Real Estate Investment Properties for Sale in Winfield, MO

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

Explore a variety of short-term homes & houses in Winfield, MO. Invest wisely with VRBO & Winfield, MO 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, MO

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
14 Cayden Roger Dr Winfield, MO USDA zero down financing. Beautiful new home with 3 bedroom, 2 bath and 2 car garage. This...	3 beds \| 2 baths \| 1,255 sq.ft.	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.7% Airbnb Rental Income: $null Traditional Rental Income: $1685 Airbnb ROI: N/A Traditional ROI: 3.7%
98 Lincoln Ln Winfield, MO Call Shucart Realty Group for more information @ 636-229-8790Professional Pictures coming ...	4 beds \| 3 baths \| 3,351 sq.ft.	$609,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.86% Airbnb Rental Income: $null Traditional Rental Income: $2297 Airbnb ROI: N/A Traditional ROI: 1.86%
107 N Chantilly Rd Winfield, MO NO SHOWINGS UNTIL SAT. 8/18-ASKING FOR HIGHEST AND BEST OFFERS BY MONDAY NOON 8/20/18-Welc...	3 beds \| 2 baths \| 2,096 sq.ft.	$665,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.48% Airbnb Rental Income: $null Traditional Rental Income: $2285 Airbnb ROI: N/A Traditional ROI: 2.48%
94 Pinewood Dr Winfield, MO What a true delight to show! The home has been so well taken care of, homeowners pride s...	3 beds \| 2 baths \| 1,624 sq.ft.	$168,250	Airbnb cash on cash: N/A Traditional cash on cash: 8.31% Airbnb Rental Income: $null Traditional Rental Income: $1677 Airbnb ROI: N/A Traditional ROI: 8.31%
30 Dove Ct Winfield, MO Troy Schools... This is a wonderful 3 bed, 2 bath manufactured home on just over 1/2 acre...	3 beds \| 2 baths \| 1,456 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.1% Airbnb Rental Income: $null Traditional Rental Income: $1474 Airbnb ROI: N/A Traditional ROI: 5.1%
30 Round Table Ct Winfield, MO Continue To Show!! Enjoy the best of both worldsâsubdivision living with a peaceful coun...	3 beds \| 2 baths \| 1,373 sq.ft.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.81% Airbnb Rental Income: $null Traditional Rental Income: $1857 Airbnb ROI: N/A Traditional ROI: 4.81%
25 Owls Rest Ct Winfield, MO A lot of bang for the buck! This traditional two story features 3 bedrooms 2.5 baths, vaul...	3 beds \| 2 baths \| 1,792 sq.ft.	$259,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.37% Airbnb Rental Income: $null Traditional Rental Income: $2308 Airbnb ROI: N/A Traditional ROI: 7.37%
27 Millstone Lake Dr Winfield, MO *******************Home has Winfield mailing address but is located in Troy R#3 school dis...	5 beds \| 3 baths \| 3,384 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.13% Airbnb Rental Income: $null Traditional Rental Income: $2809 Airbnb ROI: N/A Traditional ROI: 5.13%
128 Linder Lane Winfield, MO Beautiful 3-bedroom, 2-bath home! This well-maintained home features durable wood-look lux...	3 beds \| 2 baths \| 1,120 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.92% Airbnb Rental Income: $null Traditional Rental Income: $1667 Airbnb ROI: N/A Traditional ROI: 3.92%
619 North Ethlyn Rd Winfield, MO Built to be a forever home, an unexpected job relocation has created a unique opportunity ...	3 beds \| 3 baths \| 1,927 sq.ft.	$539,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.25% Airbnb Rental Income: $null Traditional Rental Income: $1922 Airbnb ROI: N/A Traditional ROI: 2.25%
145 Eagle Ridge Ln Winfield, MO Welcome to 12.98 acres of pure retreat in unincorporated Lincoln County. This newly update...	1 beds \| 1 baths \| 750 sq.ft.	$380,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.67% Airbnb Rental Income: $null Traditional Rental Income: $1410 Airbnb ROI: N/A Traditional ROI: 1.67%
845 Highway Ee Winfield, MO 845 Highway EE, Winfield, MO 63389 \| Manufactured Home	3 beds \| 2 baths \| 1,512 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.48% Airbnb Rental Income: $null Traditional Rental Income: $1626 Airbnb ROI: N/A Traditional ROI: 3.48%
671 Birkhead Rd Winfield, MO 671 Birkhead Rd, Winfield, MO 63389 \| Other	N/A beds \| N/A baths \| N/A	$850,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.04% Airbnb Rental Income: $null Traditional Rental Income: $821 Airbnb ROI: N/A Traditional ROI: -1.04%
3 Winfield Plaza Dr Winfield, MO 3 Winfield Plaza Dr, Winfield, MO 63389 \| Other	N/A beds \| N/A baths \| N/A	$95,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.6% Airbnb Rental Income: $null Traditional Rental Income: $793 Airbnb ROI: N/A Traditional ROI: 5.6%
216 Red Mare Rd Winfield, MO 0 Lot #1, 216 Red Mare Rd, Winfield, MO 63389 \| Other	N/A beds \| N/A baths \| N/A	$105,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.19% Airbnb Rental Income: $null Traditional Rental Income: $821 Airbnb ROI: N/A Traditional ROI: 5.19%
Several lots West Ave Winfield, MO Lot #21 West Ave, Winfield, MO 63389 \| Other	N/A beds \| N/A baths \| N/A	$62,500	Airbnb cash on cash: N/A Traditional cash on cash: 9.4% Airbnb Rental Income: $null Traditional Rental Income: $803 Airbnb ROI: N/A Traditional ROI: 9.4%
98 Oak Tree Ln Winfield, MO 98 Oak Tree Ln, Winfield, MO 63389 \| Other	N/A beds \| N/A baths \| N/A	$99,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.68% Airbnb Rental Income: $null Traditional Rental Income: $828 Airbnb ROI: N/A Traditional ROI: 5.68%
905 Mansion Rd Winfield, MO 905 Mansion Rd, Winfield, MO 63389 \| Single Family Residential	8 beds \| N/A baths \| 2,536 sq.ft.	$349,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.5% Airbnb Rental Income: $null Traditional Rental Income: $1555 Airbnb ROI: N/A Traditional ROI: 2.5%
55 Lake Bend Dr Winfield, MO 55 Lake Bend Dr, Winfield, MO 63389 \| Single Family Residential	5 beds \| 3 baths \| 3,780 sq.ft.	$725,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.5% Airbnb Rental Income: $null Traditional Rental Income: $2472 Airbnb ROI: N/A Traditional ROI: 1.5%
70 Round Table Ct Winfield, MO Beautifully maintained 3-bedroom, 2-bath ranch home built in 2017, located in a quiet neig...	3 beds \| 3 baths \| 1,260 sq.ft.	$280,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.64% Airbnb Rental Income: $null Traditional Rental Income: $1765 Airbnb ROI: N/A Traditional ROI: 4.64%
128 Linder Ln Winfield, MO 128 Linder Ln, Winfield, MO 63389 \| Single Family Residential	3 beds \| 2 baths \| 1,120 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.95% Airbnb Rental Income: $null Traditional Rental Income: $1452 Airbnb ROI: N/A Traditional ROI: 2.95%
431 Peregrine Ct Winfield, MO Discover a home that truly embraces the charm of community living. Nestled in a highly des...	3 beds \| 2 baths \| 1,868 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.46% Airbnb Rental Income: $null Traditional Rental Income: $2115 Airbnb ROI: N/A Traditional ROI: 5.46%
225 Red Mare Rd Winfield, MO 225 Red Mare Rd, Winfield, MO 63389 \| Other	N/A beds \| N/A baths \| N/A	$85,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.78% Airbnb Rental Income: $null Traditional Rental Income: $821 Airbnb ROI: N/A Traditional ROI: 6.78%
36 Colton Jesse Dr Winfield, MO 36 Colton Jesse Dr, Winfield, MO 63389 \| Single Family Residential	3 beds \| 2 baths \| 1,378 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 3% Airbnb Rental Income: $null Traditional Rental Income: $1467 Airbnb ROI: N/A Traditional ROI: 3%
800 Pillsbury Rd Winfield, MO 800 Pillsbury Rd, Winfield, MO 63389 \| Other	N/A beds \| N/A baths \| N/A	$100,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.72% Airbnb Rental Income: $null Traditional Rental Income: $839 Airbnb ROI: N/A Traditional ROI: 5.72%
118 Highway N Winfield, MO Discover the possibilities with this spacious 4-bedroom home situated on a generous 1.22-a...	4 beds \| 2 baths \| 2,186 sq.ft.	$204,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.32% Airbnb Rental Income: $null Traditional Rental Income: $1987 Airbnb ROI: N/A Traditional ROI: 8.32%
4 Hahn Estate Rd Winfield, MO Custom 2-story estate offering over approx. 5,000 sq ft of finished living space on 3 priv...	4 beds \| 4 baths \| 4,965 sq.ft.	$639,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.07% Airbnb Rental Income: $null Traditional Rental Income: $2901 Airbnb ROI: N/A Traditional ROI: 3.07%
29 Great Owls Way Winfield, MO SHOWINGS START FRIDAY 6/19..... WELCOME TO THIS AMAZING RANCH WITH AMAZING UPDATES, LVP FL...	3 beds \| 2 baths \| 1,262 sq.ft.	$289,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.21% Airbnb Rental Income: $null Traditional Rental Income: $1417 Airbnb ROI: N/A Traditional ROI: 3.21%
15 Woodline Dr Winfield, MO Welcome home to this exceptional new construction ranch nestled on a picturesque 1.52+/- a...	3 beds \| 2 baths \| 2,190 sq.ft.	$679,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.72% Airbnb Rental Income: $null Traditional Rental Income: $2514 Airbnb ROI: N/A Traditional ROI: 2.72%
301 Country View Dr Winfield, MO 301 Country View Dr, Winfield, MO 63389 \| Single Family Residential	4 beds \| 3 baths \| 3,200 sq.ft.	$449,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.12% Airbnb Rental Income: $null Traditional Rental Income: $2287 Airbnb ROI: N/A Traditional ROI: 3.12%
451 Birkhead Rd Winfield, MO 451 Birkhead Rd, Winfield, MO 63389 \| Single Family Residential	2 beds \| 2 baths \| 1,489 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.5% Airbnb Rental Income: $null Traditional Rental Income: $1521 Airbnb ROI: N/A Traditional ROI: 1.5%
21 Valley Farms Dr Winfield, MO 21 Valley Farms Dr, Winfield, MO 63389 \| Single Family Residential	4 beds \| 3 baths \| 2,366 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.06% Airbnb Rental Income: $null Traditional Rental Income: $2375 Airbnb ROI: N/A Traditional ROI: 6.06%
217 Red Mare Rd Winfield, MO 217 Red Mare Rd, Winfield, MO 63389 \| Single Family Residential	3 beds \| 2 baths \| 1,275 sq.ft.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.98% Airbnb Rental Income: $null Traditional Rental Income: $1533 Airbnb ROI: N/A Traditional ROI: 1.98%
240 Sycamore Ln Winfield, MO 240 Sycamore Ln, Winfield, MO 63389 \| Other	N/A beds \| N/A baths \| N/A	$224,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.39% Airbnb Rental Income: $null Traditional Rental Income: $827 Airbnb ROI: N/A Traditional ROI: 1.39%
232 Allison Ln Winfield, MO 232 Allison Ln, Winfield, MO 63389 \| Single Family Residential	3 beds \| 3 baths \| 2,360 sq.ft.	$335,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.45% Airbnb Rental Income: $null Traditional Rental Income: $2140 Airbnb ROI: N/A Traditional ROI: 4.45%
50 Darla Dr Winfield, MO 50 Darla Dr, Winfield, MO 63389 \| Single Family Residential	3 beds \| 2 baths \| 1,504 sq.ft.	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.63% Airbnb Rental Income: $null Traditional Rental Income: $1646 Airbnb ROI: N/A Traditional ROI: 3.63%
847 Highway Ee Winfield, MO 847 Highway Ee, Winfield, MO 63389 \| Manufactured Home	3 beds \| 2 baths \| 1,493 sq.ft.	$319,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.83% Airbnb Rental Income: $null Traditional Rental Income: $1536 Airbnb ROI: N/A Traditional ROI: 2.83%
10 Hilton Ln Winfield, MO 10 Hilton Ln, Winfield, MO 63389 \| Other	N/A beds \| N/A baths \| N/A	$59,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.43% Airbnb Rental Income: $null Traditional Rental Income: $827 Airbnb ROI: N/A Traditional ROI: 10.43%
500 Osprey Ct Winfield, MO 500 Osprey Ct, Winfield, MO 63389 \| Single Family Residential	3 beds \| 2 baths \| 2,272 sq.ft.	$314,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.23% Airbnb Rental Income: $null Traditional Rental Income: $1927 Airbnb ROI: N/A Traditional ROI: 4.23%
23 Hollow Tree Court Winfield, MO Clean three bedroom two bath ranch on .41 acres, cul de sac home. This well cared for home...	3 beds \| 2 baths \| 1,340 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.59% Airbnb Rental Income: $null Traditional Rental Income: $1812 Airbnb ROI: N/A Traditional ROI: 4.59%

Real Estate investment in Winfield, MO

There are 44 properties for sale in the city of Winfield . The median list price in Winfield is $245,628 and the average price per square foot is $130. In August 2026, the average monthly cash on cash return in Winfield is 4.00%. The average monthly rental income in Winfield is $1,646.

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

There are 44 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, MO

14 Cayden Roger Dr

Winfield, MO

3 beds | 2 baths | 1,255 sq.ft.

$295,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.7%

Airbnb Rental Income: $null

Traditional Rental Income: $1685

Airbnb ROI: N/A

Traditional ROI: 3.7%

98 Lincoln Ln

Winfield, MO

4 beds | 3 baths | 3,351 sq.ft.

$609,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.86%

Airbnb Rental Income: $null

Traditional Rental Income: $2297

Airbnb ROI: N/A

Traditional ROI: 1.86%

107 N Chantilly Rd

Winfield, MO

3 beds | 2 baths | 2,096 sq.ft.

$665,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.48%

Airbnb Rental Income: $null

Traditional Rental Income: $2285

Airbnb ROI: N/A

Traditional ROI: 2.48%

94 Pinewood Dr

Winfield, MO

3 beds | 2 baths | 1,624 sq.ft.

$168,250

Airbnb cash on cash: N/A

Traditional cash on cash: 8.31%

Airbnb Rental Income: $null

Traditional Rental Income: $1677

Airbnb ROI: N/A

Traditional ROI: 8.31%

30 Dove Ct

Winfield, MO

3 beds | 2 baths | 1,456 sq.ft.

$225,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.1%

Airbnb Rental Income: $null

Traditional Rental Income: $1474

Airbnb ROI: N/A

Traditional ROI: 5.1%

30 Round Table Ct

Winfield, MO

3 beds | 2 baths | 1,373 sq.ft.

$285,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.81%

Airbnb Rental Income: $null

Traditional Rental Income: $1857

Airbnb ROI: N/A

Traditional ROI: 4.81%

25 Owls Rest Ct

Winfield, MO

3 beds | 2 baths | 1,792 sq.ft.

$259,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.37%

Airbnb Rental Income: $null

Traditional Rental Income: $2308

Airbnb ROI: N/A

Traditional ROI: 7.37%

27 Millstone Lake Dr

Winfield, MO

5 beds | 3 baths | 3,384 sq.ft.

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.13%

Airbnb Rental Income: $null

Traditional Rental Income: $2809

Airbnb ROI: N/A