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1045 W Collier Glacier Drive, Sisters
$450,000
3 Beds ⋅ 2 Baths ⋅ 220218571 MLS
Experience the perfect blend of mountain-town charm and low-maintenance living at The Pines in Sisters, Oregon's gated 55+ community. This well-maintained, single-level home was originally a Fuqua Homes developer model. Step inside to an open-concept floor plan characterized by high ceilings and lots of natural light. The Great Room: Features French doors open to the rear deck overlooking a peaceful common area. Kitchen: Features a large central island, plenty of cabinetry, and counter space. Primary Suite: Featuring a walk-in closet and a private ensuite bathroom. Additional Features: Three ceiling fans and laminate wood flooring throughout. An attached 2-car garage, extra-wide concrete driveway, and a pull-down ladder leading to attic storage. HOA Perks: Gated community! Monthly dues ($152) cover lawn care and snow removal. Prime Location: Just minutes from downtown Sisters, close to local boutiques, bakeries, dining, neighborhood churches, schools, and trails!

1045 W Collier Glacier Drive, Sisters

Listing courtesy of Avenir Realty.

599 N Tam Rim Drive, Sisters
$429,000
3 Beds ⋅ 2 Baths ⋅ 220220695 MLS
Good schools, great town, and a home that fits your budget. Located in The Pines, a gated community in Sisters, where a covered front deck sets the tone before you even step inside. This 3-bedroom, 2-bath manufactured home offers 1,432 square feet of comfortable living with vaulted ceilings, new kitchen appliances, and a layout that works. The corner lot is surrounded by common park area on two sides, giving it a spacious, open feel that's hard to find at this price. Out back, a private patio gives you a quiet spot to unwind. A 2-car garage handles all your storage needs. You're just minutes from downtown Sisters, top-rated schools, shops, and restaurants. Central Oregon living, without the sticker shock.

599 N Tam Rim Drive, Sisters

Listing courtesy of Ponderosa Properties.

807 E Desperado Trail 101 Unit 101, Sisters
$429,000
2 Beds ⋅ 2 Baths ⋅ 220218462 MLS
Fall is calling in Sisters! Crisp mornings, miles of nearby forest trails, and a full calendar of festivals make this the perfect season to enjoy your own place in the pines. This beautifully maintained first-floor, single-level 4th Sister condominium offers a desirable corner location backing to expansive green space. Large windows bring in abundant natural light and peaceful views, while the wood stove is ready for cozy fall evenings. Fully furnished and turn-key, the home comfortably sleeps 6+ and features two suites, a newer fully stocked kitchen, newer carpet, and refreshed cabinetry and trim. The pool is open, the hot tub is available year-round, and covered parking is included. Downtown Sisters is nearby for dining, shopping, galleries, and seasonal events. Whether a primary residence or Central Oregon getaway, it's ready to enjoy. Schedule your private or FaceTime tour and come experience fall in Sisters!

807 E Desperado Trail 101 Unit 101, Sisters

Listing courtesy of Cascade Views Realty, LLC.

820 N Hindeman Street, Sisters
$425,000
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.

827 E Desperado Trail UNIT 202 Unit UNIT 202, Sisters
$415,000
2 Beds ⋅ 2 Baths ⋅ 220220563 MLS
Easy living at it's finest with an upstairs 2 bedroom, 2 bath condominium in Sisters. Imagine enjoying this year round with friends and family with little to no maintenance. In the summer months the pool and hot tub are a welcome sight on those warm days, from spring to fall downtown has many festivals and craft fairs, then in the winter you can cozy up to the fireplace after a day in the snow at Hoodoo, only 30 minutes away. This adorable unit has been updated including new tiled showers, vanities and flooring in both bathrooms with the primary offering heated flooring. A ceiling fan and can lighting was added to the great room. Kitchen is open with a breakfast bar and additional storage over the washer and dryer. Additional features include a large pantry, double paned vinyl windows, additional blown in insulation in ceiling, assigned carport parking, lock out option for a single bedroom/bath, and the community amenities including a pool and clubhouse.

827 E Desperado Trail UNIT 202 Unit UNIT 202, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

17057 Golden Stone Drive, Sisters
$409,000
220222675 MLS
Welcome to a rare opportunity in the prestigious Aspen Lakes Golf Course community. Set on a beautiful 1.23-acre lot, this property offers the perfect setting for your custom dream home. Enjoy a sunny, open homesite with desirable southern exposure, peaceful fairway views, and filtered views of the North and Middle Sisters. With water and power available at the lot and septic approval already completed, much of the groundwork is in place. Imagine waking up to serene golf course scenery, enjoying wide-open space, and relaxing in a private setting surrounded by natural beauty. Whether you're planning a full-time residence or a special retreat, this exceptional lot offers the ideal blend of luxury, convenience, and Central Oregon lifestyle.

17057 Golden Stone Drive, Sisters

Listing courtesy of Premiere Property Group, LLC.

148 N Wheeler Loop, Sisters
$399,000
2 Beds ⋅ 2 Baths ⋅ 220228910 MLS
Enjoy easy, low-maintenance living in The Pines, a gated 55+ community conveniently located near downtown Sisters, Oregon. This turnkey, single-level, 1,222 sq ft home offers 2 beds + office and 2 full baths on a 0.09-acre lot. Remodeled with a new roof in 2026, a heat pump in 2021, and fresh exterior paint in 2022. Quality finishes include custom-built solid wood kitchen and bathroom cabinetry, quartz countertops, stainless steel appliances, and a vaulted ceiling that adds to the bright, open feel. The primary suite features a private bath with a walk-in shower. An enclosed front porch adds flexible living space, while the private backyard and patio extend the home outdoors. The attached 2-car garage has room for gear and storage. HOA-maintained lawn makes this an easy-care option, giving you more time to enjoy everything Central Oregon has to offer! Minutes from Downtown Sisters shops, restaurants, National Forest trails, Hoodoo Ski Resort, Camp Sherman, local events, and more!

148 N Wheeler Loop, Sisters

Listing courtesy of Avenir Realty.

69130 Damsel Fly Court, Sisters
$395,000
220226441 MLS
Build your Central Oregon retreat on this spacious, level homesite in the sought-after Aspen Lakes Golf Community. With recent septic approval, a completed survey and public water available, much of the groundwork is already in place. The lot offers golf course views, generous separation from neighboring homes and a wonderful sense of privacy. Spend your days golfing, swimming, playing tennis or pickleball, hiking nearby trails or exploring the beauty surrounding Sisters. Then return home to relax and take in the peaceful views. Located just 4.5 miles from Sisters, 18 miles from downtown Redmond and 23 miles from downtown Bend, you'll enjoy convenient access to dining, shopping and year-round recreation. Rendering is from plans the seller has for a single-level, 3,106 sq ft, 4 bedroom + office home with 3-car garage and outdoor entertaining pavillion

69130 Damsel Fly Court, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

69265 Panoramic Drive, Sisters
$395,000
220224628 MLS
Beautiful 4.56-acre parcel in Panoramic View Estates, offering the rare advantage of PAVED ROADS on all sides, an exceptional feature in a neighborhood where most properties are accessed by gravel roads. The gently sloping terrain is accented by mature pine and juniper trees, providing a beautiful natural setting for your custom home. Enjoy the perfect balance of privacy and convenience, just minutes from Sisters with easy access to Bend, Redmond, and everything Central Oregon has to offer. If you're looking for a manageable acreage in an area of quality custom homes, this property is ready for your vision. Offering a rare opportunity to also purchase the adjoining 5± acre property with Cabin.

69265 Panoramic Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

821 E Desperado Trail UNIT 201 Unit UNIT 201, Sisters
$395,000
2 Beds ⋅ 2 Baths ⋅ 220220297 MLS
Lock-and-go, high perks, low-maintenance condo is the perfect home base for your adventures! Two suites, one with exterior entrance and ability to lock off for flexibility. New flooring and interior paint. Large, covered deck. Amenities include: structural fire insurance, roof, all exterior maintenance, pool, clubhouse, sauna, snow removal, water sewer and garbage. Picture yourself retiring to the covered deck to unwind after a day of Central Oregon adventures - summer or winter! Ideally located near Sisters Athletic Club, Five Pines campus, Sisters Movie House, and Three Creeks Brewery. 3 minutes to charming downtown Sisters and all of it's festivities, 30 minutes to Bend or Redmond. Long term (30 day+) rentals allowed.

821 E Desperado Trail UNIT 201 Unit UNIT 201, Sisters

Listing courtesy of Stellar Realty Northwest.

278 N Wheeler Loop, Sisters
$391,000
3 Beds ⋅ 2 Baths ⋅ 220210772 MLS
Welcome to this beautifully refreshed single-level home in The Pines, a gated 55+ community in the heart of Sisters. Offering 3 bedrooms and 2 baths across 1,500 square feet, this residence features brand-new interior paint and updated flooring throughout, giving it a bright and inviting feel. The open floor plan provides effortless flow between the kitchen, dining, and living areas; perfect for everyday comfort or hosting friends. Enjoy the peace of mind that comes with low-maintenance living, with the HOA covering landscaping and snow removal. Conveniently located near shopping, dining, and all that downtown Sisters has to offer, this home combines comfort, convenience, and community in one appealing package. Home to be sold as-is

278 N Wheeler Loop, Sisters

Listing courtesy of Keller Williams Realty Central Oregon.

221 E Sun Ranch Drive 18 Unit 18, Sisters
$325,000
220218049 MLS
Position your busines/home combo in the heart of Sisters' thriving mixed-use corridor with this exceptional opportunity in Sun Ranch Business Park. Lot #18 offers a premium corner .5 acre of light industrial/commercial-zoned land, thoughtfully designed to support a range of uses including light manufacturing, live/work, and commercial spaces. Large private alley for loading. Ideal for entrepreneurs, makers, and growing businesses, this property is part of a forward-thinking master-planned community that encourages diversity and innovation to maximize economic opportunities for the city while also decreasing opportunities for environmentally disruptive high-impact industrial uses. Enjoy stunning Cascade Mountain views and a highly convenient location near the post office, Eagle Airport, Fika Coffee and just minutes from downtown Sisters. With walkable access and strong surrounding development, this is a rare chance to invest in one of Central Oregon's most desirable and growing areas!

221 E Sun Ranch Drive 18 Unit 18, Sisters

Listing courtesy of eXp Realty, LLC.

390 S Timber Creek Drive, Sisters
$310,000
220220091 MLS
Tucked into a quiet, tree filled setting, this exceptional homesite offers a rare blend of seclusion and connection in the heart of Sisters. The property backs directly to Whychus Creek and adjacent Oregon State Parks land, creating a naturally private backdrop of flowing water and preserved open space. Despite its peaceful surroundings, everyday convenience is just moments away - just two blocks from the Sisters Park & Recreation District building (pickleball, fitness, daycare), about half a mile to downtown Sisters, and just over a mile to Peterson Ridge Trailhead for hiking and outdoor recreation. This is a rare opportunity to design and build a custom home in a setting that captures the charm, tranquility, and outdoor lifestyle that make Sisters so special. The purchase includes home plans, allowing Buyer to fast track the building process.

390 S Timber Creek Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

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