Jackson Homes with City View

Welcome to Jackson County, Oregon—a picturesque region that seamlessly blends natural beauty with vibrant community life. Nestled in the heart of southern Oregon, Jackson County is renowned for its stunning landscapes, including the majestic Cascade Mountains and the charming Rogue River. This area offers a wealth of outdoor activities, from hiking and fishing to wine tasting in the famed Rogue Valley vineyards.

For those seeking a home that combines comfort with breathtaking views, Jackson County boasts an array of properties with stunning city views. Imagine waking up each morning to panoramic vistas of the rolling hills and twinkling city lights of Medford or Ashland. These homes are not just residences; they are a gateway to a lifestyle enriched by nature and community.

Whether you prefer a cozy bungalow or a spacious modern estate, Jackson County has something to suit every taste and budget. Many of these homes feature expansive windows and outdoor living spaces designed to maximize the breathtaking views, making them perfect for entertaining or simply enjoying a quiet evening at home.

In addition to the scenic beauty, Jackson County is home to a thriving arts scene, exceptional schools, and a welcoming atmosphere, making it an ideal place for families, retirees, and everyone in between. With its unique blend of urban amenities and rural charm, Jackson County offers a lifestyle that is both enriching and fulfilling.

Explore the possibilities of finding your dream home with a city view in Jackson County, where every day feels like a retreat in the great outdoors. Your new life awaits!

Newest Jackson Homes with City View

$195,000

2 Beds ⋅ 1 Baths ⋅ 327122596 MLS

This cute and cozy condo is looking for its next owner. Whether you're a first-time home buyer or an investor looking for your next rental (great tenants included). This 2 bed, 1.5 bath, 960 sq ft home is spacious with a great floor plan. The main level features a dining room, open kitchen, living space with access to the private backyard patio and half bathroom with laundry facilities. The second level offers two spacious bedrooms, and a large bathroom. Additional benefits include an HOA, which covers Trash, Water, Sewer.

1215 W MAIN ST Unit #D, Medford

$195,000

2 Beds ⋅ 2 Baths ⋅ 220225925 MLS

This cute and cozy condo is looking for its next owner. Whether you're a first-time home buyer or an investor looking for your next rental (great tenants included). This 2 bed, 1.5 bath, 960 sq ft home is spacious with a great floor plan. The main level features a dining room, open kitchen, living space with access to the private backyard patio and half bathroom with laundry facilities. The second level offers two spacious bedrooms, and a full bath. Additional benefits include an HOA, which covers Trash, Water, Sewer.

1215 W Main Street D Unit D, Medford

$1,750,000

4 Beds ⋅ 6 Baths ⋅ 220225874 MLS

Rarely does an opportunity like this come along! Nestled on 6.74 private acres just minutes from Central Point and historic Jacksonville, this exceptional estate offers breathtaking panoramic views, private gated entrance and an incredible setting. The expansive home is ideal for multi-generational living with generous living spaces, hardwood floors, custom cabinetry, chef's kitchen featuring huge prep island, double ovens, built-in refrigerator, trash compactor, and abundant storage. Luxurious primary suite is a true retreat, while the flexible floor plan provides room for extended family, guests and recreation. Outside enjoy your own private resort with beautiful inground swimming pool, spacious patios, and endless areas to entertain or relax while enjoying the views. Car enthusiasts will love the massive 10-car garage/shop with ample workspace. RV parking, privacy and quality craftsmanship complete this one-of-a-kind Southern Oregon estate. This is a once-in-a-lifetime estate!

4459 Old Stage Road, Central Point

$675,000

3 Beds ⋅ 2 Baths ⋅ 220225865 MLS

OPEN HOUSE this SATURDAY and SUNDAY FROM 12:00 till 2:00. Discover your dream property just minutes from historic Jacksonville, OR! Situated on 1.27 acres, this home features a lavender garden, in-ground pool and breathtaking, panoramic views of the Rogue Valley, Roxy Ann, & Mount McLoughlin. The spacious 2,942 SF home is 3 bedrooms, 2 bathrooms, and a large sunroom. Ideal for multi-generational living, the daylight basement offers massive potential if buyer adds a kitchenette (check with county) for a private guest suite or a VRBO rental. Enjoy a gas fireplace upstairs and a cozy wood fireplace downstairs. Hobbyists will love the massive existing detached 4-bay garage and shop area. Looking for more detached flex space? The new detached shop process is underway with a brand-new in-ground water holding tank & foundational work started--perfect for a future home office, school space, or an art studio. Outdoors, enjoy an in-ground swimming pool, 1 acre of irrigation.

2076 Jasmine Avenue, Medford

$2,400,000

3 Beds ⋅ 2 Baths ⋅ 220225850 MLS

One of the Rogue Valley's premier estate settings, this extraordinary 164-acre Ashland offering is paired with a proposed luxury residence by Asher Homes. The single-level design offers 2,778 sq ft with 3 bedrooms, 2 baths, a 912 sq ft 3-car garage, and walls of glass framing mountain and valley views. Refined finishes include large-plank hardwood, custom built-ins, a stone fireplace, metal roofing, and covered outdoor living with built-in BBQ and fireplace. Designed to Earth Advantage Platinum standards, the home features high-efficiency HVAC, solar-ready infrastructure, EV charging, generator tie-in, and wildfire-conscious materials. The build package includes vertical construction and an infrastructure allowance for driveway, septic, well systems, power, propane, water storage, trenching, and utility connections. Land offers 2,220 feet of Cove Creek frontage, a 48 GPM well, and paved access. Plans and pricing subject to site conditions, permitting, selections, and builder approval.

312 Sky Ridge Road, Ashland

$739,000

4 Beds ⋅ 2 Baths ⋅ 220225773 MLS

Experience contemporary Northwest living in this one-of-a-kind 4 bed, 2 bath w/elevated views & beautiful natural surroundings. Adventure awaits just outside your door w/convenient access to miles of hiking & biking trails. Thoughtfully designed w/versatile living & dining areas to accommodate every occasion. Vaulted great room featuring a gas fireplace w/tile surround & a wall of windows. Well-appointed kitchen showcasing white painted cabinetry, leathered granite countertops, tile backsplash & large pantry. The primary suite is a true private retreat w/direct access to a secluded deck w/hot tub, luxurious ensuite & oversized dual closets. Enjoy year-round outdoor living from the expansive terrace w/both covered and open-air spaces. The perfect setting to relax or entertain while taking in the stunning mountain views. Mature, landscaped grounds w/raised garden beds plus a 2-car garage complemented by an adjacent covered area. Ideal for additional parking or versatile storage!

1000 Ivy Lane, Ashland

$1,350,000

5 Beds ⋅ 6 Baths ⋅ 220225703 MLS

Live the Southern Oregon Dream! Welcome to an extraordinary Ashland estate where breathtaking views of Mount Ashland, the Cascades, downtown Ashland, and surrounding vineyards create a spectacular backdrop. Nestled behind a private gated entrance on 5 acres, 3 TID irrigated, this custom-built 5 bedroom, 6 bath home offers luxury, privacy, and versatility. Whether you're seeking a peaceful retreat, a multigenerational home, or space to operate a home-based business, this property adapts to your lifestyle. The thoughtfully designed floor plan features TWO private suites with their own entrance, ideal for extended family, a professional office, or creative studio. Garden beds, fruit trees, space for horses, animals, a 28 GPM well, RV hookups w/220, abundant parking, just minutes from the Shakespeare Festival, galleries, wineries and award-winning restaurants. You'll enjoy the best of country living without sacrificing convenience. Luxury. Privacy. Self-sufficiency. Endless possibilities.

808 Pompadour Drive, Ashland

$835,000

4 Beds ⋅ 5 Baths ⋅ 220225529 MLS

This summer, enjoy your very own sparkling in ground pool! Breath-taking panoramic valley views set the stage for this exceptional 4,226SF East Medford estate. Thoughtfully remodeled, the home offers 3 bedrooms plus office/4th bed with built-ins and 4.5 bathrooms. The open kitchen is both elegant and functional, featuring a large island with seating, breakfast bar and expansive walk-in pantry. Vaulted ceilings elevate the dining area as it overlooks sweeping valley views. The living room invites warmth with bay windows & wood-burning fireplace. A versatile bonus room w/full bath & private entrance offers an opportunity for multigenerational living. The split-level design leads to a grand upper-level primary retreat w/access to pool. Outdoors, lush landscaped grounds include waterfall feature, pond, greenhouse, raised garden beds, RV parking & detached 3-car garage w/workshop. Seller is offering adjoining 6.87acre lot at 0 Cherry Lane, TL#22000, SFR-00, as a package deal for $1,145,000.

4935 Cherry Lane, Medford

$650,000

3 Beds ⋅ 3 Baths ⋅ 220225396 MLS

AMAZING VIEWS! Stunning 2016 single-level home in Eagle Point with open-concept living, dark engineered hardwood, vaulted ceilings with exposed beams, and a chef-inspired kitchen boasting granite counters, light wood cabinetry, stainless appliances, and large center island with bar seating. Living areas flow to a spacious covered deck with retractable awning and panoramic Rogue Valley and mountain views. Primary suite features luxurious bath. Versatile finished bonus space and detached garage/shop add flexibility. Mature landscaping, ample parking, and excellent curb appeal. Desirable neighborhood near amenities with easy access to Medford. Inquire with agent for more details!

367 Avalon Terrace, Eagle Point

$1,899,000

4 Beds ⋅ 4 Baths ⋅ 220225368 MLS

Welcome to this one-of-a-kind custom ICF-built home with breathtaking panoramic views just minutes from downtown Ashland! This 4 bed, 3.5 bath, 4,972 sqft home offers a main-level office, multiple large storage rooms, and plenty of space for entertaining. The upper level features a spacious primary suite with a private balcony, plus (2) additional bedrooms and a bonus loft (not included in storage). The lower level is ideal for multigenerational living with a large entertainment area, wet bar, bedroom, bathroom, and bonus office/storage space. Situated on 14.78 acres, (house on 1 acre), 13.8 acres currently in hay production, with rare dedicated unlimited TID irrigation. Propane has been plumbed both interior and exterior to add a fireplace or connect your BBQ if desired. Also includes an approx. 1,500 sqft detached shop, barn with (6) 12x12 stalls, riding arena, plus (2) full RV hookups and 50-amp available at the barn, and endless opportunities for horses, livestock, or hobby farming

40 Ashland Acres Road, Ashland

$1,500,000

3 Beds ⋅ 3 Baths ⋅ 220225350 MLS

Discover unmatched privacy on this spectacular 200-acre Southern Oregon retreat just 30 minutes from downtown Medford. This custom 2,400 sq. ft. home is thoughtfully built above an impressive 2,400 sq. ft. shop and showcases breathtaking panoramic views from nearly every room and the expansive elevated deck. The home features 3 bedrooms, 3 bathrooms, and a chef's kitchen designed for entertaining. The massive shop offers soaring ceilings, in-floor radiant heat, and abundant space for RVs, equipment, vehicles, or hobbies. A 24kW solar system provides exceptional energy efficiency and peace of mind. Surrounded by abundant wildlife and endless outdoor recreation, this rare property is ideal as a full-time residence, hunting retreat, or luxury Oregon getaway. Towering trees, open meadows, and rolling terrain create an unforgettable setting with exceptional privacy, incredible star-filled nights, and room to explore, hike, ride, or simply enjoy the beauty of Southern Oregon.

7036 Griffin Lane, Jacksonville

$240,000

220225236 MLS

This 5.92-acre property has it all. Sweeping vistas and total privacy on a coveted central location. Build at the top of the parcel to take in panoramic views of the Rogue Valley, from Table Rock and Roxy Ann to Grizzly Peak. Or tuck your home lower on the land for unmatched seclusion and quiet. At the end of a shared drive and surrounded by estate properties, this peaceful setting feels worlds away, yet is just minutes from the restaurants, shopping and medical care of Ashland, Jacksonville and Medford. Ready for your vision, with septic and homesite approvals and a high-producing well (40 GPM when drilled). Owner may carry at 5% interest with 50% down, 30-year amortization, and balloon payment in 5 years.

4359 Pioneer Road, Medford

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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: