Real Estate Investment Properties for Sale in Middlefield, CT

Looking for investment property in Middlefield, CT with high ROI ?

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
358 POMEROY AVE Middlefield, CT Invest with success and buy through Auction.com. This bank-owned investment property is a ...	5 beds \| 2 baths \| 3,158 sq.ft.	$290,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.85% Airbnb Rental Income: $null Traditional Rental Income: $3435 Airbnb ROI: N/A Traditional ROI: 7.85%
119 Way Road Middlefield, CT To be built! Gorgeous 3 bedroom, 2 1/2 bath dream home to be built at 119 Way Rd in Middle...	3 beds \| 3 baths \| 2,129 sq.ft.	$649,900	Airbnb cash on cash: 0.33% Traditional cash on cash: 2.66% Airbnb Rental Income: $2854 Traditional Rental Income: $3601 Airbnb ROI: 0.33% Traditional ROI: 2.66%
Investment Properties for Sale in Other Cities of Connecticut
14 Saddle Hill Road Newington , CT Feel the warmth and elegance as you step into this fully remodeled split-level house that...	4 beds \| 3 baths \| 1,850 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.12% Airbnb Rental Income: $null Traditional Rental Income: $3944 Airbnb ROI: N/A Traditional ROI: 7.12%
77 Hollenbeck Road Cornwall , CT Welcome to this charming home located in a quiet surrounding area with a set back driveway...	3 beds \| 3 baths \| 2,268 sq.ft.	$499,000	Airbnb cash on cash: 5.68% Traditional cash on cash: 6.17% Airbnb Rental Income: $4554 Traditional Rental Income: $3837 Airbnb ROI: 5.68% Traditional ROI: 6.17%
153 THOMPSON HILL RD Portland , CT Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2 baths \| 1,704 sq.ft.	$451,000	Airbnb cash on cash: 2.77% Traditional cash on cash: 3.54% Airbnb Rental Income: $2908 Traditional Rental Income: $2560 Airbnb ROI: 2.77% Traditional ROI: 3.54%
66 Wilson Avenue Trumbull , CT Tiny House! The new trend in homes is right here and is a great alternative to condo livin...	2 beds \| 2 baths \| 648 sq.ft.	$339,900	Airbnb cash on cash: 1.57% Traditional cash on cash: 4.15% Airbnb Rental Income: $2133 Traditional Rental Income: $2414 Airbnb ROI: 1.57% Traditional ROI: 4.15%
469 Saunders Avenue Bridgeport , CT Discover the perfect blend of comfort and style at 469 Saunders Ave in Bridgeport, CT! Thi...	4 beds \| 3 baths \| 2,004 sq.ft.	$485,000	Airbnb cash on cash: 5.27% Traditional cash on cash: 5.46% Airbnb Rental Income: $4795 Traditional Rental Income: $3894 Airbnb ROI: 5.27% Traditional ROI: 5.46%
57 Old Towne Road #57 Cheshire , CT Welcome to this charming 2-bedroom, 2 1/2-bath townhouse in the highly desirable Old Towne...	2 beds \| 3 baths \| 1,303 sq.ft.	$359,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.92% Airbnb Rental Income: $null Traditional Rental Income: $2676 Airbnb ROI: N/A Traditional ROI: 3.92%
185 Greystone Road Plymouth , CT Welcome to 185 Greystone Rd, a beautifully updated home that blends comfort, style, and pr...	3 beds \| 2 baths \| 1,768 sq.ft.	$424,900	Airbnb cash on cash: 6.6% Traditional cash on cash: 5.33% Airbnb Rental Income: $4620 Traditional Rental Income: $3156 Airbnb ROI: 6.6% Traditional ROI: 5.33%
1645 Old Town Road Bridgeport , CT This is a great investment opportunity or the perfect chance to make this home your own! C...	3 beds \| 2 baths \| 1,416 sq.ft.	$385,000	Airbnb cash on cash: 3.67% Traditional cash on cash: 6.24% Airbnb Rental Income: $3080 Traditional Rental Income: $3306 Airbnb ROI: 3.67% Traditional ROI: 6.24%
638 Paddock Avenue Meriden , CT Modern Charm Meets Timeless Comfort - Expanded Cape in a Prime Location! Discover a home ...	3 beds \| 2 baths \| 1,673 sq.ft.	$319,900	Airbnb cash on cash: 7.09% Traditional cash on cash: 7.78% Airbnb Rental Income: $3682 Traditional Rental Income: $3088 Airbnb ROI: 7.09% Traditional ROI: 7.78%
24 Maddox Avenue Milford , CT Bring your kayaks and beach chairs to live the lifestyle you have been dreaming of in your...	3 beds \| 4 baths \| 2,207 sq.ft.	$899,900	Airbnb cash on cash: 1.93% Traditional cash on cash: 2.5% Airbnb Rental Income: $5424 Traditional Rental Income: $4809 Airbnb ROI: 1.93% Traditional ROI: 2.5%
243 Sunshine Circle Bridgeport , CT COME SEE!! This beautiful starter 4 Bedroom 1.5 bath home, located on the north end of Bri...	4 beds \| 2 baths \| 1,920 sq.ft.	$385,000	Airbnb cash on cash: 7.67% Traditional cash on cash: 6.37% Airbnb Rental Income: $4795 Traditional Rental Income: $3339 Airbnb ROI: 7.67% Traditional ROI: 6.37%
121 Shagbark Drive #121 Derby , CT Welcome to this pristine 2-bedroom, 2-bath half-townhouse, formal living & dining room. An...	2 beds \| 3 baths \| 1,400 sq.ft.	$279,000	Airbnb cash on cash: 2.96% Traditional cash on cash: 6% Airbnb Rental Income: $2501 Traditional Rental Income: $2694 Airbnb ROI: 2.96% Traditional ROI: 6%
25 Adams Avenue #413 Stamford , CT Rare opportunity to own a penthouse unit in the amazing Mill River House. Quiet fourth flo...	2 beds \| 2 baths \| 1,477 sq.ft.	$550,000	Airbnb cash on cash: 2.5% Traditional cash on cash: 3.25% Airbnb Rental Income: $3895 Traditional Rental Income: $3439 Airbnb ROI: 2.5% Traditional ROI: 3.25%
10 David Street Waterford , CT Take a 3D Tour 24/7 or Enjoy a Video Walkthrough 24/7! Come explore 10 David St, Waterford...	3 beds \| 1 baths \| 1,202 sq.ft.	$315,000	Airbnb cash on cash: 5.52% Traditional cash on cash: 5.22% Airbnb Rental Income: $2993 Traditional Rental Income: $2217 Airbnb ROI: 5.52% Traditional ROI: 5.22%
35 Weekeepeemee Road Woodbury , CT Sweet 1836 Italianate style home, located in the historic Hotchkissville section of Woodbu...	3 beds \| 2 baths \| 1,959 sq.ft.	$399,000	Airbnb cash on cash: 2.58% Traditional cash on cash: 5.99% Airbnb Rental Income: $2603 Traditional Rental Income: $3256 Airbnb ROI: 2.58% Traditional ROI: 5.99%

Real Estate investment in Middlefield, CT

There are 2 properties for sale in the city of Middlefield . The median list price in Middlefield is $469,950 and the average price per square foot is $178. In December 2024, the average monthly cash on cash return in Middlefield is 5.00%. The average monthly rental income in Middlefield is $3,518.

Middlefield, CT Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 2 investment properties available for sale in Middlefield.

In 2024, the best neighborhood to buy investment property is Middlefield.

The ROI for Short-Term is higher than the Long-Term in Middlefield with average rental income of $2,854.

Your search for investment property begins and ends here

Investment Property for Sale in Middlefield, CT

358 POMEROY AVE

Middlefield, CT

5 beds | 2 baths | 3,158 sq.ft.

$290,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.85%

Airbnb Rental Income: $null

Traditional Rental Income: $3435

Airbnb ROI: N/A

Traditional ROI: 7.85%

119 Way Road

Middlefield, CT

3 beds | 3 baths | 2,129 sq.ft.

$649,900

Airbnb cash on cash: 0.33%

Traditional cash on cash: 2.66%

Airbnb Rental Income: $2854

Traditional Rental Income: $3601

Airbnb ROI: 0.33%

Traditional ROI: 2.66%

Investment Properties for Sale in Other Cities of Connecticut

Newington , CT

4 beds | 3 baths | 1,850 sq.ft.

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.12%

Airbnb Rental Income: $null

Traditional Rental Income: $3944

Airbnb ROI: N/A

Traditional ROI: 7.12%

Cornwall , CT

3 beds | 3 baths | 2,268 sq.ft.

$499,000

Airbnb cash on cash: 5.68%

Traditional cash on cash: 6.17%

Airbnb Rental Income: $4554

Traditional Rental Income: $3837

Airbnb ROI: 5.68%

Traditional ROI: 6.17%

Portland , CT

3 beds | 2 baths | 1,704 sq.ft.

$451,000

Airbnb cash on cash: 2.77%

Traditional cash on cash: 3.54%

Airbnb Rental Income: $2908

Traditional Rental Income: $2560

Airbnb ROI: 2.77%

Traditional ROI: 3.54%

Trumbull , CT

2 beds | 2 baths | 648 sq.ft.

$339,900

Airbnb cash on cash: 1.57%

Traditional cash on cash: 4.15%

Airbnb Rental Income: $2133

Traditional Rental Income: $2414

Airbnb ROI: 1.57%

Traditional ROI: 4.15%

Bridgeport , CT

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

$485,000

Airbnb cash on cash: 5.27%

Traditional cash on cash: 5.46%

Airbnb Rental Income: $4795

Traditional Rental Income: $3894

Airbnb ROI: 5.27%

Traditional ROI: 5.46%

Cheshire , CT

2 beds | 3 baths | 1,303 sq.ft.

$359,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.92%

Airbnb Rental Income: $null

Traditional Rental Income: $2676

Airbnb ROI: N/A

Traditional ROI: 3.92%

Plymouth , CT

3 beds | 2 baths | 1,768 sq.ft.

$424,900

Airbnb cash on cash: 6.6%