1,005 houses for sale in Holly Orchard

Set on a generous. 22-acre lot in Lake Oswego's coveted Westlake neighborhood, this light-filled home offers a flexible floor plan, expansive outdoor space, and meaningful recent improvements. Southern exposure and new Marvin windows bring abundant natural light throughout, while generously sized rooms create a comfortable, open feel. The main level features multiple living spaces, including a formal living room and inviting family room with built-ins, wood-burning fireplace, and wood-beamed ceiling. A sunny breakfast nook overlooks the backyard, while the spacious main-floor den with French doors is ideal for an office, library, or flex space. A utility and mud room adds convenient storage. Upstairs, generously sized bedrooms provide plenty of room to spread out, complemented by newer carpeting and easily accessible attic storage. Major updates include the furnace, central AC, water heater, refrigerator, and carpeting, all approximately two years old, along with a recently fully encap

Charming opportunity in the highly sought-after Village on the Lake neighborhood of Lake Oswego! This home offers excellent potential with an entry-level price point for the area, thoughtfully priced to reflect the need for a new roof and some minor repairs. The versatile bonus room features a walk-in closet and could easily be converted into a fourth bedroom, providing added flexibility for living or guest space. Property is eligible to join the neighborhood Village on the Lake Easement, the largest on the Lake featuring 2 floating trampolines, a water slide, multiple Hydro bikes, and lots of storage for canoes, kayaks, paddle boards and more! A great chance to invest in one of Lake Oswego’s most desirable communities in a highly sought after location. Make this home your own!

Perched in Atherton Heights, this contemporary home pairs an incredibly flexible floor plan with sweeping 180 degree views across Stevens Meadow, the valley, and mountains beyond. Multiple outdoor spaces make the most of the setting, while nearby trails put some of Lake Oswego’s best natural areas right outside your door. The main level is designed for easy everyday living, with a spacious primary suite featuring a large walk in closet, well appointed bath with soaking tub, and adjacent laundry. The living room with fireplace, gourmet kitchen, and dining area flow together seamlessly, all oriented toward the expansive views. Just off the entry, a secondary living space with French doors opening to a private patio offers the perfect spot for a den, library, or piano room. Downstairs, the home continues with a generous bonus living area featuring a full kitchenette, wet bar, and wine fridge, with direct access to a covered deck. Two guest suites, a workout room with adjacent bath, an add

Price improvement! Mountain Park Living at Its Finest | Lake Oswego, OR Welcome to this beautifully updated 4-bedroom, 2.5-bathroom home nestled in the highly sought-after Mountain Park neighborhood of Lake Oswego. At 2,232 square feet, this residence delivers the perfect blend of classic character and modern refinement. Step inside to discover soaring high ceilings in the living room that create a bright, airy atmosphere — ideal for everyday living and entertaining alike. The updated kitchen features sleek quartz countertops and stainless steel appliances, offering a clean, contemporary aesthetic that today's buyers appreciate. Additional highlights include a washer and dryer included for move-in convenience, a patio complete with a Traeger smoker (included in sale), and a fully fenced yard that provides a private outdoor retreat — perfect for pets, play, or simply unwinding after a long day. Built in 1974 with enduring craftsmanship, this home offers the solid construction and timele

Set in one of Lake Oswego’s most established neighborhoods, this home is tucked among serene evergreens, a setting that feels wonderfully removed from the ordinary. Walls of windows throughout keep the home bright and open, letting natural light pour through. Offered for the first time in 40 years, it's a rare opportunity to add your own updates and build equity in a setting that's private, warm, and full of character. Vaulted, wood-planked ceilings give the living room signature charm, while a gas fireplace creates an inviting focal point for evenings at home. Oversized windows and a slider open to the extended front deck and treetop views, with the adjoining dining area ready for dinners that turn into lingering conversations. In the kitchen, white cabinetry, generous counters, and an eat-bar island create an easy place to cook, gather, or grab a quick bite, with a gas range and stainless appliances rounding out the space. The primary suite is a quiet retreat, with a generous walk-in

Discover refined modern living in this exceptional Monogram Custom Home, completed in 2021 and ideally situated in one of Lake Oswego’s most coveted neighborhoods. Elevated above Spruce Street to maximize natural light and capture sweeping northern views, this like-new residence offers a rare blend of sophisticated design and effortless livability. This home features an elegant open-concept floor plan with beautifully connected living spaces centered around a stunning great room and chef’s kitchen. Premium Wolf and Sub-Zero appliances, custom cabinetry, an impressive waterfall island, and wide-plank hardwood flooring create a polished yet welcoming environment for everyday living and entertaining. French doors open to a private covered patio and level fenced yard, delivering ideal indoor-outdoor flow for year-round enjoyment. A main-level den and powder room provide flexibility for work or guests. Thoughtful craftsmanship and intentional design are evident throughout, with extensive bu

Incredible opportunity at an outstanding price to own a five-bedroom Lake Oswego home situated in a prime location and on a cul de sac. Entertain in the renovated kitchen, relax in the sauna and enjoy the 10,018 square foot landscaped lot with ample space for outdoor living and entertaining. The superb location is a short walk to restaurants and shops, while being only minutes from the state of the art LORAC and exciting downtown Lake Oswego. This home is a must see!

An exclusive opportunity awaits on the premier lot in Lake Oswego's iconic First Addition neighborhood. This upcoming contemporary masterpiece by Monogram Custom Homes offers the unique chance to personalize your dream home from the ground up. Designed by acclaimed architect Rick White, the 3,900sqft+ layout balances striking architectural lines with high-end functionality. The exterior will feature Boral siding, giving the home the ultimate in curb appeal and durability. On the main level, you're welcomed by soaring ceilings in the great room that flows seamlessly into a covered outdoor area. A private study and formal dining room add to the versatility of the main level, while the chef’s kitchen is expertly paired with a hidden scullery to keep the primary entertaining space pristine. An elevated primary suite, just a few steps above the main level, provides both convenience and a luxurious retreat. Upstairs, additional bedrooms and flex spaces are tailored for modern lifestyles. The

Absolutely move-in ready! Outstanding opportunity for spacious single level home in popular Stephenson Elementary School area of higher end homes. Large, level, private lot with oversized attached garage. Outstanding light, bright, three bedroom floor plan with vaulted ceilings and walls of windows. All new interior paint, newer exterior paint and newer roof. Seller providing One Year Fidelity Home Warranty. Washer/Dryer/Refrigerator included. No CC&Rs or HOA fees. First Open, Sunday 11/8, 1:00 to 3:00

Rarely does a property offer this combination of scale, craftsmanship, privacy, and versatility. This custom 5,558 sq ft estate sits on nearly a full acre and features a 1,200 sq ft four-car garage, a 2,428 sq ft detached workshop with a 14-ft door and 930 sq ft loft, plus an additional 2,500 sq ft basement. The home welcomes you with a stunning wrap-around covered porch featuring a mahogany ceiling and Ipe decking, leading to expansive outdoor living and entertaining spaces. There is ample room to create a private resort-style retreat with a pool, tennis court, and sports court, subject to approvals. Inside, soaring ceilings and wide hallways lead to beautifully designed open living spaces and a chef’s kitchen with an oversized island, premium stainless-steel appliances, and walk-in pantry. All four bedrooms feature en-suite baths, including a luxurious primary suite with an expansive walk-in closet. A spacious bonus room with wet bar provides the perfect media or recreation space, wh

This stunning modern farmhouse is better than new, meticulously cared for, and tucked away on prestigious Lowenberg Terrace in beautiful Lake Oswego. Luxury abounds with expansive windows, vaulted ceilings with exposed beams, engineered hardwoods throughout, 8-foot solid-core doors, tall ceilings on both levels, custom millwork, & more! The living room features a show-stopping floor-to-ceiling fireplace, custom oak built-ins, & ample room to lounge. The state-of-the-art kitchen is a hosting dream with beautiful quartz countertops, custom cabinetry with soft-close hinges & drawers, a top-of-the-line Dacor appliance package, convenient pot filler, slide-out oak cutting boards & trays, hands-free faucet, & custom pantry with coffee bar. The main-level primary is like no other, with a large bedroom overlooking the beautiful backyard, spacious walk-in closet, & spa-like bathroom featuring heated tile floors, dual shower heads, body sprayer, body massagers, & soaking tub. All spare bedrooms

One of a kind cottage cluster development in West Portland Park at an Unbelievable Price! Income limits temporarily removed; now available to all owner occupants. Investors can purchase with a premium. Tucked back away from the street! These are SPACIOUS 3 bedroom, 2.1 bath, and 1,260SF homes WITH A SIDE YARD! Unlike any other, these live large! Light and bright with lots of windows, open floor layout, generous sized kitchens, SS appliances, quartz counters, upscale finishes, and just overall well built homes! Amazing location with close proximity to your favorite dining, shopping, parks and entertainment! Fee simple single family homes. No hoa! Builder warranty included and FHA financing available! Home energy score is 10 out of 10! This is the best value around! [Home Energy Score = 10. HES Report at

Now 50% sold out! 4 out of 8 homes are pending! Don't miss your chance! Designed for true lock-and-go living, Koval Cottages offers something Lake Oswego has never seen before: new-construction, detached fee simple homes in First Addition at an attainable entry price point. Perfect for downsizers, first-time buyers, small families, seasonal residents, or anyone seeking low maintenance luxury in the city’s most charming neighborhood. Each home showcases exceptional finish work, modern contemporary design, and a refined attention to detail throughout. A rare and extraordinary opportunity to own a standalone home in the heart of First Addition. Enjoy effortless access to downtown Lake Oswego’s restaurants, boutique shopping, cafes, and one of the region’s best Saturday Markets! For investment purposes. Actual rent on another home in the project is $5,000/mo

A wonderful Dunthorpe location with over an acre of level ground in Clackamas County and Lake Oswego schools. Large primary suite on the main and five additional generous sized bedrooms four of which are also suites on second floor. A large bonus room on upper floor as well. A magnificent guest/living quarters that is over 1300 sqft with it's own 2 car garage and separate entry. Outside is a beautiful covered living space off the living room with a fireplace and direct access to the pool and bathhouse. Raised beds a fenced yard, gated driveway and so much more. Be sure to view the video slide show to get a real sense of living at 1261 SW Underhill

This Trillium Woods townhome offers a convenient and comfortable environment to start your next chapter. Enjoy easy maintenance and carefree living with close proximity to shopping and restaurants. Located on the edge of Waluga Park, this beautifully appointed great room floor plan offers a recently remodeled primary bath with walk in shower, soaking tub and walk in closet with organizing system. The main level has been updated with LVP flooring. The kitchen has slab granite countertops and a walk in pantry. Three bedrooms upstairs including a laundry room and loft with skylights which makes a great workspace. The fully fenced backyard with large patio is perfect for outdoor entertaining. For those buyers who are looking for a move in ready home and a more simple lifestyle to just lock the door and go, this is the home for you!

Lake Oswego's Best Luxury Home Opportunity – Personalize Your Dream Home Before Completion. There is still time to'Monogram' this residence with your preferred finishes and design selections, creating a luxury home tailored to you. Ideally situated in one of Lake Oswego's most desirable neighborhoods on a rare, level 130' deep lot, this home offers a spacious, fully fenced backyard with abundant room for recreation, pets, gardening, and entertaining. Combining timeless architecture, exceptional craftsmanship, and an outstanding lifestyle, the property also includes access to three lake easements and Lake Grove Swim Park, placing boating, swimming, paddleboarding, and waterfront recreation just moments away. Designed for both comfortable living and effortless entertaining, the light-filled great room features expansive windows, a dramatic glass door opening to the patio, wide-plank engineered oak floors, custom built-ins, and a striking floor-to-ceiling fireplace. The chef's kitchen is

Set on a private 0.42-acre lot in Lake Oswego’s coveted Palisades neighborhood, this lakefront traditional offers sweeping Oswego Lake views and exceptional indoor-outdoor living. The 3,852-square-foot home features vaulted ceilings, sunken living room, formal dining, and an open kitchen / great room that flows seamlessly to outdoor entertaining spaces through French doors. A standout feature is the recently rebuilt private boathouse with an expansive rooftop deck complemented with a dock, boat lift, landscaped grounds, and irrigation supported by deeded water rights—an ideal setting for lakeside gatherings as bald eagles and herons pass overhead. The upper-level primary suite includes a sitting area, dual walk-in closets, and a well-appointed bath. Three large additional bedrooms and a dedicated office offer custom built-ins and generous space. Other recent capital improvements are dual HVAC systems, water heaters, and a whole-house generator, providing year-round comfort and reliabil

Welcome home to this 3-bedroom, 2.5-bath home tucked into a quiet Tigard cul-de-sac! With 1,817 square feet, this two-story home offers a functional floor plan with inviting spaces for everyday living and entertaining. The kitchen features quartz countertops and a breakfast bar that connects to the family room with a gas fireplace. Enjoy the privacy of a fully fenced backyard with a spacious stamped-concrete patio. A covered gazebo provides a dedicated space for outdoor cooking and entertaining, while the hot tub offers the perfect spot to unwind. Two powered storage sheds offer extra space for tools, hobbies, and gear. Need room for your RV, boat, or recreational toys? The oversized RV parking pad offers plenty of space! Additional features include leaf-guard gutters, an automatic sprinkler system, and newer exterior paint. Conveniently located near Bridgeport Village and Cook Park, this home offers room to spread out and enjoy the outdoors

Unique investment opportunity in the prestigious heart of Lake Oswego's First Addition! This is a duplex. Surrounded by luxury single-family residences, this well maintained 3,003 sq ft duplex generates $5,500/month gross revenue alongside unmatched long-term appreciation in one of Oregon's most coveted zip codes. Unit 1 (3 Bed | 1.1 Bath 1777 sqft) rents $3,100/month. Highlights include a spacious floor plan, cozy wood-burning fireplace, updated countertops, full dishwasher, in-unit washer/dryer, an attached garage, and private fenced yard. Unit 2 (2 Bed | 1 Bath | 1,226 Sq Ft) rents $2,400/month. Features a bright, well-scaled layout, wood-burning fireplace, updated countertops, dishwasher, dedicated in-unit washer/dryer, covered carport parking, and a private fenced yard. An unbeatable lifestyle location: minutes to boutique shopping, artisan dining, fitness studios, neighborhood parks, grocery and Oswego Lake. Perfect for the savvy owner occupant looking to live in one unit while s

Sensational Midcentury Modern architecture meets panoramic 180 degree costal range sunset views in this custom designed oasis with entertainer’s level and pool decks, all perfectly sited between key Portland and Lake Oswego amenities. Designed by Midcentury Modern architect Dimitri Alexis and inspired by Frank Lloyd Wright's organic sensibility, the entire main level features soaring vaulted and beamed ceilings with floor to ceiling windows taking in the magnificent vistas and a tranquil atrium entry with fountain and manicured indoor trees. Filled with light, this home enchants from its great room with 3-sided pier fireplace, gourmet kitchen and big-view dining room opening to the deck, main level primary haven with remodeled spa bathroom, and 2nd main level guest bedroom with nearby full bathroom. The pool level is a destination all its own with its full bar, billiards room, and entertaining space plus a soundproofed home theater or option for 4th bedroom, temperature controlled gard

Prepare to fall in love with this beautifully redesigned single level home in the heart of Lake Grove. Updates by award winning TTM Development Company, this home blends timeless style with effortless everyday living. Nestled among mature trees on a quiet cul de sac, it feels tucked away while remaining just blocks from neighborhood amenities. Light filled interiors showcase updated flooring, a striking fireplace, and an inviting layout that flows seamlessly from living to dining. The thoughtfully updated kitchen features quartz counters, refreshed cabinetry, stainless steel appliances, and a center island perfect for gathering. The primary suite offers a beautifully tiled shower, while updated interior and exterior paint, hardware, and fixtures bring a cohesive finish throughout. An attached two-car garage completes this move in rready Lake Oswego retreat

Experience luxury lakeside living in the gated community of Oswego Shore Estates. Enjoy immediate low-bank private marina—complete with a deeded slip, paddle board storage, and 50% ownership of a 2024 boat (separate from sale). This beautifully updated home blends sophisticated design with natural beauty, featuring newer wide-plank flooring, dramatic window walls, and scenic lake views. The main level offers spacious formal and casual living areas, including a great room with a fireplace, a formal dining room, a private den, and an updated kitchen with stainless steel appliances, a massive pantry, and an adjoining family room. Upstairs, the primary retreat boasts custom built-ins, dual walk-in closets, a cozy fireplace, and a gorgeous remodeled bath. The daylight lower level provides fantastic flexibility with a game room, wet bar, 2 bedrooms and a full bathroom. Complete with an oversized 3-car garage and a 2018 roof. (Seller is an Oregon Licensed Principal Broker. Sale is a 1031 exch

4-plex alternative! Own the 4 remaining homes in the project! DETACHED/fee simple single-family homes! Three of the homes are 3 Bed/2.1 Bath with about 1,500SF and One 2 Bed/2.1 Bath with about 1,200SF. One of the 3 bedrooms is currently rented at $5,000/mo. First Addition has never seen anything like this before! Stunning NW Modern design! Light and bright with lots of windows, open floor layout, SS appliances, quartz counters, upscale finishes, and designer colors. Builder warranty included! Don't miss this ultra rare opportunity to bolster your investment portfolio!

Now 3 out of 8 homes are pending! *. Don't miss your chance! Designed for true lock-and-go living, Koval Cottages offers something Lake Oswego has never seen before: new-construction, detached fee simple homes in First Addition at an attainable entry price point. Perfect for downsizers, first-time buyers, small families, seasonal residents, or anyone seeking low maintenance luxury in the city’s most charming neighborhood. Each home showcases exceptional finish work, modern contemporary design, and a refined attention to detail throughout. A rare and extraordinary opportunity to own a standalone home in the heart of First Addition. Enjoy effortless access to downtown Lake Oswego’s restaurants, boutique shopping, cafes, and one of the region’s best Saturday Markets! For investment purposes. Actual rent on another home in the project is $5,000/mo

Welcome to Tigard's Ashford Oaks neighborhood! This lovingly maintained light filled 3 bedroom, 2.5 bath home is ready to move in and make it yours. Thoughtfully designed for comfortable living and entertaining. Featuring vaulted ceilings, Milgard Windows and new Velux solar skylights offers an abundance of natural light and a warm inviting feel. Beautifully remodeled kitchen featuring quartz countertops, pantry, duel fuel range, stainless steel refrigerator and dishwasher. Enjoy a thoughtful backyard with mature landscaping, expansive deck and patio. Conveniently located near Cook Park, Tualatin River, Bridgeport Village and two Trader Joes

A commanding Tudor Revival estate on a nearly half-acre lot in Arnold Woods. Delivering 5,116 square feet across three levels, the home features 4 bedrooms, 3.5 baths, 3 gas fireplaces, and an oversized 2-car garage with epoxy floor and Level 2 EV charger. The main level features red oak flooring, an entertainer's kitchen with charcoal cabinetry, a new dual-fuel range, Miele dishwasher, Waterworks handmade herringbone tile backsplash, and a quartz peninsula with seating. Off the kitchen, a Timbertech composite deck with motorized awning sits in the tree canopy for inside-outside living. A DrySpace under-deck system keeps the covered deck below dry year-round, adding nearly 800 square feet of outdoor space across two levels. The upper floor has its own climate zone with a dedicated HVAC system, hosting secondary bedrooms and a vaulted primary suite. The suite includes dual walk-in closets, ensuite bath with a freestanding soaking tub set into a window bay, and a private bonus room off t

Large single-level home filled with natural light from walls of windows and featuring vaulted wood ceilings throughout the living room, dining room, family room, and kitchen. Situated on a huge, level lot at the end of a quiet cul-de-sac, this architecturally distinctive home offers a spacious and inviting layout with plenty of room for everyday living and entertaining. The home has been thoughtfully improved over the years, with updated flooring, cabinetry, appliances, plumbing, and newer windows, giving it a comfortable feel beyond its original era. More recent improvements include a roof replacement in 2025, newer A/C, a new hot water tank, fresh paint in select rooms, and a new dishwasher. The home also features a solid foundation and tongue-and-groove 2x6 floor construction. Built under permit and inspected by the City in accordance with applicable requirements at the time of construction. The private backyard is a wonderful retreat, featuring a covered patio and a huge level yard

Good vibes, great location and an even better price! Welcome to Lake Oswego living at an outstanding value! Nestled in the prestigious Mountain Park neighborhood at the top of Mountain Circle, this darling 2 bedroom, 1.5 bathroom home is bursting with charm and personality. Situated on a spacious corner lot surrounded by beautiful trees, this home offers a rare neighborhood find: a true attached two-car garage! Add in the low HOA cost and an incredible price point for Lake Oswego, and you've got something truly special! Step inside and prepare to fall in love. Soaring ceilings, exposed wood beams and natural light create an airy, inviting atmosphere that instantly feels like home. The cozy wood-burning fireplace brings all the Pacific Northwest charm, while the updated kitchen shines with quartz countertops and stainless steel appliances. Upstairs, the surprises continue! A versatile bonus room is ready to become your home office, reading retreat, workout space, or creative hideaway. B

Welcome to your perfect single-level retreat! The home offers comfort, convenience, and thoughtful updates throughout. Step inside and be greeted by soaring vaulted ceilings in the main living area, creating an open and airy feel while still maintaining a warm and cozy atmosphere. The home features engineered hardwood flooring in the entry, brand-new LVP flooring throughout the interior, and new bathroom vanities that add a modern touch. Every detail has been designed to make this home move-in ready and inviting. The spacious backyard is a blank canvas, ready for your personal touch—whether you dream of a garden, outdoor entertaining space, or a peaceful retreat. Best of all, this is a true one-level home, making it an excellent choice for those seeking comfort, accessibility, or the opportunity to downsize without sacrificing style or function

Experience effortless single level living in the heart of Lake Oswego’s coveted Palisades neighborhood. This sprawling ranch has been beautifully reimagined from top to bottom, complete with a brand new roof, fresh interior and exterior paint, and thoughtfully curated updates throughout. The design feels fresh yet timeless, blending warm, transitional finishes with subtle mid century influence to create a home that feels both sophisticated and incredibly livable. An open, light filled floor plan is complemented by multiple living spaces, expansive windows, and seamless sightlines that bring an abundance of natural light throughout the home. The thoughtfully designed layout includes four bedrooms and three full bathrooms, with a private fourth bedroom and bath ideally suited for multigenerational living, guest quarters, a home office, or mother in law suite. Outside, the home truly shines with an expansive patio designed for outdoor living and entertaining, overlooking two levels of lus