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$544,900
4 Beds ⋅ 3 Baths ⋅ 10653325 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.

2213 Wilmington Avenue, West Chesapeake
$365,000
4 Beds ⋅ 3 Baths ⋅ 10653190 MLS
Welcome to 1308 Sunnybrook Terrace! This well-maintained 4-bedroom, 3-full-bath home offers a spacious and functional layout designed for comfortable everyday living. With generous living areas, four nicely sized bedrooms, and the convenience of three full bathrooms, there’s plenty of room to spread out and make this home your own. Whether you’re a first-time homebuyer, growing household, or investor, this property offers flexibility and plenty of possibilities. Conveniently located in Chesapeake near shopping, dining, schools, and major roadways. Don’t miss the opportunity to call 1308 Sunnybrook Terrace home!

1308 Sunnybrook Terrace, West Chesapeake
$245,000
2 Beds ⋅ 2 Baths ⋅ 10653328 MLS
Waterfront brick ranch a tidal canal that leads to the Elizabeth River. The kitchen opens to a spacious family room, with two large bedrooms and two full bathrooms. Oversized attached garage with carport, plus a detached single- ar garage. Flood insurance is not required. Property needs repairs and is being sold strictly AS-IS. Great opportunity for an investor or buyer looking to renovate and make it their own

2112 Christopher Drive, West Chesapeake
$670,000
4 Beds ⋅ 3 Baths ⋅ 10652980 MLS
Located in Western Branch, this spacious 4-bedroom, 3-bath brick home offers a flexible layout with inviting indoor and outdoor living spaces. Fresh new carpet complements the hardwood flooring found throughout much of the home. The kitchen features granite countertops, stainless steel appliances, and plenty of space for everyday living. A cozy fireplace anchors the main living area, with easy access to the expansive back deck for outdoor entertaining or relaxing. Upstairs, the primary suite features a walk-in closet and private bath with a jetted soaking tub and separate shower. With generous living spaces, three full bathrooms, and thoughtful updates throughout, this home is ready for its next chapter. Don’t miss it!

1529 Lauren Ashleigh Drive, West Chesapeake
$650,000
5 Beds ⋅ 3 Baths ⋅ 10653164 MLS
Beautifully renovated 5BR/3BA home offering over 3,100 sq ft on nearly half an acre in Western Branch! Thoughtfully updated throughout, this home combines modern finishes with an exceptionally spacious and versatile floor plan. The first floor offers generous living and entertaining spaces, a family room with fireplace, plus a bedroom and full bath for guests or multi-generational living. Upstairs you'll find spacious bedrooms and an impressive primary suite. Enjoy a large backyard with plenty of room to entertain, an oversized 2-car garage, a whole-home generator, and PAID-OFF SOLAR PANELS for added energy efficiency with no solar payment! With extensive renovations, abundant space, and a desirable Western Branch location, this move-in-ready home delivers the updates, size, and features today's buyers are looking for!

2722 Gum Road, West Chesapeake
$509,900
4 Beds ⋅ 2.1 Baths ⋅ 10653139 MLS
Welcome to 508 Schaefer Avenue, a beautifully maintained 2018-built home in Chesapeake’s Deep Creek area! With 4 bedrooms, 2.5 baths, and 2,398 square feet, this home offers the space today’s buyers are looking for. The main level features an open flow between the kitchen, dining, and living areas, along with a separate front flex room ideal for a home office, playroom, or sitting room. The bright kitchen includes white cabinetry, granite countertops, a large island with seating, and stainless steel appliances. Upstairs, the spacious primary suite includes a separate sitting area and an ensuite bath with dual vanities, a soaking tub, and a separate glass shower. Three additional bedrooms and an upstairs laundry room add everyday convenience. Outside, enjoy a level backyard, concrete patio, wooded backdrop, and attached two-car garage. Potential 5.75% assumable loan opportunity for qualified buyers, subject to lender/servicer approval, underwriting, applicable terms, and buyer qualification. Schedule your private showing today!! THIS ONE IS A STEAL!!!

508 Schaefer Avenue, West Chesapeake
$440,000
3 Beds ⋅ 3 Baths ⋅ 10652901 MLS
Welcome home to this stunningly renovated farmhouse, where modern design meets classic charm in the heart of Chesapeake. Completely rebuilt from the studs up, this 3-bedroom, 3-bathroom gem offers 1,963 square feet of thoughtfully designed living space across two stories on 3/4th an acre. Step inside to an open-concept kitchen featuring striking black-and-white countertops, statement lighting, and modern farmhouse accents throughout. The main-level primary suite is a true retreat, boasting two generous closets and a spa-inspired bathroom with a sleek, step-in tiled shower. Sophisticated gray-toned flooring flows seamlessly throughout the home, adding warmth and cohesive style to every room. Outside, a detached garage provides excellent storage or workshop potential. Come make your dreams your reality! This one will not last long!

4057 Woodland Drive, West Chesapeake
$399,000
3 Beds ⋅ 2 Baths ⋅ 10652696 MLS
A Beloved Western Branch Gem! Welcome to one of Western Branch’s most cherished neighborhoods, where many homeowners have proudly called this community home for 55+ years! This spacious brick rancher offers an inviting open floor plan, multiple flexible living spaces, and a peaceful cul-de-sac location. Step outside to enjoy the huge, private backyard, surrounded by mature trees providing wonderful shade and privacy, plus a brand-new deck perfect for relaxing or entertaining. Ideally located just minutes from Hampton Roads military bases, tunnels, bridges, shopping, dining, entertainment, doctors, and hospitals, this home puts convenience at your fingertips. Recent updates include new carpet (2023), new roof (2023), remodeled hall bath (2018), and HVAC (2016). Don’t miss your opportunity to own this wonderful home in a truly special neighborhood!

4353 Shorewood Drive, West Chesapeake
$549,000
5 Beds ⋅ 2.1 Baths ⋅ 10652573 MLS
Welcome home to this spacious, established-neighborhood ranch offering 5 bedrooms, 2½ baths, and 2,200+ square feet on just over a half-acre lot along the Elizabeth River. Enjoy peaceful water views from the covered porch—a wonderful spot for morning coffee, relaxing evenings, or entertaining guests. Inside, the home offers comfortable one-level living with plenty of space for family, guests, or a home office. Thoughtful updates and features add both comfort and convenience, including: • New roof installed in 2022 • Tankless water heater • Mini-split HVAC systems for added comfort and flexibility • Emergency generator hookup • Pre-wired surround sound in the LR and porch And for buyers looking for additional value, the sellers are offering concessions with a full-price offer. If you’ve been looking for a home that combines space, water views, modern conveniences, and an established neighborhood setting, this one deserves a closer look.

2708 Meadow Drive W, West Chesapeake
$429,900
4 Beds ⋅ 2 Baths ⋅ 10652555 MLS
Welcome Home to this charming Ranch in the Western Branch section of Chesapeake! Newly poured concrete to create oversized driveway offer utmost convenience. Ideally situated at the entrance to Point Elizabeth and the Chesapeake public walking trail, this location is sure to impress! Enter into your inviting foyer which leads to your open concept living, dining, den and kitchen area. Newer LVP floors flow throughout and lead to your newly renovated kitchen with wood cabinets, quartz tops, and newer stainless appliances. Gas stove for the chef in the family! Other gas features include new tankless water heater, & heat. Kitchen leads to FROG serving as 4th bedroom, laundry, & garage. Opposite direction off foyer is large primary bedroom with large closet and ensuite bath. Two secondary bedrooms and hall bath complete this lovely layout. Backyard features in-ground pool, newer liner, and plenty of patio space and green space for entertaining needs. Newer windows, paid off solar offering bundles of savings, and newer mechanical components make this a slam dunk. Call this beauty Home Today!

3004 Tyre Neck Road, West Chesapeake
$275,000
3 Beds ⋅ 2 Baths ⋅ 10652244 MLS
REAL ESTATE AUCTION – PRICE SHOWN IS THE ADVERTISED STARTING BID, NOT THE SELLER’S RESERVE OR GUARANTEED SALE PRICE. This single-story brick ranch offers approximately 1,564 square feet with 3 bedrooms, 2 full bathrooms, an attached garage and a 0.332-acre lot. Live on-site auction Saturday, October 24, 2026, at 11:00 a.m. Reserve auction subject to seller confirmation. A 10% buyer’s premium will be added to the accepted high bid to determine the contract purchase price. Successful bidder must provide the required $10,000 deposit and close within 30 to 45 days. Property is offered as-is, where-is, with all faults and without financing, appraisal, inspection or other contingencies. Pre-auction traditional real estate offers may be considered until 48 hours before the live auction. Sealed absentee bidding is available under the published auction terms. Public previews are scheduled for Saturday, September 19, and Saturday, October 10, at 11:00 a.m. Buyers should complete all inspections, financing arrangements and due diligence before bidding. Auction documents are available through the listing agent.

2916 Mintwood Drive, West Chesapeake
$299,900
3 Beds ⋅ 2 Baths ⋅ 10652386 MLS

3536 Dunedin Drive, West Chesapeake
$565,900
5 Beds ⋅ 4 Baths ⋅ 10652084 MLS
5BDRM/4BATH CARTER MASTER MODEL! 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, soft-close drawers, & appliance pkg w/ gas range! Durable flooring throughout. 1st floor bedroom w/ full bath! 9-foot ceilings on both levels! Primary bdrm w/ lighted tray ceiling & en-suite featuring double stone-top vanity, soaking tub, & 5' shower. Gas heat!

MM Carter (5 Bed), West Chesapeake
$520,000
4 Beds ⋅ 2 Baths ⋅ 10651289 MLS
Enjoy ranch-style living with a first-floor primary suite and a spacious finished room over the garage, ideal for a home office, media room or guest space. The primary bath features a double vanity with granite countertops and a soaking tub. Inside, you'll find luxury vinyl plank flooring, granite countertops and ceiling fans. Outside, a fully fenced yard, extended patio and pergola make room to relax or entertain. Additional upgrades include an EV charger in the garage, enhanced electrical capacity for computer equipment, a gutter system and bidets. Community amenities include a resort-style pool, clubhouse with fitness center, kitchen and conference room, plus trails, bike paths, sports fields, playgrounds, pocket parks and preserved natural areas. Convenient to the highway, military bases, beaches, shopping and dining. Seller is offering $5,000 toward buyer closing costs, and the home warranty is transferable. Western Branch Schools!

5000 Corolla Drive, West Chesapeake
$548,300
4 Beds ⋅ 2.1 Baths ⋅ 10651350 MLS
SPACIOUS TRADITIONAL with Fresh Paint & New Flooring Throughout, Updated Eat-In Kitchen with Stylish Shaker Style Cabinets, Quartz Countertops, & Stainless Steel Appliance Package. Formal Living & Dining Rooms + Family Room with Fireplace. 2nd Floor Primary Suite with Private Bath & Walk-In Closet, Large Finished Room over the Garage (4th Bedroom), Full Size Laundry/Mud Room with New Washer & Dryer. 2 Car Attached Garage, Oversized Driveway, & Private Backyard with Deck & Patio Space. Established Neighborhood Convenient to Shopping, Dining, & Easy Access to I-664, I-264, & I-64.

4021 Cory Lane, West Chesapeake
$364,900
3 Beds ⋅ 2 Baths ⋅ 10650874 MLS
Space, updates, and flexibility come together in this inviting 3-bedroom home! An additional upstairs room offers options for a home office, flex space, or additional bedroom. Features include newer LVP flooring, a newer roof, and HVAC replaced in 2018. Enjoy the front porch or head out back to the generously sized yard with a covered patio for relaxing, dining, and entertaining. A detached garage provides additional parking, storage, or workspace. Conveniently located near shopping, dining, military installations, and major highways for easy access throughout Hampton Roads.

4009 Maple Drive, West Chesapeake
$410,000
4 Beds ⋅ 2.1 Baths ⋅ 10650659 MLS
Welcome to this inviting 4-bedroom, 2½-bath home offering a thoughtfully designed floor plan with plenty of space for comfortable living. The main level features a formal living room, a spacious kitchen that opens to the family room with a cozy gas fireplace, and convenient access to the 2-car garage, while upstairs you’ll find four generously sized bedrooms, two full baths, and the added convenience of a second-floor laundry room. Situated on a desirable corner lot, the home also offers a large fenced-in backyard with a privacy fence, providing plenty of space to relax, entertain, and enjoy the outdoors.

4200 White Cap Crescent Crescent, West Chesapeake
$645,500
5 Beds ⋅ 3 Baths ⋅ 10650640 MLS
Over 3,200 sq ft beautifully maintained 5br brick ranch in the heart of Riverbend/ Western Branch area. Situated on a spacious 0.756 acre lot. This multigenerational layout offers 4 generously sized bedrooms on the main level, including a primary suite w/ a stunning custom-modeled bath. The flexible fourth main-level bedroom off the kitchen can easily function as an in-law suite with walk in closet & a full bath conveniently located off the kitchen. The home features three full baths, plus an additional large bd over the garage, for guests, bonus room, or home office. The expansive kitchen opens seamlessly to the family room and showcases stainless steel appliances and granite countertops, great for everyday living & entertaining. Spacious formal living & dining room. Additional highlights include, large laundry room, three-zone HVAC system, gas water heater replaced in 2021, newer gutters & electric fence. Two-car garage & a wonderful backyard w/ tree house complete this rare Riverbend opportunity. NO HOA

1432 Pine Grove Lane, West Chesapeake
$469,000
4 Beds ⋅ 2.1 Baths ⋅ 10650475 MLS
In a quiet cul-de-sac, this brick-front home features high ceilings in the entryway, a formal living room, and family room. It also offers a two-car garage, a spacious yard, and a large storage shed with electricity. New HVAC installed in 2021. Flooring allowance with acceptable offer.

4126 Scotfield Drive, West Chesapeake
$375,000
4 Beds ⋅ 2 Baths ⋅ 10650484 MLS
Move-in ready and beautifully refreshed! This vacant 4-bedroom Chesapeake home has been thoughtfully updated from top to bottom, featuring a new roof (2025), HVAC (2026), water heater (2021), new LVP flooring, new carpet in all four bedrooms, renovated bathrooms, new kitchen appliances and custom cabinetry, new interior and exterior doors, updated GFCI outlets in the kitchen and bathrooms, and new light fixtures throughout. Enjoy the added curb appeal of a freshly repaved driveway and new framing around the left front window. Inside, a newly installed decorative TV wall with backlighting creates a stylish focal point for entertaining and relaxing. Located in the convenient Western Branch area, you're close to shopping, dining, recreation, schools, and major Hampton Roads routes. With major updates already completed and easy showings available, this home is ready for you to move in and make it yours! Schedule your showing today?this one is ready to impress

3116 Dunworken Drive, West Chesapeake
$400,000
3 Beds ⋅ 1.1 Baths ⋅ 10650403 MLS
Prime Commercial Potential! Located in the Fast-Growing Southwest Corner of Portsmouth Blvd. & Jolliff Rd. Corridor of Chesapeake across from The Grove At Western Branch & Amazon Processing Center. This Property has been Designated for Commercial Development, Additional Adjoining Acres Available Boarding Hotels, across from Lowes Home Improvement, Cracker Barrel, 7-11, Navy Federal, etc. Just Block from I-664 Interstate & Chesapeake Sq. Mall. Property is being Sold in "AS IS" Condition, Info is as per City Records; Value is in the Land

4908 Portsmouth Boulevard, West Chesapeake
$560,000
4 Beds ⋅ 2.1 Baths ⋅ 10649934 MLS
Wonderful home located in the desirable Joliff Woods neighborhood. This 4 bedroom, 2.5 bath offers approx. 2,710 square feet of living space. Situated on a generous size corner lot. Screen Porch and rear yard is completely fenced. Seller took care of all the big ticket items. Downstairs hardwood floors have just been refinished. New Windows & Slider Doors 2020, Brand New Upstairs HVAC systems, All Exterior Composite Trim, Leaf Filter Gutter Guards, & more. Conveniently located with easy access to the Southside & Peninsula, military bases, shipyards, dining, and shopping.

4700 Harlequin Way, West Chesapeake
$497,500
5 Beds ⋅ 3 Baths ⋅ 10650190 MLS

4624 Westborough Drive, West Chesapeake
$580,000
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 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
$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
$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
$399,900
4 Beds ⋅ 2 Baths ⋅ 10649242 MLS
Charming home in Western Branch that needs at little TLC. This home offers a great opportunity for buyers looking to create a space that truly reflects their style and vision. The kitchen and bathrooms need to be updated, but this offers the perfect opportunity to add your personal touches and build equity along the way. Recent improvements include new interior paint throughout, LVP flooring in the main living areas, and new carpet in the bedrooms. With a little vision, creativity, and sweat equity, this home has the potential to become a beautiful and inviting space. *Some Closing Costs Assistance Available*

4132 Mystic Cove, West Chesapeake
$599,900
4 Beds ⋅ 3.1 Baths ⋅ 10649303 MLS
Camellia w/ Sunroom Master Model. 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, & an appliance package complete w/ gas range! Durable flooring throughout 1st level. Primary bdrm w/ lighted tray ceiling & WIC, features an en-suite that includes a double vanity, soaking tub, & 5' shower. Sunroom! Gas heat & tankless hot water heater.

MM Camellia W/ Sunroom, West Chesapeake
$558,900
4 Beds ⋅ 3 Baths ⋅ 10649301 MLS
4BDRM/3BATH CARTER MASTER MODEL! 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, soft-close drawers, & appliance pkg w/ gas range! Durable flooring throughout. 9' ceilings on both levels! Primary bdrm w/ lighted tray ceiling & en-suite featuring double stone-top vanity, soaking tub, & 5' shower. Gas heat!

MM Carter, 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

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.