fixtures and an effortless flow between the kitchen, dining and living spaces. Upstairs, generously sized bedrooms offer plenty of room, but the true showstopper is the oversized primary suite. A striking tray ceiling adds architectural interest, while two closets provide exceptional storage. The expansive primary bath feels like a private retreat with a large tiled jetted tub and separate tiled shower. Outside, the spacious backyard offers plenty of room for entertaining, play or relaxing, all surrounded by a high-quality vinyl privacy fence added in 2022. A two-car garage provides additional parking and storage. With modern finishes, oversized rooms and a fantastic cul-de-sac setting, this Elbow Estates home is one you don’t want to miss.

609 Howelsen Court, South Chesapeake

1601 Lilac Avenue, Central Chesapeake
$418,000
4 Beds ⋅ 2 Baths ⋅ 10648578 MLS
Charming Cape Cod situated on a desirable corner lot in Norfolk Highlands! This 4-bedroom, 2 full bath home offers a fresh, move-in-ready feel with newly painted interiors and new carpet throughout. The renovated kitchen provides an updated and inviting space for everyday living and entertaining. The spacious bedroom count offers flexibility for guests, a home office, or additional living needs. Outside, enjoy the low maintenance, (fiberglass, no liner) salt water in-ground pool and backyard, great to relax and entertain during the warmer months. A nice storage shed provides convenient space for tools, lawn equipment, pool supplies, and more. It is located 20 minutes from the naval base & less than 10 minutes from the shipyard. With its combination of updates, comfortable living space, corner-lot location, and great outdoor amenities, this home is ready for its next owner!

1601 Lilac Avenue, Central Chesapeake

1415 Willow Avenue, Central Chesapeake
$382,500
4 Beds ⋅ 3 Baths ⋅ 10649375 MLS
Welcome to this fantastic opportunity in the desirable Norfolk Highlands neighborhood! This versatile property features a spacious 3-bedroom, 2-bath main home plus a detached studio-style in-law suite complete with its own kitchen, full bath, and a new mini split system (2024)for heating and cooling great for multigenerational living, guests, or a private office. Enjoy a fully fenced backyard great for entertaining, pets, or relaxing outdoors. Two powered storage sheds provide ample space for storage, hobbies, or a workshop. Updates include a new HVAC system (2016) and new roofs on both the main home and detached suite (2016), offering added peace of mind. Conveniently located near shopping, dining, schools, and major commuter routes, this unique property offers flexibility, comfort, and value. Schedule your private showing today!

1415 Willow Avenue, Central Chesapeake

613 Corapeake Drive, South Chesapeake
$599,500
4 Beds ⋅ 2.1 Baths ⋅ 10649324 MLS
Beautifully maintained 4 bedroom, 2.5 bathroom colonial home located in the desirable Albemarle West neighborhood and the sought-after Hickory school district. This home is great for both everyday living and entertaining, with a formal living and dining room, spacious eat-in kitchen, and a large family room with a wood burning fireplace and built-in shelving. There are dual staircases with one in the kitchen leading up to the versatile, finished room over the garage which can be used as a 4th bedroom, playroom, guest space or an additional entertaining area. There is even extra room for an office or study area. All the bedrooms are spacious and there is ample storage throughout the home, including 2 pantries in the kitchen and 2 walk-in bedroom closets. The expansive screened porch adds extra usable space to the home and would be great for dining in the warmer months or just relaxing with a cup of morning coffee. The deck leads to a gorgeous, landscaped yard and is a peaceful retreat. Major updates already done in 2026 to include all new: HVAC and air handler, deck, quartz countertops in the kitchen, and garage door opener. The kitchen and bathrooms have all been freshly painted. Convenient to shopping, restaurants and the 168 bypass. Make this one your first stop!

613 Corapeake Drive, South Chesapeake

5101 James Street, West Chesapeake
$520,000
4 Beds ⋅ 3 Baths ⋅ 10649093 MLS
Fully Renovated 2750 Sq Ft Home on 3 Lots. Welcome to a truly exceptional home that has been fully renovated & offers space, flexibility, & value that are hard to find! Situated on an impressive 3 lots, this 2750 SQFT home provides an abundance of outdoor space & endless possibilities. Inside, you’ll find two primary bedrooms en suite & a family room on each level, plus two more bedrooms, offering incredible flexibility for multi-generational living, guests, entertaining, or simply spreading out & enjoying your own space. The renovations include a completely renovated kitchen with beautiful quartz countertops, two new HVAC units, all-new windows, brand-new LVP flooring on the first level, new carpet on the second level, fresh interior paint, all-new light fixtures & ceiling fans throughout, new vanities & a new deck for outdoor enjoyment. With major updates already completed, this home is truly move-in ready. Three lots, two primary bedrooms, two family rooms, & extensive renovations—this is a rare opportunity you won’t want to miss! Some photos are AI enhanced.

5101 James Street, West Chesapeake

2808 Willows Arch, South Chesapeake
$469,900
4 Beds ⋅ 2.1 Baths ⋅ 10648837 MLS
Welcome to this beautifully maintained 4-bedroom, 2.5-bath home on a desirable corner lot in a sought-after, sold-out Chesapeake neighborhood. Tucked away on a quiet cul-de-sac, this home offers a spacious contemporary floor plan perfect for everyday living & entertaining. The main level features a formal living room, dining room, den, & open kitchen with stainless steel appliances and a bright sunroom. The spacious primary suite offers beautiful skylights, abundant natural light, & a private en-suite bath with a relaxing soaking tub. Enjoy outdoor living on the large deck overlooking the expansive backyard, perfect for gatherings, grilling, or relaxing. With generous living spaces, a functional layout, & a prime location, this home is a wonderful opportunity to own in an established neighborhood with No POA & minutes from everything!

2808 Willows Arch, South Chesapeake

1320 Bainbridge Boulevard, Central Chesapeake
$499,900
4 Beds ⋅ 3 Baths ⋅ 10647982 MLS
READY NOW, NEW CONSTRUCTION Welcome home to this beautifully designed 4-bedroom, 3-bath residence offering modern style and exceptional comfort. The open-concept floor plan features 9-foot ceilings, a spacious family room with a cozy gas fireplace, and a stunning kitchen with granite countertops, stainless steel appliances, and abundant cabinet space. A first-floor bedroom with a full bath is ideal for guests or multi-generational living. The luxurious primary suite offers an oversized tiled shower, double vanity, and a large walk-in closet. Generous secondary bedrooms, ample storage, pull-down attic access to a full attic, Energy Star double-pane windows, and extensive insulation provide year-round efficiency and comfort. Completing this exceptional home is a detached 2-car garage with electricity and plenty of additional storage.

1320 Bainbridge Boulevard, Central Chesapeake

1044 Olmstead Street, South Chesapeake
$544,900
4 Beds ⋅ 3.1 Baths ⋅ 10648745 MLS
Welcome to 1044 Olmstead St in Chesapeake! This almost new home was built in 2022 & still feels like new! Featuring 4 bedrooms, 3.5 bathrooms spread out over 2337sq ft. Entering into the home from your covered front porch you will be greeted by natural sunlight beaming into the foyer. A home office/flex space is on the left & a half bath & laundry room on the right. Proceeding to the rear of the home you will walk into the open floor plan style kitchen w/a large island w/ seating for 4, stainless appliances & granite tops. With no walls separating the kitchen, living room, & formal dining room spending quality time w/ friends & family is easy in this space. Upstairs you will find all 4 bedrooms to be good sized with the primary bedroom being oversized w/a large walk-in closet, an en-suite bathroom w/ soaking tub, a separate shower area, & double sinks. The room over the garage is the 4th bedroom & has its own separate entrance w/a dedicated full bathroom. Call to schedule your showing!

1044 Olmstead Street, South Chesapeake

2021 Guava Lane, West Chesapeake
$449,900
3 Beds ⋅ 3.1 Baths ⋅ 10649023 MLS
Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This tri-level END UNIT Ashbury plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ upgraded quartz countertops, subway tile backsplash, crown molding & soft-close drawers. Easily maintained & durable LVP flooring throughout 1st level & baths. Crown molding throughout 1st level. Lighted tray ceiling in primary suite & WIC. Double upgraded quartz vanity & 5' glass-enclosed shower in en-suite. Enjoy exceptional amenities, including a start-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment.

2021 Guava Lane, West Chesapeake

2004 Acentala Quay, West Chesapeake
$575,000
5 Beds ⋅ 3.1 Baths ⋅ 10648854 MLS
Truly spectacular and updates throughout. An inviting foyer opens to soaring cathedral ceilings and a flexible floor plan with room to spread out. The main living area centers on a gas fireplace, while the beautifully updated kitchen showcases updated cabinetry, new quartz countertops, new tile backsplash, high-end black finishes and newer appliances. New stylish LVP flooring and newer carpet flow throughout. The first-floor bedroom with en-suite is enormous, a true suite with private exterior access, a huge closet and a massive sitting room. Above the two-car garage, a spacious room with LVP flooring and cathedral ceilings works beautifully as a fifth bedroom, playroom, home office or additional living space. Improvements include a partially encapsulated crawlspace with a high-quality dehumidifier, a fenced backyard, and a washer and dryer installed in 2023. Outside, the back porch overlooks a large yard with lush green grass, and the two-car garage plus generous driveway provide plenty of parking. Waterstone is known for its tree-lined streets, welcoming atmosphere and community pond, where residents can kayak, canoe, paddle board or fish right in the neighborhood. The established community hosts social events throughout the year. Scenic walking trails and a convenient entrance shortcut connect directly to Western Branch Park and Western Branch Community Center, with playgrounds, basketball, tennis and pickleball courts, a multi-use gymnasium, disc golf, softball and soccer fields and nature trails just minutes away. Convenient to shopping, dining, military bases and major commuter routes.

2004 Acentala Quay, West Chesapeake

5025 Duxbury Road, West Chesapeake
$529,900
4 Beds ⋅ 2.1 Baths ⋅ 10648991 MLS
The beautiful 4 bdrm Buxton model is MOVE-IN READY & features a 1st level primary bedroom! 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 center. This homes gourmet kitchen features an upgraded appliance package, including gas range, upgraded granite countertop, & glass subway tile backsplash. 9 foot ceilings on both 1st & 2nd levels & durable LVP flooring in select areas of 1st level. The primary bdrm, w/ lighted tray ceiling, has an en-suite that includes double vanity w/ granite tops, a soaking tub, & 5' glass-enclosed shower. Gas heat & tankless hot water heater.

5025 Duxbury Road, 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.