Waterfront Homes for Sale in Lake Mary, FL

This page tracks every Lake Mary listing whose MLS record reports waterfront (ocean, bay, Intracoastal, river, canal or lake frontage), by community, with live counts and asking prices, and the costs that come with the water.

19 waterfront homes are for sale or pending in Lake Mary, FL today across 14 communities. The median asking price is $539,000, from $128,500 to $7,095,000. Listings in Lake Mary without that feature have a median of $426,900. Most listings right now: Notting Hill A Condo (2), Regency Park At Lake Mary A Condo (2), Regency Park At Lake Mary A Condo (2). Updated September 27, 2026 from the MLS.

Lake Mary waterfront homes by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.

CommunityWaterfront HomesNew buildMedian listFrom
Notting Hill A Condo20$234,500$220,000
Regency Park At Lake Mary A Condo20$173,450$137,000
Regency Park At Lake Mary A Condo20$169,200$128,500
The Cove11$7,095,000$7,095,000
Reserve 2 At Heathrow10$1,675,000$1,675,000
Evansdale 410$1,450,000$1,450,000
Heathrow / Stonebridge10$1,359,000$1,359,000
Timacuan Unit 1710$799,900$799,900
Woodbridge Lakes Unit 2C10$699,900$699,900
Chase Groves Unit 4B10$565,000$565,000
Woodbridge Lakes Unit 2B10$539,000$539,000
Manderley Sub Ph 110$435,800$435,800
Crystal Lake Park 2Nd Sec10$369,000$369,000
Greenwood Lakes Unit 810$329,900$329,900

What waterfront ownership really costs

Waterfront homes carry costs inland homes do not: flood insurance where the parcel sits in a FEMA special flood hazard area, higher windstorm premiums closer to open water, and upkeep for seawalls, docks and lifts. Before you offer, pull the FEMA flood zone for the specific parcel, ask for the seawall’s age and any inspection reports, and get an insurance quote in hand, not an estimate. Our flood insurance calculator and wind mitigation savings calculator show what the parcel will actually cost to insure.

Questions to ask about any waterfront listing

Is the water frontage deeded or association-owned? Is there a fixed bridge between the dock and open water, and what is the clearance? What did the seller pay for flood and wind coverage last year, and with which carriers? Has the seawall or dock been permitted and inspected? What is the finished-floor elevation? A local agent who works waterfront deals will know which canals hold depth at low tide and which carriers are writing in the area.

Common questions

How many waterfront homes are for sale in Lake Mary?
As of September 27, 2026, 19 Lake Mary, FL listings whose MLS record reports waterfront are active or pending, across 14 communities. The count updates with every MLS refresh.
What do waterfront homes cost in Lake Mary?
The median asking price today is $539,000, with listings from $128,500 to $7,095,000. Lake Mary listings without that feature have a median of $426,900.
Which Lake Mary community has the most waterfront homes for sale?
Notting Hill A Condo has the most right now (2), followed by Regency Park At Lake Mary A Condo (2), Regency Park At Lake Mary A Condo (2), The Cove (1).
Is a waterfront home always in a flood zone?
Not always, but most direct-frontage parcels are in a FEMA special flood hazard area, which means a lender will require flood insurance. The elevation certificate and the exact zone for the parcel decide the premium; two homes on the same canal can differ by thousands a year.

Keep exploring Lake Mary

Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Lake Mary, FL whose MLS record reports waterfront. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.

Listings courtesy of Stellar MLS as distributed by MLS GRID.

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