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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
95 Audubon Street #339 New Haven, CT Rare find: a single level, 2 bedroom, 2 bathroom ~1400 sq.ft. unit located at a desirable ...	2 beds \| 2 baths \| 1,395 sq.ft.	$620,000	Airbnb cash on cash: -2.48% Traditional cash on cash: 0.13% Airbnb Rental Income: $1571 Traditional Rental Income: $2627 Airbnb ROI: -2.48% Traditional ROI: 0.13%
875 Elm Street New Haven, CT Exceptional investment opportunity offered with this turn key three family home. Two fully...	7 beds \| 3 baths \| 3,422 sq.ft.	$645,000	Airbnb cash on cash: 2.62% Traditional cash on cash: 5.49% Airbnb Rental Income: $3918 Traditional Rental Income: $4802 Airbnb ROI: 2.62% Traditional ROI: 5.49%
24 Hazel Street New Haven, CT Great opportunity! This home is a well-maintained multifamily with plenty of off-street pa...	6 beds \| 3 baths \| 2,832 sq.ft.	$550,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 5.42% Airbnb Rental Income: $3237 Traditional Rental Income: $4077 Airbnb ROI: 2.37% Traditional ROI: 5.42%
269 View Street New Haven, CT Exceptional investment or owner-occupant opportunity in Cedar Hill - ideally situated in a...	8 beds \| 3 baths \| 3,091 sq.ft.	$525,000	Airbnb cash on cash: 5.85% Traditional cash on cash: 6.52% Airbnb Rental Income: $5207 Traditional Rental Income: $4479 Airbnb ROI: 5.85% Traditional ROI: 6.52%
251 Starr Street New Haven, CT Don't miss out on this Colonial style home with 3 bedrooms and 1 full bath. Great opportun...	3 beds \| 1 baths \| 1,026 sq.ft.	$275,000	Airbnb cash on cash: 1.49% Traditional cash on cash: 4.73% Airbnb Rental Income: $1538 Traditional Rental Income: $1933 Airbnb ROI: 1.49% Traditional ROI: 4.73%
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.	$420,000	Airbnb cash on cash: -1.38% Traditional cash on cash: 3.72% Airbnb Rental Income: $1115 Traditional Rental Income: $2744 Airbnb ROI: -1.38% Traditional ROI: 3.72%
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: 2.21% Traditional cash on cash: 1.09% Airbnb Rental Income: $5207 Traditional Rental Income: $3204 Airbnb ROI: 2.21% Traditional ROI: 1.09%
84 Lawrence Street New Haven, CT This East Rock three-family has been completely rebuilt within the last 6 years - and it's...	6 beds \| 3 baths \| 3,021 sq.ft.	$995,000	Airbnb cash on cash: 1.93% Traditional cash on cash: -0.75% Airbnb Rental Income: $5207 Traditional Rental Income: $1671 Airbnb ROI: 1.93% Traditional ROI: -0.75%
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: -0.37% Traditional cash on cash: 0.28% Airbnb Rental Income: $1989 Traditional Rental Income: $1940 Airbnb ROI: -0.37% Traditional ROI: 0.28%
323 W Division Street New Haven, CT Welcome to this recently remodeled two family home First floor offering 2 bedrooms, living...	6 beds \| 3 baths \| 2,268 sq.ft.	$479,900	Airbnb cash on cash: 2.96% Traditional cash on cash: 3.9% Airbnb Rental Income: $3237 Traditional Rental Income: $2927 Airbnb ROI: 2.96% Traditional ROI: 3.9%
72 Woolsey Street New Haven, CT PHOTOS COMING SOON! Welcome to 72 Woolsey Street in New Haven's Fair Haven neighborhood. T...	6 beds \| 2 baths \| 2,066 sq.ft.	$400,000	Airbnb cash on cash: 2.97% Traditional cash on cash: 5.83% Airbnb Rental Income: $2819 Traditional Rental Income: $3234 Airbnb ROI: 2.97% Traditional ROI: 5.83%
134 Greenwich Avenue New Haven, CT Welcome to City Point Historical District. This newly updated 3 bedroom home has a large l...	2 beds \| 2 baths \| 1,720 sq.ft.	$319,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 6.72% Airbnb Rental Income: $1564 Traditional Rental Income: $2835 Airbnb ROI: 0.98% Traditional ROI: 6.72%
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.	$2,250,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 1.88% Airbnb Rental Income: $4727 Traditional Rental Income: $7915 Airbnb ROI: -0.11% Traditional ROI: 1.88%
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.	$375,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 5.7% Airbnb Rental Income: $1785 Traditional Rental Income: $3044 Airbnb ROI: 0.74% Traditional ROI: 5.7%
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.	$349,900	Airbnb cash on cash: 0.5% Traditional cash on cash: 6.27% Airbnb Rental Income: $1574 Traditional Rental Income: $3021 Airbnb ROI: 0.5% Traditional ROI: 6.27%
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.	$649,000	Airbnb cash on cash: -2.51% Traditional cash on cash: 1.47% Airbnb Rental Income: $1571 Traditional Rental Income: $3530 Airbnb ROI: -2.51% Traditional ROI: 1.47%
437 Dixwell Avenue New Haven, CT Great investment opportunity in the heart of New Haven! This spacious multi-family propert...	9 beds \| 3 baths \| 3,604 sq.ft.	$599,999	Airbnb cash on cash: 1.96% Traditional cash on cash: 5.67% Airbnb Rental Income: $3237 Traditional Rental Income: $4588 Airbnb ROI: 1.96% Traditional ROI: 5.67%
196 Crown Street #209 New Haven, CT Stunning loft-style condo in the heart of Downtown New Haven offering nearly 1,350 sq ft o...	3 beds \| 1 baths \| 1,344 sq.ft.	$389,000	Airbnb cash on cash: -1.57% Traditional cash on cash: 1.35% Airbnb Rental Income: $1603 Traditional Rental Income: $2212 Airbnb ROI: -1.57% Traditional ROI: 1.35%
83 E Grand Avenue New Haven, CT Updated and well-maintained, fully rented, 13-unit multifamily portfolio located on East G...	20 beds \| 16 baths \| 10,394 sq.ft.	$2,575,000	Airbnb cash on cash: -1.56% Traditional cash on cash: 1.22% Airbnb Rental Income: $2819 Traditional Rental Income: $8804 Airbnb ROI: -1.56% Traditional ROI: 1.22%
165 Fountain Street #Apt A1 New Haven, CT Nestled in the charming Westville section of New Haven, this quaint brick condominium comp...	2 beds \| 1 baths \| 953 sq.ft.	$200,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 5.63% Airbnb Rental Income: $1115 Traditional Rental Income: $1746 Airbnb ROI: 0.34% Traditional ROI: 5.63%
52 Glen Haven Road New Haven, CT Totally remodeled home with top of the line fixtures throughout. The master bedroom suite ...	3 beds \| 2 baths \| 1,262 sq.ft.	$369,900	Airbnb cash on cash: 2.1% Traditional cash on cash: 5.21% Airbnb Rental Income: $2130 Traditional Rental Income: $2665 Airbnb ROI: 2.1% Traditional ROI: 5.21%
121 Pine Street New Haven, CT Highly sought at neighborhood. Great location for community involvement, close to retail, ...	6 beds \| 3 baths \| 3,509 sq.ft.	$485,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 6.73% Airbnb Rental Income: $2819 Traditional Rental Income: $4438 Airbnb ROI: 1.71% Traditional ROI: 6.73%
94 Kimberly Avenue New Haven, CT Great opportunity for investors to own this updated mixed-use commercial building in New H...	3 beds \| 4 baths \| 2,584 sq.ft.	$449,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 7.83% Airbnb Rental Income: $1488 Traditional Rental Income: $4457 Airbnb ROI: -0.27% Traditional ROI: 7.83%
188 Hazel Street New Haven, CT An incredible multi-family find in central New Haven! Fully updated and completely move-in...	4 beds \| 2 baths \| 2,108 sq.ft.	$375,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 6.94% Airbnb Rental Income: $1755 Traditional Rental Income: $3393 Airbnb ROI: 0.92% Traditional ROI: 6.94%
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.	$475,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 6.89% Airbnb Rental Income: $1841 Traditional Rental Income: $4256 Airbnb ROI: 0.34% Traditional ROI: 6.89%
395 Temple Street #395 New Haven, CT Exceptional Townhouse Condo in the Heart of Downtown New Haven Located on the Yale campus,...	3 beds \| 3 baths \| 2,595 sq.ft.	$1,560,000	Airbnb cash on cash: -1.68% Traditional cash on cash: 0.17% Airbnb Rental Income: $1603 Traditional Rental Income: $3820 Airbnb ROI: -1.68% Traditional ROI: 0.17%
114 Lexington Avenue #H New Haven, CT Move right in to this spacious and totally renovated three-story townhouse in Fair Haven h...	3 beds \| 2 baths \| 1,120 sq.ft.	$219,900	Airbnb cash on cash: 3.45% Traditional cash on cash: 9.08% Airbnb Rental Income: $1785 Traditional Rental Income: $2472 Airbnb ROI: 3.45% Traditional ROI: 9.08%
200 Alston Avenue New Haven, CT Nestled in the heart of New Haven's highly sought-after Westville neighborhood, this charm...	4 beds \| 2 baths \| 2,323 sq.ft.	$559,900	Airbnb cash on cash: 1.51% Traditional cash on cash: 3.81% Airbnb Rental Income: $3002 Traditional Rental Income: $3518 Airbnb ROI: 1.51% Traditional ROI: 3.81%
130 Winchester Avenue #21 New Haven, CT Welcome to 130 Winchester Ave Unit #21! This 3 level Townhouse Offers spacious Living. Ent...	2 beds \| 2 baths \| 1,388 sq.ft.	$299,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 6.15% Airbnb Rental Income: $1527 Traditional Rental Income: $2635 Airbnb ROI: 0.64% Traditional ROI: 6.15%
441 Middletown Avenue #B10 New Haven, CT Welcome to Canterbury Court! This updated 2-bedroom, 1.5-bathroom townhouse is move-in rea...	2 beds \| 2 baths \| 1,304 sq.ft.	$249,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 7.37% Airbnb Rental Income: $1789 Traditional Rental Income: $2477 Airbnb ROI: 2.37% Traditional ROI: 7.37%
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: 0.68% Traditional cash on cash: 4.69% Airbnb Rental Income: $1538 Traditional Rental Income: $2599 Airbnb ROI: 0.68% Traditional ROI: 4.69%
67 Hobart Street New Haven, CT Awesome location! This spacious colonial located in the desirable Edgewood Park area offer...	4 beds \| 3 baths \| 2,086 sq.ft.	$299,900	Airbnb cash on cash: 3.28% Traditional cash on cash: 10.85% Airbnb Rental Income: $2528 Traditional Rental Income: $4054 Airbnb ROI: 3.28% Traditional ROI: 10.85%
986 Quinnipiac Avenue #11 New Haven, CT Welcome to 986 Quinnipiac Avenue, Unit 11 - a well-located condo offering strong potential...	3 beds \| 2 baths \| 1,006 sq.ft.	$175,000	Airbnb cash on cash: 4.68% Traditional cash on cash: 11.47% Airbnb Rental Income: $1785 Traditional Rental Income: $2429 Airbnb ROI: 4.68% Traditional ROI: 11.47%

Real Estate investment in New-haven, CT

There are 66 properties for sale in the city of New Haven . The median list price in New Haven is $387,268 and the average price per square foot is $175. In August 2026, the average monthly cash on cash return in New Haven is 5.00%. The average monthly rental income in New Haven is $3,159.

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

There are 66 investment properties available for sale in New-haven.

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

The ROI for Long-Term is higher than the Short-Term in New-haven with average rental income of $3,159.

Your search for investment property begins and ends here

Investment Property for Sale in New Haven, CT

95 Audubon Street #339

New Haven, CT

2 beds | 2 baths | 1,395 sq.ft.

$620,000

Airbnb cash on cash: -2.48%

Traditional cash on cash: 0.13%

Airbnb Rental Income: $1571

Traditional Rental Income: $2627

Airbnb ROI: -2.48%

Traditional ROI: 0.13%

875 Elm Street

New Haven, CT

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

$645,000

Airbnb cash on cash: 2.62%

Traditional cash on cash: 5.49%

Airbnb Rental Income: $3918

Traditional Rental Income: $4802

Airbnb ROI: 2.62%

Traditional ROI: 5.49%

24 Hazel Street

New Haven, CT

6 beds | 3 baths | 2,832 sq.ft.

$550,000

Airbnb cash on cash: 2.37%

Traditional cash on cash: 5.42%

Airbnb Rental Income: $3237

Traditional Rental Income: $4077

Airbnb ROI: 2.37%

Traditional ROI: 5.42%

269 View Street

New Haven, CT

8 beds | 3 baths | 3,091 sq.ft.

$525,000

Airbnb cash on cash: 5.85%

Traditional cash on cash: 6.52%

Airbnb Rental Income: $5207

Traditional Rental Income: $4479

Airbnb ROI: 5.85%

Traditional ROI: 6.52%

251 Starr Street

New Haven, CT

3 beds | 1 baths | 1,026 sq.ft.

$275,000

Airbnb cash on cash: 1.49%

Traditional cash on cash: 4.73%

Airbnb Rental Income: $1538

Traditional Rental Income: $1933

Airbnb ROI: 1.49%

Traditional ROI: 4.73%

295 Stevenson Road

New Haven, CT

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

$420,000

Airbnb cash on cash: -1.38%

Traditional cash on cash: 3.72%

Airbnb Rental Income: $1115

Traditional Rental Income: $2744

Airbnb ROI: -1.38%

Traditional ROI: 3.72%

565 Orange Street

New Haven, CT

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

$910,000

Airbnb cash on cash: 2.21%

Traditional cash on cash: 1.09%

Airbnb Rental Income: $5207

Traditional Rental Income: $3204

Airbnb ROI: 2.21%

Traditional ROI: 1.09%

84 Lawrence Street

New Haven, CT

6 beds | 3 baths | 3,021 sq.ft.

$995,000

Airbnb cash on cash: 1.93%

Traditional cash on cash: -0.75%

Airbnb Rental Income: $5207

Traditional Rental Income: $1671

Airbnb ROI: 1.93%