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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

643 Appalachian Court, South Chesapeake
$539,730
3 Beds ⋅ 2.1 Baths ⋅ 10639606 MLS
On the Lake!! NO HOA. Experience fine details in an exquisite landscaped setting with one of a kind Lake View. This wonderful 3-bedroom, 2.5 bath Home is more than meets the eye. Upon entering, there is a Foyer with Central staircase. A charming Dining room sits front and center then around the corner is a Gorgeous, Gourmet Kitchen in wall microwave and wall oven, outside vented Range hood & 5 burner gas Cooktop, large Kitchen Island, elegant warm dark brown cabinetry, quartz, pendant lights and a farmhouse sink. Cozy Living space w/Gas Fireplace, and one-of-a-kind views onto the back Landscape. Down the hall is a guest bath and laundry, as well as an entrance to a spacious 2-car garage. Giant Primary Bedroom with Elegant and Modern Tiled shower. 2 large bedrooms spaces upstairs with a 2nd Hall bath..

643 Appalachian Court, South Chesapeake

514 Waters Road, South Chesapeake
$539,000
5 Beds ⋅ 3.1 Baths ⋅ 10647572 MLS
Welcome home to this beautifully updated 5-bedroom home, where thoughtful upgrades and spacious living come together perfectly. The heart of the home is the stunning kitchen featuring quartzite countertops, a Sub-Zero refrigerator, butler's pantry, and an open layout overlooking the dining area and expansive family room—great for entertaining and everyday living. A first-floor bedroom with its own private en-suite bath offers the perfect space for guests or multi-generational living. Upstairs, retreat to the impressive primary suite with vaulted ceilings, a generous sitting area, and a walk-in closet. Convenient second-floor laundry includes a granite folding counter for added functionality. Enjoy abundant parking with a half-moon driveway plus additional gravel parking. Generator conveys as-is; sellers have never used it. 1.5% closing cost assistance with a full priced offer!

514 Waters Road, South Chesapeake

1705 Mount Pleasant Road, South Chesapeake
$539,000
3 Beds ⋅ 2 Baths ⋅ 10636374 MLS
This beautiful home is in Hickory school district on 2.42 acres! Horses allowed!! Attractive points are the downstairs primary bedroom, bamboo flooring in living room and downstairs hallway. Living room has natural-gas fireplace. Upstairs has two large bedrooms joined by a full bath in between. Enjoy the front porch and the rear deck for outside relaxation. Horseshoe driveway makes it convenient for easy access, about half of the length is asphalt. Water heater replaced in February 2026, water-softener system replaced in December 2025, dishwasher replaced in 2024, roof replaced in December 2021. Two-car detached garage is 528 sq ft with two overhead garage doors, one is electric. Also there is a floored attic with outside stairs for access on the detached garage. The back yard is deep, surrounded by some wooded area and horse pastures. It is easy to set an appointment to see this spectacular house.

1705 Mount Pleasant Road, South Chesapeake

900 Lee Shore Court, South Chesapeake
$538,097
4 Beds ⋅ 2.1 Baths ⋅ 10623854 MLS
Beautifully maintained original-owner home located in the highly desirable Greenbrier area near Chesapeake City Park. This 4-bedroom, 2.5-bath residence offers 2226 sq. ft. of comfortable living space with thoughtful updates throughout. The kitchen was renovated approximately five years ago, along with updates to the primary bath. Major systems have been well maintained, including HVAC (approx. 10 years), windows (approx. 10 years), roof (approx. 15 years), and water heater (approx. 3 years). The inviting main living area features a cozy fireplace, while the spacious 2-car garage is equipped with a mini-split system, an insulated garage door, and a built—in workbench for projects, hobbies, or additional functional space. Situated on a spacious corner lot yard, this home combines location, comfort, and pride of ownership in one of Chesapeake’s most sought-after communities, with some furniture for sale.

900 Lee Shore Court, South Chesapeake

1204 Fordyce Dr, South Chesapeake
$537,000
4 Beds ⋅ 2 Baths ⋅ 10632457 MLS
Welcome to this move-in ready home in the Battlefield Meadows community of Chesapeake. This newly renovated property offers convenient access to the interstate and features an attached one-car garage, as well as a detached one-car garage with additional second-floor storage. The home also includes a full-length attic, providing ample storage space. Inside, the home showcases an open-concept kitchen designed for functionality and entertaining, creating a seamless flow between living spaces. Situated on approximately 0.35 acres, the property provides space for outdoor enjoyment, gardening, or gatherings. Enjoy added outdoor living with a screened-in porch — good for relaxing or entertaining in comfort. Solar panels are installed, offering potential energy efficiency benefits. Conveniently located near shopping, grocery stores, and other local amenities, this home combines comfort, style, and everyday convenience.

1204 Fordyce Dr, South Chesapeake

1517 Eagle Glen Drive, South Chesapeake
$535,000
3 Beds ⋅ 2.1 Baths ⋅ 10641886 MLS
Welcome home to this beautifully appointed, move-in ready Seafield model in Eagle Pointe, Chesapeake's premier 55+ resort-style community. The gourmet eat-in kitchen features granite countertops, stainless steel appliances, gas range, breakfast bar, & butler's pantry plumbed for a sink. Enjoy both casual & formal entertaining with an eat-in kitchen & elegant formal dining room. Relax year-round in the bright Florida room w/custom doors. Plantation shutters & custom window treatments enhance the home's timeless appeal. The first-floor primary suite offers a spacious walk-in closet & spa-inspired bath w/split vanities & walk-in shower. Upstairs features a loft overlooking the family room, two bedrooms, full bath, & walk-in storage/mechanical room. Patio w/electric awning, gas grill line, certified green construction, spray foam insulation, & Rinnai tankless water heater. Enjoy The Bay Club's indoor/outdoor pools, fitness center, ballroom, library, billiards, game rooms, and more!

1517 Eagle Glen Drive, South Chesapeake

408 Knells Ridge Drive, South Chesapeake
$535,000
4 Beds ⋅ 2.1 Baths ⋅ 10639437 MLS
Welcome home to this beautiful 4-bedroom, 2.5-bath detached home in the highly desirable Knells Ridge neighborhood of Chesapeake! Ideally located near the Greenbrier area, this move-in-ready gem offers convenient access to interstates, hospitals, shopping, restaurants, and entertainment. Pride of ownership shines throughout with numerous recent upgrades, including a stunning renovated kitchen (2025), updated bathrooms (2024), new windows (2024), both HVAC systems and furnaces replaced (2020), water heater (2025), new vinyl siding and trim (2026), refreshed shed exterior (2026), and a brand-new deck (2026). The roof was replaced in 2015, providing added peace of mind. Enjoy spacious living areas, modern finishes, and a backyard perfect for relaxing or entertaining. Don’t miss this incredible opportunity to own a beautifully updated home in a prime Chesapeake location. Schedule your private showing today!

408 Knells Ridge Drive, South Chesapeake

562 Dunning Lane, South Chesapeake
$535,000
3 Beds ⋅ 2.1 Baths ⋅ 10636027 MLS
Welcome home! This original-owner Gardner plan is move-in ready, with brand-new kitchen appliances, brand-new carpet & refreshed paint in Eagle Pointe, Chesapeake’s Premier 55+ Adult Community with resort-style amenities. Enjoy not one, but TWO outside patios, THREE large storage areas, one of the largest primary closets, laundry rooms, dining & family rooms in Eagle Pointe. Beautiful finishes throughout include a double-sided fireplace in the family room & Florida room, an eat-in granite & stainless-steel kitchen, gorgeous hardwood floors, a spa-style primary bath with a private water closet & split vanities, a loft, a finished two-car garage & so much more. The Bay Club at Eagle Pointe features an indoor pool & hot tub, outdoor pool, large fitness center, billiards room, library, game room, ballroom, & catering kitchen. The only thing we are missing is YOU! Call today to schedule your personal tour. Some photos have been virtually staged.

562 Dunning Lane, South Chesapeake

520 Dunning Lane, South Chesapeake
$535,000
3 Beds ⋅ 2.1 Baths ⋅ 10635653 MLS
Prepare to fall in love with this Elegant and meticulously maintained gem located in the gated 55+ resort style community of Eagle Pointe in Southern Chesapeake. Sitting on a premium home site with water views and no neighbors behind you, you will be impressed with the spacious and flowing Hamilton Floorplan. This lovely Home boasts a vaulted Great Room with gas fireplace and an Eat in Kitchen that opens to the bright and sunny Florida Room that offers peaceful and tranquil water views. Additional Details: Primary Suite with jetted tub and separate step in tile surround shower, 2 nice sized secondary bedrooms with ceiling fans, 2nd floor Loft overlooking the 1st floor, Formal Dining Room, lots of storage space, blinds throughout, central vacuum, patio, and a 2 car attached garage with opener and work sink. Eagle Pointe Bay Club amenities include a heated indoor pool and hot tub, outdoor pool, fitness center, billiards room, game room, library, catering kitchen, and celebration room.

520 Dunning Lane, South Chesapeake

501 Grayson Way, South Chesapeake
$535,000
4 Beds ⋅ 2.1 Baths ⋅ 10633747 MLS
Welcome to Oakbrook Meadows, centrally located in Greenbrier with easy access to shopping, dining, and major highways. This well-maintained home offers comfort and convenience with an HVAC replaced 2 years ago and a hot water heater less than a year old. Spacious bedrooms include a generous primary suite with a large walk-in closet. New LVP flooring flows throughout the main level, highlighting a bright, open-concept living space. The kitchen features granite countertops, ample counter space, and updated stainless steel appliances. The spacious living room connects seamlessly for easy entertaining. Located on a quiet cul-de-sac, the home offers a spacious backyard perfect for summer nights and outdoor gatherings. Close to Summit Pointe, grocery stores, and everyday conveniences.

501 Grayson Way, South Chesapeake

601 Warren Avenue, South Chesapeake
$535,000
4 Beds ⋅ 3 Baths ⋅ 10633185 MLS
This remarkably, renovated ranch is ready for new residents! 2024 was a good year for this home, with the sellers taking on an extensive, whole house renovation complete with the addition of a primary suite! The kitchen features a massive granite island, farmhouse sink and stainless steel appliances. The home's major systems were replaced as well with a new water heater, electrical panel, electric heat pump, light fixtures, ceiling fans, double hung windows, front door with storm door and an asphalt shingle roof. The dark flooring throughout the home is a combination of refinished oak flooring and new LVP plank. The addition enhanced the floorplan with a large sun-filled family room and a primary suite with a gorgeous bathroom. The home is situated on a corner lot with a side loading garage, greenhouse, fruit trees, and a storage shed complete with power! Come check it out before it's gone!

601 Warren Avenue, South Chesapeake

449 Sawyers Mill Crossing, South Chesapeake
$535,000
4 Beds ⋅ 3 Baths ⋅ 10630276 MLS
Beautifully remodeled 4-bed, 3 bath home, 2,384 sq. ft in sought after Sawyers Mill Community of Chesapeake & Grassfield Schools. Open/spacious living on 1st floor. New carpet & LVP, Fresh paint throughout, new light fixtures, ceiling fans, plumbing fixtures, toilets, new stainless steel appliances, white shaker cabinets in kitchen & baths, soft close doors & drawers, floor to ceiling pantry cabinet, Quartz/Granite countertops, blinds, patio slider. Flex room w/french doors can be used for a dining room/office/guest room. New tiled shower in primary bath, double vanities, walk in closet & separate water closet. Spacious bedrooms, hall bath features new tub shower surround, laundry closet on second floor. New Full bath on 1st floor. Modern finishes throughout. New HVAC system, roof replaced in 2022. Backyard features deck/shed & view of the community lake. Convenient to shopping, interstate, & bases. Enjoy activities hosted by the HOA to include a pool, playgrounds, & clubhouse.

449 Sawyers Mill Crossing, South Chesapeake

205 Tree Fern Drive, South Chesapeake
$535,000
4 Beds ⋅ 3 Baths ⋅ 10626894 MLS
Opportunity in established Chesapeake Colony Estates. Checks all the boxes- all brick ranch, 2 car garage, 3 bedrooms, 3 full baths, plus a large FROG, Great Bridge schools, and no HOA. One owner, non-smoking home with an open layout, heated/cooled sunroom, and spacious ~100 X 165 lot in a quiet neighborhood with single entry/exit and minimal traffic. Offering ~2,500+ sq ft, with 3 bedrooms and generous living areas. Recent updates include interior paint and laminate flooring. Major systems updated: roof (2020) and HVAC (2023). Much of home remains original, providing an excellent opportunity for updates. Additional features include mature trees, flexible living space, and a 2-car attached garage. Prelisting termite and moisture completed: documentation available. Clean livable home ready for updates or immediate occupancy.

205 Tree Fern Drive, South Chesapeake

4504 Michael Thomas Court, West Chesapeake
$535,000
4 Beds ⋅ 3 Baths ⋅ 10625551 MLS
Located on a quiet cul-de-sac in the sought-after Miars Farm neighborhood of Western Branch, this spacious 4-bedroom, 3-full-bath home offers approximately 2,800 sq ft of comfortable living space on a .295-acre lot. A desirable first-floor primary suite features a walk-in closet and updated bath with double sinks. Wood floors highlight the formal living and dining rooms, while the eat-in kitchen with granite countertops and newer appliances opens to a cozy den with gas fireplace overlooking the patio and backyard. Upstairs you'll find three spacious bedrooms and a full bath, along with a finished room over the attached two-car garage that provides flexible space for a home office, media room, playroom, or game room. The backyard includes a large storage shed for additional storage. Major updates include a 2019 roof, 2019 water heater, and zoned HVAC systems updated in 2016 and 2018. No HOA.

4504 Michael Thomas Court, West Chesapeake

3216 Farange Drive, South Chesapeake
$535,000
4 Beds ⋅ 2.1 Baths ⋅ 10624338 MLS
$10,000 IN CLOSING COST ASSISTANCE OFFERED... use it to lower your rate or your cash to close. The spacious front porch overlooking the neighborhood park welcomes you to this beautiful home. Inside, tall ceilings and natural light create a bright, open feel with a layout designed for both everyday living and gathering. The kitchen flows into the main living area, while formal living and dining spaces offer flexibility for offices or additional living. Upstairs, four bedrooms include a spacious primary suite with two walk-in closets and a soaking tub. The large room over the garage adds versatility for a guest space, playroom, or media room. With new HVAC, new carpet, and access to neighborhood amenities, this home offers comfort, flexibility, and a setting that stands out.

3216 Farange Drive, South Chesapeake

407 Pines Of Warrick Drive, South Chesapeake
$535,000
4 Beds ⋅ 2 Baths ⋅ 10620437 MLS
Timeless style meets modern amenities in this all-brick, single-level home located in the heart of Great Bridge, with no HOA! This four-bedroom home features a stunning cobblestone gas fireplace and vaulted ceilings in the main living area, which flows seamlessly into the upgraded eat-in kitchen - appointed with shaker cabinetry, stainless appliances, & elegant quartz countertops. The spacious primary suite offers a walk-in closet & a private en-suite bath. Three additional generously sized bedrooms provide flexible living space! The hall bath complements the primary bath with coordinating finishes, including brushed champagne fixtures & hardware. Situated on over 1/3 of an acre, the property provides ample yard space & an inviting front porch enhances the home’s curb appeal. A 720-square-foot detached garage w/an unfinished room above presents abundant potential for customization. Inquire about options to finish the space, request the feature sheet, & schedule your private tour today!

407 Pines Of Warrick Drive, South Chesapeake

2017 Barton Lane, South Chesapeake
$532,990
4 Beds ⋅ 3 Baths ⋅ 10626712 MLS
MOVE-IN READY! Welcome to the Lafayette at Retreat at Edinburgh-Chesapeake’s premier 55+ low-maintenance community! This spacious two-story townhome offers 4 bedrooms, 3 baths, and a two-car garage across 2,781sq. ft. Enjoy first-floor living with a luxurious primary suite, guest room with private bath, and a gourmet kitchen featuring a large quartz island and stainless steel appliances. Relax on your covered porch overlooking landscaped green space, or take advantage of resort-style amenities including a clubhouse, pool, community garden, and walking paths. Located near fine dining, shopping, and beautiful parks, this move-in ready home blends comfort, convenience, and an active lifestyle in a thriving Chesapeake location! The home is complete and ready for a new owner! Pictures are of a similar home.

2017 Barton Lane, South Chesapeake

503 Miami Dr, South Chesapeake
$532,000
4 Beds ⋅ 2.1 Baths ⋅ 10624687 MLS
Spacious, well-cared-for home in the sought-after Grassfield High School district, ready for a new owner to experience this wonderful property and make new memories! Enjoy a huge yard with plenty of space for outdoor activities, including a spacious deck with hard-wired Bose speakers—perfect for summer barbecues and pool parties. The inside of the home boasts tons of square footage and lots of great light. Major updates include a high-efficiency 3-zone HVAC system (with a dedicated zone for upstairs, downstairs, and the primary bedroom!) and gas furnace (2023), newer water heater (2025), newer washer and dryer, new microwave (2026), updated kitchen, and updated exterior siding. Pool is drained and can be refreshed with a new liner/cover or can be removed with a reasonable offer. Priced to help the next owner make it their own! Flood insurance priced at $1,147/year through a local insurance broker.

503 Miami Dr, South Chesapeake

904 Cantor Street, South Chesapeake
$530,000
4 Beds ⋅ 2.1 Baths ⋅ 10637596 MLS
Beautifully maintained and move-in ready 4-bedroom, 2.5-bath home offering stylish LVP flooring throughout and a floor plan designed for both everyday living and entertaining. The spacious family room features a cozy fireplace and flows seamlessly into the dining room and living room. The kitchen is equipped with stainless steel appliances and ample space for gathering with family and friends. Private backyard paradise! Enjoy summer evenings under the gazebo, entertain guests at the tiki bar, relax around the firepit, or unwind beside the tranquil pond stocked with fish. Freshly painted and meticulously cared for, this home offers the perfect combination of comfort, charm, and outdoor living. A true retreat you'll be proud to call home! Show this one first. It won't disappoint

904 Cantor Street, South Chesapeake

4701 Harlan Court, West Chesapeake
$530,000
4 Beds ⋅ 2.1 Baths ⋅ 10628975 MLS
Come check this one out first! Located in the highly sought-after Jolliff Rd area and Western Branch school districts, this home features 4 bedrooms and 2 and a half baths! Complete with over 2500 square feet of living space, the open concept is coupled with good lighting and natural light. This home makes it easy to entertain and boasts a nice dining room that flows through the butler's pantry and into a very large kitchen. The kitchen then overlooks a large living room. As you head upstairs, you are greeted with a nice balcony that overlooks the front door. The primary bedroom is a good sized room complete with two walk-in closets and a large primary bathroom. Step outside of the back door and enjoy a cozy backyard that helps add to the entertainment for everyone! Water heater was replaced in 2024 and the HVAC system was replaced in 2025. Come see this one before it's gone!

4701 Harlan Court, West Chesapeake

4100 Mystic Cove, West Chesapeake
$530,000
3 Beds ⋅ 2 Baths ⋅ 10624357 MLS
Just under 4 acres in a quiet cul-de-sac, this beautifully updated ranch-style home blends privacy, modern upgrades, and everyday convenience. Surrounded by abundant wildlife and natural beauty. A hidden backyard treehouse adds a touch of charm; can you find it? Nearly every major component has been improved, making it truly move-in ready. Recent upgrades include a renovated kitchen (2024), new flooring and updated bathrooms (2022), new windows (2023), and a remodeled laundry room (2025). Outdoor living shines with a new deck (2025) and fence (2023). Two new driveways (2023), one with a 30-amp RV hookup, plus a two-car detached garage with electricity (2023) offer exceptional flexibility. Roof (2017), HVAC (2020), and a new electrical panel with generator switch (2025). New Well pump (2026). With rare acreage and versatile outdoor space, this home offers privacy, functionality, and modern comfort all in one. Welcome home!

4100 Mystic Cove, 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.