Real Estate Investment Properties for Sale in Milford, CT

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
88 Boston Post Road Milford, CT This charming 2-bedroom, 1-bath home offers unbeatable convenience to I-95, Route 15, and ...	2 beds \| 1 baths \| 902 sq.ft.	$350,000	Airbnb cash on cash: 2.57% Traditional cash on cash: 5.38% Airbnb Rental Income: $2062 Traditional Rental Income: $2454 Airbnb ROI: 2.57% Traditional ROI: 5.38%
36 Kenwood Road Milford, CT Charming, expansive Cape, a mile from the beach!! . The solar panels will help with your e...	3 beds \| 2 baths \| 2,992 sq.ft.	$570,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 4.17% Airbnb Rental Income: $2760 Traditional Rental Income: $3768 Airbnb ROI: 1.05% Traditional ROI: 4.17%
22 Ocean Avenue Milford, CT WILDEMERE BEACH LIVING! Live the beach lifestyle with all the comforts of year-round livin...	3 beds \| 4 baths \| 3,200 sq.ft.	$1,150,000	Airbnb cash on cash: -0.04% Traditional cash on cash: 3.21% Airbnb Rental Income: $2760 Traditional Rental Income: $5582 Airbnb ROI: -0.04% Traditional ROI: 3.21%
152 Beach Avenue Milford, CT Own your own brand new luxury condo with ocean views from your rooftop deck and walking di...	2 beds \| 3 baths \| 1,278 sq.ft.	$925,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 1.26% Airbnb Rental Income: $2062 Traditional Rental Income: $3161 Airbnb ROI: -0.63% Traditional ROI: 1.26%
1121 WINDWARD ROAD Milford, CT Invest with success and buy through Auction.com. This bank-owned investment property is a ...	2 beds \| 2 baths \| 1,473 sq.ft.	$392,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 3.91% Airbnb Rental Income: $2062 Traditional Rental Income: $2791 Airbnb ROI: 0.48% Traditional ROI: 3.91%
822 New Haven Avenue Milford, CT Welcome to 822 New Haven Avenue - Discover this charming raised ranch nestled in the heart...	3 beds \| 3 baths \| 2,032 sq.ft.	$499,900	Airbnb cash on cash: 2.07% Traditional cash on cash: 6.61% Airbnb Rental Income: $2760 Traditional Rental Income: $4233 Airbnb ROI: 2.07% Traditional ROI: 6.61%
3 Francis Street Milford, CT Come and see this wonderfully accented property with so many quality features and personal...	3 beds \| 4 baths \| 3,034 sq.ft.	$1,725,000	Airbnb cash on cash: -1.87% Traditional cash on cash: 0.41% Airbnb Rental Income: $2760 Traditional Rental Income: $5770 Airbnb ROI: -1.87% Traditional ROI: 0.41%
253 Broadway Milford, CT Experiencing coastal elegance in this beautifully maintained 3-bedroom home, perfectly si...	3 beds \| 2 baths \| 1,504 sq.ft.	$779,999	Airbnb cash on cash: 0.82% Traditional cash on cash: 2.61% Airbnb Rental Income: $2760 Traditional Rental Income: $3412 Airbnb ROI: 0.82% Traditional ROI: 2.61%
79 6th Avenue Milford, CT Victorian Coastal Gem resting in Laurel Beach with Water Views! Discover timeless elegance...	5 beds \| 2 baths \| 3,827 sq.ft.	$1,115,000	Airbnb cash on cash: 1.19% Traditional cash on cash: 2.31% Airbnb Rental Income: $4663 Traditional Rental Income: $4852 Airbnb ROI: 1.19% Traditional ROI: 2.31%
13 Richard Street Milford, CT Grab your golf cart 'cause this 3 bdrm beauty is ready for its close up. Two thirds of hou...	2 beds \| 2 baths \| 2,162 sq.ft.	$750,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 2.89% Airbnb Rental Income: $2062 Traditional Rental Income: $3585 Airbnb ROI: -0.05% Traditional ROI: 2.89%
0 East Rutland Road Milford, CT Here's your chance to own a new home on a wonderful lot in North Milford, close to the gol...	3 beds \| 3 baths \| 2,400 sq.ft.	$950,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 2.6% Airbnb Rental Income: $2760 Traditional Rental Income: $5154 Airbnb ROI: -0.85% Traditional ROI: 2.6%
00 East Rutland Road Milford, CT Here's your chance to own a new home on a wonderful lot in North Milford, close to the gol...	4 beds \| 4 baths \| 3,200 sq.ft.	$949,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 2.6% Airbnb Rental Income: $3741 Traditional Rental Income: $5154 Airbnb ROI: 0.08% Traditional ROI: 2.6%
775 Milford Point Road Milford, CT Beautifully cared for home and its first time to market! Expanded Cape with stone wall in ...	3 beds \| 2 baths \| 1,523 sq.ft.	$499,900	Airbnb cash on cash: 1.2% Traditional cash on cash: 4.26% Airbnb Rental Income: $2760 Traditional Rental Income: $3544 Airbnb ROI: 1.2% Traditional ROI: 4.26%
918 Wheelers Farms Road Milford, CT Magnificent horse farm set on over 6 acres of level, private land. Property features 28 st...	4 beds \| 3 baths \| 3,180 sq.ft.	$1,350,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 0.97% Airbnb Rental Income: $3741 Traditional Rental Income: $5240 Airbnb ROI: -0.87% Traditional ROI: 0.97%
261 Bridgeport Avenue Milford, CT Single family three bedroom house, built in 1930, gas forced air. Zone is CDD2. Opportunit...	3 beds \| 1 baths \| 1,456 sq.ft.	$399,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 4.1% Airbnb Rental Income: $2760 Traditional Rental Income: $2792 Airbnb ROI: 2.28% Traditional ROI: 4.1%
7 Orland Street Milford, CT Don't miss this rare opportunity to live across from the water! Located in Bayview Beach A...	4 beds \| 1 baths \| 1,080 sq.ft.	$599,999	Airbnb cash on cash: 1.91% Traditional cash on cash: 1.99% Airbnb Rental Income: $3741 Traditional Rental Income: $2973 Airbnb ROI: 1.91% Traditional ROI: 1.99%
26 Riverdale Road Milford, CT Welcome to this beautifully renovated 2-bedroom, 1-bath ranch-style home located in one of...	2 beds \| 1 baths \| 912 sq.ft.	$435,900	Airbnb cash on cash: 0.4% Traditional cash on cash: 2.92% Airbnb Rental Income: $2062 Traditional Rental Income: $2560 Airbnb ROI: 0.4% Traditional ROI: 2.92%
590 Gulf Street Milford, CT The Best Water Views In Milford- Perched atop an elevated bluff, 590 Gulf Street offers so...	5 beds \| 5 baths \| 4,430 sq.ft.	$2,495,000	Airbnb cash on cash: -1.58% Traditional cash on cash: 1.1% Airbnb Rental Income: $4663 Traditional Rental Income: $9883 Airbnb ROI: -1.58% Traditional ROI: 1.1%
139 Rogers Avenue Milford, CT An exceptional coastal compound overlooking Milford Harbor, this one-of-a-kind waterfront ...	4 beds \| 6 baths \| 6,572 sq.ft.	$1,890,000	Airbnb cash on cash: -1.52% Traditional cash on cash: 3.08% Airbnb Rental Income: $3741 Traditional Rental Income: $10996 Airbnb ROI: -1.52% Traditional ROI: 3.08%
10 Sperry Street Milford, CT Welcome to 10 Sperry Street in Milford's prime beach area near Woodmont! This charming 2-b...	2 beds \| 2 baths \| 1,022 sq.ft.	$428,500	Airbnb cash on cash: 0.46% Traditional cash on cash: 3.86% Airbnb Rental Income: $2062 Traditional Rental Income: $2896 Airbnb ROI: 0.46% Traditional ROI: 3.86%
119 Melba Street Milford, CT This beautiful, three bedroom two full bath colonial has gone through a complete transform...	3 beds \| 2 baths \| 1,512 sq.ft.	$579,900	Airbnb cash on cash: 0.6% Traditional cash on cash: 2.29% Airbnb Rental Income: $2760 Traditional Rental Income: $3022 Airbnb ROI: 0.6% Traditional ROI: 2.29%
18 Greenview Lane #18 Milford, CT This unit is leased until 2026. Tenant occupied until August 1st 2026. Lease will convey t...	1 beds \| 1 baths \| 887 sq.ft.	$265,000	Airbnb cash on cash: 0.28% Traditional cash on cash: 3.98% Airbnb Rental Income: $1729 Traditional Rental Income: $2178 Airbnb ROI: 0.28% Traditional ROI: 3.98%
12 Woodland Drive Milford, CT Brand New Construction - Modern Luxury Meets Everyday Convenience! Welcome to this stunnin...	3 beds \| 3 baths \| 2,250 sq.ft.	$699,900	Airbnb cash on cash: -0.03% Traditional cash on cash: 3.29% Airbnb Rental Income: $2760 Traditional Rental Income: $4277 Airbnb ROI: -0.03% Traditional ROI: 3.29%
13 Harkness Drive Milford, CT Welcome to 13 Harkness Drive. This Cape Cod Style Home includes a Eat in Kitchen, Large Li...	4 beds \| 1 baths \| 1,120 sq.ft.	$439,900	Airbnb cash on cash: 3.77% Traditional cash on cash: 4.33% Airbnb Rental Income: $3741 Traditional Rental Income: $3161 Airbnb ROI: 3.77% Traditional ROI: 4.33%
404 Buckingham Avenue Milford, CT Welcome to Waterfront Living- a stunning 5-bedroom Colonial. This exceptional residence of...	5 beds \| 4 baths \| 3,079 sq.ft.	$699,000	Airbnb cash on cash: 2.4% Traditional cash on cash: 6.58% Airbnb Rental Income: $4663 Traditional Rental Income: $6417 Airbnb ROI: 2.4% Traditional ROI: 6.58%
29 Meetinghouse Lane Milford, CT Great Neighborhood, Home does need some TLC but it offers Vinyl siding, Vinyl replacement ...	3 beds \| 2 baths \| 1,764 sq.ft.	$399,900	Airbnb cash on cash: 2.27% Traditional cash on cash: 6.77% Airbnb Rental Income: $2760 Traditional Rental Income: $3800 Airbnb ROI: 2.27% Traditional ROI: 6.77%
18 Kenwood Road Milford, CT Charming Cape in Desirable Woodmont Area! Welcome to this beautifully updated 3-bedroom, 2...	3 beds \| 2 baths \| 1,712 sq.ft.	$549,000	Airbnb cash on cash: 0.81% Traditional cash on cash: 3.84% Airbnb Rental Income: $2760 Traditional Rental Income: $3662 Airbnb ROI: 0.81% Traditional ROI: 3.84%
26 Bridgeport Avenue Milford, CT Nestled in one of Milford's most picturesque locations, this 3-family property offers dire...	8 beds \| 5 baths \| 4,003 sq.ft.	$749,999	Airbnb cash on cash: 2.03% Traditional cash on cash: 9.08% Airbnb Rental Income: $4663 Traditional Rental Income: $8625 Airbnb ROI: 2.03% Traditional ROI: 9.08%
252 Oronoque Road Milford, CT Stunning, Fully Renovated Colonial with In-Law Apartment-Welcome to this completely renova...	5 beds \| 2 baths \| 2,056 sq.ft.	$724,900	Airbnb cash on cash: 2.21% Traditional cash on cash: 2.67% Airbnb Rental Income: $4663 Traditional Rental Income: $4007 Airbnb ROI: 2.21% Traditional ROI: 2.67%
945 East Broadway Milford, CT Welcome to this cute home located just steps from the shoreline and the scenic trails of S...	2 beds \| 1 baths \| 1,008 sq.ft.	$449,999	Airbnb cash on cash: 0.29% Traditional cash on cash: 2.82% Airbnb Rental Income: $2062 Traditional Rental Income: $2595 Airbnb ROI: 0.29% Traditional ROI: 2.82%
1668 New Haven Avenue Milford, CT Imagine waking up to water views from every room, stepping outside with your morning, coff...	1 beds \| 1 baths \| 1,199 sq.ft.	$450,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 2.44% Airbnb Rental Income: $1729 Traditional Rental Income: $2436 Airbnb ROI: -0.37% Traditional ROI: 2.44%

Real Estate investment in Milford, CT

There are 53 properties for sale in the city of Milford . The median list price in Milford is $570,000 and the average price per square foot is $276. In November 2025, the average monthly cash on cash return in Milford is 4.00%. The average monthly rental income in Milford is $3,714.

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

There are 53 investment properties available for sale in Milford.

In 2025, the best neighborhood to buy investment property is Milford.

The ROI for Short-Term is higher than the Long-Term in Milford with average rental income of $2,760.

Your search for investment property begins and ends here

Investment Property for Sale in Milford, CT

88 Boston Post Road

Milford, CT

2 beds | 1 baths | 902 sq.ft.

$350,000

Airbnb cash on cash: 2.57%

Traditional cash on cash: 5.38%

Airbnb Rental Income: $2062

Traditional Rental Income: $2454

Airbnb ROI: 2.57%

Traditional ROI: 5.38%

36 Kenwood Road

Milford, CT

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

$570,000

Airbnb cash on cash: 1.05%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $2760

Traditional Rental Income: $3768

Airbnb ROI: 1.05%

Traditional ROI: 4.17%

22 Ocean Avenue

Milford, CT

3 beds | 4 baths | 3,200 sq.ft.

$1,150,000

Airbnb cash on cash: -0.04%

Traditional cash on cash: 3.21%

Airbnb Rental Income: $2760

Traditional Rental Income: $5582

Airbnb ROI: -0.04%

Traditional ROI: 3.21%

152 Beach Avenue

Milford, CT

2 beds | 3 baths | 1,278 sq.ft.

$925,000

Airbnb cash on cash: -0.63%

Traditional cash on cash: 1.26%

Airbnb Rental Income: $2062

Traditional Rental Income: $3161

Airbnb ROI: -0.63%

Traditional ROI: 1.26%

1121 WINDWARD ROAD

Milford, CT

2 beds | 2 baths | 1,473 sq.ft.

$392,000

Airbnb cash on cash: 0.48%

Traditional cash on cash: 3.91%

Airbnb Rental Income: $2062

Traditional Rental Income: $2791

Airbnb ROI: 0.48%

Traditional ROI: 3.91%

822 New Haven Avenue

Milford, CT

3 beds | 3 baths | 2,032 sq.ft.

$499,900

Airbnb cash on cash: 2.07%

Traditional cash on cash: 6.61%

Airbnb Rental Income: $2760

Traditional Rental Income: $4233

Airbnb ROI: 2.07%

Traditional ROI: 6.61%

3 Francis Street

Milford, CT

3 beds | 4 baths | 3,034 sq.ft.

$1,725,000

Airbnb cash on cash: -1.87%

Traditional cash on cash: 0.41%

Airbnb Rental Income: $2760

Traditional Rental Income: $5770

Airbnb ROI: -1.87%

Traditional ROI: 0.41%

253 Broadway

Milford, CT

3 beds | 2 baths | 1,504 sq.ft.

$779,999

Airbnb cash on cash: 0.82%

Traditional cash on cash: 2.61%

Airbnb Rental Income: $2760

Traditional Rental Income: $3412

Airbnb ROI: 0.82%