Lake Mary Homes with Lake Front Frontage

Lake Mary Homes with Lake Front Frontage

Welcome to Lake Mary, Florida – a hidden gem nestled in the heart of Seminole County. Known for its picturesque landscapes and vibrant community, Lake Mary offers a unique blend of suburban charm and modern convenience. With its serene lakes, lush parks, and a plethora of recreational activities, it's no wonder that this city has become a sought-after destination for families and professionals alike.

One of the most captivating features of Lake Mary is its stunning lakefront properties. Imagine waking up each morning to the tranquil views of shimmering waters right outside your window. Homes with lakefront frontage in Lake Mary provide not just a residence, but a lifestyle. These properties often boast expansive backyards, private docks, and direct access to the water, making them perfect for boating, fishing, or simply enjoying the natural beauty that surrounds you.

The real estate market in Lake Mary is diverse, catering to a variety of tastes and budgets. Whether you’re looking for a cozy single-family home or a luxurious estate, there’s something for everyone. The city's commitment to maintaining its natural beauty is evident in its well-preserved parks and nature trails, providing residents with ample opportunities for outdoor activities and family gatherings.

In addition to its stunning homes, Lake Mary is conveniently located near major highways, making commuting to nearby cities like Orlando a breeze. With top-rated schools, a vibrant dining scene, and a strong sense of community, Lake Mary truly embodies the ideal Florida lifestyle. Come discover your dream home in this enchanting city where every day feels like a vacation!

Newest Lake Mary Homes with Lake Front Frontage

$3,000,000
4 Beds ⋅ 2 Baths ⋅ O6427372 MLS
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
$2,800,000
4 Beds ⋅ 4 Baths ⋅ O6426416 MLS
Experience an extraordinary waterfront estate on nearly 3 private acres with approximately 600 feet of lake frontage on beautiful Big Lake Mary. Completed in 2023 by renowned custom builder Dave Brewer Homes, this one-of-a-kind residence offers over 4,036 square feet of thoughtfully designed luxury living, blending timeless architecture with exceptional craftsmanship and modern amenities. Privately gated and tucked away from the road, the property offers an unmatched level of privacy while showcasing breathtaking water views from nearly every room. Inside, you'll find 4 spacious bedrooms, a dedicated office, an expansive great room with a fireplace and surround sound—perfect for movie nights—plus a separate playroom/flex space. Walls of oversized windows fill the home with natural light while framing spectacular lake views. The gourmet kitchen is designed for both everyday living and entertaining, featuring premium Thermador appliances, an oversized center island, custom cabinetry, and a generous walk-in pantry. Luxury finishes continue throughout with wide-plank wood flooring, custom built-in closets in every bedroom, designer lighting, and impeccable attention to detail. The private primary suite is a true retreat with expansive lake views, a spacious custom walk-in closet, and a spa-inspired bath featuring a luxurious wet room with a freestanding soaking tub inside the oversized walk-in shower. Outdoor living is equally impressive with a spacious covered lanai featuring a fully equipped summer kitchen, oversized entertaining island, screened saltwater pool and spa, and seamless indoor-outdoor living spaces designed to enjoy Florida's waterfront lifestyle year-round. Boating enthusiasts will appreciate the private dock, private concrete boat ramp, and exceptional 600 feet of shoreline, providing rare access to Big Lake Mary. The beautifully landscaped grounds are enhanced with professional landscape lighting, creating a stunning setting both day and night. Additional features include a 3-car garage plus dedicated rear golf cart garage, epoxy garage floors, an oversized laundry room with dual washers and dryers, utility sink, and abundant cabinetry, extensive storage including a large under-stair storage room, whole-home Sonos audio system with indoor and outdoor speakers, Sonos Amps for TV surround sound, security camera system, and countless high-end upgrades throughout. Rarely does a property combine nearly three acres of privacy, new construction, extraordinary lake frontage, and luxury finishes in one of Lake Mary's most desirable locations. This is truly a once-in-a-generation opportunity to own one of the area's finest waterfront estates.

320 Evansdale Road, Lake Mary
$565,000
4 Beds ⋅ 3 Baths ⋅ O6425505 MLS
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
$739,900
3 Beds ⋅ 4 Baths ⋅ O6421771 MLS
Private Lakefront Home in the Highly Desired Golf Course Community of Timacuan. This pool home features 3 Bedrooms, 3.5 Bathrooms Plus Executive Office. Original owner selected this lot sitting on Lake Natashia with views of Lake Alinole in the front of the home as well. Updated Gourmet Kitchen with Quartz Countertops, Waterfall Edge, and Stainless Steel Appliances. Split bedroom floorplan where each bedroom has its own bathroom plus you have a half bath for guests. Side entry garage and paver driveway. Metal Roof with lifetime limited warranty that is transferable to the buyer. Enclosed Florida Room for additional square footage. Light and Bright from every room with stunning lake views. This home may be under audio and video surveillance.

736 Timacuan Boulevard, Lake Mary
$739,000
4 Beds ⋅ 2 Baths ⋅ O6417727 MLS
Incredible value for what is currently the only lakefront pool home overlooking spring-fed and picturesque Banana Lake, in the Lakeside subdivision of the guard-gated community of Heathrow. Comfortably situated on a small section of split roadway, this design creates a park-like setting and natural buffer which also enhances this peaceful lakefront setting. The result is a significant island longer than a football field that has been used by residents as a park, playground, recreation area, and literally anything else one might imagine. The home has been meticulously cared for over the years offering a split floor plan with the popular Kitchen-Family room combination along with formal dining and living areas. The roof was replaced in 2019, and HVAC in 2025, along with a brand-new Garage Door opener with Smart-Phone capability, and a newer installed pool pump. To help provide some additional “Peace of Mind”, a Home Warranty INCLUDED at closing, so all you need to think about is enjoying your new home. The updated kitchen Quartz countertops and backsplash that perfectly complements Stainless-Steel appliances and striking white cabinetry. The Family Room has beautiful large windows on the south wall so you can enjoy the views of the lake and there’s also a wood-burning fireplace for those chilly days or just the ambiance if you desire. The water views on that southern wall continue as they also extend to the first of three additional Guest bedrooms as well. The screen-enclosed, self-cleaning pool/spa are controlled by a Master Panel located in the primary bedroom for your ultimate convenience making it easy to simply relax and enjoy the peaceful and serene setting. The Dining Area has natural hardwood floors and is highlighted with beautiful millwork and wainscoting. The hardwood continues from there to the Living Room and the generous Primary Bedroom, which enjoys glorious lake views and direct pool access. Located close to shopping, dining with easy access to all major highways, and just a stones’ throw away from highly rated Heathrow Elementary and neighboring Markham Woods Middle School. Call today to schedule your private tour.

678 Lakeworth Circle, Lake Mary
$369,000
3 Beds ⋅ 2 Baths ⋅ G5113393 MLS
WELCOME HOME! This charming property on OVER 1/2 ACRE is tucked away on a quiet dead-end street in the heart of Lake Mary. Offering privacy, minimal through traffic, and NO HOA restrictions, this property provides the perfect blend of comfort, convenience, and outdoor space for families and individuals alike. Situated on an oversized fenced backyard overlooking Crystal Lake, the property offers potential for future lake views, access and waterfront enjoyment. While the shoreline area is currently heavily wooded and would require clearing to establish direct access, the setting provides a unique opportunity for those seeking additional outdoor possibilities and a natural backyard backdrop. The property also features a back patio and an additional cement pad in the backyard, offering endless possibilities for outdoor entertaining, recreation, storage, or future improvements. Inside, you'll find several recent updates including a newer A/C system, newer water heater, and a brand-new dishwasher and stove! The home also features a cozy wood-burning fireplace. Conveniently located near shopping, dining, parks, and major commuter routes, the property offers easy access to everything Lake Mary and the surrounding area have to offer. Zoned for Crystal Lake Elementary, Millennium Middle School, and Lake Mary High School. Whether you're looking for privacy, outdoor space, or a centrally located Seminole County address, 214 E Floyd Street offers a rare combination of location, updates, and future potential. Seller states that current insurance policy does NOT require flood insurance.

214 E Floyd Avenue, Lake Mary
$209,900
2 Beds ⋅ 2 Baths ⋅ O6396099 MLS ⋅ 35 BLDG.
Price Adjustment and 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
$565,000
3 Beds ⋅ 3 Baths ⋅ O6392884 MLS
Welcome to this beautifully maintained 3-bedroom, 2.5-bath lakefront home in the gated community of Woodbridge Lakes in Lake Mary, ideally situated on scenic Lake Dawson—perfect for canoeing, kayaking, and paddleboarding right from your backyard. This light-filled, open-concept floor plan features soaring 10-foot ceilings, rich bamboo flooring across the main living areas, and a desirable first-floor primary suite. The home offers multiple living spaces, including a formal living room, a spacious family room, and a dedicated office/ flex space- perfect for working from home or converted to a 4th bedroom. Upstairs, a versatile loft overlooks the foyer and includes an additional study area, ideal for homework, hobbies, or a second office space. Designed with both comfort and entertaining in mind, the kitchen boasts abundant counter space, granite countertops, stainless steel appliances, a breakfast bar, and a convenient pass-through to the family room. An eat-in dining area completes the space, making it the true heart of the home. Enjoy serene lake views from both the family room and primary suite, each featuring 8-foot sliding glass doors that open to a covered patio—perfect for relaxing mornings or evening gatherings. The spacious primary retreat offers a peaceful escape with dual vanities, a walk-in shower, garden tub, and a large walk-in closet. Upstairs, you’ll find two generously sized bedrooms and a full bath with dual sinks, providing comfort and privacy for family or guests. Ideally located, this home offers easy access to premier shopping, dining, and the scenic Seminole Wekiva Trail for walking and biking. Commuting is a breeze with nearby access to I-4 and 417, and the property is zoned for highly rated Seminole County schools. This is lakefront living at its finest—combining comfort, style, and an unbeatable location. Additional items to note: newer AC units (2019 & 2022), Nest thermostats, MyQ smart garage door opener, Wyze Smart WiFi sprinkler controller, Ring doorbell

949 Pickfair Terrace, Lake Mary
$714,900
4 Beds ⋅ 3 Baths ⋅ O6389470 MLS
**PRICE IMPROVEMENT** MOTIVATED SELLER!! 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. Add a floating dock and enjoy canoeing, paddle boarding, kayaking, paddle boating and fishing. 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
$395,000
O6378212 MLS
Lakefront lot in Cardinal Oaks subdivision off S. Country Club Road. Five minutes from downtown Lake Mary and Seminole State College. Convenient access to US 17-92 and Fl. 417. 95 feet of Frontage on Lake Lee. Public water and sewer available. Buildable area outside 100-year flood elevation is 5392.9 ft. sq there are no HOA fees.

421 Cardinal Oaks Court, Lake Mary
$2,000,000
O6115397 MLS
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
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