Real Estate Investment Properties for Sale in Winfield, AL

Looking for investment property in Winfield, AL with high ROI ?

Explore a variety of short-term homes & houses in Winfield, AL. Invest wisely with VRBO & Winfield, AL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Winfield, AL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
102 GEMSTONE Dr Winfield, AL Move in ready, 3 bd, 2 ba home situated in quiet well-established neighborhood. Thoughtful...	3 beds \| 2 baths \| 1,604 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.02% Airbnb Rental Income: $null Traditional Rental Income: $1880 Airbnb ROI: N/A Traditional ROI: 5.02%
357 Emerald St Winfield, AL Winfield : private wooded 1.9ac lot ;Main Floor has 3 BRs, 2.5 baths, Den w/FP, Formal LR ...	5 beds \| N/A baths \| 4,030 sq.ft.	$349,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.34% Airbnb Rental Income: $null Traditional Rental Income: $2272 Airbnb ROI: N/A Traditional ROI: 5.34%
225 MARKET St Winfield, AL Whether you're searching for your first home, looking to simplify your lifestyle, or seeki...	2 beds \| 1 baths \| 942 sq.ft.	$85,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.96% Airbnb Rental Income: $null Traditional Rental Income: $1115 Airbnb ROI: N/A Traditional ROI: 10.96%
305 Chris Ln Winfield, AL Beautiful Brick Traditional well maintained with the latest in decor. Featuring 5 BRs , 3....	5 beds \| N/A baths \| 4,530 sq.ft.	$529,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.55% Airbnb Rental Income: $null Traditional Rental Income: $3478 Airbnb ROI: N/A Traditional ROI: 5.55%
150 BRANDY DR Winfield, AL Where can you find a 5BR, 2.5BA house in a GREAT neighborhood for a STEAL?? Look NO FURTHE...	5 beds \| 4 baths \| 3,810 sq.ft.	$369,500	Airbnb cash on cash: N/A Traditional cash on cash: 7.87% Airbnb Rental Income: $null Traditional Rental Income: $3311 Airbnb ROI: N/A Traditional ROI: 7.87%
264 SKYLARK Ave Winfield, AL Welcome to this beautifully updated 3-bedroom, 2-bath residence, perfectly combining moder...	3 beds \| 2 baths \| 1,778 sq.ft.	$240,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.32% Airbnb Rental Income: $null Traditional Rental Income: $2251 Airbnb ROI: N/A Traditional ROI: 8.32%
217 TIMBER Trl Winfield, AL Describing this home is easy - Convenient, updated, corner lot, storm shelter, large shop/...	3 beds \| 2 baths \| 1,512 sq.ft.	$229,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.23% Airbnb Rental Income: $null Traditional Rental Income: $1987 Airbnb ROI: N/A Traditional ROI: 7.23%
141 FOOTHILL Rd Winfield, AL Convenience is key! A quiet street with an acre lot and a brick home- updated completely 2...	3 beds \| 2 baths \| 1,900 sq.ft.	$224,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.69% Airbnb Rental Income: $null Traditional Rental Income: $2449 Airbnb ROI: N/A Traditional ROI: 9.69%
151 COUNTY HIGHWAY 144 Winfield, AL Brick, ranch style 4BR 2BA house. LR with fireplace, Kitchen with appliances including was...	4 beds \| 2 baths \| 1,803 sq.ft.	$265,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.85% Airbnb Rental Income: $null Traditional Rental Income: $2410 Airbnb ROI: N/A Traditional ROI: 7.85%
704 ARROWHEAD Vlg Winfield, AL Welcome to a stunning brick Colonial nestled on a private, wooded cul-de-sac in the highly...	5 beds \| 4 baths \| 3,163 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.09% Airbnb Rental Income: $null Traditional Rental Income: $3259 Airbnb ROI: N/A Traditional ROI: 7.09%
227 COUNTY HWY 14 Winfield, AL Discover the charm of 227 County Hwy 14!This beautiful 3-bedroom, 1-bath brick home offers...	3 beds \| 1 baths \| 1,302 sq.ft.	$144,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.52% Airbnb Rental Income: $null Traditional Rental Income: $1727 Airbnb ROI: N/A Traditional ROI: 10.52%
553 AL-253 Winfield, AL Discover the charm of this beautifully remodeled ranch style home on 1.2 acres with a conv...	3 beds \| 2 baths \| 2,054 sq.ft.	$269,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.75% Airbnb Rental Income: $null Traditional Rental Income: $2398 Airbnb ROI: N/A Traditional ROI: 7.75%
4420 CO RD 36 Winfield, AL Welcome home to 4420 County Road 36 in Winfield, Alabama where rustic charm and room to ro...	3 beds \| 1 baths \| 1,648 sq.ft.	$169,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.16% Airbnb Rental Income: $null Traditional Rental Income: $1619 Airbnb ROI: N/A Traditional ROI: 8.16%
1000 Highland Rd Winfield, AL 1000 Highland Rd, Winfield, AL 35594 \| Single Family Residential	7 beds \| 4 baths \| 4,576 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.92% Airbnb Rental Income: $null Traditional Rental Income: $3488 Airbnb ROI: N/A Traditional ROI: 8.92%
362 Co Rd 147 Winfield, AL 362 Co Rd 147, Winfield, AL 35594 \| Single Family Residential	2 beds \| N/A baths \| 1,455 sq.ft.	$290,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.73% Airbnb Rental Income: $null Traditional Rental Income: $1225 Airbnb ROI: N/A Traditional ROI: 2.73%
121 SHADY COURT DR Winfield, AL Welcome to this charming garden-style home, perfectly situated on a low-maintenance lot in...	3 beds \| 2 baths \| 988 sq.ft.	$180,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.14% Airbnb Rental Income: $null Traditional Rental Income: $1528 Airbnb ROI: N/A Traditional ROI: 7.14%
00 Cambridge Dr Winfield, AL 00 Cambridge Dr, Winfield, AL 35594 \| Other	N/A beds \| N/A baths \| N/A	$100,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.34% Airbnb Rental Income: $null Traditional Rental Income: $750 Airbnb ROI: N/A Traditional ROI: 5.34%
Trull Rd Winfield, AL Trull Rd, Winfield, AL 35594 \| Other	N/A beds \| N/A baths \| N/A	$350,580	Airbnb cash on cash: N/A Traditional cash on cash: 0.55% Airbnb Rental Income: $null Traditional Rental Income: $737 Airbnb ROI: N/A Traditional ROI: 0.55%
US Hwy 43 Winfield, AL US Hwy 43, Winfield, AL 35594 \| Other	N/A beds \| N/A baths \| N/A	$289,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.95% Airbnb Rental Income: $null Traditional Rental Income: $737 Airbnb ROI: N/A Traditional ROI: 0.95%
10695 COUNTY ROAD 49 Winfield, AL LOOK At this one before building! 4 BR, 3 BA, LR, Kitchen with Breakfast Nook, CH/A, Laund...	4 beds \| 3 baths \| 2,724 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.52% Airbnb Rental Income: $null Traditional Rental Income: $1762 Airbnb ROI: N/A Traditional ROI: 4.52%
194 Grant Ln Winfield, AL Completely remodeled 3 bedroom, 1 bath ranch home in a convenient location. This move in ...	3 beds \| 1 baths \| 1,220 sq.ft.	$214,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.27% Airbnb Rental Income: $null Traditional Rental Income: $1617 Airbnb ROI: N/A Traditional ROI: 6.27%
152 Juniper St Winfield, AL 152 Juniper St, Winfield, AL 35594 \| Single Family Residential	3 beds \| N/A baths \| 1,792 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.27% Airbnb Rental Income: $null Traditional Rental Income: $1691 Airbnb ROI: N/A Traditional ROI: 4.27%
19246 CO RD 53 N Winfield, AL Welcome home!! Breathtaking property, complete with 4 bedroom, 4.5 baths, upstairs rec spa...	4 beds \| 5 baths \| 3,496 sq.ft.	$555,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.05% Airbnb Rental Income: $null Traditional Rental Income: $1886 Airbnb ROI: N/A Traditional ROI: 2.05%
2094 HIGHLAND Rd Winfield, AL SUMMER READY! Dive into this move-in ready 3 bedroom, 2 bath gem sitting on a rare 1.2 acr...	3 beds \| 2 baths \| 1,400 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.09% Airbnb Rental Income: $null Traditional Rental Income: $1820 Airbnb ROI: N/A Traditional ROI: 7.09%
651 ALABAMA 253 Winfield, AL Timeless Brick Cottage: 3BR 1BA, Kitchen with appliances, LR, Dining Area, Laundry Room, C...	3 beds \| 1 baths \| 1,134 sq.ft.	$149,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.72% Airbnb Rental Income: $null Traditional Rental Income: $1539 Airbnb ROI: N/A Traditional ROI: 8.72%
621 Al- 253 Winfield, AL 621 Al- 253, Winfield, AL 35594 \| Single Family Residential	6 beds \| N/A baths \| 5,106 sq.ft.	$565,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.41% Airbnb Rental Income: $null Traditional Rental Income: $2108 Airbnb ROI: N/A Traditional ROI: 2.41%
Berry Rd/harbor Rd Winfield, AL Berry Rd/harbor Rd, Winfield, AL 35594 \| Other	N/A beds \| N/A baths \| N/A	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.33% Airbnb Rental Income: $null Traditional Rental Income: $840 Airbnb ROI: N/A Traditional ROI: 3.33%
2453 Bankhead Hwy Hwy Winfield, AL 2453 Bankhead Hwy Hwy, Winfield, AL 35594 \| Single Family Residential	6 beds \| 2 baths \| 3,850 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.41% Airbnb Rental Income: $null Traditional Rental Income: $2341 Airbnb ROI: N/A Traditional ROI: 3.41%
153 U.S. 43 Winfield, AL Hard to find and packed with space, this exceptional 4-bedroom, 3.5-bath home offers the r...	4 beds \| 4 baths \| 4,000 sq.ft.	$474,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.89% Airbnb Rental Income: $null Traditional Rental Income: $3706 Airbnb ROI: N/A Traditional ROI: 6.89%
117 QUAIL RUN Rd Winfield, AL Welcome to this beautifully updated 1.5-story home in the sought-after Quail Run Subdivisi...	3 beds \| 2 baths \| 2,025 sq.ft.	$245,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.34% Airbnb Rental Income: $null Traditional Rental Income: $2560 Airbnb ROI: N/A Traditional ROI: 9.34%
350 Thorndale Rd Winfield, AL 350 Thorndale Rd, Winfield, AL 35594 \| Other	N/A beds \| N/A baths \| N/A	$169,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.28% Airbnb Rental Income: $null Traditional Rental Income: $853 Airbnb ROI: N/A Traditional ROI: 3.28%
395 ASHWOOD Dr Winfield, AL Welcome to this inviting home located in the heart of Winfield! Nestled on a peaceful stre...	2 beds \| 2 baths \| 1,543 sq.ft.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.6% Airbnb Rental Income: $null Traditional Rental Income: $2074 Airbnb ROI: N/A Traditional ROI: 9.6%
451 DESTINY Dr Winfield, AL Beautifully renovated and move-in ready, this exceptional residence offers the perfect ble...	3 beds \| 1 baths \| 1,224 sq.ft.	$170,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.98% Airbnb Rental Income: $null Traditional Rental Income: $1597 Airbnb ROI: N/A Traditional ROI: 7.98%
633 Smith Rd Winfield, AL 633 Smith Rd, Winfield, AL 35594 \| Single Family Residential	3 beds \| 2 baths \| 1,584 sq.ft.	$359,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.22% Airbnb Rental Income: $null Traditional Rental Income: $2333 Airbnb ROI: N/A Traditional ROI: 5.22%
5112 SAND SPRINGS Rd Winfield, AL Country living at its best! This home features 3 Bedrooms, 2 Baths, 1848+/- sq ft of livin...	3 beds \| 2 baths \| 1,848 sq.ft.	$254,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.54% Airbnb Rental Income: $null Traditional Rental Income: $2408 Airbnb ROI: N/A Traditional ROI: 8.54%
9694 County Road 49 Winfield, AL 9694 County Road 49, Winfield, AL 35594 \| Single Family Residential	3 beds \| 2 baths \| 2,096 sq.ft.	$369,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.73% Airbnb Rental Income: $null Traditional Rental Income: $2223 Airbnb ROI: N/A Traditional ROI: 4.73%
601 BAKER St Winfield, AL Location, location, location!!! 4 br, 2 ba home situated near Winfield City Schools. Huge ...	4 beds \| 2 baths \| 2,496 sq.ft.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.85% Airbnb Rental Income: $null Traditional Rental Income: $2555 Airbnb ROI: N/A Traditional ROI: 9.85%
625 FOOTHILL Rd Winfield, AL Spacious Winfield home with 4 garage bays and a large partially finished basement, perfect...	3 beds \| 3 baths \| 2,745 sq.ft.	$315,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.14% Airbnb Rental Income: $null Traditional Rental Income: $2890 Airbnb ROI: N/A Traditional ROI: 8.14%
158 COUNTY ROAD 2031 Winfield, AL Great area. Centrally located to Interstate travel, shopping and entertainment. Home is be...	3 beds \| 2 baths \| 1,680 sq.ft.	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.63% Airbnb Rental Income: $null Traditional Rental Income: $1747 Airbnb ROI: N/A Traditional ROI: 8.63%

Real Estate investment in Winfield, AL

There are 39 properties for sale in the city of Winfield . The median list price in Winfield is $194,883 and the average price per square foot is $115. In July 2026, the average monthly cash on cash return in Winfield is 8.00%. The average monthly rental income in Winfield is $1,883.

Winfield, AL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 39 investment properties available for sale in Winfield.

The ROI for Short-Term is higher than the Long-Term in Winfield with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Winfield, AL

102 GEMSTONE Dr

Winfield, AL

3 beds | 2 baths | 1,604 sq.ft.

$299,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.02%

Airbnb Rental Income: $null

Traditional Rental Income: $1880

Airbnb ROI: N/A

Traditional ROI: 5.02%

357 Emerald St

Winfield, AL

5 beds | N/A baths | 4,030 sq.ft.

$349,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.34%

Airbnb Rental Income: $null

Traditional Rental Income: $2272

Airbnb ROI: N/A

Traditional ROI: 5.34%

225 MARKET St

Winfield, AL

2 beds | 1 baths | 942 sq.ft.

$85,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.96%

Airbnb Rental Income: $null

Traditional Rental Income: $1115

Airbnb ROI: N/A

Traditional ROI: 10.96%

305 Chris Ln

Winfield, AL

5 beds | N/A baths | 4,530 sq.ft.

$529,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.55%

Airbnb Rental Income: $null

Traditional Rental Income: $3478

Airbnb ROI: N/A

Traditional ROI: 5.55%

150 BRANDY DR

Winfield, AL

5 beds | 4 baths | 3,810 sq.ft.

$369,500

Airbnb cash on cash: N/A

Traditional cash on cash: 7.87%

Airbnb Rental Income: $null

Traditional Rental Income: $3311

Airbnb ROI: N/A

Traditional ROI: 7.87%

264 SKYLARK Ave

Winfield, AL

3 beds | 2 baths | 1,778 sq.ft.

$240,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.32%

Airbnb Rental Income: $null

Traditional Rental Income: $2251

Airbnb ROI: N/A

Traditional ROI: 8.32%

217 TIMBER Trl

Winfield, AL

3 beds | 2 baths | 1,512 sq.ft.

$229,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.23%

Airbnb Rental Income: $null

Traditional Rental Income: $1987

Airbnb ROI: N/A

Traditional ROI: 7.23%

141 FOOTHILL Rd

Winfield, AL

3 beds | 2 baths | 1,900 sq.ft.

$224,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.69%

Airbnb Rental Income: $null

Traditional Rental Income: $2449

Airbnb ROI: N/A