975 properties for sale in Harbor Square

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

High ceilings, gleaming hardwood floors, old world charm with all the right upgrades! Kitchen features stunning maple cabinets double basin sink, huge island and ceramic tile floors. Pantry/storage room and door to the cute backyard are conveniently located off the kitchen. Enjoy vibrant downtown living! Downtown Portsmouth features the regions largest farmers market every Saturday. Blocks to the Commodore Theatre, restaurants, the waterfront, and the ferry to Norfolk where there are more restaurants and the nationally recognized Elizabeth River Trail. Condo living without the condo fee. Very close to Naval Medical Portsmouth, Coast Guard headquarters and Portsmouth Marine Terminals. Very quick access to I-264, downtown/midtown tunnels and 164 to Suffolk/Newport News

Rare new-construction investment opportunity! Two spacious, attached, three-story townhomes on Azalea Avenue offered together as ONE purchase—not available individually. Investors seeking two rental properties in one acquisition or an owner-occupant who wants to live in one home and rent the other to help offset ownership expenses. Each residence offers approximately 2,500 square feet of thoughtfully designed living space, for approximately 5,000 square feet combined. Highlights include 9-foot ceilings, two primary suites per residence, granite countertops, upgraded lighting, ceiling fans, a private garage, and driveway parking. A second-story deck adds desirable outdoor living space—for unwinding, entertaining, or enjoying fresh air without leaving home. The three-level floor plans offer flexibility for a range of living arrangements, with ample space for residents, guests, or work-from-home needs. Separate homes side by side provide the convenience of nearby ownership while preservin

Charming & Move-In Ready in Portsmouth! Welcome home to 1406 Maple Avenue! This freshly painted gem is ready for its next owner. Step onto the brand-new front porch — the perfect spot to unwind with your morning coffee or watch the sunset. New storm doors on both the front and back entrances add extra curb appeal, energy efficiency, and peace of mind. Out back, you'll find a spacious backyard ideal for entertaining, gardening, or just letting the kids and pets run free. Location can't be beat — you're close to shopping and dining, with easy access to the interstate, making commutes to the military bases and shipyard a breeze. Perfect for military families, first-time buyers, or anyone looking for comfort and convenience. Don't miss this one — schedule your showing today!

Discover an excellent investment opportunity at 1725/1- Prentis Avenue in Portsmouth! This charming over-under duplex features two spacious units, each offering 3 bedrooms and 2 bathrooms. The upstairs unit, 1725 Prentis Avenue, offers approximately 1,640 square feet of living space. Both units feature beautiful front porches, tall ceilings, updated flooring, and updated bathrooms, adding to the property's appeal. Additional conveniences include laundry hookups and street parking. The owner is responsible for water, while tenants pay for electricity. With a reported monthly rental rate of $1,350 for the upstairs unit and $1,400 for the downstairs unit, this duplex offers an attractive opportunity for investors seeking rental income in Portsmouth. Additional Investment Opportunity: This property is part of a four-duplex investment portfolio, with each property available for individual purchase. The seller will also consider package offers. Additional properties include 204 Central Avenu

Discover an investment opportunity at 1622 Prentis Avenue in Portsmouth! This side-by-side duplex features two spacious units, offering flexibility and potential for investors looking to expand their rental portfolio. Unit A offers 3 bedrooms, 2 bathrooms, and approximately 1,100 square feet of living space. Currently vacant and in need of turnover and updates, this unit presents an opportunity to make improvements before securing a new tenant. Unit B features 3 bedrooms, 1 bathroom, and approximately 1,000 square feet of living space. Previous rental rates were $1,500 per month for Unit A in 2023 and $1,150 per month for Unit B in 2021. Street parking is available, with the owner responsible for water and tenants responsible for electricity. A great opportunity for investors seeking a property with value-add potential! Additional Investment Opportunity: This property is part of a four-duplex investment portfolio, with each property available for individual purchase. The seller will al

Welcome home to this beautifully updated, move-in-ready property situated on a large corner lot in the heart of Portsmouth! Renovated within the past five years, this inviting home offers a spacious, functional layout with modern finishes and plenty of room to fit your lifestyle. The updated kitchen features elegant granite countertops and stainless steel appliances, while luxury vinyl plank flooring and plush carpeting create a stylish, comfortable feel throughout. The generous primary suite offers a walk-in closet and private en-suite bath, providing the perfect place to unwind. A versatile bonus room adds even more flexibility, making it ideal for a home office, playroom, fitness room, or media space. Enjoy added peace of mind with major updates, including a new HVAC system installed in 2024, along with a roof, windows, and water heater all less than five years old. Outside, a spacious, vinyl privacy-fenced backyard—perfect for entertaining, relaxing, or enjoying outdoor activities.

A teasure 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

This home has an open floor plan and is located in the heart of the city near I-264, Shipyard, Banks, Restaurants, Entertainment, Waterfront, and Rivers Casino. This home has many updates including updated kitchen, master bedroom and bath on first floor, with an office on the second floor. Hurry come see this home before it's gone

Fully rented quad offering immediate cash flow with total rental income of $5,550 per month. The property underwent an extensive top-to-bottom rehab approximately 5 years ago, with improvements including stainless steel appliances, granite countertops, new cabinetry, updated flooring, bathtubs, toilets, and more. Rents total $5,625 total monthly and tenants are responsible for paying all utilities. Building sqft per tax records, apt sqft. Est

Investment opportunity in the Prentis Park area of Portsmouth. This quadplex offers approximately 5,324 sq ft across 4 units with a total of 12 bedrooms, 4 full baths, and 2 half baths. Each unit features 3 bedrooms, 1.5 baths on the main level, and 1 full bath upstairs. Each unit is individually metered for electric and water. Improvements include roof replaced. 2021, a new crawl space fan, moisture barrier, and dehumidifier, all-new hot water heaters, new siding, front door, front porch with railings, a new electrical panel, and an insulated attic. Newer Carpet and flooring. All units include stackable front-loading washer/dryers. Unit 2 remodeled with new kitchen appliances, cabinets, granite countertops, flooring, and bathroom tub and vanity. Section 8 approved. Estimated expenses include trash. $76/month, homeowners' insurance. $4,700/year, and property taxes. $4,200/year (buyer to verify). Conveniently located near major roadways, public transportation, and local amenities

Beautifully maintained and fully renovated in 2021 this impressive home offers modern finishes and a thoughtful layout. The first floor features an open-concept design with stainless steel appliances, granite countertops, and a convenient half bath for guests. The spacious primary suite is located on the main level and includes a luxurious en-suite bathroom, twin closets, and generous living space. Upstairs, you’ll find three additional large bedrooms that share a second full bathroom, along with a linen closet for added storage. The attached garage boasts high ceilings and ample storage capacity

Exceptional investment opportunity in Portsmouth! This updated triplex features a spacious 3 bed, 2 bath detached home alongside a 2 bed, 1 bath unit and a 1 bed, 1 bath unit perfect for maximizing rental income or flexible living arrangements. Each unit is well appointed and separate utility meters for ease of management. The property also includes a detached garage and sits on a large lot, offering added value and potential. Ideal for investors, owner occupants, house hackers, or multigenerational living. Live in one unit while generating income from the others or lease all three for strong cash flow

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

Look no further! This beautifully updated 3-bedroom, 3 bath home is ready to impress! Offering approximately 1,200 sq ft of comfortable living space, this home features a NEW ROOF, NEW HVAC, updated plumbing and electrical, and gorgeous LVP FLOORING throughout! Fall in love with the modern kitchen featuring granite countertops, soft-close cabinets, and a gas range! The excitement doesn't stop inside! Step outside to a HUGE FENCED BACKYARD with plenty of space for entertaining, relaxing, and enjoying the outdoors! Additional features include a backyard storage shed and TWO-CAR DRIVEWAY! With major improvements already completed, this home offers FRESH, MODERN LIVING and is MOVE-IN READY! Don't miss this one—schedule your showing today!

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 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 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 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 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 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 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 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 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

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 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