Lake Mary, FL Homes

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  /25

  $444,000

  $20K PRICE INCREASE

  • 4 Beds
  • 2 Baths
  • 1,956 Sq Ft

  3597 Moss Pointe Place, Lake Mary, FL 32746

  NEW ROOF INSTALLED AUGUST 2026 AND NEW A/C UNIT INSTALLED JUNE 2026!Nestled in the highly sought-after Highlands community of Lake Mary, this beautifully maintained 4-bedroom, 2-bath residence offers the perfect blend of comfort, style, and Florida living.From the moment you arrive, you’ll be captivated by the home’s inviting curb appeal, spacious layout, and warm, welcoming atmosphere.

  Cynthia Blue FANNIE HILLMAN & ASSOCIATES

  3597 Moss Pointe Place, Lake Mary, FL 32746
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  /2

  $540,000

  Sold Jul 20, 2026

  1396 Chessington Cir, Lake Mary, FL 32746

  • 4 Beds
  • 3 Baths
  • 2,294 Sq Ft
  • Built 1998

  Last Sold Summary

  • 16% Below List Price
  • $235/SF
  • 0 Days On Market

  Current Estimated Value $591,808

  Last Listing Agent Rodger Marty ORLANDO REAL ESTATE LLC

  1396 Chessington Cir, Lake Mary, FL 32746
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  /2

  Not Listed For Sale

  134 E Plantation Blvd, Lake Mary, FL 32746

  • 2 Beds
  • 2 Baths
  • 1,298 Sq Ft
  • Built 1984

  134 E Plantation Blvd, Lake Mary, FL 32746

  Last Sold Summary

  • 79 Days On Market

  Last Listing Agent Patti Duerden UNITED REAL ESTATE PREFERRED
• 

  

  

  /31

  $395,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  624 Weybridge Ct, Lake Mary, FL 32746

  Under contract-accepting backup offers. Lake Mary home offering 3 bedrooms 2 baths in Greenwood Lakes. Updates include; Water Heater 2026, Roof 2022 Architectural Shingle, AC 2024 Lennox. Remodel in 2020 with Luxury vinyl flooring, Popcorn Ceiling removal, Both Bathrooms remodeled & Fresh Interior Paint & baseboards. Screen Patio & Fenced yard. No HOA. Priced to sell. Amazing location, close to

  Dora Siler FOLIO REALTY LLC

  624 Weybridge Ct, Lake Mary, FL 32746
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  /2

  $415,000

  Sold Aug 18, 2026

  292 S 3rd St Unit A and B, Lake Mary, FL 32746

  • 5 Beds
  • 3 Baths
  • 1,929 Sq Ft
  • Built 1976

  Last Sold Summary

  • 3% Below List Price
  • $215/SF
  • 24 Days On Market

  Last Listing Agent Zach Mitchell SAND DOLLAR REALTY GROUP INC

  292 S 3rd St Unit A and B, Lake Mary, FL 32746
• 

  

  /24

  Est $423,618

  Not Listed For Sale

  935 Wild Date Ln, Lake Mary, FL 32746

  • 3 Beds
  • 2.5 Baths
  • 1,613 Sq Ft
  • Built 2020

  935 Wild Date Ln, Lake Mary, FL 32746

  Last Sold Summary

  • 97 Days On Market

  Last Listing Agent ALLISON JOHNSTON THE SIMON SIMAAN GROUP
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  /48

  $399,000

  $30K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 1,962 Sq Ft

  1162 Bolton Place, Lake Mary, FL 32746

  Improved price! This beautiful Townhome is ready and waiting for you: It benefits from Newer AC, dishwasher, fridge (2025), microwave and sink-aerator. The home is located in the highly desirable gated community of Grande Oaks at Heathrow. It is conveniently located just minutes from connections on to I4 & 417 & 429 freeways. Located only a short walk to Colonial Town Park where you can enjoy

  James Grealis GATES REALTY GROUP INC.

  1162 Bolton Place, Lake Mary, FL 32746
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  /2

  $950,000

  Sold Dec 29, 2025

  298 Broadmoor Rd, Lake Mary, FL 32746

  • 5 Beds
  • 4 Baths
  • 3,503 Sq Ft
  • Built 1965

  Last Sold Summary

  • $271/SF
  • 0 Days On Market

  Current Estimated Value $974,954

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  298 Broadmoor Rd, Lake Mary, FL 32746
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  /21

  Not Listed For Sale

  230 Peppertree Ct, Lake Mary, FL 32746

  • 2 Beds
  • 2 Baths
  • 1,596 Sq Ft
  • Built 1975

  230 Peppertree Ct, Lake Mary, FL 32746

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Jeff Singletary KELLER WILLIAMS HERITAGE REALTY
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  /26

  $137,000

  • 1 Bed
  • 1 Bath
  • 701 Sq Ft

  2516 Grassy Point Dr Unit 306, Lake Mary, FL 32746

  • Good-Looking and Affordable, Third-Floor LAKERONT One-Bedroom, One-Bath Condo in a Building Right on the WATER in a RESORT COMMUNITY! HOLY COW! ______• BRAND NEW HEAT & AIR CONDITIONING System with a 10-Year Warranty Just Installed... Too Cool! Brand-New PAINT inside means the home even Smells New! Nice!! ______• Screened Porch Overlooks Awesome Private & Tranquil LAKEFRONT!

  Scott Garrison, PA RE/MAX TOWN & COUNTRY REALTY

  2516 Grassy Point Dr Unit 306, Lake Mary, FL 32746
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  /2

  $1,100,000

  Sold Jul 27, 2026

  1542 Westover Loop, Lake Mary, FL 32746

  • 4 Beds
  • 4.5 Baths
  • 3,566 Sq Ft
  • Built 1997

  Last Sold Summary

  • $308/SF
  • 22 Days On Market

  Current Estimated Value $1,081,790

  Last Listing Agent Andy Neal THE AGENCY FL

  1542 Westover Loop, Lake Mary, FL 32746
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  /51

  Est $744,994

  Not Listed For Sale

  656 Rosewood Way, Lake Mary, FL 32746

  • 4 Beds
  • 3 Baths
  • 2,979 Sq Ft
  • Built 2020

  656 Rosewood Way, Lake Mary, FL 32746

  Last Sold Summary

  • 190 Days On Market

  Last Listing Agent selbym andino CHARLES RUTENBERG REALTY ORLANDO
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  /49

  $430,000

  $15K PRICE DROP Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,132 Sq Ft

  3728 Messina Dr, Lake Mary, FL 32746

  Under contract-accepting backup offers. RARE Fountain Parke townhouse WITH ELEVATOR AND DRIVEWAY! The ease of driving in on your driveway, and stepping right onto your own elevator, can't be beat. Come see this beautiful 4 bedroom, 3 1/2 bathroom townhouse, with conservation views, and a charming courtyard entryway. HVAC 2025, Water Heater 2025, Whole Home Water Filtration System. Enter off the

  Karen Frier COLDWELL BANKER REALTY

  3728 Messina Dr, Lake Mary, FL 32746
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  /2

  $120,000

  Sold Oct 31, 2025

  727 Sugar Bay Way Unit 213, Lake Mary, FL 32746

  • 1 Bed
  • 1 Bath
  • 648 Sq Ft
  • Built 1991

  Last Sold Summary

  • 4% Below List Price
  • $185/SF
  • 6 Days On Market

  Current Estimated Value $132,303

  Last Listing Agent Michael Didomenico, Jr DIDOMENICO REALTY GROUP

  727 Sugar Bay Way Unit 213, Lake Mary, FL 32746
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  /33

  Est $423,388

  Not Listed For Sale

  2124 Lobelia Dr, Lake Mary, FL 32746

  • 4 Beds
  • 3.5 Baths
  • 2,014 Sq Ft
  • Built 2016

  2124 Lobelia Dr, Lake Mary, FL 32746

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Tramayne Wright REAL BROKER, LLC
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  /19

  $415,000

  • 3 Beds
  • 2.5 Baths
  • 1,616 Sq Ft

  789 Heather Glen Cir, Lake Mary, FL 32746

  Welcome to this charming and inviting home nestled in the heart of Lake Mary’s desirable Reserve at the Crossings community. From the moment you step inside, you’ll be greeted by soaring 12-foot vaulted ceilings and an abundance of natural light that create a bright, airy, and wonderfully welcoming atmosphere. The spacious open and split floor plan offers an effortless flow, with the great room

  Sean Popat BUYER REBATES REALTY

  789 Heather Glen Cir, Lake Mary, FL 32746
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  /2

  $255,000

  Sold Apr 27, 2026

  1443 Farrindon Cir Unit 1443, Lake Mary, FL 32746

  • 2 Beds
  • 2 Baths
  • 1,384 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • $184/SF
  • 4 Days On Market

  Last Listing Agent Jenelle Ferrer EXP REALTY LLC

  1443 Farrindon Cir Unit 1443, Lake Mary, FL 32746
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  /77

  Est $1,277,542

  Not Listed For Sale

  1325 Tappie Toorie Cir, Lake Mary, FL 32746

  • 5 Beds
  • 5.5 Baths
  • 3,968 Sq Ft
  • Built 2017

  1325 Tappie Toorie Cir, Lake Mary, FL 32746

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Kelly Hildebrand FANNIE HILLMAN & ASSOCIATES
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  /42

  $385,000

  $10K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,616 Sq Ft

  718 Birgham Place, Lake Mary, FL 32746

  Virtually Staged. Welcome to this well maintained 3-bedroom, 2-bath home in the highly desirable Greenwood Lakes community of Lake Mary! Featuring a spacious split-bedroom floor plan with a formal living and dining combo, plus an inviting family room that opens to the kitchen, this home offers the perfect blend of comfort and functionality. The private primary suite includes dual vanities, a

  James Clark CENTURY 21 ALTON CLARK

  718 Birgham Place, Lake Mary, FL 32746
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  /7

  $206,000

  Sold May 20, 2026

  1014 Vineland Place, Lake Mary, FL 32746

  • 2 Beds
  • 3 Baths
  • 1,095 Sq Ft
  • Built 2002

  Last Sold Summary

  • 14% Below List Price
  • $188/SF
  • 74 Days On Market

  Current Estimated Value $206,695

  Last Listing Agent Pamela Chasteen Pamela Olson Group LLC

  1014 Vineland Place, Lake Mary, FL 32746
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  /43

  Est $149,901

  Not Listed For Sale

  2592 Grassy Point Dr Unit 308, Lake Mary, FL 32746

  • 1 Bed
  • 1 Bath
  • 648 Sq Ft
  • Built 2023

  2592 Grassy Point Dr Unit 308, Lake Mary, FL 32746

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Cathy Lee Palma NOELKE REALTY
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  /49

  $2,695,000

  New Construction $55K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 5,117 Sq Ft

  1351 Via Markham Ct, Lake Mary, FL 32746

  Virtually Staged. Under Construction. Introducing a rare opportunity to own a landmark new construction in Lake Mary's premier corridor — 5,117 sq ft of fully custom luxury designed by Catalyst Design, a 25-year firm and Parade of Homes judge across Naples, Daytona & Southwest Florida. Built to one standard with a collaboration with a boutique custom home builder, DaVinci Development, the highest

  Michael Elias CHARLES RUTENBERG REALTY ORLANDO

  1351 Via Markham Ct, Lake Mary, FL 32746
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  /2

  $575,000

  Sold Apr 10, 2026

  449 Pickfair Terrace, Lake Mary, FL 32746

  • 4 Beds
  • 3 Baths
  • 2,459 Sq Ft
  • Built 2000

  Last Sold Summary

  • 3% Below List Price
  • $234/SF
  • 27 Days On Market

  Current Estimated Value $569,242

  Last Listing Agent Cassie Lamoureux KELLER WILLIAMS CLASSIC

  449 Pickfair Terrace, Lake Mary, FL 32746
• 

  

  /39

  Est $191,525

  Not Listed For Sale

  2520 Grassy Point Dr Unit 100, Lake Mary, FL 32746

  • 3 Beds
  • 2 Baths
  • 1,103 Sq Ft
  • Built 1994

  2520 Grassy Point Dr Unit 100, Lake Mary, FL 32746

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Karen Arbutine RE/MAX CENTRAL REALTY
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  /27

  $477,500

  $58K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft

  530 Webster St, Lake Mary, FL 32746

  Under contract-accepting backup offers. Short Sale. SHORT SALE. Set on 1.6 peaceful acres in the highly desirable Lake Mary area, this 3-bedroom, 2-bath home offers nearly 1,800 sq ft of comfortable living surrounded by mature trees and natural privacy. A private, gated 50-foot driveway leads you to a quiet retreat featuring a generous screened-in pool—ideal for entertaining or unwinding in total

  Marisa Molina CHARLES RUTENBERG REALTY ORLANDO

  530 Webster St, Lake Mary, FL 32746
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  /2

  $200,000

  Sold May 15, 2026

  150 Villa di Este Terrace Unit 212, Lake Mary, FL 32746

  • 2 Beds
  • 2 Baths
  • 1,478 Sq Ft
  • Built 2000

  Last Sold Summary

  • 11% Below List Price
  • $135/SF
  • 28 Days On Market

  Current Estimated Value $226,884

  Last Listing Agent Rodger Marty ORLANDO REAL ESTATE LLC

  150 Villa di Este Terrace Unit 212, Lake Mary, FL 32746
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  /2

  Est $854,518

  Not Listed For Sale

  819 Sherbourne Cir, Lake Mary, FL 32746

  • 5 Beds
  • 4 Baths
  • 3,074 Sq Ft
  • Built 2014

  819 Sherbourne Cir, Lake Mary, FL 32746

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent David Murray PROMAX PROPERTY SOLUTIONS
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  /47

  $799,999

  • 4 Beds
  • 3 Baths
  • 2,724 Sq Ft

  418 Woldunn Cir, Lake Mary, FL 32746

  Elegant Custom Pool Home in Woldunn on a Beautifully Landscaped 0.36-Acre Lot with Spa and Screened Lanai Nestled beneath majestic oak trees on an oversized 0.36-acre lot, this beautifully maintained custom-built 4 bedroom, 3 bath pool home contains 2,724 square feet of thoughtfully designed living space in the highly desirable Woldunn community of Lake Mary. From the moment you arrive, you'll

  Steven Koleno BEYCOME OF FLORIDA LLC

  418 Woldunn Cir, Lake Mary, FL 32746
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  /2

  $1,825,000

  Sold Apr 17, 2026

  1489 Langham Terrace, Lake Mary, FL 32746

  • 4 Beds
  • 5 Baths
  • 5,318 Sq Ft
  • Built 2002

  Last Sold Summary

  • 9% Below List Price
  • $343/SF
  • 13 Days On Market

  Current Estimated Value $1,806,295

  Last Listing Agent Mel Bernstein PREMIER SOTHEBYS INT'L REALTY

  1489 Langham Terrace, Lake Mary, FL 32746
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  /36

  Est $491,736

  Not Listed For Sale

  1891 Piedmont Place, Lake Mary, FL 32746

  • 3 Beds
  • 3.5 Baths
  • 2,187 Sq Ft
  • Built 2017

  1891 Piedmont Place, Lake Mary, FL 32746

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Joseph Sipp KELLER WILLIAMS WINTER PARK
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  /50

  $525,000

  Under Contract

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  141 Mill Run Dr Unit 2, Lake Mary, FL 32746

  Under contract-accepting backup offers. Fully Renovated Lake Mary Home featuring 4 Bedrooms and 2 Baths. Open floorplan with New Everything! 2026 New Roof, New Windows, New Flooring throughout, New Gourmet Kitchen with quartz countertops, Stainless Steel Appliances, and Cabinetry. New Lighting, New HVAC, Insta Hot Water Heater. Kitchen was expanded and opens to the Great Room. Large 4th Bedroom

  Michelle O'Callaghan COLDWELL BANKER REALTY

  141 Mill Run Dr Unit 2, Lake Mary, FL 32746
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  /2

  $452,500

  Sold Mar 13, 2026

  225 Wimbledon Cir Unit 1600, Lake Mary, FL 32746

  • 3 Beds
  • 2 Baths
  • 1,547 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Above List Price
  • $293/SF
  • 13 Days On Market

  Last Listing Agent Carolyn Evans CHARLES RUTENBERG REALTY ORLANDO

  225 Wimbledon Cir Unit 1600, Lake Mary, FL 32746
• 

  

  /22

  Est $438,428

  Not Listed For Sale

  320 S Country Club Rd, Lake Mary, FL 32746

  • 4 Beds
  • 3 Baths
  • 1,881 Sq Ft
  • Built 2024

  320 S Country Club Rd, Lake Mary, FL 32746

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Jorge Rodriguez JR REALTY GROUP LLC
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  /56

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 2,028 Sq Ft

  696 Remington Oak Dr, Lake Mary, FL 32746

  Virtually Staged. Check out 696 Remington Oak Dr. Tucked inside the peaceful, tree-lined community of Remington Oaks in Lake Mary. Walking distance to Lake Mary High School, Greenwood Lakes Middle School, the public library, and close to the YMCA, this location is hard to beat.Step through the front door and be welcomed home to a bright, open living room with vaulted ceilings with clerestory

  Chris Brown CHARLES RUTENBERG REALTY ORLANDO

  696 Remington Oak Dr, Lake Mary, FL 32746
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  /2

  $550,000

  Sold Jun 10, 2026

  808 Silverwood Dr, Lake Mary, FL 32746

  • 4 Beds
  • 2 Baths
  • 2,619 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Below List Price
  • $210/SF
  • 9 Days On Market

  Current Estimated Value $553,924

  Last Listing Agent Amanda Miller RE/MAX CENTRAL REALTY

  808 Silverwood Dr, Lake Mary, FL 32746
• 

  

  /21

  Est $468,297

  Not Listed For Sale

  330 S Country Club Rd, Lake Mary, FL 32746

  • 4 Beds
  • 3 Baths
  • 2,166 Sq Ft
  • Built 2024

  330 S Country Club Rd, Lake Mary, FL 32746

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Jorge Rodriguez JR REALTY GROUP LLC
• 

  

  /18

  $225,000

  Under Contract

  • 2 Beds
  • 2 Baths
  • 1,361 Sq Ft

  100 Pine Circle Dr, Lake Mary, FL 32746

  Under contract-accepting backup offers. Investor Opportunity in Lake Mary! This two-bedroom, two-bath home is directly across the street from Crystal Lake Elementary School and within walking distance of campus. Backing up to Lake Emma, it offers a nice setting, a versatile layout with separate living and family rooms, and strong renovation potential. A one-car garage, additional one-car carport,

  David Miller KELLER WILLIAMS HERITAGE REALTY

  100 Pine Circle Dr, Lake Mary, FL 32746
• 

  /2

  $1,350,000

  Sold Aug 28, 2026

  1811 Brackenhurst Place, Lake Mary, FL 32746

  • 5 Beds
  • 4 Baths
  • 4,261 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $317/SF
  • 82 Days On Market

  Current Estimated Value $1,332,228

  Last Listing Agent Mel Bernstein PREMIER SOTHEBYS INT'L REALTY

  1811 Brackenhurst Place, Lake Mary, FL 32746
• 

  

  /26

  Est $501,295

  Not Listed For Sale

  334 S Country Club Rd, Lake Mary, FL 32746

  • 4 Beds
  • 3 Baths
  • 2,166 Sq Ft
  • Built 2024

  334 S Country Club Rd, Lake Mary, FL 32746

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Jorge Rodriguez JR REALTY GROUP LLC
• 

  

  /21

  $489,999

  New Construction $90K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,103 Sq Ft

  149 W Wilbur Ave Unit 201, Lake Mary, FL 32746

  Pre-Construction. To be built. Pre-construction Deals for September! Now accepting reservations to hold your unit for only $5,000 and offering pre-sale purchase contracts to lock in today's price. If you are looking for a smaller space that's close to your favorite shops and recreation in Downtown Lake Mary Center, this upstairs left corner condo is the perfect choice! We now offer detached

  Laura Diss Q BOUTIQUE SPECIALTY REALTY INC

  149 W Wilbur Ave Unit 201, Lake Mary, FL 32746

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