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123 Monterey Drive, Medford
$1,385,000
6 Beds ⋅ 8 Baths ⋅ 220228683 MLS
Experience elevated living in this remarkable 6,456 sq ft custom East Medford estate, where panoramic views, exceptional craftsmanship, and thoughtful design come together beautifully. Created for luxurious everyday living and unforgettable entertaining, the home features an expansive gourmet chef's kitchen, large butler's pantry, pass-through wine bar, and elegant formal dining room. The stunning primary suite offers a private sitting area positioned to enjoy the views. Three additional ensuite bedrooms, a 5th bedroom, office or 6th bedroom, and spacious lower-level game room with kitchenette provide exceptional flexibility. Perfect for in-laws. A sweeping staircase, upper loft, and dramatic catwalk overlook the grand great room. Additional features include a custom craft room, two laundry areas, oversized 3-car garage with 11' RV door, plus a lower-level 2-car tandem garage and large workshop. A rare luxury home offering space, privacy, views, and versatility.

123 Monterey Drive, Medford

Listing courtesy of Windermere Van Vleet Jacksonville.

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.

3922 Bellinger Lane, Medford
$2,895,000
4 Beds ⋅ 6 Baths ⋅ 220225736 MLS
Welcome to a wine country retreat at the gateway to Jacksonville. Set on just over 10 irrigated acres, this Tuscany-inspired estate offers nearly 4,900 SF with Venetian plaster walls, barrel-vault ceilings, and exceptional finishes. The chef's kitchen opens to the family room with pool and vineyard views and features a 6-burner Wolf range, Sub-Zero fridge, breakfast nook, wine room, and Fisher & Paykel double dishwasher. The private primary wing offers a spa bath and sitting area, while three guest suites include walk-in closets and direct bath access. An office with fireplace and formal dining room complete the main level. Upstairs features a billiards room, theater, and steam shower. Outdoors, enjoy a 50,000-gallon beach-entry pool, travertine patios, outdoor kitchen, pergola, vineyard and mountain views, plus multiple garages and a shop.

3922 Bellinger Lane, Medford

Listing courtesy of Home Quest Realty.

229 Mariposa Terrace, Medford
$1,095,000
4 Beds ⋅ 4 Baths ⋅ 220224723 MLS
Perched in one of East Medford's most sought-after neighborhoods, this distinctive High Oaks estate captures breathtaking valley and mountain views from nearly every room, offering the rare opportunity to enjoy both spectacular sunrises and sunsets from the comfort of home. Set on .75 acres, the 3,963 square-foot residence features 4 bedrooms, 3.5 baths, a living room, family room, formal dining room, breakfast nook, and entertaining area with wet bar. Walls of windows and vaulted ceilings fill the home with natural light, while a unique glass sunroom connects to the pool, spa, and surrounding scenery. Main-level bedroom, split-bedroom design upstairs, walk-in pantry, poolside sauna, multiple decks, and 3-car garage add to the home's appeal. Plus a 48-panel solar system and newer HVAC. Located 5 minutes from Rogue Valley Country Club, RoxyAnn Winery, shopping, dining, and medical services.

229 Mariposa Terrace, Medford

Listing courtesy of John L. Scott Medford.

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.

1812 Plateau Drive, Medford
$1,725,000
3 Beds ⋅ 3 Baths ⋅ 220222579 MLS
Experience one of the best views in the valley. This impeccably crafted estate showcases exceptional quality in every detail. Spanning 4,079 sqft on a generous .30-acre lot, this 3-bedroom, 2.5-bath residence is designed for elevated living and effortless entertaining. Walls of glass open via an accordion window system, framing breathtaking 180° valley views and creating seamless indoor/outdoor flow. The expansive living spaces extend to a resort-style backyard complete with an inground pool and spa, outdoor kitchen, and private putting green--perfect for both relaxation and hosting. Inside, discover refined spaces including a dedicated office, workout room, bonus room downstairs, and a hidden bookshelf wall that adds intrigue and charm. Abundant storage, thoughtful design, and a 3-car garage enhance everyday functionality. This home is a rare blend of sophistication, comfort, and resort-inspired living.

1812 Plateau Drive, Medford

Listing courtesy of John L. Scott Medford.

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