La Pine Homes with Short Term Rentals Allowed Community Features

Welcome to La Pine, Oregon – a hidden gem nestled in the heart of the stunning Cascade Mountains. Known for its breathtaking landscapes and outdoor adventures, La Pine offers a unique blend of serenity and excitement. With its proximity to the Deschutes National Forest, residents and visitors alike can indulge in a variety of recreational activities, from hiking and fishing to skiing and snowboarding in the winter months. The charming downtown area is dotted with local shops, cozy cafes, and friendly faces, providing a warm sense of community that makes La Pine feel like home.

For those considering a move to this picturesque city, you’ll find an array of homes with short-term rental options available. These properties not only provide the perfect retreat for vacationers but also offer homeowners a lucrative investment opportunity. Imagine hosting guests who come to explore the natural beauty and recreational activities La Pine has to offer, all while enjoying the comfort of your own home.

Many neighborhoods in La Pine are designed with community features that enhance the living experience. From parks and walking trails to community events that foster a sense of belonging, residents can enjoy a vibrant lifestyle while taking advantage of the stunning surroundings. Whether you are looking for a cozy cabin, a spacious family home, or an investment property, La Pine has something for everyone.

Discover the enchanting allure of La Pine, where nature meets community, and your dream home awaits! Embrace the opportunity to invest in a lifestyle that celebrates both adventure and tranquility.

Newest La Pine Homes with Short Term Rentals Allowed Community Features

$465,000

3 Beds ⋅ 2 Baths ⋅ 220226099 MLS

Tucked among towering pines on a private 1-acre parcel, this inviting home offers a rare opportunity to live with La Pine State Park as your backyard. Step directly from your property onto miles of scenic trails leading to the Deschutes River for kayaking, floating, fishing, hiking, and year-round outdoor adventure. Inside, you'll find 3 bedrooms, 2 bathrooms, real hardwood floors, an open living and dining area, a cozy family room with a wood-burning fireplace, and a main-level primary suite. Recent upgrades provide peace of mind, including a brand-new roof, new water heater, and a premium whole-home water treatment system. A detached two-car garage, circular driveway, RV/trailer parking, and peaceful wooded setting complete this exceptional Central Oregon retreat--just minutes from Sunriver, La Pine, golf, lakes, and endless recreation.

16018 Park Drive, La Pine

Listing courtesy of Knipe Realty ERA Powered.

$425,000

2 Beds ⋅ 1 Baths ⋅ 220226065 MLS

Discover this exceptional Pine Grove Rd. hideaway thoughtfully tucked behind a lush grove of mature pines and backing up to La Pine's own 18-hole golf course, Quail Run! Greet the AM w/coffee on the covered deck, then follow a short footpath to the driving range or hop on your cart to join the group for a summer tee time. Choose full or part-time living in this TOTALLY RENOVATED 2 BR manufactured home offering near-new upgraded appointments thruout, inc. bamboo & tile flooring, QuadraFire woodstove, mini split HVAC system, custom Douglas fir cabinets, butcher block & laminate counters, vinyl windows, Graber blinds, tile shower & more. The fully-finished, oversized dbl garage, constructed in 2023, offers bonus amenities of epoxy floors + an impressive workbench system. Private setting w/circular driveway and sprawling lawn serviced by 15 automated irrigation stations. Full furnishings are included in this outstanding opportunity to make the Central OR recreational lifestyle your own!

53855 Pine Grove Road, La Pine

Listing courtesy of Wild River Real Estate.

$675,000

3 Beds ⋅ 2 Baths ⋅ 220225356 MLS

Discover peaceful country living on 4.59 manicured acres in River Pine Estates. This level, wooded property has a gorgeous, live-edge perimeter fence-milled directly from pines on the property! Large back and side yard also fenced. Open concept living w/ 3 spacious bedrooms, walk in closets, 2 full baths, oversized primary w/ ensuite bath and jetted tub. The chef's kitchen is sure to impress w/ upgraded hickory cabinets, Dacor LP range, dual ovens, under sink lighting and gorgeous SS farm sink. Ample storage, soft close cupboards and drawers, Extra-large mudroom leads to heated double garage with tons of additional storage including attic space. 39x28' pole building w/ power, workbench, overhead storage room w/ pull down ladder. Exterior of home and shop recently painted. Check out the fully enclosed chicken coop, large dog run, fire pit. Easy access to world-class outdoor recreation including fishing, hunting, skiing, hiking, horseback riding and much more~ schedule a tour today!

150128 Paul Drive, La Pine

Listing courtesy of Keller Williams Realty Central Oregon.

$629,000

2 Beds ⋅ 3 Baths ⋅ 220225286 MLS

Charming log-style home on 10.59 acres with multiple shops, backing public land, offering unmatched privacy, recreation, and room for RVs, horses, animals, toys, and gardens. Located in desirable Ponderosa Pines, this property captures everything people love about Central Oregon. The well maintained 2 bed, 3 bath home features an open concept floor plan, vaulted ceilings, cozy wood stove, covered front deck, and recent updates including new roof, flooring, paint, and bathroom fixtures. The property features three shops: a 30' x 36' shop with loft, storage room, lean-tos, and horse stalls; a 16' x 40' RV shop with hookups, 50-amp service, and a 12' roll-up door; and a 24' x 40' garage with a full bathroom. Offering exceptional flexibility with space for a workshop, recreation room, studio, tool and equipment storage, or hobbies and projects. Enjoy your own Private trails, direct public land access, a fenced front yard, fire pit, and minutes to the Deschutes River and Cascade Lakes!

14973 Ponderosa Loop, La Pine

Listing courtesy of Ninebark Real Estate.

$435,000

2 Beds ⋅ 1 Baths ⋅ 220225129 MLS

This one of a kind Western saloon-style home is full of character and charm. Located in the desirable Ponderosa Pines subdivision, this home is sure to steal your heart! With 2 bedrooms plus a loft/flex space (perfect as a 3rd bedroom), there's room for everyone. Soak in the new clawfoot tub, refresh in the floor to ceiling tiled shower, cozy up beside the wood-burning fireplace, or relax in the custom built sauna handcrafted from locally sourced ponderosa pine. The 1.05 acre property opens directly to a utility trail leading to hundreds of miles of public land for hiking, biking, ATV riding, dirt biking, and endless exploring. Prefer a slower pace? The covered decks invite you to slow down and relax among the pines. Enjoy paved roads all the way to your circular driveway, full RV hookups, a small shop/large garage with additional loft space, and two storage sheds. Perfect for a full time home, weekend getaway or a vacation rental- slow down and stay awhile!

15408 Ponderosa Loop, La Pine

Listing courtesy of Ninebark Real Estate.

$810,000

3 Beds ⋅ 3 Baths ⋅ 220225087 MLS

Own your own piece of paradise with this custom cabin-in-the-woods style home in a truly beautiful setting. The entire 3.09 acre property is fenced with attractive wood rail fencing and feels like a private park. The landscaping is stunning and meticulously maintained, with sprinklers throughout, a flourishing garden, and an impressive greenhouse. The stained board-and-batten exterior blends perfectly with the natural surroundings. Inside, you'll find vaulted ceilings, charming dormers, hickory hardwood floors, ceiling fans, a newer heat pump, and a beautiful great room fireplace with stone surround and log accents. The kitchen features custom hickory butcher block counters and a beer fridge. Primary suite is on the main floor. Enjoy the covered front porch or covered back porch with hot tub. Large 3-car shop with one heated, blocked-off bay. Close to multiple lakes and endless outdoor recreation opportunities.

51889 Pine Loop Drive, La Pine

Listing courtesy of Bend Premier Real Estate LLC.

$995,000

3 Beds ⋅ 2 Baths ⋅ 220225002 MLS

This lovingly maintained & charming, spacious 1-story 3 bd, 2 ba custom craftsman 2839 sf home sits on 3.29 acres In neighborhood of private, acreage homes. Covered, 3/4 wraparound porch, concrete walkways, landscaped w/2-zone irrigation Well appointed kitchen w/black granite center island & breakfast island, Cherry cabinets, granite counters w/tiled backsplash & Butler pantry. Archways in Great Rm w/wood stove & Living rm w/fireplace & bonus closet next to Speakeasy Cocktail Rm. Double-door entry to primary ensuite w/French doors, dual vanity, jacuzzi bath & walk-in tiled shower, encl. toilet w/attached hot tub room. Tile, hardwood & carpet floors. Lge, wood-wrapped windows bring outdoors/sunshine in! Solid grade knotty pine doors. New Int/Ext paint, Heat pump, OG Stacked roof. New well, 3/4 well pump, ATT septic, furnace & water heater AND 40 x 40 ft insulated, heated shop AND 40 x 40 ft Garage/office w/drive thru, concrete floor w/220 --14 ft, 12 ft & 12 ft doors for your RV/toys!

15533 Emerald Drive, La Pine

Listing courtesy of Ginny Kansas Real Estate.

$155,000

220224823 MLS

Fantastic, fenced property in La Pine on a paved road in a well-kept neighborhood. There is an approved Septic Feasibility study on file with County for an ATT system! A pole barn structure and a storage shed are conveniently located on site. An electric meter pedestal is already present for your utility hook up. This property is a Legal Lot of Record and there is no HOA. This land is ready for you to build your dream home! Located minutes from dining, shopping and outdoor recreational activities such as lakes, river access points, mountain trails, caves and more! Contact your favorite Realtor for a tour and bring an offer! Land loan and construction loan options are available.

52525 River Pine Road, La Pine

Listing courtesy of Knipe Realty ERA Powered.

$650,000

3 Beds ⋅ 2 Baths ⋅ 220224036 MLS

**HUGE price reduction, well below recent appraised value! All inspections complete!** Move-in ready and extensively remodeled, this 3 bedroom + office, 2,148 sq. ft. home offers the perfect blend of comfort, privacy & recreation. The open-concept floor plan is enhanced by new interior & exterior paint, LVP flooring, quartz countertops, doors, lighting, and more. Spacious rooms provide flexibility, while the oversized mudroom offers the perfect space for a pantry or flex space. A new well installed in 2023 adds valuable peace of mind. Outside, enjoy a fully fenced and gated property tucked away on a quiet dead-end circle backing to Shanda for added privacy. The oversized garage and impressive 36x36 shop with a 12x36 lean-to provide abundant storage, workspace and covered parking. Located in a neighborhood with private river access and direct access to endless recreation, it's easy to hop on your side-by-side and head toward Wickiup Reservoir.

2716 Boone Circle, La Pine

Listing courtesy of Stellar Realty Northwest.

$559,000

3 Beds ⋅ 2 Baths ⋅ 220223948 MLS

Experience the perfect blend of comfort, functionality, and country living on this meticulously maintained 3.49-acre property that truly showcases pride of ownership. This spacious 2,000-square-foot triple-wide home features an open-concept floor plan with abundant natural light, 3 generously sized bedrooms, and 2 full bathrooms. Designed for convenience and accessibility, the home is ADA accessible and provides comfortable living for all stages of life. Outside, you'll find exceptional amenities for hobbyists, RV owners, and outdoor enthusiasts alike. The property includes a durable metal roof, a single-car garage/workshop ideal for woodworking or projects, and covered wood storage. The impressive 40'x42' RV shop features three large doors, ample storage space, and an RV hookup, making it perfect for recreational vehicles, boats, equipment, or a home-based business. The fully fenced and gated property offers privacy, security, and peace of mind. Close to all conveniences. A must see.

149935 Kurtz Road, La Pine

Listing courtesy of Crescent Lake Realty LLC.

$535,000

3 Beds ⋅ 2 Baths ⋅ 220223545 MLS

Lovely, well-maintained log home in Ponderosa Pines subdivision. Large, covered front porch leads to the family room, kitchen and dining and one full bath on the main level. Upstairs you'll find the large primary bedroom and two guest rooms and second full bath. The property has a large detached 2 car garage/shop. Quick access to the high lakes, Deschutes River, and the property backs to public land.

14887 S Sugar Pine Way, La Pine

Listing courtesy of Village Properties.

$950,000

4 Beds ⋅ 5 Baths ⋅ 220223525 MLS

One of One. Set on 2.73 private acres with frontage on the Little Deschutes River, this established short-term rental offers a combination of amenities, flexibility, and income potential. Whether you're seeking a destination vacation rental, a family compound, or a primary residence with supplemental income opportunities, this property delivers. The main home features 2 bd (+ office), 2 bth, generous living spaces & an expansive deck to take advantage of the natural setting. Separate guest quarters offer an additional 2 bd & 2.5 bth (+ theater) & Mountain views! Creating flexibility for guests, multigenerational living, or potential rental opportunities. What truly separates this property from anything else on the market is its amenity package: a 6-foot-deep indoor lap pool, oversized 3-bay garage, RV hookups, abundant parking for guests, and direct river access from your own property! Guests & owners alike enjoy easy access to what makes Central Oregon such a gem!

53345 Riverview Drive, La Pine

Listing courtesy of RE/MAX Key Properties.

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