Jackson Homes with Outbuilding Exterior features

Jackson Homes with Outbuilding Exterior features

Welcome to Jackson County, Oregon, where scenic beauty meets vibrant community living! Nestled in the heart of the Rogue Valley, Jackson County boasts a stunning landscape characterized by rolling hills, lush vineyards, and the majestic presence of the Cascade Mountains. With a rich history and a diverse culture, this county is home to charming towns like Ashland, known for its renowned Oregon Shakespeare Festival, and Medford, a hub for outdoor activities and local wineries.

One of the most enticing features of homes in Jackson County is the availability of properties with outbuildings. These versatile structures offer endless possibilities, whether you're looking for a workshop, studio, or additional storage space. Imagine transforming an outbuilding into your dream art studio, a cozy guesthouse, or a functional workspace that inspires creativity and productivity. The exterior features of these homes often complement the natural beauty of the region, with spacious yards, lush gardens, and breathtaking views that create an idyllic setting for outdoor living.

Living in Jackson County means embracing a lifestyle rich in outdoor adventures, from hiking and biking in the stunning Rogue River National Forest to exploring the unique shops and restaurants in downtown Ashland. With a strong sense of community and a commitment to preserving the area's natural beauty, Jackson County is not just a place to live—it's a place to thrive. Discover your perfect home with an outbuilding today and start your journey in this beautiful corner of Oregon!

Newest Jackson Homes with Outbuilding Exterior features

$475,000
3 Beds ⋅ 1 Baths ⋅ 775908555 MLS
If you're looking for an updated cottage on nearly an acre that's right across from a family friendly park (Palmerton Arboretum Park) & mins away from downtown Rogue River, this is the one for you! This charming property features 3 bedrms, 1 bathrm, 1526 sq ft, vaulted ceilings, galley kitchen (butcher block countertops, vintage appliances, deep farm sink), birch hardwood flooring, central A/C, 4 outbuildings (2 story barn w/ RV power plug & water hook ups, RV carport, woodshed, detached shop), gated entry, 2 irrigation wells, fenced garden area, 2 driveways (perfect property for an ADU, but confirm w/ city of Rogue River building dept), & much more! Since the owners bought the property in 2016, owners spared no expense towards updating this beautiful property (roof, hvac, vaulting the living room ceilings, bathrm, kitchen, interior/exterior paint, woodstove, enclosed porch). Property is tied to city services as well! Very rare opportunity to find a property like this so close to town!

295 W EVANS CREEK RD, Rogue River
$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
$544,900
3 Beds ⋅ 2 Baths ⋅ 761625823 MLS
TAX DEFERRAL AND SUBDIVIDABLE / PRICE REDUCTION/ MOTIVATED SELLER! There is lending available for this property.Rare 96-Acre Mountain Retreat near the Rogue River! Don't forget to watch the video attached to this listing to see the beauty ofowning nearly an entire mountain with this exceptional 96-acre property offering privacy, natural beauty, and incrediblepotential. This nearly 1,800 sq. ft. older mobile home is perfect to update, replace, or live in while you build your dream home. Asecond dwelling may also be possible (buyer to verify).Enjoy a gardener’s paradise with a fully tall fenced ¼-acre garden complete with irrigation, plus a year-round irrigation stream that runs through the property. The expansive 2,000+ sq. ft. barn/workshop includes multiple rooms, ideal for storage, hobbies, or livestock. Additional amenities include an older hog pen, a large fenced dog run, multiple RV hookups, and several spacious carports for vehicles or equipment. The property spans both sides of the freeway, including land on the scenic Rogue River side—offering endless possibilities for recreation, shing, or future development. The long, paved driveway winds through the natural landscape, providing easy access and a beautiful approach to your mountain estate. Merchantable timber adds long-term value, and a great producing well provides reliable water. This is a truly unique opportunity to own a vast piece of Southern Oregon’s beauty—perfect for those seeking a private mountain retreat, working farm, or investment property with incredible potential. Buyer to verify all details and no showings without appointment.

4950 FOOTHILL BLVD, Grants Pass
$699,900
2 Beds ⋅ 2 Baths ⋅ 658767959 MLS
Fisherman's retreat on the world-famous Rogue River! This prime riverfront prop. offers a beautiful setting w/seasonal Salmon/Steelhead runs right out your back door. Enjoy rolling low-bank frontage/your own private boat launch, and concrete dock perfect for relaxing/taking in the river/forest. Home is already updated - features upgraded LVP floors/barn doors/newer roof/paint/cabinets, a newly built expansive deck w/plenty of space for entertaining, and a functional kitchen w/dining area overlooking the large yard and river. Detached 2nd bedroom/office w/half bath adds flexibility. Functional multi-space shop, w/additional carport/RV pkg/irrigation pump/fenced dog run/mature landscaping complete the package. Minutes to Shady Cove/Lost Creek Lk./hunting/hiking/rafting/vineyards/endless recreation/short jaunt Crater Lk. Natl. Park. Potential income producing short term rental. Don't miss this rare opportunity!

24990 HIGHWAY 62, Trail
$625,000
2 Beds ⋅ 2 Baths ⋅ 757700715 MLS
Perched high above the valley on 16.81 private acres, this custom-crafted cabin captures breathtaking views of Table Rock, Mt. McLoughlin, and Mt. Ashland from its expansive 44' x 31' wraparound covered porch. The peaceful setting offers wide-open vistas, abundant wildlife including deer and wild turkey, and even a historic 1800s gold mine that adds character and story to this one-of-a-kind property. Inside, warm hardwood floors span the main living areas, while large windows fill the home with natural light. The inviting living room features a stone wood-burning fireplace and soaring vaulted, beamed ceiling. Just off the living space, the dining area has sliding doors to the covered patio making it perfect for indoor-outdoor living. The kitchen is thoughtfully designed with granite countertops, stainless steel appliances, an island with bar seating and lots of prep space. A main-level bedroom with a double closet and a full bathroom offers flexibility for guests or multi-generational living. There's a convenient laundry room on the main level with a sink and built ins for storage. Upstairs, a loft with a skylight and built-in bookshelves creates an ideal reading nook or home office. The spacious primary suite showcases vaulted ceilings, a walk-in closet, and a private bath complete with dual vanities and a glass walk-in shower. Additional features include a detached bonus room with a vaulted ceiling that's ideal for a studio, office, or fitness space, a distinctive two-car garage that opens on three sides to function as a breezeway, and a detached shop divided into three separate rooms for projects, storage, or workspace. A generous dog run is ready for your four-legged companions. Enjoy the tranquility of country living with the convenience of being just 15 minutes from local restaurants and the Rogue Valley International–Medford Airport. *See updates list in documents.

5655 TAMARACK LN, Central Point
$485,000
3 Beds ⋅ 2 Baths ⋅ 195284107 MLS
Head to the hills! Bucolic 2.48 acres, bordering BLM land and Poorman's Creek, part of the old Pearce Placer Goldmining Claim in George Black Gulch.Remodeled throughout with vaulted and beamed ceilings, second kitchen, open floor plan. RV parking with water, power and septic hook-up. Workshop, garage and cabin.

4539 HWY 238, Jacksonville
$8,500,000
4 Beds ⋅ 3 Baths ⋅ 23696912 MLS
Welcome to Red Lily Vineyards, one of the most acclaimed vineyards in the esteemed Applegate Valley of Southern Oregon. Renowned for its exceptional wines and captivating scenery, Red Lily Vineyards presents an alluring mix of established wine and agri-business with great opportunities for event and hospitality expansion. It's not just a business; it's a gateway to an extraordinary experience and a haven for those seeking a rare and sought-after investment and lifestyle opportunity. This 255-acre ranch and estate boasts strong water rights, breathtaking river frontage, a state-of-the-art winery, mature vineyards, and an expanses of quality irrigated land for vineyard and agricultural expansion plus perhaps the most iconic and well-trafficked wine tasting experience in Southern Oregon. Nestled atop a secluded knoll, commanding picturesque views of the Applegate Valley, is the main residence, a quintessential American cedar shingle-style home boasting over 4,000 square feet of living space. The second home, known as the winemaker's house, is a delightful farmhouse that has been thoughtfully updated. With its well-established reputation and a wealth of infrastructure, Red Lily provides an excellent platform for business expansion. This includes options for expanding vineyard and agri-business operations, developing a hospitality business with a focus on events such as destination weddings, as well as on-site accommodations like bed and breakfast and cabin rentals. An additional estate dwelling and farm-to-consumer sales are also relevant opportunities. This rare gem offers an unparalleled setting with 3,300 feet of Applegate River frontage and convenient access to incredible outdoor activities. The phenomenal location is a short commute from all the conveniences of Jacksonville and Medford and is centrally located within Southern Oregon. The offering is a hybrid sale that includes the business, brand, and real estate. Owner terms may be available. Thank you!

11777 Highway 238, Jacksonville
$325,000
2 Beds ⋅ 1 Baths ⋅ 22257576 MLS
Rare opportunity to own a true off-the-grid retreat that is completely surrounded by thousands of acres of BLM land! This unique offering boasts privacy and security that are often only dreamt about. Developed by the founders of Home Power magazine and designed to be a model for off-grid and self-sustainable living. Esive solar array and battery bank powers the property and is backed up with generators. The uniqueness, privacy, and ability to live sustainably make this a rare opportunity.

10000 COPCO RD, Ashland
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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: