

1 / 42$3,125,000
5 bd · 4.5 ba · 5,700 sqft · Single Family
16 Longmeadow Rd
Milton, MA 02186
Listing courtesy of Emily Edwards, Gibson Sotheby's International Realty · MLS PIN #73553103
$3,699,999
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.
Listing courtesy of The Sarkis Team, Douglas Elliman Real Estate - The Sarkis Team · MLS PIN #73508385
MLS PIN #73508385 · Listed April 28, 2026
90 Countryside Ln, Milton · All Milton homes
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.
$3,699,999
90 Countryside Ln


1 / 42$3,125,000
5 bd · 4.5 ba · 5,700 sqft · Single Family
Milton, MA 02186
Listing courtesy of Emily Edwards, Gibson Sotheby's International Realty · MLS PIN #73553103


1 / 41$3,950,000
6 bd · 7.5 ba · 8,764 sqft · Single Family
Milton, MA 02186
Listing courtesy of Matthew Freeman, Coldwell Banker Realty - Milton · MLS PIN #73506861


1 / 41$3,249,000
6 bd · 3.5 ba · 6,074 sqft · Single Family
Milton, MA 02186
Listing courtesy of Vineburgh / DiMella Team, Charlesgate Realty Group, llc · MLS PIN #73589772


1 / 32$3,200,000
5 bd · 4 ba · 4,310 sqft · Single Family
Milton, MA 02186
Listing courtesy of Julianne Bridgeman, Ceres Real Estate · MLS PIN #73511555
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.