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$399,000
5 Beds ⋅ 3 Baths ⋅ 10646044 MLS
Come live in this Historical, Victorian Home in Olde Towne Portsmouth. It is elegant, spacious and filled with gorgeous details. The graceful front porch leads to a lovely foyer with a soaring ceiling and original hardwood floors. The spacious kitchen overlooks a lovely garden that was dedicated to the memory of a Virginia First Lady. A separate living, dining and full bathroom complete the 1st floor. The 2nd floor has 4 generous bedrooms (1 with a balcony), a large full bath with shower and clawfoot tub. The large laundry room leads to 2nd balcony. The 3rd floor has a large room with sink, full bath, a storage space/small bedroom and a larger bedroom with closet.-useful as a guest suite or possible income opp. Centrally located in the walkable downtown, it is less than a mile from the local coffee shops, movie, restaurants, churches, a concert pavilion, NMCP, & USCG East District, and the ferry to Norfolk - and its restaurants, Tides games, Waterside & Town Point Park.

357 Dinwiddie Street, Portsmouth
$204,900
2 Beds ⋅ 1 Baths ⋅ 10646708 MLS
Coming soon! Nice updated bungalow coming available soon on Scott Creek! Launch your kayaks and paddle boards from the comfort of your own back yard! Check back soon for full listing.

206 Culpepper Road, Portsmouth
$300,000
3 Beds ⋅ 2 Baths ⋅ 10646241 MLS
If you have a love for timeless Victorian charm with modern comforts in the heart of Portsmouth, this is the new home you've been searching for! The diamond-pane windows on the upper front elevation evoke classic Gingerbread House architecture. This property includes TWO street blocks (1608 & 1600) With a large, fully fenced yard and peaceful views. The seller has carefully restored this home, blending original charm with modern updates. Features include original hardwood floors, updated kitchen with Gas Range and new fridge, updated bathrooms, Charming built-in diningroom cabinets, New sewer and updated plumbing in crawl plus a tankless water heater. Walk-in closet in Primary Please reach out to Listing Agent for a private showing.

1608 Bain Street, Portsmouth
$465,000
5 Beds ⋅ 4 Baths ⋅ 10646661 MLS
Happily Ever After? Step into a storybook & discover the kind of home that simply isn't built anymore. If you've ever dreamed of Bridgerton inspired Victorian elegance, afternoon tea parties, grand holiday gatherings, or curling up with a classic novel beside one of several fireplaces, this extraordinary historic masterpiece is ready to make those dreams a reality. From the moment you arrive, the iconic turret and timeless architecture set the stage for a home filled with character at every turn. Inside, you'll find breathtaking craftsmanship that's nearly impossible to replicate today, including intricate original hardware, stunning tile work, elegant pocket doors, soaring ceilings, & exquisite millwork throughout. Every room offers another reminder of an era when homes were built as works of art. The spacious butler's pantry is both charming & functional, making entertaining effortless. Multiple clawfoot tubs invite you to slow down & soak in the romance of a bygone era, while the home's numerous fireplaces create warm, inviting spaces perfect for every season. Need more room? The enormous walk in attic features impressive ceiling height & is simply begging to be transformed into additional living space, a home theater, studio, guest suite, or whatever your imagination desires. The expansive bedrooms, oversized closets, & seemingly endless square footage offer room for every chapter of life. The detached garage, large corner lot, & generous outdoor spaces provide even more flexibility for entertaining, gardening, or simply enjoying the beauty of this remarkable property. This is more than just a home. It's the place where book clubs become unforgettable evenings, tea parties become treasured traditions, holidays become magical, & every guest leaves talking about your incredible house. Homes with this level of architectural beauty, craftsmanship, & history rarely become available. Some homes check boxes. This one steals hearts. Come experience the kind of timeless elegance that modern construction simply cannot recreate. Your happily ever after starts here.

250 Webster Avenue, Portsmouth
$240,000
3 Beds ⋅ 1 Baths ⋅ 10646579 MLS
This charming 3 bedroom, 1 bathroom home has so much to offer! Located in the quiet tucked away neighborhood of Shea Terrace. It is conveniently located near the Norfolk Naval Shipyard, Portsmouth Naval Medical Center, Olde Towne Portsmouth & downtown Norfolk! The first floor features two bedrooms, a full bathroom, spacious kitchen, formal dining room, and living room with beautiful hardwood floors! The second floor has a large third bedroom that provides additional space and flexibility! Outside you will find a large fenced in yard, & detached garage for additional storage. Enjoy mornings on the front porch or entertaining guests on the back deck! Beautiful views of the Elizabeth River are just at the end of the street! Text LA1 to set up a showing!

2309 Leckie Street, Portsmouth
$465,000
4 Beds ⋅ 2.1 Baths ⋅ 10646509 MLS
Rare opportunity to own a beautifully updated four-bedroom home on one of the largest double lots in the neighborhood! Located just steps from the Portsmouth Yacht Club and minutes from the charm of Olde Towne Portsmouth, this home offers the blend of space, convenience, and modern upgrades. Inside, you'll find two walk-in closets, an expansive open top floor with endless possibilities, and a stunning second-story balcony that's perfect for relaxing or entertaining. Major improvements include new carpet (7/2026), a new HVAC system (2026), roof (2023), paid-off solar panels (2023), water heater (2020), and gas range (2021), offering both comfort and peace of mind. Enjoy easy access to dining, shopping, waterfront attractions, and the nearby ferry for a convenient commute to downtown Norfolk. With its generous lot size, flexible living space, and extensive updates, this home is truly one of a kind.

51 Armstrong Street, Portsmouth
$110,000
2 Beds ⋅ 1 Baths ⋅ 10646389 MLS
Welcome home to this inviting 802-square-foot condo, perfectly blending comfort, convenience, and low-maintenance living. Featuring 2 spacious bedrooms and 1 full bathroom, this thoughtfully designed home offers a functional layout that's ideal for first-time homebuyers, downsizers, or investors. Both First Floor Bedrooms offer generous closet space and natural light, while the full bathroom is conveniently located to serve the entire home. Enjoy the benefits of condo living with less exterior maintenance, giving you more time to enjoy everything Portsmouth has to offer. Conveniently located near shopping, dining, parks, major highways, military bases, and the vibrant downtown waterfront, this condo offers an excellent opportunity to own an affordable home in a desirable location.

917 Green Street, Portsmouth
$189,000
1 Beds ⋅ 1 Baths ⋅ 10646275 MLS
Rare opportunity! Million dollar waterfront view from your own private balcony. Enjoy unobstructed views of Harbor and Norfolk Skyline. This light and bright condo offers open floor plan, pretty parquet flooring, new carpet in bedroom and fresh paint. Condo fee includes all utilities ( electric, gas, cable, water, HVAC maintenance /replacement) Other included amenities feature newly renovated swimming pool with cabana and grilling area. The building features gated parking lots, secured entry, a welcoming lobby with daytime receptionist and an on-site manager & maintenance staff. Plus Brand new elevators! Super convenient location to Historic Old Towne, restaurants, Naval Hospital, and ferry.

One Crawford Parkway Unit 1107, Portsmouth
$199,995
2 Beds ⋅ 1 Baths ⋅ 10645844 MLS
This house is darling from the exterior with its large porch to its view of the water in the back. Nice 2-story with recently installed wooden floors, and a few other upgrades already done. The current 2 bedrooms are upstairs and are quite large with closets as well. Not bad now, but with a little imagination and work, this could be a great home for a single, couple or even small family. And remember, it has a view of the water from the back. This home could easily be turned into a 3-bedroom, 2 baths dream. AND AS A BIG PLUS, the price is not bad at all!!

1524 Mathews Terrace, Portsmouth
$329,900
2 Beds ⋅ 2.2 Baths ⋅ 10644949 MLS
Welcome to Crawford Bay Condos! Views of the Elizabeth River Harbor. This community is located along the river. Short distance to Downtown Portsmouth and the HRT ferry to Downtown Norfolk. 2 parking spots directly in front of unit. Open floor plan downstairs. New kitchen, cabinets and countertops. Real hardwood floors. NEW HVAC Units - One new unit services downstairs, and the other new unit services floors 2 and 3, enjoy the benefits of a brand new system for each floor. Windows were updated in 2022 per previous seller. Second floor features bedroom with en-suite full bath, loft/den with fireplace, balcony with views of the water. Third floor features primary bedroom with en-suite bath, large closets and plenty of storage. One of the best values in Portsmouth.

155 Crawford Parkway, Portsmouth
$269,000
3 Beds ⋅ 2 Baths ⋅ 10642518 MLS
Excellent Investor Opportunity or Home Renovation project. Home being sold AS-IS with no repairs. Historic District - Close to Olde Towne Portsmouth, with great access to bases, shopping, restaurants, and interstate. HVAC in need of some repair (heat works, AC has small leak). Metal Roof, and some flooring has been updated. Quick Close Desired - Early Possession Negotiable

1616 Barron Street, Portsmouth
$289,900
3 Beds ⋅ 1.2 Baths ⋅ 10643410 MLS
Quick don’t miss this opportunity to live in these sought after Condo’s! The last one this size to go on market was spring of 2024! No one moves because of this prime location and low condo fees. Be in the heart of the revitalized Waterfront of Portsmouth. Only a block or two from the Naval hospital, the marina to park your boat, Ferry to Norfolk Waterside Venues, amazing dining & entertainment, museums, the cruise ship docks, Saturday street vendors, fireworks and concerts! Close to the Norfolk Naval Shipyard and 3 major interstate connectors to all Hampton Roads. The home boasts new flooring & fresh paint so you can move right in!

306 Worthington Square, Portsmouth
$320,000
10643362 MLS
Welcome to 114 Riverview Avenue, a spacious Portsmouth duplex offering flexibility and income-producing potential. Each unit features 2 bedrooms and 1 full bath, with approximately 1,700 square feet downstairs and 1,200 square feet upstairs. Currently used as an established Airbnb with proven rental history, this property presents a great opportunity for short/long-term rental or owner-occupant use. Interior highlights include updated flooring, refreshed bathrooms, kitchens with upgraded cabinetry, and generous living and dining areas. Enjoy covered front and rear porch space, a fenced backyard, and a convenient location just two blocks from Naval Medical Center Portsmouth. Also minutes from Olde Towne Portsmouth and Downtown Norfolk, this duplex is well positioned for both comfort and convenience.

114 Riverview Avenue, Portsmouth
$359,900
3 Beds ⋅ 2.1 Baths ⋅ 10642379 MLS
Beautifully maintained two-story home in the heart of historic Olde Towne Portsmouth. Offering 1,620 square foot of well designed living space, this 3-bedroom, 2.5 bath residence blends timeless character with everyday comfort. Inside, you'll find inviting living spaces, a functional floor plan, and abundant natural light throughout. Upstairs, three spacious bedrooms provide comfort and privacy, while the 2.5 baths offer convenience for both family and guests. Step outside to enjoy the private courtyard - an ideal setting for morning coffee, outdoor dining, or relaxing after a stroll through one of Virginia's most charming historic neighborhoods. The home is available fully furnished with an acceptable offer; offering a rare turnkey opportunity. Located near waterfront, restaurants, shops, parks, entertainment, and the ferry to Norfolk. This home combines historic charm with the convenience of urban living. Don't miss the opportunity to own this Olde Towne home!

433 Glasgow Street, Portsmouth
$349,000
3 Beds ⋅ 3 Baths ⋅ 10642820 MLS
A great opportunity for investors, this duplex features two units with terrific space, stable tenants and many recent upgrades. The first-floor unit is over 1200 square feet with a large living room, large open kitchen, three bedrooms and three full bathrooms. It includes hardwood floors, high ceilings and a washer and dryer in the unit. The second-floor unit is 1000 square feet of well-used space with 1 large bedroom, 1 bathroom and a comfortable living room. The high ceilings make it feel even larger. Upstairs also includes a washer and dryer in the unit. All separate, tenant paid utilities. New water heater and refrigerator upstairs, concrete shed in the back for owner use.

710 Dinwiddie Street, Portsmouth
$279,000
3 Beds ⋅ 1.1 Baths ⋅ 10642858 MLS
This beautifully maintained 3 bedroom, 1.5 bath Dutch Colonial located in the quiet West Park View neighborhood blends classic historic charm with extensive modern updates on a peaceful dead-end street near Scotts Creek. This character-filled home is conveniently located near local amenities. It features a spacious layout with a dedicated laundry room, ample attic storage, and a fully fenced backyard with a storage shed. Recent improvements include fully renovated bathrooms (2022), a beautifully renovated kitchen with new flooring (2023), a brand-new roof and water heater (2024), and a premium screened-porch built with zero-maintenance Trex decking (2025).

1708 A Street Street, Portsmouth
$275,000
4 Beds ⋅ 2 Baths ⋅ 10642516 MLS
This beautifully renovated 4-bedroom, 2-bath home blends historic charm with modern updates. Features include a new kitchen with granite countertops and stainless steel appliances, updated bathrooms, new flooring, fresh paint, and updated lighting throughout. The spacious layout offers comfortable living, and the property is conveniently located near shopping, dining, schools, and major highways. Washer & Dryer to convey.

1914 North Street, Portsmouth
$1,500,000
10642053 MLS
Come and see this first! These gorgeous mostly renovated units have tons of natural light throughout and a large living room. The kitchens have newer cabinetry and stainless steel appliances. These super clean / move in ready units boast fresh paint, LVP flooring, carpet, new bathrooms, and washer / dryer hookups provided. Check this 12 plex out before it's gone! 12 Units for sale, 7/12 units currently occupied, 4 are being renovated, 1 will be left needing a full turn. There is still plenty of meat on the bone here, the current plan would leave one unit needing a full rehab.

1007 Green Street, Portsmouth
$349,900
10641931 MLS
Duplex Located in the Heart of Historic Portsmouth, Virginia. Fully Rehabbed Within the Past 5 Years, This Property Features a New Roof, New Windows, New HVAC Systems, Updated Flooring, and Modern Finishes Throughout. Downstairs Unit Offers 3 Spacious Bedrooms, 1.5-Bath The Upstairs Unit Also Features 3 Large Bedrooms with 1 Full Bath, Also Fully Remodeled, with Hardwood Floors and Stainless Steel Appliances. Both Units Include Washer/Dryer Hookups. Situated Near Schools, Shopping, Restaurants, and Easy Interstate Access. Both Units are vacant. Upstairs Was Previously Renting for 1739; while The Downstairs Unit was Previously Renting for $1888 . Total Rental Income Potential is $3500 Per Month. *Property Also Includes 908 Holladay St (the lot beside this one).**Some Photos are not current and are from the renovation in 2022. *

922 Holladay Street, Portsmouth
$415,000
4 Beds ⋅ 2.1 Baths ⋅ 10641276 MLS
WOW!! Beautiful NEW CONSTRUCTION home offering 4 bedrooms, 2.5 bathrooms, and 2,500 sq ft of living space! This spacious home features a fireplace, modern finishes throughout, a LARGE FRONT PORCH, and a HUGE backyard that truly stands out and a BONUS room! Step inside to find a bright and open layout with LVP flooring, carpeted bedrooms, and ceramic tile. The kitchen offers granite countertops, ample cabinet space, and a layout that flows perfectly into the main living areas. The primary suite and additional bedrooms provide plenty of room for everyday living, guests, or a home office setup. You’ll also love the ATTIC SPACE for extra storage or flexible use, plus a BONUS ROOM for additional living space or flexibility! SCHEDULE YOUR SHOWING TODAY! Located in Portsmouth with convenient access to shopping, dining, interstates, and more, this move-in-ready new construction home offers space and comfort all in one. Fenced-in backyard adds extra privacy and outdoor enjoyment! Don’t miss this one—SCHEDULE YOUR SHOWING TODAY!

67 Elm Avenue, Portsmouth
$299,900
4 Beds ⋅ 2 Baths ⋅ 10641820 MLS
Come Fall In- Love with this Gorgeous Renovated Home! Boasting Classic Charm Including High Ceilings, Beautiful Flooring and Lighting. Enjoy Entertaining in the All New Open Kitchen with Quartz Counter tops and Stainless Appliances. New HVAC, Paint and Flooring are just some of the renovations. Relax and Take in the Amazing Sunsets on the Big Front Porch. Close the Shopping and Entertainment Including The Historic Commodore Theater, Childrens Museum, Art Centers, Naval Hospital. Take a Romantic Ferry Ride to Norfolk Waterside. This Amazing Area Has So Much To Offe. Come See This Elegant Home Today!

66 Elm Avenue, Portsmouth
$289,900
4 Beds ⋅ 3 Baths ⋅ 10641659 MLS
Welcome home to 4-bedroom, 3-bath Colonial offering 1,700 square feet of stylish modern living. This home has been completely refreshed with new LVP flooring, fresh carpet, updated bathrooms, and a beautifully redesigned kitchen featuring granite countertops, stainless steel appliances, and new cabinetry. The spacious open floor plan creates seamless flow between the living and kitchen areas, while large bedrooms provide plenty of room for family, guests, or a home office. Lovely tile in the bathrooms and the primary suite with it's own private bathroom. Conveniently located with easy access to major highways, shopping, schools, and local amenities. Move-in ready and waiting for its new owner!

1913 County Street, Portsmouth
$360,000
4 Beds ⋅ 2.1 Baths ⋅ 10641393 MLS
Beautiful new construction two-story home with a classy modern design. This home features 4 bedrooms, 2.5 baths, including a primary suite with a tray ceiling and its own bath, giving privacy and luxury to whine down. Downstairs the kitchen is equipped with stainless steel appliances to include a microwave, dishwasher, and stove with stylish finishes that balance elegance and function. The open family room located just off the kitchen is complemented with wall trim, recessed lighting, and luxury vinyl flooring creating the perfect open space for entertaining or relaxing. The property is centrally located near the downtown waterfront with easy access to both tunnels. Don't miss this rare opportunity. An absolute must-see!! It's nearing completion and waiting for you to come home!

1619 King Street, Portsmouth
$250,000
3 Beds ⋅ 2 Baths ⋅ 10640997 MLS
Great updated home in historical Park View - Come check out this 2 story, 3 bedroom, 2 bath move-in ready home! This home has old charm combined with modern living. It features a covered porch out front to enjoy your morning coffee and a screened in porch off the kitchen to enjoy eating outside. There's a first floor bedroom, family room, large kitchen with Corian countertops, stainless steel appliances, island with cabinet storage & overhang for bar stools. There is another room downstairs that could be used as a study. In addition there are 2 bedrooms upstairs, huge storage closet and 2nd bath. New laminate floors on first floor and new carpet upstairs. Fresh paint as well - move in ready! Centrally located to all major highways, close to the Naval Base/Hospital and the casino.

271 Webster Ave Avenue, Portsmouth
$434,000
10640946 MLS
Renovated over/under duplex in the heart of Portsmouth! Located with easy access to highways, bases, shopping, and restaurants. Tenants in both units, photos from when it was vacant. Unit 1 has LVP flooring throughout the main living areas. This unit has 3 bedrooms and 1.5 bathrooms, kitchen, dining area, living room, and extra space for storage. The kitchen has beautiful quartz counters and stainless appliances. Unit 2 has LVP flooring throughout the main living areas. This unit has 3 bedrooms, 2 bathrooms, kitchen, dining area, and living room. The primary bedroom has an attached bathroom. The kitchen has beautiful quartz counters, stainless appliances, and a pantry. All appliances convey. Come see it today!

273 Elm Avenue, Portsmouth
$299,000
3 Beds ⋅ 1.1 Baths ⋅ 10640326 MLS
Charming Historic Property in the Heart of Portsmouth. This well preserved historic property blends timeless charm with modern conveniences. Antique heart pine floors throughout. Updated Kitchen with stainless steel appliances and a built in microwave. Freshly painted and professionally cleaned. This home is move-in ready. Home features 3 bedrooms and 1.5 baths. Quaint and private back yard adds to the appeal. Trane central A/C and Heat. Public parking for your guests is right across the street. Enjoy all that Downtown Portsmouth has to offer. Restaurants, shops, museums, theater and the Ferry to Norfolk are all just blocks away. Schedule an appointment today.

222 Glasgow St, Portsmouth
$329,999
10639458 MLS
Investor and owner-occupant opportunity in a designated Portsmouth Opportunity Zone. This 2-story duplex unlocks flexible income potential: run it as a traditional two-unit rental, or convert to the co-living model it was originally designed for, with up to 3 rentable rooms (2 up + 1 down). At approximately $800 per room market rent, the by-the-room scenario projects roughly $2,400 per month in gross potential income, giving an investor two paths to a strong cash-on-cash return. Three bedrooms and 2.5 baths across two stacked units. 2025 upgrades include luxury vinyl plank flooring and ductless mini-split systems, plus forced-air heat and central air. Eat-in kitchen, fireplace, covered patio, wood deck, fenced backyard, and a detached storage outbuilding. Low-maintenance vinyl and brick exterior. Public transportation is on the corner; the surrounding area is improving. All appliances convey.

1909 High Street, Portsmouth
$310,000
2 Beds ⋅ 2.1 Baths ⋅ 10639932 MLS
Waterfront Living at Its Finest in Admiral's Landing Experience breathtaking waterfront living in Admiral's Landing, featuring two private balconies with spectacular views of the Elizabeth River stretching from Portsmouth to Norfolk. Enjoy stunning sunsets and sparkling city lights that create a beautiful backdrop day and night. This lovingly maintained 5th-floor condo has been freshly painted, is vacant, and ready for immediate move-in. Recent updates include a new water heater (2026) and newer appliances, offering both comfort and peace of mind. Take advantage of the newly completed seawall and the convenient ferry service docked right next door, providing a scenic ride to Downtown Norfolk, Waterside District, and Harbor Park. Residents enjoy an impressive array of amenities, including: Heated swimming pool and hot tub Pickleball and basketball courts Newly renovated fitness center Game room Community kitchen Conference room Condo fees cover all utilities except electric.

475 Water Street Unit 515, Portsmouth
$625,000
10638682 MLS
Rare opportunity to acquire a well-maintained 5-unit multifamily property in the heart of Portsmouth's highly sought-after Olde Towne Historic District. The property consists of two 2-bedroom, 1-bath units and three 1-bedroom, 1-bath units, offering an attractive unit mix that appeals to a broad tenant base. Positioned in one of Hampton Roads' most desirable neighborhoods, the property is just blocks from the Elizabeth River waterfront, Portsmouth-Norfolk Ferry, restaurants, coffee shops, museums, parks, and entertainment venues. Surrounded by major employment centers including Naval Medical Center Portsmouth, Norfolk Naval Shipyard, and Rivers Casino Portsmouth, the asset benefits from strong and consistent rental demand. Select units convey furnished, creating additional upside through furnished, mid-term, or executive rental strategies. Combining stable cash flow, a proven rental history, limited local multifamily inventory, and long-term appreciation potential, this turnkey asset presents an exceptional opportunity for investors seeking both current income and future growth in a supply-constrained waterfront market.?

367 Middle Street, Portsmouth
$147,900
2 Beds ⋅ 1.1 Baths ⋅ 10638250 MLS
Carefree living at its best in Olde Towne! You're going to love this beautifully updated, move in ready condo featuring gleaming quartz countertops and soft close cabinets. Complete with spacious rooms and large closets and a condo building full of amenities. Near to downtown restaurants, ferry to Norfolk, interstates, and Portsmouth Naval Hospital. Condo fee includes nearly ALL your utilities including electric, water, gas, trash, cable TV, sewer and security, pool, plenty of off street parking, event/party room, and lobby area. Come see what makes One Crawford so special!

1 Crawford Parkway Unit 1306, 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.