Sisters Homes with Playground Community Features

Welcome to Sisters, Oregon – a charming small town nestled in the heart of the Cascade Mountains. Known for its breathtaking landscapes, vibrant arts scene, and rich history, Sisters offers a unique blend of outdoor adventure and community spirit. With a population of just over 2,000 residents, this picturesque town boasts a welcoming atmosphere that feels like home from the moment you arrive.

Sisters is surrounded by stunning natural beauty, including the iconic Three Sisters Mountains, which provide a backdrop for year-round recreational activities such as hiking, biking, skiing, and fishing. The town is also famous for its annual events, such as the Sisters Rodeo and the Sisters Folk Festival, which draw visitors from far and wide. With a quaint downtown area filled with local shops, art galleries, and delightful eateries, Sisters is a place where you can enjoy the simple pleasures of life.

For families seeking a vibrant community with plenty of amenities, the Homes with Playground community in Sisters is an ideal choice. This family-friendly neighborhood features beautifully designed homes with spacious yards and easy access to playgrounds and parks. Children can enjoy safe outdoor play, while parents appreciate the close-knit community atmosphere. With top-notch schools and a wealth of outdoor activities right at your doorstep, this community is perfect for those looking to raise a family in a nurturing environment.

Discover the magic of Sisters, Oregon, and find your dream home in the Homes with Playground community, where adventure and connection await at every turn!

Newest Sisters Homes with Playground Community Features

$1,115,000

3 Beds ⋅ 4 Baths ⋅ 220226074 MLS

Enjoy single-level living in the desirable Aspen Lakes Golf Community with stunning fairway views and endless potential. This HUD-owned home is ideally situated on the golf course, offering a peaceful setting and an opportunity to create your dream home. The spacious floor plan is filled with natural light and captures beautiful views of the course from the main living areas. A separate guest quarters or mother-in-law unit, located just off the four-car garage, provides flexible space for extended family, guests, a private office, or hobbies. The oversized garages offers abundant room for vehicles, golf carts, and recreational gear. While the home does need repairs and updates, it presents an exceptional opportunity to build equity in one of Sisters' most sought-after golf communities. Just minutes from downtown Sisters, enjoy championship golf, mountain views, miles of recreation, and the relaxed Central Oregon lifestyle. HUD Home sold As-Is.

17084 Lady Caroline Drive, Sisters

Listing courtesy of RE/MAX Key Properties.

$799,000

2 Beds ⋅ 3 Baths ⋅ 220225352 MLS

Experience modern comfort and mountain-town living in this Sisters Woodlands Townhome. Thoughtfully designed with the primary suite and spacious kitchen on the main level, this two-story floorplan offers easy everyday living, while the upstairs provides room for guests, family or a home office. The covered upper deck with infrared patio heaters invite you to enjoy the beauty of Central Oregon year-round. Quality finishes include hardwood and tile flooring, quartz countertops, stainless Energy Star appliances, heated floors in the primary bathroom, and a cozy woodstove in the living room. Ideal as a full-time home or lock-and-leave retreat. Enjoy easy access to trails, parks, coffee shops, restaurants and all that Sisters has to offer. Solar & EV ready!

544 W Sisters Park Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$465,000

3 Beds ⋅ 3 Baths ⋅ 220225003 MLS

Welcome to this beautiful, turnkey townhome in a prime Sisters location, perfectly blending mountain charm with low-maintenance convenience in the desirable Village at Cold Springs. Spanning 1,471 sq. ft. with 3 bedrooms and 2.5 baths, this bright, open-concept home features modern finishes, a chef's kitchen with granite countertops, a spacious primary suite, and an upstairs laundry room. A rare find for townhomes, it boasts a 2-car attached garage PLUS an additional 2-car parking pad right behind it--perfect for guests and additional vehicles. Overlooking a scenic community green space and playground, the location offers incredible walkability. Leave your car at home and enjoy an easy stroll to downtown Sisters' iconic coffee shops, local dining, boutiques, and groceries. Whether you are looking for a full-time residence or a lock-and-leave mountain getaway, this property delivers the ultimate Pacific Northwest lifestyle.

820 N Hindeman Street, Sisters

Listing courtesy of Engel & Voelkers Bend.

$1,299,500

4 Beds ⋅ 3 Baths ⋅ 220224591 MLS

Stunning custom home with mountain views in Pine Meadow - walking distance to downtown Sisters. Quality construction and attention to detail are evident throughout: hardwood floors, wood beams, fireplace with stone hearth, heated tile bathroom floors, etc. The open-concept lower level connects the great room, dining area, and kitchen (featuring a generous island and beautiful cabinetry). A dedicated office, large laundry/mudroom, and oversized 2-car garage complete the downstairs layout. The upstairs master suite features a spa-like bathroom with 2 shower heads, a walk-in closet, plus a spacious covered deck with stunning mountain views. There are 3 guest bedrooms upstairs as well. The lot is exceptionally private, bordered by common area (and the irrigation pond/stream) on two sides - preserving those views. Exterior features include: wraparound front porch; back paver patio; built-in BBQ; fire-pit area. Brand new heat pump, freshly painted/stained, all furnishings negotiable!

751 S Redwood Street, Sisters

Listing courtesy of eXp Realty, LLC.

$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.

$740,000

3 Beds ⋅ 2 Baths ⋅ 220223801 MLS

Set among the pines in one of Black Butte Ranch's most coveted locations, Country House Condo 63 enjoys a setting few properties can match. Positioned in a desirable second-row location with adjoining common area, the home overlooks Phalarope Lake, open meadows and the Three Sisters, Mount Washington and Broken Top beyond. Walls of windows on both levels fill the home with natural light and showcase the landscape from nearly every room. A main-level bedroom and full bath are complemented by two upstairs bedrooms connected by a Jack-and-Jill bath, including a bedroom with a walk-in closet and sitting area overlooking the mountain backdrop. Vaulted wood ceilings and warm architectural details reflect mountain lodge design. Offered fully furnished and moments from the Lodge area, Lakeside Bistro, pools, fitness center, pickleball courts and more. Whether envisioned as a private getaway, vacation home or investment opportunity, this retreat is ready to be enjoyed from day one.

12960 Hawks Beard CHC63 Unit CHC63, Sisters

Listing courtesy of Keller Williams Sunset Corridor.

$1,299,000

4 Beds ⋅ 3 Baths ⋅ 220223615 MLS

If you've been waiting for the right Black Butte Ranch opportunity, this is it. Set on nearly half an acre, this fully furnished 3,482 sq ft retreat offers 4 bedrooms, 3 baths, multiple gathering spaces, soaring wood ceilings, exposed beams, and a stunning stone fireplace that has anchored decades of memories. Beautifully preserved with authentic Northwest character, it is ready to enjoy the day you close while leaving room to make it your own over time. Major investments are already complete, including a newer roof and a brand new $61,000 composite wraparound deck built for years of gathering under the pines. Imagine mornings with coffee on the deck, afternoons playing pickleball, golfing, or biking the trails, relaxing by the pool, evenings around the fireplace, and weekends spent making memories. Whether you're creating your own mountain retreat or taking advantage of Black Butte Ranch's full service rental program, this is the kind of place people return to year after year.

13800 Balsam Root, Sisters

Listing courtesy of Real Broker.

$560,000

3 Beds ⋅ 2 Baths ⋅ 220222746 MLS

Single-level living in Sisters! This thoughtfully upgraded 1,408 sq. ft. home offers the convenience of single-level living, a highly sought-after feature in today's market. Located in a Firewise-certified community with a 2-acre neighborhood park, you'll enjoy easy access to everything that makes Central Oregon special. Just 1.5 miles from downtown Sisters and close to the highly ranked Sisters School District, the location is hard to beat. Inside, you'll find quartz countertops, soft-close painted cabinets, wood-wrapped windows, dual vanities, and a bright, open floor plan designed for comfortable everyday living. Step outside to a beautifully landscaped yard with over 30 feet of backyard depth, perfect for entertaining, gardening, or simply enjoying Central Oregon's sunny days. Additional upgrades include A/C, Tesla charger, generator-ready power, smart home features, and an extended garage. Move-in ready with thoughtful improvements throughout.

1785 W Williamson Avenue, Sisters

Listing courtesy of Nexus 360 Realty.

$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.

$625,000

3 Beds ⋅ 3 Baths ⋅ 220222258 MLS

Beautiful, lightly lived-in home built in 2022, offering an open floor plan with numerous upgrades throughout.The kitchen features Stainless GE Profile appliances, granite countertops, and ample space for entertaining. The versatile loft provides the option for a 4th bedroom, office, or bonus space. Spacious three-car garage with 8-foot doors and convenient alley access. Enjoy the covered back porch with spa hook-up and a low-maintenance landscaped yard, perfect for easy Central Oregon living. Situated on a desirable corner lot with views of Mt. Washington and a peek-a-boo view of the Cascade Mountain Range. Ideally located within walking distance to coveted Sisters schools, just minutes from downtown Sisters, restaurants, shopping, and endless recreation in the Deschutes National Forest.

702 N Willitts Street, Sisters

Listing courtesy of Stellar Realty Northwest.

$633,000

3 Beds ⋅ 2 Baths ⋅ 220222058 MLS

This single level, open floor plan, Crossroads subdivision home, built in 2014, on 1 acre, offers so much! 24 X 30 insulated shop w/ 200 Amp and double attached garage w/ 400 Amp service. Both with ductless heat pumps! Plus, covered RV Parking. Totally fenced with 2 gates and plenty of parking. The entire interior freshly professionally painted. Home is light and bright with 4 Solatube skylights. Waterproof vinyl plank flooring. Kitchen features 2-year-old smart stainless-steel appliances. gas stove with convection, air fryer, dehydration modes. Smart high efficiency hybrid heat pump hot water heater. The open floor plan has a primary bedroom and two additional bedrooms. Another bonus, ADA Pergola front deck with heated concrete, and ADA back deck. Shop attic with pull-down stairs and attic ventilator fan. Items included: brand new snow blower, flatbed trailer. tractor, riding mower with cart. The septic replaced 2014.

14866 Bluegrass Loop, Sisters

Listing courtesy of Stellar Realty Northwest.

Start Your Search

The content relating to real estate for sale on this website comes in part form the MLS of Central Oregon. Real Estate listings held by Brokerages other than Selling Central Oregon, LLC are marked with the Reciprocity/IDX logo, and detailed information about these properties includes the name of the listing Brokerage. © MLS of Central Oregon (MLSCO). This content was last updated on . Some properties which appear for sale on this website may subsequently have sold or may no longer be available. All information provided is deemed reliable but is not guaranteed and should be independently verified. All content displayed on this website is restricted to personal, non-commercial use, and only for ascertaining information regarding real property for sale. The consumer will not copy, retransmit not redistribute any of the content from this website. The consumer is reminded that all listing content provided by automatic transmission by MLSCO is © MLS of Central Oregon (MLSCO).