Real Estate Investment Properties for Sale in Tolland, CT

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
535 Merrow Road Tolland, CT This is the home buyers wait for and rarely find. Meticulously cared for and presented in ...	3 beds \| 2 baths \| 1,786 sq.ft.	$398,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.21% Airbnb Rental Income: $null Traditional Rental Income: $2978 Airbnb ROI: N/A Traditional ROI: 5.21%
159 Anthony Rd Tolland, CT Discover this oversized, sprawling Ranch/Split level style home set on a tree-lined .69-ac...	4 beds \| 3 baths \| 2,688 sq.ft.	$378,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.9% Airbnb Rental Income: $null Traditional Rental Income: $4157 Airbnb ROI: N/A Traditional ROI: 7.9%
233 Hartford Tpke Tolland, CT Beautifully remodeled 4-bedroom, 1-bath home in the heart of Tolland! This updated propert...	4 beds \| 1 baths \| 1,482 sq.ft.	$259,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.78% Airbnb Rental Income: $null Traditional Rental Income: $2168 Airbnb ROI: N/A Traditional ROI: 5.78%
15 Elm Road Tolland, CT This charming classic colonial single-family house welcomes you with a modern twist. Upon ...	3 beds \| 2 baths \| 2,554 sq.ft.	$439,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.97% Airbnb Rental Income: $null Traditional Rental Income: $3116 Airbnb ROI: N/A Traditional ROI: 4.97%
68 Usher Rdg Tolland, CT 68 Usher Rdg, Tolland, CT 06084 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$149,995	Airbnb cash on cash: 5.74% Traditional cash on cash: 2.49% Airbnb Rental Income: $1859 Traditional Rental Income: $894 Airbnb ROI: 5.74% Traditional ROI: 2.49%
36 Usher Rdg Tolland, CT 36 Usher Rdg, Tolland, CT 06084 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$149,959	Airbnb cash on cash: 5.75% Traditional cash on cash: 3.81% Airbnb Rental Income: $1859 Traditional Rental Income: $1083 Airbnb ROI: 5.75% Traditional ROI: 3.81%
268 Hartford Tpke #A4 Tolland, CT This super stylish, modern & move-in ready townhouse with finished basement is just what y...	1 beds \| 1 baths \| 1,172 sq.ft.	$185,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 7.67% Airbnb Rental Income: $1607 Traditional Rental Income: $2285 Airbnb ROI: 1.22% Traditional ROI: 7.67%
54 Woodside Drive unit: 54 #54 Tolland, CT Available now is this well maintained 3 bed, 3.5 bath Colonial situated privately at the e...	3 beds \| 4 baths \| 2,522 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.47% Airbnb Rental Income: $null Traditional Rental Income: $4409 Airbnb ROI: N/A Traditional ROI: 6.47%
645 Buff Cap Rd Tolland, CT Privately set on 8.92 acres, this cozy 3-bedroom ranch offers a peaceful retreat with endl...	3 beds \| 1 baths \| 1,056 sq.ft.	$189,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.25% Airbnb Rental Income: $null Traditional Rental Income: $2331 Airbnb ROI: N/A Traditional ROI: 6.25%
Mile Hill Rd Tolland, CT Pre-Construction Real Estate Listing Description: Exciting opportunity awaits in the s...	3 beds \| 2 baths \| 2,600 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.29% Airbnb Rental Income: $null Traditional Rental Income: $3878 Airbnb ROI: N/A Traditional ROI: 2.29%
54 Liberty Ln Tolland, CT 54 Liberty Ln, Tolland, CT 06084 \| Single Family Residential	3 beds \| 2 baths \| 1,900 sq.ft.	$624,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.53% Airbnb Rental Income: $null Traditional Rental Income: $2558 Airbnb ROI: N/A Traditional ROI: 0.53%
46 Liberty Ln Tolland, CT 46 Liberty Ln, Tolland, CT 06084 \| Single Family Residential	3 beds \| 2 baths \| 2,090 sq.ft.	$649,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.39% Airbnb Rental Income: $null Traditional Rental Income: $2558 Airbnb ROI: N/A Traditional ROI: 0.39%
42 Liberty Ln Tolland, CT 42 Liberty Ln, Tolland, CT 06084 \| Single Family Residential	3 beds \| 2 baths \| 1,900 sq.ft.	$634,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.48% Airbnb Rental Income: $null Traditional Rental Income: $3155 Airbnb ROI: N/A Traditional ROI: 1.48%
48 Liberty Ln Tolland, CT 48 Liberty Ln, Tolland, CT 06084 \| Single Family Residential	3 beds \| 2 baths \| 1,900 sq.ft.	$639,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.45% Airbnb Rental Income: $null Traditional Rental Income: $3155 Airbnb ROI: N/A Traditional ROI: 1.45%
56 Liberty Ln Tolland, CT 56 Liberty Ln, Tolland, CT 06084 \| Single Family Residential	3 beds \| 2 baths \| 2,090 sq.ft.	$644,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.4% Airbnb Rental Income: $null Traditional Rental Income: $3149 Airbnb ROI: N/A Traditional ROI: 1.4%
44 Liberty Ln Tolland, CT 44 Liberty Ln, Tolland, CT 06084 \| Single Family Residential	3 beds \| 2 baths \| 1,900 sq.ft.	$629,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.52% Airbnb Rental Income: $null Traditional Rental Income: $3155 Airbnb ROI: N/A Traditional ROI: 1.52%
60 Liberty Ln Tolland, CT 60 Liberty Ln, Tolland, CT 06084 \| Single Family Residential	3 beds \| 2 baths \| 1,900 sq.ft.	$629,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.52% Airbnb Rental Income: $null Traditional Rental Income: $3155 Airbnb ROI: N/A Traditional ROI: 1.52%
59 Liberty Ln Tolland, CT 59 Liberty Ln, Tolland, CT 06084 \| Single Family Residential	3 beds \| 2 baths \| 1,900 sq.ft.	$624,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.56% Airbnb Rental Income: $null Traditional Rental Income: $3155 Airbnb ROI: N/A Traditional ROI: 1.56%
43 Liberty Ln Tolland, CT 43 Liberty Ln, Tolland, CT 06084 \| Single Family Residential	3 beds \| 2 baths \| 2,090 sq.ft.	$654,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.33% Airbnb Rental Income: $null Traditional Rental Income: $3149 Airbnb ROI: N/A Traditional ROI: 1.33%
224 Hartford Tpke Tolland, CT 224 Hartford Tpke, Tolland, CT 06084 \| Single Family Residential	2 beds \| 1 baths \| 1,350 sq.ft.	$339,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.65% Airbnb Rental Income: $null Traditional Rental Income: $1614 Airbnb ROI: N/A Traditional ROI: 1.65%
248 Merrow Rd Tolland, CT 248 Merrow Rd, Tolland, CT 06084 \| Other	N/A beds \| N/A baths \| 996 sq.ft.	$700,000	Airbnb cash on cash: -1.18% Traditional cash on cash: -1.47% Airbnb Rental Income: $1859 Traditional Rental Income: $1174 Airbnb ROI: -1.18% Traditional ROI: -1.47%
312 Merrow Rd Tolland, CT 312 Merrow Rd, Tolland, CT 06084 \| Other	N/A beds \| N/A baths \| N/A	$2,200,000	Airbnb cash on cash: -2.51% Traditional cash on cash: -2.71% Airbnb Rental Income: $1859 Traditional Rental Income: $950 Airbnb ROI: -2.51% Traditional ROI: -2.71%
Tolland Stage Rd Tolland, CT Tolland Stage Rd, Tolland, CT 06084 \| Other	N/A beds \| N/A baths \| N/A	$1,550,000	Airbnb cash on cash: -2.25% Traditional cash on cash: -2.57% Airbnb Rental Income: $1859 Traditional Rental Income: $894 Airbnb ROI: -2.25% Traditional ROI: -2.57%
317 Merrow Rd Tolland, CT 317 Merrow Rd, Tolland, CT 06084 \| Other	N/A beds \| N/A baths \| N/A	$400,000	Airbnb cash on cash: 0.26% Traditional cash on cash: -0.99% Airbnb Rental Income: $1859 Traditional Rental Income: $890 Airbnb ROI: 0.26% Traditional ROI: -0.99%
4 Weigel Valley Drive unit: 4 Tolland, CT Rare Find! Welcome to this Immaculate bright & sunny 7 room, 2 1/2 bath custom home with a...	2 beds \| 3 baths \| 1,944 sq.ft.	$479,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.92% Airbnb Rental Income: $null Traditional Rental Income: $3593 Airbnb ROI: N/A Traditional ROI: 3.92%
31 Hartford Tpke Tolland, CT 31 Hartford Tpke, Tolland, CT 06084 \| Single Family Residential	3 beds \| 2 baths \| 1,120 sq.ft.	$369,000	Airbnb cash on cash: N/A Traditional cash on cash: 4% Airbnb Rental Income: $null Traditional Rental Income: $2558 Airbnb ROI: N/A Traditional ROI: 4%
268 Hartford Tpke Apt C1 Tolland, CT 268 Hartford Tpke Apt C1, Tolland, CT 06084 \| Condo/Coop	1 beds \| 1 baths \| 852 sq.ft.	$179,900	Airbnb cash on cash: 0.68% Traditional cash on cash: 1.32% Airbnb Rental Income: $1607 Traditional Rental Income: $1259 Airbnb ROI: 0.68% Traditional ROI: 1.32%
27 Amanda Way Tolland, CT Impeccably maintained 4-bedroom, 2.5-bath Colonial built in 2013, offering 2,600 sq ft plu...	4 beds \| 3 baths \| 3,353 sq.ft.	$699,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.39% Airbnb Rental Income: $null Traditional Rental Income: $4586 Airbnb ROI: N/A Traditional ROI: 4.39%

Real Estate investment in Tolland, CT

There are 53 properties for sale in the city of Tolland . The median list price in Tolland is $624,900 and the average price per square foot is $339. In March 2026, the average monthly cash on cash return in Tolland is 1.00%. The average monthly rental income in Tolland is $2,669.

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

There are 53 investment properties available for sale in Tolland.

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

The ROI for Short-Term is higher than the Long-Term in Tolland with average rental income of $1,859.

Your search for investment property begins and ends here

Investment Property for Sale in Tolland, CT

535 Merrow Road

Tolland, CT

3 beds | 2 baths | 1,786 sq.ft.

$398,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.21%

Airbnb Rental Income: $null

Traditional Rental Income: $2978

Airbnb ROI: N/A

Traditional ROI: 5.21%

159 Anthony Rd

Tolland, CT

4 beds | 3 baths | 2,688 sq.ft.

$378,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.9%

Airbnb Rental Income: $null

Traditional Rental Income: $4157

Airbnb ROI: N/A

Traditional ROI: 7.9%

233 Hartford Tpke

Tolland, CT

4 beds | 1 baths | 1,482 sq.ft.

$259,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.78%

Airbnb Rental Income: $null

Traditional Rental Income: $2168

Airbnb ROI: N/A

Traditional ROI: 5.78%

15 Elm Road

Tolland, CT

3 beds | 2 baths | 2,554 sq.ft.

$439,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.97%

Airbnb Rental Income: $null

Traditional Rental Income: $3116

Airbnb ROI: N/A

Traditional ROI: 4.97%

68 Usher Rdg

Tolland, CT

N/A beds | N/A baths | 0 sq.ft.

$149,995

Airbnb cash on cash: 5.74%

Traditional cash on cash: 2.49%

Airbnb Rental Income: $1859

Traditional Rental Income: $894

Airbnb ROI: 5.74%

Traditional ROI: 2.49%

36 Usher Rdg

Tolland, CT

N/A beds | N/A baths | 0 sq.ft.

$149,959

Airbnb cash on cash: 5.75%

Traditional cash on cash: 3.81%

Airbnb Rental Income: $1859

Traditional Rental Income: $1083

Airbnb ROI: 5.75%

Traditional ROI: 3.81%

268 Hartford Tpke #A4

Tolland, CT

1 beds | 1 baths | 1,172 sq.ft.

$185,000

Airbnb cash on cash: 1.22%

Traditional cash on cash: 7.67%

Airbnb Rental Income: $1607

Traditional Rental Income: $2285

Airbnb ROI: 1.22%

Traditional ROI: 7.67%

54 Woodside Drive unit: 54 #54

Tolland, CT

3 beds | 4 baths | 2,522 sq.ft.

$499,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.47%

Airbnb Rental Income: $null

Traditional Rental Income: $4409

Airbnb ROI: N/A