Real Estate Investment Properties for Sale in New Fairfield, CT

Looking for investment property in New Fairfield, CT with high ROI ?

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
70 State Route 37 New Fairfield, CT Welcome to this stunning new construction Colonial-style home, perfectly blending modern c...	4 beds \| 3 baths \| 2,940 sq.ft.	$989,500	Airbnb cash on cash: 1.08% Traditional cash on cash: 3.65% Airbnb Rental Income: $2946 Traditional Rental Income: $4635 Airbnb ROI: 1.08% Traditional ROI: 3.65%
6 Pinewood Drive New Fairfield, CT This beautifully remodeled 4-bedroom, 2 full and 2 half-bath Colonial offers 3,474 sq. ft....	4 beds \| 4 baths \| 3,858 sq.ft.	$859,500	Airbnb cash on cash: 0.15% Traditional cash on cash: 5.09% Airbnb Rental Income: $2946 Traditional Rental Income: $6220 Airbnb ROI: 0.15% Traditional ROI: 5.09%
66 State Route 37 New Fairfield, CT Welcome to this stunning new construction Colonial-style home, perfectly blending modern c...	4 beds \| 3 baths \| 2,940 sq.ft.	$989,500	Airbnb cash on cash: 1.08% Traditional cash on cash: 3.45% Airbnb Rental Income: $2946 Traditional Rental Income: $4448 Airbnb ROI: 1.08% Traditional ROI: 3.45%
70 State Route 37 Route New Fairfield, CT Welcome to this stunning new construction Colonial-style home, perfectly blending modern c...	4 beds \| 3 baths \| 2,940 sq.ft.	$989,500	Airbnb cash on cash: -0.77% Traditional cash on cash: 1.63% Airbnb Rental Income: $2946 Traditional Rental Income: $4479 Airbnb ROI: -0.77% Traditional ROI: 1.63%
64 State Route 37 New Fairfield, CT Welcome to this stunning new construction Colonial-style home, perfectly blending modern c...	4 beds \| 3 baths \| 2,940 sq.ft.	$984,500	Airbnb cash on cash: 1.09% Traditional cash on cash: 3.5% Airbnb Rental Income: $2946 Traditional Rental Income: $4471 Airbnb ROI: 1.09% Traditional ROI: 3.5%
68 State Route 37 New Fairfield, CT Welcome to this stunning new construction Colonial-style home, perfectly blending modern c...	4 beds \| 3 baths \| 2,940 sq.ft.	$984,500	Airbnb cash on cash: 1.09% Traditional cash on cash: 3.5% Airbnb Rental Income: $2946 Traditional Rental Income: $4471 Airbnb ROI: 1.09% Traditional ROI: 3.5%
6a Rock Ridge Court New Fairfield, CT Perched high above Candlewood Lake, this extraordinary custom-built residence was crafted ...	5 beds \| 6 baths \| 4,962 sq.ft.	$1,795,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 3.6% Airbnb Rental Income: $3030 Traditional Rental Income: $9705 Airbnb ROI: -0.82% Traditional ROI: 3.6%

Real Estate investment in New-fairfield, CT

There are 8 properties for sale in the city of New Fairfield . The median list price in New Fairfield is $987,000 and the average price per square foot is $301. In January 2026, the average monthly cash on cash return in New Fairfield is 3.00%. The average monthly rental income in New Fairfield is $4,475.

New-fairfield, CT Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 8 investment properties available for sale in New-fairfield.

In 2026, the best neighborhood to buy investment property is New Fairfield.

The ROI for Long-Term is higher than the Short-Term in New-fairfield with average rental income of $4,475.

Your search for investment property begins and ends here

Investment Property for Sale in New Fairfield, CT

70 State Route 37

New Fairfield, CT

4 beds | 3 baths | 2,940 sq.ft.

$989,500

Airbnb cash on cash: 1.08%

Traditional cash on cash: 3.65%

Airbnb Rental Income: $2946

Traditional Rental Income: $4635

Airbnb ROI: 1.08%

Traditional ROI: 3.65%

6 Pinewood Drive

New Fairfield, CT

4 beds | 4 baths | 3,858 sq.ft.

$859,500

Airbnb cash on cash: 0.15%

Traditional cash on cash: 5.09%

Airbnb Rental Income: $2946

Traditional Rental Income: $6220

Airbnb ROI: 0.15%

Traditional ROI: 5.09%

66 State Route 37

New Fairfield, CT

4 beds | 3 baths | 2,940 sq.ft.

$989,500

Airbnb cash on cash: 1.08%

Traditional cash on cash: 3.45%

Airbnb Rental Income: $2946

Traditional Rental Income: $4448

Airbnb ROI: 1.08%

Traditional ROI: 3.45%

70 State Route 37 Route

New Fairfield, CT

4 beds | 3 baths | 2,940 sq.ft.

$989,500

Airbnb cash on cash: -0.77%

Traditional cash on cash: 1.63%

Airbnb Rental Income: $2946

Traditional Rental Income: $4479

Airbnb ROI: -0.77%

Traditional ROI: 1.63%

64 State Route 37

New Fairfield, CT

4 beds | 3 baths | 2,940 sq.ft.

$984,500

Airbnb cash on cash: 1.09%

Traditional cash on cash: 3.5%

Airbnb Rental Income: $2946

Traditional Rental Income: $4471

Airbnb ROI: 1.09%

Traditional ROI: 3.5%

68 State Route 37

New Fairfield, CT

4 beds | 3 baths | 2,940 sq.ft.

$984,500

Airbnb cash on cash: 1.09%

Traditional cash on cash: 3.5%

Airbnb Rental Income: $2946

Traditional Rental Income: $4471

Airbnb ROI: 1.09%

Traditional ROI: 3.5%

6a Rock Ridge Court

New Fairfield, CT

5 beds | 6 baths | 4,962 sq.ft.

$1,795,000

Airbnb cash on cash: -0.82%

Traditional cash on cash: 3.6%

Airbnb Rental Income: $3030

Traditional Rental Income: $9705

Airbnb ROI: -0.82%

Traditional ROI: 3.6%

Real Estate investment in New-fairfield, CT

New-fairfield, CT Real Estate Investing: FAQs for Buyers, Sellers and Investors

How many investment properties are available for sale in New-fairfield?

Which neighborhoods in New-fairfield to invest in 2026?

Long-Term vs. Short-Term Rentals in New-fairfield, Connecticut: Which will earn the best returns?

Use analytics to find lucrative traditional or Airbnb properties in a matter of minutes.

No more spreadsheets, no more searching.