Refine Search
Sort by
$359,000
2 Beds 2 Baths 258033082 MLS
Welcome home to this charming 1920s Craftsman-style house right in the heart of Enterprise. Relax on the covered front porch, take in the beautiful mountain views, and enjoy the friendly neighborhood. Offering 1,167 square feet of comfortable living space on the main floor, this property features two bedrooms and two bathrooms. The primary bedroom includes an en-suite bathroom with a walk-in shower, while the second bathroom off the kitchen offers a standard bathtub-and-shower combination. The home has a nice-sized kitchen, added at a later stage to expand the layout. It has solid oak cabinets, a breakfast bar, resilient vinyl plank flooring, and a dedicated dining area. All appliances are included in the sale. From the dining space, a door leads out to a small back deck, complemented by a side entrance from the driveway. The main living areas feature wall-to-wall carpeting, with a high likelihood that the original hardwood floors are preserved underneath. Additional main-floor highlights include a laundry room equipped with cabinets, a utility sink, and a washer and dryer. Built to last, the property features double-pane vinyl windows, durable metal siding, and a metal roof. Important functional upgrades include an updated electrical box and wiring completed in 2006, alongside a forced-air furnace.Downstairs, the 952-square-foot basement houses the furnace and water heater, leaving massive space for storage or hobbies. It includes a utility sink, a sump pump, and opportunity to finish a future bedroom or bonus room. Outside, enjoy a fenced backyard with a chicken coop and a Rain Bird underground sprinkler system. The driveway and garage are shared with the neighbor; the garage features a side door, a window, and existing electrical wiring ready for connection. Location is unbeatable. This property sits just blocks from the Enterprise K-12 school, award-winning Wallowa Memorial Hospital, medical clinics, and only two blocks from downtown retail shops and dining.

203 NE 1ST ST, Enterprise

$299,000
2 Beds 1 Baths 353294052 MLS
This colorful charmer brings personality right from the curb! An inviting swing on the covered front porch calls to you to sit for a moment. Inside, beautiful new oak floors add warmth and character to the living area and both bedrooms, while fresh interior paint keeps everything feeling bright and welcoming. You will enjoy granite counter tops in the recently remodeled kitchen. Newer windows, newer appliances, updated electrical outlets, and recent exterior paint mean plenty of the work has already been done for you! Stay comfortable year-round with your choice of a propane wall furnace or mini-split (new) for heating and cooling. And when it’s time to unwind, the cast-iron claw foot soaking tub/shower is ready to help you relax at the end of the day. The bathroom is freshly remodeled and has oak floors. Outside, the spacious, completely fenced backyard is ready for gardening, gathering, playing, or simply enjoying a little elbow room. The lot is 165 feet deep with raised garden beds, two storage buildings, and convenient alley access through the back gate which adds even more possibilities. One possibility is the addition of an Accessory Dwelling Unit (ADU). This ADU could be for producing additional income from either short or long term rental. (Buyer to do their due diligence) Bold, cheerful, and anything but ordinary—this is the house for someone ready to add a little more fun to everyday living!

502 DEPOT ST, Enterprise

$250,000
3 Beds 1 Baths 453460721 MLS
Two homes, river frontage, and commanding Wallowa Mountain views make this Enterprise property anything but ordinary. The lot extends across the river, creating a distinctive setting with Ruby Peak and Mt. Joseph rising in the distance. From here, take in striking mountain views while enjoying the sights and sounds of the river just beyond your door. The larger residence, 605 SE School St, is a two-story, three-bedroom home with the space and character to serve as the primary residence. Nearby, 609 SE School St is a single-level, two-bedroom home. A detached shed next to 605 provides convenient parking and storage. A partially fenced chicken coop is already in place for those who appreciate fresh eggs and a touch of country living right in town. What truly sets this property apart is the land itself. In addition to the area surrounding the two homes, the property includes additional land extending north toward the high school football field, as well as land across the river from the garage. The lot reaches to the opposite side of the river, creating a setting that feels wonderfully connected to the landscape. Mountain peaks frame the distance, the river brings movement and sound to the property, and the additional acreage provides even more space and possibility. Two separate homes open the door to opportunities that are increasingly hard to find. Whether you're looking for a primary home with a second residence, a multi-generational arrangement, an income-producing opportunity, or simply more room for the people and pursuits you enjoy, 605 & 609 SE School St deserve a closer look. Two homes. River frontage. Wallowa Mountain views. Additional land. One property with possibilities in every direction.

605 SE SCHOOL ST, Enterprise

$495,000
2 Beds 2 Baths 706100123 MLS
Experience the rare blend of privacy, water frontage, and mountain country living with this charming home set on 1 acre along Hurricane Creek. Properties with year round creek access this close to town almost never come available. Enjoy the soothing year-round flow, ideal for relaxing, fishing or simply enjoying nature. Relax in this comfortable home with bright living spaces and view of the Wallowa Mountains, Hurricane Creek and Wallowa Valley. The garage is extra large double car with an added room perfect for a shop space or large crafting area. With an entire acre of land, there is plenty of room for gardening, small livestock and your favorite outdoor activities. Appreciate owning a property with excellent access in a peaceful rural setting just minutes from Enterprise with quick access to Joseph, Wallowa Lake, hiking trails, and all the outdoor recreation Wallowa County is known for. Whether you are seeking a full-time residence, a getaway, or a nature-focused retreat, this Hurricane Creek property delivers the beauty and tranquility buyers dream of.

64836 HURRICANE CREEK RD, Enterprise

$535,000
4 Beds 2 Baths 331863178 MLS
Step into the enchanting Rose Cottage, a beautifully restored 1906 Victorian offering timeless character with modern comforts. From the heated kitchen floors to the inviting covered front porch, every detail has been thoughtfully designed to create a warm and welcoming atmosphere. Enjoy beautifully landscaped grounds featuring vibrant flowers, lilacs, lush fruit trees, and breathtaking views of the Wallowa Mountains. Ideally located in the heart of Enterprise, you’ll be just minutes from downtown shops, restaurants, schools, and outdoor recreation. Whether you’re searching for a one-of-a-kind residence, a charming vacation retreat, or, with buyer due diligence and any required approvals, the potential for a boutique bed-and-breakfast or hospitality venture, Rose Cottage offers endless possibilities. Don’t miss your opportunity to own one of Enterprise’s most iconic and captivating historic homes.

101 NE 3RD ST, Enterprise

$495,000
1 Beds 1 Baths 187894424 MLS
Build your dream home and enjoy wide open vistas of the Wallowa Mountains, the city of Enterprise and the valley floor below this bird’s eye view buildable lot! Not only are the views spectacular, but the oversized lot also has room to site an additional dwelling unit (ADU) with city approval. Bring your builder and explore the possibilities. The property is also a rare multi-use opportunity! It includes a spacious double-bay metal building with an income producing extra-large, luxurious studio/apartment on the large corner lot. The stunning and spacious 1,000 sq ft studio has mountain views and extra-high ceilings to offer an open, airy feel you won't find anywhere else. Adjacent to the Studio is an 1044sf Courtyard that includes an outdoor fireplace, BBQ and pizza oven. A lovely mural provides a relaxing environment while taking in the mountain scenery. The current owners have a history of leasing this studio for $1,400/month. The remaining shop space is an expansive double-bay shop/storage building with tall 11' doors and wide bays. Store your boat, RV, and snowmobiles while still leaving room for your home shop. The opportunities for this property abound!

207 Silver ST, Enterprise

$639,000
3 Beds 3 Baths 170728698 MLS
Come and see this thoughtfully crafted custom home on a scenic corner lot in Enterprise, Oregon. Expansive decks and covered patios frame sweeping views of the Wallowa Mountains, the City of Enterprise, and unforgettable sunsets, creating an inviting setting for year-round enjoyment.Completed in 2021 with love and attention to detail, this warm and inviting home was built as a second home and offers a versatile floor plan with 2 bedrooms plus a den that may serve as a 3rd bedroom, along with 3 full bathrooms. Natural wood accents, soaring vaulted ceilings, gas fireplaces, and tile flooring on the main and upper levels add character and comfort throughout.Designed for ease of living, the main level includes full ADA accessibility provisions. Everyday comfort is enhanced by individually controlled in-floor radiant heat on all levels, a mini split in the main living area, and an integrated circulating fan that helps move air from the lower level to the living room peak in summer and from the peak to the lower level in winter. The designer kitchen features granite countertops, modern cabinetry, high-end black stainless steel appliances, and a large island with a raised bar and built-in footrest. Three full bathrooms offer granite countertops, custom cabinetry, designer Toto elongated toilets, a tile walk-in shower on the main level, a deep jacuzzi soaking tub on the lower level, and a soaking tub on the upper level. Low-maintenance outdoor spaces include patterned and colored concrete, easy-care landscaping, fiber cement board-and-batten siding, and a 12/12 pitched roof with durable 50-year cedar-shake-look shingles. Expansive decks with a waterproof, slip-resistant rubberized surface create an all-weather covered entertainment patio below. Additional amenities include a full RV hookup with expansive parking, heated garage floor with flexible future-use potential, backup generator readiness, BBQ grill connection, and a 1,000-gallon underground propane storage tank.

604 E GREENWOOD ST, Enterprise

$750,000
3 Beds 2 Baths 173146071 MLS
One-of-a-kind Northwest Contemporary Modern home, custom built in 2023 and perfectly positioned just above the heart of Enterprise in a quiet, established neighborhood. This stunning residence showcases artistic design, exceptional craftsmanship and modern finishes throughout. The open-concept floor plan features spacious living, dining and kitchen areas filled with natural light from expansive windows. Ash hardwood flooring and Bedrosians tile flow throughout the home, complemented by solid fir doors, custom built-in nooks and shelving and a striking wood-burning fireplace with designer tile surround and warm wood accents. Enjoy the convenience of single-level living with three bedrooms, two bathrooms and laundry all located on the main floor as well. The lower level offers a finished heated and cooled single-car garage; easily used as an office or home gym, along with generous crawl space storage. Outdoor living is equally impressive with landscaped side and backyard spaces, complete with an underground sprinkler system. A large cedar wraparound deck extends from the front of the home to the back, where a covered deck provides breathtaking views of the awe-inspiring Eagle Cap Mountains—the perfect setting to enjoy your morning coffee or unwind at the end of the day. An additional lower patio creates even more space for entertaining and enjoying the level backyard. Every detail of this remarkable home has been thoughtfully designed and must be experienced in person to be fully appreciated. Come discover this exceptional property and make this beautiful house your next home.

210 PACE AVE, Enterprise

$1,390,000
5 Beds 3 Baths 535806780 MLS
Steeped in history and surrounded by breathtaking panoramic views of the Wallowa Mountains and valley below, this iconic small-acreage property offers a rare opportunity to own a piece of Wallowa County heritage. Originally part of the historic Wade Ranch, the beautifully preserved 1898 farmhouse blends timeless character with thoughtful modern updates. Original features include stained-glass windows, pocket doors, wainscoting, tin ceilings, built-ins, hardwood floors and soaring ceilings. Recent improvements include fresh interior paint, lighting, thermostat controlled cadet heaters and a wood-burning stove. The spacious home offers 5 bedrooms and 3 full baths. The updated kitchen is designed for gathering and entertaining, featuring an 7-burner ZLINE range, large island, granite countertops, abundant cabinetry and a propane woodstove. The main level includes a grand living room with adjoining parlor, formal dining room, bedroom, full bath, laundry room and pantry/root cellar. Upstairs you'll find the primary suite, hall bath and three additional bedrooms. The third floor provides generous storage and future potential. Additional living spaces include a charming 576sqft carriage house; formerly a veterinary clinic, complete with 2 bedrooms, 1 bath, kitchen and laundry. Further up the picturesque tree-lined driveway sits a newer equine barn thoughtfully converted into additional living quarters featuring a kitchenette, full bath, sleeping loft, tack room and storage area. The original barn layout was preserved, allowing for an easy conversion back to horse use if desired. Property amenities include the historic 2,376sqft Red Barn with stalls and loft, fenced and cross-fenced pastures, chicken coop and storage shed. Major infrastructure updates include electrical, plumbing, blown-in insulation, a newer well and septic system. A truly one-of-a-kind legacy property where history, functionality and extraordinary mountain views come together in an unforgettable setting.

65254 PINE TREE RD, Enterprise

$725,000
1 Beds 1 Baths 595786419 MLS
Take in sweeping panoramic views of the Wallowa Mountains, Idaho’s Seven Devils, the valley below, and the charming town of Enterprise from this beautiful cabin retreat nestled in a peaceful country setting. A spacious covered front porch provides the perfect place to relax and soak in the scenery. Surrounded by open skies and wide-open spaces, this property offers the quiet privacy and tranquility that make country living so special.Inside, the rustic rock fireplace creates a warm and inviting atmosphere, adding to the cabin’s cozy character. The home features one bedroom and one bathroom on the main level, plus a generous loft area currently set up with three beds and additional storage, offering the potential to convert part of the space into a second bedroom.Outside, enjoy the back patio, raised garden boxes, and approximately 8.5 acres of pasture with plenty of room for livestock, horses, or recreational use. Whether you’re looking for a full-time residence, weekend escape, or vacation property, this scenic cabin offers rural living at its finest with unforgettable mountain and valley views.

64782 ALDER SLOPE RD, Enterprise

$295,000
2 Beds 1 Baths 285434387 MLS
Charming Craftsman-Style Bungalow in the Heart of Enterprise!Welcome home to this beautifully maintained, picture-perfect bungalow offering the ideal blend of classic character and modern comfort.Located in a desirable, quiet neighborhood in Enterprise, this home is ready for its next chapter.Timeless Character: Step inside to classic, hardwood floors and a cozy atmosphere that instantly feels like home. 2 bedrooms, 1 bath, bonus room & laundry room. Range, refrigerator, dishwasher, washer & dryer included!Year-Round Comfort: Stay perfectly warm in the winter with a traditional wood stove, and enjoy efficient, customized heating and cooling all year long with the updated mini-split system.Outdoor Living & Gardening: The fully fenced backyard offers privacy and security—perfect for pets, play, or entertaining. Flex your green thumb with the beautifully established raised flower bed, ready for your spring veggies or favorite blooms. Property has irrigation water rights out of Prairie Creek to save on city water bill!!Abundant Parking & Storage: No shortage of space here! Features a detached single-car garage for your shop space or secure storage, plus an attached carport to keep your daily driver out of the elements.The Location: Enjoy the best of Wallowa County living. You are just minutes away from downtown Enterprise shopping, local dining, and the breathtaking views of the Wallowa Mountains.Whether you are looking for your first home, a cozy retirement spot, or a solid investment property, this charming bungalow is a must-see.

302 SE 2ND ST, Enterprise

$925,000
3 Beds 2 Baths 610629340 MLS
PRICE JUST REDUCED!!!True Western living on 19 beautiful acres on Alder Slope with sweeping views of the majestic Wallowa Mountains. Located just 6 minutes from Enterprise and 10 minutes from Joseph, this one-of-a-kind country property delivers the kind of wide-open space and mountain scenery Eastern Oregon is known for.The 3 bedroom, 2.5 bathroom home offers comfortable ranch-style living with a warm and inviting feel throughout. The spacious primary suite features a double vanity and walk-in shower, while the kitchen is set up for gathering after a long day with black and stainless appliances, gas range, and pantry with freezer. A wood stove adds classic country charm, complemented by forced air heat for year-round comfort.With approximately 15 acres of productive farm ground and valuable water rights, this property is ready to work. Included are full R.V. hook ups, Powder River panels and irrigation equipment,making it ideal for horses, cattle, hay production, or a full country lifestyle setup.The impressive 5,600 sq ft barn is built for function and versatility with 6 indoor horse stalls, generous storage space, and room for equipment, tack, hay, or workshop use.Whether you’re looking for a working horse property, hobby ranch, or simply a place to enjoy peaceful sunsets beneath the Wallowas, this Alder Slope property captures the spirit of the West.

81897 REAVIS LN, Enterprise

$339,000
447428958 MLS
Historic Bowlby Stone building with storefront, residential space, and a rooftop deck!In the heart of downtown Enterprise on E. Main Street, this move in ready property offers a rare opportunity to live, create, and work in one beautifully updated space. Rich in local history, the building was constructed with iconic Bowlby Stone, giving the property timeless character and architectural appeal that stands out in downtown Enterprise. Designed with flexibility in mind, the layout easily supports a variety of visions, from a storefront or studio to a live work setup or income producing opportunity.The main level features a spacious commercial room with an attached bathroom, creating a natural hub for business or creative use. A storage room and bonus room provide additional options and can be incorporated into either the commercial or residential portion, allowing the space to adapt to your needs. Whether you envision a studio, office, retail space, or something entirely unique, this property gives you room to make it your own.The residential area is full of charm and comfort, with a cute kitchen, inviting living room, laundry room, basement storage, and an additional bonus room upstairs. The primary bedroom is located on the second floor and opens directly to a rooftop deck where mountain views create a private retreat above the energy of downtown. With one bedroom, two bathrooms, and approximately 2,030 square feet, the space feels both functional and inviting.With access on both sides of the building and thoughtful updates throughout, this property is ready for its next chapter. Zoned Central Business District, it offers the rare chance to invest in a historic downtown space that supports both lifestyle and opportunity in one location.

105 E MAIN ST, Enterprise

$460,000
3 Beds 2 Baths 773060881 MLS
Welcome to this beautifully maintained custom-style home tucked away on a quiet street in the heart of Enterprise. Offering 3 bedrooms, 2.5 bathrooms, and nearly 1,900 square feet of thoughtfully designed living space, this home combines comfort, functionality, and privacy on a spacious .32-acre lot with beautiful mountain views.Natural light fills the home, creating warm and inviting living spaces throughout. The main-level primary suite features a private bathroom and double closets, while the upstairs bedrooms offer additional flexibility and space. One of the upstairs bedrooms includes its own private balcony—an ideal spot to enjoy your morning coffee or take in the peaceful surroundings.The kitchen is equipped with a freestanding range, refrigerator, and built-in dishwasher, with the adjoining living and family rooms providing a comfortable layout for everyday living and entertaining. Just off the living room, a large pantry and storage area offers exceptional functionality and plenty of room to keep everything organized. A cozy fireplace with both electric and gas options adds warmth and charm throughout the seasons.Outside, the property continues to impress with an oversized detached 2-car garage, RV parking, fenced yard, tool shed, and additional outbuilding space. The level .32-acre lot offers privacy, room for gardening, and plenty of space to enjoy the outdoors while taking in the surrounding mountain views.Conveniently located near schools, shopping, and all that Enterprise has to offer, this well-maintained home is a wonderful opportunity to enjoy the comfort and space of a custom-style home in a peaceful small-town setting.

604 SW MILDRED AVE, Enterprise

$579,000
3 Beds 2 Baths 335829384 MLS
Rare opportunity to own a one-owner, meticulously maintained home on an expansive .72-acre lot with unobstructed views! This spacious 3 bedroom, 2 bath home offers comfortable living and flexibility with an additional flex space in the basement. Ample storage and cabinetry throughout and a 2-car semi-attached garage. The property also includes a lower lot, protecting your views and adding to the sense of space and usability. Plus a detached 1,050sqft shop sits on its own additional tax lot—ideal for hobbies, storage or future potential. There’s plenty of room for your RV, recreational vehicles and all your toys.Recent updates include newer LP lap siding, vinyl windows and an efficient heat pump. Step outside to enjoy the oversized covered back patio, where you can take in the sweeping views year-round. The landscaped yard is designed for easy maintenance and features in-ground sprinklers.This is a unique in-town property offering space, versatility and incredible views—don’t miss it.

104 HYLAND DR, Enterprise

$299,000
1 Beds 1 Baths 185918099 MLS
Have you ever dreamt of a Utopia right on the River?? Experience this one of a kind Troy Oregon Property with 110 feet of Grande Ronde River frontage! A Fishermen's Paradise! This meticulously cared for property checks all the boxes. The main cabin has a beautiful pine tongue and groove walls and cedar vaulted ceiling with a storage loft and mini-split, this is anything but roughing it!! A full bathroom with fun lighting and a stacking washer and dryer unit. The open kitchen with all appliances has gorgeous handmade black walnut counters. The wood stove offers heat and adds to the cozy atmosphere! Experience the expansive deck with the most Amazing views in every direction a perfect place for kicking back and relaxing or entertaining! There is a wall tent on a deck with a metal roof that makes the quaint bunkhouse with power and its own woodstove and sliding door a bonus. There is a 2 bay shed that is great for firewood and parking your toys. The extra shed with shelves and power makes a great place to store all your essentials and supplies. there is plenty of parking space for Rvs or extra tent space. This property has a well and newer septic system with 1,000 gallon tank. all this behind a fully fenced and gated, convenient location right in the desirable town of Troy! Dont let this one pass you by!! Meet you in Troy!!

84665 GRAND RONDE RD, Enterprise

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.