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285 Reanna Way, Medford
$415,000
3 Beds ⋅ 2 Baths ⋅ 220228622 MLS
**$5000 credit for rate buy-down or closing credit!** Welcome home to this beautifully updated 3-bedroom, 2-bath offering 1,527 sq ft of comfortable, single-level living! The open-concept, split-bedroom floor plan features vaulted ceilings, a cozy gas fireplace, and a spacious kitchen with custom cabinetry, granite countertops, a large island, and upgraded white and stainless appliances. The private primary suite offers a walk-in closet and beautifully refreshed bathroom w/ dual vanity, soaking tub, and walk-in shower. The guest bedrooms are thoughtfully situated on the opposite side of the home, providing privacy and flexibility for family, guests, or a home office. The updated guest bathroom adds a fresh, modern touch. Recent improvements include new laminate flooring throughout, new backyard concrete work, new gates, and refreshed front-yard landscaping. The low-maintenance yard and attached 2-car garage. Built in 2021, this move-in-ready home offers modern comfort and s

285 Reanna Way, Medford

Courtesy of Cascade Hasson Sotheby's International Realty

560 S Oregon Street, Jacksonville
$595,000
3 Beds ⋅ 2 Baths ⋅ 220228605 MLS
Built in 1910, this historic home of secondary significance perfectly blends timeless charm with modernized comfort, located just a short walk from vibrant downtown Jacksonville's local shops, parks, fine dining, award-winning wineries, and the renowned Britt Music & Arts Festival. Inside, the home offers 3 bedrooms, including 2 en-suite bedrooms, and 2 beautifully remodeled full bathrooms. The updated, functional kitchen flows seamlessly into the dining area, where a sliding glass door opens to a private backyard oasis with persimmon, peach, pear, apple, fig, pomegranate, table grapes and olive trees. This remarkable property has an expansive pottery shed--formerly the studio of a celebrated local artist--and a generous attic space offering endless potential for a home office, studio, or hobby room. Come experience life in Southern Oregon at its best!

560 S Oregon Street, Jacksonville

Courtesy of Windermere Van Vleet Jacksonville

8550 E Evans Creek Road, Rogue River
$420,000
2 Beds ⋅ 2 Baths ⋅ 220227464 MLS
Discover the charm of this exceptional 1-acre property in Rogue River, featuring not one, but two inviting homes perfect for families, friends, or rental opportunities! This cozy 2-bedroom, 2-bath home offers approximately 1,300 sq. ft. of living space, boasting a delightful cottage vibe. Enjoy a seamless flow between rooms, enhanced by beautiful flooring and fresh paint throughout. It's a warm and welcoming retreat that's ready for you to make your own. The 1-bedroom, 1-bath guest house is the ideal cozy getaway for family or friends. Complete with a mini kitchen and a lovely bathroom, it offers all the comforts of home in a compact space. The property is fully fenced, ensuring privacy and security. You'll find a serene field in the backyard that leads to a peaceful creek, providing a tranquil backdrop with no homes behind you. This unique offering combines two homes on one lot for an unbeatable price.

8550 E Evans Creek Road, Rogue River

Courtesy of eXp Realty, LLC

122 Sienna Way, Rogue River
$359,000
3 Beds ⋅ 2 Baths ⋅ 220228581 MLS
Welcome home to 122 Sienna Way. This craftsman-style home in Foothill Estates sits on one level with mountain views out front and a covered porch built for slow mornings. Close to the Rogue River and centrally located, about 20 minutes from both Medford and Grants Pass. Inside, vaulted ceilings and wood-look floors open the whole thing up, with big windows pulling in light all day. The kitchen has granite counters, dark cabinets, stainless appliances and a bar that opens right to the dining and living space, so you're never cut off from your friends and family. The primary bedroom sits on the main floor with its own bath, a tiled walk-in shower and a large walk-in closet. Three bedrooms, two full baths, a two-car garage, and a private backyard wrapped in white vinyl fencing. Low-maintenance lot, sprinklers front and back, and a neighborhood playground and green space through the HOA. Single level, easy to own. Come take a look.

122 Sienna Way, Rogue River

Courtesy of Keller Williams Realty Southern Oregon

4501 Pinnacle Drive, Medford
$850,000
4 Beds ⋅ 3 Baths ⋅ 220228577 MLS
This house has incredible views of the Valley! Soaring ceilings, wrap around deck, two stories with views from all over the home. Amenities abound in this home located at the end of the street providing great privacy. Gourmet kitchen, informal and formal dining room/office. This home also boasts of beautiful hardwood & travertine floors. A grand staircase leads up to the second story that features a 1000 sq ft, primary suite with a gas fireplace plus a generous sitting area and room for an office. The primary bath has dual sinks, tiled shower and soaking tub, with a huge walk in closet! There are 2 laundry rooms, one upstairs and 1 on the main level. Two additional bedrooms and a full bath are also located on the 2nd level, plus a bonus living space over looking the great room and is complete with a fireplace. Main level guest bath and bedroom/office. The back yard features a custom heated in-ground pool with in-ground hot tub and three bay dog kennel/run.

4501 Pinnacle Drive, Medford

Courtesy of RE/MAX Platinum

161 Fourth Street, Ashland
$649,900
4 Beds ⋅ 2 Baths ⋅ 220228571 MLS
Two single-level homes on a spacious 0.16-acre lot with alley access in the heart of Ashland's Railroad District. Charming historic front home with covered porch, double-paned vinyl windows, original fir floors, high ceilings, picture rail moldings, dining with cast-iron gas stove, kitchen with glass-fronted display cabinets and butcher block counters, mudroom pantry with washer and dryer, primary bedroom with large walk-in closet, full bathroom with clawfoot tub shower, and guest bedroom with closet. Fully permitted second dwelling built in 1999 with front deck and covered entry, operable casement windows, oak hardwood flooring, spacious dining area and kitchen with wood cabinets, laundry closet, two bedrooms with closets, full bath with shower, and attached garage with second bay converted to workshop studio. New roofs, ductless mini-splits, and fully fenced private yards. Excellent investment opportunity and potential for short-term travelers' accommodations. Inquire for details!

161 Fourth Street, Ashland

Courtesy of John L Scott Ashland

6590 Hillcrest Road, Medford
$1,175,000
4 Beds ⋅ 4 Baths ⋅ 220228549 MLS
Looking for a private ranch property within 12 mins from downtown Medford? If so, this is the one for you! This beautiful property features a 3 bed + office, 3.5 bath, 4856 sq ft, 1992-built estate, 199+ acres (pasture, wooded, seasonal creek, tons of wildlife, native plants, trails, fenced), 5000 sq ft shop/warehouse, detached 4+ car garage, gated entryway, panoramic views of the valley, in-ground solar heated pool (needs TLC), & much more! A few of the many amenities the estate has to offer are 3 primary suites (main primary bedroom is extremely spacious w/ vaulted ceilings, propane stove, valley views, walk-in closet) w/ their own private bathrooms & walk-in closets, spacious living room w/ large wet bar & valley views, chef's kitchen (ample cabinetry, spacious island), central vacuum system, large deck, & much more! Roof was replaced in the last 5 years as well. Perfect opportunity for anyone that wants a large home w/ acreage in a suburb location, so contact your agent today!

6590 Hillcrest Road, Medford

Courtesy of John L. Scott Medford

1826 Northwood Drive, Central Point
$430,000
3 Beds ⋅ 2 Baths ⋅ 220228548 MLS
Well cared for, spacious, and move-in ready! This inviting 3-bedroom, 2-bath home offers a desirable split floor plan with a comfortable layout designed for everyday living. You'll love the beautiful coffered ceilings, new laminate flooring throughout, and the cutest bonus office/den tucked just off the laundry room perfect for working from home, crafting, homework, or creating your own quiet retreat. Pride of ownership shows throughout this well-maintained home, with spacious living areas and a floor plan that offers both functionality and privacy. Conveniently located near shopping, dining, schools, parks, and everyday amenities, it combines comfort, location, and versatility in one wonderful package.

1826 Northwood Drive, Central Point

Courtesy of RE/MAX Platinum

625 S Holly Street, Medford
$324,900
2 Beds ⋅ 2 Baths ⋅ 220228544 MLS
Adorable, updated and move-in ready! This charming mid-century 2-bedroom, 1.5-bath home is full of personality and conveniently located near downtown Medford restaurants, theaters and shops. Professionally designed interiors blend original character with stylish updates, including decorative tile, painted accent walls and abundant natural light. The kitchen features newer appliances, ample counter space and a sweet view of the rose garden, while the dining area provides a welcoming space to gather. Enjoy off-street parking, washer and dryer, cozy gas fireplace and a detached garage/shop for added storage or workspace. Whether you're a first-time homebuyer, looking to downsize or searching for an investment with a proven rental history, Holly House offers an easy, inviting place to call home. Turnkey furniture package available.

625 S Holly Street, Medford

Courtesy of Home Quest Realty

123 Maple Street, Central Point
$1,250,000
220228537 MLS
Built in 2004, this well-maintained 8-plex in Central Point consists of two 4-plex buildings totaling approximately 6,656 square feet, arranged around an attractive central courtyard with mature trees, established landscaping, and clean, well-kept common areas. The property includes eight 2-bedroom, 2-bath residences, each with a primary suite, private bathroom, walk-in closet, in-unit laundry, one covered carport parking space, and a dedicated locked storage unit. A new composition roof was installed in 2026, complementing the tidy exterior and consistently maintained grounds. Utilities include public water and sewer, individually metered power, and PTAC heating and cooling. Conveniently located near downtown Central Point, the property offers easy access to shopping, schools, dining, services, Highway 99, I-5, Medford, and the Rogue Valley International-Medford Airport, creating a clean, established multifamily investment with broad renter appeal.

123 Maple Street, Central Point

Courtesy of John L. Scott Medford

33 Quail Run Drive, Shady Cove
$749,000
4 Beds ⋅ 4 Baths ⋅ 220228511 MLS
Tucked into a beautiful park-like setting, this light, open and airy 4-bedroom, 3.5-bath home offers the rare convenience of public water and sewer in Shady Cove! Huge view windows fill the home with natural light, while reclaimed tropical hardwood floors add warmth and character. The primary suite is conveniently located on the main level, and each bedroom offers true suite-style accommodations, creating excellent potential for multi-generational living or guests. The spacious open kitchen features sleek wall mount microwave/oven combo, a cooktop and abundant storage. Additional highlights include a bonus loft office, lower-level recreation room, AND bonus room that could be a crafter's dream, expansive decks and hot tub. A detached garage/workshop offers fantastic space for projects, storage and toys, plus RV and recreational vehicle parking and a convenient pull-through driveway. Close to renowned Rogue River fishing, incredible hiking and Southern Oregon recreation!

33 Quail Run Drive, Shady Cove

Courtesy of Home Quest Realty

1750 Crestview Drive, Ashland
$735,000
3 Beds ⋅ 3 Baths ⋅ 220228500 MLS
Impeccable views and quality updated home is ready to go! Step outside directly onto hiking trails and return to this tranquil turn-key home on the end of a dead end street! Ample parking and covered space for storage of all ski gear and all your toys, make this home a year round gem to come home to after a long day of adventure! Only 30 mins from Mt Ashland from the front door! Fully updated bathrooms, kitchen and backyard make this home completely turn-key! The expansive primary suite features a sauna, walk-in closet and private wrap-around deck. Impeccable views with an open floorplan provide ample opportunities for hosting. This rare gem of views, storage and quality upgrades is one you won't want to miss!

1750 Crestview Drive, Ashland

Courtesy of John L. Scott Medford

925 Gilman Road, Medford
$189,000
2 Beds ⋅ 1 Baths ⋅ 220228493 MLS
On nearly half an acre, opportunity awaits you in this well located property. Boasting a highly visible location near the airport and surrounded by both residential and commercial properties, the value is in the land and the possibilities, with room for parking, equipment storage, a shop, office or future redevelopment. Existing 2 bedroom, 1 bath home has a large living room, inside laundry and walk in shower, but does have known foundation issues. Mature trees, gravel parking and a hard-to-find location with plenty of potential. Cell tower located at the rear of the property has separate easement access and is not included in the sale. Buyer to do their own due diligence regarding future development and cell tower.

925 Gilman Road, Medford

Courtesy of John L. Scott Medford

901 Hillview Drive, Ashland
$874,000
3 Beds ⋅ 2 Baths ⋅ 220228466 MLS
Under construction for mid-December 2026 completion, this architecturally inspired midcentury home sits off-street on a private flag lot in an established neighborhood with mature trees. Vertical-grain cedar and stucco meet clean lines and covered porches. This 3-bed, 2-bath home is light and bright with clerestory windows, 8 ft doors, and vaulted ceilings. The kitchen's large island with eating bar opens to the great room, where a fireplace with a built-in bench-and-mantel sits by a wall of windows. The primary suite offers a roll-in shower, double vanity, and walk-in closet. A rare pass-through garage links the driveway and rear alley; drive straight through in either direction. No HOA. Built by Suncrest Homes, an Ashland builder with 35+ years of experience, this Earth Advantage home is energy-efficient and exceeds code. Ask about a promo 5.125% rate with the builder's lender. Listing broker is related to the owners of Suncrest Homes, one of whom is a licensed OR real estate broker.

901 Hillview Drive, Ashland

Courtesy of Gateway Real Estate

850 Ragsdale Road, Trail
$525,000
3 Beds ⋅ 2 Baths ⋅ 220228445 MLS
ACREAGE. WILDLIFE. FREEDOM. Located in the Southern Oregon Rogue Unit and corridor to Crater Lake. The Rogue River sits down the hill with world class salmon fishing and rafting close by. Surrounded by private acreage with public lands nearby offering hiking hunting and camping. Everything you would expect from a Southern Oregon property. This stick built home has been renovated with comfort in mind and finished with a modern feel. A large sprawling deck sits on the frontage offering views of the mountain ranges. A seasonal pond draws ducks and wildlife throughout the year. The property comes with its own well and septic. Fully fenced with a dedicated barbecue area RV hookups a dog kennel run and room for RV parking. Zoned RR5 with room for a potential additional dwelling for multi generational possibilities. This can be your legacy.

850 Ragsdale Road, Trail

Courtesy of Windermere Van Vleet & Associates

264 Alta Avenue, Ashland
$625,000
4 Beds ⋅ 2 Baths ⋅ 220228422 MLS
Perched above downtown Ashland on a quiet street, this spacious 4-bedroom, 2-bath home offers privacy, proximity to town, and commands beautiful valley and mountain views. The open, light-filled floor plan centers around a vaulted great room and offers 2,176 square feet of flexible living space, including additional office and family rooms easily convertible to sleeping space on both levels. Step onto the expansive deck to dine outdoors, entertain, or simply enjoy the ever-changing scenery. A sauna provides a relaxing retreat, while ample storage and an attached garage add everyday convenience. Set on nearly a quarter-acre with mature fruit trees and room to garden, the property is just blocks from Lithia Park, the Ashland Plaza, dining, shopping, and the Oregon Shakespeare Festival. This is an exceptional opportunity to enjoy space, scenery, and an enviable location close to the heart of Ashland.

264 Alta Avenue, Ashland

Courtesy of Millen Property Group

3579 Michael Park Drive, Medford
$405,000
3 Beds ⋅ 2 Baths ⋅ 220228407 MLS
The beautiful kitchen is truly the heart of this home. Open to the dining and family rooms, it's designed for connection, with an island breakfast bar, glass-front cabinets, solid-surface counters and elegant lighting. Views into the backyard and a door leading directly outside create a natural flow from kitchen to patio--perfect for gatherings that move easily from cooking and conversation to a meal and visiting outdoors. Cathedral ceilings and new energy-efficient windows bring in abundant natural light, while engineered hardwood floors and a gas fireplace add warmth. The spacious and sunny primary suite features an en suite bath and walk-in closet. Two additional bedrooms provide flexibility. Outside, enjoy a covered patio, irrigated planters, lush lawn, mature greenery and a fully fenced yard. A covered front porch, gated RV parking and space for a hot tub complete this inviting home near shopping, medical services, offices and golf. One year home warranty included!

3579 Michael Park Drive, Medford

Courtesy of Nestwell Real Estate

4919 Grant Road, Central Point
$949,000
3 Beds ⋅ 2 Baths ⋅ 220228390 MLS
Remarkable lifestyle ranch offers privacy, usable acreage & close-in convenience. Prime EFU land w/RRVID water rights, gated access, extensive landscaping, privacy berms & mature trees. Fenced meadows & green pastures surround a historic barn w/loft, ideal for gatherings, & nostalgic water tower. Located near schools, churches, shopping, airport & the EXPO. The 1929sf ranch home is filled w/natural light, 3-bdrms & 2-bths, formal living w/gas fireplace, wood floors, solid wood cabinetry, closets w/built-ins, & spacious Butler's pantry. Big family room w/ductless HVAC & private entrance for multigenerational opportunity. Exceptional detached guest/bonus quarters is not permitted living space but is ideal for work-from-home, studio or private retreat. Exercise room w/dry sauna, great storage areas, fruit trees, Koi pond, & partial generator system for backup power. Thoughtfully improved & maintained. A rare opportunity for gardening, gathering & recreation. Owner carry terms available.

4919 Grant Road, Central Point

Courtesy of John L. Scott Medford

28 Eastwood Drive, Medford
$325,000
2 Beds ⋅ 2 Baths ⋅ 220228385 MLS
Charming single-level bungalow tucked into a cute, quiet neighborhood in the heart of Old East Medford. The home features 2 bedrooms, 2 full bathrooms, a spacious living area, and a functional kitchen with plenty of cabinet storage. Step outside to a large fenced backyard with mature trees, a back deck perfect for relaxing or entertaining, a storage shed, and plenty of room for gardening, pets, or play. The 1-car garage offers space for parking, storage, or projects, with additional off-street parking in the driveway. Centrally located near shopping, dining, parks, schools, and everyday conveniences. A great opportunity for a first-time buyer, downsizer, investor, or anyone looking to put their own finishing touches on a home in one of Medford's most established neighborhoods.

28 Eastwood Drive, Medford

Courtesy of Real Broker

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