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585 Marc Smiley Road, Central Chesapeake
$300,000
2 Beds ⋅ 2.1 Baths ⋅ 10629767 MLS
Welcome to this beautifully maintained 3-story condo in the Reunion neighborhood of Chesapeake! This home features 2 spacious bedrooms, including a primary suite with dual sink vanity and private bath. The first-floor flex room offers versatility as a home office, guest space, or optional third bedroom. Enjoy an open-concept second level with a bright living room featuring surround sound, dining area, and kitchen that opens to a private balcony, great for relaxing or entertaining. New carpet has been installed throughout, and a tankless water heater adds efficiency. Community amenities include a clubhouse, pool, playgrounds, and low-maintenance living with ground upkeep included. Conveniently located near military bases, shopping, dining, and interstate access.

585 Marc Smiley Road, Central Chesapeake

1202 Portlock Road, Central Chesapeake
$310,000
3 Beds ⋅ 1 Baths ⋅ 10629475 MLS
Welcome to this beautifully renovated three bedroom, one bath home perfectly situated on a desirable corner lot! From the moment you arrive, you’ll appreciate the fresh exterior, updated roof, and charming curb appeal framed by mature trees and thoughtfully landscaped beds and large back deck. Inside, this home has been completely updated to offer a clean, modern feel while maintaining cozy character. Enjoy a bright and inviting layout with new LTV flooring, new stainless steel appliances, new cabinets, granite countertops and fresh paint. Inside also offers a large dining room for entertaining. Continue outside to your fully fenced backyard perfect for pets, gatherings, or simply relaxing in your own private outdoor space. The corner lot provides extra yard space and added privacy, while the established neighborhood offers a peaceful setting with convenient access to nearby amenities.

1202 Portlock Road, Central Chesapeake

815 Denham Arch, South Chesapeake
$715,000
5 Beds ⋅ 3 Baths ⋅ 10628778 MLS
Immaculate home in the Hickory area of Chesapeake. This home boosts 5 bedrooms, 3 full baths with one bedroom and full bath on 1st level. Living room or office with beautiful sliding French doors to the cozy family room with gas fireplace. Family room opens to the kitchen with stainless appliances, granite countertops with island and 2 pantries. Nice size dining room. Lovely primary suite w/tray ceiling and large walk in closet and a beautiful updated ensuite. Room over the two car garage is the 5th bedroom or perfect for a workout or entertainment room. Beautiful fenced in backyard with deck to enjoy those family barbeques. This cul-de-sac home is move in ready. You will want to call this your new home!

815 Denham Arch, South Chesapeake

5110 Annapolis Drive, West Chesapeake
$539,900
4 Beds ⋅ 2 Baths ⋅ 10609789 MLS
A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 4 bedrooms including a large finished room over the garage. From the front porch to the Family Room also open to the Kitchen and Breakfast Area. 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, community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your door step in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5pm at 5023 Annapolis Drive.

5110 Annapolis Drive, West Chesapeake

4111 Hamilton Street, Central Chesapeake
$168,000
2 Beds ⋅ 1 Baths ⋅ 10640971 MLS
2 Bedroom, 1 Full Bath Single-Family House in Chesapeake with an attached garage. Home is As-Is. Priced to Sell, so don't sleep on this one. Spacious front and backyard. Your pets will love the private backyard space. Also great for cookouts and family gatherings. Storage shed conveys. Original Hardwood floors (flooring partically covered under stick & peel tiles). Plenty of Parking space inside the garage, driveway, & street parking. Huge stand-up attic space. Tremendous potential for a 3rd/4th bedroom with a Jack & Jill bathroom. No HOA or HOA Fees! Conveniently located just minutes from major highways and multiple military installations. Located in the Portlock section of South Norfolk, on a large corner lot. This strong, well-built home features good bones, lasting durability, and the opportunity to update while preserving its classic character. Rehab/ Fixer Upper loans may apply. A clean, blank canvas for your vision and personal touches. Exciting possibilities for Investors or New Home Owners to customize renovations. Professionally Cleaned and Exterior Power Washed. This Home is Ready For You to Make It Your Own!

4111 Hamilton Street, Central Chesapeake

410 Cobblewood Arch, South Chesapeake
$322,500
3 Beds ⋅ 2 Baths ⋅ 10638344 MLS
Completely Updated 3BR/2BA Canal-Front Home! Attached only by the garage, this beautifully renovated home offers the privacy and feel of a single-family residence. Recent updates include a stunning new kitchen with cabinets, countertops, and appliances; new LVP flooring; new carpet; fresh paint; updated bathrooms; updated windows; roof; HVAC; new water heater; new fixtures; new ceiling fans; and new hardware. The flexible floor plan features rare 1st floor primary, 3 bedrooms and 2 full bathrooms. Fully Fenced backyard overlooking a peaceful canal has two patios and a water view—perfect for relaxing, entertaining, pets, or play. Additional features include a one-car attached garage and a convenient location close to shopping, dining, schools, and major interstates. Move-in ready with the feel of new construction—just unpack and enjoy! Owner Agent.

410 Cobblewood Arch, South Chesapeake

608 Woodcott Drive, South Chesapeake
$610,000
5 Beds ⋅ 3 Baths ⋅ 10637938 MLS
Rare opportunity in the Hickory Section of Chesapeake! Welcome to 608 Woodcott Drive, tucked away on a private cul-de-sac with a spacious layout. This 5 bedroom 3 full bath home features a first floor multi-generational in-law suite. Added in 2019, this private suite is the true differentiator featuring its own separate entrance, large living/sitting area, bedroom space, closet, and accessible full bath with a custom tiled curbless shower. Perfect for extended family, guests, in-laws, parents, caregivers, or flexible work from home living. Large fenced in yard with a 2 car attached garage and shed for storage. The main home offers bright, comfortable living spaces with updated LVP flooring throughout, and a refreshed kitchen with updated countertops, tile backsplash, soft close cabinet doors, and GE Black Slate stainless appliances. The primary suite features a dual vanity and Jacuzzi fiberglass walk-in shower, while the guest bath has also been updated. Step outside and enjoy a private backyard retreat with a large Cambridge paver patio, mature landscaping, sprinkler system, ideal for entertaining, pets, play, or relaxing under the trees. Additional updates include new replacement windows, exterior siding/paint/fascia, stainless gutter guards, updated electrical service with subpanel, generator transfer switch connection. New gas water heater. Laundry room has a newer washer/dryer, with gas and electric hookups. Great Chesapeake location near shopping, dining, parks, interstates, military bases, and everyday conveniences. A flexible, updated home with the space and functionality for growing or multi-generational families.

608 Woodcott Drive, South Chesapeake

328 Hagenspring Road, South Chesapeake
$595,000
6 Beds ⋅ 3 Baths ⋅ 10637201 MLS
Welcome home! This spacious 6-bedroom, 3-bath home offers over 2,850 square feet of versatile living space designed for today's lifestyle. The flexible floor plan features a first-floor bedroom and full bath, making it ideal for guests, play room, multigenerational living, or a home office. The updated kitchen with large island & farm house sink showcases modern high-end finishes and opens seamlessly to the inviting family room with a cozy gas fireplace, creating the perfect space for everyday living and entertaining. Soaring ceilings and abundant natural light add to the home's warm and welcoming feel. Step outside to enjoy the privacy-fenced backyard complete with a new stamped patio, providing the perfect setting for cookouts, gatherings, or relaxing evenings around the fire pit. Additional features include a two-car garage, paid off solar panels (low energy costs!), and plenty of space for work, play, and abundant storage in this house. Conveniently located near parks, walking trails, shopping, dining, and major commuter routes including I-64, I-464, and Route 168. Best of all, there is no HOA and no flood insurance required. This beautifully maintained home offers the perfect combination of space, updates, and location. Don't miss your opportunity to make it yours!

328 Hagenspring Road, South Chesapeake

823 Rivanna River Reach, South Chesapeake
$315,000
2 Beds ⋅ 2 Baths ⋅ 10636110 MLS
Welcome to this beautifully renovated condo in the desirable Kingsford section of the Riverwalk community! Offering 2 bedrooms, 2 baths, and an open-concept layout, this home blends modern updates with comfortable living. The stunning kitchen is a true centerpiece, featuring quartz countertops, stainless steel appliances, and brand-new soft-close cabinetry—perfect for entertaining and everyday life. Fresh interior paint, plush new carpet, and durable luxury vinyl plank flooring create a stylish, cohesive feel throughout. Cathedral ceilings and abundant natural light make the living spaces feel bright and airy. Upstairs, enjoy a versatile loft-style office/flex space along with a spacious primary suite complete with a walk-in closet and private ensuite bath. Conveniently located near interstates, schools, shopping, and dining, this home also offers low-maintenance living with condo association coverage that includes exterior building maintenance.

823 Rivanna River Reach, South Chesapeake

967 Saint Andrews Reach Unit D, South Chesapeake
$230,000
2 Beds ⋅ 2 Baths ⋅ 10636147 MLS
6/11/26 - BOM THROUGH NO FAULT OF THE SELLER. Two story corner unit within the Saint Andrews Condo neighborhood. One of the closest units to the golf course and plenty of green space just out your front door! Very open first floor with an updated kitchen, and the upstairs primary bedroom features it's own full bathroom. New roof installed in 2024, BRAND NEW LVP flooring and carpet, updated light fixtures, and recently painted. The attic has plenty of storage space, and both bedrooms have generous closet space and wonderful views of the golf course. Condo fees include the water/sewer and trash pickup, as well as ground maintenance. 2 parking spots are reserved for this unit. Conveniently located near interstates, YMCA and Greenbrier shopping areas.

967 Saint Andrews Reach Unit D, South Chesapeake

1952 Lancing Crest Lane, South Chesapeake
$1,400,000
5 Beds ⋅ 4 Baths ⋅ 10629055 MLS
Stunning custom-built waterfront home on over 1.5 acres along the Elizabeth River in Chesapeake. This 5-bedroom, 4-bath residence offers an open, functional layout with granite countertops, custom cabinetry, and multiple living spaces ideal for entertaining. The spacious primary suite features a spa-like bath with soaking tub, tiled walk-in shower, and dual vanities. Enjoy resort-style outdoor living with a saltwater pool, stamped concrete surround, and black wrought iron fencing. The impressive 220-foot private pier provides deep water access and includes a 7,500 lb boat lift, two jet ski lifts, and a covered boathouse. A rare opportunity to own a private waterfront retreat offering space, luxury, and direct access to a boaters' paradise. Flood Insurance is less than 1k a year and is transferable. Community has a private dock and boat launch for residents.

1952 Lancing Crest Lane, South Chesapeake

205 Kwanzan Court, South Chesapeake
$769,729
5 Beds ⋅ 2.1 Baths ⋅ 10617721 MLS
The Bellhaven at Riverview Landing by Wetherington Homes offers a flexible 4-5 bedroom floor plan with an open-concept layout designed for everyday living and entertaining. The kitchen flows seamlessly through the butler's pantry into the dining area, creating a functional and connected space. A thoughtfully curated list of standard features is included, along with optional upgrades to personalize the home. Choose your lot and design options. Enjoy a convenient, centrally located community with easy access to shopping, medical facilities, dining, major interstates, and area beaches. The property is situated in the Hickory school district, an ideal setting for those seeking accessibility and everyday convenience. Ask about our current incentives!

205 Kwanzan Court, South Chesapeake

711 Flatrock Lane, South Chesapeake
$467,843
3 Beds ⋅ 2.1 Baths ⋅ 10617478 MLS
Under construction 2 story townhome condo w/ front load 1-car garage. Amenities include covered entry with built in mudroom hall tree w/ cubbies,1/2 bath, Luxury LVP, Kitchen breakfast bar, Ge Cafe Black Matt appliances w/refrigerator, pantry,Living area w/linear fireplace w/shiplap surround. Quartz tops all baths,Wood shelving all closets, 2nd floor:Primary,Tile Shower w/2-shower heads, 2-closets,2 bedrooms, hall bath,laundry, linen closet. Fenced back yard, Pet Friendly. Quiet easy lifestyle with the comfort of quality construction & name brand building materials including James Hardie Fire Retardant Fiber Cement Board. 2-10 home warranty, master insurance, trash pick up, private streets, city water/sewer, guest parking, multipurpose trails with lake and fountain. Central Greenbrier location. Only 56 homes.

711 Flatrock Lane, South Chesapeake

404 Bracey Way, South Chesapeake
$835,000
5 Beds ⋅ 3.1 Baths ⋅ 10638026 MLS
Meticulously maintained all-brick waterfront home with deep-water access on the Elizabeth River. This thoughtfully designed residence features an open floor plan with expansive water views from the main living areas and the first-floor primary suite. Recent updates include dual HVAC systems and a water heater, all replaced in 2020. Enjoy direct river access from the recently added dock and boat lift, optimal for boating and other waterfront activities. The combination of quality construction and exceptional waterfront location creates a rare opportunity to enjoy life on the water. Conveniently designed for comfortable everyday living and entertaining, this home offers beautiful views, functional living spaces, and easy access to all the Elizabeth River has to offer.

404 Bracey Way, South Chesapeake

1302 Sasparilla Court, South Chesapeake
$569,900
4 Beds ⋅ 2.1 Baths ⋅ 10638016 MLS
Come Home SWEET Home to this 2500 Sq Ft 4 Bedroom, 2 1/2 Bath Jewel centrally located in Greenbrier! * BONUS: NO HOA!* Modern Styling includes Beautiful Bamboo floors, Granite countertops, subway tile and upgraded appliances in the Kitchen, and significant Bathroom renovations. Full Laundry/Mud Room with Utility Sink! You will also be AMAZED at the Incredible amount of Storage Space thru-out.. Walk-in PBR Closet AND Walk-in Attic, PLUS 720+ sq ft in the OVERSIZED, Side-load, 2-Car Garage with High Ceilings to boot! HVAC and Windows installed NEW in 2022! HUGE, Above-ground POOL (New Motor 2024, Liner 2025) is OPEN and ready for a COOL DIP just in time for Summer! Plenty of Room still in the Back Yard Oasis for Entertaining on the Large Deck with Pergola and even MORE Grassy recreational space in the .37 Acre Lot in Greenbrier on a Cul-de-sac! Come and SEE for Yourself!

1302 Sasparilla Court, South Chesapeake

2305 Shorebird Court, South Chesapeake
$470,000
4 Beds ⋅ 2 Baths ⋅ 10636769 MLS
Located in one of the most desirable parts of Deep Creek and within the highly sought-after GRASSFIELD HIGH SCHOOL district, this rare find offers the perfect blend of space, comfort, and water access. This one-level floor plan features a MASSIVE KITCHEN ISLAND and beautiful MAPLE HARDWOOD FLOORS throughout. The sunroom is filled with NATURAL LIGHT and overlooks a VERY LARGE BACKYARD—featuring a four season porch, PREMIUM PLAYGROUND SET with a dedicated pea gravel play area, plus plenty of room to entertain, beautiful Spring plants, PERGOLA, and space to host a wedding. The insulated garage offers incredible flexibility and could easily function as a HOME GYM or workshop. The property backs up to TIDAL WATER with water access during high tide—perfect for launching a canoe or kayak Enjoy quiet days on the water or go fishing. Tucked away on a peaceful CUL-DE-SAC with NO FLOOD INSURANCE REQUIRED.

2305 Shorebird Court, South Chesapeake

1028 Brandon Quay, South Chesapeake
$445,000
4 Beds ⋅ 2.1 Baths ⋅ 10636483 MLS
Welcome to 1028 Brandon Quay! Located in one of Chesapeake's sought after neighborhood "Greenwood at Greenbrier". This home has been loved & cared for by the current owners for 20 years and will serve you well for your next 20 years! With 4 bedrooms, 2.5 bathrooms & a total of 2061 square feet there's plenty of room for everyone. The primary bedroom is huge, has bay style windows w/ vaulted ceiling. Its attached bathroom is also oversized and features an updated double sink w/ a separate shower & jetted tub, & its own large closet. The other 3 bedrooms are also of good size & are spread out away from the primary. Downstairs the light flows through the open concept layout and is enhanced by the vaulted ceiling. The kitchen is also updated with stunning maple cabinets, granite tops, a tiled backsplash, & space for an eat in kitchen table. Outside your will find a welcoming front porch & a large inviting back deck surrounded by perennials and trees for maximum privacy.

1028 Brandon Quay, South Chesapeake

3329 Conservancy Drive, South Chesapeake
$645,000
5 Beds ⋅ 3.1 Baths ⋅ 10633919 MLS
Lovingly maintained by its original owner, this thoughtfully updated home blends timeless charm with modern comfort. The open concept kitchen features a large island and walk-in pantry, ideal for everyday living and entertaining. Beautiful trim work and wainscoting add character throughout, complemented by new flooring that enhances the home's fresh, inviting feel. Spacious walk-in closets provide ample storage, while the versatile FROG serves as a private 5th bedroom, guest suite, or flex space. Retreat outside to a backyard complete with a paver patio, fire pit, and pergola-perfect for relaxing or hosting gatherings. Additional highlights include a garage refrigerator and play set that may convey. Come discover the community and comforts of the neighborhood amenities offered at Culpepper Landing today!

3329 Conservancy Drive, South Chesapeake

1401 Beaver Dam Road, South Chesapeake
$785,000
5 Beds ⋅ 3 Baths ⋅ 10633953 MLS
Looking for a gorgeous, five bedroom home with an in-ground pool in the heart of Hickory? Look no further! This move-in ready home features a farmhouse-style kitchen with stainless steel appliances and a large island to entertain guests. The multi-gen suite on the 1st floor has it's own full bath, and the craftsman style trim throughout the house gives it a modern, chic appeal. The master bathroom en suite is stunning and includes a garden tub, dual shower heads in the walk-in, and double sinks. A few extras include: beautiful barn doors on the walk-in pantry, and oversized attic storage. Situated on a large lot, you'll have plenty of room to plant a garden, raise chickens, or enjoy nature. There is even a large storage shed in the back for extra storage. Centrally located and just a short drive away to shopping, parks, bases, beaches, and the interstate. Come see your new home today! This one will go quickly!

1401 Beaver Dam Road, South Chesapeake

225 Creston Court, South Chesapeake
$635,000
5 Beds ⋅ 3 Baths ⋅ 10633572 MLS
Welcome home to your private retreat—where comfort, space, and thoughtful design come together beautifully. Tucked away on a quiet cul-de-sac, this stunning home invites you to unwind the moment you step inside.The oversized great room, adorned with coffered ceilings and a cozy gas fireplace, flows effortlessly into the gourmet chef's kitchen. Enjoy preparing meals around the large granite island, surrounded by stainless steel appliances, soft-close dovetail cabinetry, and abundant storage.With five generously sized bedrooms, each featuring its own walk-in closet, everyone has room to relax. The luxurious primary suite is a true sanctuary, offering a spa-like ensuite with a jetted tub, standing shower, double sinks, and dual walk-in closets. A first-floor bedroom with its own ensuite provides the ideal space for guests or multi-generational living, while the formal dining room adds a touch of elegance for special occasions.

225 Creston Court, South 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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