$781,500
- 4 Beds
- 2 Baths
- 1,300 sqft
44 Winter St #4, Boston, MA 02108
Est. Refi. Payment $4,595/mo*
Refinance Your HomeHome Value
Trulia Estimate
$782KSince last month
Decreased$162K (-17.1%)Since last year
Decreased$284K (-26.6%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value decreased by -35% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $782K |
| August 2026 | $774K |
| July 2026 | $943K |
| June 2026 | $909K |
| May 2026 | $913K |
| April 2026 | $911K |
| March 2026 | $973K |
| February 2026 | $993K |
| January 2026 | $999K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.21 | Multi-Family Home | $2,760,000 | 12/05/25 | 3 | 3 | 1,750 | |
0.50 | Multi-Family Home | $2,495,000 | 07/20/26 | 5 | 4 | 2,376 | |
0.85 | Multi-Family Home | $1,250,000 | 02/12/26 | 3 | 3 | 1,377 | |
0.06 | Multi-Family Home | $4,025,000 | 04/15/26 | 10 | 9 | 4,920 | |
0.85 | Multi-Family Home | $1,600,000 | 10/27/25 | 5 | 3 | 2,040 | |
0.46 | Multi-Family Home | $5,500,000 | 06/26/26 | 7 | 4 | 5,779 | |
0.78 | Multi-Family Home | $1,950,000 | 08/03/26 | 5 | 4 | 2,805 | |
0.98 | Multi-Family Home | $2,100,000 | 07/31/26 | 4 | 3 | 2,402 | |
0.89 | Multi-Family Home | $2,337,200 | 03/06/26 | 3 | 2 | 3,130 | |
1.12 | Multi-Family Home | $875,000 | 06/15/26 | 2 | 2 | 971 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.02 | $1,197,600 | 2 | 2 | 1,465 | Off Market | |
0.02 | $1,428,500 | 2 | 2 | 1,380 | Off Market | |
0.02 | $995,000 | 2 | 1.5 | 1,435 | For Sale | |
0.03 | $694,500 | Studio | - | - | Off Market | |
0.03 | $2,292,800 | 2 | 2 | 2,233 | Off Market | |
0.03 | $3,096,500 | 2 | 2.5 | 3,357 | Off Market | |
0.06 | $8,513,400 | Studio | - | 19,075 | Off Market | |
0.06 | $4,025,000 | 10 | 9 | 4,920 | Recently Sold | |
0.06 | $1,299,000 | 2 | 2 | 2,058 | For Sale | |
0.06 | $699,999 | 1 | 1 | 841 | For Sale | |
0.06 | $642,100 | 1 | 1 | 830 | Off Market | |
0.06 | - | 2 | 1 | 1,124 | Off Market |
Local Information
-- mins to
Home Highlights
Multi-Family
1,300 sqft
$601/sqft
About this House
Introducing the Residences at 44 Winter St, Midtown's newest luxury apartments. Prepare to be impressed by these finely appointed Manhattan style loft residences, which offer upscale urban finishes with generously apportioned living space. The units feature designer kitchens, rustic flooring, industrial lighting, high ceilings with stainless steel duct, exposed brick, original period details and inspiring color schemes, all fit with Nest thermostats, W/D on each floor, and central A/C. Ideally situated steps to the Boston Common, local restaurants, shopping, entertainment, the Green/Orange/Red line T, bus routes and South Station. Be the first to live in this vibrant, pace setting downtown development. Studio, 3, and 4 bedroom units available.
44 Winter St #4, Boston, MA 02108 is a 4 bedroom, 2 bathroom, 1,300 sqft multi-family in Downtown Crossing. More recently, it was listed as a rental in April 2015 with an asking price of $6,000 per month. That rental listing was removed on May 20, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $781,500, with a rent estimate of $4,689/month.
Home Details for 44 Winter St #4
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|---|
Property Type / Style Property Type: Multi Family |
Price and Tax history
| Date | Event | Price |
|---|---|---|
May 20, 2015 Source: Agent Provided | ListingRemoved | $6,000 |
Apr 24, 2015 Source: Agent Provided | Listed For Rent | $6,000 |
Market trends in Boston
Last updated August 2026
Avg. sale price
$830K
$6.67KMoM
Sale-to-List Price
99.3%
0.3%MoM
Price per sq ft
$759
$20MoM
Available listings
1905
310MoM
Around this home
What Locals Say about Downtown Crossing
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Frequently asked questions about 44 Winter St #4
- What is 44 Winter St #4 estimated to be worth?Trulia's estimated value for 44 Winter St #4 in Boston, MA is $781,500.
- Is Boston a buyer's or seller's market?Boston is currently a balanced market, based on recent for-sale activity.
- What's the median sale price in Boston?The median sale price in Boston is $830K. That is down $6.67K from the prior month.
- What are the closest schools to 44 Winter St #4?The closest schools to 44 Winter St #4 in Boston, MA are Albert D Holland School of Technology (Middle/High, rated 2/10), Baldwin Early Learning Center (Pre-K/Elementary), Blackstone Elementary School (Pre-K, rated 3/10).

