The Highlands Real Estate

Welcome to The Highlands, a picturesque neighborhood nestled in the heart of the United States, where charm meets modern living. Known for its stunning landscapes and vibrant community spirit, The Highlands offers residents an idyllic lifestyle surrounded by nature and convenience.

As you stroll through the tree-lined streets, you’ll be captivated by the blend of historic homes and contemporary architecture, creating a unique tapestry of styles that reflects the area’s rich history. The Highlands is renowned for its spacious parks and green spaces, perfect for family picnics, leisurely walks, or weekend sports activities. The community is dedicated to preserving its natural beauty, making it a haven for outdoor enthusiasts.

Families will appreciate the excellent schools in the area, which are consistently ranked among the best in the state. The Highlands fosters a strong sense of community, with numerous events throughout the year, from seasonal festivals to farmers' markets, ensuring that neighbors become friends and everyone feels at home.

Culinary delights abound in The Highlands, with a diverse array of restaurants and cafes that cater to every palate. Whether you’re in the mood for a cozy brunch spot or a fine dining experience, you’ll find it all just a stone’s throw away.

Conveniently located near major highways and public transportation, The Highlands offers easy access to nearby urban centers, making it an ideal place for commuters. With its perfect blend of tranquility and accessibility, The Highlands is not just a neighborhood; it’s a community where memories are made and dreams come true. Come experience the charm of The Highlands for yourself!

Newest Listings in The Highlands

$14,750,000

5 Beds ⋅ 8 Baths ⋅ 2543308 MLS ⋅ ACTIVE Status

Set on more than two private acres overlooking Puget Sound and the Olympic Mountains, this extraordinary Highlands estate is a rare union of architectural significance, historic landscape design, and timeless luxury. Its story begins in 1927, when the Olmsted Brothers designed the estate's celebrated gardens and grounds. In 1934, renowned architect Harrie T. Lindeberg completed the residence, one of only two he designed in the Pacific Northwest. Meticulously restored in 2023, the home was reimagined by New York designer Clive Lonstein and later featured in Architectural Digest. Interiors blend historic character with modern comfort through hand-plastered walls, bespoke millwork, radiant heated floors, Waterworks fixtures, Loro Piana drapery, Hermès and hand-painted wallcoverings, and exceptional craftsmanship throughout. Outside, mature gardens, natural spring-fed ponds, sweeping lawns, a spectacular rose garden, and elegant terraces frame panoramic views while creating an extraordinary setting for entertaining or quiet retreat. Nearly a century in the making, this is one of the Pacific Northwest's most important legacy estates, offering an unrivaled combination of provenance, privacy, and enduring design.

36 NW Cherry Loop Drive, Shoreline

Listing courtesy of Real Residential.

$6,995,000

6 Beds ⋅ 9 Baths ⋅ 2537138 MLS ⋅ ACTIVE Status

Tucked behind the gates of The Highlands, 72 Olympic Drive — once known as Cedargrove — is a timeless Georgian Colonial estate where nature, privacy, and gathering come together effortlessly. A winding approach leads to a circular drive and a welcoming arrival, while oversized doors open to a light-filled entry framed by sunset views of the Puget Sound and Olympic Mountains. The main level lives like a spacious rambler, anchored by a brand-new chef’s kitchen, family room, and seamless indoor-outdoor flow to terraces, rose gardens, and expansive lawns. A private primary suite with dual baths and water views offers a peaceful retreat, while five bedrooms upstairs and an indoor half basketball court create space for play and connection. Recently remodeled by Shultz Miller, the home blends classic architecture with modern comfort. Life in The Highlands offers quiet security, private beach access, trails, and community spaces — a rare balance of freedom and serenity.

72 Olympic Drive NW, Shoreline

Listing courtesy of COMPASS.

$7,650,000

6 Beds ⋅ 7 Baths ⋅ 2529482 MLS ⋅ ACTIVE Status

One of Edwin Ivey’s finest estates, located in The Highlands with 3.31 acres and over 250 feet of Southwest-facing frontage above Puget Sound. Enjoy Sound & Olympic views and sunsets paired with timeless European Tudor Revival design. The original 1921 grandeur is intact, but with the benefits of a 2005 complete refit by Schultz Miller. This is luxury living defined. Greet your guests in the formal entry and concert hall, or from the circular driveway with formal gardens, fountains, & auto-court. Explore all 11,000+ square feet of interior or lose yourself in the views from the South lawn and West Terrace. An estate worthy of hosting unforgettable events, yet equally enjoyed sharing with a few friends and a special bottle from the cellar.

83 Olympic Drive NW, Shoreline

Listing courtesy of Real Residential.

$3,980,000

5 Beds ⋅ 5 Baths ⋅ 2524158 MLS ⋅ ACTIVE Status

Privately set within the Highlands, this residence unfolds across park-like grounds filled with vibrant gardens, winding paths & blooming rhododendrons. The home is defined by vaulted ceilings, fine millwork, & a seamless connection between indoors & out. A welcoming courtyard, tranquil water features & wraparound terraces create a serene atmosphere. The main living spaces are warm & inviting, anchored by a fireplace & lush garden outlooks. The dining room flows effortlessly into the kitchen, where charming details add character & function. Thoughtfully designed for everyday living. The primary suite is a private retreat with custom built-ins, integrated office space, vanity, walk-in closet & a marble-clad bath. Two spacious bedrooms each feature their own bath. All three bedrooms overlook the pool & gardens. An additional guest suite with sitting room, built-in office space, walk-in closet & full bath provides versatility for visitors or extended stays The lower level offers exceptional flexspace complete with Murphy bed & bath, sauna & direct access to the pool terrace. Outdoors, the experience continues with a pool surrounded by lounge areas, colorful blooms, rolling lawns, greenhouse, & picturesque paths throughout the property. A detached guest house includes its own kitchen, bedroom, living and dining area, and two bathrooms. Charming, vibrant & surrounded by extraordinary grounds.

114 NW Highland Drive, Shoreline

Listing courtesy of COMPASS.

$14,950,000

8 Beds ⋅ 10 Baths ⋅ 2493310 MLS ⋅ ACTIVE Status

A Georgian Estate by Charles Platt - one of America’s most revered architects - set on 7.26± bluffside acres in the gated Highlands. Regarded as one of the Pacific Coast’s finest examples of Georgian architecture. Inspired by the great country homes of Italy and France, Platt believed that beauty lay in symmetry, clarity, and balance. This estate brings those ideals to life through perfectly proportioned rooms and an effortless flow between architecture and landscape. The home unfolds with quiet drama. A grand, mural-adorned drawing room, paneled library, and formal dining room all frame panoramic views of Puget Sound and the Olympic Mountains. Every detail from soaring ceilings and acanthus-leaf cornices to herringbone hardwoods and a sweeping staircase reflects a profound understanding of classical design and timeless refinement. Olmsted’s vision of naturalistic beauty is reflected in the grounds. Open lawns stretch toward the bluff, while woodland paths weave through groves of mature trees and sculpted gardens. A tranquil pond anchors the landscape, and surrounding greenery creates a seamless connection between the residence and the land. It is a setting designed for both retreat and discovery. An extraordinary convergence of architecture, landscape and legacy - without precedent in the architectural history of the Pacific Northwest.

77 Olympic Drive NW, Seattle

Listing courtesy of COMPASS.

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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.