Most expensive homes for sale in Lake Mary, FL

Tour

$4,000,000

10 beds • 11.5 baths • 19,597 sqft

3461 Michigan St, Lake Mary, FL 32746

#RX-10939609, Joseph B Bograd, Listing Office: LoKation

$3,000,000

4 beds • 3.5 baths • 5,359 sqft

3845 S Stillwood Ln, Lake Mary, FL 32746

#O6279360, Brian Hyser, Listing Office: THE AGENCY ORLANDO

Save big

You could save thousands when you partner with Rocket Homes℠ and Rocket Mortgage®

101 Hallmark Ct, Lake Mary, FL 32746 - view of front facade

$2,600,000

4 beds • 4.5 baths • 4,013 sqft

101 Hallmark Ct, Lake Mary, FL 32746

#TB8345901, Marianella Cavero, Listing Office: LPT REALTY, LLC

$10,000 Closing Credit¹

$2,220,000

4 beds • 4 baths • 5,009 sqft

4 Island Dr, Lake Mary, FL 32746

#O6297924, Kim Harrington, Listing Office: FOLIO REALTY LLC

$10,000 Closing Credit¹

$2,200,000

5 beds • 6.5 baths • 5,494 sqft

3664 Farm Bell Pl, Lake Mary, FL 32746

#O6300624, Kim Arena, Listing Office: COLDWELL BANKER REALTY

Tour

$10,000 Closing Credit¹

$2,150,000

5 beds • 5.5 baths • 6,451 sqft

257 New Gate Loop, Lake Mary, FL 32746

#O6290447, Jason Ricks, Listing Office: COLDWELL BANKER REALTY

Tour

$10,000 Closing Credit¹

$2,095,000

5 beds • 6 baths • 5,772 sqft

256 New Gate Loop, Lake Mary, FL 32746

#O6245690, Mel Bernstein, Listing Office: PREMIER SOTHEBYS INT'L REALTY

Room to negotiate?

Median Sold Price

$481.2K

Avg. Sale Time

60 Days

Based on our April 2025 Market Report.

Tour

$10,000 Closing Credit¹

$1,995,000

5 beds • 6 baths • 7,085 sqft

1500 Whitstable Ct, Lake Mary, FL 32746

#O6287756, Mel Bernstein, Listing Office: PREMIER SOTHEBYS INT'L REALTY

$10,000 Closing Credit¹

$1,798,500

5 beds • 6.5 baths • 5,601 sqft

3867 Grassland Loop, Lake Mary, FL 32746

#O6263175, Kathy Stoner, Listing Office: CHARLES RUTENBERG REALTY ORLANDO

$10,000 Closing Credit¹

$1,650,000

5 beds • 5.5 baths • 4,978 sqft

3863 Grassland Loop, Lake Mary, FL 32746

#O6298342, Farah Bloom, Listing Office: KELLER WILLIAMS WINTER PARK

$10,000 Closing Credit¹

$1,600,000

5 beds • 5 baths • 4,070 sqft

3647 Farm Bell Pl, Lake Mary, FL 32746

#O6305476, Todd Schroth, PA, Listing Office: EXP REALTY LLC

Tour

$10,000 Closing Credit¹

$1,599,999

5 beds • 4.5 baths • 4,294 sqft

3955 Equine Cv, Lake Mary, FL 32746

#V4941402, Gale Kohler, Listing Office: KELLER WILLIAMS HERITAGE REALTY

Tour

$10,000 Closing Credit¹

$1,518,000

4 beds • 3.5 baths • 4,282 sqft

3687 Farm Bell Pl, Lake Mary, FL 32746

#O6289244, Kris Julian, Listing Office: UNITED REAL ESTATE PREFERRED

Tour

$10,000 Closing Credit¹

$1,499,000

4 beds • 3 baths • 4,187 sqft

1305 W Lake Mary Blvd, Lake Mary, FL 32746

#O6203610, Bryan Dolbow, Listing Office: FOLIO REALTY LLC

4 days on RocketTour

$10,000 Closing Credit¹

$1,450,000

5 beds • 4.5 baths • 4,642 sqft

1070 Henley Downs Pl, Lake Mary, FL 32746

#O6308414, Andrew Livingston, Listing Office: COLDWELL BANKER RESIDENTIAL RE

Tour

$10,000 Closing Credit¹

$1,450,000

4 beds • 4 baths • 3,496 sqft

3883 Grassland Loop, Lake Mary, FL 32746

#O6304884, Mel Bernstein, Listing Office: PREMIER SOTHEBYS INT'L REALTY

Tour

$10,000 Closing Credit¹

$1,449,000

4 beds • 4 baths • 3,496 sqft

3875 Grassland Loop, Lake Mary, FL 32746

#O6268244, Frank Benevento, Listing Office: COLDWELL BANKER REALTY

Tour

$10,000 Closing Credit¹

$1,295,000

5 beds • 4 baths • 3,835 sqft

1185 Cypress Loft Pl, Lake Mary, FL 32746

#O6291821, Joseph Sipp, Listing Office: KELLER WILLIAMS WINTER PARK

Tour

$10,000 Closing Credit¹

$1,250,000

6 beds • 4 baths • 4,750 sqft

1686 Shadowmoss Cir, Lake Mary, FL 32746

#S5121652, Andres Santa Maria, Listing Office: LA ROSA REALTY KISSIMMEE

Tour

$10,000 Closing Credit¹

$1,250,000

4 beds • 2.5 baths • 3,289 sqft

3420 Dawn Ct, Lake Mary, FL 32746

#O6304782, Denise Korrey, Listing Office: KORR REALTY CORP

5 days on RocketTour

$10,000 Closing Credit¹

$1,230,000

5 beds • 5 baths • 3,827 sqft

3865 W Stillwood Ln, Lake Mary, FL 32746

#O6309627, Jill Drafts, Listing Office: PREMIER SOTHEBYS INT'L REALTY

$10,000 Closing Credit¹

$1,199,000

4 beds • 3.5 baths • 3,571 sqft

1726 Brackenhurst Pl, Lake Mary, FL 32746

#O6284751, Christopher Christensen, Listing Office: COMPASS FLORIDA LLC

Tour

$10,000 Closing Credit¹

$1,150,000

4 beds • 3.5 baths • 3,997 sqft

1829 Brackenhurst Pl, Lake Mary, FL 32746

#O6276891, Jules Soapes, Listing Office: COMPASS FLORIDA LLC

$10,000 Closing Credit¹

$1,100,000

5 beds • 5 baths • 4,239 sqft

914 Sweetgum Valley Pl, Lake Mary, FL 32746

#O6305348, Frank Benevento, Listing Office: COLDWELL BANKER REALTY

$10,000 Closing Credit¹

$1,050,000

5 beds • 4 baths • 3,665 sqft

1570 Westover Loop, Lake Mary, FL 32746

#O6300615, Michelle O'Callaghan, Listing Office: COLDWELL BANKER REALTY

Tour

$10,000 Closing Credit¹

$1,049,900

4 beds • 3.5 baths • 3,526 sqft

333 N Spaulding Cv, Lake Mary, FL 32746

#O6267823, Jennifer Cornette, Listing Office: HOLT REAL ESTATE LLC

$10,000 Closing Credit¹

$1,049,000

4 beds • 3.5 baths • 3,241 sqft

1377 Tappie Toorie Cir, Lake Mary, FL 32746

#O6287921, Penney Lawrence, Listing Office: COLDWELL BANKER REALTY

4 days on RocketTour

$10,000 Closing Credit¹

$1,009,900

4 beds • 3.5 baths • 3,379 sqft

356 N Spaulding Cv, Lake Mary, FL 32746

#O6310892, David Bollet, Listing Office: REDFIN CORPORATION

Tour

$10,000 Closing Credit¹

$990,000

4 beds • 3.5 baths • 3,567 sqft

1272 Patterson Ter, Lake Mary, FL 32746

#O6308045, Mel Bernstein, Listing Office: PREMIER SOTHEBYS INT'L REALTY

$10,000 Closing Credit¹

$969,900

4 beds • 3.5 baths • 3,567 sqft

1268 Patterson Ter, Lake Mary, FL 32746

#G5096379, Wendy Smith, Listing Office: HARRISON REAL PROPERTY GROUP

4 days on Rocket

$10,000 Closing Credit¹

$959,900

4 beds • 3.5 baths • 3,626 sqft

808 Sherbourne Cir, Lake Mary, FL 32746

#O6311500, Lisa D'Orazio, Listing Office: SOTERA LIVING

Tour

$10,000 Closing Credit¹

$957,950

4 beds • 3 baths • 3,442 sqft

365 N Spaulding Cv, Lake Mary, FL 32746

#R4909067, Scott Butts, Listing Office: KIMBRIDGE REALTY, LLC

Tour

$10,000 Closing Credit¹

$945,000

4 beds • 3.5 baths • 2,640 sqft

277 Sunrise Pt, Lake Mary, FL 32746

#O6308581, Kelly Sue Stonebreaker, Listing Office: RE/MAX TOWN & COUNTRY REALTY

3 days on RocketTour

$10,000 Closing Credit¹

$944,400

4 beds • 3 baths • 2,930 sqft

1266 Saint Albans Loop, Lake Mary, FL 32746

#O6309639, Reynaldo Sanchez Bravo, Listing Office: GALLERY PROPERTIES INTERNATIONAL

Tour

$10,000 Closing Credit¹

$928,900

4 beds • 2.5 baths • 2,267 sqft

442 Devon Pl, Lake Mary, FL 32746

#O6285289, Wendy Fischer, Listing Office: PREMIER SOTHEBYS INT'L REALTY

$10,000 Closing Credit¹

$899,998

4 beds • 4 baths • 3,242 sqft

1704 Kersley Cir, Lake Mary, FL 32746

#O6286463, Michelle Algin PA, Listing Office: RE/MAX CENTRAL REALTY

$10,000 Closing Credit¹

$899,000

4 beds • 4 baths • 2,879 sqft

277 Olivia Rose Ct, Lake Mary, FL 32746

#O6226389, David Coker, Listing Office: KELLER WILLIAMS WINTER PARK

$10,000 Closing Credit¹

$890,000

3 beds • 3.5 baths • 2,707 sqft

3449 Michigan St, Lake Mary, FL 32746

#O6266398, Tae Harper, Listing Office: ALFANO PROPERTY MANAGEMENT

Tour

$10,000 Closing Credit¹

$875,000

4 beds • 3 baths • 2,852 sqft

240 Promenade Cir, Lake Mary, FL 32746

#O6305001, Brian Hyser, Listing Office: THE AGENCY ORLANDO

Tour

$10,000 Closing Credit¹

$849,995

5 beds • 4 baths • 2,891 sqft

278 Eaglet Way, Lake Mary, FL 32746

#O6273770, Lara Cato, Listing Office: REALTY HUB

Lake Mary, FL Real Estate Market Overview

There are 179 most expensive homes for sale in Lake Mary, FL. The following market insights reflect all property types in the Lake Mary, FL real estate market. The number of homes in Lake Mary, FL increased by 2.2% between March 2025 and April 2025. In April 2025 median list price was $481,250 and the average listing age was 60 days. In April 2025 more than 3 listings in Lake Mary, FL were sold above the asking price. During the same period more than 12 listings were sold at asking price, while more than 23 were sold below.

From Rocket Homes Real Estate and based on county public records data

Schools near Lake Mary, FL

Elementary Schools

Crystal Lake Elementary School
231 Rinehart Rd
Public District KG-5
Lake Mary Elementary School
132 S Country Club Rd
Public District KG-5

Middle Schools

Seminole Science Charter School
3580 N US Highway 17-92
Public Charter KG-8
Greenwood Lakes Middle School
601 Lake Park Dr
Public District 6-8

High Schools

Seminole County Virtual Franchise (Scvs)
450 Technology Park
Public District KG-12
Lake Mary High School
655 Longwood Lake Mary Rd
Public District 9-12

Data provided by Great Schools