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$1,749,900
4 Beds 3 Baths Crystal Lake SubDv. 32746 Zip Code
A truly rare offering in the heart of Lake Mary—this updated 4BR / 2.5BA / 2,716 sq ft home sits on just under 9 acres of private, usable land with direct frontage on Crystal Lake. Enjoy a lakefront lifestyle that supports motorboats and jet skis, plus access to additional connected lakes. Launch directly from your own dock. The home has been thoughtfully modernized throughout, featuring new flooring, updated kitchen cabinetry, quartz countertops, new appliances, and upgraded fixtures. Bathrooms have been fully renovated with new tile, vanities, shower tile, and fixtures, creating a clean and contemporary feel. Additional improvements include updated windows, a resurfaced pool, new pool pavers, and an updated roof, offering long term peace of mind. The property’s expansive acreage provides exceptional privacy and flexibility—ideal for recreation, future expansion, or simply enjoying the open space. A detached barn adds valuable storage or workshop potential. Located in a golf cart friendly neighborhood, the home is close to downtown Lake Mary’s shops, restaurants, and community events, blending acreage living with true in town convenience. Opportunities combining this level of land, lakefront access, updates, and walkability are exceptionally limited—this property stands alone in today’s market.

401 N 1st Street, Lake Mary

$435,800
3 Beds 2 Baths Manderley Sub Ph 1 SubDv. 32746 Zip Code
WATERVIEW, RENOVATED KITCHEN, premium location in the heart of Lake Mary, small Menderley community, close to anything and everything you may need or desire, yet, secluded from all the noise. Fully renovated kitchen, new cabinets, granite countertops and brand new appliances. 3 split bd 2 bath, 2 car attached garage. Vaulted ceilings and architectural details add to a very special character to the interior of the house and lots of light. Double sided marble fireplace in a center brings warmth on those chilly winter nights and the fans on high ceilings, provide fresh breeze in on hot summer days. There is an enclosed sunroom at the back of the house that adds extra, very useful footage to your living space all year round. From this room, you get the most serene views of lush greenery and Randon lake water view for you to enjoy any time of your busy day. It is an open concept floor plan with a completely renovated kitchen in a center. Generous size primary suite boats separate shower, jetted tub, double sink, and walk in closet. There is a lot of storage, too, big closets plus additional storage in the attic. The house just got fresh paint throughout, and the tiled floors are gleaming. We are ready for the new owners to take it over and make it their home. Please note: Real Property Taxes do not reflect Homestead Exemption.

437 Randon Terrace, Lake Mary

$820,000
4 Beds 3 Baths Island Club SubDv. 32746 Zip Code
Overlooking beautiful Banana Lake, this Mediterranean style home includes a kitchen NEWLY UPDATED with Wolf gas cooktop and wall oven, Sub Zero refrigerator, cabinets and solid stone countertops that opens to the family room. Enjoy view of Banana Lake from your private 47' x 15' brick paver patio and 14' x 26' covered porch. Relax in the 9' x 9' Hot Springs hot tub. Family fun and entertainment with all inclusive granite top bar with sink, refrigerator, built-in grill with air vent and outdoor wood burning fireplace that overlooks this spring feed lake. Just installed, a Generac whole house generator! Separate living and dining rooms and office with cabinets, desktop and 2 full size safes. 2 tankless hot water heaters, central vacuum, exterior storage, 3 security alarm pads, Culligan water filtration system and a 6' vinyl fence around the back of the home are included. Don't miss the plantation shutters and engineered hardwood floors throughput. This extremely well maintained home in Island Club Community, located near the Heathrow area of Lake Mary, is within minutes of I-4, Highway 417 and Highway 429. Daytona Beach, Disney World Parks, Universal Studios, Orlando International Airport and/or Daytona Airport are within 45 minutes.

771 Stephens Pass Cove, Lake Mary

$539,000
3 Beds 3 Baths Woodbridge Lakes Unit 2b SubDv. 32746 Zip Code
Virtually Staged. In Lake Mary’s gated Woodbridge Lakes community, 949 Pickfair Terrace offers peaceful lake-view living near the conveniences that make this area so appealing. I-4, SR417, the Seminole Wekiva Trail, Publix, Liberty Park, and Lake Mary Station are all close by, while the address also provides access to Seminole County Public Schools. Shopping, dining, and other everyday essentials remain within easy reach throughout Lake Mary. Across 2,418 square feet, the three-bedroom, two-and-a-half-bath home combines bamboo flooring, 10-foot ceilings, and an open layout with several flexible gathering areas. Just beyond the foyer, a bay-windowed room can function as an office, guest room, or optional fourth bedroom, with a half bath nearby. The formal living room rises to a dramatic two-story ceiling, and the separate family room connects naturally with the kitchen. Granite countertops, stainless steel appliances, plentiful cabinetry, a breakfast bar, and generous prep space equip the kitchen for everyday meals and entertaining. A bright dining area looks across the green space toward the lake, bringing a scenic backdrop to the heart of the home. The first-floor primary suite shares those serene backyard and water views. Eight-foot sliding glass doors open directly to the covered patio, while the en suite bath includes dual vanities, a garden tub, walk-in shower, and oversized closet. Upstairs, a roomy loft with a built-in study area overlooks the foyer. Two additional bedrooms share a full bath with dual sinks. Beyond the patio, open lawn extends toward a tranquil arm of Lake Dawson, creating a beautiful setting for relaxing, entertaining, fishing, kayaking, or paddleboarding. Thoughtful updates include a 2015 roof and dual air-conditioning systems from 2019 and 2021, both recently serviced. Conveying smart-home features include Nest thermostats, a Ring doorbell, MyQ garage controls, and Wyze WiFi irrigation. Residents also enjoy a community park, playground, basketball court, and fitness area. Discover the space, scenery, and convenience awaiting at this inviting Lake Mary home—schedule your private tour today.

949 Pickfair Terrace, Lake Mary

$1,650,000
4 Beds 3 Baths Evansdale 4 SubDv. 32746 Zip Code
Welcome to your Lake Mary lakefront oasis. Situated on one of the most spectacular, prime waterfront lots on Lake Mary with over 170 feet of shoreline, this impeccably maintained 4-bedroom, 3-bathroom pool home offers the ultimate Florida lifestyle. Complete with a private dock, covered boat storage, and direct access to swimming, fishing, and water skiing, this property feels like a private wildlife sanctuary where you can watch sandhill cranes and herons against breathtaking sunset backdrops. The outdoor entertainment spaces are unmatched, featuring a resurfaced, propane-heated pool and spa alongside an expansive 30 x 12 covered porch perfect for al fresco dining. Inside, the home is equally impressive, framing panoramic lake views from the primary suite, living areas, kitchen, and breakfast room. Gleaming hardwood floors and an updated exterior elevation elevate the home's curb appeal and interior aesthetic. The thoughtful floor plan includes oversized rooms throughout, highlighted by a unique dual primary suite arrangement that provides luxury accommodations for guests or multi-generational living. The main primary suite features dual walk-in closets, French doors to the screened patio, and an en-suite bath with a jetted tub overlooking the water. A dedicated office provides excellent flex space for a den, nursery, or remote work. Outside, a grand circular driveway offers ample parking and leads to the oversized 2-car garage. The flow of the home is designed for seamless entertaining, starting from the foyer where you are immediately greeted by stunning lake views. The large, open gathering space anchors the home with a cozy brick fireplace, built-in bookshelves, and French doors leading out to your backyard paradise. A separate formal dining room connects effortlessly to the kitchen and a sunlit breakfast room. Location is everything, and this serene paradise sits within close proximity to Lake Mary Elementary and the SunRail station. Residents can easily walk or bike to downtown shops, restaurants, the local farmers market, pickleball courts, and excellent community parks, while enjoying zoning for highly-rated Greenwood Lakes Middle and Lake Mary High School. A rare combination of prime location and lakefront luxury— this is the one you have been waiting for.

284 Evansdale Road, Lake Mary

$4,250,000
7 Beds 13 Baths N/A SubDv. 32746 Zip Code
Virtually Staged. A rare opportunity to own one of Central Florida's premier private waterfront estates on the shores of Lake Mary. Privately tucked behind a custom entry gate, this magnificent estate welcomes guests with a grand circular drive, dramatic fountain, and elegant porte cochère, setting the stage for timeless architecture and exceptional craftsmanship. A breathtaking two story foyer with crystal chandelier introduces soaring ceilings, intricate travertine flooring with custom stone medallions, graceful arches, decorative columns, and exquisite millwork. Travertine extends throughout the main living areas, while hardwood flooring adds warmth to every bedroom. Expansive living spaces are designed for entertaining, including a family room with gas fireplace and spectacular lake views. The chef's kitchen features custom solid wood cabinetry, natural stone countertops, two Sub Zero 36 inch built in refrigerators, Viking Professional gas rangetop with integrated griddle and grill, custom range hood, pot filler, GE Monogram Advantium speed oven, convection wall oven, and adjoining butler's pantry. The main residence features two luxurious primary suites with spa inspired baths, Jacuzzi soaking tubs, oversized walk in showers, and dual vanities. One primary suite showcases an extraordinary boutique inspired dressing room with extensive custom wood cabinetry, floor to ceiling storage, glass front displays, abundant drawers and shelving, multiple hanging areas, center island with stone countertop, dedicated vanity, hardwood flooring, soaring ceilings, clerestory windows, and statement chandelier. Every bedroom features its own en suite bathroom. The fully detached Private Guest Residence & Executive Pavilion offers a private two bedroom, two bath residence upstairs and approximately 3,654 SqFt of additional climate controlled space below with executive offices, conference and gathering rooms, fitness room, kitchenette, and flexible living and work areas. An additional garden apartment provides another private dwelling, creating exceptional flexibility for extended family and guests. Resort style outdoor living includes an infinity edge pool and spa, expansive travertine terraces, covered summer kitchen with Viking Professional grill and Alfresco VersaPower side burner, lakeside gazebo, private covered dock with boat lift, and dedicated boat garage. A three bay garage provides additional vehicle storage. Other features include two custom built in aquariums, NuTone central vacuum, fire sprinkler system throughout the main residence, and two 22 kW Generac propane generators with a 1,000 gallon propane tank capable of powering the entire estate, including the air conditioning systems. Conveniently located near top rated Seminole County schools, championship golf, shopping, dining, Downtown Orlando, and Orlando International Airport. An extraordinary combination of luxury, privacy, waterfront living, and versatility. The estate's expansive formal and casual interiors flow effortlessly toward the lake, creating an exceptional setting for intimate gatherings and grand scale entertaining. From the resort inspired pool terrace to the private dock, gazebo, and boat garage, the property is thoughtfully designed to embrace the waterfront lifestyle. Multiple private living accommodations further distinguish this remarkable compound, offering rare versatility for multigenerational living, visiting guests, executive use, and extended stays. Simply exceptional.

1795 W Lake Mary Boulevard, Lake Mary

$137,000
1 Beds 1 Baths Regency Park At Lake Mary A Condo SubDv. 32746 Zip Code
• 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! Right Out Front of your Home is the Well-Kept COMMUNITY POOL and GYM and Mailboxes! Full-Sized LAUNDRY Room Right Off Kitchen! Bright CERAMIC TILE & Laminate Flooring with No Carpets! ____ • Your New Community is Located in the Heart of Gorgeous LAKE MARY with Fabulous Amenities and Awesome Seminole County Public Schools! Well-Manicured Grounds Shaded by OAK TREES! Enjoy a Beautiful Clubhouse, TWO Fitness Centers, TWO POOLS, 2 Tennis Courts, Car Wash, Two Electric Vehicle Charger Stations, an On-Site Laundry just a few steps away! Concierge-Service Garbage Pickup Right at Your Front Door! There is a Dock a FISHING PIER on GREENWOOD LAKE right outside your door, and at nearby Reflection Park, a COMMUNITY BOAT RAMP too! ______ • Ideally located Near Interstate 4, Alaqua Lakes, Seminole State College, Heathrow & the Heathrow Office Park. Less than 5 minutes to our famous Lake Mary Boulevard District that has so many Stores and Restaurants like Publix, Target, TJ Maxx, HomeGoods, Home Depot, Starbucks & Top Golf…you could live your entire life within these few square miles and never need to leave! Nice! ______ • Sanford International Airport is just 17 Minutes away and You Will be within a Half-Hour Drive of DOWNTOWN ORLANDO and Thornton Park, DOWNTOWN WINTER PARK, DOWNTOWN SANFORD and the Universal Studios Theme Parks! That makes EVERYWHERE in “Orlando” that you would want to be just 30 minutes away! ______ • Condo Association Fees are only $338.77/ month consisting of $257.62/month to Regency Community, plus $14.60/mo to Master Community… There is an Additional $66.45/mo Special Assessment that will END on December 1, 2027. WATER BILL, Tra ROOF & are Included in the Condo Association Fees too! ______ • Property is THIRD FLOOR Story of 3-Floor Building with no Elevator. Full Sized Utility Room for Washer and Dryer just off Kitchen. Max. of 2 Pets in Unit & each Must be Less than 35 lbs. Room Sizes, Schools, HOA Info and Square Footage Are Deemed Accurate, but are not Warranted. ______ • Sought-After Schools: Longwood Elementary, Greenwood Lakes Middle School, Lake Mary High School!

2516 Grassy Point Drive Unit 306, Lake Mary

$3,000,000
4 Beds 2 Baths The Cove SubDv. 32746 Zip Code
Never before offered for sale, this extraordinary six-acre lakefront estate presents a once-in-a-generation opportunity to acquire one of Lake Mary's most remarkable legacy properties. Set behind the private gates of The Cove, yet uniquely exempt from the community's HOA, the estate is hidden at the end of a long, tree-lined private drive where the landscape unfolds dramatically to reveal more than 800 feet of pristine Crystal Lake shoreline. Spectacular sunset views, abundant wildlife and the timeless beauty of Old Florida create a setting that has become exceedingly rare. High and dry with an expansive homesite overlooking the water, the property offers exceptional flexibility for those envisioning a custom waterfront estate unlike anything else in the area. Whether designing a grand primary residence with a guest house, resort-inspired outdoor living, expansive garages or recreational amenities, the scale, privacy and extraordinary waterfront frontage provide an unparalleled foundation for a truly exceptional estate. The existing century-old home reflects the property's rich history, while a detached two-car garage with an attached bonus room and a separate four-car garage complete with a workshop and expansive storage room provide immediate functionality while future plans take shape. What truly distinguishes this offering is the rare balance of privacy and convenience. Enjoy the exclusivity and security of a gated community without the limitations of HOA restrictions, an increasingly uncommon advantage for luxury buyers seeking the freedom to create a deeply personalized estate. Located just minutes from Lake Mary's thriving Midtown district, residents enjoy an exceptional collection of acclaimed restaurants, boutique shopping, cafés, entertainment, fitness studios and community events, while nearby Interstate 4, SR 417 and the Wekiva Parkway provide effortless access to downtown Orlando, area airports, world-famous attractions, pristine beaches and the very best of Central Florida. Properties of this significance are rarely available, especially those remaining in the same family and offered to the public for the very first time. Combining more than 800 feet of Crystal Lake shoreline, six picturesque acres, remarkable privacy, spectacular sunsets and one of Lake Mary's most desirable locations, 2636 Reagan Trail presents a once-in-a-generation opportunity to create a waterfront estate that will be cherished for generations to come.

2636 Reagan Trail, Lake Mary

$565,000
4 Beds 3 Baths Chase Groves Unit 4b SubDv. 32746 Zip Code
Welcome to your own lakefront retreat in the highly desirable Chase Groves community! Bring your boat, fishing pole, and suitcase—this beautifully maintained 4-bedroom, 2.5-bath home with a spacious loft is truly move-in ready and offers breathtaking water views from nearly every room. This one-of-a-kind DR Horton home sits on an oversized ¾-acre waterfront lot overlooking beautiful Belair Lake. Inside, you'll love the bright, open floor plan with soaring vaulted ceilings, abundant natural light, hardwood flooring, and elegant crown molding throughout much of the home. The spacious kitchen opens to the family room, creating the perfect space for entertaining while enjoying stunning lake views. A formal living and dining room add flexibility for hosting family and friends. All bedrooms are on second floor. The oversized primary suite is a true retreat, featuring two walk-in closets, dual vanities, a large soaking tub, and separate shower. Two additional bedrooms also include walk-in closets, while the upstairs loft offers endless possibilities as a home office, media room, playroom, or flex space. Step outside to your private backyard oasis, where an open patio overlooks the lake—perfect for morning coffee, evening sunsets, fishing, kayaking, or simply relaxing and enjoying Florida's natural beauty. Conveniently located just minutes from 417, I-4, Downtown Lake Mary, SunRail, shopping, dining, and zoned for top-rated Seminole County schools, this home offers the perfect combination of waterfront living and everyday convenience. Don't miss this rare opportunity to own one of the finest lakefront homes in Chase Groves.

246 Brightview Drive, Lake Mary

$209,900
2 Beds 2 Baths Regency Park At Lake Mary A Condo SubDv. 32746 Zip Code
Preferred Lender Credit Available. Welcome home to your updated first floor condo located in the highly desirable gated community of Regency Park at Lake Mary. Updates from 2025 to this 2-bedroom, 2-bath unit include a new 2 ½ ton Goodman HVAC system, new exterior and interior paint and new exterior siding. Other key updates include roof replaced in 2020 and water heater replaced in 2023. The Renovated Kitchen and Bathrooms feature matching Granite counters and Espresso wood cabinets. Split floor plan with interior utility room, easy guest access to second bath from hallway and a large screened-in porch. With a strong rental history and meticulous maintenance, this unit provides an exceptional opportunity for an Owner Occupant or Investment. Enjoy the resort lifestyle complete with two Gated entrances, Fully equipped Fitness Center, Two Crystal Clear Swimming Pools, a Hot tub, and Two Tennis Courts. Additional Community Amenities include Basketball courts, Playgrounds, Clubhouse, Daily Trash Valet, EV Charging Stations, Car Washing Stations and a Peaceful Fishing Pier and Activities on beautiful Greenwood Lake.

2501 Grassy Point Drive Unit 103, Lake Mary

$699,900
4 Beds 3 Baths Woodbridge Lakes Unit 2c SubDv. 32746 Zip Code
MOTIVATED SELLER!! **PRICE IMPROVEMENT** Wow! Step into this beautiful meticulously maintained home with stunning views of LAKE DAWSON, Timucuan Golf Course and moss swaying in the breeze from the lake in the large oaks while relaxing on the 36x16 screened porch. Lake Dawson is stocked with fish so have your fishing pole ready or enjoy canoeing, paddle boarding, kayaking and paddle boating. The breeze off the lake provides the perfect Zen atmosphere to enjoy reading a book or add a hammock for taking an much earned nap. This 4-bedroom 3 bath, 3 car garage home located in sought after-gated Woodbridge Lakes is in the heart of Lake Mary. The area is the hub of the new Lake Mary Medical Corridor including the newly built Orlando Health Hospital across the street, multiple ER facilities, medical professionals and imaging centers. The 3017sq.ft. home features wood floors throughout the downstairs including the stairs, in the 20x16 living, 11x13 dining and the 20x16 family room. Travertine tile floors in the updated oversized Chef's kitchen and breakfast nook with custom warm wood cabinets, room for 2 Chef's, island, storage galore and granite counter tops make cooking a pleasure. Enjoy your morning coffee and the beautiful lake view sitting in the breakfast nook looking through the bay window. The family room opens to the kitchen and features a custom-built entertainment center. French doors in the family room lead to the 36x16 screened porch with a marvelous view of Lake Dawson. Upstairs and through the double door entry find the huge 16x17 primary suite with more stunning views of the lake, a 12x12 sitting area offers so many possibilities such as using it as a sitting area, personal library, office, nursery or close in the partial wall and add a door for a 5th bedroom. After passing the 2 dual spacious closets with California closet systems you enter the luxurious primary en-suite with a jetted garden tub to relax after a hard day, a separate shower, water closet and a wall of custom cabinets for tons of storage. There are 3 additional generous-sized secondary bedrooms and a bath with upgraded cabinets with drawers and tons of extra storage, granite counters, private water closet and dual sinks. Bedroom 4 offers more of those stunning lake views. A hallway off the family room leads to the 3rd bathroom with shower, upgraded vanity, granite counters and linen closet. More storage is found under the stairs making this home one for those looking for tons of storage. The laundry room offers a laundry sink with cabinet, upper cabinets and the door leading to the 3rd car garage with overhead storage racks, pegboard and more. All of this plus the community offers a community area including a playground, bathrooms, relaxing areas and breezes from the lake. Minutes to I-4, 417, Heathrow Business Park, shopping, fantastic dining, 30 minutes to Daytona Beach or quick trips to the attractions via the new SR429. Everything you want located in a community friendly Orlando suburb. The is the perfect place to call home!!

873 Pickfair Terrace, Lake Mary

$2,000,000
Hanover Woods SubDv. 32746 Zip Code
BRING YOUR BUILDER! Approx. 5 ACRE LAKEFRONT BUILDABLE LOT IN THE MARKHAM HEATHROW AREA. This Beautiful One Of A Kind 5 Acre Lakefront Property Overlooks Lake Marietta And Heathrow, There Is Approx. 749 Feet Of Waterfront Shoreline With Close To 20 Acres Of Preserved Property Surrounding This Lovely Location. Hanover Woods Is A Tranquil Community Right Off Of Markham Woods Road Featuring Luxury Custom Homes On Large Acreage Parcels. This Is Your Chance To Build An Impressive Lakefront Estate Home In A Highly Desirable Area, With Views Of The Lake On Almost Every Angle. Orlando’s Heathrow - Lake Mary Area Is One Of The Location For Home Buyers Seeking Privacy And Luxury. This Neighborhood Is Surrounded By Natural Beauty And Has Convenient Access To Top-Ranked Seminole County Schools, Lake Mary Shops And Services. Enjoy Hiking, Cycling And Jogging The Seminole Wekiva Nature Trail, A 14-Mile Recreation Trail, That Is Part Of The Florida National Scenic Route And Wekiva Preserve, With 45,000 Acres Of Natural Preserve And An Abundance Of Wildlife. All This, Plus An Easy Commute To Downtown Orlando And To The Local Attractions Like Disney And Universal Studios. Local Beaches Are Just A 45 Minute Drive From This Location. Because The Demand For New Homes In Lake Mary Is High, You Can Now Own, Create And Build Your Perfect Lakefront Home. This Property Does Not Have A Timeline To Build. Land Survey And Soil Sample Information Is Availble. Check Out The Video Tour And See What You Are Missing, This Could Be Yours.

116 E Greentree Lane, Lake Mary