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$2,875,000
3 Beds 2 Baths 220203910 MLS
Here is a One of a Kind Estate. This beautiful custom home was designed for gracious living and exclusive entertaining. Incredible views of Smith Rock and first hand views of your cattle grazing in the field that is irrigated with a Pivot. This 48+ acre property has a gated entry, 2800 sq ft shop with bathroom / office, a 2160 sq ft hay barn, squeeze chute, corrals and a 4 post vehicle hoist. The hay field produces approx. 100 ton per year. The expansive home has an outdoor kitchen for the ultimate in BBQ festivities. Inside this incredible home you will find floor to ceiling windows with automatic shades and beautiful Hickory wood floors. The primary suite has it's own inside Hot tub room complete with Sauna. The kitchen is a Chef's delight with propane range that has a pot filler, two dishwashers, two microwaves, Viking refrigerator, Hickory cabinets and Leathered Granite countertops. The over-sized two car garage is heated and has built in cabinets and hot water tap.

7215 NE 33rd Street, Redmond

Listing courtesy of Abbas Real Estate LLC.

$199,000
3 Beds 1 Baths 220202684 MLS
Looking for a rustic feel that's close to town. Look no further. This spacious, almost 2000 square foot home in Chiloquin is near the Williamson River, Pacific Crest Trail, Crater Lake, Kla-Mo-Ya casino, gas station, schools, restaurants and bars and community center. This home has 175 square foot unfinished basement, metal roof, freshly painted outside and most of the rooms inside. Peaceful corner lot on almost a quarter of an acre with lots of trees and nature at your front door. There is a rec room that could be used as an additional bedroom. Huge living room-built ins and lots of vintage character throughout the house. This is a must see. Schedule your showing today. Seller motivated due to health issues.

409 E Ash Street, Chiloquin

Listing courtesy of Fisher Nicholson Realty, LLC.

$3,250,000
4 Beds 6 Baths 220202198 MLS
One of a kind, Old East Medford estate nestled on over 2 acres of lush, park-like grounds! An Old English country-style home, its charm timeless. In addition, a 2-car garage, an elegantly appointed 1 bed/1 bath guest house, a newly built pool w/automatic cover & pool house w/living area & full bath. A spacious 3+ car garage & workshop w/convenient alley access, complemented by a beautiful, gated entry & a newly paved circular driveway encircling the entire property. Built in 1910, the house has witnessed more than a century of changing seasons, preserving its timeless elegance & charm. Majestic trees w/wide canopies provide shade for picnics & games, while a charming orchard of apple & pear trees add seasonal beauty. The estate is truly a sanctuary, a perfect blend of history, nature & modern living. Great care was taken to honor the main residence's original character yet all the wiring, plumbing & mechanical systems have been completely replaced & new structural supports added.

1503 E Main Street, Medford

Listing courtesy of John L. Scott Medford.

$347,500
220201152 MLS
High Exposure Business Location. Also well located for residence. Close to shopping and bus lines. 3 bedrooms, family room with fireplace. Owner user, live in your place of business, or lease out as investment. Great Corner Location for offices or service businesses. Masseuse shop, beauty salon, attorney offices, accountants, etc. Versatile zoning C-SP allows many uses. Property is VACANT, ready to occupy. New roof, new carpet, new paint inside and out, new 200-amp service and circuit breaker panel. Fenced side yard and fenced RV Parking with 10-foot gates. $1,500 credit for new kitchen appliances and seller will provide one year home warranty policy with American Home Shield. Property is broker owned.

1204 W Main Street, Medford

Listing courtesy of Dayspring Real Estate Corp.

$890,000
220198988 MLS
Formerly home to the Central Oregonian office, production, and warehouse operations, this property offers an opportunity for owner/user, investor, or redevelopment in Prineville. Spanning two tax lots, it provides versatile mix of office, production, warehouse, and storage with flexible zoning supporting a wide range of commercial uses. The main building includes approximately 7,800 SF of office and production space on 0.37 AC with Main Street frontage and visibility. The adjacent parcel includes a 4,644 SF warehouse, storage building, and alley access, providing functionality for operational or redevelopment scenarios. With C2 zoning, the property allows general retail, light assembly, light manufacturing, childcare, professional services, and residential units above commercial space. The configuration, location, and zoning flexibility make it ideal opportunity for an owner/user seeking a campus-style setup, live/work conversion, or phased redevelopment with future upside.

558 N Main Street, Prineville

Listing courtesy of NAI Cascade.

$284,000
220198381 MLS
Back on the market and ready for a new owner! Here's a solid investment opportunity in the charming town of Merrill, Oregon. This rare duplex offers two separate units, each with its own address and layout. 425 W 1st St (3 Bed / 1 Bath): This larger unit features three bedrooms, a recently remodeled bathroom, and a comfortable living space with two fireplaces. You'll also find a spacious mudroom, dedicated laundry room, cozy living area, and a fenced backyard ideal for outdoor use or gardening. 131 N Polk St (2 Bed / 1 Bath): This unit offers two bedrooms, one bathroom, and convenient garage access. The interior has an unexpectedly spacious feel with two separate living areas, allowing flexibility for tenants, guests, or home office space. Recent improvements include a new roof (2013), updated energy-efficient windows (2014), fresh exterior paint (2022), and new flooring in the two-bedroom unit. The property is currently fully occupied, making this a great investment opportunity.

425 W 1st Street, Merrill

Listing courtesy of Fairfield Realty.

$1,999,000
3 Beds 4 Baths 220196101 MLS
This exceptional custom ranch blends modern elegance with rural charm, just minutes from Prineville. Enjoy breathtaking views of the Crooked River Valley from the beautifully designed single-level home, featuring hardwood floors, granite countertops, a copper farmhouse sink, and a chef's kitchen with a spacious island, stainless steel appliances, and the butlers pantry provides ample storage. The great room and expansive covered back patio with a fireplace, swim spa, and lush landscaping create an entertainer's dream. The private primary suite boasts a spa-like bath, a huge walk-in closet, and peaceful views. A generous den offers flexibility as an office or extra bedroom. Equestrian enthusiasts will love the six-stall barn with large runs, tack room, roping arena, and cattle turnouts. A 3-bay shop provides abundant storage and workspace, and guest quarter. Whether you're seeking a working ranch or a private retreat, this property offers the perfect blend of comfort and functionality.

2250 S Main Street, Prineville

Listing courtesy of Windermere Realty Trust.

$739,000
3 Beds 4 Baths 220187105 MLS
EZ to show. Fully upgraded in/out and top to bottom custom home with Vineyard! Enjoy the best lifestyle sipping your wines on your large quiet & private paver patio. Quick drive to airports. Custom made cabinets & doors, wood floors, 2 new wells for home & irrigation;2 septics; EZ care wine vines on timers & drips. Owner just needs to flip a switch ON for June-Oct.! RV pad with hook-ups and legal deeded access off Apollo Road. 504 sq possible ADU w half a bath ideal for wine-making. and storage Membrane roofs on all buildings in 2020, new SS appliances, close to town and minutes to RDM airport. Easy care beautiful grounds with drip irrigation. Heated shop, crane, 220; all systems updated. ( Dual listing ) Great Hobby farm/vineyard where the 2024 yield has produced over 1 ton of wine grapes= 720-800 bottles of wine which has been conveniently harvested and bottled by a local Award Winning winery.Buyer responsible to continue this arrangement if desired. Broker is related to Owner.

2651 N Main Street, Prineville

Listing courtesy of Deschutes Realty.

$739,000
3 Beds 4 Baths 220187103 MLS
Easy to show! Upgraded home with outbuildings includes 504 SQ ft building w heat + half bath possible for ADU where zoning allows separate living quarters. A Frank Lloyd Wright inspired home has been remodeled & updated from top to bottom, inside & out. Custom cabinets + doors , new kitchen w SS appliances, red oak floors, NG heating, cooling, electrical, membrane roofs on all buildings in 2020, 2 newer well pumps & 2 septics w RV pad & hook-ups w a second access from Apollo Rd. So much car storage w overhead cranes (Gantry) in heated shop w sink, kiln and root cellar. Covered NG BBQ grilling station. Backup wood furnace in the home Greenhouse/lush backyard garden and grapevines are easy to care for with drip irrigation and drought resistant plants in front. Enjoy the quiet private backyard on the large paver patio under the stars by the firepit. Easy living but a great place for entertaining. NO HOAs or covenants. Near Airport.Broker related. Septic pumped and DEQ report in docs.

2651 N Main Street, Prineville

Listing courtesy of Deschutes Realty.

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