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
10019 GUILFORD RD JESSUP, MD Stunning new Howard County home has everything you've been searching for! Featuring 4 bedr...	4 beds \| 5 baths \| N/A	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.21% Airbnb Rental Income: $null Traditional Rental Income: $4922 Airbnb ROI: N/A Traditional ROI: 6.21%
8349 WADES WAY JESSUP, MD Welcome home to this beautifully appointed townhome nestled in the desirable Pleasant Chas...	3 beds \| 4 baths \| 2,004 sq.ft.	$465,000	Airbnb cash on cash: 3.07% Traditional cash on cash: 4.44% Airbnb Rental Income: $3119 Traditional Rental Income: $3009 Airbnb ROI: 3.07% Traditional ROI: 4.44%
8045 GABRIELS COURT JESSUP, MD Rare End-Unit Townhome with 2-Car Garage on Private Cul-de-Sac. Tucked away on the quiet, ...	3 beds \| 3 baths \| 2,252 sq.ft.	$535,000	Airbnb cash on cash: 2.61% Traditional cash on cash: 3.97% Airbnb Rental Income: $3119 Traditional Rental Income: $3091 Airbnb ROI: 2.61% Traditional ROI: 3.97%
8017 CIPHER ROW JESSUP, MD Back on Market! Welcome to the Villages of Kings Contrivance! Tucked away on a peaceful...	3 beds \| 3 baths \| 1,396 sq.ft.	$450,000	Airbnb cash on cash: 3.03% Traditional cash on cash: 4.06% Airbnb Rental Income: $3119 Traditional Rental Income: $2846 Airbnb ROI: 3.03% Traditional ROI: 4.06%
8252 GLEN COURT JESSUP, MD MOTIVATED SELLERS BRING ALL REASONABLE OFFERS! Dont miss this incredible opportunity to...	3 beds \| 2 baths \| 2,062 sq.ft.	$530,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 2.85% Airbnb Rental Income: $3119 Traditional Rental Income: $2610 Airbnb ROI: 2.45% Traditional ROI: 2.85%
Lot 6 CEDAR AVENUE JESSUP, MD Incredible opportunity! To be built 5 Bedroom, 3.5 Bath Single Family Home in Howard Count...	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%
7370 CEDAR AVENUE JESSUP, MD Incredible opportunity! To be built 4 Bedroom, 2.5 Bath Single Family Home in Howard Count...	4 beds \| 3 baths \| 2,172 sq.ft.	$669,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.77% Airbnb Rental Income: $null Traditional Rental Income: $3127 Airbnb ROI: N/A Traditional ROI: 2.77%
8800 BIRCHWOOD WAY JESSUP, MD Rarely Available End-Unit Townhome with Loft and Four Levels of Light-Filled Living! This ...	3 beds \| 2 baths \| 1,638 sq.ft.	$410,000	Airbnb cash on cash: 3.66% Traditional cash on cash: 3.6% Airbnb Rental Income: $3119 Traditional Rental Income: $2386 Airbnb ROI: 3.66% Traditional ROI: 3.6%
8208 CAMBRIDGE COURT JESSUP, MD Dont miss this recently renovated, beautifully maintained, and move-in ready townhouse, id...	2 beds \| 2 baths \| 1,462 sq.ft.	$369,900	Airbnb cash on cash: 7.52% Traditional cash on cash: 4% Airbnb Rental Income: $4445 Traditional Rental Income: $2293 Airbnb ROI: 7.52% 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.	$387,500	Airbnb cash on cash: 4.02% Traditional cash on cash: 3.79% Airbnb Rental Income: $3119 Traditional Rental Income: $2324 Airbnb ROI: 4.02% Traditional ROI: 3.79%
8114 SHEFFIELD COURT JESSUP, MD Welcome to your brand-new home! This beautifully renovated property features: NEW ROOF,...	3 beds \| 2 baths \| 1,120 sq.ft.	$360,000	Airbnb cash on cash: 5.07% Traditional cash on cash: 4.2% Airbnb Rental Income: $3119 Traditional Rental Income: $2116 Airbnb ROI: 5.07% Traditional ROI: 4.2%
9321 SPRING WATER PATH JESSUP, MD Welcome to this Howard County Gem! This beautifully maintained and move-in-ready Colonial...	4 beds \| 4 baths \| 2,908 sq.ft.	$729,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.05% Airbnb Rental Income: $null Traditional Rental Income: $3699 Airbnb ROI: N/A Traditional ROI: 3.05%

Real Estate investment in Jessup, MD

There are 12 properties for sale in the city of Jessup . The median list price in Jessup is $465,000 and the average price per square foot is $258. In September 2025, the average monthly cash on cash return in Jessup is 4.00%. The average monthly rental income in Jessup is $2,846.

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

There are 12 investment properties available for sale in Jessup.

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

The ROI for Short-Term is higher than the Long-Term in Jessup with average rental income of $3,119.

Your search for investment property begins and ends here

Investment Property for Sale in Jessup, MD

10019 GUILFORD RD

JESSUP, MD

4 beds | 5 baths | N/A

$675,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.21%

Airbnb Rental Income: $null

Traditional Rental Income: $4922

Airbnb ROI: N/A

Traditional ROI: 6.21%

8349 WADES WAY

JESSUP, MD

3 beds | 4 baths | 2,004 sq.ft.

$465,000

Airbnb cash on cash: 3.07%

Traditional cash on cash: 4.44%

Airbnb Rental Income: $3119

Traditional Rental Income: $3009

Airbnb ROI: 3.07%

Traditional ROI: 4.44%

8045 GABRIELS COURT

JESSUP, MD

3 beds | 3 baths | 2,252 sq.ft.

$535,000

Airbnb cash on cash: 2.61%

Traditional cash on cash: 3.97%

Airbnb Rental Income: $3119

Traditional Rental Income: $3091

Airbnb ROI: 2.61%

Traditional ROI: 3.97%

8017 CIPHER ROW

JESSUP, MD

3 beds | 3 baths | 1,396 sq.ft.

$450,000

Airbnb cash on cash: 3.03%

Traditional cash on cash: 4.06%

Airbnb Rental Income: $3119

Traditional Rental Income: $2846

Airbnb ROI: 3.03%

Traditional ROI: 4.06%

8252 GLEN COURT

JESSUP, MD

3 beds | 2 baths | 2,062 sq.ft.

$530,000

Airbnb cash on cash: 2.45%

Traditional cash on cash: 2.85%

Airbnb Rental Income: $3119

Traditional Rental Income: $2610

Airbnb ROI: 2.45%

Traditional ROI: 2.85%

Lot 6 CEDAR AVENUE

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%

7370 CEDAR AVENUE

JESSUP, MD

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

$669,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.77%

Airbnb Rental Income: $null

Traditional Rental Income: $3127

Airbnb ROI: N/A

Traditional ROI: 2.77%

8800 BIRCHWOOD WAY

JESSUP, MD

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

$410,000

Airbnb cash on cash: 3.66%

Traditional cash on cash: 3.6%

Airbnb Rental Income: $3119

Traditional Rental Income: $2386

Airbnb ROI: 3.66%