Pool Homes for Sale in Lake Mary, FL

Buyers who want a pool search for the pool first. This page tracks every Lake Mary listing whose MLS record reports a private pool, by community, with live counts and asking prices, and what the pool adds to the cost of ownership.

68 homes with a private pool are for sale or pending in Lake Mary, FL today across 52 communities. The median asking price is $729,900, from $385,000 to $7,095,000. Listings in Lake Mary without that feature have a median of $435,800. Most listings right now: Heathrow (3), Steeple Chase (2), Steeple Chase Rep 2B (2). Updated September 8, 2026 from the MLS.

Lake Mary pool homes by community

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

CommunityPool HomesNew buildMedian listFrom
Heathrow30$625,000$579,000
Steeple Chase20$1,432,000$1,265,000
Steeple Chase Rep 2B20$1,424,000$1,399,000
Magnolia Plantation20$1,140,000$985,000
Magnolia Plantation Ph 320$964,500$879,000
Woldunn Rep20$774,999$750,000
Hanover Woods20$759,450$719,900
Tuscany At Lake Mary Ph 120$744,563$675,000
Country Downs Ph 220$654,499$649,999
Lake Mary Woods20$589,500$559,000
Silver Lakes East At The Crossings Unit 320$565,000$550,000
Timacuan Unit 1220$547,500$545,000
Misty Oaks20$497,000$425,000
Lakewood At The Crossings Unit 420$448,900$437,900
The Cove11$7,095,000$7,095,000
Waterside Ii10$6,000,000$6,000,000
Orange & Markham11$2,695,000$2,695,000
Markham Woods Enclave10$2,574,000$2,574,000
Reserve 2 At Heathrow10$2,475,000$2,475,000
Heathrow Woods Ph 210$2,119,000$2,119,000
Crystal Lake10$1,749,900$1,749,900
Acuera10$1,695,000$1,695,000
Evansdale 410$1,650,000$1,650,000
Heathrow / Stonebridge10$1,359,000$1,359,000
Carisbrooke10$1,350,000$1,350,000
Kentford Garden10$1,100,000$1,100,000
Heathrow / Coventry10$989,000$989,000
Timacuan Unit 910$928,000$928,000
Timacuan Unit 1510$869,999$869,999
Lake Emma Sound10$849,900$849,900
Timacuan Unit 1710$799,900$799,900
Cardinal Oaks Ph 2 Amd10$785,000$785,000
Timacuan Unit 610$768,000$768,000
Timacuan10$739,900$739,900
Country Downs Ph 110$689,000$689,000
Keenwicke Ph 210$679,900$679,900
Heathrow/ Willowbrook Village10$674,999$674,999
Huntington Pointe Ph 4B10$640,000$640,000
Manderley Sub Ph 210$635,000$635,000
Heathrow Devon Green10$600,000$600,000
Crystal Lake Winter Homes10$599,000$599,000
Stratford Gardens-Heathrow10$569,000$569,000
Huntington Pointe Ph 4A10$550,000$550,000
Evansdale10$479,000$479,000
Silver Lakes West At The Crossings Unit 110$478,900$478,900
Webster Sub10$477,500$477,500
Hills Of Lake Mary Ph 210$458,000$458,000
Hills Of Lake Mary10$450,000$450,000
Greenwood Lakes Unit D-3C10$399,500$399,500
Greenwood Lakes Unit D-3A10$399,500$399,500
Lakeview Village10$397,500$397,500
Reserve At The Crossings Ph 1 The10$385,000$385,000

What a private pool actually costs to own

Budget three things beyond the price: the pool itself (chemicals, pump electricity and a service if you do not want to do it yourself typically run $150 to $300 a month), the screen enclosure where there is one (a full re-screen every 8 to 12 years; a replacement enclosure is a five-figure job after a storm), and insurance, where a pool adds liability exposure and many carriers require a fence, self-latching gate or approved alarm. Florida’s Residential Swimming Pool Safety Act requires at least one safety feature on a new pool, and lenders and insurers ask about it on older ones. Have the pool inspected separately from the house: the pump, heater, surface finish and deck are the expensive items. Our true cost of ownership calculator puts insurance, taxes and upkeep into one monthly number.

Questions to ask about any pool listing

How old are the pump, filter and heater, and is there a warranty? When was the surface last refinished? Is the enclosure permitted and when was it last re-screened? Is there a barrier or alarm that satisfies the insurer? What did the seller pay for homeowners insurance last year, and did the carrier require anything for the pool? A local agent who works the area will know which enclosures came through the last storm.

Common questions

How many homes with a private pool are for sale in Lake Mary?
As of September 8, 2026, 68 Lake Mary, FL listings whose MLS record reports a private pool are active or pending, across 52 communities. The count updates with every MLS refresh.
What do pool homes cost in Lake Mary?
The median asking price today is $729,900, with listings from $385,000 to $7,095,000. Lake Mary listings without that feature have a median of $435,800.
Which Lake Mary community has the most pool homes for sale?
Heathrow has the most right now (3), followed by Steeple Chase (2), Steeple Chase Rep 2B (2), Magnolia Plantation (2).
Does a pool raise homeowners insurance in Florida?
Usually modestly on premium but meaningfully on requirements: most carriers want a barrier, self-latching gate or approved alarm, and a screen enclosure is often excluded or sub-limited for wind. Get the quote before you offer and ask specifically how the enclosure is covered.

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 a private pool. 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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