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90 Countryside Ln Milton — Photo 1 of 40

90 Countryside Ln Milton — Photo 1 of 40

Recent Drop: $50,000

$3,895,000
$3,845,000

$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.

View Standard Listing

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

Original Price$3,895,000
Annual Taxes$21,156

Parking

Garage3
Off-Street3

Interior Specifications

Total Rooms8
Fireplaces2
FlooringWood, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Engineered Hardwood
BasementNone

Climate & Utilities

HeatingElectric Baseboard, Electric, Propane
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter, Slab
ZoningRA

Property & Lot

Acres1.88
SqFt Lot81,893
Lot FeaturesCleared, Sloped, Steep Slope

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

Second
Primary BedroomBedroom 2Bedroom 3Bedroom 4Bedroom 5Bathroom 2Bathroom 3
First
Bathroom 1
Main,First
Living RoomDining RoomKitchenFamily Room
Living Room
Lvl Main,First

15.1 x 28.1

Flooring - Hardwood, Remodeled

Dining Room
Lvl Main,First

15.4 x 10.7

Flooring - Hardwood, Remodeled

Kitchen
Lvl Main,First

29.5 x 15.1

Flooring - Hardwood, Countertops - Stone/Granite/Solid, Remodeled

Family Room
Lvl Main,First

26.1 x 26.11

Vaulted Ceiling(s), Flooring - Hardwood, Remodeled

Primary Bedroom
Lvl Second

26.4 x 15.9

Closet, Flooring - Hardwood

Bedroom 2
Lvl Second

17.1 x 23.3

Bedroom 3
Lvl Second

14.5 x 12.9

Closet, Flooring - Hardwood

Bedroom 4
Lvl Second

15.1 x 13.1

Closet, Flooring - Hardwood

Bedroom 5
Lvl Second

14.11 x 11.1

Closet, Flooring - Hardwood

Bathroom 1
Lvl First

8.8 x 5.8

Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Bathroom - With Tub, Double Vanity, Remodeled

Bathroom 2
Lvl Second

10.2 x 16.8

Bathroom - Full, Bathroom - Tiled With Shower Stall, Remodeled

Bathroom 3
Lvl Second

7.3 x 10.4

Bathroom - Full, Bathroom - Tiled With Shower Stall, Remodeled

Property History

Price Drop
$3,845,000

Was $3,895,000

Sep 8, 2026

MLS® 73508385

Listed
$3,895,000

Apr 28, 2026

MLS® 73508385

Listing Provided By

Listing Agent: The Sarkis Team

Listing Office: Douglas Elliman Real Estate - The Sarkis Team

MLS® Number: 73508385