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
167 Willow Creek Estates Drive Southbury, CT Set within the gates of Willow Creek Estates, Southbury's only gated private community, th...	4 beds \| 4 baths \| 4,117 sq.ft.	$1,299,000	Airbnb cash on cash: -2.16% Traditional cash on cash: -0.11% Airbnb Rental Income: $1864 Traditional Rental Income: $3843 Airbnb ROI: -2.16% Traditional ROI: -0.11%
146 Lantern Park Lane South Southbury, CT Tucked at the end of a quiet cul-de-sac on nearly 6 private acres, this expansive contempo...	4 beds \| 4 baths \| 3,925 sq.ft.	$850,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 5.6% Airbnb Rental Income: $1864 Traditional Rental Income: $6340 Airbnb ROI: -0.69% Traditional ROI: 5.6%
825 Heritage Village #B Southbury, CT Welcome to Heritage Village, a sought after 55+ community in the beautiful town of Southbu...	2 beds \| 2 baths \| 1,365 sq.ft.	$289,900	Airbnb cash on cash: -1.31% Traditional cash on cash: 4.61% Airbnb Rental Income: $1374 Traditional Rental Income: $2572 Airbnb ROI: -1.31% Traditional ROI: 4.61%
62 Tepi Drive Southbury, CT Enjoy breathtaking sunsets from your fully renovated contemporary waterfront retreat! Set ...	4 beds \| 4 baths \| 3,597 sq.ft.	$1,625,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 2.86% Airbnb Rental Income: $1864 Traditional Rental Income: $7040 Airbnb ROI: -0.9% Traditional ROI: 2.86%
369 Strongtown Road Southbury, CT Just Reduced - Motivated Seller!! Welcome to 369 Strongtown Rd. This Southbury Raised Ranc...	3 beds \| 2 baths \| 1,634 sq.ft.	$464,900	Airbnb cash on cash: -1.08% Traditional cash on cash: 2.51% Airbnb Rental Income: $1403 Traditional Rental Income: $2543 Airbnb ROI: -1.08% Traditional ROI: 2.51%
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.	$515,000	Airbnb cash on cash: -3.2% Traditional cash on cash: 1.18% Airbnb Rental Income: $1403 Traditional Rental Income: $3088 Airbnb ROI: -3.2% Traditional ROI: 1.18%
953 Heritage Village #A Southbury, CT Welcome home to Heritage Village 55+ Community! Enjoy comfort and convenience in this thou...	1 beds \| 1 baths \| 928 sq.ft.	$279,900	Airbnb cash on cash: -3.09% Traditional cash on cash: 0.9% Airbnb Rental Income: $1150 Traditional Rental Income: $1824 Airbnb ROI: -3.09% Traditional ROI: 0.9%
324 Luther Drive Southbury, CT Welcome to your future home! This beautiful one-owner Colonial, built with pride and care,...	4 beds \| 3 baths \| 2,247 sq.ft.	$529,900	Airbnb cash on cash: -0.55% Traditional cash on cash: 4.92% Airbnb Rental Income: $1864 Traditional Rental Income: $4075 Airbnb ROI: -0.55% Traditional ROI: 4.92%
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.	$3,275,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.41% Airbnb Rental Income: $null Traditional Rental Income: $8817 Airbnb ROI: N/A Traditional ROI: -0.41%
64 Short Rock Road Southbury, CT Beautifully updated, well maintained, and privately set back from the road, this Southbury...	4 beds \| 3 baths \| 2,880 sq.ft.	$700,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 3.6% Airbnb Rental Income: $1864 Traditional Rental Income: $4482 Airbnb ROI: -1.18% Traditional ROI: 3.6%
737 Heritage Village #A Southbury, CT 737 Heritage Village, Unit A offers turnkey comfort and modern updates throughout. This sp...	3 beds \| 2 baths \| 1,716 sq.ft.	$369,900	Airbnb cash on cash: -3.23% Traditional cash on cash: 2.06% Airbnb Rental Income: $1403 Traditional Rental Income: $2816 Airbnb ROI: -3.23% Traditional ROI: 2.06%
241 Heritage Village #E Southbury, CT Welcome to this beautifully maintained 2-bedroom, 2-bath condo offering the perfect blend ...	2 beds \| 2 baths \| 1,044 sq.ft.	$195,000	Airbnb cash on cash: -2.32% Traditional cash on cash: 4.98% Airbnb Rental Income: $1374 Traditional Rental Income: $2308 Airbnb ROI: -2.32% Traditional ROI: 4.98%
60 Pascoe Drive Southbury, CT Spacious & Updated Southbury Home - A True Showstopper! Offering living space like no othe...	3 beds \| 3 baths \| 2,609 sq.ft.	$550,000	Airbnb cash on cash: -1.4% Traditional cash on cash: 5.03% Airbnb Rental Income: $1403 Traditional Rental Income: $4285 Airbnb ROI: -1.4% Traditional ROI: 5.03%
919 Heritage Village #B Southbury, CT Welcome home! Experience the ease of single-level living in this beautifully maintained Sh...	2 beds \| 2 baths \| 1,432 sq.ft.	$299,900	Airbnb cash on cash: -2.99% Traditional cash on cash: 3.5% Airbnb Rental Income: $1374 Traditional Rental Income: $2789 Airbnb ROI: -2.99% Traditional ROI: 3.5%
623 Heritage Village #B Southbury, CT Location, location, location! Big Beautiful backyard, Huge bluestone patio, attractive lan...	3 beds \| 2 baths \| 1,716 sq.ft.	$535,000	Airbnb cash on cash: -3.2% Traditional cash on cash: 0.86% Airbnb Rental Income: $1403 Traditional Rental Income: $3011 Airbnb ROI: -3.2% Traditional ROI: 0.86%
106 Bates Rock Road Southbury, CT Natural, scenic beauty! Rare opportunity! Nestled on a quiet road just minutes from town, ...	3 beds \| 3 baths \| 3,265 sq.ft.	$624,900	Airbnb cash on cash: -1.6% Traditional cash on cash: 3.46% Airbnb Rental Income: $1403 Traditional Rental Income: $3934 Airbnb ROI: -1.6% Traditional ROI: 3.46%
568 A Heritage Village Southbury, CT Unit was remodeled in2017! Looks like new! Unigue floor plan features some subtle changes....	2 beds \| 2 baths \| 1,432 sq.ft.	$409,900	Airbnb cash on cash: -3.03% Traditional cash on cash: 1.56% Airbnb Rental Income: $1374 Traditional Rental Income: $2718 Airbnb ROI: -3.03% Traditional ROI: 1.56%
367 Sachem Road Southbury, CT Spacious 3-Bedroom Colonial in Desirable Scatacook Shores Beach Community. Experience lake...	3 beds \| 3 baths \| 2,788 sq.ft.	$669,900	Airbnb cash on cash: -1.78% Traditional cash on cash: 3.1% Airbnb Rental Income: $1403 Traditional Rental Income: $4029 Airbnb ROI: -1.78% Traditional ROI: 3.1%
412 Laurelwood Lane Southbury, CT come see this wonderful house with a great location! End of the cul de sac on Laurelwood L...	4 beds \| 3 baths \| 3,613 sq.ft.	$925,000	Airbnb cash on cash: -1.65% Traditional cash on cash: 2.21% Airbnb Rental Income: $1864 Traditional Rental Income: $4692 Airbnb ROI: -1.65% Traditional ROI: 2.21%
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.	$219,900	Airbnb cash on cash: -2.41% Traditional cash on cash: 4.51% Airbnb Rental Income: $1374 Traditional Rental Income: $2398 Airbnb ROI: -2.41% Traditional ROI: 4.51%
33 Old Field Hill Road #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.	$577,500	Airbnb cash on cash: -2.54% Traditional cash on cash: 1.04% Airbnb Rental Income: $1374 Traditional Rental Income: $2885 Airbnb ROI: -2.54% Traditional ROI: 1.04%
7 Heritage Crest #B Southbury, CT Tucked away in a community is a pristine end unit one level living "litchfield style" ranc...	2 beds \| 2 baths \| 1,447 sq.ft.	$449,900	Airbnb cash on cash: -1.89% Traditional cash on cash: 2.18% Airbnb Rental Income: $1374 Traditional Rental Income: $2669 Airbnb ROI: -1.89% Traditional ROI: 2.18%
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.	$388,900	Airbnb cash on cash: -3.02% Traditional cash on cash: 1.69% Airbnb Rental Income: $1374 Traditional Rental Income: $2676 Airbnb ROI: -3.02% Traditional ROI: 1.69%
1001 Bullet Hill Road Southbury, CT Amazing Opportunity Awaits! This home offers space, flexibility, and endless possibilitie...	3 beds \| 3 baths \| 2,750 sq.ft.	$449,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 6.28% Airbnb Rental Income: $1403 Traditional Rental Income: $4045 Airbnb ROI: -1.01% Traditional ROI: 6.28%
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.	$309,900	Airbnb cash on cash: -2.62% Traditional cash on cash: 2.24% Airbnb Rental Income: $1374 Traditional Rental Income: $2373 Airbnb ROI: -2.62% Traditional ROI: 2.24%
865 Heritage Village #B Southbury, CT Welcome to 865 Heritage Village. This beautiful end unit is turn-key ready and completely ...	2 beds \| 2 baths \| 1,398 sq.ft.	$369,900	Airbnb cash on cash: -3.02% Traditional cash on cash: 1.87% Airbnb Rental Income: $1374 Traditional Rental Income: $2653 Airbnb ROI: -3.02% Traditional ROI: 1.87%
184 Cooper Hill Road Southbury, CT Spacious Colonial with Screened Porch & Versatile Walk-Out Lower Level! Welcome to this b...	4 beds \| 4 baths \| 4,289 sq.ft.	$725,000	Airbnb cash on cash: -1.24% Traditional cash on cash: 6.07% Airbnb Rental Income: $1864 Traditional Rental Income: $6311 Airbnb ROI: -1.24% Traditional ROI: 6.07%
278 Heritage Village #B Southbury, CT Welcome to Heritage Village, the highly sought-after 55+ community. This spacious Sherman ...	2 beds \| 2 baths \| 1,432 sq.ft.	$315,000	Airbnb cash on cash: -3.18% Traditional cash on cash: 2.69% Airbnb Rental Income: $1374 Traditional Rental Income: $2695 Airbnb ROI: -3.18% Traditional ROI: 2.69%

Real Estate investment in Southbury, CT

There are 34 properties for sale in the city of Southbury . The median list price in Southbury is $489,950 and the average price per square foot is $214. In December 2025, the average monthly cash on cash return in Southbury is 3.00%. The average monthly rental income in Southbury is $2,948.

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

There are 34 investment properties available for sale in Southbury.

In 2025, 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 $2,948.

Your search for investment property begins and ends here

Investment Property for Sale in Southbury, CT

167 Willow Creek Estates Drive

Southbury, CT

4 beds | 4 baths | 4,117 sq.ft.

$1,299,000

Airbnb cash on cash: -2.16%

Traditional cash on cash: -0.11%

Airbnb Rental Income: $1864

Traditional Rental Income: $3843

Airbnb ROI: -2.16%

Traditional ROI: -0.11%

146 Lantern Park Lane South

Southbury, CT

4 beds | 4 baths | 3,925 sq.ft.

$850,000

Airbnb cash on cash: -0.69%

Traditional cash on cash: 5.6%

Airbnb Rental Income: $1864

Traditional Rental Income: $6340

Airbnb ROI: -0.69%

Traditional ROI: 5.6%

825 Heritage Village #B

Southbury, CT

2 beds | 2 baths | 1,365 sq.ft.

$289,900

Airbnb cash on cash: -1.31%

Traditional cash on cash: 4.61%

Airbnb Rental Income: $1374

Traditional Rental Income: $2572

Airbnb ROI: -1.31%

Traditional ROI: 4.61%

62 Tepi Drive

Southbury, CT

4 beds | 4 baths | 3,597 sq.ft.

$1,625,000

Airbnb cash on cash: -0.9%

Traditional cash on cash: 2.86%

Airbnb Rental Income: $1864

Traditional Rental Income: $7040

Airbnb ROI: -0.9%

Traditional ROI: 2.86%

369 Strongtown Road

Southbury, CT

3 beds | 2 baths | 1,634 sq.ft.

$464,900

Airbnb cash on cash: -1.08%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $1403

Traditional Rental Income: $2543

Airbnb ROI: -1.08%

Traditional ROI: 2.51%

977 Heritage Village #B

Southbury, CT

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

$515,000

Airbnb cash on cash: -3.2%

Traditional cash on cash: 1.18%

Airbnb Rental Income: $1403

Traditional Rental Income: $3088

Airbnb ROI: -3.2%

Traditional ROI: 1.18%

953 Heritage Village #A

Southbury, CT

1 beds | 1 baths | 928 sq.ft.

$279,900

Airbnb cash on cash: -3.09%

Traditional cash on cash: 0.9%

Airbnb Rental Income: $1150

Traditional Rental Income: $1824

Airbnb ROI: -3.09%

Traditional ROI: 0.9%

324 Luther Drive

Southbury, CT

4 beds | 3 baths | 2,247 sq.ft.

$529,900

Airbnb cash on cash: -0.55%

Traditional cash on cash: 4.92%

Airbnb Rental Income: $1864

Traditional Rental Income: $4075

Airbnb ROI: -0.55%