Real Estate Investment Properties for Sale in Jessup, MD

Looking for investment property in Jessup, MD with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
8072 RED JACKET Way JESSUP, MD MOTIVATED SELLERS now paying up to 6% allowable CLOSING HELP! Welcome to this Howard Count...	4 beds \| 3 baths \| 1,560 sq.ft.	$499,999	Airbnb cash on cash: 0.78% Traditional cash on cash: 4.12% Airbnb Rental Income: $1992 Traditional Rental Income: $3033 Airbnb ROI: 0.78% Traditional ROI: 4.12%
8258 MORRIS Place unit: 56 #56 JESSUP, MD Welcome home to this stunning upper-level, 2-level condo offering the perfect blend of com...	3 beds \| 3 baths \| 2,600 sq.ft.	$425,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 5.93% Airbnb Rental Income: $2344 Traditional Rental Income: $3332 Airbnb ROI: 1.99% Traditional ROI: 5.93%
8449 OAK MEADE Way JESSUP, MD Beautiful End-Unit Siding/brick truly a move-in ready. The home also has ceiling fans, gas...	3 beds \| 2 baths \| 1,140 sq.ft.	$425,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 4.23% Airbnb Rental Income: $2344 Traditional Rental Income: $2609 Airbnb ROI: 2.11% Traditional ROI: 4.23%
CEDAR Avenue lot: 7 JESSUP, MD $25,000 Towards Closing Costs - But only for a short time! Don't miss your chance to own a...	4 beds \| 3 baths \| 2,172 sq.ft.	$669,900	Airbnb cash on cash: 0.96% Traditional cash on cash: 4.13% Airbnb Rental Income: $1992 Traditional Rental Income: $3452 Airbnb ROI: 0.96% Traditional ROI: 4.13%
CEDAR Avenue lot: 6 JESSUP, MD TIME IS RUNNING OUT! $25,000 IN CLOSING COSTS* - But ONLY until October 31st! An incredibl...	5 beds \| 4 baths \| 2,172 sq.ft.	$699,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.38% Airbnb Rental Income: $null Traditional Rental Income: $3106 Airbnb ROI: N/A Traditional ROI: 3.38%
8800 BIRCHWOOD Way JESSUP, MD Rarely Available End-Unit Townhome with Loft - 4 Levels of Stylish Living! Welcome to this...	3 beds \| 2 baths \| 1,638 sq.ft.	$410,000	Airbnb cash on cash: 1.98% Traditional cash on cash: 3.6% Airbnb Rental Income: $2344 Traditional Rental Income: $2386 Airbnb ROI: 1.98% Traditional ROI: 3.6%
8208 CAMBRIDGE Court JESSUP, MD Don't miss this recently renovated, beautifully maintained, and move-in ready townhouse, i...	2 beds \| 2 baths \| 1,462 sq.ft.	$369,900	Airbnb cash on cash: 2.41% Traditional cash on cash: 4% Airbnb Rental Income: $2317 Traditional Rental Income: $2293 Airbnb ROI: 2.41% Traditional ROI: 4%
8230 WELLINGTON Place JESSUP, MD This is a must-see! This end-of-unit townhome, 3 bedrooms, 1 full and 1 half bath, is loca...	3 beds \| 2 baths \| 1,454 sq.ft.	$374,500	Airbnb cash on cash: 2.36% Traditional cash on cash: 3.95% Airbnb Rental Income: $2344 Traditional Rental Income: $2324 Airbnb ROI: 2.36% Traditional ROI: 3.95%
0006 Copperleaf Blvd JESSUP, MD 0006 Copperleaf Blvd, JESSUP, MD 21076 \| Single Family Residential	5 beds \| 4 baths \| 4,387 sq.ft.	$999,990	Airbnb cash on cash: N/A Traditional cash on cash: 0.9% Airbnb Rental Income: $null Traditional Rental Income: $2947 Airbnb ROI: N/A Traditional ROI: 0.9%
0007 Copperleaf Blvd JESSUP, MD 0007 Copperleaf Blvd, JESSUP, MD 21076 \| Single Family Residential	4 beds \| 5 baths \| 4,502 sq.ft.	$1,019,990	Airbnb cash on cash: -0.71% Traditional cash on cash: 1.1% Airbnb Rental Income: $1992 Traditional Rental Income: $3189 Airbnb ROI: -0.71% Traditional ROI: 1.1%
0004 Copperleaf Blvd JESSUP, MD 0004 Copperleaf Blvd, JESSUP, MD 21076 \| Single Family Residential	4 beds \| 3 baths \| 3,733 sq.ft.	$929,990	Airbnb cash on cash: -0.58% Traditional cash on cash: 0.7% Airbnb Rental Income: $1992 Traditional Rental Income: $2578 Airbnb ROI: -0.58% Traditional ROI: 0.7%
0003 Copperleaf Blvd JESSUP, MD 0003 Copperleaf Blvd, JESSUP, MD 21076 \| Single Family Residential	4 beds \| 3 baths \| 3,854 sq.ft.	$919,990	Airbnb cash on cash: -0.56% Traditional cash on cash: 0.73% Airbnb Rental Income: $1992 Traditional Rental Income: $2578 Airbnb ROI: -0.56% Traditional ROI: 0.73%
0001 Copperleaf Blvd JESSUP, MD 0001 Copperleaf Blvd, JESSUP, MD 21076 \| Single Family Residential	4 beds \| 3 baths \| 3,519 sq.ft.	$887,990	Airbnb cash on cash: -0.51% Traditional cash on cash: 0.77% Airbnb Rental Income: $1992 Traditional Rental Income: $2527 Airbnb ROI: -0.51% Traditional ROI: 0.77%
2357 Terrapin Xing JESSUP, MD 2357 Terrapin Xing, JESSUP, MD 20794 \| Single Family Residential	6 beds \| 5 baths \| 4,232 sq.ft.	$850,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.23% Airbnb Rental Income: $null Traditional Rental Income: $4365 Airbnb ROI: N/A Traditional ROI: 3.23%
Greenbrier Plan JESSUP, MD Greenbrier Plan, JESSUP, MD 21076 \| Single Family Residential	4 beds \| 3 baths \| 3,854 sq.ft.	$919,990	Airbnb cash on cash: -0.47% Traditional cash on cash: 0.71% Airbnb Rental Income: $1992 Traditional Rental Income: $2488 Airbnb ROI: -0.47% Traditional ROI: 0.71%
Madison Plan JESSUP, MD Madison Plan, JESSUP, MD 21076 \| Single Family Residential	4 beds \| 3 baths \| 3,519 sq.ft.	$887,990	Airbnb cash on cash: -0.42% Traditional cash on cash: 0.76% Airbnb Rental Income: $1992 Traditional Rental Income: $2448 Airbnb ROI: -0.42% Traditional ROI: 0.76%
Brentwood Plan JESSUP, MD	4 beds \| 5 baths \| 4,502 sq.ft.	$1,019,990	Airbnb cash on cash: -0.63% Traditional cash on cash: 1.08% Airbnb Rental Income: $1992 Traditional Rental Income: $3096 Airbnb ROI: -0.63% Traditional ROI: 1.08%
Aspen Plan JESSUP, MD Aspen Plan, JESSUP, MD 21076 \| Single Family Residential	4 beds \| 3 baths \| 3,733 sq.ft.	$929,990	Airbnb cash on cash: -0.49% Traditional cash on cash: 0.68% Airbnb Rental Income: $1992 Traditional Rental Income: $2488 Airbnb ROI: -0.49% Traditional ROI: 0.68%
Dover Craftsman Plan JESSUP, MD Dover Craftsman Plan, JESSUP, MD 21076 \| Single Family Residential	4 beds \| 3 baths \| 4,387 sq.ft.	$999,990	Airbnb cash on cash: -0.6% Traditional cash on cash: 0.7% Airbnb Rental Income: $1992 Traditional Rental Income: $2686 Airbnb ROI: -0.6% Traditional ROI: 0.7%
7490 Race Rd JESSUP, MD 7490 Race Rd, JESSUP, MD 21076 \| Single Family Residential	4 beds \| 1 baths \| 1,778 sq.ft.	$500,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 1.27% Airbnb Rental Income: $1992 Traditional Rental Income: $1661 Airbnb ROI: 0.87% Traditional ROI: 1.27%
2384 TERRAPIN Crossing JESSUP, MD Price Reduced!! Welcome to this beautifully, nearly new (2022) Beazer home located in the ...	5 beds \| 4 baths \| 3,462 sq.ft.	$769,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.84% Airbnb Rental Income: $null Traditional Rental Income: $2816 Airbnb ROI: N/A Traditional ROI: 1.84%
9339 WILD GRASS JESSUP, MD Spacious Home Backing to Woods with Incredible Views & Upgrades Galore! Tucked away at the...	3 beds \| 3 baths \| 2,504 sq.ft.	$599,000	Airbnb cash on cash: 0.72% Traditional cash on cash: 3.33% Airbnb Rental Income: $2344 Traditional Rental Income: $3228 Airbnb ROI: 0.72% Traditional ROI: 3.33%
8025 CAMERADO Court JESSUP, MD Welcome to 8025 Camerado Court - an updated single-family gem you don't want to miss! This...	3 beds \| 3 baths \| 1,849 sq.ft.	$515,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 3.84% Airbnb Rental Income: $2344 Traditional Rental Income: $2953 Airbnb ROI: 1.38% Traditional ROI: 3.84%
7560 Newmanstown Dr JESSUP, MD 7560 Newmanstown Dr, JESSUP, MD 21076 \| Single Family Residential	4 beds \| 3 baths \| 3,369 sq.ft.	$785,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 1.34% Airbnb Rental Income: $1992 Traditional Rental Income: $2704 Airbnb ROI: -0.34% Traditional ROI: 1.34%
7836 Mine Run Rd JESSUP, MD 7836 Mine Run Rd, JESSUP, MD 21076 \| Townhouse	4 beds \| 3 baths \| 2,285 sq.ft.	$545,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 2.95% Airbnb Rental Income: $1992 Traditional Rental Income: $2759 Airbnb ROI: 0.43% Traditional ROI: 2.95%
7927 RED JACKET Way JESSUP, MD Wow!! Beautiful!! Updated !! Colonial, 4 -5 Bedrooms, fully updated 3.5 Baths . Master bed...	5 beds \| 4 baths \| 2,656 sq.ft.	$629,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.11% Airbnb Rental Income: $null Traditional Rental Income: $3003 Airbnb ROI: N/A Traditional ROI: 3.11%

Real Estate investment in Jessup, MD

There are 27 properties for sale in the city of Jessup . The median list price in Jessup is $684,900 and the average price per square foot is $242. In December 2025, the average monthly cash on cash return in Jessup is 2.00%. The average monthly rental income in Jessup is $2,695.

Jessup, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 27 investment properties available for sale in Jessup.

In 2025, the best neighborhood to buy investment property is JESSUP.

The ROI for Long-Term is higher than the Short-Term in Jessup with average rental income of $2,695.

Your search for investment property begins and ends here

Investment Property for Sale in Jessup, MD

8072 RED JACKET Way

JESSUP, MD

4 beds | 3 baths | 1,560 sq.ft.

$499,999

Airbnb cash on cash: 0.78%

Traditional cash on cash: 4.12%

Airbnb Rental Income: $1992

Traditional Rental Income: $3033

Airbnb ROI: 0.78%

Traditional ROI: 4.12%

8258 MORRIS Place unit: 56 #56

JESSUP, MD

3 beds | 3 baths | 2,600 sq.ft.

$425,000

Airbnb cash on cash: 1.99%

Traditional cash on cash: 5.93%

Airbnb Rental Income: $2344

Traditional Rental Income: $3332

Airbnb ROI: 1.99%

Traditional ROI: 5.93%

8449 OAK MEADE Way

JESSUP, MD

3 beds | 2 baths | 1,140 sq.ft.

$425,000

Airbnb cash on cash: 2.11%

Traditional cash on cash: 4.23%

Airbnb Rental Income: $2344

Traditional Rental Income: $2609

Airbnb ROI: 2.11%

Traditional ROI: 4.23%

CEDAR Avenue lot: 7

JESSUP, MD

4 beds | 3 baths | 2,172 sq.ft.

$669,900

Airbnb cash on cash: 0.96%

Traditional cash on cash: 4.13%

Airbnb Rental Income: $1992

Traditional Rental Income: $3452

Airbnb ROI: 0.96%

Traditional ROI: 4.13%

CEDAR Avenue lot: 6

JESSUP, MD

5 beds | 4 baths | 2,172 sq.ft.

$699,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.38%

Airbnb Rental Income: $null

Traditional Rental Income: $3106

Airbnb ROI: N/A

Traditional ROI: 3.38%

8800 BIRCHWOOD Way

JESSUP, MD

3 beds | 2 baths | 1,638 sq.ft.

$410,000

Airbnb cash on cash: 1.98%

Traditional cash on cash: 3.6%

Airbnb Rental Income: $2344

Traditional Rental Income: $2386

Airbnb ROI: 1.98%

Traditional ROI: 3.6%

8208 CAMBRIDGE Court

JESSUP, MD

2 beds | 2 baths | 1,462 sq.ft.

$369,900

Airbnb cash on cash: 2.41%

Traditional cash on cash: 4%

Airbnb Rental Income: $2317

Traditional Rental Income: $2293

Airbnb ROI: 2.41%

Traditional ROI: 4%

8230 WELLINGTON Place

JESSUP, MD

3 beds | 2 baths | 1,454 sq.ft.

$374,500

Airbnb cash on cash: 2.36%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $2344

Traditional Rental Income: $2324

Airbnb ROI: 2.36%