Olde Towne - 119 Real Estate

Welcome to Olde Towne - 119, a charming subdivision nestled in the heart of Central Portsmouth, Virginia. This vibrant community seamlessly blends historical charm with modern living, making it a sought-after destination for families, professionals, and retirees alike.

Olde Towne boasts a rich history, reflected in its beautifully preserved architecture and tree-lined streets. Residents enjoy a unique sense of community, with friendly neighbors and a welcoming atmosphere. The subdivision is conveniently located near the Elizabeth River, offering picturesque views and opportunities for outdoor activities like walking, biking, and picnicking along the waterfront.

The homes in Olde Towne - 119 are a delightful mix of classic and contemporary designs, featuring spacious layouts, well-maintained gardens, and inviting porches perfect for enjoying warm Virginia evenings. Whether you’re looking for a cozy bungalow or a larger family home, this subdivision has something to suit every taste and lifestyle.

In addition to its beautiful homes, Olde Towne is just a stone’s throw away from an array of amenities. Residents can explore local shops, restaurants, and cafes that showcase the best of Portsmouth’s culinary scene. Plus, with easy access to major highways and public transportation, commuting to nearby cities like Norfolk and Chesapeake is a breeze.

Experience the charm and convenience of Olde Towne - 119, where history meets modern living in a community that feels like home. Come discover the perfect blend of comfort, culture, and community in Central Portsmouth!

Newest Listings in Olde Towne - 119

$425,000

3 Beds ⋅ 2 Baths ⋅ 10650518 MLS

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, Children's Museum of Virginia & the Portsmouth waterfront!

448 Washington Street, Central 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, Central Portsmouth

$295,500

3 Beds ⋅ 3 Baths ⋅ 10647701 MLS

Located in the heart of Downtown Portsmouth within half a mile of the Naval Hospital, restaurants, and across the street from the Elizabeth River, enjoy expansive views of the harbor and the city skyline in this 17th floor, oversized condo with fresh paint and newer flooring. Catch a show at the Portsmouth Pavilion, a film at the historic Commodore Theatre, or an afternoon at the Children's Museum. Dozens of well-established restaurants are just outside your door. Condo fee covers 100% of everything: Electric, Water Sewer, Gas, Trash, Cable, Security, Pool, No Other Bills!!!

1 Crawford Parkway Unit 1702, Central Portsmouth

$389,000

4 Beds ⋅ 2 Baths ⋅ 10647204 MLS

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.

361 Court Street, Central Portsmouth

$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 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.

357 Dinwiddie Street, Central Portsmouth

$529,000

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, Central Portsmouth

$179,000

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

One Crawford Parkway Unit 1107, Central 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, Central 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, Central Portsmouth

$358,900

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, Central 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, Central 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, Central Portsmouth

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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.