Sisters Homes with Wooded Lot features

Welcome to Sisters, Oregon – a charming town nestled in the heart of the Cascade Mountains, within Deschutes County. Known for its stunning natural beauty, Sisters offers a unique blend of outdoor adventure and small-town charm. With its picturesque landscapes, vibrant arts scene, and a welcoming community, it’s no wonder that Sisters has become a sought-after destination for homebuyers looking for a serene lifestyle.

One of the most appealing features of homes in Sisters is their wooded lot settings. Imagine waking up to the gentle rustle of leaves and the soothing sounds of nature right outside your window. Many properties here are surrounded by lush forests, providing a sense of privacy and tranquility that is hard to find elsewhere. Whether you’re sipping your morning coffee on a spacious deck or enjoying a cozy evening by the fireplace, the serene ambiance of a wooded lot enhances the beauty of everyday living.

Sisters is not just about stunning homes; it’s also a gateway to outdoor activities. From hiking and biking in the summer to skiing and snowshoeing in the winter, adventure is always just around the corner. The charming downtown area boasts delightful shops, art galleries, and local eateries, creating a vibrant community atmosphere.

If you’re searching for a home that combines natural beauty, a strong sense of community, and a plethora of outdoor activities, look no further than Sisters, Oregon. With its wooded lot features, your dream home awaits in this enchanting town, ready to offer you a lifestyle filled with peace, adventure, and connection to nature.

Newest Sisters Homes with Wooded Lot features

$3,500,000

4 Beds ⋅ 5 Baths ⋅ 220225659 MLS

Set on approximately 79 private, forested acres bordering Deschutes National Forest, this custom home near Sisters, OR offers 6,366 sq ft, 4 bedrooms, and 4 baths. The great room's massive river rock fireplace, hand-forged ironwork, and cherry cabinetry set the tone, while the kitchen features Sub-Zero, Wolf, Dacor, and Miele appliances alongside a granite island and butler's pantry with wine fridge. Oak hardwood floors, a formal dining room with French glass doors, and a family room with a Jotul wood stove and Brazilian cherry floors add warmth throughout. The primary suite includes a marble trimmed fireplace, soaking tub, and glass-block shower; a downstairs guest suite and upstairs Jack-and-Jill bedroom offer flexible living. Outdoors, enjoy a private pond, flagstone patio, firepit, and an auto irrigation system supplied by a private well. A nearly 3200 sq ft detached garage/shop rounds out this rare forest retreat, minutes from Sisters and surrounded by developed Forest trails.

67376 Peterson Mill Road, Sisters

Listing courtesy of Ponderosa Properties.

$955,000

4 Beds ⋅ 3 Baths ⋅ 220225405 MLS

The Tollgate neighborhood is located 2 miles from the town of Sisters, OR, with space and nature to roam. Situated on a .58 lot, this 2,419 sf home includes a living room, family room with wood fireplace, engineered wood flooring throughout, dining room, and kitchen featuring granite counters, breakfast bar/island, soft-close cabinetry, and stainless appliances. New addition primary suite on the main floor with laundry room and mudroom to the outside patio and hot tub. 4bed/3bath, including the primary, there is a 1 bed/1 bath on the main floor and 2bed/1bath upstairs. Other updates to take note would be a new roof, siding, deck, garage doors, furnace, heat pump, and a zoned water control that allows you to turn off the water or receive a water leak alert from your phone. Natural landscaped backyard, completely fenced and backs up to a common area. Enjoy the amenities including a clubhouse, pool, tennis courts, playground, and trails. Close to town, you have the privilege to live HERE!

14907 Snafflebit, Sisters

Listing courtesy of Cascade Hasson SIR.

$699,000

3 Beds ⋅ 2 Baths ⋅ 220224904 MLS

Discover the privacy and beauty of McKenzie Canyon on this exceptional 10-acre retreat with sweeping pastoral valley and rimrock views. Built with quality and custom craftsmanship, the home is thoughtfully designed to capture the surrounding views. The main-level bedroom features French doors opening to the outdoors, 2 additional bedrooms, a loft space and abundant storage provide flexible living space. The open kitchen includes a breakfast nook, flowing seamlessly into the main living areas and out to the covered porch. Native landscaping and a fire pit create inviting outdoor spaces to relax and entertain. Additional features include RV parking with hookups, a 1,400-square-foot shop/garage, animal shelters and fencing. Experience this incredibly unique, secluded and peaceful location bordering public land that offers the perfect balance of comfort, privacy, and outdoor adventure!

70090 McKenzie Canyon Road, Sisters

Listing courtesy of LivOregon Real Estate LLC.

$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.

$925,000

1 Beds ⋅ 1 Baths ⋅ 220224629 MLS

Rare opportunity to own two adjoining parcels totaling 9.21 acres, featuring a charming cabin on one 4.65-acre parcel and a separate 4.56-acre buildable lot. The 680-foot well is ideally located near the shared property line, offering excellent potential to serve both parcels. Whether you're looking to build a second home, create a multi-generational retreat, or hold the additional parcel as an investment, the possibilities are exceptional. Panoramic View Estates is a desirable community of 5-acre homesites with gravel roads, but these two parcels enjoy the added convenience and value of frontage on FULLY PAVED ROADS.

16840 Buck Horn Drive, Sisters

Listing courtesy of Stellar Realty Northwest.

$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.

$950,000

2 Beds ⋅ 4 Baths ⋅ 220224218 MLS

Enchanting mountain retreat in Sage Woods, just minutes from downtown Sisters. With a lodge-inspired ambiance and access to hiking, biking, and endless outdoor recreation right from your doorstep, this property offers the ideal blend of adventure, comfort, and versatility. This extraordinary and thoughtfully designed home features a spacious kitchen, sunroom/library, fireplace, flexible office or studio space, laundry/pantry room, and abundant storage. Beamed ceilings, hickory floors, and slate accents add warmth and character throughout. The inviting outdoor living area includes a large covered porch, sunny deck, water features, and hot tub. The property also features a deer-proof garden, greenhouse, playhouse, fenced dog area, and workshop. Two adjacent suites, each with its own full bathroom, provide exceptional flexibility and bring the total usable square footage to 2,892 square feet. A rare opportunity to enjoy the Central Oregon lifestyle in a charming and peaceful setting.

69741 Old Wagon Road, Sisters

Listing courtesy of Stellar Realty Northwest.

$895,000

220224206 MLS

Discover a stunning large acreage property located just southeast of Black Butte Ranch, ideal for creating your luxurious retreat. Surrounded by vast swaths of lush forest under both public and private ownership, this exquisite 243 acre parcel offers unparalleled privacy. With remarkable views of Black Butte, Three Fingered Jack, and Mount Washington, there is limitless potential for a spacious home and an expansive barn for horses or pets, along with ample room for all your hobbies. Notably, a designated homesite has been approved, and a well has been expertly drilled for your convenience. The property also boasts 108 acres of wildfire mitigation work completed, ensuring safety and ease of mind, along with new roads to enhance access to the acreage. Next door to millions of acres of Forest Service land, this is a unique opportunity, perfect for tranquil living and endless adventures on foot, horseback, snowmobiles or ATVs.

70410 McAllister Road FS Road 2060 Unit FS Road 2060, Sisters

Listing courtesy of Varsity Real Estate.

$1,995,000

6 Beds ⋅ 6 Baths ⋅ 220223800 MLS

Exceptional 5-Acre Multigenerational Estate in Sisters! This unique, fully fenced and gated property features two separate residences connected by an oversized dream shop, making it perfect for multigenerational living or rental income. The centerpiece is a luxury barndominium featuring three bedrooms, each with its own private en-suite bathroom. Connected through the shop is the second residence, a beautifully maintained traditional home with three bedrooms and two and a half bathrooms. At the heart of it all is the massive central shop, a hobbyist's dream equipped with a vehicle lift and abundant storage. The five-acre grounds offer ultimate privacy, professional landscaping, a stunning koi pond, multiple garage spaces, and ample room for RVs or pets. Offering unmatched versatility and shop-focused living, this rare estate delivers the ultimate Central Oregon lifestyle just minutes from town.

16440 Fair Mile Road, Sisters

Listing courtesy of Ponderosa Properties.

$1,775,000

5 Beds ⋅ 5 Baths ⋅ 220223702 MLS

Indian Ford Meadows is less than three miles from Sisters, a six-minute drive, This property is right on the national forest boundary. Nearly 1,000 feet of fence line runs that edge, so you can ride or hike thousands of acres straight from the gate. Two neighbors share the cul-de-sac. It's quiet here. The double-sawn log home sits on flat, cross-fenced acreage built for equestrian use. Three stalls with runouts, two pastures, a feed shed, and a 60-foot round pen. Renovated in 2022, enjoy heated herringbone tile floors, quartz counters, sage green cabinets with brass pulls, KitchenAid appliances, breakfast bar, corner eating nook. Primary suite over 18 feet square, vaulted ceilings, ductless heat pump, pedestal tub, dual vanities. Second primary suite upstairs, another bedroom and bath. Basement prepped for full finish. Three-car garage, nearly double deep, 40-foot RV garage with roll-up door, mud room, tankless water heater. One-bed ADU and detached studio, both steps from main house.

69566 Paint Brush Lane, Sisters

Listing courtesy of Central Oregon Realty Group.

$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.

$1,750,000

5 Beds ⋅ 3 Baths ⋅ 220223387 MLS

Highly private and peaceful waterfront acreage with approximately 1200' of accessible Whychus Creek frontage located a short distance from downtown Sisters. Interior of home features: Open floor plan; Large entertainer kitchen with locally crafted Cedar cabinets, granite and black walnut counters, maple hardwood floors leading into dining and living rooms which all have unobstructed views of Whychus Creek; Primary en suite and an additional bedroom/bathroom on the main level; Three remaining bedrooms, full bathroom, large bonus room are downstairs along with large utility room. Exterior features: Huge upper and lower decks with Creek views; 3.5 irrigated acres, flat pasture for hay production; EFU zoning with low taxes and multiple possible farm uses; Feeder barn, pole barn and detached garage for all covered storage and/or farm animals; Great mixture of Ponderosa Pine trees and Aspen tree groves. Home functions as a permanent home or also has a terrific vacation rental history.

16430 Highway 126, Sisters

Listing courtesy of Kizziar Property Co..

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