Winslow Homes under $500,000

Winslow Homes under $500,000

Welcome to Winslow, Arkansas – a hidden gem nestled in the picturesque Ozark Mountains. This charming city offers a unique blend of small-town warmth and natural beauty, making it an ideal place to call home. With its rich history, friendly community, and stunning landscapes, Winslow invites you to explore its many delights.

One of the most appealing aspects of Winslow is its affordability. Here, you can find a variety of beautiful homes priced under $500,000, perfect for first-time buyers, families, or anyone looking to invest in a serene lifestyle. These homes often feature spacious yards, modern amenities, and easy access to the great outdoors, allowing you to enjoy the breathtaking views and recreational opportunities that the Ozarks have to offer.

In Winslow, outdoor enthusiasts will find endless opportunities for adventure. The nearby Ozark National Forest provides an abundance of hiking trails, fishing spots, and camping areas, ensuring that you can immerse yourself in nature at every turn. Additionally, the city’s close-knit community hosts various local events and festivals, fostering a strong sense of belonging among residents.

With its affordable housing options, stunning natural surroundings, and welcoming atmosphere, Winslow, Arkansas, is the perfect place to find your dream home. Whether you're looking for a cozy cottage or a spacious family residence, you’ll discover that Winslow has something for everyone. Come experience the charm and beauty of this remarkable city, and let Winslow be the backdrop for your next chapter!

Newest Winslow Homes under $500,000

1075 Ella Road, Winslow
$85,000
3 Beds ⋅ 1 Baths ⋅ ARKMLS-1363883 MLS
Opportunity Calls! Nestled in the scenic Ozark Mountains, this 3 bedroom 1 bathroom home with a detached storage building in Winslow, Arkansas, offers a quiet setting while remaining within reach of Fayetteville and Northwest Arkansas. This property provides nearby opportunities for hiking, exploring, and enjoying the outdoors with convenient access to everyday amenities. Bring your ideas and visions to life or start fresh with the 1.32 acre+/- lot with utilities including a septic system on site! The existing home is in need of repairs and renovation, and the property is being offered as-is. BONUS:New water Heater (2025) and new septic line (2025)! Whether you're looking for your next investment project, a potential homesite, or an opportunity to start fresh, this property offers plenty of possibilities. Don’t Miss out! Act Now!

1075 Ella Road, Winslow
255 Hill Street, Winslow
$121,000
1 Beds ⋅ 1 Baths ⋅ ARKMLS-1361052 MLS
Now offering $2,000 towards buyers closing costs! Welcome to your own private retreat in Winslow! This charming tiny home sits on a beautiful, wooded lot offering plenty of natural privacy. The lot also boasts multiple access points. Inside, abundant natural light creates a bright and comfortable atmosphere. Relax in the soaking tub and enjoy the view. Stonework landscaping adds character and natural beauty to the property. With two other potential building sites, perfect for a garage or shop building. A unique opportunity to enjoy a peaceful setting just 23 minutes from the University of Arkansas.

255 Hill Street, Winslow
323 W Shipley Lane, Winslow
$315,000
3 Beds ⋅ 3 Baths ⋅ ARKMLS-1359375 MLS
This charming, freshly painted and remodeled home in Winslow just got even better with a lower price. Get more home for your money, and still only a short drive to Fayetteville and the University of Arkansas. Original wood flooring refinished and gorgeous. Sitting on .8 Acres MOL, with 2,195 SF of interior space. Gas fireplace; new kitchen (including the fridge, dishwasher, and stove), new cabinetry, pantry, water pipes, electrical switches and panel, heat and air, and garage door opener. 2.5 baths and 3 bedrooms. New roof, new hot water heater, and a darling back porch shaded by a large maple tree. Fully fenced backyard. Storage building and a one-car detached garage. What was originally the garage is now a perfect media room just a few steps up to the kitchen and laundry area. This home is now finished and ready for you. Perfect for students, game days at the U of A, and visiting Doctors.

323 W Shipley Lane, Winslow
762 S Highway 71, Winslow
$478,000
4 Beds ⋅ 3 Baths ⋅ ARKMLS-1358989 MLS
Some properties offer a view of nature—this one lets you live in it! Two stocked ponds connected by a seasonal waterfall, dry creek & open areas to roam create your own private park. Watch deer, foxes & hummingbirds or stroll to the pond for a picnic. ADDITIONAL 976 SF finished, heated basement with 2 bedrooms, bath, living room & private entrance offers IDEAL MULTIGENERATIONAL LIVING. Steel beams & a concrete ceiling create a substantial storm shelter. Sip morning coffee from the bedroom balcony overlooking nature. Discover an intriguing “Indian Tree,” while local legend says Belle Starr & Jesse James once had a hideout near the old well. Pool/pavilion, gardens, sheds, chicken coop, capped well & additional building site with water/electric hookups complete this one-of-a-kind Ozark retreat near Lake Fort Smith. From the moment you step inside, this home just feels happy—a place filled with warmth, where wonderful memories have been made and new ones are waiting.

762 S Highway 71, Winslow
209 Hill Street, Winslow
$114,900
1 Beds ⋅ 1 Baths ⋅ ARKMLS-1359455 MLS
Charming tiny home retreat nestled in the scenic beauty of Winslow, Arkansas! Surrounded by huge trees and abundant natural light, this peaceful property offers postcard-worthy views and serene setting perfect for relaxing or entertaining. The beautifully designed landscaping adds to the exceptional curb appeal and outdoor charm. Additionally, there is a lovely, whimsically-decorated storage building. That can be used for many purposes. Conveniently located near fuel, shopping, dining and approximately 23 minutes from the University of Arkansas. A rare opportunity to enjoy Ozark living in an idyllic setting! Seller to offer incentive to Buyer for redecorating or finish out allowance with acceptable offer at closing.

209 Hill Street, Winslow
419 Center Street, Winslow
$244,495
3 Beds ⋅ 3 Baths ⋅ ARKMLS-1356734 MLS
Owner Finance Option for Qualified Buyers. Charm meets craftsmanship in this beautifully remodeled 1885 log cabin turned traditional home in historic Winslow, AR. Nestled in the Ozark hills, this 4-bed, 3-bath gem blends old-world character with modern comfort. The original log structure delivers exceptional insulation, boosted further by 3" of fresh attic insulation just installed. Real hardwood floors, refinished during the remodel, run throughout. A flex space with its own exterior entrance is perfect for a home office, studio, or guest suite. Propane feeds the furnace and is stubbed for future use. Outside, mature trees shade a level, lush yard, and a hand-built rock wall with stone steps adds timeless character. Attached carport offers abundant storage above. Enjoy easy access to scenic Hwy 71, with I-49 just 5 minutes up the hill. Whether you want a full-time residence or an escape from crowded city life, this move-in-ready home pairs preserved history with modern upgrades in one of the most charming towns.

419 Center Street, Winslow
10619 Old Cabin Road, Winslow
$230,000
ARKMLS-1354662 MLS
Discover this unique 10-acre income-producing property in the heart of the Ozarks, just 15 minutes from Devil's Den State Park. This versatile property features two separate residences, making it an excellent opportunity for investors, multi-generational living, or those seeking a private country retreat. The main home is a charming 2-bedroom, 1-bath cabin with just over 900 square feet of living space, offering rustic character and a peaceful setting surrounded by nature. The second residence is a single-wide manufactured home, providing additional income potential. Both homes are currently income-producing rentals, offering immediate cash flow. The scenic 10 acres provide room to explore, relax, or expand while enjoying the privacy of country living. Conveniently located near hiking, camping, waterfalls, and endless outdoor recreation, this property offers the perfect combination of investment potential and the beauty of the Ozarks. also listed as single family mls#1354198

10619 Old Cabin Road, Winslow
22522 N Hwy 71, Winslow
$349,000
2 Beds ⋅ 2 Baths ⋅ ARKMLS-1354093 MLS
Enjoy breathtaking views of Winfrey Valley from this one-of-a-kind Ozark retreat. Originally built as a carriage house with water tower, this property was thoughtfully transformed into a distinctive residence in the 1990s. Expansive glass windows and three decks showcase sweeping vistas of the Ozark National Forest, creating an exceptional setting for relaxing or entertaining. Inside features a large living area, full kitchen, two generously sized bedrooms and 1.5 bathrooms. Spacious walk-in closets and a dedicated laundry area enhance the comfort and functionality. Upgrades include a metal roof, vinyl siding, updated windows and decks. The property sits on 1.73 acres and extends down the hillside to protect its remarkable views with usable land at the top for added versatility. Located north of Mount Gaylor and south of Winslow along the Boston Mountain Scenic Loop. This historic property is perfect for a vacation rental or private residence.

22522 N Hwy 71, Winslow
22647 N Highway 71, Winslow
$329,000
3 Beds ⋅ 2 Baths ⋅ ARKMLS-1353727 MLS
MOUNTAIN TOP LIVING! This 3 bedrm 2 bathrm home with Boston Mtn views is just what you have been searching for! From the covered porch head inside to an updated farmhouse interior with hardwood floors and open concept main living. Spacious kitchen with walk-in pantry features two toned cabinetry, stainless steel appliances, large wood topped center island & granite counters! Large dining area with cased windows and wood slat ceiling opens to the living room! Plus an office! Comfortable primary suite enhanced by the addition of a brand-new private bathroom. Two more spacious bedrooms with updated bathroom! Enjoy sunroom off the dining perfect for relaxing or head out to your oversized deck overlooking the lawn and sunsets over the mountains! Property also features a front facing covered patio perfect for enjoying the sunrises, multiple storage buildings, garden area, newer septic system, propane connections available at dryer & range, public water at main home with all-new well water for outdoors & more!

22647 N Highway 71, Winslow
Start Your Search