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1595 NW Davenport Avenue, Bend
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 220230579 MLS
Situated on a beautiful corner lot surrounded by mature trees in one of Bend's most charming neighborhoods, this 3,020 sq ft home blends character, comfort, and thoughtful details. Featuring 3 bedrooms, 2.5 baths, 2 offices, and a unique whiskey display room with a Murphy bed for guests. The updated kitchen features a large butcher block island, custom BlueStar range, butler's pantry, and modern finishes. Beautiful hardwood floors add warmth and character throughout the home. Upstairs, a stunning library-inspired bonus room steals the show with built-in bookshelves, rolling ladder, gas fireplace, wet bar, and wine fridge. Among the home's many storage features are a dedicated shoe closet downstairs and a purse closet in the primary suite. Enjoy peaceful mornings on the spacious wraparound porch overlooking picturesque, tree-lined streets. With Overturf Park, the Deschutes River, and plenty of shops and restaurants just a short walk away, this home offers a truly special Bend lifestyle.

1595 NW Davenport Avenue, Bend

Listing courtesy of RE/MAX Key Properties.

908 NW 15th Street, Bend
$725,000
2 Beds ⋅ 1 Baths ⋅ 220230557 MLS
Westside charm, an unbeatable location, and room to grow. Tucked along a quiet street on a generous corner lot, this updated cottage puts the best of Bend within easy reach. Walk or bike to Newport Avenue, Galveston, the farmers market, downtown, and the Deschutes River. Inside, an efficient, open layout features bamboo floors, an updated kitchen, newer vinyl windows, and French doors that connect the living space to a newly landscaped backyard retreat. Cedar fencing creates a private setting for multiple patios, a wood-fired sauna, fire feature, and evenings under the stars. Move right in and enjoy the simplicity of low-maintenance living, or explore the possibilities for a future addition on the oversized corner lot. Notable Features: Updated kitchen and bath· Bamboo floors · New washer/dryer · Sauna · Fire feature · Multiple patios · New cedar fencing · Low-maintenance landscaping · Carport · Corner lot · expansion potential

908 NW 15th Street, Bend

Listing courtesy of Cascade Hasson SIR.

1446 NW 5th Street, Bend
$1,400,000
220230058 MLS
Walkable westside income property with three remodeled units on one lot! The 2-bed, 1-bath main house features a large covered front porch, malm fireplace, finished basement and separate utilities. The ADU adds two 1-bed, 1-bath units, upstairs and downstairs, both offered fully furnished and turn-key. All units are rented monthly with low vacancy, delivering steady income from day one. Two off-street parking spots included. Location is the real draw: stroll to downtown Bend's restaurants, shops, and nightlife, and to the Deschutes River's trails and parks. Walkable westside addresses attract steady tenant demand and appeal to owner-occupants too. Live in one unit and let the others help carry the property, or hold all three as a rental portfolio. A rare chance to own a remodeled, income-producing multi-unit in one of Bend's most sought-after locations.

1446 NW 5th Street, Bend

Listing courtesy of Cascade Hasson SIR.

SW Century Drive, Bend
$3,385,674
220230042 MLS
Two Mixed-Urban lots on Century Drive in Bend, Oregon, totaling 4.34 AC. Lot One (2.46 AC) is offered at $3,385,674. Lot Two (1.88 AC) is offered at $2,702,462. The lots may be purchased separately or together. Per-square-foot figures are calculated from the stated acreage and asking price. Zoning is Mixed-Urban with a 65-foot height limit. All utilities are reported available. Buyers should verify zoning, permitted uses, height, utilities, lot boundaries and acreage with the City of Bend and their own consultants. Within 5 minutes of OSU-Cascades, downtown Bend, the Old Mill District, the Athletic Club of Bend and westside neighborhoods. 5-mile radius: 119,132 residents (2026), 1.4% annual growth, $108,298 median household income.

SW Century Drive, Bend

Listing courtesy of Compass Commercial Real Estate.

1230 NW Hartford Avenue, Bend
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 220229704 MLS
Set in the heart of Bend's coveted Galveston corridor, this mountain modern home offers a rare combination of space, privacy and walkability. Thoughtful architecture and expansive windows fill the 3,270 SF home with natural light, creating the openness and breathing room typically found on much larger properties. Generous living spaces center around a dramatic Colorado granite fireplace, while the kitchen features floor-to-ceiling maple cabinetry, a substantial island and pantry. Refined finishes and over $100K in thoughtful improvements since completion further elevate the home. An oversized 2-car garage and 24-foot driveway add exceptional functionality. Just moments from Downtown, Drake Park, the Deschutes River, trails, restaurants and cafés, this home pairs the feeling of a private retreat with the best of Bend's Westside just outside your door.

1230 NW Hartford Avenue, Bend

Listing courtesy of The Agency Bend.

254 NW Congress Street 1 & 2 Unit 1 & 2, Bend
$2,499,000
3 Beds ⋅ 4 Baths ⋅ 220229871 MLS
Near Bend's coveted historic district and Drake Park, this exceptional three-bedroom, three-and-a-half-bath residence with office blends sophisticated mid-century modern design with a premier in-town setting. Striking architecture, wrought-iron railings and curated finishes create a distinctive style. The contemporary kitchen opens to elegant living and dining spaces, ideal for entertaining. A thoughtful floor plan separates the spacious primary suite from beautifully appointed guest rooms, while spa-inspired baths offer a serene retreat. A rooftop patio and garden provide exceptional outdoor living. Just moments from the Deschutes River, Drake Park, downtown dining, wine bars and boutique shopping, this home offers modern luxury in one of Bend's most treasured neighborhoods. Existing rental cottage included, and permits are in process for a proposed alley-loaded two-car garage with an approximately 700 SF ADU, available to be built separately and not included in the offering.

254 NW Congress Street 1 & 2 Unit 1 & 2, Bend

Listing courtesy of Cascade Hasson SIR.

537 NW Ogden Avenue Lot 14 Unit Lot 14, Bend
$1,249,950
3 Beds ⋅ 3 Baths ⋅ 220229746 MLS
Put your gas money towards home ownership! Enjoy exceptional walkability and effortless Westside living from this ideally located Bend property, just a short walk to the Galveston Corridor, downtown, Newport Market, Drake Park, breweries, restaurants and shops. The 1,555 sq. ft. main home features a bright, open floor plan with modern finishes, primary suite with private bath, plus two additional bedrooms and full bath. Enjoy a private backyard, paver courtyard, fresh landscaping and mature trees. Above the detached 2-car garage, a private-entry ADU includes an additional 1 bedroom, full bath, kitchen, living area and laundry--ideal for guests, multi-generational living or potential rental income. The garage includes lock-off storage and 50amp EV wiring. No HOA, fun location, walkability, flexibility and an ADU make this Westside gem an exceptional find.

537 NW Ogden Avenue Lot 14 Unit Lot 14, Bend

Listing courtesy of Stellar Realty Northwest.

1234 NW Union Street 1 & 2 Unit 1 & 2, Bend
$875,000
2 Beds ⋅ 2 Baths ⋅ 220229706 MLS
OPEN HOUSES are for ADU ONLY. Main house is tenant-occupied; please do not disturb the tenant. Picture yourself on Bend's coveted westside, a short stroll to the river trail, downtown, and Newport Avenue favorites like Newport Market, Back Porch Coffee, and Spork. This rare Union Street offering pairs two charming cottages on one lot, moments from the Neighborhood Greenway for easy, car-free access by foot or bike. The 2017 back cottage is Earth Advantage Platinum and Zero Energy certified. The 1926 front bungalow keeps its original character and refinished hardwood floors, with thoughtful updates throughout: new windows and doors, a newer roof, full insulation and professional air sealing, rewiring, and an all-electric conversion with ductless heat pump, ERV, and heat pump water heater. A 6.4 kW owned solar array serves both homes. Live in one and let the other help offset the payment, host extended family, or hold two income streams.

1234 NW Union Street 1 & 2 Unit 1 & 2, Bend

Listing courtesy of Harcourts The Garner Group Real Estate.

660 SW Columbia Street, Bend
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 220229206 MLS
Live in the flow. Introducing Riva Bend, a new collection of 42 modern townhomes overlooking Riverbend Park and the Deschutes River beyond. Perfectly positioned beside Hayden Homes Amphitheater and steps from the Old Mill District, this is mountain-town living at its most connected. Residence 4 is a Deschutes floor plan featuring the natural Driftwood interior palette and a coveted private orientation with natural rock formation. Thoughtfully arranged across three levels, it offers flexible living, 1st floor guest suite, a 2 car garage and lock-and-leave simplicity designed for every season. More living. Less upkeep. Adventure outside. Culture around the corner. Home right where it should be. Short-term rentals permitted, creating exceptional flexibility for primary, second-home, or investment ownership.

660 SW Columbia Street, Bend

Listing courtesy of Cascade Hasson SIR.

1435 NW Baltimore Avenue, Bend
$640,000
2 Beds ⋅ 2 Baths ⋅ 220229122 MLS
Coffee on the front deck, a stroll to the river to watch the surf wave, then lunch & a local pint just blocks from home. This is west side living done right in one of Bend's most vibrant neighborhoods. This historic home keeps its character & handles the big stuff: a 2023 efficient heat pump w/ A/C, a newer water heater & dishwasher w/ added cabinetry, & a brand new roof. Refinished & newly added wood floors warm the living room, office, & primary suite, where vaulted ceilings & skylights fill the space w/ light. The neighborhood provides 2 playgrounds, Overturf butte w/ trails & off-leash dog park, and quick access to Mt. Bachelor & the MTB trails. The fully fenced, back yard has a great garden bed & is generous for this side of town--ready for dog & kids. The 2 decks allow for comfortable outdoor living as the seasons change. A basement (rare find) & a garage for added storage or projects w/ a long driveway for the boat/RV create the framework for a happy life in Bend.

1435 NW Baltimore Avenue, Bend

Listing courtesy of High Desert Realty, LLC.

1355 NW Jacksonville Avenue, Bend
$734,999
3 Beds ⋅ 2 Baths ⋅ 220229082 MLS
Rare opportunity in Bend's most desirable Westside neighborhoods, this .14 acre lot sits nicely between the Galveston and Newport Corridors, close to shopping, dining, services, and downtown. The property includes a 1919-built, 3-bedroom, 2-bath home with 876 sqft - ready for a builder or developer to reimagine. The lot's size and prime location support a range of possibilities, from an extensive renovation, to a full tear-down for a custom new home. There's also potential to add an ADU, all subject to city approval, making this an especially compelling opportunity for builders looking to maximize the site. Street and alley frontage add flexibility for parking and site design, making this a rare opportunity to secure land in this established, high demand part of Bend.

1355 NW Jacksonville Avenue, Bend

Listing courtesy of Bend Premier Real Estate LLC.

354 NW Drake Road, Bend
$2,595,000
3 Beds ⋅ 3 Baths ⋅ 220228786 MLS
Welcome to Drake. This wonderful Downtown Bend home is a step above the rest with over $500,000 in upgrades in the last 3 years. From a superbly constructed addition to fully-remodeled kitchen and bath, all the upgrades tastefully blend with the decor of this 1932 built home. Main level has a spacious living room, dining, two suites, chef's kitchen with custom cabinetry, honed granite counters, Wolf, Sub-Zero, Miele Appliances, refinished and new matching hardwood floors throughout, tiled showers. A new deck with paver patio are out back, while a beautifully manicured lawn and stone patio are out front. Daylight basement is the entertainment level with bonus room, bar, pool table, half bath, storage space. Upper level has a flexible bedroom, office space, or kids area and loft space. The improvements are several and must be seen in person. Take in this lovely home and neighborhood then walk a couple blocks to Brooks Park, the Deschutes River, and Downtown. This is 354 NW Drake Rd.

354 NW Drake Road, Bend

Listing courtesy of Knightsbridge International.

1548 NW Elgin Avenue 1 & 2 Unit 1 & 2, Bend
$1,799,000
5 Beds ⋅ 5 Baths ⋅ 220228281 MLS
THE ELGIN HOUSE-Thoughtful design. Room for possibility. Located in River West, this new construction residence embodies custom luxury and versatile living. Spanning 3,036 sqft, the main home greets you with an open, light-filled plan and refined contemporary finishes. The main-level primary suite ensures privacy and indulgence with a spa-like bath featuring a curb less shower and heated floors, while 3 additional bedrooms and a full, finished basement provide flexible spaces for media, gym, office or guest quarters. A detached 600 sqft ADU with covered entry offers multigenerational or rental potential. Wired throughout for seamless connectivity and smart-home integration. Extending outdoors to a paver patio with fire pit and hot-tub-ready, set amid low-maintenance landscaping and energy-efficient systems. Moments from parks, trails, premier dining and top-rated schools, this home artfully blends high-end details, practical design and income opportunity.

1548 NW Elgin Avenue 1 & 2 Unit 1 & 2, Bend

Listing courtesy of Cascade Hasson SIR.

942 NW Delaware Avenue, Bend
$1,295,000
220227899 MLS
Rare westside Bend opportunity with four units on a quarter-acre RM-zoned parcel, just one block from Jacksons Corner and about half a mile from Drake Park and downtown. The property includes two vintage 1920s homes plus a duplex, offering four doors of income while you plan what comes next. With alley access, RM zoning, Oregon's middle housing rules, and potential fee-simple ownership options through a middle housing land division, the possibilities here are hard to ignore. Hold as an investment, renovate and reposition, or explore adding density and creating something truly special in one of Bend's most desirable neighborhoods. With no off-street parking requirement and rear alley access, the site offers even more flexibility for future plans. Properties with this combination of location, income, lot size, and development potential rarely come available on the west side. Buyer to verify all development potential, zoning, and land division options with the City of Bend.

942 NW Delaware Avenue, Bend

Listing courtesy of Keller Williams Realty Central Oregon.

1181 NW Knoxville Boulevard, Bend
$1,125,000
4 Beds ⋅ 4 Baths ⋅ 220227423 MLS
NW Bend investment opportunity just two blocks from the Newport Avenue corridor. RM-zoned 0.22-acre property featuring a 2,166 SF, 3-bedroom, 2.5-bath main residence and a permitted, vacant 572 SF ADU, offering immediate income potential and long-term flexibility. The main home includes a main-level primary suite, wraparound porch, south-facing orientation, and a roof replaced approximately five years ago. The ADU features a private entrance, off-street parking, separate yard, and private deck. The only shared connection between the home and ADU is the garage and laundry room, providing an uncommon level of privacy. The main residence is tenant occupied. Please do not disturb tenants. Showings by appointment only with a minimum of 24 hours' notice.

1181 NW Knoxville Boulevard, Bend

Listing courtesy of The Agency Bend.

680 SW Columbia Street, Bend
$1,450,000
3 Beds ⋅ 3 Baths ⋅ 220225535 MLS
Live in the flow. Introducing Riva Bend, a new collection of 42 modern townhomes overlooking Riverbend Park and the Deschutes River beyond. Perfectly positioned beside Hayden Homes Amphitheater and steps from the Old Mill District, this is mountain-town living at its most connected. Residence 14 is a Willamette floor plan featuring the warm Driftwood interior palette and a desirable park-facing location. Thoughtfully arranged across three levels, it offers flexible living, an oversized garage with abundant gear storage, and lock-and-leave simplicity designed for every season. More living. Less upkeep. Adventure outside. Culture around the corner. Home right where it should be. Short-term rentals permitted, creating exceptional flexibility for primary, second-home, or investment ownership.

680 SW Columbia Street, Bend

Listing courtesy of Cascade Hasson SIR.

678 SW Columbia Street, Bend
$1,479,000
4 Beds ⋅ 4 Baths ⋅ 220225533 MLS
Live in the flow. Introducing Riva Bend, a new collection of 42 modern townhomes overlooking Riverbend Park and the Deschutes River beyond. Perfectly positioned beside Hayden Homes Amphitheater and steps from the Old Mill District, this is mountain-town living at its most connected. Residence 13 is a Tumalo floor plan featuring the cool Basalt interior palette and a desirable park-facing location. Thoughtfully arranged across three levels, it offers flexible living, an oversized garage with abundant gear storage, and lock-and-leave simplicity designed for every season. More living. Less upkeep. Adventure outside. Culture around the corner. Home right where it should be. Short-term rentals permitted, creating exceptional flexibility for primary, second-home, or investment ownership.

678 SW Columbia Street, Bend

Listing courtesy of Cascade Hasson SIR.

1454 NW Fresno Avenue, Bend
$749,000
2 Beds ⋅ 1 Baths ⋅ 220226304 MLS
You can't keep a good pink house down! Back on the market at no fault of seller, this Bend bungalow in an iconic location is still standing pretty. And still making beige look like it belongs in an HOA where they measure your grass. You can change the pink, but you'll want to keep the address. At 1454 NW Fresno, grab dinner on Galveston, wander downtown, or head to Bachelor and beyond when adventure calls. This single-level bungalow offers 1,444 square feet, two bedrooms, one bath, and an oversized bonus room with a healthy disregard for labels. Work, lounge, create, repeat. Whether you're planning to refresh it, rent it, or settle right in, new cabinetry and flooring give you a head start on your next chapter. And since Bend adventures tend to come with accessories, the fully fenced .11-acre lot includes a shed and covered storage for bikes, skis, paddleboards, whatever (literally) floats your boat. Life's too short for a boring house.

1454 NW Fresno Avenue, Bend

Listing courtesy of Cascade Hasson SIR.

1315 NW Elgin Avenue 1 & 2 Unit 1 & 2, Bend
$1,649,000
4 Beds ⋅ 3 Baths ⋅ 220226587 MLS
Meticulously remodeled 3BD/2BA home with attached 1BD/1BA ADU in Bend's coveted River West neighborhood. Rebuilt from the foundation up with luxury finishes -- Mont Blanc quartz island, BRIZO Black Onyx fixtures, custom cabinetry, and blond engineered hardwood floors throughout. The expansive 312 sq ft Trex deck with natural gas availability for BBQ and fire pit is an entertainer's dream or perfect for a quiet evening. Complement this with the serene side yard with artificial turf. Vaulted ceilings and large sliding glass doors fill the home with natural light and tree-lined views. Central HVAC plus dedicated mini-split upstairs. The fully equipped ADU features its own kitchen, bath, heating and cooling, and private alley access with parking -- perfect for multigenerational living or rental income. Two blocks to Galveston Street dining, minutes from the river and parks. Oversized 2-car garage. Come see the Westside lifestyle you've been searching for. Listing agent related to seller.

1315 NW Elgin Avenue 1 & 2 Unit 1 & 2, Bend

Listing courtesy of Invest in Bend Real Estate.

1564 NW Elgin Avenue, Bend
$905,000
3 Beds ⋅ 2 Baths ⋅ 220225808 MLS
Literally, you'll be right in the middle of Bend! Around the corner from wonderful new and established restaurants, bars and shops, breakfast at The Victorian Café or Chow. Dinner at Hook and Plow or Hawkeye and Huckleberry. Or head west up to North West Crossings and The Grove. Maybe quick stroll to the river and Drake Park, downtown or Newport Market. Only a block from a playground and dog park. Head up to the mountain, down to Farewell Bend park for a float, or around the corner to Old Mill. This beautifully maintained Bend home blends modern updates with timeless character. An inviting covered front porch and fully fenced front yard create a warm, private welcome. Inside, the updated kitchen features custom cabinetry, quartz countertops, stainless steel appliances, designer tile backsplash, and a stylish range hood. Situated on a spacious corner lot with generous outdoor space, it's perfect for entertaining, gardening, pets, or play, with wiring in place for a future hot tub.

1564 NW Elgin Avenue, Bend

Listing courtesy of Redfin.

305 NW Columbia Street, Bend
$1,695,000
4 Beds ⋅ 4 Baths ⋅ 220224616 MLS
Exceptional opportunity in the heart of Bend, where riverfront adventure meets vibrant city living. Located across the street from upcoming new Deschutes River access, this extraordinary Craftsman offers the quintessential Bend lifestyle--launch your paddleboard, stroll the river trail, then walk to restaurants, shops, and concerts in The Old Mill, Downtown Bend, Galveston, and Century Center. This extensively restored in 2002 4-bedroom + office, 3.5-bath home blends timeless craftsmanship with modern luxury, featuring fir floors, and handcrafted hardware. Nestled among the oldest cedar grove in Bend, the property offers rare privacy in a highly walkable setting. The inviting living room with a wood-burning fireplace flows into a dining area with a built-in espresso machine, flowing out to an expansive patio, perfect for entertaining. The primary suite with soaring vaulted ceilings features a spa-like soaking tub, and seating area creating the perfect retreat after a day of adventure.

305 NW Columbia Street, Bend

Listing courtesy of Cascade Hasson SIR.

1461 NW Elgin Avenue Lot 7 Unit Lot 7, Bend
$1,899,900
4 Beds ⋅ 4 Baths ⋅ 220224581 MLS
New construction by MCD Homes in the heart of Bend! This Pacific Northwest Foursquare-style home offers timeless architecture, quality craftsmanship, and MCD's signature style and finishes in one of Bend's most sought-after locations. The main home features 1,957 sq. ft. with 3 bedrooms, 2 baths, and a dedicated office. Above the garage, a 1 bed/1 bath 625 sq. ft. ADU creates endless flexibility for guest space, rental income, or a live/work setup. Enjoy low-maintenance landscaping so you can spend more time exploring everything Bend has to offer. Walk to the river, Galveston Corridor, Newport Avenue, local shops, restaurants, and nearby trails. With new construction, a prime location, and versatile ADU options, this home is hard to beat!

1461 NW Elgin Avenue Lot 7 Unit Lot 7, Bend

Listing courtesy of eXp Realty, LLC.

1738 SW Troon Avenue, Bend
$449,900
220224525 MLS
Build Your Dream Home Faster: Premium View Lot with Permit-Ready Luxury Plans. An extraordinary opportunity to build your dream home without the years of planning. Perfectly positioned on a centrally located homesite with sweeping east-facing views of the Old Mill District and Pilot Butte, this parcel comes with over $112,000 in completed design, engineering, and pre-construction work already invested. A thoughtfully designed, permit-ready 3,400-square-foot luxury home has been envisioned to maximize the stunning view corridor and modern lifestyle, featuring three bedrooms, 3.5 baths, basement flex space, residential elevator, solar readiness, EV charging, golf cart garage, expansive view deck, covered outdoor living, and optional wine storage. Whether you choose to utilize the existing plans or bring your own vision to life, this exceptional property offers a rare head start in one of Bend's most desirable locations.

1738 SW Troon Avenue, Bend

Listing courtesy of Redfin.

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