Real Estate Investment Properties for Sale in Middletown, DE

Looking for investment property in Middletown, DE with high ROI ?

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

Single Family Homes for Sale in Middletown, DE

Search for Single Family Residential for Sale in Middletown, Delaware. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 98 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
530 WHEELMEN STREET #6 WENTWORTH Middletown, DE Wentworth - To be built. Welcome to your new hometown! At Whitehall, the hometown is final...	4 beds \| 4 baths \| 2,695 sq.ft.	$602,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.19% Airbnb Rental Income: $null Traditional Rental Income: $3962 Airbnb ROI: N/A Traditional ROI: 5.19%
530 WHEELMEN STREET #1 EDMONSTON Middletown, DE Edmonston - TO BE BUILT. This 4 bedroom open floor plan welcomes homeowners and visitors a...	4 beds \| 3 baths \| 2,716 sq.ft.	$591,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.99% Airbnb Rental Income: $null Traditional Rental Income: $3234 Airbnb ROI: N/A Traditional ROI: 3.99%
126 GREEN FOREST DRIVE #1 ARMSTRONG Middletown, DE NOW SELLING THE LAST LOTS at Rothwell Estates from Benchmark Builders. The ARMSTRONG (to b...	3 beds \| 2 baths \| 2,225 sq.ft.	$638,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.9% Airbnb Rental Income: $null Traditional Rental Income: $2814 Airbnb ROI: N/A Traditional ROI: 2.9%
126 GREEN FOREST DRIVE #2 CLAYTON Middletown, DE NOW SELLING THE LAST LOTS at Rothwell Estates from Benchmark Builders. Clayton - To be bui...	4 beds \| 3 baths \| 2,586 sq.ft.	$638,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.59% Airbnb Rental Income: $null Traditional Rental Income: $3177 Airbnb ROI: N/A Traditional ROI: 3.59%
126 GREEN FOREST DRIVE #4 HOUSTON Middletown, DE NOW SELLING THE LAST LOTS at Rothwell Estates from Benchmark Builders. The Houston is our...	4 beds \| 3 baths \| 3,368 sq.ft.	$685,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.44% Airbnb Rental Income: $null Traditional Rental Income: $3330 Airbnb ROI: N/A Traditional ROI: 3.44%
126 GREEN FOREST DRIVE #6 COCHRAN Middletown, DE NOW SELLING THE LAST LOTS at Rothwell Estates from Benchmark Builders. COCHRAN (to be buil...	4 beds \| 3 baths \| 3,700 sq.ft.	$740,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.11% Airbnb Rental Income: $null Traditional Rental Income: $3330 Airbnb ROI: N/A Traditional ROI: 3.11%
126 GREEN FOREST DRIVE #3 JAMISON Middletown, DE Jamison - To be built. Optional In-Law Suite Available. Rothwell Estates is endowed with a...	4 beds \| 3 baths \| 3,105 sq.ft.	$669,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.56% Airbnb Rental Income: $null Traditional Rental Income: $3338 Airbnb ROI: N/A Traditional ROI: 3.56%
530 WHEELMEN STREET #4 MIDDLETON ELITE Middletown, DE Middleton Elite - TO BE BUILT. This 3 bedroom open innovative floor plan welcomes homeowne...	3 beds \| 3 baths \| 2,052 sq.ft.	$540,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.7% Airbnb Rental Income: $null Traditional Rental Income: $2846 Airbnb ROI: N/A Traditional ROI: 3.7%
530 WHEELMEN STREET #5 ALTON Middletown, DE The Alton Model. TO BE BUILT. Cape Cod style home offering 2 bedrooms, 2 baths, open floo...	2 beds \| 2 baths \| 1,850 sq.ft.	$539,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.15% Airbnb Rental Income: $null Traditional Rental Income: $2573 Airbnb ROI: N/A Traditional ROI: 3.15%
400 REDERICK LANE #SASSAFRAS II Middletown, DE TO BE BUILT - The Sassafras II- This beautiful ranch home features 3 bedrooms, 2 full bath...	3 beds \| 2 baths \| 2,250 sq.ft.	$576,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.17% Airbnb Rental Income: $null Traditional Rental Income: $2880 Airbnb ROI: N/A Traditional ROI: 3.17%
400 REDERICK LANE #EDEN II Middletown, DE TO BE BUILT- The Eden II is our largest four-bedroom model with a lot of versatility. It c...	4 beds \| 3 baths \| 3,195 sq.ft.	$608,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.88% Airbnb Rental Income: $null Traditional Rental Income: $3408 Airbnb ROI: N/A Traditional ROI: 3.88%
400 REDERICK LANE #BENNETT Middletown, DE TO BE BUILT - The Bennett This beautiful 2 story home features 4 bedrooms, 2.5 baths, 2 ca...	4 beds \| 3 baths \| 3,110 sq.ft.	$618,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.83% Airbnb Rental Income: $null Traditional Rental Income: $3421 Airbnb ROI: N/A Traditional ROI: 3.83%
400 REDERICK LANE #OXFORD Middletown, DE TO BE BUILT - The Oxford - Whether you're looking for a detached homes home large enough t...	4 beds \| 4 baths \| 2,589 sq.ft.	$576,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.18% Airbnb Rental Income: $null Traditional Rental Income: $3965 Airbnb ROI: N/A Traditional ROI: 5.18%
400 REDERICK LANE #GREENSPRING Middletown, DE TO BE BUILT- The Greenspring - This beautiful home features 4 bedrooms, 2.5 baths, 2 car g...	4 beds \| 3 baths \| 3,021 sq.ft.	$613,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.87% Airbnb Rental Income: $null Traditional Rental Income: $3421 Airbnb ROI: N/A Traditional ROI: 3.87%
530 WHEELMEN STREET #2 CHADWICK Middletown, DE Benchmark Builders at The Town of Whitehall, Chadwick Floor Plan. TO BE BUILT. The hometo...	4 beds \| 3 baths \| 2,456 sq.ft.	$570,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.95% Airbnb Rental Income: $null Traditional Rental Income: $3116 Airbnb ROI: N/A Traditional ROI: 3.95%
126 GREEN FOREST DRIVE #5 GRANDVIEW Middletown, DE NOW SELLING THE LAST LOTS at Rothwell Estates from Benchmark Builders. The GRANDVIEW (to b...	3 beds \| 3 baths \| 2,822 sq.ft.	$694,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.04% Airbnb Rental Income: $null Traditional Rental Income: $3104 Airbnb ROI: N/A Traditional ROI: 3.04%
530 WHEELMEN STREET #7 MIDDLETON RESERVE Middletown, DE Middleton Reserve - To be built. Photos of similar home shown with optional front porch. ...	3 beds \| 3 baths \| 2,280 sq.ft.	$554,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.78% Airbnb Rental Income: $null Traditional Rental Income: $2956 Airbnb ROI: N/A Traditional ROI: 3.78%
322 MARLDALE DRIVE Middletown, DE COMING SOON! Welcome to Marldale Dr., heart of Middletown living in the popular Appoquinim...	4 beds \| 3 baths \| 2,100 sq.ft.	$454,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.59% Airbnb Rental Income: $null Traditional Rental Income: $3130 Airbnb ROI: N/A Traditional ROI: 5.59%
204 BALDY LANE #COTTONWOOD Middletown, DE Welcome to the Cottonwood Model in the 55+ community of Traditions at Whitehall. Enjoy you...	3 beds \| 2 baths \| 2,477 sq.ft.	$614,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.65% Airbnb Rental Income: $null Traditional Rental Income: $2797 Airbnb ROI: N/A Traditional ROI: 2.65%
204 BALDY LANE #CHELSEA Middletown, DE Welcome to the Chelsea Model in the 55+ community of Traditions at Whitehall. TO BE BUILT....	3 beds \| 2 baths \| 2,296 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.51% Airbnb Rental Income: $null Traditional Rental Income: $2722 Airbnb ROI: N/A Traditional ROI: 2.51%
204 BALDY LANE #BELVILLE Middletown, DE Welcome to the Belville Model in the 55+ community of Traditions at Whitehall. TO BE BUIL...	2 beds \| 2 baths \| 2,059 sq.ft.	$521,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.06% Airbnb Rental Income: $null Traditional Rental Income: $2643 Airbnb ROI: N/A Traditional ROI: 3.06%
120 BURLINA BLVD #BLOOMFIELD MODEL Middletown, DE MODEL HOME NOT FOR SALE - You can build this home on one of our available home sites. Welc...	2 beds \| 2 baths \| 2,053 sq.ft.	$527,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.02% Airbnb Rental Income: $null Traditional Rental Income: $2643 Airbnb ROI: N/A Traditional ROI: 3.02%
204 BALDY LANE #CAYOT Middletown, DE Welcome to the Cayot Model in the 55+ community of Traditions at Whitehall. TO BE BUILT. ...	3 beds \| 2 baths \| 2,004 sq.ft.	$579,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.67% Airbnb Rental Income: $null Traditional Rental Income: $2687 Airbnb ROI: N/A Traditional ROI: 2.67%
204 BALDY LANE #BRISTOLE Middletown, DE Welcome to the Bristole Model in the 55+ community of Traditions at Whitehall. TO BE BUILT...	3 beds \| 2 baths \| 2,441 sq.ft.	$548,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.21% Airbnb Rental Income: $null Traditional Rental Income: $2793 Airbnb ROI: N/A Traditional ROI: 3.21%
129 AYSHIRE DRIVE #PLAZA Middletown, DE Welcome to Highlands at Back Creek- a small community of only 42 lots. Most lots back to o...	4 beds \| 4 baths \| 4,569 sq.ft.	$859,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.54% Airbnb Rental Income: $null Traditional Rental Income: $4468 Airbnb ROI: N/A Traditional ROI: 3.54%
129 AYSHIRE DRIVE #CORONADO Middletown, DE Welcome to the Highlands at Back Creek- a small community of only 42 lots. Most lots back ...	4 beds \| 3 baths \| 3,503 sq.ft.	$774,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.47% Airbnb Rental Income: $null Traditional Rental Income: $3342 Airbnb ROI: N/A Traditional ROI: 2.47%
129 AYSHIRE DRIVE #SOMERSET FLOORPLAN Middletown, DE Welcome to Highlands at Back Creek- a small community of only 42 lots. Most lots back to o...	4 beds \| 3 baths \| 3,116 sq.ft.	$744,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.65% Airbnb Rental Income: $null Traditional Rental Income: $3367 Airbnb ROI: N/A Traditional ROI: 2.65%
129 AYSHIRE DRIVE #RITTENHOUSE Middletown, DE Welcome to Highlands at Back Creek- a small community of only 42 lots. Most lots back to o...	4 beds \| 3 baths \| 4,569 sq.ft.	$814,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.18% Airbnb Rental Income: $null Traditional Rental Income: $3294 Airbnb ROI: N/A Traditional ROI: 2.18%
612 DOVE NEST CT Middletown, DE Welcome to 612 Dove Nest Ct in Middletown Village. Enjoy one floor living in this beautifu...	3 beds \| 2 baths \| N/A	$405,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.44% Airbnb Rental Income: $null Traditional Rental Income: $2364 Airbnb ROI: N/A Traditional ROI: 4.44%
129 AYSHIRE DRIVE #LEXINGTON Middletown, DE 1st FLOOR OWNER'S SUITE!!!! Welcome to Highlands at Back Creek- a small community of only...	4 beds \| 3 baths \| 3,400 sq.ft.	$784,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.37% Airbnb Rental Income: $null Traditional Rental Income: $3342 Airbnb ROI: N/A Traditional ROI: 2.37%
9 TAMI TRL Middletown, DE OFFER DEADLINE: Monday, 11/11 at noon. Multiple offers in hand, need final and best, will...	3 beds \| 4 baths \| N/A	$380,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.02% Airbnb Rental Income: $null Traditional Rental Income: $3814 Airbnb ROI: N/A Traditional ROI: 8.02%
530 WHEELMEN STREET #3 SAVANNAH Middletown, DE NEW FLOOR PLAN. Introducing the Savannah - To be built. This floor plan feature 4 bedroom...	4 beds \| 3 baths \| 2,854 sq.ft.	$591,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.17% Airbnb Rental Income: $null Traditional Rental Income: $3304 Airbnb ROI: N/A Traditional ROI: 4.17%
518 NEW STREET Middletown, DE Welcome to this 4-bedroom, 2 full bathrooms, split-level home in Middletown, The lower le...	4 beds \| 2 baths \| 2,502 sq.ft.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.69% Airbnb Rental Income: $null Traditional Rental Income: $2890 Airbnb ROI: N/A Traditional ROI: 8.69%
129 AYSHIRE DRIVE #PHILADELPHIAN GRAND Middletown, DE Welcome to Highlands at Back Creek- a small community of only 42 lots. All home sites are ...	4 beds \| 4 baths \| 4,400 sq.ft.	$809,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.88% Airbnb Rental Income: $null Traditional Rental Income: $4468 Airbnb ROI: N/A Traditional ROI: 3.88%
530 WHEELMEN STREET #8 CABOT Middletown, DE Cabot- TO BE BUILT. Last larger estate lot is now available here at the Town of Whitehall....	4 beds \| 3 baths \| 2,778 sq.ft.	$644,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.67% Airbnb Rental Income: $null Traditional Rental Income: $3283 Airbnb ROI: N/A Traditional ROI: 3.67%
530 WHEELMEN STREET #9 FELTON Middletown, DE Felton- TO BE BUILT. Last larger estate lot is now available here at the Town of Whitehal...	4 beds \| 3 baths \| 3,099 sq.ft.	$669,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.51% Airbnb Rental Income: $null Traditional Rental Income: $3308 Airbnb ROI: N/A Traditional ROI: 3.51%
2022 CHEKHOV CROSSING Middletown, DE Welcome to 2022 Chekhov Xing in the Meadows at Village of Bayberry South. Motivated Selle...	4 beds \| 3 baths \| 4,236 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.77% Airbnb Rental Income: $null Traditional Rental Income: $3345 Airbnb ROI: N/A Traditional ROI: 2.77%
129 AYSHIRE DRIVE #HANCOCK GRAND Middletown, DE Welcome to the Highlands at Back Creek- a small community of only 42 lots. Most lots back ...	4 beds \| 3 baths \| 3,260 sq.ft.	$733,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.53% Airbnb Rental Income: $null Traditional Rental Income: $3342 Airbnb ROI: N/A Traditional ROI: 2.53%
129 AYSHIRE DRIVE #BRANDYWINE GRAND Middletown, DE Welcome to Highlands at Back Creek- a small community of only 42 lots. Most lots back to o...	4 beds \| 3 baths \| 3,700 sq.ft.	$749,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.39% Airbnb Rental Income: $null Traditional Rental Income: $3294 Airbnb ROI: N/A Traditional ROI: 2.39%
603 VIVALDI DRIVE Middletown, DE WOW! This stunning former model home in the Village of Bayberry 55+ community is the epito...	4 beds \| 3 baths \| 3,038 sq.ft.	$689,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.35% Airbnb Rental Income: $null Traditional Rental Income: $3439 Airbnb ROI: N/A Traditional ROI: 3.35%

Your search for investment property begins and ends here

Single Family Homes for Sale in Middletown, DE

530 WHEELMEN STREET #6 WENTWORTH

Middletown, DE

4 beds | 4 baths | 2,695 sq.ft.

$602,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.19%

Airbnb Rental Income: $null

Traditional Rental Income: $3962

Airbnb ROI: N/A

Traditional ROI: 5.19%

530 WHEELMEN STREET #1 EDMONSTON

Middletown, DE

4 beds | 3 baths | 2,716 sq.ft.

$591,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.99%

Airbnb Rental Income: $null

Traditional Rental Income: $3234

Airbnb ROI: N/A

Traditional ROI: 3.99%

126 GREEN FOREST DRIVE #1 ARMSTRONG

Middletown, DE

3 beds | 2 baths | 2,225 sq.ft.

$638,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.9%

Airbnb Rental Income: $null

Traditional Rental Income: $2814

Airbnb ROI: N/A

Traditional ROI: 2.9%

126 GREEN FOREST DRIVE #2 CLAYTON

Middletown, DE

4 beds | 3 baths | 2,586 sq.ft.

$638,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.59%

Airbnb Rental Income: $null

Traditional Rental Income: $3177

Airbnb ROI: N/A

Traditional ROI: 3.59%

126 GREEN FOREST DRIVE #4 HOUSTON

Middletown, DE

4 beds | 3 baths | 3,368 sq.ft.

$685,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.44%

Airbnb Rental Income: $null

Traditional Rental Income: $3330

Airbnb ROI: N/A

Traditional ROI: 3.44%

126 GREEN FOREST DRIVE #6 COCHRAN

Middletown, DE

4 beds | 3 baths | 3,700 sq.ft.

$740,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.11%

Airbnb Rental Income: $null

Traditional Rental Income: $3330

Airbnb ROI: N/A

Traditional ROI: 3.11%

126 GREEN FOREST DRIVE #3 JAMISON

Middletown, DE

4 beds | 3 baths | 3,105 sq.ft.

$669,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.56%

Airbnb Rental Income: $null

Traditional Rental Income: $3338

Airbnb ROI: N/A

Traditional ROI: 3.56%

530 WHEELMEN STREET #4 MIDDLETON ELITE

Middletown, DE

3 beds | 3 baths | 2,052 sq.ft.

$540,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.7%

Airbnb Rental Income: $null

Traditional Rental Income: $2846

Airbnb ROI: N/A