HIGHLANDS Homes for Sale

Welcome to the Highlands, a charming subdivision nestled in the heart of Prineville, Oregon, in the picturesque Crook County. This hidden gem offers a serene and inviting atmosphere, perfect for families, retirees, and anyone looking to enjoy the beauty of Oregon’s high desert landscape. With its stunning views of the surrounding mountains and easy access to outdoor recreational activities, Highlands is truly a haven for nature lovers and adventure seekers alike.

The homes for sale in the Highlands reflect a delightful blend of modern comfort and rustic charm. Whether you’re searching for a cozy single-family home or a spacious property with ample outdoor space, you’ll find a variety of options to suit your lifestyle. Many of these homes feature open floor plans, large windows that let in plenty of natural light, and beautifully landscaped yards, providing the perfect backdrop for entertaining or simply enjoying the tranquility of your surroundings.

Living in the Highlands means you’re just minutes away from Prineville’s vibrant downtown, where you can explore local shops, enjoy delicious dining options, and participate in community events. Additionally, the area boasts proximity to numerous parks, hiking trails, and recreational facilities, ensuring that you’ll never run out of things to do.

If you’re looking for a place that combines the best of suburban living with the allure of nature, the Highlands in Prineville, OR, is the perfect destination. Explore the homes for sale today and discover your dream home in this idyllic community!

Newest HIGHLANDS Homes for Sale

$570,000

2 Beds ⋅ 2 Baths ⋅ 625192761 MLS

Welcome to The Highlands, one of the area’s most desirable 55+ communities, where beautiful surroundings, a peaceful setting and a true sense of community come together. This coveted Riviera floor plan is filled with natural light, with soaring vaulted ceilings creating an airy, open feel throughout.The open-concept kitchen connects effortlessly to the living spaces, while two fireplaces bring warmth and character to the home. Outside, professional landscaping creates a private backyard oasis, complete with a generous deck perfect for entertaining, dining outdoors or simply enjoying the serenity of the setting.The Highlands offers the best of both worlds: a quiet, tucked-away feel with the convenience of King City and Summerfield golf courses, shopping, dining, entertainment, medical services and major thoroughfares just minutes away. Known for its natural beauty, low-maintenance lifestyle and welcoming atmosphere, this is a community where neighbors become friends and it’s easy to feel at home.A special home, a sought-after floor plan and a lifestyle that is increasingly hard to find!

16044 SW 129TH TER, Portland

$395,000

4 Beds ⋅ 2 Baths ⋅ 384399600 MLS

Extensively renovated,this ready for you 4-bedroom, 2-bath home offers the updates buyers want with the major investments already complete. From premium interior finishes to approximately *$50,000 in structural improvements* This home has been upgraded with quality, durability, and everyday functionality in mind.What truly sets this home apart is it's *incredibly versatile floor plan* With a *private exterior entrance to the upper level*, two separate living rooms,*2 kitchens*,*2 water heaters*,2 electrical panels, One for each floor, and a centrally located **mudroom/laundry room** that servesthe home without disrupting either living space. The layout offers exceptional flexibility. While *not a permited duplex*, This home lives much like one, making it ideal for *multi-generational or shared living* Inviting interior featuring **premium LifeProof luxury vinyl plank flooring throughout, except kitchens(tile). Chosen for its superior durability and quality, this flooring provides a seamless look from room to room—even the crawlspace access beneath the stairs has been finished with matching flooring for a clean, cohesive appearance. A former hallway was transformed into a spacious mudroom/laundry room,creating a practical rear entry while preserving the privacy and functionality of both living areas.Beneath the home, the work you can't always see is just as impressive. Approximately *$50,000* was invested in major structural improvements, including *new footings and support beams*, a professionally cleaned crawlspace with a *new moisture barries*,and a *French drain system surrounding the home with a sump pump, providing lasting stability and peace of mind. Outside, the original small patio has been replaced with a large concrete patio, creating an inviting outdoor entertaining space. The backyard has been leveled and finished with fresh gravel and a driveway from front to back, creating exceptional off-street parking with room for multiple vehicals.

265 17TH AVE, Longview

$270,000

2 Beds ⋅ 1 Baths ⋅ 292159268 MLS

Charming and full of natural light, this 2-bedroom, 1-bath home offers 800 square feet of comfortable living space with a functional layout designed for everyday ease. The bright living room, with room for an eating area, flows seamlessly into the kitchen. Just off the kitchen, the spacious utility room includes a pantry for added storage and convenience. Built-in hallway cabinets provide excellent organization while adding timeless character. Outside, enjoy a fully usable partially fenced yard with plenty of space for gardening, pets, play, or outdoor gatherings. The detached garage offers additional parking, storage, or workshop potential. Make this home yours today!

352 28TH AVE, Longview

$312,500

2 Beds ⋅ 1 Baths ⋅ 695438728 MLS

Charming 2-bedroom, 1-bath bungalow offering 894 square feet of comfortable living space. This inviting home features a cozy wood-burning fireplace in the living room, creating the perfect spot to relax on cool evenings. The formal dining room, conveniently located just off the kitchen, provides an ideal space for everyday meals or entertaining guests. The functional floor plan includes a dedicated utility room for added convenience, while fresh interior paint gives the home a clean, updated feel. Step outside to a spacious, fully fenced backyard featuring a covered patio—ideal for outdoor dining, entertaining, gardening, or simply unwinding year-round. An attached 1-car garage provides secure parking and additional storage. Offering a functional layout, inviting living spaces, and a generous backyard, this move-in-ready home is an excellent opportunity to enjoy comfortable living with practical amenities.

520 28TH AVE, Longview

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The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.