Real Estate Investment Properties for Sale in New Haven, CT

Looking for investment property in New Haven, CT with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1975 Chapel Street New Haven, CT Absolutely stunning Colonial in the heart of Westville. Just minutes to Yale & Hopkins. Th...	4 beds \| 3 baths \| 3,001 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.57% Airbnb Rental Income: $null Traditional Rental Income: $4730 Airbnb ROI: N/A Traditional ROI: 5.57%
1830 Ella T Grasso Boulevard New Haven, CT Timeless Charm Meets Modern Living in the Heart of Beaver Hills. Welcome to this beautiful...	4 beds \| 3 baths \| 2,108 sq.ft.	$570,000	Airbnb cash on cash: -1.28% Traditional cash on cash: 5.43% Airbnb Rental Income: $1041 Traditional Rental Income: $4250 Airbnb ROI: -1.28% Traditional ROI: 5.43%
123 Carmel Street New Haven, CT Attention investors, contractors, and developers! Pending approval to transform this 4-uni...	7 beds \| N/A baths \| 5,313 sq.ft.	$420,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 4.55% Airbnb Rental Income: $2549 Traditional Rental Income: $3321 Airbnb ROI: 1.03% Traditional ROI: 4.55%
262 Sherman Avenue New Haven, CT Grand 4,600 sq ft Victorian with Incredible Upside A rare opportunity to complete and cust...	10 beds \| 1 baths \| 4,598 sq.ft.	$385,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 2.23% Airbnb Rental Income: $2549 Traditional Rental Income: $3015 Airbnb ROI: -0.76% Traditional ROI: 2.23%
77 Concord Street New Haven, CT Stylish & sensational seaside home! Come see this fantastic Cape in the heart of Morris Co...	3 beds \| 2 baths \| 1,688 sq.ft.	$375,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 6.76% Airbnb Rental Income: $1374 Traditional Rental Income: $3455 Airbnb ROI: -0.34% Traditional ROI: 6.76%
45 Huntington Avenue New Haven, CT Two-Family Home in New Haven-Great Owner-Occupant or Investment Opportunity Discover this ...	6 beds \| 2 baths \| 2,436 sq.ft.	$465,000	Airbnb cash on cash: 4.63% Traditional cash on cash: 6.83% Airbnb Rental Income: $4051 Traditional Rental Income: $4146 Airbnb ROI: 4.63% Traditional ROI: 6.83%
100 York Street unit: 12J #12J New Haven, CT Gorgeous completely renovated 1BR 1Ba unit. Brazilian hardwood floors, new interior doors,...	1 beds \| 1 baths \| 654 sq.ft.	$114,000	Airbnb cash on cash: -6.76% Traditional cash on cash: -1.1% Airbnb Rental Income: $1536 Traditional Rental Income: $1715 Airbnb ROI: -6.76% Traditional ROI: -1.1%
163 West Street New Haven, CT Investment Opportunity in New Haven - Fully Rented! Welcome to 163 West Street, a well-loc...	5 beds \| 2 baths \| 1,404 sq.ft.	$349,995	Airbnb cash on cash: 3.04% Traditional cash on cash: 6.64% Airbnb Rental Income: $2493 Traditional Rental Income: $3069 Airbnb ROI: 3.04% Traditional ROI: 6.64%
133 Plymouth Street New Haven, CT Fully occupied 2 Family consisting of 2100 sq ft with Detached 2 car garage - 1st floor co...	6 beds \| 3 baths \| 2,100 sq.ft.	$270,000	Airbnb cash on cash: 3.9% Traditional cash on cash: 8.75% Airbnb Rental Income: $2493 Traditional Rental Income: $3124 Airbnb ROI: 3.9% Traditional ROI: 8.75%
300 Harbour Close unit: R #R New Haven, CT Welcome to Unit R, your final opportunity to own a brandnew residence in this exclusive ne...	2 beds \| 2 baths \| 870 sq.ft.	$385,000	Airbnb cash on cash: -3.23% Traditional cash on cash: 4.06% Airbnb Rental Income: $1189 Traditional Rental Income: $3434 Airbnb ROI: -3.23% Traditional ROI: 4.06%
191 Ferry Street New Haven, CT Refurbished 2901 +/- SF 3 Family - 1st & 2nd floor consists 1152 SF each of 5 Rooms w 2/3 ...	6 beds \| 3 baths \| 2,901 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.95% Airbnb Rental Income: $null Traditional Rental Income: $4091 Airbnb ROI: N/A Traditional ROI: 6.95%
1455 Chapel Street New Haven, CT Situated in the heart of the Yale Medical Community, and directly across from Saint Raphae...	5 beds \| 5 baths \| 6,343 sq.ft.	$2,495,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.6% Airbnb Rental Income: $null Traditional Rental Income: $7915 Airbnb ROI: N/A Traditional ROI: 1.6%
119 Cove Street New Haven, CT Must-See Coastal Home - Ideal for Summer Living, Airbnb, or Full-Time Residence Discover t...	4 beds \| 2 baths \| 1,606 sq.ft.	$679,900	Airbnb cash on cash: -0.94% Traditional cash on cash: 3.68% Airbnb Rental Income: $1244 Traditional Rental Income: $3774 Airbnb ROI: -0.94% Traditional ROI: 3.68%
731 George Street New Haven, CT Awesome 4/5 Bedroom Home steps to Downtown New Haven- Prime Location! Welcome to this char...	4 beds \| 2 baths \| 1,620 sq.ft.	$359,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.09% Airbnb Rental Income: $null Traditional Rental Income: $2930 Airbnb ROI: N/A Traditional ROI: 6.09%
44 Huntington Avenue New Haven, CT Come see this charming, well-maintained home in the Annex section of New Haven-on the mark...	3 beds \| 1 baths \| 1,344 sq.ft.	$389,999	Airbnb cash on cash: 0.42% Traditional cash on cash: 5.54% Airbnb Rental Income: $1607 Traditional Rental Income: $3021 Airbnb ROI: 0.42% Traditional ROI: 5.54%
91 Church Street unit: 1 #1 New Haven, CT Urban oasis in the heart of Downtown New Haven! Welcome to The Lofts at 91 Church - where ...	2 beds \| 3 baths \| 1,228 sq.ft.	$459,000	Airbnb cash on cash: -2.37% Traditional cash on cash: 2.73% Airbnb Rental Income: $1337 Traditional Rental Income: $3117 Airbnb ROI: -2.37% Traditional ROI: 2.73%
91 Church Street unit: 3 #3 New Haven, CT Urban oasis in the heart of Downtown New Haven! Welcome to The Lofts at 91 Church - where ...	1 beds \| 3 baths \| 1,868 sq.ft.	$649,000	Airbnb cash on cash: -2.75% Traditional cash on cash: 1.25% Airbnb Rental Income: $1560 Traditional Rental Income: $3530 Airbnb ROI: -2.75% Traditional ROI: 1.25%
91 Church Street unit: 2 #2 New Haven, CT Urban oasis in the heart of Downtown New Haven! Welcome to The Lofts at 91 Church - where ...	2 beds \| 3 baths \| 1,436 sq.ft.	$469,000	Airbnb cash on cash: -2.61% Traditional cash on cash: 2.72% Airbnb Rental Income: $1337 Traditional Rental Income: $3262 Airbnb ROI: -2.61% Traditional ROI: 2.72%
50 Concord Street New Haven, CT Welcome to Morris Cove! Nestled just seconds to the ocean, this charming colonial has incr...	3 beds \| 2 baths \| 2,268 sq.ft.	$359,900	Airbnb cash on cash: -0.72% Traditional cash on cash: 7.6% Airbnb Rental Income: $1374 Traditional Rental Income: $3766 Airbnb ROI: -0.72% Traditional ROI: 7.6%
129 Winthrop Avenue New Haven, CT Situated near the rapidly developing Frontage Road, 129 Winthrop Avenue offers a well-main...	6 beds \| 3 baths \| 2,450 sq.ft.	$435,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.04% Airbnb Rental Income: $null Traditional Rental Income: $3956 Airbnb ROI: N/A Traditional ROI: 7.04%
54 Lombard Street New Haven, CT Charming 3BR/1BA in Fair Haven - Walk to Quinnipiac River! Move right into this well-kept ...	3 beds \| 1 baths \| 902 sq.ft.	$269,900	Airbnb cash on cash: 0.51% Traditional cash on cash: 6.16% Airbnb Rental Income: $1323 Traditional Rental Income: $2353 Airbnb ROI: 0.51% Traditional ROI: 6.16%
185 Saint Ronan Street New Haven, CT A rare find on desirable St. Ronan Street: this beautifully preserved Queen Anne, built ci...	5 beds \| 5 baths \| 3,838 sq.ft.	$995,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.13% Airbnb Rental Income: $null Traditional Rental Income: $7525 Airbnb ROI: N/A Traditional ROI: 5.13%
30 Upson Terrace New Haven, CT Welcome to this charming 1900 Colonial, offering the perfect blend of timeless character a...	4 beds \| 1 baths \| 2,100 sq.ft.	$379,900	Airbnb cash on cash: 2.66% Traditional cash on cash: 5.24% Airbnb Rental Income: $2875 Traditional Rental Income: $3125 Airbnb ROI: 2.66% Traditional ROI: 5.24%
409 Poplar Street New Haven, CT Discover the potential of 409 Poplar St, a well-cared-for New Haven property offering gene...	4 beds \| 2 baths \| 1,200 sq.ft.	$314,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.82% Airbnb Rental Income: $null Traditional Rental Income: $2522 Airbnb ROI: N/A Traditional ROI: 5.82%
100 Front Street unit: 100 #100 New Haven, CT Spacious 2-bedroom, 2.5-bath Riverview townhouse in one of New Haven's historic districts....	2 beds \| 3 baths \| 1,478 sq.ft.	$240,000	Airbnb cash on cash: -3.17% Traditional cash on cash: 7.99% Airbnb Rental Income: $1062 Traditional Rental Income: $3228 Airbnb ROI: -3.17% Traditional ROI: 7.99%
244 Weybosset Street New Haven, CT Less is more with this charming and affordable Tiny Home offering easy one-level living on...	2 beds \| 1 baths \| 642 sq.ft.	$239,900	Airbnb cash on cash: 0.95% Traditional cash on cash: 4.45% Airbnb Rental Income: $1242 Traditional Rental Income: $1639 Airbnb ROI: 0.95% Traditional ROI: 4.45%
39 Houston Street New Haven, CT Highest and best by Tuesday at 5 PM. Welcome to 39 Houston Street, a solid three-family pr...	8 beds \| 3 baths \| 2,863 sq.ft.	$499,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.58% Airbnb Rental Income: $null Traditional Rental Income: $3921 Airbnb ROI: N/A Traditional ROI: 5.58%
168 Lloyd Street New Haven, CT Investors take notice! Three-unit, income-producing multifamily property with two units cu...	10 beds \| 3 baths \| 4,131 sq.ft.	$553,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.47% Airbnb Rental Income: $null Traditional Rental Income: $4183 Airbnb ROI: N/A Traditional ROI: 5.47%
201 Ivy Street New Haven, CT Stunning Remodeled 3-Bedroom Colonial with Modern Style & Timeless Charm Welcome home to t...	3 beds \| 1 baths \| 1,552 sq.ft.	$289,900	Airbnb cash on cash: 0.73% Traditional cash on cash: 5.1% Airbnb Rental Income: $1431 Traditional Rental Income: $2197 Airbnb ROI: 0.73% Traditional ROI: 5.1%
64 Glen View Terrace New Haven, CT Fully Renovated beautiful Cape Cod located in Westville, minutes to Woodbridge and Route 1...	2 beds \| 1 baths \| 1,125 sq.ft.	$280,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 5.02% Airbnb Rental Income: $1725 Traditional Rental Income: $2113 Airbnb ROI: 1.75% Traditional ROI: 5.02%
128 Portsea Street New Haven, CT Spacious home in a prime central location offering exceptional potential. Conveniently sit...	2 beds \| 1 baths \| 1,313 sq.ft.	$234,900	Airbnb cash on cash: 0.26% Traditional cash on cash: 5.86% Airbnb Rental Income: $1189 Traditional Rental Income: $2047 Airbnb ROI: 0.26% Traditional ROI: 5.86%
745 Townsend Avenue lot: 1 New Haven, CT Build Your Dream Home at RESIDENCES at The Estate! A rare and exciting opportunity in New ...	3 beds \| 2 baths \| 2,113 sq.ft.	$989,000	Airbnb cash on cash: -2.19% Traditional cash on cash: 0.82% Airbnb Rental Income: $1374 Traditional Rental Income: $3727 Airbnb ROI: -2.19% Traditional ROI: 0.82%
745 Townsend Avenue lot: 2 New Haven, CT Build Your Dream Home at RESIDENCES at The Estate! A rare and exciting opportunity in New ...	3 beds \| 3 baths \| 2,304 sq.ft.	$1,050,000	Airbnb cash on cash: -2.25% Traditional cash on cash: 1.13% Airbnb Rental Income: $1374 Traditional Rental Income: $4258 Airbnb ROI: -2.25% Traditional ROI: 1.13%
745 Townsend Avenue lot: 3 New Haven, CT Build Your Dream Home at RESIDENCES at The Estate! A rare and exciting opportunity in New ...	3 beds \| 4 baths \| 2,341 sq.ft.	$1,050,000	Airbnb cash on cash: -2.25% Traditional cash on cash: 1.93% Airbnb Rental Income: $1374 Traditional Rental Income: $5031 Airbnb ROI: -2.25% Traditional ROI: 1.93%
745 Townsend Avenue lot: 4 New Haven, CT Build Your Dream Home at RESIDENCES at The Estate! A rare and exciting opportunity in New ...	3 beds \| 4 baths \| 2,341 sq.ft.	$1,149,900	Airbnb cash on cash: -2.32% Traditional cash on cash: 1.49% Airbnb Rental Income: $1374 Traditional Rental Income: $5031 Airbnb ROI: -2.32% Traditional ROI: 1.49%
745 Townsend Avenue lot: 5 New Haven, CT Build Your Dream Home at RESIDENCES at The Estate! A rare and exciting opportunity in New ...	3 beds \| 3 baths \| 2,834 sq.ft.	$1,179,900	Airbnb cash on cash: -2.34% Traditional cash on cash: 0.75% Airbnb Rental Income: $1374 Traditional Rental Income: $4346 Airbnb ROI: -2.34% Traditional ROI: 0.75%
745 Townsend Avenue lot: 6 New Haven, CT Build Your Dream Home at RESIDENCES at The Estate! A rare and exciting opportunity in New ...	4 beds \| 4 baths \| 2,900 sq.ft.	$1,339,000	Airbnb cash on cash: -2.52% Traditional cash on cash: 1.33% Airbnb Rental Income: $1244 Traditional Rental Income: $5637 Airbnb ROI: -2.52% Traditional ROI: 1.33%

Real Estate investment in New-haven, CT

There are 39 properties for sale in the city of New Haven . The median list price in New Haven is $435,000 and the average price per square foot is $187. In February 2026, the average monthly cash on cash return in New Haven is 5.00%. The average monthly rental income in New Haven is $3,262.

New-haven, CT Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 39 investment properties available for sale in New-haven.

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

The ROI for Long-Term is higher than the Short-Term in New-haven with average rental income of $3,262.

Your search for investment property begins and ends here

Investment Property for Sale in New Haven, CT

1975 Chapel Street

New Haven, CT

4 beds | 3 baths | 3,001 sq.ft.

$575,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.57%

Airbnb Rental Income: $null

Traditional Rental Income: $4730

Airbnb ROI: N/A

Traditional ROI: 5.57%

1830 Ella T Grasso Boulevard

New Haven, CT

4 beds | 3 baths | 2,108 sq.ft.

$570,000

Airbnb cash on cash: -1.28%

Traditional cash on cash: 5.43%

Airbnb Rental Income: $1041

Traditional Rental Income: $4250

Airbnb ROI: -1.28%

Traditional ROI: 5.43%

123 Carmel Street

New Haven, CT

7 beds | N/A baths | 5,313 sq.ft.

$420,000

Airbnb cash on cash: 1.03%

Traditional cash on cash: 4.55%

Airbnb Rental Income: $2549

Traditional Rental Income: $3321

Airbnb ROI: 1.03%

Traditional ROI: 4.55%

262 Sherman Avenue

New Haven, CT

10 beds | 1 baths | 4,598 sq.ft.

$385,000

Airbnb cash on cash: -0.76%

Traditional cash on cash: 2.23%

Airbnb Rental Income: $2549

Traditional Rental Income: $3015

Airbnb ROI: -0.76%

Traditional ROI: 2.23%

77 Concord Street

New Haven, CT

3 beds | 2 baths | 1,688 sq.ft.

$375,000

Airbnb cash on cash: -0.34%

Traditional cash on cash: 6.76%

Airbnb Rental Income: $1374

Traditional Rental Income: $3455

Airbnb ROI: -0.34%

Traditional ROI: 6.76%

45 Huntington Avenue

New Haven, CT

6 beds | 2 baths | 2,436 sq.ft.

$465,000

Airbnb cash on cash: 4.63%

Traditional cash on cash: 6.83%

Airbnb Rental Income: $4051

Traditional Rental Income: $4146

Airbnb ROI: 4.63%

Traditional ROI: 6.83%

100 York Street unit: 12J #12J

New Haven, CT

1 beds | 1 baths | 654 sq.ft.

$114,000

Airbnb cash on cash: -6.76%

Traditional cash on cash: -1.1%

Airbnb Rental Income: $1536

Traditional Rental Income: $1715

Airbnb ROI: -6.76%

Traditional ROI: -1.1%

163 West Street

New Haven, CT

5 beds | 2 baths | 1,404 sq.ft.

$349,995

Airbnb cash on cash: 3.04%

Traditional cash on cash: 6.64%

Airbnb Rental Income: $2493

Traditional Rental Income: $3069

Airbnb ROI: 3.04%