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3250 Cheltenham Way, Medford
$614,900
3 Beds ⋅ 3 Baths ⋅ 220230355 MLS
Experience elevated living in this beautifully updated East Medford home, where stylish interiors meet resort-inspired outdoor living! Featuring 3 bedrooms, 2.5 bathrooms, and approximately 2,048 sq. ft. built in 2017. This exceptional property offers an impressive collection of high-end improvements. The redesigned primary bathroom creates a luxurious retreat w contemporary finishes and thoughtful details including tile shower, soaking tub, dual sinks and more. Open concept with built-in wine bar area, kitchen island, stainless steel appliances and exceptional fixtures throughout. Step outside to your own private oasis featuring a heated salt inground swimming pool--perfect for relaxing and entertain w delight in the large covered deck and gazebo area. Extensive additional upgrades enhance the home's appeal, combining modern sophistication with everyday comfort. Move-in ready and designed for those who appreciate quality, comfort, and exceptional outdoor Southern Oregon living.

3250 Cheltenham Way, Medford

Listing courtesy of Medford Oregon Real Estate Inc.

2836 Pennington Drive, Medford
$545,000
4 Beds ⋅ 2 Baths ⋅ 220228743 MLS
NEW ROOF INSTALLED AS OF OCTOBER 2026! Welcome to 2836 Pennington Dr! This 4-bedroom, 2-bath home offers 2,212 sq ft on a spacious .26-acre lot with mature landscaping and plenty of room to enjoy. Inside, you'll find a comfortable layout with granite countertops and plenty of space for everyday living and entertaining. Step outside to a backyard made for hosting, featuring a pool with a new liner and pool heater installed in 2023, a solar cover, and a covered patio. The gazebo, also added in 2023, has electricity and outlets, making it a great spot for relaxing or entertaining. With a large lot, mature landscaping, and plenty of outdoor space, this home is ready for its next owner!

2836 Pennington Drive, Medford

Listing courtesy of Windermere Van Vleet & Assoc..

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

Listing courtesy of RE/MAX Platinum.

4573 Wolf Run Drive, Medford
$749,000
4 Beds ⋅ 3 Baths ⋅ 220227997 MLS
This four-bedroom home in the east hills of Medford, offers calm, neutral interiors and a backyard built for everyday enjoyment. The inside layout is light and uncluttered, making it easy to live with and furnish. In the kitchen, you will find quartz counters, white cabinets, a six-burner gas range, double ovens, two dishwashers, and a breakfast nook that opens directly into the family room. The family room features a gas fireplace. The primary suite is located on the main floor, with a double vanity, walk-in shower, and double doors that lead straight to the back yard. Upstairs, you will find three additional bedrooms, including one with a balcony, plus a large bonus room that can work as a flexible space for a desk, a sofa, or both. Outside, the heated pool and spa, outdoor fireplace, covered patio, and fenced, irrigated yard include an enclosed pet run or side garden with south sun. Low-maintenance landscaping.

4573 Wolf Run Drive, Medford

Listing courtesy of Eagle Equity Services.

1553 Devonshire Place, Medford
$1,390,000
3 Beds ⋅ 4 Baths ⋅ 220227241 MLS
Perched at the end of one of East Medford's most coveted streets, this extraordinary 0.57-acre estate offers a setting nearly impossible to replicate, with sweeping valley, city & mountain views and Roxy Ann Peak as your neighbor. A newly transformed landscape welcomes you with travertine walkway, dramatic tree-lined staircase, lush gardens & mature trees creating a private hillside oasis. Inside, soaring ceilings and natural light frame spectacular views from every room. Nearly 3,900 sqft features a remodeled marble kitchen, luxurious primary suite with steam shower, custom library, office, new flooring, designer lighting and fresh interior/exterior paint. Outside, a heated pool and valley-view gazebo are surrounded by roses, jasmine, hydrangeas & fruit trees. From vibrant sunsets & city lights to valley foliage changing with every season, it's a rare hillside retreat where exceptional privacy, natural beauty & unforgettable views come together in a way rarely found anywhere else.

1553 Devonshire Place, Medford

Listing courtesy of Home Quest Realty.

3270 Larue Drive, Medford
$640,000
3 Beds ⋅ 3 Baths ⋅ 220226121 MLS
Escape to your private oasis in East Medford! Nestled in the desirable Edwards Court Subdivision, this stunning 3-bedroom, 3-bath contemporary home blends sophisticated indoor living with an unparalleled backyard retreat. Inside, the sun-drenched open floor plan features dramatic vaulted ceilings, architectural windows, and two gas fireplaces. The chef's kitchen boasts premium granite countertops, a central island, a walk-in pantry, and stainless steel appliances. The top highlight awaits outdoors. Your private, fully fenced backyard is an entertainer's dream, showcasing a heated in-ground pool with a tranquil water feature. A separate greenhouse allows for year-round gardening. Retreat to the luxurious primary suite with a walk-in closet, spa bath, and private balcony overlooking the pool and valley views. Premium features include stucco siding, a durable tile roof, and a 2-car garage. Walk to top-rated Lone Pine Elementary. This rare luxury won't last--schedule a tour today!

3270 Larue Drive, Medford

Listing courtesy of Redfin.

2639 Hillcrest Road, Medford
$950,000
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.

1491 Montclair Terrace, Medford
$2,000,000
5 Beds ⋅ 5 Baths ⋅ 220224293 MLS
Rare Mediterranean estate with panoramic views, masterfully built by Michael Pagnini. This 6,231 sq.ft. executive home offers 5 bedrooms, 4.5 baths on 1.22 private acres, plus a beautiful main-level office. A grand entry welcomes you to formal living and dining spaces, where floor-to-ceiling windows frame sweeping mountain, valley, and city-lights views. The chef's kitchen impresses with granite, a four-sided glass display cabinet, built-in fridge, and full-size freezer, anchored by a double-sided fireplace shared with the family room. The luxurious primary suite features a private gym, your own retreat for wellness and renewal. Step outside to a salt water infinity-edge pool with electric cover, sunken hot tub, and a gas fireplace beneath an elegant gazebo, ideal for entertaining. Complete with a home theater, 966-bottle wine cellar, and 4-car garage with abundant storage. Every detail reflects exceptional craftsmanship and timeless design. Prepare to fall in love.

1491 Montclair Terrace, Medford

Listing courtesy of John L Scott Ashland.

2630 Kerrisdale Ridge Drive, Medford
$935,000
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.

631 Seventh Fairway Drive, Medford
$1,099,000
3 Beds ⋅ 6 Baths ⋅ 220222792 MLS
A perfect blend of luxury, comfort and function in one of east Medford's most prestigious and sought-after neighborhoods, Fairways Edge. The home is incredibly comprehensive with 4,863 SF, a separate living room and den, a large bonus room upstairs, a main level primary suite, executive office, and 2 additional bedrooms, each with private baths. A spacious island kitchen opens to the living room, perfect for entertaining, and overlooks a resort caliber pool and backyard. The layout of the home provides a wonderful flow with dual staircases and a comfortable mix of open concept and private quiet space. Once outside, you won't want to leave your own private oasis, featuring a 20 x 40 Pebble Tec pool with cascading water feature, shallow sitting areas and jump rocks, a full length covered patio, mature landscaping and complete privacy! Top it off with a 3+ car garage, the 4th bay is perfect for a workshop and still allows room for a golf cart. Too much to list, inquire for details!

631 Seventh Fairway Drive, Medford

Listing courtesy of John L. Scott Medford.

4002 Dry Creek Road, Medford
$1,295,000
3 Beds ⋅ 5 Baths ⋅ 220218466 MLS
Stunning gated hillside estate in East Medford offering 4,022 sf with a 400 sf guesthouse on 16.25 private acres with breathtaking panoramic Rogue Valley and mountain views. The bright chefʼs kitchen features oak cabinetry, granite counters, large island with gas cooktop, double ovens, and stainless appliances, flowing into the spacious living room with gas fireplace and dining area. Four bedrooms, four bathrooms, generous walk-in closets, and convenient laundry complete the interior. The luxurious primary suite offers a double vanity, walk-in shower, and private cedar sauna. Outside, enjoy an inground pool, covered outdoor kitchen, hot tub, large shop/barn with loft, detached guest house with kitchen/bed/bath, stone fire pit with sunset views, multiple decks, and fully fenced/cross-fenced pastures ideal for horses or livestock. A rare private hilltop opportunity with easy access to Medford amenities. Contact today for more information!

4002 Dry Creek Road, Medford

Listing courtesy of John L Scott Ashland.

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