Real Estate Investment Properties for Sale in Guilford, CT

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

Explore a variety of short-term homes & houses in Guilford, CT. Invest wisely with VRBO & Guilford, CT Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Guilford, CT

Search for Single Family Residential for Sale in Guilford, Connecticut. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 4 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
55 Harbor View Road Guilford, CT All offers , High/Best, due Thursday 1/8/2026 at 5 pm. A Fresh Start for 2026 \| Waterfront...	3 beds \| 3 baths \| 1,772 sq.ft.	$599,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 4.9% Airbnb Rental Income: $2506 Traditional Rental Income: $4394 Airbnb ROI: 0.44% Traditional ROI: 4.9%
154 Wilburs Lane North Branford, CT Welcome to 154 Wilbur Ln, a truly distinctive property that sets itself apart from the res...	5 beds \| 2 baths \| 3,629 sq.ft.	$665,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 3.65% Airbnb Rental Income: $3633 Traditional Rental Income: $4015 Airbnb ROI: 1.75% Traditional ROI: 3.65%
Other Investment Properties for Sale in Guilford
874 Nut Plains Road lot: 2 - Style A Guilford , CT Introducing an exquisite gem nestled just a couple miles from our charming Town Green - th...	3 beds \| 3 baths \| 2,568 sq.ft.	$889,900	Airbnb cash on cash: -0.95% Traditional cash on cash: 1.16% Airbnb Rental Income: $2506 Traditional Rental Income: $3648 Airbnb ROI: -0.95% Traditional ROI: 1.16%
Tamarack Lane lot: 23 Guilford , CT Last two homesites available in desirable Long Hill Estates. This is your chance to own NE...	3 beds \| 3 baths \| 2,075 sq.ft.	$689,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 2.17% Airbnb Rental Income: $2506 Traditional Rental Income: $3499 Airbnb ROI: -0.31% Traditional ROI: 2.17%
Tamarack Lane lot: 19 Guilford , CT Last two homesites in desirable Long Hill Estates. This is your chance to own new construc...	3 beds \| 3 baths \| 1,708 sq.ft.	$664,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 2.21% Airbnb Rental Income: $2506 Traditional Rental Income: $3395 Airbnb ROI: -0.21% Traditional ROI: 2.21%
448 Lake Drive Guilford , CT A Rare Opportunity on Lake Quonnipaug Experience waterfront living at its finest with this...	4 beds \| 4 baths \| 3,504 sq.ft.	$1,395,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 3.38% Airbnb Rental Income: $3191 Traditional Rental Income: $7047 Airbnb ROI: -0.15% Traditional ROI: 3.38%
214 Nortontown Road Guilford , CT Welcome to your private sanctuary in the historic town of Guilford. A timeless country est...	5 beds \| 5 baths \| 4,829 sq.ft.	$1,100,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 5.25% Airbnb Rental Income: $3633 Traditional Rental Income: $8354 Airbnb ROI: -0.14% Traditional ROI: 5.25%
52 Fair Street Guilford , CT Built in 1770, this gracious house has been a prominent presence on Fair Street since it w...	5 beds \| 3 baths \| 2,744 sq.ft.	$1,450,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 1.44% Airbnb Rental Income: $3633 Traditional Rental Income: $4774 Airbnb ROI: 0.01% Traditional ROI: 1.44%
75 Hart Road Guilford , CT Situated on over 2 acres of private, wooded, park-like grounds, this spacious Split Level ...	3 beds \| 3 baths \| 1,725 sq.ft.	$449,900	Airbnb cash on cash: 1.59% Traditional cash on cash: 5.09% Airbnb Rental Income: $2506 Traditional Rental Income: $3372 Airbnb ROI: 1.59% Traditional ROI: 5.09%
107 Burt Road Guilford , CT ***High and Best Due Sunday 21st at 12 noon. ++Private North Guilford Retreat! Discover th...	3 beds \| 3 baths \| 2,808 sq.ft.	$549,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 4.84% Airbnb Rental Income: $2506 Traditional Rental Income: $4030 Airbnb ROI: 0.68% Traditional ROI: 4.84%

Your search for investment property begins and ends here

Single Family Homes for Sale in Guilford, CT

55 Harbor View Road

Guilford, CT

3 beds | 3 baths | 1,772 sq.ft.

$599,000

Airbnb cash on cash: 0.44%

Traditional cash on cash: 4.9%

Airbnb Rental Income: $2506

Traditional Rental Income: $4394

Airbnb ROI: 0.44%

Traditional ROI: 4.9%

154 Wilburs Lane

North Branford, CT

5 beds | 2 baths | 3,629 sq.ft.

$665,000

Airbnb cash on cash: 1.75%

Traditional cash on cash: 3.65%

Airbnb Rental Income: $3633

Traditional Rental Income: $4015

Airbnb ROI: 1.75%

Traditional ROI: 3.65%

Other Investment Properties for Sale in Guilford

Guilford , CT

3 beds | 3 baths | 2,568 sq.ft.

$889,900

Airbnb cash on cash: -0.95%

Traditional cash on cash: 1.16%

Airbnb Rental Income: $2506

Traditional Rental Income: $3648

Airbnb ROI: -0.95%

Traditional ROI: 1.16%

Guilford , CT

3 beds | 3 baths | 2,075 sq.ft.

$689,000

Airbnb cash on cash: -0.31%

Traditional cash on cash: 2.17%

Airbnb Rental Income: $2506

Traditional Rental Income: $3499

Airbnb ROI: -0.31%

Traditional ROI: 2.17%

Guilford , CT

3 beds | 3 baths | 1,708 sq.ft.

$664,000

Airbnb cash on cash: -0.21%

Traditional cash on cash: 2.21%

Airbnb Rental Income: $2506

Traditional Rental Income: $3395

Airbnb ROI: -0.21%

Traditional ROI: 2.21%

Guilford , CT

4 beds | 4 baths | 3,504 sq.ft.

$1,395,000

Airbnb cash on cash: -0.15%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $3191

Traditional Rental Income: $7047

Airbnb ROI: -0.15%

Traditional ROI: 3.38%

Guilford , CT

5 beds | 5 baths | 4,829 sq.ft.

$1,100,000

Airbnb cash on cash: -0.14%

Traditional cash on cash: 5.25%

Airbnb Rental Income: $3633

Traditional Rental Income: $8354

Airbnb ROI: -0.14%

Traditional ROI: 5.25%

Guilford , CT

5 beds | 3 baths | 2,744 sq.ft.

$1,450,000

Airbnb cash on cash: 0.01%

Traditional cash on cash: 1.44%

Airbnb Rental Income: $3633

Traditional Rental Income: $4774

Airbnb ROI: 0.01%

Traditional ROI: 1.44%

Guilford , CT

3 beds | 3 baths | 1,725 sq.ft.

$449,900

Airbnb cash on cash: 1.59%