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Historic Homes for Sale in Portsmouth, VA

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  • /30

    $237,000

    • 2 Beds
    • 1 Bath
    • 1,154 Sq Ft

    21 Aylwin Rd, Portsmouth, VA 23702

    This newly renovated home has been refreshed from top to bottom and is ready for its new owners! Recent upgrades include brand-new LVP flooringthroughout the downstairs, new carpet upstairs, a beautifully updated bathroom, and a fully renovated kitchen featuring new cabinets, countertops,tile backsplash, and stainless steel appliances. Major system updates provide peace of mind with a new

    Agent Photo

    Kalynn Wachs

    Real Broker LLC

    21 Aylwin Rd, Portsmouth, VA 23702
  • /40

    $245,000

    $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,596 Sq Ft

    508 South St, Portsmouth, VA 23704

    Own a piece of history with ZERO HOA & ZERO condo fees — all the charm of a Victorian home, none of the extra costs. This duplex-style end-unit in Historic Old Towne Portsmouth features original pine floors, 10-foot ceilings, and cast iron fireplaces preserving its 1900s character. Seller moving overseas and highly motivated. Bring all cash offers. Perfect turnkey home or rental with a brand-new

    Agent Photo

    Rashida Clarke

    RE/MAX Elevate

    508 South St, Portsmouth, VA 23704
  • /22

    $299,900

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,650 Sq Ft

    66 Elm Ave, Portsmouth, VA 23704

    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

    Agent Photo

    Jim Leland

    LPT Realty LLC

    66 Elm Ave, Portsmouth, VA 23704
  • /49

    $585,000

    • 2 Beds
    • 2 Baths
    • 2,069 Sq Ft

    2904 Tanbark Ln, Portsmouth, VA 23703

    Historic Waterfront Cottage Retreat! Nestled on 1.69 acres with expansive frontage on Lake Jean and the spillway to the Western Branch of the Elizabeth River, this one-of-a-kind property offers a lifestyle few will ever experience. Originally part of a hunting lodge estate dating back to the 1800s, the quality-built home was built in 1955 and thoughtfully updated over the years. Enjoy panoramic

    Agent Photo

    Brenda Armitage

    Swell Realty Co

    2904 Tanbark Ln, Portsmouth, VA 23703
  • /24

    $243,900

    $6K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,278 Sq Ft

    21 Burtis St, Portsmouth, VA 23702

    Make this your first stop! Full of timeless character and classic colonial charm, this 1918 home offers spacious living with 3 bedrooms and 2 full bathrooms. From the moment you walk in, you’ll appreciate the unique details and warm feel that only a historic home can provide. The kitchen was updated in 2023 with refreshed cabinetry and appliances, while the HVAC system was replaced in 2024 for

    Agent Photo

    Matthew Salway

    Iron Valley Real Estate HR

    21 Burtis St, Portsmouth, VA 23702
  • /28

    $310,000

    $5K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,900 Sq Ft

    257 Maryland Ave, Portsmouth, VA 23707

    Discover the soul of Historic Port Norfolk in this timeless retreat. Relax on the expansive front porch or enjoy entertaining this summer in a spacious backyard, perfect for gardening and recreation. Ideally situated near the Elizabeth River, this home offers close proximity to the water and local parks. This community provides a unique blend of historic charm and coastal serenity. Experience a

    Agent Photo

    Candace Jones

    Atlantic Sothebys Int'l Realty

    257 Maryland Ave, Portsmouth, VA 23707
  • /50

    $675,000

    Open Sat 11AM - 1PM $10K PRICE DROP
    • 6 Beds
    • 5 Baths
    • 5,326 Sq Ft

    422 Crawford St, Portsmouth, VA 23704

    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

    Jessica Burnette Swell Realty Co

    422 Crawford St, Portsmouth, VA 23704
  • /6

    $425,000

    $25K PRICE DROP
    • 2,920 Sq Ft

    344 Maryland Ave, Portsmouth, VA 23707

    This fully occupied 4-unit multifamily property offers a strong rental history and dependable cash flow potential. Each unit features 1 bedroom, 1 bathroom, a private entrance, and separately metered gas and electric utilities, providing added convenience for both owners and tenants. Off-street parking is accessible from a private rear alley, and one unit includes additional attic storage space.

    Daniel Jones A Better Way Realty Inc.

    344 Maryland Ave, Portsmouth, VA 23707
  • /39

    $355,000

    • 4 Beds
    • 2 Baths
    • 2,472 Sq Ft

    222 Maryland Ave, Portsmouth, VA 23707

    Welcome to this beautifully restored 3-story Victorian where timeless charm and modern luxury come together seamlessly! Located just eight houses from the waterfront, this exceptional home offers the best of coastal living without the added expense of being in a flood zone.Inside, you'll find 3 spacious bedrooms plus a versatile third-floor bonus/media room idea for a home office, movie

    Saphire Nolan-Barnett Keller Williams Realty Twn Ctr

    222 Maryland Ave, Portsmouth, VA 23707
  • /50

    $650,000

    367 Middle St, Portsmouth, VA 23704

    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

    Alex Winfield Coastal Group Inc.

    367 Middle St, Portsmouth, VA 23704
  • /23

    $269,997

    • 3 Beds
    • 2 Baths
    • 1,427 Sq Ft

    3105 Elm Ave, Portsmouth, VA 23704

    Home renovated in the last 5 years, blending modern conveniences with historic charm. This three bedroom two bath home offers open concept living, updated kitchen boasting solid surface counters and stainless steel appliances, updated bathrooms, updated light fixtures, and much more. This property also offers a large corner lot, two entrances, and ample parking. Schedule your tour today!

    Mike Little Iron Valley Real Estate HR

    3105 Elm Ave, Portsmouth, VA 23704
  • /33

    $299,000

    • 3 Beds
    • 1.5 Baths
    • 1,644 Sq Ft

    222 Glasgow St, Portsmouth, VA 23704

    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

    Bill Wilson Proactive Real Estate Services

    222 Glasgow St, Portsmouth, VA 23704
  • /24

    $299,900

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,124 Sq Ft

    258 Broad St, Portsmouth, VA 23707

    Don't miss this opportunity to move into this charming historic Colonial home with beautiful bamboo floors, modern appliances, dual-zone air conditioning, spacious rooms, a wrap-around porch, and private parking off-street behind the house. Enjoy outdoor cooking and gathering in your fenced-in backyard and covered back porch. With over 2,000 square feet of living space, this combination of size,

    Ryan Ponseti EXP Realty LLC

    258 Broad St, Portsmouth, VA 23707
  • /16

    $350,000

    • 4 Beds
    • 3 Baths
    • 1,816 Sq Ft

    66 Bainbridge Ave, Portsmouth, VA 23702

    Welcome to this stunning, like-new 2021 build located in the heart of Portsmouth's charming Cradock Historic District! This beautiful home perfectly blends historic neighborhood character with flawless modern living. The inviting, open-concept floor plan showcases sleek laminate wood floors and gorgeous modern lighting throughout. Entertaining is a joy in the gourmet kitchen, complete with

    Wilfredo Divens Iron Valley Real Est Norfolk

    66 Bainbridge Ave, Portsmouth, VA 23702
  • /26

    $290,000

    $10K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    727 Broad St, Portsmouth, VA 23707

    Don't miss out on this charming 5 bedroom, 2.5 bath house in historic Port Norfolk area. Renovated in 2023 with Cherry wood kitchen cabinets, Granite countertops and stainless steel appliances. All appliances including 3 year old Whirlpool washer and dryer convey. Architectural roof, water heater and front yard fence installed in 2020. New HVAC 2024 that is still under warranty! Large backyard

    Charity Buntz A Better Way Realty Inc.

    727 Broad St, Portsmouth, VA 23707
  • /22

    $349,900

    • 3,030 Sq Ft

    922 Holladay St, Portsmouth, VA 23704

    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

    Malisa Hawkins 1st Class Real Estate Flagship

    922 Holladay St, Portsmouth, VA 23704
  • /28

    $335,000

    • 4 Beds
    • 2 Baths
    • 2,100 Sq Ft

    221 Mt Vernon Ave, Portsmouth, VA 23707

    Step into timeless elegance with this fully renovated historic home, where classic architectural details blend seamlessly with today’s most sought-after modern conveniences. From the beautifully restored original woodwork and hardwood floors to the state-of-the-art kitchen and spa-inspired bathrooms, every inch of this home has been thoughtfully updated to honor its rich heritage while offering

    Ankur Khullar Long & Foster Real Estate Inc.

    221 Mt Vernon Ave, Portsmouth, VA 23707
  • /48

    $329,900

    • 4 Beds
    • 2 Baths
    • 2,131 Sq Ft

    4127 Greenway Ct W, Portsmouth, VA 23707

    A wonderful 1936 colonial home on a massive corner lot in historic community of Westhaven. The charming wrap around covered front porch leads to a large living area open to the dining room and kitchen with a bar height seating area. The primary bed has a large bathroom with walk-in closet. All the rooms are large with ample storage. This home has a rare walk-in basement that provides even more

    Aric Martinez Thrive Realty

    4127 Greenway Ct W, Portsmouth, VA 23707
  • /21

    $299,000

    • 2 Beds
    • 1.5 Baths
    • 1,700 Sq Ft

    128 Mt Vernon Ave, Portsmouth, VA 23707

    This historic neighborhood 1930's home checks all the boxes for indoor and outdoor lifestyles! A huge backyard features raised and framed planting boxes for vegetables and flowers that bathe in sunlight all day. A gardener's dream. Not to mention different paved areas for outdoor furniture, a firepit, grilling, a hot tub and other relaxing options. There is a service alley in the rear of the

    Bill Anderson BHHS RW Towne Realty

    128 Mt Vernon Ave, Portsmouth, VA 23707
  • /41

    $275,000

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    1914 North St, Portsmouth, VA 23704

    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.

    Patrick Phillips Iron Valley Real Estate HR

    1914 North St, Portsmouth, VA 23704
  • /50

    $421,000

    • 3 Beds
    • 1.5 Baths
    • 2,533 Sq Ft

    301 Grayson St, Portsmouth, VA 23707

    This charming 3-bedroom, 1.5-bath home in Portsmouth's sought-after Waterview neighborhood blends the character of a 1940s home with modern energy-efficient upgrades. Recent improvements include new insulation, updated HVAC featuring a dual-zoned heat pump for the second and third floors and a gas pack serving the first floor. The renovated kitchen (2020) offers new cabinetry, quartzite

    Chuck Dyer The Real Estate Group

    301 Grayson St, Portsmouth, VA 23707
  • /33

    $345,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,792 Sq Ft

    229 Maryland Ave, Portsmouth, VA 23707

    Welcome to Port Norfolk, one of the area's most charming and historic communities. This beautifully maintained 3-bedroom, 2.5-bath home seamlessly blends timeless character with modern updates. High ceilings and stunning hardwood floors are throughout! The living and dining room are connected by elegant French doors that showcase the home's historic charm. In addition to these formal spaces,

    Susan Pyatt ERA Real Estate Professionals

    229 Maryland Ave, Portsmouth, VA 23707
  • /8

    $245,000

    • 3 Beds
    • 1.5 Baths
    • 1,233 Sq Ft

    67 Cushing St, Portsmouth, VA 23702

    Turnkey investment opportunity in the heart of the historic Cradock District. This 3 bedroom, 1.5 bath home is currently tenant occupied with rental income of $1,670/month, offering immediate cash flow. The home features a spacious kitchen, comfortable living areas, and a large backyard ideal for outdoor enjoyment. Solar panels are installed, providing added efficiency (terms negotiable).

    Evelena Barnes ONYX Realty Professionals LLC

    67 Cushing St, Portsmouth, VA 23702
  • /21

    $269,000

    • 3 Beds
    • 2 Baths
    • 2,359 Sq Ft

    1616 Barron St, Portsmouth, VA 23704

    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

    William Dean The Bryant Group

    1616 Barron St, Portsmouth, VA 23704
  • /26

    $369,000

    $29K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,248 Sq Ft

    2709 Bayview Blvd, Portsmouth, VA 23707

    Hurry to see this historic 1900 home fronting the Elizabeth River in historic neighborhood of Port Norfolk Portsmouth! Featuring veranda w/columns to welcome you home! Approximately 2248 sq ft inside (as per owner information) with living room, fireplace, formal dining room, sweeping staircase leading to the 4 bedrooms, 2 baths, a 2 car detached garage, & basement! Windows are fully functional &

    Neil Giscombe 1st Class RE-Signature Prop

    2709 Bayview Blvd, Portsmouth, VA 23707
  • /29

    $320,000

    • 4 Beds
    • 2 Baths
    • 2,290 Sq Ft

    4506 King St, Portsmouth, VA 23707

    Timeless charm with this beautifully maintained classic home, where a welcoming front porch sets the tone from the moment you arrive. Rich in character, the home features soaring 10-foot ceilings, elegant transom windows that fill the interior with natural light, and spacious rooms designed for comfortable living. The main level offers a formal living room, a versatile office or flex space, an

    Kris Weaver Atlantic Sothebys Int'l Realty

    4506 King St, Portsmouth, VA 23707
  • /45

    $254,500

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,382 Sq Ft

    1 Crawford Pkwy Unit 1301, Portsmouth, VA 23704

    Beautiful 2 bedroom/2 bath condo in the iconic One Crawford. Extraordinary harbor views for all your windows; amazing sunsets and moon rises at Mile Marker Zero on the Intracoastal Waterway! Centrally located with easy access to military bases, medical facilities, arts and entertainment in Southside and Peninsula. Easy proximity to Interstate access and mass transit for work or leisure

    B. Anne Davis BHHS RW Towne Realty

    1 Crawford Pkwy Unit 1301, Portsmouth, VA 23704
  • /27

    $375,000

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    433 Glasgow St, Portsmouth, VA 23704

    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,

    Jamie Friedberg Swell Realty Co

    433 Glasgow St, Portsmouth, VA 23704

Home Price Trends

Median Sale Price
$280,000
Median Single Family Sale Price
$285,000
Median Townhouse Sale Price
$235,500
Median 2 Bedroom Sale Price
$199,250
Median 1 Bedroom Sale Price
$138,500
Average Price Per Sq Ft
$187
Number of Homes for Sale
252
Last 12 months Home Sales
1,661
Months of Supply
1.80
Median List Price
$282,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
22%
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