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: 1.35% Traditional cash on cash: 2.96% Airbnb Rental Income: $3862 Traditional Rental Income: $4437 Airbnb ROI: 1.35% 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.	$899,950	Airbnb cash on cash: 0.38% Traditional cash on cash: 4.18% Airbnb Rental Income: $3862 Traditional Rental Income: $6220 Airbnb ROI: 0.38% Traditional ROI: 4.18%
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.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.46% Airbnb Rental Income: $null Traditional Rental Income: $1905 Airbnb ROI: N/A Traditional ROI: 3.46%
8 Pinewood Drive New Fairfield, CT Welcome to 8 Pinewood Drive. This newly construction modern Farmhouse is striking in desig...	4 beds \| 4 baths \| 3,400 sq.ft.	$1,350,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 1.89% Airbnb Rental Income: $3862 Traditional Rental Income: $6393 Airbnb ROI: -0.79% Traditional ROI: 1.89%
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%
19 Candle Hill Road New Fairfield, CT CASH ONLY .... This is a tear down ... DO NOT ENTER THE BUILDING IT IS UNSAFE. Buyers to c...	1 beds \| 2 baths \| 690 sq.ft.	$135,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.69% Airbnb Rental Income: $null Traditional Rental Income: $2009 Airbnb ROI: N/A Traditional ROI: 11.69%
23 Muller Street New Fairfield, CT HIGHEST & BEST OFFERS DUE TUESDAY, 8/26 BY NOON! Finally - the home you've been waiting fo...	3 beds \| 2 baths \| 1,636 sq.ft.	$519,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 2.98% Airbnb Rental Income: $2828 Traditional Rental Income: $3056 Airbnb ROI: 1.15% Traditional ROI: 2.98%
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: -0.5% Traditional cash on cash: 1.25% Airbnb Rental Income: $3862 Traditional Rental Income: $4979 Airbnb ROI: -0.5% Traditional ROI: 1.25%
8 Walnut Ridge Road New Fairfield, CT This stunning property blends elegance, comfort, & outdoor enjoyment. Impressive curb appe...	4 beds \| 4 baths \| 3,895 sq.ft.	$875,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 4.59% Airbnb Rental Income: $3862 Traditional Rental Income: $6383 Airbnb ROI: 0.48% Traditional ROI: 4.59%
17 North Beach Drive New Fairfield, CT Welcome to Candlewood Knoll, a beloved gated lake community where generations have built l...	2 beds \| 1 baths \| 870 sq.ft.	$450,000	Airbnb cash on cash: 3.34% Traditional cash on cash: 1.13% Airbnb Rental Income: $3605 Traditional Rental Income: $1882 Airbnb ROI: 3.34% Traditional ROI: 1.13%
142 Lake Drive South New Fairfield, CT Exceptional Candlewood Isle waterfront home with panoramic lake views. Discover unparallel...	4 beds \| 4 baths \| 2,712 sq.ft.	$3,150,000	Airbnb cash on cash: -2.27% Traditional cash on cash: -1.15% Airbnb Rental Income: $3862 Traditional Rental Income: $6313 Airbnb ROI: -2.27% Traditional ROI: -1.15%
89 Woodcreek Road New Fairfield, CT One-of-a-Kind Lakefront Retreat on Candlewood Lake - 14+ Acres of Pure Privacy & Panoramic...	3 beds \| 2 baths \| 1,747 sq.ft.	$1,395,000	Airbnb cash on cash: -1.53% Traditional cash on cash: -0.64% Airbnb Rental Income: $2828 Traditional Rental Income: $3323 Airbnb ROI: -1.53% Traditional ROI: -0.64%
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: 2.81% Traditional cash on cash: 3.69% Airbnb Rental Income: $3862 Traditional Rental Income: $3466 Airbnb ROI: 2.81% 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: 0.08% Traditional cash on cash: 1.65% Airbnb Rental Income: $3862 Traditional Rental Income: $4471 Airbnb ROI: 0.08% 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: 0.08% Traditional cash on cash: 1.65% Airbnb Rental Income: $3862 Traditional Rental Income: $4471 Airbnb ROI: 0.08% 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.	$619,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 2.43% Airbnb Rental Income: $2828 Traditional Rental Income: $3300 Airbnb ROI: 0.47% Traditional ROI: 2.43%
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: -0.91% Traditional cash on cash: 1.86% Airbnb Rental Income: $3862 Traditional Rental Income: $6355 Airbnb ROI: -0.91% Traditional ROI: 1.86%
1 Joe-L's 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.	$689,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 3.59% Airbnb Rental Income: $3862 Traditional Rental Income: $4410 Airbnb ROI: 1.44% Traditional ROI: 3.59%

Real Estate investment in New-fairfield, CT

There are 24 properties for sale in the city of New Fairfield . The median list price in New Fairfield is $875,000 and the average price per square foot is $376. In October 2025, the average monthly cash on cash return in New Fairfield is 2.00%. The average monthly rental income in New Fairfield is $4,015.

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

There are 24 investment properties available for sale in New-fairfield.

In 2025, the best neighborhood to buy investment property is New Fairfield.

The ROI for Short-Term is higher than the Long-Term in New-fairfield with average rental income of $3,862.

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: 1.35%

Traditional cash on cash: 2.96%

Airbnb Rental Income: $3862

Traditional Rental Income: $4437

Airbnb ROI: 1.35%

Traditional ROI: 2.96%

6 Pinewood Drive

New Fairfield, CT

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

$899,950

Airbnb cash on cash: 0.38%

Traditional cash on cash: 4.18%

Airbnb Rental Income: $3862

Traditional Rental Income: $6220

Airbnb ROI: 0.38%

Traditional ROI: 4.18%

35 Candle Hill Road

New Fairfield, CT

1 beds | 1 baths | 528 sq.ft.

$285,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.46%

Airbnb Rental Income: $null

Traditional Rental Income: $1905

Airbnb ROI: N/A

Traditional ROI: 3.46%

8 Pinewood Drive

New Fairfield, CT

4 beds | 4 baths | 3,400 sq.ft.

$1,350,000

Airbnb cash on cash: -0.79%

Traditional cash on cash: 1.89%

Airbnb Rental Income: $3862

Traditional Rental Income: $6393

Airbnb ROI: -0.79%

Traditional ROI: 1.89%

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%

19 Candle Hill Road

New Fairfield, CT

1 beds | 2 baths | 690 sq.ft.

$135,000

Airbnb cash on cash: N/A

Traditional cash on cash: 11.69%

Airbnb Rental Income: $null

Traditional Rental Income: $2009

Airbnb ROI: N/A

Traditional ROI: 11.69%

23 Muller Street

New Fairfield, CT

3 beds | 2 baths | 1,636 sq.ft.

$519,000

Airbnb cash on cash: 1.15%

Traditional cash on cash: 2.98%

Airbnb Rental Income: $2828

Traditional Rental Income: $3056

Airbnb ROI: 1.15%

Traditional ROI: 2.98%

1 Pinecrest Lane

New Fairfield, CT

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

$1,199,900

Airbnb cash on cash: -0.5%

Traditional cash on cash: 1.25%

Airbnb Rental Income: $3862

Traditional Rental Income: $4979

Airbnb ROI: -0.5%