Jacksonville Homes with On Street Parking features

Jacksonville Homes with On Street Parking features

Welcome to Jacksonville, Oregon – a charming city steeped in history and surrounded by the stunning natural beauty of the Rogue Valley. Nestled in Jackson County, this picturesque town offers a unique blend of small-town charm and vibrant community spirit, making it an ideal place to call home. Known for its well-preserved 19th-century architecture, Jacksonville is a designated National Historic Landmark, boasting quaint streets lined with boutique shops, art galleries, and delightful eateries.

One of the many appealing features of homes in Jacksonville is the availability of on-street parking, providing convenience for residents and their guests. Imagine coming home after a long day and easily finding a spot just steps from your front door. This feature not only enhances accessibility but also adds to the relaxed, welcoming atmosphere that Jacksonville embodies.

Outdoor enthusiasts will love the proximity to breathtaking parks and trails, with opportunities for hiking, biking, and exploring the stunning landscapes of the surrounding area. The city's rich cultural scene, highlighted by events such as the annual Jacksonville Festival of Lights and the Oregon Shakespeare Festival nearby, ensures there’s always something exciting happening.

Whether you’re a first-time homebuyer or looking to settle down in a peaceful community, Jacksonville offers a variety of homes that cater to different lifestyles, all while providing the comfort of on-street parking. Experience the warmth and charm of Jacksonville, where history meets modern living in the heart of Oregon.

Newest Jacksonville Homes with On Street Parking features

$482,000
220225558 MLS
Built in 1912, this classic Jacksonville home reflects the character and craftsmanship of an earlier era. This 2 bedroom, 1 bath property is suited for residential, commercial, or live/work use (buyer to verify permitted uses). Positioned on Jacksonville's main thoroughfare, generous ceiling heights and abundant natural light complement a welcoming front porch, fully fenced backyard, two detached outbuildings, and the original hand dug well, a reminder of the property's long history. Equally suited as a private residence, boutique business, or short-term vacation rental, this is one of those properties that invites imagination from the moment you arrive.

700 N 5th Street, Jacksonville
$482,000
2 Beds ⋅ 1 Baths ⋅ 220225555 MLS
Built in 1912, this classic Jacksonville home reflects the character and craftsmanship of an earlier era. This 2 bedroom, 1 bath property is suited for residential, commercial, or live/work use (buyer to verify permitted uses). Positioned on Jacksonville's main thoroughfare, generous ceiling heights and abundant natural light complement a welcoming front porch, fully fenced backyard, two detached outbuildings, and the original hand dug well, a reminder of the property's long history. Equally suited as a private residence, boutique business, or short-term vacation rental, this is one of those properties that invites imagination from the moment you arrive.

700 N 5th, Jacksonville
$720,000
3 Beds ⋅ 3 Baths ⋅ 220225071 MLS
Move-in ready and located in one of Jacksonville's most desirable neighborhoods, this beautifully updated 3-bedroom, 2.5-bath home offers the perfect blend of comfort and convenience. Just moments from walking paths, parks, sports courts, vineyards, Jacksonville Elementary and Historic Downtown Jacksonville, the location is hard to beat. The spacious layout features vaulted ceilings, abundant natural light, a main-level living area with two guest bedrooms, and an upstairs primary suite plus a versatile bonus room. Recent improvements include a NEW (within 12 months) Roof and fencing, newer appliances, and tasteful interior cosmetic updates. Enjoy covered front and back porches, RV parking, a detached 2-car garage, garden space, and a fully landscaped yard ready to enjoy.

975 Beverly Way, Jacksonville
$1,585,000
3 Beds ⋅ 2 Baths ⋅ 667754935 MLS
A rare and enchanting commercial opportunity in the heart of Jacksonville, Oregon, Tiger Lily Inn & Venue Center is more than a property -- it is a destination. Steps from downtown shops, restaurants, wine country experiences, Britt Festival and the Historic Core, this curated venue blends storybook character, established event appeal, lodging potential and flexible commercial use. Known and loved as a boutique wedding and special-event venue, the property offers an intimate garden setting for weddings, reunions, retreats, private celebrations and unforgettable gatherings, with lush grounds, outdoor areas, guest accommodations and a bridal/flex studio. Historic Core commercial zoning may invite future possibilities such as boutique hospitality, wine tasting, culinary, wellness, private club, creative office/event use or additional improvements, subject to City approval and buyer due diligence. A distinctive Southern Oregon opportunity with beauty, brand identity and room for vision.

215 S 4TH ST, Jacksonville
$1,585,000
220224077 MLS
A rare and enchanting commercial opportunity in the heart of Jacksonville, Oregon, Tiger Lily Inn & Venue Center is more than a property -- it is a destination. Steps from downtown shops, restaurants, wine country experiences, Britt Festival and the Historic Core, this curated venue blends storybook character, established event appeal, lodging potential and flexible commercial use. Known and loved as a boutique wedding and special-event venue, the property offers an intimate garden setting for weddings, reunions, retreats, private celebrations and unforgettable gatherings, with lush grounds, outdoor areas, guest accommodations and a bridal/flex studio. Historic Core commercial zoning may invite future possibilities such as boutique hospitality, wine tasting, culinary, wellness, private club, creative office/event use or additional improvements, subject to City approval and buyer due diligence. A distinctive Southern Oregon opportunity with beauty, brand identity and room for vision.

215 S 4th Street, Jacksonville
$1,585,000
3 Beds ⋅ 3 Baths ⋅ 220224076 MLS
A rare offering in the heart of Historic Jacksonville, Tiger Lily Inn blends storybook charm, refined design and flexible living/income potential just steps from shops, dining, Britt, wine tasting and Doc Griffin Park. Set on approx. .23 acre with two beautifully curated buildings, the property includes two exquisite guest suites, 3 baths, inviting living areas, designer finishes, layered textures, romantic décor, gardens, patios, event lawn and a bridal/flex studio opening to the outdoors. Every space feels thoughtfully composed, warm, elegant and memorable. Currently known as an intimate inn and special-event setting, for weddings, celebrations, gatherings & reunions it also lives beautifully as a private residence, guest retreat or multigenerational compound. Seller believes additional cottage-style improvements may be possible; Buyer to verify with City. Historic Core zoning creates added versatility; all future use subject to City. Inquire for full details.

215 S 4th Street, Jacksonville
$879,000
2 Beds ⋅ 3 Baths ⋅ 220220508 MLS
Rare opportunity to own a newer mixed residential & commercial building in the HC zone district of historic Jacksonville. HC zoning allows multiple commercial uses, as well as both overnight & long-term residential. The main floor currently consists of 2 office spaces w/ high ceilings in the front office & fir flooring, separated by an ADA bathroom & storage rm. The back office includes a kitchenette. The upper floor offers a 2-bedrm spacious apt w/ open concept living, dining & kitchen w/ access to a balcony that views downtown. The kitchen features custom cabinetry, fir counters, & a pantry. The apt also has a powder room, large laundry area, guest bedroom & primary suite w/ a full bath w/ a large shower, walk in closet, & access to a balcony overlooking the private backyard. Behind the main bldg. a detached 2 car finished garage has a 2nd floor w/ a ½ bath & heating/air on each level. Many possibilities for this unique property located right in the heart of Jacksonville!

240 S Oregon Street, Jacksonville
$649,900
3 Beds ⋅ 2 Baths ⋅ 220216435 MLS
From the welcoming front porch where countless memories have been made with family and friends to the light-filled interior, this home invites you to settle in and stay awhile. Make traditions of gathering, entertaining, and creating lasting moments. This elegant Craftsman home in Nunan Square offers 3 bedrooms and 2 bathrooms, with a desirable main-level primary suite. An open, airy floor plan is filled with natural light and designed for effortless entertaining. The kitchen has been tastefully updated with granite countertops, stainless steel appliances, and deluxe custom lighting conveniently controlled right from your smartphone, if you choose. Impeccably maintained, with annual hvac services, a newer roof and exterior paint. Ideally located near the park and the heart of downtown Jacksonville, you'll enjoy easy access to restaurants, shopping, and the grocery store. A home that blends comfort, style, and location--this one is a must-see.

110 Taylor Street, Jacksonville
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The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated: