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$1,400,000
3 Beds ⋅ 2 Baths ⋅ 220228695 MLS
An extraordinary opportunity in the heart of Westside Bend. One of the last large infill lots with development potential. Zoned RM Oversized .28 acre lot , 3 Bedroom 2 Bath 1432 sq ft home located moments away from Deschutes River, Old Mill District, Downtown Bend and Drake Park. Imagine the endless development potential offered by this large lot.

320 NW Riverside Boulevard, Bend

Listing courtesy of Shelton Kelley Realty.

$399,950
3 Beds ⋅ 2 Baths ⋅ 220228231 MLS
Great opportunity to own your home or investment property in SW Bend! Set among towering pines on a large, sunny .26-acre lot at the end of a quiet cul-de-sac. This beautifully updated 3-bedroom, 2-bathroom home offers 1,440 SF of comfortable living space with many possibilities. Recent updates include LVP flooring, interior paint, fixtures, LED lighting, electrical updates, updated bathrooms and a refreshed kitchen with new refrigerator and stove. The serviced HVAC and wood stove offer year-round comfort. Enjoy the large deck overlooking the private, fully fenced backyard. RV parking, carport and two secure shop areas provide excellent storage. Potential space for an ADU, buyer to verify. Successful rental history and city mapping indicates short term rental eligibility. CC&Rs allow stick-built homes, adding flexibility for future plans. A fantastic opportunity to live, rent or rebuild!

60936 Aspen Lane, Bend

Listing courtesy of RE/MAX Key Properties.

$424,000
3 Beds ⋅ 2 Baths ⋅ 220228033 MLS
This home is setting on just over 2 acres of land, This 1978 single level home has 3 bedrooms 2 bathrooms with 1440 Sq. Ft of living space. The kitchen has been updated with new counter tops and tile backsplash. Fresh interior and exterior paint, new decks, newer roof. There is a 1632 Sq. Ft shop with RV doors and a covered carport area. This home and property have a lot to offer. Located close to the High Cascade Lakes HWY, Mt. Bachelor and Sunriver. Come see what this home has to offer

17875 Old Wood Road, Bend

Listing courtesy of Century 21 North Homes Realty.

$849,000
3 Beds ⋅ 2 Baths ⋅ 220227992 MLS
This home is set on a 5-acre parcel with a 24x50 Shop. and a 30x50 shop, RV doors and a loft for extra storage. This single level home has been updated with a tile shower, new floors, fresh paint with a large country kitchen, lots of custom cabinets for storage. The skylight in the kitchen gives you lots of natural light. There is a dining room and a breakfast nook just off the kitchen. There is a wall of windows looking out the back of the home towards the green grass yard. Covered front and back porch for entertainment or just relaxing. There are 3 RV hook ups and a drive through from Homestead Way to Richard Way. This property is fenced and cross-fenced. This is a very well cared for home with lots of options for the outdoor enthusiast Located just minutes from the High Cascade Lakes, Mt. Bachelor and Sunriver. The Big Deschutes boat ramp is just a couple of mile down the road. Come see what this home has to offer.

55471 Richard Way, Bend

Listing courtesy of Century 21 North Homes Realty.

$499,000
3 Beds ⋅ 3 Baths ⋅ 220227762 MLS
Bring your design vision to unlock this home's true potential! Step inside to rich hardwood flooring installed just five years ago, complemented by newer, energy-efficient windows throughout. The kitchen comes fully equipped with stainless steel appliances updated seven years ago, and a newer refrigerator added in 2023. Enjoy total peace of mind knowing the property features a newer roof (21') and a water heater replaced in 2022. Outside, the property offers exceptional privacy and space, highlighted by an expansive, solar-lit front lawn - once home to horses - and a fully fenced backyard. Outdoor amenities include a garden shed w/ power, under-house storage, a covered carport added in 2019, and a 20'x40' shop fitted with a durable 50-year metal roof (~15 years old). A rare find with endless possibility!

19539 River Woods Drive, Bend

Listing courtesy of Engel & Voelkers Bend.

$1,499,000
3 Beds ⋅ 3 Baths ⋅ 220227646 MLS
Turnkey westside Bend home with a rare GRANDFATHERED, TRANSFERABLE Short-Term Rental license that conveys to buyer with the sale - a nearly unobtainable permit in today's market. Two blocks from Columbia Park and the Deschutes River; walkable to Galveston Ave restaurants, shops, and brew pubs. Primary suite on main level, two guest rooms and full bath upstairs. Great room with spacious kitchen and breakfast bar. Sunroom, backyard fire pit, native landscaping, carport with locked storage. Live here full time or run a proven STR investment.

1354 NW Baltimore Avenue, Bend

Listing courtesy of The Agency Bend.

$1,575,000
3 Beds ⋅ 2 Baths ⋅ 220227546 MLS
A truly one-of-a-kind opportunity just minutes from Bend! This 4.52-acre property combines a beautifully updated single-level home with an established, income-producing cat boarding business. The property includes 3 acres of Arnold irrigation water rights, a freshly paved driveway connecting each building & a 40x50 shop with 10' & 14' doors, propane heat & wash sink. The home features 3 bedrooms, 2 baths, an open great room, family room & spacious flex/bonus room above a basement, plus an attached 2-car garage. Additional amenities include a storage shop, chicken coop, fenced pasture & irrigation pond. The successful cat boarding business, established for over 35 years, operates from a separate building with a private gated customer entrance, creating a seamless yet thoughtfully segregated live/work setup. Offered turnkey, with the flexibility to operate the business yourself or structure it for low-maintenance cash flow. A rare Central Oregon opportunity!

21785 Coyote Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$680,000
5 Beds ⋅ 3 Baths ⋅ 220226051 MLS
Imagine owning a Bend property where the income starts the day you close. Tucked into one of Bend's desirable rental areas, this turnkey investment features two newer homes designed for easy ownership. The 2023-built primary residence offers 1,500 SF, 3 bedrooms and 2 full baths, while the detached 2024 ADU provides nearly 800 SF with 2 bedrooms and 1 bath. Together, the homes are leased and generating approximately $3,800/month, with a strong rental history and consistently low vacancy. Enjoy a large fenced backyard, deck, off-street parking, and washers/dryers in both homes. Just minutes from the Old Mill District, shopping, dining, parks, and miles of walking and biking trails. Whether you're an investor, pursuing a 1031 exchange, or looking to live in one home while renting the other, this rare opportunity offers immediate income with long-term appreciation potential.

61071 Chuckanut Drive, Bend

Listing courtesy of Bend Premier Real Estate LLC.

$429,900
3 Beds ⋅ 2 Baths ⋅ 220225884 MLS
Rosemead Corner- 3bedrooms, 2 baths, 1,188 square feet on a half-acre lot. Proven income property: owner successfully operated as short-term rental (Rosemead Manor brand) before strategic transition to stable long-term tenant last year. Demonstrates established rental infrastructure and cash flow capability. Home offers efficient layout and solid bones. Detached two-car garage, detached carport, dedicated RV parking, ''We-Shed'', and EV charger provide additional utility and flexibility for ongoing rental operations and modern lifestyle needs. Half-acre lot is a meaningful Rosemead Corner asset with room for expansion or future development. Owner's deliberate transition from STR to LTR signals understanding of rental model and income optimization. Current long-term tenant provides immediate, stable income. Turnkey for buy-and-hold operators seeking stabilized cash flow. This is the kind of property that builds lasting portfolios.

56152 Gothard Way, Bend

Listing courtesy of eXp Realty, LLC.

$755,000
3 Beds ⋅ 2 Baths ⋅ 220225605 MLS
Experience the best of country living without the upkeep! Nestled on 2.5 usable acres in the highly sought-after Boonesborough neighborhood, this impeccably maintained property offers stunning mountain views and endless possibilities. Whether you've dreamed of building a shop, planting a garden, or simply enjoying extra space, this property is ready. Thoughtfully updated for comfort ,the home features updated windows, 3 year new roof, new energy efficient water heater, newer heat pump with A/C, granite countertops and newer carpet. Sand filter septic was also installed in 2007.Outdoor enthusiasts and gardeners will appreciate the fire-wise landscaping, a sprinkler system surrounding the home for added fire protection, a greenhouse, carport and deer-proof garden beds with drip irrigation. The detached temperature-controlled studio with a sink is ideal as an art room or home office. Peekabo mountain views!

64699 McGrath Road, Bend

Listing courtesy of Cascade Hasson SIR.

$825,000
3 Beds ⋅ 3 Baths ⋅ 220225033 MLS
Begin and end your day on the two decks with sweeping Deschutes River views and the soothing sounds of the water, which create an unforgettable setting in this fully furnished 1,719 SF Mt. Bachelor Village retreat. Enjoy an open kitchen, dining and living area overlooking the river, plus two river-view ensuite bedrooms. A third lock-off primary suite offers exceptional flexibility--rent it separately, host guests privately, or combine all three ensuite bedrooms into one spacious residence. Turnkey and ready to enjoy, this iconic resort property includes access to a seasonal pool, hot tubs, and the scenic Deschutes River Trail. Minutes from downtown Bend's restaurants, breweries and shopping, and a short drive to Mt. Bachelor for world-class skiing, mountain biking and hiking. Your year-round Central Oregon escape with unmatched river views, resort amenities, and outstanding rental potential.

19717 SW Mount Bachelor Drive 426 Unit 426, Bend

Listing courtesy of Berkshire Hathaway HomeService.

$789,900
3 Beds ⋅ 2 Baths ⋅ 220225007 MLS
Are you looking for one of the most jaw dropping views of the Big Deschutes in all of Central Oregon? Come tour this custom built log home which has river, meadow, and forest views that will take your breath away. Views of the river can be seen from most windows of the home and the privacy and serenity is unmatched! The log home features a Great Room design, spacious family room with wet bar, tile and wood flooring plus new carpeting, wrap around covered decks, attached garage, 3-car detached garage, shop, RV/Boat storage, carport/wood storage and additional parking space. The kitchen has stainless steel appliances plus a working antique wood burning cookstove along with modern counterparts and huge pantry. An authentic claw foot tub and custom tile shower in the downstairs bathroom add to the ambience. This is your chance to own one of the most beautiful lots in all of Central Oregon. Potential use as a vacation rental.

54685 Silver Fox Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$475,000
3 Beds ⋅ 2 Baths ⋅ 220223999 MLS
Live close to the westside spots people come to Bend for. This 3-bedroom townhome-style condo has a bright main level with vaulted ceilings, skylights, wood floors, and an easy open layout. The location is the real draw, with quick access to downtown, trails, parks, Northwest Crossing, Shevlin Park, the Old Mill, restaurants, coffee, shops, and schools. Upstairs gives you flexible bedroom space, in-unit laundry, and extra storage for everyday living. Covered parking, guest parking, bike storage, and exterior upkeep handled by the HOA make ownership simple. The association also covers landscaping, snow removal, water, sewer, and trash, adding real convenience for anyone who wants a low-maintenance westside home base.

1933 NW Monterey Pines UNIT 4 Unit UNIT 4, Bend

Listing courtesy of eXp Realty, LLC.

$1,195,000
2 Beds ⋅ 2 Baths ⋅ 220223880 MLS
PRICE REDUCED $100,000! At the end of White Oak Place is a gate that opens to...? Whether your passions are horses or horticulture, fishing or farming, summer gatherings or peaceful solitude, you can make it all happen here. This amazing one-of-a-kind private estate with a Northwest Custom Log Home on 22+ acres is 95% encircled by approximately a mile of Little Deschutes Riverfront. Nearly an hour tube float beginning to end without ever leaving home! A brand new ATT Septic System was installed in May 2026. The property currently has 9 acres in farm deferral. A total of 22.24 adjoining acres, 2 separate residential tax lots, including tax accounts 126340, 255139 and 245470.

17299 White Oak Place, Bend

Listing courtesy of Gould & Associates Realty.

$329,000
2 Beds ⋅ 1 Baths ⋅ 220223260 MLS
Bend westside move-in-ready end-unit condo offers easy access to trails, coffee shops, Newport Avenue Market, Shevlin Park. The main level features hardwood floors, a well-appointed kitchen with newer appliances, double oven, and laundry with stackable washer/dryer included. Upstairs offers 2 bedrooms and 1 full bath, with mini-split heating and cooling and registers throughout. Recent updates include new carpet and interior paint. Enjoy a private fenced patio, covered outdoor space, and low-maintenance living with HOA-covered landscaping, water/sewer/trash, snow removal, and exterior maintenance.

1929 NW Monterey Pines Drive UNIT 5 Unit UNIT 5, Bend

Listing courtesy of Cascade Hasson SIR.

$795,000
3 Beds ⋅ 2 Baths ⋅ 220222592 MLS
Stunning Cascade Mountain View Home, immaculately maintained. Vaulted and tray ceilings with open great room, separate living & dining room. Large kitchen, granite counter tops, hickory cabinets. Island with eating bar and kitchen table area. Separate Pantry with plenty of storage. Built in desk that monitors security system throughout the property. Large Primary Room with sitting room/nursery. Open bath, separate vanities and large open tiled shower. Enclosed w/c as well as a large Primary closet. Two other bedrooms with hall bath between them. Outside is a large covered deck space, paver patio, picnic area, walkways and a water feature bubbling rock. A separate 2 car heated garage with shop area. Covered parking with two conex storage containers, clean, neat & painted to match. Garden area, producing peach tree, grass, and bunch grass with sprinkler system. Forced Air Gas furnace with AC unit.

20810 89th Street, Bend

Listing courtesy of Powell Team Real Estate LLC.

$474,900
3 Beds ⋅ 2 Baths ⋅ 220222296 MLS
Searching for the perfect Central Oregon base camp on nearly half an acre with your own private backyard park? Don't miss this beautiful single level like new 3 bed, 2 bath, 1500 sqft home built in 2020 located in Oregon Water Wonderland. Fully fenced side and backyard offering a forested private retreat plus room for RV, boat, or trailer parking, 50-amp service available for a hot tub or RV Hookup. Recently added carport, and 8x10 storage shed for storage. Inside, enjoy builder upgraded cabinets, doors, added windows, LVP flooring in main living spaces, solar tube light, and an effecient Vermont wood stove. HVAC is prewired for AC. Oregon Water Wonderland offers paved streets, private marina/boat launch access to the Big Deschutes River, snow removal, and community public water and sewer - no septic or well to worry about! This property is conveniently located within Oregon Water Wonderland close to Sunriver, Bend, Mt. Bachelor, and endless Central Oregon recreation.

55823 Snow Goose Road, Bend

Listing courtesy of RE/MAX Key Properties.

$640,000
2 Beds ⋅ 2 Baths ⋅ 220221241 MLS
NEW PRICE! Whether you're looking for an investment, a second home or a place to stay and play, THIS is it! Closest condo to the river, this single lvl, end unit is sold fully furnished and the condo has a valuable exemption from the City's rental permitting requirements. You can rent this out nightly! Perched above the Deschutes like your own prvt treehouse! The prmry ste w/ direct access to hot tub on the deck that overhangs the canyon w/ a front-row seat to the river. The setup is equally compelling: use it as a full 2 bdrm, 2 bath retreat or for nightly rentals, or take advantage of the lock-off design & keep 1 side for yourself while the other earns income. One of the final stops before Mt. Bachelor Ski Resort, MBVR is less ''vacation property'' & more outdoor enthusiast headquarters. Ski all winter, paddle all summer, bike until sunset. Covered carport & separate storage. The future new deck is already paid for. Dues cover everything, but electric.

19717 SW Mount Bachelor Drive UNIT 313 Unit UNIT 313, Bend

Listing courtesy of Cascade Hasson SIR.

$969,000
4 Beds ⋅ 3 Baths ⋅ 220220217 MLS
Tucked away in the desirable Tumalo area, this beautiful Bend acreage property offers the perfect mix of privacy, space, and peaceful rural living. Set on 4.52 acres with 3.5 acres of irrigation, the property is ideal for those looking to enjoy open space, fenced pastures, and room to roam. Inside, the home features hardwood floors, stainless steel appliances, and granite tile countertops, with a bright south-facing sunroom that brings in natural light year-round. The spacious primary suite includes vaulted ceilings, creating a relaxing and open retreat. Outside, you'll find a paved circular driveway, a 3-car garage, and a new covered parking structure for your RV or toys. A fenced garden area and mature fruit trees complete the setting--offering the perfect blend of functionality and charm in your own rural oasis.

65140 Old Bend Redmond Highway, Bend

Listing courtesy of Keller Williams Realty Central Oregon.

$425,000
3 Beds ⋅ 2 Baths ⋅ 220219739 MLS
Set at the end of a peaceful cul-de-sac in Bend Oregon, this 3-bedroom, 2-bathroom home on 3.17 acres offers privacy, functionality, and country living with 2.9 acres of irrigation rights. The fenced and cross-fenced property features pasture views, an irrigation pond, and space ideal for horses, livestock, hobby farming, RV storage, or recreational equipment. Inside, the updated home includes wood-look flooring, stainless steel appliances, and energy-efficient ductless heating and cooling. Covered parking, a shed, and lean-to provide flexible space for animals, storage, or projects. Approved ADU potential creates opportunities for multigenerational living, guest quarters, rental income, or a private home office. A versatile Central Oregon acreage property combining rural tranquility, usable land, and modern updates.

20970 Hicrest Place, Bend

Listing courtesy of High Desert Realty, LLC.

$299,990
2 Beds ⋅ 2 Baths ⋅ 220218162 MLS
Adorable condo in a prime location providing seamless access to Bend's leading outdoor recreation and vibrant lifestyle! Canal trail that connects to the Deschutes River Trail is across the street, very easy access to Old Mill. Close by is Tacos Pihuamo voted best taco food cart along with other great restaurants and shopping. Welcoming you into a nicely updated layout featuring new paint, new stainless appliances, new ceiling fan, fixtures in kitchen and bathrooms, newer carpet, luxury vinyl floors, and a custom mountain accent wall in living room. Peaceful courtyard centering the buildings right out front of this ground level condo, and fresh exterior paint on the entire complex. Laundry center in complex, onsite storage units in parking lot available for additional cost. Monthly HOA covers water, sewer, trash, snow removal, exterior maintenance, and dedicated covered parking spot #19. If you are looking for low-maintenance being close to amenities, this is the perfect spot.

1015 SE 4th Street #11 Unit #11, Bend

Listing courtesy of Stellar Realty Northwest.

$990,000
5 Beds ⋅ 3 Baths ⋅ 220213741 MLS
Morning unfolds gently here... pine scented air, sunlight spilling through vaulted ceilings, and a quiet fire warming the great room below. Granite counters meet your morning coffee while hickory cabinetry glows and wildlife drifts through the surrounding landscape. Start the day slowly in the loft with a book, spend the afternoon on the river just minutes away, and end the evening in the hot tub off the private suite as steam rises into the high desert sky. This custom 5 bedroom, 3 bath home offers 3,531 square feet of thoughtfully designed living, including upstairs pass through closets and a two story 1,200 square foot shop ready for projects, recreation, or storage. Set on 1.12 acres, the expansive back deck and firepit create the perfect backdrop for evenings beneath star filled skies... peaceful, intentional, and quietly unforgettable.

17879 Kodiak Lane, Bend

Listing courtesy of Century 21 North Homes Realty.

$79,000
2 Beds ⋅ 2 Baths ⋅ 220210558 MLS
Whether you're looking for a family getaway, a 1031 exchange opportunity, or a grandfathered short-term rental (STR), River Ridge is the perfect choice. Nestled high above the breathtaking Deschutes River, this 1/5th deeded interest, beautiful 2-bedroom, 2-bathroom condominium comes fully turn-key. You will have the ability to create two separate rentals by locking off the second bedroom or stay in one and rent the other! Unwind in your private covered hot tub, surrounded by a serene forest setting, while enjoying the soothing sounds of the Deschutes River. Experience a wealth of activities within the resort, complete with heated pools, hot tubs, Fireside room, direct access to the Deschutes River trail & the ability to trade your weeks with RCI . Conveniently located near historic downtown Bend and the vibrant Old Mill District. Enjoy the best that Bend has to offer at Mt. Bachelor Village! River Ridge has a no pet policy.

19717 SW Mt Bachelor Drive 328A Unit 328A, Bend

Listing courtesy of RE/MAX Key Properties.

$11,900,000
3 Beds ⋅ 3 Baths ⋅ 220207865 MLS
This +/- 118 acre property located less than 20 minutes north of Bend, Oregon straddles the rugged Deschutes River canyon for over a half mile. The house is perched on the edge of the river canyon in a prime location to capture river, forest, and unobstructed canyon and cascade mountain views from Mt Bachelor to Mt Jefferson. Built in 1973, the house serves as a place holder for this spectacular homesite as current restrictions would not allow construction perched on the rim today. The song of small rapids below adds to the ambiance. On the north end of the property the sheer canyon walls open, providing access to the river for swimming, fishing, floating or just chilling by the water. Ownership of both sides of the canyon protects the breathtaking view from external encroachment. Redmond Airport is only 18 minutes away. The property may qualify for a land partition and CUP(s) for additional dwellings. Buyer to do all due diligence with Deschutes County and other land use agencies.

65255 Swalley Road, Bend

Listing courtesy of Land and Wildlife LLC.

$475,000
4 Beds ⋅ 2 Baths ⋅ 220205728 MLS
This hard to find small acreage property is located in SE Bend near Caldera High School. This 3.4 acre homesite is mostly flat and has peek a boo Cascade Mountain View's from the top of a beautiful rock outcropping. The manufactured home features 4 bedrooms and 2 baths with a large semi enclosed garage and a huge enclosed storage in back. There is RV Parking including an RV Hookup and RV Dump station. There's plenty of room for all your toys.

21710 McGilvray Road, Bend

Listing courtesy of eXp Realty, LLC.

$1,240,000
4 Beds ⋅ 3 Baths ⋅ 220200307 MLS
Live the good life at Freshfields Farm, located in the Golden Triangle, minutes from Bend and Sisters. This beautifully remodeled, single-level 4 bedroom, 3 bathroom home offers 2,875 sq. ft. feet of living space on a stunning 7.94-acre lot. The property includes a lock-off suite, with full bath, living room, and separate access--ideal for guests. The heart of the home is the commercial grade chef's kitchen with high end appliances, spacious island, abundant counters, and lots of storage. Outside, discover multiple patios perfect for enjoying the views, magical reading nooks, gardens, and sunsets over the pond, all framed by the breathtaking Cascade Mountains. After a day of adventure, unwind in the sauna or hot tub. Additional features include a barn, chicken coop, greenhouse, shed, shop with an office and hobby room, and RV parking. With 7.5 acres of TID irrigation, the possibilities are limitless. Seize the opportunity to own a slice of paradise in the heart of Central Oregon!

19189 Dayton Road, Bend

Listing courtesy of Cascade Hasson SIR.

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