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$925,000
4 Beds 4 Baths 753432593 MLS
Grand in scale, rich in character, and rare in opportunity — this is the kind of property that stops you the moment you arrive. Whether you're envisioning an elegant private estate, a care-based facility, or a professional live-work environment, 1001 Cherry Heights delivers something that simply doesn't exist elsewhere in The Dalles: a turnkey property with the space, accessibility, and zoning to make it all possible.The NC Neighborhood Center overlay permits a range of commercial uses outright — including residential care facilities, medical and professional offices, and multifamily development — with no rezone required. This property is also located within a federally designated Opportunity Zone, offering potential tax advantages for investors looking to defer or reduce capital gains. Consult your tax advisor for details. Accessibility features are already in place: ADA ramp, accessible entrance, walk-in shower, and 15-plus parking spots. The finished lower level with a second full kitchen and separate exterior access functions as a fully independent living or operational space from day one.Over 6,200 square feet of timeless living space is spread across three thoughtfully designed levels. Expansive gathering rooms, oversized bedrooms, built-ins, and multiple fireplaces create an atmosphere that feels both grand and inviting. Natural light pours through large windows, highlighting architectural details that speak to craftsmanship and permanence.Outside, mature trees, a private tennis and pickleball court, and established grounds make this property as functional as it is beautiful. The second tax lot adds future development potential that is increasingly rare at this price point.This is more than a home — it's a property with real substance and real options. Opportunities like this don't come along often. Schedule your private showing today.

1001 CHERRY HEIGHTS RD, The Dalles

$459,000
3 Beds 2 Baths 725238694 MLS
**No yard sign on property** Nestled in the scenic hills of The Dalles, this stunning 3 bedroom, 2.5 bath home offers breathtaking panoramic views of the Columbia Gorge and surrounding landscape. Thoughtfully designed to maximize natural light, the open-concept living space features expansive windows that frame unforgettable sunrises and sunsets. The spacious kitchen flows seamlessly into dining and living areas, perfect for entertaining. The primary bedroom is conveniently located on the main level, offering comfort and accessibility along with private ensuite bath. This custom home was built in 2023 and very lightly lived in, showing as brand new. Home offers privacy all while being close to nearby amenities. This homes also has great investment potential in a sought after area known for its ever expanding infrastructure, and as a major hub for big tech growth.

1159 W PINE ST, The Dalles

$1,200,000
4 Beds 2 Baths 428376893 MLS
Threemile Estate — a versatile 95 acre country retreat framed by dramatic Columbia River Gorge vistas, less than five miles from downtown The Dalles. This rare property offers a remodeled 4 bed, 2 bath farmhouse (2,164 sqft) with a primary suite, chef’s kitchen featuring a Viking range and Sub Zero refrigerator, and an expansive patio with Mt. Hood views; a historic early 1900s barn; and a secluded off grid guest cabin—each reflecting thoughtful care and timeless character. The remodeled farmhouse provides comfortable, well appointed living and expansive views; the off grid cabin perched above offers a private creative retreat. The historic barn anchors the property and lends authentic agricultural charm, with outbuildings and shop areas ready for equipment and storage. A resident owl has made the old barn its sanctuary, a small but telling sign of the land’s enduring harmony with nature. The land’s varied topography and fertile pockets make it ideally suited to a wide range of uses—plant grapes, raise horses, graze cattle, or simply keep as a private sanctuary. There’s potential to add a farm hand dwelling through the county application process, enabling true multi generational living or on site management. Enjoy small town charm and everyday conveniences in nearby The Dalles while returning to a peaceful, scenic backdrop of Mt. Hood, basalt coulees and abundant wildlife. Threemile is a rare opportunity to create the farm, estate, or retreat you’ve imagined. Contact us to explore this unique offering.

3465 THREE MILE RD, The Dalles

$4,875,000
2 Beds 2 Baths 149113135 MLS
Threemile Vineyard — an exceptional viticultural estate set amid the dramatic cliffs and panoramic vistas of the Columbia River Gorge. Roughly 193 acres of basalt coulees, rolling hills and pockets of mature timber provide sweeping territorial and Mt. Hood views and abundant wildlife, including elk, black tailed deer and bald eagles. Established beginning in 2019 and certified organic, the 82 acre vineyard is managed block by block with exacting, sustainable practices. A custom Mitchell Lewis & Staver irrigation system with advanced microclimate and moisture monitoring enables precision farming; attentive vine nutrition and soil management produce fruit prized by discerning winemakers. The vineyard reflects years of careful stewardship and thoughtful cultivation—each block revealing unique character and refined quality. Practical, comfortable living is provided by a 2 bed, 2 bath manufactured home with high ceilings, hardwood floors, and abundant natural light. A large shop and supporting outbuildings are configured for equipment, processing and storage, offering solid infrastructure for continued production and expansion. With dramatic topography, premium exposure, and proven operational readiness, Threemile is a rare opportunity for growers, winemakers, or land stewards seeking a distinctive site. Close to downtown The Dalles yet feeling entirely private, this property invites you to explore its potential and craft wines that express its singular place. Contact us to learn more and arrange a private showing.

3475 THREE MILE RD, The Dalles

$6,000,000
4 Beds 2 Baths 117433970 MLS
Threemile Vineyard — a rare legacy estate where world class viticulture meets the dramatic beauty of the Columbia River Gorge. Approximately 288 acres across four parcels of basalt lined coulees, rolling hills and old growth pockets, the property delivers sweeping territorial and Mt. Hood views and abundant wildlife including elk, black tailed deer and bald eagles. Planted beginning in 2019 and certified organic, the 82 acre vineyard grows 18 cultivars and is farmed block by block using sustainable practices. A custom Mitchell Lewis & Staver irrigation system with advanced microclimate and moisture monitoring supports precision viticulture, ensuring premium fruit for discerning winemakers. Soil nutrition, vine health, and irrigation are managed for top tier quality. The estate includes three addresses and flexible living options: a remodeled 4 bed, 2 bath farmhouse (2,164 sqft) with primary suite, chef’s kitchen with Viking range and Sub Zero refrigerator and an expansive patio with Mt. Hood views; a 2 bed, 2 bath manufactured home (1,100 sqft) with high ceilings and hardwood floors, replaceable with a stick built residence; and an off grid guest cabin sited for inspiration. Additional farm dwelling potential may be available. A historic early 1900s barn and full agricultural infrastructure — including outbuildings, equipment storage, and livestock ready pastures — support continued operations and expansion.Ideal for multigenerational living, an expanded commercial wine program, equestrian or ranching pursuits, or a private retreat, Threemile offers exceptional development and production potential. Located just four miles to downtown The Dalles yet feeling worlds away, this estate presents a rare opportunity to craft wines—and a life—rooted in an extraordinary place. Contact us to explore this exceptional offering.

3455 THREE MILE RD, The Dalles

$599,000
5 Beds 3 Baths 655603392 MLS
Classic 1930s home perched above Mill Creek. This home includes many custom features from the era, including hardwood floors on both the main and upper floors, laundry chutes, numerous closets, and built-in storage. The covered porch entry allows access from the garage to the front door. A nice foyer enters the formal living room and common halls, leading to the kitchen, the open stairway to the upper level, and the office at the base of the stairs.The spacious formal living area has abundant natural light and a view of Mill Creek from the "piano" nook. There is also a lovely fireplace flanked by two picture windows.The formal dining room is situated between the living room and the kitchen, it features corner cabinets for storing collectibles or your fine china and a sliding door that leads to the deck for outdoor entertaining.The kitchen has been updated with heated tile floors, granite countertops, cherry cabinetry and Jenn-Air built in ovens and a gas cooktop with a grill feature. Banquet seating with a wall of windows overlooks the creek at the back of the kitchen. Around the corner from the kitchen is a nice-sized bedroom with a creek view and a full bathroom featuring a tile shower.An open banister leads upstairs to four more bedrooms with views. Hardwood floors are throughout this level and there is one and a half bathrooms. The spacious primary suite includes two separate closets, one of which is a walk-in closet. This bedroom is filled with natural light, could also serve as a second family room and has balcony access overlooking the creek. The half bath is easily accessed from this primary suite.From the kitchen there is access to the stairway leading to the exterior access for the lower-level deck and a few more steps to the basement. This stairwell serves as an atrium, featuring numerous windows and lovely plants. This outside access allows entry to the basement without coming through the house. The basement features a full bathroom with a tile

1002 W 11TH ST, The Dalles

$694,000
3 Beds 2 Baths 719052292 MLS
Seller offers Buyer’s Choice Incentive to be used toward upgrades, closing costs, prepaids, rate buy-down, etc. This beautiful new Curtis Home located in the Park Place neighborhood offers versatile living across two levels in a thoughtfully designed floor plan. With 3 bedrooms, 2.5 bathrooms, a den, and a bonus room, this home provides flexible space for work, play, and relaxation. The open-concept layout brings the kitchen, dining, and living areas together for seamless daily living. A walk-in pantry helps keep the kitchen organized, while the primary suite features a soaking tub for relaxation, and a spacious walk-in closet for added convenience. Two porches invite you to enjoy the outdoors and the lovely views, and a 2-car garage offers room for vehicles, gear, or storage. Set in a neighborhood with beautiful views of Mt. Hood, Mt. Adams, the rolling hills and surrounding orchards, and close to all that The Dalles has to offer, this home is a solid choice for comfortable living.

421 W 21ST ST, The Dalles

$269,000
1 Beds 1 Baths 371181356 MLS
Enjoy this newly built, single-level floating home featuring one bedroom and one bathroom, ideally located on the end of C Finger at The Dalles Marina. Home was built from the floats up in 2024. With wraparound views and easy access to the Columbia River, this unique property offers the perfect setting to relax, entertain, and enjoy life on the water. Inside, this home features an open-concept living and dining area with vaulted ceilings and abundant natural light. The spacious bedroom can accommodates a king-size bed. The full kitchen is equipped with stainless steel appliances, granite countertops, and a convenient washer/dryer combo.Step outside to take full advantage of the riverfront setting. The property includes a covered boat slip/deck and an additional uncovered, north-facing deck overlooking the Columbia River, perfect for enjoying the surrounding scenery and waterfront lifestyle.All furnishings and appliances are included, making this a turnkey opportunity.Please note: This property cannot be used as a full-time residence or rental. Owners must be approved by The Dalles Marina LLC.

101 N BOAT BASIN RD Unit #C17, The Dalles

$1,499,000
2 Beds 2 Baths 689411251 MLS
On the coveted Mosier side of The Dalles—just a few hundred feet from the Mosier boundary yet firmly within the Mosier School District and voting district—this 40-acre mountain-view retreat offers the best of both worlds. Just 10 miles from Hood River and minutes to acclaimed restaurants, wineries, farm stands, and year-round recreation, the setting feels private while remaining connected to the best of the Gorge.Sweeping views of Mount Adams stretch across gently rolling, fenced pasture framed by pine, fir, and oak. Ideal for horses, livestock, or hobby farming, the property features a hand-dug year-round spring, seasonal pond, established well, and water rights, providing exceptional infrastructure for country living.Equestrians will appreciate the two-stall barn, hay storage, woodshed, fenced pasture, and direct access to approximately 1,300 acres of neighboring private land with established horse trails—offering the rare luxury of riding directly from your gate without hauling.The hand-hewn log cabin is perfectly positioned to capture mountain views, with expansive windows filling the open living and kitchen areas with natural light. Upstairs, the primary suite features a private view deck, walk-in closet, and full bath, while a main-level bedroom and bath offer flexibility for guests or multigenerational living. Rich in character and authenticity, the home is comfortable as-is with opportunity to update over time.Adding to its significance is the rare opportunity to restore or reimagine an additional homesite dating back to 1860, once occupied by the United States Cavalry—a remarkable piece of Northwest history.**Motivated seller welcomes all reasonable offers.** Rarely do properties combining history, privacy, breathtaking views, equestrian amenities, and proximity to Hood River become available. Don't miss this exceptional opportunity to own one of the Columbia Gorge's truly special legacy properties.

7000 SEVEN MILE HILL RD, The Dalles

$519,000
3 Beds 2 Baths 379805100 MLS
Located in the desirable Lone Pine Village community, this custom-built 2018 home on Blue Heron offers elevated Columbia River views on a generous .62-acre lot. Thoughtfully designed with a reverse floor plan to maximize scenery and natural light, this 3-bedroom, 2.5-bath residence provides 1,884 square feet of well-appointed living space. The upper level serves as the main living area, featuring engineered hardwood flooring, high ceilings, and expansive windows that capture sweeping views. The kitchen is finished with quartz countertops, stainless steel appliances, a gas range, and seamless flow into the dining and living areas. A gas fireplace anchors the living room, while sliding doors from both the living room and primary suite open to a full-length deck—ideal for entertaining or relaxing. The primary ensuite is positioned on the upper level for privacy and view access, with wall-to-wall carpeting in the bedroom and tile flooring in the bath. A convenient half bath completes this level. The lower/main entry level includes two additional bedrooms with wall-to-wall carpeting, a full bath and a dedicated laundry room—providing separation and functionality for guests or household members. Whether you are seeking an investment property with established income or a primary residence with commanding Gorge views, this Lone Pine Village home presents a compelling opportunity in The Dalles market.

162 BLUE HERON CT, The Dalles

$350,000
2 Beds 2 Baths 723056012 MLS
Classic 1925 bungalow charm meets dependable income potential in this thoughtfully maintained duplex in The Dalles. Currently configured as two units, the upper level offers a spacious 2-bedroom, 1-bath residence, while the lower level provides a comfortable 1-bedroom, 1-bath unit with separate living quarters in a finished basement space featuring brand-new carpet. Whether you continue operating as a duplex or explore conversion to a single-family home with an attached ADU, the flexibility here is exceptional.Situated on a 5,000–6,999 sq ft lot in the Dry Hollow neighborhood, the property features territorial views, terraced landscaping, mature trees, and a charming pond that creates a peaceful outdoor setting. Driveway and on-street parking add convenience, while public water and sewer simplify ownership.Key system updates include a newer composition roof (approximately five years old) and an efficient heat pump providing both heating and cooling. The home is in solid, good condition—well cared for and functional—offering opportunity for cosmetic refinement over time without immediate major capital improvements.Financially, this is a compelling small multifamily asset. The property generates $36,000 annually in gross income with a reported net operating income of $27,220 and a 6.82% cap rate at the current price. Tenants are month-to-month, allowing immediate income with flexibility for repositioning, owner occupancy, or rent optimization.Properties of this scale remain highly desirable for investors seeking manageable, two-stream income, as well as buyers looking to offset a mortgage with rental revenue. Character, versatility, and solid numbers combine here to create a property that feels approachable yet strategic—a rare balance in today’s market.

1514 E 14TH ST, The Dalles

$350,000
509463847 MLS
Classic 1925 bungalow charm meets dependable income potential in this thoughtfully maintained duplex in The Dalles. Currently configured as two units, the upper level offers a 1-bedroom plus an office or small bedroom, 1-bath residence, while the lower level provides a comfortable 1-bedroom, 1-bath unit with separate living quarters in a finished basement space. Whether you continue operating as a duplex or explore conversion to a single-family home with an attached ADU, the flexibility here is exceptional.Situated on a 5,000–6,999 sq ft lot in the Dry Hollow neighborhood, the property features territorial views, terraced landscaping, mature trees, and a charming pond that creates a peaceful outdoor setting. Driveway and on-street parking add convenience, while public water and sewer simplify ownership.Key system updates include a newer composition roof (approximately five years old) and an efficient heat pump providing both heating and cooling . The home is in solid, good condition — well cared for and functional — offering opportunity for cosmetic refinement over time without immediate major capital improvements.Financially, this is a compelling small multifamily asset. The property generates $36,000 annually in gross income with a reported net operating income of $27,220 and a 6.82% cap rate at the current price Tenants are month-to-month, allowing immediate income with flexibility for repositioning, owner occupancy, or rent optimization.Properties of this scale remain highly desirable for investors seeking manageable, two-stream income, as well as buyers looking to offset a mortgage with rental revenue. Character, versatility, and solid numbers combine here to create a property that feels approachable yet strategic — a rare balance in today’s market.

1514 E 14TH ST, The Dalles

$549,900
4 Beds 2 Baths 750637712 MLS
Creek side living on over ½ acre! This spacious 4 bed, 2 bath home offers 2,288 sqft in a peaceful, natural setting where the sound of North Fork Mill Creek adds to the charm and tranquility. Enjoy a private backyard retreat with mature surroundings, open space, and room to relax while taking in the calming waterfront backdrop. Hardwood floors and a large, functional kitchen with tile backsplash provide comfort and practicality, while the full basement offers additional space for storage, hobbies, or future potential. A newer roof plus a brand new septic tank and drain field provide valuable updates and peace of mind. Step out onto the back deck to unwind, entertain, or simply enjoy the serene creek side setting. The fenced backyard offers space for pets, play, or gardening. Two attached garages and abundant parking provide plenty of room for RVs, boats, trucks, and more.

6572 RESERVOIR RD, The Dalles

$750,000
2 Beds 1 Baths 233277947 MLS
Exceptional opportunity to own 2 parcels of 14+ acres just minutes from The Dalles. This scenic property features approximately 12 acres of productive cherry orchard with views of the Columbia River, Mt. Adams, and the City of The Dalles. The orchard includes roughly 6 acres of Bing Cherry trees and 6 acres of Black Pearl Cherry trees, which began producing last season. Annual costs to get to harvest averaged approximately $14,000–$16,000/year. The property includes a charming 2-bedroom, 1-bath residence with key updates in recent years, including a new septic system, durable metal roof, and concrete foundation. Would make for easy living, or improve or for worker housing. Enjoy the rare combination of privacy, income and development potential and close proximity to town. This versatile property offers excellent investment potential—continue operating the orchard, expand the existing home, or explore the option to build new. The orchard parcel may also have development potential subject to setback, farm income, and county planning requirements. Buyer to verify all information with County Planning.

3699 SKYLINE RD, The Dalles

$1,850,000
146673006 MLS
Some of the most interesting historic properties in Hood River are in The Dalles. Located on the main drag in The Downtown National Historic District. This portfolio has 3 buildings including additional development options. The Columbia Brewing Buildings and Great Southern Railroad Depot are significant properties. Building One: The Brewery Building, the original Heidelberg Brewery, dating from 1867 closed in 1916 with Prohibition, is of stone 'castle' construction, three stories with lofty ceilings and approximately 7560 ft.². With mountain and  river views, it is prime for multiple uses such as retail, brewery, restaurant, galleries, loft spaces. Building Two: The 'Fish House' the original 1905 bottling plant for Eastern Oregon Brewing Company, an impressive stone construction approximately 1275 ft.². Currently a private residence/ vacation home, live/ work space with outdoor grotto area. Building Three: The Great Southern Depot, recently updated throughout, features Bay windows & great views. Consisting of ground floor retail space and two well equipped apartments above. The 2 bedroom, 2 bath apartment is an AirBNB and the 1 bedroom, 1 bath unit are both used as corporate rentals. All 3 properties have high speed internet, ample parking & offer a plethora of uses. The balance of the 1.59 acre view property is ripe to be subdivided likely by a simple lot line adjustment that could potentially yield 2 to 3 lots for future development. Potential seller financing.

908 E 2ND ST, The Dalles

$650,000
626488183 MLS
The Baldwin Saloon is an iconic piece of Oregon history, built in 1876. and stands as one of The Dalles’ most recognizable and storied landmarks. This Turn key, building in the Historic District, is ready for a restaurant or bar immediately. The Main Floor’s Saloon and seating area has room for 82 and updated furniture and amenities. The full commercial kitchen on the lower level provides an efficient, updated work space with all equipment included. The property includes two tax lots, one for the building footprint and an adjacent vacant lot hosting the building’s outdoor patio area and offering valuable flexibility for parking, events or future development (Buyer to verify allowable uses). The site is easily accessed from court St. and is directly across from the Festival Park. On street parking is abundant. This is a rare chance to own a landmark property that blends history, flexibility, and long-term potential in the heart of The Dalles.

205 Court ST, The Dalles

$450,000
3 Beds 2 Baths 280475324 MLS
Views, views and more views are the advantages of living in this beautiful home on the bluff overlooking the beautiful Columbia River, Washington State hills, and The Dalles Dam. Views abound from almost every room in the house. The living room boasts a custom electric fireplace along with custom built shelving, bookcases, built in storage and seating. Floor to ceiling windows and an oversized sliding glass door let in lots of light and showcases the amazing views from the open concept living area along with a dining room and kitchen. The primary suite has two large walk-in closets for all your personal belongings and seating. Two additional bedrooms and two full baths and a laundry room make this home perfect for your next purchase. Outside you will find plenty of off-street parking, a deck and patio and golf course yard in the summer with underground sprinkler system. Sit outside and enjoy the summer or watch the snow fall with the amazing views. Don’t miss out on being close to the city while having a feeling of living in the country - even includes a poultry coop for more of a country feeling!Check out the virtually staged front door landscaping for ideas on how to finish this home to its full potential beauty!

3113 FREMONT ST, The Dalles

$325,000
2 Beds 2 Baths 775542110 MLS
Riverfront Living at its finest! Enjoy breathtaking Columbia River views from this 2-bedroom, 2-bath upper-level condominium in The Dalles. Perfectly positioned along the riverfront, this home offers a serene lifestyle with all the convenience of low-maintenance living. Inside, you’ll find a light-filled open floor plan featuring a spacious living area and a private balcony — the ideal spot to unwind while watching the river flow by. The kitchen offers ample storage and counter space, while both bedrooms provide comfortable retreats, including a primary suite with its own bath. Located in one of The Dalles’ most desirable waterfront communities, residents enjoy easy access to trails, nearby parks, and the historic downtown district filled with local shops & restaurants. Whether you’re seeking a full-time residence, weekend getaway, or lock-and-leave lifestyle, this riverfront condo offers the perfect blend of comfort, convenience, and stunning natural beauty. Come experience the Columbia River lifestyle — where every day feels like a vacation. Seller is licensed OR Realtor.

260 LONE PINE LN Unit #8, The Dalles

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