Welcome to 16 Longmeadow Road, a custom-built masterpiece showcasing exceptional architectural detail at every turn. A dramatic two-story foyer with grand staircase and soaring ceilings sets the tone for this five-bedroom, four-and-a-half-bath residence in the highly sought-after Indian Cliffs Estates. The luxurious primary suite spans 500 square feet and features a spa-inspired ensuite with whirlpool tub, steam shower, and dual walk-in closets. The gourmet eat-in kitchen is a chef's dream, with a center island featuring a gas stove, dual sinks, and French doors flooded with natural light—flowing seamlessly into the formal dining room and sophisticated lounge complete with fireplace and wet bar, creating an entertainer's paradise. An additional living room with 11-foot tray ceiling, fireplace, and custom media cabinetry offers the perfect retreat. The home features a guest suite with separate entrance—ideal for an au pair, multi-generational living, or a private office sanctuary. Throughout, five walk-in closets, multiple linen closets, and a cedar closet provide unparalleled storage. The three-car garage and expansive rear patio with private well irrigation complete this exceptional property. Situated on nearly one acre and just 300 yards from Wollaston Golf Club, this residence offers both privacy and prestige.
For sale
Price cut: $205K (8/6)
$3,295,000
16 Longmeadow Rd, Milton, MA 02186
5beds
5,700sqft
Single Family Residence
Built in 1994
0.92 Acres Lot
$3,163,600 Zestimate®
$578/sqft
$-- HOA
What's special
Three-car garageFormal dining room
- 45 days
- 891
- 26
Zillow last checked:
Listing updated:
Listed by:
Emily Edwards 617-320-3870,
Gibson Sotheby's International Realty 617-426-6900
Source: MLS PIN,MLS#: 73553103
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
- Main level bedrooms: 1
Primary bedroom
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Walk-In Closet(s), Flooring - Wall to Wall Carpet, Dressing Room, Closet - Double, Tray Ceiling(s)
- Level: Second
- Area: 396
- Dimensions: 18 x 22
Bedroom 2
- Features: Bathroom - Full, Closet, Flooring - Wall to Wall Carpet
- Level: Main,First
- Area: 324
- Dimensions: 18 x 18
Bedroom 3
- Features: Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet
- Level: Second
- Area: 272
- Dimensions: 16 x 17
Bedroom 4
- Features: Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet
- Level: Second
- Area: 180
- Dimensions: 15 x 12
Bedroom 5
- Features: Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet
- Level: Second
- Area: 180
- Dimensions: 15 x 12
Bathroom 1
- Features: Bathroom - Double Vanity/Sink, Closet - Linen, Flooring - Marble, Hot Tub / Spa, Steam / Sauna
- Level: Second
- Area: 77
- Dimensions: 11 x 7
Bathroom 2
- Features: Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Closet - Linen
- Level: Second
- Area: 112
- Dimensions: 8 x 14
Bathroom 3
- Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower
- Level: First
- Area: 60
- Dimensions: 10 x 6
Dining room
- Features: Flooring - Hardwood, French Doors, Wainscoting, Pocket Door
- Level: First
- Area: 225
- Dimensions: 15 x 15
Family room
- Features: Flooring - Hardwood, Tray Ceiling(s), Window Seat
- Level: First
- Area: 374
- Dimensions: 22 x 17
Kitchen
- Features: Vaulted Ceiling(s), Closet, Flooring - Stone/Ceramic Tile, Dining Area, Pantry, Countertops - Stone/Granite/Solid, French Doors, Kitchen Island, Breakfast Bar / Nook, Gas Stove
- Level: First
- Area: 725
- Dimensions: 29 x 25
Living room
- Features: Flooring - Hardwood, Wet Bar, Pocket Door
- Level: First
- Area: 336
- Dimensions: 16 x 21
Office
- Level: First
- Area: 81
- Dimensions: 9 x 9
Heating
- Baseboard, Oil
Cooling
- Central Air
Appliances
- Included: Water Heater, Oven, Dishwasher, Disposal, Trash Compactor, Range, Refrigerator, Freezer, Washer, Dryer
- Laundry: Electric Dryer Hookup, Laundry Chute, Washer Hookup, Sink, First Floor
Features
- Walk-In Closet(s), Bathroom - Full, Storage, Bathroom - Tiled With Shower Stall, Bathroom - Half, Bonus Room, Game Room, Office, Bathroom, Central Vacuum, Sauna/Steam/Hot Tub, Wet Bar, Laundry Chute
- Flooring: Wood, Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood
- Doors: Insulated Doors, French Doors
- Windows: Insulated Windows
- Basement: Full,Interior Entry,Bulkhead,Concrete,Unfinished
- Number of fireplaces: 2
- Fireplace features: Family Room, Living Room
Interior area
- Total structure area: 5,700
- Total interior livable area: 5,700 sqft
- Finished area above ground: 5,700
Property
Parking
- Total spaces: 9
- Parking features: Attached, Garage Door Opener, Garage Faces Side, Paved Drive, Off Street, Paved
- Attached garage spaces: 3
- Uncovered spaces: 6
Features
- Patio & porch: Porch, Patio
- Exterior features: Porch, Patio, Sprinkler System, Stone Wall
Lot
- Size: 0.92 Acres
Details
- Parcel number: M:000K B:005D L:0027,133488
- Zoning: RA
- Other equipment: Intercom
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Georgian,French Colonial
- Property subtype: Single Family Residence
Materials
- Frame, Brick
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Year built: 1994
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Sewer
- Water: Public, Private
- Utilities for property: for Gas Range, for Electric Oven, for Electric Dryer
Green energy
- Energy efficient items: Thermostat
Community & HOA
Community
- Features: Pool, Tennis Court(s), Walk/Jog Trails, Golf, Medical Facility, Conservation Area, Private School, Public School, University
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Milton
Financial & listing details
- Price per square foot: $578/sqft
- Tax assessed value: $2,540,900
- Annual tax amount: $30,008
- Date on market: 7/22/2026
Estimated market value
$3,163,600
$3.01M - $3.32M
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/6/2026 | Price change | $3,295,000-5.9%$578/sqft |
Source: MLS PIN #73553103 Report a problem | ||
| 7/22/2026 | Listed for sale | $3,500,000$614/sqft |
Source: MLS PIN #73553103 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $26,104 +2.5% | $2,353,800 +0.9% |
| 2024 | $25,463 -2.5% | $2,331,800 +1.8% |
| 2023 | $26,109 +8.2% | $2,290,300 +18.4% |
| 2022 | $24,131 -1.5% | $1,935,100 +3.7% |
| 2021 | $24,497 +1.1% | $1,865,700 +1% |
| 2020 | $24,229 +2.5% | $1,846,700 +3% |
| 2019 | $23,632 -0.1% | $1,793,000 +4.6% |
| 2018 | $23,663 +6.8% | $1,713,500 +4.9% |
| 2017 | $22,153 +5.7% | $1,633,700 +5.2% |
| 2016 | $20,964 -3.4% | $1,552,900 -0.3% |
| 2015 | $21,712 -1.9% | $1,557,500 +5.5% |
| 2014 | $22,124 +2% | $1,475,900 |
| 2013 | $21,696 +2.4% | $1,475,900 |
| 2012 | $21,179 -2.3% | $1,475,900 -4.2% |
| 2011 | $21,679 +5.4% | $1,540,800 |
| 2010 | $20,570 +12.3% | $1,540,800 -1.2% |
| 2009 | $18,316 -1.3% | $1,560,100 -7.9% |
| 2008 | $18,548 +1% | $1,693,900 |
| 2007 | $18,362 +10.2% | $1,693,900 +3.2% |
| 2006 | $16,660 +6.8% | $1,641,400 +10.9% |
| 2005 | $15,606 +1.7% | $1,480,600 +17% |
| 2004 | $15,340 -9.9% | $1,265,700 -12.8% |
| 2003 | $17,020 +12% | $1,451,000 +61.1% |
| 2002 | $15,198 +34.9% | $900,900 +46.5% |
| 1999 | $11,262 | $615,100 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 02186
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