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300 San Roman Drive, Chesapeake
$289,900
2 Beds ⋅ 1.1 Baths ⋅ 10655553 MLS
Welcome to this beautifully refreshed 2-bedroom, 1.5-bath townhome tucked away on a quiet cul-de-sac in sought-after Las Gaviotas. Head inside to a spacious living area featuring a cozy brick fireplace and an inviting floor plan perfect for relaxing or entertaining. Recent updates include fresh paint, new flooring and carpet, updated full bath, new rear deck, front porch railing, sliding glass doors, gutters, and water heater. Energy-efficient windows and kitchen appliances were replaced in 2020. Upstairs offers two generously sized bedrooms, a dual-entry full bath, and large hall closet for extra storage. Enjoy a private fenced backyard and new deck, perfect for morning coffee, grilling, or unwinding. Conveniently located near shopping, dining, parks, interstates, Chesapeake City Hall, and Grassfield schools. Move-in ready and waiting for its new owner!

300 San Roman Drive, Chesapeake
1225 Jackson Avenue, Chesapeake
$225,000
3 Beds ⋅ 1 Baths ⋅ 10655557 MLS
Charming 3 bedroom, 1 bath home situated on a deep 42' x 155' lot with plenty of outdoor space to enjoy. Inside, you'll find a comfortable living room with an accent wall, an eat-in kitchen with ample cabinetry and counter space, and a separate laundry area. All three bedrooms offer good natural light, with the primary bedroom featuring generous closet storage. A covered front porch adds a welcoming spot to relax, while the spacious backyard offers room for entertaining, gardening or future outdoor projects. The detached garage/workshop is equipped with electrical service, providing additional storage and a versatile space for hobbies or projects. Unapproved short sale. Property is being sold AS-IS. Seller to make no repairs.

1225 Jackson Avenue, Chesapeake
518 Whisper Walk, Chesapeake
$465,900
4 Beds ⋅ 2.1 Baths ⋅ 10655312 MLS
Welcome home to this beautifully maintained condominium in the highly sought-after Cedar Crossing community. This spacious open concept residence offers over 2,000 square feet of comfortable living space. Four bedrooms featuring a large primary bedroom suite on first level, with double vanity and large walk-in closet. Beautiful hardwood floors, and crown molding throughout. Tile in kitchen, bathrooms and mudroom. Enjoy the privacy of a fenced backyard with storage shed for additional equipment. Two car garage and driveway space. Neighborhood has a well-equipped playground, swimming pool, tennis court and clubhouse. Enjoy low-maintenance living in a vibrant community conveniently located near shopping, dining, schools, and major commuter routes.

518 Whisper Walk, Chesapeake
5001 Clifton Street, Chesapeake
$199,900
3 Beds ⋅ 1 Baths ⋅ 10655489 MLS
Rare package deal opportunity in highly sought-after Western Branch! This move-in ready 3-bedroom ranch sits on a quiet street. The home has new paint, new floors, new A/C & heat systems, new wrap around porch, newer appliances and windows. The large rear yard and side lot provide an abundance of space for storing an RV, boat, or multiple extra cars. Nestled in a quiet neighborhood just minutes from local shopping, parks, schools, and military bases. No HOA. Additional lot next door can be purchased as well at 4999 Clifton St.

5001 Clifton Street, Chesapeake
405 Tekoa Road, Chesapeake
$325,000
3 Beds ⋅ 2 Baths ⋅ 10655463 MLS
Chesapeake Rancher offering Living room, eat in kitchen, bonus/den room, 3 beds 2 full baths, detached garage with power (as is where is). Gas heat and hot water, Central Ac, driveway holds 3 vehicles.

405 Tekoa Road, Chesapeake
3221 Stefanie Court, Chesapeake
$380,000
4 Beds ⋅ 3 Baths ⋅ 10655445 MLS
Experience the easy charm of Strawberry Acres! This 4-bedroom, 3-bath offers a desirable first-floor primary suite with a private bath, plus two additional bedrooms and a full bath on the main level. The finished room over the garage provides a private retreat with its own full bathroom, ideal for guests, multigenerational living, a home office, or bonus space. The fully finished garage adds versatility for hobbies, storage, or a workshop. Outside, enjoy a large yard with plenty of room for entertaining, gardening, play, or simply relaxing in a peaceful setting. Located near schools, parks, shopping, dining, and with quick access to I-64, this home offers the combination of convenience and everyday comfort. Seller is offering a flooring allowance with an acceptable offer, giving buyers the opportunity to personalize the home to their taste. Don't miss this exceptional opportunity to own a home that combines space, flexibility, and location at an affordable price right in Chesapeake!

3221 Stefanie Court, Chesapeake
3605 Mostiler Place, Chesapeake
$399,900
4 Beds ⋅ 2 Baths ⋅ 10655390 MLS
Beautiful 4-bedroom, 2-bath home tucked away on a quiet dead-end street in Chesapeake! Situated on an exceptionally large lot surrounded by mature trees, this home offers space, privacy, and plenty of possibilities. Inside you'll find spacious bedrooms, fresh paint, new flooring, updated ceiling fans and fixtures, along with newer siding and windows. One of the standout features is the impressive detached two-story garage/workshop—perfect for a workshop, home gym, office, recreational equipment, or additional storage, with incredible potential for future use. Enjoy a large backyard with plenty of room for entertaining, pets, gardening, or simply relaxing outdoors. Conveniently located near shopping, dining, parks, and everyday necessities. A unique property with tons of potential and room to make it your own!

3605 Mostiler Place, Chesapeake
1321 Seaboard Avenue, Chesapeake
$275,000
4 Beds ⋅ 2 Baths ⋅ 10655376 MLS
Beautifully updated 4 bedroom, 2 bath home in Chesapeake! Spacious home that features modern updates throughout and offers easy access to nearby interstates for a quick commute. Don’t miss the amazing blend of style, comfort, and convenience!

1321 Seaboard Avenue, Chesapeake
245 Old Drive, Chesapeake
$410,000
3 Beds ⋅ 1.1 Baths ⋅ 10655362 MLS
THE OPPORTUNITY YOU'VE BEEN WAITING FOR! If you've been searching for a well-maintained home with space, character and room to make it your own, this is definitely the one. Situated on an oversized corner lot, this 3 bd, 1.5 bth home offers approx 1629 sqft, beautiful hardwood floors, generous living spaces and a layout with plenty of possibilities. Large room off of living room with a closet that can easily be a 4th bedroom, home office, gym, in-law suite with it's own separate side entrance. Large screened in patio leads to a HUGE backyard that can be transformed into an oasis offering room to entertain, garden or just relax. Workshop-like attached shed and a detached shed. It's move in ready and can be customized over time. No trendy renovations. No inflated renovation price tag. Just a solid home in a great location with great bones and the opportunity to add your own style. Located within blocks to shopping centers, dining, hospitals and interstates. Come see today!

245 Old Drive, Chesapeake
3433 Martin Johnson Road, Chesapeake
$394,990
3 Beds ⋅ 2 Baths ⋅ 10655347 MLS
Welcome to this charming 3-bedroom, 2-bath Cape Cod nestled on 1.4 private acres in the Deep Creek area of Chesapeake! This property offers the perfect blend of peaceful outdoor living and everyday convenience. Enjoy gardening in the fenced garden, unwind in the wooded backyard, or take advantage of easy access to the nearby Portsmouth Ditch Trail for walking, biking, and outdoor recreation. Inside, you’ll find a warm and inviting layout with classic Cape Cod character and plenty of space to make your own. Whether you’re looking for room to spread out, enjoy nature, or simply escape the hustle while staying close to shopping, dining, and major commuting routes, this home checks all the boxes. Don’t miss this unique opportunity to own your own slice of Deep Creek!

3433 Martin Johnson Road, Chesapeake
2821 Meadow Wood Dr E Drive, Chesapeake
$425,000
3 Beds ⋅ 2 Baths ⋅ 10655209 MLS
Welcome home to this single-story masterpiece offering high-end designer finishes & modern elegance from top to bottom. Step inside to the seamless open flow accented by recessed lighting, modern light fixtures, stylish ceiling fans, & durable Luxury Vinyl Plank (LVP) flooring throughout the main living spaces. The chef-inspired kitchen features pristine quartz countertops, a custom tile backsplash, brand-new stainless steel appliances, & soft-close shaker cabinetry. Both bathrooms feature artistic custom tile work surrounding the tub & shower, elevated by high-end fixtures & vanity details. All 3 bedrooms feature fresh plush carpet for maximum comfort. Outdoors, enjoy an expansive, private backyard complete w/ a custom deck for entertaining, an extended driveway, & additional concrete pad—great for extra vehicle parking or outdoor storage setup. Located in a top-tier school district & just minutes from premier shopping, dining, & retail options. Nothing left to do but move right in!

2821 Meadow Wood Dr E Drive, Chesapeake
605 Wingfield Avenue, Chesapeake
$279,900
4 Beds ⋅ 1 Baths ⋅ 10655177 MLS
Welcome to this charming two-story Cape Cod offering 4 bedrooms and a spacious open floor plan designed for comfortable living. The home's inviting layout provides plenty of room for family gatherings and everyday enjoyment. Living room, dinning room, eat-in kitchen, 2 bedrooms on 1st floor and 2 bedrooms on 2nd floor. A full family bathroom serves the home, while the generous bedroom count offers flexibility for guests, a home office, or growing households. Newer water heater and windows have been replaced. This property is being sold as-is, and presents a great opportunity for homeowners or investors looking to add their personal touches and build equity.

605 Wingfield Avenue, Chesapeake
601 Wingfield Avenue, Chesapeake
$299,900
3 Beds ⋅ 1 Baths ⋅ 10655176 MLS
Charming Cape Cod-style home situated on a desirable corner lot, offering plenty of character and potential. Features a spacious eat-in kitchen, beautiful hardwood floors, and a large living room highlighted by a cozy fireplace. The main level includes two comfortable bedrooms and a full family bathroom, while the second floor boasts a generously sized bedroom, providing additional privacy and space. An oversized detached garage with large driveway offers ample room for parking, storage, or a workshop. This two-story home is being sold as-is, presenting a great opportunity for homeowners, investors, or those looking to add their personal touch.

601 Wingfield Avenue, Chesapeake
1710 Defiance Drive, Chesapeake
$399,000
3 Beds ⋅ 2.1 Baths ⋅ 10654966 MLS
Welcome home to 1710 Defiance Drive! This spacious townhouse-style condo offers 3 bedrooms, 2.5 baths, and 1,577 square feet of comfortable living space. The layout gives you plenty of room to spread out while still offering the easy, low-maintenance lifestyle condo living is known for. Whether you’re enjoying a quiet night at home or taking advantage of the neighborhood amenities, there’s plenty to love here. The community offers a clubhouse, exercise room, playground, pool, and ground maintenance—giving you more time to enjoy your home and less time worrying about exterior upkeep. A great option for anyone looking for space, convenience, and community amenities all wrapped into one!

1710 Defiance Drive, Chesapeake
2600 Janson Drive, Chesapeake
$359,900
4 Beds ⋅ 2 Baths ⋅ 10654830 MLS
Come check out this DIAMOND IN THE ROUGH. House is in need of updating and priced accordingly. But the BONES TO THE HOUSE ARE GOOD. NEW ROOF (2023), 1 out of 2 AC UNITS NEW (2025). (and the other AC unit has been RECENTLY SERVICED). Unique floor plan with an area that could serve as an IN LAW SUITE, a QUIET NEIGHBORHOOD and a GOOD SCHOOL SYSTEM. LARGE CORNER LOT. Close to shopping, food, and the interstate. PRIVATE BACKYARD with a deck and an additional storage shed.

2600 Janson Drive, Chesapeake
618 Ridge Circle, Chesapeake
$230,000
2 Beds ⋅ 2.1 Baths ⋅ 10655183 MLS
Charming 2 bedroom 2.5 bath condominium near shopping, restaurants and Chesapeake Regional Hospital. Home has all new LVP flooring and fresh paint. Brand new light fixtures and ceiling fans. Seller willing to give appliance allowance with acceptable offer.

618 Ridge Circle, Chesapeake
609 Dupree Lane, Chesapeake
$350,000
3 Beds ⋅ 2.1 Baths ⋅ 10654902 MLS
Welcome to 609 Dupree Lane, a spacious 3-story end-unit townhome offering 3 bedrooms, 2.5 baths, and a thoughtfully designed layout. The first floor features a versatile flex room, ideal for a home office, den, fitness space, or additional living area. The main living level showcases new flooring, recessed lighting, and a generously sized kitchen featuring a large center island, pantry, and plenty of space for gathering and entertaining. Step outside to the second-floor balcony for additional outdoor living space. The spacious primary suite offers a walk-in closet and private bath with double bowl sinks. Additional highlights include new ceiling fans and an attached 2-car garage. Enjoy low-maintenance living with grounds upkeep included, along with community amenities featuring a clubhouse, pool, and playgrounds. A wonderful combination of space, style, and convenience in Chesapeake!

609 Dupree Lane, Chesapeake
2825 Estella Way, Chesapeake
$319,999
3 Beds ⋅ 2.1 Baths ⋅ 10655230 MLS
Beautiful luxury townhouse community. Two story townhouse that has 3 bedrooms and 2.5 baths. 42" cabinets in kitchen with soft close drawers & cabinets. Granite counter tops in the kitchen & baths. 9' ceilings on 1st and 2nd floors with a double pan ceiling in the master bedroom. Crown molding throughout home. Wainscoting and chair rail in powder room. Ceiling fans in the master bedroom, family room and BR3. Elongated, comfort height toilets in all bathrooms. Storage area on back deck. Eat in Kitchen. Amenities include ground maintenance and playground. Your water bill is included in your monthly fee. Won’t last long, make this beauty your home!

2825 Estella Way, Chesapeake
2704 George Dr Drive, Chesapeake
$220,000
2 Beds ⋅ 1 Baths ⋅ 10655259 MLS
Welcome to this cozy 2 bedroom, 1 bathroom ranch home located in the heart of Deep Creek! This home offers a comfortable layout, an attached 1-car garage, and a spacious backyard with a privacy fence, providing plenty of room for outdoor enjoyment. The large detached shed/workshop offers additional storage and space for hobbies or projects. With its charming touches, great outdoor space, and convenient location near shopping, dining, and major roadways, this home is ready for its next owner to make it their own!

2704 George Dr Drive, Chesapeake
1940 Engle Avenue, Chesapeake
$365,000
3 Beds ⋅ 2.1 Baths ⋅ 10655218 MLS
Welcome to 1940 Engle Ave! This well-maintained home offers a comfortable, functional layout with spacious living areas and plenty of natural light. The home has been nicely cared for and is move-in ready, offering buyers the opportunity to settle in without taking on a major renovation. Conveniently located in Chesapeake with easy access to shopping, dining, schools, military bases, and major highways. A great opportunity to own a newer home in an established neighborhood with the space, condition, and location today's buyers are looking for.

1940 Engle Avenue, Chesapeake
3418 Clover Road, Chesapeake
$150,000
2 Beds ⋅ 2 Baths ⋅ 10655093 MLS
Get the movers ready! 2-bedroom, 2-bath condo in a highly desired location with easy access to I-664 for a quick commute. Conveniently located near shopping, grocery stores, restaurants, and everyday amenities. Fresh paint and new carpet throughout create a bright, welcoming atmosphere. The spacious living area features a cozy wood-burning fireplace, perfect for relaxing evenings at home. Exceptionally clean!! Enjoy affordable low-maintenance living in a location that puts everything within reach. A wonderful opportunity for first-time buyers, downsizers, or anyone seeking comfort, convenience, and value.

3418 Clover Road, Chesapeake
2609 Mossgate Court, Chesapeake
$399,900
4 Beds ⋅ 2.1 Baths ⋅ 10652642 MLS
Opportunity knocks in Chesapeake! This property offers a chance to create something truly special in a desirable location. Bring your vision and your renovation plans to unlock the full potential of this home. The expansive lot is a standout feature, providing an abundance of space and endless possibilities for outdoor living, entertaining, gardening, recreation, or future improvements. Whether you're an investor searching for your next project or a buyer looking to build equity and make a home your own, this property is ready for its next chapter. Conveniently located near shopping, dining, schools, parks, major roadways, and everything Chesapeake has to offer. Properties with this much potential and land don't come around every day. Come see the possibilities for yourself! Schedule your showing today!

2609 Mossgate Court, Chesapeake
1540 Bainbridge Boulevard, Chesapeake
$265,000
3 Beds ⋅ 2 Baths ⋅ 10655066 MLS
Welcome to this charming 3-bedroom, 1.5-bath ranch offering 1,278 square feet of comfortable one-level living in Chesapeake. Inside, the functional floor plan includes a first-floor primary bedroom and plenty of space to make your own. Enjoy hardwood floors throughout the home and new LVP floors in kitchen. All windows are only six years old! Outside, enjoy a spacious yard with privacy wood fencing, storage shed, beautiful trees, and plenty of parking. With its classic ranch layout and generous outdoor space, this home offers an inviting opportunity for convenient single-level living. Located in the South Norfolk area of Chesapeake with historic charm and easy access to nearby shopping, dining and major roadways.

1540 Bainbridge Boulevard, Chesapeake
2107 Stalham Road, Chesapeake
$369,900
5 Beds ⋅ 2.1 Baths ⋅ 10654947 MLS
Hard-to-find first-floor bedroom! This well-maintained 5-bedroom, 2.5-bath Chesapeake home delivers the space, flexibility and convenience buyers are looking for. The spacious downstairs bedroom is ideal for guests, a home office, workout room or versatile flex space, while four additional bedrooms upstairs provide plenty of room to spread out. The kitchen features granite countertops and stainless-steel appliances and opens to the den, creating an easy flow for everyday living and entertaining. Step outside to the backyard for even more room to enjoy. Built in 2000 with a comfortable two-story layout and generous living areas, this home is ready for its next owner. Conveniently located near shopping, restaurants, military bases and major commuting routes with easy access throughout Hampton Roads. Five bedrooms, flexible living space and a great Chesapeake location—this one checks a lot of boxes!

2107 Stalham Road, Chesapeake
4332 Hillingdon Bend Unit 206, Chesapeake
$227,000
2 Beds ⋅ 2 Baths ⋅ 10653350 MLS
Welcome home! This beautiful residence features an open floor plan and soaring nine-foot ceilings. The layout includes two bedrooms and two full bathrooms, highlighted by a primary suite with dual closets. The kitchen is equipped with stainless steel appliances and ample cabinetry, flowing seamlessly into the main living and dining areas. Additional interior features include central air conditioning, forced air heating, and dedicated washer and dryer hookups. As part of a common-interest community, this property offers one assigned parking space and access to shared amenities, including a swimming pool, grounds maintenance, and trash removal. Conveniently located near major highways, military bases, local shipyards, and the retail options surrounding Chesapeake Square, this home is perfectly positioned. Call today to schedule your private showing!

4332 Hillingdon Bend Unit 206, Chesapeake
1511 Hazel Avenue, Chesapeake
$335,000
3 Beds ⋅ 1.1 Baths ⋅ 10654700 MLS
This charming 3-bedroom, 1.5-bath ranch offers comfortable one-level living with a fresh, updated feel. Upgrades include: New electrical panel (2026), paint (2026), carpet (2026), flooring (2026) and moisture barrier (2026). Creating a clean, inviting interior that is move-in ready and waiting for someone to make it their own. The functional floor plan provides plenty of space for everyday living and entertaining as well as a bonus area that can be used as a second living room, play area or office space. Enjoy the spacious backyard, ideal for relaxing or gathering with friends, plus a shed offering additional storage or workshop space. Located in an established neighborhood convenient to shopping, dining, bases and major roadways. Schedule your private showing today!

1511 Hazel Avenue, Chesapeake
1016 Thoroughgood Way Unit 302, Chesapeake
$225,000
2 Beds ⋅ 2 Baths ⋅ 10654835 MLS
Welcome to Village at Gateway in the heart of South Norfolk! This beautifully maintained third-floor condo is easily accessed via elevator and features an open-concept floor plan with oversized rooms and abundant natural light from skylights. The upgraded kitchen provides ample cabinetry, a pantry, and bar seating for four for casual dining or entertaining. Enjoy indoor-outdoor living with a spacious 8x12 covered porch just off the living room. The primary suite includes a glass-enclosed shower and dual closets, while the second bedroom is generously sized for guests or a home office. Additional highlights include in-unit stacked washer and dryer, secured building access, and gated parking with fob entry. Conveniently located near shopping, dining, and major interstates, don’t miss this opportunity for low-maintenance living!

1016 Thoroughgood Way Unit 302, Chesapeake
1540 Eldwick Drive #202, Chesapeake
$300,130
2 Beds ⋅ 2 Baths ⋅ 10655131 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, listed price reflects $10K incentive taken off price of home, see agent for details. Our Rowen model is a corner location that features an open-concept floorplan, high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms and 2 baths. Owner’s suite includes a private bath and walk-in closet with custom wood shelving. Enjoy a patio or balcony space off living room. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #202, Chesapeake
1923 Linster Street, Chesapeake
$424,900
4 Beds ⋅ 2 Baths ⋅ 10655002 MLS
Space where it matters! This spacious 4-bedroom, 2-bath contemporary ranch offers 2,374 sqft of single-level living with generously sized rooms throughout. From the expansive living area to the roomy kitchen and dining spaces, this home offers plenty of room to spread out and make it your own. Enjoy the convenience of an attached garage, covered front porch, and plenty of space both inside and out...Bonus for RV owners! The property features an RV connection conveniently located along the side of the home...All in an established Chesapeake neighborhood with convenient access to shopping, dining, interstates and more. Come see just how much space this home has to offer!

1923 Linster Street, Chesapeake
3404 Winterhawk Court, Chesapeake
$445,000
4 Beds ⋅ 2.1 Baths ⋅ 10655111 MLS
THE WRAP AROUND PORCH WELCOMES YOU TO THIS BEAUTIFUL HOME THAT TRULY HAS IT ALL. THE SPACIOUS FAMILY ROOM OPENS IMMEDIATELY TO THE RIGHT OF THE FRONT DOOR AND WITH ITS NEWER LAMINATE FLOORING LEADS YOU INTO THE SEPARATE DINING ROOM. LARGE GREAT ROOM WITH CATHEDRAL CEILINGS AND SKYLIGHTS ADD SPACE AND LOTS OF NATURAL LIGHT. SPACIOUS KITCHEN WITH BREAKFAST NOOK AND FRENCH DOORS TO THE GENEROUS DECK, GREAT FOR ENTERTAINING AND OUTDOOR LIVING. LARGE MASTER BEDROOM WITH WALK IN CLOSET AND ATTACHED BATHROOM. LARGE FROG WITH PLENTY OF STORAGE. THE LARGE FENCED IN BACK YARD OFFERS ROOM FOR A GARDEN, PLAYGROUND AND EVEN A POOL!! ATTACHED 2 CAR GARAGE!! COME SEE TODAY!

3404 Winterhawk Court, 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.