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
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
231 Nortontown RoadGuilford, CTA rare opportunity to own this beautiful newly renovated Colonial set on 5.26 acres in one... |
4 beds | 5 baths | 5,352 sq.ft. |
$1,498,000 |
Airbnb cash on cash: -0.76%
|
66 High Street #17Guilford, CTWelcome to a truly exceptional living experience at The Residences at 66 High Street! This... |
3 beds | 3 baths | 3,024 sq.ft. |
$2,950,000 |
Airbnb cash on cash: -1.9%
|
874 Nut Plains Road #Lot 2 - Style AGuilford, CTIntroducing 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: -0.71%
|
195 Tanner Marsh RoadGuilford, CTMasterfully crafted NEW CONSTRUCTION meticulously designed with unparalleled attention to ... |
4 beds | 4 baths | 3,030 sq.ft. |
$1,385,000 |
Airbnb cash on cash: -1.33%
|
0 Tamarack Lane #Lot 23Guilford, CTLast two homesites available in desirable Long Hill Estates. This is your chance to own NE... |
3 beds | 3 baths | 2,075 sq.ft. |
$689,000 |
Airbnb cash on cash: 0%
|
0 Tamarack Lane #Lot 19Guilford, CTLast two homesites in desirable Long Hill Estates. This is your chance to own new construc... |
3 beds | 3 baths | 1,708 sq.ft. |
$664,000 |
Airbnb cash on cash: 0.11%
|
66 High Street #36Guilford, CT66 HIGH STREET - 3 bedroom, 2.5-bath condominium, boasting an impressive 2,194 SF on the 2... |
3 beds | 3 baths | 2,194 sq.ft. |
$1,699,000 |
Airbnb cash on cash: -2.82%
|
20 Copper Hill Drive #20Guilford, CTWelcome to 20 Copper Hill Drive-where city convenience meets coastal charm. This freestand... |
2 beds | 2 baths | 1,879 sq.ft. |
$489,000 |
Airbnb cash on cash: -2.67%
|
131 Elm StreetGuilford, CTAntique Country Farmhouse Meets Modern Amenities! A beautiful blend of heritage and modern... |
4 beds | 3 baths | 2,405 sq.ft. |
$1,199,000 |
Airbnb cash on cash: -1.05%
|
79 Fall RoadGuilford, CTLakefront Living at Its Best - Just in Time for the Holidays! Welcome to this beautifully ... |
3 beds | 2 baths | 2,150 sq.ft. |
$549,000 |
Airbnb cash on cash: 0.79%
|
55 Harbor View RoadGuilford, CTCharming Waterfront Community Opportunity - Bring Your Vision! Welcome to 55 Harbor View R... |
3 beds | 3 baths | 1,772 sq.ft. |
$729,000 |
Airbnb cash on cash: -0.22%
|
1498 Little Meadow RoadGuilford, CTWelcome to 1498 Little Meadow Road-a quintessential center-hall colonial set on nearly two... |
4 beds | 3 baths | 2,600 sq.ft. |
$775,000 |
Airbnb cash on cash: 0.08%
|
154 Wilburs LaneGuilford, CTWelcome to 154 Wilbur Ln, a truly distinctive property that sets itself apart from the res... |
5 beds | 2 baths | 3,629 sq.ft. |
$665,000 |
Airbnb cash on cash: 2.38%
|
448 Lake DriveGuilford, CTA Rare Opportunity on Lake Quonnipaug Experience waterfront living at its finest with this... |
4 beds | 4 baths | 3,504 sq.ft. |
$1,395,000 |
Airbnb cash on cash: -1.34%
|
51 Andrews RoadGuilford, CTExceptional Contemporary Direct Waterfront Estate. Located in Guilford, CT, on a private c... |
4 beds | 4 baths | 5,640 sq.ft. |
$5,000,000 |
Airbnb cash on cash: -2.63%
|
599 Goose LaneGuilford, CTDiscover the perfect blend of comfort and convenience in this sun-filled single-level retr... |
3 beds | 2 baths | 1,300 sq.ft. |
$548,500 |
Airbnb cash on cash: 0.79%
|
51 Pearl StreetGuilford, CTRare opportunity in Guilford! This home is currently used as a multifamily but can revert ... |
4 beds | 4 baths | 2,392 sq.ft. |
$1,225,000 |
Airbnb cash on cash: -1.1%
|
66 High Street #38Guilford, CTThis stunning luxury condominium seamlessly blends sophistication and comfort. Completely ... |
3 beds | 3 baths | 2,797 sq.ft. |
$3,200,000 |
Airbnb cash on cash: -3.11%
|
140 Wildrose AvenueGuilford, CTBeautifully updated Cape Cod with a dreamy wraparound covered porch offering 3/4 bedrooms,... |
4 beds | 3 baths | 2,784 sq.ft. |
$875,000 |
Airbnb cash on cash: -0.29%
|
76 Sachem Head RoadGuilford, CTResort-like gated estate perched high above Sachem Head Road overlooking a saltwater tidal... |
4 beds | 5 baths | 5,620 sq.ft. |
$2,950,000 |
Airbnb cash on cash: -2.29%
|
120 North Fair Street #2CGuilford, CTDowntown Guilford ranch living like you HAVE NEVER SEEN! This 2,500+ sq ft condo is stunni... |
2 beds | 3 baths | 2,524 sq.ft. |
$1,300,000 |
Airbnb cash on cash: -3.33%
|
288 Jefferson DriveGuilford, CTWelcome to 288 Jefferson Drive! A charming, custom-built ranch style home located on a spa... |
2 beds | 2 baths | 2,597 sq.ft. |
$615,000 |
Airbnb cash on cash: -1.73%
|
52 Leighton TrailGuilford, CTPICTURE PERFECT 4 BEDROOM COLONIAL OFF MOOSE HILL IN GUILFORD! Discover exceptional living... |
4 beds | 3 baths | 2,968 sq.ft. |
$975,000 |
Airbnb cash on cash: -0.58%
|
Real Estate investment in Guilford, CT
There are 35 properties for sale in the city of Guilford . The median list price in Guilford is $775,000 and the average price per square foot is $285. In October 2025, the average monthly cash on cash return in Guilford is 2.00%. The average monthly rental income in Guilford is $4,293.