Real Estate Investments for Sale in Milford, CT With High ROI

Are you looking for a vacation rental in Milford, CT? Look no further! We have a wide variety of vacation available for sale, including beachfront condos, mountain single-family homes, townhouses, vacation homes and everything in between.

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
33 Point Beach Drive Milford, CT Exquisite waterfront living directly on the water. You'll be astounded by the breathtaking...	3 beds \| 3 baths \| 2,308 sq.ft.	$1,450,000	Airbnb cash on cash: 0.99% Traditional cash on cash: 0.93% Airbnb Rental Income: $5113 Traditional Rental Income: $3994 Airbnb ROI: 0.99% Traditional ROI: 0.93%
88 Boston Post Road Milford, CT Development opportunity directly on Boston Post Rd, currently there is a small single fami...	8 beds \| 8 baths \| 2,834 sq.ft.	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.1% Airbnb Rental Income: $null Traditional Rental Income: $5080 Airbnb ROI: N/A Traditional ROI: 9.1%
8 Laurel Avenue Milford, CT The perfect beachfront home for daily living or as a very lucrative rental. This fabulous ...	4 beds \| 4 baths \| 4,397 sq.ft.	$2,780,000	Airbnb cash on cash: 0.39% Traditional cash on cash: -0.21% Airbnb Rental Income: $7328 Traditional Rental Income: $4388 Airbnb ROI: 0.39% Traditional ROI: -0.21%
7 silver Street Milford, CT Perfect Location across from the beach. New bathroom, roof is two years old, water heater ...	2 beds \| 2 baths \| 608 sq.ft.	$419,000	Airbnb cash on cash: 4.27% Traditional cash on cash: 2.92% Airbnb Rental Income: $3817 Traditional Rental Income: $2465 Airbnb ROI: 4.27% Traditional ROI: 2.92%
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: 4.46% Traditional cash on cash: 2.85% Airbnb Rental Income: $3817 Traditional Rental Income: $2402 Airbnb ROI: 4.46% Traditional ROI: 2.85%
308 Meadowside Road #312 Milford, CT Welcome to your seaside sanctuary! This 2-bedroom condo, nestled in a charming building ju...	2 beds \| 2 baths \| 1,184 sq.ft.	$259,900	Airbnb cash on cash: 8.38% Traditional cash on cash: 5.85% Airbnb Rental Income: $3817 Traditional Rental Income: $2371 Airbnb ROI: 8.38% Traditional ROI: 5.85%
130 Pond Point Avenue Milford, CT Modern Contemporary with glam touches throughout this home! Vaulted ceilings in light & sp...	4 beds \| 4 baths \| 3,002 sq.ft.	$799,900	Airbnb cash on cash: 5.55% Traditional cash on cash: 3.17% Airbnb Rental Income: $7328 Traditional Rental Income: $4143 Airbnb ROI: 5.55% Traditional ROI: 3.17%
4 Carriage Path North #4 Milford, CT Welcome South Wind Village, a unique complex nestled one block from the Milford Shoreline....	2 beds \| 1 baths \| 1,170 sq.ft.	$279,900	Airbnb cash on cash: 6.48% Traditional cash on cash: 3.57% Airbnb Rental Income: $3817 Traditional Rental Income: $2225 Airbnb ROI: 6.48% Traditional ROI: 3.57%
33 Rivercliff Drive Milford, CT Pleasant Rivercliff location highlights this inviting center-hall colonial with classic de...	3 beds \| 2 baths \| 1,641 sq.ft.	$369,900	Airbnb cash on cash: 8.76% Traditional cash on cash: 6.16% Airbnb Rental Income: $5113 Traditional Rental Income: $3168 Airbnb ROI: 8.76% Traditional ROI: 6.16%
273 New Haven Avenue #7 Milford, CT Completely renovated, expansive 2 Bedroom, 2 Bath, 1 car garage Haven Manor condo in small...	2 beds \| 2 baths \| 1,244 sq.ft.	$399,900	Airbnb cash on cash: 4.85% Traditional cash on cash: 3.32% Airbnb Rental Income: $3817 Traditional Rental Income: $2419 Airbnb ROI: 4.85% Traditional ROI: 3.32%
187 Hillside Avenue Milford, CT Unbelievable rare opportunity to own a magnificent 2 family completely remodeled and gorge...	6 beds \| 5 baths \| 2,800 sq.ft.	$1,899,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.28% Airbnb Rental Income: $null Traditional Rental Income: $2625 Airbnb ROI: N/A Traditional ROI: -0.28%
120 Kings Hwy Milford, CT Gorgeous new construction home situated in desirable Woodmont beach community 1 block to s...	4 beds \| 4 baths \| 2,800 sq.ft.	$949,900	Airbnb cash on cash: 5.58% Traditional cash on cash: 3.98% Airbnb Rental Income: $7328 Traditional Rental Income: $4500 Airbnb ROI: 5.58% Traditional ROI: 3.98%
20 Cooper Avenue Milford, CT Beautiful new construction with water views from your deck in desirable Silver Sands area ...	4 beds \| 4 baths \| 2,500 sq.ft.	$995,900	Airbnb cash on cash: 3.16% Traditional cash on cash: 1.5% Airbnb Rental Income: $7328 Traditional Rental Income: $4378 Airbnb ROI: 3.16% Traditional ROI: 1.5%
29 Howard Court Milford, CT NEWLY PRICED! A perfect opportunity to live in the Milford BEACH area! Point Beach neighbo...	4 beds \| 4 baths \| 2,974 sq.ft.	$775,000	Airbnb cash on cash: 4.94% Traditional cash on cash: 2.99% Airbnb Rental Income: $7328 Traditional Rental Income: $4509 Airbnb ROI: 4.94% Traditional ROI: 2.99%
3 Highland Court Milford, CT Welcome to 3 Highland Court in Milford's prestigious Highland Estates. This stunning colon...	5 beds \| 3 baths \| 2,928 sq.ft.	$895,000	Airbnb cash on cash: 6.31% Traditional cash on cash: 1.23% Airbnb Rental Income: $10045 Traditional Rental Income: $3949 Airbnb ROI: 6.31% Traditional ROI: 1.23%
268 Broadway Milford, CT This coastal sanctuary beckons with its breathtaking waterfront vistas of Long Island Soun...	3 beds \| 5 baths \| 3,499 sq.ft.	$1,690,000	Airbnb cash on cash: -0.6% Traditional cash on cash: -0.04% Airbnb Rental Income: $5113 Traditional Rental Income: $4945 Airbnb ROI: -0.6% Traditional ROI: -0.04%
1 Highland Court Milford, CT This spacious home features 4 bedrooms, a first floor office/5th bedroom, 3 full-bathrooms...	5 beds \| 3 baths \| 3,640 sq.ft.	$999,000	Airbnb cash on cash: 5.33% Traditional cash on cash: 0.98% Airbnb Rental Income: $10045 Traditional Rental Income: $4133 Airbnb ROI: 5.33% Traditional ROI: 0.98%
565 Pond Point Avenue Milford, CT You Can Call Me Cute as a Button. But I Prefer Neat and Clean and Having a Strong Bones. I...	3 beds \| 1 baths \| 1,000 sq.ft.	$379,900	Airbnb cash on cash: 8.05% Traditional cash on cash: 2.67% Airbnb Rental Income: $5113 Traditional Rental Income: $2154 Airbnb ROI: 8.05% Traditional ROI: 2.67%
30 Chapel Street Milford, CT Discover coastal living at its finest in the desirable Woodmont borough of Milford with th...	3 beds \| 2 baths \| 1,176 sq.ft.	$444,900	Airbnb cash on cash: 6.39% Traditional cash on cash: 3.68% Airbnb Rental Income: $5113 Traditional Rental Income: $2943 Airbnb ROI: 6.39% Traditional ROI: 3.68%
42 Sampson Avenue Milford, CT The coastal city of Milford features over 14 miles of coastline, a picturesque historic wa...	3 beds \| 1 baths \| 1,209 sq.ft.	$409,900	Airbnb cash on cash: 7.24% Traditional cash on cash: 3.24% Airbnb Rental Income: $5113 Traditional Rental Income: $2537 Airbnb ROI: 7.24% Traditional ROI: 3.24%
112 Popes Island Road #112 Milford, CT Fabulous and Immaculate Caswell Cove 2 Bedroom 2 Bath condo with beautiful Housatonic Rive...	2 beds \| 2 baths \| 1,444 sq.ft.	$389,900	Airbnb cash on cash: 3.41% Traditional cash on cash: 2.09% Airbnb Rental Income: $3817 Traditional Rental Income: $2511 Airbnb ROI: 3.41% Traditional ROI: 2.09%
433 Swanson Crescent #433 Milford, CT A desirable first floor end unit at popular Foxwood Condominiums is ready for a new owner!...	1 beds \| 1 baths \| 755 sq.ft.	$215,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 3.69% Airbnb Rental Income: $1670 Traditional Rental Income: $1777 Airbnb ROI: 0.87% Traditional ROI: 3.69%
118 New Haven Avenue Milford, CT Vinyl sided 2 Family house w/detached 2 car garage. 2 bedrooms, living rm, bath rm, and ki...	4 beds \| 2 baths \| 2,139 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.17% Airbnb Rental Income: $null Traditional Rental Income: $3163 Airbnb ROI: N/A Traditional ROI: 4.17%
49 Smiths Point Road Milford, CT Idyllic waterfront coastal retreat and nature loverâs paradiseâ¦a rare gem. Relax to st...	3 beds \| 4 baths \| 3,696 sq.ft.	$3,350,000	Airbnb cash on cash: -1.86% Traditional cash on cash: -1.81% Airbnb Rental Income: $5113 Traditional Rental Income: $4250 Airbnb ROI: -1.86% Traditional ROI: -1.81%
216 Meadowside Road Milford, CT Welcome to this charming two-bedroom residence, ideally situated just a stroll away from t...	2 beds \| 1 baths \| 1,116 sq.ft.	$399,999	Airbnb cash on cash: 4.61% Traditional cash on cash: 2.34% Airbnb Rental Income: $3817 Traditional Rental Income: $2141 Airbnb ROI: 4.61% Traditional ROI: 2.34%
8 York Street Milford, CT 2 family Home in desirable Walnut Beach area! 1st floor unit is 2 bedroom, 1 bath with liv...	4 beds \| 2 baths \| 2,964 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.72% Airbnb Rental Income: $null Traditional Rental Income: $3450 Airbnb ROI: N/A Traditional ROI: 3.72%
95 Botsford Avenue Milford, CT Beautiful bungalow right by the water in Milford. This updated bungalow features a newer k...	3 beds \| 1 baths \| 1,290 sq.ft.	$409,900	Airbnb cash on cash: 7.24% Traditional cash on cash: 3.29% Airbnb Rental Income: $5113 Traditional Rental Income: $2555 Airbnb ROI: 7.24% Traditional ROI: 3.29%
29 Chetwood Street Milford, CT Find serenity in this conventional home steps away from Silver Sands Beach. Whether you're...	3 beds \| 3 baths \| 1,856 sq.ft.	$829,900	Airbnb cash on cash: 2.02% Traditional cash on cash: 1.16% Airbnb Rental Income: $5113 Traditional Rental Income: $3405 Airbnb ROI: 2.02% Traditional ROI: 1.16%
12 Laurel Avenue Milford, CT Completed in 2023 newly built colonial Walnut Beach location. It is an amazing opportunity...	3 beds \| 3 baths \| 2,464 sq.ft.	$1,298,888	Airbnb cash on cash: 0.17% Traditional cash on cash: 0% Airbnb Rental Income: $5113 Traditional Rental Income: $3877 Airbnb ROI: 0.17% Traditional ROI: 0%
178 West Main Street Milford, CT 178 West Main Street is a promising property with plenty of potential! The open flow betwe...	3 beds \| 1 baths \| 1,274 sq.ft.	$425,000	Airbnb cash on cash: 6.87% Traditional cash on cash: 3.18% Airbnb Rental Income: $5113 Traditional Rental Income: $2603 Airbnb ROI: 6.87% Traditional ROI: 3.18%
467 Ansantawae Road Milford, CT Beauty right out of a magazine best describes this tranquil first floor living home situat...	3 beds \| 2 baths \| 1,796 sq.ft.	$800,000	Airbnb cash on cash: 2.21% Traditional cash on cash: 1.4% Airbnb Rental Income: $5113 Traditional Rental Income: $3470 Airbnb ROI: 2.21% Traditional ROI: 1.4%
85 Viscount Drive #B26 Milford, CT Explore this inviting 2-bedroom, 1-bathroom apartment on the second floor of the building ...	2 beds \| 1 baths \| 990 sq.ft.	$339,500	Airbnb cash on cash: 3.81% Traditional cash on cash: 0.51% Airbnb Rental Income: $3817 Traditional Rental Income: $1940 Airbnb ROI: 3.81% Traditional ROI: 0.51%
7 Southwick Court North #7 Milford, CT Welcome to serene living in this 55+ community! 7 Southwick Ct is an immaculate one level ...	2 beds \| 2 baths \| 1,133 sq.ft.	$400,000	Airbnb cash on cash: 3.38% Traditional cash on cash: 2.22% Airbnb Rental Income: $3817 Traditional Rental Income: $2556 Airbnb ROI: 3.38% Traditional ROI: 2.22%
649 Naugatuck Avenue Milford, CT Welcome to this warm and charming home. Lovingly cared for by the same owners for 41 years...	3 beds \| 3 baths \| 1,860 sq.ft.	$464,000	Airbnb cash on cash: 6.04% Traditional cash on cash: 5.06% Airbnb Rental Income: $5113 Traditional Rental Income: $3643 Airbnb ROI: 6.04% Traditional ROI: 5.06%
300 Meadowside Road #APT 102 Milford, CT Welcome to your ideal coastal retreat! Nestled in a prime location, this charming 1-bedroo...	1 beds \| 1 baths \| 770 sq.ft.	$199,900	Airbnb cash on cash: 1.49% Traditional cash on cash: 3.44% Airbnb Rental Income: $1670 Traditional Rental Income: $1572 Airbnb ROI: 1.49% Traditional ROI: 3.44%
133 (plus 135,135.5 ) Milford Point Road Milford, CT WATERFRONT ON A PRIVATE SANDY BEACH! Extraordinary opportunity to own 3 YES 3 homes on the...	5 beds \| 4 baths \| 2,148 sq.ft.	$2,200,000	Airbnb cash on cash: 0.83% Traditional cash on cash: -1.21% Airbnb Rental Income: $10045 Traditional Rental Income: $4021 Airbnb ROI: 0.83% Traditional ROI: -1.21%
74 Platt Street Milford, CT Welcome to this exquisite home within the sought-after Point Beach water community, no flo...	3 beds \| 3 baths \| 3,754 sq.ft.	$1,000,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 0.75% Airbnb Rental Income: $5113 Traditional Rental Income: $3701 Airbnb ROI: 1.15% Traditional ROI: 0.75%
431 Popes Island Road #431 Milford, CT Live your best life in Milford. This sun drenched condo is 1 of 16 townhouse style at Casw...	2 beds \| 3 baths \| 2,022 sq.ft.	$524,431	Airbnb cash on cash: 1.1% Traditional cash on cash: 1.14% Airbnb Rental Income: $3817 Traditional Rental Income: $3015 Airbnb ROI: 1.1% Traditional ROI: 1.14%
150 West Rutland Road Milford, CT Well cared for Contemporary Home on an over one-half acre lot. Great setting with a stone ...	3 beds \| 3 baths \| 1,792 sq.ft.	$679,900	Airbnb cash on cash: 3.15% Traditional cash on cash: 2.34% Airbnb Rental Income: $5113 Traditional Rental Income: $3555 Airbnb ROI: 3.15% Traditional ROI: 2.34%
56 Nells Road Milford, CT Charming Cape on dead end cul-de-sac . Move in Ready. Freshly painted. Spacious Living Roo...	2 beds \| 2 baths \| 1,558 sq.ft.	$385,000	Airbnb cash on cash: 4.91% Traditional cash on cash: 5.03% Airbnb Rental Income: $3817 Traditional Rental Income: $3035 Airbnb ROI: 4.91% Traditional ROI: 5.03%

Real Estate investment in Milford, CT

There are 42 properties for sale in the city of Milford . The median list price in Milford is $449,900 and the average price per square foot is $234. In April 2024, the average monthly cash on cash return in Milford is 3.00%. The average monthly rental income in Milford is $2,772.

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

There are 42 investment properties available for sale in Milford.

In 2024, 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 $5,113.

Your search for investment property begins and ends here

Investment Property for Sale in Milford, CT

33 Point Beach Drive

Milford, CT

3 beds | 3 baths | 2,308 sq.ft.

$1,450,000

Airbnb cash on cash: 0.99%

Traditional cash on cash: 0.93%

Airbnb Rental Income: $5113

Traditional Rental Income: $3994

Airbnb ROI: 0.99%

Traditional ROI: 0.93%

88 Boston Post Road

Milford, CT

8 beds | 8 baths | 2,834 sq.ft.

$500,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.1%

Airbnb Rental Income: $null

Traditional Rental Income: $5080

Airbnb ROI: N/A

Traditional ROI: 9.1%

8 Laurel Avenue

Milford, CT

4 beds | 4 baths | 4,397 sq.ft.

$2,780,000

Airbnb cash on cash: 0.39%

Traditional cash on cash: -0.21%

Airbnb Rental Income: $7328

Traditional Rental Income: $4388

Airbnb ROI: 0.39%

Traditional ROI: -0.21%

7 silver Street

Milford, CT

2 beds | 2 baths | 608 sq.ft.

$419,000

Airbnb cash on cash: 4.27%

Traditional cash on cash: 2.92%

Airbnb Rental Income: $3817

Traditional Rental Income: $2465

Airbnb ROI: 4.27%

Traditional ROI: 2.92%

1121 WINDWARD ROAD

Milford, CT

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

$392,000

Airbnb cash on cash: 4.46%

Traditional cash on cash: 2.85%

Airbnb Rental Income: $3817

Traditional Rental Income: $2402

Airbnb ROI: 4.46%

Traditional ROI: 2.85%

308 Meadowside Road #312

Milford, CT

2 beds | 2 baths | 1,184 sq.ft.

$259,900

Airbnb cash on cash: 8.38%

Traditional cash on cash: 5.85%

Airbnb Rental Income: $3817

Traditional Rental Income: $2371

Airbnb ROI: 8.38%

Traditional ROI: 5.85%

130 Pond Point Avenue

Milford, CT

4 beds | 4 baths | 3,002 sq.ft.

$799,900

Airbnb cash on cash: 5.55%

Traditional cash on cash: 3.17%

Airbnb Rental Income: $7328

Traditional Rental Income: $4143

Airbnb ROI: 5.55%

Traditional ROI: 3.17%

4 Carriage Path North #4

Milford, CT

2 beds | 1 baths | 1,170 sq.ft.

$279,900

Airbnb cash on cash: 6.48%

Traditional cash on cash: 3.57%

Airbnb Rental Income: $3817

Traditional Rental Income: $2225

Airbnb ROI: 6.48%