Airbnb Properties for Sale in Madison, CT

Looking for a vacation rental investment in Madison, CT with high ROI ?

Explore a range of newly added short-term rental homes in Madison, CT. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Madison, CT

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1659 Durham Road Madison, CT Your going to love this updated 3 bedroom, 2.1 bath Cape on nearly 2 acres. Huge deck prov...	3 beds \| 3 baths \| 2,177 sq.ft.	$549,000	Airbnb cash on cash: 6.03% Traditional cash on cash: 4.55% Airbnb Rental Income: $5422 Traditional Rental Income: $3573 Airbnb ROI: 6.03% Traditional ROI: 4.55%
16 Rockledge Drive Madison, CT Discover this beautiful home that blends modern elegance with a touch of Coastal Californi...	4 beds \| 3 baths \| 2,692 sq.ft.	$1,075,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 1.88% Airbnb Rental Income: $6179 Traditional Rental Income: $4242 Airbnb ROI: 2.6% Traditional ROI: 1.88%
348 Boston Post Road Madison, CT Actual Square Footage is 2,700 sf. Location is everything whether your preferred destinati...	3 beds \| 3 baths \| 2,100 sq.ft.	$1,695,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 0.83% Airbnb Rental Income: $5422 Traditional Rental Income: $3889 Airbnb ROI: 1.11% Traditional ROI: 0.83%
1055 Boston Post Road Madison, CT This home is an exceptional choice for those seeking a year-round home or a savvy investme...	3 beds \| 1 baths \| 1,454 sq.ft.	$419,000	Airbnb cash on cash: 8.49% Traditional cash on cash: 3.92% Airbnb Rental Income: $5422 Traditional Rental Income: $2535 Airbnb ROI: 8.49% Traditional ROI: 3.92%
119 SQUIRES ROAD Madison, CT Nestled in a serene neighborhood, this private Raised Ranch has been completely renovated....	4 beds \| 3 baths \| 1,624 sq.ft.	$550,000	Airbnb cash on cash: 6.35% Traditional cash on cash: 3.31% Airbnb Rental Income: $6179 Traditional Rental Income: $3400 Airbnb ROI: 6.35% Traditional ROI: 3.31%
33 Matteo Court Madison, CT Welcome to this newly constructed home at Pond Ridge Estates, the last built home of a sub...	4 beds \| 3 baths \| 3,998 sq.ft.	$949,900	Airbnb cash on cash: 2.38% Traditional cash on cash: 1.22% Airbnb Rental Income: $6179 Traditional Rental Income: $3941 Airbnb ROI: 2.38% Traditional ROI: 1.22%
35 Lovers Lane Madison, CT Welcome to 35 Lovers Lane! This magical property set in a private, natural setting, offers...	5 beds \| 4 baths \| 4,800 sq.ft.	$1,119,000	Airbnb cash on cash: 2.48% Traditional cash on cash: 1.52% Airbnb Rental Income: $7346 Traditional Rental Income: $4935 Airbnb ROI: 2.48% Traditional ROI: 1.52%
83 Scotland Avenue Madison, CT Rare opportunity to live in-town in this well-maintained, updated ranch. The property is a...	2 beds \| 1 baths \| 1,488 sq.ft.	$525,000	Airbnb cash on cash: 4.57% Traditional cash on cash: 1.88% Airbnb Rental Income: $4868 Traditional Rental Income: $2546 Airbnb ROI: 4.57% Traditional ROI: 1.88%
27 Copperstone Lane Madison, CT Nestled at the end of a peaceful cul-de-sac in Madison, this beautifully renovated 1.87-ac...	4 beds \| 4 baths \| 2,614 sq.ft.	$799,000	Airbnb cash on cash: 3.41% Traditional cash on cash: 2.94% Airbnb Rental Income: $6179 Traditional Rental Income: $4606 Airbnb ROI: 3.41% Traditional ROI: 2.94%
436 Opening Hill Road Madison, CT Nestled on a generous 2.3-acre lot, this charming antique farmhouse is a unique blend of h...	3 beds \| 2 baths \| 1,144 sq.ft.	$399,000	Airbnb cash on cash: 8.21% Traditional cash on cash: 3.11% Airbnb Rental Income: $5422 Traditional Rental Income: $2424 Airbnb ROI: 8.21% Traditional ROI: 3.11%
2270 Durham Road Madison, CT Welcome to this beautifully maintained raised ranch, perfectly nestled away from the road ...	3 beds \| 2 baths \| 1,916 sq.ft.	$439,000	Airbnb cash on cash: 7.19% Traditional cash on cash: 4.07% Airbnb Rental Income: $5422 Traditional Rental Income: $3049 Airbnb ROI: 7.19% Traditional ROI: 4.07%
22 Scenic Road Madison, CT Amazing 4 BR ranch with 2 incredible additions! Fall in love with the open floor plan the ...	4 beds \| 3 baths \| 2,628 sq.ft.	$524,900	Airbnb cash on cash: 6.8% Traditional cash on cash: 5.86% Airbnb Rental Income: $6179 Traditional Rental Income: $4500 Airbnb ROI: 6.8% Traditional ROI: 5.86%
17 Buck Hill Road Madison, CT Discover your dream home in this stunning and spacious 5-6 bedroom colonial nestled in a d...	5 beds \| 4 baths \| 5,069 sq.ft.	$949,900	Airbnb cash on cash: 3.48% Traditional cash on cash: 2.28% Airbnb Rental Income: $7346 Traditional Rental Income: $4872 Airbnb ROI: 3.48% Traditional ROI: 2.28%
7 Old Duck Hole Road Madison, CT Welcome to this expansive Dutch Colonial just minutes from Hammonasset State Park! The mai...	4 beds \| 3 baths \| 3,680 sq.ft.	$579,500	Airbnb cash on cash: 5.87% Traditional cash on cash: 4.31% Airbnb Rental Income: $6179 Traditional Rental Income: $4118 Airbnb ROI: 5.87% Traditional ROI: 4.31%
739 Opening Hill Road Madison, CT Don't miss out on this charming Country Cape nestled on nearly 2 acres of lush land abutti...	2 beds \| 3 baths \| 1,368 sq.ft.	$399,900	Airbnb cash on cash: 6.95% Traditional cash on cash: 4.54% Airbnb Rental Income: $4868 Traditional Rental Income: $2963 Airbnb ROI: 6.95% Traditional ROI: 4.54%
6 Apple Way Madison, CT Welcome to the pick of the crop at The Orchards, 6 Apple Way. This in-town stand alone hom...	3 beds \| 3 baths \| 1,932 sq.ft.	$575,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 2.87% Airbnb Rental Income: $5422 Traditional Rental Income: $3557 Airbnb ROI: 4.31% Traditional ROI: 2.87%
191 Concord Drive Madison, CT EMBRACE TIMELESS ELEGANCE IN THIS 4 BEDROOM / 2.5 BATH COLONIAL! Nestled on a lush 1.25-ac...	4 beds \| 3 baths \| 3,075 sq.ft.	$745,000	Airbnb cash on cash: 3.87% Traditional cash on cash: 2.62% Airbnb Rental Income: $6179 Traditional Rental Income: $4092 Airbnb ROI: 3.87% Traditional ROI: 2.62%
961 Boston Post Road Madison, CT "GREAT LOCATION" Close to Madison Center, Shopping, Beaches and Highways. Home has eat-in-...	4 beds \| 2 baths \| 1,245 sq.ft.	$559,900	Airbnb cash on cash: 6.18% Traditional cash on cash: 3.69% Airbnb Rental Income: $6179 Traditional Rental Income: $3658 Airbnb ROI: 6.18% Traditional ROI: 3.69%

Vacation Rentals in Madison

There are 18 vacation rental properties available for sale in the city of Madison . The median list price of Airbnb properties available for sale in Madison is $649,000 and the average price per square foot is $260. The cash on cash return on vacation rentals in Madison is 3.00%. The average monthly short term rental income in Madison is $5,422.

Madison, CT Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 18 Airbnb properties available for sale in Madison.

In 2024, the best neighborhood to buy short term rental property is Madison.

In November 2024, the average Airbnb occupancy rate in Madison is 50%.

Airbnb data on vacation rentals in Madison, CT is available at Mashvisor. You can access data such as listings, real-time pricing trends, Madison, CT market insights, guest information and booking details, seasonality trends and historical Madison, CT Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Madison, CT

1659 Durham Road

Madison, CT

3 beds | 3 baths | 2,177 sq.ft.

$549,000

Airbnb cash on cash: 6.03%

Traditional cash on cash: 4.55%

Airbnb Rental Income: $5422

Traditional Rental Income: $3573

Airbnb ROI: 6.03%

Traditional ROI: 4.55%

16 Rockledge Drive

Madison, CT

4 beds | 3 baths | 2,692 sq.ft.

$1,075,000

Airbnb cash on cash: 2.6%

Traditional cash on cash: 1.88%

Airbnb Rental Income: $6179

Traditional Rental Income: $4242

Airbnb ROI: 2.6%

Traditional ROI: 1.88%

348 Boston Post Road

Madison, CT

3 beds | 3 baths | 2,100 sq.ft.

$1,695,000

Airbnb cash on cash: 1.11%

Traditional cash on cash: 0.83%

Airbnb Rental Income: $5422

Traditional Rental Income: $3889

Airbnb ROI: 1.11%

Traditional ROI: 0.83%

1055 Boston Post Road

Madison, CT

3 beds | 1 baths | 1,454 sq.ft.

$419,000

Airbnb cash on cash: 8.49%

Traditional cash on cash: 3.92%

Airbnb Rental Income: $5422

Traditional Rental Income: $2535

Airbnb ROI: 8.49%

Traditional ROI: 3.92%

119 SQUIRES ROAD

Madison, CT

4 beds | 3 baths | 1,624 sq.ft.

$550,000

Airbnb cash on cash: 6.35%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $6179

Traditional Rental Income: $3400

Airbnb ROI: 6.35%

Traditional ROI: 3.31%

33 Matteo Court

Madison, CT

4 beds | 3 baths | 3,998 sq.ft.

$949,900

Airbnb cash on cash: 2.38%

Traditional cash on cash: 1.22%

Airbnb Rental Income: $6179

Traditional Rental Income: $3941

Airbnb ROI: 2.38%

Traditional ROI: 1.22%

35 Lovers Lane

Madison, CT

5 beds | 4 baths | 4,800 sq.ft.

$1,119,000

Airbnb cash on cash: 2.48%

Traditional cash on cash: 1.52%

Airbnb Rental Income: $7346

Traditional Rental Income: $4935

Airbnb ROI: 2.48%

Traditional ROI: 1.52%

83 Scotland Avenue

Madison, CT

2 beds | 1 baths | 1,488 sq.ft.

$525,000

Airbnb cash on cash: 4.57%

Traditional cash on cash: 1.88%

Airbnb Rental Income: $4868

Traditional Rental Income: $2546

Airbnb ROI: 4.57%