Winter Hill Apartments for Rent: 12 Listings

Winter Hill may deliver the most bang for the buck in the Boston Metro area: large, multi-family homes with plus-sized units available at low prices compared to neighborhoods closer to Red Line. Residents with a car or bike, or who are comfortable busing it, can have a great apartment close to everything.

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PictureDescriptionCityNeighborhoodBedroomBathroomAvailableRent
Apartment Picture ===>Gut Renovated Winter Hill Studio<===
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SomervilleWinter HillStudio11/1/2026$1,750
Apartment Picture Winter Hill / Sullivan Sq - 1 Bed with Heat Incl
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SomervilleWinter Hill1111/1/2025$2,200
Apartment Picture Renovated - Winter Hill - Dishwasher - EZ access 93, T
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SomervilleWinter Hill1+110/24/2025$2,200
Apartment Picture Winter Hill / Sullivan Sq - 2 Bed with Eat-in Kitchen
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SomervilleWinter Hill1+112/1/2025$2,350
Apartment Picture Winter Hill / Sullivan Sq - 2 Bed with Eat-in Kitchen
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SomervilleWinter Hill2112/1/2025$2,350
Apartment Picture Winter Hill / Somerville - 2 Bedroom
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SomervilleWinter Hill2110/23/2025$2,550
Apartment Picture 1+ bed with bay windows. Classic brownstone, high ceilings,
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SomervilleMagoun Square1+11/1/2026$2,750
Apartment Picture Classic Brownstone * Bay Windows * Very close to Green Line
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SomervilleMagoun Square211/1/2026$2,750
Apartment Picture Winter Hill / Somerville - 3 Bedroom
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SomervilleWinter Hill3111/1/2025$2,850
Apartment Picture Good Sized - Dog Nego - Parking - Free Laundry - Close to Train
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SomervilleWinter Hill2+111/1/2025$2,850
Apartment Picture Good Sized - Dog Nego - Parking - Free Laundry - Close to Train
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SomervilleWinter Hill3111/1/2025$2,850
Apartment Picture Winter Hill 3 Bedroom with Hardwood Floors and Eat-in Kitchen
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SomervilleWinter Hill319/1/2025$3,600

===>Gut Renovated Winter Hill Studio<===

Bedroom Studio Bathroom 1 Bathroom
City Somerville Neighborhood Winter Hill
Rent: $1,750 Availability 1/1/2026

Winter Hill / Sullivan Sq - 1 Bed with Heat Incl

Bedroom 1 Bedroom Bathroom 1 Bathroom
City Somerville Neighborhood Winter Hill
Rent: $2,200 Availability 11/1/2025

Renovated - Winter Hill - Dishwasher - EZ access 93, T

Bedroom 1+ Bedrooms Bathroom 1 Bathroom
City Somerville Neighborhood Winter Hill
Rent: $2,200 Availability 10/24/2025

Winter Hill / Sullivan Sq - 2 Bed with Eat-in Kitchen

Bedroom 1+ Bedrooms Bathroom 1 Bathroom
City Somerville Neighborhood Winter Hill
Rent: $2,350 Availability 12/1/2025

Winter Hill / Sullivan Sq - 2 Bed with Eat-in Kitchen

Bedroom 2 Bedrooms Bathroom 1 Bathroom
City Somerville Neighborhood Winter Hill
Rent: $2,350 Availability 12/1/2025

Winter Hill / Somerville - 2 Bedroom

Bedroom 2 Bedrooms Bathroom 1 Bathroom
City Somerville Neighborhood Winter Hill
Rent: $2,550 Availability 10/23/2025

1+ bed with bay windows. Classic brownstone, high ceilings,

Bedroom 1+ Bedrooms Bathroom 1 Bathroom
City Somerville Neighborhood Magoun Square
Rent: $2,750 Availability 1/1/2026

Classic Brownstone * Bay Windows * Very close to Green Line

Bedroom 2 Bedrooms Bathroom 1 Bathroom
City Somerville Neighborhood Magoun Square
Rent: $2,750 Availability 1/1/2026

Winter Hill / Somerville - 3 Bedroom

Bedroom 3 Bedrooms Bathroom 1 Bathroom
City Somerville Neighborhood Winter Hill
Rent: $2,850 Availability 11/1/2025

Good Sized - Dog Nego - Parking - Free Laundry - Close to Train

Bedroom 2+ Bedrooms Bathroom 1 Bathroom
City Somerville Neighborhood Winter Hill
Rent: $2,850 Availability 11/1/2025

Good Sized - Dog Nego - Parking - Free Laundry - Close to Train

Bedroom 3 Bedrooms Bathroom 1 Bathroom
City Somerville Neighborhood Winter Hill
Rent: $2,850 Availability 11/1/2025

Winter Hill 3 Bedroom with Hardwood Floors and Eat-in Kitchen

Bedroom 3 Bedrooms Bathroom 1 Bathroom
City Somerville Neighborhood Winter Hill
Rent: $3,600 Availability 9/1/2025