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
328 Heritage Village unit: 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.	$239,000	Airbnb cash on cash: -1.59% Traditional cash on cash: 3.38% Airbnb Rental Income: $1374 Traditional Rental Income: $2079 Airbnb ROI: -1.59% Traditional ROI: 3.38%
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: 1.51% Traditional cash on cash: 7.88% Airbnb Rental Income: $1374 Traditional Rental Income: $2166 Airbnb ROI: 1.51% 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%
105 Lower Fish Rock Road Southbury, CT Make it your home or a weekend retreat, this turn key home offers beautiful views of Lake ...	2 beds \| 1 baths \| 924 sq.ft.	$343,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 3.6% Airbnb Rental Income: $1374 Traditional Rental Income: $1902 Airbnb ROI: 0.67% Traditional ROI: 3.6%
401 Heritage Village unit: B Southbury, CT Step into this beautifully renovated 2-bedroom Sherman end-unit in the sought-after Herita...	2 beds \| 2 baths \| 1,432 sq.ft.	$353,000	Airbnb cash on cash: -2.16% Traditional cash on cash: 3.17% Airbnb Rental Income: $1374 Traditional Rental Income: $2723 Airbnb ROI: -2.16% Traditional ROI: 3.17%
86 Heritage Village unit: 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.	$208,900	Airbnb cash on cash: -1.47% Traditional cash on cash: 5.81% Airbnb Rental Income: $1374 Traditional Rental Income: $2398 Airbnb ROI: -1.47% Traditional ROI: 5.81%
33 Old Field Hill Road unit: 9 Southbury, CT Welcome to this stunning, well-sought after, modern, condo tucked away at the end of a qui...	2 beds \| 3 baths \| 1,515 sq.ft.	$569,000	Airbnb cash on cash: -1.4% Traditional cash on cash: 2.23% Airbnb Rental Income: $1374 Traditional Rental Income: $2885 Airbnb ROI: -1.4% Traditional ROI: 2.23%
1008 Heritage Village unit: 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: -2.39% Traditional cash on cash: 2.41% Airbnb Rental Income: $1374 Traditional Rental Income: $2676 Airbnb ROI: -2.39% Traditional ROI: 2.41%
98 Heritage Village unit: 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.	$289,900	Airbnb cash on cash: -1.26% Traditional cash on cash: 3.93% Airbnb Rental Income: $1374 Traditional Rental Income: $2373 Airbnb ROI: -1.26% Traditional ROI: 3.93%
278 Heritage Village unit: B Southbury, CT Welcome to Heritage Village, the highly sought-after 55+ community. This spacious Sherman ...	2 beds \| 2 baths \| 1,432 sq.ft.	$265,000	Airbnb cash on cash: -2.63% Traditional cash on cash: 4.33% Airbnb Rental Income: $1374 Traditional Rental Income: $2695 Airbnb ROI: -2.63% Traditional ROI: 4.33%
496 Heritage Village unit: A Southbury, CT NOTHING TO DO BUT MOVE IN! Updated lower level End Unit in Heritage Village - Private & Mo...	2 beds \| 2 baths \| 1,076 sq.ft.	$289,000	Airbnb cash on cash: -1.45% Traditional cash on cash: 3.63% Airbnb Rental Income: $1374 Traditional Rental Income: $2340 Airbnb ROI: -1.45% Traditional ROI: 3.63%
98 Heritage Village unit: A Southbury, CT Move right in to this beautifully maintained Sherman model in a very private location. Pri...	2 beds \| 2 baths \| 1,432 sq.ft.	$319,000	Airbnb cash on cash: -2.42% Traditional cash on cash: 3.46% Airbnb Rental Income: $1374 Traditional Rental Income: $2721 Airbnb ROI: -2.42% Traditional ROI: 3.46%
33 Old Field Hill Road unit: 21 Southbury, CT Welcome to Old Field! A luxury condo community w/gorgeous Nantucket style homes in a bucol...	2 beds \| 5 baths \| 2,891 sq.ft.	$675,000	Airbnb cash on cash: -2.42% Traditional cash on cash: 5.89% Airbnb Rental Income: $1374 Traditional Rental Income: $6188 Airbnb ROI: -2.42% Traditional ROI: 5.89%
238 Heritage Village unit: A Southbury, CT Priced to sell and ready to go! While this Sherman Model needs a bit of TLC to bring it up...	2 beds \| 2 baths \| 1,432 sq.ft.	$282,500	Airbnb cash on cash: -2.67% Traditional cash on cash: 3.77% Airbnb Rental Income: $1374 Traditional Rental Income: $2670 Airbnb ROI: -2.67% Traditional ROI: 3.77%
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: 0.25% Traditional cash on cash: 3.68% Airbnb Rental Income: $1864 Traditional Rental Income: $4398 Airbnb ROI: 0.25% 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: 0.19% Traditional cash on cash: 3.72% Airbnb Rental Income: $1864 Traditional Rental Income: $4644 Airbnb ROI: 0.19% Traditional ROI: 3.72%
745 Heritage Village unit: 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.	$315,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 6.06% Airbnb Rental Income: $1374 Traditional Rental Income: $2567 Airbnb ROI: 0.62% Traditional ROI: 6.06%
103 Heritage Village unit: 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.	$289,900	Airbnb cash on cash: -1.29% Traditional cash on cash: 3.39% Airbnb Rental Income: $1374 Traditional Rental Income: $2233 Airbnb ROI: -1.29% Traditional ROI: 3.39%
352 Heritage Village unit: B Southbury, CT Move-in ready Heritage model in the award-winning Heritage Village 55+ community in Southb...	2 beds \| 2 baths \| 1,032 sq.ft.	$269,000	Airbnb cash on cash: -1.7% Traditional cash on cash: 2.77% Airbnb Rental Income: $1374 Traditional Rental Income: $2090 Airbnb ROI: -1.7% Traditional ROI: 2.77%
79 Heritage Village unit: A Southbury, CT Welcome to this bright & beautiful one bedroom Carriage House in Heritage Village, a sough...	1 beds \| 1 baths \| 928 sq.ft.	$229,000	Airbnb cash on cash: -2.56% Traditional cash on cash: 3.31% Airbnb Rental Income: $1150 Traditional Rental Income: $2042 Airbnb ROI: -2.56% Traditional ROI: 3.31%
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: -0.71% Traditional cash on cash: 3.65% Airbnb Rental Income: $1403 Traditional Rental Income: $3579 Airbnb ROI: -0.71% Traditional ROI: 3.65%
24 Andrew Place Southbury, CT Tucked at the end of a quiet cul-de-sac, 24 Andrew Place offers a level of privacy and set...	4 beds \| 4 baths \| 3,297 sq.ft.	$775,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 3.62% Airbnb Rental Income: $1864 Traditional Rental Income: $4275 Airbnb ROI: -0.41% Traditional ROI: 3.62%
977 Heritage Village unit: 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: -0.53% Traditional cash on cash: 4.1% Airbnb Rental Income: $1403 Traditional Rental Income: $3230 Airbnb ROI: -0.53% Traditional ROI: 4.1%

Real Estate investment in Southbury, CT

There are 31 properties for sale in the city of Southbury . The median list price in Southbury is $361,000 and the average price per square foot is $184. In March 2026, the average monthly cash on cash return in Southbury is 4.00%. The average monthly rental income in Southbury is $2,695.

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

There are 31 investment properties available for sale in Southbury.

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

The ROI for Long-Term is higher than the Short-Term in Southbury with average rental income of $2,695.

Your search for investment property begins and ends here

Investment Property for Sale in Southbury, CT

328 Heritage Village unit: A

Southbury, CT

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

$239,000

Airbnb cash on cash: -1.59%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $1374

Traditional Rental Income: $2079

Airbnb ROI: -1.59%

Traditional ROI: 3.38%

683 Berkshire Road

Southbury, CT

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

$199,999

Airbnb cash on cash: 1.51%

Traditional cash on cash: 7.88%

Airbnb Rental Income: $1374

Traditional Rental Income: $2166

Airbnb ROI: 1.51%

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%

105 Lower Fish Rock Road

Southbury, CT

2 beds | 1 baths | 924 sq.ft.

$343,000

Airbnb cash on cash: 0.67%

Traditional cash on cash: 3.6%

Airbnb Rental Income: $1374

Traditional Rental Income: $1902

Airbnb ROI: 0.67%

Traditional ROI: 3.6%

401 Heritage Village unit: B

Southbury, CT

2 beds | 2 baths | 1,432 sq.ft.

$353,000

Airbnb cash on cash: -2.16%

Traditional cash on cash: 3.17%

Airbnb Rental Income: $1374

Traditional Rental Income: $2723

Airbnb ROI: -2.16%

Traditional ROI: 3.17%

86 Heritage Village unit: D

Southbury, CT

2 beds | 2 baths | 1,044 sq.ft.

$208,900

Airbnb cash on cash: -1.47%

Traditional cash on cash: 5.81%

Airbnb Rental Income: $1374

Traditional Rental Income: $2398

Airbnb ROI: -1.47%

Traditional ROI: 5.81%

33 Old Field Hill Road unit: 9

Southbury, CT

2 beds | 3 baths | 1,515 sq.ft.

$569,000

Airbnb cash on cash: -1.4%

Traditional cash on cash: 2.23%

Airbnb Rental Income: $1374

Traditional Rental Income: $2885

Airbnb ROI: -1.4%

Traditional ROI: 2.23%

1008 Heritage Village unit: B

Southbury, CT

2 beds | 2 baths | 1,432 sq.ft.

$381,900

Airbnb cash on cash: -2.39%

Traditional cash on cash: 2.41%

Airbnb Rental Income: $1374

Traditional Rental Income: $2676

Airbnb ROI: -2.39%