Real Estate Investment Properties for Sale in Glastonbury, CT

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
509 Cedar Ridge Drive Glastonbury, CT Breathtaking Mediterranean-Inspired Masterpiece with Panoramic Skyline Views Perched atop ...	4 beds \| 5 baths \| 4,983 sq.ft.	$3,690,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.33% Airbnb Rental Income: $null Traditional Rental Income: $6265 Airbnb ROI: N/A Traditional ROI: -1.33%
394 Woodhaven Road Glastonbury, CT This beautifully updated Raised Ranch is officially on the market and move-in ready! Featu...	3 beds \| 3 baths \| 1,782 sq.ft.	$548,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 3.38% Airbnb Rental Income: $1760 Traditional Rental Income: $3422 Airbnb ROI: -0.81% Traditional ROI: 3.38%
47 Brookview Drive Glastonbury, CT Luxury Meets Livability Welcome to your dream home! Home is under construction and will be...	4 beds \| 4 baths \| 3,000 sq.ft.	$951,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.73% Airbnb Rental Income: $null Traditional Rental Income: $5276 Airbnb ROI: N/A Traditional ROI: 2.73%
241 Old Farms Road Glastonbury, CT Stunning, ready for occupancy, New construction Model home. tremendous moldings, designer ...	5 beds \| 5 baths \| 3,800 sq.ft.	$1,350,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.13% Airbnb Rental Income: $null Traditional Rental Income: $7943 Airbnb ROI: N/A Traditional ROI: 3.13%
19 Stonecress Lane #19 Glastonbury, CT Welcome home! This is a great one level, end unit in Milestone Commons. This home has an o...	1 beds \| 2 baths \| 1,591 sq.ft.	$274,900	Airbnb cash on cash: -0.33% Traditional cash on cash: 5.45% Airbnb Rental Income: $1657 Traditional Rental Income: $2689 Airbnb ROI: -0.33% Traditional ROI: 5.45%
192 Conestoga Way #192 Glastonbury, CT Bright and inviting 2-bedroom townhouse in sought-after Surrey Hill in Glastonbury! Gleami...	2 beds \| 3 baths \| 1,800 sq.ft.	$325,000	Airbnb cash on cash: -2.07% Traditional cash on cash: 5.59% Airbnb Rental Income: $1363 Traditional Rental Income: $3285 Airbnb ROI: -2.07% Traditional ROI: 5.59%
215 Dug Road Glastonbury, CT RARELY available is this 4 bedroom, 3.5 bath NEWLY CONSTRUCTED colonial tucked away on PIC...	4 beds \| 4 baths \| 3,281 sq.ft.	$999,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.38% Airbnb Rental Income: $null Traditional Rental Income: $6148 Airbnb ROI: N/A Traditional ROI: 3.38%
22 Natchaug Drive Glastonbury, CT This Glastonbury home boasts a park like setting with four spacious bedrooms, two and a ha...	4 beds \| 3 baths \| 2,718 sq.ft.	$749,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.73% Airbnb Rental Income: $null Traditional Rental Income: $4186 Airbnb ROI: N/A Traditional ROI: 2.73%
1667 Diamond Lake Road Glastonbury, CT DON'T MISS THIS OPPORTUNITY! Step into refined living with this stunning 4,200+ SF residen...	4 beds \| 5 baths \| 4,225 sq.ft.	$925,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.38% Airbnb Rental Income: $null Traditional Rental Income: $8310 Airbnb ROI: N/A Traditional ROI: 6.38%
53 Homestead Drive Glastonbury, CT This well maintained 3 bedroom ranch home with finished lower level and oversized 2 car ga...	3 beds \| 2 baths \| 1,950 sq.ft.	$450,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 4.31% Airbnb Rental Income: $1760 Traditional Rental Income: $3223 Airbnb ROI: -0.31% Traditional ROI: 4.31%
245 Cavan Lane Glastonbury, CT Don't miss the opportunity to tour this well-cared-for raised ranch offering comfort and c...	3 beds \| 2 baths \| 1,176 sq.ft.	$375,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 3.67% Airbnb Rental Income: $1760 Traditional Rental Income: $2482 Airbnb ROI: 0.25% Traditional ROI: 3.67%
368 Forest Lane Glastonbury, CT Surrounded by wooded serenity, this 2,915 SF expanded ranch sits on 7.27 acres of peaceful...	3 beds \| 4 baths \| 3,819 sq.ft.	$875,000	Airbnb cash on cash: -1.67% Traditional cash on cash: 2.79% Airbnb Rental Income: $1760 Traditional Rental Income: $4911 Airbnb ROI: -1.67% Traditional ROI: 2.79%
36 Wesleyan Road Glastonbury, CT This is what you have been waiting for! This 4 bedroom well maintained, move in ready colo...	4 beds \| 2 baths \| 1,704 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.6% Airbnb Rental Income: $null Traditional Rental Income: $3229 Airbnb ROI: N/A Traditional ROI: 3.6%

Real Estate investment in Glastonbury, CT

There are 15 properties for sale in the city of Glastonbury . The median list price in Glastonbury is $749,900 and the average price per square foot is $270. In October 2025, the average monthly cash on cash return in Glastonbury is 3.00%. The average monthly rental income in Glastonbury is $4,223.

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

There are 15 investment properties available for sale in Glastonbury.

In 2025, the best neighborhood to buy investment property is Glastonbury.

The ROI for Long-Term is higher than the Short-Term in Glastonbury with average rental income of $4,223.

Your search for investment property begins and ends here

Investment Property for Sale in Glastonbury, CT

509 Cedar Ridge Drive

Glastonbury, CT

4 beds | 5 baths | 4,983 sq.ft.

$3,690,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.33%

Airbnb Rental Income: $null

Traditional Rental Income: $6265

Airbnb ROI: N/A

Traditional ROI: -1.33%

394 Woodhaven Road

Glastonbury, CT

3 beds | 3 baths | 1,782 sq.ft.

$548,000

Airbnb cash on cash: -0.81%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $1760

Traditional Rental Income: $3422

Airbnb ROI: -0.81%

Traditional ROI: 3.38%

47 Brookview Drive

Glastonbury, CT

4 beds | 4 baths | 3,000 sq.ft.

$951,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.73%

Airbnb Rental Income: $null

Traditional Rental Income: $5276

Airbnb ROI: N/A

Traditional ROI: 2.73%

241 Old Farms Road

Glastonbury, CT

5 beds | 5 baths | 3,800 sq.ft.

$1,350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.13%

Airbnb Rental Income: $null

Traditional Rental Income: $7943

Airbnb ROI: N/A

Traditional ROI: 3.13%

19 Stonecress Lane #19

Glastonbury, CT

1 beds | 2 baths | 1,591 sq.ft.

$274,900

Airbnb cash on cash: -0.33%

Traditional cash on cash: 5.45%

Airbnb Rental Income: $1657

Traditional Rental Income: $2689

Airbnb ROI: -0.33%

Traditional ROI: 5.45%

192 Conestoga Way #192

Glastonbury, CT

2 beds | 3 baths | 1,800 sq.ft.

$325,000

Airbnb cash on cash: -2.07%

Traditional cash on cash: 5.59%

Airbnb Rental Income: $1363

Traditional Rental Income: $3285

Airbnb ROI: -2.07%

Traditional ROI: 5.59%

215 Dug Road

Glastonbury, CT

4 beds | 4 baths | 3,281 sq.ft.

$999,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.38%

Airbnb Rental Income: $null

Traditional Rental Income: $6148

Airbnb ROI: N/A

Traditional ROI: 3.38%

22 Natchaug Drive

Glastonbury, CT

4 beds | 3 baths | 2,718 sq.ft.

$749,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.73%

Airbnb Rental Income: $null

Traditional Rental Income: $4186

Airbnb ROI: N/A