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 201 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 St #1 EDMONSTON Middletown, DE Edmonston -TO BE BUILT. Come tour our decorated model during business hours. This 4 bedroo...	4 beds \| 2 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%
204 Baldy Ln #COTTONWOOD Middletown, DE Welcome to the Cottonwood Model, TO BE BUILT, in the highly sought-after 55+ community of ...	3 beds \| 2 baths \| 2,477 sq.ft.	$614,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.62% Airbnb Rental Income: $null Traditional Rental Income: $2797 Airbnb ROI: N/A Traditional ROI: 2.62%
204 Baldy Ln #CHELSEA Middletown, DE Introducing the CHELSEA Model, to be built in the highly desirable 55+ community of Tradit...	3 beds \| 2 baths \| 2,296 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.61% Airbnb Rental Income: $null Traditional Rental Income: $2722 Airbnb ROI: N/A Traditional ROI: 2.61%
204 Baldy Ln #BELVILLE Middletown, DE Welcome to the Belville Model in the 55+community of Traditions at Whitehall. TO BE BUILT....	2 beds \| 2 baths \| 2,059 sq.ft.	$521,500	Airbnb cash on cash: N/A Traditional cash on cash: 2.94% Airbnb Rental Income: $null Traditional Rental Income: $2643 Airbnb ROI: N/A Traditional ROI: 2.94%
120 Burlina Blvd #BLOOMFIELD MODEL Middletown, DE Welcome to the popular Bloomfield Model in the 55+ community of Traditions at Whitehall. T...	2 beds \| 2 baths \| 2,053 sq.ft.	$527,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.9% Airbnb Rental Income: $null Traditional Rental Income: $2643 Airbnb ROI: N/A Traditional ROI: 2.9%
204 Baldy Ln #CAYOT Middletown, DE Welcome to the Cayot Model, in the desirable 55+ community of Traditions at Whitehall. Thi...	3 beds \| 2 baths \| 2,004 sq.ft.	$579,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.63% Airbnb Rental Income: $null Traditional Rental Income: $2687 Airbnb ROI: N/A Traditional ROI: 2.63%
204 Baldy Ln #BRISTOLE Middletown, DE The Bristol Model is a thoughtfully designed 3-bedroom home that is TO BE BUILT in the hig...	3 beds \| 2 baths \| 2,441 sq.ft.	$548,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.04% Airbnb Rental Income: $null Traditional Rental Income: $2793 Airbnb ROI: N/A Traditional ROI: 3.04%
129 Ayshire Dr #PLAZA 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.	$884,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.14% Airbnb Rental Income: $null Traditional Rental Income: $4468 Airbnb ROI: N/A Traditional ROI: 3.14%
129 Ayshire Dr #RITTENHOUSE Middletown, DE Welcome to Highlands at Back Creek- a small community of only 42 lots. Most lots back to o...	4 beds \| 2 baths \| 4,569 sq.ft.	$839,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.86% Airbnb Rental Income: $null Traditional Rental Income: $3294 Airbnb ROI: N/A Traditional ROI: 1.86%
129 Ayshire Dr #PHILADELPHIAN GRAND Middletown, DE Welcome to Highlands at Back Creek- a small community of only 42 lots. All homesites are a...	4 beds \| 3 baths \| 4,400 sq.ft.	$844,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.34% Airbnb Rental Income: $null Traditional Rental Income: $4468 Airbnb ROI: N/A Traditional ROI: 3.34%
505 Cherry Bark Rd Middletown, DE Welcome to the Eastwood Loft home design. This home is currently in the process of constru...	3 beds \| 3 baths \| 2,650 sq.ft.	$565,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.06% Airbnb Rental Income: $null Traditional Rental Income: $2803 Airbnb ROI: N/A Traditional ROI: 3.06%
129 Ayshire Dr #HANCOCK GRAND Middletown, DE Welcome to the Highlands at Back Creek- a small community of only 42 lots. Most lots back ...	4 beds \| 2 baths \| 3,260 sq.ft.	$758,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.24% Airbnb Rental Income: $null Traditional Rental Income: $3342 Airbnb ROI: N/A Traditional ROI: 2.24%
129 Ayshire Dr #BRANDYWINE GRAND Middletown, DE Welcome to Highlands at Back Creek, a small community of only 42 lots. Most lots back to o...	4 beds \| 2 baths \| 3,700 sq.ft.	$774,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.1% Airbnb Rental Income: $null Traditional Rental Income: $3294 Airbnb ROI: N/A Traditional ROI: 2.1%
798 Honey Locust Rd Middletown, DE This Dorchester Model is under construction and will be ready by early fall 2023! For a f...	3 beds \| 3 baths \| 1,875 sq.ft.	$610,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.17% Airbnb Rental Income: $null Traditional Rental Income: $2518 Airbnb ROI: N/A Traditional ROI: 2.17%
712 Wallasey Dr Middletown, DE EXTREME PRICE IMPROVEMENT! Motivated Sellers! Be the lucky one to OWN this previous MODEL ...	4 beds \| 4 baths \| 4,450 sq.ft.	$699,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.82% Airbnb Rental Income: $null Traditional Rental Income: $3984 Airbnb ROI: N/A Traditional ROI: 3.82%
734 Wood Duck Ct Middletown, DE Welcome to 734 Wood Duck Ct - A Stunning Blend of Comfort and Style in Middletown! Nestled...	4 beds \| 3 baths \| 3,025 sq.ft.	$655,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.47% Airbnb Rental Income: $null Traditional Rental Income: $3244 Airbnb ROI: N/A Traditional ROI: 3.47%
110 Shannon Blvd Middletown, DE Welcome to the beautiful four bedroom, four and a half bathroom two story Colonial Home on...	5 beds \| 4 baths \| 4,397 sq.ft.	$815,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.37% Airbnb Rental Income: $null Traditional Rental Income: $3863 Airbnb ROI: N/A Traditional ROI: 3.37%
467 Hyetts Corner Rd Middletown, DE Vintage charm with modern amenities. This home built in the 1800s is on just about 1 acre....	3 beds \| 2 baths \| 1,900 sq.ft.	$399,777	Airbnb cash on cash: N/A Traditional cash on cash: 5.6% Airbnb Rental Income: $null Traditional Rental Income: $2675 Airbnb ROI: N/A Traditional ROI: 5.6%
1343 Bohemia Mill Rd Middletown, DE Welcome to Candyland: Where Dreams Gallop Free! There hasn't been anything like this to hi...	4 beds \| 4 baths \| 4,650 sq.ft.	$5,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.16% Airbnb Rental Income: $null Traditional Rental Income: $6111 Airbnb ROI: N/A Traditional ROI: 0.16%
8 Redding Cir Middletown, DE If you've been searching for a move-in ready home that blends style, comfort, and convenie...	3 beds \| 2 baths \| 1,800 sq.ft.	$386,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.69% Airbnb Rental Income: $null Traditional Rental Income: $1696 Airbnb ROI: N/A Traditional ROI: 2.69%
325 Great Oak Dr Middletown, DE Classic R.C. Peoples-built 2 Story in rarely available Great Oak Farms. This home has fant...	4 beds \| 2 baths \| 2,150 sq.ft.	$455,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.18% Airbnb Rental Income: $null Traditional Rental Income: $3303 Airbnb ROI: N/A Traditional ROI: 6.18%
2481 N Dupont Pkwy Middletown, DE What an opportunity to purchase a single family home under $375,000 in Middletown Delaware...	4 beds \| 1 baths \| 1,400 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.09% Airbnb Rental Income: $null Traditional Rental Income: $2019 Airbnb ROI: N/A Traditional ROI: 4.09%
530 Wheelmen St #2 MIDDLETON ELITE Middletown, DE Middleton Elite -TO BE BUILT new construction. This 3 bedroom open innovative floor plan w...	3 beds \| 2 baths \| 2,052 sq.ft.	$540,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.82% Airbnb Rental Income: $null Traditional Rental Income: $3032 Airbnb ROI: N/A Traditional ROI: 3.82%
530 Wheelmen St #3 MIDDLETON RESERVE Middletown, DE Middleton Reserve -To be built new construction. Photos of similar home shown with optiona...	4 beds \| 2 baths \| 2,280 sq.ft.	$554,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.89% Airbnb Rental Income: $null Traditional Rental Income: $3172 Airbnb ROI: N/A Traditional ROI: 3.89%
530 Wheelmen St #4 ALTON Middletown, DE The Alton Model. TO BE BUILT. Cape Cod style home offering 2 bedrooms, 2 baths, open floor...	3 beds \| 3 baths \| 1,850 sq.ft.	$549,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.05% Airbnb Rental Income: $null Traditional Rental Income: $2715 Airbnb ROI: N/A Traditional ROI: 3.05%
530 Wheelmen St #5 CHADWICK Middletown, DE Benchmark Builders at The Town of Whitehall, Chadwick Floor Plan. TO BE BUILT. The hometow...	4 beds \| 2 baths \| 2,456 sq.ft.	$570,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.75% Airbnb Rental Income: $null Traditional Rental Income: $3172 Airbnb ROI: N/A Traditional ROI: 3.75%
530 Wheelmen St #6 CHARLESTON Middletown, DE CHARLESTON -TO BE BUILT. This 4 bedroom (OPTIONAL 1ST FLOOR 5TH BEDROOM) open floor plan w...	4 beds \| 2 baths \| 2,730 sq.ft.	$590,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.6% Airbnb Rental Income: $null Traditional Rental Income: $3172 Airbnb ROI: N/A Traditional ROI: 3.6%
530 Wheelmen St #7 SAVANNAH Middletown, DE Savannah -To be built. This floor plan feature 4 bedrooms, 2.5 baths, second floor laundry...	4 beds \| 2 baths \| 2,854 sq.ft.	$591,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.59% Airbnb Rental Income: $null Traditional Rental Income: $3172 Airbnb ROI: N/A Traditional ROI: 3.59%
530 Wheelmen St #8 WENTWORTH Middletown, DE Edmonston -TO BE BUILT. Come tour our decorated model during business hours. This 4 bedroo...	4 beds \| 2 baths \| 2,680 sq.ft.	$602,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.51% Airbnb Rental Income: $null Traditional Rental Income: $3172 Airbnb ROI: N/A Traditional ROI: 3.51%
400 Rederick Ln #1 GREENSPRING Middletown, DE TO BE BUILT-The Greenspring -This beautiful home features 4 bedrooms, 2.5 baths, 2 car gar...	4 beds \| 2 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: $3189 Airbnb ROI: N/A Traditional ROI: 3.87%
400 Rederick Ln #2 OXFORD Middletown, DE TO BE BUILT - The Oxford - Whether you're looking for a detached homes home large enough t...	4 beds \| 2 baths \| 2,357 sq.ft.	$576,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.8% Airbnb Rental Income: $null Traditional Rental Income: $2989 Airbnb ROI: N/A Traditional ROI: 3.8%
400 Rederick Ln #3 BENNETT Middletown, DE TO BE BUILT - The Bennett This beautiful 2 story home features 4 bedrooms, 2.5 baths, 2 ca...	4 beds \| 2 baths \| 3,000 sq.ft.	$618,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.81% Airbnb Rental Income: $null Traditional Rental Income: $3189 Airbnb ROI: N/A Traditional ROI: 3.81%
400 Rederick Ln #4 SASSAFRAS II Middletown, DE TO BE BUILT - The Sassafras II- This beautiful ranch home features 3 bedrooms, 2 full bath...	3 beds \| 2 baths \| 2,200 sq.ft.	$576,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.98% Airbnb Rental Income: $null Traditional Rental Income: $2583 Airbnb ROI: N/A Traditional ROI: 2.98%
400 Rederick Ln #5 EDEN II Middletown, DE TO BE BUILT-The Eden II is our largest four-bedroom model with a lot of versatility. It ca...	4 beds \| 2 baths \| 3,195 sq.ft.	$608,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.81% Airbnb Rental Income: $null Traditional Rental Income: $3314 Airbnb ROI: N/A Traditional ROI: 3.81%
1736 Lord Tennyson Pl Middletown, DE Coming Fall 2025 - This Gable Colonial floorplan offers 4 bedrooms and 2.5 baths with 2,47...	4 beds \| 2 baths \| 2,410 sq.ft.	$624,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.46% Airbnb Rental Income: $null Traditional Rental Income: $3074 Airbnb ROI: N/A Traditional ROI: 3.46%
5730 W Central Park Dr Middletown, DE Coming Fall 2025 - This Adams Craftsman floorplan has a total of 3,364 square feet, which ...	5 beds \| 3 baths \| 3,217 sq.ft.	$723,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.04% Airbnb Rental Income: $null Traditional Rental Income: $4604 Airbnb ROI: N/A Traditional ROI: 5.04%
50 Haggis Rd Middletown, DE Welcome to this beautiful 5 bedroom home located in the highly desirable Estates of St. An...	5 beds \| 2 baths \| 4,700 sq.ft.	$689,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.23% Airbnb Rental Income: $null Traditional Rental Income: $4529 Airbnb ROI: N/A Traditional ROI: 5.23%
448 Spring Hollow Dr Middletown, DE Welcome to 448 Spring Hollow Drive. This well-maintained freshy painted colonial home sits...	5 beds \| 5 baths \| 6,840 sq.ft.	$899,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.3% Airbnb Rental Income: $null Traditional Rental Income: $8573 Airbnb ROI: N/A Traditional ROI: 8.3%
810 Ashby Dr Middletown, DE 810 Ashby Drive is a resort-style luxury estate in Middletown's coveted Ashby's Place comm...	5 beds \| 4 baths \| 5,225 sq.ft.	$899,990	Airbnb cash on cash: N/A Traditional cash on cash: 8.21% Airbnb Rental Income: $null Traditional Rental Income: $8677 Airbnb ROI: N/A Traditional ROI: 8.21%

Your search for investment property begins and ends here

Single Family Homes for Sale in Middletown, DE

530 Wheelmen St #1 EDMONSTON

Middletown, DE

4 beds | 2 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%

204 Baldy Ln #COTTONWOOD

Middletown, DE

3 beds | 2 baths | 2,477 sq.ft.

$614,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.62%

Airbnb Rental Income: $null

Traditional Rental Income: $2797

Airbnb ROI: N/A

Traditional ROI: 2.62%

204 Baldy Ln #CHELSEA

Middletown, DE

3 beds | 2 baths | 2,296 sq.ft.

$599,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.61%

Airbnb Rental Income: $null

Traditional Rental Income: $2722

Airbnb ROI: N/A

Traditional ROI: 2.61%

204 Baldy Ln #BELVILLE

Middletown, DE

2 beds | 2 baths | 2,059 sq.ft.

$521,500

Airbnb cash on cash: N/A

Traditional cash on cash: 2.94%

Airbnb Rental Income: $null

Traditional Rental Income: $2643

Airbnb ROI: N/A

Traditional ROI: 2.94%

120 Burlina Blvd #BLOOMFIELD MODEL

Middletown, DE

2 beds | 2 baths | 2,053 sq.ft.

$527,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.9%

Airbnb Rental Income: $null

Traditional Rental Income: $2643

Airbnb ROI: N/A

Traditional ROI: 2.9%

204 Baldy Ln #CAYOT

Middletown, DE

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

$579,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.63%

Airbnb Rental Income: $null

Traditional Rental Income: $2687

Airbnb ROI: N/A

Traditional ROI: 2.63%

204 Baldy Ln #BRISTOLE

Middletown, DE

3 beds | 2 baths | 2,441 sq.ft.

$548,500

Airbnb cash on cash: N/A

Traditional cash on cash: 3.04%

Airbnb Rental Income: $null

Traditional Rental Income: $2793

Airbnb ROI: N/A

Traditional ROI: 3.04%

129 Ayshire Dr #PLAZA

Middletown, DE

4 beds | 3 baths | 4,569 sq.ft.

$884,990

Airbnb cash on cash: N/A

Traditional cash on cash: 3.14%

Airbnb Rental Income: $null

Traditional Rental Income: $4468

Airbnb ROI: N/A