
90 Countryside Ln Milton — Photo 1 of 40
Recent Drop: $50,000
$3,845,000
Investment Analysis — 90 Countryside Ln
Milton, MA 02186
Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 5-bedroom in 02186 carries an estimated $3,390/mo in gross rent — about a 0.25% cap rate and $9,761/yr in estimated NOI at the $3,845,000 list price. Adjust every assumption in the calculator below.
Beds
5
Baths
6.5
SqFt
9,435
Style
Single Family
Built
1982
This fully renovated Georgian Colonial offers exceptional living and entertaining in one of Milton’s most desirable neighborhoods. Privately set at the end of a cul-de-sac in Indian Cliff Estates, the home sits on 1.88 acres with a three-car attached garage. The main level features an eat-in kitchen, formal dining room, and a gracious living room that flows into a sitting area. A dramatic family room with cathedral ceilings and a floor-to-ceiling stone fireplace anchors the home, complemented by a wet bar and direct access to the indoor heated pool and hot tub. An elegant foyer with a curved staircase leads to five well-appointed bedrooms. The expansive lower level offers multiple flex spaces, including a home gym, recreation rooms, and a private theater. Designed for both everyday living and memorable entertaining, this home delivers a rare blend of space, privacy, and resort-style amenities.
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 9,435 sq ft principal dwelling). Lot size: 81,893 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Estimates — not financial advice
These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Electric Water Heater • Water Heater • Range • Dishwasher • Disposal • Microwave • Refrigerator • Freezer • Washer • Dryer
Neighborhood
Public Transportation • Shopping • Pool • Park • Walk/Jog Trails • Golf
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl Main,First15.1 x 28.1
Flooring - Hardwood, Remodeled
Dining Room
Lvl Main,First15.4 x 10.7
Flooring - Hardwood, Remodeled
Kitchen
Lvl Main,First29.5 x 15.1
Flooring - Hardwood, Countertops - Stone/Granite/Solid, Remodeled
Family Room
Lvl Main,First26.1 x 26.11
Vaulted Ceiling(s), Flooring - Hardwood, Remodeled
Primary Bedroom
Lvl Second26.4 x 15.9
Closet, Flooring - Hardwood
Bedroom 2
Lvl Second17.1 x 23.3
Bedroom 3
Lvl Second14.5 x 12.9
Closet, Flooring - Hardwood
Bedroom 4
Lvl Second15.1 x 13.1
Closet, Flooring - Hardwood
Bedroom 5
Lvl Second14.11 x 11.1
Closet, Flooring - Hardwood
Bathroom 1
Lvl First8.8 x 5.8
Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Bathroom - With Tub, Double Vanity, Remodeled
Bathroom 2
Lvl Second10.2 x 16.8
Bathroom - Full, Bathroom - Tiled With Shower Stall, Remodeled
Bathroom 3
Lvl Second7.3 x 10.4
Bathroom - Full, Bathroom - Tiled With Shower Stall, Remodeled
Property History
$3,845,000
Was $3,895,000
Sep 8, 2026
MLS® 73508385
$3,895,000
Apr 28, 2026
MLS® 73508385
Listing Agent: The Sarkis Team
Listing Office: Douglas Elliman Real Estate - The Sarkis Team
MLS® Number: 73508385








