Real Estate Investment Properties for Sale in Middletown, NJ

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
3 Baskenridge Drive Middletown, NJ Beautiful waterfront property in the heart of Middletown. This 4 bedroom, 3 full bath colo...	4 beds \| 3 baths \| 2,874 sq.ft.	$1,195,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 1.5% Airbnb Rental Income: $3551 Traditional Rental Income: $4292 Airbnb ROI: 0.13% Traditional ROI: 1.5%
263 Linden Avenue Middletown, NJ A fantastic opportunity for a first-time homebuyer, investor, or anyone looking to renovat...	2 beds \| 1 baths \| 704 sq.ft.	$274,900	Airbnb cash on cash: -0.16% Traditional cash on cash: 4.45% Airbnb Rental Income: $1194 Traditional Rental Income: $2002 Airbnb ROI: -0.16% Traditional ROI: 4.45%
7 Heather Lane Middletown, NJ A beautiful place to call home! Sitting in a friendly quiet neighborhood with a park at th...	4 beds \| 2 baths \| 1,640 sq.ft.	$799,900	Airbnb cash on cash: 0.95% Traditional cash on cash: 2.21% Airbnb Rental Income: $3290 Traditional Rental Income: $3494 Airbnb ROI: 0.95% Traditional ROI: 2.21%
131 Wilson Avenue Middletown, NJ HIGHEST AND BEST MONDAY AT 1:00 Stunning Shore Colonial featuring 4 bedrooms, 2.5 baths, a...	4 beds \| 3 baths \| 2,362 sq.ft.	$749,900	Airbnb cash on cash: 1.05% Traditional cash on cash: 3.13% Airbnb Rental Income: $3290 Traditional Rental Income: $4003 Airbnb ROI: 1.05% Traditional ROI: 3.13%
100 Main Street Middletown, NJ Welcome to this architecturally distinctive 2-bedroom, 2-bath home offering modern upgrade...	2 beds \| 2 baths \| 1,054 sq.ft.	$599,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 2.81% Airbnb Rental Income: $1189 Traditional Rental Income: $2876 Airbnb ROI: -0.89% Traditional ROI: 2.81%
2 Borden Road Middletown, NJ sought-after Oak Hill section of Middletown, where this beautifully maintained 2,258 sq. f...	3 beds \| 2 baths \| 2,258 sq.ft.	$979,900	Airbnb cash on cash: -1.82% Traditional cash on cash: 0.9% Airbnb Rental Income: $1105 Traditional Rental Income: $3220 Airbnb ROI: -1.82% Traditional ROI: 0.9%
3 Monmouth Avenue Middletown, NJ Just Reduced Now Asking Under 400k to purchase a Renovated colonial style home close to go...	3 beds \| 2 baths \| 1,215 sq.ft.	$399,000	Airbnb cash on cash: 1.25% Traditional cash on cash: 4.9% Airbnb Rental Income: $2031 Traditional Rental Income: $2868 Airbnb ROI: 1.25% Traditional ROI: 4.9%
8 Church Street Middletown, NJ * Price Adjustment! This character filled Colonial, dating back to the 1880s, is rich ...	3 beds \| 2 baths \| 1,793 sq.ft.	$570,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 3.22% Airbnb Rental Income: $1992 Traditional Rental Income: $3094 Airbnb ROI: 0.17% Traditional ROI: 3.22%
37 Sunset Place Middletown, NJ Welcome to this charming 3-bedroom, 2-full-bath Cape-style home perfectly situated near fa...	3 beds \| 2 baths \| 1,487 sq.ft.	$614,900	Airbnb cash on cash: 0.12% Traditional cash on cash: 2.83% Airbnb Rental Income: $2031 Traditional Rental Income: $3060 Airbnb ROI: 0.12% Traditional ROI: 2.83%
40 8th Street Middletown, NJ Welcome home to this well maintained 4-bedroom, 1.5-bathroom home with plenty of space for...	4 beds \| 2 baths \| 1,960 sq.ft.	$649,900	Airbnb cash on cash: 2.04% Traditional cash on cash: 3.06% Airbnb Rental Income: $3551 Traditional Rental Income: $3390 Airbnb ROI: 2.04% Traditional ROI: 3.06%
25 Crane Court Middletown, NJ This lovingly maintained 4 bedroom, 2 1/2 bath Oak Hill home sits impressively on a beauti...	4 beds \| 3 baths \| 2,132 sq.ft.	$1,248,000	Airbnb cash on cash: 0.58% Traditional cash on cash: 1.19% Airbnb Rental Income: $4180 Traditional Rental Income: $4002 Airbnb ROI: 0.58% Traditional ROI: 1.19%
21 Karyn Terrace E Middletown, NJ Welcome to 21 Karyn Terrace East, ideally situated towards the end of a quiet cul-de-sac i...	4 beds \| 2 baths \| 1,902 sq.ft.	$749,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 2.43% Airbnb Rental Income: $3290 Traditional Rental Income: $3535 Airbnb ROI: 1.02% Traditional ROI: 2.43%
198 Borden Road Middletown, NJ Welcome to one of Oak Hill's most exceptional residences, where luxury, style, and versati...	4 beds \| 5 baths \| 2,925 sq.ft.	$1,499,900	Airbnb cash on cash: 0.16% Traditional cash on cash: 1.69% Airbnb Rental Income: $4180 Traditional Rental Income: $5423 Airbnb ROI: 0.16% Traditional ROI: 1.69%
24 Village Lane Middletown, NJ Welcome home to this beautifully refreshed and meticulously maintained ranch in sought-aft...	3 beds \| 2 baths \| 1,850 sq.ft.	$769,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 2.24% Airbnb Rental Income: $2111 Traditional Rental Income: $3276 Airbnb ROI: -0.14% Traditional ROI: 2.24%
11 Highview Circle Middletown, NJ Cancel your plans and schedule your private tour now, before this one is gone! This 4 bedr...	4 beds \| 2 baths \| 1,860 sq.ft.	$789,000	Airbnb cash on cash: 1.41% Traditional cash on cash: 2.28% Airbnb Rental Income: $3551 Traditional Rental Income: $3414 Airbnb ROI: 1.41% Traditional ROI: 2.28%
95 Ocean Avenue Middletown, NJ Charming 3 BR, 1 BA home located in desirable North Middletown. This property offers comfo...	3 beds \| 1 baths \| 1,098 sq.ft.	$365,000	Airbnb cash on cash: 1.72% Traditional cash on cash: 5.39% Airbnb Rental Income: $2031 Traditional Rental Income: $2762 Airbnb ROI: 1.72% Traditional ROI: 5.39%
95 Seabreeze Ave Middletown, NJ Coastal Living With A NYC Skyline Backdrop! Newly raised and built from the ground up, thi...	5 beds \| 4 baths \| N/A	$1,300,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 0.48% Airbnb Rental Income: $3072 Traditional Rental Income: $2315 Airbnb ROI: 0.53% Traditional ROI: 0.48%
27 Linder Court Middletown, NJ Welcome to this stunning like-new Tatum model townhome in the desirable Middletown Walk co...	3 beds \| 3 baths \| 2,812 sq.ft.	$945,000	Airbnb cash on cash: -1.32% Traditional cash on cash: 1.53% Airbnb Rental Income: $2111 Traditional Rental Income: $4077 Airbnb ROI: -1.32% Traditional ROI: 1.53%
710 Hopping Road Middletown, NJ Set on just under an acre in one of Middletown's most desirable locations, this beautifull...	5 beds \| 4 baths \| 4,928 sq.ft.	$1,249,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 1.77% Airbnb Rental Income: $3072 Traditional Rental Income: $5074 Airbnb ROI: -0.56% Traditional ROI: 1.77%
37 Bray Avenue Middletown, NJ Step into this charming beach bungalow, beautifully renovated just 2 years ago. This invit...	3 beds \| 1 baths \| 934 sq.ft.	$409,888	Airbnb cash on cash: 1.35% Traditional cash on cash: 3.14% Airbnb Rental Income: $2031 Traditional Rental Income: $2193 Airbnb ROI: 1.35% Traditional ROI: 3.14%
69 Dalby Place Middletown, NJ This move in ready newly renovated 3-bedroom, 1-bath home is nestled on a quiet dead-end s...	3 beds \| 1 baths \| 1,224 sq.ft.	$460,000	Airbnb cash on cash: 0.82% Traditional cash on cash: 4.11% Airbnb Rental Income: $2031 Traditional Rental Income: $2921 Airbnb ROI: 0.82% Traditional ROI: 4.11%
19 Acker Drive Middletown, NJ All offers due 5pm on Wed 5/20. 19 Acker Drive is a thoughtfully reimagined yet well-maint...	4 beds \| 3 baths \| 2,196 sq.ft.	$919,900	Airbnb cash on cash: 0.91% Traditional cash on cash: 2.96% Airbnb Rental Income: $3290 Traditional Rental Income: $4314 Airbnb ROI: 0.91% Traditional ROI: 2.96%
90 Monmouth Avenue Middletown, NJ Welcome to Middleton, NJ. Local attractions include Deep Cut Gardens, Ideal Beach, and fos...	3 beds \| 3 baths \| 2,034 sq.ft.	$549,100	Airbnb cash on cash: 0.25% Traditional cash on cash: 4.14% Airbnb Rental Income: $2031 Traditional Rental Income: $3502 Airbnb ROI: 0.25% Traditional ROI: 4.14%
10 Waller Drive Middletown, NJ Your dream home is waiting! The community is situated just minutes away from shopping, din...	3 beds \| 3 baths \| 2,800 sq.ft.	$970,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 3.13% Airbnb Rental Income: $1992 Traditional Rental Income: $4418 Airbnb ROI: -0.14% Traditional ROI: 3.13%
2 Pomo Court Middletown, NJ Mother/daughter, 4,500 (+/-) sf, five bedroom, four and a half baths, quiet cul-de-sac, on...	5 beds \| 5 baths \| 4,524 sq.ft.	$1,350,000	Airbnb cash on cash: -0.58% Traditional cash on cash: -0.01% Airbnb Rental Income: $3072 Traditional Rental Income: $3089 Airbnb ROI: -0.58% Traditional ROI: -0.01%
289 Port Monmouth Road Middletown, NJ Remarks and pictures to follow.	4 beds \| 4 baths \| 1,750 sq.ft.	$650,000	Airbnb cash on cash: 2.07% Traditional cash on cash: 2.73% Airbnb Rental Income: $3290 Traditional Rental Income: $2949 Airbnb ROI: 2.07% Traditional ROI: 2.73%
942 Navesink River Road Middletown, NJ Waterfront Oasis....This pristine custom shore colonial is set on 3.85 lush acres with lov...	5 beds \| 6 baths \| 6,880 sq.ft.	$4,699,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.14% Airbnb Rental Income: $null Traditional Rental Income: $8305 Airbnb ROI: N/A Traditional ROI: 0.14%
795 Harmony Road Middletown, NJ Looking for a multi-generational home or mother-daughter? Endless possibilities in this ju...	4 beds \| 4 baths \| 3,884 sq.ft.	$789,900	Airbnb cash on cash: 0.69% Traditional cash on cash: 1.94% Airbnb Rental Income: $3290 Traditional Rental Income: $3477 Airbnb ROI: 0.69% Traditional ROI: 1.94%
92 Ocean Avenue Middletown, NJ Charming home with 1.5 stories offers tons of potential and room to grow! This 3 bedroom, ...	3 beds \| 2 baths \| 1,648 sq.ft.	$524,999	Airbnb cash on cash: -0.59% Traditional cash on cash: 2.38% Airbnb Rental Income: $2031 Traditional Rental Income: $2964 Airbnb ROI: -0.59% Traditional ROI: 2.38%
17 Crestview Drive Middletown, NJ Welcome to this custom 3-bedroom, 1-bath ranch in the sought-after Fairview neighborhood. ...	3 beds \| 1 baths \| 1,228 sq.ft.	$635,000	Airbnb cash on cash: -0.16% Traditional cash on cash: 1.87% Airbnb Rental Income: $1941 Traditional Rental Income: $2633 Airbnb ROI: -0.16% Traditional ROI: 1.87%
56 Augustus Drive Middletown, NJ NEW CONSTRUCTION! Your dream home is waiting! The community is situated just minutes away ...	3 beds \| 3 baths \| 3,075 sq.ft.	$958,000	Airbnb cash on cash: -2.48% Traditional cash on cash: -0.02% Airbnb Rental Income: $1992 Traditional Rental Income: $3667 Airbnb ROI: -2.48% Traditional ROI: -0.02%
38 Navesink Avenue Middletown, NJ Imagine walking to Ideal Beach for evening sunsets over the bay, biking to the local eleme...	4 beds \| 3 baths \| N/A	$649,999	Airbnb cash on cash: 0.58% Traditional cash on cash: 2.91% Airbnb Rental Income: $3290 Traditional Rental Income: $3966 Airbnb ROI: 0.58% Traditional ROI: 2.91%
6 Linder Court #189 Middletown, NJ Set in a high demand community offering a resort style pool, fitness center, clubhouse, te...	3 beds \| 3 baths \| 2,836 sq.ft.	$899,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 1.83% Airbnb Rental Income: $1992 Traditional Rental Income: $3733 Airbnb ROI: -0.87% Traditional ROI: 1.83%
304 Buckingham Circle Middletown, NJ Welcome to sought after Cambridge Manor. Well maintained 1st Floor Condo is move-in ready ...	1 beds \| 1 baths \| 1,086 sq.ft.	$369,900	Airbnb cash on cash: -0.02% Traditional cash on cash: 3.46% Airbnb Rental Income: $1426 Traditional Rental Income: $2208 Airbnb ROI: -0.02% Traditional ROI: 3.46%
33 Fish Hawk Drive Middletown, NJ Nestled in one of Middletown's most sought-after neighborhoods, this bright and sunny ranc...	4 beds \| 2 baths \| 1,930 sq.ft.	$725,000	Airbnb cash on cash: 2.16% Traditional cash on cash: 2.4% Airbnb Rental Income: $4180 Traditional Rental Income: $3456 Airbnb ROI: 2.16% Traditional ROI: 2.4%
190 Hudson Avenue Middletown, NJ Welcome to this well maintained, move in ready single family home ideally located just min...	2 beds \| 1 baths \| 780 sq.ft.	$350,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 3.56% Airbnb Rental Income: $1194 Traditional Rental Income: $2178 Airbnb ROI: -0.61% Traditional ROI: 3.56%
76 Swimming River Road Middletown, NJ Versatile Luxury Living with the Feel of Two Homes in One! This unique home offers flexibl...	5 beds \| 6 baths \| 4,840 sq.ft.	$1,399,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.05% Airbnb Rental Income: $null Traditional Rental Income: $7337 Airbnb ROI: N/A Traditional ROI: 3.05%
167 Crestview Drive Middletown, NJ Unlock the door to endless possibilities with this spacious 5-bedroom, 2-bathroom split-le...	5 beds \| 2 baths \| 1,892 sq.ft.	$550,000	Airbnb cash on cash: 2.09% Traditional cash on cash: 4.1% Airbnb Rental Income: $3246 Traditional Rental Income: $3550 Airbnb ROI: 2.09% Traditional ROI: 4.1%
31 Bayberry Lane Middletown, NJ Discover the perfect blend of comfort and entertainment potential in this charming 4-bedro...	4 beds \| 3 baths \| 2,114 sq.ft.	$699,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 3.5% Airbnb Rental Income: $3290 Traditional Rental Income: $4048 Airbnb ROI: 1.2% Traditional ROI: 3.5%

Real Estate investment in Middletown, NJ

There are 87 properties for sale in the city of Middletown . The median list price in Middletown is $499,950 and the average price per square foot is $264. In July 2026, the average monthly cash on cash return in Middletown is 2.00%. The average monthly rental income in Middletown is $3,624.

Middletown, NJ Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 87 investment properties available for sale in Middletown.

In 2026, the best neighborhood to buy investment property is North Middletown.

The ROI for Short-Term is higher than the Long-Term in Middletown with average rental income of $2,111.

Your search for investment property begins and ends here

Investment Property for Sale in Middletown, NJ

3 Baskenridge Drive

Middletown, NJ

4 beds | 3 baths | 2,874 sq.ft.

$1,195,000

Airbnb cash on cash: 0.13%

Traditional cash on cash: 1.5%

Airbnb Rental Income: $3551

Traditional Rental Income: $4292

Airbnb ROI: 0.13%

Traditional ROI: 1.5%

263 Linden Avenue

Middletown, NJ

2 beds | 1 baths | 704 sq.ft.

$274,900

Airbnb cash on cash: -0.16%

Traditional cash on cash: 4.45%

Airbnb Rental Income: $1194

Traditional Rental Income: $2002

Airbnb ROI: -0.16%

Traditional ROI: 4.45%

7 Heather Lane

Middletown, NJ

4 beds | 2 baths | 1,640 sq.ft.

$799,900

Airbnb cash on cash: 0.95%

Traditional cash on cash: 2.21%

Airbnb Rental Income: $3290

Traditional Rental Income: $3494

Airbnb ROI: 0.95%

Traditional ROI: 2.21%

131 Wilson Avenue

Middletown, NJ

4 beds | 3 baths | 2,362 sq.ft.

$749,900

Airbnb cash on cash: 1.05%

Traditional cash on cash: 3.13%

Airbnb Rental Income: $3290

Traditional Rental Income: $4003

Airbnb ROI: 1.05%

Traditional ROI: 3.13%

100 Main Street

Middletown, NJ

2 beds | 2 baths | 1,054 sq.ft.

$599,000

Airbnb cash on cash: -0.89%

Traditional cash on cash: 2.81%

Airbnb Rental Income: $1189

Traditional Rental Income: $2876

Airbnb ROI: -0.89%

Traditional ROI: 2.81%

2 Borden Road

Middletown, NJ

3 beds | 2 baths | 2,258 sq.ft.

$979,900

Airbnb cash on cash: -1.82%

Traditional cash on cash: 0.9%

Airbnb Rental Income: $1105

Traditional Rental Income: $3220

Airbnb ROI: -1.82%

Traditional ROI: 0.9%

3 Monmouth Avenue

Middletown, NJ

3 beds | 2 baths | 1,215 sq.ft.

$399,000

Airbnb cash on cash: 1.25%

Traditional cash on cash: 4.9%

Airbnb Rental Income: $2031

Traditional Rental Income: $2868

Airbnb ROI: 1.25%

Traditional ROI: 4.9%

8 Church Street

Middletown, NJ

3 beds | 2 baths | 1,793 sq.ft.

$570,000

Airbnb cash on cash: 0.17%

Traditional cash on cash: 3.22%

Airbnb Rental Income: $1992

Traditional Rental Income: $3094

Airbnb ROI: 0.17%