Short Term Rental

Milford, CT Short Term Rental Properties for Sale

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Orange, CT West Haven, CT Stratford, CT Shelton, CT Trumbull, CT North Haven, CT Derby, CT Ansonia, CT
Renovated Two-Unit Duplex
Updated: Aug 15
Renovated Two-Unit Duplex

36 Merwin Avenue, Milford, CT 06460

$699,000
1,400 sqft 0.07 AC lot
Two units, each with 2 bedrooms and 1 full bath; one residence per floor
1,400 square feet on a 0.07‑acre lot
Renovated with new roof, siding, windows, mechanical systems, and added living area
Beach access three houses away with Long Island Sound water views
Central air, separate systems, and a full‑size stacked washer and dryer in each unit
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Two-Unit Home with Barn Garage
Updated: Jul 17
Two-Unit Home with Barn Garage

380 Orange Avenue, Milford, CT 06461

$975,000
3,360 sqft
Year built 1880 updated two‑family home currently operated as an Airbnb; can be converted back to a spacious single‑family residence
Each unit includes its own washer and dryer, plus bright living areas and hardwood floors
First‑floor features updated kitchen with quartz countertops, fully renovated bath with walk‑in shower, three bedrooms, and access to a deck
Upper unit offers three bedrooms, a bright kitchen with sliders to a private deck, and additional living space
Finished third floor adds flexible space for a home office, playroom, or guest area
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See what stands out in New Haven County

We check every for-sale listing in the county against comparable properties across the country. Most price about where you would expect. A few are worth a second look.

We check every listing here. A few are worth a second look.

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Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Milford, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities

Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Short-Term Rental Property with Penthouse
Short-Term Rental Property with Penthouse

44 Williams Avenue, Stonington, CT 06355

$2,550,000
3,669 sqft 0.17 AC lot

Updated multi-unit building with a luxury upper-level residence, furnished studios, smart access, solar generation, and on-site parking.

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Updated Four-Unit Quadplex
Updated Four-Unit Quadplex

341 Saint John Street, New Haven, CT 06511

$1,200,000
2,396 sqft

Furnished units combine modern updates with exposed brick and preserved architectural character.

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Six-Unit Short-Term Rental Portfolio
Six-Unit Short-Term Rental Portfolio

Stonington, CT 06355

Contact for pricing
4,962 sqft

Turnkey hospitality portfolio offering six guest accommodations across three separate buildings near Historic Downtown Mystic.

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Waterfront Short-Term Rental Home
Waterfront Short-Term Rental Home

624 Quinnipiac Ave, New Haven, CT 06513

Contact for pricing

Remodeled riverfront home with an ADU cottage, private boat launch, and separate cottage utilities.

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Milford, CT Short Term Rental Properties Market Trends and Statistics

Explore 2 short term rental properties for sale in Milford, CT on our real estate platform. These investment opportunities span a total of 4,760 square feet of properties for sale, with an estimated market value of $1,674,000.

Sale prices for short term rental properties in Milford, CT start at $699,000, averaging $837,000, and reaching up to $975,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Duplexes 14
Apartment buildings 4
Short term rental properties 3
High-rise multifamily apartments 1

Demographics Overview

Population 52K
Population Growth (5Y) -1.8%
Median Household Income $111,834
College Educated 68.4%

High-Yield Neighborhoods for Investment

Identify Milford submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood Average Price
06460 $699K
06461 $975K

Taxes & Financing

Tax Rate (average for all types) 2.73%
Property Tax per SF $30.46 per SF
Tax Rate vs County Average 1.00 pp below county avg
Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in New Haven County

New Delisted

Total CRE Inventory on Market (SF)

Average Property Price per SF

For-sale pricing trends across core commercial property types in New Haven County

Residential Income

Property Size Breakdown

The majority of commercial real estate listings in Milford fall within the 100,000+ square foot range.

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