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400 Las Gaviotas Boulevard, South Chesapeake
$505,000
4 Beds ⋅ 2.1 Baths ⋅ 10652912 MLS
A rare opportunity in one of Chesapeake’s most desirable neighborhoods!! Exceptional 4-bedroom, 2.1-bath home perfectly positioned on a corner lot overlooking the fairway in highly sought-after Las Gaviotas & the Grassfield school district. The first floor offers two generous living areas, a formal dining room, and an updated kitchen featuring granite countertops, tile backsplash, gas range, and ample cabinetry. Large windows frame peaceful views of the golf course, creating a bright, inviting atmosphere throughout. Four spacious bedrooms with the primary including a walk-in closet & a beautifully finished primary ensuite bathroom with a soaker tub, separate shower, and double-sink vanity. Step outside to enjoy composite decking & a backyard that opens directly to the fairway—an ideal setting for morning coffee, evening unwinding, or hosting friends. Just minutes from top-rated schools, shopping & dining, this home blends convenience with the charm & prestige of golf-course living.

400 Las Gaviotas Boulevard, South Chesapeake

1808 Ashlar Lane, South Chesapeake
$599,900
4 Beds ⋅ 2.1 Baths ⋅ 10652753 MLS
This is the kind of home that makes you want to unpack and stay awhile! Conveniently located for access to major Hampton Roads military installations, commuter routes, shopping, and dining, this beautifully maintained property in the highly sought Fieldstone neighborhood of Chesapeake offers 2,559 sq ft of living space, 4 bedrooms, and 2.5 baths. Brand new LVP flooring on the main level and fresh carpet upstairs create an inviting, move-in-ready feel. The open kitchen features granite countertops, abundant cabinetry, and pantry storage, flowing seamlessly into the living and dining areas with a cozy gas fireplace. A dedicated first-floor office adds exceptional flexibility for remote work, study, or hobbies. Upstairs, spacious bedrooms include a generous primary suite with a private bath and walk-in closet. Outside, enjoy a fully fenced backyard and patio, wonderful for outdoor relaxation and summer gatherings. Some photos were virtually staged using AI.

1808 Ashlar Lane, 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

641 Edgewood Arch, South Chesapeake
$525,000
4 Beds ⋅ 3.1 Baths ⋅ 10652602 MLS
This beautiful traditional style home nestled in the sought-after Cheshire Forest community of Chesapeake is ready for its next chapter. It offers comfortable living spaces inside and out. The family room is great for movie nights and entertaining, featuring a 120-inch projection screen and projector that conveys with the home. Go outside to enjoy your private screened-in porch, wonderful for morning coffee or relaxing evenings, with an attached trex deck offering even more space for gatherings to unwind. A new fence adds privacy to the backyard, while the partial house generator provides peace of mind. Living in Cheshire Forest means enjoying more than just a beautiful home. The community offers an impressive collection of amenities including a clubhouse, swimming pool, tennis courts and more. This property is more than a home, it's a community.

641 Edgewood Arch, South Chesapeake

209 Springbrook Lane, South Chesapeake
$449,900
4 Beds ⋅ 2.1 Baths ⋅ 10651998 MLS
NEW PRICE! GREAT OPPORTUNITY IN WELLSPRING! Bring your vision and make this home your own! Located in an established Chesapeake neighborhood, this 4-bedroom, 2.5-bath home offers 2,148 sq. ft. with separate living and family rooms, formal dining room, and eat-in kitchen. Situated on approximately one-third of an acre, features include a spacious fenced backyard, enclosed sunroom, patio, storage shed, two-car garage, and owned, paid-in-full solar panels. Convenient to shopping, dining, major highways, and area schools. This home needs updating and improvements but offers great potential for buyers looking to renovate and personalize a home to their taste. Property sold AS IS, WHERE IS. Sellers will make no repairs. Bring your vision and explore the possibilities this Wellspring home has to offer!

209 Springbrook Lane, South Chesapeake

228 Country Club Boulevard, South Chesapeake
$619,000
4 Beds ⋅ 2.1 Baths ⋅ 10652285 MLS
Fantastic location close to shopping, major hwys primary and secondary schools and so much more! The already large/oversized primary suite has a large additional private flex room for office or nursery, workout room or whatever your heart desires. Complete with private bath and large walk in closet. For additional privacy the ancillary bedrooms are on the opposite side of the home. This home is a one owner former model home. New carpet just for you! The neighborhood is low turnover, well established and quiet. Beautiful foyer and open hall say "elegance" while having "cozy home" feel. 2 large sheds so you can park both cars in the garage. Smartly laid out with oversized rooms thru out. Separate zone HVAC for large sunroom with tile flooring. updated kitchen with abundant cabinets!

228 Country Club Boulevard, South Chesapeake

505 Sandy Hill Way, South Chesapeake
$575,000
4 Beds ⋅ 2.1 Baths ⋅ 10652101 MLS
Perfectly situated in the heart of Great Bridge, this spacious 4-bedroom, 2.5-bath home offers nearly 2500 square feet in the established Sandy Hill neighborhood with no HOA. Enjoy the convenience of being just minutes from shopping, dining, parks, and everyday essentials while benefiting from sought-after Great Bridge schools. Inside, you'll find generous living spaces, brand-new carpet, and a room over the garage that can be a bedroom or a hang out space. Outside, the fully fenced backyard is ready for entertaining with an in-ground pool featuring a brand-new liner, an expansive paver patio, outdoor bar area, and storage shed. Offering space, flexibility, and recent updates in one of Great Bridge's most desirable neighborhoods, this home is ready for its next owners.

505 Sandy Hill Way, South Chesapeake

568 Waters Road, South Chesapeake
$619,000
6 Beds ⋅ 2.1 Baths ⋅ 10652034 MLS
Motivated seller! This home offers an assumable FHA loan at 2.75% for a qualified buyer, and the seller is willing to contribute toward closing costs with an acceptable offer. Located in Chesapeake’s sought-after Grassfield school district, this freshly painted, move-in ready home offers space, flexibility, and room to grow. The open floor plan centers around a spacious kitchen with generous cabinet and counter space, pantry storage, and an easy connection to the main living areas. With multiple finished areas across three levels, the layout works well for multigenerational living, long-term guests, remote work, hobbies, a media room, playroom, or additional bedrooms. The third floor was expanded in 2021 to include two finished rooms, giving buyers even more space. Outside, the large fully fenced backyard and spacious deck are ready for cookouts, pets, play, relaxing evenings, and weekend gatherings. An expanded extra-wide driveway and EV charger add everyday convenience.

568 Waters Road, South Chesapeake

152 Tranquility Trace, South Chesapeake
$549,900
4 Beds ⋅ 3 Baths ⋅ 10651714 MLS
Beautiful craftsman style townhouse meticulously maintained and tastefully decorated. Open and bright with detailed moldings and wainscotting. Large Dining area opens to kitchen with granite counter tops and stainless steel appliances, oversized pantry with grand center island perfect for entertaining. Dining area and kitchen open to great room with cozy gas fireplace and built in bookshelves, engineered wood floors. First floor primary bedroom with newer flooring has en suite with newer shower and garden tub, dual sinks and large walk-in closet. First level also has an additional office with full bathroom that could be used as a 4th bedroom. Second level has bonus area great for TV/theatre room. Two additional bedrooms with access to a full bathroom. Relax in your screened in porch.

152 Tranquility Trace, South Chesapeake

313 Sparrow Road, Central Chesapeake
$349,900
3 Beds ⋅ 1 Baths ⋅ 10651732 MLS
Move-in ready brick ranch in an established neighborhood! This 3-bedroom home features living room high-efficiency gas fireplace, dining room, kitchen, all appliances, pantry, and utility room. The garage has been converted and provides flexible bonus space for a family room, rec room, home office, or potential 4th bedroom. Enjoy a covered deck, privacy fenced yard plus, storage shed for garden tools & equipment. Updates include roof (2019), vinyl replacement windows, high-efficiency gas pack/HVAC (2024) with a 10-yr transferable warranty, new carpet, LVP flooring, and fresh paint. Conveniently located near shopping, dining, schools, major highways, military bases, and the Elizabeth River. Some photos are virtually staged. Seller offering buyer concessions to be used for down payment, closing costs or rate buydown; negotiable depending on offer.

313 Sparrow Road, Central Chesapeake

1924 Bexley Lane, South Chesapeake
$584,990
4 Beds ⋅ 2.1 Baths ⋅ 10651444 MLS
This newer contstruction is right in the center of the Hickory Manor community! The gorgeous open-concept features a cozy gas fireplace, a downstairs flex space, and plenty of natural light. The spacious kitchen features quartz countertops, stainless appliances, and a large pantry. In primary suite you'll find dual sinks, soaking tub and a separate shower, tray ceilings, and a walk-in closet. Relax in the back yard on the paved patio OR head to the clubhouse and see what fun awaits! Neighborhood amenities include: weekly maintenance for front lawn care, walking trails, lakes and play areas, a large resort-style pool with grilling areas, clubhouse, 24-hour gym, water, trash, sewer, and ground maintenance, and seasonal events hosted by the community staff.

1924 Bexley Lane, South Chesapeake

2114 Edwin Drive, South Chesapeake
$539,999
4 Beds ⋅ 3 Baths ⋅ 10651115 MLS
Welcome to The Retreat at Edinburgh, a sought-after community. Move in ready NO WAITING. This beautifully upgraded home features high ceilings, and a spacious open-concept layout. The kitchen is stunning with quartz countertops, soft-close shaker cabinetry, stainless steel appliances, and a gas range. This home has two primary suites. The first-floor primary suite boasts a tray ceiling, oversized walk-in closet, dual vanities, quartz counters, and a tiled shower with frameless glass. Upstairs you will find a spacious primary suite with a private full bath. An additional bedroom on the main floor with adjacent full bath. Bonus room great for a home office or hobby room. Amenities include a clubhouse, pool, fitness center. Conveniently located just minutes from Walmart, Target, grocery stores, restaurants, shopping and easy access to interstate.

2114 Edwin Drive, South Chesapeake

700 Sarasota Arch, South Chesapeake
$595,000
4 Beds ⋅ 2.1 Baths ⋅ 10651170 MLS
Welcome to 700 Sarasota Arch, offering nearly 2,900 sq. ft. of versatile living space on a .36-acre cul-de-sac lot in Chesapeake's Etheridge Lakes community. This 4-bedroom, 2.5-bath home features a spacious floor plan designed for everyday living and entertaining. The family room is anchored by a gas fireplace with custom built-in bookcases, while the bright breakfast nook provides views of the backyard. A formal dining room adds additional space for gatherings and special occasions. The generous FROG serves as the fourth bedroom and offers flexibility for an office, media room, hobby space, or guest accommodations. Located within the Hickory School zone, this home combines space and flexibility. Bring your vision and make this home your own!

700 Sarasota Arch, South Chesapeake

1313 Duchess Of York Quay, South Chesapeake
$412,500
3 Beds ⋅ 2.1 Baths ⋅ 10650785 MLS
Well-maintained 3-bedroom (Loft could easily be converted to a 4th bedroom), 2.5-bath home featuring new flooring in the kitchen and bathrooms. Major updates completed in 2018 include the roof, HVAC system, range, microwave, and dishwasher. The functional floor plan offers comfortable living spaces, while the attached 2-car garage and driveway provide ample parking and storage. With key improvements already completed, this home is ready for its next owner to enjoy. Schedule your showing today! This is an AnnieMac Rate Relief Eligible Property! Rate Relief makes this home more accessible and budget-friendly for you. What is a Rate Relief Eligible Property? Rate Relief is a program offered by AnnieMac Home Mortgage where the mortgage interest rate is reduced for the life of the loan. This reduction is achieved through an upfront payment made during the purchase process, and here's the best part — the seller and/or seller's agent have committed to covering this cost for you! The reduced interest rate is available through 11/16/2026. See the full details and disclosure available through the listing agent.

1313 Duchess Of York Quay, South Chesapeake

705 Creekwood Drive, South Chesapeake
$595,000
5 Beds ⋅ 4 Baths ⋅ 10650611 MLS
This meticulously maintained home in the sought-after Grassfield area of Chesapeake is waiting for you! Featuring 5 bedrooms and 4 full bathrooms, this spacious home offers plenty of room for everyday living and entertaining. The upstairs primary suite provides a relaxing retreat with two closets, a double vanity, stand-up shower, and garden tub. Three additional bedrooms and two full bathrooms complete the upstairs living space. The downstairs bedroom with an en-suite bathroom offers flexibility for guests, an in-law suite, or home office. The well-appointed kitchen features granite countertops, a breakfast bar, and updated appliances. The spacious living room is warmed by a gas fireplace, creating a cozy gathering space. A bright sunroom offers peaceful views of the wooded backyard, where mature trees create a private and tranquil setting. Don't miss the opportunity to make this home in the desirable Grassfield area your next home! Come see today!

705 Creekwood Drive, South Chesapeake

816 Poquoson Crossing, South Chesapeake
$688,900
5 Beds ⋅ 3 Baths ⋅ 10650242 MLS
Proudly offered by its original owner, this beautifully maintained 5-bedroom, 3 bathroom home is a rare opportunity in one of the area's most desired neighborhoods. The thoughtfully designed floor plan features a spacious downstairs bedroom and full bath, ideal for guest or multi-generational living along with a Great room, well-appointed kitchen, dining room, and flex room. Upstairs you will find 4 additional generous sized bedrooms, including the primary suite with a beautifully updated bathroom and large closet. Enjoy gathering with family and friends in the inviting family room complete with a built-in bar. Start your mornings on the welcoming front porch and unwind in the evenings on the spacious back patio, perfect for outdoor dining, entertaining, or simply relaxing. Find out why Warrington Hall is one of the most desired communities with all of its amenities including: pool, playgrounds, ball fields, and tennis courts.

816 Poquoson Crossing, South Chesapeake

808 Monroe Court, South Chesapeake
$429,900
3 Beds ⋅ 2.1 Baths ⋅ 10649872 MLS
Low-maintenance living awaits in this rare detached 3 BR, 2.5 BA Greenbrier condo. Enjoy a 2-car garage, fully fenced backyard, & primary en-suite and laundry on the first-floor. The open kitchen to main living area with gas fireplace. Additional flex room great for a home office, or media room. Recent 2025 updates include a new HVAC, granite counters with subway tile backsplash, LED recessed lighting, and more; washer/dryer replaced in 2021. Association handles exterior care; roof, siding, power washing, termite prevention, and front yard maintenance. Conveniently near Town Center, grocery stores, dining, parks, farmer markets & easy interstate access. This home blends convenience, comfort, and low-maintenance living beautifully.

808 Monroe Court, South Chesapeake

409 Cairns Road, South Chesapeake
$736,900
4 Beds ⋅ 2.1 Baths ⋅ 10649923 MLS
Make this your first stop! Pride of ownership shines throughout this immaculate Hickory Landing home that has been exceptionally cared for by the seller. The open floor plan offers a great flow between the living spaces, with updated flooring and fresh paint throughout giving the home a clean, move-in-ready feel. The spacious kitchen features granite countertops, a large island, gas range, butler's pantry, and plenty of cabinet space. The primary suite offers generous closet space and a beautifully tiled ensuite bath, while the additional bedrooms provide plenty of room for family or guests. Step outside to your own backyard oasis featuring an in-ground pool, putting green, quality storage shed, and plenty of space to entertain. Located in the highly sought-after Hickory School District, this home offers the space, condition, and location you've been looking for!

409 Cairns Road, South Chesapeake

4112 Mingo Trail, Central Chesapeake
$2,495,000
6 Beds ⋅ 7.1 Baths ⋅ 10649916 MLS
Waterfront Estate situated on 2+ acres, designed for luxurious waterfront living, direct access to the Chesapeake Bay, and multigenerational flexibility. This stunning gated estate offers expansive gathering spaces with waterfront views, and elevator that services the garage to the 2nd floor for effortless access. The 1st-floor Primary Suite is a private retreat featuring a spa-inspired bath, dual walk-in closets, sitting area, and connecting outdoor covered patio. Additional bedrooms all en suites with walk-in closets. Detached 6-car garage with apartment for extended family, guests, or independent living. Outdoor amenities include a saltwater pool, fire pit, expansive terraces & gathering spaces to watch the boat go by, a true boater's paradise with premier boating facilities 2-30K lifts + 1- 20 K lift & jet ski lift, multiple floating docks, and 5 FT at low tide. The amenities for this home are extensive; include a media room, climate-controlled detached 6+ car garage, central vac and more; inquire for a full list. Call today to schedule your private tour.

4112 Mingo Trail, Central Chesapeake

2154 Edwin Drive, South Chesapeake
$577,640
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
$5,000 SELLERS CREDIT TOWARDS CLOSING COST, COSMETIC ALLOWANCE OR RATE BUYDOWN with full price offer. Beautiful, solid, all brick 2 story home sitting on a quiet cul-de-sac lot with almost half an acre. Well maintained home of 3,444 sq. feet with 4 bedrooms and 3 full baths. 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. Open 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 a second spacious bedroom with hallway full bath. Windows galore and natural light throughout the home. Downstairs laundry room. Upstairs, a separate loft living space and 3rd bedroom with full bath. 4th oversized bedroom over the garage feels like a 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 and other cosmetic upgrades. Minutes from all Western Branch Schools, baseball field, interstate and military bases.

3120 Deans Court, West Chesapeake

816 Forest Lakes Circle, South Chesapeake
$685,000
4 Beds ⋅ 3 Baths ⋅ 10649561 MLS
Highly Sought after neighborhood in highly rated Grassfield High School (9/10), Great Bridge Middle School (9/10), and Cedar Road Elementary School (8/10) districts. Appraisal and Home Inspection fees paid if using Preferred Lender. Welcome home to this lovely Larry Hill built Brick Colonial home in Forest Lakes. The home has an Architectural roof installed 2013. It sits on a beautifully landscaped yard to include a double gated fenced-in back yard w/ irrigation system. Go up the back steps to a 12x34 deck built in 2019 to enjoy grilling on those wonderful summer evenings and into the sunroom that is great for entertaining. Adjourn into the cozy den with a natural gas fireplace, move into the home office with attached French doors and dining room both with white oak wood floors. The kitchen is well laid out with Skylights, stainless steel Bosch appliances, double oven, surface range, Granite counter tops and Oak cabinets. The Primary Bath is something to see with its marble walk-in shower, new soaking tub, Italian tile floors, walk-in closet and tray ceiling. Newer Skylights and vaulted ceilings make the home light and airy. Storage thru out, also in the attic. Termite Bond provided. If buyer uses preferred mortgage broker, lender will pay for Home Inspection and Appraisal.

816 Forest Lakes Circle, South Chesapeake

2213 Nantucket Avenue, West Chesapeake
$661,900
4 Beds ⋅ 2.1 Baths ⋅ 10649506 MLS
The beautiful 4 bdrm Camellia model features a sunroom & walk-in attic. 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 kitchen will feature stone countertops, tile backsplash, and an appliance package complete with gas range! Durable flooring throughout. Gas fireplace w/ granite surround & walk-in attic, featuring ample storage space. Primary bdrm w/ lighted tray ceiling & WIC, features an en-suite that includes a double stone-top vanity, soaking tub, & 5' shower. Enjoy water views from the spacious backyard! Gas heat.

2213 Nantucket Avenue, 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

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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