Real Estate Investment Properties for Sale in Southbury, CT

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
49 Hicock Drive Southbury, CT Nestled on a quiet cul-de-sac just one minute from Main Street, this 3BR, 2.1BTH center-ha...	3 beds \| 3 baths \| 2,219 sq.ft.	$560,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 3.2% Airbnb Rental Income: $1500 Traditional Rental Income: $2867 Airbnb ROI: -0.25% Traditional ROI: 3.2%
328 Heritage Village #A Southbury, CT Enjoy easy, low-maintenance living in this well-maintained 2-bedroom, 2-bath home in desir...	2 beds \| 2 baths \| 1,032 sq.ft.	$236,000	Airbnb cash on cash: -2.27% Traditional cash on cash: 3.44% Airbnb Rental Income: $1194 Traditional Rental Income: $2079 Airbnb ROI: -2.27% Traditional ROI: 3.44%
953 Heritage Village #A Southbury, CT Stunning 1 bedroom ranch in Heritage Village. This 55 and over complex offers serene surro...	1 beds \| 1 baths \| 928 sq.ft.	$265,000	Airbnb cash on cash: -4.2% Traditional cash on cash: 2.07% Airbnb Rental Income: $533 Traditional Rental Income: $1824 Airbnb ROI: -4.2% Traditional ROI: 2.07%
683 Berkshire Road Southbury, CT HUGE OPPORTUNITY - SOUTHBURY FIXER-UPPER! Well below potential market value! This property...	2 beds \| 1 baths \| 1,331 sq.ft.	$199,999	Airbnb cash on cash: 0.72% Traditional cash on cash: 7.88% Airbnb Rental Income: $1194 Traditional Rental Income: $2166 Airbnb ROI: 0.72% Traditional ROI: 7.88%
218 Kuhne Road Southbury, CT Grand post and beam home with level lake frontage and views, babbling brook, main level ma...	5 beds \| 5 baths \| 5,183 sq.ft.	$2,995,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.75% Airbnb Rental Income: $null Traditional Rental Income: $8817 Airbnb ROI: N/A Traditional ROI: 0.75%
515 Heritage Village #A Southbury, CT Move right into this fully renovated Berkshire in coveted Winship area. Very private setti...	3 beds \| 2 baths \| 1,716 sq.ft.	$524,900	Airbnb cash on cash: -2.02% Traditional cash on cash: 1.9% Airbnb Rental Income: $1500 Traditional Rental Income: $2982 Airbnb ROI: -2.02% Traditional ROI: 1.9%
58 Lum Lot Road Southbury, CT Under construction with planned 2026 completion. Photos represent a comparable home built ...	4 beds \| 3 baths \| 3,134 sq.ft.	$950,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 3.68% Airbnb Rental Income: $1497 Traditional Rental Income: $4398 Airbnb ROI: -0.1% Traditional ROI: 3.68%
84 Lum Lot Road Southbury, CT Under construction with anticipated June 2026 completion. Photos show a comparable home wi...	4 beds \| 3 baths \| 3,286 sq.ft.	$999,900	Airbnb cash on cash: -0.14% Traditional cash on cash: 3.72% Airbnb Rental Income: $1497 Traditional Rental Income: $4644 Airbnb ROI: -0.14% Traditional ROI: 3.72%
745 Heritage Village #B Southbury, CT Welcome to this beautiful end unit home in peaceful Heritage Village, a 55+ community. Tuc...	2 beds \| 2 baths \| 1,432 sq.ft.	$289,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 5.59% Airbnb Rental Income: $1194 Traditional Rental Income: $2269 Airbnb ROI: 0.22% Traditional ROI: 5.59%
977 Heritage Village #B Southbury, CT Embrace the epitome of comfort and style in this three-bedroom, two-bath condo, boasting t...	3 beds \| 2 baths \| 1,716 sq.ft.	$520,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 3.1% Airbnb Rental Income: $1500 Traditional Rental Income: $2744 Airbnb ROI: -0.36% Traditional ROI: 3.1%
86 Heritage Village #D Southbury, CT One of the best locations in the Village, easy access from the garage and parking lot, bea...	2 beds \| 2 baths \| 1,044 sq.ft.	$203,900	Airbnb cash on cash: 1.46% Traditional cash on cash: 7.17% Airbnb Rental Income: $1194 Traditional Rental Income: $1911 Airbnb ROI: 1.46% Traditional ROI: 7.17%
98 Heritage Village #D Southbury, CT Move right into this newly renovated Ethan Allen with beautiful woodland view. Natural sun...	2 beds \| 2 baths \| 1,044 sq.ft.	$279,900	Airbnb cash on cash: 0.89% Traditional cash on cash: 5.07% Airbnb Rental Income: $1194 Traditional Rental Income: $1911 Airbnb ROI: 0.89% Traditional ROI: 5.07%
1008 Heritage Village #B Southbury, CT Welcome to this beautifully maintained Sherman model condo located in the Hilltop section ...	2 beds \| 2 baths \| 1,432 sq.ft.	$381,900	Airbnb cash on cash: -0.5% Traditional cash on cash: 3.59% Airbnb Rental Income: $1194 Traditional Rental Income: $2269 Airbnb ROI: -0.5% Traditional ROI: 3.59%
496 Heritage Village #A Southbury, CT One-level living at its finest! NO STAIRS! One level End Unit in The "Winship" section of ...	2 beds \| 2 baths \| 1,076 sq.ft.	$275,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 5.13% Airbnb Rental Income: $1194 Traditional Rental Income: $1920 Airbnb ROI: 0.83% Traditional ROI: 5.13%
10 Gettysburg Road #10 Southbury, CT Welcome to Traditions! A sought after, picturesque, community in Southbury, CT. Don't miss...	3 beds \| 3 baths \| 2,325 sq.ft.	$639,900	Airbnb cash on cash: -1.11% Traditional cash on cash: 3.54% Airbnb Rental Income: $1500 Traditional Rental Income: $3836 Airbnb ROI: -1.11% Traditional ROI: 3.54%
127 Mansion House Road Southbury, CT Beautifully set along the banks of the Pomperaug River, this timeless ca1782 Colonial is t...	3 beds \| 3 baths \| 2,626 sq.ft.	$1,050,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 2.35% Airbnb Rental Income: $1500 Traditional Rental Income: $4143 Airbnb ROI: -0.81% Traditional ROI: 2.35%
103 Heritage Village #D Southbury, CT Move right into this fully renovated Ethan Allen with open floor plan. New Shaker style wh...	2 beds \| 2 baths \| 1,044 sq.ft.	$279,900	Airbnb cash on cash: -1.87% Traditional cash on cash: 3.54% Airbnb Rental Income: $1194 Traditional Rental Income: $2233 Airbnb ROI: -1.87% Traditional ROI: 3.54%
169 Settlers Hill Road Southbury, CT Enjoy privacy and tranquility in this spacious 3-bedroom ranch set on a beautiful 1-acre l...	3 beds \| 1 baths \| 1,690 sq.ft.	$369,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 4% Airbnb Rental Income: $1500 Traditional Rental Income: $2328 Airbnb ROI: 0.34% Traditional ROI: 4%
22 Heritage Circle #A Southbury, CT Welcome to 22A Heritage Circle in the heart of Southbury! This well-maintained 2-bedroom, ...	2 beds \| 2 baths \| 1,398 sq.ft.	$360,000	Airbnb cash on cash: -2% Traditional cash on cash: 3.2% Airbnb Rental Income: $1194 Traditional Rental Income: $2563 Airbnb ROI: -2% Traditional ROI: 3.2%
10 Gettysburg Road unit: 10 Southbury, CT Welcome to Traditions! A sought after, picturesque, community in Southbury, CT. Don't miss...	3 beds \| 3 baths \| 2,325 sq.ft.	$639,900	Airbnb cash on cash: -0.57% Traditional cash on cash: 3.65% Airbnb Rental Income: $1500 Traditional Rental Income: $3579 Airbnb ROI: -0.57% Traditional ROI: 3.65%
527 Dublin Road Southbury, CT Final Offers Due Tuesday 3/31 at 8PM. Welcomed by a circular driveway that can accommo...	3 beds \| 2 baths \| 1,939 sq.ft.	$535,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 3.92% Airbnb Rental Income: $1500 Traditional Rental Income: $3125 Airbnb ROI: -0.21% Traditional ROI: 3.92%
1489 Georges Hill Road Southbury, CT Welcome to 1489 Geroges Hill Road! A 1900 Historic Farm, style Colonial. This home is tuck...	4 beds \| 2 baths \| 1,408 sq.ft.	$450,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 5.85% Airbnb Rental Income: $1497 Traditional Rental Income: $3338 Airbnb ROI: 0.44% Traditional ROI: 5.85%
32 Heritage Village #C Southbury, CT Welcome to this fully renovated main level ranch style unit. Features include new oversize...	2 beds \| 2 baths \| 1,032 sq.ft.	$289,900	Airbnb cash on cash: 0.72% Traditional cash on cash: 5.95% Airbnb Rental Income: $1194 Traditional Rental Income: $2233 Airbnb ROI: 0.72% Traditional ROI: 5.95%
105 Quaker Farms Road Southbury, CT Welcome to this beautiful Cape Cod style home, perfectly set back. This inviting home feat...	4 beds \| 2 baths \| 2,301 sq.ft.	$609,900	Airbnb cash on cash: -0.5% Traditional cash on cash: 4.68% Airbnb Rental Income: $1497 Traditional Rental Income: $4012 Airbnb ROI: -0.5% Traditional ROI: 4.68%
486 Heritage Village #A Southbury, CT Desirable one-level living in a 55+ community in Southbury! This beautiful and spacious co...	3 beds \| 2 baths \| 1,716 sq.ft.	$425,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 4.75% Airbnb Rental Income: $1500 Traditional Rental Income: $2924 Airbnb ROI: 0.07% Traditional ROI: 4.75%
120 Luna Trl Extension Southbury, CT Tucked away on a private and spacious 1 acre lot, this well maintained 3 bedroom, 2 full b...	3 beds \| 2 baths \| 1,660 sq.ft.	$510,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 3.96% Airbnb Rental Income: $1500 Traditional Rental Income: $2911 Airbnb ROI: 0.08% Traditional ROI: 3.96%
273 Heritage Village #B Southbury, CT Lovely Franklin style townhouse in 55+ Heritage Village! Unit offers eating space kitchen,...	2 beds \| 2 baths \| 1,365 sq.ft.	$229,500	Airbnb cash on cash: 0.67% Traditional cash on cash: 8.53% Airbnb Rental Income: $1194 Traditional Rental Income: $2513 Airbnb ROI: 0.67% Traditional ROI: 8.53%
148 Homestead Road Southbury, CT Beautifully maintained 4-bedroom, 2.5-bath Saltbox Colonial set on a private, picturesque ...	4 beds \| 3 baths \| 2,477 sq.ft.	$639,900	Airbnb cash on cash: -0.59% Traditional cash on cash: 4.73% Airbnb Rental Income: $1497 Traditional Rental Income: $4239 Airbnb ROI: -0.59% Traditional ROI: 4.73%
586 Heritage Village #C Southbury, CT Rare Golf Course Views! Prime 14th Hole Location at Silo Point Experience one of the most ...	2 beds \| 2 baths \| 1,044 sq.ft.	$229,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 7.7% Airbnb Rental Income: $1194 Traditional Rental Income: $2226 Airbnb ROI: 1.15% Traditional ROI: 7.7%

Real Estate investment in Southbury, CT

There are 34 properties for sale in the city of Southbury . The median list price in Southbury is $381,900 and the average price per square foot is $198. In May 2026, the average monthly cash on cash return in Southbury is 4.00%. The average monthly rental income in Southbury is $2,734.

Southbury, CT Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 34 investment properties available for sale in Southbury.

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

The ROI for Short-Term is higher than the Long-Term in Southbury with average rental income of $1,497.

Your search for investment property begins and ends here

Investment Property for Sale in Southbury, CT

49 Hicock Drive

Southbury, CT

3 beds | 3 baths | 2,219 sq.ft.

$560,000

Airbnb cash on cash: -0.25%

Traditional cash on cash: 3.2%

Airbnb Rental Income: $1500

Traditional Rental Income: $2867

Airbnb ROI: -0.25%

Traditional ROI: 3.2%

328 Heritage Village #A

Southbury, CT

2 beds | 2 baths | 1,032 sq.ft.

$236,000

Airbnb cash on cash: -2.27%

Traditional cash on cash: 3.44%

Airbnb Rental Income: $1194

Traditional Rental Income: $2079

Airbnb ROI: -2.27%

Traditional ROI: 3.44%

953 Heritage Village #A

Southbury, CT

1 beds | 1 baths | 928 sq.ft.

$265,000

Airbnb cash on cash: -4.2%

Traditional cash on cash: 2.07%

Airbnb Rental Income: $533

Traditional Rental Income: $1824

Airbnb ROI: -4.2%

Traditional ROI: 2.07%

683 Berkshire Road

Southbury, CT

2 beds | 1 baths | 1,331 sq.ft.

$199,999

Airbnb cash on cash: 0.72%

Traditional cash on cash: 7.88%

Airbnb Rental Income: $1194

Traditional Rental Income: $2166

Airbnb ROI: 0.72%

Traditional ROI: 7.88%

218 Kuhne Road

Southbury, CT

5 beds | 5 baths | 5,183 sq.ft.

$2,995,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.75%

Airbnb Rental Income: $null

Traditional Rental Income: $8817

Airbnb ROI: N/A

Traditional ROI: 0.75%

515 Heritage Village #A

Southbury, CT

3 beds | 2 baths | 1,716 sq.ft.

$524,900

Airbnb cash on cash: -2.02%

Traditional cash on cash: 1.9%

Airbnb Rental Income: $1500

Traditional Rental Income: $2982

Airbnb ROI: -2.02%

Traditional ROI: 1.9%

58 Lum Lot Road

Southbury, CT

4 beds | 3 baths | 3,134 sq.ft.

$950,000

Airbnb cash on cash: -0.1%

Traditional cash on cash: 3.68%

Airbnb Rental Income: $1497

Traditional Rental Income: $4398

Airbnb ROI: -0.1%

Traditional ROI: 3.68%

84 Lum Lot Road

Southbury, CT

4 beds | 3 baths | 3,286 sq.ft.

$999,900

Airbnb cash on cash: -0.14%

Traditional cash on cash: 3.72%

Airbnb Rental Income: $1497

Traditional Rental Income: $4644

Airbnb ROI: -0.14%