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$999,999
3 Beds 4 Baths 220213531 MLS
Stunning home sitting on 1.10 acres in Sunset Hills neighborhood. Unique multi-generational living opportunity, plus a shop! Greeted by the large wrap around deck, walk into this home featuring 4,498 sqft, 3 bed, 3.5 bath, vaulted ceilings and tons of natural light. Large Kitchen with walk-in pantry. Family Room with cathedral windows, cozy fireplace and access to the back deck with calming pond and water feature. Spacious Primary Bedroom on the main floor with walk-in closet, large bathroom featuring jetted soaking tub and tiled shower. 2 bedrooms, full bath, loft/office upstairs. Downstairs from main level is a fully finished basement with full kitchen, 2 rooms, full bath and living room space. Private exterior entrance and can be closed off from the main house. New exterior paint, wrap around driveway with new asphalt, new true 2 car garage door to the main home. Nice size shop with loft/workspace area on the 2nd level. Explore Matterport link to fully experience homes floorplan!

750 NE Wyoming Drive, Prineville

Listing courtesy of Ninebark Real Estate.

$999,000
3 Beds 4 Baths 220226162 MLS
Located in Skyliner Summit in Northwest Bend, this custom home borders one of the neighborhood's expansive HOA greenspaces, creating a park-like setting with nearby trails, parks and easy access to Phil's Trail, Shevlin Park and Northwest Crossing. Designed for entertaining, the chef's kitchen features granite countertops, double ovens, double dishwashers and generous prep space flowing to multiple decks overlooking mature trees and a tranquil water feature. The main-level office sits beside a full bath, offering an ideal fourth bedroom or guest suite. Upstairs, all three bedrooms feature ensuite baths, while the expansive bonus room has been transformed into a stadium-style home theater with projector and built-in surround sound. Two wet bars, abundant storage--including a large under-house storage area--a new roof in 2022, and thoughtfully designed gathering spaces complete this exceptional Northwest Bend home.

121 NW Outlook Vista Drive, Bend

Listing courtesy of eXp Realty, LLC.

$999,000
4 Beds 3 Baths 220220267 MLS
2.75% assumable loan available for qualified buyers. Call for details. Custom 3,271 sq ft home with 4 bdrms, 3 bths, PAID OFF Solar, two living rooms, craft room, and more. Interior features include; hickory hardwood floors, hickory cabinetry, tiled bathrooms, and stainless steel appliances. Wraparound deck with panoramic 360° views. Property includes over 5,650 sq ft of outbuildings: 30x60 shop, 19x14 butcher shop, 24x30 wood-shop, 9x13 cooler, chicken coop, hay-barn, 10x15 office, multiple storage areas, and a 12x30 underground greenhouse. Out front is a berry garden, fruit trees (apple, pear, plum, nectarine), vegetable garden, and pantry with cold storage for long-term preservation. Additional features include guest quarters (32x12), play equipment, and a pool pad. Situated on two lots totaling 38 acres; property offers further subdivision potential into 2 acre lots. Located by Train Mountain; a popular tourist site.

36262 Highway 62, Chiloquin

Listing courtesy of eXp Realty LLC..

$999,000
6 Beds 4 Baths 220214168 MLS
What an opportunity to own a diamond in the rough and have lots of equity upon completion. There are 3.6 acres. 1.5 of the acres have underground irrigation with a pond, The property is close to Bend city limits for easy shopping. There are two RV storages w/ 14 foot doors with RV dump. Plus 5 bay heated shop with 220 power, mechanic pit in one of the bays and its own bathroom. It has two entrances to the property. Bring your hammer and paint brushes and make this jewel your wonderful palace. It needs updated from flooring to painting, but it has a lot of potential. The two level home has its own entrance to both levels. The bottom has two bedrooms, a full bathroom. and a big living area. On the upper level, the kitchen and one of the bathrooms have been remodeled. Sellers have most of the flooring available if the new buyers wish to continue with the same theme. This property has many possibilities from mother-in-law suite to contractor/construction company just to name a few.

19850 Rocking Horse Road, Bend

Listing courtesy of Realty Pros LLC.

$999,000
4 Beds 4 Baths 220202636 MLS
Looking for privacy without sacrificing convenience? This stunning 79-acre estate offers the best of both worlds—seclusion and sweeping views, just minutes from town. Surrounded by open grasslands and bordered by National Forest, this one-of-a-kind property features a beautifully crafted 2,900 sq ft home with 3 bedrooms, 2.5 bathrooms, an office, and a versatile bonus room that can serve as a 4th bedroom. Enjoy panoramic 360-degree views from every window. A detached two-car garage includes a charming guest house—perfect for visitors or multi-generational living. The property also boasts a large RV garage/shop, fully insulated with a 50-amp hookup, concrete floors, and a durable metal roof—ideal for storing all your Central Oregon adventure gear. Lovingly built and meticulously maintained, this home offers the peace and space you've been dreaming of, all within easy reach of town amenities. Don't miss this unique opportunity to live your Central Oregon dream!

4647 SW Belmont Lane, Madras

Listing courtesy of eXp Realty, LLC.

$995,000
4 Beds 4 Baths 220226109 MLS
A rare opportunity to complete an extraordinary custom estate on 48 private acres with commanding panoramic views of the iconic Smith Rock. Currently at the insulation stage, this remarkable residence offers the ideal opportunity for a new owner to personalize the finishes and create a truly one-of-a-kind legacy property in one of Central Oregon's most breathtaking settings. Designed to maximize the spectacular landscape, the thoughtfully crafted floor plan features expansive living spaces, soaring ceilings, and walls of windows positioned to capture the stunning view. Located just minutes from world-class hiking, climbing, golfing, and all that Central Oregon has to offer, this is an unparalleled opportunity to finish a custom luxury estate without starting from the ground up. Bring your vision and complete a home that is destined to become an exceptional retreat for generations to come.

70421 McKenzie Canyon Road, Terrebonne

Listing courtesy of Sunriver Realty.

$995,000
5 Beds 4 Baths 220217656 MLS
Discover contemporary luxury in this stucco home with stunning city & mountain views. Redesigned with classic exterior & sleek modern interior, the home provides elegant one-level living. Step through the foyer to an interior designed with views that invite seamless indoor/outdoor living. Bi-fold doors open to deck overlooking the private oasis with pool, patio, lower-level indoor lounge area & 3rd bedroom. The open-concept design highlights vaulted ceilings, wood floors, custom kitchen with top-tier appliances & well-appointed butler pantry. The home blends sophistication & comfort offering primary suite with spa-like elegance, fireplace, veranda & expansive views. Recently added 2-bedroom suite with kitchen, den & separate entry offers luxurious accommodations for guests or rental income! The property includes handsome office off the foyer, generous 2-car garage & terrace balcony. Nestled on a cul-de-sac with gated entry, the home offers timeless elegance with privacy & convenience.

1630 NW Olmar Drive, Grants Pass

Listing courtesy of Oregon Ranch and Home LLC.

$990,000
3 Beds 2 Baths 220224503 MLS
Discover the perfect blend of country living, agricultural opportunity, and multi-generational flexibility on nearly 50 picturesque acres. Featuring two residences and an impressive collection of outbuildings, this exceptional property is well-suited for agricultural operations, equestrian pursuits, hobby farming, or a private rural retreat. The updated 1966 main home offers 3 bedrooms and 1.5 bathrooms, blending timeless character with modern comforts. Hardwood floors, a spacious living room, and a bright sunroom create an inviting atmosphere for everyday living and entertaining. The remodeled bathroom features a tiled walk-in shower, soaking tub, and dual-sink vanity, while the upscale laundry room includes generous wine storage--a fitting touch for the property's winemaking heritage. A separate 3-bedroom, 2-bath manufactured home provides comfortable accommodations for a vineyard manager, farmhand, extended family, or potential rental opportunity, adding exceptional versatility to

1329 Larson Road, Roseburg

Listing courtesy of Umpqua Legacy Realty LLC.

$989,000
5 Beds 4 Baths 220223317 MLS
Escape the summer heat at your own private Southern Oregon retreat! Nestled on peaceful acreage with the North Fork Little Butte Creek flowing through the property, this one-of-a-kind estate offers cool mountain air, unmatched privacy, and abundant wildlife. Enjoy hiking, fishing, horseback riding, hunting, ATV trails, and nearby public lands, all just 25 minutes from Eagle Point and 35 minutes from MFR. The extensively renovated main home features hundreds of thousands of dollars in upgrades, soaring vaulted ceilings, exposed beams, skylights, curved architectural details, and Andersen windows and sliding doors that showcase the surrounding landscape. A lower-level apartment and detached guest cottage offer flexible space for multigenerational living, guests, or income potential. Creek frontage, mature trees, gardens, an insulated studio, chicken coop, and more. See attached improvements list.

24041 Highway 140, Eagle Point

Listing courtesy of Windermere Van Vleet Eagle Point.

$985,000
4 Beds 4 Baths 220224438 MLS
Tastefully updated, single level mid-century modern home w/ thoughtful design throughout directly across from the Rogue Valley Country Club. Custom grand entry opens to the main-level great room w/ tiled gas fireplace, open wood shelving, & slate floors. The updated kitchen w/ 5-burner gas cooktop, double ovens, granite counters, walk-in pantry & butler's pantry. Enjoy an indoor heated saltwater pool w/ waterfall, rope swing, jumping rock, full bath, + sauna. Spacious primary suite features French doors to a private patio, remodeled bath, jetted tub, glass shower, double vanity & walk-in closet. Guest bath includes quartz counters, custom sink, & shower spray panel. Large bonus room offers flexible use or extended stay potential. Mature grounds on .50 acres include grape, plum, peach, fig, pear, apple trees + garden area. 3-car garage with Mohawk car lift, shop area, upper viewing deck, carport with roll-up door, RV pad, and 50-amp hookups. Owned 5,000-watt solar system w/ 20 panels.

2639 Hillcrest Road, Medford

Listing courtesy of John L. Scott Ashland.

$985,000
3 Beds 4 Baths 220217315 MLS
Looking for a special property right in the center of town? This home has been meticulously maintained and has been owned by the same family for over forty five years! This one of a kind property offers country living close to shopping, schools and quick access to I-5 for those who commute. R-1-6 zoning could provide future development to have a multi-family living situation. Looking to invest, with this zoning so much potential to provide generational housing. Three acres( three tax lots) includes an in ground gunite pool, detached three car garage with own half bath, RV parking, one stall barn, pond, and additional two car garage continuous to main home, all with a private, gated entrance. Mature landscaping offers plenty of privacy but yet right in town. The possibilities are endless! It is a must see!

1345 NE 9th Street, Grants Pass

Listing courtesy of John L Scott Real Estate Grants Pass.

$980,000
5 Beds 4 Baths 220223543 MLS
Located in a highly desirable & convenient East Medford neighborhood, this thoughtfully designed Mahar home checks all the boxes! Stunning Brazilian Cherry wood floors adorn most of the lower level main living space. The kitchen features granite counters, gas range, alder cabinetry and tile floors. A formal dining room, butler's pantry, library with French doors, oversized office/laundry space, mud room and large secondary living room add functionality and versatility. Upstairs offers a spacious primary suite with walk-in closet, en suite bath with tile shower and soaking tub, and private washer/dryer. Four additional bedrooms, Jack & Jill bath, and a completely finished attic bonus room complete the package. Step outside and enjoy a true backyard oasis, with a heated in-ground pool, covered patio with built-in speakers, and meticulously maintained landscaping- including a variety of fruit trees and berries! All this plus a 3-car garage, garden shed, and even an in ground trampoline.

2630 Kerrisdale Ridge Drive, Medford

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$980,000
3 Beds 3 Baths 220218616 MLS
Amazing and secluded 106 acres with a beautiful 2010 custom built 4800+ sq.ft. home. Property includes a 2000+ sq ft shop/storage building (see private remarks), and additional outbuildings. This solid 3 bedroom, 3 bath, 2 story home; comes complete with an elevator, beautiful hardwood floors with radiant floor heat, soaring ceilings, state of the art water system, generator, and custom trims and moldings throughout. A light and bright chef's kitchen, with granitie countertops and stone tile backspash, stainless appliances, island, eating bar and desk area. Formal dining, nook, and a huge bonus room with entertainment center, wet bar, FP with stone surround, and panoramic views. Private main level primary suite, tub, large shower, and walk-in closet. Panoramic window views, FP with stone surround. Property updated with beautiful, large deck for entertaining - (Outdoor kitchen started, but not finished). Nature and wildlife, seasonal creek, and property backs to BLM.

6501 Butte Falls Highway, Eagle Point

Listing courtesy of Windermere Van Vleet & Assoc2.

$979,000
4 Beds 4 Baths 220224499 MLS
Perfectly situated to capture breathtaking panoramic views of the city lights and surrounding mountains, this stunning 3,502 sq. ft. custom estate showcases exceptional craftsmanship and sophisticated design. It offers 4 spacious bedrooms and 3.5 beautifully appointed bathrooms that are enhanced by a thoughtfully designed and functional floor plan. Soaring vaulted ceilings, grand open living spaces, and walls of windows create a light-filled interior that highlight the spectacular views and bring the outdoors in. The gourmet kitchen flows effortlessly into the main living areas, making it ideal for entertaining. Outside, enjoy your own private resort with a sparkling pool, cabana, spa, tranquil waterfall with creek bed, and an expansive wraparound deck overlooking more than an acre of beautifully landscaped grounds. Complete with an attached 3-car garage, detached shop/garage, paved driveway, and RV hookups, this remarkable property is luxury living at its finest!

921 NE Beacon Drive, Grants Pass

Listing courtesy of RE/MAX Integrity Grants Pass.

$975,000
4 Beds 4 Baths 220226880 MLS
Opportunity awaits! LOCATION, LOCATION, LOCATION! (Professional photography coming soon) A rare estate opportunity in an extraordinary setting. Set on 10.11 private acres with sweeping panoramic views, this nearly 7,000 sq. ft. residence offers exceptional scale, privacy, and potential. Featuring 4 bedrooms and 4 bathrooms, the expansive layout includes multiple living areas and is well-suited for multi-generational living or a dual-residence configuration. A walkout lower level with a separate entrance provides independent living quarters with a bedroom, bathroom, living room, and partial kitchen--ideal for guests, extended stays, or flexible use. Generous room proportions throughout enhance the home's sense of space and livability.Offering opportunity for updating and personalization, the property's acreage, views, and flexible design present a rare chance to create a private luxury retreat or legacy estate in Southern Oregon.

4790 Payne, Medford

Listing courtesy of Coldwell Banker Professional Group.

$975,000
4 Beds 4 Baths 220220963 MLS
Gorgeous custom home with breathtaking views of the Rogue Valley and twinkling city lights. This beautifully upgraded home features soaring open beam ceilings, wood floors, alder cabinetry, quartz countertops, and open great-room living with a gas fireplace framed by a stunning rocked archway. The chef's kitchen offers a 5-burner gas range, island, wine cooler, and walk-in pantry, while the spacious covered deck off the kitchen is perfect for year-round outdoor dining, entertaining, or relaxing with the views. Main level includes the luxurious primary suite, office, and custom library with knotty alder built-ins and smart lighting. Downstairs features a fully finished lower-level expansion with 1,400+ SF of professional-grade gym space, private guest suite, and hidden-panel bonus room ideal for a theater, office, or speakeasy. Enjoy the pergola-covered Premium Signature Spa hot tub and beautifully landscaped backyard.

536 W La Strada Circle, Medford

Listing courtesy of Keller Williams Realty Southern Oregon.

$950,000
4 Beds 3 Baths 220226792 MLS
Unobstructed panoramic mountain and valley views surround this custom-built 2013 home on .44 acres with an additional lot offering endless possibilities for a pool, play yard, garden, RV space or outdoor retreat. The 4 bedroom, 3 bath home is designed with accessibility in mind, featuring 36'' doorways and thoughtful accessibility features, including accessible sinks, shower and toilets. The open kitchen and living area flows seamlessly to the deck, while the main-level primary suite offers coffered ceilings and private deck access through French doors. Custom granite countertops, fireplace surround and tile work complement hardwood floors and premium Electrolux appliances. Enjoy an Aquasana whole home water filtration system, multi-zone audio wiring, SimpliSafe security with water-leak detection, ceiling fans and abundant storage, including lower-level storage and garage suspension shelving. A beautifully designed home offering comfort, functionality and breathtaking views.

4200 Falcon Ridge Terrace, Medford

Listing courtesy of John L. Scott Medford.

$950,000
6 Beds 4 Baths 220224099 MLS
Located in one of Central Point's newest and most desirable neighborhoods, Pheasant Creek Estates Phase 2, this extraordinary better-than-new custom home is surrounded by new custom homes on oversized lots. Tucked away on a quiet cul-de-sac with private neighborhood access, you're minutes from schools, parks, shopping, and restaurants. Completely rebuilt from the ground up, this home features 6 true bedrooms, 4 full baths, including 2 luxurious primary suites--ideal for multi-generational living. Nearly every inch is new: roof, dual HVAC, plumbing, electrical, windows, siding, flooring, quartz counters, custom soft-close cabinetry, premium appliances, designer tile, spa-like baths, built-ins, oversized closets, and central vacuum. Enjoy incredible front and back yards with full landscaping, timed sprinklers, 6' vinyl fencing, a large covered patio, and an oversized finished garage. A rare opportunity unlike anything else on the market!

610 Pheasant Creek Drive, Central Point

Listing courtesy of John L. Scott Medford.

$950,000
3 Beds 2 Baths 220223118 MLS
Experience refined country living in this immaculate custom estate on 5 serene acres, surrounded by nature yet minutes from town. A gated entrance leads to mature landscaping, pond with fountain, 5-car garage, and fenced garden area with 8' deer fencing, David Austin and Grace roses, raised beds, and garden/potting shed. Inside features include timeless white oak hardwood, tile, brick and concrete flooring, all new Andersen windows, French doors, skylights, and abundant natural light. The remodeled chef's kitchen offers Sub-Zero refrigerator, BlueStar range/oven, Thermador hood and Thermador oven and microwave. The primary suite includes a double-sided propane fireplace opening to a luxurious bath with double vanity, soaking tub and shower. Finished lower level with separate entrance, bedroom, bath, living area, fireplace and new mini-split offers guest, extended living or rental potential. Updates include newer HVAC, roof, water heater, permitted septic and enhanced well filtration.

5238 Dark Hollow Road, Medford

Listing courtesy of LPT Realty, LLC.

$947,000
6 Beds 4 Baths 220213730 MLS
Experience true Oregon living on 23.45 peaceful acres in Klamath County with panoramic views of Mt. McLoughlin and Upper Klamath Lake. This multi-home estate is within walking distance of the Williamson River, known for its crystal clear waters, kayaking, and fishing. Surrounded by mature pine, cherry, and apple trees, this property is perfect for multi-generational living, short-term rentals, or retreats. The main home was fully rebuilt in 2014 with hickory cabinetry, granite countertops, and a wraparound patio capturing stunning views. The guest home is beautifully maintained and equipped with everything you need. A 4,900 sq. ft. shop/6-car garage provides ample space for vehicles, projects, or a future living quarters. Currently operating as a ministry retreat center, it generated $60,000 in 2025 at discounted rates. It is located 50 minutes from Crater Lake and a scenic 30-minute drive to Klamath Falls. Don't miss out on this one of a kind property and schedule your showing today!

32486 Modoc Point Road, Chiloquin

Listing courtesy of Windermere Real Estate Kf.

$940,000
5 Beds 3 Baths 220220960 MLS
A premier corner lot with sweeping valley and city views, this 4,030 sq ft residence has been extensively elevated beyond its original design. Offering 5 bedrooms and 3 baths, the property seamlessly blends architectural character with refined modern upgrades. The beautifully remodeled kitchen showcases quartz countertops, a statement island with microwave drawer, glass tile backsplash, and a Bosch range. Tailored wood detailing--including wainscoting, arched built-ins, a designer entry bench, and curated shelving. Additional square footage added to a spacious 2nd bonus room upstairs. A newly enhanced front porch with stamped concrete, aged timber columns and corbels, and a pine tongue-and-groove ceiling creates a striking first impression. Beautifully updated laundry, and abundant storage complete this exceptional offering. Premier setting. Panoramic views. Elevated design. Designed for exceptional living.

4432 Vista Pointe Drive, Medford

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$935,000
5 Beds 4 Baths 220227562 MLS
Built in 1925 for the Wilfred Lamm family of Lamm Lumber Company, this remarkable 37.21-acre estate overlooks Upper Klamath Lake and Mount McLoughlin. The 4,840 SF home offers 5 bedrooms, 4 bathrooms, two primary suites, a finished basement, formal dining room, grand parlor featuring a striking wood veneer parquet ceiling, hardwood floors, original millwork, French doors, built-ins and timeless craftsmanship. Expansive windows frame panoramic views of Upper Klamath Lake and Mount McLoughlin. New in 2025: roof, exterior paint and gutters. Also included are an approximately 1,500 SF shop, detached guest cabin, chicken coop and expansive grounds. Lovingly preserved for a century, this remarkable Southern Oregon legacy property is ready for its next steward.

24305 N Hwy 97, Chiloquin

Listing courtesy of Coldwell Banker Holman Premier.

$929,000
4 Beds 6 Baths 220199439 MLS
Spectacular Panoramic Valley Views surround this private 3,966 sf Estate. Home boasts 4 Bdrms w/ensuite Bathrms, In-Ground Pool, attached temp controlled 2Car Garage, & 2100 sf shop on 4.25 irrigated acres. Spacious Entry leads to the Open Floorplan w/Vaulted Beam ceilings in the Living & Dining Rooms, Large Kitchen w/custom pull-outs & Breakfast Nook. Expansive Windows throughout let in natural light & incredible views from all sides. Beautiful Pool was recently re-surfaced & surrounded by a new Privacy Fence featuring a designated freestanding full Bathrm, Lrg Patio area for Entertaining, Solar Heat & Stone Waterfall. The apprx. 2100 sf Double Bay Shop has 14ft ceilings, 16' x 12.5' RV Doors, 200amp service, plumbed w/air, & includes a temper controlled approx. 576 sf finished room/possible ADU w/bathrm, & kitchenette. Lrg chicken coop, garden area, green pastures, & mature fruit trees with established rberry vines make this an ideal hobby farm yet minutes to the Historic Downtown

3320 Upper River Road, Grants Pass

Listing courtesy of Century 21 JC Jones American Dream.

$900,000
5 Beds 4 Baths 220221548 MLS
2 HOMES AND A GUEST STUDIO/COTTAGE ON 1 LOT!!! Just 3 miles from town, this exceptional 11-acre property sits on a sunny south-facing hillside with breathtaking views and endless possibilities. Ideal for a multi-generational family compound, rental income opportunity, homestead, or private retreat, this unique property offers an incredible combination of living space, infrastructure, and outdoor amenities. The 2,200 sq. ft. log home is filled with warmth and rustic charm, while the 1,800 sq. ft. second home includes a full basement for additional living or storage space. A separate 1,200 sq. ft. fenced studio/cottage provides excellent flexibility for guests, a home office, or a creative space. Additional improvements include two large septic systems, RV hookups with water and electricity, a separate laundry room, two tiny cabins, multiple storage buildings, root cellar with shop above, and a barn-style structure on the lower portion of the property with a newer roof.

2909 Dead Indian Memorial Road, Ashland

Listing courtesy of John L. Scott Medford.

$899,900
4 Beds 4 Baths 220224115 MLS
Private Estate Backing to Hundreds of Acres of BLM Land. Escape your daily stress to luxury, privacy, and endless outdoor recreation on 8.64 secluded acres in beautiful Grants Pass. This custom 3,845 sq. ft. home offers 4 bedrooms, 3.5 baths, and stunning two-story windows that fill the living room with natural light and showcase views of your patio and property. Enjoy 2 fireplaces, new flooring, a spacious kitchen with a large island, lots of storage, plus a versatile 238 sq. ft. basement. The property features an attached 2-car garage and a detached RV garage with permitted ADU, perfect for guests, multi-generational living, or a home office. Relax or entertain on the expansive deck and patio while enjoying the peace and privacy of a gated estate. Backing to hundreds of acres of BLM and Josephine County land, this property offers direct access to hiking, wildlife, and outdoor adventure. Starlink high-speed internet keeps you connected while living the Southern Oregon dream.

5060 Jumpoff Joe Creek Road, Grants Pass

Listing courtesy of John L Scott Real Estate Grants Pass.

$899,500
4 Beds 5 Baths 220220499 MLS
Stunning custom 4-bedroom, 4.5 bath home offering over 4,900 sq.ft. of luxury living across three spacious levels. Designed for comfort and entertaining, this home features a large open kitchen with granite countertops, wide hallways, and an impressive living room with soaring cathedral-style ceilings and exposed beams. Enjoy a theater room, speakeasy, multiple wine refrigerators, and thoughtful upscale finishes throughout. Each bedroom includes its own full en-suite bath and generous walk-in closet, providing privacy and convenience. The extended-height, two-car garage offers added space for larger vehicles or storage. A truly one-of-a-kind property blending elegance, function, and unforgettable character.

597 Pierce Road, Medford

Listing courtesy of RE/MAX Platinum.

$899,000
4 Beds 4 Baths 220224746 MLS
*Hidden behind a quiet street just minutes from downtown Redmond sits a home that feels less like a house and more like a private retreat. Spanning nearly 4,000 square feet, this property is packed with spaces designed to surprise, entertain, & unwind. The stunning kitchen features a walk-in pantry and opens into living areas built for gathering. Natural light pours through the skylit sunroom, complete with its own mini split, while outside, a sprawling new Trex deck surrounds a built-in 12-person swim spa that instantly turns the backyard into an experience. Downstairs, the entertainment room is ready for movie nights, game days, or hosting on a larger scale. The primary suite is unforgettable. Featuring a spa-inspired bath with a soaking tub, bidet, double shower heads, sauna, & a hidden loft tucked within the connected loft space, creating a private escape unlike anything else on the market. Oversized garage, extensive storage, massive deck, RV hookups, and a fenced-in turf backyard

1635 SW Parkway Drive, Redmond

Listing courtesy of Crooked River Realty.

$899,000
4 Beds 5 Baths 220223525 MLS
Set on 2.73 private acres with frontage on the Little Deschutes River, this established short-term rental offers a combination of amenities, flexibility, and proven income! Whether you're seeking a destination vacation rental, a family compound, or a primary residence with supplemental income opportunities, this property delivers. The main home features 2 bd (+ office), 2 bth, generous living spaces & an expansive deck to take advantage of the natural setting. Plus hot tub, indoor pool, theatre room! Guest quarters offer an additional 2 bd & 2.5 bth & Mountain views! Creating flexibility for guests, multigenerational living, or flexible rental opportunities. What truly separates this property from anything else on the market is its amenity package: a 6-foot-deep indoor lap pool, oversized 3-bay garage, RV hookups, abundant parking for guests, and direct river access from your own property! Guests & owners alike enjoy easy access to what makes Central Oregon such a gem!

53345 Riverview Drive, La Pine

Listing courtesy of RE/MAX Key Properties.

$899,000
5 Beds 3 Baths 220222418 MLS
Introducing Wheeler Ranch & Estate - a singular Southern Oregon estate set on 5.67 private acres with seasonal creek, open pasture, & a landmark Spiral Willow gracing this land for generations. Crafted from natural stone, rough-cut wood beams, cedar shakes, & anchored by a real stone fireplace across three dramatic levels. Step inside to 18-foot soaring ceilings, rich hardwood floors, wrought-iron detail work, & lookout skylights. A spiral staircase rises to an open upper loft with whole-home audio & room-by-room controls. Stone countertops, custom range hood, & breakfast bar island. Primary suite with private patio & jet tub. The lower level is a fully independent with a private entrance, full kitchen, stone wood stove, three bedrooms, knotty pine music room, stamped concrete floors, & wine cellar. Solid construction ensures true separation. Quiet. Private. Minutes to Rogue River rafting & fishing, Lost Creek Lake, OHV & horseback trails. A legacy property built to last!

838 Ragsdale Road, Trail

Listing courtesy of Windermere Van Vleet & Assoc2.

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