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
282 Ashmun Street New Haven, CT Location, location, location! Welcome to 282 Ashmun right near Science Park New Haven just...	4 beds \| 2 baths \| 2,217 sq.ft.	$349,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 3.72% Airbnb Rental Income: $1322 Traditional Rental Income: $2280 Airbnb ROI: -0.45% Traditional ROI: 3.72%
875 Elm Street New Haven, CT Exceptional investment opportunity offered with this fully updated three family home. Unit...	8 beds \| 3 baths \| 3,422 sq.ft.	$675,000	Airbnb cash on cash: 2.9% Traditional cash on cash: 5.18% Airbnb Rental Income: $4265 Traditional Rental Income: $4802 Airbnb ROI: 2.9% Traditional ROI: 5.18%
31 Harbour Close #31 New Haven, CT Welcome to Harbour Landing! This beautifully renovated 2-bedroom, 2.5-bath townhouse offer...	2 beds \| 3 baths \| 1,548 sq.ft.	$400,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 0.33% Airbnb Rental Income: $1805 Traditional Rental Income: $1734 Airbnb ROI: -0.79% Traditional ROI: 0.33%
75 Perkins Street New Haven, CT Great investment opportunity! This 4BR, 3.5BA two-family home offers 2,112 sq ft of heated...	4 beds \| 4 baths \| 2,112 sq.ft.	$349,900	Airbnb cash on cash: -0.12% Traditional cash on cash: 4.66% Airbnb Rental Income: $1334 Traditional Rental Income: $2494 Airbnb ROI: -0.12% Traditional ROI: 4.66%
295 Stevenson Road New Haven, CT Welcome to 295 Stevenson Road, where comfort, value, and opportunity come together! This w...	2 beds \| 2 baths \| 1,992 sq.ft.	$399,990	Airbnb cash on cash: -1.27% Traditional cash on cash: 3.92% Airbnb Rental Income: $1182 Traditional Rental Income: $2744 Airbnb ROI: -1.27% Traditional ROI: 3.92%
565 Orange Street New Haven, CT Some addresses are a purchase. This one is a position. 565 Orange Street stands on the bes...	5 beds \| 3 baths \| 2,205 sq.ft.	$910,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 1.07% Airbnb Rental Income: $2726 Traditional Rental Income: $3204 Airbnb ROI: -0.25% Traditional ROI: 1.07%
329 Front Street New Haven, CT Experience waterfront living in this beautifully designed newer construction home situated...	3 beds \| 3 baths \| 1,368 sq.ft.	$779,900	Airbnb cash on cash: -0.4% Traditional cash on cash: 0.26% Airbnb Rental Income: $1983 Traditional Rental Income: $1940 Airbnb ROI: -0.4% Traditional ROI: 0.26%
144 Tuttle Drive New Haven, CT Beautifully updated, spacious mid-century ranch tucked away at the end of a desirable Morr...	3 beds \| 2 baths \| 1,530 sq.ft.	$465,900	Airbnb cash on cash: -0.25% Traditional cash on cash: 3.24% Airbnb Rental Income: $1630 Traditional Rental Income: $2691 Airbnb ROI: -0.25% Traditional ROI: 3.24%
1455 Chapel Street New Haven, CT Ideal property for a 1031 Exchange! Situated in the heart of the Yale Medical Community, a...	5 beds \| 5 baths \| 6,343 sq.ft.	$1,895,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 2.34% Airbnb Rental Income: $3528 Traditional Rental Income: $7915 Airbnb ROI: -0.6% Traditional ROI: 2.34%
106 Sherland Avenue New Haven, CT Carpenter Gothic Victorian home with lots of gingerbread. Spacious rooms throughout; beaut...	3 beds \| 2 baths \| 1,964 sq.ft.	$344,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 6.26% Airbnb Rental Income: $1586 Traditional Rental Income: $3044 Airbnb ROI: 0.35% Traditional ROI: 6.26%
44 Huntington Avenue New Haven, CT Come see this charming, well-maintained home on a double lot in the Annex section of New H...	3 beds \| 1 baths \| 1,120 sq.ft.	$350,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 6.25% Airbnb Rental Income: $1630 Traditional Rental Income: $3021 Airbnb ROI: 0.62% Traditional ROI: 6.25%
91 Church Street #3 New Haven, CT Urban oasis in the heart of Downtown New Haven! Welcome to The Lofts at 91 Church - where ...	2 beds \| 3 baths \| 1,868 sq.ft.	$599,000	Airbnb cash on cash: -2.61% Traditional cash on cash: 1.67% Airbnb Rental Income: $1585 Traditional Rental Income: $3530 Airbnb ROI: -2.61% Traditional ROI: 1.67%
83 E Grand Avenue New Haven, CT Updated and well-maintained, fully occupied 13-unit multifamily investment located on East...	20 beds \| 16 baths \| 6,386 sq.ft.	$2,445,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 1.32% Airbnb Rental Income: $5480 Traditional Rental Income: $8804 Airbnb ROI: -0.64% Traditional ROI: 1.32%
124 Court Street #5 New Haven, CT Light-filled two-bedroom, two-bath residence in Center Court, downtown New Haven's convert...	2 beds \| 2 baths \| 1,233 sq.ft.	$349,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 4.05% Airbnb Rental Income: $1585 Traditional Rental Income: $2358 Airbnb ROI: 0.31% Traditional ROI: 4.05%
416 Lighthouse Road New Haven, CT Well-maintained traditional Colonial located in the highly sought-after Lighthouse Point n...	3 beds \| 3 baths \| 2,094 sq.ft.	$425,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 7.78% Airbnb Rental Income: $1578 Traditional Rental Income: $4256 Airbnb ROI: -0.08% Traditional ROI: 7.78%
17 Shelton Avenue New Haven, CT Opportunity awaits at 17 Shelton Avenue, New Haven! This spacious single-family home offer...	3 beds \| 2 baths \| 1,152 sq.ft.	$399,990	Airbnb cash on cash: 0.62% Traditional cash on cash: 4.68% Airbnb Rental Income: $1520 Traditional Rental Income: $2599 Airbnb ROI: 0.62% Traditional ROI: 4.68%
161 Thompson Street New Haven, CT Investment opportunity in the heart of New Haven! This spacious two-family property offers...	8 beds \| 3 baths \| 2,936 sq.ft.	$499,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 6.15% Airbnb Rental Income: $2124 Traditional Rental Income: $4119 Airbnb ROI: 0.71% Traditional ROI: 6.15%
177 Chestnut Street New Haven, CT Turn-key 6-unit multifamily investment opportunity in New Haven's highly desirable Wooster...	16 beds \| 12 baths \| 6,009 sq.ft.	$2,099,998	Airbnb cash on cash: -0.69% Traditional cash on cash: 2.13% Airbnb Rental Income: $4031 Traditional Rental Income: $8670 Airbnb ROI: -0.69% Traditional ROI: 2.13%
756 RUSSELL Street New Haven, CT RARE OFFERING. GREAT LOCATION TO BE SOLD AS IS .TO BE SOLD WITH NEW OWNER REMOVING ANY PER...	2 beds \| 1 baths \| 715 sq.ft.	$225,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 5.51% Airbnb Rental Income: $1235 Traditional Rental Income: $1788 Airbnb ROI: 1.06% Traditional ROI: 5.51%
89 Lenox Avenue #N New Haven, CT Well-maintained trilevel end-unit townhouse condominium in Fair Haven Heights with single ...	2 beds \| 2 baths \| 1,115 sq.ft.	$189,900	Airbnb cash on cash: 1.53% Traditional cash on cash: 10.09% Airbnb Rental Income: $1235 Traditional Rental Income: $2384 Airbnb ROI: 1.53% Traditional ROI: 10.09%
16 King Place New Haven, CT A Truly One-of-a-Kind Two-Family Masterpiece! This exceptional New Haven property is a rar...	4 beds \| 3 baths \| 1,899 sq.ft.	$479,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 5.4% Airbnb Rental Income: $1402 Traditional Rental Income: $3744 Airbnb ROI: -0.77% Traditional ROI: 5.4%
114 Colony Road New Haven, CT Welcome to this classic Tudor Colonial in prime Beaver Hills, combining timeless charm wit...	4 beds \| 3 baths \| 2,753 sq.ft.	$699,000	Airbnb cash on cash: -1.16% Traditional cash on cash: 4.74% Airbnb Rental Income: $1240 Traditional Rental Income: $4691 Airbnb ROI: -1.16% Traditional ROI: 4.74%
196 Crown Street #406 New Haven, CT Light filled, move-in ready, and right in the heart of it all. This renovated one bedroom ...	1 beds \| 1 baths \| 561 sq.ft.	$234,900	Airbnb cash on cash: 0.12% Traditional cash on cash: 6.1% Airbnb Rental Income: $1140 Traditional Rental Income: $2090 Airbnb ROI: 0.12% Traditional ROI: 6.1%
31 Batter Terrace New Haven, CT Move right into this beautifully renovated 5-bedroom, 1.5-bath home, offering spacious liv...	5 beds \| 2 baths \| 1,642 sq.ft.	$359,700	Airbnb cash on cash: 2.18% Traditional cash on cash: 6.26% Airbnb Rental Income: $2392 Traditional Rental Income: $3180 Airbnb ROI: 2.18% Traditional ROI: 6.26%
99 Girard Avenue New Haven, CT You Can Be Home For The Holidays!! Welcome to a home filled with warmth, charm, and inviti...	3 beds \| 2 baths \| 1,744 sq.ft.	$429,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 5.77% Airbnb Rental Income: $1578 Traditional Rental Income: $3488 Airbnb ROI: -0.11% Traditional ROI: 5.77%
130 Hobart Street New Haven, CT Exceptional 3-familyInvestment Opportunity-$3,525 monthly income! Welcome to 130 Hobart St...	8 beds \| 3 baths \| 3,103 sq.ft.	$769,000	Airbnb cash on cash: 2.05% Traditional cash on cash: 2.89% Airbnb Rental Income: $4265 Traditional Rental Income: $3967 Airbnb ROI: 2.05% Traditional ROI: 2.89%
271 Sherman Avenue New Haven, CT Turnkey ready. New roof and every unit has custom kitchens with stone counter tops,new bat...	7 beds \| 5 baths \| 4,055 sq.ft.	$865,000	Airbnb cash on cash: 1.85% Traditional cash on cash: N/A Airbnb Rental Income: $4265 Traditional Rental Income: $0 Airbnb ROI: 1.85% Traditional ROI: N/A
733 Congress Avenue #733 New Haven, CT Welcome to an exciting opportunity to make your move in the heart of New Haven! This home ...	3 beds \| 2 baths \| 2,376 sq.ft.	$255,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 11.04% Airbnb Rental Income: $1482 Traditional Rental Income: $3302 Airbnb ROI: 1.67% Traditional ROI: 11.04%
17 Exchange Street #17 New Haven, CT Welcome home to this inviting two-bedroom, one-and-a-half-bath townhouse offering comfort,...	2 beds \| 2 baths \| 1,224 sq.ft.	$225,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 3.85% Airbnb Rental Income: $1450 Traditional Rental Income: $1520 Airbnb ROI: 1.5% Traditional ROI: 3.85%

Real Estate investment in New-haven, CT

There are 55 properties for sale in the city of New Haven . The median list price in New Haven is $399,810 and the average price per square foot is $177. In November 2026, the average monthly cash on cash return in New Haven is 5.00%. The average monthly rental income in New Haven is $2,835.

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

There are 55 investment properties available for sale in New-haven.

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

The ROI for Short-Term is higher than the Long-Term in New-haven with average rental income of $1,586.

Your search for investment property begins and ends here

Investment Property for Sale in New Haven, CT

282 Ashmun Street

New Haven, CT

4 beds | 2 baths | 2,217 sq.ft.

$349,000

Airbnb cash on cash: -0.45%

Traditional cash on cash: 3.72%

Airbnb Rental Income: $1322

Traditional Rental Income: $2280

Airbnb ROI: -0.45%

Traditional ROI: 3.72%

875 Elm Street

New Haven, CT

8 beds | 3 baths | 3,422 sq.ft.

$675,000

Airbnb cash on cash: 2.9%

Traditional cash on cash: 5.18%

Airbnb Rental Income: $4265

Traditional Rental Income: $4802

Airbnb ROI: 2.9%

Traditional ROI: 5.18%

31 Harbour Close #31

New Haven, CT

2 beds | 3 baths | 1,548 sq.ft.

$400,000

Airbnb cash on cash: -0.79%

Traditional cash on cash: 0.33%

Airbnb Rental Income: $1805

Traditional Rental Income: $1734

Airbnb ROI: -0.79%

Traditional ROI: 0.33%

75 Perkins Street

New Haven, CT

4 beds | 4 baths | 2,112 sq.ft.

$349,900

Airbnb cash on cash: -0.12%

Traditional cash on cash: 4.66%

Airbnb Rental Income: $1334

Traditional Rental Income: $2494

Airbnb ROI: -0.12%

Traditional ROI: 4.66%

295 Stevenson Road

New Haven, CT

2 beds | 2 baths | 1,992 sq.ft.

$399,990

Airbnb cash on cash: -1.27%

Traditional cash on cash: 3.92%

Airbnb Rental Income: $1182

Traditional Rental Income: $2744

Airbnb ROI: -1.27%

Traditional ROI: 3.92%

565 Orange Street

New Haven, CT

5 beds | 3 baths | 2,205 sq.ft.

$910,000

Airbnb cash on cash: -0.25%

Traditional cash on cash: 1.07%

Airbnb Rental Income: $2726

Traditional Rental Income: $3204

Airbnb ROI: -0.25%

Traditional ROI: 1.07%

329 Front Street

New Haven, CT

3 beds | 3 baths | 1,368 sq.ft.

$779,900

Airbnb cash on cash: -0.4%

Traditional cash on cash: 0.26%

Airbnb Rental Income: $1983

Traditional Rental Income: $1940

Airbnb ROI: -0.4%

Traditional ROI: 0.26%

144 Tuttle Drive

New Haven, CT

3 beds | 2 baths | 1,530 sq.ft.

$465,900

Airbnb cash on cash: -0.25%

Traditional cash on cash: 3.24%

Airbnb Rental Income: $1630

Traditional Rental Income: $2691

Airbnb ROI: -0.25%