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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
30 Jewel Lane New Fairfield, CT Tucked away at the end of a quiet cul-de-sac in one of New Fairfield's westside neighborho...	4 beds \| 3 baths \| 2,770 sq.ft.	$939,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 2.96% Airbnb Rental Income: $2946 Traditional Rental Income: $4437 Airbnb ROI: 0.47% Traditional ROI: 2.96%
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: -0.41% Traditional cash on cash: 4.53% Airbnb Rental Income: $2946 Traditional Rental Income: $6220 Airbnb ROI: -0.41% Traditional ROI: 4.53%
35 Candle Hill Road New Fairfield, CT Nestled in the heart of the highly sought-after Candlewood Hill community, this enchanting...	1 beds \| 1 baths \| 528 sq.ft.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.7% Airbnb Rental Income: $null Traditional Rental Income: $1905 Airbnb ROI: N/A Traditional ROI: 3.7%
7 Hampton Road New Fairfield, CT Wonderful Ball pond Ranch in nead of Updating and a little tlc, situated on a quiet street...	2 beds \| 1 baths \| 976 sq.ft.	$243,000	Airbnb cash on cash: 5.74% Traditional cash on cash: 4.24% Airbnb Rental Income: $2776 Traditional Rental Income: $1779 Airbnb ROI: 5.74% Traditional ROI: 4.24%
11 Knollcrest Road New Fairfield, CT Charming Ranch Home in the Beautiful Lake Community on Candlewood Lake in New Fairfield, C...	1 beds \| 1 baths \| 1,116 sq.ft.	$495,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.82% Airbnb Rental Income: $null Traditional Rental Income: $1919 Airbnb ROI: N/A Traditional ROI: 0.82%
1 Pinecrest Lane New Fairfield, CT Welcome to your future dream home - This to be built and full costumizable stunning 3,204 ...	4 beds \| 4 baths \| 3,204 sq.ft.	$1,199,900	Airbnb cash on cash: -1.18% Traditional cash on cash: 1.25% Airbnb Rental Income: $2946 Traditional Rental Income: $4979 Airbnb ROI: -1.18% Traditional ROI: 1.25%
37 Dick Finn Road New Fairfield, CT Welcome to 37 Dick Finn Road - A Move-In Ready Ranch on 1.11 acres! This beautifully maint...	4 beds \| 3 baths \| 1,728 sq.ft.	$529,900	Airbnb cash on cash: 1.27% Traditional cash on cash: 3.69% Airbnb Rental Income: $2946 Traditional Rental Income: $3466 Airbnb ROI: 1.27% Traditional ROI: 3.69%
64 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.	$984,500	Airbnb cash on cash: -0.76% Traditional cash on cash: 1.65% Airbnb Rental Income: $2946 Traditional Rental Income: $4471 Airbnb ROI: -0.76% Traditional ROI: 1.65%
68 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.	$984,500	Airbnb cash on cash: -0.76% Traditional cash on cash: 1.65% Airbnb Rental Income: $2946 Traditional Rental Income: $4471 Airbnb ROI: -0.76% Traditional ROI: 1.65%
59 Barnum Road New Fairfield, CT Move right into this totally renovated light and bright home in Charcoal Ridge area of sou...	3 beds \| 2 baths \| 2,040 sq.ft.	$599,000	Airbnb cash on cash: -1.27% Traditional cash on cash: 2.61% Airbnb Rental Income: $1585 Traditional Rental Income: $3300 Airbnb ROI: -1.27% Traditional ROI: 2.61%
15 Misty Brook Lane New Fairfield, CT This spectacular custom built Contemporary Ranch style home is located in the Sail Harbour...	4 beds \| 4 baths \| 5,173 sq.ft.	$1,295,000	Airbnb cash on cash: -1.54% Traditional cash on cash: 1.86% Airbnb Rental Income: $2946 Traditional Rental Income: $6355 Airbnb ROI: -1.54% Traditional ROI: 1.86%
1 Joe-Ls Drive New Fairfield, CT Beautifully maintained Ranch-style home with great curb appeal is located on a quiet cul-d...	4 beds \| 3 baths \| 2,916 sq.ft.	$669,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 3.79% Airbnb Rental Income: $2946 Traditional Rental Income: $4410 Airbnb ROI: 0.36% Traditional ROI: 3.79%
3 Alexandra Drive New Fairfield, CT Stunning Renovated Colonial Retreat with Heated Pool & Cabana! Welcome to 3 Alexandra Driv...	3 beds \| 3 baths \| 2,704 sq.ft.	$925,000	Airbnb cash on cash: -1.92% Traditional cash on cash: 1.1% Airbnb Rental Income: $1585 Traditional Rental Income: $3730 Airbnb ROI: -1.92% Traditional ROI: 1.1%
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%
70 Possum Drive New Fairfield, CT Set on a level, corner lot, this home offers the perfect blend of location, layout, and po...	3 beds \| 2 baths \| 2,000 sq.ft.	$399,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 5.44% Airbnb Rental Income: $1585 Traditional Rental Income: $3294 Airbnb ROI: -0.34% Traditional ROI: 5.44%
128 Ball Pond Road New Fairfield, CT Completely Renovated Waterfront Home on Ball Pond - 3BR, 2BA \| New Fairfield. Experience t...	3 beds \| 2 baths \| 2,298 sq.ft.	$799,000	Airbnb cash on cash: -1.73% Traditional cash on cash: 1.63% Airbnb Rental Income: $1585 Traditional Rental Income: $3631 Airbnb ROI: -1.73% Traditional ROI: 1.63%

Real Estate investment in New-fairfield, CT

There are 20 properties for sale in the city of New Fairfield . The median list price in New Fairfield is $829,250 and the average price per square foot is $324. In December 2025, the average monthly cash on cash return in New Fairfield is 3.00%. The average monthly rental income in New Fairfield is $4,070.

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

There are 20 investment properties available for sale in New-fairfield.

In 2025, 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 $4,070.

Your search for investment property begins and ends here

Investment Property for Sale in New Fairfield, CT

30 Jewel Lane

New Fairfield, CT

4 beds | 3 baths | 2,770 sq.ft.

$939,000

Airbnb cash on cash: 0.47%

Traditional cash on cash: 2.96%

Airbnb Rental Income: $2946

Traditional Rental Income: $4437

Airbnb ROI: 0.47%

Traditional ROI: 2.96%

6 Pinewood Drive

New Fairfield, CT

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

$859,500

Airbnb cash on cash: -0.41%

Traditional cash on cash: 4.53%

Airbnb Rental Income: $2946

Traditional Rental Income: $6220

Airbnb ROI: -0.41%

Traditional ROI: 4.53%

35 Candle Hill Road

New Fairfield, CT

1 beds | 1 baths | 528 sq.ft.

$275,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.7%

Airbnb Rental Income: $null

Traditional Rental Income: $1905

Airbnb ROI: N/A

Traditional ROI: 3.7%

7 Hampton Road

New Fairfield, CT

2 beds | 1 baths | 976 sq.ft.

$243,000

Airbnb cash on cash: 5.74%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $2776

Traditional Rental Income: $1779

Airbnb ROI: 5.74%

Traditional ROI: 4.24%

11 Knollcrest Road

New Fairfield, CT

1 beds | 1 baths | 1,116 sq.ft.

$495,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.82%

Airbnb Rental Income: $null

Traditional Rental Income: $1919

Airbnb ROI: N/A

Traditional ROI: 0.82%

1 Pinecrest Lane

New Fairfield, CT

4 beds | 4 baths | 3,204 sq.ft.

$1,199,900

Airbnb cash on cash: -1.18%

Traditional cash on cash: 1.25%

Airbnb Rental Income: $2946

Traditional Rental Income: $4979

Airbnb ROI: -1.18%

Traditional ROI: 1.25%

37 Dick Finn Road

New Fairfield, CT

4 beds | 3 baths | 1,728 sq.ft.

$529,900

Airbnb cash on cash: 1.27%

Traditional cash on cash: 3.69%

Airbnb Rental Income: $2946

Traditional Rental Income: $3466

Airbnb ROI: 1.27%

Traditional ROI: 3.69%

64 State Route 37 Route

New Fairfield, CT

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

$984,500

Airbnb cash on cash: -0.76%

Traditional cash on cash: 1.65%

Airbnb Rental Income: $2946

Traditional Rental Income: $4471

Airbnb ROI: -0.76%