Real Estate Investment Properties for Sale in Guilford, CT

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
40 Saginaw Trail #40 Guilford, CT This charming and well-maintained end unit has views of two different ponds and features a...	2 beds \| 1 baths \| 838 sq.ft.	$199,900	Airbnb cash on cash: 2.7% Traditional cash on cash: 4.17% Airbnb Rental Income: $2003 Traditional Rental Income: $1758 Airbnb ROI: 2.7% Traditional ROI: 4.17%
0 Long Hill Road Lot 24 Guilford, CT Announcing the GRAND OPENING of Tamarack Lane at Long Hill Estates in desirable Guilford! ...	3 beds \| 3 baths \| 2,075 sq.ft.	$619,000	Airbnb cash on cash: 2.13% Traditional cash on cash: 3.63% Airbnb Rental Income: $3983 Traditional Rental Income: $3997 Airbnb ROI: 2.13% Traditional ROI: 3.63%
0 Tamarack Lane Lot 22 Guilford, CT Announcing the GRAND OPENING of Tamarack Lane at Long Hill Estates in desirable Guilford! ...	3 beds \| 3 baths \| 2,200 sq.ft.	$664,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 2.51% Airbnb Rental Income: $3983 Traditional Rental Income: $3581 Airbnb ROI: 1.78% Traditional ROI: 2.51%
0 Tamarack Lane Lot 5 Guilford, CT Announcing the GRAND OPENING of Tamarack Lane at Long Hill Estates in desirable Guilford! ...	3 beds \| 3 baths \| 2,075 sq.ft.	$619,000	Airbnb cash on cash: 2.13% Traditional cash on cash: 2.9% Airbnb Rental Income: $3983 Traditional Rental Income: $3571 Airbnb ROI: 2.13% Traditional ROI: 2.9%
0 Tamarack Lane Lot 4 Guilford, CT Welcome to Tamarack Lane at Long Hill Estates in desirable Guilford! We are offering 22 ho...	3 beds \| 3 baths \| 2,200 sq.ft.	$719,000	Airbnb cash on cash: 1.41% Traditional cash on cash: 2.38% Airbnb Rental Income: $3983 Traditional Rental Income: $3781 Airbnb ROI: 1.41% Traditional ROI: 2.38%
Lot 21 0 Tamarack Lane Guilford, CT Announcing the GRAND OPENING of Tamarack Lane at Long Hill Estates in desirable Guilford! ...	3 beds \| 3 baths \| 2,200 sq.ft.	$719,000	Airbnb cash on cash: 1.41% Traditional cash on cash: 2.69% Airbnb Rental Income: $3983 Traditional Rental Income: $3991 Airbnb ROI: 1.41% Traditional ROI: 2.69%
0 Tamarack Lane Lot 7 Guilford, CT Announcing the GRAND OPENING of Tamarack Lane at Long Hill Estates in desirable Guilford! ...	3 beds \| 3 baths \| 2,200 sq.ft.	$719,000	Airbnb cash on cash: 1.41% Traditional cash on cash: 2.87% Airbnb Rental Income: $3983 Traditional Rental Income: $4112 Airbnb ROI: 1.41% Traditional ROI: 2.87%
874 Nut Plains Road #Lot 2 - Style A Guilford, CT Introducing an exquisite gem nestled just a couple miles from our charming Town Green - th...	3 beds \| 3 baths \| 2,568 sq.ft.	$889,900	Airbnb cash on cash: 0.54% Traditional cash on cash: 1.16% Airbnb Rental Income: $3983 Traditional Rental Income: $3648 Airbnb ROI: 0.54% Traditional ROI: 1.16%
876 Nut Plains Road #Lot 3 Guilford, CT 2 Lots left - Introducing an exquisite gem nestled just a couple miles from our charming T...	4 beds \| 3 baths \| 2,428 sq.ft.	$879,900	Airbnb cash on cash: 0.74% Traditional cash on cash: 1.26% Airbnb Rental Income: $4145 Traditional Rental Income: $3689 Airbnb ROI: 0.74% Traditional ROI: 1.26%
35 Bayberry Lane Guilford, CT Coastal Luxury Meets Modern Design at 35 Bayberry Lane, Guilford, CT~ Discover this NEWLY ...	4 beds \| 4 baths \| 3,445 sq.ft.	$1,598,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 0.01% Airbnb Rental Income: $4145 Traditional Rental Income: $4750 Airbnb ROI: -0.99% Traditional ROI: 0.01%
413 Vineyard Point Road Guilford, CT Just approved for 3 lot subdivision. Seller will not file the subdivision at this time. Pu...	5 beds \| 4 baths \| 3,854 sq.ft.	$2,500,000	Airbnb cash on cash: 0.21% Traditional cash on cash: -1.01% Airbnb Rental Income: $9653 Traditional Rental Income: $5011 Airbnb ROI: 0.21% Traditional ROI: -1.01%
0 Tamarack Lane Lot 10 Guilford, CT Announcing the GRAND OPENING of Tamarack Lane at Long Hill Estates in desirable Guilford! ...	3 beds \| 3 baths \| 2,200 sq.ft.	$699,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 2.47% Airbnb Rental Income: $3983 Traditional Rental Income: $3743 Airbnb ROI: 1.53% Traditional ROI: 2.47%
195 Tanner Marsh Road Guilford, CT Masterfully crafted NEW CONSTRUCTION meticulously designed with unparalleled attention to ...	4 beds \| 4 baths \| 3,030 sq.ft.	$1,385,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 0.6% Airbnb Rental Income: $4145 Traditional Rental Income: $4893 Airbnb ROI: -0.67% Traditional ROI: 0.6%
1000 West Lake Avenue Guilford, CT Contemporary style home with an open floor plan, remodeled kitchen and vaulted ceilings. T...	4 beds \| 3 baths \| 2,112 sq.ft.	$519,000	Airbnb cash on cash: 3.42% Traditional cash on cash: 4.04% Airbnb Rental Income: $4145 Traditional Rental Income: $3569 Airbnb ROI: 3.42% Traditional ROI: 4.04%
110 Cherry Street #APT 3 Guilford, CT This unit, for sale by the original owners, has been extremely well-maintained and is move...	2 beds \| 3 baths \| 2,007 sq.ft.	$499,900	Airbnb cash on cash: -1.58% Traditional cash on cash: 2.38% Airbnb Rental Income: $2003 Traditional Rental Income: $3328 Airbnb ROI: -1.58% Traditional ROI: 2.38%
99 South Hoop Pole Road Guilford, CT Step into a fresh take on Guilford living at 99 South Hoop Pole Road. This fully renovated...	3 beds \| 3 baths \| 2,468 sq.ft.	$685,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 2.29% Airbnb Rental Income: $3983 Traditional Rental Income: $3555 Airbnb ROI: 1.63% Traditional ROI: 2.29%
99 Laurel Cliffs Road Guilford, CT This timeless colonial sits on a private 3.69 acre lot, including mature trees, spectacula...	5 beds \| 4 baths \| 4,362 sq.ft.	$899,000	Airbnb cash on cash: 6.15% Traditional cash on cash: 2.6% Airbnb Rental Income: $9653 Traditional Rental Income: $4886 Airbnb ROI: 6.15% Traditional ROI: 2.6%
224 Mulberry Point Road Guilford, CT Fully updated and expanded 3-bedroom, 3-full-bath colonial. Prepare to be amazed by this m...	3 beds \| 3 baths \| 3,274 sq.ft.	$799,900	Airbnb cash on cash: 0.92% Traditional cash on cash: 3% Airbnb Rental Income: $3983 Traditional Rental Income: $4676 Airbnb ROI: 0.92% Traditional ROI: 3%
874 Nut Plains Road #Lot 2 - Style C Guilford, CT Introducing an exquisite gem nestled just a couple miles from our charming Town Green - th...	4 beds \| 3 baths \| 2,732 sq.ft.	$979,900	Airbnb cash on cash: 0.35% Traditional cash on cash: 0.94% Airbnb Rental Income: $4145 Traditional Rental Income: $3805 Airbnb ROI: 0.35% Traditional ROI: 0.94%
874 Nut Plains Road #Lot 2 - Style B Guilford, CT Introducing an exquisite gem nestled just a couple miles from our charming Town Green - th...	3 beds \| 3 baths \| 2,582 sq.ft.	$889,900	Airbnb cash on cash: 0.54% Traditional cash on cash: 1.16% Airbnb Rental Income: $3983 Traditional Rental Income: $3648 Airbnb ROI: 0.54% Traditional ROI: 1.16%
570 West Street Guilford, CT Spacious custom ranch nestled in a picturesque setting, exuding outstanding curb appeal. T...	3 beds \| 2 baths \| 1,756 sq.ft.	$483,000	Airbnb cash on cash: 3.6% Traditional cash on cash: 3.36% Airbnb Rental Income: $3983 Traditional Rental Income: $3019 Airbnb ROI: 3.6% Traditional ROI: 3.36%
769 Old Toll Road Guilford, CT Welcome to this lovely colonial that sits on 4.73 acres on a cul-de-sac tucked away off of...	4 beds \| 3 baths \| 1,960 sq.ft.	$525,000	Airbnb cash on cash: 3.34% Traditional cash on cash: 3.95% Airbnb Rental Income: $4145 Traditional Rental Income: $3564 Airbnb ROI: 3.34% Traditional ROI: 3.95%
602 WEST LAKE AVE Guilford, CT Field of Dreams! Welcome to your 5 acre oasis, set in private enclave, surrounded by Land ...	3 beds \| 2 baths \| 1,632 sq.ft.	$599,900	Airbnb cash on cash: 2.3% Traditional cash on cash: 1.69% Airbnb Rental Income: $3983 Traditional Rental Income: $2787 Airbnb ROI: 2.3% Traditional ROI: 1.69%
100 Cherry Street Guilford, CT Discover the epitome of tranquility and modern convenience in this exquisite light-filled ...	3 beds \| 3 baths \| 2,343 sq.ft.	$775,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 1.86% Airbnb Rental Income: $3983 Traditional Rental Income: $3697 Airbnb ROI: 1.08% Traditional ROI: 1.86%
395 Saw Mill Road Guilford, CT Welcome to 395 Saw Mill Rd. Opportunity awaits for you to own this Well Maintained.Oversiz...	3 beds \| 3 baths \| 3,324 sq.ft.	$665,000	Airbnb cash on cash: 1.77% Traditional cash on cash: 2.71% Airbnb Rental Income: $3983 Traditional Rental Income: $3714 Airbnb ROI: 1.77% Traditional ROI: 2.71%
122 North Fair Street #4 Guilford, CT Downtown Guilford. YOU HAVE NEVER SEEN ANYTHING LIKE THIS 4000 sq ft condominium with a pr...	3 beds \| 4 baths \| 4,000 sq.ft.	$1,750,000	Airbnb cash on cash: -1.85% Traditional cash on cash: -0.1% Airbnb Rental Income: $3983 Traditional Rental Income: $5976 Airbnb ROI: -1.85% Traditional ROI: -0.1%
0 Tamarack Lane #Lot 23 Guilford, CT Welcome to Tamarack Lane at Long Hill Estates in desirable Guilford! This is your chance t...	3 beds \| 3 baths \| 2,075 sq.ft.	$689,000	Airbnb cash on cash: 1.6% Traditional cash on cash: 2.17% Airbnb Rental Income: $3983 Traditional Rental Income: $3499 Airbnb ROI: 1.6% Traditional ROI: 2.17%
0 Tamarack Lane #Lot 19 Guilford, CT This special and scenic property is the old Smith Christmas Tree Farm, located just north ...	3 beds \| 3 baths \| 1,708 sq.ft.	$664,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 2.21% Airbnb Rental Income: $3983 Traditional Rental Income: $3395 Airbnb ROI: 1.78% Traditional ROI: 2.21%
0 Tamarack Lane #Lot 20 Guilford, CT This is your chance to own NEW CONSTRUCTION on a beautiful, lightly wooded lot that spans ...	3 beds \| 3 baths \| 2,200 sq.ft.	$719,000	Airbnb cash on cash: 1.41% Traditional cash on cash: 2% Airbnb Rental Income: $3983 Traditional Rental Income: $3532 Airbnb ROI: 1.41% Traditional ROI: 2%
804 Route 80 Guilford, CT Welcome to Your Serene Retreat! Discover this spacious, 4-bedroom, 2-bath ranch nestled on...	4 beds \| 2 baths \| 1,588 sq.ft.	$499,000	Airbnb cash on cash: 3.68% Traditional cash on cash: 2.93% Airbnb Rental Income: $4145 Traditional Rental Income: $2918 Airbnb ROI: 3.68% Traditional ROI: 2.93%
212 Woodland Road Guilford, CT Nestled in the charming lake community of Guilford, CT, this delightful ranch awaits its n...	3 beds \| 2 baths \| 1,632 sq.ft.	$389,000	Airbnb cash on cash: 5.21% Traditional cash on cash: 4.53% Airbnb Rental Income: $3983 Traditional Rental Income: $2882 Airbnb ROI: 5.21% Traditional ROI: 4.53%
226 Village Pond Road Guilford, CT Beautifully maintained 4 bedroom, 2.5 bath classic colonial on a serene and private 1.51 a...	4 beds \| 3 baths \| 1,944 sq.ft.	$575,000	Airbnb cash on cash: 2.75% Traditional cash on cash: 3.31% Airbnb Rental Income: $4145 Traditional Rental Income: $3563 Airbnb ROI: 2.75% Traditional ROI: 3.31%
86 Mohawk Trail #86 Guilford, CT Quonnipaug Hills Condominium Complex is nestled in the tranquil North Guilford landscape. ...	2 beds \| 2 baths \| 911 sq.ft.	$184,900	Airbnb cash on cash: 2.93% Traditional cash on cash: 6.88% Airbnb Rental Income: $2003 Traditional Rental Income: $2175 Airbnb ROI: 2.93% Traditional ROI: 6.88%
76 Fair Street Guilford, CT Enjoy in-town living! This handsome saltbox is located on Fair Street, one of Guilford's m...	2 beds \| 3 baths \| 1,587 sq.ft.	$929,000	Airbnb cash on cash: -1.52% Traditional cash on cash: 0.24% Airbnb Rental Income: $2003 Traditional Rental Income: $3005 Airbnb ROI: -1.52% Traditional ROI: 0.24%
760 Durham Road Guilford, CT Charming colonial with easy access to downtown Guilford. Move right into this two-bedroom ...	2 beds \| 2 baths \| 1,340 sq.ft.	$317,500	Airbnb cash on cash: 1.53% Traditional cash on cash: 5.36% Airbnb Rental Income: $2003 Traditional Rental Income: $2624 Airbnb ROI: 1.53% Traditional ROI: 5.36%
289 State Street Guilford, CT Welcome to this charming colonial home in Guilford, perfectly situated near the town cente...	4 beds \| 3 baths \| 2,059 sq.ft.	$899,900	Airbnb cash on cash: 0.66% Traditional cash on cash: 1.02% Airbnb Rental Income: $4145 Traditional Rental Income: $3572 Airbnb ROI: 0.66% Traditional ROI: 1.02%
910 Goose Lane Guilford, CT Welcome to 910 Goose Lane, Guilford, CT-a traditional gem offering endless potential. This...	4 beds \| 3 baths \| 2,000 sq.ft.	$499,900	Airbnb cash on cash: 3.67% Traditional cash on cash: 4.3% Airbnb Rental Income: $4145 Traditional Rental Income: $3561 Airbnb ROI: 3.67% Traditional ROI: 4.3%
39 Pearl Street Guilford, CT Walk to the beautiful Guilford Green from this 4 bedroom property to enjoy a quintessentia...	4 beds \| 3 baths \| 2,574 sq.ft.	$795,000	Airbnb cash on cash: 1.16% Traditional cash on cash: 2.38% Airbnb Rental Income: $4145 Traditional Rental Income: $4172 Airbnb ROI: 1.16% Traditional ROI: 2.38%
54 Horseshoe Road Guilford, CT Nestled in a highly desirable neighborhood, this charming colonial-style home offers 3 gen...	3 beds \| 3 baths \| 1,832 sq.ft.	$398,000	Airbnb cash on cash: 5.02% Traditional cash on cash: 6.2% Airbnb Rental Income: $3983 Traditional Rental Income: $3570 Airbnb ROI: 5.02% Traditional ROI: 6.2%
87 Horseshoe Road Guilford, CT ---Multiple offers ---Highest and best due by Monday, 4pm 11/11. Welcome to a fantastic re...	4 beds \| 2 baths \| 2,789 sq.ft.	$529,000	Airbnb cash on cash: 3.27% Traditional cash on cash: 5.57% Airbnb Rental Income: $4145 Traditional Rental Income: $4404 Airbnb ROI: 3.27% Traditional ROI: 5.57%

Real Estate investment in Guilford, CT

There are 43 properties for sale in the city of Guilford . The median list price in Guilford is $675,000 and the average price per square foot is $292. In November 2024, the average monthly cash on cash return in Guilford is 2.00%. The average monthly rental income in Guilford is $3,572.

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

There are 43 investment properties available for sale in Guilford.

In 2024, the best neighborhood to buy investment property is Guilford.

The ROI for Short-Term is higher than the Long-Term in Guilford with average rental income of $3,983.

Your search for investment property begins and ends here

Investment Property for Sale in Guilford, CT

40 Saginaw Trail #40

Guilford, CT

2 beds | 1 baths | 838 sq.ft.

$199,900

Airbnb cash on cash: 2.7%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $2003

Traditional Rental Income: $1758

Airbnb ROI: 2.7%

Traditional ROI: 4.17%

0 Long Hill Road Lot 24

Guilford, CT

3 beds | 3 baths | 2,075 sq.ft.

$619,000

Airbnb cash on cash: 2.13%

Traditional cash on cash: 3.63%

Airbnb Rental Income: $3983

Traditional Rental Income: $3997

Airbnb ROI: 2.13%

Traditional ROI: 3.63%

0 Tamarack Lane Lot 22

Guilford, CT

3 beds | 3 baths | 2,200 sq.ft.

$664,000

Airbnb cash on cash: 1.78%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $3983

Traditional Rental Income: $3581

Airbnb ROI: 1.78%

Traditional ROI: 2.51%

0 Tamarack Lane Lot 5

Guilford, CT

3 beds | 3 baths | 2,075 sq.ft.

$619,000

Airbnb cash on cash: 2.13%

Traditional cash on cash: 2.9%

Airbnb Rental Income: $3983

Traditional Rental Income: $3571

Airbnb ROI: 2.13%

Traditional ROI: 2.9%

0 Tamarack Lane Lot 4

Guilford, CT

3 beds | 3 baths | 2,200 sq.ft.

$719,000

Airbnb cash on cash: 1.41%

Traditional cash on cash: 2.38%

Airbnb Rental Income: $3983

Traditional Rental Income: $3781

Airbnb ROI: 1.41%

Traditional ROI: 2.38%

Lot 21 0 Tamarack Lane

Guilford, CT

3 beds | 3 baths | 2,200 sq.ft.

$719,000

Airbnb cash on cash: 1.41%

Traditional cash on cash: 2.69%

Airbnb Rental Income: $3983

Traditional Rental Income: $3991

Airbnb ROI: 1.41%

Traditional ROI: 2.69%

0 Tamarack Lane Lot 7

Guilford, CT

3 beds | 3 baths | 2,200 sq.ft.

$719,000

Airbnb cash on cash: 1.41%

Traditional cash on cash: 2.87%

Airbnb Rental Income: $3983

Traditional Rental Income: $4112

Airbnb ROI: 1.41%

Traditional ROI: 2.87%

874 Nut Plains Road #Lot 2 - Style A

Guilford, CT

3 beds | 3 baths | 2,568 sq.ft.

$889,900

Airbnb cash on cash: 0.54%

Traditional cash on cash: 1.16%

Airbnb Rental Income: $3983

Traditional Rental Income: $3648

Airbnb ROI: 0.54%