Sisters Homes with On Street Parking features

Sisters Homes with On Street Parking features

Welcome to Sisters, Oregon – a charming town nestled in the heart of the Cascade Mountains, known for its stunning landscapes and vibrant community spirit. With a population of just over 2,000 residents, Sisters offers a unique blend of small-town charm and access to incredible outdoor adventures. Surrounded by breathtaking scenery, including the iconic Three Sisters peaks, this picturesque location is a haven for nature enthusiasts, artists, and families alike.

Sisters boasts a rich history and a strong sense of community, evident in its quaint downtown area filled with boutique shops, cozy cafes, and local art galleries. The town hosts a variety of events throughout the year, including the popular Sisters Rodeo and the annual Sisters Folk Festival, which draw visitors from all over the region. With its friendly atmosphere and welcoming residents, Sisters is the perfect place to call home.

For those considering a move to this enchanting town, you’ll find a range of homes that feature convenient on-street parking, making it easy for residents and guests alike. Whether you’re looking for a cozy cottage or a spacious family home, the residential options in Sisters cater to diverse lifestyles and preferences. Enjoy the convenience of parking right outside your door, allowing you to fully embrace the laid-back lifestyle that Sisters offers.

With its stunning natural beauty, strong community ties, and inviting homes with on-street parking, Sisters, Oregon, is not just a place to live – it’s a place to thrive. Come and discover the magic of Sisters, where adventure awaits at every turn!

Newest Sisters Homes with On Street Parking features

$435,000
2 Beds ⋅ 2 Baths ⋅ 220224808 MLS
Meticulously maintained Fuqua EnerGWise home in The Pines, a desirable gated 55+ community heart of downtown Sisters. Pride of ownership shines throughout this move-in-ready home featuring an inviting open floor plan with 2 bedrooms, 2 baths, and a versatile den/office. A new $12,000 high-efficiency heating and air conditioning system provides year-round comfort. The oversized garage offers abundant storage and includes stairs leading to a finished attic for additional storage. Relax on the private back deck overlooking the peaceful common area. HOA covers lawn care, snow removal, and street maintenance, and residents enjoy access to the community clubhouse. This is low-maintenance living at its finest in one of Sisters' most sought-after communities.

129 N Wheeler Loop, Sisters

Listing courtesy of Stellar Realty Northwest.

$3,250,000
220224654 MLS
Exceptional investment opportunity to acquire a premier boutique hotel in Sisters, Oregon. The Scout features six luxury guest cottages with upscale finishes, king suites, fireplaces, heated bathroom floors, spa-inspired baths, and curated interiors. A welcoming lobby and flexible gathering space supports retreats, weddings, reunions, corporate events, and exclusive buyouts. Walking distance to downtown Sisters with restaurants, breweries, galleries, boutique shopping, and year-round festivals. At the base of the Cascade Mountains, offering access to hiking, biking, skiing, fly fishing, golf, and lakes. Ideal for luxury hotel investors, commercial real estate buyers, and 1031 exchange investors seeking a turnkey, income-producing hospitality asset with strong demand and long-term appreciation in Central Oregon. Strong occupancy with room for growth, proven guest demand, and excellent cash flow opportunity.

560 E Main Avenue, Sisters

Listing courtesy of Cascade Hasson SIR.

$699,000
3 Beds ⋅ 3 Baths ⋅ 220224488 MLS
Move-in ready and impeccably maintained, this beautifully updated craftsman home in the heart of Sisters, offers the perfect blend of comfort and style. Thoughtfully designed with a desirable primary suite on the main level, this home features numerous upgrades including quartz countertops, designer updated lighting, and tasteful finishes throughout. Enjoy light-filled living spaces and step outside to your own peaceful private backyard oasis, perfect for relaxing, entertaining, and enjoy Central Oregon's beautiful seasons. A truly special home in excellent condition, ready for its next owner to move right in and enjoy.

1035 E Horse Back Trail, Sisters

Listing courtesy of Stellar Realty Northwest.

$498,000
3 Beds ⋅ 3 Baths ⋅ 220224477 MLS
Steps from Deschutes National Forest trails and minutes from downtown Sisters, this turnkey home offers a modern, lock-and-leave lifestyle. The bright, open-concept main floor features tall ceilings, luxury vinyl plank floors, and custom built-ins. A spacious kitchen boasts quartz countertops, ample cabinetry, and a large island flowing into the living and dining areas. A convenient half bath is on the main level. Upstairs, there are 3 spacious bedrooms: the private primary ensuite features a walk-in closet, separated from two flexible guest bedrooms/office spaces and a convenient laundry room. An attached two-car garage provides plenty of room for all your Central Oregon gear. Enjoy park views, HOA-maintained landscaping, and endless outdoor recreation right outside your front door. Perfect as a full-time residence or vacation retreat!

950 N Hindeman Avenue, Sisters

Listing courtesy of Avenir Realty.

$380,000
2 Beds ⋅ 2 Baths ⋅ 220224220 MLS
Located in the desireable 4th Sister Condominiums, this 2 bedroom suite condo is in the heart of Sisters! Bring your designer ideas to this unit that features 2 primary suites, a full kitchen and great room living with a cozy fireplace. The covered deck is perfect for enjoying the lovely grounds or a BBQ. This location offers a fantastic Sisters location close to all the Sister's amenities and outdoor activities. Whether it is a full time residence, a relaxing getaway or an income generating investment this main floor unit is the condo for you!

897 E Desperado Trail UNIT 102 Unit UNIT 102, Sisters

Listing courtesy of Cascade Hasson SIR.

$729,000
2 Beds ⋅ 3 Baths ⋅ 220223685 MLS
One owner, custom built, meticulous condition, this Pine Meadow Village gem is the one you've been waiting for. 1,698 sq ft of open living with windows that pull in the mountain light, hardwood floors, and quartz countertops. The main level features a dedicated office or flex space with a full bath, perfect for guests or working from home. Upstairs, you'll find a second bedroom and the primary suite, which captures stunning mountain views. Three full baths total. Single car garage plus a covered porch for soaking in that Sisters air. Pine Meadow Village delivers the lifestyle: pool, hot tub, clubhouse, trails, and tennis/pickleball courts, all walking distance to downtown Sisters. Whether you're simplifying, investing, or planting roots in Central Oregon, this one is move-in ready and waiting for its next chapter.

446 S Cottonwood Street, Sisters

Listing courtesy of Coldwell Banker Mayfield Realty.

$612,950
3 Beds ⋅ 3 Baths ⋅ 220223316 MLS
Welcome to Sunset Meadows in the charming town of Sisters, Oregon! Built by award winning builder Woodhill Homes. The Contemporary Modern Mountain Chalet design of the homes give the neighborhood the look & feel of a mountain resort. The Cascade Mountain Range, including the Three Sisters and their magnificent views are along McKenzie Highway - the entrance to this neighborhood. The Coho is a single family home design with 3 bedrooms, primary bedroom w/full bathroom on the main floor along with a 1/2 bath powder room and the laundry room. 2 bedrooms & 1 fully (jack & Jill) bathroom upstairs with a nice sized loft. The main floor is an all open floor plan with large windows to allow the Central Oregon sunlight to shine through. Stainless Steel Kitchenaid appliances & solid surfaces in the kitchen and all the bathrooms add to the elegance of the homes. Just under 1,700 sq.ft. Attached oversized 2 car garage. Your chance to own a brand new, beautiful home in Sisters, Oregon.

1043 W Linda Avenue Lot 39 Unit Lot 39, Sisters

Listing courtesy of Engel & Voelkers Bend.

$609,950
3 Beds ⋅ 3 Baths ⋅ 220223315 MLS
Welcome to Sunset Meadows in the charming town of Sisters, Oregon! Built by award winning builder Woodhill Homes. The Contemporary Modern Mountain Chalet design of the homes give the neighborhood the look & feel of a mountain resort. The Cascade Mountain Range, including the Three Sisters and their magnificent views are along McKenzie Highway - the entrance to this neighborhood. The Coho is a single family home design with 3 bedrooms, primary bedroom w/full bathroom on the main floor along with a 1/2 bath powder room and the laundry room. 2 bedrooms & 1 fully (jack & Jill) bathroom upstairs with a nice sized loft. The main floor is an all open floor plan with large windows to allow the Central Oregon sunlight to shine through. Stainless Steel Kitchenaid appliances & solid surfaces in the kitchen and all the bathrooms add to the elegance of the homes. Just under 1,700 sq.ft. Attached oversized 2 car garage. Your chance to own a brand new, beautiful home in Sisters, Oregon.

1051 W Linda Avenue Lot 40 Unit Lot 40, Sisters

Listing courtesy of Engel & Voelkers Bend.

$949,000
4 Beds ⋅ 2 Baths ⋅ 220222581 MLS
Beautifully remodeled and lovingly cared for 2300sf 4bed home tucked in a quiet cul-de-sac in the sought-after Sage Meadow community, just minutes from downtown Sisters. Warm and inviting with a cozy rustic feel, this thoughtfully updated home offers spacious living areas inside & out designed for both relaxing and entertaining. Expansive windows bring in natural light and frame the Mountain views, while vaulted ceilings and a wood stove create a comfortable atmosphere year-round. Fully remodeled kitchen, quality updates throughout, and an ideal floor plan make this home truly move-in ready. Enjoy peaceful outdoor living with room to gather, unwind, and barbecue, all bordering National Forest land. Attached 2-car garage plus detached shop provide excellent room for hobbies, projects, storage, or recreation. A rare combination of privacy, charm, updates, and location in one of Sisters' most desirable neighborhoods.

15917 Pinion Jay Lane, Sisters

Listing courtesy of High Desert Realty, LLC.

$685,000
4 Beds ⋅ 3 Baths ⋅ 220222342 MLS
Huge price drop! Motivated seller! Not easy to find a home right in Sisters with a 3 car garage; Master bedroom on main level; Huge upstairs bonus/bedroom; Large RV parking space with Full hookups...and under $700K! Fantastic Home in Sisters to raise a family. Walk or ride a bike to the Middle School and High School. Two blocks from BLM access. Nearly 2400 sq ft home with Formal Dining/Office room off Entry. Bonus area in Loft, with 2 bedrooms Upstairs. 50' RV parking with full Hookups behind the gated fence! Front Landscaping maintained by HOA. The Western Charm of Downtown Sisters is only a mile away!!

623 N Freemont Street, Sisters

Listing courtesy of Realty One Group Discovery.

$570,000
3 Beds ⋅ 3 Baths ⋅ 220220530 MLS
Don't miss out on this two-story home with private backyard, primary mountain view and 3 car garage. This home is convenient to schools and the festive Sisters downtown. The private, fenced backyard with perennial flowers and raised garden beds feels like an oasis. The first floor's expansive living room, adjoining dining room, and open kitchen with ample counter space, pantry, built-in desk, and half bath add functionality and convenience. The upstairs primary feels luxurious with mountain views, dual vanity and a generous walk-in closet. Two additional bedrooms, each with ample closet space and a shared bathroom. Adding ease and function is the second story laundry room. Enjoy the neighborhood's walking paths, playgrounds, and well cared for community space.

715 N Brooks Camp Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$660,000
2 Beds ⋅ 2 Baths ⋅ 220220345 MLS
Relaxed luxury abounds in this modern mountain cottage in Clearpine. Featured on the 2020 COBA Tour of Homes and Earth Advantage Platinum certified, this home offers high-end design and sustainable, low-maintenance living. Light-filled with vaulted ceilings and an open floor plan, it creates a bright, airy feel ideal for living and entertaining. Finishes include Silestone quartz countertops, a Blanco farmhouse sink, custom soft-close cabinetry, and Bosch black stainless appliances. A dry bar with a wine fridge extends the entertaining footprint. The primary suite features a heated tile floor and full custom tile shower. EV charger installed. Prewired for solar. Ductless HVAC. Tankless water heater. Heated two-car garage. Spacious laundry and mudroom with built-in storage. Xeriscaped lot with HOA-covered drip irrigation. Two blocks from National Forest trails, less than a mile to downtown Sisters, refined mountain living at its best, built to COBA Tour of Homes standards.

152 W Clearpine Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

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