***Multiple Offers - Deadline is Monday at 12pm***Offered for the first time in 47 years, this well-loved home presents a rare opportunity to reimagine a classic property in one of Milton's most desirable neighborhoods. Filled with retro charm and endless potential, this 3-bedroom, 1.5-bath home offers the perfect canvas to create a sophisticated, one-of-a-kind residence. The custom kitchen features granite countertops, stainless steel appliances, gas cooking, and quality cabinetry, while hardwood floors run throughout much of the home. An impressive family room addition showcases vaulted ceilings with exposed beams, expansive windows, and a cozy wood stove, creating a warm gathering space filled with natural light. The finished lower level includes new luxury vinyl plank flooring, a half bath, and a large storage area with a cedar closet offering potential for future expansion. Outside, enjoy a beautifully landscaped half-acre lot with mature plantings and a 2-car garage. Don't miss your chance to experience the perfect blend of style and comfort that is 27 Trout Brook Avenue! Ideally located within striking distance to Milton High School, the Blue Hills Reservation, and major highways. This home isn't just a place to live; it's a place to love!
Pending
$825,000
27 Trout Brook Ave, Milton, MA 02186
3beds
1,877sqft
Single Family Residence
Built in 1961
0.46 Acres Lot
$-- Zestimate®
$440/sqft
$-- HOA
What's special
Cozy wood stoveBeautifully landscaped half-acre lotHardwood floorsFinished lower levelImpressive family room additionGranite countertopsStainless steel appliances
- 29 days
- 143
- 3
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Ben and Kate Real Estate 781-831-0340,
Keller Williams Realty Signature Properties 781-924-5766,
Kate Richard 617-877-7621
Source: MLS PIN,MLS#: 73554096
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
- Main level bathrooms: 1
- Main level bedrooms: 1
Primary bedroom
- Features: Ceiling Fan(s), Closet, Flooring - Hardwood
- Level: Main,First
Bedroom 2
- Features: Closet, Flooring - Hardwood
- Level: First
Bedroom 3
- Features: Closet, Flooring - Hardwood
- Level: First
Bathroom 1
- Features: Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile
- Level: Main,First
Bathroom 2
- Features: Bathroom - Half, Flooring - Stone/Ceramic Tile
- Level: Basement
Dining room
- Features: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Open Floorplan
- Level: Main,First
Family room
- Features: Wood / Coal / Pellet Stove, Ceiling Fan(s), Beamed Ceilings, Vaulted Ceiling(s), Flooring - Stone/Ceramic Tile, Balcony - Exterior
- Level: Main,First
Kitchen
- Features: Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Cabinets - Upgraded, Remodeled
- Level: Main,First
Living room
- Features: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Open Floorplan
- Level: Main,First
Heating
- Forced Air, Natural Gas, Fireplace(s)
Cooling
- None
Appliances
- Included: Gas Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
- Laundry: In Basement, Gas Dryer Hookup, Washer Hookup
Features
- Bathroom - Half, Bonus Room
- Flooring: Wood, Tile, Flooring - Vinyl
- Basement: Full,Partially Finished,Walk-Out Access,Interior Entry,Garage Access,Concrete
- Number of fireplaces: 2
- Fireplace features: Living Room
Interior area
- Total structure area: 1,877
- Total interior livable area: 1,877 sqft
- Finished area above ground: 1,401
- Finished area below ground: 476
Property
Parking
- Total spaces: 7
- Parking features: Attached, Under, Garage Door Opener, Off Street, Paved
- Attached garage spaces: 2
- Uncovered spaces: 5
Features
- Patio & porch: Deck
- Exterior features: Deck
- Waterfront features: Stream
Lot
- Size: 0.46 Acres
- Features: Cleared, Level
Details
- Parcel number: M:C B:042 L:16B,126975
- Zoning: RB
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Split Entry
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Year built: 1961
Utilities & green energy
- Electric: 100 Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, for Gas Dryer, Washer Hookup
Community & HOA
Community
- Features: Shopping, Walk/Jog Trails, Highway Access, Public School
- Security: Security System
- Subdivision: Pope's Pond
HOA
- Has HOA: No
Location
- Region: Milton
Financial & listing details
- Price per square foot: $440/sqft
- Tax assessed value: $701,000
- Annual tax amount: $7,774
- Date on market: 8/4/2026
- Listing terms: Seller W/Participate
Estimated market value
Not available
Estimated sales range
Not available
$3,680/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/27/2026 | Pending sale | $825,000$440/sqft |
Source: MLS PIN #73554096 Report a problem | ||
| 7/23/2026 | Listed for sale | $825,000$440/sqft |
Source: MLS PIN #73554096 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,774 +3.6% | $701,000 +2% |
| 2024 | $7,502 +7.3% | $687,000 +12% |
| 2023 | $6,990 +0% | $613,200 +9.4% |
| 2022 | $6,988 +3.2% | $560,400 +8.6% |
| 2021 | $6,774 +5.4% | $515,900 +5.3% |
| 2020 | $6,426 +2.5% | $489,800 +3% |
| 2019 | $6,267 +3.1% | $475,500 +8% |
| 2018 | $6,081 +6.8% | $440,300 +4.9% |
| 2017 | $5,694 +5.2% | $419,900 +4.7% |
| 2016 | $5,412 +1.3% | $400,900 +4.6% |
| 2015 | $5,343 +0.4% | $383,300 +7.9% |
| 2014 | $5,324 +7.7% | $355,200 +5.6% |
| 2013 | $4,945 -1.7% | $336,400 -4% |
| 2012 | $5,030 +2.2% | $350,500 +0.2% |
| 2011 | $4,922 -0.6% | $349,800 -5.7% |
| 2010 | $4,952 +11.7% | $370,900 -1.8% |
| 2009 | $4,433 +3.7% | $377,600 -3.3% |
| 2008 | $4,276 -0.4% | $390,500 -1.4% |
| 2007 | $4,293 +3.1% | $396,000 -3.4% |
| 2006 | $4,162 +11.4% | $410,000 +15.7% |
| 2005 | $3,736 +2.8% | $354,500 +18.2% |
| 2004 | $3,636 +3.3% | $300,000 |
| 2003 | $3,519 +2.6% | $300,000 +47.5% |
| 2002 | $3,431 +12.8% | $203,400 +22.4% |
| 1999 | $3,043 | $166,200 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 02186
Nearby schools
Schools provided by the listing agent
- Middle: Pierce
- High: Milton High
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.



