Skyland Real Estate

Welcome to Skyland, a picturesque subdivision nestled in the heart of Lake Oswego, Oregon, within the serene Clackamas County. This charming community is renowned for its stunning landscapes, friendly atmosphere, and an abundance of recreational opportunities, making it the perfect place to call home.

Skyland boasts a harmonious blend of modern living and natural beauty. The subdivision features beautifully designed homes that cater to a variety of lifestyles, from cozy single-family residences to spacious family estates. Each property is thoughtfully situated to take advantage of the lush greenery and breathtaking views that surround the area. Residents enjoy well-maintained streets, inviting parks, and community amenities that foster a sense of belonging and connection.

One of the most appealing aspects of Skyland is its proximity to Lake Oswego’s vibrant downtown, where you can find an array of boutique shops, delightful restaurants, and cultural attractions. For nature lovers, the nearby parks and trails provide endless opportunities for hiking, biking, and enjoying the great outdoors. The scenic Willamette River is just a stone's throw away, offering serene spots for kayaking and picnicking.

Families will appreciate the highly-rated schools in the area, ensuring quality education for children of all ages. With its welcoming community spirit and a strong emphasis on outdoor living, Skyland is not just a place to live; it’s a lifestyle. Discover the charm and tranquility of Skyland, where your dream home awaits amidst the beauty of Lake Oswego!

Newest Listings in Skyland

$2,395,000

4 Beds ⋅ 3 Baths ⋅ 301876751 MLS

Nestled among the trees on a 3.5 acre lot in Lake Oswego's prestigious Skyland neighborhood. Its European inspired style gives a sense of grandeur, luxury, and ultimate privacy. Tucked up along the hillside, you will enjoy jaw-dropping views all year long. This home is an entertainer's dream with a pool, game room, 3-car garage, 200 bottle wine cellar, multiple wrap around decks, four custom water features and much, much more. Sweeping views of Mt.Hood, Mt.St Helens, Mt.Adams, and the Willamette River. The living room features vaulted ceilings and and a stately gas fireplace. Recent updates include carpet, rebuilt furnaces with smart thermostats, refurbished deck, freshly trimmed trees, new lighting in bedrooms, and much more! Although this home has 3 stories, it has main floor living with the kitchen, laundry room, primary suite, guest room, and additional full bathroom all on the main level.

1777 SKYLAND DR, Lake Oswego

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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.