870 houses for sale in Portsmouth Olde Town Historic District

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

Welcome to 449 Dinwiddie St. A beautiful, 2714 sqft home in the historic Olde Towne district of Portsmouth. With 4 bedrooms and 3.5 bathrooms, this home provides a spacious layout set over 3 levels, plus basement. A rare find! Modernly updated whilst maintaining its historic charm, it is close to shopping, dining, major interstates and schools. This home is in a prime location! Schedule your showing today!

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

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

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!

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

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 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 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

Historic charm meets modern living in this beautiful Portsmouth home! Featuring an open, light-filled layout with spacious living areas, a stylish kitchen, generous bedrooms, and brand-new carpet throughout. Enjoy relaxing on the inviting front porch or in the private backyard space. Ideally located just minutes from Olde Towne, dining, naval bases, and major highways. Perfect for first-time buyers or investors!

Welcome to this beautifully restored 1900 Victorian in historic Park View! Blending timeless charm with modern updates, this 3-bedroom, 2.5-bath home offers approximately 2,000 sq. Ft. of living space, soaring ceilings, original moldings, bay windows and abundant natural light. Fresh paint, new LVP flooring downstairs, new upstairs carpet, updated lighting and ceiling fans enhance the interior. The inviting living and family rooms feature a wood-burning fireplace. The updated kitchen boasts white soft-close cabinetry, quartz countertops, tiled backsplash and stainless steel appliances. Upstairs, the primary suite offers two closets, including a walk-in, and a private bath with custom tiled shower. Additional updated baths feature modern finishes. Enjoy the charming front porch, rear porch, patio and fenced backyard with off-street parking. Conveniently located near Portsmouth Naval Hospital, Olde Towne Portsmouth, Downtown Norfolk and the Port of Virginia. Experience historic character

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, bonus study/office room with adjoining full bathroom. New sewer and updated plumbing in crawl plus a tankless water heater. Walk-in closet in Primary. Additional Information in Photo Gallery. Back on the market through no fault of the seller or property condition. Seller is offering a $5000 Sellers Credit towards Buyers closing costs 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

Spacious 5-bedroom, 2 full-bath older home full of character and potential. This property needs some TLC, making it a great opportunity for buyers looking to add their own personal touch. Features include a cozy wood-burning stove in the living room, a nice yard with plenty of space to enjoy, and a single-car garage. A solid home with good bones and lots of upside for the right owner

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!

Historic charm meets spacious living! This beautifully maintained three-story home offers the character and craftsmanship of a historic property with the space today's buyers are looking for. Featuring generously sized living areas and large bedrooms, there is plenty of room to spread out, relax, and entertain. The inviting exterior features a covered front porch, white columns, detailed trim, and a fenced yard. Inside, the spacious living room showcases hardwood floors, an ornate fireplace with detailed mantel, decorative molding, and abundant natural light. The updated kitchen features white cabinetry, stainless steel appliances, granite countertops, tile backsplash, and recessed lighting. Additional architectural details throughout add to the home's distinctive character. On the second floor, you will find 3 substantial bedrooms and an office. The third floor is finished with new carpet installed. Great for a 4th bedroom, bonus room, or storage. Schedule your private showing today!

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!

This move-in-ready 3+ Bedroom Colonial is updated & ready for you! With updated finishes and flexible space, this Colonial offers three bedrooms plus a bonus room (no closet) that would be great for a home office, guest space, or craft room. Fresh paint and new carpet create a clean, inviting interior. Enjoy a spacious family room and a separate formal living room for flexible living and entertaining. The kitchen features a gas stove and a built-in microwave, a pantry & HVAC closet. Plenty of room for a butler's pantry or baker's rack! Both full bathrooms have some updates. All the bedrooms have a ceiling fan for added comfort. Outside, sit on the porch or relax on the deck and take advantage of the oversized, spacious corner lot. A true delight for the gardener. New Off-Street Parking gravel pad. A six-month-old architectural roof adds peace of mind. Storage sheds convey As-Is. Seller to pay up to 3% of buyer's closing costs as a credit

This beautifully maintained 3-bedroom, 1.5-bath Dutch Colonial in the quiet West Park View neighborhood offers the perfect blend of classic charm and modern updates. Tucked away on a peaceful dead-end street near Scotts Creek, this character-filled home features a spacious floor plan, dedicated laundry room, generous attic storage, and a fully fenced backyard with storage shed. Thoughtful improvements include renovated bathrooms (2022), an updated kitchen with new flooring (2023), a new roof and water heater (2024), and a screened feature low-maintenance Trex decking (2025). Conveniently located near shopping, dining, and other local amenities, this home is ready for its next owner

Discover this modern 3-bed, 3-bath home built in 2019, offering comfortable two-story living on a spacious 5,009 sq ft lot. Located in a quiet Portsmouth neighborhood, this home features contemporary construction, a practical and inviting layout, and low-maintenance living throughout. With newer finishes and a convenient location close to local amenities, it’s a great opportunity for anyone seeking a move-in-ready home with modern comfort

Very roomy 3 bed 2.5 bath home located on a large fenced in lot with recent systems and cosmetic updates. Beautiful granite kitchen. Great condition and ready today. Close to military bases, hospitals, universities, and shipyards

Discover the charm of a beautifully restored 121-year-old home at 14 Parkview. Blending historic character with modern updates, this home features original architectural details, a brand-new roof, new HVAC system, new windows, and a completely remodeled interior. The updated kitchen includes an installed stove and microwave, while the finished third floor provides additional living space and versatility. Conveniently located near Naval Hospital, shopping, dining, and major interstates, this home offers character, comfort, and everyday convenience. Schedule your private showing today!

This is what you have been waiting for! Gorgeous renovated 4 bedroom 3.5 bath home, boasts of laminate flooring, granite countertops, new roof, new duct work and some new plumbing & electrical. 2 master bedrooms. 1st floor master can be in-law suite or flex room. All bedrooms are great in size. Seller offering 2 year home warranty. This is a must see!

Welcome to this charming and spacious Victorian style home which was rebuilt from the foundation up in 2006! Set on a corner lot in a quiet neighborhood. This home features hardy plank siding, zoned heating and cooling, Corian countertops in kitchen with an open floor plan. Two primary bedrooms: upstairs ensuite is about 1000 sq ft. And has a double sized walk-in closet, huge bathroom w/ big walk-in shower for 2! Spacious primary bedroom downstairs has a big bathroom, too. Hardwood floors in most areas, tiled kitchen and baths! Enjoy quiet mornings and evenings in your screened in porch with a fenced yard. Lots of street parking. Conveniently located near Naval medical center/hospital, Olde Towne, shopping, interstates, ferry systems to Norfolk and very near Elizabeth River

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