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
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: -0.52% Traditional cash on cash: 3.91% Airbnb Rental Income: $1623 Traditional Rental Income: $2791 Airbnb ROI: -0.52% Traditional ROI: 3.91%
14 Chetwood Street Milford, CT Bring your kayaks & beach chairs & enter into the coastal lifestyle. Stunning newer constr...	3 beds \| 2 baths \| 1,648 sq.ft.	$799,900	Airbnb cash on cash: 0.27% Traditional cash on cash: 2.03% Airbnb Rental Income: $2437 Traditional Rental Income: $3151 Airbnb ROI: 0.27% Traditional ROI: 2.03%
114 Merwin Avenue Milford, CT Exceptional Home built in 2023 offers rare dual water setting - Sunrise Ocean Views out fr...	3 beds \| 4 baths \| 3,209 sq.ft.	$1,590,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 0.51% Airbnb Rental Income: $2437 Traditional Rental Income: $3978 Airbnb ROI: -0.93% Traditional ROI: 0.51%
35 Beachland Avenue Milford, CT This home truly has a designer's touch! Welcome to your custom home that's only 128 steps ...	3 beds \| 4 baths \| 3,000 sq.ft.	$1,195,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 1.23% Airbnb Rental Income: $2437 Traditional Rental Income: $3314 Airbnb ROI: -0.09% Traditional ROI: 1.23%
8 Parkland Place Milford, CT Kick back and relax!.. your beach house awaits in magical Morningside! With water views fr...	3 beds \| 2 baths \| 1,691 sq.ft.	$875,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 1.41% Airbnb Rental Income: $2437 Traditional Rental Income: $3136 Airbnb ROI: -0.18% Traditional ROI: 1.41%
63 Stowe Avenue Milford, CT Coastal living! Walnut Beach community, Milford, Connecticut. An hour and half or so drive...	2 beds \| 1 baths \| 1,320 sq.ft.	$639,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 2.02% Airbnb Rental Income: $1623 Traditional Rental Income: $2489 Airbnb ROI: -0.21% Traditional ROI: 2.02%
102 Surf Avenue Milford, CT Just in time for summer! Welcome to 102 Surf Ave, a move-in ready coastal retreat in one o...	2 beds \| 1 baths \| 1,591 sq.ft.	$489,900	Airbnb cash on cash: 0.12% Traditional cash on cash: 2.01% Airbnb Rental Income: $1623 Traditional Rental Income: $2030 Airbnb ROI: 0.12% Traditional ROI: 2.01%
46 East Avenue Milford, CT Desirable Private Bayview Beach beauty! This remodeled home is great for year-round living...	3 beds \| 2 baths \| 1,328 sq.ft.	$649,900	Airbnb cash on cash: 0.81% Traditional cash on cash: 2.76% Airbnb Rental Income: $2437 Traditional Rental Income: $3023 Airbnb ROI: 0.81% Traditional ROI: 2.76%
E 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: -0.18% Traditional cash on cash: 2.6% Airbnb Rental Income: $3465 Traditional Rental Income: $5154 Airbnb ROI: -0.18% Traditional ROI: 2.6%
590 Gulf Street Milford, CT Perched high atop a scenic bluff, this extraordinary coastal retreat offers some of the mo...	5 beds \| 5 baths \| 4,430 sq.ft.	$2,499,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 2.19% Airbnb Rental Income: $3197 Traditional Rental Income: $9883 Airbnb ROI: -1.01% Traditional ROI: 2.19%
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.	$1,790,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 4.57% Airbnb Rental Income: $3465 Traditional Rental Income: $10996 Airbnb ROI: -0.42% Traditional ROI: 4.57%
404 Buckingham Avenue Milford, CT Welcome to this stunning, move-in-ready 5-bedroom Colonial offering picturesque water view...	5 beds \| 4 baths \| 3,079 sq.ft.	$699,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 7.23% Airbnb Rental Income: $3197 Traditional Rental Income: $6417 Airbnb ROI: 1.18% Traditional ROI: 7.23%
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: 1.92% Traditional cash on cash: 7.15% Airbnb Rental Income: $2437 Traditional Rental Income: $3800 Airbnb ROI: 1.92% Traditional ROI: 7.15%
34 Snowapple Lane Milford, CT Ranch Style Living! A home with a view. This 3 bedroom, 1 bath ranch is situated above str...	3 beds \| 1 baths \| 2,016 sq.ft.	$398,000	Airbnb cash on cash: 2.21% Traditional cash on cash: 5.22% Airbnb Rental Income: $2437 Traditional Rental Income: $2965 Airbnb ROI: 2.21% Traditional ROI: 5.22%
34 Orchard Road Milford, CT Rebuilt inside and out in 2019, this home offers a bright, open layout designed for everyd...	4 beds \| 3 baths \| 3,290 sq.ft.	$1,699,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 1.57% Airbnb Rental Income: $3465 Traditional Rental Income: $5379 Airbnb ROI: -0.13% Traditional ROI: 1.57%
32-1/2 Village Road Milford, CT Unique living Multi unit Home walking distance to some of the best water front in Ct. Enjo...	4 beds \| 2 baths \| 2,076 sq.ft.	$799,900	Airbnb cash on cash: 1.25% Traditional cash on cash: 2.87% Airbnb Rental Income: $3465 Traditional Rental Income: $3906 Airbnb ROI: 1.25% Traditional ROI: 2.87%
3 Francis Street Milford, CT Meticulously maintained! Just move right in! Come and see this wonderfully accented proper...	3 beds \| 4 baths \| 3,034 sq.ft.	$1,595,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 1.14% Airbnb Rental Income: $2437 Traditional Rental Income: $4839 Airbnb ROI: -0.88% Traditional ROI: 1.14%
36 Utica Street Milford, CT Expanded Ranch with Endless Potential on a Spacious Corner Lot! Opportunity awaits with th...	3 beds \| 1 baths \| 1,468 sq.ft.	$349,900	Airbnb cash on cash: 2.59% Traditional cash on cash: 5.15% Airbnb Rental Income: $2437 Traditional Rental Income: $2683 Airbnb ROI: 2.59% Traditional ROI: 5.15%
24 Matthews Street Milford, CT Beautifully Maintained Home with walk out lower level, possible in-law - Move-In Ready! St...	4 beds \| 3 baths \| 2,075 sq.ft.	$599,900	Airbnb cash on cash: 2.49% Traditional cash on cash: 4.46% Airbnb Rental Income: $3465 Traditional Rental Income: $3801 Airbnb ROI: 2.49% Traditional ROI: 4.46%
20 Dorothy Street Milford, CT This beautiful home was lovingly occupied by one family for the past 27 years. It was list...	3 beds \| 4 baths \| 2,940 sq.ft.	$599,900	Airbnb cash on cash: 1.03% Traditional cash on cash: 5.9% Airbnb Rental Income: $2437 Traditional Rental Income: $4570 Airbnb ROI: 1.03% Traditional ROI: 5.9%
43 Beachland Avenue Milford, CT Experience coastal living at its finest in this beautifully updated three-story home just ...	3 beds \| 3 baths \| 1,734 sq.ft.	$750,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 2.13% Airbnb Rental Income: $2437 Traditional Rental Income: $3211 Airbnb ROI: 0.17% Traditional ROI: 2.13%
105 E Broadway #D Milford, CT Is there a remodeled 2-bed condo at Walnut Beach with water views and private access? This...	2 beds \| 2 baths \| 1,398 sq.ft.	$419,900	Airbnb cash on cash: -0.99% Traditional cash on cash: 4.68% Airbnb Rental Income: $1623 Traditional Rental Income: $3396 Airbnb ROI: -0.99% Traditional ROI: 4.68%
57 Pelham Street Milford, CT Direct Waterfront Living on Long Island Sound Rare opportunity to own a direct waterfront ...	4 beds \| 3 baths \| 2,718 sq.ft.	$2,199,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 0.32% Airbnb Rental Income: $3465 Traditional Rental Income: $4749 Airbnb ROI: -0.69% Traditional ROI: 0.32%
185 Meadowside Road Milford, CT Introducing 185 Meadowside Rd...an attractive Cape stye home with a rear full dormer provi...	3 beds \| 2 baths \| 1,260 sq.ft.	$489,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 4.73% Airbnb Rental Income: $2437 Traditional Rental Income: $3296 Airbnb ROI: 1.55% Traditional ROI: 4.73%
8 Seaside Avenue #8 Milford, CT Welcome to the Penthouse, the crowning jewel of this historic, architecturally distinguish...	2 beds \| 2 baths \| 2,000 sq.ft.	$1,250,000	Airbnb cash on cash: -1.33% Traditional cash on cash: 0.96% Airbnb Rental Income: $1623 Traditional Rental Income: $3820 Airbnb ROI: -1.33% Traditional ROI: 0.96%
116 Foxwood Close #116 Milford, CT Welcome to Fox Wood !!! Highly sought after complex with all amenities. This 1 bed 1 bath ...	1 beds \| 1 baths \| 835 sq.ft.	$275,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 4.19% Airbnb Rental Income: $1204 Traditional Rental Income: $2154 Airbnb ROI: -0.97% Traditional ROI: 4.19%
36 Beachland Avenue Milford, CT Wake up to coastal breezes and water views in this charming beachside Colonial, perfectly ...	2 beds \| 2 baths \| 1,040 sq.ft.	$515,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 3.95% Airbnb Rental Income: $1623 Traditional Rental Income: $2946 Airbnb ROI: 0.25% Traditional ROI: 3.95%
65 E Broadway #B Milford, CT Welcome to 65 East Broadway Unit B, where every day feels like a beach getaway in this bea...	1 beds \| 1 baths \| 902 sq.ft.	$369,999	Airbnb cash on cash: -1.35% Traditional cash on cash: 2.68% Airbnb Rental Income: $1204 Traditional Rental Income: $2213 Airbnb ROI: -1.35% Traditional ROI: 2.68%
83 Tower Street Milford, CT Discover this stunningly renovated Cape Cod home, perfectly situated on a desirable corner...	3 beds \| 2 baths \| 1,142 sq.ft.	$545,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 3.69% Airbnb Rental Income: $2437 Traditional Rental Income: $3111 Airbnb ROI: 1.2% Traditional ROI: 3.69%
89 Meadow Street #89 Milford, CT ALL HIGHEST & BEST OFFERS BY TUESDAY 4/21 BY 5:00 Perfect for a single or couple, this inv...	1 beds \| 1 baths \| 1,420 sq.ft.	$299,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 4.56% Airbnb Rental Income: $1204 Traditional Rental Income: $2271 Airbnb ROI: -0.62% Traditional ROI: 4.56%
135 Carriage Path S #135 Milford, CT Welcome to South Wind Village, where coastal charm meets convenience... Bright and invitin...	1 beds \| 1 baths \| 765 sq.ft.	$250,000	Airbnb cash on cash: -0.58% Traditional cash on cash: 4.78% Airbnb Rental Income: $1204 Traditional Rental Income: $2081 Airbnb ROI: -0.58% Traditional ROI: 4.78%
15 Corona Drive Milford, CT Stunning fully remodeled custom Cape Cod offering the perfect blend of charm, space, and h...	4 beds \| 2 baths \| 2,040 sq.ft.	$649,900	Airbnb cash on cash: 2.39% Traditional cash on cash: 4.39% Airbnb Rental Income: $3465 Traditional Rental Income: $3912 Airbnb ROI: 2.39% Traditional ROI: 4.39%
81 Andrews Avenue Milford, CT This beautifully updated 4-bedroom, 1.5-bath raised ranch sits on a rare double corner lot...	4 beds \| 2 baths \| 1,044 sq.ft.	$599,000	Airbnb cash on cash: 2.46% Traditional cash on cash: 3.31% Airbnb Rental Income: $3465 Traditional Rental Income: $3172 Airbnb ROI: 2.46% Traditional ROI: 3.31%
21 Rivercliff Drive Milford, CT Welcome to 21 Rivercliff Drive, versatile and beautifully updated, offering the unique opp...	3 beds \| 3 baths \| 3,323 sq.ft.	$699,900	Airbnb cash on cash: 0.27% Traditional cash on cash: 4.7% Airbnb Rental Income: $2437 Traditional Rental Income: $4727 Airbnb ROI: 0.27% Traditional ROI: 4.7%

Real Estate investment in Milford, CT

There are 60 properties for sale in the city of Milford . The median list price in Milford is $599,450 and the average price per square foot is $286. In May 2026, the average monthly cash on cash return in Milford is 3.00%. The average monthly rental income in Milford is $3,403.

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

There are 60 investment properties available for sale in Milford.

In 2026, 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 $2,437.

Your search for investment property begins and ends here

Investment Property for Sale in Milford, CT

1121 WINDWARD ROAD

Milford, CT

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

$392,000

Airbnb cash on cash: -0.52%

Traditional cash on cash: 3.91%

Airbnb Rental Income: $1623

Traditional Rental Income: $2791

Airbnb ROI: -0.52%

Traditional ROI: 3.91%

14 Chetwood Street

Milford, CT

3 beds | 2 baths | 1,648 sq.ft.

$799,900

Airbnb cash on cash: 0.27%

Traditional cash on cash: 2.03%

Airbnb Rental Income: $2437

Traditional Rental Income: $3151

Airbnb ROI: 0.27%

Traditional ROI: 2.03%

114 Merwin Avenue

Milford, CT

3 beds | 4 baths | 3,209 sq.ft.

$1,590,000

Airbnb cash on cash: -0.93%

Traditional cash on cash: 0.51%

Airbnb Rental Income: $2437

Traditional Rental Income: $3978

Airbnb ROI: -0.93%

Traditional ROI: 0.51%

35 Beachland Avenue

Milford, CT

3 beds | 4 baths | 3,000 sq.ft.

$1,195,000

Airbnb cash on cash: -0.09%

Traditional cash on cash: 1.23%

Airbnb Rental Income: $2437

Traditional Rental Income: $3314

Airbnb ROI: -0.09%

Traditional ROI: 1.23%

8 Parkland Place

Milford, CT

3 beds | 2 baths | 1,691 sq.ft.

$875,000

Airbnb cash on cash: -0.18%

Traditional cash on cash: 1.41%

Airbnb Rental Income: $2437

Traditional Rental Income: $3136

Airbnb ROI: -0.18%

Traditional ROI: 1.41%

63 Stowe Avenue

Milford, CT

2 beds | 1 baths | 1,320 sq.ft.

$639,000

Airbnb cash on cash: -0.21%

Traditional cash on cash: 2.02%

Airbnb Rental Income: $1623

Traditional Rental Income: $2489

Airbnb ROI: -0.21%

Traditional ROI: 2.02%

102 Surf Avenue

Milford, CT

2 beds | 1 baths | 1,591 sq.ft.

$489,900

Airbnb cash on cash: 0.12%

Traditional cash on cash: 2.01%

Airbnb Rental Income: $1623

Traditional Rental Income: $2030

Airbnb ROI: 0.12%

Traditional ROI: 2.01%

46 East Avenue

Milford, CT

3 beds | 2 baths | 1,328 sq.ft.

$649,900

Airbnb cash on cash: 0.81%

Traditional cash on cash: 2.76%

Airbnb Rental Income: $2437

Traditional Rental Income: $3023

Airbnb ROI: 0.81%