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421 North Street, Portsmouth
$725,000
5 Beds ⋅ 3.1 Baths ⋅ 10654294 MLS
Step into 1879 with all the perks of today. This grand Victorian in the heart of Olde Towne pairs soaring 12 foot ceilings, original hardwood floors & stained glass windows with modern conveniences. There was a 2022 top-to-bottom refresh. Full interior repaint, renovated kitchen & a fully built-out attic that's now the ultimate hangout: pool table area, bar & movie space all in one. The kitchen is a showstopper with large island, 8 gas burner stove, & dual chef stations. There are 5 bedrooms and 3.5 baths spread across a floorplan made for entertaining, with huge, light-filled rooms including a formal parlor, a library & a large dining room. The primary suite features heated bathroom floors, and a porch and second floor balcony give you your pick of outdoor space. The lot is generously sized for Olde Towne, a rare find alongside so much historic character!

421 North Street, Portsmouth

455 Riverside Drive, Portsmouth
$725,000
5 Beds ⋅ 2.1 Baths ⋅ 10652239 MLS
Welcome to your ultimate waterfront sanctuary on the scenic Elizabeth River. Perfectly combining timeless 1925 architectural character with a comprehensive modern renovation. This extraordinary three story Classic Colonial offers a rare blend of historic charm, contemporary luxury, and an uncompromised coastal lifestyle. Expansive front porch for prime evening sunset viewing. 5 Bed 2.5 Baths and 3 floors of versatile living space. Private extended pier featuring a 10,000 lb boat lift and 2 jet ski lifts. Detached 1.5 car garage and custom paver patio are additional highlights of the classic gem. New roof in 2026 and detailed service records for all systems provides a carefee transition into making this house your new HOME! Call to schedule your private tour today.

455 Riverside Drive, Portsmouth

535 Hampton Place, Portsmouth
$650,000
5 Beds ⋅ 3 Baths ⋅ 10648856 MLS
Step into Portsmouth history on Marsh Row in Historic Olde Towne. This 1910 charmer greets you with a gracious front porch and an extensively landscaped side lot with raised flower beds and brick patios, perfect for relaxing or entertaining. Inside, original hardwood floors, elegant interior columns, and rich woodwork showcase the craftsmanship of a bygone era. The first floor offers a large foyer, formal living and dining rooms, and an eat in kitchen with breakfast bar and dining area, plus adjacent full bath and flexible office/bedroom. A grand staircase leads to 3 bedrooms, 2 full baths, and a porch overlooking the gardens on the second level. The finished third floor adds a bedroom and an oversized entertainment room. Modern comforts include a double driveway and garage, well and pump, storage shed, and full house generator—historic character with everyday convenience in the heart of Olde Towne. Fireplace as-is.

535 Hampton Place, Portsmouth

200 Park Road, Portsmouth
$599,000
3 Beds ⋅ 2.1 Baths ⋅ 10653451 MLS
Glensheallah is calling you home. Welcome to 200 Park Road, a beautifully preserved midcentury modern gem positioned on a prominent corner lot. This custom-built, one-owner residence offers approximately 2,600 square feet of timeless character and thoughtful detail. Refinished original hardwood floors flow throughout, complemented by fresh paint, a marble foyer, recessed lighting, and abundant storage. Distinctive vintage lighting includes a crystal dining room chandelier and handcrafted Venetian chandeliers in the breakfast area and primary bedroom. The kitchen retains its original cabinetry and features double L&G/Thermador wall ovens, a Sub-Zero refrigerator, and a convenient pass-through ideal for entertaining. A fully floored attic, slate front walkway and rear porch, plus a roof and HVAC less than five years old complete this truly one-of-a-kind home.

200 Park Road, Portsmouth

3905 Colony Road, Portsmouth
$574,900
4 Beds ⋅ 2.1 Baths ⋅ 10657211 MLS
Social Butterfly or Private Home Lover...this home has your name on it. Beautiful Brick home in desirable Briarwood with an outdoor oasis you'll never want to leave. This home features several living spaces, downstairs including 3 fireplaces indoors and one outside. Two car, two story garage is on a designated breaker. Exposed brick kitchen is open with room for a large farm style table, beside fireplace and sitting area with custom mosaic tile floors and french doors that lead to an outdoor paradise. Fall, winter football parties with outdoor fireplace, granite counter outdoor kitchen entertainment room, with tv, oven, gas range, sink, beverage refrigerator and ceiling fans. Backyard is stunning with a 22,000 gallon salt water pool, with accent lights and dolphin fountain, maintenance free lawn with firepit area, and pavers. Firepit area has gazebo and benches.

3905 Colony Road, Portsmouth

4700 Norman Road, Portsmouth
$499,900
4 Beds ⋅ 3 Baths ⋅ 10656560 MLS
Space, character, and room to make it your own in Churchland’s established Green Acres neighborhood! Situated on approximately 1.15 acres, this spacious 4-bedroom, 3-bath home offers approximately 4,038 square feet, hardwood floors, abundant natural light, and charming details throughout. Multiple living areas provide flexibility for gathering, working from home, or creating your own quiet retreat. A generous kitchen offers ample cabinetry, while built-in storage adds to the home’s character. Outside, enjoy an expansive lawn, mature trees, and a substantial attached garage with room for vehicles, hobbies, and storage. Take the opportunity to bring your vision to a distinctive property with impressive space inside and out. Come explore the possibilities at 4700 Norman Road!

4700 Norman Road, Portsmouth

400 Court Street, Portsmouth
$499,000
4 Beds ⋅ 4 Baths ⋅ 10651236 MLS
reasure of a home in the heart of Olde Towne Portsmouth! Dating to 1805, this historically significant English-basement residence once belonged to the British Naval Attaché before the American Revolution. Offering approximately 3,877 square feet across three levels, the home combines remarkable period character—including two beautiful stained-glass windows—with an adaptable layout. The first floor provides flexible options for remote or professional work, guest accommodations, or potential additional rental income. Spacious living areas, a fireplace, four bedrooms and four baths provide plenty of room, while the third-floor studio offers another private and versatile retreat. A rare opportunity to own a distinctive piece of Portsmouth history near the waterfront, restaurants, shops, museums and entertainment. Back on the Market Due to No Fault of the Sellers.

400 Court Street, Portsmouth

228 North Street, Portsmouth
$499,000
3 Beds ⋅ 2.1 Baths ⋅ 10646786 MLS
This beautifully preserved historic property blends timeless charm with modern convenience, offering more than 2,900 square feet of updated living space. A free flowing interior layout complements the home’s grand architecture, creating an inviting setting for everyday living and entertaining. The professionally updated kitchen features quartz countertops, shaker-style cabinets, sleek stainless steel appliances, and new flooring. Spacious second-floor bedrooms and an updated bath provide generous closet space, while the large third-floor flex room or third bedroom is ideal for a media room, playroom, home office, or guest space. The large fenced backyard is well-suited for entertaining, complete with a deck, patio, and greenhouse! Nestled near the Elizabeth River and just moments from High Street’s vibrant shops, restaurants, and the ferry to Norfolk Waterside, this home offers both convenience and rich local heritage Meticulously updated and maintained, this historic Portsmouth home is ready to impress. Schedule your tour today.

228 North Street, Portsmouth

4280 Sedgewyck Circle, Portsmouth
$475,000
4 Beds ⋅ 2.1 Baths ⋅ 10650409 MLS
Welcome home... This one is for you. Don't let it slip away.....Recent upgrades throughout this beautiful home are sure to impress your clients from the moment they walk through the door. The updated kitchen, modern flooring, energy-efficient windows, and newer HVAC system make this property truly move-in ready.And just in time to enjoy the final days of summer, the backyard features an inviting in-ground pool that’s perfect for relaxing, entertaining, and ending the season with a splash!Recent upgrades include:New roof (May 2020)New windows (September 2021)New luxury vinyl plank flooring (April 2023)New AC unit (July 2024)Completely remodeled kitchen (2026)This home combines comfort, style, and major updates that today’s buyers are looking for. Don’t miss the opportunity to see this home that’s ready to be enjoyed from day one. Go Now!!

4280 Sedgewyck Circle, Portsmouth

4012 Clipper Lane, Portsmouth
$465,000
4 Beds ⋅ 3 Baths ⋅ 10650447 MLS
PRICE REDUCED! Instant Equity Opportunity in Churchland’s Long Point! Go into 3,189 sq ft of premium, all-brick real estate priced aggressively below neighborhood averages. This home features rock-solid structural bones and major system upgrades, meaning you get to skip the expensive repairs and focus entirely on easy cosmetic updates to build instant equity. Premium System Upgrades Already Done: New Roof (2024)• Brand-New Water Heater (2026)• Central AC (2018) Situated on a stunning, low-maintenance corner lot, the home boasts expansive living areas and endless potential. Sold entirely AS-IS (including outside shed). At this new price point, this is the best value in Long Point. Act Fast! Owner/Agent.

4012 Clipper Lane, Portsmouth

14 Parkview Avenue, Portsmouth
$460,414
5 Beds ⋅ 3.1 Baths ⋅ 10648278 MLS
Perfect blend of historic charm and modern living in this beautifully restored 121-year-old home at 14 Parkview. Thoughtfully renovated from top to bottom while preserving its timeless character, this home offers the best of both worlds. Original architectural details have been carefully maintained and complemented by extensive updates, including a brand-new roof, new HVAC system, and new windows. Inside, you'll find beautifully updated living spaces, a completely remodeled interior, and modern finishes that enhance the home's historic appeal without sacrificing its unique personality. Conveniently located directly across from the Naval Hospital and just minutes from shopping, dining, entertainment, and major interstates, this one-of-a-kind property offers historic character with today's modern conveniences. Schedule your private showing today!

14 Parkview Avenue, Portsmouth

1 Idlewood Avenue, Portsmouth
$450,000
4 Beds ⋅ 2 Baths ⋅ 10656114 MLS
Tucked along the quiet shoreline of Scott's Creek with direct access to the Elizabeth River, this 4-bedroom, 2-bath waterfront retreat has long been a home of substance and craftsmanship. Enter through a marble-floored foyer into hardwood floors underfoot throughout, an open-concept flow connecting den, kitchen, dining room, and living room, a fireplace anchoring the space, and a crystal chandelier lending quiet elegance to the dining room. The kitchen carries custom cabinetry and heated ceramic floors, while the finished lower level offers a private suite with its own bedroom, a walk-in shower bath, and a tiled reading room with its own outside entrance- a layout well suited to guests or multigenerational living. Outside, vinyl siding, a durable roofline, a whole-yard sprinkler system, a private boat house, and two finished sheds complete the grounds. Just moments from the marina, this is a rare offering of established waterfront character. Sold AS IS, WHERE IS.

1 Idlewood Avenue, Portsmouth

3975 Long Point Boulevard, Portsmouth
$450,000
4 Beds ⋅ 2 Baths ⋅ 10654312 MLS
Welcome Home! Step inside and discover the perfect blend of modern style, comfort, and charm. This beautifully updated home features a spacious open concept floor plan designed for everyday living and entertaining. Enjoy an updated kitchen, beautifully renovated bathrooms, newer LVP flooring, and garage doors. Step outside and take in the beautiful water views from your renovated deck, the perfect setting for morning coffee, relaxing evenings, cookouts, and gatherings with family and friends. With thoughtful updates throughout and an inviting atmosphere inside and out, this home is truly move in ready. Homes with this combination of updates, space, and water views are hard to find. Schedule your private showing today and come see why this could be the home you have been waiting for!

3975 Long Point Boulevard, Portsmouth

1509 Hodges Ferry Road, Portsmouth
$439,900
4 Beds ⋅ 2.2 Baths ⋅ 10654381 MLS
Modernized Brick ranch with all the charm and solid construction of a older era. The house was added on to include a large primary bedroom, fully tiled bathroom , oversized walk in closet , a spacious family room, half bathroom and utility room (with sink, deep freezer storage/shelving & laundry) There are 3 other bedrooms, one with a half bathroom and a full bathroom in the hall. The converted garage has been turned into a game room with a built in bar. The house has beautiful hardwood floors and modern recessed lighting. The backyard is fully fenced, with an extra wide & long driveway , and a 24X28 heated and cooled garage with a 450 sq ft apartment above. The apt has a full kitchen, bathroom, walk in closet and living area that could serve as additonal income . Gas water heater 3 yrs, garage electric water heater 6 yrs, Hvac 15yrs, Original part of house windows 7 yrs, Home addition 23 yrs , detached garage 20 yrs. Ages approximate. This home has so much to offer and has been meticulously maintained . Must see to fully appreciate !

1509 Hodges Ferry Road, Portsmouth

4029 Wyndybrow Drive, Portsmouth
$435,000
4 Beds ⋅ 3 Baths ⋅ 10656373 MLS
This 4 bed, 3 bath home has been fully renovated and is move in ready! Enter into your new home where the living room flows seamlessly into the kitchen and dining area. The kitchen features brand new cabinetry, granite counter tops, stainless steel appliances, a beautiful farmhouse sink and a large pantry with plenty of storage. Downstairs you will also find brand new LVP flooring throughout, a den with built in shelving, a bedroom with a walk-in closet, a full bathroom and an extra space that could be an office, playroom or easily turned into a 5th bedroom. Upstairs features brand new carpet, a master bedroom with a tiled shower, and a massive walk-in closet, as well as two additional bedrooms. Fresh paint and new fixtures throughout. Brand new HVAC. This home checks all the boxes and is ready for you to call it yours today!

4029 Wyndybrow Drive, Portsmouth

4100 Weyanoke Drive, Portsmouth
$424,900
4 Beds ⋅ 2 Baths ⋅ 10655628 MLS
Beautifully maintained 4 bedroom 2 bath split level on corner lot. In-ground salt water pool, with concrete surround perfect for relaxing and entertaining without ever leaving home. Large deck with screen porch perfect for enjoying coffee in the morning. Updated custom kitchen with a great layout for cooking and gathering.Stainless steel appliances. Original hardwood floors throughout, with LVP in den, ceramic tile in bathroom and carpet in bedrooms. Two car attached garage for vehicles, storage, tools, or hobbies, in addition to plenty of driveway space for additional parking. Conveniently located with many conveniences nearby including stores, restaurants, golf course, and close to Coast Guard and Naval bases.

4100 Weyanoke Drive, Portsmouth

615 Susan Street, Portsmouth
$414,990
5 Beds ⋅ 2.1 Baths ⋅ 10653204 MLS
Welcome home to Hodges Park! We provide the area's best valued and affordable new Single-Family Homes. Hodges Park boasts privacy, backyard space and easy commutes to Portsmouth Naval Hospital, Norfolk Naval Shipyards, Newport News Shipbuilding and local Military Bases. The Marigold single-family home offers flexibility and style! Enter through the foyer or 2-car garage, to the main level's open concept floor plan. The gourmet kitchen has abundant space and storage with its large island and opens to the dining area and large great room. A versatile flex space can be used as a study or home office. Upstairs, 5 bedrooms and secondary full bath with dual vanities. Your luxurious owner's suite includes a large closet and double vanity bath. Come see what makes The Marigold must-see. Call to schedule your tour today!

615 Susan Street, Portsmouth

4060 River Shore Road, Portsmouth
$410,000
4 Beds ⋅ 2 Baths ⋅ 10655374 MLS
Welcome home to this spacious 4-bedroom, 2-bath brick and vinyl split-level, conveniently located across the street from Churchland High School! Renovated 10 years ago, this home offers a comfortable and versatile floor plan with plenty of room to spread out. The first-floor primary suite comes complete with a full bath and private sitting area—perfect for relaxing at the end of the day. Gather in the inviting family room featuring an electric wall fireplace that adds warmth and ambiance. All appliances convey, making your move even easier! 3 Large bedrooms and a full bath on the second floor, NEW hot water heater, and Vivint security system with three cameras that convey. Step outside to enjoy the HUGE backyard, fully fenced with chain link—ideal for entertaining, gardening, pets, or play. Convenient Churchland location close to shopping, dining, schools, and major roadways!

4060 River Shore Road, Portsmouth

4400 Duke Drive, Portsmouth
$410,000
3 Beds ⋅ 2 Baths ⋅ 10652897 MLS
A rare find; a one-level ranch on a spacious .63-acre corner lot in Portsmouth. The oversized 3-car attached garage includes a dedicated workshop area and enough depth to house a lifted F-250 with a 5’ bed and extended front bumper- with the garage door closed. Room for vehicles, home gym, or ADU potential (buyer to verify zoning and permitting with the City of Portsmouth). The U-shaped driveway with double gate adds parking for a trailer, boat, or camper. Out back, a fully fenced yard with an awning-covered patio gives you plenty of space to host, and the screened garden area with raised beds conveys with the sale. Inside, 1,663 square feet of one-level living offers 3 bedrooms, 2 full baths, a designated dining room, and a well-planned kitchen, with hardwood floors throughout the home. Big-ticket items are already done: water heater (2026), roof and HVAC (2019), windows and gutters (2021), and a fully encapsulated crawlspace (2023). Select photos have been virtually edited.

4400 Duke Drive, Portsmouth

301 Grayson Street, Portsmouth
$410,000
3 Beds ⋅ 1.1 Baths ⋅ 10645037 MLS
This charming 3-bedroom, 1.5-bath home in Portsmouth's sought-after Waterview neighborhood blends the character of a 1940s home with modern energy-efficient upgrades. Recent improvements include new insulation, updated HVAC featuring a dual-zoned heat pump for the second and third floors and a gas pack serving the first floor. The renovated kitchen (2020) offers new cabinetry, quartzite countertops, and a gas range. Original hardwood floors preserve the home's timeless appeal, while new energy-efficient windows include a one-time transferable life time warranty. Situated on a spacious lot, the property also features a detached three-car garage and a custom storage shed, providing exceptional space for vehicles, hobbies, and storage. Historic charm meets modern comfort in this move-in-ready home.

301 Grayson Street, Portsmouth

613 Hopi Court, Portsmouth
$399,990
4 Beds ⋅ 2.1 Baths ⋅ 10653219 MLS
Welcome home to Hodges Park! We provide the area's best valued and affordable new Single-Family Homes. Hodges Park boasts privacy, backyard space and easy commutes to Portsmouth Naval Hospital, Norfolk Naval Shipyards, Newport News Shipbuilding and local Military Bases. Tucked in a cul-de-sac with yard space. The Lily single-family home allows you to have it all. A lovely foyer welcomes you into an open and airy floor plan. The large great room flows effortlessly into the dining area and gourmet kitchen with an island. Enjoy abundant storage space in the convenient 2-car garage. Upstairs, 3 spacious bedrooms open to a hallway with a full bath. Your luxurious owner's suite is a private getaway with dual closets and a double vanity bath. Come see all there is to love about The Lily! Call to schedule your tour today.

613 Hopi Court, Portsmouth

103 Sequoia Road, Portsmouth
$399,900
4 Beds ⋅ 2 Baths ⋅ 10655244 MLS
Welcome to 103 Sequoia! This spacious 4-bedroom, 2-bath ranch situated on a cul-de-sac offers 2,650 square feet of one-level living on an impressive 0.96-acre lot. Fresh paint and new flooring throughout make this home move-in ready, while original hardwood floors remain under the carpet in the living room & two bedrooms. Inside, you’ll find a large primary bedroom with 3 closets and a roomy en-suite bathroom. Large windows on the front of the house let in natural light and an oversized flex room offers endless possibilities for a home office, playroom, second living area, or whatever fits your needs. Outside, there’s even more to love with a large back porch & pergola, backyard gazebo, and spacious detached garage. Two driveways provide plenty of additional parking. With nearly an acre to enjoy and a convenient Portsmouth location near schools, parks, & interstate access, this home offers space, flexibility, and room to make it your own.

103 Sequoia Road, Portsmouth

408 Court Street, Portsmouth
$399,900
4 Beds ⋅ 3 Baths ⋅ 10653765 MLS
Live in the heart of historic Olde Towne Portsmouth at 408 Court Street. Enjoy stunning historic details including original Victorian wavy cylinder glass windows, soaring ceilings, and authentic period millwork. The interior boasts gorgeous pocket doors, gas radiant heat, dual-zone high-velocity central air, and a unique library with a ladder and backlit panels. A bright kitchen features a Dacor professional gas range and anchors a layout ready for your personal updates. Outside, a primary suite deck with a spiral staircase leads to a fully fenced backyard with a large workshop and shed. Experience the peak of Olde Towne living moments strolling along the waterfront. Spend weekends at the Saturday farmers market, catching Pavilion concerts, visiting the local brewery and new winery. This premier location offers an effortless commute to the Naval Hospital, USCG installations, and regional bases. Plus, the Elizabeth River Ferry is nearby for seamless access to Norfolk.

408 Court Street, Portsmouth

400 Kay Road, Portsmouth
$399,000
4 Beds ⋅ 2.1 Baths ⋅ 10655040 MLS
This 4-bedroom, 2.5-bath brick home has been thoughtfully updated and is ready for its next owner. Inside, you’ll find new LVP flooring, new carpet in the bedrooms, and a renovated kitchen with custom wood soft-close cabinets, granite countertops, and stainless steel appliances. Both full baths have been updated with tile work, and the primary suite offers a walk-in closet.A new HVAC system adds peace of mind, while the covered front porch and new rear deck give you plenty of room to enjoy the outdoors. The backyard pool has a new liner and pool pump. A new architectural roof covers both the home and detached garage, and the long driveway provides ample parking. Set on a corner lot in an established neighborhood, this home is convenient to shopping, shipyards, and major commuting routes.

400 Kay Road, Portsmouth

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.