866 properties for sale in Portsmouth Olde Town Historic District

Don’t Miss This Rare Opportunity! Condos in this sought-after community rarely hit the market—especially one of this size! The last comparable condo to come available was in Spring 2024. With a prime waterfront location and low condo fees, it’s easy to see why owners don’t want to leave! Live in the heart of Portsmouth’s revitalized waterfront district, just blocks from the Naval Medical Center, marina, ferry service to Norfolk Waterside, incredible dining and entertainment, museums, cruise ship docks, street vendors, fireworks, and concerts. Conveniently located near the Norfolk Naval Shipyard and three major interstate connectors, making travel throughout Hampton Roads a breeze. Inside, enjoy fresh paint and new flooring, creating a bright, move-in-ready space you’ll be proud to call home. Rare. Convenient. Affordable. Don’t wait—this one won’t last!

The 1841 Pass House is a spectacular showcase of Greek Revival architecture, blending museum quality historic preservation with the robust infrastructure required for modern residential or commercial use. Whether you envision a grand multi-generational estate, a boutique professional firm, or a premier event venue, this 24 room property is uniquely equipped to deliver. The property includes a transferable event license (must transfer within 90 days). The layout offers two full kitchens, two laundry rooms, a kitchenette, & 1st-floor primary retreat with private entrance. Updated with copper plumbing & commercial wiring. Located in charming Old Towne, the grounds offer a rare fenced garden sanctuary and 5 on-site parking spaces with Middle St Parking lot right across the street. Live in unprecedented historic grandeur with plenty of independent spaces for extended family, guests, or live-in staff. This historic gem is truly one-of-a-kind. Don't let The Pass House Pass you by, schedule yo

Tremendous investment opportunity offered at a great price in Olde Towne Portsmouth! Ready for a buy and hold or update and dramatically increase equity. 3 Units: Building sq ft: 3,430, All units have central AC. All units have auto 1 yr renewal, 60 day renewal notice periodUnit 1A: 2 bedroom, 1 bath, sq ft. Rents for $1,500 a month*Lease end date 01/31/2025 Unit 2A: 1 bedroom, 1 bath, 700 sq ft. Rents for $800 a month (barely raised in 10 years) *Lease end date 10/31/2017 Unit 2B: 1 bedroom, 1 bath, 700 sq ft. Rents for $825 a month*Lease end date 03/31/2019Total Rental Income: $3,125

Impressive 1880 Victorian duplex in Olde Towne. A charming mix of original exterior and interior features and modern conveniences. Enjoy single story living downstairs. Lovely floorplan, large rooms, hardwood floors, tall windows, working fireplaces, and 12ft ceilings. Primary suite features an arched turret sitting area, fireplace, large open concept bathroom, walk in closet/dressing room/laundry area. Elegant living room has original moldings and fireplace. Real cook's kitchen has sitting and dining areas which open onto a deck overlooking the large rear garden with brick patio, large side deck + storage shed. Upstairs, 1450 sf of living space, features an arched turret sitting area, two decorative fireplaces, a covered porch to sit and enjoy Elizabeth River views, a large bonus room with washer/dryer. Short distance to the ferry, Portsmouth Naval Hospital &the Naval Shipyard. Suitable for live-in owner, multi-generational living or investment property

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. Seller will pay 1 year of condominium dues with acceptable offer

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

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

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 downtown Portsmouth, 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

Built in 2006 on a corner lot in historic Olde Towne Portsmouth. 448 sets it's self apart with fully paid off solar panels, secret gardens, soaring 20 ft ceiling in living room w/2-story bay windows, Double sided gas fireplace that opens to both the living & dining rooms. The Modern kitchen has stainless steel appliances & tons of cabinets. 2 downstairs BR's and full bath w/granite countertop & tub/shower combo w/tile surround. Hardwood floor staircase leads to loft library office w/custom built in cabinets & with grand Fireplace with dramatic overlook to living room and bay windows. The huge primary suite has a large walk-in closet, 2 vanities w/granite, romantic soaking tub & tile shower. Utility room w/washer & dryer, newer water heater (2022), dual zone HVAC, storage shed, privacy fence. Exterior paint/trim touched up/ repaired 2026. Solar system conveys with low electric bills! Located minutes from the Naval Hospital, Coast Guard base, local restaurants, Commodore Theatre, Childre

Some homes offer history. This one invites you to become part of it. Built in 1860, the same year Abraham Lincoln was elected President, this beautifully maintained Federal-style home blends timeless character with thoughtful updates in the heart of Olde Towne Portsmouth. Original pine floors, refreshed bathrooms, and an updated kitchen with solid surface countertops and quality cabinetry preserve the home’s character while providing the comforts of modern living. Recent improvements include a new HVAC system (2023) and updated sewer and water lines for added peace of mind. A rare double lot creates a private, fenced backyard with an oversized shed featuring electric and water. Located on one of Olde Towne’s most historic streets with convenient off-street parking and just blocks from local restaurants, shops, and entertainment, this is an opportunity to become the next steward of a remarkable piece of Portsmouth’s history

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!

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 i

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Beautiful newer construction home in the heart of Portsmouth offering stylish finishes, a functional layout, and the peace of mind that comes with modern systems and move-in ready living. The open-concept first floor features LVP/laminate flooring, abundant natural light, granite countertops, custom cabinetry, stainless steel appliances, a dedicated dining area with chandelier, and a welcoming family room with electric fireplace. Upstairs, the spacious primary suite feels like a true retreat with its own electric fireplace, ceiling fan, large walk-in closet, and private ensuite bath featuring dual sinks and a rain shower. Enjoy outdoor living in the fully fenced backyard with privacy fencing—perfect for relaxing, entertaining, or creating your own backyard escape. Conveniently located near interstate access, mass transit, shopping, dining, and area military installations, this home offers comfort, convenience, and modern living without the worry of major updates

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 ho

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

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

Super cute Dutch Colonial recently updated home with off street back in back. Basement provides amble storage. Kitchen appliances are stainless and all new, new custom cabinets and granite counters. Both bathrooms are updated, new flooring throughout. New windows, dual zone HVAC only 2 years old, new hot water heater. Closing may be slightly delayed while waiting on Sellers' mortgage company's approval of ratified offer but you won't regret the wait

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

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!